WO2019078016A1 - Composition nématique de cristaux liquides et élément d'affichage à cristaux liquides l'utilisant - Google Patents

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

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WO2019078016A1
WO2019078016A1 PCT/JP2018/037175 JP2018037175W WO2019078016A1 WO 2019078016 A1 WO2019078016 A1 WO 2019078016A1 JP 2018037175 W JP2018037175 W JP 2018037175W WO 2019078016 A1 WO2019078016 A1 WO 2019078016A1
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group
formula
carbon atoms
preferable
liquid crystal
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PCT/JP2018/037175
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Japanese (ja)
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直美 幡野
淳子 山本
橘内 崇
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Dic株式会社
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Priority to JP2018566609A priority Critical patent/JP6566153B1/ja
Priority to CN201880061913.0A priority patent/CN111164184A/zh
Publication of WO2019078016A1 publication Critical patent/WO2019078016A1/fr

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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/44Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12Non-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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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
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    • C09K19/00Liquid crystal materials
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/14Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
    • C09K19/16Non-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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    • C09K19/00Liquid crystal materials
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/14Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
    • C09K19/18Non-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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    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20Non-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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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/24Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing nitrogen-to-nitrogen bonds
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    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
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    • C09K19/00Liquid crystal materials
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    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
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    • C09K19/00Liquid crystal materials
    • C09K19/52Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54Additives having no specific mesophase characterised by their chemical composition
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02BCLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS
    • Y02B70/00Technologies for an efficient end-user side electric power management and consumption
    • Y02B70/30Systems integrating technologies related to power network operation and communication or information technologies for improving the carbon footprint of the management of residential or tertiary loads, i.e. smart grids as climate change mitigation technology in the buildings sector, including also the last stages of power distribution and the control, monitoring or operating management systems at local level
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E40/00Technologies for an efficient electrical power generation, transmission or distribution
    • Y02E40/70Smart grids as climate change mitigation technology in the energy generation sector
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/10Process efficiency
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y04INFORMATION OR COMMUNICATION TECHNOLOGIES HAVING AN IMPACT ON OTHER TECHNOLOGY AREAS
    • Y04SSYSTEMS INTEGRATING TECHNOLOGIES RELATED TO POWER NETWORK OPERATION, COMMUNICATION OR INFORMATION TECHNOLOGIES FOR IMPROVING THE ELECTRICAL POWER GENERATION, TRANSMISSION, DISTRIBUTION, MANAGEMENT OR USAGE, i.e. SMART GRIDS
    • Y04S10/00Systems supporting electrical power generation, transmission or distribution
    • Y04S10/12Monitoring or controlling equipment for energy generation units, e.g. distributed energy generation [DER] or load-side generation
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y04INFORMATION OR COMMUNICATION TECHNOLOGIES HAVING AN IMPACT ON OTHER TECHNOLOGY AREAS
    • Y04SSYSTEMS INTEGRATING TECHNOLOGIES RELATED TO POWER NETWORK OPERATION, COMMUNICATION OR INFORMATION TECHNOLOGIES FOR IMPROVING THE ELECTRICAL POWER GENERATION, TRANSMISSION, DISTRIBUTION, MANAGEMENT OR USAGE, i.e. SMART GRIDS
    • Y04S10/00Systems supporting electrical power generation, transmission or distribution
    • Y04S10/12Monitoring or controlling equipment for energy generation units, e.g. distributed energy generation [DER] or load-side generation
    • Y04S10/123Monitoring or controlling equipment for energy generation units, e.g. distributed energy generation [DER] or load-side generation the energy generation units being or involving renewable energy sources
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y04INFORMATION OR COMMUNICATION TECHNOLOGIES HAVING AN IMPACT ON OTHER TECHNOLOGY AREAS
    • Y04SSYSTEMS INTEGRATING TECHNOLOGIES RELATED TO POWER NETWORK OPERATION, COMMUNICATION OR INFORMATION TECHNOLOGIES FOR IMPROVING THE ELECTRICAL POWER GENERATION, TRANSMISSION, DISTRIBUTION, MANAGEMENT OR USAGE, i.e. SMART GRIDS
    • Y04S10/00Systems supporting electrical power generation, transmission or distribution
    • Y04S10/40Display of information, e.g. of data or controls
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y04INFORMATION OR COMMUNICATION TECHNOLOGIES HAVING AN IMPACT ON OTHER TECHNOLOGY AREAS
    • Y04SSYSTEMS INTEGRATING TECHNOLOGIES RELATED TO POWER NETWORK OPERATION, COMMUNICATION OR INFORMATION TECHNOLOGIES FOR IMPROVING THE ELECTRICAL POWER GENERATION, TRANSMISSION, DISTRIBUTION, MANAGEMENT OR USAGE, i.e. SMART GRIDS
    • Y04S20/00Management or operation of end-user stationary applications or the last stages of power distribution; Controlling, monitoring or operating thereof
    • Y04S20/20End-user application control systems
    • Y04S20/221General power management systems

Definitions

  • the present invention relates to a liquid crystal composition containing a polymerizable compound and a liquid crystal display device using the same.
  • a PSA (Polymer Sustained Alignment) liquid crystal display device has a structure in which a polymer structure is formed in a cell to control the pretilt angle of liquid crystal molecules, and development has been made to realize high-speed response and high contrast. It is in progress.
