WO2019124094A1 - Composition de cristaux liquides - Google Patents

Composition de cristaux liquides Download PDF

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WO2019124094A1
WO2019124094A1 PCT/JP2018/044885 JP2018044885W WO2019124094A1 WO 2019124094 A1 WO2019124094 A1 WO 2019124094A1 JP 2018044885 W JP2018044885 W JP 2018044885W WO 2019124094 A1 WO2019124094 A1 WO 2019124094A1
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group
carbon atoms
preferable
formula
liquid crystal
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PCT/JP2018/044885
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Japanese (ja)
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翔太 小坂
和樹 栗沢
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Dic株式会社
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Priority to JP2019560953A priority Critical patent/JP7255496B2/ja
Priority to CN201880078182.0A priority patent/CN111448291A/zh
Priority to KR1020207011465A priority patent/KR20200101325A/ko
Publication of WO2019124094A1 publication Critical patent/WO2019124094A1/fr

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    • 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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    • C09K19/08—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
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    • 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
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    • 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
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    • 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
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
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    • C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
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    • 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
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    • 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
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    • 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
    • C09K19/56—Aligning agents
    • 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

Definitions

  • the present invention relates to a liquid crystal composition.
  • the liquid crystal display element performs display by changing the optical characteristics by controlling the alignment of the liquid crystal composition sandwiched between two substrates by applying a voltage.
  • the liquid crystal composition changes from the initial alignment state by applying a voltage.
  • the initial alignment state was controlled by the alignment film using rubbed polyimide, since it is difficult to divide the alignment state of rubbed polyimide, a method for controlling pretilt using a polymerizable compound was developed. It was put to practical use.
  • a method of controlling an initial alignment state by a spontaneous alignment compound has been studied without using the alignment film itself.
  • a polymer of a polymerizable compound is used to control the alignment of the liquid crystal composition.
  • a polymerizable liquid crystal composition containing a polymerizable compound in a liquid crystal composition is dropped on a substrate, and ultraviolet light is irradiated to polymerize the polymerizable compound in a state where another substrate is held.
  • the polymerizable compound and the liquid crystal composition are selected so that the liquid crystal composition is in a predetermined alignment state, but in the conventional polymerizable liquid crystal composition, the initial alignment state is not sufficient or changes with time.
  • Had problems such as When these problems occur, display defects occur in the liquid crystal display element. Therefore, development of a polymerizable liquid crystal composition capable of achieving a predetermined alignment state has been desired.
  • An object of the present invention is to provide a liquid crystal display element while satisfying a display in a wide temperature range required for a liquid crystal composition, a high-speed response and a low voltage drivability, which has a negative dielectric anisotropy ( ⁇ ).
  • An object of the present invention is to provide a polymerizable liquid crystal composition having no or very few display defects, and to provide a liquid crystal display device using the liquid crystal composition.
  • the present invention relates to general formulas (N-1), (N-2) and (N-3)
  • liquid crystal composition having a negative dielectric anisotropy ( ⁇ ) comprising one or more compounds selected from the compounds represented by and one or more compounds and one or more polymerizable compounds.
  • a liquid crystal display device using a polymerizable liquid crystal composition using a polymerizable liquid crystal composition.
  • the polymerizable liquid crystal of the present invention is particularly useful as a liquid crystal display element for driving an active matrix.
  • the alignment of the liquid crystal composition after the production of the liquid crystal display element can be brought to the desired state, and display defects caused by alignment failure of the liquid crystal composition can be eliminated or suppressed. It is possible to provide a liquid crystal display element of VA type, IPS type, FFS type, PSA type or PSVA type.
  • the liquid crystal composition of the present invention has negative dielectric anisotropy, the transition temperature of nematic phase-isotropic liquid is 60 ° C. or more, and the absolute value of dielectric anisotropy is 1.5 or more. And one or more compounds selected from the group of compounds represented by the following general formulas (N-1), (N-2) and (N-3).
  • the compounds represented by the general formulas (N-1), (N-2) and (N-3) correspond to dielectrically negative compounds (the sign of ⁇ is negative and its absolute value is larger than 2). Do.
  • the compounds represented by the general formulas (N-1), (N-2) and (N-3) are preferably compounds having a negative ⁇ and an absolute value of more than 3.
  • R N11 , R N12 , R N21 , R N22 , R N31 and R N32 each independently have 1 to 8 carbon atoms Alkyl group, alkoxy group having 1 to 8 carbon atoms, alkenyl group having 2 to 8 carbon atoms or alkenyloxy group having 2 to 8 carbon atoms is preferable, and alkyl group having 1 to 5 carbon atoms, the number of carbon atoms An alkoxy group of 1 to 5, an alkenyl group of 2 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms is preferable, and an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms is preferable. More preferably, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferable, and an alkenyl group having 3 carbon atoms (propen
  • the ring structure to which it is bonded is a phenyl group (aromatic)
  • a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and carbon Alkenyl group having 4 to 5 atoms is preferable
  • a linear alkyl group having 1 to 5 carbon atoms, a straight chain Preferred is an alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms.
  • the total of carbon atoms and oxygen atoms, if present is preferably 5 or less, preferably linear.
  • the alkenyl group is preferably selected from the groups represented by any one of formulas (R1) to (R5). (The black dot in each formula represents a carbon atom in the ring structure.)
  • a N 11 , A N 12 , A N 21 , A N 22 , A N 31 and A N 32 are each preferably aromatic when it is required to increase ⁇ n independently, and in order to improve the response speed, it is preferable to use fat Group is preferred, and trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 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 Be 2,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl Preferred, it is more preferable that represents the following structures,
  • 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.
  • X N21 is preferably a fluorine atom.
  • T N31 is preferably an oxygen atom.
  • n N 11 + n N 12 , n N 21 + n N 22 and n N 31 + n N 32 are preferably 1 or 2, and combinations in which n N 11 is 1 and n N 12 is 0, n N 11 is 2 and n N 12 is 0, n A combination in which N 11 is 1 and n N 12 is 1, a combination in which n N 11 is 2 and n N 12 is 1, a combination in which n N 21 is 1 and n N 22 is 0, n N 21 is 2 and n N 22 is A combination of 0, a combination of n N31 of 1 and n N32 of 0, and a combination of n N31 of 2 and n N32 of 0 is preferred.
  • % means mass% unless otherwise specified.
  • the lower limit of the preferable content of the compound represented by the formula (N-1) to the total amount of the composition of the present invention is 1%, 10%, 20%, and 30%. 40%, 50%, 55%, 60%, 65%, 70%, 75%, 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) to the total amount of the composition of the present invention is 1%, 10%, 20%, 30% 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the upper limit of the 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) to the total amount of the composition of the present invention is 1%, 10%, 20%, and 30%. 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
  • the above lower limit is low and the upper limit is low. Furthermore, when the composition of the present invention is required to keep Tni high and a composition having good temperature stability is required, it is preferable that the above lower limit is low and the upper limit is low. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value be high and the upper limit value be high.
  • Examples of the compound represented by 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 Na11 represents 0 or 1, n NB11 is 1 or 2, n NC11 is 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 And A Ng 11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one of represents a 1,4-cyclohexenylene group, Z NE11 at least one present in the represents a single bond or ethylene molecules represent ethylene, a NE11 a plurality present in the molecule, Z Ne 1, and / or A NG11 may or may not be the same.
  • the compound represented by General Formula (N-1) is a compound selected from the group of compounds represented by General Formulas (N-1-1) to
  • the compounds represented by General Formula (N-1-1) are the following compounds.
  • R N111 and R N112 each independently represent the same meaning as R N11 and R N12 in General Formula (N-1).
  • R N 111 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably a propyl group, a pentyl group or a vinyl group.
  • RN 112 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group or butoxy group.
  • the compounds represented by General Formula (N-1-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-1) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%.
  • the upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, or 50%, based on the total weight of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.
  • the compound represented by General Formula (N-1-1) is a compound selected from the group of compounds represented by Formula (N-1-1.1) to Formula (N-1-1.23) And the compounds represented by the formulas (N-1-1.1) to (N-1-1.4) are preferable, and the compounds represented by the formulas (N-1-1.1) and (N The compound represented by -1-1.3) is preferred.
  • the compounds represented by the formulas (N-1-1.1) to (N-1-1.22) may be used alone or in combination, but the composition of the present invention
  • the lower limit of the preferable content of these compounds alone or in the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23% 25%, 27%, 30%, 33% and 35%.
  • the upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, or 50%, based on the total weight of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.
  • the compounds represented by formula (N-1-2) are the following compounds.
  • R N121 and R N122 each independently represent the same meaning as R N11 and R N12 in General Formula (N-1).
  • RN 121 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group.
  • R N 122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group is preferable.
  • the compounds represented by General Formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-2) to the total amount of the composition of the present invention is 5%, 7%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37% 40% and 42%.
  • the upper limit of the preferred content is 50%, 48%, 45%, 43%, 40%, 38%, 35%, based on the total weight of the composition of the present invention. %, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 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 formula (N-1-2.1) to 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 Preferred are the compounds represented by (N-1-2.13) and the formula (N-1-2.20), and in the case of emphasizing the improvement of .DELTA..epsilon.
  • N-1-2.7 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 the compound represented by the formula (N-1-2.13), and in the case of focusing on the improvement of the 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, but the composition of the present invention
  • the lower limit of the preferred content of these compounds alone or in the total amount of these is 5%, 10%, 13%, 15%, 17%, 20%, 23 %, 25%, 27%, 30%, 33%, 35%.
  • the upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, or 50%, based on the total weight of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.
  • the compounds represented by formula (N-1-3) are the following compounds.
  • R N 131 and R N 132 each independently represent the same meaning as R N 11 and R N 12 in General Formula (N-1).
  • R N 131 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N 132 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 3 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and 1-propenyl group, ethoxy group, propoxy group or butoxy group is preferable .
  • the compounds represented by General Formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-3) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 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) And the compounds represented by formulas (N-3.1) to (N-1-3.7) and formula (N-1-3.21) are preferable.
  • -1-3.1), the formula (N-1-3.2), the formula (N-1-3.3), the formula (N-1-3.4) and the formula (N-1-3.6) The compounds represented by) are preferred.
  • the compounds represented by the formulas (N-1-3.1) to (N-1-3.4), the formulas (N-1-3.6) and the formulas (N-1 3.21) can be used alone. Although it is possible to use in combination or in combination, a combination of formula (N-1-3.1) and formula (N-1-3.2), a formula (N-1-3.3) Or a combination of two or three selected from formula (N-1-3.4) and formula (N-1-3.6).
  • the lower limit of the preferred content of these compounds alone or in the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20 %.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-4) are the following compounds.
  • R N141 and R N 142 independently represents the same meaning as R N 11 and R N 12 in 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 Preferred is a group or butoxy group.
  • the compounds represented by General Formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-4) to the total amount of the composition of the present invention is 3%, 5%, 7%, 10% 13%, 15%, 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.
  • the compound represented by General Formula (N-1-4) is a compound selected from the group of compounds represented by Formula (N-1 -4.1) to Formula (N-1 -4.14) And the compounds represented by formulas (N-1-4.1) to (N-1 -4.4) are preferable, and the compounds represented by formulas (N-1-4.1) and (N Preferred are the compounds represented by -1-4.2) and the formula (N-1-4.4).
