WO2019082839A1 - Composition de cristaux liquides polymérisable, et élément d'affichage à cristaux liquides - Google Patents

Composition de cristaux liquides polymérisable, et élément d'affichage à cristaux liquides

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WO2019082839A1
WO2019082839A1 PCT/JP2018/039168 JP2018039168W WO2019082839A1 WO 2019082839 A1 WO2019082839 A1 WO 2019082839A1 JP 2018039168 W JP2018039168 W JP 2018039168W WO 2019082839 A1 WO2019082839 A1 WO 2019082839A1
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liquid crystal
formula
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Japanese (ja)
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池田　富樹
琴姫 張
藤沢　宣
長谷部　浩史
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Dic株式会社
学校法人中央大学
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Priority to JP2019551114A priority Critical patent/JP7092311B2/ja
Publication of WO2019082839A1 publication Critical patent/WO2019082839A1/fr

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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
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    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells

Definitions

  • the present invention relates to a polymerizable liquid crystal composition and a liquid crystal display device.
  • liquid crystal materials called nematic liquid crystals are generally used in liquid crystal display elements of flat panel displays such as televisions, mobile phones, smart phones, tablets and the like. Such liquid crystal materials are required to have various characteristics such as low drive voltage, high transmittance, and high speed response.
  • Patent Document 1 is excellent in high transmittance and high-speed response by suppressing the increase in driving voltage, suppressing the decrease in birefringence, and improving the transmittance while improving the falling time of the liquid crystal. Discloses a liquid crystal display device.
  • the problem to be solved by the present invention is to provide a liquid crystal display element having high transmittance, and a liquid crystal composition used for the liquid crystal display element.
  • R N11 , R N12 , R N21 , R N22 , R N31 , R N32 , R N41 and R N42 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or more of the alkyl groups described above
  • Two or more non-adjacent -CH 2 -are each independently substituted by -CH CH-, -C ⁇ C-, -O-, -CO-, -COO- or -OCO- May be
  • a N11 , A N12 , A N21 , A N22 , A N31 , A N32 , A N41 and A N42 are each independently (A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be substituted with -O-.)
  • X J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group.
  • a liquid crystal display device comprising: two substrates; and a liquid crystal layer containing the liquid crystal composition according to any one of [1] to [8], provided between the two substrates.
  • Liquid crystal display element for TN mode, STN mode, ECB mode, VA mode, IPS mode or FFS mode.
  • the polymerizable liquid crystal composition contains a polymerizable compound and a nonpolymerizable liquid crystal compound, and in another embodiment, the polymerizable compound, the nonpolymerizable liquid crystal compound, and the polymerization initiator.
  • the polymerizable liquid crystal composition is a composition polymerizable by light containing the first absorption wavelength ⁇ 1. More specifically, the polymerizable liquid crystal composition absorbs light of at least wavelength ⁇ 1, whereby the polymerizable compound is polymerized.
  • the component which absorbs the light of wavelength ⁇ 1 in the polymerizable liquid crystal composition may be a polymerizable compound or a polymerization initiator.
  • the first absorption wavelength ⁇ 1 is defined as a wavelength at which the absorbance reaches a maximum value at the absorption peak obtained when the ultraviolet-visible absorption spectrum (wavelength 300 to 780 nm) of the polymerizable liquid crystal composition is measured. When two or more absorption peaks are obtained, the absorption peak in the longest wavelength range is adopted.
  • the first absorption wavelength ⁇ 1 substantially matches, for example, a wavelength at which the absorbance of the polymerizable compound has a maximum value or a wavelength at which the absorbance of the polymerization initiator has a maximum value.
  • the first absorption wavelength ⁇ 1 may be, for example, 310 nm or more, 330 nm or more, or 350 nm or more, and may be 380 nm or less, 375 nm or less, or 370 nm or less.
  • a polymerizable liquid crystal composition has, as a polymerizable compound, a polymerizable group and a double bond separately from the polymerizable group, and a polymerizable compound capable of taking a cis-trans isomer with respect to the double bond.
  • This polymerizable compound causes cis-trans isomerization by absorbing light containing a second absorption wavelength ⁇ 2 different from the first absorption wavelength ⁇ 1.
  • Such a polymerizable compound is also referred to as a polymerizable photoalignable functional compound.
  • this polymerizable compound is also referred to as "polymerizable compound (A)".
  • the second absorption wavelength ⁇ 2 is defined as a wavelength at which the absorbance has a maximum value in the absorption peak obtained when the ultraviolet-visible absorption spectrum of the polymerizable compound (A) is measured. When two or more absorption peaks are obtained, the absorption peak in the longest wavelength range is adopted.
  • the second absorption wavelength ⁇ 2 may be, for example, 380 nm or more, 400 nm or more, 410 nm or more, or 420 nm or more, and may be 470 nm or less, 460 nm or less, or 450 nm or less.
  • the second absorption wavelength ⁇ 2 is 20 nm or more longer than the first absorption wavelength ⁇ 1, and preferably 30 nm or more, 40 nm or more, or 50 nm or more longer than the first absorption wavelength ⁇ 1.
  • the polymerizable group in the polymerizable compound (A) may be, for example, a (meth) acryloyl group.
  • the double bond may be, for example, a carbon-carbon double bond, a carbon-nitrogen double bond or a nitrogen-nitrogen double bond.
  • the polymerizable compound (A) is, for example, a compound represented by the following formula (M-1).
  • Ring A and ring B each independently represent 1,4-cyclohexyl group or 1,4-phenylene group, and a hydrogen atom present in these groups is an alkyl group having 1 to 3 carbon atoms, an alkoxy group And may be substituted with a fluorine atom or a chlorine atom
  • X 11 represents a hydrogen atom or a methyl group
  • Sp 11 is a single bond
  • Represents n 11 and n 12 each independently represent an integer of 0 to 2
  • n 11 + n 12 is an integer of 0 to 2
  • Z 11 and Z 13 are each independently -OCH 2- , -CH 2 O-, -COO-, -
  • Ring A and ring B are each independently preferably a 1,4-phenylene group.
  • X 11 is preferably a hydrogen atom.
  • Sp 11 is preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having 3 to 10 carbon atoms, and still more preferably an alkylene group having 5 to 8 carbon atoms.
  • n 11 and n 12 are each independently preferably 0 or 1, and more preferably 0.
  • n11 + n12 is preferably 0 or 1, more preferably 0.
  • Z 11 and Z 13 are each independently preferably -COO-, -OCO-, or a single bond.
  • Y 11 , Y 12 , Y 13 and Y 14 are each independently preferably a hydrogen atom or a fluorine atom.
  • at least one of Y 11, Y 12, Y 13 and Y 14 is a fluorine atom, more preferably at least two Y 11, Y 12, Y 13 and Y 14 is a fluorine atom, Y 11 and More preferably, one of Y 12 is a fluorine atom and the other is a hydrogen atom, and one of Y 13 and Y 14 is a fluorine atom and the other is a hydrogen atom.
  • R 11 is preferably a group represented by formula (M-1-1).
  • X 12 is preferably a hydrogen atom
  • Sp 11 is preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having 3 to 10 carbon atoms, More preferably, it is an alkylene group having 5 to 8 carbon atoms.
  • the lower limit value of the preferable content of the polymerizable compound (A) to the total amount of the polymerizable liquid crystal composition is 0.01% by mass or more, 0.02% by mass or more, and 0.03% by mass or more It is.
  • the upper limit value of the preferable content of the polymerizable compound (A) to the total amount of the polymerizable liquid crystal composition is 0.5% by mass or less, 0.3% by mass or less, and 0.2% by mass or less And 0.1 mass% or less.
  • the polymerizable liquid crystal composition may further contain a polymerizable compound other than the polymerizable compound (A) as the polymerizable compound.
  • a polymerizable compound may be, for example, a polymerizable liquid crystal compound.
  • the polymerizable liquid crystal compound may be, for example, a compound represented by the following formula (P).