  • a polymerizable liquid crystal composition containing a liquid crystal compound and a polymerizable compound is injected between substrates, and a voltage is applied to polymerize the polymerizable compound in a state where liquid crystal molecules are aligned. It is performed by fixing the orientation of liquid crystal molecules.
  • burn-in which is a display defect of the PSA liquid crystal display device
  • a decrease in the reliability of the liquid crystal composition and a change in the alignment of liquid crystal molecules (a change in the pretilt angle) are known.
  • the reduction in the reliability of the liquid crystal composition is caused by the deterioration of the liquid crystal compound and the impurities contained in the liquid crystal composition, the incomplete polymerization and the remaining polymerizable compound, the impurities generated during the polymerization, and the like.
  • it is sufficient to irradiate strong ultraviolet rays for a long time in the polymerization, but in this case, the enlargement of the production apparatus and the reduction of the production efficiency are caused, and Deterioration etc. will occur.
  • the difference in the cured product of the polymerizable compound causes the change in the pretilt angle when the same pattern is continuously displayed on the display element for a long time, which causes the burn-in.
  • an appropriate polymer is used. The polymerizable compound to be formed is required.
  • a display element is formed using a polymerizable compound having a structure such as a 1,4-phenylene group as a ring structure (see Patent Document 1) or a polymerizable compound having a biaryl structure
  • Patent Document 2 discloses a display element that is configured as described above.
  • these polymerizable compounds have low compatibility with liquid crystal compounds, when the liquid crystal composition is prepared, precipitation of the polymerizable compounds occurs, so that the application as a practical liquid crystal composition is difficult. there were.
  • a mixture of a bifunctional polymerizable compound and a trifunctional or higher polymerizable compound such as dipentaerythritol pentaacrylate or dipentaerythritol hexaacrylate. It has been proposed to construct a display element using a liquid crystal composition (see Patent Document 3). However, since dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate do not have a ring structure in the molecule, they have a weak affinity with liquid crystal compounds and a weak ability to control orientation, so sufficient alignment stability is obtained. There was a problem that could not be obtained. In addition of a polymerization initiator is essential in the polymerization of these polymerizable compounds, and when the polymerization initiator is not added, the polymerizable compound remains after the polymerization.
  • the characteristics required for the polymerizable compound-containing liquid crystal composition such as the burn-in characteristics of the display element, the alignment stability, the stability as a composition which does not generate precipitation, the production efficiency at the time of producing a PSA type liquid crystal display element, etc. It is difficult to meet and there is a need for further improvement.
  • the composition is not suitable for use in a PSA type display device.
  • a liquid crystal composition containing a liquid crystal compound having an alkenyl group side chain effective for lowering the viscosity for improving response performance is disclosed, which is effective for reducing the response speed of a VA type display element (Patent Document 4)
  • Patent Document 4 There is a new problem on alignment control that inhibits the application of the pretilt angle of liquid crystal molecules after polymerization of the polymerizable compound, which is a process for producing a PSA type display device (see Reference). If an appropriate pretilt is not given to the liquid crystal molecules, the movement direction of the liquid crystal molecules at the time of driving can not be defined, and the liquid crystal molecules do not tilt in a certain direction, causing problems such as a decrease in contrast or a slow response speed. .
  • pretilt angle required for PSA type display devices It has been necessary to simultaneously satisfy the requirements such as generation and the temporal stability of the pretilt angle.
  • the problems to be solved by the present invention are defects such as alignment failure and display failure caused by excellent response performance, sufficient pretilt angle, small amount of residual monomer, low voltage holding ratio (VHR), etc. It is an object of the present invention to provide a polymerizable compound-containing liquid crystal composition for producing a PSA type or PSVA type liquid crystal display device having no or extremely small amount of liquid crystal display device.
  • -CH CH-, -C ⁇ C-, -O-, -CO-, -COO- or -OCO-.
  • R ii1 and R ii2 each independently represent an alkyl group having 1 to 8 carbon atoms
  • R ii1 and R ii2 each independently represent an alkyl group having 1 to 8 carbon atoms
  • Z p1 is a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted by a halogen atom, or a hydrogen atom is substituted by a halogen atom
  • R p1 and R p2 are each independently from the following formula (RI) to the formula (R-IX):
  • each of R 2 to R 6 independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms 1 to 5 halogenated alkyl groups
  • W represents a single bond, -O- or methylene group
  • T represents a single bond or -COO-
  • p, t and q are each independently 0, Represents 1 or 2
  • Sp p1 and Sp p2 represent a spacer group
  • L p1 and L p2 are each independently a single bond, -O-, -S-, -CH 2- , -OCH 2- , -CH 2 O-, -CO-, -C 2 H 4 -,- COO -, - OCO -, - OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR a -, - NR a -CO -,
  • each hydrogen atom in the group is independently an alkyl group having 1 to 12 carbon atoms, or 1 carbon atom
  • R 12 may be substituted with a halogenated alkyl group of to 12, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, or a halogen atom.
  • M p2 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 -Diyl group is represented, but M p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a carbon atom And may be substituted with a halogenated alkoxy group of a number of 1 to
  • binds to Z p1
  • ⁇ ⁇ binds to L p2
  • each hydrogen atom in the group is independently an alkyl group having 1 to 12 carbon atoms or 1 to 12 carbon atoms It may be substituted by a halogenated alkyl group, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, or a halogen atom.
