WO2016056314A1 - 組成物及びそれを使用した液晶表示素子 - Google Patents
組成物及びそれを使用した液晶表示素子 Download PDFInfo
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- WO2016056314A1 WO2016056314A1 PCT/JP2015/073826 JP2015073826W WO2016056314A1 WO 2016056314 A1 WO2016056314 A1 WO 2016056314A1 JP 2015073826 W JP2015073826 W JP 2015073826W WO 2016056314 A1 WO2016056314 A1 WO 2016056314A1
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- 0 *c1cccc(*)c1* Chemical compound *c1cccc(*)c1* 0.000 description 1
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- C09K19/3001—Cyclohexane rings
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
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- G02F1/13706—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering the liquid crystal having positive dielectric anisotropy
Definitions
- the present invention relates to a composition having a positive dielectric anisotropy ( ⁇ ) useful as a liquid crystal display material and a liquid crystal display device using the same.
- Liquid crystal display elements are used in various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, watches, advertisement display boards, etc., including clocks and calculators.
- Typical liquid crystal display methods include TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type using TFT (thin film transistor), and IPS (in-plane switching) type.
- the liquid crystal composition used in these liquid crystal display elements is stable against external stimuli such as moisture, air, heat, light, etc., and exhibits a liquid crystal phase in the widest possible temperature range centering on room temperature. And a low driving voltage is required. Further, the liquid crystal composition is composed of several to several tens of kinds of compounds in order to optimize the dielectric anisotropy ( ⁇ ) or the refractive index anisotropy ( ⁇ n) for each display element. .
- a liquid crystal composition having a negative ⁇ is used, and in a horizontal alignment type display such as a TN type, STN type, or IPS (in-plane switching) type, a liquid crystal composition having a positive ⁇ . Is used.
- a driving method has been reported in which a liquid crystal composition having a positive ⁇ is vertically aligned when no voltage is applied and a horizontal electric field is applied to display the liquid crystal composition, and the necessity of a liquid crystal composition having a positive ⁇ is further increased. Yes.
- low voltage driving, high-speed response, and a wide operating temperature range are required in all driving systems.
- ⁇ is positive, the absolute value is large, the viscosity ( ⁇ ) is small, and a high nematic phase-isotropic liquid phase transition temperature (Tni) is required.
- Tni nematic phase-isotropic liquid phase transition temperature
- compositions of the liquid crystal composition aimed at high-speed response include, for example, a compound represented by the formula (A-1) or (A-2) in which ⁇ is a positive liquid crystal compound, and a liquid crystal compound in which ⁇ is neutral.
- a liquid crystal composition using a combination of (B) is disclosed (Patent Documents 1 to 4).
- liquid crystal display elements using a liquid crystal composition are widely used, such as VA type and IPS type, and super large size display elements having a size of 50 type or more are practically used. Became.
- the injection method of liquid crystal composition into the substrate has become the mainstream injection method from the conventional vacuum injection method to the drop injection (ODF: One Drop Drop) method.
- ODF Drop Drop
- a liquid crystal display is maintained while maintaining characteristics and performance required for a liquid crystal display element such as a high-speed response performance.
- a liquid crystal display element such as a high-speed response performance.
- it has a high specific resistance value or a high voltage holding ratio, which has been emphasized conventionally, and is stable against external stimuli such as light and heat (Patent Documents 5 and 6) ) Has been required to develop further.
- the problems to be solved by the present invention include a liquid crystal phase in a wide temperature range, low viscosity, good solubility at low temperatures, high specific resistance and high voltage holding ratio, and stability against heat and light.
- Providing a liquid crystal composition having a positive or negative ⁇ and capable of producing a liquid crystal display element excellent in display quality, which is less prone to display defects such as image sticking and dropping marks, and this liquid crystal composition It is providing the liquid crystal display element using this.
- the present inventors have studied various liquid crystal compounds and various chemical substances, and found that the above problems can be solved by combining specific liquid crystal compounds, and have completed the present invention.
- a liquid crystal display device using the composition an IPS device or an FFS device using the composition.
- R i1 , R ii1 and R iii1 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 may be substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—, n i1 , n i2 , n ii1, and n ii2 each independently represent 0, 1, 2, or 3; n i1 + n i2 represents 1, 2, or 3, and n ii1 + n ii2 represents 1, 2, or 3
- a i1 , A i2 , A ii1 , A ii2 and A ii3 are each independently (a) 1,4-cyclohexylene group (in A i1 and A i2 , one which is present in 1,4-cyclohexylene group
- the liquid crystal composition having a positive or negative dielectric anisotropy of the present invention has a liquid crystal phase in a wide temperature range, has a viscosity much lower than conventional, and has good solubility at low temperatures.
- the degree to which the specific resistance and voltage holding ratio are changed by heat and light is extremely small.
- the liquid crystal composition of the present invention has high practicality (applicability) to liquid crystal products, and an IPS type or FFS type liquid crystal display device using the liquid crystal composition can achieve high-speed response.
- the liquid crystal composition of the present invention can stably exhibit its performance even after the manufacturing process of the liquid crystal display element, display defects due to the manufacturing process are suppressed, and the liquid crystal display element can be manufactured with a high yield. So it is very useful.
- the composition of the present invention preferably exhibits a liquid crystal phase at room temperature (25 ° C.), and more preferably exhibits a nematic phase.
- the composition of the present invention contains a dielectrically nearly neutral compound ( ⁇ value is ⁇ 2 to 2) and a positive compound ( ⁇ value is larger than 2).
- the dielectric anisotropy of the compound is a value extrapolated from a measured value of the dielectric anisotropy of a composition prepared by adding to a dielectrically nearly neutral composition at 25 ° C.
- content is described in% below, this means the mass%.
- the liquid crystal composition of the present application contains one or more selected from the group consisting of the compounds represented by general formulas (i) and (ii), and one selected from the compounds represented by general formula (iii) Or although it contains 2 or more types, the compound represented by general formula (i) and (ii) may use only one or both may be used.
- the compound represented by general formula (i) only 1 type may be used or 2 types, 3 types, 4 types or more may be used.
- only 1 type may be used or 2 types, 3 types, 4 types or more may be used.
- R i1 and R ii1 are an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or a carbon atom.
- An alkenyloxy group having 2 to 8 carbon atoms is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy having 2 to 5 carbon atoms.
- alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms more preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, An alkenyl group having 3 carbon atoms (propenyl group) is particularly preferred.
- R M1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.
- the ring structure to which it is bonded is a phenyl group (aromatic)
- An alkenyl group having 4 to 5 atoms is preferable
- the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane
- a straight-chain alkoxy group having 1 to 4 carbon atoms and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred.
- 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 of the formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)
- n i1 + n i2 and n ii1 + n ii2 are preferably 0 and 1 when emphasizing improvement in viscosity, stability of liquid crystal phase at low temperature and improvement of ⁇ , improvement of upper limit temperature of liquid crystal phase and elasticity constant
- 1, 2 or 3 is preferable, and when focusing on these balances, 1 or 2 is preferable.
- a i1 , A i2 , A ii1 , A ii2, and A ii3 are each preferably aromatic when it is required to increase ⁇ n independently, and are aliphatic for improving the response speed.
- a ii1 , A ii2 and A ii3 do not have the following structure.