  • Z p1 represents a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted by a halogen atom, or a carbon atom in which a hydrogen atom may be substituted by a halogen atom
  • Represents a group or -Sp p2 -R p2 , R p1 and R p2 are each independently from the following formula (RI) to the formula (R-IX):
  • each of R 2 to R 6 independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of
  • M p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 -Diyl group is represented, but M p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a carbon atom And may be substituted with a halogenated alkoxy group of a number of 1
  • M p1 has the following formulas (i-11) to (ix-11): (Wherein * binds to Sp p1 and ** binds to L p1 or L p2 ), M p3 has the following formulas (i-13) to (ix-13): ( Wherein , * binds to Z p1 and ** binds to L p 2 ), m p2 to m p4 each independently represent 0, 1, 2, or 3, and m p1 and m p5 each independently represent 1, 2 or 3, but when there are a plurality of Z p1 , May be the same or different, and when there are a plurality of R p1 , they may be the same or different, and when there are a plurality of R p2 , they may be the same They may be different, and when there are a plurality of Sp p1 , they may be the same or different, and when there are a plurality of Sp p2 , they may be the same or different, When a plurality of L
  • Z p1 is preferably -Sp 2 -R p 2 and R 11 and R 12 are each independently any of the formulas (R-1) to (R-3) Is preferred.
  • m p1 + m p5 be 2 or more.
  • R p1 and R p2 are each independently represented by the following formula (R-1) to the formula (R-15): Is more preferable.
  • m p3 in the general formula (P) represents 0, 1, 2 or 3, and when m p2 is 1, L p1 is a single bond, and when m p2 is 2 or 3, a plurality of L p1 is present Preferably, at least one is a single bond.
  • m p3 represents 0, 1, 2 or 3, and when m p3 is 1, M p2 is a 1,4-phenylene group, and when m p3 is 2 or 3, a plurality of them exist M p2 adjacent to M p1 through at least L p1 of M p2 which is preferably a 1,4-phenylene group.
  • m p3 in the general formula (P) represents 0, 1, 2 or 3, and at least one of M p2 is a 1,4-phenylene group substituted with one or more fluorines. Is preferred.
  • m p4 in the general formula (P) represents 0, 1, 2 or 3, and at least one of M p3 is a 1,4-phenylene group substituted with one or more fluorines. Is preferred.
  • the polymerizable liquid crystal compound of the general formula (P) comprises compounds represented by the general formula (Pa), the general formula (Pb), the general formula (Pc) and the general formula (Pd) Preferably at least one compound selected from the group.
  • R p1 and R p2 each independently represent the following formula (R-I) to the formula (R-IX):
  • each of R 2 to R 6 independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or the number of carbon atoms 1 to 5 halogenated alkyl groups
  • W is a single bond, -O- or methylene group
  • T is a single bond or -COO-
  • p, t and q are each independently 0, Represents one or two,
  • Ring A and ring B are each independently 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5- Diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indan-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1, Represents a 3-dioxane-2,5-diyl group, which is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy having 1 to 12 carbon atoms It is preferable that it is substituted by a group, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a
  • Ring C has the following formulas (c-i) to (c-ix): (Wherein, * binds to Sp p1 and ** binds to L p5 or L p6 ),
  • Sp p1 and Sp p4 represent a spacer group
  • X p1 to X p4 each independently represent a hydrogen atom or a halogen atom
  • m p12 and m p15 each independently represent 1, 2 or 3, and m p13 preferably represents 0, 1, 2 or 3.
  • R p1 When a plurality of R p1 are present, they may be the same or different, and when a plurality of R p1 are present, they may be the same or different, and a plurality of R p2 are present case may they have the same or different and they when Sp p1 there are a plurality may be the same or different and the same they if Sp p4 there are multiple And when there are a plurality of L p4 and L p5 , they may be the same or different, and when there are a plurality of rings A to C, they may be the same. Or may be different.
  • Preferred examples of the compound represented by Formula (Pb) include polymerizable liquid crystal compounds represented by the following Formula (Pb-1) to Formula (Pb-34).
  • Preferred examples of the compound represented by the general formula (Pc) include polymerizable liquid crystal compounds represented by the following formulas (Pc-1) to (Pc-52).
  • the compound represented by General Formula (Pd) is preferably a compound represented by the following General Formula (Pd '). (In the compound represented by the above general formula (Pd ′), it is more preferable that m p10 represents 2 or 3. The other symbols are the same as the above general formula (pd), and thus are omitted.)
  • Preferred examples of the compound represented by Formula (Pd) include polymerizable liquid crystal compounds represented by the following Formula (Pd-1) to Formula (Pd-31).
  • alkyl group having 1 to 15 carbon atoms is preferably a linear or branched alkyl group, and more preferably a linear alkyl group.
  • R 1 and R 2 are independently an alkyl group having 1 to 15 carbon atoms, and R 1 and R 2 are independently each a C 1 -C Eight alkyl groups are preferable, and alkyl groups having 1 to 6 carbon atoms are more preferable.
  • alkyl group having 1 to 15 carbon atoms examples include methyl group, ethyl group, propyl group, butyl group, isopropyl group, isobutyl group, t-butyl group, 3-pentyl group, isopentyl group, neopentyl group And pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl and pentadecyl groups.
  • the example of an alkyl group is common and is suitably selected from the said illustration by the number of carbon atoms of each alkyl group.
  • alkoxy group having 1 to 15 carbon atoms is preferably present at a position where at least one oxygen atom in the substituent is directly bonded to the ring structure, and a methoxy group, an ethoxy group, a propoxy group (N-propoxy group, i-propoxy group), butoxy group, pentyloxy group, octyloxy group, and decyloxy group are more preferable.
  • the example of an alkoxy group is common and is suitably selected from the said illustration by the number of carbon atoms of each alkoxy group.
  • alkenyl group having 2 to 15 carbon atoms examples include vinyl group, allyl group, 1-propenyl group, isopropenyl group, 2-butenyl group, 3-butenyl group, 1,3-butadienyl group, 2- Examples include pentenyl group, 3-pentenyl group, 2-hexenyl group and the like.
  • alkenyl groups the following formula (i) (vinyl group), formula (ii) (1-propenyl group), formula (iii) (3-butenyl group) and formula (iv) (3-) Pentenyl group): (In the above formulas (i) to (iv), * represents a binding site to a ring structure.)
  • the liquid crystal composition of the present invention contains a polymerizable monomer
  • the structures represented by the formulas (ii) and (iv) are preferable, and the structure represented by the formula (ii) is more preferable. preferable.
  • the example of an alkenyl group is common and is suitably selected from the said illustration by the number of carbon atoms of each alkenyl group.
  • a polymerizable compound it has a monofunctional reactive group preferable for enhancing the solubility with a low molecular liquid crystal to suppress crystallization, and the following general formula (VI):
  • X 3 represents a hydrogen atom or a methyl group
  • Sp 3 is a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH 2 ) t- (wherein t is 2 to Represents an integer of 11 and an oxygen atom is to be bonded to an aromatic ring)
  • V represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms or a polyvalent cyclic group having 5 to 30 carbon atoms
  • the alkylene group in the polyvalent alkylene group may be substituted by an oxygen atom within the range where the oxygen atom is not adjacent, although an alkyl group having 5 to 20 carbon atoms (the alkylene group in the group is an oxygen atom) In the range not adjacent to each other, it may
  • X 3 represents a hydrogen atom or a methyl group, but a hydrogen atom is preferable when the reaction rate is important, and a methyl group is important when the reduction of the reaction residual amount is important. preferable.
  • Sp 3 is a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH 2 ) t- (wherein t represents an integer of 2 to 11 and an oxygen atom Represents an aromatic ring), but since the length of the carbon chain affects the Tg, it is preferably not so long when the content of the polymerizable compound is less than 10% by weight, A single bond or an alkylene group having 1 to 5 carbon atoms is preferable, and when the content of the polymerizable compound is less than 6% by weight, a single bond or an alkylene group having 1 to 3 carbon atoms is more preferable.
  • an alkylene group having 5 to 10 carbon atoms is preferable.
  • Sp 3 represents -O- (CH 2 ) t-
  • t is preferably 1 to 5, and more preferably 1 to 3.
  • a plurality of polymerizable compounds having different numbers of carbon atoms of Sp 3 may be mixed and used as needed to obtain a desired pretilt angle Is preferred.
  • V represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms or a polyvalent cyclic substituent having 5 to 30 carbon atoms
  • an alkylene group in the polyvalent alkylene group May be substituted by an oxygen atom within the range where the oxygen atom is not adjacent, and the alkyl group having 5 to 20 carbon atoms (the alkylene group in the group may be substituted by an oxygen atom within the range where the oxygen atom is not adjacent Or cyclic substituent, and preferably substituted by two or more cyclic substituents.
