JP6566153B1 - Nematic liquid crystal composition and liquid crystal display device using the same - Google Patents

Abstract

Problems to be solved by the present invention are problems such as alignment failure and display failure due to excellent response performance, sufficient pretilt angle, low residual monomer amount, low voltage holding ratio (VHR), etc. It is to provide a polymerizable compound-containing liquid crystal composition for producing a PSA-type or PSVA-type liquid crystal display device having no or very little, and a liquid crystal display device using the same. The present invention contains one or more compounds selected from general formula (i) and one or more compounds selected from compounds represented by general formula (ii). A polymerizable liquid crystal composition in which the content of the compound represented by ii) is 20% by mass or more and a liquid crystal display device using the composition are provided.

Description

  The present invention relates to a liquid crystal composition containing a polymerizable compound and a liquid crystal display device using the same.

  A PSA (Polymer Sustained Alignment) type liquid crystal display device has a structure in which a polymer structure is formed in a cell in order to control the pretilt angle of liquid crystal molecules, and has been developed to realize high-speed response and high contrast. It is being advanced.

  A PSA type liquid crystal display device is manufactured by injecting a polymerizable liquid crystal composition containing a liquid crystal compound and a polymerizable compound between substrates, applying a voltage to align the liquid crystal molecules, and polymerizing the polymerizable compound. This is done by fixing the orientation of the liquid crystal molecules. As a cause of image sticking which is a display defect of this PSA type liquid crystal display element, a decrease in the reliability of the liquid crystal composition and a change in alignment of liquid crystal molecules (change in pretilt angle) are known.

  The decrease in the reliability of the liquid crystal composition is caused by the deterioration of the liquid crystal compound and impurities contained in the liquid crystal composition, as well as the polymerizable compound remaining after incomplete polymerization, impurities generated during the polymerization, and the like. In order to completely consume the polymerizable compound, it is only necessary to irradiate with strong ultraviolet rays for a long time in the polymerization. In this case, the production apparatus is enlarged and the production efficiency is lowered. Deterioration will occur.

  Further, the occurrence of image sticking is also known due to a change in the pretilt angle of liquid crystal molecules. That is, due to the difference in the cured product of the polymerizable compound, if the same pattern is continuously displayed on the display element for a long time, the pretilt angle changes, which causes the image sticking. A polymerizable compound to be formed is required.

  In order to prevent image sticking, a display element is formed using a polymerizable compound having a structure such as a 1,4-phenylene group as a ring structure (see Patent Document 1), or a polymerizable compound having a biaryl structure is used. A device constituting a display element (see Patent Document 2) is disclosed. However, since these polymerizable compounds have low compatibility with the liquid crystal compound, precipitation of the polymerizable compound occurs when the liquid crystal composition is prepared, so that application as a practical liquid crystal composition is difficult. there were.

  Also, in order to prevent seizure by improving the rigidity of the polymer, a mixture of a bifunctional polymerizable compound and a trifunctional or higher functional polymerizable compound such as dipentaerythritol pentaacrylate or dipentaerythritol hexaacrylate It has been proposed to form a display element using a liquid crystal composition (see Patent Document 3). However, since dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate do not have a ring structure in the molecule, their affinity with liquid crystal compounds is weak and their ability to regulate alignment is weak, so sufficient alignment stability There was a problem that could not be obtained. In addition, it is essential to add a polymerization initiator in the polymerization of these polymerizable compounds. If the polymerization initiator is not added, the polymerizable compound remains after the polymerization.

  From the above, characteristics such as seizure characteristics of display elements, alignment stability, stability as a composition that does not cause precipitation, and production efficiency when preparing PSA type liquid crystal display elements, which are required for polymerizable compound-containing liquid crystal compositions. It is difficult to satisfy and needs further improvement.

  Thus, while attempts have been made to solve the display defect problem associated with the alignment of liquid crystal molecules in a PSA type display element having useful display performance (contrast, response speed) by using a polymerizable compound, the PSA type display element Some of the components of the liquid crystal composition constituting the liquid crystal composition are not suitable for use in PSA type display elements. In particular, a liquid crystal composition containing a liquid crystal compound having an alkenyl group side chain effective for lowering viscosity for improving response performance is disclosed, and is effective in reducing the response speed of a VA display device (Patent Document 4). However, after polymerization of the polymerizable compound, which is a process for producing a PSA type display element, there was a new problem related to alignment control that inhibits the provision of a pretilt angle of liquid crystal molecules. If an appropriate pretilt is not given to the liquid crystal molecules, the direction of movement of the liquid crystal molecules during driving cannot be defined, causing problems such as a decrease in contrast without slowing down the liquid crystal molecules in a certain direction and a slow response speed. .

  As described above, in addition to the performance such as high contrast and high voltage holding ratio (high reliability) required in the vertical alignment type display element such as VA type, the high response, the appropriate pretilt angle required in the PSA type display element It has been necessary to satisfy requirements such as generation and stability over time of the pretilt angle.

JP 2003-307720 A JP 2008-116931 A JP 2004-302096 A Special table 2009-504814

  In order to obtain a low-viscosity liquid crystal composition exhibiting high-speed response, it has been known that it is effective to use a liquid crystalline compound having an alkenyl group side chain. When a polymerizable compound is added to produce a PSA type or PSVA type liquid crystal display device, the tilt angle cannot be sufficiently obtained, there are many residual monomers, and the alignment defect or display defect is caused by low voltage holding ratio (VHR). In addition, the pretilt angle and residual monomer could not be controlled, and it was difficult to optimize and reduce the energy cost for manufacturing, resulting in deterioration of production efficiency, and stable mass production was not achieved. .

  Problems to be solved by the present invention are problems such as alignment failure and display failure due to excellent response performance, sufficient pretilt angle, low residual monomer amount, low voltage holding ratio (VHR), etc. It is to provide a polymerizable compound-containing liquid crystal composition for producing a PSA-type or PSVA-type liquid crystal display device having no or very little, and a liquid crystal display device using the same.

  The present inventor has examined various liquid crystal compounds, and has represented

(Wherein R ⁱ¹ and R ⁱ² each independently represents 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—.
One or more compounds selected from:
General formula (ii)

( ^Wherein R ⁱⁱ¹ and R ⁱⁱ² each independently represent an alkyl group having 1 to 8 carbon atoms)
One or more compounds selected from the compounds represented by:
General formula (P)

(In the formula, Z ^p1 is a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, or a hydrogen atom in which a hydrogen atom is substituted. A good alkoxy group having 1 to 15 carbon atoms, a alkenyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, and 1 to 1 carbon atoms in which a hydrogen atom may be substituted with a halogen atom 15 alkenyloxy groups or -Sp ^p2 -R ^p2 ,
R ^p1 and R ^p2 are each independently the following formulas (R-I) to (R-IX):

In the formulas (RI) to (R-IX), R ^{2 to} R ⁶ are independently of each other a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms. 1 to 5 halogenated alkyl groups, W represents a single bond, —O— or a methylene group, T represents a single bond or —COO—, p, t and q are each independently 0, Represents 1 or 2,
Sp ^p1 and Sp ^p2 represent spacer groups,
L ^p1 and L ^p2 are each independently a single bond, —O—, —S—, —CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CO—, —C ₂ H ₄ —, — COO—, —OCO—, —OCOOCH ₂ —, —CH ₂ OCOO—, —OCH ₂ CH ₂ O—, —CO—NR ^a —, —NR ^a —CO—, —SCH ₂ —, —CH ₂ S— ^{, -CH = CR a -COO -,} - CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - COO-CR a = CH-COO -, - COO ^{-CR a = CH-OCO -,} - OCO-CR a = CH-COO -, - OCO-CR a = CH-OCO -, - (CH 2) z -C (= O) -O -, - (CH _{2) z-O- (C =} O) -, - O- (C = O) - (CH 2) z -, - (C = O) -O _{- (CH 2) z -,} - CH = CH -, - CF = CF -, - CF = CH -, - CH = CF -, - CF 2 -, - CF 2 O -, - OCF 2 -, - CF ₂ CH ₂ —, —CH ₂ CF ₂ —, —CF ₂ CF ₂ — or —C≡C— (wherein, each R ^a independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, In the above formula, z represents an integer of 1 to 4,
M ^p1 represents the following formulas (i-11) to (ix-11):

(In the formula, it binds to Sp ^p1 with ★ and binds to L ^p1 or L ^p2 with ★★, and each hydrogen atom in the group independently represents an alkyl group having 1 to 12 carbon atoms, 1 carbon atom Or a halogenated alkyl group having 12 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, or a halogen atom).
M ^p2 represents 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, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 -Represents a diyl group, but M ^p2 is unsubstituted or 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 carbon atom ^May be substituted with a halogenated alkoxy group of formulas 1 to 12, a halogen atom, a cyano group, a nitro group or —R ^p1 ;
M ^p3 represents the following formulas (i-13) to (ix-13):

(In the formula, it bonds with Z ^p1 with ★, and with L ^p2 with ★★, and each hydrogen atom in the group independently represents an alkyl group having 1 to 12 carbon atoms, or 1 to 12 carbon atoms. (It may be substituted with a halogenated alkyl group, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms or a halogen atom.)
Represents one of the following:
m ^{p2 to} m ^p4 each independently represents 0, 1, 2 or 3, and m ^p1 and m ^p5 each independently represent 1, 2 or 3, but Z ^p1 , R ^p1 , R ^p2 , Sp ^{When a} plurality of ^{p 1} , Sp ^{p 2} , L ^{p 1} , L ^{p 2} , M ^{p 1} , M ^{p 2} , and / or M ^{p 3} are present, they may be the same or different. )
Containing one or more compounds selected from the compounds represented by:
The present inventors have found that the above problem can be solved by a polymerizable liquid crystal composition having a content of the compound represented by the general formula (ii) of 20% by mass or more, and completed the present invention.