- Z i1, Z i2, Z ii1 and Z ii2 is -CH 2 O independently -, - CF 2 O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, —CF 2 O—, —CH 2 CH 2 — or a single bond is more preferable, and —CF 2 O— or a single bond is particularly preferable.
- E i1 is preferably an oxygen atom when importance is placed on the improvement of ⁇ , and —CH 2 — is preferred when importance is attached to the chemical stability and viscosity of the compound.
- X ii1 and X ii2 are preferably fluorine atoms, and when considering the balance between solubility and improvement of ⁇ , X ii1 is a fluorine atom and X ii2 is a hydrogen atom. Preferably there is.
- R i2 and R ii2 are each independently a substituent similar to R i1 when used as a viscosity reducing agent, and may be the same as or different from R i1 in order to improve ⁇ .
- a fluorine atom, a cyano group, a trifluoromethyl group and a trifluoromethoxy group are preferable.
- a fluorine atom, a trifluoromethyl group and a trifluoromethoxy group are preferable, and a fluorine atom and a trifluoromethoxy group are preferable.
- a methoxy group is preferred.
- the compounds represented by general formula (iii) may be used alone or in combination of two, three, four or more.
- R iii1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms.
- a group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable.
- An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, 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 preferred.
- R M1 is preferably an alkyl group.
- E iii1 is preferably an oxygen atom when importance is attached to the improvement of ⁇ , and —CH 2 — is preferred when importance is attached to the chemical stability and viscosity of the compound.
- composition of this invention contains 1 type, or 2 or more types chosen from the group which consists of a compound represented by general formula (i) and (ii), as a compound represented by general formula (i),
- the compounds represented by the following general formulas (i-1) to (i-3) are preferred, and the compounds represented by the general formula (ii) are the following general formulas (ii-1) to (ii-3) The compound represented by these is preferable.
- the compound represented by the general formula (i-1) is the following compound.
- R i11 represents 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
- X i11 to X i16 each independently represents hydrogen.
- the compounds that can be combined it is preferable to combine one or more of them in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.
- the content of the compound represented by the general formula (i-1) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.
- the lower limit of the preferable content of the compound represented by the formula (i-1) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the compound represented by the general formula (i-1) used in the composition of the present invention is specifically represented by the formula (i-1.1) to the formula (i-1.4).
- a compound is preferable, and among them, a compound represented by formula (i-1.1) and / or formula (i-1.2) is preferably contained.
- the lower limit of the preferable content of the compound represented by the formula (i-1.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable content of the compound represented by the formula (i-1.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the lower limit value of the total content of the compounds represented by formula (i-1.1) and formula (i-1.2) with respect to the total amount of the composition of the present invention is 1%, %, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the compound represented by the general formula (i-2) is the following compound.
- R i21 represents 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
- X i21 to X i26 each independently represents hydrogen.
- the compounds that can be combined it is preferable to combine one or more of them in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.
- the content of the compound represented by the general formula (i-2) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. There is a value.
- the lower limit of the preferable content of the compound represented by the formula (i-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the compound represented by general formula (i-2) used in the composition of the present invention is specifically represented by formula (i-2.1) to formula (i-2.14).
- a compound is preferable, and among them, a compound represented by formula (i-2.2) and / or formula (i-2.3) is preferably contained.
- the lower limit of the preferable content of the compound represented by the formula (i-2.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable content of the compound represented by the formula (i-2.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the compound represented by the general formula (i-3) is the following compound.
- R i31 represents 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
- X i31 to X i36 each independently represents hydrogen. represents an atom or a fluorine atom
- Y i 31 represents a fluorine atom, a chlorine atom or OCF 3.
- the content of the compound represented by the general formula (i-3) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. There is a value.
- the lower limit of the preferred content of the compound represented by formula (i-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the compound represented by the general formula (i-3) used in the composition of the present invention is specifically represented by the formula (i-3.1) to the formula (i-3.14).
- a compound is preferable, and among them, a compound represented by formula (i-3.2) and / or formula (i-3.3) is preferably contained.
- the lower limit of the preferable content of the compound represented by the formula (i-3.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable content of the compound represented by the formula (i-3.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.
- the compound represented by the general formula (ii-1) is the following compound.
- R ii11 represents 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
- X ii11 to X ii15 each independently represents hydrogen. represents an atom or a fluorine atom
- Y ii11 represents a fluorine atom or OCF 3.
- the type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.
- 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%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- the compound represented by the general formula (ii-1) is specifically preferably a compound represented by the formula (ii-1.1) to the formula (ii-1.4).
- a compound represented by ii-1.1) or formula (ii-1.2) is preferred, and a compound represented by formula (ii-1.2) is more preferred. It is also preferred to use the compounds represented by formula (ii-1.1) or formula (ii-1.2) at the same time.
- the lower limit of the preferable content of the compound represented by the formula (ii-1.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable content of the compound represented by the formula (ii-1.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- the lower limit of the preferable total content of the compounds represented by the formulas (ii-1.1) and (ii-1.2) with respect to the total amount of the composition of the present invention is 1%, %, 5% and 6%.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- the compound represented by the general formula (ii-2) is the following compound.
- R ii21 represents 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
- X ii21 and X ii22 each independently represents hydrogen represents an atom or a fluorine atom
- Y Ii21 represents a fluorine atom, a chlorine atom or OCF 3.
- the lower limit of the preferable content of the compound represented by the formula (ii-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention is required to maintain a high Tni and hardly burn-in, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- the compound represented by the general formula (ii-2) is preferably a compound represented by the formula (ii-2.1) to the formula (M-2.5). 3) or / and a compound represented by formula (ii-2.5) is preferable.
- the lower limit of the preferable content of the compound represented by the formula (ii-2.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 15%, 13%, 10%, 8%, and 5%.
- the lower limit of the preferable content of the compound represented by the formula (ii-2.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- the lower limit of the preferable content of the compound represented by the formula (ii-2.5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- Lower limit value of the preferable total content of the compounds represented by formulas (ii-2.2), (ii-2.3) and formula (ii-2.5) with respect to the total amount of the composition of the present invention Is 1%, 2%, 5%, 6%.
- the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
- the content is preferably 1% or more with respect to the total amount of the composition of the present invention, more preferably 5% or more, further preferably 8% or more, further preferably 10% or more, and more preferably 14% or more. 16% or more is particularly preferable.
- the maximum ratio is preferably limited to 30% or less, more preferably 25% or less, more preferably 22% or less, and more preferably 20%. Less than is particularly preferred.
- the compound represented by the general formula (ii-3) is the following compound.
- R ii31 represents 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
- X ii31 to X ii38 each independently represents fluorine. represents an atom or a hydrogen atom
- Y Ii31 represents a fluorine atom, a chlorine atom or OCF 3.
- the content of the compound represented by the general formula (ii-3) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. There is a value.
- the lower limit of the preferable content of the compound represented by the formula (ii-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- composition of the present invention When used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (ii-3). When used for a liquid crystal display element with a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (ii-3). Further, when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (ii-3). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (ii-3).
- the compounds represented by the general formula (ii-3) used in the composition of the present invention are specifically represented by the formulas (ii-3.1) to (ii-3.4).
- it is a compound, and in particular, it preferably contains a compound represented by formula (ii-3.2) to formula (ii-3.4), and a compound represented by formula (ii-3.2) It is more preferable to contain.