  • the polymerizable compound represented by the general formula (VI) is represented by the general formula (X1a):
  • a 1 represents a hydrogen atom or a methyl group
  • a 2 represents a single bond or an alkylene group having 1 to 8 carbon atoms (one or more methylene groups in the alkylene group each independently represent an oxygen atom, as the oxygen atom is not directly bonded to each other) It may be substituted by -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkylene group are each independently substituted with a fluorine atom, a methyl group or an ethyl group May be represented by
  • Each A 3 and A 6 are independently a hydrogen atom, one, or two or more methylene groups in the alkyl group (the alkyl group of a halogen atom or a carbon atom number of 1 to 10, the oxygen atoms are not directly bonded to each other And each may be independently substituted with an oxygen atom,
  • a 4 and A 7 are each independently a hydrogen atom, a halogen atom or an alkyl group having 1 to 10 carbon atoms (in which one or more methylene groups in the alkyl group, oxygen atoms do not bond directly to each other) And each may be independently substituted with an oxygen atom, -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkyl group are each independently a halogen Optionally substituted with an alkyl group or an alkyl group having 1 to 9 carbon atoms, p represents 0 to 10, B 1 , B 2 and B 3 each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms (one or more methylene groups in the alkyl group are And oxygen atoms which may not be directly bonded to each other may be each independently substituted with an oxygen atom, -CO-, -COO- or -OCO-, and one or more in the alkyl group
  • the compound represented by Formula (II-b) is preferable as the above Formula (X1a).
  • the compounds represented by the general formula (II-b) are compounds represented by the following formulas (II-q) to (II-z) and (II-aa) to (II-al) Is preferred.
  • the compounds represented by the general formula (VI), the general formula (XaI) and the general formula (II-b) may be only one kind or two or more kinds.
  • Exemplary compounds include, but are not limited to, the following compounds.
  • E represents an integer of 1 to 12
  • f represents an integer of 0 to 12
  • R 34 represents a hydrogen atom or a methyl group.
  • a compound represented by the general formula (X1c) (Wherein, R 70 represents a hydrogen atom or a methyl group, and R 71 represents a hydrocarbon group having a condensed ring).
  • Exemplary compounds include, but are not limited to, the following compounds. (R represents an integer of 1 to 12, s represents an integer of 0 to 14, and R 6 represents a hydrogen atom or a methyl group)
  • a polymerizable compound it has a polyfunctional reactive group which is preferable for enhancing the solubility with a low molecular liquid crystal to suppress crystallization, and represented by the following general formula (V) (Wherein, X 1 and X 2 each independently represent a hydrogen atom or a methyl group, and Sp 1 and Sp 2 each independently represent a single bond, an alkylene group having 1 to 12 carbon atoms, or —O— (CH 2 ) s- (wherein, s represents an integer of 1 to 11, and an oxygen atom is bonded to an aromatic ring), and U represents a linear or branched multi chain having 2 to 20 carbon atoms And an alkylene group in the polyvalent alkylene group may be substituted by an oxygen atom within the range in which the oxygen atom is not adjacent, and has 5 carbon atoms.
  • V general formula (V) (Wherein, X 1 and X 2 each independently represent a hydrogen atom or a methyl group, and Sp 1 and Sp 2 each independently represent a
  • ⁇ 20 alkyl group (the alkylene group in the group may be substituted by an oxygen atom as long as the oxygen atom is not adjacent) or may be substituted by a cyclic substituent, and k is an integer of 1 to 5 All 1,4-phenylenes in the formula Groups, any hydrogen atom is -CH 3, -OCH 3, fluorine atom, or a cyano group may be substituted in.
  • the polymerizable compound represented by) is preferably used.
  • X 1 and X 2 each independently represent a hydrogen atom or a methyl group, but when importance is placed on the reaction rate, a hydrogen atom is preferable, and it is emphasized to reduce the residual amount of reaction If it is a methyl group is preferred.
  • Sp 1 and Sp 2 are each independently a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH 2 ) s- (wherein s is 2 to 11) And the oxygen atom is bonded to an aromatic ring), but the pretilt angle in the liquid crystal display element is the number of carbon atoms, the content with the liquid crystal, and the type of alignment film to be used and the alignment treatment conditions Affected by It is preferable to use one that spontaneously induces a pretilt angle depending on the molecular structure of the polymerizable compound on the alignment film surface.
  • the pretilt angle is about 5 degrees
  • the carbon chain is not very long, a single bond or an alkylene group having 1 to 5 carbon atoms is more preferable, and a single bond Or an alkylene group having 1 to 3 carbon atoms is more preferable.
  • a polymerizable compound having 6 to 12 carbon atoms, and more preferably 8 to 10 carbon atoms.
  • Sp 1 and Sp 2 also represent -O- (CH 2 ) s- because they affect the pretilt angle, it is preferable to adjust the lengths of Sp 1 and Sp 2 as needed.
  • s is preferably 1 to 5, and more preferably 1 to 3.
  • s is preferably 6 to 10.
  • at least one of Sp 1 and Sp 2 is preferably a single bond because it causes asymmetry of the molecule to induce pretilt.
  • compounds in which Sp 1 and Sp 2 in the general formula (V) are identical are also preferable, and it is preferable to use two or more compounds in which Sp 1 and Sp 2 are identical. In this case, it is more preferable to use two or more species in which Sp 1 and Sp 2 are different from each other.
  • U represents a linear or branched polyvalent alkylene group having 2 to 20 carbon atoms or a polyvalent cyclic substituent having 5 to 30 carbon atoms
  • an alkylene group in the polyvalent alkylene group May be substituted by an oxygen atom within the range where the oxygen atom is not adjacent, and the alkyl group having 5 to 20 carbon atoms (the alkylene group in the group may be substituted by an oxygen atom within the range where the oxygen atom is not adjacent ), which may be substituted by a cyclic substituent, and preferably substituted by two or more cyclic substituents.
  • U specifically represents formulas (Va-1) to (Va-23) below.
  • biphenyl or the like having high linearity is preferable, and it is preferable to represent Formula (Va-1) to Formula (Va-6).
  • the structures representing Formula (Va-6) to Formula (Va-11) are preferable in that they have high solubility with liquid crystals, and may be used in combination with Formula (Va-1) to Formula (Va-6) preferable.
  • C ⁇ C- or all of the 1,4-phenylene group represents in formula single bond And any hydrogen atom is -CH 3 , -OCH 3 , a fluorine atom or a cyano group Also, one or more CH 2 CH 2 groups in the cyclohexylene group may be substituted by —CHCHCH—, —CF 2 O— or —OCF 2 — Also good.
  • At least one of Sp 1 and Sp 2 is —O— (CH 2 ) s — (wherein s represents an integer of 1 to 7 and an oxygen atom is bonded to an aromatic ring) It is preferable that both of them represent -O- (CH 2 ) s- .
  • k represents an integer of 1 to 5, preferably a bifunctional compound in which k is 1 or a trifunctional compound in which k is 2 and more preferably a bifunctional compound.
  • the compound represented by the general formula (V) is preferably a compound represented by the following general formula (Vb).
  • X 1 and X 2 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 12 carbon atoms, or —O— (CH 2 ) s- (wherein, s represents an integer of 1 to 7, and an oxygen atom is to be bonded to an aromatic ring)
  • X 1 and X 2 each independently represent a hydrogen atom or a methyl group, each of which represents a hydrogen atom, or a dimethacrylate derivative having a methyl group.
  • Compounds in which one represents a hydrogen atom and the other represents a methyl group are also preferred.
  • the polymerization rate of these compounds the diacrylate derivative is the fastest, the dimethacrylate derivative is the slow, and the asymmetrical compound is the middle thereof, and a more preferable embodiment can be used depending on its use.
  • Sp 1 and Sp 2 each independently represent a single bond, an alkylene group having 1 to 12 carbon atoms, or -O- (CH 2 ) s-, but at least one of them is -O - (CH 2) is preferably s-, both -O- (CH 2) aspects representing the s- is more preferable. In this case, s is preferably 1 to 6.
  • C represents a 1,4-phenylene group in which any hydrogen atom may be substituted by a fluorine atom, a trans-1,4-cyclohexylene group or a single bond; -A phenylene group or a single bond is preferred.
  • Z 1 is also preferably a linking group other than a single bond, and when C is a single bond, Z 1 is preferably a single bond.