  • m p1 and m p5 each independently represent 1, 2 or 3, but Z p1 , R p1 , R p2 , Sp
  • a plurality of p 1 , Sp p 2 , L p 1 , L p 2 , M p 1 , M p 2 and / or M p 3 are present, they may be the same or different.
  • the liquid crystal composition of the present invention has low viscosity (.eta.) And low rotational viscosity (.gamma.1) without lowering the refractive index anisotropy (.DELTA.n) and the nematic phase-isotropic liquid phase transition temperature (Tni).
  • the liquid crystal composition exhibits a large elastic constant (K33), has a sufficiently high polymerization rate of the polymerizable compound, and has no precipitation of the polymerizable compound.
  • the liquid crystal display device using the liquid crystal composition of the present invention has a sufficiently high pretilt angle, a small residual amount of a polymerizable compound, a high voltage holding ratio (VHR) and a high-speed response, and has poor alignment and burn-in. It shows excellent display quality with no or suppressed display defects.
  • the content of the polymerizable compound is adjusted, or when a plurality of polymerizable compounds are contained, a combination of polymerizable compounds or a combination of components other than the polymerizable compounds (for example, other liquid crystal compounds)
  • a liquid crystal display device using the liquid crystal composition of the present invention is very useful.
  • the present invention relates to a liquid crystal composition containing a specific n-type liquid crystal composition and a polymerizable compound, and a liquid crystal display device using the same.
  • the liquid crystal composition of the present invention exhibits a nematic phase or a smectic phase, but preferably exhibits a nematic phase at room temperature. Further, the liquid crystal composition of the present invention contains a dielectric substantially neutral compound (the value of ⁇ is ⁇ 2 to 2) and a negative compound (the value of ⁇ is negative and its absolute value is larger than 2) .
  • the dielectric anisotropy of the compound is a value extrapolated from the measured value of the dielectric anisotropy of the composition prepared by adding to the host liquid crystal composition at 25 ° C. In addition, although content is described with% below, this means mass%.
  • the liquid crystal composition of the present invention contains one or more compounds represented by general formula (i).
  • the compounds represented by the general formula (i) are negative compounds.
  • R i1 and R i2 are each independently a linear alkyl group having 1 to 8 carbon atoms or a linear alkyl group having 1 to 8 carbon atoms
  • an alkoxy group is preferred in order to exhibit particularly excellent dielectric anisotropy.
  • the alkyl group is preferably a methyl group, an ethyl group, an n-propyl group, an n-butyl group or an n-pentyl group.
  • the alkoxy group is preferably a methoxy group, an ethoxy group, an n-propoxy group, an n-butoxy group or an n-pentoxy group.
  • the lower limit of the preferable content of the compound represented by the general formula (i) to the total amount of the composition of the present invention is 1%, 2%, 3%.
  • the upper limit of the preferred content is 15%, 13%, 11%, 10%, 8%, 6%, 5%.
  • the compound represented by the general formula (i) exhibits an improvement effect such as ⁇ by adding a small amount, but if the addition amount is increased too much, problems such as precipitation from the liquid crystal composition occur when the temperature is lowered. There is an optimal content.
  • the compounds represented by the general formula (i) are preferably compounds represented by the formulas (i-1) to (i-9), and the compounds represented by the formula (i-1) to the formula (i-5)
  • the compound represented by is preferable, and it is preferable that it is a compound represented by Formula (i-3).
  • the compounds represented by the formulas (i-1) to (i-9) are preferably used in combination of two or more, from the viewpoint of improving the low temperature storage stability of the liquid crystal composition.
  • the lower limit of the preferable content of the compound represented by the formula (i-3) to the total amount of the composition of the present invention is 1%, 2%, and 3%.
  • the upper limit of the preferred content is 15%, 13%, 11%, 10%, 8%, 6%, 5%.
  • the liquid crystal composition of the present invention contains one or more compounds represented by the general formula (ii).
  • the compound represented by the general formula (ii) is a substantially neutral compound.
  • R ii1 and R ii2 is independently preferably a linear alkyl group having 1 to 5 carbon atoms, preferably a methyl group, an ethyl group, an n-propyl group or an n-butyl group, an ethyl group or an n- group.
  • Propyl, n-butyl and n-pentyl are preferred.
  • the lower limit of the preferable content of the compound represented by the general formula (ii) to the total amount of the composition of the present invention is 20%, 22%, 23% and 24%. 25%.
  • the upper limit of the preferred content is 50%, 45%, 40%, 37%, 35%, 33%, or 50% of the total amount of the composition of the present invention. %, 29%, and 27%.
  • the compound represented by the general formula (ii) is preferably a compound selected from the group of compounds represented by the formulas (ii-1) to (ii-4), and the compound of the formula (ii-1), It is preferable that it is a compound represented by Formula (ii-3) or Formula (ii-4).
  • the compound represented by formula (ii-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, it is preferable to use a compound represented by the formula (ii-3) or the formula (ii-4).
  • a combination of the compound represented by the formula (ii-1) and the compound represented by the formula (ii-3), the compound represented by the formula (ii-1) and the formula (ii Preferred is the combination of the compound represented by -4, the compound represented by the formula (ii-1), and the combination of the compound represented by the formula (ii-3) and the compound represented by the formula (ii-4) .
  • the total content of the compounds represented by the formula (ii-3) and the formula (ii-4) be 20% 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 (ii-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 lower limit is 20%, 22%, 23%, 24% and 25%.