  • the compounds represented by formulas (N-1-4.1) to (N-1-4.14) may be used alone or in combination, but the compounds of the present invention
  • the lower limit of the preferred content of these compounds alone or in the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17% And 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.
  • the compounds represented by General Formula (N-1-5) are the following compounds.
  • R N 151 and R N 152 each independently represent the same meaning as R N 11 and R N 12 in General Formula (N-1).
  • Each of R N151 and R N152 is 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, preferably an ethyl group, a propyl group or a butyl group Is preferred.
  • the compounds represented by General Formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-5) to the total amount of the composition of the present invention is 5%, 8%, 10%, 13% 15%, 17% and 20%.
  • the upper limit value of the preferred content is 35%, 33%, 30%, 28%, 25%, 23%, or 35%, based on the total weight of the composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by General Formula (N-1-5) is a compound selected from the group of compounds represented by Formula (N-1-5.1) to Formula (N-1-5.6)
  • the compounds represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) are preferable.
  • the compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) may be used alone or in combination.
  • the lower limit of the preferred content of these compounds alone or in the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, although it is also possible. It is 15%, 17% and 20%.
  • the upper limit value of the preferred content is 35%, 33%, 30%, 28%, 25%, 23%, or 35%, based on the total weight of the composition of the present invention. %, 18%, 15% and 13%.
  • the compounds represented by the general formula (N-1-10) are the following compounds.
  • R N 1101 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group.
  • R N 1102 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-10) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-10) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compound represented by General Formula (N-1-10) is a compound selected from the group of compounds represented by Formula (N-1-10.1) to Formula (N-1-10.14) And the compounds represented by formulas (N-1-10.1) to (N-1-10.5) are preferable, and the compounds represented by formulas (N-1-10.1) and (N- The compound represented by -1-10.2) is preferred.
  • the composition of the present invention can be used alone or in combination, the composition of the present invention
  • the lower limit value of the preferred content of these compounds alone or in the total amount of is 5%, 10%, 13%, 15%, 17%, 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-11) are the following compounds.
  • R N 1111 and R N 11 12 independently represents the same meaning as R N 11 and R N 12 in General Formula (N-1).
  • R N 1111 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group.
  • R N 1112 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-11) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compound represented by General Formula (N-1-11) is a compound selected from the group of compounds represented by Formula (N-1-11.1) to Formula (N-1-11.14) And the compounds represented by formulas (N-1-11.1) to (N-1-11.14) are preferable.
  • the compound represented by 1-11.4) is preferable.
  • the composition of the present invention The lower limit value of the preferred content of these compounds alone or in the total amount of is 5%, 10%, 13%, 15%, 17%, 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-12) are the following compounds.
  • R N 1121 and R N1122 independently represents the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N 1121 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • RN 1122 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-12) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-13) are the following compounds.
  • R N 1131 and R N 1132 independently represents the same meaning as R N 11 and R N 12 in General Formula (N-1).
  • R N 1131 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N 1132 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-13) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by General Formula (N-1-14) are the following compounds.
  • R N 1141 and R N 114 2 independently represents the same meaning as R N 11 and R N 12 in General Formula (N-1).
  • R N 1141 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • RN 1142 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-14) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-15) are the following compounds.
  • R N 1151 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N 1152 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-15) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by General Formula (N-1-16) are the following compounds.
  • R N 1161 and R N1162 independently represents the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N 1161 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N 1162 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-16) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by General Formula (N-1-17) are the following compounds.
  • R N 1171 and R N1172 independently represents the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N 1171 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • RN 1172 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-17) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-18) are the following compounds.
  • R N 1181 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably a methyl group, an ethyl group, a propyl group or a butyl group.
  • R N 1182 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-18) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compound represented by General Formula (N-1-18) is a compound selected from the group of compounds represented by Formula (N-1-18.1) to Formula (N-1-18.5) And the compounds represented by formulas (N-1-18.1) to (N-1-11.3) are preferable.
  • the compound represented by 1-18.3) is preferable.
  • the compounds represented by the general formula (N-1-20) are the following compounds.
  • each of R N 1201 and R N 1202 independently represents the same meaning as R N 11 and R N 12 in General Formula (N-1).
  • Each of R N1201 and R N1202 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • the compounds represented by General Formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-20) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by General Formula (N-1-21) are the following compounds.
  • R N1211 and R N1212 independently represents the same meaning as R N11 and R N12 in the general formula (N-1).
  • Each of R N1211 and R N1212 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • the compounds represented by General Formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-21) to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-22) are the following compounds.
  • R N1221 and R N1222 independently represents the same meaning as R N11 and R N12 in the general formula (N-1).
  • Each of R N1221 and R N1222 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • the compounds represented by General Formula (N-1-22) can be used alone, but two or more compounds can also be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-21) to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17% and 20%.
  • the upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15%, 13%, 10%, 5%.
  • the compound represented by General Formula (N-1-22) is a compound selected from the group of compounds represented by Formula (N-1-22.1) to Formula (N-1-22.12) Are preferably compounds represented by formulas (N-1-22.1) to (N-1-22.5), and compounds represented by formulas (N-1-22.1) to (N- The compound represented by 1-22.4) is preferable.
  • the compound represented by General Formula (N-3) is preferably a compound selected from the group of compounds represented by General Formula (N-3-2).
  • R N 321 and R N 322 each independently represent the same meaning as R N 11 and R N 12 in General Formula (N-3).
  • Each of R N321 and R N322 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.
  • the compounds represented by General Formula (N-3-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (N-3-2) to the total amount of the composition of the present invention is 3%, 5%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%.
  • the upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, or 50%, based on the total weight of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 % And 5%.
  • the compound represented by General Formula (N-3-2) is a compound selected from the group of compounds represented by Formula (N-3-2.1) to Formula (N-3-2.3) Is preferred.
  • the total content of compounds in which is a single bond is 5 to 50% by mass based on the total content of compounds represented by general formulas (N-1), (N-2) and (N-3)
  • Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 are a single bond
  • the total of the content of is 5 to 50% by mass with respect to the total of the content of the compounds represented by the general formulas (N-1), (N-2) and (N-3).
  • Examples of the compound represented by General Formula (N-1) in which Z N11 and Z N12 are a single bond include General Formulas (N-1a), (N-1b), (N-1c) and (N-1g)
  • the compounds represented by are preferred, and the compounds represented by (N-1a), (N-1b) and (N-1c) are preferred.
  • the total content of the compounds represented by general formulas (N-1), (N-2) and (N-3) in the total content of compounds having negative dielectric anisotropy is 80% or more Is preferably 85% or more, more preferably 87% or more, preferably 90% or more, preferably 93% or more, and more preferably 96% or more. It is preferable that it is 98% or more, and it is preferable that it is substantially 100% or more. Substantially means excluding the compound which is unintentionally contained, such as an impurity at the time of manufacture.
  • the total content of compounds which are single bonds is preferably 50 to 100% based on the total content of compounds represented by general formulas (N-1), (N-2) and (N-3). 60 to 100% is preferable, 65 to 95% is preferable, and 70 to 90% is preferable.
  • the total content of compounds in which Z N11 and Z N12 in the compound represented by General Formula (N-1) contained in the liquid crystal composition are single bonds is represented by General Formula (N-1), (N-2) 50 to 100% is preferable, 60 to 100% is preferable, 65 to 95% is preferable, and 70 to 90% is preferable with respect to the total of the content of the compound represented by (A) and (N-3).
  • the total content of the compounds represented by General Formulas (N-1a), (N-1b), (N-1c) and (N-1g) contained in the liquid crystal composition is the general formula (N-1). 50 to 100% is preferable with respect to the sum total of content of the compound represented by (N-2) and (N-3), 60 to 100% is preferable, 65 to 95% is preferable, and 70 to 90 % Is preferred.
  • the total content of the compounds represented by General Formulas (N-1-1), (N-1-2), (N-1-3) and (N-1-4) contained in the liquid crystal composition Is preferably 50 to 100%, more preferably 60 to 100%, based on the total content of the compounds represented by the general formulas (N-1), (N-2) and (N-3). 95% is preferred and 70 to 90% is preferred.
  • the liquid crystal composition of the present invention preferably contains one or two or more compounds represented by General Formula (L).
  • the compounds represented by the general formula (L) correspond to dielectric substantially neutral compounds (the value of ⁇ is ⁇ 2 to 2). Therefore, the number of polar groups such as halogen contained in the molecule is preferably 2 or less, more preferably 1 or less, and it is more preferable not to have one.
  • 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 and a plurality of A L2 is present, they may be the same or different, and when n L1 is 2 or 3 and a plurality of Z L3 is present, they may be Are the same as or different from each other, but the compounds represented by formulas (N-1), (N-2) and (N-3) are excluded.
  • the compounds represented by formula (L) may be used alone or in combination.
  • the types of compounds that can be combined but they are used in appropriate combination according to the desired performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of compound used is, for example, one type in one embodiment of the present invention. Or in another embodiment of the present invention, there are 2 types, 3 types, 4 types, 5 types, 5 types, 6 types, 7 types, 8 types, 9 types and 10 It is more than kind.
  • the content of the compound represented by the general formula (L) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to the required performance such as dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L) to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the upper limit value of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%.
  • the above lower limit is high and the upper limit is high. Furthermore, when the composition of the present invention is required to keep Tni high and a composition having good temperature stability is required, it is preferable that the above lower limit is high and the upper limit is high. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value be low and the upper limit value be low.
  • both R L1 and R L2 are preferably alkyl groups, and when importance is given to reducing the volatility of the compound, alkoxy groups are preferable, and viscosity reduction is important When doing, at least one is preferably an alkenyl group.
  • the number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3 and is preferably 0 or 1. When importance is attached to compatibility with other liquid crystal molecules, 1 is preferred.
  • R L1 and R L2 are, when the ring structure to which they are bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkyl group having 1 to 4 carbon atoms Alkoxy groups and alkenyl groups having 4 to 5 carbon atoms are preferred, and in the case where the ring structure to which they are attached is a saturated ring structure such as cyclohexane, pyran and dioxane, a straight chain having 1 to 5 carbon atoms is preferred.
  • An alkyl group, a linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferable.
  • the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, preferably linear.
  • the alkenyl group is preferably selected from the groups represented by any one of formulas (R1) to (R5). (The black dot in each formula represents a carbon atom in the ring structure.)
  • n L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferable to improve the upper limit temperature of the nematic phase, and 1 is preferable to balance them. Moreover, in order to satisfy the characteristics required as a composition, it is preferable to combine compounds of different values.
  • a L 1 , A L 2 and A L 3 are preferably aromatic when it is required to increase ⁇ n, and are preferably aliphatic to improve the response speed, and each of them is 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 -Diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferable, and the following structure is more preferable,
  • it represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.
  • Z L1 and Z L2 be a single bond when the response speed is important.
  • the compound represented by formula (L) preferably has 0 or 1 halogen atoms in the molecule.
  • the compound represented by formula (L) is preferably a compound selected from the group of compounds represented by formulas (L-1) to (L-7).