- composition of the present invention contains one or more compounds represented by the general formula (iii).
- the compound represented by the general formula (iii) includes the following general formula (iii-1): And a compound represented by (iii-2) is preferred.
- R iii1 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 —CH ⁇ CH—, — (C ⁇ C—, —O—, —CO—, —COO— or —OCO— may be substituted.)
- R iii1 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 —CH ⁇ CH—, — (C ⁇ C—, —O—, —CO—, —COO— or —OCO— may be substituted.)
- R iii1 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 —CH ⁇ CH—, — (C ⁇ C—, —O—, —
- the content of the compound represented by the general formula (iii) has an upper limit value and a lower limit value for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. is there.
- the lower limit of the preferable content of the compound represented by the formula (iii) with respect to the total amount of the composition of the present invention is 0.001%, 0.005%, 0.01%, 0.02%.
- the upper limit of the preferable content is 0.1%, 0.08%, and 0.05%.
- the compound represented by general formula (iii) used in the composition of the present invention is specifically a compound represented by formula (iii-1.1) to formula (iii-1.14). Among them, it is preferable to include a compound represented by formula (iii-1.2) and formula (iii-2.2), and a compound represented by formula (iii-2.2) is preferably included. It is preferable to do.
- the lower limit of the preferable content of the compound represented by the formula (iii-1.2) with respect to the total amount of the composition of the present invention is 0.001%, 0.005%, 0.01% % And 0.02%.
- the upper limit of the preferable content is 0.1%, 0.08%, and 0.05%.
- the lower limit of the preferable content of the compound represented by the formula (iii-2.2) with respect to the total amount of the composition of the present invention is 0.001%, 0.005%, 0.01% % And 0.02%.
- the upper limit of the preferable content is 0.1%, 0.08%, and 0.05%.
- composition of the present invention preferably contains one or more compounds represented by the general formula (M). These compounds correspond to dielectrically positive compounds ( ⁇ is greater than 2).
- R M1 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 —CH ⁇ CH—, — Optionally substituted by C ⁇ C—, —O—, —CO—, —COO— or —OCO—, n M1 represents 0, 1, 2, 3 or 4;
- a hydrogen atom on the group (a) and the group (b) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom
- Z M1 and Z M2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2
- n M1 and X M2 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom
- Y M1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group.
- R M1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms.
- a group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable.
- An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, 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 preferred.
- R M1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.
- the ring structure to which it is bonded is a phenyl group (aromatic)
- An alkenyl group having 4 to 5 atoms is preferable
- the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane
- a straight-chain alkoxy group having 1 to 4 carbon atoms and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred.
- 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 of the formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)
- n M1 is preferably 0 or 1 when emphasizing improvement of viscosity, stability of liquid crystal phase at low temperature and improvement of ⁇ , and when emphasizing improvement of upper limit temperature of liquid crystal phase and improvement of elastic constant 1, 2 or 3 is preferred, and 1 or 2 is preferred when emphasizing these balances.
- a M1 and A M2 are preferably aromatic when it is required to independently increase ⁇ n, and are preferably aliphatic for improving the response speed, and 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- It preferably represents a diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure.
- Z M1 and Z M2 each independently preferably represent —CH 2 O—, —CH 2 CH 2 —, —CF 2 CF 2 — or a single bond, more preferably —CH 2 CH 2 — or a single bond.
- a single bond is particularly preferred.
- one of X M1 and X M2 is a hydrogen atom and the other is a fluorine atom, or both are fluorine atoms.
- Y M1 is preferably a fluorine atom, a cyano group, a trifluoromethyl group and a trifluoromethoxy group.
- a fluorine atom, a trifluoromethyl group and a trifluoromethoxy group are preferred, and a fluorine atom and a trifluoromethoxy group are preferred. preferable.
- the types of compounds that can be combined are used in combination according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
- the content of the compound represented by the general formula (M) 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 general formula (M) 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, for example, 95%, 85%, 75%, 65%, and 55% with respect to the total amount of the composition of the present invention. Yes, 45%, 35%, 25%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- R M1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.
- the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formulas (M-5) to (M-8).
- the compound represented by the general formula (M-5) is the following compound.
- R M51 represents 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
- X M51 and X M52 are each independently hydrogen. represents an atom or a fluorine atom
- Y M51 represents a fluorine atom, a chlorine atom or OCF 3.
- the lower limit of the preferable content of the compound represented by the formula (M-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%.
- the upper limit of the preferable content is 50%, 45%, 40%, 35%, 33%, 30%, 28%, 25%, 23% 20%, 18%, 15%, 13%, 10%, 8%, 5%.
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention is required to maintain a high Tni and hardly burn-in, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.1) to the formula (M-5.4), and the formula (M-5.
- a compound represented by formula (M-5.4) is preferable.
- the lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.11) to the formula (M-5.17), and the formula (M-5. 11), a compound represented by formula (M-5.13) and formula (M-5.17) is preferable.
- the lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.21) to the formula (M-5.28), and the formula (M-5. 21), a compound represented by formula (M-5.22), formula (M-5.23) and formula (M-5.25).
- the lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%, 18%, 20%, 22%, 25%, 30%.
- the upper limit of the preferable content is 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18% 15% 13% 10% 8% 5%
- the compound represented by the general formula (M-6) is the following compound.
- R M61 represents 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
- X M61 to X M64 are each independently fluorine.
- Y M61 represents a fluorine atom, a chlorine atom or OCF 3
- the lower limit of the preferable content of the compound represented by the formula (M-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- composition of the present invention When the composition of the present invention is used for a liquid crystal display device having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-6). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-6).
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.1) to the formula (M-6.4). It is preferable to contain a compound represented by M-6.2) and formula (M-6.4).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.11) to the formula (M-6.14).
- M-6.12) and a compound represented by formula (M-6.14) are preferably contained.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.21) to the formula (M-6.24). It is preferable to contain a compound represented by formula (M-6.21), formula (M-6.22) and formula (M-6.24).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.31) to the formula (M-6.34). Among them, it is preferable to contain a compound represented by the formula (M-6.31) and the formula (M-6.32).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.41) to the formula (M-6.44). It is preferable to contain a compound represented by M-6.42).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-7) is the following compound.
- X M71 to X M76 each independently represents a fluorine atom or a hydrogen atom
- R M71 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or 1 to 4 represents an alkoxy group
- Y M71 represents a fluorine atom or OCF 3.
- the content of the compound represented by the general formula (M-7) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.
- the lower limit of the preferable content of the compound represented by the formula (M-7) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% 8%, 10%, 13%, 15%, 18%, and 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- composition of the present invention When used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-7).
- the composition of the present invention When used for a liquid crystal display element with a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-7).
- it when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-7).
- a composition used for a liquid crystal display device having a high response speed it is suitable to reduce the content of the compound represented by the general formula (M-7).
- the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.1) to the formula (M-7.4), and the formula (M-7. It is preferable that it is a compound represented by 2).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.11) to the formula (M-7.14), and the formula (M-7. 11) and a compound represented by the formula (M-7.12) are preferable.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.21) to the formula (M-7.24). 21) and a compound represented by the formula (M-7.22) are preferable.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) is the following compound.
