WO2020075508A1 - 液晶組成物および液晶表示素子 - Google Patents

液晶組成物および液晶表示素子 Download PDF

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WO2020075508A1
WO2020075508A1 PCT/JP2019/037806 JP2019037806W WO2020075508A1 WO 2020075508 A1 WO2020075508 A1 WO 2020075508A1 JP 2019037806 W JP2019037806 W JP 2019037806W WO 2020075508 A1 WO2020075508 A1 WO 2020075508A1
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mass
liquid crystal
group
carbon atoms
crystal composition
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PCT/JP2019/037806
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English (en)
French (fr)
Japanese (ja)
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雄一 井ノ上
純一 間宮
淳子 山本
正臣 木村
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Dic株式会社
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Priority to JP2020506858A priority Critical patent/JP6787527B2/ja
Priority to CN201980046474.0A priority patent/CN112437802A/zh
Publication of WO2020075508A1 publication Critical patent/WO2020075508A1/ja

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/38—Polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54—Additives having no specific mesophase characterised by their chemical composition
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells

Definitions

  • the present invention relates to a liquid crystal composition and a liquid crystal display device.
  • a polymerizable monomer such as PSA (Polymer Sustained Alignment) is mixed in the liquid crystal composition constituting the liquid crystal layer to control the alignment state of liquid crystal molecules.
  • PSA Polymer Sustained Alignment
  • the polymerizable monomer does not have a spacer group in the molecule, the polymer obtained by polymerizing the polymerizable monomer becomes rigid. Therefore, it is possible to reduce the occurrence of IS (Image Sticking: image sticking) in the liquid crystal display element.
  • IS Image Sticking: image sticking
  • such a polymerizable monomer may have low solubility in the liquid crystal composition.
  • An object of the present invention is to dissolve a large amount of a polymerizable monomer, and to sufficiently increase the polymerization rate thereof to form a pretilt angle in a shorter time, and a liquid crystal composition containing such a liquid crystal composition. It is an object of the present invention to provide a liquid crystal display element that has a large pretilt angle, has little or no change in the pretilt angle, and has excellent voltage holding ratio (VHR) and response performance.
  • VHR voltage holding ratio
  • Liquid crystal molecules A polymerizable monomer A having a mesogen skeleton and at least two polymerizable groups bonded to the mesogen skeleton, all of the polymerizable groups being directly bonded to the mesogen skeleton; A polymerizable monomer B having a mesogenic skeleton and at least two polymerizable groups bonded to the mesogenic skeleton, all of the polymerizable groups being bonded to the mesogenic skeleton via a spacer group.
  • a liquid crystal composition comprising:
  • the substituent K i1A is a halogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a linear or branched halogenated alkyl group having 1 to 40 carbon atoms, a linear or branched chain. Represents a cyanated alkyl group having 1 to 40 carbon atoms, or a linear or branched alkoxy group having 1 to 40 carbon atoms.
  • the substituent K i1B is a halogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a linear or branched halogenated alkyl group having 1 to 40 carbon atoms, a linear or branched group. Represents a cyanated alkyl group having 1 to 40 carbon atoms, or a linear or branched alkoxy group having 1 to 40 carbon atoms.
  • the amount of the polymerizable monomer A based on the total amount of the polymerizable monomer A and the polymerizable monomer B is 25 to 75% by mass, as described in any one of (1) to (7) above. Liquid crystal composition.
  • the total amount of the polymerizable monomer A and the polymerizable monomer B contained in the liquid crystal composition is 0.1 to 3 parts by mass with respect to 100 parts by mass of the liquid crystal molecule.
  • (10) It is characterized by comprising two substrates and a liquid crystal layer provided between the two substrates and containing the liquid crystal composition according to any one of the above (1) to (9).
  • Liquid crystal display device It is characterized by comprising two substrates and a liquid crystal layer provided between the two substrates and containing the liquid crystal composition according to any one of the above (1) to (9).
  • the mesogenic skeleton preferably has 2 to 4 ring structures, and more preferably 2 to 3 ring structures.
  • mesogenic skeleton examples include the following formula (B i11 ), formula (B i12 ) or formula (B i41 ).
  • One or more hydrogen atoms in the ring structure may be substituted with a halogen atom, an alkoxy group having 1 to 8 carbon atoms or an alkyl group having 1 to 8 carbon atoms.
  • the polymerizable monomer A has at least two polymerizable groups.
  • the polymerized product of the polymerizable monomer A and the polymerizable monomer B can be firmly fixed to the substrate, and at the same time, the holding power of liquid crystal molecules can be increased. It can also be increased. As a result, separation of the liquid crystal layer from the substrate can be prevented or suppressed. In addition, the pretilt angle imparting force for the liquid crystal molecules can be improved.
  • Such a polymerizable group is selected, for example, from the group represented by the following general formulas (P-1) to (P-13).
  • these polymerizable groups are highly reactive, they can be polymerized sufficiently and reliably even with relatively low energy (for example, light energy and heat energy). Therefore, when the polymerizable monomer A and the polymerizable monomer B are polymerized, it is possible to prevent or suppress the liquid crystal molecules from being adversely affected and deteriorated.
  • the polymerizable group is preferably a group represented by formula (P-1) to formula (P-3), and a group represented by formula (P-1) (acryloyl group) or formula (P-2) Group represented by () (methacryloyl group) is more preferable.
  • the two or more polymerizable groups contained in the polymerizable monomer A may be the same or different from each other.