  • the compounds represented by formula (L-1) are the following compounds.
  • R L11 and R L12 each independently represent the same meaning as R L1 and R L2 in general formula (L).
  • R L11 and R L12 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .
  • the compounds represented by General Formula (L-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferred content is 1%, 2%, 3%, 5%, 7%, 10%, based on the total weight of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%.
  • the upper limit of the preferred content is 95%, 90%, 85%, 80%, 75%, 70%, based on the total weight of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.
  • the above lower limit is high and the upper limit is high. Furthermore, when the composition of the present invention needs to have a high Tni and a composition having good temperature stability is required, it is preferable that the above lower limit value is medium and the upper limit value is medium. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is low and the upper limit value is low.
  • the compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-1).
  • the compound represented by General Formula (L-1-1) is a compound selected from the compound group represented by Formula (L-1-1.1) to Formula (L-1-1.3) It is preferable that it is a compound represented by the formula (L-1-1.2) or the formula (L-1-1.3), and in particular, it is represented by the 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) to the total amount of the composition of the present invention is 1%, 2%, 3%, It is 5%, 7% and 10%.
  • the upper limit of the preferred content is 20%, 15%, 13%, 10%, 8%, 7%, based on the total weight of the composition of the present invention. %, 5% and 3%.
  • the compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-2).
  • R L12 has the same meaning as in the general formula (L-1).
  • the lower limit of the preferable content of the compound represented by the formula (L-1-2) to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% , 17%, 20%, 23%, 25%, 27%, 30%, 35%.
  • the upper limit of the preferred content is 60%, 55%, 50%, 45%, 42%, 40%, based on the total weight of the composition of the present invention. %, 35%, 33%, and 30%.
  • the compound represented by General Formula (L-1-2) is a compound selected from the group of compounds represented by Formula (L-1-2.1) to Formula (L-1-2.4)
  • the compound is preferably a compound represented by Formula (L-1-2.2) to Formula (L-1-2.4).
  • the compounds represented by the formula (L-1-2.2) are preferable because they particularly improve the response speed of the composition of the present invention.
  • Tni higher than the response speed it is preferable to use a compound represented by formula (L-1-2.3) or formula (L-1-2.4). It is not preferable to set the content of the compounds represented by Formula (L-1-2.3) and Formula (L-1-2.4) to 30% or more in order to improve the solubility at low temperature.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-2.2) to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, 40%.
  • the upper limit of the preferred content is 60%, 55%, 50%, 45%, 43%, 40%, 60%, based on the total weight of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.
  • Lower limit of preferable content of the total of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) relative to the total amount of the composition of the present invention The values are 10%, 15%, 20%, 25%, 27%, 30%, 35%, 40%.
  • the upper limit of the preferred content is 60%, 55%, 50%, 45%, 43%, 40%, 60%, based on the total weight of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.
  • the compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-3).
  • L L13 and R L14 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.
  • R L13 and R L14 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .
  • the lower limit of the preferable content of the compound represented by the formula (L-1-3) to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 30%.
  • the upper limit of the preferred content is 60%, 55%, 50%, 45%, 40%, 37%, 35%, based on the total weight of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10%. %.
  • the compound represented by General Formula (L-1-3) is a compound selected from the group of compounds represented by Formula (L-1-3.1) to Formula (L-1-3.13)
  • the compound is preferably 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 in order to particularly improve the response speed of the composition of the present invention.
  • Tni higher than the response speed is to be determined.
  • the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-) are used. It is preferable to use the compound represented by 1-3.12).
  • the lower limit of the preferable content of the compound represented by the formula (L-1-3.1) to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%.
  • the upper limit of the preferred content is 20%, 17%, 15%, 13%, 10%, 8%, or 20%, based on the total weight of the composition of the present invention. % And 6%.
  • the compound represented by Formula (L-1) is preferably a compound selected from the group of compounds represented by 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 linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .
  • the lower limit of the preferable content of the compound represented by the formula (L-1-4) to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17% and 20%.
  • the upper limit of the preferred content is 25%, 23%, 20%, 17%, 15%, 13%, 10%, based on the total weight of the composition of the present invention. %.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-5) to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17% and 20%.
  • the upper limit of the preferred content is 25%, 23%, 20%, 17%, 15%, 13%, 10%, based on the total weight of the composition of the present invention. %.
  • compounds represented by general formulas (L-1-4) and (L-1-5) are represented by formulas (L-1-4.1) to (L-1-5.3) It is preferable that it is a compound selected from the group of compounds, and it is preferable that it is a compound represented by Formula (L-1-4.2) or Formula (L-1-5.2).
  • the lower limit of the preferable content of the compound represented by the formula (L-1-4.2) to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%.
  • the upper limit of the preferred content is 20%, 17%, 15%, 13%, 10%, 8%, or 20%, based on the total weight of the composition of the present invention. % And 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) to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% , 17%, 20%, 23%, 25%, 27%, 30%, 35%.
  • the upper limit of the preferred content is 60%, 55%, 50%, 45%, 42%, 40%, based on the total weight of the composition of the present invention. %, 35%, 33%, and 30%.
  • the compound represented by General Formula (L-1-6) is a compound selected from the group of compounds represented by Formula (L-1-6.1) to Formula (L-1-6.3) Is preferred.
  • the compounds represented by formula (L-2) are the following compounds.
  • R L21 and R L22 each independently represent the same meaning as R L1 and R L2 in 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
  • the alkoxy groups of 1 to 4 are preferable.
  • the compounds represented by General Formula (L-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (L-2) to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%.
  • the upper limit of the preferred content is 20%, 15%, 13%, 10%, 8%, 7%, based on the total weight of the composition of the present invention. %, 5% and 3%.
  • the compound represented by General Formula (L-2) is preferably a compound selected from the group of compounds represented by Formula (L-2.1) to Formula (L-2.6), Compounds represented by (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) are preferable.
  • the compounds represented by formula (L-3) are the following compounds.
  • 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 preferably 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.
  • the compounds represented by formula (L-3) can be used alone or in combination of two or more. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (L-3) to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%.
  • the upper limit of the preferred content is 20%, 15%, 13%, 10%, 8%, 7%, based on the total weight of the composition of the present invention. %, 5% and 3%.
  • the compound represented by General Formula (L-3) is preferably a compound selected from the group of compounds represented by Formula (L-3.1) to Formula (L-3.7), Compounds represented by (L-3.2) to (L-3.5) are preferable.
  • the compounds represented by formula (L-4) are the following compounds.
  • 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
  • the alkoxy groups of 1 to 4 are preferable.
  • the compounds represented by formula (L-4) can be used alone or in combination of two or more compounds.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the content of the compound represented by the general formula (L-4) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-4) to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
  • the upper limit of the preferable content of the compound represented by the formula (L-4) to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10% and 5%.
  • the compound represented by General Formula (L-4) is preferably a compound represented by Formula (L-4.1) to Formula (L-4.3), for example.
  • the compound represented by the formula (L-4.1) can be represented by the formula (L-4.1) Even if it contains the compound represented by -4.2), it contains both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) Or all of the compounds represented by Formula (L-4.1) to Formula (L-4.3) may be contained.
  • the lower limit of the preferable content of the compound represented by the formula (L-4.1) or the formula (L-4.2) to the total amount of the composition of the present invention is 3%, 5% Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .
  • both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, both compounds relative to the total amount of the composition of the present invention
  • the lower limit of the preferable content is 15%, 19%, 24%, 30%, and the preferable upper limit is 45, 40%, 35%, 30% Yes, 25%, 23%, 20%, 18%, 15%, 13%.
  • the compound represented by General Formula (L-4) is preferably a compound represented by Formula (L-4.4) to Formula (L-4.6), for example. It is preferable that it is a compound represented by these.
  • the compound represented by the formula (L-4.4) may be represented by the formula (L-4.4) Even if it contains the compound represented by -4.5), it contains both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) May be
  • the lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) to the total amount of the composition of the present invention is 3%, 5% Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%.
  • the preferred upper limit is 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%. %, 10%, and 8%.
  • both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, both compounds relative to the total amount of the composition of the present invention
  • the lower limit of the preferable content is 15%, 19%, 24%, 30%, and the preferable upper limit is 45, 40%, 35%, 30% Yes, 25%, 23%, 20%, 18%, 15%, 13%.
  • the compound represented by Formula (L-4) is preferably a compound represented by Formula (L-4.7) to Formula (L-4.10), and in particular, a compound represented by Formula (L-4.
  • the compound represented by 9) is preferable.
  • the compounds represented by General Formula (L-5) are the following compounds.
  • R L51 and R L52 each independently represent the same meaning as R L1 and R L2 in general formula (L).
  • R L51 is preferably an alkyl group or an alkenyl group having 2 to 5 carbon atoms having 1 to 5 carbon atoms
  • R L52 is an alkyl group, an alkenyl group or a carbon atom of the carbon atoms 4-5 of 1-5 carbon atoms
  • the alkoxy groups of 1 to 4 are preferable.
  • the compounds represented by General Formula (L-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the content of the compound represented by the general formula (L-5) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-5) to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
  • the upper limit of the preferable content of the compound represented by the formula (L-5) to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10% and 5%
  • the compound represented by the general formula (L-5) is a compound represented by the formula (L-5.1) or the formula (L-5.2) It is preferable that it is a compound represented by these, and it is especially preferable that it is a compound represented by Formula (L-5.1).
  • the lower limit value of the preferable content of these compounds to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%.
  • the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
  • the compound represented by General Formula (L-5) is preferably a compound represented by Formula (L-5.3) or Formula (L-5.4).
  • the lower limit value of the preferable content of these compounds to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%.
  • the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
  • the compound represented by General Formula (L-5) is preferably a compound selected from the group of compounds represented by Formula (L-5.5) to Formula (L-5.7), and in particular It is preferable that it is a compound represented by L-5.7).
  • the lower limit value of the preferable content of these compounds to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%.
  • the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
  • the compounds represented by General Formula (L-6) are the following compounds.
  • R L61 and R L62 each independently represent the same as R L1 and R L2 in General Formula (L), and X L61 and X L62 each independently represent a hydrogen atom or a fluorine atom.
  • Each of R L61 and R L62 is preferably independently 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 compounds represented by formula (L-6) can be used alone or in combination of two or more compounds. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (L-6) to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
  • the upper limit of the preferable content of the compound represented by the formula (L-6) to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10% and 5%.
  • the compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.1) to Formula (L-6.9).
  • the compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.10) to Formula (L-6.17), for example.
  • the compound represented by L-6.11) is preferred.
  • the lower limit value of the preferable content of these compounds to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%.
  • the upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.
  • the compounds represented by General Formula (L-7) are the following compounds.
  • R L71 and R L72 each independently represent the same as R L1 and R L2 in the general formula (L), and A L71 and A L72 are each independently A L2 and A L2 in the general formula (L)
  • a hydrogen having the same meaning as A L3 is represented, but each of hydrogen atoms on A L71 and A L72 may be independently substituted by a fluorine atom
  • Z L71 has 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 an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms of 2 to 5 carbon atoms preferably
  • a L71 and A L72 each independently 1,4-cyclohexylene group or a 1,4-phenylene group is preferably a hydrogen atom on a L71 and a L72 may be substituted by fluorine
  • the type of compound used is, for example, one type, two types, three types, and four types according to one embodiment of the present invention.
