WO2015198960A1 - Élément d'affichage à cristaux liquides et procédé de production associé - Google Patents

Élément d'affichage à cristaux liquides et procédé de production associé Download PDF

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WO2015198960A1
WO2015198960A1 PCT/JP2015/067602 JP2015067602W WO2015198960A1 WO 2015198960 A1 WO2015198960 A1 WO 2015198960A1 JP 2015067602 W JP2015067602 W JP 2015067602W WO 2015198960 A1 WO2015198960 A1 WO 2015198960A1
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liquid crystal
group
another embodiment
present
furthermore
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PCT/JP2015/067602
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Japanese (ja)
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小川　真治
芳典 岩下
根岸　真
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Dic株式会社
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers

Definitions

  • the present invention relates to a liquid crystal display element useful as a constituent member for a liquid crystal TV or the like and a method for manufacturing the same.
  • Liquid crystal display elements are used in various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, watches, advertisement display boards, etc., including clocks and calculators.
  • Typical liquid crystal display methods include TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type (vertical alignment; VA) using TFT (thin film transistor), and IPS. (In-plane switching) type.
  • the liquid crystal composition used in these liquid crystal display elements is stable against external factors such as moisture, air, heat, and light, and exhibits a liquid crystal phase in the widest possible temperature range centering on room temperature. It is required to be viscous and have a low driving voltage.
  • the liquid crystal composition is composed of several to several tens of kinds of compounds in order to optimize dielectric anisotropy ( ⁇ ), refractive index anisotropy ( ⁇ n), etc. for each liquid crystal display element. It is composed of
  • a liquid crystal composition having a negative ⁇ is used, which is widely used for liquid crystal TVs and the like.
  • low voltage driving, high-speed response, and a wide operating temperature range are required. That is, the absolute value of ⁇ is large, the viscosity ( ⁇ ) is small, and a high nematic phase-isotropic liquid phase transition temperature (T ni ) is required.
  • T ni nematic phase-isotropic liquid phase transition temperature
  • T ni nematic phase-isotropic liquid phase transition temperature
  • ⁇ n ⁇ d which is the product of ⁇ n and the cell gap (d)
  • it is necessary to adjust ⁇ n of the liquid crystal composition to an appropriate range according to the cell gap when applying a liquid crystal display element to a television or the like, since high-speed response is important, a liquid crystal composition having a low rotational viscosity ( ⁇ 1 ) is required.
  • an MVA (multi-domain vertical alignment) type that divides the alignment direction of liquid crystal molecules in a pixel into a plurality of parts by providing a protrusion structure on the substrate.
  • Liquid crystal display elements have been widely used.
  • the MVA type liquid crystal display element is excellent in view angle characteristics, the response speed of liquid crystal molecules is different between the vicinity of the protrusion structure on the substrate and the part away from the protrusion structure, and the liquid crystal having a slow response speed away from the protrusion structure.
  • the response speed as a whole is insufficient due to the influence of molecules, and there is a problem of a decrease in transmittance due to the protruding structure.
  • PSA is a method for providing a uniform pretilt angle in a divided pixel without providing a non-transparent protrusion structure in a cell, unlike a normal MVA liquid crystal display element.
  • Liquid crystal display elements including polymer sustained alignment: polymer sustaining alignment and PS liquid crystal display elements (polymer stabilized) have been developed.
  • a PSA liquid crystal display element is obtained by adding a small amount of a reactive monomer to a liquid crystal composition, introducing the liquid crystal composition into a liquid crystal cell, and then irradiating active energy rays while applying a voltage between the electrodes. It is produced by polymerizing the reactive monomer.
  • a reactive monomer is mixed into the alignment film material. Then, after introducing the liquid crystal composition into the liquid crystal cell, a method of polymerizing the reactive monomer in the alignment film by applying active energy rays while applying a voltage between the electrodes has been developed (for example, Patent Document 2, 3 and 4).
  • the manufacturing method of the liquid crystal display element has also undergone great changes. That is, in the conventional vacuum injection method, when a large panel is manufactured, the manufacturing process takes a lot of time. Therefore, in the manufacture of a large panel, a manufacturing method using an ODF (one-drop-fill) method is mainly used. (For example, see Patent Document 5). Since this method can shorten the injection time compared with the vacuum injection method, it has become the mainstream method for manufacturing liquid crystal display elements. However, a phenomenon in which a drop mark in which a liquid crystal composition is dropped remains in the liquid crystal display element in a dropped shape after the liquid crystal display element is produced has become a new problem.
  • ODF one-drop-fill
  • a dripping mark is defined as a phenomenon in which a mark in which a liquid crystal composition is dripped appears white when displaying black.
  • the reactive monomer that is a foreign substance is present in the alignment film when the liquid crystal composition is dropped onto the substrate. Therefore, the problem of dripping marks is likely to occur.
  • the occurrence of dripping marks is often caused by the selection of a liquid crystal material, and the cause is not clear.
  • the polymerizable compound mixed in the liquid crystal composition is polymerized to form a polymer layer in the liquid crystal composition layer, thereby suppressing the drop mark generated in relation to the alignment control film.
  • the polymerizable compound mixed in the liquid crystal composition is polymerized to form a polymer layer in the liquid crystal composition layer, thereby suppressing the drop mark generated in relation to the alignment control film.
  • Patent Document 6 discloses (see, for example, Patent Document 6).
  • this method like the PSA method, there is a problem of display burn-in caused by the reactive monomer added to the liquid crystal composition, and the effect of suppressing dripping marks is insufficient.
  • Patent Document 7 a reactive monomer is contained in the vertical alignment film, the liquid crystal composition is introduced into the liquid crystal cell, and then the active energy is applied while applying a voltage between the electrodes.
  • a liquid crystal display element that combines a specific liquid crystal composition in a method in which a reactive monomer in an alignment film is polymerized by irradiation with a line has been proposed.
  • various characteristics as a liquid crystal display element such as dielectric anisotropy, viscosity, nematic phase upper limit temperature, rotational viscosity ( ⁇ 1 ) and the image sticking characteristic of the liquid crystal display element are not deteriorated. It has become possible to provide a liquid crystal display element that hardly causes dripping marks and a method for manufacturing the same.
  • JP 2002-357830 A JP 2010-107536 A US Patent Application Publication No. 2011/261295 JP 2011-227284 A JP-A-6-235925 JP 2006-58755 A Japanese Patent No. 05299595
  • an object of the present invention is to provide a liquid crystal display element capable of suppressing deterioration of a liquid crystal material when a polymerizable compound having a reactive group in an alignment film is polymerized, and a method for producing the same.
  • the present invention includes a pair of substrates having a first substrate and a second substrate, and a liquid crystal composition layer sandwiched between the substrates, and the first substrate and the second substrate.
  • the alignment film Includes a polymer of a polymerizable compound having a reactive group, and the liquid crystal composition constituting the liquid crystal composition layer has the following general formula (I):
  • X 1 to X 4 each independently represents a hydrogen atom, a halogen atom or a cyano group
  • R 1 and R 2 are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms.
  • Ring B and Ring C each independently represents a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more hydrogen atoms present in the 1,4-phenylene group are fluorine atoms.
  • One or more —CH 2 — present in the 1,4-cyclohexylene group may be substituted with —O—.
  • an alignment film is formed by applying and heating an alignment material containing a polymerizable compound having a reactive group and a vertical alignment material to at least one of the first substrate and the second substrate. Thereafter, the liquid crystal composition is sandwiched between the first substrate having the electrode on at least one side and the second substrate, and an active energy ray is applied to the electrode in a state where a voltage is applied.
  • Polymerizing a polymerizable compound of The liquid crystal composition has the following general formula (I)
  • X 1 to X 4 each independently represents a hydrogen atom, a halogen atom or a cyano group
  • R 1 and R 2 are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms.
  • Ring B and Ring C each independently represent a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more hydrogen atoms present in the 1,4-phenylene group are fluorine atoms.
  • One or more —CH 2 — present in the 1,4-cyclohexylene group may be substituted with —O—.
  • the liquid crystal display element of the present invention can polymerize the reactive monomer in the alignment film by low-intensity and short-time UV irradiation, and can suppress the deterioration of the liquid crystal material in the liquid crystal composition. It can be used effectively as a display element.
  • Embodiments of the liquid crystal display element and the manufacturing method thereof according to the present invention will be described.
  • the liquid crystal display element of the present invention is a liquid crystal display element having a liquid crystal composition layer sandwiched between a pair of substrates, and a voltage is applied to the liquid crystal composition layer to displace the liquid crystal molecules in the liquid crystal composition layer. This is based on the principle of acting as an optical switch by transferring, and a well-known and conventional technique can be used in this respect.
  • a method of applying a charge vertically between the two substrates is generally employed.