  • the preferred upper limit is 50%, 45%, 40%, 37%, 35%, 33%, 30%, 29%, 27%.
  • the preferable lower limit of the total content of the compound represented by the general formula (i) and the compound represented by the general formula (ii) is 20%, 22%, 23%, 24% Yes, 25%, 27%, 28% and 30%.
  • the preferred upper limit is 50%, 45%, 40%, 37%, 35%, 33%, 30%, 29%, 27%.
  • the compound represented by formula (P) is a polymerizable compound.
  • the liquid crystal composition of the present invention contains one or more compounds represented by General Formula (P).
  • m p2 to m p4 each independently represent 0, 1, 2, or 3 and m p1 and m p5 each independently represent 1, 2 or 3, when a plurality of Z p1 are present
  • R p1 may be the same or different, and when there are a plurality of R p1 , they may be the same or different, and when there are a plurality of R p2 they are the same If there are a plurality of Sp p 1 , they may be the same or different. If there are a plurality of Sp p 2 , they may be the same or different.
  • L p1 L p1
  • M p2 M p2
  • it represents with the compound represented by these.
  • the said polymerizable monomer contains 1 type, or 2 or more types.
  • Z p1 is preferably -S p p 2 -R p 2 and R 11 and R 12 are each independently represented by formulas (R-1) to (R-3) It is preferable that it is either.
  • m p1 + m p5 is preferably 2 or more.
  • R p1 and R p2 are each independently represented by the following formula (R-1) to the formula (R-15):
  • m p3 in the general formula (P) represents 0, 1, 2 or 3, and when m p2 is 1, L p1 is a single bond, and when m p2 is 2 or 3, a plurality of L p1 is present Preferably, at least one is a single bond.
  • m p3 represents 0, 1, 2 or 3, and when m p3 is 1, M p2 is a 1,4-phenylene group, and when m p3 is 2 or 3, a plurality of them exist M p2 adjacent to M p1 through at least L p1 of M p2 which is preferably a 1,4-phenylene group.
  • m p3 in the general formula (P) represents 0, 1, 2 or 3, and at least one of M p2 is a 1,4-phenylene group substituted with one or more fluorines. Is preferred.
  • m p4 in the general formula (P) represents 0, 1, 2 or 3, and at least one of M p3 is a 1,4-phenylene group substituted with one or more fluorines. Is preferred.
  • the specific content of the polymerizable monomer in the polymerizable monomer-containing liquid crystal composition is preferably 2% or less, more preferably 1.5% or less, and still more preferably 1% or less.
  • the following are particularly preferable, and 0.4% or less is the most preferable.
  • the polymerizable compound of the general formula (P) according to the present invention is represented by the general formula (P-a), the general formula (P-b), the general formula (P-c) and the general formula (P-d)
  • the compound is preferably at least one compound selected from the group consisting of compounds, and two or more compounds may be used in combination.
  • R p1 and R p2 each independently represent the following formula (R-I) to the formula (R-IX):
  • each of R 2 to R 6 independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms 1 to 5 halogenated alkyl groups
  • W is a single bond, -O- or methylene group
  • T is a single bond or -COO-
  • p, t and q are each independently 0,
  • Ring A and ring B are each independently 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5- Diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indan-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1, Represents a 3-dioxane-2,5
  • binds to Sp p1 and ⁇ ⁇ binds to L p5 or L p6, and each hydrogen atom in the group is independently an alkyl group having 1 to 12 carbon atoms or 1 carbon atom
  • R 12 may be substituted with a halogenated alkyl group of to 12, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, or a halogen atom.
  • Sp p1 and Sp p4 represent a spacer group
  • X p1 to X p4 each independently represent a hydrogen atom or a halogen atom
  • the combination of the polymerizable monomer represented by the general formula (Pa) and the general formula (i) is considered to be preferable from the viewpoint of reducing the residual monomer.
  • the combination of the polymerizable monomer represented by the general formula (Pb) and the general formula (i) is considered to be preferable from the viewpoint of reducing the residual monomer.
  • the combination of the polymerizable monomer represented by the general formula (Pc) and the general formula (i) is considered to be preferable from the viewpoint of reducing the residual monomer.
  • the general formula (Pc) since the general formula (Pc) has a phenanthrene ring, it is considered that the photosensitivity of the entire composition is large.
  • m p12 and m p15 each independently represent 1, 2 or 3, and m p13 preferably represents 0, 1, 2 or 3.
  • R p1 When a plurality of R p1 are present, they may be the same or different, and when a plurality of R p1 are present, they may be the same or different, and a plurality of R p2 are present case may they have the same or different and they when Sp p1 there are a plurality may be the same or different and the same they if Sp p4 there are multiple And when there are a plurality of L p4 and L p5 , they may be the same or different, and when there are a plurality of rings A to C, they may be the same. Or may be different.
  • the photopolymerization time is shortened by combining the polymerizable monomer represented by the general formula (Pd) with the general formula (1) and the general formula (2) It will be possible to
  • Preferred examples of the compound represented by Formula (Pa) according to the present invention include polymerizable compounds represented by the following Formula (Pa-1) to Formula (Pa-31).
  • the specific content of the polymerizable monomer represented by the above general formula (Pa) is preferably 5% or less, more preferably 3% or less, still more preferably 2% or less, and 1% or less. Particularly preferred is 0.8% or less.