  • the mesogenic skeleton has a substituent K i1A which is bonded to the ring structure in place of or together with the substituents in the general formulas (i-1-1) to (i-4-14). May be.
  • the substituent K i1A is a halogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a linear or branched halogenated alkyl group having 1 to 40 carbon atoms, a linear or branched chain.
  • a 40-alkoxy group is preferable, a linear alkyl group having 3 to 18 carbon atoms or a linear alkoxy group having 3 to 18 carbon atoms is preferable, and a linear alkyl group having 3 to 12 carbon atoms.
  • a linear alkoxy group having 3 to 12 carbon atoms is preferable, and a linear alkyl group having 3 to 8 carbon atoms or a linear alkoxy group having 3 to 8 carbon atoms is preferable.
  • X i1 represents an oxygen atom, a sulfur atom, NH or NR i3
  • R i3 represents a linear or branched alkyl group having 1 to 20 carbon atoms (provided that, in this alkyl group, The secondary carbon atom may be substituted with —O—, —CH ⁇ CH— or —C ⁇ C— so that the oxygen atom is not directly adjacent.)
  • the polymerizable monomer A has a mesogenic skeleton including the substituent K i1A , it is possible to more reliably impart a sufficient pretilt angle to liquid crystal molecules and make it more difficult for the pretilt angle to change.
  • the polymerizable monomer B has a mesogenic skeleton and at least two polymerizable groups bonded to this mesogenic skeleton. Then, all of the polymerizable groups are bonded to the mesogenic skeleton via a spacer group.
  • the amount of the polymerizable monomer A contained in the liquid crystal composition can be increased.
  • the spacer group is preferably a branched or linear alkylene group having 2 to 15 carbon atoms, and more preferably a branched or linear alkylene group having 3 to 10 carbon atoms. Since the polymerizable monomer B having such a spacer group has high molecular mobility, a larger amount of the polymerizable monomer A can be dissolved in the liquid crystal composition.
  • the number of polymerizable groups may be two, but may be three or more.
  • the crosslink density of the polymer can be increased. Therefore, these can be more firmly fixed to the substrate, and the holding force of the liquid crystal molecules and the pretilt angle imparting force can be further increased.
  • Such a polymerizable group is selected, for example, from the group represented by the above general formulas (P-1) to (P-13).
  • the polymerizable group is preferably a group represented by formula (P-1) to formula (P-3), and a group represented by formula (P-1) (acryloyl group) or formula (P-2) Group represented by () (methacryloyl group) is more preferable.
  • the two or more polymerizable groups contained in the polymerizable monomer B may be the same or different from each other.
  • the polymerizable monomer B preferably contains, for example, at least one selected from the compounds represented by the following general formula (i-6-1).
  • X represents a ring structure (aliphatic ring structure or aromatic ring structure)
  • P represents a polymerizable group
  • Sp represents a spacer group
  • a represents an integer of 0 to 2
  • m , N, and o each independently represent an integer of 0 to 3
  • m + n + o is 2 or more.
  • the polymerizable group P and the spacer group Sp are the same as the groups described above.
  • the mesogenic skeleton may further include a substituent K i1B bonded to the ring structure X.
  • the substituent K i1B is a halogen atom, a linear or branched alkyl group having 3 to 40 carbon atoms, a linear or branched halogenated alkyl group having 3 to 40 carbon atoms, a linear or branched group. Represents a cyanated alkyl group having 3 to 40 carbon atoms, or a linear or branched alkoxy group having 3 to 40 carbon atoms.
  • X i1 represents an oxygen atom, a sulfur atom, NH or NR i3
  • R i3 represents a linear or branched alkyl group having 1 to 20 carbon atoms (provided that in this alkyl group, The secondary carbon atom may be substituted with —O—, —CH ⁇ CH— or —C ⁇ C— so that oxygen atoms are not directly adjacent to each other.)
  • P represents a polymerizable group and Sp represents , Represents a spacer group.
  • the substituent K i1B is a halogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a linear or branched halogenated alkyl group having 1 to 40 carbon atoms, a linear or branched group.
  • a 40-alkoxy group is preferable, a linear alkyl group having 3 to 18 carbon atoms or a linear alkoxy group having 3 to 18 carbon atoms is preferable, and a linear alkyl group having 3 to 12 carbon atoms.
  • a linear alkoxy group having 3 to 12 carbon atoms is preferable, and a linear alkyl group having 3 to 8 carbon atoms or a linear alkoxy group having 3 to 8 carbon atoms is preferable.
  • the polymerizable group P and the spacer group Sp are the same as the groups described above.
  • the polymerizable monomer B a compound having a spacer group between the mesogenic skeleton and each polymerizable group in the above general formulas (i-1-1) to (i-4-14) (that is, two polymerizable monomers) is used.
  • the functional group may be bonded to both ends of the mesogen skeleton in the longitudinal direction at substantially symmetrical positions), and a compound represented by the following formulas (i-6-11) to (i-6-13) ( That is, a compound in which two polymerizable groups are unevenly distributed and bonded at one end in the long axis direction of the mesogenic skeleton) may be used.
  • the latter polymerizable monomer B is also preferable because it can act to assist the alignment control of liquid crystal molecules.
  • the amount of the polymerizable monomer A based on the total amount of the polymerizable monomer A and the polymerizable monomer B is preferably about 25 to 75% by mass, more preferably about 40 to 60% by mass.
  • Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2.