  • one electrode is a common electrode and the other electrode is a pixel electrode. The most typical embodiment of this scheme is shown below.
  • FIG. 1 is a schematic perspective view showing an embodiment of the liquid crystal display element of the present invention.
  • the liquid crystal display element 10 of this embodiment includes a first substrate 11, a second substrate 12, a liquid crystal composition layer 13 sandwiched between the first substrate 11 and the second substrate 12, and a first The common electrode 14 provided on the surface of the substrate 11 facing the liquid crystal composition layer 13, the pixel electrode 15 provided on the surface of the second substrate 12 facing the liquid crystal composition layer 13, and the common electrode 14, a vertical alignment film 16 provided on the surface facing the liquid crystal composition layer 13, a vertical alignment film 17 provided on the surface of the pixel electrode 15 facing the liquid crystal composition layer 13, and the first substrate 11 and a color filter 18 provided between the common electrode 14.
  • the first substrate 11 and the second substrate 12 a glass substrate or a plastic substrate is used.
  • a substrate made of a resin such as acrylic resin, methacrylic resin, polyethylene terephthalate, polycarbonate, or cyclic olefin resin is used as the plastic substrate.
  • the common electrode 14 is usually made of a transparent material such as indium-added tin oxide (ITO).
  • ITO indium-added tin oxide
  • the pixel electrode 15 is usually made of a transparent material such as indium-added tin oxide (ITO).
  • ITO indium-added tin oxide
  • the pixel electrodes 15 are arranged in a matrix on the second substrate 12.
  • the pixel electrode 15 is controlled by a drain electrode of an active element typified by a TFT switching element, and the TFT switching element has a gate line as an address signal line and a source line as a data line in a matrix.
  • the configuration of the TFT switching element is not shown.
  • slits having striped or V-shaped patterns are formed in each pixel.
  • a pixel electrode having a portion that is not provided) may be provided.
  • FIG. 2 is a schematic plan view showing a typical form of a slit electrode (comb electrode) when the inside of a pixel is divided into four regions.
  • the slit electrode has comb-like slits in four directions from the center of the pixel, so that the liquid crystal molecules in each pixel that are substantially perpendicularly aligned with respect to the substrate when no voltage is applied are applied with voltage application.
  • the liquid crystal molecules are directed in four different directions, approaching horizontal alignment.
  • the orientation direction of the liquid crystal in the pixel can be divided into a plurality of parts, so that the viewing angle characteristic is extremely wide.
  • a method for dividing the pixel in addition to a method of providing a slit in the pixel electrode, a method of providing a structure such as a linear protrusion in the pixel, a method of providing an electrode other than the pixel electrode and the common electrode, and the like are used. .
  • a configuration using a slit electrode is preferable from the viewpoint of transmittance and ease of production. Since the pixel electrode provided with the slit does not have a driving force for the liquid crystal molecules when no voltage is applied, the pretilt angle cannot be given to the liquid crystal molecules. However, when the alignment film material used in the present invention is used in combination, a pretilt angle can be given, and a wide viewing angle by pixel division can be achieved by combining with a slit electrode obtained by pixel division.
  • having a pretilt angle means that the liquid crystal molecules are perpendicular to the substrate surface (the surface adjacent to the liquid crystal composition layer 13 in the first substrate 11 and the second substrate 12) in the state where no voltage is applied.
  • the director is slightly different.
  • the liquid crystal display element of the present invention is a vertical alignment (VA) type liquid crystal display element
  • the director of the liquid crystal molecules is aligned substantially perpendicular to the substrate surface when no voltage is applied.
  • a vertical alignment film is generally used.
  • a material for forming the vertical alignment film (vertical alignment film material), polyimide, polyamide, polysiloxane, or the like is used. Among these, polyimide is preferable.
  • the vertical alignment film material may contain a mesogenic part, but unlike a polymerizable compound described later, it is preferable that the material does not contain a mesogenic part.
  • the vertical alignment film material includes a mesogenic part, image sticking or the like due to disorder of the molecular arrangement may occur due to repeated application of voltage.
  • the vertical alignment film is made of polyimide
  • a polyimide solution in which a mixture of tetracarboxylic dianhydride and diisocyanate, polyamic acid, or polyimide is dissolved or dispersed in a solvent.
  • the polyimide in the polyimide solution is used.
  • the content of is preferably 1% by mass or more and 10% by mass or less, more preferably 3% by mass or more and 5% by mass or less, and still more preferably 10% by mass or less.
  • the polysiloxane-based vertical alignment film when a polysiloxane-based vertical alignment film is used, the polysiloxane produced by mixing and heating an alkoxy group-containing silicon compound, an alcohol derivative, and an oxalic acid derivative at a predetermined blending ratio was dissolved.
  • a polysiloxane solution can be used.
  • the vertical alignment film formed of polyimide or the like includes a polymer formed by polymerization of a polymerizable compound having a reactive group.
  • This polymerizable compound imparts a function of fixing the pretilt angle of the liquid crystal molecules. That is, it is possible to tilt the director of the liquid crystal molecules in the pixel in different directions when a voltage is applied, using a slit electrode or the like. However, even in the configuration using the slit electrode, the liquid crystal molecules are aligned almost perpendicularly to the substrate surface when no voltage is applied, and no pretilt angle is generated.
  • an appropriate pretilt angle is obtained by applying a voltage between the electrodes and irradiating ultraviolet rays or the like in a state where the liquid crystal molecules are slightly tilted to polymerize the reactive monomer in the liquid crystal composition. Is granted.
  • the liquid crystal display element of the present invention as in the PSA method, a voltage is applied between the electrodes and the liquid crystal molecules are slightly tilted to irradiate ultraviolet rays or the like to give a pretilt angle.
  • the liquid crystal composition does not contain a polymerizable compound.
  • the polymerizable compound having a reactive group is previously contained in the vertical alignment film material such as polyimide, and after sandwiching the liquid crystal composition between the substrates, the polymerizable compound is added while applying a voltage. Curing imparts a pretilt angle, which is essentially different from the PSA method in that it does not utilize phase separation of the polymerizable compound.
  • substantially vertical means a state in which the directors of vertically aligned liquid crystal molecules are slightly tilted from the vertical direction to give a pretilt angle.
  • substantially vertical is preferably 89.5 to 85 °. More preferably, it is 5 to 87 °.
  • the vertical alignment film containing a polymer of a polymerizable compound having a reactive group is formed by the effect of the polymerizable compound mixed in the vertical alignment film material. Therefore, it is presumed that the vertical alignment film and the polymerizable compound are intertwined in a complicated manner to form a kind of polymer alloy, but the exact structure cannot be shown.
  • the polymerizable compound having a reactive group may or may not contain a mesogenic moiety.
  • the polymer of the polymerizable compound having a reactive group preferably has a cross-linked structure from the viewpoint of durability. From the viewpoint of durability, the polymerizable compound having a reactive group is bifunctional or trifunctional. A polymerizable compound having two or more reactive groups such as a functional group is preferred.
  • the reactive group is preferably a substituent having photopolymerizability.
  • the reaction of the polymerizable compound having a reactive group can be suppressed during the thermal polymerization of the vertical alignment film material. Substituents are particularly preferred.
  • X 7 and X 8 each independently represent a hydrogen atom or a methyl group
  • Sp 1 and Sp 2 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —X— (CH 2 ) s —
  • s represents an integer of 2 to 7
  • X represents O, OCOO, or COO
  • X is bonded to an aromatic ring present in U
  • U represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms, a linear or branched polyvalent alkenylene group having 3 to 20 carbon atoms, or a polyvalent cyclic substituent having 5 to 30 carbon atoms.
  • -O alkenylene group range where oxygen atoms are not adjacent in the alkylene group or polyvalent alkenylene groups in polyvalent alkylene group -, - CO -, - CF 2 - may be substituted by, carbon atoms 5 ⁇ 20 alkyl groups (in which the alkylene group is an acid
  • the polymerizable compound represented by the formula (1) may be substituted with an oxygen atom in a range in which the elementary atoms are not adjacent to each other), or may be substituted with a cyclic substituent, and k represents an integer of 1 to 5. preferable.
  • X 7 and X 8 each independently represent a hydrogen atom or a methyl group.
  • a hydrogen atom is preferable, and importance is placed on reducing the residual amount of the reaction. In this case, a methyl group is preferred.
  • Sp 1 and Sp 2 are each independently a single bond, an alkylene group having 1 to 8 carbon atoms, or —X— (CH 2 ) s — (wherein s is 2 to 7 X represents O, OCOO, or COO, and X is bonded to an aromatic ring present in U.), but the carbon chain is preferably not so long, and a single bond or An alkylene group having 1 to 5 carbon atoms is preferable, and a single bond or an alkylene group having 1 to 3 carbon atoms is more preferable.
