JP6624305B2 - Polymerizable monomer, liquid crystal composition and liquid crystal display device using the same - Google Patents

Description

  The present invention relates to a novel polymerizable monomer, a liquid crystal composition containing the polymerizable monomer and a spontaneous alignment monomer, and a liquid crystal display device using the same.

  In general, a liquid crystal display element such as a liquid crystal panel or a liquid crystal display changes the state of alignment of liquid crystal molecules by an external stimulus such as an electric field, and utilizes a change in optical characteristics accompanying the change. Such a liquid crystal display element has a configuration in which liquid crystal molecules are filled in a gap between two transparent substrates, and the liquid crystal molecules are arranged in a specific direction in advance on the surface of the substrate in contact with the liquid crystal molecules. In general, an orientation film is formed for the purpose.

  However, with the problem that alignment defects occur due to scratches and dust generated on the surface of the alignment film in the manufacturing process of the liquid crystal display element, and as the size of the substrate increases, uniform alignment over the entire surface of the substrate over a long period of time is required. There is a problem that it is difficult to design and manage an alignment film to obtain the alignment film.

  Therefore, in recent years, there has been a demand for the development of a liquid crystal display element that does not require an alignment film by using a liquid crystal composition containing a spontaneous alignment material for controlling alignment of liquid crystal molecules in a liquid crystal layer.

  For example, in Patent Document 1, instead of lauryl acrylate having relatively weak interaction with liquid crystal molecules, a monofunctional biphenyl monomer having an octyl group and exhibiting a high linearity, and a bilinear monomer exhibiting a low straight line having a stearyl group are disclosed. A liquid crystal composition containing a spontaneous alignment material that suppresses a decrease in voltage holding ratio by using a liquid crystal composition containing a functional biphenyl monomer is described. Patent Document 2 discloses various liquid crystal compositions containing a polymerizable self-alignment additive that controls the alignment of liquid crystal molecules instead of an alignment film, and includes a nematic LC medium, a polymerizable self-alignment additive, When a liquid crystal composition containing a polymerizable compound as necessary is filled in a test cell without an alignment layer, the liquid crystal composition has spontaneous homeotropic (vertical) alignment with respect to the substrate surface, and this vertical alignment is much more stable up to the clearing point. It states that the formed VA cell can be reversibly switched by applying a voltage.

U.S. Patent Publication No. 2017-0123275 JP-T-2015-168826 A

  However, a composition containing two kinds of hydrophobic monomers having a long alkyl chain and a biphenyl skeleton as disclosed in Patent Document 1 described above has an interaction with liquid crystal molecules of a liquid crystal layer filled between a pair of substrates. Although it is considered to be stronger than lauryl acrylate, there is a problem that the orientation of liquid crystal molecules cannot be regulated due to the low adsorbing power to the substrate.

  Further, in Patent Document 2, since a polymerizable self-alignment additive having a polar group such as a hydroxyl group is used, it is considered that the adsorption power to the substrate is higher than that of the monomer of Patent Document 1. However, if the adsorptive power of the polymerizable self-alignment additive to the substrate is too high, the polymerizable self-alignment additive does not spread uniformly on the substrate, causing a problem of uneven alignment. Further, a liquid crystal composition containing a polymerizable compound having a highly symmetrical chemical structure as used in Patent Document 2 and a polymerizable self-alignment additive having a polar group such as a hydroxyl group is used as a liquid crystal layer as a pair. In a system filled between the substrates, the liquid crystal layer exhibits hydrophobic properties, so that the polymerizable compound exists in a direction parallel to the substrate from the viewpoint of free energy, so that the liquid crystal aligns according to the polymerizable compound. There is a problem that it is difficult for molecules to form a vertical alignment with respect to the substrate. In addition, the liquid crystal composition containing a polymerizable self-alignment additive having a polar group such as a hydroxyl group also has a problem in that the compatibility with liquid crystal molecules that are hydrophobic is reduced, so that a liquid crystal compound or a polymerizable compound is precipitated. Occurs.

  Accordingly, an object of the present invention is to provide a novel polymerizable monomer having excellent vertical alignment and compatibility or a liquid crystal composition having excellent vertical alignment and compatibility, and a liquid crystal display using the same. It is to provide an element.

  As a result of intensive studies by the present inventors, the present invention includes one or more self-aligned polymerizable monomers and one or more polymerizable monomers (or polymerizable compounds) having a specific chemical structure. The inventors have found that the above problems can be solved by a liquid crystal composition and a liquid crystal display device using the same, and have completed the present invention.

  The liquid crystal composition according to the present invention exhibits high compatibility and excellent vertical alignment with respect to liquid crystal molecules.

  The liquid crystal composition according to the present invention exhibits excellent developability (wet spread) with respect to the substrate.

  The liquid crystal composition according to the present invention has no alignment unevenness or can reduce alignment unevenness.

  The liquid crystal display element according to the present invention has no or reduced alignment unevenness.

  The polymerizable monomer according to the present invention exhibits high compatibility and excellent vertical alignment with liquid crystal molecules.

  The liquid crystal composition containing the polymerizable monomer according to the present invention exhibits excellent developability (wet spread) on the substrate.

  The liquid crystal composition containing the polymerizable monomer according to the present invention has no alignment unevenness or can reduce alignment unevenness.

The figure which shows the evaluation result of the orientation test of the comparative example The figure which shows the evaluation result of the orientation test of this invention.

A first aspect of the present invention is to provide a polymerizable monomer represented by the following general formula (I) and a spontaneous polymer having a chemical structure different from that of the polymerizable monomer represented by the general formula (I) and having a polar group. And an alignment monomer.
It is.

(In the general formula (I), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ are each independently P ¹¹ -S ^11. - represents an alkyl group having from 1 to 18 carbon atoms, an alkoxy group having from 1 to 18 carbon atoms, or halogen atom or a hydrogen atom, P ¹¹ is the formula of the following formula (R-I) (R- IX),

(In the above formulas (RI) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms. Or a halogenated alkyl group having 1 to 5 carbon atoms, W is a single bond, -O- or a methylene group, T is a single bond or -COO-, p, t and q are each independently 0, 1 or 2)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more -CH _2- in the alkylene group is -O-, -OCO- or -COO- may be substituted,
n ¹¹ represents 0, 1 or 2;
A ¹¹ represents the following groups (a), (b) and (c):
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl, one -CH = or two or more non-adjacent -CH = present in the group may be replaced by -N =.)
Wherein the group (a), the group (b) and the group (c) each independently represent an alkyl group having 1 to 12 carbon atoms or an alkyl group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - be substituted with good,
L ¹⁰ and ^{L 11} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - COO -, - OCO -, - ^{CH = CR a -COO -, -} CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) _{z -OCO -, - OCO- (CH} 2) z -, - COO- (CH 2) z -, - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C- (wherein , R ^a each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, in the formula, z each independently represent a.) represents an integer of 1 to 4,
Having at least two or more P ¹¹ -S ^11- in one molecule of the general formula (I);
One molecule of the above general formula (I) has an alkyl group having 1 to 18 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —. O- may be substituted,
When a plurality of P ¹¹ , S ¹¹ , L ¹⁰ , L ¹¹ and A ¹¹ are present, they may be the same or different. )
This provides a liquid crystal composition having excellent vertical alignment to liquid crystal molecules and excellent compatibility. In addition, the liquid crystal composition can vertically align liquid crystal molecules without requiring an alignment film.

In the general formula (I), A ¹¹ represents a group selected from the group consisting of the following (a) to (c), and the following groups (a), (b) and (c) are respectively independently, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - may be substituted with.
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl, one -CH = or two or more non-adjacent -CH = present in the group may be replaced by -N =.)
In the general formula ^{(I), A 11} represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - substituted with A 1,4-phenylene group or a naphthalene-2,6-diyl group, which may be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, or a nitro group. it is further preferred be replaced by a good 1,4-phenylene group - or ^P 11 ^{-S 11.}

In the general formula ^{(I), L 10} represents a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, —COO—C ₂ H ₄ —, —CH ＝ CH—, —CF ₂ O—, —OCF ₂ — or —C≡C— is preferable, and a single bond, —OCH ₂ —, —CH ₂ O—, —C _{2 H 4 -, - COO -} , - OCO -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, - COO-C 2 H 4 -, - CF ₂ O—, —OCF ₂ — or —C≡C— is more preferred, and a single bond is particularly preferred.

A linking group L ¹⁰ is even linked above, amenable to the liquid crystal molecules by molecule is linear.

In the general formula ^{(I), L 11} represents a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, —COO—C ₂ H ₄ —, —CH ＝ CH—, —CF ₂ O—, —OCF ₂ — or —C≡C— is preferable, and a single bond, —OCH ₂ —, —CH ₂ O—, —C _{2 H 4 -, - COO -} , - OCO -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, - COO-C 2 H 4 -, - CH ＝ CH—, —CF ₂ O—, —OCF ₂ — or —C≡C— is more preferred, and a single bond is particularly preferred.

Linking group L ¹¹ of the a is even linked, amenable to the liquid crystal molecules by molecule is linear.

In the general formula (I), L ¹⁰ and L ¹¹ may be the same or different from each other, but it is more preferable that L ¹⁰ and L ¹¹ are the same.

In the general formula ^{(I), R 101, R} 102, R 103, R 104, R 105, R 106, R 107 R 108, R 109 and ^{R 110} are each ^{independently,} P 11 ^{-S 11} -, Represents an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a halogen atom or a hydrogen atom. In this case, the preferred number of carbon atoms of the alkyl group and the alkoxy group is When importance is placed on the orientation, 10 to 18 is preferable, and when importance is placed on the solubility in the liquid crystal compound, 1 to 4 is preferable. The alkyl group and the alkoxy group may be linear or branched, but are particularly preferably linear.

Further, when at least one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ represents an alkyl group having 1 to 18 carbon atoms, The number of carbon atoms of the alkyl group is preferably 10 to 18 when importance is placed on the orientation of the liquid crystal, and is preferably 1 to 4 when importance is placed on solubility in the liquid crystal compound. The alkyl group may be linear or branched, but is particularly preferably linear.

In the general formula ^{(I), R 101, R} 102, R 103, R 104, R 105, R 106, R 107 R 108, R 109 and ^{R 110} are each ^{independently,} P 11 ^{-S 11} -, an alkyl group having 1 to 10 carbon atoms, preferably represents either a halogen atom or a hydrogen atom, P ^{11 -S} 11 ^-, alkyl group having 1 to 3 carbon atoms, one fluorine atom or a hydrogen atom More preferably, it is represented. From the viewpoint of solubility, the alkyl chain should not be too long.

The polymerizable monomer represented by the general formula (I) has at least two or more P ¹¹ -S ^11- in one molecule. It is preferable that the polymerizable monomer represented by the general formula (I) has two or more polymerizable groups from the viewpoint of crosslink density.

In the above general formula (I), at least two or more of P ¹¹ -S ¹¹ among R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ^110. - preferably be provided with, two to four ^P 11 ^{-S 11} - more preferably be equipped with, two to three ^P 11 ^{-S 11} - it is more preferably provided with a.

  The polymerizable monomer represented by the general formula (I) preferably has 1 to 4 polymerizable groups in the outer portion of the mesogen skeleton from the viewpoint of polymerizability.

That is, the polymerizable monomer represented by the general formula (I) has at least two or more P ¹¹ -S ^11- in one molecule. In this case, ^{(1) A 11} in 2 or more ^P 11 ^{-S 11} - and form comprises a one or more ^P 11 ^{-S 11} in ^{(2) A 11} - provided with a, and ^{R 101,} R in ^{102, R 103,} any of ^{R 104, R 105, R 106} , R 107 R 108, R 109 and ^{R 110,} at least one or more ^P 11 ^{-S 11} - and form and a, (3) ^{R 101, R 102, R 103} , R 104, R 105, R 106, with one of ^{R 107, R 108, R 109} and ^{R 110,} at least two or more ^P 11 ^{-S 11} - form has a It is divided into three.

In the above general formula (I), (1) when A ¹¹ has two or more P ¹¹ —S ¹¹ —, A ¹¹ is preferably a 6-membered ring group, and P ¹¹ is located at the 2- and 5-positions. ¹¹ -S ¹¹ - preferably structure being ^substituted, in the case ^{a 11} is 1,4-phenylene group, and ^P 11 ^{-S 11} in the 2-position and 5-position - is more preferable structure is substituted .

In the general formula ^{(I), (2) A} 11 are one or more ^P 11 ^{-S 11} - provided with a, and ^{R 101, R 102, R 103} , R 104, R 105, R 106, R 107, in either R ^{108, R 109} and ^{R 110,} at least one or more ^P 11 ^{-S 11} - when the form of and ^a, a group of the ^{a 11} is 6-membered ring ^{a 11} and a 6-membered ring, one of the 2-position or 3-position ^P 11 ^{-S 11} of - have further ^{R 101} or ^{R 110} is ^P 11 ^{-S 11} - the structure has a preferred.

In the above general formula (I), (3) any one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ , R ^109, and R ¹¹⁰ may form two or more Ps. ¹¹ -S ¹¹ - as preferred form comprises ^{a, R 101} and ^{R 110} are ^P 11 ^{-S 11} - of structure ^{(P 11} and ^{S 11} may be each independently identical or different), R ¹⁰¹ and ^{R 107} are ^P 11 ^{-S 11} - of structure ^{(P 11} and ^{S 11,} respectively may be the same or ^{different), R 108} and ^{R 110} are ^P 11 ^{-S 11} - is Structure (P ¹¹ and S ¹¹ may be the same or different, respectively).

It is preferable that R ¹⁰¹ and R ¹¹⁰ are P ¹¹ -S ^11-from the viewpoint of solubility in a liquid crystal compound.

The preferred form is provided with ^{a, R 101,} R ¹¹⁰ and ^{R 107} are ^{P 11 -S} 11 - - in the general formula represented by the polymerizable monomers in one molecule (I) 3 single ^P 11 ^{-S 11} is structure ^{(P 11} and ^{S 11,} respectively may be the same or different) ^and, R ^{101, R 110} and ^{R 102} are ^P 11 ^{-S 11} - of structure ^{(P 11} and ^{S 11,} respectively the same or different, ^{a), a 11} is a group of 6-membered ring, and one of 2-position or 3-position of the ^{a 11} is a 6-membered ring ^P 11 ^{-S 11} - has a further ^{R 101} and ^{R 110} are ^P 11 ^{-S 11} - and structure is, and the like.

As a preferred embodiment having four P ¹¹ -S ^11-in one molecule of the polymerizable monomer represented by the general formula (I), R ¹⁰² , R ¹⁰⁴ , R ¹⁰⁷ and R ¹⁰⁹ are P ¹¹ -S ^11. And R ¹⁰² , R ¹⁰⁴ and R ¹⁰⁷ are P ¹¹ -S ^11- and a 6-membered ring, wherein P ¹¹ and S ¹¹ may be the same or different. one of the 2-position or 3-position of the a ¹¹ is ^P 11 ^{-S 11} - include a structure having a.

When a plurality of P ¹¹ and S ¹¹ exist as described above, it goes without saying that P ¹¹ and S ¹¹ may be the same or different.

One molecule of the general formula (I) has at least one alkyl group having 1 to 18 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently And may be substituted by -O-.

As a result, the long-chain alkyl group is oriented toward the hydrophobic liquid crystal layer side, and the liquid crystal molecules are arranged in the direction perpendicular to the substrate in accordance with the orientation.
One or more alkyl groups having 1 to 18 carbon atoms in one molecule of the polymerizable monomer represented by the general formula (I) (one or non-adjacent two or more -CH ₂ Each of which may be independently substituted by -O-) is preferably an alkyl group having 1 to 18 carbon atoms or an alkoxy group having 1 to 18 carbon atoms, More preferably, it is an alkyl group having 1 to 18 carbon atoms.
In the polymerizable monomer represented by the above general formula (I), when one or more alkyl groups are provided in one molecule, the alkyl moiety is easily compatible with a liquid crystal having hydrophobicity, and is arranged in a brush-like manner on the liquid crystal layer side. This is preferable because the liquid crystal molecules are vertically aligned in accordance therewith.

Further, an alkyl group having 1 or more carbon atoms and having 1 or more carbon atoms in one molecule of the polymerizable monomer represented by the general formula (I) (one or two or more non-adjacent- CH ₂ — may be each independently substituted with —O—.), May be straight-chain or branched, and straight-chain is preferred. Further, the number of carbon atoms of the alkyl group is preferably 1 to 3 when importance is placed on the solubility and developability of the liquid crystal composition. On the other hand, when importance is attached to the vertical alignment with respect to the liquid crystal molecules, 10 to 19 are preferable.

In one molecule of the polymerizable monomer represented by the above general formula (I), one or two alkyl groups having 1 to 18 carbon atoms (one or two or more non-adjacent alkyl groups in the alkyl group) CH ₂ — may be each independently substituted with —O—).

  It is preferable from the viewpoint of the orientation that the polymerizable monomer represented by the general formula (I) has one or two alkyl groups having 1 to 18 carbon atoms in one molecule.

In one molecule of the polymerizable monomer represented by the general formula (I), one alkyl group having 1 to 18 carbon atoms (one or two or more non-adjacent —CH ₂ — in the alkyl group) If you have a may) be substituted by independently ^-O-, either 2-position or 3-position of the ^{R 102, R 103, R 106} , R 107 and ^{a 11} is a 6-membered ring It is preferable that Further, in one molecule of the polymerizable monomer represented by the general formula (I), two alkyl groups having 1 to 18 carbon atoms (one or two or more non-adjacent- CH ₂ — may be each independently substituted with —O—), the combination of the positions of the two alkyl groups is R ¹⁰² and R ¹⁰⁴ , R ¹⁰³ and R ¹⁰⁵ , R ¹⁰² And a combination of R ¹⁰³ , R ¹⁰⁶ and R ¹⁰⁸ , R ¹⁰⁷ and R ¹⁰⁹ , or a combination of R ¹⁰⁶ and R ¹⁰⁷ is preferred, and R ¹⁰² and R ¹⁰⁴ , R ¹⁰³ and R ¹⁰⁵ , R ¹⁰⁶ and R ¹⁰⁸ or R ¹⁰⁷ and R ¹⁰⁹ Is more preferable.

In the above general formula (I), n ¹¹ represents 0, 1 or 2, n ¹¹ is preferably 0 or 1, and n ¹¹ is more preferably 0.

In the above general formula (I), when n ¹¹ is 2, L ¹¹ and A ¹¹ may be the same or different.

The compound represented by formula (I), and two benzene rings, has a structure in which ring ^{A 11} and is connected by required, ^P 11 in the two benzene rings and ring ^{A 11 -S 11} - at least 2 Therefore, the compound represented by the general formula (I) has an action and an effect as a polymerizable monomer.

In the general formula (I), P ¹¹ represents any one of the following formulas (RI) to (R-IX).

(In the above formulas (RI) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms. Or a halogenated alkyl group having 1 to 5 carbon atoms, W is a single bond, -O- or a methylene group, T is a single bond or -COO-, p, t and q are each independently 0, 1 or 2)
Among them, in the general formula (I), P ¹¹ is each independently represented by the formulas (R-1), (R-2), (R-3), (R-4), and (R-4). -5) or (R-7), more preferably formula (R-1), formula (R-2), formula (R-3) or formula (R-4), The formula (R-1) is more preferable, an acryl group or a methacryl group is more preferable, and a methacryl group is still more preferable.

In the general formula (I), S ¹¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.

  The lower limit of the content of the polymerizable monomer represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 0.02% by mass, more preferably 0.03% by mass, and preferably 0.04% by mass. 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, and 0.1 mass% is preferable. 12% by mass is preferable, 0.15% by mass is preferable, 0.17% by mass is preferable, 0.2% by mass is preferable, 0.22% by mass is preferable, 0.25% by mass is preferable, and 0.27% by mass is preferable. % Is preferable, 0.3% by mass is preferable, 0.32% by mass is preferable, 0.35% by mass is preferable, 0.37% by mass is preferable, 0.4% by mass is preferable, and 0.42% by mass is preferable. Preferably, 0.45% by mass is preferred , Preferably 0.5% by mass, preferably 0.55% by mass. The upper limit of the content of the polymerizable compound represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, and more preferably 2.1% by mass. 2 mass% is preferable, 1.8 mass% is preferable, 1.6 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is preferable. Preferably, 0.85 mass% is preferable, 0.8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.

  The liquid crystal composition according to the present invention contains one or more polymerizable monomers represented by the general formula (I), and contains one to five polymerizable monomers represented by the general formula (I). It preferably contains 1 to 4 kinds of polymerizable monomers represented by general formula (I), and preferably contains 1 to 3 kinds of polymerizable monomers represented by general formula (I). Is preferred. In another embodiment, from the viewpoint of improving the vertical alignment property and the alignment unevenness, it is preferable to include two to five polymerizable monomers represented by the general formula (I), and two to four general monomers. It preferably contains a polymerizable monomer represented by the formula (I).

  The preferred form of the polymerizable monomer represented by the general formula (I) according to the present invention is preferably represented by the general formula (Ia).

(In the general formula (Ia), R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ^108, and R ¹⁰⁹ are each independently P ¹¹ -S ¹¹ -or a group having 1 carbon atom. 18 alkyl group, an alkoxy group having from 1 to 18 carbon atoms, a halogen atom or a hydrogen atom, P ¹¹ represents any of the formulas (R-IX) of the following formula (R-I) ,

(In the above formulas (RI) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms. Or a halogenated alkyl group having 1 to 5 carbon atoms, W is a single bond, -O- or a methylene group, T is a single bond or -COO-, p, t and q are each independently 0, 1 or 2)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more -CH _2- in the alkylene group is -O-, -OCO- or -COO- may be substituted,
At least one of R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ and R ¹⁰⁹ is an alkyl group having 1 to 18 carbon atoms and an alkoxy group having 1 to 18 carbon atoms. However, a plurality of P ¹¹ and S ¹¹ may be the same or different. )
In the general formula (Ia), any of R ¹⁰² , R ¹⁰³ , R ¹⁰⁶ , and R ¹⁰⁷ is preferably an alkyl group having 1 to 18 carbon atoms or an alkoxy group having 1 to 18 carbon atoms. Further, in the above general formula (Ia), when two alkyl groups having 1 to 18 carbon atoms or alkoxy groups having 1 to 18 carbon atoms are provided, the combination of positions of the two alkyl groups is R Preferred are ¹⁰² and R ¹⁰⁴ , R ¹⁰³ and R ¹⁰⁵ , R ¹⁰² and R ¹⁰³ , R ¹⁰⁶ and R ¹⁰⁸ , R ¹⁰⁷ and R ¹⁰⁹ , or a combination of R ¹⁰⁶ and R ¹⁰⁷ , and R ¹⁰² and R ¹⁰⁴ , R ¹⁰³ and R Combinations of ¹⁰⁵ , ^R106 and ^R108 or ^R107 and ^R109 are more preferred.

In the above general formula (Ia), P ¹¹ is independently represented by the formula (R-1), the formula (R-2), the formula (R-3), the formula (R-4), the formula (R-5) ) Or formula (R-7), more preferably formula (R-1), formula (R-2), formula (R-3) or formula (R-4); R-1) is more preferable, an acryl group or a methacryl group is further preferable, and a methacryl group is still more preferable. Also, two or more P ¹¹ in the general formula (Ia) may be the same or different, but are preferably the same.

In the formula (Ia), S ¹¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond. In addition, two or more S ^{11 in the} general formula (Ia) may be the same or different, but are preferably the same.

  Preferred embodiments of the alkyl group having 1 to 18 carbon atoms and the alkoxy group having 1 to 18 carbon atoms are the same as those in the general formula (I).