- X M81 to X M84 each independently represents a fluorine atom or a hydrogen atom
- Y M81 represents a fluorine atom, a chlorine atom or —OCF 3
- R M81 represents an alkyl group having 1 to 5 carbon atoms
- a M81 and A M82 each independently represents a 1,4-cyclohexylene group or a 1,4-phenylene group;
- the hydrogen atom on the 1,4-phenylene group may be substituted with a fluorine atom.
- the lower limit of the preferable content of the compound represented by formula (M-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%,
- the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when a composition that does not easily cause seizure is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.1) to the formula (M-8.4).
- it is a compound, and among them, it is preferable to contain a compound represented by formula (M-8.1) or formula (M-8.2).
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.11) to the formula (M-8.14).
- a compound is preferable, and among them, a compound represented by the formula (M-8.12) is preferably included.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.21) to the formula (M-8.24).
- a compound is preferable, and among them, a compound represented by the formula (M-8.22) is preferably contained.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.31) to the formula (M-8.34).
- a compound is preferable, and among them, a compound represented by the formula (M-8.32) is preferably contained.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by formula (M-8) used in the composition of the present invention is specifically represented by formula (M-8.41) to formula (M-8.44).
- a compound is preferable, and among them, a compound represented by the formula (M-8.42) is preferably included.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.51) to the formula (M-8.54).
- a compound is preferable, and among them, a compound represented by the formula (M-8.52) is preferably included.
- the lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%.
- the upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.
- composition of the present invention preferably contains one or more compounds represented by the general formula (L).
- the compound represented by the general formula (L) corresponds to a dielectrically neutral compound ( ⁇ value is ⁇ 2 to 2).
- R L1 and R L2 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 Optionally substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—, n L1 represents 0, 1, 2 or 3,
- a L1 , A L2 and A L3 are each independently (a) a 1,4-cyclohexylene group and (b) a 1,4-phenylene group (one —CH ⁇ or adjacent group present in this group).
- —CH ⁇ Two or more —CH ⁇ that are not present may be replaced by —N ⁇ .
- C (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6- One —CH ⁇ present in a diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH ⁇ are 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—, —CH ⁇ N—N ⁇ CH—, —CH ⁇ CH—, —CF ⁇ CF— or —C ⁇ C—
- n L1 is 2 or 3
- 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 (i), (ii) and (M).
- the compound represented by general formula (L) may be used independently, it can also be used in combination.
- 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.
- 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%.
- the above lower limit value is preferably 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.
- 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.
- R L1 and R L2 are each 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).
- a phenyl group aromatic
- Alkyl groups, linear alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferred.
- 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 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 ⁇ n, 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, and more preferably represents the following structure:
- 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) is preferably a compound selected from the group of compounds represented by the general formulas (L-1) to (L-7).
- the compound represented by the general formula (L-1) is the following compound.
- R L11 and R L12 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
- R L11 and R L12 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .
- the compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they 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%.
- the above lower limit value is preferably 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 the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-1).
- 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). 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%, 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%.
- 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).
- 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%, 10%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 35%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 42%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 33%, and 30%.
- 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 a compound represented by the formula (L-1-2.2) to the formula (L-1-2.4).
- 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.
- it is preferable to use a compound represented by the formula (L-1-2.3) or the formula (L-1-2.4).
- the content of the compounds represented by formula (L-1-2.3) and formula (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperatures.
- the lower limit of the preferable content of the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, and 40%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.
- 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 10%, 15%, 20%, 25%, 27%, 30%, 35% and 40%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.
- 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-1-3).
- R L13 and R L14 each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.
- R L13 and R L14 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .
- the lower limit of the preferable content of the compound represented by the formula (L-1-3) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17%, 20%, 23%, 25%, 30%.
- the upper limit of the preferable content is 60%, 55%, 50%, 45%, 40%, 37%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 23%, 20%, 17%, 15%, 13%, 10% %.
- the compound represented by the general formula (L-1-3) is a compound selected from the group of compounds represented by the formula (L-1-3.1) to the formula (L-1-3.12).
- the compound represented by the formula (L-1-3.1) is preferable because the response speed of the composition of the present invention is particularly improved. Further, when obtaining Tni higher than the response speed, the equation (L-1-3.3), the equation (L-1-3.4), the equation (L-1-3.11), and the equation (L ⁇ It is preferable to use a compound represented by 1-3.12). Sum of compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12) The content of 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 (L-1-3.1) 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 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).
- 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%, 5%, 10%, 13% 15%, 17%, 20%.
- the upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% 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%, 5%, 10%, 13% 15%, 17%, 20%.
- the upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% with respect to the total amount of the composition of the present invention. %.
- 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).
- a compound represented by the formula (L-1-4.2) or the formula (L-1-5.2) is preferable.
- the lower limit of the preferable content of the compound represented by the formula (L-1-4.2) 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 compound represented by the general formula (L-2) is the following compound.
- 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
- 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.
- An alkoxy group of 1 to 4 is preferable.
- the compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they 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-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%.
- the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6).
- a compound represented by formula (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) is preferred.
- the compound represented by the general formula (L-3) is the following compound.
- 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.
- the compound represented by the general formula (L-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they 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%.
- the effect is high when the content is set to be large.
- the effect is high when the content is set low.
- the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.4).
- a compound represented by the formula (L-3.7) from (L-3.2) is preferable.
- the compound represented by the general formula (L-4) is the following compound.
- 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
- 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.
- An alkoxy group of 1 to 4 is preferable.
- the compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination.
- 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 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 general formula (L-4) is preferably a compound represented by formula (L-4.1) to formula (L-4.3), for example.
- the formula (L-4.2) Even if it contains a compound represented by formula (L-4.1), it contains both a compound represented by formula (L-4.1) and a compound represented by formula (L-4.2). Or all of the compounds represented by formulas (L-4.1) to (L-4.3) may be included.
- the lower limit of the preferable content of the compound represented by formula (L-4.1) or formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .
- the amount of both compounds relative to the total amount of the composition of the present invention is 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 the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.4) to the formula (L-4.6). It is preferable that it is a compound represented by this.
- the 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%, 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%.
- the amount of both compounds relative to the total amount of the composition of the present invention is 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 the general formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and particularly the formula (L-4.
- the compound represented by 9) is preferred.
- the compound represented by the general formula (L-5) is the following compound.
- 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
- 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.
- An alkoxy group of 1 to 4 is preferable.
- the compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they 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 content of the compound represented by the general formula (L-5) includes solubility at low temperature, 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-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%, 5%
- the compound represented by the general formula (L-5) is represented by the formula (L-5.1) or the formula (L-5.2).
- the compound represented by formula (L-5.1) is particularly desirable.
- 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 represented by the formula (L-5.3) or the 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 formulas (L-5.5) to (L-5.7).
- the compound represented by L-5.7) is preferred.
- 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-6) is the following compound.
- 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.
- the compound represented by the general formula (L-6) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they 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%.
- the compound represented by the general formula (L-6) is preferably a compound represented by the formula (L-6.1) to the formula (L-6.9).
- the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17).
- a 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%, 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-7) is the following compound.
- 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.
- 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
- 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.
- the content of the compound represented by the general formula (L-7) includes solubility at low temperature, 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%.
