WO2018123396A1 - Composition de cristaux liquides et élément d'affichage à cristaux liquides - Google Patents

Composition de cristaux liquides et élément d'affichage à cristaux liquides Download PDF

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WO2018123396A1
WO2018123396A1 PCT/JP2017/042548 JP2017042548W WO2018123396A1 WO 2018123396 A1 WO2018123396 A1 WO 2018123396A1 JP 2017042548 W JP2017042548 W JP 2017042548W WO 2018123396 A1 WO2018123396 A1 WO 2018123396A1
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group
formula
liquid crystal
preferable
general formula
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後藤麻里奈
井ノ上雄一
楠本哲生
大橋裕二
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Dic株式会社
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    • C—CHEMISTRY; METALLURGY
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    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
    • C09K19/16—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon double bonds, e.g. stilbenes
    • C—CHEMISTRY; METALLURGY
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
    • C09K19/18—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon triple bonds, e.g. tolans
    • C—CHEMISTRY; METALLURGY
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/38—Polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54—Additives having no specific mesophase characterised by their chemical composition
    • 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
    • G02F1/01—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 
    • G02F1/13—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
    • 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
    • G02F1/01—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 
    • G02F1/13—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
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers

Definitions

  • the present invention relates to a liquid crystal composition containing a polymerizable compound and a liquid crystal display device using the same.
  • the PSA (Polymer Sustained Alignment) type liquid crystal display device has a structure in which a polymer structure is formed in the cell in order to control the pretilt angle of the liquid crystal molecules, and has been developed as a liquid crystal display device due to its high-speed response and high contrast. Is underway.
  • a PSA type liquid crystal display device is manufactured by injecting a liquid crystal composition containing a polymerizable compound between substrates, irradiating ultraviolet rays in a state where liquid crystal molecules are aligned by applying a voltage, and polymerizing the polymerizable compound. This is done by fixing the orientation of the liquid crystal molecules. Therefore, in the step of polymerizing the polymerizable compound in the liquid crystal composition used for the PSA type liquid crystal display element, the polymerization rate of the polymerizable compound is very important. When the polymerization rate is moderately high, the residual amount of the polymerizable compound decreases in a short ultraviolet irradiation time, so that deterioration of the liquid crystal composition due to ultraviolet rays is unlikely to occur.
  • the polymerization rate of the polymerizable compound is low, a long ultraviolet irradiation time is required to reduce the residual amount of the polymerizable compound.
  • the production apparatus is increased in size and the production efficiency is lowered, and the liquid crystal composition is deteriorated by the ultraviolet rays.
  • the irradiation time of ultraviolet rays is shortened, the polymerization rate of the polymerizable compound is slow, so the residual amount of the polymerizable compound increases, and the occurrence of image sticking, which is one of display defects caused by the remaining polymerizable compound, is unavoidable. .
  • the PSA type liquid crystal display element not only the problem of remaining unpolymerized polymerizable compounds and the problem of removing them after the polymerization process for generating a pretilt angle in the display, but also a low VHR (voltage holding ratio).
  • display elements such as burn-in cause display defects such as burn-in.
  • a liquid crystal composition having high reliability after exposure to ultraviolet rays and a high voltage holding ratio (VHR) a monomer compound having a bent terphenyl skeleton and having a spacer is a polymerizable compound. The technique used as is disclosed.
  • ultraviolet irradiation in the polymerization process not only causes a decomposition reaction of the liquid crystal compound in the liquid crystal composition, but also generates ionic or free radical impurities, which may cause display defects such as image sticking.
  • impurities derived from the alignment film are transferred to the liquid crystal layer, which causes a problem that display defects such as image sticking occur due to the impurities derived from the alignment film.
  • the problem to be solved by the present invention is to suppress / prevent deterioration of display defects due to impurities derived from the decomposition reaction of liquid crystal compounds, ionic or free radical impurities, or impurities derived from alignment films caused by ultraviolet irradiation in the polymerization process.
  • An object of the present invention is to provide a polymerizable compound-containing liquid crystal composition containing a polymerizable compound for producing a PSA-type or PSVA-type liquid crystal display element, and to provide a liquid crystal display element using the same.
  • the polymerizable compound-containing liquid crystal composition of the present invention is a liquid crystal composition without precipitation of a compound contained in the liquid crystal composition.
  • the liquid crystal display element using the polymerizable compound-containing liquid crystal composition of the present invention has a small residual amount of the polymerizable compound, exhibits a high voltage holding ratio (VHR) and a high-speed response, and does not have display defects such as alignment failure and image sticking. Or, excellent display quality is suppressed.
  • VHR voltage holding ratio
  • the change rate of the VHR value before and after the ultraviolet irradiation shows a value that is positive or close to 0, and therefore, display defects such as alignment failure and image sticking are not suppressed or suppressed. Excellent display quality.
  • the polymerizable compound-containing liquid crystal composition of the present invention contains a polymerizable compound capable of trapping and curing impurities derived from the decomposition reaction of the liquid crystal compound, ionic or free radical impurities, or impurities derived from the alignment film.
  • a high voltage holding ratio can be maintained after irradiation.
  • a first aspect of the present invention is a polymerizable compound-containing liquid crystal composition
  • a polymerizable compound-containing liquid crystal composition comprising a polymerizable compound having one or more cyclic groups and one or more polymerizable groups in one molecule, and a liquid crystal compound, A polymerizable compound-containing liquid crystal composition having a Lewis basicity at a site other than the polymerizable group in one molecule of the polymerizable compound.
  • the polymerizable compound-containing liquid crystal composition according to the present invention contains a polymerizable compound capable of trapping and curing impurities derived from the decomposition reaction of the liquid crystal compound, impurities of ionic or free radicals or impurities derived from the alignment film, When the polymerizable compound is irradiated with ultraviolet rays, a cured product can be formed while trapping these impurities, so that a high voltage holding ratio can be maintained.
  • the site showing Lewis basicity according to the present invention is preferably present at a site other than the polymerizable group in one molecule of the polymerizable compound.
  • the polymerizable compound according to the present invention comprises a site exhibiting Lewis basicity, one or more polymerizable groups and one or more cyclic groups in one molecule, and if necessary, the polymerizable group and the cyclic group.
  • a linking group for linking a cyclic group in one molecule, and the site exhibiting the Lewis basicity is in the one or more cyclic groups, optionally in the spacer group And, if necessary, it is preferably present in at least one selected from the group consisting of the cyclic groups.
  • the cyclic group in the present invention refers to an atomic group in which constituent atoms are bonded in a cyclic manner, and is a carbocyclic, heterocyclic, saturated or unsaturated cyclic structure, monocyclic, bicyclic structure, polycyclic structure, aromatic , Including non-aromatics.
  • the cyclic group may contain at least one hetero atom, and may be further substituted with at least one substituent (reactive functional group, organic group (alkyl, aryl, etc.)).
  • the lower limit of the number of cyclic groups is preferably 1 or more, preferably 2 or more, preferably 3 or more, and preferably 4 or more.
  • the upper limit of the number of cyclic groups is preferably 6 or less, preferably 5 or less, preferably 4 or less, preferably 3 or less, and preferably 2 or less.
  • the cyclic group is preferably 1 or more and 6 or less from the viewpoint of solubility in the liquid crystal composition.
  • the cyclic group is a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — not adjacent to each other is —O—). 1), 4-phenylene group (one —CH ⁇ present in this group or two or more —CH ⁇ that are not adjacent to each other) may be replaced with —N ⁇ .
  • Thiophene-2,5-diyl group, pyrrole-2,5-diyl group and And furan-2,5-diyl group (thiophen-2,5-diyl group, pyrrole-2,5-diyl group or one —CH ⁇ or adjacent to furan-2,5-diyl group 2 or more —CH ⁇ may be replaced by —N ⁇ .)
  • the polymerizable group in the present invention has the following formulas (R-1) to (R-9)
  • R 11 , R 12 , R 13 , R 14 and R 15 each independently represents an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and m r5 , m r7 , nr5 and nr7 each independently represents 0, 1, or 2).
  • Each of the spacer groups independently represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one —CH 2 — in the alkylene group or two or more —CH 2 — not adjacent to each other. May be substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent.
  • the site showing Lewis basicity since the site showing Lewis basicity according to the present invention has a lone pair, it can bind or interact with impurities derived from the decomposition reaction of liquid crystal compounds, impurities of ionic or free radicals, or impurities derived from alignment films. It is considered that a polymerizable compound having a site showing Lewis basicity while trapping these impurities can form a cured product.
  • the site exhibiting Lewis basicity is preferably one or more selected from the group consisting of —N ⁇ , —S— and —O—. More preferably, the following groups are mentioned.
  • the site showing Lewis basicity according to the present invention may be one or more in one molecule of the polymerizable compound, and examples thereof include a form existing in a cyclic group.
  • the linking group may have a site exhibiting Lewis basicity.
  • the polymerizable compound according to the present invention is preferably represented by the following general formula (i).
  • R 11 , R 12 , R 13 , R 14 and R 15 each independently represents an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and m r5 , m and r7 , nr5 and nr7 each independently represents 0, 1, or 2).
  • a i1 and A i2 are each independently (A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O-.) (B) 1,4-phenylene group (one —CH ⁇ present in this group or two or more —CH ⁇ that are not adjacent to each other may be replaced by —N ⁇ ) (C) Naphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH ⁇ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ .
  • thiophene-2,5-diyl group, pyrrole-2,5-diyl group or furan-2,5-diyl group thiophene-2,5-diyl group, pyrrole-2,5-diyl group
  • one —CH ⁇ present in the furan-2,5-diyl group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ .
  • each of the above R i1 to R i4 is independently P i3 —S i3 —, an alkyl group having 1 to 3 carbon atoms which may be substituted with a fluorine atom, or a fluorine atom. And preferably represents an alkoxy group having 1 to 3 carbon atoms, a fluorine atom or a hydrogen atom, and P i3 —S i3 —, an alkoxy group having 1 to 3 carbon atoms which may be substituted with a fluorine atom More preferably, it represents either a fluorine atom or a hydrogen atom.
  • alkyl group or one -CH 2 in the alkoxy group - or nonadjacent two or more -CH 2 -, as the oxygen atoms are not directly adjacent, -O -, - S -, - N ⁇ CH—, —CH ⁇ N—N ⁇ CH— or —CH 2 —CH 2 —N ⁇ CH— may be substituted.
  • S i1 , S i2 and S i3 are preferably each independently a single bond or an alkylene group having 1 to 5 carbon atoms, and preferably a single bond or 1 to 3 carbon atoms.
  • An alkylene group is more preferable, and a single bond is particularly preferable.
  • one -CH 2 in the alkylene group - or nonadjacent two or more -CH 2 -, as the oxygen atoms are not directly adjacent, -O -, - S -, - N CH —, —CH ⁇ N—N ⁇ CH— or —CH 2 —CH 2 —N ⁇ CH— may be substituted.