  The liquid crystal composition of the present invention has a low viscosity (η) and a small rotational viscosity (γ1) without reducing the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (Tni). A liquid crystal composition having a large elastic constant (K33), a sufficiently high polymerization rate of the polymerizable compound, and no precipitation of the polymerizable compound. The liquid crystal display device using the liquid crystal composition of the present invention has a sufficient pretilt angle, a small residual amount of the polymerizable compound, a high voltage holding ratio (VHR), a high-speed response, and poor alignment and image sticking. Excellent display quality with no or no display defects.

  In the liquid crystal composition of the present invention, the content of the polymerizable compound is adjusted, or when a plurality of polymerizable compounds are contained, a combination of the polymerizable compounds or a combination of components other than the polymerizable compound (for example, other liquid crystal compounds) By adjusting the pre-tilt angle and the residual amount of the polymerizable compound, it is possible to easily improve the production efficiency by optimizing and reducing the energy cost for manufacturing. Therefore, a liquid crystal display device using the liquid crystal composition of the present invention is very useful.

  As described above, the present invention relates to a liquid crystal composition containing a specific n-type liquid crystal composition and a polymerizable compound, and a liquid crystal display device using the same.

  The liquid crystal composition of the present invention exhibits a nematic phase or a smectic phase, but preferably exhibits a nematic phase at room temperature. The liquid crystal composition of the present invention contains a dielectrically nearly neutral compound (Δε value is −2 to 2) and a negative compound (Δε value is negative and its absolute value is larger than 2). . The dielectric anisotropy of the compound is a value extrapolated from the measured value of the dielectric anisotropy of a composition prepared by adding to the base liquid crystal composition at 25 ° C. In addition, although content is described in% below, this means the mass%.

  The liquid crystal composition of the present invention contains one or more compounds represented by the general formula (i). The compound represented by general formula (i) is a negative compound.

In the compound represented by the general formula (i), R ⁱ¹ and R ⁱ² are each independently a linear alkyl group having 1 to 8 carbon atoms or a linear alkoxy group having 1 to 8 carbon atoms. In order to exhibit particularly excellent dielectric anisotropy, an alkoxy group is preferable.

  The alkyl group is preferably a methyl group, an ethyl group, an n-propyl group, an n-butyl group, or an n-pentyl group. The alkoxy group is preferably a methoxy group, an ethoxy group, an n-propoxy group, an n-butoxy group or an n-pentoxy group.

  The lower limit of the preferable content of the compound represented by the general formula (i) with respect to the total amount of the composition of the present invention is 1%, 2%, and 3%. The upper limit of the preferable content is 15%, 13%, 11%, 10%, 8%, 6%, and 5%. The compound represented by the general formula (i) exhibits an improvement effect such as Δε when added in a small amount. However, if the added amount is excessively increased, problems such as precipitation from the liquid crystal composition at low temperatures occur. Sometimes there is an optimal content.

  Specifically, the compound represented by the general formula (i) is preferably a compound represented by the formula (i-1) to the formula (i-9), and the formula (i-1) to the formula (i-5). ) Is preferred, and a compound represented by formula (i-3) is preferred.

  The compounds represented by formula (i-1) to formula (i-9) are preferably used in combination of two or more kinds from the viewpoint of improving the low temperature storage stability of the liquid crystal composition.

  The lower limit of the preferable content of the compound represented by the formula (i-3) with respect to the total amount of the composition of the present invention is 1%, 2%, and 3%. The upper limit of the preferable content is 15%, 13%, 11%, 10%, 8%, 6%, and 5%.

  The liquid crystal composition of the present invention contains one or more compounds represented by the general formula (ii). The compound represented by the general formula (ii) is a substantially neutral compound.

R ⁱⁱ¹ and R ⁱⁱ² are each independently preferably a linear alkyl group having 1 to 5 carbon atoms, preferably a methyl group, an ethyl group, an n-propyl group or an n-butyl group, an ethyl group, an n- A propyl group, an n-butyl group, and an n-pentyl group are preferable.

  The lower limit of the preferable content of the compound represented by the general formula (ii) with respect to the total amount of the composition of the present invention is 20%, 22%, 23%, 24%, 25%. The upper limit of the preferable content is 50%, 45%, 40%, 37%, 35%, 33%, and 30% with respect to the total amount of the composition of the present invention. %, 29%, and 27%.

Furthermore, the compound represented by the general formula (ii) is preferably a compound selected from the group of compounds represented by the formula (ii-1) to the formula (ii-4), represented by the formula (ii-1), A compound represented by formula (ii-3) or formula (ii-4) is preferable. In particular, the compound represented by the formula (ii-1) is preferable because the response speed of the composition of the present invention is particularly improved. Moreover, when _{calculating |} requiring _TNI higher than a response speed, it is preferable to use the compound represented by Formula (ii-3) and Formula (ii-4).

  When two or more types are used in combination, a combination of the compound represented by formula (ii-1) and the compound represented by formula (ii-3), the compound represented by formula (ii-1) and the formula (ii) -4), a compound represented by formula (ii-1), a compound represented by formula (ii-3) and a compound represented by formula (ii-4) are preferred. .

  The total content of the compounds represented by formula (ii-3) and formula (ii-4) is not preferably 20% 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 (ii-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 7% with respect to the total amount of the composition of the present invention. % And 6%.

  The total content of the compound represented by formula (ii-1) and the compound represented by formula (ii-3), represented by the compound represented by formula (ii-1) and formula (ii-4) The total content of the compound represented by formula (ii-1), the total content of the compound represented by formula (ii-3) and the compound represented by formula (ii-4) is preferable. The lower limit is 20%, 22%, 23%, 24%, and 25%. Preferable upper limit values are 50%, 45%, 40%, 37%, 35%, 33%, 30%, 29%, and 27%.

  The preferable lower limit of the total content of the compound represented by the general formula (i) and the compound represented by the general formula (ii) is 20%, 22%, 23%, and 24%. Yes, 25%, 27%, 28%, 30%. Preferable upper limit values are 50%, 45%, 40%, 37%, 35%, 33%, 30%, 29%, and 27%.

  The compound represented by the general formula (P) is a polymerizable compound. The liquid crystal composition of the present invention contains one or more compounds represented by the general formula (P).

In the formula, m ^{p2 to} m ^p4 each independently represents 0, 1, 2 or 3, and m ^p1 and m ^p5 each independently represent 1, 2 or 3, but when there are a plurality of Z ^p1 They may be the same or different. When a plurality of R ^p1 are present, they may be the same or different. When a plurality of R ^p2 are present, they are the same. If there are a plurality of Sp ^p1 , they may be the same or different, and if there are a plurality of Sp ^p2 , they may be the same or different. ^{Alternatively,} when a plurality of L ^p1 are present, they may be the same or different, and when a plurality of M ^p2 are present, they may be the same or different. It is preferably represented by a compound represented by Moreover, it is preferable to contain the said polymerizable monomer 1 type (s) or 2 or more types.

In the general formula (1) according to the present invention, Z ^p1 is preferably -Sp ^p2 -R ^p2 , and R ¹¹ and R ¹² are each independently represented by the formulas (R-1) to (R-3). Either is preferable.

In the general formula (P), m ^p1 + m ^p5 is preferably 2 or more.

In the general formula (P), L ^p1 represents a single bond, —OCH ₂ —, —CH ₂ O—, —CO—, —C ₂ H ₄ —, —COO—, —OCO—, —COOC _{2. H 4 -, - OCOC 2 H} 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) z _{-C (= O) -O -,} - (CH 2) z-O- (C = O) -, - O- (C = O) - (CH 2) z -, - CH = CH-COO-, —COO—CH═CH—, —OCOCH═CH—, — (C═O) —O— (CH ₂ ) z—, —OCF ₂ — or —C≡C—, and L ^p2 represents —OCH _{2 CH 2 O -, - COOC 2} H 4 -, - OCOC 2 H 4 -, - (CH 2) z -C (= O) -O -, - (CH 2) z-O- (C = O) - _{-O- (C = O) - (} CH 2) z -, - (C = O) -O- (CH 2) z -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH _{= CH -, - C 2 H} 4 OCO- or _-C 2 _H 4 is COO-, z in the above formula is preferably an integer of 1 to 4.

In addition, at least one of L ^p1 and L ^{p2 in} the general formula (1) is — (CH ₂ ) _z —C (═O) —O— or — (CH ₂ ) z—O— (C═O). - and _{-O- (C = O) - (} CH 2) z -, - (C = O) -O- (CH 2) is preferably at least one selected from the group consisting of z-.

In the general formula (P), R ^p1 and R ^p2 are each independently the following formulas (R-1) to (R-15):

Any of these is more preferable.

In the general formula (P), m ^p3 represents 0, 1, 2, or 3. When m ^p2 is 1, L ^p1 is a single bond, and when m ^p2 is 2 or 3, a plurality of L ^p1 is present. At least one is preferably a single bond.

In the general formula (P), m ^p3 represents 0, 1, 2 or 3, and when m ^p3 is 1, M ^p2 is a 1,4-phenylene group, and when m ^p3 is 2 or 3, a plurality of m ^p3 are present. ^{M p2} adjacent to ^{M p1} through at least ^{L p1} of ^{M p2} which is preferably a 1,4-phenylene group.