  • C represents a single bond, and the case where a ring structure is formed by two rings is preferable, and as a polymeric compound which has ring structure, specifically, the following general formula Compounds represented by (V-1) to (V-6) are preferable, and compounds represented by general formulas (V-1) to (V-4) are particularly preferable, and the compound represented by general formula (V-2) is used. Compounds are most preferred.
  • the compound represented by the following general formula (Vc) is preferable at the point which raises reaction rate, Moreover, a pretilt angle is thermally stabilized. It is preferable because it Furthermore, the number of carbon atoms of Sp 1 , Sp 2 and Sp 3 can be adjusted as needed to obtain a desired pretilt angle. The relationship between the pretilt and the number of carbon atoms shows the same tendency as in the case of two functional groups. (Wherein, X 1 , X 2 and X 3 each independently represent a hydrogen atom or a methyl group, and Sp 1 , Sp 2 and Sp 3 each independently represent a single bond or 1 to 12 carbon atoms.
  • Non-polymerizable liquid crystal compound The polymerizable liquid crystal composition has a general formula (L) as a non-polymerizable liquid crystal compound: And a compound represented by
  • the compounds represented by the general formula (L) correspond to dielectric substantially neutral compounds (the value of ⁇ is ⁇ 2 to 2).
  • the compounds represented by formula (L) may be used alone or in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the desired performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of compound used is, for example, one type in one embodiment. Or in another embodiment, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, ten types or more. is there.
  • the content of the compound represented by the general formula (L) is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking It is necessary to adjust appropriately according to the required performance such as dielectric anisotropy.
  • the lower limit value of the preferable content of the compound represented by the formula (L) to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more , 30 mass% or more, 40 mass% or more, 50 mass% or more, 55 mass% or more, 60 mass% or more, 65 mass% or more, 70 mass% or more, It is 75 mass% or more, and is 80 mass% or more.
  • the upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less and 25 mass% or less.
  • the above lower limit value is high and the upper limit value is high. Furthermore, it is preferable to keep the Tni of the composition of the present embodiment high, and in the case where a composition having good temperature stability is required, the lower limit mentioned above is high and the upper limit is high. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value be low and the upper limit value be low.
  • both R L1 and R L2 are preferably alkyl groups, and when importance is given to reducing the volatility of the compound, alkoxy groups are preferable, and viscosity reduction is important When doing, at least one is preferably an alkenyl group.
  • the number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3 and is preferably 0 or 1. When importance is attached to compatibility with other liquid crystal molecules, 1 is preferred.
  • R L1 and R L2 are, when the ring structure to which they are bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkyl group having 1 to 4 carbon atoms Alkoxy groups and alkenyl groups having 4 to 5 carbon atoms are preferred, and in the case where the ring structure to which they are attached is a saturated ring structure such as cyclohexane, pyran and dioxane, a straight chain having 1 to 5 carbon atoms is preferred.
  • An alkyl group, a linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferable.
  • the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, preferably linear.
  • the alkenyl group is preferably selected from the group represented by any of Formulas (R1) to (R5) (in the respective formulas, a black dot represents a bond).
  • n L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferable to improve the upper limit temperature of the nematic phase, and 1 is preferable to balance them. Moreover, in order to satisfy the characteristics required as a composition, it is preferable to combine compounds of different values.
  • a L 1 , A L 2 and A L 3 are preferably aromatic when it is required to increase ⁇ n, and are preferably aliphatic to improve the response speed, and each of them is independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group , 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 It preferably represents a -diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, which has the following structure: Is more preferably represented, and more preferably a trans-1,4-cyclohexylene group or a
  • Z L1 and Z L2 be a single bond when the response speed is important.
  • the compound represented by formula (L) preferably has 0 or 1 halogen atoms in the molecule.
  • the compound represented by formula (L) is preferably a compound selected from the group of compounds represented by formulas (L-1) to (L-7).
  • the compounds represented by formula (L-1) are the following compounds. (Wherein, R L11 and R L12 each independently represent the same meaning as R L1 and R L2 in general formula (L).)
  • R L11 and R L12 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .
  • the compounds represented by General Formula (L-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit value of the preferable content is 1% by mass or more, 2% by mass or more, 3% by mass or more, 5% by mass or more, and 7% by mass with respect to the total amount of the composition of the present embodiment. %, 10% by mass or more, 15% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, 35% by mass or more, 40% by mass It is above, 45 mass% or more, 50 mass% or more, and 55 mass% or more.
  • the upper limit value of the preferable content is 95% by mass or less, 90% by mass or less, 85% by mass or less, and 80% by mass or less with respect to the total amount of the composition of the present embodiment.
  • % Or less 70% by mass or less, 65% by mass or less, 60% by mass or less, 55% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass Or less, 35% by mass or less, 30% by mass or less, and 25% by mass or less.
  • the above lower limit value is high and the upper limit value is high. Furthermore, when the composition of the present embodiment needs to keep Tni high and a composition having good temperature stability is required, it is preferable that the above lower limit value is medium and the upper limit value is medium. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is low and the upper limit value is low.
  • the compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-1). (Wherein, R L12 has the same meaning as in the general formula (L-1).)
  • the compound represented by General Formula (L-1-1) is a compound selected from the compound group represented by Formula (L-1-1.1) to Formula (L-1-1.3) It is preferable that it is a compound represented by the formula (L-1-1.2) or the formula (L-1-1.3), in particular It is preferable that it is a compound.
  • the lower limit value of the preferable content of the compound represented by the formula (L-1-1.3) to the total amount of the composition of the present embodiment is 1% by mass or more, and 2% by mass or more. It is 3% by mass or more, 5% by mass or more, 7% by mass or more, and 10% by mass or more.
  • the upper limit value of the preferable content is 20% by mass or less, 15% by mass or less, 13% by mass or less, and 10% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, and 3% by mass or less.
  • the compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-2). (Wherein, R L12 has the same meaning as in the general formula (L-1).)
  • the lower limit of the preferable content of the compound represented by the formula (L-1-2) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. %, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% It is above and is 35 mass% or more.
  • the upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 33% by mass or less, and 30% by mass or less.
  • the compound represented by General Formula (L-1-2) is a compound selected from the group of compounds represented by Formula (L-1-2.1) to Formula (L-1-2.4)
  • the compound is preferably a compound represented by Formula (L-1-2.2) to Formula (L-1-2.4).
  • the compound represented by the formula (L-1-2.2) is preferable in order to particularly improve the response speed of the composition of the present embodiment.
  • Tni higher than the response speed it is preferable to use a compound represented by formula (L-1-2.3) or formula (L-1-2.4).
  • the content of the compounds represented by Formula (L-1-2.3) and Formula (L-1-2.4) be 30% by mass or more in order to improve the solubility at low temperature .
  • the lower limit value of the preferable content of the compound represented by the formula (L-1-2.2) to the total amount of the composition of the present embodiment is 10% by mass or more, and 15% by mass or more. 18 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% or more, 33 mass% or more, 35 It is mass% or more, 38 mass% or more, and 40 mass% or more.
  • the upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 32% by mass or less, 30% by mass or less, 27% by mass or less, 25% by mass It is below and is 22 mass% or less.
  • Preferred content of the total of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) relative to the total amount of the composition of the present embodiment The lower limit is 10% by mass or more, 15% by mass or more, 20% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 35% by mass or more And 40% by mass or more.
  • the upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 32% by mass or less, 30% by mass or less, 27% by mass or less, 25% by mass It is below and is 22 mass% or less.
  • the compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-3). (Wherein, L L13 and R L14 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
  • R L13 and R L14 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .
  • the lower limit of the preferable content of the compound represented by the formula (L-1-3) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass %, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 30 mass% It is above.
  • the upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment.
  • % Or less 37% by mass or less, 35% by mass or less, 33% by mass or less, 30% by mass or less, 27% by mass or less, 25% by mass or less, and 23% by mass Or less, 20% by mass or less, 17% by mass or less, 15% by mass or less, 13% by mass or less, and 10% by mass or less.
  • the compound represented by General Formula (L-1-3) is a compound selected from the group of compounds represented by Formula (L-1-3.1) to Formula (L-1-3.13)
  • the compound is preferably a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4).
  • the compound represented by the formula (L-1-3.1) is preferable in order to particularly improve the response speed of the composition of the present embodiment.