  • P i1 , P i2 and P i3 are each independently preferably the formula (R-1) or the formula (R-4), more preferably an acryl group or a methacryl group. preferable.
  • a i1 and A i2 are each independently 1,4-cyclohexylene group, 1,4-phenylene group, naphthalene-2,6-diyl group, thiophene-2,5-diyl group. Pyrrole-2,5-diyl group, furan-2,5-diyl group, or the following formulas (A-1) to (A-6)
  • L i1 and L i2 are each independently a single bond, —OCH 2 —, —CH 2 O—, —C 2 H 4 —, —COO—, —OCO—, —CH ⁇ CH—COO—, —CH ⁇ CH—OCO—, —COO—CH ⁇ CH—, —OCO—CH ⁇ CH—, —C 2 H 4 —COO—, —C 2 H 4 —OCO—, —OCO— C 2 H 4 —, —COO—C 2 H 4 —, —CH ⁇ CH—, —CF 2 O—, —OCF 2 —, —N ⁇ CH—, —CH ⁇ N—N ⁇ CH—, —CH It is preferable to represent 2 —CH 2 —N ⁇ CH— or —C ⁇ C—, a single bond, —N ⁇ CH—, —CH ⁇ NN—CH— or —CH 2 —CH 2 —N ⁇ CH -Is more
  • the group selected from the group consisting of —O—, —S— and —N ⁇ is the above R i1 to R i4 , S i1 , S i2 , S i3 , A i1 , A i2 , it is preferably present in the L i1 or L i2, a i1, a i2 , and more preferably present in L i1 or L i2.
  • R i1 to R i4 , S i1 , S i2 , S i3 , A i1 , A i2 , L i1, or L i2 is selected from the group consisting of —O—, —S—, and —N ⁇ .
  • the number of substitutions of the selected group is preferably 1 to 5, more preferably 1 to 3, and particularly preferably 1 or 2.
  • n i1 and n i2 each independently preferably represent 0, 1 or 2, and more preferably 0 or 1. Further, n i1 + n i2 is preferably 0 to 3, more preferably 0 to 2, and particularly preferably 1 or 2. In the general formula (i), the ring structure of the polymerizable compound is particularly preferably 2 to 3 rings.
  • the lower limit of the content of the polymerizable compound represented by the general formula (i) in the liquid crystal composition of the present invention is preferably 0.01% by mass, preferably 0.02% by mass, and preferably 0.03% by mass, 0.04 mass% is preferable, 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 1% by mass is preferable, 0.12% by mass is preferable, 0.15% by mass is preferable, 0.17% by mass is preferable, 0.2% by mass is preferable, 0.22% by mass is preferable, and 0.25% by mass.
  • % Is preferable 0.27% by mass is preferable, 0.3% by mass is preferable, 0.32% by mass is preferable, 0.35% by mass is preferable, 0.37% by mass is preferable, and 0.4% by mass is preferable.
  • 0.42% by mass is preferred ,
  • the upper limit of the content of the polymerizable compound represented by formula (i) in the liquid crystal composition of the present invention is preferably 5% by mass, preferably 4.5% by mass, preferably 4% by mass, and 3.5% by mass. %, Preferably 3% by weight, preferably 2.5% by weight, preferably 2% by weight, preferably 1.5% by weight, preferably 1% by weight, preferably 0.95% by weight, 0.9% by weight % Is preferred, 0.85% by weight is preferred, 0.8% by weight is preferred, 0.75% by weight is preferred, 0.7% by weight is preferred, 0.65% by weight is preferred and 0.6% by weight is preferred. Preferably, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.
  • the content in order to obtain a low residual amount of polymerizable compound or a high voltage holding ratio (VHR), the content is preferably 0.01 to 0.6% by mass.
  • the content is preferably 0.005 to 0.4 mass%.
  • each content is 0.01 to 0.4 mass%. Therefore, in order to solve all these problems, it is particularly desirable to adjust the polymerizable compound represented by the general formula (I) in the range of 0.01 to 0.6% by mass.
  • polymerizable compound represented by the general formula (i) includes the general formula (i-1-1) to the general formula (i-1-11), the general formula (i-2- 1) to general formula (i-2-5), general formula (i-3-1) to general formula (i-3-4), general formula (i-4-1) to general formula (i-4-) 6), general formula (i-5-1) to general formula (i-5-3), general formula (i-6-1) to general formula (i-6-3) and general formula (i-7-
  • the compounds represented by 1) to general formula (i-7-3) are preferred.
  • R M1 , R M2 and R M3 each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, but an alkyl group having 1 carbon atom or hydrogen More preferably it represents an atom.
  • a liquid crystal composition containing a polymerizable compound such as the above general formula (i-1-2), general formula (i-1-3) and general formula (i-3-1) has low-temperature storage stability. Excellent response performance and high VHR value or VHR change rate is positive or close to zero, there is little residual amount of polymerizable compound, and there are no defects such as orientation failure or display failure, or Since very few PSA type, PSVA type, and PS-FFS type liquid crystal display elements can be manufactured efficiently, it is particularly preferable.
  • the polymerizable compound-containing liquid crystal composition according to the present invention contains a liquid crystal compound in addition to the compound represented by the general formula (i).
  • the liquid crystal compound preferably contains one or more compounds selected from compounds represented by the general formulas (N-1), (N-2), and (N-3). These compounds correspond to dielectrically negative compounds (the sign of ⁇ is negative and the absolute value is greater than 2).
  • ⁇ of the compound is a value extrapolated from a measured value of dielectric anisotropy of a composition prepared by adding to a dielectrically neutral composition at 25 ° C.
  • content is described in% below, this means the mass%.
  • R N11 , R N12 , R N21 , R N22 , R N31 and R N32 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent in the alkyl group
  • Two or more of —CH 2 — each independently may be substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—
  • a N11 , A N12 , A N21 , A N22 , A N31 and A N32 are each independently (A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O-.)
  • B) 1,4-phenylene group one —CH ⁇ present in this group or two or more —CH ⁇ that are not adjacent to each other may be replaced by —N ⁇
  • (d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently May be substituted with a cyano group, a fluorine atom or a chlorine atom, Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2.
  • XN21 represents a hydrogen atom or a fluorine atom
  • T N31 represents —CH 2 — or an oxygen atom
  • n N11 , n N12 , n N21 , n N22 , n N31, and n N32 each independently represent an integer of 0 to 3, but n N11 + n N12 , n N21 + n N22, and n N31 + n N32 are each independently When there are a plurality of A N11 to A N32 and Z N11 to Z N32 , they may be the same or different.
  • the compounds represented by the general formulas (N-1), (N-2) and (N-3) are preferably compounds having a negative ⁇ and an absolute value larger than 3.
  • R N11 , R N12 , R N21 , R N22 , R N31 and R N32 each independently represent 1 to 8 carbon atoms.
  • R N11 , R N21 and R N31 are each independently more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • R N12 , R N22 and R N32 are each independently An alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms is more preferable.
  • the ring structure to which the terminal groups ( RN 11 , RN 12 , RN 21 , RN 22 , RN 31, and RN 32 ) are bonded is a phenyl group (aromatic)
  • the number of linear carbon atoms is 1 to 5 alkyl groups, straight-chain alkoxy groups having 1 to 4 carbon atoms and alkenyl groups having 4 to 5 carbon atoms are preferred
  • the ring structure to which the terminal groups are bonded is a saturated ring such as cyclohexane, pyran and dioxane.
  • a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.
  • 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.)
  • a N11 , A N12 , A N21 , A N22 , A N31, and A N32 are preferably aromatic when it is required to increase ⁇ n independently, and in order to improve the response speed, fat
  • fat Preferably a trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5 -Difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1 , 4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group Preferred, it is more preferable that represents the following
  • it represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.
  • Z N11, Z N12, Z N21 , Z N22, Z N31 and Z N32 -CH 2 each independently O -, - CF 2 O - , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents an, -CH 2 O -, - CH 2 CH 2 - or a single bond is more preferable, -CH 2 O-or a single bond is particularly preferred.
  • XN21 is preferably a fluorine atom.
  • T N31 is preferably an oxygen atom.
  • n N11 + n N12 , n N21 + n N22 and n N31 + n N32 are preferably 1 or 2, a combination in which n N11 is 1 and n N12 is 0, a combination in which n N11 is 2 and n N12 is 0, n A combination in which N11 is 1 and n N12 is 1, a combination in which n N11 is 2 and n N12 is 1, a combination in which n N21 is 1 and n N22 is 0, n N21 is 2 and n N22 is n A combination in which n N31 is 1 and n N32 is 0, and a combination in which n N31 is 2 and n N32 is 0 are preferable.
  • the lower limit of the preferable content of the compound represented by the formula (N-1) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 10%, 20% 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
  • the lower limit of the preferable content of the compound represented by the formula (N-2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 10%, and 20%. 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
  • the lower limit of the preferable content of the compound represented by the formula (N-3) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 10%, 20% 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
  • the above lower limit value is preferably low and the upper limit value is preferably low. Furthermore, when a composition having a high temperature stability and a high temperature stability is required, the above lower limit value is preferably low and the upper limit value is preferably low when the polymerizable compound-containing liquid crystal composition of the present invention is kept high. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is increased and the upper limit value is high.
  • Examples of the compound represented by the general formula (N-1) include compounds represented by the following general formulas (N-1a) to (N-1g).
  • R N11 and R N12 are as defined R N11 and R N12 in the general formula (N-1), n Na12 represents 0 or 1, n NB11 is 1 or 2, n NC11 is Represents 0 or 1, n Nd11 represents 1 or 2, n Ne11 represents 1 or 2, n Nf12 represents 1 or 2, n Ng11 represents 1 or 2, A Ne11 represents trans-1,4 -Represents a cyclohexylene group or a 1,4-phenylene group, and A Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group, or a 1,4-phenylene group, but n Ng11 If is 1, a NG11 represents cyclohexenylene group, when n NG11 is 2, represents at least one a NG11 1,4-cyclohexenylene group, Z NE11 is a single bond Represents an ethylene group, when n NE11 is 1, Z
  • the compound represented by the general formula (N-1-1) is the following compound.
  • R N111 and R N112 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • R N111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a propyl group, a pentyl group or a vinyl group.
  • RN112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-1) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%.
  • the upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, and 30% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7% %, 6%, 5%, 3%.
  • the compound represented by the general formula (N-1-1) is a compound selected from the group of compounds represented by the formula (N-1-1.1) to the formula (N-1-1.22).
  • it is a compound represented by the formulas (N-1-1.1) to (N-1-1.4), and the formula (N-1-1.1) and the formula (N
  • the compound represented by -1-1.3) is preferable.