  • the content of the compound represented by the general formula (L-7) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-7) to the total amount of the 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) to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10% and 5%.
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.1) to Formula (L-7.4), and Formula (L-7. It is preferable that it is a compound represented by 2).
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.11) to Formula (L-7.13), and the compound represented by Formula (L-7. It is preferable that it is a compound represented by 11).
  • the compound represented by General Formula (L-7) is a compound represented by Formula (L-7.21) to Formula (L-7.23). It is preferable that it is a compound represented by Formula (L-7.21).
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7. 31) to Formula (L-7. 34), and the compound represented by Formula (L-7. 31) or / and a compound represented by the formula (L-7. 32) is preferable.
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.41) to Formula (L-7.44), and the compound represented by Formula (L-7. 41) or / and a compound represented by the formula (L-7. 42) is preferable.
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.51) to Formula (L-7.53).
  • the lower limit of the preferable content of the total of the compounds represented by General Formula (i), General Formula (ii), and General Formulas (L) and (N) relative to the total amount of the composition of the present invention is 80% , 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98% 99% and 100%.
  • the upper limit of the preferred content is 100%, 99%, 98% and 95%.
  • Lower limit value of the total content of the compound to be added is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95% %, 96%, 97%, 98%, 99%, 100%.
  • the upper limit of the preferred content is 100%, 99%, 98% and 95%.
  • composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (—CO—OO—) structure are bonded to each other in the molecule.
  • the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less, based on the total mass of the composition. Preferably, it is more preferably 1% or less, and most preferably substantially free.
  • the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, based on the total mass of the composition. % Is preferable, 5% or less is more preferable, 3% or less is preferable, and substantially no content is further preferable.
  • the content of compounds in which all ring structures in the molecule are six-membered rings is 80 based on the total mass of the composition. % Or more is preferable, 90% or more is more preferable, 95% or more is more preferable, and the composition is composed only of compounds in which all ring structures in the molecule are substantially 6-membered rings. Most preferred.
  • the content of the compound having a cyclohexenylene group is the total mass of the composition.
  • it is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and even more preferably substantially non-containing.
  • the content of a compound having a 2-methylbenzene-1,4-diyl group in which the hydrogen atom may be substituted with a halogen in the molecule may be reduced.
  • the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, and more preferably 8% or less based on the total mass of the composition. And 5% or less is more preferable, 3% or less is preferable, and substantially no content is more preferable.
  • not substantially contained means that it is not contained except for unintentionally contained substances.
  • the number of carbon atoms of the alkenyl group is 2 to 5
  • the number of carbon atoms of the alkenyl group is preferably 4 to 5, and the unsaturated bond of the alkenyl group and benzene are directly bonded. Preferably not.
  • the average elastic constant (K AVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, but the lower limit is preferably 10, 10.5 is preferred, 11 is preferred and 11.5 is preferred.
  • 12 is preferable, 12.3 is preferable, 12.5 is preferable, 12.8 is preferable, 13 is preferable, 13.3 is preferable, 13.5 is preferable, 13.8 is preferable, 14 is preferable, 14 3 is preferable, 14.5 is preferable, 14.8 is preferable, 15 is preferable, 15.3 is preferable, 15.5 is preferable, 15.8 is preferable, 16 is preferable, 16.3 is preferable, 16 5 is preferable, 16.8 is preferable, 17 is preferable, 17.3 is preferable, 17.5 is preferable, 17.8 is preferable, and 18 is preferable, and the upper limit thereof is 25 is preferable, 24.5 is preferable, 24 is preferable, 23.5 is preferable, 23 is preferable, 22.8 is preferable, 22.5 is preferable, 22.3 is preferable, 22 is preferable, 21.8 is 2
  • K AVG When importance is given to reducing power consumption, it is effective to reduce the amount of light from the backlight, and it is preferable to improve the light transmittance of the liquid crystal display element. For that purpose, the value of K AVG should be set lower. preferable. When emphasis is placed on improvement of response speed, it is preferable to set the value of K AVG higher.
  • R p1 represents a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted by a halogen atom, a hydrogen atom is An alkoxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms which may optionally have a hydrogen atom substituted for the halogen atom, a hydrogen atom is substituted for the halogen atom And optionally represents an alkenyloxy group having 1 to 15 carbon atoms or -Sp p2 -P p2 ; P p1 and P p2 are each independently represented by general formula (P p1 -1) to formula (P p1 -9)
  • R p11 and R p12 each independently represent a hydrogen atom, an alkyl group of 1 to 5 carbon atoms or a halogenated alkyl group of 1 to 5 carbon atoms
  • W p11 is a single bond, —O -, -COO-, or a methylene group
  • t p11 represents 0, 1 or 2, but when there are a plurality of R p11 , R p12 , W p11 and / or t p11 in the molecule, they are identical It may be different or different.
  • Z p1 and Z p2 are each independently a single bond, -O-, -S-, -CH 2- , -OCH 2- , -CH 2 O-, -CO-, -C 2 H 4 -,- COO -, - OCO -, - OCOO
  • a p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 -Represents a diyl group, wherein A p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an
  • ⁇ binds to Sp p 1 or Z p 1 and ⁇ ⁇ binds to Z p 1 and one or more hydrogen atoms in the structure are an alkyl group having 1 to 12 carbon atoms, 1 to 12 carbon atoms Even when substituted by 12 halogenated alkyl groups, alkoxy groups having 1 to 12 carbon atoms, halogenated alkoxy groups having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp 2 -P p 2 Represents a group represented by A p3 is (A p3 -11) to (A p3 -19)
  • R p1 is preferably -Sp 2 -P p 2 .
  • P p1 and P p2 be each independently any one of the formulas (P p1 -1) to (P p1 -3), and it is preferable that it is (P p1 -1).
  • R p11 and R p12 are preferably each independently a hydrogen atom or a methyl group.
  • m p1 + m p4 is preferably 2 or more, preferably 2 or 3.
  • the chain is preferably an alkylene group having 1 to 10 carbon atoms or a single bond.
  • a p2 is preferably 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl or naphthalene-2,6-diyl; 4-phenylene group, 1,4-cyclohexylene group, phenanthrene-2,7-diyl group or naphthalene-2,6-diyl group is preferable, and when m p2 + m p3 is 0, phenanthrene 2,7-diyl group is Preferably, when m p 2 + m p 3 is 1, 2 or 3, a 1,4-phenylene group or a 1,4-cyclohexylene group is preferable.
  • One or more hydrogen atoms in the structure of A p2 may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.
  • a p1 is preferably of the formula (A p1 -15), (A p1 -16), (A p1 -17) or (A p1 -18).
  • One or more hydrogen atoms in the structure of A p1 may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.
  • a p3 is preferably of the formula (A p1 -14), (A p1 -15), (A p1 -16), (A p1 -17) or (A p1 -18).
  • One or more hydrogen atoms in the structure of A p3 may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.
  • n p2 + m p3 is preferably 0, 1, 2 or 3 and 1 or 2 is preferable.
  • the total content of the compound represented by the general formula (P) is preferably 0.05 to 10% of the composition containing the compound represented by the general formula (P) of the present application, It is preferable to contain 0.1 to 8%, to contain 0.1 to 5%, to contain 0.1 to 3%, and to contain 0.2 to 2%. Preferably, 0.2 to 1.3% is contained, 0.2 to 1% is preferably contained, and 0.2 to 0.56% is preferably contained.
  • the preferable lower limit of the total content of the compounds represented by General Formula (P) is 0.01% with respect to the composition containing the compound represented by General Formula (P) of the present application, and 0. 0%. 03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3% %.
  • the preferred upper limit of the total content of the compounds represented by general formula (P) is 10% and 8% with respect to the composition containing the compound represented by general formula (P) of the present application 5%, 3%, 1.5%, 1.2%, 1%, 0.8% and 0.5%.
  • the content is small, the effect of adding the compound represented by the general formula (P) is difficult to appear, and problems such as weak alignment control of the liquid crystal composition or weakening with time occur. There are problems such as a large amount remaining later, long time for curing, and a decrease in the reliability of the liquid crystal. Therefore, the content is set in consideration of these balances.
  • the compounds represented by General Formula (P) are preferably compounds represented by General Formula (P-1), General Formula (P-2), General Formula (P-3) and General Formula (P-4) .
  • P p11 , P p12 , P p21 , P p22 , P p31 , P p32 , P p41 and P p42 each independently represent the same meaning as P p1 in the general formula (P)
  • Sp p41 and Sp p42 each independently represent the same meaning as Sp p1 in formula (P)
  • Ap11 , Ap12 , Ap13 , Ap21 , Ap22 , Ap23 , Ap32 and Ap42 are each independently a 1,4-phenylene group, a 1,4-cyclohexylene group, anthracene-2,6- Diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group,
  • a p41 represents the same meaning as A p1 of the general formula (P)
  • a p43 has the same meaning as A p3 in formula (P)
  • P p11 , P p12 , P p21 , P p22 , P p31 , P p32 , P p41 and P p42 are each independently a group (P p1 -1) to a group (P p1 in the same manner as P p1 in formula (P)) It is preferably any one of P p1 -3), preferably (P p1-1 ), and R p11 and R p12 are preferably each independently a hydrogen atom or a methyl group.
  • the hydrogen atom in the group may be substituted with a halogen atom, but a linear alkylene group having 1 to 10 carbon atoms or a single bond is preferable.
  • Ap11 , Ap12 , Ap13 , Ap21 , Ap22 , Ap23 , Ap32 and Ap42 are each independently a 1,4-phenylene group, a 1,4-cyclohexylene group, anthracene-2,6- Diyl group, phenanthrene-2,7-diyl group or naphthalene-2,6-diyl group is preferable, 1,4-phenylene group, 1,4-cyclohexylene group, phenanthrene-2,7-diyl group or naphthalene-2 , 6-diyl group is preferred.
  • a 1,4-phenylene group or a 1,4-cyclohexylene group is independently preferred, and the structure thereof is to improve the compatibility with the liquid crystal compound.
  • one or more hydrogen atoms may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.
  • a phenanthrene-2,7-diyl group is preferable, and in order to improve the compatibility with the liquid crystal compound, one or two or more hydrogen atoms in the structure thereof are a methyl group, an ethyl group, It may be substituted by a methoxy group, an ethoxy group or a fluorine atom.
  • Z p21 present in the molecule is- (CH 2 ) 2 -COO-,-(CH 2 ) 2 -OCO-, -O-CO- (CH 2 ) 2- , -COO- It is a linking group selected from the group consisting of (CH 2 ) 2- , and the others are preferably single bonds.
  • Preferred examples of the compound represented by General Formula (P-1) according to the present invention include polymerizable compounds represented by the following Formula (P-1-1) to Formula (P-1-46).
  • P p11 , P p12 , Sp p11 and Sp p12 have the same meaning as P p11 , P p12 , Sp p11 and Sp p12 in general formula (P-1)
  • Preferred examples of the compound represented by General Formula (P-2) according to the present invention include polymerizable compounds represented by the following Formula (P-2-1) to Formula (P-2-12).