  • Preferred examples of the compound represented by the general formula (Pb) according to the present invention include polymerizable compounds represented by the following formulas (Pb-1) to (Pb-64).
  • Sp b represents-(CH 2 ) n- and n represents an integer of 1 to 20, but when there are a plurality of Sp b , they may be the same or different.
  • a specific content (ratio to the whole polymerizable monomer containing liquid crystal composition) of the polymerizable monomer represented by said general formula (P-b) 5% or less is preferable and 3% or less is more preferable. 2% or less is more preferable, 1% or less is particularly preferable, and 0.8% or less is most preferable.
  • Preferred examples of the compound represented by the general formula (Pc) according to the present invention include polymerizable compounds represented by the following formulas (Pc-1) to (Pc-52).
  • the specific content of the polymerizable monomer represented by the above general formula (P-c) is preferably 5% or less, more preferably 3% or less, still more preferably 2% or less, and 1% or less. Particularly preferred is 0.8% or less.
  • the compound represented by General Formula (P-d) according to the present invention is preferably a compound represented by the following General Formula (P-d ').
  • Pd ′ In the compound represented by the above general formula (Pd ′), it is more preferable that m p10 represents 2 or 3. The other symbols are the same as the above general formula (pd), and thus are omitted.
  • Preferred examples of the compound represented by the general formula (Pd) according to the present invention include polymerizable compounds represented by the following formulas (Pd-1) to (Pd-31).
  • the specific content of the polymerizable monomer represented by the general formula (Pd) is preferably 5% or less, more preferably 3% or less, still more preferably 2% or less, and 1% or less. Particularly preferred is 0.8% or less.
  • alkyl group having 1 to 15 carbon atoms is preferably a linear or branched alkyl group, and more preferably a linear alkyl group.
  • R 1 and R 2 are independently an alkyl group having 1 to 15 carbon atoms, and R 1 and R 2 are independently each a C 1 -C Eight alkyl groups are preferable, and alkyl groups having 1 to 6 carbon atoms are more preferable.
  • alkyl group having 1 to 15 carbon atoms examples include methyl group, ethyl group, propyl group, butyl group, isopropyl group, isobutyl group, t-butyl group, 3-pentyl group, isopentyl Groups, neopentyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, dodecyl group, pentadecyl group and the like.
  • the example of an alkyl group is common and is suitably selected from the said illustration by the number of carbon atoms of each alkyl group.
  • Examples of the "C1-C15 alkoxy group" of the present invention are preferably such that at least one oxygen atom in the substituent is directly bonded to the ring structure, and a methoxy group, ethoxy And propoxy group (n-propoxy group, i-propoxy group), butoxy group, pentyloxy group, octyloxy group and decyloxy group are more preferable.
  • the example of an alkoxy group is common and is suitably selected from the said illustration by the number of carbon atoms of each alkoxy group.
  • alkenyl group having a carbon number of 2 to 15 examples are vinyl group, allyl group, 1-propenyl group, isopropenyl group, 2-butenyl group, 3-butenyl group, 1,3-butadienyl group And 2-pentenyl group, 3-pentenyl group, 2-hexenyl group and the like.
  • alkenyl groups according to the present invention the following formula (i) (vinyl group), formula (ii) (1-propenyl group), formula (iii) (3-butenyl group) and formula (iv) ) (3-pentenyl group):
  • composition of the present invention preferably contains one or more compounds selected from the compounds represented by the general formulas (N-1), (N-2) and (N-3). These compounds correspond to dielectrically negative compounds (the sign of ⁇ is negative and its absolute value is larger than 2).
  • 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.
  • 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 0 or 1; n Nd11 represents 1 or 2; n Ne11 represents 1 or 2; n Nf11 represents 1 or 2; n Ng11 represents 1 or 2; A Ne11 represents trans-1, 4 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 Ne 11 represents a single bond or ethylene, but at least one represents ethylene). More specifically, 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 (N-1-21) preferable.
  • 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 the general formula (N).
  • 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).
  • 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).
  • 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.
  • each of R N 141 and R N 142 independently represents the same meaning as R N 11 and R N 12 in General Formula (N).
  • 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).
  • 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-1-10.21) Is preferably represented by the formulas (N-1-10.1) to (N-1-10.5), the formula (N-1-10.20) and the formula (N-1-10.21). It is preferable that it is a compound, and a formula (N-1-1. 1), a formula (N- 1- 10. 2), a formula (N- 1- 10. 20), and a formula (N- 1- 10. 21) The compound represented by is preferable.
  • the compounds represented by the formula (N-1-10.1), the formula (N-1-10.2), the formula (N-1-12.20) and the formula (N-1-10.21) can be used alone.
  • 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%, and 10%, although it is possible to use them in combination or in combination. 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-1-11) 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).
  • 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-1-11.15) And the compounds represented by formulas (N-1-11.1) to (N-1-11.15) 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).
  • 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 N1131 and R N1132 independently represents the same meaning as R N11 and R N12 in the general formula (N).
  • 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).
  • 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).
  • 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).
  • 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.
  • R N1201 and R N1202 independently represents the same meaning as R N11 and R N12 in the general formula (N).
  • 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.
  • each of R N 1211 and R N 12 12 independently represents the same meaning as R N 11 and R N 12 in general formula (N).
  • 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).
  • 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).
  • 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 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).