  • the compounds represented by the formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination, but the polymerizable compound of the present invention
  • the lower limit of the preferable content of these compounds alone or with respect to the total amount of the liquid crystal composition is 5%, 10%, 13%, 15%, 17%, 20% 23%, 25%, 27%, 30%, 33%, 35%.
  • the upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, and 30% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7% %, 6%, 5%, 3%.
  • the compound represented by the general formula (N-1-2) is the following compound.
  • R N121 and R N122 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • RN121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group or a pentyl group.
  • RN122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and includes a methyl group, a propyl group, a methoxy group, an ethoxy group, or a propoxy group. preferable.
  • the compound represented by the general formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 7%, 10% 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35% 37%, 40%, 42%.
  • the upper limit of the preferable content is 50%, 48%, 45%, 43%, 40%, and 38% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% %, 10%, 8%, 7%, 6%, 5%.
  • the compound represented by the general formula (N-1-2) is a compound selected from the group of compounds represented by the formula (N-1-2.1) to the formula (N-1-2.22). It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula A compound represented by formula (N-1-2.13) and formula (N-1-2.20) is preferred.
  • formula (N-1-2.3) is preferably a compound represented by the formula (N-1-2.7) from when emphasizing improvements in T NI formula (N-1-2.10), formula (N-1-2.11) And a compound represented by the formula (N-1-2.13), and when emphasizing improvement in response speed, the compound represented by the formula (N-1-2.20) Is preferred.
  • the compounds represented by the formula (N-1-2.1) to the formula (N-1-2.22) can be used alone or in combination.
  • the lower limit of the preferable content of these compounds alone or with respect to the total amount of the compound-containing liquid crystal composition is 5%, 10%, 13%, 15%, 17%, 20 %, 23%, 25%, 27%, 30%, 33%, and 35%.
  • the upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, and 30% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7% %, 6%, 5%, 3%.
  • the compound represented by the general formula (N-1-3) is the following compound.
  • R N131 and R N132 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • R N131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • R N132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. .
  • the compound represented by the general formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-3) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3.21). It is preferably a compound represented by the formulas (N-1-3.1) to (N-1-3.7) and the formula (N-1-3.21). -1-3.1), formula (N-1-3.2), formula (N-1-3.3), formula (N-1-3.4) and formula (N-1-3.6) ) Is preferred.
  • the compound represented by the general formula (N-1-4) is the following compound.
  • R N141 and R N142 each independently represents the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N141 and R N142 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5 preferably a methyl group, a propyl group, an ethoxy Group or butoxy group is preferred.
  • the compound represented by the general formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-4) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 3%, 5%, 7% 10%, 13%, 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15%, 13%, 11%, 10%, 8%.
  • the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by the formula (N-1-4.1) to the formula (N-1-4.14).
  • it is a compound represented by the formulas (N-1-4.1) to (N-1-4.4), and the formula (N-1-4.1) and the formula (N -1-4.2) and compounds represented by formula (N-1-4.4) are preferred.
  • the compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the polymerizable compound of the present invention
  • the lower limit of the preferable content of these compounds alone or with respect to the total amount of the liquid crystal composition is 3%, 5%, 7%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15%, 13%, 11%, 10%, 8%.
  • the compound represented by the general formula (N-1-5) is the following compound.
  • R N151 and R N152 each independently represent the same meaning as R N11 and R N12 in formula (N-1).
  • R N151 and R N152 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group. Is preferred.
  • the compound represented by the general formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-5) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 8%, 10% 13%, 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, and 23% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 20%, 18%, 15%, 13%.
  • the compound represented by the general formula (N-1-5) is a compound selected from the group of compounds represented by the formula (N-1-5.1) to the formula (N-1-5.6). It is preferable that the compound represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) is preferable.
  • the compounds represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) may be used alone or in combination.
  • the lower limit of the preferred content of these compounds alone or with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17% and 20%.
  • the upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, and 23% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 20%, 18%, 15%, 13%.
  • the compound represented by the general formula (N-1-10) is the following compound.
  • R N1101 and R N1102 each independently represent the same meaning as R N11 and R N12 in formula (N-1).
  • R N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group.
  • R N1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.
  • the compound represented by the general formula (N-1-10) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 compound represented by the general formula (N-1-10) tends to have a large absolute value of ⁇ , the content of the viscosity reducing agent in the liquid crystal composition can be increased, and the liquid crystal composition as a whole is high. Although it exhibits a response speed, it has a feature that it easily incorporates ionic impurities.
  • the polymerizable compound represented by the general formula (i) when combined with the polymerizable compound represented by the general formula (i), there is an effect that a high VHR after ultraviolet irradiation or VHR does not decrease or is extremely small before and after the ultraviolet irradiation. Both response speed can be achieved.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-10) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-10) is a compound selected from the group of compounds represented by the formula (N-1-10.1) to the formula (N-1-10.14). It is preferable that they are represented by formulas (N-1-10.1) to (N-1-10.5), formulas (N-1-10.13) and formulas (N-1-10.14).
  • the compound is preferably a compound of formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.13) and formula (N-1-10.14). The compound represented by these is preferable.
  • the compounds represented by formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.13) and formula (N-1-10.14) are independent Can be used in combination with each other, but the lower limit of the preferred content of these compounds alone or with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%. 10%, 13%, 15%, 17%, 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-11) is the following compound.
  • R N1111 and R N1112 each independently represent the same meaning as R N11 and R N12 in formula (N-1).
  • R N1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group.
  • R N1112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 compound represented by the general formula (N-1-11) tends to have a large absolute value of ⁇ , the content of the viscosity reducing agent in the liquid crystal composition can be increased, and the liquid crystal composition as a whole is high. Although it exhibits a response speed, it has a feature that it easily incorporates ionic impurities.
  • the polymerizable compound represented by the general formula (i) when combined with the polymerizable compound represented by the general formula (i), there is an effect that a high VHR after ultraviolet irradiation or VHR does not decrease or is extremely small before and after the ultraviolet irradiation. Both response speed can be achieved.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-11) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-11) is a compound selected from the group of compounds represented by the formula (N-1-11.1) to the formula (N-1-11.14).
  • it is a compound represented by the formulas (N-1-11.1) to (N-1-11.14), and the formula (N-1-11.2) and the formula (N
  • the compound represented by 1-1-11.4) is preferable.
  • the compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) can be used alone or in combination.
  • the lower limit of the preferable content of these compounds alone or with respect to the total amount of the compound-containing liquid crystal composition is 5%, 10%, 13%, 15%, 17%, 20 %.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-12) is the following compound.
  • R N1121 and R N1122 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • RN1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • RN1122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.
  • the compound represented by the general formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-12) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-13) is the following compound.
  • R N1131 and R N1132 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • R N1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • R N1132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.
  • the compound represented by the general formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-13) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-14) is the following compound.
  • R N1141 and R N1142 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • R N1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • R N1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.
  • the compound represented by the general formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-14) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-15) is the following compound.
  • R N1151 and R N1152 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • RN1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • R N1152 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.
  • the compound represented by the general formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-15) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-16) is the following compound.
  • R N1161 and R N1162 each independently represent the same meaning as R N11 and R N12 in formula (N-1).
  • R N1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • R N1162 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.
  • the compound represented by the general formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-16) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-17) is the following compound.
  • R N1171 and R N1172 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • RN1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • R N1172 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.
  • the compound represented by the general formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-17) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-18) is the following compound.
  • R N1181 and R N1182 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • RN1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a methyl group, an ethyl group, a propyl group or a butyl group.
  • R N1182 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.
  • the compound represented by the general formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-18) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-18) is a compound selected from the group of compounds represented by the formula (N-18.1) to the formula (N-1-18.5).
  • it is a compound represented by the formulas (N-18.1.1) to (N-1-18.3), and the formulas (N-18.2.) And (N
  • the compound represented by ⁇ 1-18.3) is preferable.
  • the compound represented by the general formula (N-1-20) is the following compound.
  • R N1201 and R N1202 each independently represent the same meaning as R N11 and R N12 in formula (N-1).
  • R N1201 and R N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • the compound represented by the general formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-20) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-21) is the following compound.
  • R N1211 and R N1212 each independently represent the same meaning as R N11 and R N12 in formula (N-1).
  • R N1211 and R N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • the compound represented by the general formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-21) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-22) is the following compound.
  • R N1221 and R N1222 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • R N1221 and R N1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group.
  • the compound represented by the general formula (N-1-22) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in 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 (N-1-22) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 5%, 10% 13%, 15%, 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 18%, 15%, 13%, 10%, 5%.
  • the compound represented by the general formula (N-1-22) is a compound selected from the group of compounds represented by the formula (N-1-22.1) to the formula (N-1-22.12).
  • it is a compound represented by formulas (N-1-22.1) to (N-1-22.5), and preferably represented by formulas (N-1-22.1) to (N- The compound represented by 1-22.4) is preferred.
  • the compound represented by the general formula (N-2) is preferably a compound selected from the group of compounds represented by the following general formulas (N-2-1) to (N-2-3).
  • the compound represented by the general formula (N-2-1) is the following compound.
  • R N211 and R N212 each independently represents the same meaning as R N21 and R N22 in the general formula (N-2).
  • the compound represented by the general formula (N-2-2) is the following compound.
  • R N221 and R N222 each independently represents the same meaning as R N21 and R N22 in the general formula (N-2).
  • the compound represented by the general formula (N-2-3) is the following compound.
  • the compound represented by the general formula (N-3) is preferably a compound selected from the group of compounds represented by the general formula (N-3-2).
  • R N321 and R N322 each independently represent the same meaning as R N31 and R N32 in formula (N-3)).
  • R N321 and R N322 are preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a propyl group or a pentyl group.
  • the compound represented by the general formula (N-3-2) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they 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 (N-3-2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 3%, 5%, 10% 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35% It is.
  • the upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, and 30% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7% %, 6%, and 5%.
  • the compound represented by the general formula (N-3-2) is a compound selected from the group of compounds represented by the formula (N-3-2.1) to the formula (N-3-2.3). Preferably there is.
  • the polymerizable compound-containing liquid crystal composition according to the present invention contains a liquid crystal compound in addition to the compound represented by the general formula (i).
  • the liquid crystal compound preferably contains one or more compounds represented by formula (J). These compounds correspond to dielectrically positive compounds ( ⁇ is greater than 2).
  • R J1 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 J1 represents 0, 1, 2, 3 or 4;
  • a J1 , A J2 and A J3 are each independently (A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O-.)
  • the group (a), the group (b) and the group (c) are each independently selected from the group consisting of cyano group, fluorine atom, chlorine atom, methyl group, trifluoromethyl group or trifluoro May be substituted with a methoxy group
  • Z J1 and Z J2 each independently represent a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O -, -COO-, -OCO- or -C ⁇ C-
  • n J1 is 2, 3 or 4 and a plurality of A J2 are present, they may be the same or different, and n J1 is 2, 3 or 4 and a plurality of Z J1 is present.