- the content of the compound represented by formula (L-7) is preferably increased, and when an embodiment with low viscosity is desired, the content is It is preferable to reduce the amount.
- the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and the formula (L-7. It is preferable that it is a compound represented by 2).
- 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). It is preferable that it is a compound represented by 11).
- 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 formula (L-7.21) is preferable.
- 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).
- 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).
- the lower limit of the preferable total content of the compound represented by (M) 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%.
- the lower limit of the preferable total content of the compounds to be obtained 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%.
- 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.
- 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.
- 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.
- the content of a compound in which all the ring structures in the molecule are 6-membered rings is 80% of the total mass of the composition. % 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.
- 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 is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and still more preferably not contained.
- the content of a compound having a 2-methylbenzene-1,4-diyl group in the molecule, in which a hydrogen atom may be substituted with a halogen may be reduced.
- 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.
- substantially not contained in the present application means that it is not contained except for an unintentionally contained product.
- the alkenyl group 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.
- the alkenyl group is bonded to benzene, the number of carbon atoms of the alkenyl group is preferably 4 to 5, and the unsaturated bond of the alkenyl group and benzene are directly bonded. Preferably not.
- the composition of the present invention may contain a polymerizable compound in order to produce a liquid crystal display element such as a PS mode, a transverse electric field type PSA mode, or a transverse electric field type PSVA mode.
- a polymerizable compound such as a PS mode, a transverse electric field type PSA mode, or a transverse electric field type PSVA mode.
- the polymerizable compound that can be used include a photopolymerizable monomer that undergoes polymerization by energy rays such as light.
- the structure has, for example, a liquid crystal skeleton in which a plurality of six-membered rings such as biphenyl derivatives and terphenyl derivatives are connected. Examples thereof include a polymerizable compound. More specifically, the general formula (XX)
- Z 201 represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, —CH ⁇ CH—COO—, —CH ⁇ CH—OCO—, —COO—CH ⁇ CH—, —OCO—CH ⁇ CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH
- X 201 and X 202 are each preferably a diacrylate derivative that represents a hydrogen atom, or a dimethacrylate derivative that has a methyl group, and a compound in which one represents a hydrogen atom and the other represents a methyl group.
- the polymerization rate of these compounds is the fastest for diacrylate derivatives, slow for dimethacrylate derivatives, and intermediate for asymmetric compounds, and a preferred embodiment can be used depending on the application.
- a dimethacrylate derivative is particularly preferable.
- Sp 201 and Sp 202 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH 2 ) s —, but at least one of them is a single bond in a PSA display element.
- a compound in which both represent a single bond or one in which one represents a single bond and the other represents an alkylene group having 1 to 8 carbon atoms or —O— (CH 2 ) s — is preferable.
- 1 to 4 alkyl groups are preferable, and s is preferably 1 to 4.
- Z 201 represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 — or a single bond
- —COO—, —OCO— or a single bond is more preferred, and a single bond is particularly preferred.
- M 201 represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond in which any hydrogen atom may be substituted by a fluorine atom, but the 1,4-phenylene group or the single bond is preferable.
- C represents a ring structure other than a single bond
- Z 201 is preferably a linking group other than a single bond.
- M 201 is a single bond
- Z 201 is preferably a single bond.
- the ring structure between Sp 201 and Sp 202 is specifically preferably the structure described below.
- both ends shall be bonded to Sp 201 or Sp 202.
- the polymerizable compounds containing these skeletons are optimal for PSA-type liquid crystal display elements because of their alignment restriction power after polymerization, and a good alignment state is obtained, so that display unevenness is suppressed or does not occur at all.
- general formula (XX-1) to general formula (XX-4) are particularly preferable, and among them, general formula (XX-2) is most preferable.
- Sp 20 represents an alkylene group having 2 to 5 carbon atoms.
- the polymerization proceeds even when no polymerization initiator is present, but may contain a polymerization initiator in order to accelerate the polymerization.
- the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like.
- 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.
- liquid crystal display elements As liquid crystal display elements, AM-LCD (active matrix liquid crystal display element), TN (nematic liquid crystal display element), STN-LCD (super twisted nematic liquid crystal display element), OCB-LCD and IPS-LCD (in-plane switching liquid crystal display element)
- AM-LCD active matrix liquid crystal display element
- TN nematic liquid crystal display element
- STN-LCD super twisted nematic liquid crystal display element
- OCB-LCD OCB-LCD
- IPS-LCD in-plane switching liquid crystal display element
- the two substrates of the liquid crystal cell used in the liquid crystal display element can be made of 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.
- 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.
- the substrate is opposed so that the transparent electrode layer is on the inside.
- the thickness of the obtained light control layer is 1 to 100 ⁇ m. More preferably, the thickness is 1.5 to 10 ⁇ m.
- the polarizing plate it is preferable to adjust the product of the refractive index anisotropy ⁇ n of the liquid crystal and the cell thickness d so that the contrast is maximized.
- the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good.
- a retardation film for widening the viewing angle can also be used.
- the spacer examples include columnar spacers made of glass particles, plastic particles, alumina particles, a photoresist material, and the like. 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.
- 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.
- a normal vacuum injection method or an ODF method can be used as a method for sandwiching the polymerizable compound-containing composition between the two substrates.
- a display element manufactured using the ODF method In the ODF liquid crystal display device manufacturing process, a sealant such as epoxy photothermal combination curing is drawn on a backplane or frontplane substrate using a dispenser in a closed-loop bank shape, and then removed.
- a liquid crystal display element can be manufactured by bonding a front plane and a back plane after dropping a predetermined amount of the composition under air.
- the composition of the present invention can be suitably used because the composition can be stably dropped in the ODF process.
- an appropriate polymerization rate is desirable in order to obtain good alignment performance of liquid crystals. Therefore, active energy rays such as ultraviolet rays or electron beams are irradiated singly or in combination or sequentially.
- the method of polymerizing by is preferred.
- ultraviolet rays When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used.
- the polymerization is carried out in a state where the polymerizable compound-containing composition is sandwiched between two substrates, at least the substrate on the irradiated surface side must be given adequate transparency to the active energy rays. Don't be.
- 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.
- 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 polymerizable compound-containing 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.
- the pretilt angle of the liquid crystal display element can be controlled by the applied voltage.
- the pretilt angle is preferably controlled from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.
- the temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the composition of the present invention is maintained.
- Polymerization is preferably performed at a temperature close to room temperature, that is, typically at a temperature of 15 to 35 ° C.
- 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.
- a wavelength of the ultraviolet-ray to irradiate it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a 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.
- the intensity may be changed.
- the time for irradiating with ultraviolet rays is appropriately selected depending on the intensity of the irradiated ultraviolet rays, but is preferably from 10 seconds to 3600 seconds, and more preferably from 10 seconds to 600 seconds.
- the liquid crystal display device using the composition of the present invention is useful for achieving both high-speed response and suppression of display failure, and is particularly useful for a liquid crystal display device for active matrix driving.
- VA mode, PSVA mode, PSA It can be applied to a mode, IPS mode or ECB mode liquid crystal display element.
- the measured characteristics are as follows.