  • X N21 represents a hydrogen atom or a fluorine atom.
  • T N31 represents —CH 2 — or an oxygen atom.
  • R N11 , R N12 , R N21 , R N22 , R N31 and R N32 are each independently an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or 2 to 8 carbon atoms.
  • a linear alkyl group having 1 to 5 carbon atoms When they are bonded to a ring structure which is a benzene ring (aromatic ring), they are a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms. Alternatively, it is preferably an alkenyl group having 4 to 5 carbon atoms, and when it is bonded to a saturated ring structure such as a cyclohexane ring, a pyran ring or a dioxane ring, a linear alkyl group having 1 to 5 carbon atoms is used. A group, a linear alkoxy group having 1 to 4 carbon atoms, or a linear alkenyl group having 2 to 5 carbon atoms is preferable. In order to stabilize the nematic phase, it is preferable that the number of carbon atoms (the total number of carbon atoms and the number of oxygen atoms when oxygen atoms are contained) be 5 or less
  • the alkenyl group is preferably selected from the groups represented by any of the following formulas (R1) to (R5).
  • a N11 , A N12 , A N21 , A N22 , A N31 and A N32 are each independently a trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro group. -1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexene Cenylene 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, It is preferably a 2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably one of the groups of the following Chemical formula 13, and a trans-1,4-cyclohexylene
  • T N31 is preferably an oxygen atom.
  • n N11 + n N12 , n N21 + n N22 and n N31 + n N32 are preferably 1 or 2.
  • Certain combinations are preferred.
  • Examples of the compound represented by the general formula (N-1) include compounds represented by the following general formulas (N-1a) to (N-1g).
  • R N11 and R N12 are the same meanings as R N11 and R N12 in the general formula (N-1).
  • nNa11 represents 0 or 1.
  • n Nb11 represents 1 or 2.
  • n Nf12 1 or 2.
  • n Ng11 1 or 2.
  • a Ne11 represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.
  • a Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one represents a 1,4-cyclohexenylene group.
  • Z Ne11 represents a single bond or an ethylene group, but at least one represents an ethylene group.
  • a Ne11 , Z Ne11 and / or A Ng11 may be the same or different.
  • the compound represented by the general formula (N-1) is preferably selected from compounds represented by the following general formulas (N-1-1) to (N-1-21).
  • the compound represented by the general formula (N-1-1) is the following compound.
  • R N111 and R N112 each independently have the same meaning as R N11 and R N12 in formula (N-1).
  • R N111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably a propyl group, a pentyl group or a vinyl group.
  • R N112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group or a butoxy group. .
  • the compound represented by the general formula (N-1-1) can be used alone or in combination of two or more.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (N-1-1) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the effect is high when set high, and when Tni is important, the effect is high when set low. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the compound represented by the general formula (N-1-1) is preferably selected from compounds represented by the following formulas (N-1-1.1) to (N-1-1.25). Are more preferably selected from compounds represented by the following formulas (N-1-1.1) to (N-1-1.4), and the following formulas (N-1-1.1) and (N- More preferably, it is selected from the compounds represented by 1-1.3).
  • the compounds represented by the formulas (N-1-1.1) to (N-1-1.25) can be used alone or in combination of two or more.
  • the amounts of the compounds represented by the formulas (N-1-1.1) to (N-1-1.25) contained in the liquid crystal composition, alone or in combination, are preferably as follows. That is, the preferable lower limit value is 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, 27% by mass, 30% by mass, 33% by mass. % And 35% by mass.
  • the preferable upper limit values are 50% by mass, 40% by mass, 38% by mass, 35% by mass, 33% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass. %, 15 mass%, 13 mass%, 10 mass%, 8 mass%, 7 mass%, 6 mass%, 5 mass%, 3 mass%.
  • the compound represented by the general formula (N-1-2) is the following compound.
  • R N121 and R N122 each independently have the same meaning as R N11 and R N12 in formula (N-1).
  • R N121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group, a butyl group or a pentyl group.
  • R N122 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. Alternatively, it is more preferably a propoxy group.
  • the compound represented by the general formula (N-1-2) can be used alone or in combination of two or more.
  • the amount of the compound represented by the general formula (N-1-2) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the effect is high when the value is set low, and the effect is high when the value is emphasized when Tni is important. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the compounds represented by the formulas (N-1-2.1) to (N-1-2.25) can be used alone or in combination of two or more.
  • the amount of the compound represented by the general formula (N-1-3) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the higher the effect is, the higher the effect is. If the Tni is important, the higher the effect is. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the compound represented by the general formula (N-1-3) is preferably selected from compounds represented by the formulas (N-1-3.1) to (N-1-3.21), More preferably, it is selected from the compounds represented by the formulas (N-1-3.1) to (N-1-3.7) and the formula (N-1-3.21), and the formula (N-1- 3.1), formula (N-1-3.2), formula (N-1-3.3), formula (N-1-3.4) and formula (N-1-3.6) More preferably, it is selected from the compounds described below.
  • the compounds represented by the formulas (N-1-3.1) to (N-1-3.4), the formula (N-1-3.6) and the formula (N-1-3.21) are 1
  • the compounds represented by formula (N-1-3.1) and the compound represented by formula (N-1-3.2) can be used alone or in combination of two or more.
  • a combination with a compound, and a combination of two or three selected from the formula (N-1-3.3), the formula (N-1-3.4) and the formula (N-1-3.6) are preferable.