  • P p21 , P p22 , Sp p21 and Sp p22 have the same meaning as P p21 , P p22 , Sp p21 and Sp p22 in formula (P-2)
  • P-3 polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15) can be mentioned.
  • P p31 , P p32 , Sp p31 and Sp p32 have the same meaning as P p31 , P p32 , Sp p31 and Sp p32 in general formula (P-3).
  • polymerizable compounds represented by the following formulas (P-4-1) to (P-4-15) can be mentioned.
  • the composition according to the present invention preferably further contains a spontaneous orientation compound in order to impart vertical orientation.
  • the spontaneous orientation compound is a compound that controls the orientation of the liquid crystal composition without using a conventional liquid crystal alignment film such as polyimide for one or both of the substrates.
  • the spontaneous orientation compound is mainly added to the liquid crystal composition and used, and a member (for example, ITO) directly in contact with the liquid crystal layer containing the liquid crystal composition, a substrate (for example, a glass substrate, an acrylic substrate, a transparent substrate , A flexible substrate, etc.), a resin layer (eg, color filter, alignment film, overcoat layer), an insulating film (eg, inorganic material film, It has a function of inducing tropic alignment or homogeneous orientation.
  • a compound capable of orienting the liquid crystal composition vertically or almost perpendicularly to the substrate is preferable.
  • the spontaneously orienting compound includes a polymerizable group for polymerization, a mesogenic group similar to liquid crystal molecules, an adsorptive group capable of interacting with a member in direct contact with the liquid crystal layer, and a bending group for inducing the alignment of the liquid crystal molecules. It is preferable to have.
  • the spontaneously orienting compound is preferably a compound represented by the following general formula (SAL).
  • R p11 and R p12 each independently represent a hydrogen atom, an alkyl group of 1 to 5 carbon atoms or a halogenated alkyl group of 1 to 5 carbon atoms, and W p11 is a single bond, —O -, -COO- or a methylene group, and t p11 represents 0, 1 or 2.
  • P al is preferably a group selected from the group represented by general formula (PI) to general formula (P-IX) below.
  • R p11 and R p12 each independently represent a hydrogen atom, an alkyl group of 1 to 5 carbon atoms or a halogenated alkyl group of 1 to 5 carbon atoms, and W p11 is a single bond, —O -, -COO- or a methylene group, and t p11 represents 0, 1 or 2.
  • the above-mentioned P a1 is preferably a group selected from the group represented by the following Formula (PI) to Formula (P-IX), and is more preferably Formula (PI).
  • P al -Sp al - it is mesogenic groups may be bonded to an adsorptive group and / or bending group.
  • the polymerizable group is preferably bonded to the mesogenic group, the adsorptive group or the bending group directly or via a spacer group, and the direct bond to the mesogenic group or the adsorptive group Or it is more preferable to couple
  • P al -Sp al - hydrogen atoms in the polymerizable group may be substituted with an adsorptive group and / or bending group.
  • the mesogenic group according to the present invention refers to a group having a rigid portion, for example, one having one or more cyclic groups, and preferably has 2 to 4 cyclic groups, and is preferably a cyclic group. Is more preferably 3 to 4. If necessary, the cyclic group may be linked by a linking group.
  • the mesogenic group is preferably a skeleton similar to the liquid crystal compound used in the liquid crystal layer.
  • cyclic group refers to an atomic group in which the constituting atoms are cyclically bound, and includes a carbocyclic ring, a heterocyclic ring, a saturated or unsaturated cyclic structure, a single ring, a bicyclic structure and a polycyclic ring. Including formula structures, aromatics, non-aromatics, etc. Also, the cyclic group may contain at least one hetero atom, and may be further substituted by at least one substituent (halogen atom, reactive functional group, organic group (alkyl, aryl etc.). When the group is a single ring, the mesogenic group preferably contains two or more single rings.
  • the said mesogenic group is represented, for example by General formula (AL).
  • a AL represents a divalent cyclic group, One or
  • Z AL is preferably a single bond or an alkylene group having 2 to 20 carbon atoms, and more preferably a single bond or an alkylene group having 2 to 10 carbon atoms.
  • One or two or more non-adjacent —CH 2 — in the alkylene group may be substituted with —O—, —COO— or —OCO—.
  • the number of the single bond which is a form in which a ring and a ring are directly connected and the number of atoms directly connecting the ring and the ring is an even number. For example, in the case of —CH 2 —CH 2 COO—, the number of atoms directly linking the ring to the ring is four.
  • the cyclic group is 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2,5-diyl group, 1,3-dioxane -2,5-diyl group, tetrahydrothiopyran-2,5-diyl group, thiophene-2,5-diyl group, 1,4-bicyclo (2,2,2) octylene group, decahydronaphthalene-2,6 -Diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, thiophene-2,5-diyl group-, 1,2,3,4-tetrahydro Naphthalene-2,6-diyl group, 2,6-naphthylene group, phenanthrene-2,7
  • a monovalent organic group is a group having a chemical structure constituted by the organic compound being in the form of a monovalent group, and is formed by removing one hydrogen atom from the organic compound.
  • an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms, an alkenyloxy group having 2 to 15 carbon atoms, etc. Preferred is an alkyl group having 1 to 15 carbon atoms or an alkoxy group having 1 to 14 carbon atoms.
  • one or two or more non-adjacent —CH 2 — in the alkyl group, the alkenyl group, the alkoxy group and the alkenyloxy group may be substituted by —O—, —COO— or —OCO—.
  • the monovalent organic group may have a role as a bending group described later.
  • m AL is preferably an integer of 2 to 4.
  • Formula (AL-1) a particularly preferred form is represented by the following Formula (AL-1) or (AL-2), and Formula (AL-1) is more preferred.
  • X a11 ⁇ X al18 are each independently a hydrogen atom, a halogen atom, P al -Sp al -, represents an adsorption group or bend group
  • ring A and ring B are each independently a cyclohexane ring Or a benzene ring
  • One or more of X a11 to X al 18 are substituted with the above-mentioned adsorptive group
  • One or more of X a11 to X al 18 are substituted with the above-mentioned bending group
  • the adsorptive group and said bending group wherein P al -Sp al - may be substituted with
  • Each of the general formula (AL-1) and the general formula (AL-2) has one or more of P al -S al- .
  • At least one or preferably two or more is replaced with the polymerizable group, either X Al9 or X a111 is P al -Sp al of X a16 ⁇ X a114 More preferably, it is substituted by-.
  • X a11 is substituted with a bending group, and any one of X a6 to X a19 or X a111 to X a114 is substituted with a bending group.
  • the number of carbon atoms in the former X a11 is larger than that in the latter X a11 .
  • the bending group may be substituted by P al -S al- .
  • X a11 or X a16 ⁇ X a110 is replaced by a suction group
  • X a11 or X a18 is substituted with an adsorptive group Is more preferred.
  • the adsorptive group may be substituted by P al -S al- .
  • X a18 is preferably substituted with an adsorptive group.
  • any one or more of X al 6 to X a 110 be substituted with P al -S al- , and one of X al 7 or X a 19 is P More preferably, it is substituted by al -Sp al- .
  • At least one or two or more P al -Sp al of X a16 ⁇ X a110 - is preferably substituted in either one of X a17 or X a14 is P al it is more preferably substituted in the - -sp al.
  • X a11 to X a17 or X a9 to X a114 be substituted with a bending group
  • a19 to Xa112 be substituted with a bending group.
  • X a11 is substituted with a bending group
  • any one of X al4 to X a17 or X a19 through X a112 is substituted with a bending group.
  • the number of carbon atoms in the former X a11 is larger than that in the latter X a11 .
  • the bending group may be substituted by P al -S al- .
  • One or more of hydrogen atoms in a cyclohexane ring, a benzene ring, a pyran ring or a dioxane ring in any of the general formulas (AL-1-1) to (AL-2-3) are a halogen atom, P al ⁇ It may be substituted by Sp al- , a monovalent organic group (eg, an alkyl group having 1 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms), an adsorptive group or a bending group.
  • preferred embodiments are the general formula (AL-1-1), the general formula (AL-1-4), the general formula (AL-1-7), the general formula (AL-2-1) or the general formula A structure represented by formula (AL-2-3), which is represented by a general formula (AL-1-4), a general formula (AL-1-7) or a general formula (AL-2-3); And a structure represented by formula (AL-1-4) or (AL-1-7).
  • the adsorbing group according to the present invention is a group having a function of adsorbing to an adsorbent such as a substrate, a film, an electrode and the like.
  • Adsorption is generally separated into chemical adsorption in which a chemical bond (covalent bond, ionic bond or metal bond) is formed to be adsorbed between an adsorbent and an adsorbate, or physical adsorption other than the chemical adsorption.
  • the adsorption of the paper may be either chemical adsorption or physical adsorption, but it is preferable to adsorb with the adsorbent by physical adsorption.
  • the adsorptive group according to the present invention is preferably a group capable of physically adsorbing to the adsorbent, and the adsorptive group is more preferably bonded to the adsorbent by an intermolecular force.
  • bonded with an adsorbent by the said intermolecular force it has couple
  • the adsorptive group according to the present invention may be a donor or acceptor of a proton that mediates a hydrogen bond, or both.
  • the adsorptive group according to the present invention is preferably a group containing a polar element having an atomic group in which a carbon atom and a hetero atom are linked.
  • the polar element as used herein means an atomic group in which a carbon atom and a hetero atom are directly linked.
  • the hetero atom is preferably at least one selected from the group consisting of N, O, S, P, B and Si, and is at least one selected from the group consisting of N, O and S. Is preferable, and at least one selected from the group consisting of N and O is preferable, and O is preferable.
  • the valence of the polar element according to the present invention is not particularly limited, such as monovalent, divalent or trivalent, and the number of polar elements in the adsorptive group is also particularly limited. There is nothing to do.
  • the number of the adsorption groups is preferably 1 to 8, more preferably 1 to 4, and still more preferably 1 to 3, in one molecule.
  • the adsorption group according to the present invention P al -Sp al - and bent groups are excluded.
  • the adsorptive group according to the present invention contains one or more polar elements, and the adsorptive group is roughly classified into cyclic group type and chain group type.
  • a cyclic group type is a form that includes a cyclic group with a cyclic structure that includes a polar element in its structure
  • a chain group type includes a cyclic group that includes a cyclic structure that includes a polar element in its structure.
  • the chain group is a form having a polar element in a linear or branched chain group, and a part thereof may have a cyclic structure not containing a polar element.
  • the form in which the adsorptive group according to the present invention contains a cyclic group means a form in which at least one polar element is contained in a cyclic atomic arrangement.
  • the cyclic group in the present specification is as described above. Therefore, in the case where the adsorptive group according to the present invention contains a cyclic group, it only needs to contain a cyclic group containing a polar element, and the entire adsorptive group may be branched or linear. .
  • the adsorptive group according to the present invention is in the form of a chain group in that there is no cyclic atomic arrangement containing polar elements in the molecule, and at least one polar element can be linear (possibly branched) It means the form included.