  The lower limit of the content of the polymerizable monomer represented by the general formula (Ia) in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, and more preferably 0.04% by mass. 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, and 0.1 mass% is preferable. 12% by mass is preferable, 0.15% by mass is preferable, 0.17% by mass is preferable, 0.2% by mass is preferable, 0.22% by mass is preferable, 0.25% by mass is preferable, and 0.27% by mass is preferable. % Is preferable, 0.3% by mass is preferable, 0.32% by mass is preferable, 0.35% by mass is preferable, 0.37% by mass is preferable, 0.4% by mass is preferable, and 0.42% by mass is preferable. 0.45% by mass is preferred. Ku, preferably 0.5 wt%, preferably 0.55% by mass. The upper limit of the content of the polymerizable compound represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, and more preferably 2.1% by mass. 2 mass% is preferable, 1.8 mass% is preferable, 1.6 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is preferable. Preferably, 0.85 mass% is preferable, 0.8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.

  The liquid crystal composition according to the present invention preferably contains one or more polymerizable monomers represented by the general formula (Ia). The type of the polymerizable monomer represented by the general formula (Ia) contained in the liquid crystal composition according to the present invention is one to five, one to four, one to three, and one or two. Is preferred. In another embodiment, it is preferable to include 2 to 5 types, 2 to 4 types, and 2 to 3 types from the viewpoint of improvement in vertical alignment and alignment unevenness.

  Suitable compounds of the polymerizable monomer represented by the general formula (I) according to the present invention include the following formulas RM-1 to RM-75-6.

In the above formula, R ^M1 , R ^M2 and R ^M3 each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, but an alkyl group having 1 carbon atom or hydrogen More preferably, it represents an atom.

  The above formulas RM-1 to RM-66 are preferred, and RM-2 to RM-4, RM-16 to RM-18, RM-20 to RM-26, RM-30 to RM-32, RM-34 to RM- 36, RM-38, RM-42, RM-45 to RM-48, RM-50 and RM-55 to RM-57 are more preferred, and RM-2 to RM-4 and RM-16 to RM-18 are preferred. More preferred.

The liquid crystal composition according to the present invention essentially contains a spontaneous alignment monomer that controls alignment of liquid crystal molecules. In addition, the spontaneous alignment monomer has at least one polar group and has a chemical structure different from that of the polymerizable monomer represented by the general formula (I) according to the present invention.
The polar group preferably has a role of an adsorption site for adsorbing to a substrate, a film, or an electrode.

  The polar group contained in the spontaneous alignment monomer according to the present invention is preferably one or more types selected from the group consisting of the following formulas (K-1) to (K-28).

(In the above formulas (K-1) to (K-23), R ^K1 and R ^K2 each independently represent a hydrogen atom or a linear or branched alkyl group or alkyloxy group having 1 to 5 carbon atoms. , ^{R K3} represents a linear or branched alkyl group having a hydrogen atom or 1 to 20, one or nonadjacent two or more -CH ₂ in the alkyl group - is -O -, - COO- or - R ^K4 and R ^K5 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and W ^K1 represents a methine group, ≡C-CH ₃ , ≡C —C ₂ H ₅ , ≡C—C ₃ H ₇ , ≡C—C ₄ H ₉ , ≡C—C ₅ H ₁₁ , ≡C—C ₆ H ₁₃ or a nitrogen atom, and X ^K1 and X ^K2 are each independently, -CH ₂ -, an oxygen atom, -C (= O) - or sulfur Represents ^child, Y ^{K1, Y K2} and ^{Y K3} each independently represents a methine group or a nitrogen ^{atom, Z K1} represents an oxygen atom or a sulfur ^{atom, Z K2} represents a carbon atom or a silicon atom, Z ^K3 represents an oxygen atom, and ^ZK4 represents a single bond or a double bond.)

( ^Wherein , Y ⁱ¹ represents a linear or branched alkyl group having 3 to 20 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and at least two or more secondary carbon atoms in these alkyl groups are represented by Y ^i1. The atom is substituted ^with- (C = X ⁱ¹ ) ^-and / ^or- (CH-CN)-, and the secondary carbon atom in the alkyl group is -CH = so that the oxygen atom is not directly adjacent. CH -, - C≡C -, - O -, - NH -, - COO- or -OCO- may be substituted ^{with, X i1} represents an oxygen atom, a sulfur atom, a NH or ^{NR il,}
S ⁱ¹ and ^{S i3} each independently represent an alkylene group or a single bond having 1 to 6 carbon atoms and, -CH ₂ in the alkylene group - as is not adjacent the oxygen atom directly -CH = CH -, - ^{_{C≡C -, - C (= CH}} 2) -, - C (= CHR i3) -, - C (= CR i3 2) -, - O -, - NH -, - C = O -, - COO- Or -OCO-
^Si2 represents a carbon atom, a nitrogen atom or a silicon atom,
R ⁱ² represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, and a secondary carbon atom in these groups is -O-, -CH = CH such that an oxygen atom is not directly adjacent. -Or -C≡C-,
P ⁱ¹ represents a polymerizable group,
Sp ⁱ¹ represents a spacer group or a single bond,
n ⁱ¹ represents an integer of 1 to ^3, represents an integer of ^{n i2} and ^{n i3} 0-2 ^{independently, if S i2} represents a carbon atom or a silicon ^{atom, n i1 + n i2 + n} i3 3 Where S ⁱ² represents a nitrogen atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 2. R ⁱ³ has the same meaning as ^{R i3} in the general formula (i), ^R i2 in the general formula ^{(K-1), X i1} , Y i1, S i1, S i3, P i1 and ^{Sp i1} multiple presence If so, they may be the same or different. )

^(Wherein, S ^{i1, P} i1 and ^{Sp i1} is general formula (K-1) each represents a same meaning as ^{S i1, P i1} and ^{Sp i1 in, R K21} is a straight-chain or 1 to 10 carbon atoms Represents a branched alkyl group, a halogenated alkyl group or a cyanated alkyl group, wherein at least two or more secondary carbon atoms in these alkyl groups are -CH = CH-, -C ≡C -, - O-, or -NH- may be substituted ^{with, n i4,} n ^iK21 independently represents 0 or 1).
The spontaneous alignment monomer according to the present invention has at least one polar group, a mesogen group, and at least one polymerizable group, and is a polymerizable monomer represented by the general formula (I) according to the present invention. With a different chemical structure. The polar group may be bonded to a mesogen group or a polymerizable group via a spacer.

The spacer preferably represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more -CH _2- in the alkylene group are not directly adjacent to an oxygen atom. It may be substituted by -O-, -OCO- or -COO-.

  The mesogenic group has the general formula (mes):

^{(Wherein, Z me1} represents a single bond, -CH = CH -, - CF = CF -, - C≡C -, - COO -, - OCO -, - OCOO -, - OOCO -, - CF 2 O- _{, -OCF 2 -, - CH =} CHCOO -, - OCOCH = CH -, - CH 2 -CH 2 COO -, - OCOCH 2 -CH 2 -, - CH = C (CH 3) COO -, - OCOC (CH _{3) = CH -, - CH} 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH 2 -, - OCH 2 CH 2 O-, or an alkylene group having 2 to 20 carbon atoms, One or two or more non-adjacent —CH ₂ — in this alkylene group may be substituted with —O—, —COO— or —OCO—, provided that when K ⁱ¹ is (K-11), a mesogen At least _-CH 2 _-CH 2 COO based -, - OC _{CH 2 -CH 2 -, - CH} = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH 2 - comprises one either -OCH ₂ CH ₂ O-, and
A ^me1 represents a divalent 6-membered aromatic group, a divalent 6-membered heteroaromatic group, a divalent 6-membered aliphatic group, or a divalent 6-membered heteroaliphatic group; hydrogen atoms of the ring structure is a halogen atom, or P ^{11 -S} 11 ^-, and may be substituted with a polar group. When a plurality of Z ^me1 and A ^me1 are respectively present, they may be the same or different from each other, and m ^me1 represents an integer of 1 to 5, and in formula (me), The black dot on the right end represents a bond. )
The spontaneous alignment monomer according to the present invention is one or two selected from the group consisting of compounds represented by general formula (i), general formula (ii), general formula (iii) and general formula (iv). The compounds are preferably the above compounds.

(In the above general formula (i), R ^al1 , R ^al2 , Z ^al1 , Z ^al2 , L ^al1 , L ^al2 , L ^al3 , Sp ^al1 , Sp ^al2 , ^{Spa al3} , X ^al1 , X ^al2 , X ^al3 , ^{mal 1} , ^Mal2 , ^mal3 , ^nal1 , ^nal2 , ^nal3 , ^pal1 and ^pal2 are each independently of the other
R ^a1 represents a hydrogen atom, a halogen atom, a linear, branched or cyclic alkyl having 1 to 20 carbon atoms, wherein one or more non-adjacent CH _{The two} groups are formed so that O and / or S atoms are not directly bonded to each other by -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-. May be substituted, and one or more hydrogen atoms may be replaced by F or Cl.
R ^al2 represents a group having any of the following partial structures;

Sp ^al1 , ^{Spa 2} and ^{Spa 3} each independently represent an alkyl group having 1 to 12 carbon atoms or a single bond,
X ^al1 , X ^al2 and X ^al3 each independently represent an alkyl group, an acryl group, a methacryl group or a vinyl group;
Z ^AL1 is, -O -, - S -, - CO -, - CO-O -, - OCO -, - OCO-O -, - OCH 2 -, - CH 2 O -, - SCH 2 -, _{-CH 2 S -, - CF 2} O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - (CH 2) n al -, - CF 2 CH 2 -, - CH 2 CF 2 - ^{_{, - (CF 2) n al}} -, - CH = CH -, - CF = CF -, - C≡C -, - CH = CH-COO -, - OCO-CH = CH -, - (CR al3 R al4 _{^{) n a1 -, - CH (}} -Sp al1 -X al1) -, - CH 2 CH (-Sp al1 -X al1) -, - CH (-Sp al1 -X al1) CH (-Sp al1 -X al1) -
Z ^al2 are each independently of one another, a single bond, -O -, - S -, - CO -, - CO-O -, - OCO -, - OCO-O -, - OCH 2 -, - CH 2 _{O -, - SCH 2 -,} - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - (CH 2) n1 -, - CF 2 CH 2 - _{, -CH 2 CF 2 -, -} (CF 2) n al -, - CH = CH -, - CF = CF -, - C≡C -, - CH = CH-COO -, - OCO-CH = CH- _{^{, - (CR al3 R al4)}} na1 -, - CH (-Sp al1 -X al1) -, - CH 2 CH (-Sp al1 -X al1) -, - CH (-Sp al1 -X al1) CH (- Sp ^al1 -X ^al1 )-,
L ^al1 , L ^al2 , and L ^al3 each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, -CN, -NO ₂ , -NCO, -NCS, -OCN, -SCN,- C (= O) N ( ^Ral3 ) ₂ , -C (= O) ^Ral3 , an optionally substituted silyl group having 3 to 15 carbon atoms, an optionally substituted aryl group or cycloalkyl group, or Represents 1 to 25 carbon atoms, wherein one or more hydrogen atoms may be replaced by halogen atoms (fluorine atom, chlorine atom);
The ^{R AL3} represents an alkyl group having 1 to 12 carbon atoms, the ^{R AL4} represents an alkyl group having a hydrogen atom or 1 to 12 carbon atoms, the ^{n al} is 1 to 4 Represents an integer,
^pal1 and ^pal2 each independently represent 0 or 1; ^mal1 , ^mal2 and ^mal3 each independently represent an integer of 0 to 3; ^nal1 , ^nal2 and ^nal3 represent Each independently represents an integer of 0 to 3. )
General formula (ii):

^{(Wherein, Z ii1} is a single bond, -CH = CH -, - CF = CF -, - C≡C -, - COO -, - OCO -, - OCOO -, - OOCO -, - CF 2 O- _{, -OCF 2 -, - CH =} CHCOO -, - OCOCH = CH -, - CH 2 -CH 2 COO -, - OCOCH 2 -CH 2 -, - CH = C (CH 3) COO -, - OCOC (CH _{3) = CH -, - CH} 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH 2 -, - OCH 2 CH 2 O-, or an alkylene group having 2 to 20 carbon atoms, One or two or more non-adjacent —CH ₂ — in this alkylene group may be substituted with —O—, —COO— or —OCO—, provided that when K ⁱ¹ is (K-11), a mesogen At least _-CH 2 _-CH 2 COO based -, - OC _{CH 2 -CH 2 -, - CH} = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH 2 - comprises one either -OCH ₂ CH ₂ O-, and
A ⁱⁱ¹ represents a divalent 6-membered aromatic group, a divalent 6-membered heteroaromatic group, a divalent 6-membered aliphatic group, or a divalent 6-membered heteroaliphatic group; hydrogen atoms of the ring structure is a halogen atom, or a P ^{i1 -Sp} i1 ^-, and monovalent may be substituted with an organic group, or R ⁱ¹ but having a substituent represented by the general formula K ^i1, at least a One is ^P i1 ^{-Sp i1} - is substituted with,
When a plurality of Z ⁱⁱ¹ and A ⁱⁱ¹ are respectively present, they may be the same or different from each other,
m ⁱⁱ¹ represents an integer of 1 to 5,
R ⁱⁱ¹ and ^{R ii2} are each independently a hydrogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a halogenated alkyl group, or ^P i1 ^{-Sp i1} - represents, in the alkyl group - CH ₂ — may be substituted with —CH ＝ CH—, —C≡C—, —O—, —NH—, —COO— or —OCO—, but —O— is not continuous and R ^{ii1 And} at least one of R ⁱⁱ² represents a monovalent organic group having a substituent represented by K ⁱ¹ , and has one or more P ⁱ¹ -Spi ^1-in the general formula (ii). And has a monovalent organic group having one or more substituents represented by K ⁱ¹ , and has one or more R ⁱ¹ . ^However, if ^{K i1} is the _(K-11), Z _{ii1 is, -CH 2 -CH 2 COO -,} - OCOCH 2 -CH 2 -, - CH 2 -CH (CH 3) COO -, - OCOCH (CH ₃ ) a compound represented by any of —CH ₂ — and —OCH ₂ CH ₂ O— (hereinafter also referred to as “compound (ii)”)
The ^{P i1 -Sp} i1 - ^(P i1 represents a polymerizable group, the following General Formula (P-1) substituent selected from the group represented by - formula (P-15) (in the formula , The black dot at the right end represents a bond.),

Sp ⁱ¹ represents a spacer group. ^), The monovalent organic group having a substituent represented by ^{K i1 (K i1} is the following general formula (K-1) represents the substituents represented by general formula (K-11).) And R ^{i1 (R i1} is a hydrogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a halogenated alkyl group, or ^P i1 ^{-Sp i1} - represents, -CH ₂ in the alkyl group - is -CH = CH-, -C≡C-, -O-, -NH-, -COO- or -OCO-, but -O- is not continuous.)
In the general formula (ii), Z ⁱⁱ¹ is preferably a single bond, —CH ＝ CH—, —C≡C—, —COO—, —OCO—, —OCOO—, —OOCO—, —CH ＝ CHCOO. _{-, - OCOCH = CH -,} - CH 2 -CH 2 COO -, - OCOCH 2 -CH 2 -, - CH = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 - CH (CH ₃ ) COO—, —OCOCH (CH ₃ ) —CH ₂ —, —OCH ₂ CH ₂ O—, or a linear or branched alkylene group having 1 to 40 carbon atoms, or in the alkylene group Represents a group in which one or two or more non-adjacent —CH ₂ — are substituted with —O—, more preferably a single bond, —COO—, —OCO—, —CH ＝ CHCOO—, —OCOCH = _{CH -, - CH 2 -CH 2} COO _{-, - OCOCH 2 -CH 2 -} , - CH = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 -CH (CH 3) COO -, - OCOCH (CH 3) - CH ₂ —, —OCH ₂ CH ₂ O—, or a linear or branched alkylene group having 1 to 40 carbon atoms, or one or two or more non-adjacent —CH ₂ — in the alkylene group is -O- in置単bond, a straight-chain alkylene group having carbon atoms 2 to 15, or not one or adjacent in the alkylene group two or more -CH 2 _- is replaced by -O- groups the stands, more preferably, single _{bond, CH 2 -CH 2 COO -,} - OCOCH 2 -CH 2 -, - CH = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 _{-CH (CH 3) COO -,} - OCOCH (CH 3) _{CH 2 -, - OCH 2 CH} 2 O-, or an alkylene group (ethylene group _(-CH 2 _CH 2 -)) of the carbon atoms 2 or -CH ₂ in the ethylene group - one is replaced with -O- in radicals _{(-CH 2 O -, - OCH} 2 -), or one in a linear alkylene group or the alkylene group having a carbon number of 3 to 13 or nonadjacent two or more -CH ₂ - is Represents a group substituted by -O-.

A ⁱⁱ¹ preferably represents a divalent 6-membered aromatic group or a divalent 6-membered aliphatic group, and is preferably a divalent unsubstituted 6-membered aromatic group or a divalent unsubstituted 6-membered aromatic group. The hydrogen atom in the membered aliphatic group or these ring structures is unsubstituted or substituted by an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or a halogen atom And a divalent unsubstituted 6-membered aromatic group or a group in which a hydrogen atom in the ring structure is substituted with a fluorine atom, or a divalent unsubstituted 6-membered aliphatic group is preferable. The above hydrogen atom is preferably a 1,4-phenylene group, a 2,6-naphthalene group or a 1,4-cyclohexyl group which may be substituted with a halogen atom, an alkyl group or an alkoxy group, and at least one substituent the ^{P i1 -Sp} i1 - it has been replaced with.

m ⁱⁱ¹ preferably represents an integer of 2 to 5, more preferably an integer of 2 to 4.

  General formula (iii);

(In the general formula (iii), R ⁱⁱⁱ¹ is an alkyl group having 1 to 15 carbon atoms. In the alkyl group, at least one of —CH ₂ — is substituted with —O— or —S—. And at least one — (CH ₂ ) ₂ — may be substituted by —CH ＝ CH— or —C≡C—, in which at least one hydrogen atom is replaced by a halogen atom. May be
A ⁱⁱⁱ¹ and A ⁱⁱⁱ⁴ are each independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl , 1,2,3,4-tetrahydronaphthalene-2,6-diyl, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl, pyridine-2 , 5-Diyl, fluorene-2,7-diyl, phenanthrene-2,7-diyl, anthracene-2,6-diyl, perhydrocyclopenta [a] phenanthrene-3,17-diyl, or 2,3,4 , 7,8,9,10,11,12,13,14,15,16,17-tetradecahydrocyclopenta [a] phenanthrene-3,17-diyl And in these rings, at least one hydrogen atom is a fluorine atom, a chlorine atom, an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, Or an alkenyloxy group having 2 to 11 carbon atoms, in which at least one hydrogen atom may be substituted with a fluorine atom or a chlorine atom;
Z ^III1 is a single bond or alkylene of 1 to 10 carbon atoms, in the alkylene, at least one of _-CH 2 -, -O -, - CO -, - COO -, - OCO-, or -OCOO And at least one — (CH _{2) 2} — may be substituted with —CH ＝ CH— or —C≡C—, wherein in these groups at least one hydrogen atom is May be substituted with a halogen atom,
S ^III1 is an alkylene group of a single bond or a carbon atom number of 1 to 10, in the alkylene group, at least one of _-CH 2 -, -O -, - CO -, - COO -, - OCO-, or -OCOO- may be substituted with at least one - _{(CH 2) 2} - may be substituted with -CH = CH- or -C≡C-, and in the groups, at least one hydrogen , May be substituted with a halogen atom,
K ⁱⁱⁱ¹ and K ⁱⁱⁱ² each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 5 carbon atoms, or 1 to 3 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom (for example, a fluorine atom). 5 is an alkyl group,
n ⁱⁱⁱ¹ is 0, 1, 2, 3, or 4;
R ⁱⁱⁱ² is a group represented by the formula (iii-1) or (iii-2);

In the formulas (iii-1) and (iii-2),
S ⁱⁱⁱ² and S ⁱⁱⁱ³ are each independently a single bond or an alkylene group having 1 to 10 carbon atoms, and in the alkylene group, at least one -CH ₂ -is -O-, ^{-NH-, -CO} -, - COO -, - OCO- , or may be substituted with -OCOO-, at least one - _{(CH 2) 2} - may be substituted with -CH = CH- or -C≡C- In these groups, at least one hydrogen atom may be replaced by a halogen atom,
^Siii1 is = CH- or = N-,
X ^{III1 _{is, -OH, -NH 2, -OR 3}} , -N (R 3) 2, wherein ^{(X iii1), - COOH,} -SH, -B (OH) 2 or -Si ^(R ₃₎ 3, Wherein R ³ is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and in the alkyl group, at least one —CH ₂ — is —O— or —CH ＣＨCH—, in which at least one hydrogen atom may be replaced by a halogen atom;
Formula ( ^Xiii1 ):

(Nii2 is an integer of 1 to 5.)
General formula (iv);

Since the compound represented by the general formula (iv) particularly has a partial structure represented by K ⁱ¹ , when used in a liquid crystal composition, the compound is oriented on a substrate that holds the liquid crystal composition (liquid crystal layer), The liquid crystal molecules can be held in a vertically aligned state. Since the partial structure represented by K ⁱ¹ has polarity, the compound represented by the general formula (iv) is adsorbed on the substrate that holds the liquid crystal composition (liquid crystal layer), and the compound is represented by K ⁱ¹ . It is considered that the liquid crystal molecules are held in a vertically aligned state because the compound has a partial structure at the terminal of the compound. Therefore, according to the liquid crystal composition using the polymerizable compound of the present embodiment, the liquid crystal molecules are aligned without providing the PI layer (the vertical alignment of the liquid crystal molecules is induced when no voltage is applied, and the liquid crystal molecules are aligned when the voltage is applied). Horizontal alignment). For this reason, a liquid crystal composition containing the compound (iv) is suitably used to assist vertical alignment of liquid crystal molecules.

In addition, the present inventors have found that the liquid crystal composition including the compound (iv) in the present embodiment has a partial structure represented by K ⁱ¹ , and thus not only the alignment of liquid crystal molecules but also the storage stability of the liquid crystal composition. It has been found that stability can be ensured.

Further, the liquid crystal composition containing the compound (iv) represented by the general formula (iv) has a polymerizable group at a specific position as a substituent of A ⁱ² or A ⁱ³ or as a substituent of K ^i1. Therefore, better orientation can be maintained.

In view of the above, the compound (iv) in the liquid crystal composition of the present embodiment may have a partial structure represented by K ⁱ¹ at the terminal of the molecule, preferably at the terminal of the main chain of the molecule. The chemical structure of the bond to which the partial structure represented by ⁱ¹ is bonded is not particularly limited as long as the function of the liquid crystal composition is not hindered.

  Hereinafter, specific examples of the compound represented by formula (iv) will be described.

K ⁱ¹ in the general formula (iv) is preferably a straight-chain or branched alkyl group having 3 to 40 carbon atoms, a straight-chain or branched halogenated alkyl group having 3 to 40 carbon atoms, and 3 to 4 carbon atoms. a linear or branched cyano alkyl group of 40, ^wherein at least two or more secondary carbon atoms in ^{K i1} is - (C ^{= X i1)} - and / or - (CH-CN) - And at least two or more secondary carbon atoms in K ⁱ¹ are preferably substituted with — (C ＝ X ⁱ¹ ) —, and at least three or more secondary carbon atoms are — It is preferably substituted with (C = X ⁱ¹ )-, and at least 4 or more secondary carbon atoms are preferably substituted ^with- (C = X ⁱ¹ )-. X ⁱ¹ is preferably an oxygen atom from the viewpoint of improving the voltage holding ratio (VHR). ^Ki1 preferably represents a linear or branched alkyl group having 3 to 30 carbon atoms, a linear or branched halogenated alkyl group, a linear or branched cyanated alkyl group, secondary carbon atom, as the oxygen atoms are not directly adjacent ^{_{- (C = CH 2) -}} , - (C = CHR i3) -, - (C = CR i3 2) -, - CH = CH -, - C≡ It may be substituted with C-, -O-, and more preferably represents a linear or branched alkyl group having 3 to 20 carbon atoms or a linear or branched cyanated alkyl group, secondary carbon atom, as the oxygen atoms are not directly adjacent ^{_{- (C = CH 2) -}} , - (C = CHR i3) -, - (C = CR i3 2) -, - it may be replaced by O- , More preferably a branched alkyl group having 3 to 20 carbon atoms or a branched cyano group. Represents an alkyl group, a secondary carbon atom of the alkyl group so that oxygen atoms are not directly adjacent _{- (C = CH 2) -} , - it may be substituted with O-. R ⁱ³ is preferably a linear or branched alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 7 carbon atoms, and more preferably an alkyl group having 1 to 3 carbon atoms. Secondary carbon atoms may be substituted with -O-, -CH = CH- or -C≡C- such that the oxygen atoms are not directly adjacent.