  • X J1 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 J1 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 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, and an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable.
  • R J1 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 R J1 is bonded is a phenyl group (aromatic)
  • a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and An alkenyl group having 4 to 5 carbon atoms is preferred
  • the ring structure to which R J1 is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane
  • a linear alkyl group having 1 to 5 carbon atoms, A straight-chain 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 dot in each formula represents the carbon atom in the ring structure to which the alkenyl group is bonded.)
  • a J1 , A J2 and A J3 are preferably aromatic when it is required to independently increase ⁇ n, and are preferably aliphatic to improve the response speed.
  • Z J1 and Z J2 each independently preferably represent —CH 2 O—, —OCH 2 —, —CF 2 O—, —CH 2 CH 2 —, —CF 2 CF 2 — or a single bond, OCH 2 —, —CF 2 O—, —CH 2 CH 2 — or a single bond is more preferred, and —OCH 2 —, —CF 2 O— or a single bond is particularly preferred.
  • X J1 is preferably a fluorine atom or a trifluoromethoxy group, and more preferably a fluorine atom.
  • n J1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of ⁇ , and preferably 1 or 2 when emphasizing Tni .
  • 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 (J) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process suitability, It is necessary to adjust appropriately according to required performance such as dripping marks, image sticking, and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the general formula (J) with respect to the total amount of the polymerizable compound-containing liquid crystal 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%, and 65% in one embodiment of the present invention with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. Yes, 55%, 45%, 35%, 25%.
  • the polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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 J1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.
  • the polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more compounds represented by 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 M1 and A M2 are each independently (A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O- or -S- And (b) a 1,4-phenylene group (one —CH ⁇ present in this group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ ).
  • 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 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents —COO—, —OCO— or —C ⁇ C—
  • n M1 is 2, 3 or 4 and a plurality of A M2 are present, they may be the same or different, and n M1 is 2, 3 or 4 and a plurality of Z M1 is present
  • X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom
  • X M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a
  • 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, and an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable.
  • R M1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.
  • R M1 is a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms.
  • An alkoxy group and an alkenyl group having 4 to 5 carbon atoms are preferred, and when the ring structure to which R M1 is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, R M1 is a linear carbon atom having 1 carbon atom.
  • An alkyl group having ⁇ 5, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.
  • 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 dot in each formula represents the carbon atom in the ring structure to which the alkenyl group is bonded.)
  • 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, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:
  • Z M1 and Z M2 each independently -CH 2 O -, - 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.
  • n M1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of ⁇ , and preferably 1 or 2 when emphasizing Tni .
  • 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 suitability, It is necessary to adjust appropriately according to required performance such as dripping marks, image sticking, and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (M) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 10%, 20%, 30 %, 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferable content is, for example, 95%, 85%, 75%, and 65% in one embodiment of the present invention with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. Yes, 55%, 45%, 35%, 25%.
  • the polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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) is preferably, for example, a compound selected from the group of compounds represented by the general formula (M-1).
  • R M11 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 M11 to X M15 each independently represents hydrogen. represents an atom or a fluorine atom
  • Y M11 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 (M-1) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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-1) is specifically preferably a compound represented by the formula (M-1.1) to the formula (M-1.4).
  • a compound represented by M-1.1) or formula (M-1.2) is preferred, and a compound represented by formula (M-1.2) is more preferred. It is also preferred to use the compounds represented by formula (M-1.1) or formula (M-1.2) at the same time.
  • the lower limit of the preferable content of the compound represented by the formula (M-1.1) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 5% And 6%.
  • 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 (M-1.2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 5% And 6%.
  • the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
  • the lower limit value of the total content of the compounds represented by formula (M-1.1) and formula (M-1.2) with respect to the total amount of the polymerizable compound-containing liquid crystal 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 compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-2), for example.
  • R M21 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 M21 and X M22 each independently represent hydrogen represents an atom or a fluorine atom
  • Y M21 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-2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Further, when a composition that maintains a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention and hardly causes burn-in is required, it is preferable to lower the lower limit value and lower the upper limit value. 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-2) is preferably a compound represented by the formula (M-2.1) to the formula (M-2.5). 3) or / and a compound represented by the formula (M-2.5) is preferable.
  • the lower limit of the preferable content of the compound represented by the formula (M-2.2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 5% And 6%.
  • 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 (M-2.3) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 5% And 6%.
  • 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 (M-2.5) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 5% And 6%.
  • the upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.
  • the total of the compounds represented by formula (M-2.2), (M-2.3) and formula (M-2.5) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is preferred.
  • the lower limit of the content is 1%, 2%, 5%, and 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, more preferably 5% or more, still more preferably 8% or more, still more preferably 10% or more, based on the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. % Or more is more preferable, and 16% or more is particularly preferable. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., 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 (M) used in the polymerizable compound-containing liquid crystal composition of the present invention is preferably a compound represented by the general formula (M-3).
  • R M31 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 M31 to X M36 are each independently hydrogen. represents an atom or a fluorine atom
  • Y M31 represents a fluorine atom, a chlorine atom or OCF 3.
  • the content of the compound represented by the general formula (M-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 (M-3) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 compounds represented by the general formula (M-3) used in the polymerizable compound-containing liquid crystal composition of the present invention are specifically represented by the formulas (M-3.1) to (M-3.4).
  • the compound represented by formula (M-3.1) and / or the compound represented by formula (M-3.2) is preferable.
  • the lower limit of the preferable content of the compound represented by the formula (M-3.1) with respect to the total amount of the polymerizable compound-containing liquid crystal 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 (M-3.2) with respect to the total amount of the polymerizable compound-containing liquid crystal 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 (M-3.1) and formula (M-3.2) with respect to the total amount of the polymerizable compound-containing liquid crystal 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 (M) is preferably a compound selected from the group represented by the general formula (M-4).
  • R M41 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 M41 to X M48 are each independently fluorine.
  • Y M41 represents a fluorine atom, a chlorine atom or OCF 3.
  • the content of the compound represented by the general formula (M-4) 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-4) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention is 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-4). .
  • the polymerizable compound-containing liquid crystal composition of the present invention is 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-4).
  • the polymerizable compound-containing liquid crystal composition of the present invention is 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-4).
  • the general formula (M-4) When used for a liquid crystal display element having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-4).
  • 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
  • the compound represented by the general formula (M-4) used in the polymerizable compound-containing liquid crystal composition of the present invention specifically includes the formula (M-4.1) to the formula (M-4.4).
  • the compound represented by formula (M-4.2) to (M-4.4) is preferred, and the compound represented by formula (M-4.2) is preferred. It is more preferable to contain the compound represented by these.
  • the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-5).
  • 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Further, when a composition that maintains a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention and hardly causes burn-in is required, it is preferable to lower the lower limit value and lower the upper limit value. 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).
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 5%, 8%, 10% Yes, 13%, 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 5%, 8%, 10% Yes, 13%, 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 5%, 8%, 10% Yes, 13%, 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) is preferably a compound represented by the general formula (M-6).
  • 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 4%. 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention When 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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). It is preferable to contain a compound represented by M-6.12) and formula (M-6.14).
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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) is preferably a compound selected from the group of compounds represented by the general formula (M-7).
  • 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention is 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 polymerizable compound-containing liquid crystal composition of the present invention is 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 polymerizable compound-containing liquid crystal composition of the present invention is 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).
  • M-7 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 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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) is preferably a compound represented by the general formula (M-8).
  • 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, a 1,4-phenylene group, or
  • 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 the general formula (M-8) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 compounds represented by the general formula (M-8) used in the polymerizable compound-containing liquid crystal composition of the present invention are specifically the compounds represented by the formulas (M-8.1) to (M-8.4).
  • the compound represented by formula (M-8.1) and the formula (M-8.2) are preferred.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 compounds represented by the general formula (M-8) used in the polymerizable compound-containing liquid crystal composition of the present invention are specifically the compounds represented by the formulas (M-8.11) to (M-8.14).
  • the compound represented by formula (M-8.12) is preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention is specifically the formula (M-8.21) to the formula (M-8.24).
  • the compound represented by formula (M-8.22) is preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention is specifically the formula (M-8.31) to the formula (M-8.34).
  • the compound represented by formula (M-8.32) is particularly preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention is specifically the formula (M-8.41) to the formula (M-8.44). It is preferable that the compound represented by formula (M-8.42) is contained.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention is specifically the formula (M-8.51) to the formula (M-8.54).
  • the compound represented by formula (M-8.52) is preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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) may have the following partial structure in its structure.
  • the black spot in the formula represents a carbon atom in the ring structure to which the partial structure is bonded.
  • the compound having the partial structure is preferably a compound represented by general formulas (M-10) to (M-18).
  • the compound represented by the general formula (M-10) is as follows.
  • X M101 and X M102 each independently represent a fluorine atom or a hydrogen atom
  • Y M101 represents a fluorine atom, a chlorine atom or —OCF 3
  • R M101 represents an alkyl group having 1 to 5 carbon atoms
  • W M101 and W M102 each independently represent —CH 2 — or —O—.
  • the lower limit of the preferable content of the compound represented by the general formula (M-10) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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-10) used in the polymerizable compound-containing liquid crystal composition of the present invention specifically includes the formula (M-10.1) to the formula (M-10.12).
  • the compound represented by formula (M-10. 5) to (M-10.12) is preferred.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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-11) is as follows.
  • X M111 to X M114 each independently represents a fluorine atom or a hydrogen atom
  • Y M111 represents a fluorine atom, a chlorine atom or —OCF 3
  • R M111 represents an alkyl group having 1 to 5 carbon atoms
  • the lower limit of the preferable content of the compound represented by the general formula (M-11) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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-11) used in the polymerizable compound-containing liquid crystal composition of the present invention specifically includes the formula (M-11.1) to the formula (M-11.8).
  • the compound represented by formula (M-11.1) to (M-11.4) is preferred.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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-12) is as follows.
  • X M121 and X M122 each independently represent a fluorine atom or a hydrogen atom
  • Y M121 represents a fluorine atom, a chlorine atom or —OCF 3
  • R M121 represents an alkyl group having 1 to 5 carbon atoms
  • W M121 and W M122 each independently represent —CH 2 — or —O—.
  • the lower limit of the preferable content of the compound represented by formula (M-12) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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-12) used in the polymerizable compound-containing liquid crystal composition of the present invention specifically includes the formula (M-12.1) to the formula (M-12.12).
  • the compound represented by formula (M-12.5) to (M-12.8) is particularly preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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-13) is as follows.
  • X M131 to X M134 each independently represents a fluorine atom or a hydrogen atom
  • Y M131 represents a fluorine atom, a chlorine atom or —OCF 3
  • R M131 represents an alkyl group having 1 to 5 carbon atoms
  • W M131 and W M132 each independently represent —CH 2 — or —O—.