  • 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), with the exception of the compound represented by General Formula (ii)
  • 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 value 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%, and 3%.
  • the upper limit of the preferred content is 13%, 10%, 8%, 7%, 6%, 5%, 3%, based on the total amount of the composition of the present invention It is.
  • 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%, 8%, 10% It is.
  • the upper limit of the preferred content is 15%, 13%, 10%, 8%, 5%, 3%, or 15% of the total amount of the composition of the present invention. %, And it is preferable not to contain substantially.
  • 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 1%, 5%, 8%, 10%.
  • the upper limit of the preferred content is 15%, 13%, 10%, 8%, 5%, 3%, or 15% of the total amount of the composition of the present invention. %, And it is preferable not to contain substantially.
  • 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%, and 5%.
  • the upper limit of the preferable content is 8%, 5%, 3%, 1%, and preferably, substantially not containing, with respect to the total amount of the composition of the present invention.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-5) to the total amount of the composition of the present invention is 1%, and 5%.
  • the upper limit value of the preferable content is 8%, 5%, 3%, 1%, and preferably substantially not containing, with respect to the total amount 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% and 5%.
  • the upper limit of the preferred content is 8%, 5%, 3%, 1%, and preferably not substantially containing, based on the total weight of the composition of the present invention.
  • the formula (L-1-2.2), the formula (L-1-3.1), the formula (L-1-3.3), the formula (L-1-3.4) It is preferable to combine two or more compounds selected from the compounds represented by formula (L-1-3.11) and formula (L-3.1.
  • the lower limit value of the preferable content of the total content of these compounds is 1%, 5% is there.
  • the upper limit of the preferable content is 8%, 5%, 3%, 1%, and preferably, substantially not containing, with respect to the total amount of the composition of the present invention.
  • 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%, and 5%.
  • the upper limit of the preferable content is 8%, 5%, 3%, 1%, and preferably, substantially not containing, with respect to the total amount of the composition of the present invention.
  • 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-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 (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-3.4), Compounds represented by (L-3.2) to (L-3.7) 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 1%, 5% is there.
  • the upper limit value of the preferable content is 8%, 5%, 3%, 1%, and preferably substantially not containing, with respect to the total amount of the composition of the present invention.
  • 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%, 5%.
  • the upper limit of the preferable content is 8%, 5%, 3%, 1%, and preferably, substantially not containing, with respect to the total amount of the composition of the present invention.
  • 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%, 5%.
  • the upper limit value of the preferable content is 8%, 5%, 3%, 1%, and preferably substantially not containing, with respect to the total amount of the composition of the present invention.
  • 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 preferred content of the total of the compounds represented by general formula (i), general formula (ii), general formula (P), general formulas (L) and (N) with respect to the total amount of the composition of the present invention The lower limit 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%.
  • the lower limit value of the preferable content of the total of the compounds represented by M-8) is 80%, 85%, 88%, 90%, 92%, 93%, It is 94%, 95%, 96%, 97%, 98%, 99%, 100%.
  • the upper limit of the preferred content is 100%, 99%, 98% and 95%.
  • the compound represented by the general formula (P) is polymerized to give the liquid crystal molecule with the ability to control the orientation This is not preferable because problems such as weak regulatory force, inability to achieve a prescribed pretilt, or deviation of the pretilt angle from the initially applied one with use of the display element may occur.
  • the preferable lower limit value of the content of these compounds in the composition is 1% and 3%.
  • the upper limit of the preferred content is 20%, 17%, 15%, 13%, 11%, 8%, or 20% of the total amount of the composition of the present invention. %, 3%, 1%, and substantially no content.
  • 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.
  • composition in the present invention can further contain a compound represented by General Formula (Q).
  • R Q represents a linear or branched alkyl group having 1 to 22 carbon atoms, and one or more CH 2 groups in the alkyl group are not directly adjacent to an oxygen atom
  • 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 (III-1) to (III-38) are preferable as the antioxidant or the light stabilizer which can be used in the present invention.
  • n represents an integer of 0 to 20
  • the composition of the present invention it is preferable to contain one or two or more compounds represented by general formula (Q) or compounds selected from general formulas (III-1) to (III-38), one type It is further preferable to contain five types, and the content is preferably 0.001 to 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.
  • the composition containing the polymerizable compound of the present invention is imparted with liquid crystal alignment ability by polymerizing the polymerizable compound contained therein by ultraviolet irradiation, and the transmitted light quantity of light is controlled using birefringence of the composition Used in liquid crystal display devices.
  • the liquid crystal display device using the liquid crystal composition of the present invention has the remarkable feature of high-speed response, and additionally, the tilt angle is sufficiently obtained, and there is no problem with unreacted polymerizable compounds.
  • VHR voltage holding ratio
  • the tilt angle and the residual amount of the polymerizable compound can be easily controlled, it is easy to optimize and reduce the energy cost for manufacturing, which is optimal for improvement of production efficiency and stable mass production.
  • the liquid crystal display element using the liquid crystal composition of the present invention is particularly useful for a liquid crystal display element for driving an active matrix, and a liquid crystal display element for PSA mode, PSVA mode, VA mode, PS-IPS mode or PS-FFS mode It can be used for
  • a liquid crystal display device comprises a first substrate and a second substrate disposed opposite to each other, a common electrode provided on the first substrate or the second substrate, and the first substrate or the first substrate. It is preferable to have a pixel electrode provided on a second substrate and having a thin film transistor, and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate. If necessary, an alignment film for controlling the alignment direction of liquid crystal molecules may be provided on the opposite surface side of at least one of the first substrate and / or the second substrate so as to abut on the liquid crystal layer. As the alignment film, a vertical alignment film, a horizontal alignment film, etc.