The ^hydrogen atom in ^{K i1} polymerizable group, i.e. ^P i1 ^{-Sp i1} - it is preferably substituted with. Since the polar group and the polymerizable group are present in ^Ki1 , a better orientation can be obtained.

^Ki1 preferably represents the general formula (K-24).

( ^Wherein , Y ⁱ¹ represents a linear or branched alkyl group having 3 to 20 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and at least two or more secondary carbon atoms in these alkyl groups are represented by Y ^i1. The atom is substituted ^with- (C = X ⁱ¹ ) ^-and / ^or- (CH-CN)-, and the secondary carbon atom in the alkyl group is -CH = so that the oxygen atom is not directly adjacent. CH -, - C≡C -, - O -, - NH -, - COO- or -OCO- may be substituted with, also, a hydrogen atom in the alkyl group ^P i1 ^{-Sp i1} - substituted with X ⁱ¹ represents an oxygen atom, a sulfur atom, NH or NR ⁱ³ ;
S ⁱ¹ and ^{S i3} each independently represent an alkylene group or a single bond having 1 to 6 carbon atoms and, -CH ₂ in the alkylene group - as is not adjacent the oxygen atom directly -CH = CH -, - ^{_{C≡C -, - (C = CH}} 2) -, - (C = CHR i3) -, - (C = CR i3 2) -, - O -, - NH -, - (C = O) -, - COO- or -OCO- may be substituted,
^Si2 represents a carbon atom, a nitrogen atom or a silicon atom,
R ⁱ² represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and a secondary carbon atom in these groups is not directly adjacent to an oxygen atom May be substituted with -O-, -CH = CH-, -C≡C-, -C (= ^Xi1 )-or -CH (-CN)-,
P ⁱ¹ represents a polymerizable group,
Sp ⁱ¹ represents a spacer group or a single bond,
n ⁱ¹ represents an integer of 1 to ^3, represents an integer of ^{n i2} and ^{n i3} 0-2 ^{independently, if S i2} represents a carbon atom or a silicon ^{atom, n i1 + n i2 + n} i3 3 Where S ⁱ² represents a nitrogen atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 2. R ⁱ³ has the same meaning as ^{R i3} in the general formula (i), ^R i2 in the general formula ^{(K-1), X i1} , Y i1, S i1, S i3, P i1 and ^{Sp i1} multiple presence If so, they may be the same or different. )
Preferably the general formula (K-1) ^{S i1} and ^{S i3} in is an alkylene group or a single bond, straight-chain or branched having 1 to 6 carbon atoms, -CH ₂ in the alkylene group - is an oxygen atom -CH = CH as but not directly adjacent _{-, - (C = CH 2} ) -, - O -, - (C = O) -, - COO- or -OCO- may be substituted with, more preferably , A single bond, a linear alkylene group having 1 to 6 carbon atoms, or -CH _2- in the alkylene group is preferably a group substituted with -O- so that an oxygen atom is not directly adjacent. . S ⁱ¹ and S ⁱ³ are specifically — (CH ₂ ) n—, —O— (CH ₂ ) n—, — (CH ₂ ) n—O—, and — (CH ₂ ) n—O— (CH _{2) m -, - COO- (} CH 2) n -, - OCO- (CH 2) preferably represents an n-(n and m represents an integer of 1-6).
Preferably, ^Si2 is a carbon atom. R ⁱ² preferably represents a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms, wherein -CH _2- in the alkyl group is -O-, -C (= X ⁱ¹ ) ^-or-. May be substituted with CH (-CN)-(-O- is not continuous), and preferably represents a hydrogen atom or a linear or branched alkyl group having 1 to 7 carbon atoms. —CH ₂ — therein may be substituted with —O—, —C (＝ X ⁱ¹ ) — or —CH (—CN) — (however, —O— is not continuous), and more preferably hydrogen A straight-chain alkyl group having 1 to 3 carbon atoms is preferred.

Y ⁱ¹ is an alkyl group having 3 to 20 carbon atoms, a linear or branched halogenated alkyl group having 3 to 20 carbon atoms, or a linear or branched cyanated alkyl group having 3 to 20 carbon atoms. ^Wherein at least two or more secondary carbon atoms in Y ⁱ¹ are substituted ^with- (C = X ⁱ¹ ) ^-and / ^or- (CH-CN)-, and at least two or more secondary carbon atoms in Y ⁱ¹ Preferably, the secondary carbon atom is substituted ^with- (C = ^Xi1 )-. X ⁱ¹ is preferably an oxygen atom from the viewpoint of improving the voltage holding ratio (VHR). Y ⁱ¹ preferably represents a linear or branched alkyl group having 3 to 10 carbon atoms, a halogenated alkyl group, or a cyanated alkyl group, and a secondary carbon atom in the alkyl group is directly adjacent to an oxygen atom. not to ^{_{- (C = CH 2) -}} , - (C = CHR i3) -, - (C = CR i3 2) -, - CH = CH -, - C≡C -, - O- with substituted And more preferably represents a straight-chain or branched alkyl group having 3 to 7 carbon atoms or a cyanated alkyl group, wherein the secondary carbon atom in the alkyl group is-( ^{_{C = CH 2) -, -}} (C = CHR i3) -, - (C = CR i3 2) -, - may be replaced by O-, more preferably a carbon number of 3 to 7 straight or Represents a branched alkyl group, wherein the secondary carbon atom in the alkyl group is directly It may be substituted with -O- so as not to be in contact. The hydrogen atom in the alkyl group is ^P i1 ^{-Sp i1} - may be substituted with.

It is preferable that Y ⁱ¹ represents a group selected from the general formula (Y-1) from the viewpoint of improving the orientation of the liquid crystal.

( ^Wherein , ^{Wi Y1} represents a single bond or an oxygen atom, a broken line represents a single bond or a double bond, and R ^iY1 represents a hydrogen atom, a straight chain having 1 to 20 carbon atoms when the broken line represents a single bond. or branched alkyl group or ^P i1 ^{-Sp i1} - represents, as a secondary carbon atom of the alkyl group is an oxygen atom not directly adjacent -O -, - CH = CH - , - C≡C- or may be substituted with -CO-, if the broken line represents a double ^{_{bond, = CH 2, = CHR iY4}} , or ⁼ represents ^{CR iY4 _2, R iY4} a hydrogen atom, a straight-chain having 1 to 20 carbon atoms Or a branched alkyl group, wherein a secondary carbon atom in the alkyl group may be substituted by -O-, -CH = CH- or -C≡C- so that an oxygen atom is not directly adjacent; ^iY3 represents the same meaning as R ^iY1 when the broken line represents a single bond; ^iY2 represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group, or a cyanated alkyl group, and a secondary carbon atom in these alkyl groups is not directly adjacent to an oxygen atom -CH = CH as -, - C≡C -, - O -, - NH -, - COO -, - OCO -, - C (= O) - or _-CH 2 (-CN) - with substituted may, ^{also, R Iy2} the ^P i1 ^{-Sp i1} - ^{represents, n iy1} is 0 if the broken line represents a double bond, 1 if the broken line represents a single ^{bond, n Iy2's} 0-5 represents an ^{integer, P i1} represents a polymerizable group, ^{Sp i1} represents a spacer group or a single ^bond, if ^{R iY1, R iY3, R iY4} , P i1 and ^{Sp i1} there are a plurality, they may be the same It may be the be different, binds to the S ⁱ³ with *.
When the dashed line represents a single bond, R ^iY1 is preferably a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 7 carbon atoms, and a hydrogen atom or An alkyl group having 1 to 3 carbon atoms is preferable, and a secondary carbon atom in the alkyl group is substituted with -O-, -CH = CH- or -C≡C- so that an oxygen atom is not directly adjacent. Is also good. Specifically, it is preferable to represent a hydrogen atom, also from the viewpoint of improving heat resistance, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, _-CO-CH 3, -CH preferably represents a ₂ -O-CH _3. ^{Also, R iy1} is ^P i1 ^{-Sp i1} from the viewpoint of improving heat resistance - it is preferable to represent. R ^iy1 is P ^{i1 -Sp} i1 ^- when referring to, since the decomposition product caused by the general formula (i) compounds represented by is decomposed by heat is polymerized, it is possible to prevent an increase in impurities It is considered that the adverse effect on the liquid crystal composition is reduced. P ⁱ¹ represents a polymerizable group, and preferably represents an acryloyl group, a methacryloyl group, or a substituent selected from the groups represented by formulas (P-1) to (P-15) described below. Sp ⁱ¹ preferably represents a straight-chain alkylene group having 1 to 18 carbon atoms or a single bond, more preferably a straight-chain alkylene group having 2 to 15 carbon atoms or a single bond, and further preferably a carbon atom having 2 to 15 carbon atoms. It represents 2 to 8 linear alkylene groups or single bonds.

Further, if the broken line represents a double ^{_{bond, = CH 2, = CHR iY4}} , or ^{= CR iY4} ₂ represents, preferably represents a = CH _2. ^RiY4 is preferably a straight-chain or branched alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 7 carbon atoms, and more preferably an alkyl group having 1 to 3 carbon atoms. Secondary carbon atoms may be substituted with -O-, -CH = CH- or -C≡C- such that the oxygen atoms are not directly adjacent.

Preferred groups R ^IY3 are the same as the preferable groups of ^{R iy1} when the broken line represents a single bond. ^niY1 is preferably 0.

Preferred combinations of R ^iY1 and R ^iY3 include a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, and —CH ₂ —O—CH ₃ . When one of R ^iY1 and R ^iY3 represents P ⁱ¹ -Spi ¹ -or -CO-CH ₃ , the other preferably represents a hydrogen atom. ^niY2 is preferably an integer of 0 to 3, more preferably 0, 1 or 2, and more preferably 0 or 1.

R ^iY2 is preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and more preferably an alkyl group having 1 to 7 carbon atoms, a halogenated alkyl group or a cyanated alkyl group. And an alkyl group having 1 to 3 carbon atoms is preferred. Further, -O as secondary carbon atoms in the alkyl group is an oxygen atom not directly adjacent -, - (C = X i2 ) - or - (CH 2 _-CN) - it is preferably substituted with . X ⁱ² is preferably an oxygen atom from the viewpoint of improving VHR. ^{Also, R Iy2 is,} P ^{i1 -Sp} i1 - preferably represents a. R ^Iy2 is P ^{i1 -Sp} i1 ^- when referring to, since the decomposition product caused by the general formula (i) compounds represented by is decomposed by heat is polymerized, it is possible to prevent an increase in impurities It is considered that the adverse effect on the liquid crystal composition is reduced.

  The general formula (Y-1) is more specifically expressed by the formulas (Y-1-1), (Y-1-2), (Y-1-3a), (Y-1-3b), (Y -1-4) is preferred.

(In the formula, ^niY11 represents 0 or 1, ^RiY21 represents an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group, a cyanated alkyl group, and the secondary carbon atom in these alkyl groups is —CH ＝ CH—, —C≡C—, —O—, —NH—, —COO—, —OCO—, — (C ＝ O) — or — (CH ₂ —CN such that the oxygen atom is not directly adjacent. ) - also good, be substituted ^{with, R IY21} the ^P i1 ^{-Sp i1} - ^{represents, R IY31} and ^{R IY32} are each independently hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms Wherein the secondary carbon atom in the alkyl group may be substituted with -O-, -CH = CH-, -C≡C- or -CO- so that an oxygen atom is not directly adjacent to the group, R ^IY31 and ^{R IY32} is ^P i1 ^{-Sp i1} - Table .)
^RiY21 is preferably an alkyl group having 1 to 7 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and more preferably an alkyl group having 1 to 3 carbon atoms. ^{Also, R iY21 is,} P ^{i1 -Sp} i1 - preferably represents a. R ^iY31 and R ^iY32 are preferably a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms, and are preferably a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or a 1 to 1 carbon atom. 3 alkoxy _group, -CO-CH _3, preferably represents a -CH 2 -O-CH _3. ^Further, at least one of ^{R IY31} and ^{R IY32 is,} P i1 ^{-Sp i1} - preferably represents a.

  From the viewpoint of improving the compatibility with the liquid crystal compound, the compound preferably has the structure of the formula (Y-1-1). Formula (Y-1-1) is preferably Formula (Y-1-1a) to Formula (Y-1-1h).

(In the formula, ^niY11 represents 0 or 1.)
From the viewpoint of improving the compatibility with the liquid crystal compound and the heat resistance, the compound preferably has the structure of the formula (Y-1-2). As the formula (Y-1-2), the formulas (Y-1-2a) to (Y-1-2f) are preferable.

(In the formula, ^niY11 represents 0 or 1.) From the viewpoint of improving heat resistance, the compound preferably has a structure represented by Formulas (Y-1-3a) and (Y-1-3b). The formula (Y-1-3aa) is preferable as the formula (Y-1-3a), and the formula (Y-1-3ba) is preferable as the formula (Y-1-3b).

(In the formula, ^niY11 represents 0 or 1.)
From the viewpoint of improving the orientation and the voltage holding ratio of the liquid crystal composition, the liquid crystal composition preferably has a structure represented by the formula (Y-1-4). Formula (Y-1-4) is preferably Formulas (Y-1-4a) to (Y-1-4f). In particular, the structures of (Y-1-4a) to (Y-1-4c) are preferable because the compatibility with the liquid crystal compound and the orientation of the liquid crystal composition are balanced.

(In the formula, ^niY11 represents 0 or 1.)
Further, Y ⁱ¹ preferably represents a group selected from the general formula (Y-2).

( ^Wherein , ^WiY1 , ^RiY3, and ^RiY2 represent the same meaning as ^WiY1 , ^RiY3, and ^RiY2 in formula (Y-1).)
The general formula (Y-2) preferably represents the general formula (Y-2-1).

^(Wherein, n ^{iY11, R iY21} and ^{R 31} have the same meanings as those in formula (Y-1-1) ⁿ in ^{iY11, R} iY21 and ^{R i 31.)}
Further, it is preferable that Y ⁱ¹ represents a group selected from the general formula (Y-3) from the viewpoint of improving heat resistance.

^{(Wherein, R iY1, R iY2, R} iY3, n iY1 and ^{n iy1} is Formula (Y-1) in ^{R iY1, R iY2, R iY3} , respectively ^{n iy1} and ^{n iy1} the same meaning.)
Formula (Y-3) preferably represents Formulas (Y-3-1) to (Y-3-4).

^{(Wherein, R iY21, R iY31, R} iY32 and ^{n IY11} the general formula (Y-1-1) in the ^{R iY21, R iY31,} each represent the same meaning as ^{R IY32} and ^{n iY11.)}
More specifically, the general formula (Y-3-1) is preferably the general formula (Y-3-11).

(In the formula, ^RiY21 represents the same meaning as ^{RiY21 in} formula (Y-3-1).)
Further, it is preferable that Y ⁱ¹ represents a group selected from the general formula (Y-4) from the viewpoint of improving heat resistance.

^{(Wherein, R iY1, R iY2, R} iY3, n iY1 and ^{n iy1} is Formula (Y-1) in ^{R iY1, R iY2, R iY3} , respectively ^{n iy1} and ^{n iy1} the same meaning.)
The general formula (Y-4) preferably represents the general formulas (Y-4-1) to (Y-4-3b).

^{(Wherein, R iY21, R iY31, R} iY32 and ^{n IY11} the general formula (Y-1-1) in the ^{R iY21, R iY31,} each represent the same meaning as ^{R IY32} and ^{n iY11.)}
More specifically, the general formula (Y-4-1) is preferably the general formula (Y-4-11).

(In the formula, ^{Ri Y21} represents the same meaning as ^{Ri Y21 in} formula (Y-4-1).)
P ⁱ¹ preferably represents a substituent selected from the group represented by the following formulas (P-1) to (P-15). From the viewpoints of easiness of handling and reactivity, any of the substituents of formulas (P-1) to (P-3), (P-14), and (P-15) are preferable, and the formula (P-1) , (P-2) are more preferred.

(In the formula, the rightmost black dot represents a bond.)

Sp ⁱ¹ preferably represents a straight-chain alkylene group having 1 to 18 carbon atoms or a single bond, more preferably a straight-chain alkylene group having 2 to 15 carbon atoms or a single bond, and still more preferably a carbon atom. Represents a straight-chain alkylene group of Formulas 2 to 8 or a single bond.

ⁿⁱ¹ preferably represents 1 or 2 from the viewpoint of improving the orientation of the liquid crystal and the solubility in the liquid crystal compound. ⁿⁱ² preferably represents 0 or 1, and more preferably 1 from the viewpoint of improving the orientation. ⁿⁱ³ preferably represents 0 or 1.

  Formula (K-24) preferably represents a group selected from formulas (K-24A) and (K-24B).

^{(Wherein, S i1, S i2, S} i3, Y i1, P i1 and ^{Sp i1} has a general formula ^(S i1 of K-1) ^{in, S i2, S i3, Y} i1, P i1 and ^{Sp i1} each represent the same ^{meaning, n iA1} represents an integer of 1 to ^{3, n iA3} represents an integer of 0 to ^{2, n IB1} represents an integer of ^1-2, but ^{n IB3} is 0 or 1, S ^{If i2} represents a carbon atom or a silicon ^atom, n iA1 ^{+ n iA3} is ^{3, n iB1 +} n iB3 is ^2, if ^{the S i2} represents a nitrogen ^atom, n iA1 ^{+ n iA3} is ^{2, n IB1} is 1, ^niB3 represents 0.)

K ⁱ¹ in the formula (i) is an important structure for vertically aligning the liquid crystal composition. Since the polar group and the polymer group are adjacent to each other, better alignment can be obtained. Shows good solubility in Therefore, when importance is attached to the orientation of the liquid crystal, the general formula (K-24B) is preferable. On the other hand, when importance is placed on the solubility in the liquid crystal compound, the general formula (K-24A) is preferable. Preferred examples of the general formulas (K-24A) to (K-24B) include the following formulas (K-24A-1) to (K-24A-4) and formulas (K-24B-1) to (K-24B). -6), and formulas (K-24A-1) to (K-24A-3) are preferable from the viewpoint of solubility in the liquid crystal composition, and formula (K-24B) is preferable from the viewpoint of orientation. -2) to (K-24B-4) are preferred, and particularly preferred are formulas (K-24A-1), (K-24B-2) and (K-24B-4).

(In the formula, S ⁱ¹ , Y ⁱ¹ and P ⁱ¹ each independently represent the same meaning as S ⁱ¹ , Y ⁱ¹ and P ^{i1 in} formula (K-24).)
The general formula (K-24) is obtained by converting the general formulas (K-24-1), (K-24-2), (K-24-3a), (K-24-3b), and (K-24-). 4A), (K-24-4b), preferably a group selected from (K-24-Y2), (K-24-Y3) and (K-24-Y4).

^{(Wherein, n iY11, R iY21, R} iY31 and ^{R IY32} formula (Y-1-1 each independently) ~ (Y-4) ⁿ in ^iY11, R ^iY21, respectively ^{R IY31} and ^{R IY32} the same meaning, ^{Sp i1} and ^{P i1} have the same meanings respectively as in the general formula (i) ^{Sp i1} and ^{P i1 in, R IK1} represents an alkylene group or a single bond having 1 to 6 carbon atoms, said alkylene —CH ₂ — in the group may be substituted with —CH ＝ CH—, —C≡C— or —O— so that the oxygen atom is not directly adjacent, and ^niK1 and ^niK2 are each independently 0. Or 1)
R ^iK1 is preferably a straight-chain alkylene group having 1 to 6 carbon atoms, and more preferably a straight-chain alkylene group having 1 to 3 carbon atoms. Preferred groups of R ^iY21 , R ^iY31 , R ^iY32 , Sp ⁱ¹ and P ⁱ¹ are represented by general formulas (Y-1-1) to (Y-1-4), (Y-2) to (Y-4), The same as R ^iY21 , R ^iY31 , R ^iY32 , Sp ⁱ¹ , and P ^{i1 in the} general formula (i).

Moreover, it is preferable that ^Ki1 represents general formula (K-25)-(K-28).

^(Wherein, S ^{i1, P} i1 and ^{Sp i1} is the general formula ^{(K-24) S i1,} P i1 and ^{Sp i1} in the same meanings, ^{respectively, R K21} is a straight-chain or 1 to 10 carbon atoms Represents a branched alkyl group, a halogenated alkyl group or a cyanated alkyl group, wherein at least one or more secondary carbon atoms in these alkyl groups are -CH = CH-, -C ≡C -, - O-, or -NH- may be substituted ^{with, n i4,} n ^iK21 independently represents 0 or 1).
^RK21 preferably represents a linear or branched alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and preferably represents a linear alkyl group or a cyanated alkyl group having 1 to 3 carbon atoms. More preferably, it is represented. Further, at least one or more secondary carbon atoms in these alkyl groups are preferably substituted with -O- so that oxygen atoms are not directly adjacent. Specifically, ^RK21 is preferably an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, or a cyanated alkyl group having 1 to 3 carbon atoms.

  The general formula (K-25) preferably represents the following general formulas (K-25-1) to (K-25-3).

^{(Wherein, S i1, P i1, Sp} i1, n i4 and ^{n IK21} are in the general formula ^{(K-25) S i1,} P i1, Sp i1, and ^{n i4} and ^{n IK21} represent the same meanings, respectively, R ^K211 represents a linear or branched alkyl group having 1 to 3 carbon atoms, a halogenated alkyl group or a cyanated alkyl group.)
The general formula (K-26) preferably represents the following general formulas (K-26-1) and (K-26-2).

^{(Wherein, S i1} general formula (K-26) represents the same meaning as ^{S i1 in, R K211} is a linear or branched alkyl group having 1 to 3 carbon atoms, a halogenated alkyl group or a cyano alkyl Represents a group.)
The general formula (K-27) preferably represents the following general formula (K-27-1).

^{(Wherein, S i1, P i1, Sp} i1 and ^{n i4} each represents the same meaning as in the formula ^{(K-27) S i1,} P i1 in, ^{Sp i1} and ^{n iK21, R K211} is 1 carbon atom Represents a straight-chain or branched alkyl group, a halogenated alkyl group or a cyanated alkyl group.
The general formula (K-28) preferably represents the following general formula (K-28-1).

^{(Wherein, S i1, P i1, Sp} i1 and ^{n i4} each represents the same meaning as in the formula ^{(K-28) S i1,} P i1 in, ^{Sp i1} and ^{n iK21, R K211} is 1 carbon atom Represents a straight-chain or branched alkyl group, a halogenated alkyl group or a cyanated alkyl group.
^A preferable group of S ^{i1, P i1} and ^{Sp i1} are the same as ^{S i1, P i1} and ^{Sp i1} in the general formula (K-24).