  • the amounts of the compounds shown, alone or in combination are preferably as follows. That is, the preferable lower limit values are 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, and 20% by mass. On the other hand, the upper limit values are 35% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass and 13% by mass.
  • the compound represented by the general formula (N-1-4) is the following compound.
  • R N141 and R N142 are each independently the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N141 and R N142 are each independently an alkyl group having 1 to 5 carbon atoms, preferably an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5, methyl group, It is more preferably a propyl group, an ethoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-4) can be used alone or in combination of two or more.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (N-1-4) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the effect is high when set high, and when Tni is important, the effect is high when set low. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the preferable lower limit values are 3% by mass, 5% by mass, 7% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass and 20% by mass.
  • the preferable upper limit values are 35% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass, 11% by mass, 10% by mass. % And 8% by mass.
  • the compound represented by the general formula (N-1-4) is preferably selected from compounds represented by the formulas (N-1-4.1) to (N-1-4.24), More preferably, it is selected from compounds represented by formulas (N-1-4.1) to (N-1-4.4), and formulas (N-1-4.1) and (N-1-) It is preferably selected from the compounds represented by 4.2) and the formula (N-1-4.4).
  • the amount of the compounds represented by the formulas (N-1-4.1) to (N-1-4.24) contained in the liquid crystal composition, alone or in combination, is preferably as follows. That is, the preferable lower limit values are 3% by mass, 5% by mass, 7% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, and 20% by mass. On the other hand, the upper limit values are 35% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass, 11% by mass, 10% by mass. , 8% by mass.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (N-1-5) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the effect is high when the value is set low, and the effect is high when the value is emphasized when Tni is important. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the preferable lower limit values are 5% by mass, 8% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass and 20% by mass.
  • the upper limit of the preferred content is 35% by mass, 33% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass with respect to the total amount of the composition of the present invention. , 15% by mass and 13% by mass.
  • the compound represented by the general formula (N-1-5) is preferably selected from compounds represented by the formulas (N-1-5.1) to (N-1-5.12), More preferably, it is selected from the compounds represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4).
  • the amount is preferably as follows. That is, the preferable lower limit values are 5% by mass, 8% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, and 20% by mass.
  • the preferable upper limit values are 35% by mass, 33% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass and 13% by mass.
  • the compound represented by the general formula (N-1-10) is the following compound.
  • R N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. preferable.
  • R N1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is an ethoxy group, a propoxy group or a butoxy group. Is more preferable.
  • the compound represented by the general formula (N-1-10) can be used alone or in combination of two or more.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (N-1-10) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the effect is high when set high, and when Tni is important, the effect is high when set low. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the preferable lower limit values are 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass and 20% by mass.
  • the preferable upper limit values are 35% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass and 13% by mass.
  • the compound represented by the general formula (N-1-10) is preferably selected from compounds represented by the formulas (N-1-10.1) to (N-1-10.14), More preferably, it is selected from the compounds represented by formulas (N-1-10.1) to (N-1-10.5), and formulas (N-1-10.1) and (N-1-) More preferably, it is selected from the compounds represented by 10.2).
  • the compounds represented by formula (N-1-10.1) and formula (N-1-10.2) can be used each alone or two or more of them can be used in combination.
  • the amount of the compound represented by the formula (N-1-10.1) and the compound represented by the formula (N-1-10.2) contained in the liquid crystal composition, alone or in combination, is preferably as follows. . That is, the preferable lower limit values are 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, and 20% by mass. On the other hand, the preferable upper limit values are 35% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass and 13% by mass.
  • the compound represented by the general formula (N-1-11) is the following compound.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the compound represented by the general formula (N-1-11) is preferably selected from compounds represented by the formulas (N-1-11.1) to (N-1-11.14), More preferably, it is selected from the compounds represented by formulas (N-1-11.1) to (N-1-11.14), and formula (N-1-1-11.2 and formula (N-1-11) More preferably, it is selected from the compounds represented by 4).
  • the compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) can be used alone or in combination of two or more.
  • the compound represented by the general formula (N-1-12) is the following compound.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (N-1-12) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the effect is high when set high, and when Tni is important, the effect is high when set low. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the compound represented by the general formula (N-1-13) is the following compound.
  • R N1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the compound represented by the general formula (N-1-14) is the following compound.
  • R N1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and an ethoxy group, a propoxy group or a butoxy group. Is more preferable.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the preferable lower limit values are 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass and 20% by mass.
  • the preferable upper limit values are 35% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass and 13% by mass.
  • the compound represented by the general formula (N-1-14) is preferably selected from compounds represented by the formulas (N-1-14. 1) to (N-1-14.5), More preferably, it is selected from the compounds represented by the formulas (N-1-14.1) to (N-1-14.3.), And the formula (N-1-14.2) and the formula (N-1- More preferably, it is selected from the compounds represented by 14.3).
  • the compound represented by the general formula (N-1-20) is the following compound.
  • R N1201 and R N1202 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1201 and R N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. preferable.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (N-1-20) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the higher the effect is, the higher the effect is. If the Tni is important, the higher the effect is. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the preferable lower limit values are 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass and 20% by mass.
  • the preferable upper limit values are 35% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass and 13% by mass.
  • the compound represented by the general formula (N-1-21) is the following compound.
  • R N1211 and R N1212 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1211 and R N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably an ethyl group, a propyl group or a butyl group. preferable.