  • chain group refers to an atomic group in which structural atoms have no linear atomic arrangement in the structural formula and in which the constituting atoms are linearly (or may be branched) bonded, and an acyclic group. .
  • a linear or branched aliphatic group which may contain either a saturated bond or an unsaturated bond, including, for example, alkyl, alkenyl, alkoxy, ester, ether or ketone, etc., at least one It is a concept which may be substituted by a substituent (reactive functional group (vinyl group, acryl group, methacryl group, etc.), chain organic group (alkyl, cyano, etc.). It may be linear or branched.
  • the adsorptive group according to the present invention preferably has a chain group or a cyclic group.
  • a chain group is preferable, and a cyclic group is preferable from the viewpoint of the stability to the liquid crystal composition.
  • the adsorptive group according to the present invention is a cyclic group, it has a heteroaromatic group having 3 to 20 carbon atoms (including a fused ring) or a heteroaliphatic group having 3 to 20 carbon atoms (including a fused ring) Is more preferable, a C 3-12 heteroaromatic group (including a fused ring) or a C 3-12 heteroaliphatic group (including a fused ring) is more preferable, and a 5-membered ring complex is more preferable.
  • it represents an aromatic group, a 5-membered ring heteroaliphatic group, a 6-membered ring heteroaromatic group or a 6-membered ring heteroaliphatic group, and the hydrogen atom in these ring structures is a halogen atom, the number of carbon atoms It may be substituted by 1 to 5 linear or branched alkyl groups or alkyloxy groups.
  • the adsorptive group according to the present invention is a chain group
  • a hydrogen atom or -CH 2 -in a linear or branched alkyl group having 1 to 20 carbon atoms be substituted by a polar element
  • the end portion contains a polar element or two or more polar elements.
  • the hydrogen atom of the adsorptive group according to the present invention may be substituted by a polymerizable group.
  • the type of polar element according to the present invention includes an oxygen atom-containing polar element (hereinafter, oxygen-containing polar element), a nitrogen atom-containing polar element (hereinafter, nitrogen-containing polar element), and a phosphorus atom Element (hereinafter, phosphorus-containing polar element), polar element including boron atom (hereinafter, boron-containing polar element), polar element including silicon atom (hereinafter, silicon-containing polar element) or polar element including sulfur atom (hereinafter, including It is preferable that it is a partial structure represented by (sulfur polar element), and from the viewpoint of adsorption capacity, nitrogen-containing polar element, nitrogen-containing polar element or oxygen-containing polar element is more preferable, and oxygen-containing polar element is even more preferable.
  • oxygen-containing polar element hereinafter, oxygen-containing polar element
  • nitrogen-containing polar element or oxygen-containing polar element is more preferable
  • oxygen-containing polar element is even more prefer
  • cyano group (-CN), primary amino group (-NH 2 ), secondary amino group (-NH-), tertiary amino group (-NRR '; however, R, R' Is at least one group selected from the group consisting of an alkyl group), pyridyl group, carbamoyl group (-CONH 2 ) and ureido group (-NHCONH 2 ), or a group in which the group is linked to a carbon atom Is preferred.
  • the boron-containing polar element is preferably a group in which a boric acid group (—B (OH) 2 ) is linked to a carbon atom.
  • silicon-containing polar element -Si (OH) 3 group or -Si (OR) (OR ') (OR''); provided that R, R' and R '' are alkyl groups, and the carbon atom is It is preferable that it is a connected group.
  • the adsorptive group according to the present invention is a group in which the cyclic group has an oxygen-containing polar element (hereinafter, an oxygen-containing cyclic group) and a group in which the cyclic group has a nitrogen atom polar element (hereinafter, a nitrogen-containing ring Formula group), a group in which the cyclic group has a phosphorus-containing polar element (hereinafter referred to as a phosphorus-containing cyclic group), a group in which the cyclic group has a boron-containing polar element (hereinafter referred to as a boron-containing cyclic group), cyclic A group having a silicon-containing polar element (hereinafter, a silicon-containing cyclic group), a group having a sulfur group containing a sulfur-containing polar element (hereinafter, a sulfur-containing cyclic group), a chain group having an oxygen-containing polar element (Hereinafter referred to as an oxygen-containing chain group), a chain
  • X t1 represents a linear or branched alkyl group having 1 to 18 carbon atoms or -NH 2
  • the hydrogen atom in the alkyl group is a cyano group
  • the R t1 represents a hydrogen atom, and a carbon atom number of 1 to 5 alkyl groups or Z t1 carbon atoms which may combine with one to eight linear or branched alkylene group or Z t1 R 2 represents a linear or branched alkenylene group having 2 to 8 carbon atoms, and Z t2 represents a single bond, a linear or branched alkylene group having 1 to 18 carbon atoms, or carbon A linear or
  • X t1 is -Z t2 -O-R at And when R at is an alkylene group or an alkenylene group, the hydrogen atom of Z t1 may be substituted and R t1 may be bonded to R t1, and W t0 is a linear or branched C 1-18 C atom
  • -, -OCO- may be substituted,
  • n t1 represents an integer of 0 or more and 4 or less,
  • Hydrogen atoms in the molecule of the polymerizable group P al -Sp al - may be substituted by, * represents a bond, mesogenic group, the polymerizable group which bonds to bend group or spacer group.
  • preferable X t1 represents a linear or branched alkyl group having 1 to 17 carbon atoms, -NH 2 or -Z t2 -O-R t1 group, and the alkyl group hydrogen atom a cyano group in, P al -Sp al - may be substituted by the above R t1 represents a hydrogen atom, a carbon atom bonded to an alkyl group or Z t1 of 1 to 5 carbon atoms 1 to represent the eight linear or branched alkylene group or Z t1 carbon atoms which may be coupled with 2 to 8 linear or branched alkenylene group, the Z t2 are single Represents a bond, a linear or branched alkylene group having 1 to 18 carbon atoms, or a linear or branched alkenylene group having 2 to 18 carbon atoms, and the alkylene group or —CH 2 of the corresponding alkenylene group 2 - is directly adjacent oxygen
  • W t2 represents a single bond or a divalent to tetravalent organic group
  • m t1 represents an integer of 1 to 3
  • * represents a bond, mesogenic group, the polymerizable group, flexion It bonds to a group or a spacer group.
  • “-W t2 -Any” in the general formula (t) indicates that W t2 represents a single bond to a multivalent group, and the bond is monovalent to multivalent (Any).
  • a divalent to tetravalent organic group is a group having a chemical structure constituted by the organic compound being in the form of a divalent to tetravalent group, and a hydrogen atom is selected from the organic compound. It refers to an atomic group formed by removing two to four.
  • a divalent to tetravalent organic group -W t2 -Any is preferably a chain organic group, and, for example, a linear or branched C1 to C10 carbon atoms
  • the alkylene multivalent group is a trivalent or tetravalent group formed by removing one or two hydrogen atoms from the alkylene group, and a trivalent to tetravalent group having a free valence in a so-called hydrocarbon chain.
  • the group represented by the above general formula (t) is a preferred embodiment of W t0 in the general formula (T), that is, even though the adsorptive group (general formula (T)) is substituted by the adsorptive group (general formula (T))
  • W t2 is a trivalent organic group, that is, mt1 ′ is 2 and W t2 is nitrogen
  • W ta is an atom or an alkylene polyvalent group
  • the following general formula (ta) or (tb) may be mentioned.
  • R tc represents a hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, or a polymerizable group P al -S al- Represented by Z t1 and Z t1 ′ independently represent the same meaning as Z t1 in the general formula (T),
  • X t1 and X t1 ′ each independently represent the same meaning as Z t1 in the general formula (T)
  • W t1 represents the same meaning as W t1 in the general formula (T)
  • n t1 and n t1 ′ independently represent the same meaning as n t1 in the general formula (T)
  • Hydrogen atoms in the molecule of the polymerizable group P al -Sp al - may be substituted by, * represents a bond, mesogenic group, the polymerizable group which bonds to bend group or spacer group.
  • Z t1 , Z t1 ′ and Z t1 ′ ′ each independently represent the same meaning as Z t1 in the general formula (T)
  • X t1 , X t1 ′ and X t1 ′ ′ each independently represent the same meaning as X t1 in the general formula (T)
  • W t1 represents the same meaning as W t1 in the general formula (T)
  • * represents a bond, which is bonded to a mesogen group, a polymerizable group, a bending group or a spacer group.
  • mt1 ′ is preferably 1 or 2, and mt1 ′ is more preferably 1. Further, among the embodiments represented by the above general formula (ta), general formula (tb) and general formula (tc), the embodiment represented by the above general formula (ta) is preferable .
  • -W t2 -Any is preferably a single bond or a divalent to trivalent organic group, and is a single bond or a linear or branched alkylene group having 1 to 8 carbon atoms
  • the —CH 2 — of the alkylene group may be substituted by —O— so that the oxygen atom is not directly adjacent to it, a linear or branched alkanetriyl group having 1 to 8 carbon atoms
  • the —CH 2 — of the alkanetriyl group may be substituted by —O— so that the oxygen atom is not directly adjacent to it, or a linear or branched alkyl-ylidene group (—CH of the alkyl-ylidene group concerned) 2- is more preferably -O- such that the oxygen atom is not directly adjacent.
  • the following groups may be mentioned.
  • R tc represents an alkyl group or a polymerizable group of 1 to 8 carbon atoms (P al -Sp al -) represent, NT0 is an integer of 1-7, * a is a bond . represented) Further, W t2 of the hydrogen atoms in the polymerizable group (P al -Sp al -) may be substituted.
  • mt1 preferably represents 1 or 2.
  • W t1 may be substituted for and bonded to a hydrogen atom of a mesogenic group, a polymerizable group or a bending group.
  • X t1 is a form not bound to Z t1 (chain group), and X t1 is a form (cyclic group) forming a ring by binding to Z t1 Contains.
  • the former form it has 1 to 7 carbon atoms substituted with a linear or branched alkyl group having 1 to 8 carbon atoms, -NH 2 , -Z t2 -O-R t1 group or cyano group.
  • Linear or branched alkyl group is preferable, and a linear or branched alkyl group having 1 to 7 carbon atoms, a -Z t2 -O-R t1 group, or a carbon atom substituted with a cyano group
  • the linear or branched alkyl group of 1 to 7 is more preferable.
  • each R t1 independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms
  • the above Z t2 is a single bond or a straight chain having 1 to 10 carbon atoms.
  • nt1 is 1 or more
  • X t1 is -Z t2 -O-R t1
  • R t1 is a linear or branched alkylene group having 1 to 7 carbon atoms or 2 carbon atoms It is preferable that R 7 be a linear or branched alkenylene group and that a hydrogen atom of Z t 1 be substituted and be bonded to R t 1 , for example, be represented by the following general formula (T ′) preferable.
  • R t1 ′ each independently represents a linear or branched alkylene group having 1 to 8 carbon atoms, or a linear or branched chain having 2 to 8 carbon atoms Represents an alkenylene group
  • Z t2 ' each independently represents a single bond, a linear or branched alkylene group having 1 to 10 carbon atoms, or a linear or branched alkenylene group having 2 to 10 carbon atoms
  • W t2 represents a single bond or a divalent to tetravalent organic group
  • -OCO- may be substituted
  • n t1 ' represents an integer of 1 or more and 4 or less
  • hydrogen atoms in the molecule of the polymerizable group P al -Sp al - may be substituted by
  • * represents a bond, mesogenic group, a polymerizable group, It bonds to a bending group or a spacer group.