  • Sp 1 and Sp 2 represent —O— (CH 2 ) s —
  • s is preferably 1 to 5, more preferably 1 to 3, and at least one of Sp 1 and Sp 2 is a single bond. More preferably, it is particularly preferable that both are single bonds.
  • U represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms, a linear or branched polyvalent alkenylene group having 3 to 20 carbon atoms, or a polyvalent having 5 to 30 carbon atoms.
  • An alkyl group (the alkylene group in the group may be substituted with an oxygen atom within the range where the oxygen atom is not adjacent), or may be substituted with a cyclic substituent, and may be substituted with two or more cyclic substituents; It is preferable.
  • U specifically preferably represents the following formulas (Va-1) to (Va-6), and the formulas (Va-1), (Va-2), It is more preferable to represent the formula (Va-6), and it is particularly preferable to represent the formula (Va-1).
  • Z 1 , Z 2 and Z 3 are each independently —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 —, —CH ⁇ CH—COO—, —CH ⁇ CH—OCO—, —COO—CH ⁇ CH—, —OCO—CH ⁇ CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO— or Represents a single bond, and
  • Z 1 , Z 2 and Z 3 are each independently —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 — or a single bond is preferable, —COO—, —OCO— or a single bond is more preferable, and a single bond is particularly preferable.
  • At least one of Sp 1 and Sp 2 preferably represents a single bond, and it is also preferable that both are single bonds.
  • k represents an integer of 1 to 5, and k is preferably a bifunctional compound of 1 or k is a trifunctional compound of 2, and more preferably a bifunctional compound.
  • the compound represented by the general formula (V) is preferably a compound represented by the following general formulas (Va-1-1) to (Va-6-52).
  • liquid crystal composition The liquid crystal composition in the present invention has the general formula (I)
  • X 1 to X 4 each independently represents a hydrogen atom, a halogen atom or a cyano group
  • R 1 and R 2 are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms.
  • Ring B and Ring C each independently represents a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more hydrogen atoms present in the 1,4-phenylene group are fluorine atoms.
  • One or more —CH 2 — present in the 1,4-cyclohexylene group may be substituted with —O—. It is characterized by containing the compound represented by this.
  • R 1 and R 2 are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or carbon.
  • Represents an alkenyloxy group having 2 to 8 atoms It preferably represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, More preferably, it represents an alkyl group having 2 to 5 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms or an alkenyloxy group having 2 to 4 carbon atoms, It is particularly preferable to represent an alkyl group having 2 to 5 carbon atoms and an alkenyl group having 2 to 4 carbon atoms.
  • R 1 and / or R 2 represents an alkyl group
  • an alkyl group having 1, 3 or 5 carbon atoms is particularly preferred.
  • R 1 and / or R 2 represents an alkenyl group, the following structures are preferred.
  • R 1 and R 2 may be the same or different.
  • X 1 to X 4 are each independently a hydrogen atom, a halogen atom or a cyano group, preferably a hydrogen atom or a halogen atom.
  • the halogen atom is preferably a fluorine atom.
  • ring B and ring C each independently represent a 1,4-phenylene group or a 1,4-cyclohexylene group, and one or more existing in the 1,4-phenylene group
  • the hydrogen atom of may be substituted with a fluorine atom, and one or more —CH 2 — present in the 1,4-cyclohexylene group may be substituted with —O—.
  • the compound represented by general formula (I) according to the present invention is a compound represented by at least one selected from the group consisting of general formula (Ia) to general formula (Ic). preferable.
  • R 1 and R 2 are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, carbon Represents an alkoxy group having 1 to 8 atoms or an alkenyloxy group having 2 to 8 carbon atoms, and X 1 to X 6 each independently represents a hydrogen atom, a halogen atom or a cyano group.
  • X 1 to X 6 each independently represents a hydrogen atom, a halogen atom or a cyano group.
  • the compound represented by general formula (Ia) according to the present invention is at least selected from the group consisting of compounds represented by general formula (Ia-1) to general formula (Ia-6) One type is more preferable.
  • R 1 and R 2 are each independently an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms. Or an alkoxy group having 1 to 8 carbon atoms.
  • Preferable examples of the compound represented by the general formula (Ia) according to the present invention include the following formulas (Ia-7) to (Ia-32).
  • the compound represented by the general formula (Ib) according to the present invention is represented by the general formula (Ib-1), the general formula (Ib-2), and the general formula (Ib-3). More preferably, it is at least one selected from the group consisting of:
  • R 1 and R 2 are each independently an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms. Or an alkoxy group having 1 to 8 carbon atoms.
  • Preferable examples of the compound represented by the general formula (Ib) according to the present invention include the following formulas (Ib-4) to (Ib-13).
  • the compound represented by general formula (Ic) according to the present invention is at least selected from the group consisting of compounds represented by general formula (Ic-1) to general formula (Ic-3) One type is more preferable.
  • R 3 and R 4 are each independently an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms. Or an alkoxy group having 1 to 8 carbon atoms.
  • Preferable examples of the compound represented by the general formula (Ic) according to the present invention include the following formulas (Ic-4) to (Ic-17).
  • the content of the compound represented by the general formula (I) in the liquid crystal composition of the present invention is appropriately selected not only in the usage mode and purpose of the liquid crystal composition but also in relation to other components.
  • the preferred range of the content of the compound represented by the general formula (I) contained in the liquid crystal composition is preferably independent depending on the embodiment, but in the general formula (I) having a tetracyclic structure, When 2 to 18% by mass of the represented compound is used, the compound sensitizes the light irradiated to polymerize the reactive monomer in the alignment film, so that the compound can be irradiated with low-intensity and short-time UV irradiation.
  • the compound represented by formula (I) is preferably contained in the liquid crystal composition in an amount of 3 to 15% by mass, more preferably 4 to 10% by mass, and more preferably 4 to 8%. It is most preferable to contain by mass%.
  • the liquid crystal composition according to the present invention has the following general formula (X)
  • R X1 and R X2 each independently represent an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms, and in these groups
  • One methylene group present or two or more methylene groups not adjacent to each other may be substituted with —O— or —S—, and one or more hydrogen atoms present in these groups.
  • the atom may be substituted with a fluorine atom or a chlorine atom, u and v independently represent 0 or 1, but u + v is 1 or less, M X1 , M X2 and M X3 are independent of each other, (A) trans-1,4-cyclohexylene group (one methylene group present in this group or two or more methylene groups not adjacent to each other may be replaced by —O— or —S—) ), (B) 1,4-phenylene group (one —CH ⁇ present in this group or two or more non-adjacent —CH ⁇ may be replaced by —N ⁇ )
  • the hydrogen atom contained in said group (a) or group (b) is respectively substituted by the cyano group, the fluorine atom, the trifluoromethyl group, the trifluoromethoxy group, or the chlorine atom.
  • R X1 and R X2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear carbon atom having 1 to 4 carbon atoms when the ring structure to which they are bonded is a phenyl group (aromatic). (Or more) alkoxy groups and alkenyl groups having 4 to 5 carbon atoms are preferred, and when the ring structure to which they are bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, linear carbon atoms An alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 (or more) carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.
  • alkenyl group is preferable when importance is placed on improving the response speed of the display element, and an alkyl group is preferred when reliability such as voltage holding ratio is important.
  • alkenyl group include the following formulas (Alkenyl-1) to (Alkenyl-4)
  • liquid crystal composition of the present invention contains a reactive monomer
  • structures represented by the formulas (Alkenyl-2) and (Alkenyl-4) are preferable, and the formula (Alkenyl- The structure represented by 2) is more preferable.
  • the compound represented by the general formula (X) may not have a sulfur atom, a nitrogen atom, an ester group, a cyano group, or a chlorine atom in the molecule. preferable.
  • the content of the compound represented by the general formula (X) is low temperature solubility, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, image sticking. Therefore, it is necessary to appropriately adjust according to required performance such as dielectric anisotropy.
  • the lower limit of the preferable content is, for example, 1% as one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 25%.
  • the content of the compound represented by the general formula (X) is more preferably 30 to 98% by mass, and more preferably 40 to 80% by mass in the liquid crystal composition. More preferably, it is most preferably contained in an amount of 50 to 70% by mass. In the case where the driving voltage is important, the content is preferably 70 to 98% by mass.
  • the compound represented by the general formula (X) is preferably a compound represented by the general formula (XI).
  • the preferable lower limit of the content when the compound represented by the general formula (XI) is contained is, for example, 1% as one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%.
  • it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition preferably contains 10 to 60% by mass, more preferably 12 to 45% by mass, and more preferably 15 to 35% by mass. % Content is more preferable.