  • the compound represented by the general formula (N-1-21) can be used alone or in combination of two or more kinds.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the amount of the compound represented by the general formula (N-1-21) contained in the liquid crystal composition is preferably set higher when the improvement of ⁇ is important, and the solubility at low temperature is important. In this case, the higher the effect is, the higher the effect is. If the Tni is important, the higher the effect is. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the compound represented by the general formula (N-1-22) is the following compound.
  • the compound represented by the general formula (N-1-22) can be used alone or in combination of two or more.
  • the liquid crystal composition may further contain at least one selected from compounds (liquid crystal molecules) represented by the following general formula (L).
  • the compound represented by the general formula (L) has no or extremely low dielectric anisotropy. Therefore, various characteristics of the liquid crystal composition can be adjusted by incorporating such a compound into the liquid crystal composition.
  • 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 are present, they may be the same or different.
  • the compound represented by the general formula (L) can be used alone or in combination of two or more.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the black dots in each formula represent carbon atoms in the ring structure.
  • the amount of the compound represented by formula (L-1-3) contained in the liquid crystal composition is preferably as follows. That is, the lower limit values are 1% by mass, 5% by mass, 10% by mass, 13% by mass, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass and 30% by mass. On the other hand, the preferable upper limit is 60% by mass, 55% by mass, 50% by mass, 45% by mass, 40% by mass, 37% by mass, 35% by mass, 33% by mass, 30% by mass, 27% by mass, 25% by mass. %, 23% by mass, 20% by mass, 17% by mass, 15% by mass, 13% by mass, and 10% by mass.
  • the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by the formulas (L-1-4.1) to (L-1-5.3).
  • the compound is preferably selected from the compounds, and more preferably selected from the compounds represented by the formula (L-1-4.2) and the formula (L-1-5.2).
  • the compound represented by the general formula (L-1-6) is preferably selected from the compounds represented by the formulas (L-1-6.1) to (L-1-6.3).
  • the compound represented by the general formula (L-2) is the following compound.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the amount of the compound represented by the general formula (L-2) contained in the liquid crystal composition is high when the solubility at low temperature is important, and the effect is high, on the contrary, the response speed is important. In this case, setting it lower will be more effective. Further, in the case of improving the drop mark and the burn-in property, it is preferable to set the range of the amount to the middle.
  • the preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass and 10% by mass.
  • the preferable upper limit values are 20% by mass, 15% by mass, 13% by mass, 10% by mass, 8% by mass, 7% by mass, 6% by mass, 5% by mass and 3% by mass.
  • the compound represented by the general formula (L-2) is preferably selected from compounds represented by the formulas (L-2.1) to (L-2.6), and the compound represented by the formula (L-2. More preferably, it is selected from the compounds represented by 1), formula (L-2.3), formula (L-2.4) and formula (L-2.6).
  • R L31 and R L32 each independently represent the same meaning as R L1 and R L2 in the 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 types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • R L41 and R L42 each independently have the same meaning as R L1 and R L2 in the 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 preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (L-4) contained in the liquid crystal composition depends on the solubility at low temperature, the transition temperature, the electrical reliability, the birefringence, the process compatibility, the dripping mark, and the burn-in. , The dielectric anisotropy and the like are appropriately adjusted according to the required performance.
  • the preferred lower limit is 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, 26% by mass, 30% by mass, 35% by mass and 40% by mass.
  • the preferable upper limit values are 50% by mass, 40% by mass, 35% by mass, 30% by mass, 20% by mass, 15% by mass, 10% by mass and 5% by mass.
  • the liquid crystal composition may contain a compound represented by the formula (L-4.1) depending on required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the compound represented by the formula (L-4.2) may be contained, or the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) It may contain both the compound and the compounds represented by the formulas (L-4.1) to (L-4.3).
  • the amount of the compound represented by formula (L-4.1) or formula (L-4.2) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 3% by mass, 5% by mass, 7% by mass, 9% by mass, 11% by mass, 12% by mass, 13% by mass, 18% by mass, and 21% by mass. On the other hand, the preferable upper limit values are 45% by mass, 40% by mass, 35% by mass, 30% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass, 10% by mass. % And 8% by mass.
  • the liquid crystal composition contains both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2), it is included in the liquid crystal composition.
  • the total amount is preferably as follows. That is, the preferable lower limit values are 15% by mass, 19% by mass, 24% by mass, and 30% by mass.
  • the preferable upper limit values are 45% by mass, 40% by mass, 35% by mass, 30% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass and 13% by mass.
  • the compound represented by the general formula (L-4) is preferably selected from the compounds represented by the formulas (L-4.4) to (L-4.6), and the compound represented by the formula (L-4. More preferably, it is the compound represented by 4).
  • the liquid crystal composition may contain a compound represented by the formula (L-4.4) depending on required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • a compound represented by the formula (L-4.4) depending on required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the compound represented by the formula (L-4.5) may be contained, and the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) Both may be contained.
  • the amount of the compound represented by formula (L-4.4) or formula (L-4.5) in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 3% by mass, 5% by mass, 7% by mass, 9% by mass, 11% by mass, 12% by mass, 13% by mass, 18% by mass, and 21% by mass. On the other hand, the preferable upper limit values are 45% by mass, 40% by mass, 35% by mass, 30% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass, 10% by mass. % And 8% by mass.
  • the liquid crystal composition contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5), it is included in these liquid crystal compositions.
  • the total amount is preferably as follows. That is, the preferable lower limit values are 15% by mass, 19% by mass, 24% by mass, and 30% by mass.