  • a rubbing alignment film eg, polyimide
  • a photoalignment film degradable polyimide etc.
  • the well-known alignment film of can be used.
  • a color filter may be appropriately provided on the first substrate or the second substrate, and a color filter may be provided on the pixel electrode or the common electrode.
  • the two substrates of the liquid crystal cell used in the liquid crystal display device according to the present invention may be a flexible transparent material such as glass or plastic, and one of them may be an opaque material such as silicon.
  • a transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.
  • the color filter can be 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 treatment, 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.
  • a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided.
  • first substrate and the second substrate be opposed so that the common electrode and the pixel electrode layer are inside.
  • the distance between the first substrate and the second substrate may be adjusted via a spacer.
  • the thickness is more preferably 1.5 to 10 ⁇ m, and in the case of using a polarizing plate, it is preferable to adjust the product of the refractive index anisotropy ⁇ n of the liquid crystal and the cell thickness d so as to maximize the contrast.
  • the polarizing axis of each polarizing plate can be adjusted to adjust the viewing angle and contrast to be good.
  • retardation films for widening the viewing angle can also be used.
  • the spacer include glass particles, plastic particles, alumina particles, and photoresist materials.
  • a normal vacuum injection method or an ODF method can be used as a method of holding the liquid crystal composition between the two substrates.
  • an appropriate polymerization rate is desirable.
  • Preferred is a method in which polymerization is carried out by irradiation singly or in combination or in order.
  • ultraviolet light When ultraviolet light is used, a polarized light source may be used or a non-polarized light source may be used.
  • a polarized light source When ultraviolet light is used, 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 must be given appropriate transparency to active energy rays.
  • 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. It is also possible to use a means of polymerization.
  • a means of polymerization In particular, when ultraviolet light exposure is performed, it is preferable to perform ultraviolet light exposure while applying an alternating electric field to the liquid crystal composition.
  • the alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on 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 temperature at the time of irradiation of active energy rays such as ultraviolet rays or electron beams used when polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited.
  • active energy rays such as ultraviolet rays or electron beams
  • the liquid crystal composition of the present invention when applied to a liquid crystal display element provided with a substrate having no alignment film, it is applied to a liquid crystal display element provided with a substrate having the above alignment film.
  • the temperature range may be wider than the temperature range.
  • a metal halide lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, or the like can be used as a lamp that generates ultraviolet light.
  • a wavelength of the ultraviolet-ray to irradiate it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not an absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed.
  • the intensity of the ultraviolet light to be irradiated is preferably 0.1 mW / cm 2 to 100 W / cm 2, and more preferably 2 mW / cm 2 to 50 W / cm 2 .
  • the energy amount of the ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm 2 to 500 J / cm 2, and more preferably 100 mJ / cm 2 to 200 J / cm 2 .
  • the intensity may be changed.
  • the irradiation time of the ultraviolet light is appropriately selected depending on the intensity of the ultraviolet light to be irradiated, preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.
  • liquid crystal display element when injecting the polymerizable liquid crystal composition between the first substrate and the second substrate, for example, a method such as vacuum injection method or one drop fill (ODF) method is used.
  • a method such as vacuum injection method or one drop fill (ODF) method is used.
  • ODF one drop fill
  • it is possible to suppress the generation of dripping marks when the polymerizable liquid crystal composition is dripped onto the substrate.
  • a dripping mark when displaying in black, it defines as a phenomenon in which the mark which dripped the polymeric liquid crystal composition floats up white.
  • the generation of the dripping marks is greatly affected by the injected polymerizable liquid crystal composition, but the influence can not be avoided even by the configuration of the display element.
  • the thin film transistor, the electrode and the like formed in the display element have a thin alignment film, or a member which separates the polymerizable liquid crystal composition only from the thin alignment film and the thin insulating protective layer. Therefore, there is a high possibility that the ionic substance can not be blocked, and the generation of dripping marks due to the interaction between the metal material constituting the electrode and the liquid crystal composition can not be avoided, but in the liquid crystal display element of the present invention By combining and using the polymerizable liquid crystal composition of the invention, the generation of the dropping mark can be effectively suppressed.
  • Tni Nematic phase-isotropic liquid phase transition temperature (° C)
  • T ⁇ n Nematic phase lower limit temperature (° C)
  • ⁇ n refractive index anisotropy at 20 ° C.
  • dielectric anisotropy at 20 ° C. :: viscosity at 20 ° C. (mPa ⁇ s) ⁇ 1 : rotational viscosity (mPa ⁇ s) at 20 ° C K 33 : Elastic constant at 20 ° C.
  • K 33 (Method of manufacturing liquid crystal display element and evaluation method) First, a liquid crystal composition containing a polymerizable compound is coated with a polyimide alignment film for inducing vertical alignment with a cell gap of 3.5 ⁇ m, and then a vacuum injection method is applied to a liquid crystal cell including a substrate with ITO where the polyimide alignment film is rubbed. Infused.
  • a vertical alignment film forming material JALS 2096 manufactured by JSR Corporation was used.