  • the lower limit of the preferable content of the compound represented by Formula (M-13) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 compounds represented by the general formula (M-13) used in the polymerizable compound-containing liquid crystal composition of the present invention are specifically the compounds represented by the formula (M-13.1) to the formula (M-13.28).
  • the compounds represented by formula (M-13.1) to (M-13.4), (M-13.11) to (M-13.14), (M-13) are preferred. .25) to (M-13.28).
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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-14) is as follows.
  • X M141 to X M144 each independently represents a fluorine atom or a hydrogen atom
  • Y M141 represents a fluorine atom, a chlorine atom or —OCF 3
  • R M141 represents an alkyl group having 1 to 5 carbon atoms
  • the lower limit of the preferable content of the compound represented by the general formula (M-14) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 compounds represented by the general formula (M-14) used in the polymerizable compound-containing liquid crystal composition of the present invention are specifically the compounds represented by the formulas (M-14.1) to (M-14.8).
  • the compound represented by formula (M-14.5) and the formula (M-14.8) are particularly preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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-15) is as follows.
  • X M151 and X M152 each independently represent a fluorine atom or a hydrogen atom
  • Y M151 represents a fluorine atom, a chlorine atom or —OCF 3
  • R M151 represents an alkyl group having 1 to 5 carbon atoms
  • W M151 and W M152 each independently represent —CH 2 — or —O—.
  • the lower limit of the preferable content of the compound represented by Formula (M-15) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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-15) used in the polymerizable compound-containing liquid crystal composition of the present invention specifically includes the formula (M-15.1) to the formula (M-15.14).
  • the compound represented by formula (M-15.5) to formula (M-15.8), formula (M-15.11) to formula (M-15.14) is preferred. It is preferable to contain the compound.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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-16) is as follows.
  • X M161 to X M164 each independently represents a fluorine atom or a hydrogen atom
  • Y M161 represents a fluorine atom, a chlorine atom or —OCF 3
  • R M161 represents an alkyl group having 1 to 5 carbon atoms
  • the lower limit of the preferable content of the compound represented by the general formula (M-16) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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-16) used in the polymerizable compound-containing liquid crystal composition of the present invention specifically includes the formula (M-16.1) to the formula (M-16.8).
  • the compound represented by formula (M-16.1) to (M-16.4) is particularly preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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-17) is as follows.
  • X M171 ⁇ X M174 are each independently a fluorine atom or a hydrogen atom, Y M171 fluorine atom, a chlorine atom or -OCF 3,
  • R M171 is an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and
  • W M171 and W M172 each independently represent —CH 2 — or —O—.
  • the lower limit of the preferable content of the compound represented by Formula (M-17) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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-17) used in the polymerizable compound-containing liquid crystal composition of the present invention is specifically represented by the formula (M-17.1) to the formula (M-17.52).
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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-18) is as follows.
  • X M181 to X M186 each independently represents a fluorine atom or a hydrogen atom
  • Y M181 represents a fluorine atom, a chlorine atom or —OCF 3
  • R M181 represents an alkyl group having 1 to 5 carbon atoms
  • the lower limit of the preferable content of the compound represented by Formula (M-18) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4% Yes, 5%, 8%, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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-18) used in the polymerizable compound-containing liquid crystal composition of the present invention specifically includes the formula (M-18.1) to the formula (M-18.12).
  • the compound represented by formula (M-18.5) to (M-18.8) is preferred.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more compounds represented by formula (K). These compounds correspond to dielectrically positive compounds ( ⁇ is greater than 2).
  • R K1 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 K1 represents 0, 1, 2, 3 or 4;
  • a K1 and A K2 are each independently (A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O- or -S- And (b) a 1,4-phenylene group (one —CH ⁇ present in this group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ ).
  • 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 K1 and Z K2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents —COO—, —OCO— or —C ⁇ C—
  • n K1 is 2, 3 or 4 and a plurality of A K2 are present, they may be the same or different, and n K1 is 2, 3 or 4 and a plurality of Z K1 is present
  • X K1 and X K3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom
  • X K2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a
  • R K1 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 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, and an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable.
  • RK1 is preferably an alkyl group when importance is placed on reliability, and an alkenyl group is preferred when importance is placed on lowering viscosity.
  • R K1 is a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms.
  • An alkoxy group and an alkenyl group having 4 to 5 carbon atoms are preferred, and when the ring structure to which R K1 is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, R K1 is a linear carbon atom having 1 carbon atom.
  • An alkyl group having ⁇ 5, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.
  • 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 dot in each formula represents the carbon atom in the ring structure to which the alkenyl group is bonded.)
  • a K1 and A K2 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, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:
  • Z K1 and Z K2 are each independently -CH 2 O -, - 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.
  • n K1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of ⁇ , and preferably 1 or 2 when emphasizing Tni. .
  • 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 (K) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process suitability, It is necessary to adjust appropriately according to required performance such as dripping marks, image sticking, and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (K) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 10%, 20%, 30 %, 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferable content is, for example, 95%, 85%, 75%, and 65% in one embodiment of the present invention with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. Yes, 55%, 45%, 35%, 25%.
  • the polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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 (K) is preferably a compound selected from the group of compounds represented by the general formula (K-1), for example.
  • R K11 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 K11 to X K14 are each independently hydrogen. represents an atom or a fluorine atom
  • Y K11 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 (K-1) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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 (K-1) is specifically preferably a compound represented by the formula (K-1.1) to the formula (K-1.4).
  • a compound represented by formula (K-1.2) is preferred, and a compound represented by formula (K-1.2) is more preferred. It is also preferred to use the compounds represented by formula (K-1.1) or formula (K-1.2) at the same time.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-2), for example.
  • R K21 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 K21 to X K24 are each independently hydrogen. represents an atom or a fluorine atom
  • Y K21 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 (K-2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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 (K-2) is preferably a compound represented by the formula (K-2.1) to the formula (K-2.8).
  • a compound represented by formula (K-2.5) or formula (K-2.6) is preferred, and a compound represented by formula (K-2.6) is more preferred. It is also preferred to use the compounds represented by formula (K-2.5) or formula (K-2.6) at the same time.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-3), for example.
  • R K31 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 K31 to X K36 are each independently hydrogen.
  • Y K31 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 (K-3) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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 (K-3) is preferably a compound represented by the formula (K-3.1) to the formula (K-3.4).
  • a compound represented by K-3.1) or formula (K-3.2) is more preferable. It is also preferred to use the compounds represented by formula (K-3.1) and formula (K-3.2) at the same time.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 (K) is preferably, for example, a compound selected from the group of compounds represented by the general formula (K-4).
  • R K41 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 K41 to X K46 are each independently hydrogen.
  • An atom or a fluorine atom Y K41 represents a fluorine atom or OCF 3
  • Z K41 represents —OCH 2 —, —CH 2 O—, —OCF 2 —, or —CF 2 O—.
  • the lower limit of the preferable content of the compound represented by the formula (K-4) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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 (K-4) is preferably a compound represented by the formula (K-4.1) to the formula (K-4.18). More preferred are compounds represented by (K-4.1), formula (K-4.2), formula (K-4.11), and (K-4.12). It is also preferred to use compounds represented by formula (K-4.1), formula (K-4.2), formula (K-4.11), and (K-4.12) at the same time.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 (K) is preferably a compound selected from, for example, a compound group represented by the general formula (K-5).
  • R K51 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 K51 to X K56 are each independently hydrogen.
  • An atom or a fluorine atom Y K51 represents a fluorine atom or OCF 3
  • Z K51 represents —OCH 2 —, —CH 2 O—, —OCF 2 —, or —CF 2 O—.
  • the lower limit of the preferable content of the compound represented by the formula (K-5) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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 (K-5) is preferably a compound represented by the formula (K-5.1) to the formula (K-5.18).
  • a compound represented by the formula (K-5.14) is preferable, and a compound represented by the formula (K-5.12) is more preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-6), for example.
  • R K61 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 K61 to X K68 are each independently hydrogen. represents an atom or a fluorine atom
  • Y K61 represents a fluorine atom or OCF 3
  • Z K61 is -OCH 2 -, - CH 2 O -, - OCF 2 - or an -CF 2 O-).
  • the lower limit of the preferable content of the compound represented by the formula (K-6) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, and 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 polymerizable compound-containing liquid crystal composition of the present invention maintains a low viscosity 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 having good temperature stability is required while maintaining a high Tni of the polymerizable compound-containing liquid crystal composition of the present invention, 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 (K-6) is preferably a compound represented by the formula (K-6.1) to the formula (K-6.18).
  • Compounds represented by formula (K-6.18) to formula (K-6.18) are preferred, and compounds represented by formula (K-6.16) and formula (K-6.17) are more preferred. It is also preferred to use the compounds represented by formula (K-6.16) and formula (K-6.17) at the same time.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 4%, 5%, 8% Yes, 10%, 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 polymerizable compound-containing liquid crystal composition according to the present invention contains a liquid crystal compound in addition to the compound represented by the general formula (i).
  • the liquid crystal compound preferably contains one or more compounds represented by the general formula (L) in addition to the compound represented by the general formula (i).
  • the compound represented by the general formula (L) corresponds to a 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 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in the group or two or more —CH 2 — not adjacent to each other).
  • 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
  • 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 L2 are present, May be the same or different, but excludes compounds represented by general formulas (N-1), (N-2) and (N-3).
  • 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 suitability, It is necessary to adjust appropriately according to required performance such as dripping marks, image sticking, and 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 10%, 20%, 30 %, 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25%.
  • the above lower limit value is high and the upper limit value is high. Furthermore, when a composition having a high temperature stability and a high temperature stability is required, it is preferable that the lower limit value is high and the upper limit value is high when the polymerizable compound-containing liquid crystal composition of the present invention is kept 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.
  • the number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and 1 is preferred when importance is attached to compatibility with other liquid crystal molecules.
  • R L1 and R L2 are each independently a linear alkyl group having 1 to 5 carbon atoms, linear
  • R L1 and R L2 are each independently a linear alkyl group having 1 to 5 carbon atoms, linear
  • an alkoxy group having 1 to 4 carbon atoms and an alkenyl group having 4 to 5 carbon atoms are preferable.
  • R L1 and R L2 are each independently a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkyl 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 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) preferably has 0 or 1 halogen atom in the molecule.
  • the halogen atom is preferably a fluorine atom or a chlorine atom, and more preferably a fluorine atom.
  • 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 value of the preferable content is 1%, 2%, 3%, 5%, 7%, 10% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%.
  • the upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, and 70% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 65%, 60%, 55%, 50%, 45%, 40%, 35%, 30%, and 25%.
  • the above lower limit value is high and the upper limit value is high. Further, when a composition having a high temperature stability and a high temperature stability is required, it is preferable that the lower limit value is moderate and the upper limit value is moderate when the polymerizable compound-containing liquid crystal composition of the present invention is kept high. 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%.