In the formula (i), Z ⁱ¹ and Z ⁱ¹ are preferably a single bond, —CH ＝ CH—, —C≡C—, —COO—, —OCO—, —OCOO—, —OOCO—, —CHＣＨ. _{CHCOO -, - OCOCH = CH -} , - CH = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH ₂ -, _- OCH 2 _CH 2 O-, linear or branched alkylene group having 1 to 40 carbon atoms, or no one or adjacent in the alkylene group two or more -CH ₂ - is -O - it represents has been substituted with, more preferably, a single bond, -COO -, - OCO -, - CH = CHCOO -, - OCOCH = CH -, - CH = C (CH 3) COO -, - OCOC ( _{CH 3) = CH -, -} CH 2 -CH (CH 3) CO _{O -, - OCOCH (CH 3} ) -CH 2 -, - OCH 2 CH 2 O-, not one or adjacent in linear or branched alkylene group or the alkylene group, having 1 to 10 carbon atoms Represents a group in which two or more —CH ₂ — are substituted with —O—, more preferably a single bond, a linear alkylene group having 2 to 15 carbon atoms, or one or more of the alkylene groups; Represents a group in which two or more non-adjacent —CH ₂ — are substituted with —O—, and more preferably a single bond, —COO—, —OCO—, —OCOO—, —OOCO—, —OCH ₂ CH ₂ O-, or an alkylene group (ethylene group _(-CH 2 _CH 2 -)) of the carbon atoms 2 or -CH ₂ in the ethylene group - one is substituted with -O- group _(-CH 2 O- , -OCH ₂ -), or in ethylene group -CH ₂ - of One is a group (-CH-CHCOO-, -OCOCH-CH-) substituted with -COO- or -OCO-.

R ⁱ¹ preferably represents a linear or branched alkyl group having 1 to 20 carbon atoms, or a halogenated alkyl group, and the secondary carbon atom in the alkyl group is-so that an oxygen atom is not directly adjacent. O-, which may be substituted, more preferably represents a linear or branched alkyl group having 3 to 18 carbon atoms, and a secondary carbon atom in the alkyl group is such that an oxygen atom is not directly adjacent. May be substituted with -O-. From the viewpoint of improving the orientation of the liquid crystal compound, the number ^of carbon atoms of R ⁱ¹ is preferably 3 or more, more preferably 4 or more, and preferably 5 or more.

A ⁱ¹ represents a divalent 6-membered aromatic group, a divalent 6-membered heteroaromatic group, a divalent 6-membered aliphatic group, or a divalent 6-membered heteroaliphatic group, A 5-membered aromatic group, a divalent 5-membered heteroaromatic group, a divalent 5-membered aliphatic group, or a divalent 5-membered heteroaliphatic group is preferred. -Phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene- 2,6-diyl group, cyclopentane-1,3-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group and 1,3-dioxane- It preferably represents a ring structure selected from 2,5-diyl groups, which ring structure is unsubstituted or It is preferably substituted with ⁱ¹ . L ⁱ¹ is an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, It preferably represents a cyano group or a nitro group. A ⁱ¹ preferably represents a divalent 6-membered aromatic group or a divalent 6-membered aliphatic group, and is preferably a divalent unsubstituted 6-membered aromatic group or a divalent unsubstituted 6-membered group. It is preferably a cycloaliphatic group or a group in which a hydrogen atom in these ring structures is substituted with an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms or a halogen atom. Is preferably an unsubstituted 6-membered aromatic group or a group in which a hydrogen atom in the ring structure is substituted with a fluorine atom, or a divalent unsubstituted 6-membered aliphatic group, and the hydrogen atom on the substituent is preferably A 1,4-phenylene group, a 2,6-naphthalene group or a 1,4-cyclohexyl group which may be substituted by a halogen atom, an alkyl group or an alkoxy group is more preferred.

A ⁱ² and A ⁱ³ each independently represent a divalent 6-membered aromatic group, a divalent 6-membered heteroaromatic group, a divalent 6-membered aliphatic group, or a divalent 6-membered heterocyclic group. An aliphatic group, a divalent 5-membered aromatic group, a divalent 5-membered heteroaromatic group, a divalent 5-membered aliphatic group, or a divalent 5-membered heteroaliphatic group is preferable. Specifically, 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, cyclopentane-1,3-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group And a ring structure selected from 1,3-dioxane-2,5-diyl groups. Structure is either unsubstituted or ^{L i1,} P i1 ^-Sp i1 - or it is preferably substituted with ^{K i1.} A ⁱ³ also preferably represents a ring structure selected from a 1,3-phenylene group, a 1,3-cyclohexylene group, and a naphthalene 2,5-diyl group.

Preferred groups L ^{i1 is} the same as ^{L i1} in ^{A i1.} A ⁱ² and A ^{i3 each} preferably represent a divalent 6-membered aromatic group or a divalent 6-membered aliphatic group, but are a divalent unsubstituted 6-membered aromatic group, and a divalent unsubstituted group. Or a group in which a hydrogen atom in these ring structures is substituted with an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom or P-Sp- It is preferably a divalent unsubstituted 6-membered aromatic group or a group in which a hydrogen atom in this ring structure is substituted with a fluorine atom, or a divalent unsubstituted 6-membered aliphatic group. A hydrogen atom on the substituent is more preferably a halogen atom, an alkyl group or an alkoxy group, a 1,4-phenylene group, a 2,6-naphthalene group or a 1,4-cyclohexyl group which may be substituted by P-Sp-. preferable. It is also preferred that A ⁱ³ is substituted with K ⁱ¹ .

Here, Formula ⁽ⁱ⁾ as a substituent ^{A i2} or ^{A i3,} or ^as a substituent ^{K i1,} at least one or more ^P i1 ^{-Sp i1} - has a, to further improve the reliability From the viewpoint, the number of polymerizable groups in the general formula (i) is preferably 2 or more, and more preferably 3 or more. When reliability is emphasized, polyfunctionalization can be easily achieved by introducing a polymer group into the ^Ai2 or ^Ai3 portion, and a strong polymer can be constructed. ^P i1 ^{-Sp i1} in A ⁱ² or ^{A i3} - position to be substituted ^is preferably near the ^{K i1, A i3} is ^P i1 ^{-Sp i1} - it is more preferably substituted with.

^mi1 preferably represents an integer of 0 to 3, and more preferably represents an integer of 0 to 1.

  The compound represented by the general formula (iv) is preferably a compound represented by the following general formula (iv-1).

(In the formula, R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , m ⁱ , P ⁱ¹ and Sp ⁱ¹ are each independently R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ in the general formula (iv). ^{, Z} i2, m i1, the same meanings as ^{P i1} and ^{Sp i1, Y i1} independently represents the same meaning as ^{Y i1} in the general formula ^{(K-24), R iK1} , n iK1, n iK2 has the same meaning as ^{R iK1, n iK1,} n ^iK2 each independently the general formula ^{(K-24-1), L i11} represents an alkyl group having 1 to 3 carbon ^{atoms, m i3} is 0 represents the integer ^{3, m i4} represents an integer of ^{0~3, m} i3 ⁺ m ⁱ⁴ represents 0-4.)
The compound represented by the general formula (iv-1) is represented by the following general formulas (iv-1-1), (iv-1-2), (iv-1-3a), (iv-1-3b), (Iv-1-4), (iv-1-Y2), (iv-1-Y3) and (iv-1-Y4) are preferred.

(In the formula, R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , m ⁱ , P ⁱ¹ and Sp ⁱ¹ are each independently R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ in the general formula (iv). , Z ⁱ² , ^{mi 1} , P ⁱ¹ and Sp ^i1, and R ^iK1 , R ^iY21 , R ^i3Y1 , R ^i3Y2 , n ^iK1 , n ^iK2 , and n ^yY11 are each independently represented by the general formula (K-24- 1) ~ (K-24-3) in the ^{R iK1, R iY21, R i31} , R i32, n iK1, n iK2, n represents the same meaning as ^{iY11, L i11} represents an alkyl group having 1 to 3 carbon atoms the ^{stands, m i3} represents an integer of 0 to ^{3, m i4} represents an integer of ^{0~3, m} i3 ⁺ m ⁱ⁴ represents 0-4.)
In addition, the preferable group of each code | symbol in general formula (iv-1) and general formula (iv-1-1), (iv-1-2), (iv-1-3) is the said general formula (i) And the preferred groups in formulas (K-1) and (K-1-1) to (K-1-3).

  Further, the compound represented by the general formula (iv) is preferably a compound represented by the following general formulas (iv-2) to (iv-5).

(In the formula, R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , m ⁱ , P ⁱ¹ and Sp ⁱ¹ are each independently R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ in the general formula (iv). ^{, Z} i2, m i1, the same meanings as ^{P i1} and ^{Sp i1, n i4, n iK21} , R K21 is ⁿ i4 each independently in the general formula ^{(K-24), n iK21} , same as ^{R K21} the ^{meaning, R i22} represents an alkylene group or a single bond having 1 to 6 carbon atoms, -CH ₂ in the alkylene group - such that oxygen atoms are not directly adjacent are -CH = CH -, - C [identical to] C ^-Or -O-, ^Li11 represents an alkyl group having 1 to 3 carbon atoms, ⁿⁱ²² represents 0 or 1, ^mi23 represents an integer of 0 to 3, and ^mi24 represents represents an integer of ^{0~3, m} i23 ⁺ m ⁱ²⁴ It represents the 0-4.)
R ⁱ²² is preferably a linear alkylene group having 1 to 6 carbon atoms, and more preferably a linear alkylene group having 1 to 3 carbon atoms. Preferred groups of R ^iY21 , R ^iY31 , R ^iY32 , Sp ⁱ¹ and P ⁱ¹ are represented by general formulas (Y-1-1) to (Y-1-3), and R ^iY21 and R ^{iY31 in} general formula (i). , R ^iY32 , Sp ⁱ¹ and P ⁱ¹ . In addition, the preferable group of each code in the general formula (iv-2) is the same as the preferable group in the general formula (iv) and the general formula (K-24).

  The general formula (iv) preferably represents the following general formulas (R-1) to (R-6).

^(Wherein, each represent the same meaning as R ^{i1, K i1} and ^{L i1} is in the general formula (iv) ^{R i1, K} i1 and ^{L i1.)}
More specific examples of the general formula (iv) are represented by the following formulas (R-1-1) to (R-6-7), but are not limited thereto.

^{(Wherein, R i1, P i1, S} i1 and ^{Y i1} the same meaning as ^{R i1,} P ^{i1, S} i1 and ^{Y i1} respectively in independently the general formula (iv) and general formula (K-1) Represents.)
The lower limit of the content of the spontaneous alignment monomer in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, more preferably 0.04% by mass, and preferably 0.05% by mass. 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, 0.1% by mass is preferable, 0.12% by mass is preferable, and 0.1% by mass is preferable. 15 mass% is preferable, 0.17 mass% is preferable, 0.2 mass% is preferable, 0.22 mass% is preferable, 0.25 mass% is preferable, 0.27 mass% is preferable, 0.3 mass % Is preferable, 0.32% by mass is preferable, 0.35% by mass is preferable, 0.37% by mass is preferable, 0.4% by mass is preferable, 0.42% by mass is preferable, and 0.45% by mass is preferable. Preferably, 0.5% by mass Preferred, preferably 0.55% by mass. The upper limit of the content of the polymerizable compound represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, and more preferably 2.1% by mass. 2 mass% is preferable, 1.8 mass% is preferable, 1.6 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is preferable. Preferably, 0.85 mass% is preferable, 0.8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.

  Specifically, the following compounds are mentioned as preferred spontaneous alignment monomers.

  The liquid crystal composition according to the present invention is represented by the general formulas (N-1), (N-2) and (N-3) in addition to the compound represented by the general formula (I) and the spontaneous alignment monomer. It is preferable to contain one or more compounds selected from the compounds. These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and the absolute value is greater than 2).

  In addition, Δε of the compound is a value extrapolated from a measured value of the dielectric anisotropy of a composition prepared by adding the composition to a composition which is dielectrically substantially neutral at 25 ° C. In addition, content is described in% below, which means mass%.

(Wherein R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two non-adjacent 2 more than five -CH ₂ - are each independently -CH = CH -, - C≡C - , - O -, - CO -, - COO- or -OCO- may be substituted by,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31, and A ^N32 each independently represent (a) a 1,4-cyclohexylene group (one -CH _2- group present in this group or adjacent to Two or more —CH ₂ — which may not be present may be replaced by —O—.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =)
(C) naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = or two or more non-adjacent -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =. ) And (d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, wherein the groups (a), (b), (c) and (d) are each independently cyano Group, may be substituted with a fluorine atom or a chlorine atom,
^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O- _{, -COO -, - OCO -,} - OCF 2 -, - CF 2 O -, - CH = N-N = CH -, - CH = CH -, - represents CF = CF- or -C≡C-,
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 is -CH ₂ - represents an or an oxygen atom,
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 each independently. 1, 2 or 3, and when there are a plurality of A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 , they may be the same or different. )
The compounds represented by the general formulas (N-1), (N-2) and (N-3) are preferably compounds having a negative Δε and an absolute value larger than 3.

In the general formulas (N-1), (N-2) and (N-3), ^RN11 , ^RN12 , ^RN21 , ^RN22 , ^RN31 and ^RN32 each independently have 1 to 8 carbon atoms. Alkyl group, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, and an alkyl group having 1 to 5 carbon atoms, An alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable. R ¹¹ , R ²¹ and R ³¹ are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ¹² , R ²² and R ³² are each independently An alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is more preferable.

Further, when the ring structure to which the terminal group ( ^RN11 , ^RN12 , ^RN21 , ^RN22 , ^RN31 and ^RN32 ) is a phenyl group (aromatic), a linear carbon atom having 1 to 1 carbon atoms is used. 5 alkyl groups, straight-chain alkoxy groups having 1 to 4 carbon atoms and alkenyl groups having 4 to 5 carbon atoms are preferable, and the ring structure to which the terminal group is bonded is a saturated ring such as cyclohexane, pyran and dioxane. In the case of the structure, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and, if present, oxygen atoms is preferably 5 or less, and is preferably linear.

  The alkenyl group is preferably selected from groups represented by any of formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31, and A ^N32 are each preferably aromatic when it is required to increase Δn independently, and in order to improve the response speed, And a trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5 -Difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1 , 4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group. Preferred, it is more preferable that represents the following structures,

More preferably, it represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} _-CH 2 each _{independently O -, - CF 2 O -} , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents _{an, -CH 2 O -, - CH} 2 CH 2 - or a single bond is more preferable, _-CH 2 O-or a single bond is particularly preferred.

^XN21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are preferably 1 or 2, a combination in which n ^N11 is 1 and n ^N12 is 0, a combination in which n ^N11 is 2 and n ^N12 is 0, n ^A combination in which ^N11 is 1 and n ^N12 is 1, a combination in which n ^N11 is 2 and n ^N12 is 1, a combination in which n ^N21 is 1 and n ^N22 is 0, a combination in which n ^N21 is 2 and n ^N22 are A combination in which n ^N31 is 1 and n ^N32 is 0, and a combination in which n ^N31 is 2 and n ^N32 is 0 are preferable.

  The lower limit of the preferable content of the compound represented by the formula (N-1) based on the total amount of the composition of the present invention is 1%, 10%, 20%, and 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%. The preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.

  The lower limit of the preferable content of the compound represented by the formula (N-2) relative to the total amount of the composition of the present invention is 1%, 10%, 20%, and 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%. The preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.

  The lower limit of the preferable content of the compound represented by the formula (N-3) relative to the total amount of the composition of the present invention is 1%, 10%, 20%, and 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%. The preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.

  When a composition having a high response speed is required while keeping the viscosity of the composition of the present invention low, the lower limit is preferably lower and the upper limit is lower. Furthermore, when the composition of the present invention is required to maintain a high Tni and have good temperature stability, it is preferable that the lower limit is lower and the upper limit is lower. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the lower limit is set higher and the upper limit is set higher.

  Examples of the compound represented by the general formula (N-1) include compounds represented by the following general formulas (N-1a) to (N-1g).

^{(Wherein, R N11} and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na12} represents 0 or ^{1, n NB11} represents 0 or ^{1, n NC11} is ^Represents 0 or 1, n ^Nd11 represents 0 or 1, n ^Ne11 represents 1 or 2, n ^Nf12 represents 1 or 2, n ^Ng11 represents 1 or 2, A ^Ne11 represents trans-1,4. A cyclohexylene group or a 1,4-phenylene group, and A ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, and n ^Ng11 If is ^{1, a NG11} represents cyclohexenylene ^group, when ^{n NG11} is 2, represents at least one ^{a NG11} 1,4-cyclohexenylene ^{group, Z NE11} is a single bond Represents an ethylene ^group, when ^{n NE11} is ^{1, Z NE11} if ^{.n NE11} representing the ethylene group is 2, represents at least one ^{Z NE11} ethylene group.)
More specifically, the compound represented by the general formula (N-1) may be a compound selected from the group of compounds represented by the general formulas (N-1-1) to (N-1-22). preferable.

  The compound represented by formula (N-1-1) is the following compound.

^{(Wherein, R N111} and ^{R N112} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably a propyl group, a pentyl group or a vinyl group. ^RN112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group or a butoxy group.

  The compound represented by the formula (N-1-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if is set to a small value. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-1) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. , 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, or 40% based on the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, and 3%.

  Further, the compound represented by the general formula (N-1-1) is a compound selected from the group of compounds represented by the formula (N-1-1.1) to the formula (N-1-1.22). It is preferable that they are compounds represented by the formulas (N-1-1.1) to (N-1-1.4), and the compounds represented by the formulas (N-1-1.1) and (N-1.1) Compounds represented by 1-1.3) are preferred.

  The compounds represented by the formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination. The lower limit of the preferable content of these compounds alone or based on the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23% , 25%, 27%, 30%, 33%, and 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, or 40% based on the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, and 3%.

  The compound represented by the general formula (N-1-2) is the following compound.

^{(Wherein, R N121} and ^{R N122} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group, a butyl group or a pentyl group. ^RN122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group. preferable.

  The compound represented by the general formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, the content is set to be lower, the effect is high. When the T _NI is emphasized, the content is increased. Setting a higher value is more effective. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-2) relative to the total amount of the composition of the present invention is 5%, 7%, 10%, and 13%. And 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37% And 40% and 42%. The upper limit of the preferred content is 50%, 48%, 45%, 43%, 40%, 38%, 35%, or 50% based on the total amount of the composition of the present invention. %, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% %, 8%, 7%, 6%, and 5%.

Further, the compound represented by the general formula (N-1-2) is a compound selected from the compound group represented by the formula (N-1-2.22) from the formula (N-1-2.1). It is preferable that there are formulas (N-1-2.3) to (N-1-2.7), (N-1-2.10), (N-1-2.11), Compounds represented by (N-1-2.13) and Formula (N-1-2.20) are preferable, and when importance is attached to improvement of Δε, Formula (N-1-2.3) And the compound represented by the formula (N-1-2.7) is preferable. When the improvement of T _NI is emphasized, the compound represented by the formula (N-1-2.10) or the formula (N-1-2.11) is preferable. And a compound represented by the formula (N-1-2.13), and when importance is placed on improving the response speed, a compound represented by the formula (N-1-2.20) Is preferred.

  The compounds represented by formulas (N-1-2.1) to (N-1-2.22) can be used alone or in combination, but the composition of the present invention Is 5%, 10%, 13%, 15%, 17%, 20%, 23% or less. %, 25%, 27%, 30%, 33%, and 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, or 40% based on the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, and 3%.

  The compound represented by the general formula (N-1-3) is the following compound.

^{(Wherein, R N131} and ^{R N132} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. ^RN132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. .

  The compound represented by formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-3) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  Further, the compound represented by the general formula (N-1-3) is a compound selected from the compound group represented by the formula (N-1-3.1) to the formula (N-1-3.21). It is preferably a compound represented by the formulas (N-1-3.1) to (N-1-3.7) and the formula (N-1-3.21), and more preferably a compound represented by the formula (N -1-3.1), Formula (N-1-3.2), Formula (N-1-3.3), Formula (N-1-3.4), and Formula (N-1-3.6) ) Is preferred.

  Compounds represented by formulas (N-1-3.1) to (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) are solely Can be used in combination, or a combination of the formulas (N-1-3.1) and (N-1-3.2), and the formula (N-1-3.3). ), Two or three combinations selected from the formulas (N-1-3.4) and (N-1-3.6). The lower limit of the preferred content of these compounds, alone or based on the total amount of the composition of the present invention, is 5%, 10%, 13%, 15%, 17%, and 20%. %. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by formula (N-1-4) is the following compound.

^{(Wherein, R N141} and ^{R N142} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
Independently R ^N141 and ^{R N142} are each an alkyl group having 1 to 5 carbon atoms, preferably an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5, methyl group, propyl group, ethoxy Or butoxy groups are preferred.

  The compound represented by formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if is set to a small value. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-4) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, and 10%. And 13%, 15%, 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.

  Further, the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by the formula (N-1-4.1) to the formula (N-1-4.14). It is preferable that they are compounds represented by the formulas (N-1-4.1) to (N-1-4.4), and the compounds represented by the formulas (N-1-4.1) and (N-1-4.1) -1-4.2) and a compound represented by the formula (N-1-4.4).

  The compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination. The lower limit of the preferable content of these compounds alone or based on the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17% And 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.

  The compound represented by the general formula (N-1-5) is the following compound.

(In the formula, R ^N151 and R ^N152 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
R ^N151 and R ^N152 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. Is preferred.

  The compound represented by formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, the content is set to be lower, the effect is high. When the T _NI is emphasized, the content is increased. Setting a higher value is more effective. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-5) relative to the total amount of the composition of the present invention is 5%, 8%, 10%, 13% , 15%, 17%, and 20%. The preferred upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20%, or 35% based on the total amount of the composition of the present invention. %, 18%, 15%, and 13%.

  Further, the compound represented by the general formula (N-1-5) is a compound selected from the group of compounds represented by the formula (N-1-5.1) to the formula (N-1-5.6). Preferably, the compound represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) is preferable.

  The compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) may be used alone or in combination. Although the lower limit of the preferable content of these compounds alone or based on the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17% and 20%. The preferred upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20%, or 35% based on the total amount of the composition of the present invention. %, 18%, 15%, and 13%.

  The compound represented by formula (N-1-10) is as follows.

^{(Wherein, R N1101} and ^{R N1102} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. ^RN1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by formula (N-1-10) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if is set higher. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-10) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  Further, the compound represented by the general formula (N-1-10) is a compound selected from the compound group represented by the formula (N-1-10.14) to the formula (N-1-10.14). It is preferable that they are present, and are represented by the formulas (N-1-10.1) to (N-1-10.5), the formulas (N-1-10.13), and the formula (N-1-10.14). Preferably, the compound is a compound represented by the formula (N-1-10.1), the formula (N-1-10.2), the formula (N-1-10.13) or the formula (N-1-10.14) The compound represented by is preferred.

  Compounds represented by Formula (N-1-10.1), Formula (N-1-10.2), Formula (N-1-10.13), and Formula (N-1-10.14) are used alone. Or a combination thereof. However, the lower limit of the preferable content of these compounds alone or with respect to the total amount of the composition of the present invention is 5% and 10%. , 13%, 15%, 17%, and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-11) is the following compound.

^{(Wherein, R N1111} and ^{R N1112} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. ^RN1112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, the content is preferably set to a high value. When the solubility at low temperature is emphasized, the effect is high when the content is set to a low value. When the T _NI is emphasized, the content is high. The effect is high if is set higher. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-11) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  Further, the compound represented by the general formula (N-1-11) is a compound selected from the group of compounds represented by the formulas (N-1-11.1) to (N-1-11.14). It is preferable that they are compounds represented by the formulas (N-1-11.1) to (N-1-1.14), and the compounds represented by the formulas (N-1-11.2) and (N-1-11.2) The compound represented by 1-1-11.4) is preferable.