  • Tni higher than the response speed is to be determined.
  • the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-) are used. It is preferable to use the compound represented by 1-3.12).
  • the lower limit value of the preferable content of the compound represented by Formula (L-1-3.1) to the total amount of the composition of the present embodiment is 1% by mass or more, and 2% by mass or more. 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 18 mass% or more, 20 It is mass% or more.
  • the upper limit value of the preferable content is 20% by mass or less, 17% by mass or less, 15% by mass or less, and 13% by mass or less with respect to the total amount of the composition of the present embodiment. % Or less, 8% by mass or less, 7% by mass or less, and 6% by mass or less.
  • the compound represented by Formula (L-1) is preferably a compound selected from the group of compounds represented by Formula (L-1-4) and / or (L-1-5).
  • R L15 and R L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.
  • R L15 and R L16 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .
  • the lower limit of the preferable content of the compound represented by the formula (L-1-4) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. % Or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 25% by mass or less, 23% by mass or less, 20% by mass or less, and 17% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 13% by mass or less, and 10% by mass or less.
  • the lower limit value of the preferable content of the compound represented by Formula (L-1-5) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. % Or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 25% by mass or less, 23% by mass or less, 20% by mass or less, and 17% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 13% by mass or less, and 10% by mass or less.
  • the compounds represented by general formulas (L-1-4) and (L-1-5) can be represented by formulas (L-1-4.1) to (L-1-4.3) and The compound is preferably a compound selected from the group of compounds represented by L-1-5.1) to the formula (L-1-5.3), and the compound of the formula (L-1-4.2) or the formula (L- The compound represented by 1-5.2) is preferred.
  • the lower limit value of the preferable content of the compound represented by the formula (L-1-4.2) with respect to the total amount of the composition of the present embodiment is 1% by mass or more, and 2% by mass or more. 3 mass% or more, 5 mass% or more, 7 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 18 mass% or more, 20 It is mass% or more.
  • the upper limit value of the preferable content is 20% by mass or less, 17% by mass or less, 15% by mass or less, and 13% by mass or less with respect to the total amount of the composition of the present embodiment. % Or less, 8% by mass or less, 7% by mass or less, and 6% by mass or less.
  • the lower limit of the preferable content of the total content of these compounds is 1% by mass or more, 2% by mass or more, 3% by mass or more, with respect to the total amount of the composition of the present embodiment.
  • Mass% or more 7 mass% or more, 10 mass% or more, 13 mass% or more, 15 mass% or more, 18 mass% or more, 20 mass% or more, 23 mass% % Or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, and 35% by mass or more.
  • the upper limit value of the preferable content is 80% by mass or less, 70% by mass or less, 60% by mass or less, and 50% by mass or less with respect to the total amount of the composition of the present embodiment.
  • % Or less 40% by mass or less, 37% by mass or less, 35% by mass or less, 33% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass Or less, 23% by mass or less, and 20% by mass or less.
  • the compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-6). (In the formula, R L17 and R L18 each independently represent a methyl group or a hydrogen atom.)
  • the lower limit of the preferable content of the compound represented by the formula (L-1-6) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. %, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% It is above and is 35 mass% or more.
  • the upper limit value of the preferable content is 60% by mass or less, 55% by mass or less, 50% by mass or less, and 45% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 40% by mass or less, 38% by mass or less, 35% by mass or less, 33% by mass or less, and 30% by mass or less.
  • the compound represented by General Formula (L-1-6) is a compound selected from the group of compounds represented by Formula (L-1-6.1) to Formula (L-1-6.3) Is preferred.
  • the compounds represented by formula (L-2) are the following compounds. (Wherein, R L21 and R L22 each independently represent the same meaning as R L1 and R L2 in general formula (L).)
  • R L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • R L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom
  • the alkoxy groups of 1 to 4 are preferable.
  • the compounds represented by General Formula (L-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (L-2) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, and 10% by mass or more.
  • the upper limit value of the preferable content is 20% by mass or less, 15% by mass or less, 13% by mass or less, and 10% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, and 3% by mass or less.
  • the compound represented by General Formula (L-2) is preferably a compound selected from the group of compounds represented by Formula (L-2.1) to Formula (L-2.6), Compounds represented by (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) are preferable.
  • the compounds represented by formula (L-3) are the following compounds. (Wherein, R L31 and R L32 each independently represent the same meaning as R L1 and R L2 in general formula (L).)
  • R L31 and R L32 are preferably each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the compounds represented by formula (L-3) can be used alone or in combination of two or more. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (L-3) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, and 10% by mass or more.
  • the upper limit value of the preferable content is 20% by mass or less, 15% by mass or less, 13% by mass or less, and 10% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, and 3% by mass or less.
  • the compound represented by General Formula (L-3) is preferably a compound selected from the group of compounds represented by Formula (L-3.1) to Formula (L-3.7), Compounds represented by (L-3.2) to (L-3.7) are preferable.
  • the compounds represented by formula (L-4) are the following compounds. (Wherein, R L41 and R L42 each independently represent the same meaning as R L1 and R L2 in General Formula (L).)
  • R L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • R L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom
  • the alkoxy groups of 1 to 4 are preferable.
  • the compounds represented by formula (L-4) can be used alone or in combination of two or more compounds.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the content of the compound represented by General Formula (L-4) is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, and 23% by mass or more And 26 mass% or more, 30 mass% or more, 35 mass% or more, and 40 mass% or more.
  • the upper limit of the preferable content of the compound represented by Formula (L-4) with respect to the total amount of the composition of the present embodiment is 50% by mass or less, 40% by mass or less, and 35% by mass or less It is 30 mass% or less, 20 mass% or less, 15 mass% or less, 10 mass% or less, and 5 mass% or less.
  • the compound represented by General Formula (L-4) is preferably a compound represented by Formula (L-4.1) to Formula (L-4.3), for example.
  • the compound represented by the formula (L-4.1) can be represented by the formula (L-4.1) Even if it contains the compound represented by -4.2), it contains both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) Or all of the compounds represented by Formula (L-4.1) to Formula (L-4.3).
  • the lower limit value of the preferable content of the compound represented by Formula (L-4.1) or Formula (L-4.2) with respect to the total amount of the composition of the present embodiment is 3% by mass or more. 5 mass% or more, 7 mass% or more, 9 mass% or more, 11 mass% or more, 12 mass% or more, 13 mass% or more, 18 mass% or more, 21 It is mass% or more.
  • the upper limit of the preferable content is 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, and 23% by mass or less, It is 20 mass% or less, 18 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 8 mass% or less.
  • the lower limit value of the preferable content of is 15 mass% or more, 19 mass% or more, 24 mass% or more, and 30 mass% or more.
  • the upper limit of the preferable content is 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, and 23% by mass or less, It is 20 mass% or less, 18 mass% or less, 15 mass% or less, and 13 mass% or less.
  • the compound represented by General Formula (L-4) is preferably a compound represented by Formula (L-4.4) to Formula (L-4.6), for example. It is preferable that it is a compound represented by these.
  • the compound represented by the formula (L-4.4) may be represented by the formula (L-4.4) Even if it contains the compound represented by -4.5), it contains both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) It may be
  • the lower limit value of the preferable content of the compound represented by Formula (L-4.4) or Formula (L-4.5) with respect to the total amount of the composition of the present embodiment is 3% by mass or more. 5 mass% or more, 7 mass% or more, 9 mass% or more, 11 mass% or more, 12 mass% or more, 13 mass% or more, 18 mass% or more, 21 It is mass% or more.
  • a preferable upper limit is 45 mass% or less, 40 mass% or less, 35 mass% or less, 30 mass% or less, 25 mass% or less, 23 mass% or less, 20 mass% Or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 10% by mass or less, and 8% by mass or less.
  • both the compound represented by Formula (L-4.4) and the compound represented by Formula (L-4.5) are contained, both compounds relative to the total amount of the composition of the present embodiment
  • the lower limit value of the preferable content of is 15 mass% or more, 19 mass% or more, 24 mass% or more, 30 mass% or more, and the preferable upper limit value is 45 mass% or less, 40 % By mass or less, 35% by mass or less, 30% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass % Or less and 13% by mass or less.
  • the compound represented by Formula (L-4) is preferably a compound represented by Formula (L-4.7) to Formula (L-4.10), and in particular, a compound represented by Formula (L-4.
  • the compound represented by 9) is preferable.