  • the said alkylene trivalent group means the trivalent group which can remove one hydrogen atom further from an alkylene group.
  • the alkenylene trivalent group is a trivalent group obtained by further removing one hydrogen atom from an alkenylene group, a trivalent group having a free valence in a so-called hydrocarbon chain, such as an alkanetriyl group or an alkyl-ylidene group. Group etc.
  • nt1 preferably represents an integer of 0 or more and 3 or less, and more preferably nt1 represents an integer of 0 or more and 2 or less.
  • the above general formula (T) includes cyclic groups represented by general formulas (T-1-1) to (T-4-1) and a chain group represented by general formula (T-5-1) It is preferable that it is at least one selected from the group consisting of
  • the adsorptive group represented by the general formula (T) according to the present invention selects a cyclic group, the general formula (T-1-1) or the general formula T-2-1) is preferred.
  • the adsorptive group represented by the general formula (T) according to the present invention selects a chain group, the general formula (T-5-1) is preferable from the viewpoint of adsorption ability and stability to a liquid crystal composition.
  • each of X a and X b independently represents —O—, —S— or CH 2 —
  • R t5 represents a linear or branched alkyl group having 1 to 8 carbon atoms, a cyanated alkyl group, or a linear or branched alkoxy group having 1 to 8 carbon atoms, and these alkyls
  • W t2 represents a single bond or a monovalent to tetravalent organic group
  • W t1 represents a single bond or a linear or branched alkylene group
  • n t1 represents an integer of 0 or more and 4 or less
  • mt1 represents an integer of 1 to 3
  • hydrogen atoms in the molecule of the polymerizable group P al -Sp al - may be substituted by, * represents a bond, mesogenic group, the polymerizable group, the bending group Or bond to a spacer group.
  • R tc represents a hydrogen atom, C 1 -C 7 alkyl group or a polymerizable group P al -Sp al - represented by a hydrogen atom in the molecule of the polymerizable group P al -Sp al - may be substituted by, * represents a bonding hand, binds mesogenic group, the polymerizable group, the bending group or spacer group).
  • * represents a bonding hand, binds mesogenic group, the polymerizable group, the bending group or spacer group.
  • T-5-1) represents the general formula (T-5-2).
  • W t1 represents the same meaning as W t1 in the general formula (T-5)
  • R tc is a hydrogen atom, an alkyl group having 1 to 7 carbon atoms, or a polymerizable group P al -Sp al- represented, n t1, n t2 and n t3 is 0 or 1 each independently, a hydrogen atom in the molecule P al -Sp al - may be substituted for).
  • Specific examples of the above general formula (T-5-1) include the following groups.
  • R tc represents a hydrogen atom, C 1 -C 7 alkyl group or a polymerizable group P al -Sp al - represented by a hydrogen atom in the molecule of the polymerizable group P al -Sp al - may be substituted by, * represents a bonding hand, binds mesogenic group, the polymerizable group, the bending group or spacer group).
  • R c is a hydrogen atom, C 1 -C 7 alkyl group or a polymerizable group P al -Sp al - is represented by a hydrogen atom in the molecule of the polymerizable group P al -Sp (may be substituted with al- ) (* represents a bond, and is bonded to a mesogenic group, a polymerizable group, a bending group or a spacer group)
  • the self-orienting compound of the present invention is preferably not a hydroxyl group (alcoholic, phenolic, —COOH, —SO 2 (OH), etc.) as a polar group.
  • the spontaneous orientation compound according to the present invention a form in which the polar element contained in the adsorptive group or the polar element contained in the polymerizable group is localized is preferable.
  • the adsorptive group is an important structure for vertically aligning the liquid crystal composition, and by the adsorptive group and the polymerizable group being adjacent to each other, better alignment can be obtained, and good to the liquid crystal composition can be obtained. It shows solubility.
  • a form having a polymerizable group and an adsorptive group on the same ring of the mesogen group is preferable.
  • one or more polymerizable groups and one or more adsorptive groups are bonded to the same ring, respectively, and at least one of at least one or more adsorptive groups of one or more polymerizable groups, It includes a form in which one is bonded to the other and has a polymerizable group and an adsorptive group on the same ring.
  • the hydrogen atom of the spacer group of the polymerizable group may be substituted by the adsorptive group, and further, it also includes a form in which the hydrogen atom of the molecule of the adsorptive group is bonded to the spacer group of the polymerizable group.
  • one or more hydrogen atoms of the polymerizable group may be substituted by an adsorptive group.
  • one or more hydrogen atoms of Sp al coupled to the polymerizable group include forms have been replaced by adsorptive group by P al or need polymerizable group, as a more preferred form , polymerizable groups - include embodiments in which one or more hydrogen atoms in is replaced with adsorptive group represented by the general formula (T) (P a1 -Sp a1 ).
  • R t11a , R t16a and R t151a each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms
  • R t151 b and R t151 c each independently have 1 to carbon atoms 3 alkyl group, cyanated alkyl group having 1 to 3 carbon atoms
  • X a and X b represent -O-, -S- or -CH 2-
  • L t151a and L t151a each independently represent a methylene group, an ethylene group, a propylene group, a vinylidene group, a vinylene group, an isopropenylene group or an ethylidene group
  • n t11 c , nt 151 c , nt 16 c , nt 151 d , nt 151 e , nt 151 f and nt 151 g each independently represent 0 or 1, and nt 11 c
  • L t151a and L t151a each independently are preferably a methylene group, an ethylene group, a vinylidene group, a vinylene group, an isopropenylene group or an ethylidene group.
  • n t11a , n t11b , n t16a , n t16b , n t151 a and n t151 b is preferably an integer of 1 to 8, and more preferably an integer of 1 to 5.
  • the bending group according to the present invention has a function of inducing the alignment of liquid crystal molecules, and preferably represents a linear or branched alkylene group having 1 to 20 carbon atoms, and a linear carbon atom It is more preferable to represent an alkylene group of the number 1 to 20, and more preferable to represent a linear alkylene group having 2 to 15 carbon atoms.
  • the bending group is preferably bonded to a mesogen group from the viewpoint that the spontaneous alignment compound has a so-called amphiphilic property to the liquid crystal layer.
  • the number of the bending groups is preferably 1 to 6, more preferably 1 to 4, and still more preferably 1 to 3.
  • the spontaneous orientation compound preferably has a bending group for orienting liquid crystal molecules at one end of the mesogenic group, and a structure having a polymerizable group and an adsorptive group at the other end of the mesogenic group .
  • a substance having in one molecule a nonpolar portion having an affinity for the liquid crystal layer and a polar portion having a low affinity for the liquid crystal layer Is considered to lower the interface free energy by being aligned on the interface.
  • the lower limit of the content of the spontaneously aligning compound in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04% by mass, and more preferably 0.05% by mass.
  • 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, 0.12 mass% is preferable, 0.
  • the upper limit of the content of the polymerizable compound represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, and preferably 2.1% by mass.
  • 2 mass% is preferable, 1.8 mass% is preferable, 1.6 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is 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, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.
  • a particularly preferable specific example of the spontaneous orientation compound according to the present invention is a compound represented by the following general formula (al-1-1).
  • R ala and R alb above P al -Sp al - preferably represents a.
  • R al 4 is a group represented by any one of the above general formulas (T-1-1) to (T-7-1) or the formula (T-1-1.1) or (T-5) -1.1) is preferred.
  • Preferred compounds include compounds represented by the following formulas (AL-2.1) to (AL-2.60).
  • composition in the present invention may further contain one or more compounds (Q) as an additive in order to improve the reliability.
  • the compound (Q) preferably has the following structure.
  • the compound (Q) is preferably a compound represented by the following general formula (Q-a) to the general formula (Q-d).
  • R Q1 is preferably a linear alkyl group having 1 to 10 carbon atoms or a branched alkyl group
  • R Q2 is preferably a linear alkyl group having 1 to 20 carbon atoms or a branched alkyl group
  • R Q3 is A linear alkyl group having 1 to 8 carbon atoms, a branched alkyl group, a linear alkoxy group or a branched alkoxy group is preferable
  • L Q is preferably a linear alkylene group having 1 to 8 carbon atoms or a branched alkylene group .
  • the compounds represented by general formula (Qc) and general formula (Qd) are more preferable.
  • composition of the present invention it is preferable to contain one or two types of compounds represented by general formula (Q), more preferably to contain one to five types, and the content thereof is from 0.001 to It is preferably 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.
  • compounds represented by the following (Q-1) to (Q-44) are preferable as the antioxidant or light stabilizer which can be used in the present invention.
  • n represents an integer of 0 to 20
  • the liquid crystal composition of the present embodiment is applied to a liquid crystal display element.
  • FIG.1, 2 suitably.
  • FIG. 1 is a view schematically showing the structure of a liquid crystal display device.
  • the respective components are illustrated separately for convenience of explanation.
  • the liquid crystal display element 1 according to the present embodiment is provided between the first substrate 2 and the second substrate 3 and the first substrate 2 and the second substrate 3 which are disposed to face each other.
  • the liquid crystal layer 4 is made of the liquid crystal composition of the present embodiment described above.
  • the pixel electrode layer 5 is formed on the surface of the first substrate 2 on the liquid crystal layer 4 side.
  • a common electrode layer 6 is formed on the second substrate 3 on the liquid crystal layer 4 side.
  • the first substrate 2 and the second substrate 3 may be sandwiched by a pair of polarizing plates 7 and 8.
  • a color filter 9 may be further provided on the liquid crystal layer 4 side of the second substrate 3.
  • the liquid crystal display element 1 includes the first polarizing plate 7, the first substrate 2, the pixel electrode layer 5, the liquid crystal layer 4 containing a liquid crystal composition, the common electrode layer 6, and the color filter 9 has a configuration in which the second substrate 3 and the second polarizing plate 8 are laminated in this order.
  • the first substrate 2 and the second substrate 3 are formed of a flexible material such as glass or plastic, for example. At least one of the first substrate 2 and the second substrate 3 may be formed of a transparent material, and the other may be formed of a transparent material or an opaque material such as metal or silicon.
  • the first substrate 2 and the second substrate 3 are bonded to each other by a sealing material and a sealing material such as an epoxy-based thermosetting composition disposed in the peripheral region, and in order to maintain the distance between the substrates
  • a sealing material and a sealing material such as an epoxy-based thermosetting composition disposed in the peripheral region, and in order to maintain the distance between the substrates
  • particulate spacers such as glass particles, plastic particles, and alumina particles, or spacer posts made of a resin formed by photolithography may be disposed.
  • the first polarizing plate 7 and the second polarizing plate 8 can be adjusted so that the viewing angle and the contrast become good by adjusting the polarization axes of the respective polarizing plates, and their transmission axes operate in the normally black mode It is preferable to have transmission axes orthogonal to one another.