  • the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, and 7% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 6%, 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 polymerizable compound-containing liquid crystal 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%, and 40% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 38%, 35%, 33%, 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 polymerizable compound-containing liquid crystal composition of the present invention is particularly improved.
  • Tni higher than the response speed
  • 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 polymerizable compound-containing liquid crystal 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%, and 40% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 38%, 35%, 32%, 30%, 27%, 25%, and 22%.
  • the total amount of the compound represented by formula (L-1-1.3) and the compound represented by formula (L-1-2.2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention The lower limit of the preferable content is 10%, 15%, 20%, 25%, 27%, 30%, 35%, and 40%.
  • the upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, and 40% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 38%, 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 polymerizable compound-containing liquid crystal 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%, and 37% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 35%, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13% % And 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-1-3.13). Preferably, it is a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4).
  • the compound represented by the formula (L-1-3.1) is preferable because the response speed of the polymerizable compound-containing liquid crystal composition of the present invention is particularly improved.
  • 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 polymerizable compound-containing liquid crystal 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%, and 8% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 7%, 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 polymerizable compound-containing liquid crystal 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%, and 13% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. % And 10%.
  • 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 polymerizable compound-containing liquid crystal 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%, and 13% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. % And 10%.
  • 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 polymerizable compound-containing liquid crystal 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%, and 8% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 7%, 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-1-6).
  • R L17 and R L18 each independently represent a methyl group or a hydrogen atom.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-6) with respect to the total amount of the polymerizable compound-containing liquid crystal 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%, and 40% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 38%, 35%, 33%, 30%.
  • the compound represented by the general formula (L-1-6) is a compound selected from the group of compounds represented by the formula (L-1-6.1) to the formula (L-1-6.3). Preferably there is.
  • the compound represented by 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 polymerizable compound-containing liquid crystal 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%, and 7% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 6%, 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 polymerizable compound-containing liquid crystal 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%, and 7% with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 6%, 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-3.7).
  • 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 suitability. It is necessary to adjust appropriately according to required properties such as property, dripping marks, 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 polymerizable compound-containing liquid crystal 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 polymerizable compound-containing liquid crystal composition of the present invention is 50%, 40%, and 35%. 30%, 20%, 15%, 10% and 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 the formula (L-4.1) or the formula (L-4.2) with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 3%. Yes, 5%, 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 total amount of the polymerizable compound-containing liquid crystal composition of the present invention is used.
  • the lower limit of the preferred content of both compounds is 15%, 19%, 24%, 30%, and the preferred upper limit is 45%, 40%, 35% 30%, 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 polymerizable compound-containing liquid crystal composition of the present invention is 3%. Yes, 5%, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limits are 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, and 8%.
  • the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is used.
  • the lower limit of the preferred content of both compounds is 15%, 19%, 24% and 30%, and the preferred upper limit is 45, 40% and 35%. Yes, 30%, 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) is low temperature solubility, transition temperature, electrical reliability, birefringence index, process suitability. It is necessary to adjust appropriately according to required properties such as property, dripping marks, 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 polymerizable compound-containing liquid crystal 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 polymerizable compound-containing liquid crystal composition of the present invention is 50%, 40%, and 35%. 30%, 20%, 15%, 10% and 5%.
  • the compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.1) or (L-5.2), and in particular, the compound represented by the formula (L-5. It is preferable that it is a compound represented by 1).
  • the lower limit of the preferable content of these compounds with respect to the total amount of the polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 3%, 5%, 7% is there.
  • 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 3%, 5%, 7% is there.
  • 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 3%, 5%, 7% is there.
  • 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 polymerizable compound-containing liquid crystal 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 polymerizable compound-containing liquid crystal composition of the present invention is 50%, 40%, and 35%. 30%, 20%, 15%, 10% and 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 3%, 5%, 7% is there.
  • 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) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process suitability. It is necessary to adjust appropriately according to required properties such as property, dripping marks, 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 polymerizable compound-containing liquid crystal composition of the present invention is 1%, 2%, 3% 5%, 7%, 10%, 14%, 16%, and 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 polymerizable compound-containing liquid crystal composition of the present invention is 30%, 25%, and 23%. 20%, 18%, 15%, 10%, 5%.
  • 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 compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.51) to the formula (L-7.53).
  • the liquid crystal composition according to the present invention contains a polymerizable compound represented by the general formula (i), but other polymerizable compounds may be used in combination.
  • a polymerizable compound represented by the general formula (i) but other polymerizable compounds may be used in combination.
  • the other polymerizable compounds include general formula (II):
  • R 201, R 202, R 203, R 204, R 205, R 206, R 207, R 208, R 209 and R 210 each independently, P 21 -S 21 -, fluorine atom Represents an alkyl group having 1 to 18 carbon atoms which may be substituted, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and P 21 represents the above general formula Represents any one of formulas (R-1) to (R-9) in (i); S 21 represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of —CH 2 — in the alkylene group is —O—, —, so that an oxygen atom is not directly adjacent to each other.
  • a 21 is (A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O-.) (B) a 1,4-phenylene group (one —CH ⁇ present in the group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ ) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl group, one —CH ⁇ or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ .
  • the group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms or a group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or P 21 -S 21 - be substituted with good, Having at least one P 21 —S 21 — in one molecule of the general formula (II);
  • liquid crystal composition containing the polymerizable compound represented by the general formula (i) and the polymerizable compound represented by the general formula (II) can further reduce the occurrence of display defects due to a change in the pretilt angle. It is effective.
  • one or more of P 21 —S 21 — is preferably contained in one molecule of the compound represented by the general formula (II), and 4 or less of P 21 —S 21 — is preferred.
  • the number of P 21 —S 21 — present in one molecule of the general formula (II) is preferably 1 or more and 4 or less, more preferably 1 or more and 3 or less, and the general formula (II)
  • the number of P 21 —S 21 — in the molecule of the compound represented by is particularly preferably 2 or 3.
  • the compound represented by the general formula (II) has a structure in which two benzene rings and, if necessary, a ring A 21 are connected to each other. In these two benzene rings and the ring A 21 , P 21 —S 21 — is substituted. Since it has at least one, the compound represented by the general formula (II) exhibits the action and effect as a polymerizable compound.
  • R 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 , R 209 and R 210 If it is, R 201, R 202, R 204, R 207, R 209 or one or two or more either R 210 is P 21 -S 21 - - but P 21 -S 21 is preferably , R 201 and R 210 are P 21 -S 21 - is more preferable.
  • R 201 and R 210 each independently, P 21 -S 21 - is preferably, in this case, R 201 and R 210 identical P 21 -S 21 - in even different P 21 -S 21 - may be.
  • R 201, R 202, R 203, R 204, R 205, R 206, R 207, R 208, R 209 and R 210 each independently,
  • P 21 -S 21 - represents an alkyl group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom
  • the alkyl group and the alkoxy group preferably have 1 to 16 carbon atoms, more preferably 1 to 10, further preferably 1 to 8, still more preferably 1 to 6, More preferably, it is 1 to 4, and particularly preferably 1 to 3.
  • the alkyl group and alkoxy group may be linear or branched, but linear is particularly preferable.
  • R 202, R 203, R 204, R 205, R 206, R 207, R 208 and R 209 are each independently, P 21 -S 21 -, from 1 carbon atom 3 alkyl group, preferably a fluorine atom or a hydrogen atom, P 21 -S 21 -, more preferably a fluorine atom or a hydrogen atom, more preferably a fluorine atom or a hydrogen atom.
  • P 21 is preferably the formula (R-1), more preferably an acryl group or a methacryl group, and even more preferably a methacryl group.
  • S 21 is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.
  • n 21 is preferably 0 or 1.
  • a 21 is preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and more preferably a 1,4-phenylene group.
  • L 21 represents a single bond, —OCH 2 —, —CH 2 O—, —C 2 H 4 —, —COO—, —OCO—, —CH ⁇ CH—COO—, — CH ⁇ CH—OCO—, —COO—CH ⁇ CH—, —OCO—CH ⁇ CH—, —C 2 H 4 —COO—, —C 2 H 4 —OCO—, —OCO—C 2 H 4 —, —COO—C 2 H 4 —, —CH ⁇ CH—, —CF 2 O—, —OCF 2 — or —C ⁇ C— is preferable.
  • the content of the polymerizable compound represented by the general formula (II) is 0.01 to 5% by mass, but the lower limit of the content is preferably 0.02% by mass, preferably 0.03% by mass, 0 0.04% by mass, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, and 0.1% by mass is preferable.
  • % By mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, and 0.4% by mass 0.5 mass% is preferable, 0.55 mass% is preferable, and the upper limit of the content is preferably 4.5 mass%, preferably 4 mass%, preferably 3.5 mass%, and 3 mass% Is preferable, 2.5% by mass is preferable, and 2% by mass is Preferably, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, 0.9 mass% is preferable, 0.85 mass% is preferable, 0.8 mass% is preferable, and 0 0.75% by mass is preferable, 0.7% by mass is preferable, 0.65% by mass is preferable, 0.6% by mass is preferable, and 0.55% by mass is preferable.
  • the upper limit of the total content with the polymerizable compounds represented by the general formula (i) and the general formula (II) is preferably 6% by mass, 5.8 mass% is preferable, 5.5 mass% is preferable, 5.2 mass% is preferable, 5 mass% is preferable, 4.8 mass% is preferable, 4.6 mass% is preferable, 4.4 mass% % Is preferable, 4.2% by mass is preferable, 4% by mass is preferable, 3.5% by mass is preferable, 3% by mass is preferable, 2.5% by mass is preferable, 2% by mass is preferable, and 1.5% by mass.
  • % Preferably 1% by weight, preferably 0.95% by weight, preferably 0.9% by weight, preferably 0.85% by weight, preferably 0.8% by weight, and preferably 0.75% by weight, 0.7% by weight is preferred, 0.65% by weight is preferred, Preferably .6% by weight, preferably 0.55% by mass.
  • the lower limit of the total content is preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04% by mass, preferably 0.05% by mass, preferably 0.06% by mass, 0.07% by mass, 0.08% by mass is preferable, 0.09% by mass is preferable, 0.1% by mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, and 0.25%.
  • % By mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, 0.4% by mass is preferable, and 0.5% by mass is preferable.
  • the compound represented by the general formula (II) according to the present invention is preferably a polymerizable compound represented by the general formula (IV).
  • R 7 and R 8 each independently represent any of the above formulas (R-1) to (R-9), and X 1 to X 8 are each independently A trifluoromethyl group, a fluorine atom, a hydrogen atom or an alkoxy group having 1 to 5 carbon atoms.
  • R 7 and R 8 are preferably each independently a methacryl group or an acryl group.