  The compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) can be used alone or in combination. The lower limit of the preferred content of these compounds alone or with respect to the total amount is 5%, 10%, 13%, 15%, 17%, and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-12) is the following compound.

^{(Wherein, R N1121} and ^{R N1122} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. ^RN1122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-12) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-13) is the following compound.

^{(Wherein, R N1131} and ^{R N1132} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. ^RN1132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-13) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-14) is the following compound.

^{(Wherein, R N1141} and ^{R N1142} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. ^RN1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-14) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-15) is the following compound.

^{(Wherein, R N1151} and ^{R N1152} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. ^RN1152 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-15) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-16) is the following compound.

^{(Wherein, R N1161} and ^{R N1162} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. ^RN1162 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-16) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-17) is the following compound.

^{(Wherein, R N1171} and ^{R N1172} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. ^RN1172 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-17) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by formula (N-1-18) is the following compound.

^{(Wherein, R N1181} and ^{R N1182} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably a methyl group, an ethyl group, a propyl group, or a butyl group. ^{RN 1182} is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-18) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  Further, the compound represented by the general formula (N-1-18) is a compound selected from the group of compounds represented by the formula (N-1-18.1) to the formula (N-1-18.5). It is preferable that the compound is a compound represented by any one of formulas (N-11-18.1) to (N-1-18.3). Compounds represented by 1-1-18.3) are preferred.

  The compound represented by formula (N-1-20) is the following compound.

^{(Wherein, R N1201} and ^{R N1202} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1201 and ^RN1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group.

  The compound represented by formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-20) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-21) is the following compound.

^{(Wherein, R N1211} and ^{R N1212} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
R ^N1211 and R ^N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group.

  The compound represented by the general formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-21) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general formula (N-1-22) is the following compound.

^{(Wherein, R N1221} and ^{R N1222} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN1221 and ^RN1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group.

  The compound represented by the general formula (N-1-22) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if you set it to a low level. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-1-22) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% And 15%, 17% and 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, or 35%, based on the total amount of the composition of the present invention. %, 15%, 13%, 10%, and 5%.

  Further, the compound represented by the general formula (N-1-22) is a compound selected from the group of compounds represented by the formulas (N-1-22.1) to (N-1-2.12). It is preferably a compound represented by the formulas (N-1-22.1) to (N-1-22.5), and preferably a compound represented by the formulas (N-1-22.1) to (N-1-22.1). The compound represented by 1-22.4) is preferable.

  The compound represented by the general formula (N-2) is preferably a compound selected from the group of compounds represented by the following general formulas (N-2-1) to (N-2-3).

  The compound represented by formula (N-2-1) is the following compound.

^{(Wherein, R N211} and ^{R N212} each independently represents the same meaning as ^{R N21} and ^{R N22} in the general formula (N-2).)
The compound represented by the general formula (N-2-2) is the following compound.

^{(Wherein, R N221} and ^{R N222} each independently represents the same meaning as ^{R N21} and ^{R N22} in the general formula (N-2).)
The compound represented by formula (N-2-3) is the following compound.

^{(Wherein, R N231} and ^{R N232} each independently represents the same meaning as ^{R N21} and ^{R N22} in the general formula (N-2).)
The compound represented by formula (N-3) is preferably a compound selected from the group of compounds represented by formula (N-3-2).

^{(Wherein, R N321} and ^{R N322} each independently represents the same meaning as ^{R N31} and ^{R N32} in the general formula (N-3).)
R ^N321 and R ^N322 are preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.

  The compound represented by formula (N-3-2) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they can be used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, five kinds or more.

When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at a low temperature is emphasized, setting the content higher is more effective. When the T _NI is emphasized, the content is higher. The effect is high if is set to a small value. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (N-3-2) based on the total amount of the composition of the present invention is 3%, 5%, 10%, and 13%. And 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, or 40% based on the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% % And 5%.

  Further, the compound represented by the general formula (N-3-2) is a compound selected from the group of compounds represented by the formula (N-3-2.1) to the formula (N-3-2.3). Preferably, there is.

The liquid crystal composition according to the present invention preferably contains one or more compounds represented by the general formula (L) in addition to the compound represented by the general formula (I). The compound represented by the general formula (L) corresponds to a compound that is substantially neutral in dielectric properties (the value of Δε is −2 to 2).

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^L1 represents 0, 1, 2 or 3;
A ^{L1, A L2,} and ^{A L3} each independently (a) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - May be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl, one -CH = or two or more non-adjacent -CH = present in the group may be replaced by -N =.)
Wherein the group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and Z ^L2 each independently represent a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF _{2 -, - CF 2 O -,} - CH = N-N = CH -, - CH = CH -, - represents CF = CF- or -C≡C-,
When n ^L1 is 2 or 3 and a plurality of A ^L2 are present, they may be the same or different; when n ^L1 is 2 or 3 and a plurality of Z ^L2 are present, May be the same or different, but exclude the compounds represented by the general formulas (N-1), (N-2) and (N-3). )
The compounds represented by the formula (L) may be used alone or in combination. There are no particular restrictions on the types of compounds that can be combined, but they may be used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, and ten types. More than kind.

  In the composition of the present invention, the content of the compound represented by the general formula (L) is as follows: solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, drop marks, burn-in, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

  The lower limit of the preferable content of the compound represented by the formula (L) based on the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, and 40%. %, 50%, 55%, 60%, 65%, 70%, 75%, and 80%. The preferable upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25%.

  When a composition having a high response speed is required while keeping the viscosity of the composition of the present invention low, the lower limit is preferably higher and the upper limit is preferably higher. Furthermore, when the composition of the present invention is required to maintain a high Tni and have good temperature stability, the lower limit is preferably higher and the upper limit is preferably higher. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the lower limit is lower and the upper limit is lower.

When importance is placed on reliability, R ^L1 and R ^L2 are both preferably an alkyl group, and when importance is placed on reducing the volatility of the compound, it is preferably an alkoxy group. In such a case, at least one is preferably an alkenyl group.

  The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and 1 is preferred when emphasis is placed on compatibility with other liquid crystal molecules.

When the ring structure to which R ^L1 and R ^L2 are bonded is a phenyl group (aromatic), R ^L1 and R ^L2 are each independently a linear alkyl group having 1 to 5 carbon atoms, When a C ^{1 to} C 4 alkoxy group and a C 4 to C 5 alkenyl group are preferable, and the ring structure to which R ^L1 and R ^L2 are bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, , R ^L1 and R ^L2 are each independently a straight-chain alkyl group having 1 to 5 carbon atoms, a straight-chain alkoxy group having 1 to 4 carbon atoms, and a straight-chain 2 to 5 carbon atoms. The alkenyl group of is preferred. In order to stabilize the nematic phase, the total of carbon atoms and, if present, oxygen atoms is preferably 5 or less, and is preferably linear.

  The alkenyl group is preferably selected from groups represented by any of formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

n ^L1 is preferably 0 when importance is placed on the response speed, is preferably 2 or 3 to improve the maximum temperature of the nematic phase, and is preferably 1 to balance these. Further, in order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.

A ^L1 , A ^L2 and A ^L3 are preferably aromatic when it is required to increase Δn, and are preferably aliphatic in order to improve the response speed. 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -Diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably the following structure,

More preferably, it represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

Z ^L1 and Z ^L2 are preferably single bonds when importance is placed on the response speed.

  The compound represented by formula (L) preferably has 0 or 1 halogen atom in the molecule. As the halogen atom, a fluorine atom or a chlorine atom is preferable, and a fluorine atom is more preferable.

  The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formulas (L-1) to (L-7).

  The compound represented by formula (L-1) is the following compound.

(Wherein, R ^L11 and R ^L12 each independently represent the same meaning as R ^L1 and R ^L2 in formula (L).)
R ^L11 and R ^L12 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

  The compound represented by formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they can be used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, five kinds or more.

  A preferred lower limit of the content is 1%, 2%, 3%, 5%, 7%, 10%, 15%, or 2% based on the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%. The preferred upper limit of the content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, or 95%, based on the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, and 25%.

  When a composition having a high response speed is required while keeping the viscosity of the composition of the present invention low, the lower limit is preferably higher and the upper limit is preferably higher. Further, when the composition of the present invention is required to maintain a high Tni and have good temperature stability, it is preferable that the lower limit is moderate and the upper limit is moderate. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the lower limit is lower and the upper limit is lower.

  The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-1).

(Wherein R ^L12 represents the same meaning as in general formula (L-1).)
The compound represented by formula (L-1-1) is a compound selected from the group of compounds represented by formula (L-1-1.1) to formula (L-1-1.3) Is preferable, and is preferably a compound represented by the formula (L-1-1.2) or the formula (L-1-1.3), and particularly preferably a compound represented by the formula (L-1-1.3). Preferably, the compound is

  The lower limit of the preferable content of the compound represented by the formula (L-1-1.3) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7% and 10%. The preferred upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% based on the total amount of the composition of the present invention. %, 5%, and 3%.

  The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-2).

(Wherein R ^L12 represents the same meaning as in general formula (L-1).)
The lower limit of the preferable content of the compound represented by the formula (L-1-2) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, and 15%. , 17%, 20%, 23%, 25%, 27%, 30%, and 35%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38% based on the total amount of the composition of the present invention. %, 35%, 33%, and 30%.

  Further, the compound represented by the general formula (L-1-2) is a compound selected from the group of compounds represented by the formula (L-1-2.1) to the formula (L-1-2.4). Preferably, the compound is a compound represented by the formula (L-1-2.2) to the formula (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable because it particularly improves the response speed of the composition of the present invention. Further, when obtaining Tni higher than the response speed, it is preferable to use a compound represented by the formula (L-1-2.3) or the formula (L-1-2.4). It is not preferable that the content of the compounds represented by the formulas (L-1-2.3) and (L-1-2.4) be 30% or more in order to improve the solubility at low temperatures.

  The lower limit of the preferable content of the compound represented by the formula (L-1-2.2) relative to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, 40%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 43%, 40%, 38% based on the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.

  Lower limit of the preferable total content of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) based on the total amount of the composition of the present invention. The values are 10%, 15%, 20%, 25%, 27%, 30%, 35% and 40%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 43%, 40%, 38% based on the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.

  The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-3).

(In the formula, R ^L13 and R ^L14 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L13 and R ^L14 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

  The lower limit of the preferable content of the compound represented by the formula (L-1-3) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, and 13%. , 15%, 17%, 20%, 23%, 25%, and 30%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 40%, 37%, 35%, or 60% based on the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10% %.

  Further, the compound represented by the general formula (L-1-3) is a compound selected from the group of compounds represented by the formula (L-1-3.1) to the formula (L-1-3.13). The compound is preferably a compound represented by the formula (L-1-3.1), the formula (L-1-3.3) or the formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because it particularly improves the response speed of the composition of the present invention. When Tni higher than the response speed is obtained, the expression (L-1-3.3), the expression (L-1-3.4), the expression (L-1-3.11), and the expression (L- It is preferable to use the compound represented by 1-3.12). The sum of the compounds represented by the formulas (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.12) Is preferably not more than 20% in order to improve the solubility at low temperatures.

  The lower limit of the preferable content of the compound represented by the formula (L-1-3.1) based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% and 20%. The preferred upper limit of the content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% based on the total amount of the composition of the present invention. % And 6%.

  The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formulas (L-1-4) and / or (L-1-5).

(In the formula, R ^L15 and R ^L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L15 and R ^L16 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

  The lower limit of the preferable content of the compound represented by the formula (L-1-4) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, and 13%. , 15%, 17%, and 20%. The preferred upper limit of the content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% based on the total amount of the composition of the present invention. %.

  The lower limit of the preferable content of the compound represented by the formula (L-1-5) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% , 15%, 17%, and 20%. The preferred upper limit of the content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% based on the total amount of the composition of the present invention. %.

  Further, the compounds represented by formulas (L-1-4) and (L-1-5) are represented by formula (L-1-5.3) from formula (L-1-4.1). It is preferably a compound selected from the group of compounds represented by formula (L-1-4.2) or (L-1-5.2).

  The lower limit of the preferable content of the compound represented by the formula (L-1-4.2) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% and 20%. The preferred upper limit of the content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% based on the total amount of the composition of the present invention. % And 6%.

Formula (L-1-1.3), Formula (L-1-2.2), Formula (L-1-3.1), Formula (L-1-3.3), Formula (L-1- 3.4), it is preferable to combine two or more kinds of compounds selected from the compounds represented by the formulas (L-1-3.11) and (L-1-3.12), and the formula (L-1 -1.3), the formula (L-1-2.2), the formula (L-1-3.1), the formula (L-1-3.3), the formula (L-1-3.4) and It is preferable to combine two or more compounds selected from the compounds represented by the formula (L-1-4.2), and the lower limit of the preferable content of the total content of these compounds is the composition of the present invention. 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, based on the total amount of , 20%, 23%, 5%, 27%, 30%, 33%, 35%, and the upper limit is 80%, 70%, based on the total amount of the composition of the present invention; 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23% and 20%. When importance is placed on the reliability of the composition, the compounds represented by the formulas (L-1-3.1), (L-1-3.3) and (L-1-3.4) It is preferable to combine two or more kinds of compounds selected from the following. When importance is placed on the response speed of the composition, the compounds are represented by the formula (L-1-1.3) and the formula (L-1-2.2). It is preferable to combine two or more compounds selected from the above compounds.
The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-6).

(In the formula, R ^L17 and R ^L18 each independently represent a methyl group or a hydrogen atom.)
The lower limit of the preferable content of the compound represented by the formula (L-1-6) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, and 15%. , 17%, 20%, 23%, 25%, 27%, 30%, and 35%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38% based on the total amount of the composition of the present invention. %, 35%, 33%, and 30%.

  Further, the compound represented by the general formula (L-1-6) is a compound selected from the compound group represented by the formula (L-1-6.3) from the formula (L-1-6.1). Preferably, there is.

  The compound represented by formula (L-2) is the following compound.

(In the formula, R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in Formula (L).)
^RL21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and ^RL22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. Alkoxy groups of formulas 1 to 4 are preferred.

  The compound represented by formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they can be used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, five kinds or more.

  When importance is placed on solubility at low temperatures, a higher content is more effective. Conversely, when response speed is more important, a lower content is more effective. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  The lower limit of the preferable content of the compound represented by the formula (L-2) based on the total amount of the composition of the present invention is 1%, 2%, 3%, or 5%. , 7% and 10%. The preferred upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% based on the total amount of the composition of the present invention. %, 5%, and 3%.

  Further, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6), Compounds represented by (L-2.1), Formula (L-2.3), Formula (L-2.4), and Formula (L-2.6) are preferable.

  The compound represented by formula (L-3) is the following compound.

(In the formula, R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in formula (L).)
R ^L31 and R ^L32 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.

  The compound represented by formula (L-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they can be used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, five kinds or more.

  The lower limit of the preferable content of the compound represented by the formula (L-3) based on the total amount of the composition of the present invention is 1%, 2%, 3%, or 5%. , 7% and 10%. The preferred upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% based on the total amount of the composition of the present invention. %, 5%, and 3%.

  When a high birefringence is to be obtained, setting the content higher is more effective. Conversely, when emphasizing high Tni, setting the content lower is more effective. Further, in order to improve dripping marks and seizure characteristics, it is preferable to set the content range in the middle.

  Further, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.7), The compound represented by the formula (L-3.7) from (L-3.2) is preferable.

  The compound represented by formula (L-4) is as follows.

(In the formula, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in formula (L).)
^RL41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and ^RL42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. Alkoxy groups of formulas 1 to 4 are preferred. )
The compound represented by formula (L-4) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in an appropriate combination according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

  In the composition of the present invention, the content of the compound represented by the general formula (L-4) may be selected from the group consisting of solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, drop marks, It is necessary to appropriately adjust according to required performance such as image sticking and dielectric anisotropy.

  The lower limit of the preferable content of the compound represented by the formula (L-4) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferred content of the compound represented by the formula (L-4) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, and 5%.

  The compound represented by Formula (L-4) is preferably, for example, a compound represented by Formula (L-4.1) to Formula (L-4.3).

  Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by the formula (L-4.1) is contained, the compound represented by the formula (L-4.1) -4.2), it contains both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2). May be included, or may include all the compounds represented by the formulas (L-4.1) to (L-4.3). The lower limit of the preferable content of the compound represented by the formula (L-4.1) or (L-4.2) relative to the total amount of the composition of the present invention is 3%, and 5% Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, with a preferred upper limit of 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .

  When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, the content of the both compounds is based on the total amount of the composition of the present invention. The preferred lower limit of the content is 15%, 19%, 24%, and 30%, and the preferred upper limit is 45, 40%, 35%, and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

  The compound represented by Formula (L-4) is preferably, for example, a compound represented by Formula (L-4.4) to Formula (L-4.6), and preferably represented by Formula (L-4.4). ) Is preferable.

  Depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by the formula (L-4.4) is contained, the compound represented by the formula (L-4.4) -4.5), it contains both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5). May be.

  The lower limit of the preferable content of the compound represented by the formula (L-4.4) or (L-4.5) relative to the total amount of the composition of the present invention is 3%, and 5% Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limits are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %, 10%, and 8%.

  When both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, the content of both compounds is based on the total amount of the composition of the present invention. The preferred lower limit of the content is 15%, 19%, 24%, and 30%, and the preferred upper limit is 45, 40%, 35%, and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

  The compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and particularly preferably the compound represented by the formula (L-4. The compound represented by 9) is preferred.

  The compound represented by formula (L-5) is as follows.

(In the formula, R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in formula (L).)
R ^L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. Alkoxy groups of formulas 1 to 4 are preferred.

  The compound represented by formula (L-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they can be used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, five kinds or more.

  In the composition of the present invention, the content of the compound represented by the general formula (L-5) is as follows: solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, drop marks, It is necessary to appropriately adjust according to required performance such as image sticking and dielectric anisotropy.

  The lower limit of the preferable content of the compound represented by the formula (L-5) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, or 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferable content of the compound represented by the formula (L-5) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, and 5%.

  The compound represented by the formula (L-5) is preferably a compound represented by the formula (L-5.1) or the formula (L-5.2), and particularly preferably the compound represented by the formula (L-5. It is preferably a compound represented by 1).

  The lower limit of the preferable content of these compounds based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

  The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).

  The lower limit of the preferable content of these compounds based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

  The compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formula (L-5.5) to the formula (L-5.7), and particularly preferably the compound represented by the formula (L-5): It is preferably a compound represented by L-5.7).

  The lower limit of the preferable content of these compounds based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

  The compound represented by formula (L-6) is as follows.

(Wherein, R ^L61 and R ^L62 each independently represent the same meaning as R ^L1 and R ^L2 in formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom. )
R ^L61 and R ^L62 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of X ^L61 and X ^L62 is a fluorine atom and the other is a hydrogen atom Is preferred.

  The compound represented by formula (L-6) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they can be used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, four kinds, five kinds or more.

  The lower limit of the preferable content of the compound represented by the formula (L-6) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, or 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferable content of the compound represented by the formula (L-6) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, and 5%. When emphasis is placed on increasing Δn, it is preferable to increase the content, and when emphasis is placed on precipitation at low temperature, it is preferable that the content is low.

  The compound represented by formula (L-6) is preferably a compound represented by formula (L-6.1) to formula (L-6.9).

  There are no particular restrictions on the types of compounds that can be combined, but one to three of these compounds are preferred, and one to four are more preferred. In addition, since the wide molecular weight distribution of the selected compound is also effective for solubility, for example, one kind of the compound represented by the formula (L-6.1) or (L-6.2), 6.4) or one kind of the compound represented by (L-6.5), and one kind of the compound represented by the formula (L-6.6) or (L-6.7), one kind of the compound represented by the formula (L It is preferable to select one kind of compound from the compounds represented by -6.8) or (L-6.9) and appropriately combine them. Among them, the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9) are used. Preferably, it contains a compound.

  Further, the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17). L-6.11).

  The lower limit of the preferable content of these compounds based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

  The compound represented by formula (L-7) is the following compound.

^{(Wherein, R L71} and ^{R L72} each independently represent the same meaning as ^{R L1} and ^{R L2} in Formula ^{(L), A L71} and ^{A L72} is ^{A L2} and in the general formula (L) independently A represents the same meaning as A ^L3 , but the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted by a fluorine atom, and Z ^L71 represents the same meaning as Z ^L2 in formula (L); X ^L71 and X ^L72 each independently represent a fluorine atom or a hydrogen atom.)
In the formula, R ^L71 and R ^L72 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^L71 and A ^L72 Are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted by fluorine atoms, and Z ^L71 is A bond or —COO— is preferable, a single bond is preferable, and X ^L71 and X ^L72 are preferably a hydrogen atom.

  There are no particular restrictions on the types of compounds that can be combined, but they are combined according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound to be used is, for example, one kind in one embodiment of the present invention, two kinds, three kinds, and four kinds.

  In the composition of the present invention, the content of the compound represented by the general formula (L-7) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, drop marks, It is necessary to appropriately adjust according to required performance such as image sticking and dielectric anisotropy.

  The lower limit of the preferable content of the compound represented by the formula (L-7) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, or 5%. , 7%, 10%, 14%, 16%, and 20%. The upper limit of the preferable content of the compound represented by the formula (L-7) relative to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. , 18%, 15%, 10%, and 5%.

  It is preferable to increase the content of the compound represented by the formula (L-7) when an embodiment having a high Tni is desired for the composition of the present invention, and to increase the content when an embodiment having a low viscosity is desired. Is preferably reduced.

  Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and more preferably a compound represented by the formula (L-7. The compound represented by 2) is preferred.

  Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13), and more preferably a compound represented by the formula (L-7. It is preferably a compound represented by 11).

  Furthermore, the compound represented by the general formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23). The compound represented by the formula (L-7.21) is preferable.

  Furthermore, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and more preferably the compound represented by the formula (L-7. 31) or / and a compound represented by the formula (L-7.32).

  Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and more preferably a compound represented by the formula (L-7. 41) and / or a compound represented by the formula (L-7.42).

  Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.51) to the formula (L-7.53).

The liquid crystal composition according to the present invention contains the polymerizable monomer represented by the general formula (I) and the spontaneous alignment monomer, but may use other polymerizable compounds in combination. That is, the liquid crystal composition according to the present invention preferably further includes a polymerizable compound represented by the general formula (II).
As the other polymerizable compound, general formula (II):

^{(Wherein, R 201, R 202, R} 203, R 204, R 205, R 206, R 207, R 208, R 209 and ^{R 210} each ^{independently,} P 21 ^{-S 21} -, fluorine atom substituted alkyl groups from which may carbon number of 1 18 of an alkoxy group having from good carbon atoms 1 be substituted by a fluorine atom 18, represent either a fluorine atom or a hydrogen atom, P ²¹ is the general formula (I) represents any of (RI) to (R-IX),
S ²¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more —CH ₂ — in the alkylene group are —O—, -OCO- or -COO- may be substituted,
n ²¹ represents 0, 1 or 2;
A ²¹ is
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl, one -CH = or two or more non-adjacent -CH = present in the group may be replaced by -N =.)
Wherein the group (a), the group (b) and the group (c) each independently represent an alkyl group having 1 to 12 carbon atoms or an alkyl group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^P 21 ^{-S 21} - be substituted with good,
At least one or more ^P 21 ^{-S 21} in one molecule of the general formula (II) - have,
L ²¹ represents a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - COO -, - OCO -, - CH = CR a -COO -, - ^{CH = CR a -OCO -, -} COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) z -OCO -, - OCO- ( CH ₂ ) _z —, —COO— (CH ₂ ) _z —, —CH ＝ CH—, —CF ₂ O—, —OCF ₂ —, or —C 中 C— (wherein ^Ra is each independently hydrogen. Represents an atom or an alkyl group having 1 to 3 carbon atoms, and in the above formula, z independently represents an integer of 1 to 4.)
When a plurality of P ²¹ , S ²¹ , and A ²¹ are present, they may be the same or different, except for the compound represented by the general formula (I). )) Are preferred.