  • R X1 preferably represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, and more preferably represents an alkyl group having 1 to 8 carbon atoms. More preferably, it represents an alkyl group having 3 to 5 carbon atoms, more preferably represents an alkyl group having 3 or 5 carbon atoms, is preferably linear, and is preferably linear.
  • R X2 represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. And preferably represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and an alkyl group having 3 to 5 carbon atoms or an alkoxy group having 2 to 4 carbon atoms. More preferably, an alkyl group having 3 or 5 carbon atoms or an alkoxy group having 2 or 4 carbon atoms, more preferably an alkoxy group having 2 or 4 carbon atoms, further preferably A chain is preferred.
  • An alkenyl group is preferable when importance is placed on improving the response speed of the display element, and an alkyl group is preferred when reliability such as voltage holding ratio is important.
  • R X1 represents an alkyl group having 3 to 5 carbon atoms
  • R X2 represents an alkoxy group having 2 to 4 carbon atoms. It is preferable to use a compound of the general formula (XI) in combination.
  • R X1 represents an alkyl group having 3 to 5 carbon atoms.
  • the content of the compound of the general formula (XI) in which R X2 represents an alkoxy group having 2 to 4 carbon atoms is preferably 50% by mass or more in the compound represented by the general formula (XI), More preferably, it is 70 mass% or more, and it is still more preferable that it is 80 mass% or more.
  • the compound represented by the general formula (XI) is specifically the following general formula (XI-a) and / or general formula (XI-b)
  • R X11 , R X21 , R X12 and R X22 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or Represents an alkenyloxy group having 2 to 5 carbon atoms.
  • R X21 , R X12 and R X22 are alkenyl groups, the number of carbon atoms is preferably 4 to 5.
  • R X11 is an alkyl or alkenyl group, more preferably an alkyl group
  • R X21 and R X22 is preferably an alkyl group or an alkoxy group, an alkoxy group or an alkenyloxy group in the case of increasing the absolute value of ⁇ And preferably an alkoxy group
  • R X12 is preferably an alkyl group or an alkenyl group, and more preferably an alkyl group.
  • the compounds represented by the general formula (XI) are specifically the following formulas (XI-1-1) to (XI-2-4)
  • the compounds represented by formula (XI-1-1) to formula (XI-1-4), formula (XI-2-1) and formula (XI-2-2) are preferred. More preferred are compounds represented by formula (XI-1-1), formula (XI-1-3), formula (XI-2-1) and formula (XI-2-2), and more preferred are formulas (XI -1-1), compounds of formula (XI-1-3) and formula (XI-2-1) are particularly preferred, and more specifically, the refractive index required for the liquid crystal composition of the present invention.
  • R X22 represents the same meaning as R X22 in formula (XI-2)). It is preferable that it is a compound chosen from the group represented by these.
  • the compound represented by the general formula (X) is preferably a compound represented by the general formula (XII).
  • R X1 has the same meaning as R X1 in the general formula (X)
  • M X2 represent the same meaning as M X2 in the general formula (X)
  • R X2 and R X2 in the general formula (X) It represents the same meaning.
  • the preferable lower limit of the content when the compound represented by the general formula (XII) is contained is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%.
  • it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition preferably contains 20 to 70% by mass, more preferably 21 to 65% by mass, and more preferably 22 to 60% by mass. More preferably, it is contained, particularly preferably 25 to 40% by mass.
  • R X1 represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms.
  • R X2 represents an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms.
  • it represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms. It is more preferably a group, more preferably an alkoxy group having 1 to 4 carbon atoms, still more preferably an alkoxy group having 2 or 3 carbon atoms, and particularly preferably a straight chain.
  • An alkenyl group is preferable when importance is placed on improving the response speed of the display element, and an alkyl group is preferred when reliability such as voltage holding ratio is important.
  • the compound represented by general formula (XII) is more preferably a compound represented by general formula (XII-1) or general formula (XII-2).
  • R X1 has the same meaning as R X1 in the general formula (X)
  • R X2 represent the same meaning as R X2 in the general formula (X).
  • the compounds represented by the general formula (XII-1) are specifically the following formulas (XII-1-1) to (XII-1-6)
  • the compounds represented by formula (XII-1-1) to formula (XII-1-4) are more preferred, and the compounds represented by formula (XII-1-1) to formula (XII-1-
  • the compound represented by 3) is more preferred, and the compounds represented by formula (XII-1-1) and formula (XII-1-3) are particularly preferred.
  • R X2 represents the same meaning as R X2 in formula (X) is preferable.
  • the compounds represented by the general formula (XII-2) are specifically the following formulas (XII-2-1) to (XII-2-6)
  • the compounds represented by formula (XII-2-1) to formula (XII-2-4) are more preferred, and the compounds represented by formula (XII-2-1) to formula (XII-2-
  • the compound represented by 3) is more preferred, and the compounds represented by formula (XII-2-1) and formula (XII-2-3) are particularly preferred.
  • R X2 represents the same meaning as R X2 in formula (X) is preferable.
  • the compound represented by the general formula (X) is preferably a compound represented by the general formula (XIII).
  • R X1 has the same meaning as R X1 in the general formula (X)
  • R X2 represent the same meaning as R X2 in the general formula (X)
  • the X 31 ⁇ X 36 is a hydrogen atom or a fluorine atom
  • At least one of the combinations of X 31 and X 32 , the combination of X 33 and X 34 , and the combination of X 35 and X 36 is a fluorine atom.
  • the preferable lower limit of the content when the compound represented by the general formula (XIII) is contained is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Or in another embodiment of the present invention it is 5%.
  • it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition preferably contains 5 to 30% by mass, more preferably 10 to 27% by mass, and more preferably 15 to 25% by mass. It is particularly preferable to do this.
  • the alkyl group of R X1 and R X2 carbon atoms are each independently 1-8, alkenyl group having 2 to 8 carbon atoms, an alkoxy group or a number of carbon atoms of 1 to 8 carbon atoms It preferably represents an alkenyloxy group having 2 to 8 carbon atoms, but preferably represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, and represents an alkyl group having 1 to 8 carbon atoms. More preferably, it represents an alkyl group having 2 to 5 carbon atoms, more preferably represents an alkyl group having 3 to 5 carbon atoms, and R 1 and R 2 have different carbon atoms. Is most preferred, and is preferably linear.
  • X 31 to X 36 each independently preferably represents a hydrogen atom or a fluorine atom, but preferably 2 to 5 represent a fluorine atom, and 2 to 4 represent a fluorine atom. More preferably, 2 to 3 represent a fluorine atom, and more preferably 2 represent a fluorine atom.
  • any two of X 33 to X 36 preferably represent a fluorine atom, and the combination of X 33 and X 34 both represents a fluorine atom, or X 35 and X 36 It is preferable that both of the combinations represent a fluorine atom, and it is more preferable that both of the combinations of X 33 and X 34 represent a fluorine atom.
  • both of the combinations represent a fluorine atom.
  • R X1 has the same meaning as R X1 in the general formula (X)
  • R X2 formula (. Represents the same meaning as R X2 in X)
  • R XIII-1) is a compound represented by the preferred formula
  • Compounds represented by (XIII-1) and (XIII-2) are preferred, and compounds represented by the general formula (XIII-1) are more preferred.
  • the compound represented by the general formula (XIII-1) is preferably a compound represented by the formula (XIII-1-1) to the formula (XIII-1-16).
  • R X1 and R X2 in the general formula (XIII) are each independently an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or the number of carbon atoms Represents an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, preferably an alkyl group having 2 to 5 carbon atoms or 2 carbon atoms.
  • the number of carbon atoms is preferably different.
  • compound R X2 represents compounds or R X1 is butyl
  • R X1 represents R X2 ethyl group represents a propyl group represents an ethyl group are preferred.
  • the liquid crystal composition according to the present invention has the following general formula (L)
  • R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—, OL represents 0 or 1,
  • B L1 , B L2 and B L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — not adjacent to each other).
  • R L1 and R L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R L1 is bonded is a phenyl group (aromatic). (Or more) alkoxy groups and alkenyl groups having 4 to 5 carbon atoms are preferred, and when the ring structure to which they are bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, linear carbon atoms An alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 (or more) carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.
  • the compound represented by the general formula (L) preferably has no chlorine atom in the molecule.
  • the content of the compound represented by the general formula (L) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, and burn-in.
  • the dielectric constant anisotropy or volatility needs to be appropriately adjusted according to the required performance.
  • the content of the compound represented by the general formula (L) includes low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, dielectric anisotropy, etc. It is necessary to adjust appropriately according to the required performance.
  • the lower limit of the preferable content is, for example, 1% as one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 25%.