  • a voltage of 10 V was applied at a frequency of 100 Hz and a high pressure mercury lamp was used to irradiate ultraviolet light through a filter that cuts ultraviolet light of 325 nm or less.
  • illuminance measured at the center wavelength of 365nm condition was adjusted to 100 mW / cm 2, was irradiated with ultraviolet light at an accumulated light intensity of 20 J / cm 2.
  • the above ultraviolet irradiation condition is referred to as irradiation condition 1.
  • irradiation condition 1 Under the irradiation condition 1, a pretilt angle is given to liquid crystal molecules in the liquid crystal cell.
  • the illuminance measured under the condition of a central wavelength of 313 nm is adjusted to be 0.3 mW / cm 2 , and ultraviolet light with an integrated light quantity of 36 J / cm 2 is further irradiated to obtain a liquid crystal display device. Obtained.
  • the aforementioned ultraviolet irradiation conditions are referred to as irradiation conditions 2. Under the irradiation condition 2, the residual amount of the polymerizable compound in the unreacted liquid crystal cell under the irradiation condition 1 is reduced.
  • pretilt angle of the liquid crystal display element was measured and used as a pretilt angle (initial).
  • the pretilt angle was measured using OPTICPRO manufactured by Syntech, and 90 ° to 88 ° was ⁇ , 88 ° to 86 ° was ⁇ , and less than 86 ° was ⁇ .
  • the residual amount [ppm] of the polymerizable compound (P-b) in the liquid crystal display element after irradiation with ultraviolet light under the conditions of the above-mentioned irradiation condition 1 and irradiation conditions 1 and 2 was measured.
  • the liquid crystal display element was disassembled to obtain an acetonitrile solution of an eluted component containing a liquid crystal composition, a polymer, and an unreacted polymerizable compound. This was analyzed by high performance liquid chromatograph (Agilent 1260 series), and the peak area of each component was measured. From the peak area of the liquid crystal compound as an index and the peak area ratio of the unreacted polymerizable compound, the amount of the remaining polymerizable compound (Pb) was determined.
  • the residual amount of the polymerizable compound (Pb) was determined from this value and the amount of the polymerizable compound initially added.
  • the detection limit of the residual amount of the polymerizable compound was 100 ppm.
  • the polymerizable compound remains after the ultraviolet irradiation under the irradiation condition 1 and the irradiation condition 2
  • the case where the peak of the polymerizable compound remaining after the irradiation condition 1 was not observed was taken as ⁇ , and the case where the peak was observed as x.
  • VHR voltage holding ratio
  • MTR-1 liquid crystal cell ion density measurement system manufactured by Toyo Technica Co., Ltd.
  • the measurement conditions were 1 V and 60 Hz at a temperature of 60.degree.
  • VHR is 98% or more, ⁇ , 96% or more is ⁇ , 90% or more is ⁇ , and less than 90% is x.
  • Examples 1 to 3, Comparative Examples 1 to 3 The liquid crystal composition used for evaluation and the characteristic of the liquid crystal display element created using the liquid crystal composition were put together below.
  • Comparative Example 1 is a composition obtained by removing the compound corresponding to General Formula (i) from Example 1 so as not to change ⁇ n. It turned out that Tni falls by this and (gamma) 1 also worsens. Furthermore, it was found that the composition was not suitable as a PSA composition because the pretilt angle was difficult to attach and the amount of residual monomers was large.
  • Examples 2 and 3 are compositions prepared by paying attention to ⁇ 1 / K33 with respect to Example 1, and are compositions capable of high-speed response.
  • Comparative Example 2 is a composition obtained by removing the compound corresponding to General Formula (i) from Example 3. It was found that when such adjustment was made, Comparative Example 2 had a difficult pretilt angle, had many residual monomers, and caused a decrease in Tni. Comparative Example 3 is a liquid crystal composition in which the content of 3-Cy-Cy-V is increased by decreasing the compound corresponding to the general formula (ii) in order to further improve ⁇ 1 in Comparative Example 2. It was found that although such adjustment makes it possible to obtain high-speed response, it is difficult to attach the pretilt angle, and the VHR drop (reliability drop) is remarkable.

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Abstract

La présente invention vise à fournir une composition de cristaux liquides contenant un composé polymérisable pour produire un élément d'affichage à cristaux liquides de type PSA ou PSVA qui présente d'excellentes performances de réponse, un angle de pré-inclinaison suffisant, une faible quantité de monomères résiduels, et pas ou très peu de défaillances telles qu'une défaillance d'alignement et une défaillance d'affichage dues à un faible rapport de maintien de tension (VHR), etc. et un élément d'affichage à cristaux liquides utilisant ladite composition. La présente invention concerne par conséquent une composition de cristaux liquides polymérisable contenant un ou plusieurs composés sélectionnés parmi la formule générale (i), et un ou plusieurs composés sélectionnés parmi des composés représentés par la formule générale (ii), la quantité contenue du composé représenté par la formule générale (ii) étant de 20 % en masse ou plus ; et un élément d'affichage à cristaux liquides utilisant la composition.
PCT/JP2018/037175 2017-10-16 2018-10-04 Composition nématique de cristaux liquides et élément d'affichage à cristaux liquides l'utilisant WO2019078016A1 (fr)

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CN112852443A (zh) * 2019-11-27 2021-05-28 Dic株式会社 聚合性液晶组合物和使用其的液晶显示元件
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