  The liquid crystal composition containing the polymerizable compound represented by the general formula (I) and the polymerizable compound represented by the general formula (II) is effective from the viewpoint that occurrence of display failure can be further reduced.

In the general formula (II), the compound represented by the general formula (II) preferably has one or more P ²¹ —S ²¹ — in one molecule, and preferably four or less P ²¹ —S ²¹ −. It is preferable that the number of P ²¹ —S ²¹ — present in one molecule of the general formula (II) is 1 or more and 4 or less, more preferably 1 or more and 3 or less, and the general formula (II) The number of P ²¹ —S ²¹ — in the molecule of the compound represented by is particularly preferably 2 or 3.

That is, the compound represented by formula (II), and two benzene rings, a structure in which the ring ^{A 21} is linked if necessary, in these two benzene rings and ring ^{A 21 P 21 -S 21} - the Since the compound has at least one, the compound represented by the general formula (II) has an action and an effect as a polymerizable compound.

In the above general formula (II), one or more selected from the group consisting of R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ and R ²¹⁰ If it ^{is, R 201, R 202, R} 204, R 207, R 209 or one or two or more either ^{R 210} is ^{P 21 -S} 21 - - but ^P 21 ^{-S 21} is preferably , R ²⁰¹ and R ²¹⁰ are more preferably P ²¹ —S ²¹ —.

In the general formula (II), R ²⁰¹ and R ²¹⁰ are preferably each independently P ²¹ —S ²¹ —, and in this case, R ²⁰¹ and R ²¹⁰ are the same P ²¹ —S ²¹ — even different ^P 21 ^{-S 21} - may be.

In the general formula ^{(II), R 201, R} 202, R 203, R 204, R 205, R 206, R 207, R 208, R 209 and ^{R 210} each ^{independently,} P 21 ^{-S 21} - Represents an alkyl group having 1 to 18 carbon atoms that may be substituted by a fluorine atom, an alkoxy group having 1 to 18 carbon atoms that may be substituted by a fluorine atom, a fluorine atom or a hydrogen atom, In this case, the number of carbon atoms of the alkyl group and the alkoxy group is preferably 1 to 16, more preferably 1 to 10, further preferably 1 to 8, still more preferably 1 to 6, It is more preferably 1 to 4, and particularly preferably 1 to 3. The alkyl group and the alkoxy group may be linear or branched, but are particularly preferably linear.

In the general formula (II), R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ^208, and R ²⁰⁹ are each independently P ²¹ -S ²¹ -or a group having 1 carbon atom. 3 is preferably an alkyl group, a fluorine atom or a hydrogen atom, more preferably P ²¹ —S ²¹ —, a fluorine atom or a hydrogen atom, and even more preferably a fluorine atom or a hydrogen atom.

P ²¹ is preferably the formula (R-1), more preferably an acryl group or a methacryl group, and further preferably a methacryl group.

S ²¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.

In the general formula (II), n ²¹ is preferably 0 or 1.

In the general formula (II), A ²¹ is preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and more preferably a 1,4-phenylene group.

In the above general formula (II), L ²¹ is a single bond, —OCH ₂ —, —CH ₂ O—, —C ₂ H ₄ —, —COO—, —OCO—, —CH ＝ CH—COO—, — CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, —COO—C ₂ H ₄ —, —CH ＝ CH—, —CF ₂ O—, —OCF ₂ — or —C≡C— is preferred.

  The content of the polymerizable compound represented by the general formula (II) is 0.01 to 5% by mass, and the lower limit of the content is preferably 0.02% by mass, more preferably 0.03% by mass, and 0% by mass. 0.04% by mass is preferable, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, and 0.1% is preferable. % By mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, and 0.4% by mass is preferable. Is preferably 0.5% by mass, more preferably 0.55% by mass, and the upper limit of the content is preferably 4.5% by mass, preferably 4% by mass, more preferably 3.5% by mass, and preferably 3% by mass. , Preferably 2.5% by mass, more preferably 2% by mass. Preferably, 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, 0.8% by mass is preferable, and 0.1% by mass is preferable. 75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, and 0.55 mass% is preferable.

In the entire liquid crystal composition (100% by mass) according to the present invention, the upper limit of the total content of the polymerizable compounds represented by Formulas (I) and (II) is preferably 6% by mass, 5.8% by mass is preferable, 5.5% by mass is preferable, 5.2% by mass is preferable, 5% by mass is preferable, 4.8% by mass is preferable, 4.6% by mass is preferable, and 4.4% by mass is used. % Is preferable, 4.2% by mass is preferable, 4% by mass is preferable, 3.5% by mass is preferable, 3% by mass is preferable, 2.5% by mass is preferable, 2% by mass is preferable, and 1.5% by mass is preferable. % Is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, 0.8% by mass is preferable, 0.75% by mass is preferable, 0.7 mass% is preferred, 0.65 mass% is preferred, Preferably .6% by weight, preferably 0.55% by mass.
The lower limit of the total content is preferably 0.02% by mass, more preferably 0.03% by mass, preferably 0.04% by mass, preferably 0.05% by mass, and preferably 0.06% by mass. 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, 0.1% by mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, and 0.25% by mass is preferable. % By mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, 0.4% by mass is preferable, and 0.5% by mass is preferable.

  The compound represented by the general formula (II) according to the present invention is preferably a polymerizable compound represented by the general formula (IV).

In the general formula (IV), R ⁷ and R ⁸ each independently represent any of the above formulas (R-1) to (R-9), and X ¹ to X ⁸ each independently represent Represents a trifluoromethyl group, a fluorine atom or a hydrogen atom.

In the above general formula (IV), R ⁷ and R ⁸ are preferably each independently a methacryl group or an acryl group.

  The compound represented by the general formula (IV) is more preferably one or more selected from the group consisting of the formulas (IV-11) to (IV-15), and more preferably a compound represented by the formula (IV- 11) is particularly preferred.

  When the polymerizable compounds represented by the formulas (IV-11) to (IV-15) are used in combination with the general formula (I), a more favorable alignment state is obtained.

  The compound represented by formula (II) according to the present invention is specifically preferably, for example, a compound represented by formula (XX-1) to formula (XX-13), and preferably represented by formula (XX-1) And the formula (XX-7) is more preferred.

In the general formula (XX-13) from the formula (XX-1), ^{Sp xx} is an alkylene group or -O- _{(CH 2) s} 1 to 8 carbon atoms - (In the formula, s an integer from 1 7 And the oxygen atom is bonded to the ring.).

Formula (XX-1) from the formula (XX-13) in the hydrogen atom in the 1,4-phenylene group, _{further, -F, -Cl, -CF 3,} -CH 3 or formula (R-1) May be substituted by any of the formulas (R-15).

  Further, as the compound represented by the general formula (II), for example, a polymerizable compound represented by the formulas (M1) to (M18) is preferable.

  Further, a polymerizable compound represented by the formulas (M19) to (M34) is also preferable.

Hydrogen atoms in the 1,4-phenylene group and naphthalene group in the formula (M34) from equation (M19) is further, -F, _-Cl, -CF 3, may be substituted by -CH _3.

  Further, as the compound represented by the general formula (II), polymerizable compounds represented by the formulas (M35) to (M65) are also preferable.

  In the liquid crystal composition according to the present invention, the content of the polymerizable compound represented by Formula (M1) to Formula (M65) based on the entire liquid crystal composition is 0.01 to 5% by mass, but the lower limit of the content is lower. Is preferably 0.02% by mass, preferably 0.03% by mass, more preferably 0.04% by mass, preferably 0.05% by mass, preferably 0.06% by mass, and preferably 0.07% by mass. 0.08% by mass is preferable, 0.09% by mass is preferable, 0.1% by mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, and 0.3% is preferable. % By mass is preferable, 0.35% by mass is preferable, 0.4% by mass is preferable, 0.5% by mass is preferable, 0.55% by mass is preferable, and the upper limit of the content is 4.5% by mass, 4% by mass is preferred, and 3.5% by mass is preferred. 3% by mass is preferable, 2.5% by mass is preferable, 2% by mass is preferable, 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, and 0.9% by mass is preferable. Preferably, 0.85 mass% is preferable, 0.8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, 0.55% by mass is preferred.

  The liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a light stabilizer or an infrared absorber, in addition to the above-mentioned compounds.

  Examples of the antioxidant include hindered phenols represented by the general formulas (H-1) to (H-4).

In the general formulas (H-1) to (H-4), R ^H1 represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or It represents an alkenyloxy group having 2 to 10 carbon atoms, one -CH ₂ present in the radical - or non-adjacent two or more -CH ₂ - are each independently -O- or -S- And one or more hydrogen atoms present in the group may be each independently replaced with a fluorine atom or a chlorine atom. More specifically, it may be an alkyl group having 2 to 7 carbon atoms, an alkoxy group having 2 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms or an alkenyloxy group having 2 to 7 carbon atoms. More preferably, it is an alkyl group having 3 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms.

In the general formula (H-4), ^MH4 represents an alkylene group having 1 to 15 carbon atoms (one or two or more —CH ₂ — in the alkylene group are represented by — O -, - CO -, - COO -, - OCO- may be substituted _{in), -. OCH 2 -,} - CH 2 O -, - COO -, - OCO -, - CF 2 O -, - _{OCF 2 -, - CF 2 CF} 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - CH = CH -, - C≡C—, a single bond, a 1,4-phenylene group (arbitrary hydrogen atoms in the 1,4-phenylene group may be substituted by fluorine atoms) or a trans-1,4-cyclohexylene group Represents an alkylene group having 1 to 14 carbon atoms, The number of carbon atoms is preferably large in consideration of the above, but the number of carbon atoms is preferably not too large in consideration of viscosity, so that the number of carbon atoms is more preferably 2 to 12, more preferably 3 to 10, More preferably, it has 4 to 10 carbon atoms, more preferably has 5 to 10 carbon atoms, and still more preferably has 6 to 10 carbon atoms.

  In the general formulas (H-1) to (H-4), one or two or more non-adjacent -CH = in the 1,4-phenylene group may be substituted by -N =. Further, the hydrogen atoms in the 1,4-phenylene group may be each independently substituted with a fluorine atom or a chlorine atom.

General formula (H-1) in the general formula (H-4), 1,4- cyclohexylene one in groups or non-adjacent two or more -CH ₂ - is replaced by -O- or -S- It may be. Further, the hydrogen atoms in the 1,4-cyclohexylene group may be each independently substituted with a fluorine atom or a chlorine atom.

  More specifically, for example, formulas (H-11) to (H-15) are mentioned.

  When the liquid crystal composition of the present invention contains an antioxidant, it is preferably at least 10 ppm by mass, more preferably at least 20 ppm by mass, and preferably at least 50 ppm by mass. When the antioxidant is contained, the upper limit is 10,000 ppm by mass, preferably 1,000 ppm by mass, more preferably 500 ppm by mass, and preferably 100 ppm by mass.

  The liquid crystal composition of the present invention has a dielectric anisotropy (Δε) at 20 ° C. of from −2.0 to −8.0, preferably from −2.0 to −6.0, and more preferably from −2.0 to −6.0. -5.0 is more preferred, and -2.5 to -5.0 is particularly preferred.

  The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20 ° C. of 0.08 to 0.14, more preferably 0.09 to 0.13, and more preferably 0.09 to 0.12. Particularly preferred. More specifically, when it corresponds to a thin cell gap, it is preferably 0.10 to 0.13, and when it corresponds to a thick cell gap, it is preferably 0.08 to 0.10.

  The liquid crystal composition of the present invention has a viscosity (η) at 20 ° C. of 10 to 50 mPa · s, preferably 10 to 45 mPa · s, more preferably 10 to 40 mPa · s, and preferably 10 to 35 mPa · s. S, preferably 10 to 30 mPa · s, more preferably 10 to 25 mPa · s, particularly preferably 10 to 22 mPa · s.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 20 ° C. of 50 to 160 mPa · s, preferably 55 to 160 mPa · s, more preferably 60 to 160 mPa · s, and preferably 60 to 160 mPa · s. To 150 mPa · s, preferably 60 to 140 mPa · s, more preferably 60 to 130 mPa · s, preferably 60 to 125 mPa · s, and 60 to 120 mPa · s. It is more preferably 60 to 115 mPa · s, more preferably 60 to 110 mPa · s, and particularly preferably 60 to 100 mPa · s.

The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T _ni ) of 60 ° C to 120 ° C, more preferably 70 ° C to 100 ° C, and particularly preferably 70 ° C to 85 ° C.

  For example, when the entire liquid crystal composition according to the present invention exhibits a negative dielectric anisotropy, a spontaneous alignment monomer, a polymerizable monomer represented by the general formula (I), a general formula (N-1), It is preferable to include one or more compounds selected from the compounds represented by (N-2) and (N-3) and a compound represented by formula (L).

  In the entire liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, one or more polymerizable monomers represented by the general formula (I), and a compound represented by the general formula (N- 1), the upper limit value of the ratio of the components constituted only by the compounds represented by the general formulas (N-2), (N-3) and (L) is 100% by mass and 99% by mass. , 98%, 97%, 96%, 95%, 94%, 93%, 92%, 91%, 90%, 89%, 88%, 87%, 86% It is preferable to be 85% by mass, 85% by mass, and 84% by mass.

  Further, in the entire liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, one or more polymerizable monomers represented by the general formula (I), and the general formula (I) N-1), the lower limit of the proportion occupied by the components composed only of the compounds represented by formulas (N-2), (N-3) and (L) is 78% by mass, Mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass% , 95% by mass, 96% by mass, 97% by mass, 98% by mass and 99% by mass.

  In the entire liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, one or more polymerizable monomers represented by the general formula (I), and a compound represented by the general formula (N- 1a), composed of only compounds represented by the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), the general formula (N-1e) and the general formula (L) The upper limit of the ratio of the components is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass. It is preferable that they are respectively 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, and 84% by mass.

  Further, in the entire liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, one or more polymerizable monomers represented by the general formula (I), and the general formula (I) (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and compound represented by general formula (L) The lower limit of the ratio of the components to be used is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, and 90% by mass. , 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, 98% by mass and 99% by mass.

    In the whole liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, the polymerizable monomer represented by the general formula (I), and the polymerizable compound represented by the general formula (II) And general formulas (N-1a), (N-1b), (N-1c), (N-1d), (N-1e) and (L). The upper limit value of the ratio of the component constituted only by the compound is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, and 92% by mass. %, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, and 85% by mass.

  In the whole liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, the polymerizable monomer represented by the general formula (I), and the polymerization represented by the general formula (II) Compounds represented by the general formulas (N-1a), (N-1b), (N-1c), (N-1d), (N-1e) and (L) The lower limit of the proportion occupied by the component composed only of the compound represented is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, It is preferably 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass and 98% by mass.

  In the whole liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, the polymerizable monomer represented by the general formula (I), and the polymerizable compound represented by the general formula (II) And general formulas (N-1a), (N-1b), (N-1c), (N-1d), (N-1e) and (L). The upper limit value of the ratio of the component constituted only by the compound is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, and 92% by mass. %, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, and 85% by mass.

  In the whole liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, the polymerizable monomer represented by the general formula (I), and the polymerization represented by the general formula (II) Compounds represented by the general formulas (N-1a), (N-1b), (N-1c), (N-1d), (N-1e) and (L) The lower limit of the proportion occupied by the component composed only of the compound represented is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, It is preferably 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass and 98% by mass.

  In the entire liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, two or more polymerizable monomers represented by the general formula (II-1), and a compound represented by the general formula (N-1a) ), A component composed only of the compounds represented by the general formulas (N-1b), (N-1c), (N-1d), (N-1e) and (L) Are 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass %, 89% by mass, 88% by mass, 87% by mass, 86% by mass, and 85% by mass.

  Further, in the entire liquid crystal composition according to the present invention, one or more spontaneous alignment monomers, two or more polymerizable monomers represented by the general formula (II-1), and a general formula (N -1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and compound represented by general formula (L). The lower limit value of the ratio of the components occupying 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, It is preferably 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass and 98% by mass.

  Further, in the case where importance is placed on the alignment property, the liquid crystal composition according to the present invention may include one or more spontaneous alignment monomers and one or more polymerizable compounds represented by the general formula (I). And a monomer, which must include the general formula (N-1-1), the general formula (N-1-2), the general formula (N-1-3) or the general formula (N-1-4) Is preferred.

When the response speed is important, the liquid crystal composition according to the present invention may include one or more spontaneous alignment monomers and one or more polymerizable compounds represented by the general formula (I). And a monomer, and preferably a general formula (N-1-10) or a general formula (N-1-11).
Further, in the case where importance is placed on the alignment property, the liquid crystal composition according to the present invention may include one or more spontaneous alignment monomers and one or more polymerizable compounds represented by the general formula (I). A monomer and one or more polymerizable compounds represented by the general formula (II) are essentially contained, and the general formula (N-1-1), the general formula (N-1-2), It preferably contains the formula (N-1-3) or the general formula (N-1-4).

  When the response speed is important, the liquid crystal composition according to the present invention may include one or more spontaneous alignment monomers and one or more polymerizable compounds represented by the general formula (I). It essentially contains a monomer and one or more polymerizable compounds represented by the general formula (II), and includes a general formula (N-1-10) or a general formula (N-1-11) Is preferred.

  In addition, the liquid crystal composition according to the present invention has one or more spontaneous alignment monomers and two or more polymerizable compounds represented by the general formula (II-1) when importance is placed on alignment. And the formula (N-1-1), the general formula (N-1-2), the general formula (N-1-3) or the general formula (N-1-4). preferable.

  When the response speed is important, the liquid crystal composition according to the present invention may include one or more spontaneous alignment monomers and two or more polymerizable compounds represented by the general formula (II-1). And it is preferable to include the general formula (N-1-10) or the general formula (N-1-11).

  In the whole liquid crystal composition according to the present invention, general formula (N-1-4), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-d) 1e) and the upper limit of the proportion of the component composed of only the compound represented by the general formula (L) is 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, and 94% by mass. , 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass and 84% by mass.

  Further, in the whole liquid crystal composition according to the present invention, general formula (N-1-4), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1d) The lower limit of the proportion occupied by the component composed of only the compound represented by N-1e) and the general formula (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass. Mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass% It is preferable that

  In the whole liquid crystal composition according to the present invention, general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) , General formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and compound represented by general formula (L-6) The upper limit of the ratio of the components is 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass. It is preferable that they are mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%, 83 mass%, 82 mass%, 81 mass%, and 80 mass%.

  Further, in the entire liquid crystal composition according to the present invention, the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N- 1e) and a compound represented by formula (L-1), formula (L-3), formula (L-4), formula (L-5) or formula (L-6). The lower limit of the ratio of the components to be used is 68% by mass, 70% by mass, 71% by mass, 73% by mass, 75% by mass, 78% by mass, 80% by mass, 81% by mass, 83% by mass, and 85% by mass. , 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98% It is preferably mass%.

  The liquid crystal display device using the liquid crystal composition of the present invention has a remarkable feature of high-speed response, in addition, a sufficient tilt angle is obtained, and there is no unreacted polymerizable compound, or there is no problem. Since the voltage holding ratio (VHR) is high and the voltage holding ratio (VHR) is high, defects such as poor alignment and poor display are sufficiently suppressed. Further, since the tilt angle and the residual amount of the polymerizable compound can be easily controlled, it is easy to optimize and reduce the energy cost for the production, which is optimal for improving the production efficiency and for stable mass production.

  The liquid crystal display device using the liquid crystal composition of the present invention is particularly useful for a liquid crystal display device for driving an active matrix, and is a liquid crystal display device for a PSA mode, a PSVA mode, a VA mode, a PS-IPS mode or a PS-FFS mode. Can be used.

  The liquid crystal display element according to the present invention includes a first substrate and a second substrate which are disposed to face each other, a common electrode provided on the first substrate or the second substrate, and the first substrate or the second substrate. It is preferable to have a pixel electrode provided over the second substrate and having a thin film transistor, and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate. If necessary, an alignment film for controlling the alignment direction of liquid crystal molecules may be provided on at least one of the first and / or second substrates so as to be in contact with the liquid crystal layer. As the alignment film, a vertical alignment film or a horizontal alignment film can be appropriately selected according to the driving mode of the liquid crystal display element, and a rubbing alignment film (for example, polyimide) or a photo alignment film (for example, decomposable polyimide). Can be used. Further, a color filter may be appropriately provided over the first substrate or the second substrate, and a color filter may be provided over the pixel electrode or the common electrode.

  The two substrates of the liquid crystal cell used in the liquid crystal display device according to the present invention can be made of a flexible transparent material such as glass or plastic, and one of them may be an opaque material such as silicon. A transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

  The color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. An example of a method for producing a color filter by a pigment dispersion method is described below. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to a patterning treatment, and cured by heating or light irradiation. By performing this step for each of the three colors red, green, and blue, a pixel portion for a color filter can be created. In addition, a pixel electrode provided with an active element such as a TFT, a thin film diode, a metal insulator and a metal specific resistance element may be provided on the substrate.

  It is preferable that the first substrate and the second substrate face each other such that a common electrode and a pixel electrode layer are on the inside.

  The distance between the first substrate and the second substrate may be adjusted via a spacer. At this time, it is preferable to adjust the thickness of the light control layer to be 1 to 100 μm. When a polarizing plate is used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so as to maximize the contrast. When there are two polarizing plates, the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good. Further, a retardation film for widening the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and a photoresist material. Thereafter, a sealant such as an epoxy-based thermosetting composition is screen-printed on the substrates in a form provided with a liquid crystal injection port, the substrates are attached to each other, and the sealant is thermally cured by heating.

  As a method for holding the liquid crystal composition between two substrates, a normal vacuum injection method, an ODF method, or the like can be used.

  A second aspect of the present invention is a liquid crystal composition used for a liquid crystal display element having no alignment film on at least one substrate surface of a pair of substrates, including a polymerizable compound having two or more biphenyl skeletons. It is a liquid crystal composition. When two or more polymerizable compounds having a biphenyl group are contained, a difference occurs in the reaction rate, so that uneven alignment and poor display can be reduced.

  The polymerizable compound having a biphenyl skeleton may be any compound having a biphenyl skeleton in which two benzene rings are directly connected, and is a concept including terphenyl. Therefore, a polymerizable compound having two or more biphenyl skeletons means that there are two or more polymerizable compounds having a biphenyl skeleton in which two benzene rings are directly connected.

  The polymerizable compound having a biphenyl group according to the present invention has the following formula (II-1):

(In the general formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ is each independently P ²¹ —S ²¹ —, an alkyl group having 1 to 18 carbon atoms which may be substituted by a fluorine atom, an alkoxy group having 1 to 18 carbon atoms which may be substituted by a fluorine atom. , Represents a halogen atom (fluorine atom) or a hydrogen atom, P ²¹ represents any of (RI) to (R-IX) in the general formula (I), and S ²¹ represents a single bond or It represents an alkylene group having a carbon number of 1 to 15, -CH ₂ 1, two or more in the alkylene group - is, as the oxygen atoms are not directly adjacent, -O -, - OCO- or -COO- Is replaced by And n ²¹ represents 0, 1, or 2.).

In the formula (II-1), the compound represented by the formula (II-1) preferably has one or more P ²¹ —S ²¹ — in one molecule, and preferably has a P ^{21 of} 4 or less. -S ^21- is preferable, and the number of P ²¹ -S ^21- present in one molecule of the general formula (II) is preferably 1 or more and 4 or less, more preferably 1 or more and 3 or less. The number of P ²¹ -S ^21- in the molecule of the compound represented by the formula (II) is particularly preferably 2 or 3.