  • the content of the compound represented by the general formula (L) is preferably 2 to 60% by mass, more preferably 15 to 50% by mass in the liquid crystal composition. More preferably, the content is 25 to 45% by mass.
  • the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the liquid crystal composition of the present invention maintains a high Tni and a liquid crystal composition with good temperature stability is required, the above lower limit value is preferably high and the upper limit value is high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
  • the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (LI) to the general formula (LV).
  • R 91 to R 9a each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms.
  • a compound selected from the group of compounds represented by formula (LI) to formula (LV) is contained, it is preferably contained in 1 to 10 types, and preferably in 1 to 8 types. Particularly preferably, 1 to 5 types are contained, and 2 or more types of compounds are also preferably contained.
  • R 91 to R 9a each independently preferably represents an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkoxy group having 2 to 10 carbon atoms. More preferably an alkyl group having 2 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 2 to 5 carbon atoms, and examples of the alkenyl group include the following formulas (Alkenyl-1) to (Alkenyl): -4)
  • liquid crystal composition of the present invention contains a reactive monomer
  • structures represented by the formulas (Alkenyl-2) and (Alkenyl-4) are preferable, and the formula (Alkenyl- The structure represented by 2) is more preferable.
  • R 91 and R 92 may be the same or different, but preferably represent different substituents.
  • the compound represented by the general formula (LI) is preferably a compound selected from the group of compounds represented by the general formula (LIa).
  • R 13 and R 14 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • R 13 and R 14 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.
  • the content of the compound represented by the general formula (LIa) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process suitability, It is necessary to adjust appropriately according to required performance such as dripping marks, image sticking, and dielectric anisotropy.
  • the preferred lower limit of the content when the compound represented by the general formula (L-1-a) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition preferably contains 2 to 60% by mass, more preferably 15 to 50% by mass, It is most preferable to contain -45 mass%.
  • the compound represented by the formula (LIa) is preferably a compound described below.
  • a compound represented by the formula (LI-a-1), the formula (LI-a-2) and the formula (LI-a-3) is preferable. It is preferable to use a larger amount of formula (Ia-3) when it is desired to produce a liquid crystal display element having a low viscosity and a high-speed response. In some cases, the content of the compounds represented by formulas (LI-a-1) to (LI-a-2) is preferably increased.
  • the compound represented by the general formula (LI) is preferably a compound selected from the group of compounds represented by the general formula (LIb).
  • each R 12 independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms.
  • each R 12 independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.
  • the preferred lower limit of the content when the compound represented by the general formula (LIb) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition preferably contains 2 to 60% by mass, more preferably 15 to 50% by mass, It is most preferable to contain -45 mass%.
  • the compound represented by the formula (LI-b) is preferably a compound described below.
  • a compound represented by formula (LI-b-2) or formula (LI-b-3) is preferred, and a compound represented by formula (LI-b-3) Is particularly preferred.
  • the compound represented by the general formula (LI) is preferably a compound selected from the group of compounds represented by the general formula (LIc).
  • R 13 represents an alkyl group having 1 to 5 carbon atoms
  • R 15 represents an alkoxy group having 1 to 4 carbon atoms.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.
  • the preferred lower limit of the content when the compound represented by the general formula (LIc) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition preferably contains 2 to 60% by mass, more preferably 15 to 50% by mass, It is most preferable to contain -45 mass%.
  • the compound represented by the formula (LI-c) is preferably a compound described below.
  • a compound represented by formula (Ic-2), formula (Ic-5) or formula (Ic-9) is preferable.
  • the liquid crystal composition of the present invention may further contain a compound represented by the formula (LId-1) having a structure similar to that of the compound represented by the general formula (LI).
  • the compound represented by the formula (LId-1) is preferably contained in an amount of 2% by mass or more, more preferably 5% by mass or more, and more preferably 10% by mass or more based on the total amount of the liquid crystal composition of the present invention. More preferably, it is more preferably 26% by mass or more, and particularly preferably 15% by mass or more.
  • the compound represented by the general formula (LI) is preferably a compound selected from the group of compounds represented by the general formula (LIe).
  • R 16 and R 17 each independently represents an alkenyl group having 2 to 5 carbon atoms
  • R 16 and R 17 each independently represents an alkenyl group having 2 to 5 carbon atoms
  • the content of the compound represented by the general formula (LIe) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, different dielectric constants. Combine according to required performance such as directionality.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Moreover, in another embodiment of this invention, they are three or more types.
  • the preferred lower limit of the content when the compound represented by the general formula (LIe) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition preferably contains 2 to 60% by mass, more preferably 15 to 50% by mass, It is most preferable to contain -45 mass%.
  • the compound represented by the general formula (LIe) is a compound selected from the group of compounds represented by the formula (LIe-1) to the formula (LIe-10).
  • it is a compound represented by the formula (LIe-1), the formula (LIe-2) and the formula (LIe-5).
  • the compound represented by the general formula (L-II) is preferably a compound selected from the group of compounds represented by the general formula (L-II-a).
  • R 11 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms
  • R 12 represents an alkyl group having 1 to 5 carbon atoms.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types.
  • the preferred lower limit of the content when the compound represented by the general formula (L-II-a) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention contains a compound represented by the general formula (L-II-a)
  • the liquid crystal composition preferably contains 2 to 60% by mass, more preferably 15 to 50% by mass. More preferably, it is contained, most preferably 25 to 45% by mass.
  • the compound represented by the formula (L-II-a) is preferably a compound described below.
  • a compound represented by formula (L-II-a-2), formula (L-II-a-6) or formula (L-II-a-9) is preferable.
  • liquid crystal composition of the invention contains a compound selected from the group of compounds represented by formula (L-II-b) having a structure similar to that of the compound represented by formula (L-II). May be.
  • R 11 and R 12 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X 12 represents Independently represents a fluorine atom or a chlorine atom.
  • the preferred lower limit of the content when the compound represented by the general formula (L-II-b) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%.
  • it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the compound represented by the general formula (L-II-b) is preferably contained in an amount of 0 to 20% by mass, more preferably 0 to 5% by mass in the liquid crystal composition.
  • the compound represented by the general formula (L-II-b) is preferably a compound represented by the formula (L-II-b-1)).
  • the compound represented by the general formula (L-III) is preferably a compound selected from the group of compounds represented by the general formula (L-III-a).
  • R 11 and R 12 each independently represents 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.
  • R 11 and R 12 each independently represents 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 preferred lower limit of the content when the compound represented by the general formula (L-III-a) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention contains the compound represented by the general formula (L-III-a)
  • the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. More preferably, it is contained, and most preferably 5 to 15% by mass.
  • the effect is high when the content is set to be large.
  • the effect is high when the content is set low.
  • the compound represented by the formula (L-III-a) is preferably a compound described below.
  • R 11 and R 12 each independently represents 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 to 5
  • X 11 and X 12 each independently represents a fluorine atom or a hydrogen atom, and either X 11 or X 12 is a fluorine atom.
  • the liquid crystal composition when the compound represented by the general formula (L-III-b) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and 4 to 20% by mass. More preferably, it is contained, and most preferably 5 to 15% by mass.
  • the compound represented by the general formula (L-III-b) is preferably a compound represented by the formula (L-III-b-1).
  • the compound represented by the general formula (L-IV) is preferably a compound selected from the group of compounds represented by the general formula (L-IV-a), for example.
  • R 25 represents an alkyl group having 1 to 5 carbon atoms
  • R 24 represents an alkyl group having 1 to 5 carbon atoms.
  • the preferred lower limit of the content when the compound represented by the general formula (L-IV-a) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention contains a compound represented by the general formula (L-IV-a)
  • the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. More preferably, it is contained, and most preferably 5 to 15% by mass.
  • the compound represented by the formula (L-IV-a) is preferably a compound described below.
  • a compound represented by the formula (L-IV-a-2) is preferable.
  • the compound represented by the general formula (L-IV) is preferably a compound selected from the group of compounds represented by the general formula (L-IV-b), for example.
  • R 25 represents an alkyl group having 1 to 5 carbon atoms
  • R 26 represents an alkoxy group having 1 to 4 carbon atoms.
  • the preferred lower limit of the content when the compound represented by the general formula (L-IV-b) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention contains a compound represented by the general formula (L-IV-b)
  • the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. More preferably, it is contained, and most preferably 5 to 15% by mass.
  • the compound represented by the general formula (L-IV-b) is preferably a compound represented by the formula (L-IV-b-1) to the formula (L-IV-b-4), for example. Of these, compounds represented by the formula (L-IV-b-3) are preferred.
  • the compound represented by the general formula (L-IV) may be a compound selected from the group of compounds represented by the general formula (L-IV-c), for example.
  • R 23 represents an alkenyl group having 2 to 5 carbon atoms
  • R 24 represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.