Further, m ^{p3 in the} general formula (P) represents 0, 1, 2, or 3, and at least one of M ^p2 is a 1,4-phenylene group substituted with one or two or more fluorines. It is preferable.

Further, m ^{p4 in the} general formula (P) represents 0, 1, 2, or 3, and at least one of M ^p3 is a 1,4-phenylene group substituted with one or two or more fluorines. It is preferable.

Further, as the general formula (P) in the spacer group ^{(Sp p1, Sp p2, Sp} p4), a single _{bond, -OCH 2 -, - (CH} 2) z O -, - CO -, - C 2 H 4 _{-, - COO -, - OCO} -, - COOC 2 H 4 -, - OCOC 2 H 4 -, - (CH 2) z -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH ═CH—, —CF ₂ —, —CF ₂ O—, — (CH ₂ ) _z —C (═O) —O—, — (CH ₂ ) _z —O— (C═O) —, —O— (C═O) — (CH ₂ ) _z —, — (C═O) —O— (CH ₂ ) _z —, —O— (CH ₂ ) _z —O—, —OCF ₂ —, —CH═CH -COO-, -COO-CH = CH-, -OCOCH = CH- or -C≡C- is preferred, and Z is an integer of 1-10. Rukoto is preferable.

  The specific content of the polymerizable monomer in the polymerizable monomer-containing liquid crystal composition is preferably 2% or less, more preferably 1.5% or less, still more preferably 1% or less, and 0.5% The following is particularly preferable, and 0.4% or less is most preferable.

The polymerizable compound of the general formula (P) according to the present invention is represented by the general formula (Pa), the general formula (Pb), the general formula (Pc), and the general formula (Pd). It is preferably at least one compound selected from the group consisting of compounds, and two or more compounds may be used in combination.

In the above general formulas (Pa) to (Pd), R ^p1 and R ^p2 are each independently the following formulas (RI) to (R-IX):

In the formulas (RI) to (R-IX), R ^{2 to} R ⁶ are independently of each other a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms. 1 to 5 halogenated alkyl groups, 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, Represents 1 or 2,
Ring A and Ring B are each independently 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, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1, A 3-dioxane-2,5-diyl group, which is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, or an alkoxy having 1 to 12 carbon atoms group, halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, that is substituted with a nitro group or a -R ^p1 preferably,
Ring C represents the following formulas (ci) to (c-ix):

(In the formula, it binds to Sp ^p1 with ★ and binds to L ^p5 or L ^p6 with ★★, and the hydrogen atoms in the group are each independently an alkyl group having 1 to 12 carbon atoms, 1 carbon atom Or a halogenated alkyl group having 12 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, or a halogen atom).
Sp ^p1 and Sp ^p4 each represent a spacer group, and X ^{p1 to} X ^p4 preferably each independently represent a hydrogen atom or a halogen atom,
L ^p4 , L ^p5 and L ^p6 are each independently a single bond, —OCH ₂ —, —CH ₂ O—, —CO—, —C ₂ H ₄ —, —COO—, —OCO—, —COOC _{2. H 4 -, - OCOC 2 H} 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) z _{-C (= O) -O -,} - (CH 2) z -O- (C = O) -, - O- (C = O) - (CH 2) z -, - (C = O) -O — (CH ₂ ) _z —, —O— (CH ₂ ) _z —O—, —OCF ₂ —, —CH═CHCOO—, —COOCH═CH—, —OCOCH═CH— or —C≡C—. It is preferable that z in the formula is an integer of 1 to 4.

L ^p3 is preferably —CH═CHCOO—, —COOCH═CH—, or —OCOCH═CH—.

In the compound represented by the general formula ( ^Pa ), it is preferable that m ^p6 and m ^p7 each independently represent 0, 1, 2, or 3. Moreover, it is more preferable that it is ^mp6 + ^mp7 = 2-5. In the polymerizable monomer-containing composition according to the present invention, combining the polymerizable monomer represented by the general formula (P-a) and the general formula (i) is considered preferable from the viewpoint of reducing the residual monomer.

In the compound represented by the general formula ( ^Pb ), it is preferable that ^mp8 and ^mp9 each independently represent 1, 2, or 3. Moreover, it is more preferable that it is ^mp6 + ^mp7 = 2-3. In the polymerizable monomer-containing composition according to the present invention, combining the polymerizable monomer represented by the general formula (Pb) and the general formula (i) is considered preferable from the viewpoint of reducing the residual monomer.

In the compound represented by the general formula (Pc), it is preferable that ^mp10 and ^mp11 each independently represent 0 or 1. Moreover, it is more preferable that it is ^mp10 + ^mp11 = 0-1. In the polymerizable monomer-containing composition according to the present invention, combining the polymerizable monomer represented by the general formula (Pc) and the general formula (i) is considered preferable from the viewpoint of reducing the residual monomer. Moreover, since general formula (Pc) has a phenanthrene ring, it is thought that the photosensitive effect | action of the whole composition is large.

In the compound represented by the general formula (Pd), ^mp12 and ^mp15 each independently represent 1, 2 or 3, and ^mp13 preferably represents 0, 1, 2 or 3, m ^p14 preferably represents 0 or 1. Moreover, it is more preferable that it is ^mp12 + ^mp15 = 2-5. When a plurality of R ^p1 are present, they may be the same or different. When a plurality of R ^p1 are present, they may be the same or different, and a plurality of R ^p2 are present. In some cases, they may be the same or different. When a plurality of Sp ^p1 are present, they may be the same or different. When there are a plurality of Sp ^p4 , they are the same. They may be the same or different when there are a plurality of L ^p4 and L ^p5, and they may be the same when there are a plurality of rings A to C. Or different. In the polymerizable monomer-containing composition according to the present invention, the photopolymerization time is shortened by combining the polymerizable monomer represented by the general formula (Pd) with the general formula (1) and the general formula (2). It becomes possible to make it.

  The preferable structure of the compound represented by general formula (Pa)-general formula (Pd) which concerns on this invention below is illustrated.

  Preferable examples of the compound represented by the general formula (Pa) according to the present invention include polymerizable compounds represented by the following formulas (Pa-1) to (Pa-31).

  The specific content of the polymerizable monomer represented by the general formula (P-a) is preferably 5% or less, more preferably 3% or less, further preferably 2% or less, and more preferably 1% or less. Particularly preferred is 0.8% or less.

  Preferred examples of the compound represented by the general formula (Pb) according to the present invention include polymerizable compounds represented by the following formulas (Pb-1) to (Pb-64).

(In the formula, Sp ^b represents — (CH ₂ ) _n —, and n represents an integer of 1 to 20, and when a plurality of Sp ^b are present, they may be the same or different. )
Further, the specific content of the polymerizable monomer represented by the general formula (Pb) (ratio to the entire polymerizable monomer-containing liquid crystal composition) is preferably 5% or less, more preferably 3% or less. It is more preferably 2% or less, particularly preferably 1% or less, and most preferably 0.8% or less.

  Preferred examples of the compound represented by the general formula (Pc) according to the present invention include polymerizable compounds represented by the following formulas (Pc-1) to (Pc-52).

  The specific content of the polymerizable monomer represented by the general formula (Pc) is preferably 5% or less, more preferably 3% or less, still more preferably 2% or less, and more preferably 1% or less. Particularly preferred is 0.8% or less.

  The compound represented by the general formula (Pd) according to the present invention is preferably a compound represented by the following general formula (P-d ').

(In the compound represented by the above general formula (Pd ′), ^mp10 more preferably represents 2 or 3. The other symbols are the same as those in the above general formula (pd), and will be omitted.)
Preferred examples of the compound represented by the general formula (Pd) according to the present invention include polymerizable compounds represented by the following formulas (Pd-1) to (Pd-31).

  The specific content of the polymerizable monomer represented by the general formula (Pd) is preferably 5% or less, more preferably 3% or less, still more preferably 2% or less, and more preferably 1% or less. Particularly preferred is 0.8% or less.

The “alkyl group having 1 to 15 carbon atoms” according to the present invention is preferably a linear or branched alkyl group, and more preferably a linear alkyl group. In the general formula (1), R ¹ and R ² are each independently an alkyl group having 1 to 15 carbon atoms, and R ¹ and R ² are each independently 1 to 1 carbon atoms. Eight alkyl groups are preferable, and an alkyl group having 1 to 6 carbon atoms is more preferable.

  Examples of the “alkyl group having 1 to 15 carbon atoms” according to the present invention include methyl, ethyl, propyl, butyl, isopropyl, isobutyl, t-butyl, 3-pentyl, and isopentyl. Group, neopentyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, dodecyl group, pentadecyl group and the like. In the present specification, examples of alkyl groups are common and are appropriately selected from the above examples depending on the number of carbon atoms of each alkyl group.

  The example of the “alkoxy group having 1 to 15 carbon atoms” according to the present invention is preferably present at a position where at least one oxygen atom in the substituent is directly bonded to the ring structure, and includes a methoxy group, ethoxy group Group, propoxy group (n-propoxy group, i-propoxy group), butoxy group, pentyloxy group, octyloxy group and decyloxy group are more preferable. In addition, in this specification, the example of an alkoxy group is common and is suitably selected from the said illustration according to the number of carbon atoms of each alkoxy group.