  • the compound represented by the general formula (IV) is more preferably one or more selected from the group consisting of the formulas (IV-11) to (IV-19). 11), formula (IV-16), and formula (IV-17) are particularly preferable.
  • the compound represented by the general formula (II) according to the present invention is preferably a compound represented by the general formula (XX-21) to the general formula (XX-21), for example, the formula (XX-1) To formula (XX-7), and formula (XX-14) to formula (XX-29) are more preferable.
  • Sp xx represents an alkylene group having 1 to 8 carbon atoms or —O— (CH 2 ) s — (wherein s represents an integer of 1 to 7) And an oxygen atom is bonded to the ring).
  • the hydrogen atom in the 1,4-phenylene group is further represented by —F, —Cl, —CF 3 , —CH 3 or formula (R-1) To any one of formulas (R-15).
  • a polymerizable compound represented by the formula (M1) to the formula (M18) is preferable.
  • polymerizable compounds such as formula (M19) to formula (M34) are also preferable.
  • the hydrogen atoms in the 1,4-phenylene group and naphthalene group in the formulas (M19) to (M34) may be further substituted with —F, —Cl, —CF 3 , or —CH 3 .
  • the compound represented by the general formula (II) is also preferably a polymerizable compound represented by the formula (M35) to the formula (M65).
  • the content of the polymerizable compound represented by the formulas (M1) to (M65) with respect to the entire liquid crystal composition is 0.01 to 5% by mass
  • the lower limit of the content is preferably 0.02 mass%, preferably 0.03 mass%, preferably 0.04 mass%, preferably 0.05 mass%, preferably 0.06 mass%, 0.07 mass% 0.08% by mass is preferable, 0.09% by mass is preferable, 0.1% by mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, and 0.25% by mass is preferable.
  • 0.3% by mass 0.35% by mass is preferable, 0.4% by mass is preferable, 0.5% by mass is preferable, 0.55% by mass is preferable, and the upper limit of the content is 4.5% by mass % Is preferred, 4% by weight is preferred, 0.5% by mass is preferable, 3% by mass is preferable, 2.5% by mass is preferable, 2% by mass is preferable, 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, and 0% is preferable. 0.9% by mass, 0.85% by mass is preferable, 0.8% by mass is preferable, 0.75% by mass is preferable, 0.7% by mass is preferable, 0.65% by mass is preferable, and 0.6% by mass is preferable. % By mass is preferable, and 0.55% by mass is preferable.
  • the polymerizable compound-containing liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a light stabilizer or an infrared absorber in addition to the above-mentioned compounds. good.
  • antioxidant examples include hindered phenols represented by general formula (H-1) to general formula (H-4).
  • R H1 represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or It represents an alkenyloxy group having 2 to 10 carbon atoms, one -CH 2 present in the radical - or non-adjacent two or more -CH 2 - are each independently -O- or -S- In addition, one or two or more hydrogen atoms present in the group may be independently substituted with a fluorine atom or a chlorine atom.
  • alkyl group having 2 to 7 carbon atoms an alkoxy group having 2 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms, or an alkenyloxy group having 2 to 7 carbon atoms.
  • An alkyl group having 3 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms is more preferable.
  • M H4 is -CH 2 1, two or more of the alkylene group (the alkylene group having from 1 to 15 carbon atoms - as the oxygen atoms are not directly adjacent, - O—, —CO—, —COO—, —OCO— may be substituted.), —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, — OCF 2 —, —CF 2 CF 2 —, —CH ⁇ CH—COO—, —CH ⁇ CH—OCO—, —COO—CH ⁇ CH—, —OCO—CH ⁇ CH—, —CH ⁇ CH—, — C ⁇ C—, a single bond, a 1,4-phenylene group (any hydrogen atom in the 1,4-phenylene group may be substituted with a fluorine atom) or a trans-1,4-cyclohexylene group.
  • an alkylene group having 1 to 14 carbon atoms In consideration of the viscosity, a large number of carbon atoms is preferable, but in consideration of the viscosity, the number of carbon atoms is preferably not too large. Therefore, the number of carbon atoms is more preferably 2 to 12, more preferably 3 to 10. 4 to 10 carbon atoms are more preferred, 5 to 10 carbon atoms are more preferred, and 6 to 10 carbon atoms are more preferred.
  • one or more non-adjacent —CH ⁇ in the 1,4-phenylene group may be substituted by —N ⁇ .
  • each hydrogen atom in the 1,4-phenylene group may be independently substituted with a fluorine atom or a chlorine atom.
  • each hydrogen atom in the 1,4-cyclohexylene group may be independently substituted with a fluorine atom or a chlorine atom.
  • the antioxidant When the antioxidant is contained in the polymerizable compound-containing liquid crystal composition of the present invention, 10 ppm by mass or more is preferable, 20 ppm by mass or more is preferable, and 50 ppm by mass or more is preferable.
  • the upper limit when the antioxidant is contained is 10,000 ppm by mass, preferably 1000 ppm by mass, preferably 500 ppm by mass, and preferably 100 ppm by mass.
  • the polymerizable compound-containing liquid crystal composition of the present invention has a dielectric anisotropy ( ⁇ ) at 20 ° C. of ⁇ 2.0 to ⁇ 8.0, preferably ⁇ 2.0 to ⁇ 6.0, 2.0 to -5.0 is more preferable, and -2.5 to -5.0 is particularly preferable.
  • the polymerizable compound-containing liquid crystal composition of the present invention has a refractive index anisotropy ( ⁇ n) at 20 ° C. of 0.08 to 0.14, more preferably 0.09 to 0.13, and from 0.09. 0.12 is particularly preferred. More specifically, it is preferably 0.10 to 0.13 when dealing with a thin cell gap, and preferably 0.08 to 0.10 when dealing with a thick cell gap.
  • the polymerizable compound-containing liquid crystal composition of the present invention has a viscosity ( ⁇ ) at 20 ° C. of 10 to 50 mPa ⁇ s, preferably 10 to 45 mPa ⁇ s, and preferably 10 to 40 mPa ⁇ s.
  • the pressure is preferably 10 to 35 mPa ⁇ s, more preferably 10 to 30 mPa ⁇ s, still more preferably 10 to 25 mPa ⁇ s, and particularly preferably 10 to 22 mPa ⁇ s.
  • the polymerizable compound-containing liquid crystal composition of the present invention has a rotational viscosity ( ⁇ 1 ) at 20 ° C. of 50 to 160 mPa ⁇ s, preferably 55 to 160 mPa ⁇ s, and preferably 60 to 160 mPa ⁇ s. Is preferable, 60 to 150 mPa ⁇ s is preferable, 60 to 140 mPa ⁇ s is preferable, 60 to 130 mPa ⁇ s is preferable, and 60 to 125 mPa ⁇ s is preferable.
  • the nematic phase-isotropic liquid phase transition temperature (T ni ) is 60 ° C. to 120 ° C., more preferably 70 ° C. to 100 ° C., and 70 ° C. to 85 ° C. Is particularly preferred.
  • Preferred embodiments of the polymerizable compound-containing liquid crystal composition according to the present invention include a case where the entire liquid crystal composition exhibits a positive dielectric anisotropy and a case where the entire liquid crystal composition exhibits a negative dielectric anisotropy. It is preferable to divide into
  • the polymerizable compound represented by the general formula (i) and the compound represented by the general formula (J) it is preferable that 1 type or 2 types or more of compounds chosen from are included, and the compound represented by general formula (L).
  • the upper limit of the proportion of the component composed only of the compounds represented by general formula (i), general formula (J) and general formula (L) is , 100%, 99%, 98%, 97%, 96%, 95%, 94%, 93%, 92%, 91%, 90%, 89%, 88% It is preferable that they are mass%, 87 mass%, 86 mass%, 85 mass%, and 84 mass%.
  • the upper limit of the ratio which the component comprised only from the compound represented by general formula (i), general formula (M), and general formula (L) among the polymeric compound containing liquid crystal composition which concerns on this invention is the upper limit. , 100%, 99%, 98%, 97%, 96%, 95%, 94%, 93%, 92%, 91%, 90%, 89%, 88% It is preferable that they are mass%, 87 mass%, 86 mass%, 85 mass%, and 84 mass%.
  • Values are 78%, 80%, 81%, 83%, 85%, 86%, 87%, 88%, 89%, 90%, 91%, 92% by weight.
  • the lower limit of the proportion of the component composed only of the compound represented by L) is 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 It may be mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%, 99 mass%. preferable.
  • general formula (i), general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N— 1d), the upper limit of the proportion of the component composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 100% by mass, 99% by mass, 98% by mass, 97% by mass 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 It is preferable that it is mass%.
  • general formula (i), general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula ( N-1d), the lower limit value of the proportion of the component composed only of the compound represented by the general formula (N-1e) and the general formula (L) is 78 mass%, 80 mass%, 81 mass%, 83 Mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass% 97 mass%, 98 mass%, and 99 mass% are preferable.
  • general formula (i), general formula (N-1-4), general formula (N-1b), general formula (N-1c), general formula ( N-1d), the upper limit of the proportion of the component composed only of the compound represented by the general formula (N-1e) and the general formula (L) is 100% by mass, 99% by mass, 98% by mass, 97% Mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass% 84 mass%.
  • the lower limit of the proportion of the component composed only of the compounds represented by formula (N-1d), general formula (N-1e) and general formula (L) is 78% by mass, 80% by mass, 81% by mass 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 It is preferable that they are mass%, 97 mass%, 98 mass%, and 99 mass%.
  • the general formula (i), the general formula (N-1a), the general formula (L-1), the general formula (L-3), the general formula ( L-4), the lower limit of the proportion of the component composed only of the compound represented by the general formula (L-5) and the general formula (L-6) is 38 mass%, 40 mass%, 41 mass% 43%, 45%, 48%, 50%, 61%, 63%, 65%, 66%, 67%, 68%, 69%, 70%, 72% It is preferable that they are mass%, 74 mass%, 76 mass%, 78 mass%, 80 mass%, 82 mass%, 84 mass%, 86 mass%, 88 mass%, 90 mass%, and 92 mass%.
  • general formula (i), general formula (N-1d), general formula (L-1), general formula (L-3), general formula ( L-4), the lower limit of the proportion of the component composed only of the compound represented by the general formula (L-5) and the general formula (L-6) is 38 mass%, 40 mass%, 41 mass% 43%, 45%, 48%, 50%, 61%, 63%, 65%, 66%, 67%, 68%, 69%, 70%, 72% It is preferable that they are mass%, 74 mass%, 76 mass%, 78 mass%, 80 mass%, 82 mass%, 84 mass%, 86 mass%, 88 mass%, 90 mass%, and 92 mass%.