  • the preferred lower limit of the content when the compound represented by the general formula (L-IV-c) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention contains a compound represented by the general formula (L-IV-c)
  • the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. More preferably, it is contained, and most preferably 5 to 15% by mass.
  • the compound represented by the general formula (L-IV-c) is preferably a compound represented by the formula (L-IV-c-1) to the formula (IV-c-3), for example.
  • the compound represented by the general formula (LV) is preferably a compound selected from the group of compounds represented by the general formula (LV).
  • R 31 and R 32 each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the preferred lower limit of the content when the compound represented by the general formula (LVa) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%.
  • it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention contains a compound represented by the general formula (LVa)
  • the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. More preferably, it is contained, and most preferably 5 to 15% by mass. More specifically, the compound represented by the formula (LVa) is preferably a compound described below.
  • the compound represented by the general formula (LV) is preferably a compound selected from the group of compounds represented by the general formula (LV).
  • R 33 represents an alkenyl group having 2 to 5 carbon atoms, and R 32 each independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.
  • the preferred lower limit of the content when the compound represented by the general formula (LVb) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%.
  • it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • liquid crystal composition of the present invention when the compound represented by the general formula (LVb) is contained, it is more preferable that the liquid crystal composition contains 3 to 25% by mass, and 4 to 20% by mass. More preferably, it is contained, and most preferably 5 to 15% by mass.
  • the compound represented by the general formula (LVb) is preferably a compound represented by the formula (LVb-1) or the formula (LVb-2), for example.
  • the compound represented by the general formula (LV) is preferably a compound selected from the group of compounds represented by the general formula (LV).
  • the preferred lower limit of the content when the compound represented by the general formula (LVC) is contained is, for example, 1 in one embodiment of the present invention relative to the total amount of the liquid crystal composition of the present invention. %. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%.
  • it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention contains a compound represented by the general formula (LVc)
  • the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. More preferably, it is contained, and most preferably 5 to 15% by mass.
  • the compound represented by the general formula (LVc) is, for example, a compound selected from the group of compounds represented by the formula (LVc-1) to the formula (LVc-3) In particular, a compound represented by the formula (LVc-3) is preferable.
  • the compound represented by the general formula (L) is preferably a compound selected from the compound group represented by the general formula (L-VI), for example.
  • R 21 and R 22 each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the content of the compound represented by the general formula (VI) is preferably adjusted according to required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the preferable lower limit of the content is, for example, 1% as an embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. is there. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention when the compound represented by the general formula (L-VI) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. The content is more preferably 5 to 15% by mass.
  • the compound represented by the general formula (L-VI) is preferably a compound represented by the formula (L-VI-1) or the formula (L-VI-2), for example.
  • the compound represented by the general formula (L) is preferably a compound selected from, for example, a compound group represented by the general formula (L-VII).
  • R 21 and R 22 each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • R 21 and R 22 each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • R 21 and R 22 each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the preferable lower limit of the content is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. is there. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention when the compound represented by the general formula (L-VII) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. The content is more preferably 5 to 15% by mass.
  • the compound represented by the general formula (L-VII) is preferably, for example, a compound represented by the formula (L-VII-1) to the formula (L-VII-5).
  • -VII-2) and / or a compound represented by the formula (L-VII-5) is preferable.
  • the compound represented by the general formula (L) is preferably a compound selected from the group represented by the general formula (L-VIII).
  • each R 51 and R 52 are 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 2 to 5
  • a 51 and A 52 independently represents a 1,4-cyclohexylene group or 1,4-phenylene group, Q 5 represents a single bond or —COO—, and X 51 and X 52 each independently represent a fluorine atom or a hydrogen atom.
  • X 51 and X 52 are not simultaneously fluorine atoms.
  • limiting in particular in the kind of compound which can be combined It combines according to performance requested
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention. Or in another embodiment of the present invention, there are two types. Furthermore, in another embodiment of this invention, they are three types. Furthermore, in another embodiment of this invention, they are four types.
  • the preferable lower limit of the content is, for example, 1% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention. is there. Or in another embodiment of the present invention it is 5%. Alternatively, in another embodiment of the present invention, it is 10%. In another embodiment of the present invention, it is 11%. In another embodiment of the present invention, it is 14%. In another embodiment of the present invention, it is 20%. Furthermore, in another embodiment of this invention, it is 30%. Furthermore, in another embodiment of this invention, it is 40%. Furthermore, in another embodiment of this invention, it is 50%. Furthermore, in another embodiment of this invention, it is 55%. Furthermore, in another embodiment of this invention, it is 60%. Furthermore, in another embodiment of the present invention it is 65%. Furthermore, in another embodiment of this invention, it is 70%. Furthermore, in another embodiment of the present invention, it is 75%. Furthermore, in another embodiment of this invention, it is 80%.
  • a preferable upper limit of the content is, for example, 95% in one embodiment of the present invention with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 85%.
  • it is 75%.
  • it is 65%.
  • it is 55%.
  • it is 45%.
  • it is 35%.
  • it is 30%.
  • it is 28%.
  • it is 27%.
  • it is 25%.
  • the liquid crystal composition of the present invention when the compound represented by the general formula (L-VIII) is contained, the liquid crystal composition preferably contains 3 to 25% by mass, and more preferably 4 to 20% by mass. The content is more preferably 5 to 15% by mass.
  • the total content of the compounds represented by the above general formula (I), general formula (X), and general formula (L) is 80 to 100 mass with respect to the entire liquid crystal composition. % Is preferable, 90 to 100% by mass is more preferable, and 95 to 100% by mass is particularly preferable.
  • the additive (antioxidant, UV absorber, etc.) in the liquid crystal composition according to the present invention is preferably 100 ppm to 1% by mass.
  • the liquid crystal composition of the present invention can use a nematic phase-isotropic liquid phase transition temperature (Tni) in a wide range, but the nematic phase-isotropic liquid phase transition temperature (Tni) is 60. It is preferably from ⁇ 120 ° C., more preferably from 70 to 100 ° C., particularly preferably from 70 to 85 ° C.
  • the dielectric anisotropy ⁇ of the liquid crystal composition in the present invention is preferably ⁇ 2.0 to ⁇ 6.0, more preferably ⁇ 2.5 to ⁇ 5.0 at 25 ° C. A value of ⁇ 2.5 to ⁇ 3.5 is particularly preferable.
  • the refractive index anisotropy ⁇ n of the liquid crystal composition in the present invention is preferably 0.08 to 0.13 at 25 ° C., more preferably 0.09 to 0.12. More specifically, the refractive index anisotropy of the liquid crystal composition in the present invention is preferably 0.10 to 0.12 at 25 ° C. when dealing with a thin cell gap. When it corresponds to a cell gap (cell gap of 3.4 ⁇ m or less), it is preferably about 0.9 to about 0.12, and when it corresponds to a thick cell gap (cell gap of 3.5 ⁇ m or more), it is about 0. It is preferably about 08 to about 0.1.
  • the upper limit of the rotational viscosity ( ⁇ 1 ) of the liquid crystal composition according to the present invention is preferably 150 (mPa ⁇ s) or less, more preferably 130 (mPa ⁇ s) or less, and particularly preferably 120 (mPa ⁇ s) or less.
  • the lower limit of the rotational viscosity ( ⁇ 1 ) is preferably 20 (mPa ⁇ s) or more, more preferably 30 (mPa ⁇ s) or more, still more preferably 40 (mPa ⁇ s) or more, and 50 (mPa ⁇ s). s) or more is more preferable, 60 (mPa ⁇ s) or more is further more preferable, and 70 (mPa ⁇ s) or more is particularly preferable.
  • Z as a function of rotational viscosity and refractive index anisotropy shows a specific value.
  • ⁇ 1 represents rotational viscosity and ⁇ n represents refractive index anisotropy.
  • Z is preferably 13000 or less, more preferably 12000 or less, and particularly preferably 11000 or less.
  • the liquid crystal composition according to the present invention needs to have a specific resistance of 10 11 ( ⁇ ⁇ m) or more, preferably 10 12 ( ⁇ ⁇ m). 13 ( ⁇ ⁇ m) or more is more preferable.
  • the liquid crystal composition according to the present invention can use a nematic phase-isotropic liquid phase transition temperature (T NI ) in a wide range, and the phase transition temperature (T NI ) is 60 to 120 ° C. It is preferably 70 to 110 ° C, particularly preferably 75 to 100 ° C.
  • T NI nematic phase-isotropic liquid phase transition temperature
  • An alignment material containing a polymerizable compound having a reactive group and a vertical alignment material is applied to the surface of the first substrate 11 on which the common electrode 14 is formed and the surface of the second substrate 12 on which the pixel electrode 15 is formed. Then, the vertical alignment films 16 and 17 are formed by heating.