  Examples of the “alkenyl group having 2 to 15 carbon atoms” according to the present invention are vinyl group, allyl group, 1-propenyl group, isopropenyl group, 2-butenyl group, 3-butenyl group, 1,3-butadienyl. Group, 2-pentenyl group, 3-pentenyl group, 2-hexenyl group and the like. More preferable alkenyl groups according to the present invention include the following formula (i) (vinyl group), formula (ii) (1-propenyl group), formula (iii) (3-butenyl group) and formula (iv) ) (3-pentenyl group):

(In the above formulas (i) to (iv), * represents a binding site to the ring structure.)
However, when the liquid crystal composition of the present invention contains a polymerizable monomer, structures represented by formula (ii) and formula (iv) are preferable, and a structure represented by formula (ii) is more preferable. preferable. In the present specification, examples of the alkenyl group are common and are appropriately selected from the above examples depending on the number of carbon atoms of each alkenyl group.

  It is preferable that the composition of this invention contains 1 type, or 2 or more types of compounds chosen from the compound represented by general formula (N-1), (N-2), and (N-3). These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and the absolute value is greater than 2).

(In the formula, 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 2 in the alkyl group _Two or more —CH ₂ — may be each independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or adjacent to each other). And two or more —CH ₂ — may be replaced by —O—.) And (b) 1,4-phenylene group (one —CH═ present in this group or not adjacent 2 More than one -CH = 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═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
(D) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently a cyano group, It 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—,
^XN21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents —CH ₂ — or an oxygen atom,
^nN11 , ^nN12 , ^nN21 , ^nN22 , ^nN31 and ^nN32 each independently represent an integer of 0 to 3, but ^nN11 + ^nN12 , ^nN21 + ^nN22 and ^nN31 + ^nN32 are each independently 1, 2 or ^3, if ^{a N11 ~A N32, Z N11 ~Z} N32 there are multiple, 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), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31, and R ^N32 each independently represent 1 to 8 carbon atoms. An alkyl 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, preferably an alkyl group having 1 to 5 carbon atoms, and the number of 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, and an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is preferable. More preferably, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms (propenyl group) is particularly preferable.

  Further, when the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and carbon An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a straight chain 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 oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

  The alkenyl group is preferably selected from groups represented by any one of the 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 preferably aromatic when it is required to increase Δn independently, and in order to improve the response speed, fat 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, n ^N21 is 2 and n ^N22 is n 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) with respect 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 upper limit of the preferred 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) with respect 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 upper limit of the preferred 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) with respect 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 upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.

As compounds represented by the general formulas (N-1) to (N-3), as in the compounds in which R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 are alkenyl groups, When the content of the compound having a structure of CH═CH— is increased, when the compound represented by the general formula (P) is polymerized, there is a problem that the polymerization does not proceed sufficiently, and regulation of liquid crystal molecules after polymerization. This is not preferable because problems such as weakness occur. For this reason, the upper limit of the content of the compounds represented by the general formulas (N-1) to (N-3) having a structure of —CH═CH— in the molecule is 15%. Preferably, 13% is preferred, 10% is preferred, 8% is preferred, 6% is preferred, 4% is preferred, 3% is preferred, 2% is preferred, 1% is preferred and substantially free preferable.

  In the case where a composition having a low response speed and a high response speed is required, the lower limit value is preferably low and the upper limit value is preferably low. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, the above lower limit value is preferably low and the upper limit value is preferably low. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is increased and the upper limit value is high.

  As a compound represented by general formula (N-1), the compound group represented by the following general formula (N-1a)-(N-1g) can be mentioned.

(In the formula, R ^N11 and R ^N12 represent the same meaning as R ^N11 and R ^N12 in formula (N-1), n ^Na11 represents 0 or 1, n ^Nb11 represents 1 or 2, and n ^Nc11 represents ^Represents 0 or 1, n ^Nd11 represents 1 or 2, n ^Ne11 represents 1 or 2, n ^Nf11 represents 1 or 2, n ^Ng11 represents 1 or 2, A ^Ne11 represents trans-1,4 ^{-Represents a} cyclohexylene group or a 1,4-phenylene group, and ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one Represents a 1,4-cyclohexenylene group, Z ^{Ne 11} represents a single bond or ethylene, but at least one represents ethylene.)
More specifically, the compound represented by the general formula (N-1) is a compound selected from the compound group represented by the general formulas (N-1-1) to (N-1-21). preferable.

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

(In the formula, R ^N111 and R ^N112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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 preferably an ethoxy group or a butoxy group.

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

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Setting to a small value is highly effective. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

  Furthermore, 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-1-1.23). It is preferable that it is a compound represented by Formula (N-1-1.1) to (N-1-1.4), and Formula (N-1-1.1) and Formula (N The compound represented by -1-1.3) is preferable.

  The compounds represented by formulas (N-1-1.1) to (N-1-1.22) 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%, 20%, 23% 25% 27% 30% 33% 35% The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

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

(In the formula, R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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 a methyl group, a propyl group, a methoxy group, an ethoxy group, or a propoxy group is preferable. preferable.

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

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, it is more effective to set the content lower. When emphasizing T _NI , the content is preferable. Setting a large number of is highly effective. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 7%, 10%, 13% 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37% 40% and 42%. The upper limit of the preferable content is 50%, 48%, 45%, 43%, 40%, 38%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% %, 8%, 7%, 6%, 5%.

Furthermore, the compound represented by the general formula (N-1-2) is a compound selected from the compound group represented by the formula (N-1-2.1) to the formula (N-1-2.22). It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula It is preferable that it is a compound represented by (N-1-2.13) and a formula (N-1-2.20), and when importance is attached to the improvement of Δε, the formula (N-1-2.3) is preferably a compound represented by the formula (N-1-2.7) _from when emphasizing improvements in _{T NI} formula (N-1-2.10), formula (N-1-2.11) And a compound represented by the formula (N-1-2.13), and when emphasizing improvement in response speed, the compound represented by the formula (N-1-2.20) Is preferred.

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

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

(In the formula, R ^N131 and R ^N132 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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 preferably a 1-propenyl group, an ethoxy group, a propoxy group, or a butoxy group. .

  Although the compound represented by general formula (N-1-3) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

  Furthermore, the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3.21). It is preferable that it is a compound represented by Formulas (N-1-3.1) to (N-1-3.7) and Formula (N-1-3.21), and 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 formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) are singly used. Can be used in combination or in combination, but the combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3) ), A formula (N-1-3.4), and a combination of two or three selected from formula (N-1-3.6) are preferred. The lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20% %. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

  The compound represented by the general 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).)
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 Group or butoxy group is preferred.

  Although the compound represented by general formula (N-1-4) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Setting to a small value is highly effective. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 3%, 5%, 7%, 10% 13%, 15%, 17%, 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.

  Furthermore, 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 it is a compound represented by Formula (N-1-4.1) to (N-1-4.4), and Formula (N-1-4.1) and Formula (N -1-4.2) and compounds represented by formula (N-1-4.4) are preferred.

  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 with respect to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17% And 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.

  The compound represented by 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).)
R ^N151 and R ^N152 are each independently 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 preferably an ethyl group, a propyl group, or a butyl group. Is preferred.

  Although the compound represented by general formula (N-1-5) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, it is more effective to set the content lower. When emphasizing T _NI , the content is preferable. Setting a large number of is highly effective. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13% 15%, 17%, 20%. The upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the composition of the present invention. %, 18%, 15% and 13%.

  Furthermore, the compound represented by the general formula (N-1-5) is a compound selected from the compound group represented by the formula (N-1-5.1) to the formula (N-1-5.6). It is preferable that the compound represented by Formula (N-1-5.1), Formula (N-1-5.2), and Formula (N-1-5.4) is preferable.

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

  The compound represented by the general formula (N-1-10) is the following compound.

(In the formula, R ^N1101 and R ^N1102 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group, or a 1-propenyl group. R ^N1102 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-10) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, setting the content higher is more effective. When emphasizing _TNI , the content is high. Setting to a higher value is more effective. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

  Furthermore, the compound represented by the general formula (N-1-10) is a compound selected from the group of compounds represented by the formula (N-1-10.1) to the formula (N-1-10.21). It is preferable to be represented by formulas (N-1-10.1) to (N-1-10.5), formula (N-1-10.20), and formula (N-1-10.21). It is preferable that it is a compound, Formula (N-1-10.1), Formula (N-1-10.2), Formula (N-1-10.20), and Formula (N-1-10.21) The compound represented by these is preferable.

  The compounds represented by formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21) are single Can be used in combination or in combination, but the lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10% 13%, 15%, 17%, 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to 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.

(In the formula, R ^N1111 and R ^N1112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group, or a 1-propenyl group. R ^N1112 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-11) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, setting the content lower is more effective, and when emphasizing _TNI , the content. Setting to a higher value is more effective. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

  Furthermore, the compound represented by the general formula (N-1-11) is a compound selected from the group of compounds represented by the formula (N-1-11.1) to the formula (N-1-11.15). It is preferable that it is a compound represented by Formula (N-1-11.1) to (N-1-11.15), and Formula (N-1-11.2 and Formula (N- The compound represented by 1-11.4) is preferable.

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

(In the formula, R ^N1121 and R ^N1122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-12) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to 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.

(In the formula, R ^N1131 and R ^N1132 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group. R ^N1132 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-13) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to 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.

(In the formula, R ^N1141 and R ^N1142 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N).)
R ^N1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group. R ^N1142 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-14) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to 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.

(In the formula, R ^N1151 and R ^N1152 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-15) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to 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.

(In the formula, R ^N1161 and R ^N1162 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group. R ^N1162 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-16) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to 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.