That is, the compound represented by the general formula (II-1) has two benzene rings (biphenyl structure), and has at least one P ²¹ -S ^21- in these two benzene rings. Therefore, the compound represented by the general formula (II) has an action and an effect as a polymerizable compound.

In the case of containing one or more kinds of P ²¹ -S ²¹ -in the above general formula (II-1), any one of R ²⁰¹ , R ²⁰² , R ²⁰⁴ , R ²⁰⁷ , R ²⁰⁹ or R ²¹⁰ or two or more of ^P 21 ^{-S 21} - is ^{preferably, R 201} and ^{R 210} are ^P 21 ^{-S 21} - is more preferable.

In the general formula (II-1), R ²⁰¹ and R ²¹⁰ are preferably each independently P ²¹ —S ²¹ —, and in this case, R ²⁰¹ and R ²¹⁰ are the same P ²¹ —S ^21. - even, different ^P 21 ^{-S 21} - may be.

In the general formula (II), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ are independently, P ^{21 -S} 21 ^-, an alkyl group substituted by fluorine atoms from a good carbon atoms 1 also 18, substituted from a good carbon atoms 1 be 18 alkoxy groups with a fluorine atom, a fluorine atom Or a hydrogen atom, and in this case, the alkyl group and the alkoxy group preferably have 1 to 16, more preferably 1 to 10, and still more preferably 1 to 8, It is still more preferably 1 to 6, still more preferably 1 to 4, and particularly preferably 1 to 3. The alkyl group and the alkoxy group may be linear or branched, but are particularly preferably linear.

In the above general formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ are each ^{independently,} P 21 ^{-S 21} -, alkyl group of one to three carbon atoms, alkoxy group having one to three carbon atoms, is preferably a fluorine atom or a hydrogen ^atom, P 21 ^{-S 21} -, More preferably a fluorine atom or a hydrogen atom, more preferably a fluorine atom or a hydrogen atom.

In the above general formula (II-1), P ²¹ is preferably the formula (RI), more preferably an acryl group or a methacryl group, further preferably a methacryl group.

In the above formula (II-1), S ²¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.

In the general formula (II-1), n ²¹ is preferably 0.

  The liquid crystal composition according to the present invention preferably contains 2 to 6 types of the polymerizable compound having a biphenyl group represented by the above general formula (II-1), more preferably 2 to 5 types, More preferably, two to four are contained, even more preferably two to three are contained, and two are particularly preferred. When two or more polymerizable compounds having a biphenyl group represented by the above general formula (II-1) having different chemical structures are included, a difference occurs in the reaction rate, so that it is possible to reduce alignment unevenness and display defects. it can.

  Further, as one of the polymerizable compounds having two or more biphenyl skeletons, a compound represented by the above general formula (Ia) may be used.

  Examples of the polymerizable compound having a biphenyl skeleton that can be suitably used in the liquid crystal composition according to the present invention include the polymerizable compounds represented by the formulas (XX-1) to (XX-13) and the formulas RM-1 To RM-14 and Formulas I-1-1 to I-7-6.

  Therefore, in the liquid crystal composition according to the present invention, as a preferable embodiment of the polymerizable compound having two or more biphenyl skeletons, the polymerizable compounds represented by the above formulas (XX-1) to (XX-13) A compound, a polymerizable compound represented by the above formulas RM-1 to RM-14, and a polymerizable compound represented by the formulas I-1-1 to I-7-6. .

  The total content of the polymerizable compound having two or more biphenyl skeletons is from 0.02 to 10% by mass, and the lower limit of the content is preferably 0.02% by mass, more preferably 0.03% by mass, 0.04% by mass is preferable, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, and 0.09% by mass is preferable. 1 mass% is preferable, 0.15 mass% is preferable, 0.2 mass% is preferable, 0.25 mass% is preferable, 0.3 mass% is preferable, 0.35 mass% is preferable, and 0.4 mass% %, Preferably 0.5% by mass, more preferably 0.55% by mass, and the upper limit of the content is 5% by mass, 4.5% by mass, preferably 4% by mass, and 3.5% by mass. Preferably 3% by mass, 2.5 quality % Is preferable, 2% by mass is preferable, 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, and 0.1% by mass is preferable. 8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, and 0.55 mass% is preferable.

  The liquid crystal composition according to the present invention preferably has a chemical structure different from each of the polymerizable compounds having two or more biphenyl skeletons, and preferably includes a spontaneous alignment monomer having a polar group.

  As the spontaneous alignment monomer, the above-described spontaneous monomer can be suitably used.

  In addition, as a preferable embodiment of the liquid crystal composition according to the present invention, two or more polymerizable compounds having a biphenyl group represented by the general formula (II-1) and one or more spontaneous alignment monomers are used. It includes two or more kinds, a compound group represented by the general formulas (N-1a) to (N-1g), and a compound represented by the general formula (L). It preferably occupies 100% by mass.

A third aspect of the present invention is a first substrate and a second substrate disposed to face each other, a liquid crystal layer filled between the first substrate and the second substrate, and the first substrate On each pixel, a plurality of gate bus lines and data bus lines arranged in a matrix, thin film transistors provided at intersections of the gate bus lines and data bus lines, and pixel electrodes driven by the thin film transistors are provided for each pixel. An electrode layer, a common electrode formed on the first substrate or the second substrate, and a polymerizable compound having two or more biphenyl skeletons between the first substrate and the second substrate A liquid crystal display device having a cured resin component and having no alignment film on at least one substrate surface.
As a method of polymerizing the polymerizable compound or the polymerizable monomer and the spontaneous alignment monomer contained in the liquid crystal composition of the present invention, in order to obtain good alignment performance of the liquid crystal, an appropriate polymerization rate is desirable, A method of polymerizing by irradiating an active energy ray such as an electron beam or the like singly or in combination or sequentially is preferable. When ultraviolet light is used, a polarized light source or a non-polarized light source may be used. In addition, when performing polymerization in a state where the liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to active energy rays. Further, at the time of light irradiation, after only a specific portion is polymerized using a mask, by changing conditions such as an electric field, a magnetic field, or a temperature, the orientation state of the unpolymerized portion is changed, and the active energy ray is further irradiated. Alternatively, a method of performing polymerization by using the same may be used. In particular, when performing ultraviolet exposure, it is preferable to perform ultraviolet exposure while applying an AC electric field to the liquid crystal composition. The applied AC electric field is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the PSVA mode liquid crystal display device, it is preferable to control the pretilt angle from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

  The temperature at the time of irradiation with an active energy ray such as an ultraviolet ray or an electron beam used for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited. For example, when the liquid crystal composition of the present invention is applied to a liquid crystal display device including a substrate having an alignment film, the temperature is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition is maintained. It is preferable to polymerize at a temperature close to room temperature, that is, typically at 15 to 35 ° C.

  On the other hand, for example, when the liquid crystal composition of the present invention is applied to a liquid crystal display device having a substrate having no alignment film, the irradiation at the time of application to a liquid crystal display device having a substrate having the above alignment film is performed. The temperature range may be wider than the temperature range.

As a lamp that generates ultraviolet light, a metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, or the like can be used. Further, as the wavelength of the ultraviolet light to be irradiated, it is preferable to irradiate ultraviolet light in a wavelength region other than the absorption wavelength region of the liquid crystal composition, and it is preferable to cut off the ultraviolet light when necessary. The intensity of the irradiated ultraviolet light is preferably from 0.1 mW / cm ^{2 to} 100 W / cm ^{2, and} more preferably from ² mW / cm ^{2 to} 50 W / cm ² . The energy amount of the irradiated ultraviolet light can be appropriately adjusted, but is preferably from 10 mJ / cm ² to 500 J / cm ^2, more preferably from 100 mJ / cm ² to 200 J / cm ² . When irradiating the ultraviolet rays, the intensity may be changed. The time for irradiating the ultraviolet rays is appropriately selected depending on the intensity of the irradiating ultraviolet rays, but is preferably from 10 seconds to 3600 seconds, more preferably from 10 seconds to 600 seconds.

  A third aspect of the present invention is a compound represented by the general formula (I).

(In the general formula (I), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ are each independently P ¹¹ -S ^11. - represents an alkyl group having from 1 to 18 carbon atoms, an alkoxy group having from 1 to 18 carbon atoms, or halogen atom or a hydrogen atom, P ¹¹ is the formula of the following formula (R-I) (R- IX),

(In the above formulas (RI) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms. , W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more -CH _2- in the alkylene group is -O-, -OCO- or -COO- may be substituted,
n ¹¹ represents 0, 1 or 2;
A ¹¹ represents the following groups (a), (b) and (c):
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl, one -CH = or two or more non-adjacent -CH = present in the group may be replaced by -N =.)
Wherein the group (a), the group (b) and the group (c) each independently represent an alkyl group having 1 to 12 carbon atoms or an alkyl group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - be substituted with good,
L ¹⁰ and ^{L 11} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - COO -, - OCO -, - ^{CH = CR a -COO -, -} CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) _{z -OCO -, - OCO- (CH} 2) z -, - COO- (CH 2) z -, - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C- (wherein , R ^a each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, in the formula, z each independently represent a.) represents an integer of 1 to 4,
Having at least two or more P ¹¹ -S ^11- in one molecule of the general formula (I);
One molecule of the above general formula (I) has an alkyl group having 1 to 18 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —. O- may be substituted,
When a plurality of P ¹¹ , S ¹¹ , L ¹¹ and A ¹¹ are present, they may be the same or different. )
Preferred embodiments of the compound represented by the general formula (I) according to the present invention are as described above. In addition, the most preferable form of the compound represented by the general formula (I) according to the present invention, that is, in the above general formula (I), A ¹¹ is an alkyl group having 1 to 12 carbon atoms, and 1 to ¹¹ carbon atoms. an optionally substituted 1,4-phenylene group, - 12 alkoxy group, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11}
L ¹⁰ and L ¹¹ are both single bonds,
^{R 101, R 102, R 103} , R 104, R 105, R 106, R 107 R 108, R 109 and ^{R 110} are each ^{independently,} P 11 ^{-S 11} -, straight of 1 to 10 carbon atoms A chain alkyl group, a linear alkoxy group having 1 to 10 carbon atoms, representing any of a halogen atom or a hydrogen atom,
Having at least two or more P ¹¹ -S ^11- in one molecule of the polymerizable monomer represented by the general formula (I),
An alkyl group having 1 to 10 carbon atoms in one molecule of the general formula (I) (one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently represented by —O— (Optionally substituted)),
n ¹¹ represents 0 or 1,
It is particularly preferable that P ¹¹ is the above formula (R-1), and S ¹¹ is a single bond or an alkylene group having 1 to 3 carbon atoms.

  Hereinafter, the synthesis of an example of the compound represented by the general formula (I) according to the present invention will be described.

Production of compound represented by general formula (RM-3) Suzuki coupling reaction between 4-bromo-2,6-dimethylphenol and 4-bromo-2,6-dimethylphenol using a palladium catalyst was performed (S -1) is obtained. Next, deacetalization is performed, and the target product (RM-3) can be obtained by an esterification reaction with methacrylic acid.

  Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples. Further, “%” in the compositions of the following Examples and Comparative Examples means “% by mass”. In the examples, the following abbreviations are used for describing compounds.

(Synthesis example 1)
"Method of synthesizing RM-3"
In a reaction vessel equipped with a stirrer, a condenser, and a dropping funnel, 20 g of 4-bromo-2,6-dimethylphenol, 100 ml of a 2 mol / l aqueous potassium carbonate solution, dichlorobis [di-t-butyl (p-dimethylaminophenol) phosphino] 3.5 g of palladium and 100 ml of THF were charged and stirred at 50 ° C. 100 ml of a THF solution of 24 g of 4-benzyloxyphenylboronic acid was slowly added dropwise. The reaction was allowed to proceed at 50 ° C. for 5 hours. After completion of the reaction, the mixture was cooled, 200 ml of ethyl acetate was added, the organic layer was washed with water and saturated saline, the solvent was distilled off, and the residue was purified with a silica gel column and recrystallized with hexane / ethyl acetate to give the desired compound 4 ′. 26 g of -benzyloxy-3,5-dimethyl-4-biphenol was obtained.

  18 g of 4'-benzyloxy-3,5-dimethyl-4-biphenol, 0.9 g of 5% palladium carbon and 100 ml of THF were added to the autoclave, and the mixture was stirred at 50 ° C under a hydrogen pressure of 0.5 MPa for 3 hours. After the reaction, the reaction mixture was filtered through cellulose and further washed with THF. The filtrate was concentrated, purified by a silica gel column, and dispersed and washed with hexane to obtain 13 g of the target compound 4,4'-dihydroxy-3,5-biphenyl. .

  Further, 8 g (37 mmol) of the synthesized 4,4′-dihydroxy-3,5-biphenyl, 7.1 g (82 mmol) of methacrylic acid, and 0 g of dimethylaminopyridine were placed in a reaction vessel equipped with a stirrer, a cooler, and a thermometer. .23 g and dichloromethane (160 ml) were charged, and the reaction vessel was kept at 5 ° C. or lower in an ice-cooled bath, and diisopropylcarbodiimide (11 g, 90 mmol) was slowly added dropwise. After completion of the dropwise addition, the reaction vessel was returned to room temperature and reacted for 11 hours. After the reaction solution was filtered, 150 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% hydrochloric acid aqueous solution, further with a saturated saline solution, and the organic layer was dried over anhydrous sodium sulfate. After evaporating the solvent, the residue was purified by column chromatography using silica gel to obtain 11 g of the desired compound represented by the formula (RM-3).

Physical properties of the obtained compound ^{(1 H-NMR, 13 C} -NMR and melting point) are as follows. Physical property values: ¹ H-NMR (solvent: deuterated chloroform): δ: 7.57-7.54 (m, 2H), 7.26 (s, 2H), 7.19-7.15 (m, 2H) 2H), 6.39 (d, 2H), 5.76 (dq, 2H), 2.21 (s, 6H), 2.11 (d, 3H), 2.07 (d, 3H)
¹³ C-NMR (solvent: deuterated chloroform): δ 165.8, 165.1, 150.2, 147.8, 138.4, 138.0, 135.8, 135.5, 135.5, 130. 5, 128.0, 128.0, 127.3, 127.3, 127.2, 127.1, 121.7, 121.7, 11.7, 18.4, 18.3, 16.4, 16.4
Melting point: 111 ° C
(Synthesis example 2)
"Method of synthesizing RM-4"
In a reaction vessel equipped with a stirrer, a cooler, and a dropping funnel, 10 g of 4-bromo-3,5-dimethylphenol, 50 ml of a 2 mol / l aqueous potassium carbonate solution, dichlorobis [di-t-butyl (p-dimethylaminophenol) phosphino] 1.8 g of palladium and 50 ml of THF were charged and stirred at 50 ° C. 36 ml of a THF solution of 12 g of 4-benzyloxyphenylboronic acid was slowly added dropwise. The reaction was allowed to proceed at 50 ° C. for 4 hours. After completion of the reaction, the mixture was cooled, 50 ml of ethyl acetate was added, the organic layer was washed with water and saturated saline, the solvent was distilled off, and the residue was purified with a silica gel column and washed with hexane / ethyl acetate to give the target compound 4′-. 13 g of benzyloxy-2,6-dimethyl-4-biphenol was obtained.

  11 g of 4‘-benzyloxy-2,6-dimethyl-4-biphenol, 0.6 g of 5% palladium carbon and 100 ml of THF were added to the autoclave, and the mixture was stirred at 50 ° C. under a hydrogen pressure of 0.5 MPa for 3 hours. After the reaction, the reaction solution was filtered through cellulose and further washed with THF. The filtrate was concentrated, purified by a silica gel column, and dispersed and washed with hexane to obtain 7 g of the target compound 4,4′-dihydroxy-2,6-biphenyl. .

  Further, 7 g (32 mmol) of 4,4′-dihydroxy-2,6-biphenyl, 6.0 g (70 mmol) of methacrylic acid, 0.2 g of dimethylaminopyridine were placed in a reaction vessel equipped with a stirrer, a condenser and a thermometer. And dichloromethane (140 ml) were charged, the reaction vessel was kept at 5 ° C. or lower in an ice-cooled bath, and THF in which 9.6 g (76 mmol) of diisopropylcarbodiimide was dissolved was slowly added dropwise. After completion of the dropwise addition, the reaction vessel was returned to room temperature and reacted for 15 hours. After the reaction solution was filtered, 120 ml of dichloromethane was added to the filtrate, washed with a 5% aqueous hydrochloric acid solution, further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, purification was carried out by column chromatography using amino silica gel, followed by dispersion washing with methanol. After precipitating at −20 ° C., filtration and vacuum drying were performed to obtain 11 g of a target compound represented by the formula (RM-4).

Physical properties of the obtained compound ^{(1 H-NMR, 13 C} -NMR and melting point) are as follows. Physical property values: ¹ H-NMR (solvent: deuterated chloroform): δ7.64-7.54 (m, 4H), 7.26 (s, 2H), 6.75 (d, 2H), 6. 15 (dq, 2H), 2.48-2.46 (m, 6H), 2.43 (s, 6H)
¹³ C-NMR (solvent: deuterated chloroform): δ 166.4, 166.1, 150.1, 149.9, 138.8, 138.1, 136.3, 136.2, 130.5, 130.5 , 128.4, 128.4, 127.5, 127.4, 122.2, 121.9, 120.4, 120.4, 21.3, 21.2, 18.7, 18.7
Melting point: 89 ° C
(Synthesis example 3)
"Method of synthesizing RM-7"
Under a nitrogen atmosphere, 25 g of 1-benzyloxy-2-bromobenzene, 10 g of triethylamine, 13 g of 1-trimethylsilyl-1-propyne, and 250 ml of N, N-dimethylformamide were placed in a reaction vessel equipped with a stirrer, a cooler and a thermometer. Was added, and 1.5 g of tetrakistriphenylphosphine palladium as a catalyst was added at room temperature. Then, the reaction vessel was heated to 70 ° C. and stirred for 7 hours. After allowing to cool, water and toluene were added thereto to carry out liquid separation. Toluene was added to the aqueous layer for extraction, and the combined organic layer was washed with water and saturated saline. After drying by adding anhydrous sodium sulfate, the organic solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 18 g of the target compound represented by the following chemical formula.

  18 g of the previously synthesized compound, 0.5 g of 5% palladium carbon and 60 ml of THF were added to the autoclave, and the mixture was stirred at 40 ° C. for 5 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction mixture was filtered through cellulose and further washed with THF. The filtrate was concentrated and purified by a silica gel column to obtain 16 g of the target compound represented by the following chemical formula.

  A reaction vessel equipped with a stirrer, a cooler, and a thermometer was charged with 16 g of 1-benzyloxy-2-propylbenzene and 100 ml of acetonitrile, and 12.5 g of N-bromosuccinimide was added at 0 ° C., followed by stirring at room temperature for 4 hours. . After the reaction solution was concentrated under reduced pressure, hexane was added and the precipitate was filtered. The filtrate was washed with water and saturated saline, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure to obtain 18 g of the target compound represented by the following chemical formula.

  A reaction vessel equipped with a stirrer, a cooler, and a dropping funnel was charged with 17 g of 4-bromo-1-benzyloxy-2-propylbenzene, 60 ml of a 2 mol / l aqueous potassium carbonate solution, 0.8 g of tetrakistriphenylphosphine palladium, and 60 ml of ethanol. And stirred at 50 ° C. 20 ml of a THF solution of 9 g of 4-hydroxyphenylboronic acid was slowly added dropwise. The reaction was allowed to proceed at 50 ° C. for 6 hours. After completion of the reaction, the mixture was cooled, 100 ml of ethyl acetate was added, the organic layer was washed with water and saturated saline, the solvent was distilled off, and purification was performed using a silica gel column and crystallization was performed using hexane. 13 g of the desired compound was obtained.

  12 g of the previously synthesized compound, 0.6 g of 5% palladium carbon, and 80 ml of THF were added to the autoclave, and the mixture was stirred at 50 ° C. for 4 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction mixture was filtered through cellulose and further washed with THF. The filtrate was concentrated and purified by a silica gel column to obtain 11 g of the target compound represented by the following chemical formula.

  Further, 10 g (43 mmol) of the previously synthesized compound, 7.7 g (90 mmol) of methacrylic acid, 0.2 g of dimethylaminopyridine, and 100 ml of dichloromethane were charged into a reaction vessel equipped with a stirrer, a condenser, and a thermometer. The reaction vessel was kept at 5 ° C. or lower in a cold bath, and 50 ml of THF in which 11.6 g (91 mmol) of diisopropylcarbodiimide was dissolved was slowly dropped. After completion of the dropwise addition, the reaction vessel was returned to room temperature and reacted for 10 hours. After the reaction solution was filtered, 100 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% hydrochloric acid aqueous solution, further with a saturated saline solution, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, purification was carried out by column chromatography using amino silica gel, followed by dispersion washing with methanol. After allowing to stand at −20 ° C., filtration and vacuum drying were performed to obtain 11 g of a target compound represented by the formula (RM-7).

Physical properties of the obtained compound ^{(1 H-NMR, 13 C} -NMR and melting point) are as follows. Physical property values: ¹ H-NMR (solvent: deuterated chloroform): δ 7.70-7.58 (m, 4 H), 7.34 (d, 1 H), 7.18 (d, 2 H), 6.55 (D, 2H), 6.15 (d, 2H), 2.46 (t, 2H), 2.18 (s, 6H), 1.66 (m, 2H), 0.96 ( t, 3H)
¹³ C-NMR (solvent: deuterated chloroform): δ 166.2, 166.1, 150.2, 146.9, 138.0, 137.6, 136.0, 135.7, 132.5, 128.0. , 128.0, 127.8, 127.8, 122.1, 121.9, 121.8, 120.7, 120.6, 32.6, 24.1, 18.1, 18.0, 12 .8
Melting point: 119 ° C
(Synthesis example 4)
"Method of synthesizing RM-18"
Under a nitrogen atmosphere, 30 g of 1-benzyloxy-2,6-dibromobenzene, 10 g of triethylamine, 25 g of 1-trimethylsilyl-1-propyne, and N, N-dimethyl were placed in a reaction vessel equipped with a stirrer, a cooler, and a thermometer. After 300 ml of formamide was charged and 2 g of tetrakistriphenylphosphine palladium as a catalyst was added at room temperature, the reaction vessel was heated to 70 ° C. and stirred for 8 hours. After allowing to cool, water and toluene were added thereto to carry out liquid separation. Toluene was added to the aqueous layer for extraction, and the combined organic layer was washed with water and saturated saline. After drying by adding anhydrous sodium sulfate, the organic solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 20 g of the desired compound.

20 g of the previously synthesized compound, 0.6 g of 5% palladium carbon and 100 ml of THF were added to the autoclave, and the mixture was stirred at 50 ° C. for 5 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction mixture was filtered through cellulose and further washed with THF. The filtrate was concentrated and purified by a silica gel column to obtain 18 g of the target compound represented by the following chemical formula.

  A reaction vessel equipped with a stirrer, a cooler and a thermometer was charged with 16 g of 1-benzyloxy-2,6-dipropylbenzene and 100 ml of acetonitrile, added with 12 g of N-bromosuccinimide at 0 ° C., and stirred at room temperature for 6 hours. did. After the reaction solution was concentrated under reduced pressure, hexane was added and the precipitate was filtered. The filtrate was washed with water and saturated saline, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure to obtain 18 g of the target compound represented by the following chemical formula.