  • any one of the first polarizing plate 7 and the second polarizing plate 8 is preferably arranged to have a transmission axis parallel to the alignment direction of liquid crystal molecules when no voltage is applied.
  • the color filter 9 preferably forms a black matrix, and preferably forms a black matrix (not shown) in the portion corresponding to the thin film transistor.
  • the black matrix may be placed on the substrate opposite to the array substrate together with the color filter, or may be placed on the array substrate side together with the color filter, the black matrix on the array substrate, and the color filter on the other substrate. It may be installed separately. Also, the black matrix may be installed separately from the color filter, but may be one that reduces the transmittance by overlapping each color of the color filter.
  • FIG. 2 is an enlarged plan view of a region surrounded by an I line which is a part of the pixel electrode layer 5 formed on the first substrate 2 in FIG.
  • a plurality of gate bus lines 11 for supplying a scanning signal and a plurality of display signals are supplied in the pixel electrode layer 5 including a thin film transistor formed on the surface of the first substrate 2.
  • Data bus lines 12 cross each other and are arranged in a matrix. Note that FIG. 2 shows only the pair of gate bus lines 11 and 11 and the pair of data bus lines 12 and 12.
  • a unit pixel of the liquid crystal display element is formed by a region surrounded by the plurality of gate bus lines 11 and the plurality of data bus lines 12, and the pixel electrode 13 is formed in the unit pixel.
  • the pixel electrode 13 has a so-called fishbone structure including two stems having a cross shape orthogonal to each other and a plurality of branches extending from each stem. Further, between the pair of gate bus lines 11, a Cs electrode 14 is provided substantially in parallel with the gate bus line 11.
  • a thin film transistor including a source electrode 15 and a drain electrode 16 is provided in the vicinity of an intersection where the gate bus line 11 and the data bus line 12 intersect with each other. The drain electrode 16 is provided with a contact hole 17.
  • Gate bus line 11 and data bus line 12 are preferably each formed of a metal film, and more preferably formed of Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or an alloy thereof More preferably, it is formed of Mo, Al or an alloy thereof.
  • the pixel electrode 13 is preferably a transparent electrode in order to improve the transmittance.
  • the transparent electrode is formed by sputtering an oxide semiconductor (ZnO, InGaZnO, SiGe, GaAs, IZO (Indium Zinc Oxide), ITO (Indium Tin Oxide), SnO, TiO, AZTO (AlZnSnO), or the like).
  • the film thickness of the transparent electrode may be 10 to 200 nm.
  • the transparent electrode can be formed as a polycrystalline ITO film by firing the amorphous ITO film.
  • a wiring is formed by sputtering a metal material such as Al or its alloy on the first substrate 2 and the second substrate 3, and the pixel electrode layer 5 and the common electrode layer 6 are formed.
  • the color filter 9 can be produced, for example, by a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. A method of producing a color filter by the pigment dispersion method will be described by way of example.
  • a curable coloring composition for a color filter is applied on the transparent substrate, subjected to a patterning process, and cured by heating or light irradiation. By performing this process for each of three colors of red, green, and blue, it is possible to create a pixel portion for a color filter.
  • the color filter 9 may be installed on the side of the substrate having a TFT or the like.
  • the first substrate 2 and the second substrate 3 face each other such that the pixel electrode layer 5 and the common electrode layer 6 are on the inner side, but at this time, the distance between the first substrate 2 and the second substrate 3 You may adjust the At this time, it is preferable to adjust the thickness of the liquid crystal layer 4 to, for example, 1 to 100 ⁇ m.
  • the polarizing plates 7 and 8 it is preferable to adjust the product of the refractive index anisotropy ⁇ n of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 so as to maximize the contrast.
  • the polarization axes of the respective polarizing plates can be adjusted to adjust the viewing angle and contrast to be good. Furthermore, retardation films for widening the viewing angle can also be used.
  • a sealing agent such as an epoxy-based thermosetting composition is screen-printed on the substrate in a form provided with a liquid crystal injection port, the substrates are bonded to each other, and heating is performed to thermally cure the sealing agent.
  • a usual vacuum injection method or one drop fill (ODF) method can be used, but in the vacuum injection method, a drip mark is Although it does not occur, it has a problem that a trace of injection remains, but in the present embodiment, it can be more suitably used for a display element manufactured using the ODF method.
  • a sealing agent such as an epoxy-based combination heat and light curing property is drawn on a back plane or front plane substrate in a closed loop shape using a dispenser, and removed therefrom.
  • a liquid crystal display element can be manufactured by bonding a front plane and a backplane after dropping a predetermined amount of composition under air.
  • the liquid crystal composition of this embodiment is produced, for example, at the time of liquid crystal dropping. Since the liquid crystal can be stably dropped over a long time with little influence on rapid pressure change and impact in the dropping device, the yield of the liquid crystal display element can be kept high.
  • small liquid crystal display devices frequently used for smartphones, which are in vogue recently have difficulty in controlling the deviation from the optimum value within a certain range itself because the optimum liquid crystal injection amount is small, but the liquid crystal of this embodiment By using the composition, it is possible to realize a stable discharge amount of the liquid crystal material even in a small liquid crystal display element.
  • the liquid crystal composition of the present embodiment contains a polymerizable compound
  • a polymerizable compound as a method of polymerizing the polymerizable compound, in order to obtain good alignment performance of the liquid crystal, an appropriate polymerization rate is desirable, so ultraviolet light or electron beam And the like are preferably used in combination or sequentially or in combination with active energy rays.
  • ultraviolet light a polarized light source may be used or a non-polarized light source may be used.
  • at least the substrate on the irradiation surface side should be appropriately transparent to the active energy ray. It does not.
  • the alignment state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field or temperature, and irradiation of active energy rays is further performed.
  • a means of polymerization may be used.
  • 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 the desired pretilt angle of the liquid crystal display element.
  • the pretilt angle of the liquid crystal display element can be controlled by the applied voltage.
  • the pretilt angle is preferably controlled to 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.
  • the temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the composition of the present embodiment is maintained. It is preferred to polymerize at a temperature close to room temperature, ie, typically at a temperature of 15-35 ° C.
  • a lamp that generates ultraviolet light a metal halide lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, or the like can be used.
  • a wavelength of the ultraviolet-ray to irradiate it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a composition, and it is preferable to cut and use an ultraviolet-ray as needed.
  • Intensity of ultraviolet irradiation is preferably from 0.1mW / cm 2 ⁇ 100W / cm 2, 2mW / cm 2 ⁇ 50W / cm 2 is more preferable.
  • the amount of energy of the ultraviolet rays to be irradiated can be appropriately adjusted, 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 when irradiating ultraviolet light.
  • the irradiation time of the ultraviolet light is appropriately selected depending on the intensity of the ultraviolet light, but is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.
  • the compound (i) since the compound (i) does not inhibit the polymerization reaction of the above-mentioned polymerizable compound, the polymerizable compounds are suitably polymerized, and the unreacted polymerizable compound remains in the liquid crystal composition. Can be suppressed.
  • the liquid crystal display element 1 obtained is a liquid crystal composition provided between two substrates 2 and 3 and two substrates 2 and 3 and a general formula And a liquid crystal layer 4 containing a polymer of the compound represented by (ii).
  • the polymer of the compound represented by the general formula (ii) is considered to be localized on the side of the substrates 2 and 3 in the liquid crystal layer 4.
  • the liquid crystal display element 1 may be an active matrix drive liquid crystal display element.
  • the liquid crystal display element 1 may be a PSA type, PSVA type, VA type, IPS type, FFS type or ECB type liquid crystal display element, and is preferably a PSA type liquid crystal display element.
  • liquid crystal display element of the present embodiment a liquid crystal composition containing the compound (i) is used, so an alignment film such as a polyimide alignment film is provided on the liquid crystal layer 4 side of the first substrate 2 and the second substrate 3. It does not have to be. That is, in the liquid crystal display element of the present embodiment, at least one of the two substrates can have a configuration without an alignment film such as a polyimide alignment film.
  • Tni Nematic phase-isotropic liquid phase transition temperature (° C) ⁇ n: refractive index anisotropy at 25 ° C. ⁇ : dielectric anisotropy at 25 ° C. K11: elastic constant K11 (pN) at 25 ° C. K33: Elastic constant at 25 ° C. K33 (pN) ⁇ 1: rotational viscosity at 25 ° C (mPa ⁇ s) Evaluation test for low-temperature storage stability: The liquid crystal composition was filtered, and the dissolved air was removed under vacuum and reduced pressure conditions. The container was put into a well-cleaned container and allowed to stand for 240 hours in an environment of ⁇ 20 ° C. Then, the presence or absence of precipitation was observed visually and it determined in the following two steps.
  • ⁇ Precipitation not observed ⁇ : Evaluation test of vertical alignment in which precipitation can be confirmed: First substrate not having an alignment film provided with a transparent electrode layer comprising a transparent common electrode and a color filter layer (common electrode substrate) A second substrate (pixel electrode substrate) having no alignment film having a pixel electrode layer having a transparent pixel electrode driven by an active element was produced. The liquid crystal composition was dropped on the first substrate, held between the second substrate, and the sealing material was cured to obtain a liquid crystal cell. The vertical orientation at this time was observed using a polarizing microscope and evaluated in the following four steps.
  • pretilt angle stability evaluation of the above-mentioned (vertical alignment property While applying a rectangular AC wave of 10 V and 100 Hz to the liquid crystal cell used in the test), a high-pressure mercury lamp was used for 200 seconds of irradiation with UV light having an illuminance of 100 m / cm 2 at 365 nm. Thereafter, an external force was physically applied to the cell while applying a rectangular AC wave of 10 V and 100 Hz, and the stability of the white display was evaluated in the following four stages.
  • Example 1 to Comparative Example 1 Liquid crystal compositions of LC-1 to LC-14 and LC-R1 shown in the following table were prepared, and their physical properties were measured. Physical properties are as shown in Table 1.
  • the polymerizable compound-containing liquid crystal composition was prepared by adding the amount of the polymerizable compound in the table to 100 parts by mass of each liquid crystal composition described above, and the low temperature storage property, vertical alignment and pretilt angle stability were confirmed. .
  • the characteristics are as shown in Table 2. It was confirmed that the polymerizable liquid crystal composition of the present invention has excellent characteristics in all cases.
  • SYMBOLS 1 Liquid crystal display element, 2 ... 1st board

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Abstract

La présente invention aborde le problème de l'obtention : d'une composition de cristaux liquides polymérisable qui présente une anisotropie de constante diélectrique négative (Δε), qui satisfait des propriétés d'attaque à basse tension, une réponse à grande vitesse, et une aptitude à l'affichage dans une large plage de températures normalement requise pour des compositions de cristaux liquides, et qui ne présente pas ou qui présente très peu de défauts d'affichage lorsqu'elle est utilisée dans un élément d'affichage à cristaux liquides ; et d'un élément d'affichage à cristaux liquides mettant en œuvre la composition de cristaux liquides. Cette composition de cristaux liquides présente une anisotropie de constante diélectrique négative (Δε) et comprend un ou plusieurs composés polymérisables et un ou plusieurs composés choisis parmi des composés représentés par les formules générales (N-1), (N-2) et (N-3).
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