(In the formula, R ^N1171 and R ^N1172 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
^RN1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-17) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

(In the formula, R ^N1181 and R ^N1182 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
^RN1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a methyl group, an ethyl group, a propyl group or a butyl group. ^RN1182 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-18) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

  Furthermore, 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 it is a compound represented by Formula (N-18.1) to (N-1-11.3), and Formula (N-1-18.2 and Formula (N- The compound represented by 1-18.3) is preferable.

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

(In the formula, R ^N1201 and R ^N1202 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N)).
R ^N1201 and R ^N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group.

  Although the compound represented by general formula (N-1-20) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to 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.

(In the formula, R ^N1211 and R ^N1212 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
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 preferably an ethyl group, a propyl group or a butyl group.

  Although the compound represented by general formula (N-1-21) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

( ^Wherein , R ^N1221 and R ^N1222 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
R ^N1221 and R ^N1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group.

  Although the compound represented by general formula (N-1-22) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 5%.

  Furthermore, the compound represented by the general formula (N-1-22) is a compound selected from the group of compounds represented by the formula (N-1-22.1) to the formula (N-1-22.12). It is preferable that it is a compound represented by Formula (N-1-22.1) to (N-1-22.5), and Formula (N-1-22.1) to (N- The compound represented by 1-22.4) is preferable.

The compound represented by General Formula (N-3) is preferably a compound selected from the group of compounds represented by General Formula (N-3-2).

(In the formula, R ^N321 and R ^N322 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
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 preferably a propyl group or a pentyl group.

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

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Setting to a small value is highly effective. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 3%, 5%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% % And 5%.

  Furthermore, 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 of the present invention preferably contains one or more compounds represented by formula (L). The compound represented by the general formula (L) corresponds to a dielectrically neutral compound (Δε value 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 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 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other). May be replaced by -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = are -N May be replaced by =.)
(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═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
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 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—,
When n ^L1 is 2 or 3, and a plurality of A ^L2 are present, they may be the same or different, and when n ^L1 is 2 or 3, and a plurality of Z ^L3 are present, May be the same or different, but excludes compounds represented by general formulas (N-1), (N-2) and (N-3). )
Although the compound represented by general formula (L) may be used independently, it can also be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as 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, 10 types, More than types.

  In the composition of the present invention, the content of the compound represented by the general formula (L) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, 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) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25%.

  When a composition having a low viscosity and a high response speed is required, the lower limit value is high and the upper limit value is preferably high. Furthermore, when the composition of the present invention maintains a high Tni and requires a composition having good temperature stability, the above lower limit value is preferably high and the upper limit value is preferably high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.

When importance is attached to reliability, R ^L1 and R ^L2 are preferably both alkyl groups, and when importance is placed on reducing the volatility of the compound, it is preferably an alkoxy group, and importance is placed on viscosity reduction. In this 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 importance is attached to compatibility with other liquid crystal molecules.

R ^L1 and R ^L2 are a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R ^L1 is bonded is a phenyl group (aromatic). When the ring structure to which the alkoxy group and the alkenyl group having 4 to 5 carbon atoms are bonded is a saturated ring structure such as cyclohexane, pyran, or dioxane, a straight chain having 1 to 5 carbon atoms is preferable. An alkyl group, 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 oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

  The alkenyl group is preferably selected from groups represented by any one of the 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 attached to the response speed, 2 or 3 is preferred for improving the upper limit temperature of the nematic phase, and 1 is preferred for balancing these. 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 for improving the response speed, and are each independently 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 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 -It preferably represents a diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably represents 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 the response speed is important.

  The compound represented by the general formula (L) preferably has 0 or 1 halogen atom in the molecule.

As the compound represented by the general formula (L), when the content of a compound having a structure of —CH═CH— in the molecule, such as a compound in which R ^L1 and R ^L2 are alkenyl groups, increases, When the compound represented by formula (1) is polymerized, it is not preferable because polymerization may not proceed sufficiently and problems such as weakening of the regulation of liquid crystal molecules after polymerization may occur. For this reason, the upper limit of the content of the compound represented by the general formula (L) and having a structure of —CH═CH— in the molecule is preferably 15%, preferably 13%, 10 % Is preferable, 8% is preferable, 6% is preferable, 4% is preferable, 3% is preferable, 2% is preferable, and 1% is 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 general formula (L-1) is the following compound.

(In the formula, R ^L11 and R ^L12 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L), except for the compound represented by General Formula (ii)).
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. .

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

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

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

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

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

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

  The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general 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) with respect to the total amount of the composition of the present invention is 1%, 5%, 8%, 10% It is. The upper limit of the preferable content is 15%, 13%, 10%, 8%, 5%, 3%, and 1% with respect to the total amount of the composition of the present invention. %, Preferably not substantially contained.

  Furthermore, 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). It is preferable that it is a compound represented by Formula (L-1-2.2) to Formula (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved. Moreover, when calculating | requiring Tni higher than a response speed, it is preferable to use the compound represented by a formula (L-1-2.3) or a formula (L-1-2.4). In order to improve the solubility at low temperature, the content of the compound represented by the formula (L-1-2.3) and the formula (L-1-2.4) is not preferably 30% or more.

  The lower limit of the preferable content of the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention is 1%, 5%, 8%, 10%. The upper limit of the preferable content is 15%, 13%, 10%, 8%, 5%, 3%, and 1% with respect to the total amount of the composition of the present invention. %, Preferably not substantially contained.

  The 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) with respect to the total amount of the composition of the present invention The values are 1%, 5%, 8% and 10%. The upper limit of the preferable content is 15%, 13%, 10%, 8%, 5%, 3%, and 1% with respect to the total amount of the composition of the present invention. %, Preferably not substantially contained.

  The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (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) with respect to the total amount of the composition of the present invention is 1% and 5%. The upper limit of the preferable content is 8%, 5%, 3%, 1%, and substantially not contained, with respect to 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) with respect to the total amount of the composition of the present invention is 1%, which is 5%. The upper limit of the preferable content is 8%, 5%, 3%, 1%, and substantially not contained, with respect to the total amount of the composition of the present invention. Furthermore, the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by the formulas (L-1-4.1) to (L-1-5.3). It is preferable that it is a compound chosen from the compound group which is said, and it is preferable that it is a compound represented by Formula (L-1-4.2) or Formula (L-1-5.2).

The lower limit of the preferable content of the compound represented by Formula (L-1-4.2) with respect to the total amount of the composition of the present invention is 1%, which is 5%. The upper limit of the preferred content is 8%, 5%, 3%, 1%, and substantially not contained, based on the total amount of the composition of the present invention (L 1-1.3), Formula (L-1-2.2), Formula (L-1-3.1), Formula (L-1-3.3), Formula (L-1-3.4). ), Two or more compounds selected from the compounds represented by formula (L-1-3.11) and formula (L-1-3.12) are preferably combined, and 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) and formula (L It is preferable to combine two or more compounds selected from the compounds represented by −1-4.2), and the lower limit of the preferable content of the total content of these compounds is 1%, and 5%. is there. The upper limit of the preferable content is 8%, 5%, 3%, 1%, and substantially not contained, with respect to the total amount of the composition of the present invention. When emphasizing the reliability of the composition, compounds represented by formula (L-1-3.1), formula (L-1-3.3) and formula (L-1-3.4)) It is preferable to combine two or more compounds selected from the group consisting of formulas (L-1-1.3) and (L-1-2.2) when importance is attached to the response speed of the composition. It is preferable to combine two or more compounds selected from the following compounds.
The compound represented by the general formula (L-1) is preferably a compound selected from the compound group represented by the general 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) with respect to the total amount of the composition of the present invention is 1% and 5%. The upper limit of the preferable content is 8%, 5%, 3%, 1%, and substantially not contained, with respect to the total amount of the composition of the present invention.

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

  The compound represented by general 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 the general formula (L).)
R ^L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. The alkoxy group of number 1-4 is preferable.

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

  When emphasizing solubility at low temperatures, the effect is high when the content is set to be large. On the other hand, when the response speed is important, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking 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) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%. The upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.

  Furthermore, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formula (L-2.1) to the formula (L-2.6). It is preferable that it is a compound represented by (L-2.1), Formula (L-2.3), Formula (L-2.4), and Formula (L-2.6).

  The compound represented by general 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 General 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.

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

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

  When a high birefringence is obtained, the effect is high when the content is set to be large. On the other hand, when high Tni is emphasized, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

  Furthermore, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formula (L-3.1) to the formula (L-3.4). A compound represented by formula (L-3.7) from (L-3.2) is preferable.

  The compound represented by general formula (L-4) is the following compound.

(In the formula, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L).)
R ^L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. The alkoxy group of number 1-4 is preferable. )
Although the compound represented by general formula (L-4) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as 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) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately 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) with respect 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 preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%.

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

  Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., even if the compound represented by the formula (L-4.1) is contained, the formula (L Even if the compound represented by -4.2) is contained, both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2) are contained. Or all of the compounds represented by formula (L-4.1) to formula (L-4.3) may be included. The lower limit of the preferable content of the compound represented by the formula (L-4.1) or the formula (L-4.2) with respect to the total amount of the composition of the present invention is 1%, which is 5%. is there. The upper limit of the preferable content is 8%, 5%, 3%, 1%, and substantially not contained, with respect to the total amount of the composition of the present invention.

  When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, both compounds with respect to the total amount of the composition of the present invention The lower limit of the preferred 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 General Formula (L-4) is preferably, for example, a compound represented by Formula (L-4.4) to Formula (L-4.6), and Formula (L-4.4). It is preferable that it is a compound represented by this.

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

  The lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) with respect 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 limit values 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, both compounds with respect to the total amount of the composition of the present invention The lower limit of the preferred 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 General Formula (L-4) is preferably a compound represented by Formula (L-4.7) to Formula (L-4.10), and in particular, Formula (L-4. The compound represented by 9) is preferred.