  • the compounds represented by General Formula (L-5) are the following compounds. (Wherein, R L51 and R L52 each independently represent the same meaning as R L1 and R L2 in general formula (L).)
  • R L51 is preferably an alkyl group or an alkenyl group having 2 to 5 carbon atoms having 1 to 5 carbon atoms
  • R L52 is an alkyl group, an alkenyl group or a carbon atom of the carbon atoms 4-5 of 1-5 carbon atoms
  • the alkoxy groups of 1 to 4 are preferable.
  • the compounds represented by General Formula (L-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the content of the compound represented by General Formula (L-5) is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-5) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, and 23% by mass or more And 26 mass% or more, 30 mass% or more, 35 mass% or more, and 40 mass% or more.
  • the upper limit of the preferable content of the compound represented by Formula (L-5) with respect to the total amount of the composition of the present embodiment is 50% by mass or less, 40% by mass or less, and 35% by mass or less It is 30 mass% or less, 20 mass% or less, 15 mass% or less, 10 mass% or less, and 5 mass% or less.
  • the compound represented by Formula (L-5) is preferably a compound represented by Formula (L-5.1) or Formula (L-5.2), and in particular, a compound represented by Formula (L-5. It is preferable that it is a compound represented by 1).
  • the lower limit value of the preferable content of these compounds to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, 3% by mass or more, and 5% by mass or more. , 7% by mass or more.
  • the upper limit value of preferable content of these compounds is 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 9 mass% or less.
  • the compound represented by General Formula (L-5) is preferably a compound represented by Formula (L-5.3) or Formula (L-5.4).
  • the lower limit value of the preferable content of these compounds to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, 3% by mass or more, and 5% by mass or more. , 7% by mass or more.
  • the upper limit value of preferable content of these compounds is 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 9 mass% or less.
  • the compound represented by General Formula (L-5) is preferably a compound selected from the group of compounds represented by Formula (L-5.5) to Formula (L-5.7), and in particular It is preferable that it is a compound represented by L-5.7).
  • the lower limit value of the preferable content of these compounds to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, 3% by mass or more, and 5% by mass or more. , 7% by mass or more.
  • the upper limit value of preferable content of these compounds is 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 9 mass% or less.
  • the compounds represented by General Formula (L-6) are the following compounds. (Wherein, R L61 and R L62 each independently represent the same as R L1 and R L2 in General Formula (L), and X L61 and X L62 each independently represent a hydrogen atom or a fluorine atom. )
  • R L61 and R L62 is preferably independently an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of X L61 and X L62 is a fluorine atom and the other is a hydrogen atom Is preferred.
  • the compounds represented by formula (L-6) can be used alone or in combination of two or more compounds.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (L-6) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, 20% by mass or more, and 23% by mass or more And 26 mass% or more, 30 mass% or more, 35 mass% or more, and 40 mass% or more.
  • the upper limit of the preferable content of the compound represented by Formula (L-6) with respect to the total amount of the composition of the present embodiment is 50% by mass or less, 40% by mass or less, and 35% by mass or less It is 30 mass% or less, 20 mass% or less, 15 mass% or less, 10 mass% or less, and 5 mass% or less.
  • emphasis is placed on increasing ⁇ n, it is preferable to increase the content, and when emphasis is put on precipitation at low temperature, it is preferable to reduce the content.
  • the compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.1) to Formula (L-6.9).
  • the compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.10) to Formula (L-6.17), for example.
  • the compound represented by L-6.11) is preferred.
  • the lower limit value of the preferable content of these compounds to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, 3% by mass or more, and 5% by mass or more. , 7% by mass or more.
  • the upper limit value of preferable content of these compounds is 20 mass% or less, 15 mass% or less, 13 mass% or less, 10 mass% or less, and 9 mass% or less.
  • the compounds represented by General Formula (L-7) are the following compounds.
  • R L71 and R L72 each independently represent the same as R L1 and R L2 in the general formula (L)
  • a L71 and A L72 are each independently A L2 and A L2 in the general formula (L)
  • a hydrogen having the same meaning as A L3 is represented, but each of hydrogen atoms on A L71 and A L72 may be independently substituted by a fluorine atom
  • Z L71 has the same meaning as Z L2 in formula (L)
  • X L71 and X L72 each independently represent a fluorine atom or a hydrogen atom.
  • R L71 and R L72 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms of 2 to 5 carbon atoms preferably,
  • a L71 and A L72 each independently 1,4-cyclohexylene group or a 1,4-phenylene group is preferably a hydrogen atom on a L71 and a L72 may be substituted by fluorine atoms independently,
  • Z L71 is a single A bond or COO- is preferable, a single bond is preferable, and
  • X L71 and X L72 are preferably hydrogen atoms.
  • the types of compounds that can be combined are, for example, one type, two types, three types, and four types in one embodiment.
  • the content of the compound represented by General Formula (L-7) is the solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.
  • the lower limit value of the preferable content of the compound represented by Formula (L-7) to the total amount of the composition of the present embodiment is 1% by mass or more, 2% by mass or more, and 3% by mass or more 5% by mass or more, 7% by mass or more, 10% by mass or more, 14% by mass or more, 16% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content of the compound represented by Formula (L-7) with respect to the total amount of the composition of the present embodiment is 30% by mass or less, 25% by mass or less, and 23% by mass or less It is 20 mass% or less, 18 mass% or less, 15 mass% or less, 10 mass% or less, and 5 mass% or less.
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.1) to Formula (L-7.4), and Formula (L-7. It is preferable that it is a compound represented by 2).
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.11) to Formula (L-7.13), and the compound represented by Formula (L-7. It is preferable that it is a compound represented by 11).
  • the compound represented by General Formula (L-7) is a compound represented by Formula (L-7.21) to Formula (L-7.23). It is preferable that it is a compound represented by Formula (L-7.21).
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7. 31) to Formula (L-7. 34), and the compound represented by Formula (L-7. 31) and / or a compound represented by the formula (L-7. 32) is preferable.
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.41) to Formula (L-7.44), and the compound represented by Formula (L-7. 41) and / or a compound represented by formula (L-7. 42) is preferable.
  • the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.51) to Formula (L-7.53).
  • the polymerizable liquid crystal composition is represented by the following formula (N-1), (N-2), (N-3) or (N-4) as a non-polymerizable liquid crystal compound: And a compound selected from the group consisting of compounds represented by
  • R N11 , R N12 , R N21 , R N22 , R N31 , R N32 , R N41 and R N42 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or more of the alkyl groups described above
  • Two or more non-adjacent -CH 2 -are each independently substituted by -CH CH-, -C ⁇ C-, -O-, -CO-, -COO- or -OCO- May be
  • a N11 , A N12 , A N21 , A N22 , A N31 , A N32 , A N41 and A N42 are each independently (A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be substituted with -O-.)
  • (B) 1,4-phenylene group (one -CH
  • the compounds represented by any of the general formulas (N-1), (N-2), (N-3) and (N-4) are compounds in which the ⁇ is negative and the absolute value is larger than 3 Is preferred.
  • R N11 , R N12 , R N21 , R N22 , R N31 , R N32 , R N41 and R N42 Each independently preferably represent an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms;
  • An alkyl group having 1 to 5 atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, and an alkyl having 1 to 5 carbon atoms is preferable.
  • alkenyl group having 2 to 5 carbon atoms is more preferable, alkyl group having 2 to 5 carbon atoms or alkenyl group having 2 to 3 carbon atoms is further preferable, and alkenyl group having 3 carbon atoms (propenyl group) is more preferable Especially preferred .
  • the ring structure to which it is bonded is a phenyl group (aromatic)
  • a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and carbon Alkenyl group having 4 to 5 atoms is preferable
  • a linear alkyl group having 1 to 5 carbon atoms, a straight chain Preferred is an alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms.
  • the total of carbon atoms and oxygen atoms, if present is preferably 5 or less, preferably linear.
  • the alkenyl group is preferably selected from the group represented by any of Formulas (R1) to (R5) (in the respective formulas, a black dot represents a bond).