- T ni Nematic phase-isotropic liquid phase transition temperature (° C.) ⁇ n: Refractive index anisotropy at 298K ⁇ : Dielectric anisotropy at 298K ⁇ : Viscosity at 293K (mPa ⁇ s) ⁇ 1 : rotational viscosity at 298 K (mPa ⁇ s) VHR: Voltage holding ratio (%) at 333 K under conditions of frequency 60 Hz and applied voltage 5 V After 1000 hours VHR: Voltage holding ratio (%) at 60 ° C. under a condition of a frequency of 60 Hz and an applied voltage of 1 V after being left at a high temperature of 90 ° C. for 1000 hours.
- Burn-in Evaluation of burn-in of the liquid crystal display element shows that the fixed pattern afterimage reaches an unacceptable afterimage level when the entire fixed screen is displayed after displaying the specified fixed pattern in the display area for an arbitrary test time.
- the test time until was measured.
- the test time referred to here indicates the display time of the fixed pattern, and the longer this time is, the more the afterimage is suppressed and the higher the performance.
- the unacceptable afterimage level is a level at which an afterimage that is rejected in the shipment acceptance / rejection determination is observed.
- Sample A 1000 hours
- Sample B 500 hours
- Sample C 200 hours
- Sample D 100 hours Performance is A>B>C> D.
- Drop marks The evaluation of the drop marks of the liquid crystal display device was performed by visual observation of the drop marks that appeared white when the entire surface was displayed in black by the following five-step evaluation.
- Process suitability is determined by dropping a liquid crystal 50pL at a time, "0 to 100 times, 101 to 200 times, 201 to 300 times, " 100 times at a time using a constant volume metering pump in the ODF process. The mass of the liquid crystal for each 100 drops was measured and evaluated by the number of drops at which the mass variation reached a size that could not be adapted to the ODF process.
- Solubility at low temperature In order to evaluate the solubility at low temperature, after preparing the composition, 1 g of the composition was weighed into a 2 mL sample bottle, and the next operation state “ ⁇ 20 ° C. (held for 1 hour) in a temperature-controlled test tank. ⁇ Temperature rise (0.1 ° C / min) ⁇ 0 ° C (hold for 1 hour) ⁇ Temperature rise (0.1 ° C / min) ⁇ 20 ° C (hold for 1 hour) ⁇ Temperature drop (-0.1 ° C / every hour) Min) ⁇ 0 ° C. (hold for 1 hour) ⁇ fall temperature ( ⁇ 0.1 ° C./min) ⁇ 20° C.
- Examples 1 and 2 and Comparative Examples 1 to 4 were prepared by appropriately adding a compound represented by the formula (iii-2.2) to the prepared composition.
- the physical property values of these compositions are shown below.
- composition of Example 1 is a composition containing 99.97% of the above composition and 0.03% of the compound represented by the formula (iii-2.2) as the compound represented by the general formula (ii). is there.
- Example 1 contains compounds represented by general formulas (i), (ii) and (iii), and Comparative Examples 1 and 2 are represented by general formulas (i) and (ii). Are replaced with similar compounds.
- Example 1 and Comparative Example 1 show that the composition of the present application is excellent in ⁇ and ⁇ 1.
- Comparative Example 2 was prepared so that the value of ⁇ of the composition of Comparative Example 1 was aligned with Example 1, it can be seen that ⁇ 1 increased.
- Comparative Example 3 does not contain the compound represented by the general formula (iii). In particular, it was found that the VHR after 1000 hours was superior to the normal VHR evaluation for a long time. (Examples 2 to 4) Examples 2 to 4 were prepared by adding the compound represented by the formula (iii-2.2) to the following composition so that the content was 0.03%.
- Examples 5 to 7 were prepared by adding the compound represented by the formula (iii-2.2) to the following composition so that the content was 0.03%.
- Examples 8 to 10 were prepared by adding the compound represented by formula (iii-1.2) to the following composition so that the content was 0.03%.
- Examples 11 to 13 were prepared by adding the compound represented by the formula (iii-2.2) to the following composition so that the content was 0.03%.
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Abstract
Description
ni1、ni2、nii1及びnii2はそれぞれ独立して0、1、2又は3を表すが、ni1+ni2は1、2又は3を表し、nii1+nii2は1、2又は3を表し、
Ai1、Ai2、Aii1、Aii2及びAii3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基(Ai1及びAi2において、1,4-シクロヘキシレン基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良いが、Ai1、Ai2、Aii1及び/又はAii3が複数存在する場合にはそれらは同一であっても異なっていてもよく、
Zi1、Zi2、Zii1及びZii2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表すが、Zi1、Zi2、Zii1及び/又はZii2が複数存在する場合にはそれらは同一であっても異なっていてもよく、
Ei1及びEiii1はそれぞれ独立して酸素原子又は-CH2-を表し、