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

(In the formula, R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in the general 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. The alkoxy group of number 1-4 is preferable.

  Although the compound represented by general formula (L-5) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as 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-5) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately 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) with respect 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 preferable content of the compound represented by the formula (L-5) with respect 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 general formula (L-5) is represented by the formula (L-5.1) or the formula (L-5.2). It is preferable that it is a compound represented by a formula (L-5.1).

  The lower limit of the preferable content of these compounds with respect to 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 General Formula (L-5) is preferably a compound represented by Formula (L-5.3) or Formula (L-5.4).

  The lower limit of the preferable content of these compounds with respect to 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). It is preferable that it is a compound represented by L-5.7).

  The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1% and 5%. The upper limit of the preferable content is 8%, 5%, 3%, 1%, and substantially not contained, with respect to the total amount of the composition of the present invention.

  The compound represented by general formula (L-6) is the following compound.

(In the formula, R ^L61 and R ^L62 each independently represent the same meaning as R ^L1 and R ^L2 in the general 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.

  Although the compound represented by general formula (L-6) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

  The lower limit of the preferable content of the compound represented by the formula (L-6) with respect 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 preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%. When emphasizing to increase Δn, it is preferable to increase the content, and when emphasizing the precipitation at low temperature, it is preferable to decrease the content.

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

  Although there is no restriction | limiting in particular in the kind of compound which can be combined, It is preferable to contain 1 type-3 types from these compounds, and it is more preferable to contain 1 type-4 types. Further, since the wide molecular weight distribution of the compound to be selected is also effective for solubility, for example, one type of the compound represented by the formula (L-6.1) or (L-6.2), the formula (L- 6.4) or one type from the compound represented by (L-6.5), one type from the compound represented by formula (L-6.6) or formula (L-6.7), formula (L It is preferable to select one compound from the compounds represented by -6.8) or (L-6.9) and combine them as appropriate. Among these, it is represented by Formula (L-6.1), Formula (L-6.3), Formula (L-6.4), Formula (L-6.6), and Formula (L-6.9). It is preferable to include a compound.

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

  The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1% and 5%. The upper limit of the preferable content is 8%, 5%, 3%, 1%, and substantially not contained, with respect to the total amount of the composition of the present invention.

  The compound represented by general 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 ^L3 represents the same meaning, but the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, 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 with a fluorine atom, and Z ^L71 is a single group. A bond or COO- is preferable, a single bond is preferable, and X ^L71 and X ^L72 are preferably a hydrogen atom.

  Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as 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) is low temperature solubility, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately 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) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%. The upper limit of the preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10%, 5%.

  When an embodiment with high Tni is desired for the composition of the present invention, the content of the compound represented by formula (L-7) is preferably increased, and when an embodiment with a low viscosity is desired, the content is It is preferable to reduce the amount.

  Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.1) to Formula (L-7.4), and Formula (L-7. It is preferable that it is a compound represented by 2).

  Furthermore, 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 the formula (L-7. It is preferable that it is 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). A compound represented by the formula (L-7.21) is preferable.

  Further, 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 the formula (L-7. 31) or / and a compound represented by the formula (L-7.32).

  Furthermore, 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 the formula (L-7. 41) or / and a compound represented by formula (L-7.42).

  Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.51) to Formula (L-7.53).

  The preferred total content of the compounds represented by general formula (i), general formula (ii), general formula (P), general formula (L) and (N) with respect to the total amount of the composition of the present invention. The lower limit values are 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97 %, 98%, 99%, 100%. The upper limit of the preferable content is 100%, 99%, 98%, and 95%.

  General formula (i), general formula (ii), general formula (P), general formulas (L-1) to (L-7) and (M-1) to (M-1) with respect to the total amount of the composition of the present invention The lower limit of the preferable total content of the compounds represented by M-8) is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 100%. The upper limit of the preferable content is 100%, 99%, 98%, and 95%.

  In the compounds represented by formulas (i), (L) and (N), a structure of —CH═CH— (for example, an alkenyl group in a side chain, —CH═CH— as a linking group) And -C≡C-, a compound having a cyclohexenylene group as a ring structure) when the content of the compound represented by the general formula (P) is polymerized and the alignment regulating force of liquid crystal molecules is given. This is not preferable because the regulation force is weak and the prescribed pretilt cannot be achieved, or the pretilt angle deviates from the initial value with the use of the display element. For this reason, the minimum with preferable content in the composition of these compounds is 1%, and is 3%. The upper limit of the preferable content is 20%, 17%, 15%, 13%, 11%, 8%, and 5% with respect to the total amount of the composition of the present invention. %, 3%, 1%, and preferably not substantially contained.

  The composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (—CO—OO—) structure are bonded in the molecule.

  When emphasizing the reliability and long-term stability of the composition, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less with respect to the total mass of the composition. Preferably, it is more preferably 1% or less, and most preferably not substantially contained.

  When importance is attached to the stability by UV irradiation, the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, based on the total mass of the composition. % Or less, preferably 5% or less, more preferably 3% or less, and still more preferably substantially not contained.

  It is preferable to increase the content of a compound in which all the ring structures in the molecule are 6-membered rings, and the content of the compound in which all the ring structures in the molecule are 6-membered rings is 80 % Or more, more preferably 90% or more, still more preferably 95% or more, and the composition is composed only of a compound in which all of the ring structures in the molecule are all 6-membered rings. Most preferably.

  In order to suppress deterioration due to oxidation of the composition, it is preferable to reduce the content of the compound having a cyclohexenylene group as a ring structure, and the content of the compound having a cyclohexenylene group as the total mass of the composition. On the other hand, it is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and still more preferably not contained.

  When importance is attached to the improvement of viscosity and the improvement of Tni, the content of a compound having a 2-methylbenzene-1,4-diyl group in which hydrogen atoms may be substituted by halogen may be reduced. Preferably, the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, more preferably 8% or less, based on the total mass of the composition. It is more preferably 5% or less, further preferably 3% or less, and still more preferably substantially not contained.

  In the present application, the phrase “not substantially contained” means that the substance is not contained except for an unintentionally contained substance.

  When the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the alkenyl group is bonded to cyclohexane, the alkenyl group has 2 to 5 carbon atoms. When the alkenyl group is bonded to benzene, the alkenyl group preferably has 4 to 5 carbon atoms, and the unsaturated bond of the alkenyl group and benzene are directly bonded. Preferably not.

The average elastic constant (K _AVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, and the lower limit thereof is preferably 10, preferably 10.5, preferably 11 and preferably 11.5. , 12 is preferable, 12.3 is preferable, 12.5 is preferable, 12.8 is preferable, 13 is preferable, 13.3 is preferable, 13.5 is preferable, 13.8 is preferable, 14 is preferable, 14 .3 is preferred, 14.5 is preferred, 14.8 is preferred, 15 is preferred, 15.3 is preferred, 15.5 is preferred, 15.8 is preferred, 16 is preferred, 16.3 is preferred, 16 .5, 16.8 is preferable, 17 is preferable, 17.3 is preferable, 17.5 is preferable, 17.8 is preferable, and 18 is preferable. 25 is preferable, 24.5 is preferable, 24 is preferable, 23.5 is preferable, 23 is preferable, 22.8 is preferable, 22.5 is preferable, 22.3 is preferable, 22 is preferable, and 21.8 is 21.5 is preferred, 21.3 is preferred, 21 is preferred, 20.8 is preferred, 20.5 is preferred, 20.3 is preferred, 20 is preferred, 19.8 is preferred, 19.5 is preferred 19.3 is preferred, 19 is preferred, 18.8 is preferred, 18.5 is preferred, 18.3 is preferred, 18 is preferred, 17.8 is preferred, 17.5 is preferred, 17.3 is preferred 17 is preferable. When importance is placed on reducing power consumption, it is effective to reduce the amount of light from the backlight, and it is preferable to improve the light transmittance of the liquid crystal display element. For this purpose, the value of K _AVG should be set low. preferable. It is preferable to set a higher value of K _AVG in the case of emphasizing improved response speed.

  The composition in the present invention may further contain a compound represented by the general formula (Q).

(Wherein, R ^Q represents a straight-chain alkyl group or branched alkyl group having from 1 22 carbon atoms, one or two or more CH ₂ groups in the alkyl group, so that the oxygen atoms are not directly adjacent a, -O -, - CH = CH -, - CO -, - OCO -, - COO -, - C≡C -, - CF 2 O -, - OCF 2 - may be replaced by, ^{M Q} is trans -1,4-cyclohexylene group, 1,4-phenylene group or a single bond is represented.)
R ^Q represents a linear alkyl group having 1 to 22 carbon atoms or a branched alkyl group, and one or two or more CH ₂ groups in the alkyl group are —O—so that the oxygen atom is not directly adjacent to each other. -, - CH = CH -, - CO -, - OCO -, - COO -, - C≡C -, - CF 2 O -, - OCF 2 - may be substituted with, but 1 to 10 carbon atoms Linear alkyl group, linear alkoxy group, linear alkyl group in which one CH ₂ group is substituted by —OCO— or —COO—, branched alkyl group, branched alkoxy group, one CH ₂ group is —OCO— Or a branched alkyl group substituted with —COO—, a linear alkyl group having 1 to 20 carbon atoms, a linear alkyl group in which one CH ₂ group is substituted with —OCO— or —COO—, branched Chain alkyl group, branched alkoxy group, one CH ₂ group Is more preferably a branched alkyl group substituted with —OCO— or —COO—. ^MQ represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and a trans-1,4-cyclohexylene group or a 1,4-phenylene group is preferable.