  • a N11, A N12, A N21 , A N22, A N31, A N32, A N41 and A N42 is sought it is possible to increase the ⁇ n each independently is an aromatic, a response speed
  • aliphatic is preferable, and trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4- Phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2]
  • Octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6 Preferably represents a diyl group, which has the following structure
  • Z N11, Z N12, Z N21 , Z N22, Z N31, Z N32, Z N41 and Z N42 are each independently, -CH 2 O -, - CF 2 O -, - CH 2 CH 2 -, - CF preferably it represents or a single bond, -CH 2 O - - 2 CF 2, - CH 2 CH 2 - or a single bond is more preferable, -CH 2 O-or a single bond is particularly preferred.
  • X N21 is preferably a fluorine atom.
  • T N31 is preferably an oxygen atom.
  • n N11 is 1 and n N12 is 0, n N11 is 2 and n N12 is n N11 + n N12 , n N21 + n N22 , n N31 + n N32 and n N41 + n N42
  • a combination of 0, n N11 is 1 and n N12 is 1 combination
  • n N11 is 2 and n N12 is 1 combination
  • n N21 is 1 and n N22 is
  • n N21 is A combination of 2 and n N22 is 0, a combination of n N31 is 1 and n N32 is 0, a combination of n N31 is 2 and n N32 is 0, n N41 is 1 and n N42 is 0
  • Preferred is a combination in which n N41 is 2 and n N42 is 0.
  • the lower limit of the preferable content of the compound represented by the formula (N-1) to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, and 70% by mass or more And 75% by mass or more and 80% by mass or more.
  • the upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.
  • the lower limit of the preferable content of the compound represented by the formula (N-2) to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, and 70% by mass or more And 75% by mass or more and 80% by mass or more.
  • the upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.
  • the lower limit of the preferable content of the compound represented by the formula (N-3) to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, and 70% by mass or more And 75% by mass or more and 80% by mass or more.
  • the upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.
  • the lower limit of the preferable content of the compound represented by the formula (N-4) relative to the total amount of the composition of the present embodiment is 1% by mass or more, 10% by mass or more, and 20% by mass or more 30% by mass or more, 40% by mass or more, 50% by mass or more, 55% by mass or more, 60% by mass or more, 65% by mass or more, and 70% by mass or more And 75% by mass or more and 80% by mass or more.
  • the upper limit value of the preferable content is 95 mass% or less, 85 mass% or less, 75 mass% or less, 65 mass% or less, 55 mass% or less, 45 mass% or less, It is 35 mass% or less, 25 mass% or less, and 20 mass% or less.
  • the above lower limit is low and the upper limit is low. Furthermore, it is preferable to keep the Tni of the composition of the present embodiment high, and when the composition having a good temperature stability is required, the lower limit described above is low and the upper limit is low. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value be high and the upper limit value be high.
  • Examples of the compound represented by General Formula (N-1) include compounds represented by the following General Formulas (N-1a) to (N-1g).
  • R N11 and R N12 are as defined R N11 and R N12 in the general formula (N-1)
  • n Na11 represents 0 or 1
  • n NB11 represents 0 or 1
  • n NC11 is represents 0 or 1
  • n Nd11 represents 0 or 1
  • n NE11 is 1 or 2
  • n Nf11 is 1 or 2
  • n NG11 is 1 or 2
  • a NE11 is trans-1
  • a Ng 11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one of Represents a 1,4-cyclohexenylene group
  • Z Ne11 represents a single bond or ethylene, but at least one represents ethylene).
  • the compound represented by General Formula (N-1) is a compound selected from the group of compounds represented by General Formulas (N-1-1) to (N-1-21) Is preferred.
  • the compounds represented by General Formula (N-1-1) are the following compounds. (wherein , R N111 and R N112 each independently represent the same meaning as R N11 and R N12 in the general formula (N).)
  • R N 111 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably a propyl group, a pentyl group or a vinyl group.
  • RN 112 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group or butoxy group.
  • the compounds represented by General Formula (N-1-1) can be used alone, or two or more compounds can be used in combination.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-1) with respect to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% %, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% It is above, is 33 mass% or more, and is 35 mass% or more.
  • the upper limit value of the preferable content is 50% by mass or less, 40% by mass or less, 38% by mass or less, and 35% by mass or less based on the total amount of the composition of the present embodiment.
  • % Or less 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass Or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, 3% by mass or less It is.
  • the compound represented by General Formula (N-1-1) is a compound selected from the group of compounds represented by Formula (N-1-1.1) to Formula (N-1-1.22) And the compounds represented by the formulas (N-1-1.1) to (N-1-1.4) are preferable, and the compounds represented by the formulas (N-1-1.1) and (N The compound represented by -1-1.3) is preferred.
  • the compounds represented by formulas (N-1-1.1) to (N-1.1.22) can be used alone or in combination, but the composition of this embodiment can be used.
  • the lower limit value of the preferred content of these compounds alone or in the total amount of these is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, and 17% by mass More than, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% or more, 30 mass% or more, 33 mass% or more, 35 mass% or more It is.
  • the upper limit value of the preferable content is 50% by mass or less, 40% by mass or less, 38% by mass or less, and 35% by mass or less based on the total amount of the composition of the present embodiment.
  • % Or less 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass Or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, 3% by mass or less It is.
  • the compounds represented by formula (N-1-2) are the following compounds. (Wherein, R N121 and R N122 each independently represent the same meaning as R N11 and R N12 in general formula (N).)
  • RN 121 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group.
  • R N 122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group is preferable.
  • the compounds represented by General Formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-2) to the total amount of the composition of the present embodiment is 5% by mass or more, and 7% by mass or more, and 10% by mass %, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% It is above, 30 mass% or more, 33 mass% or more, 35 mass% or more, 37 mass% or more, 40 mass% or more, 42 mass% or more.
  • the upper limit value of the preferable content is 50% by mass or less, 48% by mass or less, 45% by mass or less, and 43% by mass or less based on the total amount of the composition of the present embodiment.
  • % Or less 38% by mass or less, 35% by mass or less, 33% by mass or less, 30% by mass or less, 28% by mass or less, 25% by mass or less, and 23% by mass Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less 6% by mass or less and 5% by mass or less.
  • the compound represented by the general formula (N-1-2) is a compound selected from the group of compounds represented by formula (N-1-2.1) to formula (N-1-2.22) It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula Preferred are the compounds represented by (N-1-2.13) and the formula (N-1-2.20), and in the case of emphasizing the improvement of .DELTA..epsilon.
  • N-1-2.7 is preferably a compound represented by the formula (N-1-2.7) from when emphasizing improvements in T NI formula (N-1-2.10), formula (N-1-2.11) And the compound represented by the formula (N-1-2.13), and in the case of focusing on the improvement of the response speed, the compound represented by the formula (N-1-2.20) Is preferred.
  • the compounds represented by Formula (N-1-2.1) to Formula (N-1-2.22) can be used alone or in combination, but the composition of this embodiment can be used.
  • the lower limit value of the preferable content of these compounds alone or in the total amount of substances is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass % Or more, 20% by mass or more, 23% by mass or more, 25% by mass or more, 27% by mass or more, 30% by mass or more, 33% by mass or more, 35% by mass It is above.
  • the upper limit value of the preferable content is 50% by mass or less, 40% by mass or less, 38% by mass or less, and 35% by mass or less based on the total amount of the composition of the present embodiment.
  • % Or less 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass Or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, 5% by mass or less, 3% by mass or less It is.
  • the compounds represented by formula (N-1-3) are the following compounds. (wherein , R N 131 and R N 132 each independently represent the same meaning as R N 11 and R N 12 in general formula (N).)
  • R N 131 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N 132 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 3 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and 1-propenyl group, ethoxy group, propoxy group or butoxy group is preferable .
  • the compounds represented by General Formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-3) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% by mass % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3-21) And the compounds represented by formulas (N-3.1) to (N-1-3.7) and formula (N-1-3.21) are preferable.
  • -1-3.1), the formula (N-1-3.2), the formula (N-1-3.3), the formula (N-1-3.4) and the formula (N-1-3.6) The compounds represented by) are preferred.
  • the compounds represented by the formulas (N-1-3.1) to (N-1-3.4), the formulas (N-1-3.6) and the formulas (N-1 3.21) can be used alone. Although it is possible to use in combination or in combination, a combination of formula (N-1-3.1) and formula (N-1-3.2), a formula (N-1-3.3) Or a combination of two or three selected from formula (N-1-3.4) and formula (N-1-3.6).
  • the lower limit of the preferable content of one or more of these compounds to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, 13% by mass or more, and 15% by mass or more And 17% by mass or more and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • each of R N 141 and R N 142 independently represents the same meaning as R N 11 and R N 12 in General Formula (N).