  • the preferable upper limit values are 45% by mass, 40% by mass, 35% by mass, 30% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass and 13% by mass.
  • the compound represented by the general formula (L-4) is preferably selected from compounds represented by the formulas (L-4.7) to (L-4.10), and particularly, the compound represented by the formula (L- It is preferably a compound represented by 4.9).
  • R L51 and R L52 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
  • R L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • R L52 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the compound represented by the general formula (L-5) can be used alone or in combination of two or more.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (L-5) contained in the liquid crystal composition depends on the solubility at low temperature, the transition temperature, the electrical reliability, the birefringence, the process compatibility, the dripping mark, and the burn-in. , The dielectric anisotropy and the like are appropriately adjusted according to the required performance.
  • the preferred lower limit is 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, 26% by mass, 30% by mass, 35% by mass and 40% by mass.
  • the preferable upper limit values are 50% by mass, 40% by mass, 35% by mass, 30% by mass, 20% by mass, 15% by mass, 10% by mass and 5% by mass.
  • the compound represented by the general formula (L-5) is preferably the compound represented by the formula (L-5.1) or the formula (L-5.2), and particularly, the compound represented by the formula (L- It is preferably a compound represented by 5.1).
  • the amount of each compound contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, and 7% by mass. On the other hand, the preferable upper limit values are 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 9% by mass.
  • the compound represented by the general formula (L-5) is preferably the compound represented by the formula (L-5.3) or the formula (L-5.4).
  • the amount of each compound contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, and 7% by mass. On the other hand, the preferable upper limit values are 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 9% by mass.
  • the compound represented by the general formula (L-5) is preferably selected from the compounds represented by the formulas (L-5.5) to (L-5.7), and particularly, the compound represented by the formula (L- It is preferably a compound represented by 5.7).
  • the amount of each compound contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, and 7% by mass. On the other hand, the preferable upper limit values are 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 9% by mass.
  • the compound represented by the general formula (L-6) is the following compound.
  • R L61 and R L62 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
  • X L61 and X L62 each independently represent a hydrogen atom or a fluorine atom.
  • R L61 and R L62 are preferably each independently an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • one of X L61 and X L62 is a fluorine atom and the other is a hydrogen atom.
  • the compound represented by the general formula (L-6) can be used alone or in combination of two or more.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the amount of the compound represented by formula (L-6) contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, 26% by mass. %, 30% by mass, 35% by mass, and 40% by mass. On the other hand, the preferable upper limit values are 50% by mass, 40% by mass, 35% by mass, 30% by mass, 20% by mass, 15% by mass, 10% by mass and 5% by mass.
  • the amount of the compound represented by the general formula (L-6) is preferably increased when emphasis is placed on increasing ⁇ n, and is smaller when emphasis is placed on precipitation at low temperature. preferable.
  • the compound represented by the general formula (L-6) is preferably selected from the compounds represented by the formulas (L-6.1) to (L-6.9).
  • the type of compound that can be used in combination is not particularly limited, but it is preferable to select 1 to 3 types from the compounds represented by the formulas (L-6.1) to (L-6.9), and preferably 1 to 4 It is more preferable to select the type.
  • the compound to be used in combination has a wide molecular weight distribution, which is effective for solubility, for example, one of the compounds represented by the formula (L-6.1) and the formula (L-6.2) is selected.
  • One of the compounds represented by formula (L-6.4) and formula (L-6.5), and one represented by formula (L-6.6) and formula (L-6.7) It is preferable to select one kind from the compounds represented by the formula (L-6.8) and the compound represented by the formula (L-6.9) and to combine them appropriately.
  • formula (L-6.1), formula (L-6.3), formula (L-6.4), formula (L-6.6) and formula (L-6.9) It is preferable to include a compound.
  • the compound represented by the general formula (L-6) is preferably selected from compounds represented by the formulas (L-6.10) to (L-6.17), and the compound represented by the formula (L-6.
  • the compound represented by 11) is more preferable.
  • the amount of each compound contained in the liquid crystal composition is preferably as follows. That is, the preferable lower limit values are 1% by mass, 2% by mass, 3% by mass, 5% by mass, and 7% by mass. On the other hand, the upper limit of the preferable content is 20 mass%, 15 mass%, 13 mass%, 10 mass%, 9 mass%.
  • R L71 and R L72 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
  • a L71 and A L72 each independently represent the same meaning as A L2 and A L3 in formula (L), but the hydrogen atoms present in A L71 and A L72 are each independently a fluorine atom. May be replaced with.
  • 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 preferably each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • a L71 and A L72 are preferably each independently a 1,4-cyclohexylene group or a 1,4-phenylene group.
  • the hydrogen atoms present in A L71 and A L7 may be each independently substituted with a fluorine atom.
  • Z L71 is preferably a single bond or COO—, and more preferably a single bond.
  • X L71 and X L72 are preferably hydrogen atoms.
  • the type of compound that can be used in combination is not particularly limited, but is appropriately selected according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, two types, three types, and four types in one embodiment of the present invention.
  • the amount of the compound represented by the general formula (L-7) contained in the liquid crystal composition depends on the solubility at low temperature, the transition temperature, the electrical reliability, the birefringence, the process compatibility, the dripping mark, and the burn-in. , The dielectric anisotropy and the like are appropriately adjusted according to the required performance.
  • the preferable lower limit is 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, and 20% by mass.