  More specifically, the compound represented by the general formula (Q) is preferably a compound represented by the following general formula (Qa) to general formula (Qd).

In the formula, R ^Q1 is preferably a linear or branched alkyl group having 1 to 10 carbon atoms, R ^Q2 is preferably a linear or branched alkyl group having 1 to 20 carbon atoms, and R ^Q3 is A straight-chain alkyl group having 1 to 8 carbon atoms, a branched-chain alkyl group, a straight-chain alkoxy group or a branched-chain alkoxy group is preferred, and L ^Q is preferably a straight-chain alkylene group or branched-chain alkylene group having 1 to 8 carbon atoms. . Of the compounds represented by general formula (Qa) to general formula (Qd), compounds represented by general formula (Qc) and general formula (Qd) are more preferable.

  In the composition of the present invention, the compound represented by the general formula (Q) preferably contains one or two kinds, more preferably contains 1 to 5 kinds, and the content thereof is from 0.001. It is preferably 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.

  More specifically, the following compounds (III-1) to (III-38) are preferred as the antioxidant or light stabilizer that can be used in the present invention.

(In the formula, n represents an integer of 0 to 20.)
The composition of the present invention preferably contains one or more compounds represented by general formula (Q) or compounds selected from general formulas (III-1) to (III-38). It is further preferable to contain 5 types, and the content is preferably 0.001 to 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.

In the composition containing the polymerizable compound of the present invention, the polymerizable compound contained therein is polymerized by ultraviolet irradiation to impart liquid crystal alignment ability, and the amount of transmitted light is controlled using the birefringence of the composition. Used for liquid crystal display elements.
(Liquid crystal display element)
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 can be obtained, and there is no unreacted polymerizable compound. Since the voltage holding ratio (VHR) is high, it is sufficiently suppressed whether there are defects such as orientation failure and display failure. In addition, 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 production, which is optimal for improving production efficiency and stable mass production.

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

  The liquid crystal display element according to the present invention includes a first substrate and a second substrate disposed opposite to each other, a common electrode provided on the first substrate or the second substrate, the first substrate, Preferably, the pixel electrode includes a thin film transistor provided over a second substrate 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 the liquid crystal molecules may be provided on the opposing surface side of at least one of the first substrate and / or the second substrate so as to contact the liquid crystal layer. As the alignment film, a vertical alignment film, a horizontal alignment film, or the like can be appropriately selected in accordance with the driving mode of the liquid crystal display element, and a rubbing alignment film (for example, polyimide) or a photo-alignment film (decomposable polyimide, etc.) The known alignment film can be used. Furthermore, a color filter may be provided as appropriate on the first substrate or the second substrate, and a color filter may be provided on 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 use a transparent material having flexibility such as glass or plastic, and one of them can 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, or a dyeing method. A method for producing a color filter by a pigment dispersion method will be described as an example. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this process 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, or a metal insulator metal specific resistance element may be provided on the substrate.

  It is preferable that the first substrate and the second substrate face each other so that the common electrode and the pixel electrode layer are on the inner side.

  You may adjust the space | interval of a 1st board | substrate and a 2nd board | substrate through a spacer. At this time, it is preferable to adjust so that the thickness of the light control layer obtained may be set to 1-100 micrometers. More preferably, the thickness is 1.5 to 10 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 that the contrast is maximized. In addition, 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. Furthermore, 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 thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.

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

  As a method for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention, an appropriate polymerization rate is desirable in order to obtain good alignment performance of the liquid crystal. A method of polymerizing by irradiating one or in combination or sequentially is preferable. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. Further, when the polymerization is performed with the liquid crystal composition sandwiched between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to the active energy rays. Moreover, after polymerizing only a specific part using a mask during light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the liquid crystal composition. The alternating electric field to be applied 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 element, the pretilt angle is preferably controlled from 80 ° to 89.9 ° from the viewpoint of alignment stability and contrast.

  The temperature at the time of irradiation with active energy rays such as ultraviolet rays or electron beams used when 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 element including a substrate having an alignment film, it is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition is maintained. Polymerization is preferably performed at a temperature close to room temperature, that is, typically 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 element having a substrate that does not have an alignment film, the irradiation time applied to the liquid crystal display element having a substrate having the alignment film described above. A temperature range wider than the temperature range may be used.

As a lamp for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used. Moreover, as a wavelength of the ultraviolet-rays to irradiate, it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed. The intensity of the irradiated ultraviolet light is preferably 0.1 mW / cm ^{2 to} 100 W / cm ^2, more preferably ² mW / cm ^{2 to} 50 W / cm ² . The amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm ² to 500 J / cm ^{2, and} more preferably 100 mJ / cm ² to 200 J / cm ² . When irradiating with ultraviolet rays, the intensity may be changed. The time for irradiation with ultraviolet rays is appropriately selected depending on the intensity of ultraviolet rays to be irradiated, but is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

  Moreover, when injecting a polymerizable liquid crystal composition between a first substrate and a second substrate, the liquid crystal display element is, for example, a method such as a vacuum injection method or a drop injection (ODF: One Drop Fill) method. However, in the present invention, in the ODF method, it is possible to suppress the occurrence of dropping marks when the polymerizable liquid crystal composition is dropped onto the substrate. In addition, a dripping mark is defined as a phenomenon in which a mark in which a polymerizable liquid crystal composition is dripped emerges white when displaying black.

  The occurrence of dripping marks is greatly affected by the injected polymerizable liquid crystal composition, but the influence is unavoidable depending on the structure of the display element. In the liquid crystal display element of the present invention, the thin film transistor and the electrode formed in the display element have only a thin alignment film or a member that separates the polymerizable liquid crystal composition, such as a thin alignment film and a thin insulating protective layer. Therefore, it is highly possible that the ionic substance cannot be completely blocked, and generation of dripping marks due to the interaction between the metal material constituting the electrode and the liquid crystal composition could not be avoided. By using the polymerizable liquid crystal composition of the invention in combination, the generation of dripping marks can be effectively suppressed.

  In addition, in the manufacturing process of the liquid crystal display element by the ODF method, it is necessary to add an optimum injection amount of the polymerizable liquid crystal composition according to the size of the liquid crystal display element, but the polymerizable liquid crystal composition of the present invention is For example, the yield of liquid crystal display elements can be kept high because there is little influence on sudden pressure changes and impacts in the dropping device that occurs when dropping, and it is possible to continue dropping the polymerizable liquid crystal composition stably over a long period of time. You can also In particular, small liquid crystal display elements frequently used in smartphones that have recently become popular are difficult to control the deviation from the optimum value within a certain range because the optimum injection amount is small. By using the composition, a stable discharge amount of the liquid crystal material can be realized even in a small liquid crystal display element.

The following abbreviations are used for the description of compounds in the examples. Note that n represents a natural number.
(Side chain)
-N -C _n H _{2n + 1} linear alkyl group having n carbon atoms n-C _n H _{2n + 1-} linear alkyl group having n carbon atoms -On -OC _n H _{2n + 1} linear chain having n carbon atoms Jo alkoxyl group nO- _C n _{H 2n} + 1 O- carbon atoms n linear alkoxyl group -V -CH = CH ₂
V- CH ₂ = CH-
-V1 -CH = CH-CH ₃
1V- CH ₃ -CH = CH-
_{-2V -CH 2 -CH 2 -CH = CH} 3
_{V2- CH 2 = CH-CH 2} -CH 2 -
_{-2V1 -CH 2 -CH 2 -CH = CH} -CH 3
_{1V2- CH 3 -CH = CH-CH} 2 -CH 2
(Linking group)
-N- -C _n H _2n-
-NO- -C _n H _2n -O-
-On- _{-O-C n H 2n} -
-COO- -C (= O) -O-
-OCO- -O-C (= O)-
-CF2O- -CF ₂ -O-
-OCF2- -O-CF ₂ -
(Ring structure)

  In the examples, the measured characteristics are as follows.

Tni: Nematic phase-isotropic liquid phase transition temperature (° C.)
T _{→ n} : Nematic phase lower limit temperature (° C)
Δn: Refractive index anisotropy at 20 ° C. Δε: Dielectric anisotropy at 20 ° C. η: Viscosity at 20 ° C. (mPa · s)
γ ₁ : rotational viscosity at 20 ° C. (mPa · s)
K ₃₃ : Elastic constant at 20 ° C. K ₃₃ (pN)
(Liquid crystal display device manufacturing method and evaluation method)
First, a liquid crystal composition containing a polymerizable compound is coated with a polyimide alignment film that induces vertical alignment at a cell gap of 3.5 μm, and then vacuum injection is performed on a liquid crystal cell including a substrate with ITO that is rubbed with the polyimide alignment film. Injected with. As a material for forming a vertical alignment film, JALS2096 manufactured by JSR Corporation was used.

Thereafter, the liquid crystal cell into which the liquid crystal composition containing the polymerizable compound was injected was irradiated with ultraviolet rays through a filter that cuts out ultraviolet rays of 325 nm or less using a high-pressure mercury lamp with a voltage of 10 V applied at a frequency of 100 Hz. In this case, illuminance measured at the center wavelength of 365nm condition was adjusted to 100 mW / cm ^2, was irradiated with ultraviolet light at an accumulated light intensity of 20 J / cm ^2. The ultraviolet irradiation condition was set as irradiation condition 1. Under this irradiation condition 1, a pretilt angle is given to the liquid crystal molecules in the liquid crystal cell.