  • a polymer compound precursor (polymerizable compound) to be the first polymer compound and a polymerizable compound such as a compound represented by the general formula (V), or photopolymerizable and photocrosslinked An alignment material containing a compound having a property is prepared.
  • examples of the polymer compound precursor include a mixture of tetracarboxylic dianhydride and diisocyanate, polyamic acid, and a polyimide solution in which polyimide is dissolved or dispersed in a solvent. Etc.
  • the polyimide content in the polyimide solution is preferably 1% by mass or more and 10% by mass or less, and more preferably 3% by mass or more and 5% by mass or less.
  • examples of the polymer compound precursor include a silicon compound having an alkoxy group, a silicon compound having a halogenated alkoxy group, alcohol, and oxalic acid.
  • examples thereof include a polysiloxane solution prepared by synthesizing polysiloxane by mixing at a quantitative ratio and heating, and dissolving it in a solvent.
  • the alignment material is applied or printed on each of the first substrate 11 and the second substrate 12 so as to cover the common electrode 14 and the pixel electrode 15 and the slit portion (not shown). Then, heat treatment is performed. As a result, the polymer compound precursor contained in the applied or printed alignment material is polymerized and cured to become the first polymer compound, and the first alignment compound and the polymerizable compound are mixed. 16, 17 are formed.
  • the temperature is preferably 80 ° C. or higher, and more preferably 150 to 200 ° C.
  • orientation control unit including the first polymer compound is formed at this stage. Thereafter, a process such as rubbing may be performed as necessary.
  • the first substrate 11 and the second substrate 12 are overlapped, and the liquid crystal composition layer 13 containing liquid crystal molecules is sealed between them.
  • the seal portion is printed using an epoxy adhesive or the like by a screen printing method.
  • first substrate 11 and the second substrate 12 are bonded together through spacer protrusions and a seal portion so that the vertical alignment films 16 and 17 are opposed to each other, and a liquid crystal composition containing liquid crystal molecules is injected. To do.
  • liquid crystal composition is sealed between the first substrate 11 and the second substrate 12 by curing the seal portion by heating or the like.
  • a voltage is applied between the common electrode 14 and the pixel electrode 15 using voltage applying means.
  • the voltage is applied with a magnitude of 5 to 30 (V), for example.
  • the application may apply a charge substantially perpendicularly to the first substrate and the second substrate.
  • the tilt angle of the liquid crystal molecules 19 is approximately equal to the pretilt ⁇ given to the liquid crystal molecules 19 in a process described later. Therefore, the magnitude of the pretilt ⁇ of the liquid crystal molecules 19 can be controlled by appropriately adjusting the magnitude of the voltage (see FIG. 3).
  • the polymerizable compound in the vertical alignment films 16 and 17 is polymerized by irradiating the liquid crystal composition layer 13 with, for example, ultraviolet light UV from the outside of the first substrate 11 with the voltage applied. To produce a second polymer compound.
  • the intensity of the ultraviolet light UV to be irradiated may or may not be constant, and the irradiation time at each intensity when the irradiation intensity is changed is arbitrary, but two or more stages of irradiation processes are performed.
  • the average irradiation light intensity in the first half of the entire irradiation process time is stronger than the average irradiation intensity in the second half, and the intensity immediately after the start of irradiation is the strongest. More desirably, it is further preferable that the irradiation intensity always decreases to a certain value as the irradiation time elapses.
  • the ultraviolet UV intensity is preferably 2 mW / cm ⁇ 2 to 100 mW / cm ⁇ 2 , but the first stage in the case of multi-stage irradiation or the entire irradiation process in the case of changing the irradiation intensity discontinuously.
  • the maximum irradiation intensity is 10 mW / cm ⁇ 2 to 100 mW / cm ⁇ 2
  • the minimum irradiation intensity is 2 mW / cm ⁇ after the second stage in the case of multistage irradiation or when the irradiation intensity is changed discontinuously. More preferably, it is 2 to 50 mW / cm ⁇ 2 .
  • the total irradiation energy amount is preferably 1 J to 300 J. However, in order to suppress the decomposition of the liquid crystal compound in the liquid crystal composition due to the influence of irradiation, it is necessary to keep the minimum irradiation total energy amount.
  • the applied voltage may be alternating current or direct current.
  • an alignment regulating portion (not shown) including the second polymer compound fixed to the alignment control portions of the vertical alignment films 16 and 17 is formed.
  • This alignment regulating part has a function of imparting a pretilt ⁇ to the liquid crystal molecules 19 located in the vicinity of the interface between the liquid crystal composition layer 13 and the vertical alignment films 16 and 17 in the non-driven state.
  • the ultraviolet light UV is irradiated from the outside of the first substrate 11, it may be irradiated from the outside of the second substrate 12, and both the first substrate 11 and the second substrate 12 may be irradiated. You may irradiate from the outer side of a board
  • the liquid crystal molecules 19 in the liquid crystal composition layer 13 have a predetermined pretilt ⁇ .
  • the response speed to the drive voltage can be greatly improved as compared with a liquid crystal display element that has not been subjected to any pretilt processing and a liquid crystal display device having the liquid crystal display element.
  • the polymer compound precursor constituting the vertical alignment films 16 and 17 is preferably a non-photosensitive polyimide precursor.
  • the content of the polymerizable compound having a reactive group, particularly the compound represented by the general formula (V) in the polymer compound precursor is preferably 0.5 to 4% by mass. More preferably, it is ⁇ 2% by mass.
  • Tni, ⁇ n, ⁇ , ⁇ , ⁇ 1 respectively are defined as follows.
  • T ni Nematic phase-isotropic liquid phase transition temperature (° C.)
  • ⁇ n refractive index anisotropy at 25 ° C.
  • ⁇ dielectric anisotropy at 25 ° C.
  • ⁇ viscosity at 20 ° C. (mPa ⁇ s)
  • ⁇ 1 rotational viscosity at 25 ° C.
  • Example 1 A first substrate (common electrode substrate) having a transparent electrode layer and a color filter layer made of a transparent common electrode, and a second substrate (pixel) having a pixel electrode layer having a transparent pixel electrode driven by an active element Electrode substrate).
  • each pixel electrode was obtained by etching ITO so that a slit having no electrode was present in the pixel electrode in order to divide the orientation of liquid crystal molecules.
  • a vertical alignment film material containing a polyimide precursor and a polymerizable compound having a reactive group is applied to each of the common electrode substrate and the pixel electrode substrate by a spin coating method, and the coating film is heated at 200 ° C.
  • the polyimide precursor in the alignment film material was cured to form a 100 nm vertical alignment film on the surface of each substrate.
  • the polymerizable compound having a reactive group is not cured in the vertical alignment film.
  • Va-1-1 a reactive group represented by the following formula (Va-1-1) is added to a polyimide solution (trade name: JALS2131-R6, manufactured by JSR) containing 3% of a polyimide precursor.
  • a solution containing 3% of the polymerizable compound was used.
  • a liquid crystal composition containing a compound represented by the following chemical formula was sandwiched between the common electrode substrate and the pixel electrode substrate on which the vertical alignment film was formed, and then the sealing material was cured to form a liquid crystal composition layer. At this time, using a spacer having a thickness of 4 ⁇ m, the thickness of the liquid crystal composition layer was set to 4 ⁇ m.
  • the obtained liquid crystal display element was irradiated with ultraviolet rays in a state where a rectangular alternating electric field was applied to cure the polymerizable compound having the reactive group.
  • the irradiation device UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. and USH-250BY manufactured by Ushio Electric Co., Ltd. are used as an ultraviolet lamp, and the liquid crystal display element is irradiated with ultraviolet rays at 20 mW for 300 seconds. Got.
  • a vertical alignment film containing a polymer of a polymerizable compound having a reactive group is formed, and a pretilt angle is imparted to the liquid crystal molecules in the liquid crystal composition layer.
  • the pretilt angle is defined as shown in FIG. In the case of complete vertical alignment, the pretilt angle ( ⁇ ) is 90 °, and when the pretilt angle is given, the pretilt angle ( ⁇ ) is smaller than 90 °.
  • the liquid crystal display element of Example 1 has pretilt angles in different directions in the four sections according to the slits of the pixel electrode as shown in FIG. 2, and the AC electric field is turned off after the polymerizable compound is cured.
  • the pretilt angle was maintained.
  • the pretilt angle maintained was 87.1 °.
  • the following table shows each physical property of the liquid crystal composition used in the liquid crystal display element of Example 1, VHR before and after UV irradiation, drop mark evaluation and burn-in evaluation of the obtained liquid crystal display element.