  • the liquid crystal display device using the polymerizable compound-containing liquid crystal composition of the present invention has a remarkable characteristic of high-speed response, and in addition, whether a tilt angle is sufficiently obtained and there is no unreacted polymerizable compound. Since the voltage holding ratio (VHR) is so high that it does not become a problem and there is no problem such as alignment failure or display failure, it is sufficiently suppressed. In addition, since the tilt angle and the residual amount of the polymerizable compound can be easily controlled, it is easy to optimize and reduce the energy cost for production, which is optimal for improving production efficiency and stable mass production.
  • VHR voltage holding ratio
  • the liquid crystal display device using the polymerizable compound-containing liquid crystal composition of the present invention is particularly useful for a liquid crystal display device for driving an active matrix, and is a PSA mode, PSVA mode, VA mode, PS-IPS mode or PS-FFS mode. It can be used for a liquid crystal display element.
  • the liquid crystal display element includes a first substrate and a second substrate disposed opposite to each other, a common electrode provided on the first substrate or the second substrate, the first substrate,
  • the pixel electrode includes a thin film transistor provided over a second substrate and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate.
  • an alignment film for controlling the alignment direction of the liquid crystal molecules may be provided on the opposing surface side of at least one of the first substrate and / or the second substrate so as to contact the liquid crystal layer.
  • a vertical alignment film, a horizontal alignment film, or the like can be appropriately selected in accordance with the driving mode of the liquid crystal display element, and a rubbing alignment film (for example, polyimide) or a photo-alignment film (decomposable polyimide, etc.)
  • a rubbing alignment film for example, polyimide
  • a photo-alignment film decomposable polyimide, etc.
  • the known alignment film can be used.
  • a color filter may be provided as appropriate on the first substrate or the second substrate, and a color filter may be provided on the pixel electrode or the common electrode.
  • the two substrates of the liquid crystal cell used in the liquid crystal display device according to the present invention can 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.
  • first substrate and the second substrate face each other so that the common electrode and the pixel electrode layer are inside.
  • the distance between the first substrate and the second substrate may be adjusted via a spacer.
  • it is preferable to adjust so that the thickness of the obtained light control layer is 1 to 100 ⁇ m. More preferably, the thickness is 1.5 to 10 ⁇ m.
  • a 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 glass particles, plastic particles, alumina particles, and a photoresist material.
  • 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 of sandwiching the liquid crystal composition between the two substrates.
  • an appropriate polymerization rate is desirable in order to obtain good alignment performance of the liquid crystal.
  • a method of polymerizing by irradiating energy rays singly or in combination or sequentially is preferable.
  • ultraviolet rays When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used.
  • the polymerization is performed with the liquid crystal composition sandwiched between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to the active energy rays.
  • 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 liquid crystal composition.
  • the alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In a PSVA mode liquid crystal display element, it is preferable to control the pretilt angle from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.
  • the temperature at the time of irradiation with active energy rays such as ultraviolet rays or electron beams used for polymerizing the polymerizable compound contained in the polymerizable compound-containing liquid crystal composition of the present invention is not particularly limited.
  • the liquid crystal composition of the present invention when applied to a liquid crystal display element including a substrate having an alignment film, it is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition is maintained.
  • Polymerization is preferably performed at a temperature close to room temperature, that is, typically 15 to 35 ° C.
  • the liquid crystal composition of the present invention when applied to a liquid crystal display element having a substrate that does not have an alignment film, the irradiation time applied to the liquid crystal display element having a substrate having the alignment film described above.
  • a temperature range wider than the temperature range may be used.
  • 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-rays to irradiate it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed.
  • the intensity of the irradiated ultraviolet light is preferably 0.1 mW / cm 2 to 100 W / cm 2, more preferably 2 mW / cm 2 to 50 W / cm 2 .
  • the amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm 2 to 500 J / cm 2, and more preferably 100 mJ / cm 2 to 200 J / cm 2 .
  • the intensity may be changed.
  • the time for irradiation with ultraviolet rays is appropriately selected depending on the intensity of ultraviolet rays to be irradiated, but is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.
  • the measured characteristics are as follows.
  • Low-temperature storage stability Place an appropriate amount of liquid crystal composition in a 0.5 g vial, store at -20 ° C for 1 week, visually observe the presence or absence of precipitation. Was marked with ⁇ .
  • the liquid crystal cell was irradiated with ultraviolet rays using a high-pressure mercury lamp through a filter that cuts ultraviolet rays of 325 nm or less while applying a voltage of 10 V at a frequency of 100 Hz.
  • illuminance measured at the center wavelength of 365nm condition was adjusted to 100 mW / cm 2
  • using a fluorescent UV lamp the illuminance was measured at a center wavelength of 313nm is adjusted to 3 mW / cm 2, it was irradiated with ultraviolet light at an accumulated light intensity 10J / cm 2.
  • VHR (%) at 333 K was measured under conditions of a frequency of 0.6 Hz and an applied voltage of 1 V, and the value was defined as VHR after ultraviolet irradiation.
  • VHR change rate (%) was calculated using the following equation. When the rate of change of VHR is positive, it indicates that VHR has increased after UV irradiation, when the rate of change of VHR is 0, it indicates that there is no change in VHR before and after UV irradiation, and when the rate of change of VHR is negative, It shows that VHR decreased after UV irradiation.
  • the VHR change rate is considered to be less likely to cause display defects due to impurities as the VHR change rate is close to 0 or a positive value.
  • VHR change rate (%) (VHR after UV irradiation ⁇ initial VHR) / initial VHR ⁇ 100
  • the residual amount (ppm) of the polymerizable compound in the liquid crystal display element after the ultraviolet irradiation was measured.
  • a method for measuring the residual amount of the polymerizable compound will be described.
  • the liquid crystal display element was disassembled to obtain an acetonitrile solution of an elution component that is a component (liquid crystal composition, polymer, unreacted polymerizable compound) of the liquid crystal layer of the liquid crystal display element. This was analyzed with a high performance liquid chromatograph, and the peak areas of each component were measured.
  • the amount of the remaining polymerizable compound was determined from the peak area ratio of the liquid crystal compound as an index and the peak area ratio of the unreacted polymerizable compound.
  • the residual amount of the polymerizable compound was determined from this value and the amount of the polymerizable compound initially added.
  • the detection limit of the residual amount of the polymerizable compound was 100 ppm.
  • Comparative Example 2 was a liquid crystal composition obtained by adding 0.3 part by mass of the polymerizable compound represented by the formula (RM-R1) to 99.7 parts by mass of the liquid crystal composition LC-001.
  • a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the polymerizable compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-001 was defined as Example 1. .
  • a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the polymerizable compound represented by the formula (RM-2) to 99.7 parts by mass of the liquid crystal composition LC-001 was defined as Example 2. .
  • the VHR change rate of Comparative Example 1 containing no polymerizable compound was ⁇ 67%, and a significant decrease in VHR was confirmed.
  • the VHR change rate of Comparative Example 2 was -2%.
  • the VHR change rate of Example 1 was + 75%, and the VHR change rate of Example 2 was + 58%.
  • an increase in VHR was confirmed after UV irradiation. . From these, it was suggested that the polymerizable compound in the polymerizable compound-containing liquid crystal composition of the present invention was cured by trapping impurities in the liquid crystal display element by ultraviolet irradiation.
  • the residual amount of the polymerizable compound of Comparative Example 2 was 202 [ppm]
  • the residual amount of the polymerizable compound of Example 1 and Example 2 was less than the detection lower limit.
  • Example 1 and Example 2 had no particular problem, and the nematic liquid crystal phase could be retained even after 1 week.
  • Example 1 and Example 2 are liquid crystal compositions having a positive VHR change rate, a sufficiently small residual amount of the polymerizable compound, and excellent in low-temperature storage stability. .
  • Example 3 to Example 8 A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the polymerizable compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-002 was defined as Example 3. .
  • a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the polymerizable compound represented by the formula (RM-2) to 99.7 parts by mass of the liquid crystal composition LC-002 was defined as Example 4. .
  • a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the polymerizable compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-003 was defined as Example 5. .
  • a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the polymerizable compound represented by the formula (RM-2) to 99.7 parts by mass of the liquid crystal composition LC-003 was defined as Example 6. .
  • Example 7 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.27 parts by mass of the polymerizable compound represented by the formula (RM-R1) and the polymerizable compound represented by the formula (RM-1) A polymerizable compound-containing liquid crystal composition added with 0.03 parts by mass was taken as Example 7.
  • Example 8 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.27 parts by mass of the polymerizable compound represented by the formula (RM-R1) and the polymerizable compound represented by the formula (RM-2) A polymerizable compound-containing liquid crystal composition added with 0.03 parts by mass was taken as Example 8.
  • VHR change rate and low-temperature storage stability of Examples 3 to 8 were as shown in Tables 3 and 4 below.
  • the residual amounts of the polymerizable compounds of Examples 3 to 6 were less than the detection lower limit, and the residual amounts of the polymerizable compounds of Examples 7 and 8 were sufficiently small so as not to cause a malfunction.
  • Examples 3 to 8 are liquid crystal compositions having a positive VHR change rate and a sufficiently small residual amount of the polymerizable compound and excellent in low-temperature storage stability. It was confirmed.
  • Example 9 and Example 10 A liquid crystal composition containing the polymerizable compound of Example 1 and Example 2 was injected into an FFS mode liquid crystal cell having a cell gap of 3.0 ⁇ m by a vacuum injection method. Thereafter, the liquid crystal cell was irradiated with ultraviolet rays using a high-pressure mercury lamp through a filter that cuts ultraviolet rays of 325 nm or less. In this case, illuminance measured at the center wavelength of 365nm condition was adjusted to 100 mW / cm 2, was irradiated with ultraviolet light at an accumulated light intensity of 30 J / cm 2.
  • VHR change rate (%) was calculated in the same manner as in Examples 1 to 8, and it was determined as Example 9 and Example 10.
  • Table 5 shows the VHR change rates of Example 9 and Example 10.
  • Example 9 and Example 10 evaluated in the FFS mode liquid crystal cell showed a positive value of the VHR change rate as in Examples 1 to 8.

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Abstract

La présente invention vise à fournir une composition de cristaux liquides comprenant un composé polymérisable pour fabriquer un élément d'affichage à cristaux liquides PSA ou PSVA, laquelle la vitesse de polymérisation du composé polymérisable étant suffisamment élevée, extrêmement peu de défauts d'affichage, voire aucun, dus à un changement de l'angle de pré-inclinaison n'existant, un angle de pré-inclinaison adéquat ainsi qu'une excellente efficacité de réponse étant obtenu. La présente invention vise également à fournir un élément d'affichage à cristaux liquides qui utilise la composition de cristaux liquides. La présente invention concerne par conséquent une composition de cristaux liquides contenant un ou plusieurs types de composés polymérisables représentés par la formule générale (I). [Selected Drawing] None
PCT/JP2017/042548 2016-12-26 2017-11-28 Composition de cristaux liquides et élément d'affichage à cristaux liquides WO2018123396A1 (fr)

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