  • the preferable upper limit values are 30% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 10% by mass and 5% by mass.
  • the amount of the compound represented by the general formula (L-7) is preferably large when a liquid crystal composition having a high Tni is required and is small when a liquid crystal composition having a low viscosity is required. Is preferred.
  • the compound represented by the general formula (L-7) is preferably selected from compounds represented by the formulas (L-7.1) to (L-7.4), and the compound represented by the formula (L-7. More preferably, it is the compound represented by 2).
  • the compound represented by the general formula (L-7) is preferably selected from the compounds represented by the formulas (L-7.11) to (L-7.13), and the compound represented by the formula (L-7. It is preferably a compound represented by 11).
  • the compound represented by the general formula (L-7) is preferably selected from compounds represented by the formulas (L-7.21) to (L-7.23), and the compound represented by the formula (L-7.
  • the compound represented by 21) is more preferable.
  • the compound represented by the general formula (L-7) is preferably selected from compounds represented by the formulas (L-7.31) to (L-7.34), and the compound represented by the formula (L-7. 31) and / or a compound represented by the formula (L-7.32) are more preferable.
  • the compound represented by the general formula (L-7) is preferably selected from the compounds represented by the formulas (L-7.41) to (L-7.44), and the compound represented by the formula (L-7. 41) and / or the compound represented by the formula (L-7.42) is more preferable.
  • the compound represented by the general formula (L-7) is preferably selected from the compounds represented by the formulas (L-7.51) to (L-7.53).
  • the liquid crystal composition as described above preferably does not contain a compound having a structure in which oxygen atoms are bonded to each other such as a peracid (—CO—OO—) structure in the molecule.
  • the amount of the compound having a carbonyl group contained in the liquid crystal composition is preferably 5% by mass or less, and 3% by mass or less. Is more preferable, it is more preferable to be 1 mass% or less, and it is most preferable to be substantially 0 (zero) mass%.
  • the amount of the compound substituted with chlorine atom in the liquid crystal composition is preferably 15% by mass or less, more preferably 10% by mass or less, It is more preferably 8% by mass or less, further preferably 5% by mass or less, particularly preferably 3% by mass or less, and most preferably substantially 0 (zero)% by mass.
  • the amount of the compound having a 6-membered ring structure in the molecule contained in the liquid crystal composition specifically, 80% by mass or more, and 90% by mass or more. More preferably, it is more preferably 95 mass% or more, and most preferably substantially 100 mass%.
  • the amount of the compound having a cyclohexene ring as a ring structure contained in the liquid crystal composition specifically, 10% by mass or less. It is preferably 8% by mass or less, more preferably 5% by mass or less, particularly preferably 3% by mass or less, and substantially 0 (zero)% by mass. Most preferred.
  • the amount of the compound having —CH ⁇ CH— as a linking group contained in the liquid crystal composition is preferably not more than 5% by mass, more preferably not more than 5% by mass, and further preferably substantially 0 (zero)% by mass.
  • a hydrogen atom may be replaced by a halogen atom. It is preferable to reduce the amount of the compound having a methylbenzene-1,4-diyl group in the molecule contained in the liquid crystal composition. Specifically, it is preferably 10% by mass or less, and 5% by mass or less. Is more preferable, and it is further preferable that the content is substantially 0 (zero) mass%.
  • the alkenyl group preferably has 2 to 5 carbon atoms.
  • the alkenyl group preferably has 4 to 5 carbon atoms, and the alkenyl group does not have a carbon atom. It is preferable that the saturated bond and the phenylene group are not directly bonded.
  • the amount of the compound having an alkenyl group as a side chain and having a 2,3-difluorobenzene-1,4-diyl group in the liquid crystal composition Is preferably less than 10% by mass, more preferably not more than 5% by mass, even more preferably substantially 0 (zero)% by mass.
  • the average elastic constant (K AVG ) of the liquid crystal composition is preferably 10 to 25.
  • the preferable lower limit value is 10, 10.5, 11, 11.5, 12, 12.3, 12.5, 12.8, 13, 13.3, 13.5, 13.8, 14, 14.3, 14.5, 14.8, 15, 15.3, 15.5, 15.8, 16, 16.3, 16.5, 16.8, 17, 17.3, 17.5, 17.8 and 18.
  • the preferable upper limit values are 25, 24.5, 24, 23.5, 23, 22.8, 22.5, 22.3, 22, 21.8, 21.5, 21.3, 21, 20.8, 20.5, 20.3, 20, 19.8, 19.5, 19.3, 19, 18.8, 18.5, 18.3, 18, 17.8, 17.5, 17.3 and 17.
  • K AVG low.
  • K AVG high value of K AVG .
  • the value of the refractive index anisotropy ( ⁇ n) (hereinafter, simply referred to as “refractive index anisotropy”) at 25 ° C. of the liquid crystal composition is preferably about 0.08 to 0.13, and a value of 0. It is more preferably about 09 to 0.12.
  • the rotational viscosity ( ⁇ 1) of the liquid crystal composition at 25 ° C. (hereinafter, also simply referred to as “rotational viscosity”) is preferably less than 165 mPa ⁇ s, more preferably about 80 to 145 mPa ⁇ s, and more preferably about 90 to 130 mPa ⁇ s. More preferable.
  • rotational viscosity By using the liquid crystal composition having such a rotational viscosity, it is possible to prevent the response speed of the liquid crystal layer 4 (liquid crystal display element 1) from decreasing.