  • the liquid crystal composition used in the liquid crystal display element of Example 1 does not show a significant decrease in VHR before and after UV irradiation. Since the liquid crystal composition contains the compound represented by the general formula (I), the total amount of UV irradiation energy when polymerizing the polymerizable compound having a reactive group in the alignment film is kept low. Therefore, it is considered that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
  • Comparative Example 1 A liquid crystal composition containing the compounds shown in the following table was prepared, and a liquid crystal display device of Comparative Example 1 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.
  • the obtained liquid crystal display element was irradiated with ultraviolet rays in a state where a rectangular alternating electric field was applied, and the polymerizable compound having a reactive group in the alignment film was cured.
  • the irradiation device UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. and USH-250BY manufactured by Ushio Electric Co., Ltd. are used as the ultraviolet lamp, and the liquid crystal display element is irradiated with ultraviolet rays at 20 mW for 600 seconds. Got.
  • the liquid crystal display element was irradiated with ultraviolet rays under the same conditions as in Example 1 (20 mW for 300 seconds) to give a pretilt angle, but the polymerizable compound having a reactive group in the alignment film was not sufficiently cured. Since the pretilt angle was not stably given, irradiation of 20 mW for 600 seconds was required to maintain the pretilt angle, and the pretilt angle finally maintained was 87 °.
  • the following table shows each physical property of the liquid crystal composition used in the liquid crystal display element of Comparative Example 1, VHR before and after UV irradiation, drop mark evaluation and image sticking evaluation of the obtained liquid crystal display element.
  • the liquid crystal composition used in the liquid crystal display element of Comparative Example 1 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film.
  • the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
  • Example 2 As a material for forming a vertical alignment film, a polyimide solution containing 3% of a polyimide precursor (trade name: JALS2131-R6, manufactured by JSR Corporation) has a reactive group represented by the following formula (Va-1-16)
  • a liquid crystal display device of Example 2 was obtained in the same manner as Example 1 except that a solution containing 3% of the polymerizable compound was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. (Pretilt angle maintained: 87.1 °).
  • the following table shows the VHR before and after UV irradiation of the liquid crystal composition used in the liquid crystal display element of Example 2, and the drop mark evaluation and burn-in evaluation of the obtained liquid crystal display element. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
  • Example 3 As a material for forming a vertical alignment film, a polyimide solution containing 3% of a polyimide precursor (trade name: JALS2131-R6, manufactured by JSR Corporation) has a reactive group represented by the following formula (Va-1-16) A liquid crystal display element of Example 3 was obtained in the same manner as Example 1 except that a solution containing 3% of the polymerizable compound was used.
  • a polyimide solution containing 3% of a polyimide precursor trade name: JALS2131-R6, manufactured by JSR Corporation
  • Va-1-16 reactive group represented by the following formula (Va-1-16)
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. (Pretilt angle maintained: 87.1 °).
  • VHR before and after UV irradiation of the liquid crystal composition used in the liquid crystal display element of Example 3, and the drop mark evaluation and burn-in evaluation of the obtained liquid crystal display element are shown in the following table. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
  • Example 4 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 4 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.
  • Example 2 The physical properties of the liquid crystal composition used in the liquid crystal display element of Example 4, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown together in the above table. As a result, it is considered that VHR does not significantly decrease before and after UV irradiation, and that the decomposition of the liquid crystal compound constituting the liquid crystal composition can be suppressed.
  • Comparative Example 2 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Comparative Example 2 was obtained in the same manner as in Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 5 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 5 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. (Pretilt angle maintained: 87.2 °).
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 6 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 6 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by irradiation with ultraviolet rays at 20 mW for 290 seconds. It was.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 7 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 7 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 8 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 8 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 9 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 9 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 10 The physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 7, the VHR before and after UV irradiation, the drop mark evaluation and the burn-in evaluation of the obtained liquid crystal display element are shown in the above table together.
  • the liquid crystal composition used in the liquid crystal display element of Comparative Example 7 does not contain the compound represented by the general formula (I) and cures the polymerizable compound having a reactive group in the alignment film.
  • the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
  • Example 10 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 10 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 11 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display element of Example 11 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by irradiation with ultraviolet rays at 20 mW for 310 seconds. It was.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 12 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display device of Example 12 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • Example 13 A liquid crystal composition having the composition shown in the following table was prepared, and a liquid crystal display element of Example 13 was obtained in the same manner as Example 1 except that the liquid crystal composition was used.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 300 seconds. It was.
  • Example 2 In the same manner as in Example 1, a rectangular AC electric field was applied to the obtained liquid crystal display element using a USH-250BY manufactured by Ushio Electric Co., Ltd. as an ultraviolet lamp together with UIS-S2511RZ manufactured by Ushio Electric Co., Ltd. The state was irradiated with ultraviolet rays. Curing of the polymerizable compound having a reactive group in the alignment film necessary for imparting a pretilt angle to the liquid crystal molecules in the liquid crystal composition layer can be achieved by ultraviolet irradiation at 20 mW for 600 seconds. It was.
  • the physical properties of the liquid crystal composition used in the liquid crystal display element of Comparative Example 11, the VHR before and after UV irradiation, the drop mark evaluation of the obtained liquid crystal display element, and the burn-in evaluation are shown in the above table together.
  • the liquid crystal composition used in the liquid crystal display element of Comparative Example 11 did not contain the compound represented by the general formula (I) and cured the polymerizable compound having a reactive group in the alignment film.
  • the total amount of UV irradiation energy for increasing the VHR decreased, and a decrease in physical properties due to the decomposition of the liquid crystal compound in the liquid crystal composition was confirmed.
  • SYMBOLS 10 Liquid crystal display element, 11 ... 1st board

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Abstract

L'invention concerne : un élément d'affichage à cristaux liquides qui n'est pas sensible à l'apparition de marques de bavures lors de la fabrication de celui-ci sans détériorer les caractéristiques de l'élément d'affichage à cristaux liquides telles que l'anisotropie diélectrique, la viscosité, la température limite supérieure de la phase nématique et la viscosité de rotation (γ1) et les caractéristiques de rémanence d'image de l'élément d'affichage à cristaux liquides ; et un procédé de production de l'élément d'affichage à cristaux liquides. Un élément d'affichage à cristaux liquides selon la présente invention comprend une paire de substrats, à savoir un premier substrat et un second substrat, et une couche de composition de cristaux liquides qui est prise en sandwich entre les substrats. Le premier substrat et/ou le second substrat comprennent une électrode ; et le premier substrat et/ou le second substrat comprennent un film d'alignement qui commande la direction d'alignement des molécules de cristaux liquides dans la couche de composition de cristaux liquides. Le film d'alignement contient un polymère d'un composé polymérisable ayant un groupe réactif, et une composition de cristaux liquides qui constitue la couche de composition de cristaux liquides contient un composé représenté par la formule générale (I).
PCT/JP2015/067602 2014-06-25 2015-06-18 Élément d'affichage à cristaux liquides et procédé de production associé WO2015198960A1 (fr)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108219801A (zh) * 2016-12-15 2018-06-29 江苏和成显示科技有限公司 具有负介电各向异性的液晶组合物及其应用
WO2019102859A1 (fr) * 2017-11-21 2019-05-31 Dic株式会社 Composition de cristaux liquides et élément d'affichage à cristaux liquides

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006330137A (ja) * 2005-05-24 2006-12-07 Sharp Corp 液晶表示装置
WO2011055643A1 (fr) * 2009-11-09 2011-05-12 Jnc株式会社 Élément d'affichage à cristaux liquides, composition à base de cristaux liquides, agent d'alignement, procédé de production d'élément d'affichage à cristaux liquides et utilisation de composition à base de cristaux liquides
JP2012163677A (ja) * 2011-02-04 2012-08-30 Jsr Corp 液晶表示素子及びその製造方法、並びに液晶配向剤

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006330137A (ja) * 2005-05-24 2006-12-07 Sharp Corp 液晶表示装置
WO2011055643A1 (fr) * 2009-11-09 2011-05-12 Jnc株式会社 Élément d'affichage à cristaux liquides, composition à base de cristaux liquides, agent d'alignement, procédé de production d'élément d'affichage à cristaux liquides et utilisation de composition à base de cristaux liquides
JP2012163677A (ja) * 2011-02-04 2012-08-30 Jsr Corp 液晶表示素子及びその製造方法、並びに液晶配向剤

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108219801A (zh) * 2016-12-15 2018-06-29 江苏和成显示科技有限公司 具有负介电各向异性的液晶组合物及其应用
TWI670360B (zh) * 2016-12-15 2019-09-01 大陸商江蘇和成顯示科技有限公司 具有負介電各向異性的液晶組合物及其應用
WO2019102859A1 (fr) * 2017-11-21 2019-05-31 Dic株式会社 Composition de cristaux liquides et élément d'affichage à cristaux liquides

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