Xii1及びXii2はそれぞれ独立して水素原子又はハロゲンを表し、
Ri2及びRii2はそれぞれ独立して水素原子、フッ素原子、塩素原子、シアノ基、炭素原子数1~8のアルキル基を表し、該アルキル基中の1個又は非隣接の2個以上の-CH2-はそれぞれ独立して-CH=CH-、-C≡C-、-O-、-CO-、-COO-又は-OCO-によって置換されていてもよいが、一般式(i)は一般式(ii)を除く。)
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種から2種類以上組み合わせることが好ましい。
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種から2種類以上組み合わせることが好ましい。
一般式(i-3)で表される化合物は下記の化合物である。
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種から2種類以上組み合わせることが好ましい。
一般式(ii-1)で表される化合物は下記の化合物である。
組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類以上である。
本発明の組成物の総量に対しての式(ii-2)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%であり、22%であり、25%であり、30%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種、2種又は3種類以上組み合わせることが好ましい。
組み合わせることのできる化合物に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して1種から2種類以上組み合わせることが好ましい。
nM1は、0、1、2、3又は4を表し、
AM1及びAM2はそれぞれ独立して、
(a) 1,4-シクロヘキシレン基及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)及び基(b)上の水素原子はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
ZM1及びZM2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-又は-C≡C-を表し、
nM1が2、3又は4であってAM1が複数存在する場合は、それらは同一であっても異なっていても良く、nM1が2、3又は4であってZM2が複数存在する場合は、それらは同一であっても異なっていても良く、
XM1及びXM2はそれぞれ独立して水素原子、塩素原子又はフッ素原子を表し、
YM1は、水素原子、フッ素原子、塩素原子、シアノ基、トリフルオロメチル基、フルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基又は2,2,2-トリフルオロエチル基を表すが、一般式(i)及び(ii)で表される化合物を除く。)
一般式(M)中、RM1は、炭素原子数1~8のアルキル基、炭素原子数1~8のアルコキシ基、炭素原子数2~8のアルケニル基又は炭素原子数2~8のアルケニルオキシ基が好ましく、炭素原子数1~5のアルキル基、炭素原子数1~5のアルコキシ基、炭素原子数2~5のアルケニル基又は炭素原子数2~5のアルケニルオキシ基が好ましく、炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が更に好ましく、炭素原子数2~5のアルキル基又は炭素原子数2~3のアルケニル基が更に好ましく、炭素原子数3のアルケニル基(プロペニル基)が特に好ましい。
組み合わせることのできる化合物の種類に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して、実施形態ごとに適宜組み合わせて使用する。例えば、本発明の一つの実施形態では1種類、別の実施形態では2種類、さらに別の実施形態では3種類、またさらに別の実施形態では4種類、またさらに別の実施形態では5種類、またさらに別の実施形態では6種類以上組み合わせる。
組み合わせることのできる化合物の種類に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などを考慮して実施形態ごとに適宜組み合わせる。
組み合わせることができる化合物の種類に特に制限は無いが、これらの化合物の中から1種~2種類含有することが好ましく、1種~3種類含有することがより好ましく、1種~4種類含有することが更に好ましい。
本発明の組成物の総量に対しての一般式(M-8)で表される化合物の好ましい含有量の下限値は、1%であり、2%であり、4%であり、5%であり、8%であり、10%であり、13%であり、15%であり、18%であり、20%である。好ましい含有量の上限値は、30%であり、28%であり、25%であり、23%であり、20%であり、18%であり、15%であり、13%であり、10%であり、8%であり、5%である。
nL1は0、1、2又は3を表し、
AL1、AL2及びAL3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
(c) (c)ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられても良い。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
ZL1及びZL2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表し、
nL1が2又は3であってAL2が複数存在する場合は、それらは同一であっても異なっていても良く、nL1が2又は3であってZL3が複数存在する場合は、それらは同一であっても異なっていても良いが、一般式(i)、(ii)及び(M)で表される化合物を除く。)
一般式(L)で表される化合物は単独で用いてもよいが、組み合わせて使用することもできる。組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの所望の性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類である。あるいは本発明の別の実施形態では2種類であり、3種類であり、4種類であり、5種類であり、6種類であり、7種類であり、8種類であり、9種類であり、10種類以上である。
RL11及びRL12は、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び直鎖状の炭素原子数2~5のアルケニル基が好ましい。
一般式(L-1-1)で表される化合物は、式(L-1-1.1)から式(L-1-1.3)で表される化合物群から選ばれる化合物であることが好ましく、式(L-1-1.2)又は式(L-1-1.3)で表される化合物であることが好ましく、特に、式(L-1-1.3)で表される化合物であることが好ましい。
本発明の組成物の総量に対しての式(L-1-2)で表される化合物の好ましい含有量の下限値は、1%であり、5%であり、10%であり、15%であり、17%であり、20%であり、23%であり、25%であり、27%であり、30%であり、35%である。好ましい含有量の上限値は、本発明の組成物の総量に対して、60%であり、55%であり、50%であり、45%であり、42%であり、40%であり、38%であり、35%であり、33%であり、30%である。
RL13及びRL14は、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び直鎖状の炭素原子数2~5のアルケニル基が好ましい。
さらに、一般式(L-1-3)で表される化合物は、式(L-1-3.1)から式(L-1-3.12)で表される化合物群から選ばれる化合物であることが好ましく、式(L-1-3.1)、式(L-1-3.3)又は式(L-1-3.4)で表される化合物であることが好ましい。特に、式(L-1-3.1)で表される化合物は本発明の組成物の応答速度を特に改善するため好ましい。また、応答速度よりも高いTniを求めるときは、式(L-1-3.3)、式(L-1-3.4)、式(L-1-3.11)及び式(L-1-3.12)で表される化合物を用いることが好ましい。式(L-1-3.3)、式(L-1-3.4)、式(L-1-3.11)及び式(L-1-3.12)で表される化合物の合計の含有量は、低温での溶解度を良くするために20%以上にすることは好ましくない。
RL15及びRL16は、直鎖状の炭素原子数1~5のアルキル基、直鎖状の炭素原子数1~4のアルコキシ基及び直鎖状の炭素原子数2~5のアルケニル基が好ましい。
RL21は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が好ましく、RL22は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましい。
RL31及びRL32はそれぞれ独立して炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましい。
RL41は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が好ましく、RL42は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましい。)
一般式(L-4)で表される化合物は単独で使用することもできるが、2以上の化合物を組み合わせて使用することもできる。組み合わせることができる化合物の種類に特に制限は無いが、低温での溶解性、転移温度、電気的な信頼性、複屈折率などの求められる性能に応じて適宜組み合わせて使用する。使用する化合物の種類は、例えば本発明の一つの実施形態としては1種類であり、2種類であり、3種類であり、4種類であり、5種類以上である。
RL51は炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が好ましく、RL52は炭素原子数1~5のアルキル基、炭素原子数4~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましい。
一般式(L-5)で表される化合物は、式(L-5.1)又は式(L-5.2)で表される化合物であることが好ましく、特に、式(L-5.1)で表される化合物であることが好ましい。
RL61及びRL62はそれぞれ独立して炭素原子数1~5のアルキル基又は炭素原子数2~5のアルケニル基が好ましく、XL61及びXL62のうち一方がフッ素原子他方が水素原子であることが好ましい。