  In a reaction vessel equipped with a stirrer, a condenser, and a dropping funnel, 16 g of 4-bromo-1-benzyloxy-3,5-dipropylbenzene, 60 ml of a 2 mol / l aqueous solution of potassium carbonate, 1.0 g of tetrakistriphenylphosphine palladium, ethanol 50 ml was charged and stirred at 50 ° C. 30 ml of a THF solution of 12 g of 4-hydroxyphenylboronic acid was slowly added dropwise. The reaction was allowed to proceed at 60 ° C. for 10 hours. After completion of the reaction, the mixture was cooled, 100 ml of ethyl acetate was added, the organic layer was washed with water and saturated saline, the solvent was distilled off, and purification was performed using a silica gel column and crystallization was performed using hexane. 12 g of the target compound was obtained.

  11 g of the previously synthesized compound, 0.6 g of 5% palladium carbon and 50 ml of THF were added to the autoclave, and the mixture was stirred at 50 ° C. for 5 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction mixture was filtered through cellulose and further washed with THF. The filtrate was concentrated and purified by a silica gel column to obtain 7.5 g of the target compound represented by the following chemical formula.

  Further, a reaction vessel equipped with a stirrer, a condenser and a thermometer was charged with 7 g (25 mmol) of the compound represented above, 4.7 g (54 mmol) of methacrylic acid, 0.2 g of dimethylaminopyridine, and 100 ml of dichloromethane. The reaction vessel was kept at 5 ° C. or lower in an ice-cooled bath, and 50 ml of THF in which 7 g (55 mmol) of diisopropylcarbodiimide was dissolved was slowly added dropwise. After completion of the dropwise addition, the reaction vessel was returned to room temperature and reacted for 15 hours. After the reaction solution was filtered, 100 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% hydrochloric acid aqueous solution, further with a saturated saline solution, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, purification was carried out by column chromatography using amino silica gel, followed by dispersion washing with methanol. After precipitating at −20 ° C., filtration and vacuum drying were performed to obtain 8 g of a target compound represented by the following formula (RM-18).

Physical properties of the obtained compound ^{(1 H-NMR, 13 C} -NMR and melting point) are as follows. Physical properties ^:( 1 H-NMR (solvent: chloroform): δ7.64-7.54 (m, 4 H ), 7.26 (s, 2 H), 6.75 (d, 2 H), 6 .15 (dq, 2H), 2.48-2.46 (t, 4H), 2.23 (s, 6H), 1.64 (m, 4H), 0.96 (t, 6H)
¹³ C-NMR (solvent: deuterated chloroform): δ 166.4, 166.0, 150.2, 146.8, 138.4, 137.6, 136.0, 135.8, 132.5, 132.5, 132.5 , 128.0, 128.0, 127.8, 127.8, 122.1, 121.9, 120.7, 120.6, 32.8, 32.8, 24.3, 24.2, 17 .9, 17.9, 12.8, 12.8
Melting point: 125 ° C
The characteristics measured in the examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 20 ° C. η: viscosity at 20 ° C. (mPa · s)
γ ₁ : rotational viscosity at 20 ° C. (mPa · s)
Δε: dielectric anisotropy at 20 ° C. K ₃₃ : elastic constant at 20 ° C. K ₃₃ (pN)
<Ring structure>

  <Side chain structure>

(However, n in the table is a natural number.)
<Connecting structure>

(However, n in the table is a natural number.)
The evaluation of “low-temperature storage property”, “vertical alignment property”, “formation of pretilt angle”, and “response characteristics” in this example and comparative examples were performed by the following methods.

(Evaluation test for low-temperature storage stability)
The liquid crystal composition was filtered through a membrane filter (PTFE, 13 m-0.2 μm, manufactured by Agilent Technologies), and allowed to stand under vacuum and reduced pressure for 15 minutes to remove dissolved air. This was weighed in a vial bottle that was washed with acetone and dried sufficiently, and 0.5 g was weighed, and allowed to stand at −25 ° C. for 10 days. Thereafter, the presence or absence of precipitation was visually observed, and the determination was made in the following two stages.

  A: No precipitation can be confirmed.

  B: precipitates after one week.

  D: Precipitation can be confirmed.

(Evaluation test for vertical orientation)
A first substrate (common electrode substrate) having a transparent electrode layer composed of a transparent common electrode patterned on an insulating layer and having no alignment film having a color filter layer, and driven by an active element A second substrate (pixel electrode substrate) having no alignment film having a pixel electrode layer having a transparent pixel electrode was manufactured. The liquid crystal composition was dropped on the first substrate, sandwiched on the second substrate, and cured at 110 ° C. for 2 hours under normal pressure to obtain a liquid crystal cell having a cell gap of 3.2 μm. At this time, the alignment unevenness such as vertical alignment and drop marks was observed using a polarizing microscope, and evaluated by the following four steps.

A: Vertical alignment uniformly over the entire surface B: Acceptable level with very few alignment defects C: Unacceptable level with alignment defects D: Very poor alignment failure (Evaluation test for pretilt angle formation)
The pretilt angle in the initial state of the liquid crystal cell used in the above (evaluation test of vertical alignment property) was measured using OPTIPRO manufactured by Shintech.

(Evaluation test of response characteristics)
The cell having a cell gap of 3.2 μm used in the above (evaluation test for forming a pretilt angle) was further irradiated with a UV fluorescent lamp manufactured by Toshiba Lighting & Technology Corp. for 60 minutes (illuminance at 313 nm: 1.7 mW / cm ² ). The response speed of the obtained cell was measured. The response speed was measured by measuring Voff at 6 V under a temperature condition of 25 ° C. using DMS703 manufactured by AUTORONIC-MELCHERS.

(Preparation of liquid crystal composition and evaluation results)
A liquid crystal composition was prepared in a mixing ratio with the compound obtained in the above Synthesis Example or a compound as shown below, and the composition was designated as LC-1. The composition of the liquid crystal composition and the results of its physical properties are shown below.

LC-1 has a nematic phase-isotropic liquid phase transition temperature (T _NI ) of 75 ° C., a solid phase-nematic phase transition temperature (T _CN ) of −33 ° C., and a refractive index anisotropy (Δn) of 0.11. , Dielectric anisotropy (Δε) was -2.8, and rotational viscosity (γ ₁ ) was 98 mPa · s. The refractive index anisotropy (Δn), dielectric anisotropy (Δε), and rotational viscosity (γ1) are all measurement results at 25 ° C. (the same applies hereinafter).

(Comparative Examples 1-4)
When LC-1 was 100 parts by mass, the following spontaneous alignment monomer (P-1) was added in an amount of 1.0 part by mass, and a compound represented by the formula (RM-R1) was added in an amount of 0.3 part by mass. A liquid crystal composition containing a hydrophilic compound was used as Comparative Example 1.

  Polymerization in which 1.0 part by mass of the spontaneously aligning monomer (P-1) and 0.3 part by mass of the compound represented by the formula (RM-R2) are added to 100 parts by mass of the liquid crystal composition LC-1. A liquid crystal composition containing a hydrophilic compound was referred to as Comparative Example 2.

  Polymerization in which 1.0 part by mass of the spontaneously aligning monomer (P-1) and 0.6 part by mass of the compound represented by the formula (RM-R2) are added to 100 parts by mass of the liquid crystal composition LC-1. A liquid crystal composition containing a hydrophilic compound was referred to as Comparative Example 3.

  Polymerization in which 1.0 part by mass of the spontaneously aligning monomer (P-1) and 0.9 part by mass of the compound represented by the formula (RM-R2) are added to 100 parts by mass of the liquid crystal composition LC-1. The liquid crystal composition containing the hydrophilic compound was referred to as Comparative Example 4.

  Table 2 shows the results of the vertical alignment test of the polymerizable compound after irradiation with ultraviolet light in Comparative Examples 1 to 4.

(Examples 1 to 111)
Except that the spontaneously aligning monomers (P-2) to (P-35) and the polymerizable monomers (RM-1) to (RM-15) shown below were added to LC-1 in the amounts shown in Table 3 below, respectively. In the same manner as in Comparative Example 1, a liquid crystal composition was prepared.

  Regarding the low-temperature preservability of Examples 1 to 111, precipitation starts to occur after about one week in the polymerizable monomer having a long-chain alkyl group. In addition, the short-chain alkyl or alkoxy group-containing polymerizable compound had good solubility and low-temperature storage stability. A cell in which a liquid crystal composition containing a vertical alignment aid and a polymerizable monomer was sealed was set in a polarizing microscope in which a polarizer and an analyzer were arranged orthogonally, and transmitted light was observed. If the liquid crystal molecules are vertically aligned, light cannot be transmitted by the action of the polarizing plate, and the cell is displayed in black. When the above samples were evaluated by this test method, it was confirmed that alignment unevenness did not occur in all the samples and uniform vertical alignment was exhibited. The evaluation results of typical orientation tests are shown in FIGS. FIG. 1 is a photograph of Comparative Example 2 and FIG. 2 is a photograph of a cell into which liquid crystal of Example 40 was injected under crossed Nicols. The white portion in the peripheral portion of the cell in FIG. 1 is not vertically aligned, but is obliquely or horizontally aligned, and indicates uneven alignment. In FIG. 1, many white portions are observed, and there are many portions that are not vertically aligned. In addition, there are domains that are divided into four in the cell. This is a dripping non-uniformity, which is a non-uniformity that does not mix evenly when the compositions intersect when the liquid crystal composition is dropped and spread. This is also a kind of defect. However, in FIG. 2, almost no white line is seen, and black is uniformly shown. In FIG. 1 and FIG. 2, the white straight line that is partially visible is not an alignment unevenness but a physical scratch on the glass, and is not an alignment defect. Therefore, this indicates that the liquid crystal is vertically aligned on one surface, and it is confirmed that the liquid crystal molecules are vertically aligned by appropriately combining the above-described vertical alignment aid (spontaneous alignment monomer) and the polymerizable monomer. Was done.

  In addition, when a pretilt angle generated by polymerization by irradiation with ultraviolet light was evaluated, it was confirmed that an appropriate tilt angle was imparted to all samples. It was confirmed that the liquid crystal display device using these had a sufficiently high pre-tilt angle and thus had a sufficiently high-speed response.

  In addition, when a liquid crystal cell was prepared using the composition containing RM-2 to RM-4 used in Examples 2 to 4 and the like as a polymerizable monomer, the developability (wet spread) was good.

(Examples 112 to 129)
With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-1), 0.3 part by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 0.5 part by mass of the compound represented by RM-1) was added was used as Example 112.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-1), 0.3 part by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 1.0 part by mass of the compound represented by RM-2) was added was used as Example 113.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-5), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( Example 114 was a liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by RM-3) was added.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-5), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( Example 115 was a liquid crystal composition containing a polymerizable monomer to which 0.6 part by mass of the compound represented by RM-3) was added.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-6), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( A liquid crystal composition containing a polymerizable monomer to which 0.5 part by mass of the compound represented by RM-3) was added was set to Example 116.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-6), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( A liquid crystal composition containing a polymerizable monomer to which the compound represented by RM-3) was added in an amount of 1.0 part by mass was referred to as Example 117.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-6), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by RM-4) was added was set as Example 118.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-6), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( Example 119 was a liquid crystal composition containing a polymerizable monomer to which 0.6 part by mass of the compound represented by RM-4) was added.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-13), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( Example 120 was a liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by RM-7) was added.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-13), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( Example 121 was a liquid crystal composition containing a polymerizable monomer to which 0.6 part by mass of the compound represented by RM-7) was added.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-14), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( Example 122 was a liquid crystal composition containing a polymerizable monomer to which 0.5 part by mass of the compound represented by RM-8) was added.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-14), 0.3 part by mass of the compound represented by the formula (RM-R2), and the formula ( Example 123 was a liquid crystal composition containing a polymerizable monomer to which 1.0 part by mass of the compound represented by RM-8) was added.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.5 part by mass of the spontaneous alignment monomer (P-1), 1.0 part by mass of the spontaneous alignment monomer (P-5), and the formula (RM- A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by R2) and 0.3 part by mass of the compound represented by formula (RM-4) were added was set to Example 124.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.5 part by mass of the spontaneous alignment monomer (P-5), 1.2 parts by mass of the spontaneous alignment monomer (P-6), and the formula (RM- A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by R2) and 1.0 part by mass of the compound represented by Formula (RM-3) were added was designated as Example 125.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneously aligning monomer (P-5), 0.5 part by mass of the spontaneously aligning monomer (P-8), and the formula (RM- A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by R2) and 0.5 part by mass of the compound represented by Formula (RM-4) were added was set as Example 126.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment monomer (P-5), 0.2 parts by mass of the spontaneous alignment monomer (P-17), and the formula (RM- Example 127 was a liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by R2) and 1.0 part by mass of the compound represented by formula (RM-4) were added.

  For 100 parts by mass of the liquid crystal composition LC-1, 1.2 parts by mass of the spontaneously aligning monomer (P-6), 0.3 part by mass of the spontaneous aligning monomer (P-13), and the formula (RM- A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by R2) and 0.5 part by mass of the compound represented by formula (RM-3) were added was set as Example 128.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-6), 0.5 part by mass of the spontaneous alignment monomer (P-19), and the formula (RM- A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by R2) and 0.6 part by mass of the compound represented by formula (RM-3) were added was set as Example 129.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-6), 0.3 part by mass of the spontaneous alignment monomer (P-26), and the formula (RM- A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by R2) and 0.5 part by mass of the compound represented by formula (RM-4) were added was set as Example 130.

  With respect to 100 parts by mass of the liquid crystal composition LC-1, 1.0 part by mass of the spontaneous alignment monomer (P-6), 0.5 part by mass of the spontaneous alignment monomer (P-32), the formula (RM- A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of the compound represented by R2) and 0.3 part by mass of the compound represented by formula (RM-4) were added was set as Example 131.

  In Examples 112 to 123, the low-temperature preservability and the vertical alignment when one kind of spontaneous orientation aid and two kinds of polymerizable compounds (or polymerizable monomers) were used were evaluated. It was confirmed that even when an acidic compound was used, the low-temperature storage property and the vertical alignment property were improved by newly adding a polymerizable compound. When the solubility of the spontaneous alignment monomer in the liquid crystal is low, the vertical alignment can be improved by lowering the concentration of one component and further adding a different spontaneous alignment monomer. In Examples 124 to 131, it was confirmed that by mixing two kinds of spontaneous alignment monomers and two kinds of polymerizable compounds, the low-temperature storage property and the vertical alignment property were improved.

  In addition, when a liquid crystal cell was prepared using the composition containing RM-2 to RM-4 used in Examples 113 to 118 as a polymerizable monomer, the developability (wet spread) was good.

(Examples 132 to 140)
Further, instead of the composition LC-1, a composition composed of the following compounds and mixing ratios was prepared, and the prepared liquid crystal compositions were designated as LC-2 to LC-8.

  For the liquid crystal compositions LC-2 to LC-8, spontaneous alignment monomers (P-5, P-6, PJ-23, PK-5, PK-6, P-28 or P-35) and a polymerizable monomer (RM-2, RM-3 or RM-4) were mixed at an appropriate concentration, and the orientation test was evaluated in the same manner as described above. It was confirmed that the performance was improved.

Claims (12)

A polymerizable monomer represented by the following general formula (I),
A liquid crystal composition comprising: a spontaneous alignment monomer having a chemical structure different from that of the polymerizable monomer represented by the general formula (I) and having a polar group.

(In the general formula (I), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ are each independently P ¹¹ -S ^11. - represents an alkyl group having one to three carbon atoms, alkoxy group having one to three carbon atoms, or halogen atom or a hydrogen atom, P ¹¹ is the formula of the following formula (R-I) (R- IX),

(In the above formulas (RI) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms. , W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more -CH _2- in the alkylene group is -O-, -OCO- or -COO- may be substituted,
n ¹¹ represents 0;
A ¹¹ represents the following groups (a) and (b):
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =)
Wherein the group (a) and the group (b) are each independently an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - may be substituted with,
L ¹⁰ and ^{L 11} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - CH = CR a -COO-, ^{-CH = CR a -OCO -, -} COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) z -OCO -, - OCO- (CH ₂ ) _z —, —COO— (CH ₂ ) _z —, —CH ＝ CH—, —CF ₂ O—, —OCF ₂ —, or —C≡C— (wherein ^Ra is each independently Represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, wherein z independently represents an integer of 1 to 4);
Having at least two or more P ¹¹ -S ^11- in one molecule of the general formula (I);
One molecule of the above general formula (I) has one or more alkyl groups having 1 to 3 carbon atoms, and at least one alkyl group having 1 to 3 carbon atoms is represented by R ¹⁰² , R ¹⁰³ , R ¹⁰⁶ , R ¹⁰⁷ , and A ¹¹ in either the 2- or 3-position;
When a plurality of P ¹¹ , S ¹¹ , L ¹¹ and A ¹¹ are present, they may be the same or different. ) Formula identical or two different P ^{11 -S} 11 respectively in one molecule of the compound represented by (I) ^- having a liquid crystal composition according to claim 1. The liquid crystal composition according to claim 1, wherein, in the general formula (I), L ¹⁰ is a single bond. The liquid crystal composition according to claim 3, wherein at least two of R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ and R ^{109 in} the general formula (I) are an alkyl group. object. General formulas (N-1), (N-2) and (N-3)

(Wherein, R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31, and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent ones in the alkyl group of two or more -CH ₂ - are each independently -CH = CH -, - C≡C - , - O -, - CO -, - COO- or -OCO- may be substituted by,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31, and A ^N32 each independently represent (a) a 1,4-cyclohexylene group (one -CH _2- group present in this group or adjacent to Two or more —CH ₂ — which may not be present may be replaced by —O—.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =)
(C) naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = or two or more non-adjacent -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =. ) And (d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, wherein the groups (a), (b), (c) and (d) are each independently cyano Group, may be substituted with a fluorine atom or a chlorine atom,
^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 _{O -, - COO -, -} OCO -, - OCF 2 -, - CF 2 O -, - CH = N-N = CH -, - CH = CH -, - CF = CF- or -C≡C- the Represent
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 is -CH ₂ - represents an or an oxygen atom,
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 each represent Independently, it is 1, 2 or 3, and when a plurality of A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 are present, they may be the same or different. The liquid crystal composition according to any one of claims 1 to 4, comprising one or more compounds selected from the compounds represented by the formula (1). General formula (L)

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently And may be substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^L1 represents 0, 1, 2 or 3;
A ^{L1, A L2,} and ^{A L3} are each independently (a) 1,4-cyclohexylene group (the one present in the group -CH ₂ - or nonadjacent two or more -CH ₂ -May be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = or two or more non-adjacent -CH = present in this group may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl, one -CH = or two or more non-adjacent -CH = present in the group may be replaced by -N =.)
Wherein the group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and Z ^L2 each independently represent a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —. OCF ₂ —, —CF ₂ O—, —CH ＝ NN—CH—, —CH ＝ CH—, —CF ＝ CF— or —C≡C—,
When n ^L1 is 2 or 3 and a plurality of A ^L2 are present, they may be the same or different; when n ^L1 is 2 or 3 and a plurality of Z ^L2 are present, May be the same or different, but exclude the compounds represented by formulas (N-1), (N-2) and (N-3). The liquid crystal composition according to any one of claims 1 to 5 , which comprises one or more compounds selected from the compounds represented by the formula (1). The liquid crystal composition according to any one of claims 1 to 6 , wherein the polar group is one or more types selected from the group consisting of the following formulas (K-1) to (K-28). object.

(In the above formulas (K-1) to (K-23), R ^K1 and R ^K2 each independently represent a hydrogen atom or a linear or branched alkyl group or alkyloxy group having 1 to 5 carbon atoms. , ^{R K3} represents a linear or branched alkyl group having a hydrogen atom or 1 to 20, one or nonadjacent two or more -CH ₂ in the alkyl group - is -O -, - COO- or - May be substituted with OCO-, R ^K4 and R ^K5 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms,
W ^K1 is a methine group, ≡C-CH ₃ , ≡C-C ₂ H ₅ , ≡C-C ₃ H ₇ , ≡C-C ₄ H ₉ , ≡C-C ₅ H ₁₁ , ≡C-C ₆ H ₁₃ or a nitrogen atom,
X ^K1 and X ^K2 each independently represent —CH ₂ —, an oxygen atom, —C (＝ O) —, or a sulfur atom;
Y ^K1 , Y ^K2 and Y ^K3 each independently represent a methine group or a nitrogen atom,
Z ^K1 represents an oxygen atom or a sulfur atom, Z ^K2 represents a carbon atom or a silicon atom, Z ^K3 represents an oxygen atom, Z ^K4 represents a single bond or a double bond. )

( ^Wherein , Y ⁱ¹ represents a linear or branched alkyl group having 3 to 20 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and at least two or more secondary carbon atoms in these alkyl groups are represented by Y ^i1. The atom is substituted ^with- (C = X ⁱ¹ ) ^-and / ^or- (CH-CN)-, and the secondary carbon atom in the alkyl group is -CH = so that the oxygen atom is not directly adjacent. CH-, -C≡C-, -O-, -NH-, -COO- or -OCO-, X ⁱ¹ represents an oxygen atom, a sulfur atom, NH or NR ⁱ³ ;
S ⁱ¹ and ^{S i3} each independently represent an alkylene group or a single bond having 1 to 6 carbon atoms and, -CH ₂ in the alkylene group - as is not adjacent the oxygen atom directly -CH = CH -, - ^{_{C≡C -, - C (= CH}} 2) -, - C (= CHR i3) -, - C (= CR i3 2) -, - O -, - NH -, - C = O -, - COO- Or -OCO-
^Si2 represents a carbon atom, a nitrogen atom or a silicon atom,
R ⁱ² represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, and a secondary carbon atom in these groups is -O-, -CH = CH such that an oxygen atom is not directly adjacent. -Or -C≡C-,
P ⁱ¹ represents a polymerizable group,
Sp ⁱ¹ represents a spacer group or a single bond,
n ⁱ¹ represents an integer of 1 to ^3, represents an integer of ^{n i2} and ^{n i3} 0-2 ^{independently, if S i2} represents a carbon atom or a silicon ^{atom, n i1 + n i2 + n} i3 3 Where S ⁱ² represents a nitrogen atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 2. R ⁱ³ is a linear or branched alkyl group having 1 to 10 carbon atoms, and in the general formula (K-24), R ⁱ² , X ⁱ¹ , Y ⁱ¹ , S ⁱ¹ , S ⁱ³ , P ^i1, and S ^p1 are represented by When there are a plurality, they may be the same or different. )

^(Wherein, S ^{i1, P} i1 and ^{Sp i1} is the general formula ^{(K-24) S i1,} P i1 and ^{Sp i1} in the same meanings, ^{respectively, R K21} is a straight-chain or 1 to 10 carbon atoms Represents a branched alkyl group, a halogenated alkyl group or a cyanated alkyl group, wherein at least two or more secondary carbon atoms in these alkyl groups are -CH = CH-, -C ≡C -, - O-, or -NH- may be substituted ^{with, n i4,} n ^iK21 independently represents 0 or 1).   A liquid crystal display device using the liquid crystal composition according to claim 1.   An active matrix driving liquid crystal display device using the liquid crystal composition according to claim 1.   A liquid crystal display device for a PSA mode, a PSVA mode, a PS-IPS mode, or a PS-FSS mode, using the liquid crystal composition according to claim 1.   The liquid crystal composition according to any one of claims 1 to 7, which is a liquid crystal composition used for a liquid crystal display element having no alignment film on at least one substrate surface of a pair of substrates. A first substrate and a second substrate arranged opposite to each other,
A liquid crystal layer filled between the first substrate and the second substrate,
A plurality of gate bus lines and data bus lines arranged in a matrix on the first substrate, a thin film transistor provided at an intersection of the gate bus line and the data bus line, and a pixel electrode driven by the thin film transistor An electrode layer having, for each pixel,
A common electrode formed on the first substrate or the second substrate,
A resin component in which a polymerizable compound contained in the liquid crystal composition according to any one of claims 1 to 7 is cured between the first substrate and the second substrate, and A liquid crystal display element having no alignment film on one substrate surface.

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