Next, using a fluorescent UV lamp, the illuminance measured under the condition of the center wavelength of 313 nm is adjusted to 0.3 mW / cm ² , and further irradiated with ultraviolet rays with an integrated light quantity of 36 J / cm ² , the liquid crystal display element is Obtained. The ultraviolet irradiation condition was set as irradiation condition 2. By irradiation condition 2, the residual amount of the polymerizable compound in the liquid crystal cell that has not reacted under irradiation condition 1 is reduced.

  After the ultraviolet irradiation, display defect (burn-in) evaluation due to a change in pretilt angle was performed. First, the pretilt angle of the liquid crystal display element was measured and set as the pretilt angle (initial). The pretilt angle was measured using an OPTIPRO made by Shintech Co., and 90 ° to 88 ° was Δ, 88 ° to 86 ° was ◎, and less than 86 ° was Δ.

  The residual amount [ppm] of the polymerizable compound (Pb) in the liquid crystal display element after irradiation with ultraviolet rays under the irradiation condition 1 and the irradiation conditions 1 and 2 was measured. The liquid crystal display element was disassembled to obtain an acetonitrile solution of an elution component containing a liquid crystal composition, a polymer, and an unreacted polymerizable compound. This was analyzed by a high performance liquid chromatograph (Agilent 1260 series), and the peak areas of the respective components were measured. From the peak area ratio of the liquid crystal compound as an index and the peak area ratio of the unreacted polymerizable compound, the amount of the remaining polymerizable compound (Pb) was determined. The residual amount of the polymerizable compound (Pb) was determined from this value and the amount of the polymerizable compound initially added. The detection limit of the residual amount of the polymerizable compound was 100 ppm. In the case where the polymerizable compound remains after the irradiation of ultraviolet rays under the irradiation conditions 1 and 2, there is a high possibility that a display defect due to the remaining polymerizable compound occurs. The case where the peak of the polymerizable compound remaining after the irradiation condition 1 was not observed was evaluated as ◯, and the case where the peak was observed was evaluated as ×.

The voltage holding ratio (VHR) was measured with a liquid crystal cell / ion density measuring system MTR-1 manufactured by Toyo Technica Co., Ltd. using a liquid crystal cell produced in the same manner. The measurement conditions were 1 V and 60 Hz at a temperature of 60 ° C. A VHR of 98% or more was evaluated as ◎, 96% or more as ◯, 90% or more as Δ, and less than 90% as ×.
(Examples 1-3, Comparative Examples 1-3)
The characteristics of the liquid crystal composition used for the evaluation and the liquid crystal display device prepared using the liquid crystal composition are summarized below.

  Comparative Example 1 is a composition obtained by removing the compound corresponding to the general formula (i) from Example 1 so as not to change Δn. As a result, it was found that Tni decreased and γ1 also deteriorated. Further, it was found that the pretilt angle is difficult to attach and the residual monomer is large, so that it is not suitable as a composition for PSA.

  Examples 2 and 3 are compositions prepared by paying attention to γ1 / K33 in Example 1, and are compositions that enable high-speed response.

Comparative Example 2 is a composition obtained by removing the compound corresponding to the general formula (i) from Example 3. When such adjustment was performed, it was found that Comparative Example 2 was difficult to have a pretilt angle, had a large amount of residual monomer, and caused a decrease in Tni.
Comparative Example 3 is a liquid crystal composition in which the content of 3-Cy-Cy-V is increased by reducing the compound corresponding to general formula (ii) in order to further improve γ1 over Comparative Example 2. It has been found that, when such adjustment is performed, a high-speed response is possible, but a pretilt angle is difficult to be added, and VHR is lowered (reliability is deteriorated).

Claims (6)

Formula (i)

(Wherein R ⁱ¹ and R ⁱ² each independently represents 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—.
One or more compounds selected from:
General formula (ii)

( ^Wherein R ⁱⁱ¹ and R ⁱⁱ² each independently represent an alkyl group having 1 to 8 carbon atoms)
One or more compounds selected from the compounds represented by:
General formula (P)

(In the formula, Z ^p1 is a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, or a hydrogen atom in which a hydrogen atom is substituted. A good alkoxy group having 1 to 15 carbon atoms, a alkenyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, and 1 to 1 carbon atoms in which a hydrogen atom may be substituted with a halogen atom 15 alkenyloxy groups or -Sp ^p2 -R ^p2 ,
R ^p1 and R ^p2 are each independently the following formulas (R-I) to (R-IX):

In the formulas (RI) to (R-IX), R ^{2 to} R ⁶ are independently of each other a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms. 1 to 5 halogenated alkyl groups, W represents a single bond, —O— or a methylene group, T represents a single bond or —COO—, p, t and q are each independently 0, Represents 1 or 2,
Sp ^p1 and Sp ^p2 represent spacer groups,
L ^p1 and L ^p2 are each independently a single bond, —O—, —S—, —CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CO—, —C ₂ H ₄ —, — COO—, —OCO—, —OCOOCH ₂ —, —CH ₂ OCOO—, —OCH ₂ CH ₂ O—, —CO—NR ^a —, —NR ^a —CO—, —SCH ₂ —, —CH ₂ S— ^{, -CH = CR a -COO -,} - CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - COO-CR a = CH-COO -, - COO ^{-CR a = CH-OCO -,} - OCO-CR a = CH-COO -, - OCO-CR a = CH-OCO -, - (CH 2) z -C (= O) -O -, - (CH _{2) z-O- (C =} O) -, - O- (C = O) - (CH 2) z -, - (C = O) -O _{- (CH 2) z -,} - CH = CH -, - CF = CF -, - CF = CH -, - CH = CF -, - CF 2 -, - CF 2 O -, - OCF 2 -, - CF ₂ CH ₂ —, —CH ₂ CF ₂ —, —CF ₂ CF ₂ — or —C≡C— (wherein, each R ^a independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, In the above formula, z represents an integer of 1 to 4,
M ^p1 represents the following formulas (i-11) to (ix-11):

(In the formula, it binds to Sp ^p1 with ★ and binds to L ^p1 or L ^p2 with ★★, and each hydrogen atom in the group independently represents an alkyl group having 1 to 12 carbon atoms, 1 carbon atom Or a halogenated alkyl group having 12 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, or a halogen atom).
M ^p2 represents 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, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 -Represents a diyl group, but M ^p2 is unsubstituted or 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 carbon atom ^May be substituted with a halogenated alkoxy group of formulas 1 to 12, a halogen atom, a cyano group, a nitro group or —R ^p1 ;
M ^p3 represents the following formulas (i-13) to (ix-13):

(In the formula, it bonds with Z ^p1 with ★, and with L ^p2 with ★★, and each hydrogen atom in the group independently represents an alkyl group having 1 to 12 carbon atoms, or 1 to 12 carbon atoms. (It may be substituted with a halogenated alkyl group, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms or a halogen atom.)
Represents one of the following:
m ^{p2 to} m ^p4 each independently represents 0, 1, 2 or 3, and m ^p1 and m ^p5 each independently represent 1, 2 or 3, but Z ^p1 , R ^p1 , R ^p2 , Sp ^{When a} plurality of ^{p 1} , Sp ^{p 2} , L ^{p 1} , L ^{p 2} , M ^{p 1} , M ^{p 2} , and / or M ^{p 3} are present, they may be the same or different. )
One or more compounds selected from the compounds represented by:
Formula (N-1)

(Wherein, R ^N11 and R ^N12 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 May be substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
A ^N11 and A ^N12 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other represents —O And (b) a 1,4-phenylene group (one —CH═ present in the group or two or more —CH═ not adjacent to each other) is replaced with —N═. May be.)
(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═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
(D) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently a cyano group, It may be substituted with a fluorine atom or a chlorine atom,
Z ^N11 and Z ^N12 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—,
n ^N11 and n ^N12 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 is 1, 2 or 3, and when there are a plurality of A ^{N11 to} A ^N12 and Z ^{N11 to} Z ^N12 , They may be the same or different. )
Containing one or more compounds represented by
General formula (N-1-4) as a compound represented by general formula (N-1)

^{(Wherein, R N141} and ^{R N142} each independently represents an alkyl group having 1 to 8 carbon atoms, one or non-adjacent two or more -CH ₂ in the alkyl group - is independently And may be substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—.
And one or more compounds represented by
General formula (N-1-11)

(In the formula, R ^N1111 and R ^N1112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
Containing one or more compounds represented by
A polymerizable liquid crystal composition, wherein the content of the compound represented by the general formula (ii) is 20% by mass or more. The polymerizable liquid crystal composition according to claim 1, wherein in general formula (i), R ⁱ¹ and R ⁱ² each independently represent an alkoxy group having 1 to 8 carbon atoms. The polymerizable liquid crystal composition according to claim 1 or 2, comprising one or more compounds selected from compounds represented by 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 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 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other). May be replaced by -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = are -N May be replaced by =.)
(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═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
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 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—,
When n ^L1 is 2 or 3, and a plurality of A ^L2 are present, they may be the same or different, and when n ^L1 is 2 or 3, and a plurality of Z ^L2 are present, May be the same or different, but excludes compounds represented by general formulas (ii), (N-1), (N-1-4), and (N-1-11) . )   The liquid crystal display element using the polymeric liquid crystal composition as described in any one of Claims 1-3.   The liquid crystal display element for an active matrix drive using the polymeric liquid crystal composition as described in any one of Claims 1-3.   The liquid crystal display element for VA mode, IPS mode, or FFS mode using the polymeric liquid crystal composition as described in any one of Claims 1-3.