  • Z which is a function of the rotational viscosity and the value of refractive index anisotropy, shows a specific value.
  • Z is preferably 13,000 mPa ⁇ s or less, more preferably 12,000 mPa ⁇ s or less, and further preferably 11,000 mPa ⁇ s or less.
  • the nematic phase-isotropic liquid phase transition temperature (Tni) of the liquid crystal composition is preferably 60 ° C. or higher, more preferably 75 ° C. or higher, and further preferably 80 ° C. or higher.
  • Tni nematic phase-isotropic liquid phase transition temperature
  • the specific resistance of the liquid crystal composition is preferably 10 12 ⁇ ⁇ m or more, more preferably 10 13 ⁇ ⁇ m or more, and further preferably 10 14 ⁇ ⁇ m or more.
  • the absolute value of the dielectric anisotropy ( ⁇ ) at 25 ° C. of the liquid crystal composition is preferably about 2.5 to 5, more preferably about 2.6 to 4.5, and 2.7. It is more preferably about 4 to about 4, more preferably about 2.8 to 3.5.
  • the liquid crystal layer 4 liquid crystal display element 1 can be driven at a lower voltage.
  • liquid crystal composition described above is, in addition to the above liquid crystal molecules, other compounds (molecules) such as ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, antioxidants, and ultraviolet absorbers depending on the application. May be included.
  • the other compound does not have a chlorine atom in its structure.
  • other compounds include a condensed ring having a long conjugation length represented by a naphthalene ring or the like in its structure and an absorption peak in the ultraviolet region. It is preferable not to have.
  • liquid crystal display device Next, a liquid crystal display device including a liquid crystal layer formed of the above liquid crystal composition will be described.
  • FIG. 1 is an exploded perspective view schematically showing an embodiment of a liquid crystal display device
  • FIG. 2 is an enlarged plan view of a region surrounded by I line in FIG.
  • the liquid crystal display element 1 shown in FIG. 1 includes an active matrix substrate AM and a color filter substrate CF arranged to face each other, and a liquid crystal layer 4 sandwiched between the active matrix substrate AM and the color filter substrate CF. ing.
  • the active matrix substrate AM includes the first substrate 2, the pixel electrode layer 5 provided on the surface of the first substrate 2 on the liquid crystal layer 4 side, and the surface of the first substrate 2 on the opposite side of the liquid crystal layer 4. It has the 1st polarizing plate 7 provided.
  • the color filter substrate CF is formed on the second substrate 3, the common electrode layer 6 provided on the liquid crystal layer 4 side of the second substrate 3, and the surface of the second substrate 3 opposite to the liquid crystal layer 4. It has a second polarizing plate 8 provided and a color filter 9 provided between the second substrate 3 and the common electrode layer 6.
  • 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, the common electrode layer 6, and the color filter 9.
  • 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 each formed of a material having flexibility such as a glass material or a plastic material.
  • the plurality of gate bus lines 11 and the plurality of data bus lines 12 are arranged in a matrix so as to intersect with each other, and the unit pixel of the liquid crystal display element 1 is formed by the region surrounded by these.
  • One pixel electrode 13 is formed in each unit pixel.
  • a Cs electrode 14 is provided between the pair of gate bus lines 11, 11 substantially parallel to the gate bus line 11. Further, 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 each other. A contact hole 17 is provided in the drain electrode 16.
  • the common electrode layer 6 has, for example, a plurality of striped common electrodes (transparent electrodes) that are provided side by side.
  • This common electrode can also be formed similarly to the pixel electrode 13.
  • a curable coloring composition for a color filter is supplied on the second substrate 3 in a predetermined pattern, and then cured by heating or light irradiation.
  • the color filter 9 can be obtained by performing this operation for three colors of red, green, and blue.
  • liquid crystal display element 1 In such a drop injection (ODF: One Drop Fill) method, it is necessary to add an optimum injection amount according to the size of the liquid crystal display element 1.
  • ODF One Drop Fill
  • the liquid crystal composition as described above has little influence on, for example, a sudden change in pressure or impact in a dropping device generated at the time of dropping, and can be stably dropped for a long time. Therefore, the yield of the liquid crystal display element 1 can be maintained high.
  • a lamp for generating ultraviolet rays a metal halide lamp, a high pressure mercury lamp, an ultra high pressure mercury lamp, a fluorescent tube, etc. can be used.
  • Examples 11 to 13 Liquid crystal compositions were obtained in the same manner as in Examples 1 to 3 except that the following polymerizable monomer B2 was used instead of the polymerizable monomer B1.
  • Example 3 A liquid crystal composition was obtained in the same manner as in Example 1 except that the polymerizable monomer B2 was used alone.
  • Example 4 A liquid crystal composition was obtained in the same manner as in Example 1 except that the polymerizable monomer B3 was used alone.
  • liquid crystal compositions of Examples and Comparative Examples were injected into an empty liquid crystal cell by a vacuum injection method.
  • the total polymerizable monomer was mixed in an amount of 0.3 parts by mass with respect to 100 parts by mass of liquid crystal molecules, but the present invention is not limited to this, and is in the range of 0.1 to 3 parts by mass (preferably 0 parts). It can be mixed in the range of 0.2 to 2 parts by mass). If the amount used is in such a range, the effect of the same tendency as described above can be obtained.
PCT/JP2019/037806 2018-10-11 2019-09-26 液晶組成物および液晶表示素子 WO2020075508A1 (ja)

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