式中、RL71及びRL72はそれぞれ独立して炭素原子数1~5のアルキル基、炭素原子数2~5のアルケニル基又は炭素原子数1~4のアルコキシ基が好ましく、AL71及びAL72はそれぞれ独立して1,4-シクロヘキシレン基又は1,4-フェニレン基が好ましく、AL71及びAL72上の水素原子はそれぞれ独立してフッ素原子によって置換されていてもよく、QL71は単結合又はCOO-が好ましく、単結合が好ましく、XL71及びXL72は水素原子が好ましい。
Sp201及びSp202はそれぞれ独立して、単結合、炭素原子数1~8のアルキレン基又は-O-(CH2)s-(式中、sは2から7の整数を表し、酸素原子は芳香環に結合するものとする。)が好ましく、
Z201は-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CY1=CY2-(式中、Y1及びY2はそれぞれ独立して、フッ素原子又は水素原子を表す。)、-C≡C-又は単結合を表し、
M201は1,4-フェニレン基、トランスー1,4-シクロヘキシレン基又は単結合を表し、式中の全ての1,4-フェニレン基は、任意の水素原子がフッ素原子により置換されていても良い。)で表される二官能モノマーが好ましい。
これらの骨格を含む重合性化合物は重合後の配向規制力がPSA型液晶表示素子に最適であり、良好な配向状態が得られることから、表示ムラが抑制されるか、又は、全く発生しない。
本発明の組成物にモノマーを添加する場合において、重合開始剤が存在しない場合でも重合は進行するが、重合を促進するために重合開始剤を含有していてもよい。重合開始剤としては、ベンゾインエーテル類、ベンゾフェノン類、アセトフェノン類、ベンジルケタール類、アシルフォスフィンオキサイド類等が挙げられる。
Δn :298Kにおける屈折率異方性
Δε :298Kにおける誘電率異方性
η :293Kにおける粘度(mPa・s)
γ1 :298Kにおける回転粘度(mPa・s)
VHR:周波数60Hz,印加電圧5Vの条件下で333Kにおける電圧保持率(%)
1000h後VHR:90℃の高温状態で1000時間放置した後の、周波数60Hz,印加電圧1Vの条件下で60℃における電圧保持率(%)
焼き付き : 液晶表示素子の焼き付き評価は、表示エリア内に所定の固定パターンを任意の試験時間表示させた後に、全画面均一な表示を行ったときの固定パターンの残像が、許容できない残像レベルに達するまでの試験時間を計測した。
1)ここで言う試験時間とは固定パターンの表示時間を示し、この時間が長いほど残像の発生が抑制されており、性能が高いことを示している。
2)許容できない残像レベルとは、出荷合否判定で不合格となる残像が観察されるレベルである。
例)
サンプルA:1000時間
サンプルB:500時間
サンプルC:200時間
サンプルD:100時間
性能は、A>B>C>Dである。
液晶表示装置の滴下痕の評価は、全面黒表示した場合における白く浮かび上がる滴下痕を目視にて以下の5段階評価で行った。
4:滴下痕ごく僅かに有るも許容できるレベル(良)
3:滴下痕僅かに有り、合否判定のボーダーラインレベル(条件付で可)
2:滴下痕有り許容できないレベル(不可)
1:滴下痕有りかなり劣悪(悪)
プロセス適合性 :
プロセス適合性は、ODFプロセスにおいて、定積計量ポンプを用いて、液晶を1回に50pLずつ「0~100回、101~200回、201~300回、・・・・」と100回ずつ滴下したときの各100回滴下分の液晶の質量を計測し、質量のバラつきがODFプロセスに適合できない大きさに達した滴下回数で評価した。
滴下回数が多いほど長時間にわたって安定的に滴下可能であり、プロセス適合性が高いといえる。
例)
サンプルA:95000回
サンプルB:40000回
サンプルC:100000回
サンプルD:10000回
性能は、C>A>B>Dである。
低温での溶解性評価は、組成物を調製後、2mLのサンプル瓶に組成物を1g秤量し、これに温度制御式試験槽の中で、次の運転状態「-20℃(1時間保持)→昇温(0.1℃/毎分)→0℃(1時間保持)→昇温(0.1℃/毎分)→20℃(1時間保持)→降温(-0.1℃/毎分)→0℃(1時間保持)→降温(-0.1℃/毎分)→-20℃」を1サイクルとして温度変化を与え続け、目視にて組成物からの析出物の発生を観察し、析出物が観察されたときの試験時間を計測した。
試験時間が長いほど長時間にわたって安定して液晶相を保っており、低温での溶解性が良好である。
例)
サンプルA:72時間
サンプルB:600時間
サンプルC:384時間
サンプルD:1440時間
性能は、D>B>C>Aである。
液晶材料の揮発性評価は、真空攪拌脱泡ミキサーの運転状態をストロボスコープを用いて観察し、液晶材料の発泡を目視により観察することによって行った。具体的には、容量2.0Lの真空攪拌脱泡ミキサーの専用容器に組成物を0.8kg入れ、4kPaの脱気下、公転速度15S-1、自転速度7.5S-1で真空攪拌脱泡ミキサーを運転し、発泡が始まるまでの時間を計測した。
発泡が始まるまでの時間が長いほど揮発しにくく、製造装置を汚染する可能性が低いので、高性能であることを示す。
例)
サンプルA:200秒
サンプルB:45秒
サンプルC:60秒
サンプルD:15秒
性能は、A>C>B>Dである。
尚、実施例において化合物の記載について以下の略号を用いる。
(環構造)
下記の組成物を調製した。
(実施例2~4)
下記組成物に式(iii-2.2)で表される化合物を含有量が0.03%となるように添加して実施例2~4を調製した。
下記組成物に式(iii-2.2)で表される化合物を含有量が0.03%となるように添加して実施例5~7を調製した。
下記組成物に式(iii-1.2)で表される化合物を含有量が0.03%となるように添加して実施例8~10を調製した。
下記組成物に式(iii-2.2)で表される化合物を含有量が0.03%となるように添加して実施例11~13を調製した。
Claims (5)
- 一般式(i)及び(ii)で表される化合物からなる群から選ばれる1種又は2種以上を含有し、一般式(iii)で表される化合物から選ばれる1種又は2種以上含有する組成物。
ni1、ni2、nii1及びnii2はそれぞれ独立して0、1、2又は3を表すが、ni1+ni2は1、2又は3を表し、nii1+nii2は1、2又は3を表し、
Ai1、Ai2、Aii1、Aii2及びAii3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基(Ai1及びAi2において、1,4-シクロヘキシレン基中に存在する1個の-CH2-又は隣接していない2個以上の-CH2-は-O-に置き換えられてもよい。)及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良いが、Ai1、Ai2、Aii1及び/又はAii3が複数存在する場合にはそれらは同一であっても異なっていてもよく、
Zi1、Zi2、Zii1及びZii2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表すが、Zi1、Zi2、Zii1及び/又はZii2が複数存在する場合にはそれらは同一であっても異なっていてもよく、
Ei1及びEiii1はそれぞれ独立して酸素原子又は-CH2-を表し、
Xii1及びXii2はそれぞれ独立して水素原子又はハロゲンを表し、
Ri2及びRii2はそれぞれ独立して水素原子、フッ素原子、塩素原子、シアノ基、炭素原子数1~8のアルキル基を表し、該アルキル基中の1個又は非隣接の2個以上の-CH2-はそれぞれ独立して-CH=CH-、-C≡C-、-O-、-CO-、-COO-又は-OCO-によって置換されていてもよいが、一般式(i)は一般式(ii)を除く。) - 更に一般式(M)で表される化合物を1種類又は2種類以上含有する請求項1又は2に記載の組成物。
nM1は、0、1、2、3又は4を表し、
AM1及びAM2はそれぞれ独立して、
(a) 1,4-シクロヘキシレン基及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
からなる群より選ばれる基を表し、上記の基(a)及び基(b)上の水素原子はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
ZM1及びZM2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-又は-C≡C-を表し、
nM1が2、3又は4であってAM1が複数存在する場合は、それらは同一であっても異なっていても良く、nM1が2、3又は4であってZM2が複数存在する場合は、それらは同一であっても異なっていても良く、
XM1及びXM2はそれぞれ独立して水素原子、塩素原子又はフッ素原子を表し、
YM1は、水素原子、フッ素原子、塩素原子、シアノ基、トリフルオロメチル基、フルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基又は2,2,2-トリフルオロエチル基を表すが、一般式(i)及び(ii)で表される化合物を除く。) - 更に一般式(L)で表される化合物を1種類又は2種類以上含有する請求項1記載の組成物。
nL1は0、1、2又は3を表し、
AL1、AL2及びAL3はそれぞれ独立して
(a) 1,4-シクロヘキシレン基及び
(b) 1,4-フェニレン基(この基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられてもよい。)
(c) (c)ナフタレン-2,6-ジイル基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基又はデカヒドロナフタレン-2,6-ジイル基(ナフタレン-2,6-ジイル基又は1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基中に存在する1個の-CH=又は隣接していない2個以上の-CH=は-N=に置き換えられても良い。)
からなる群より選ばれる基を表し、上記の基(a)、基(b)及び基(c)はそれぞれ独立してシアノ基、フッ素原子又は塩素原子で置換されていても良く、
ZL1及びZL2はそれぞれ独立して単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-CH=N-N=CH-、-CH=CH-、-CF=CF-又は-C≡C-を表し、
nL1が2又は3であってAL2が複数存在する場合は、それらは同一であっても異なっていても良く、nL1が2又は3であってZL3が複数存在する場合は、それらは同一であっても異なっていても良いが、一般式(i)、(ii)及び(M)で表される化合物を除く。) - 請求項1に記載の組成物を使用した液晶表示素子。
- 請求項1に記載の組成物を使用したIPS素子又はFFS素子。
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