  • R N141 and R N142 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5 preferably a methyl group, a propyl group, an ethoxy Preferred is a group or butoxy group.
  • the compounds represented by General Formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-4) to the total amount of the composition of the present embodiment is 3% by mass or more, 5% by mass or more, and 7% by mass % Or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 11% by mass or less, 10% by mass or less, 8% by mass It is below.
  • the compound represented by General Formula (N-1-4) is a compound selected from the group of compounds represented by Formula (N-1 -4.1) to Formula (N-1 -4.14) And the compounds represented by formulas (N-1-4.1) to (N-1 -4.4) are preferable, and the compounds represented by formulas (N-1-4.1) and (N Preferred are the compounds represented by -1-4.2) and the formula (N-1-4.4).
  • the compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the composition of this embodiment can be used.
  • the lower limit value of the preferred content of these compounds alone or in the total amount of these is 3% by mass or more, 5% by mass or more, 7% by mass or more, 10% by mass or more, and 13% by mass It is the above, 15 mass% or more, 17 mass% or more, and 20 mass% or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 11% by mass or less, 10% by mass or less, 8% by mass It is below.
  • the compounds represented by General Formula (N-1-5) are the following compounds. (wherein , R N 151 and R N 152 each independently represent the same meaning as R N 11 and R N 12 in General Formula (N).)
  • R N151 and R N152 is independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group, a propyl group or a butyl group Is preferred.
  • the compounds represented by General Formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-5) to the total amount of the composition of the present embodiment is 5% by mass or more, 8% by mass or more, and 10% by mass % Or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 33% by mass or less, 30% by mass or less, and 28% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compound represented by General Formula (N-1-5) is a compound selected from the group of compounds represented by Formula (N-1-5.1) to Formula (N-1-5.6)
  • the compounds represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) are preferable.
  • the compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) may be used alone or in combination.
  • the lower limit of the preferred content of one or more of these compounds to the total amount of the composition of this embodiment is 5% by mass or more, 8% by mass or more, and 10% by mass or more. Yes, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 33% by mass or less, 30% by mass or less, and 28% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compounds represented by the general formula (N-1-10) are the following compounds. (Wherein, each of RN 1101 and RN 1102 independently represents the same meaning as RN 11 and RN 12 in General Formula (N)).
  • R N 1101 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group.
  • R N 1102 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-10) can be used alone, or two or more compounds can be used in combination.
  • the type of compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-10) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compound represented by General Formula (N-1-10) is a compound selected from the group of compounds represented by Formula (N-1-10.1) to Formula (N-1-10.14) And the compounds represented by formulas (N-1-10.1) to (N-1-10.5) are preferable, and the compounds represented by formulas (N-1-10.1) or (N- The compound represented by -1-10.2) is preferred.
  • the compounds represented by the formula (N-1-10.1) or the formula (N-1-10.2) can be used alone or in combination, but the composition of this embodiment can be used.
  • the lower limit value of the preferable content of these compounds alone or in the total amount of substances is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass % Or more and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • each of R N 1111 and R N 11 12 independently represents the same meaning as R N 11 and R N 12 in General Formula (N).
  • R N 1111 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group.
  • R N 1112 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-11) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compound represented by General Formula (N-1-11) is a compound selected from the group of compounds represented by Formula (N-1-11.1) to Formula (N-1-11.14) And the compounds represented by formulas (N-1-11.1) to (N-1-11.14) are preferable.
  • the compound represented by -1-11.4) is preferred.
  • the compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) can be used alone or in combination, but the composition of this embodiment can be used.
  • the lower limit value of the preferable content of these compounds alone or in the total amount of substances is 5% by mass or more, 10% by mass or more, 13% by mass or more, 15% by mass or more, 17% by mass % Or more and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compounds represented by the general formula (N-1-12) are the following compounds. (Wherein, R N1121 and R N1122 independently represents the same meaning as R N11 and R N12 in the general formula (N).)
  • R N 1121 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • RN 1122 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-12) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compounds represented by the general formula (N-1-13) are the following compounds. (Wherein, R N1131 and R N1132 independently represents the same meaning as R N11 and R N12 in the general formula (N).)
  • R N 1131 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N 1132 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-13) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • each of R N 1141 and R N 114 2 independently represents the same meaning as R N 11 and R N 12 in General Formula (N).
  • R N 1141 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • RN 1142 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the type of compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-14) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compounds represented by the general formula (N-1-15) are the following compounds. (Wherein, R N1151 and R N1152 independently represents the same meaning as R N11 and R N12 in the general formula (N).)
  • R N 1151 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N 1152 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-15) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compounds represented by General Formula (N-1-16) are the following compounds. (Wherein, R N1161 and R N1162 independently represents the same meaning as R N11 and R N12 in the general formula (N).)
  • R N 1161 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N 1162 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-16) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compounds represented by General Formula (N-1-17) are the following compounds. (Wherein, R N1171 and R N1172 independently represents the same meaning as R N11 and R N12 in the general formula (N).)
  • R N 1171 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • RN 1172 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-17) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • each of R N1181 and R N1182 independently represents the same meaning as R N11 and R N12 in General Formula (N).
  • R N 1181 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably a methyl group, an ethyl group, a propyl group or a butyl group.
  • R N 1182 is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compounds represented by General Formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-18) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compound represented by General Formula (N-1-18) is a compound selected from the group of compounds represented by Formula (N-1-18.1) to Formula (N-1-18.5) And the compounds represented by formulas (N-1-18.1) to (N-1-11.3) are preferable.
  • the compound represented by 1-18.3) is preferable.
  • the compounds represented by the general formula (N-1-20) are the following compounds. (Wherein, R N1201 and R N1202 independently represents the same meaning as R N11 and R N12 in the general formula (N).)
  • R N1201 and R N1202 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • the compounds represented by General Formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-20) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compounds represented by General Formula (N-1-21) are the following compounds. (wherein , each of R N 1211 and R N 12 12 independently represents the same meaning as R N 11 and R N 12 in general formula (N).)
  • R N1211 and R N1212 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • the compounds represented by General Formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-21) to the total amount of the composition of the present embodiment is 5% by mass or more, 10% by mass or more, and 13% % Or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, and 13% by mass or less.
  • the compounds represented by the general formula (N-1-22) are the following compounds. (Wherein, R N1221 and R N1222 independently represents the same meaning as R N11 and R N12 in the general formula (N).)
  • R N1221 and R N1222 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • the compounds represented by General Formula (N-1-22) can be used alone, but two or more compounds can also be used in combination.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-21) to the total amount of the composition of the present embodiment is 1% by mass or more, 5% by mass or more, and 10% by mass. % Or more, 13% by mass or more, 15% by mass or more, 17% by mass or more, and 20% by mass or more.
  • the upper limit value of the preferable content is 35% by mass or less, 30% by mass or less, 28% by mass or less, and 25% by mass or less based on the total amount of the composition of the present embodiment. % Or less, 20% by mass or less, 18% by mass or less, 15% by mass or less, 13% by mass or less, 10% by mass or less, and 5% by mass or less.
  • the compound represented by General Formula (N-1-22) is a compound selected from the group of compounds represented by Formula (N-1-22.1) to Formula (N-1-22.12) Are preferably compounds represented by formulas (N-1-22.1) to (N-1-22.5), and compounds represented by formulas (N-1-22.1) to (N- The compound represented by 1-22.4) is preferable.
  • the compound represented by General Formula (N-3) is preferably a compound selected from the group of compounds represented by General Formula (N-3-2). (wherein , R N 321 and R N 322 each independently represent the same meaning as R N 11 and R N 12 in General Formula (N).)
  • R N321 and R N322 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.
  • the compounds represented by General Formula (N-3-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.
  • the types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment.
  • the lower limit of the preferable content of the compound represented by the formula (N-3-2) to the total amount of the composition of the present embodiment is 3% by mass or more, 5% by mass or more, and 10% by mass. %, 13 mass% or more, 15 mass% or more, 17 mass% or more, 20 mass% or more, 23 mass% or more, 25 mass% or more, 27 mass% It is above, is 30 mass% or more, is 33 mass% or more, and is 35 mass% or more.
  • the upper limit value of the preferable content is 50% by mass or less, 40% by mass or less, 38% by mass or less, and 35% by mass or less based on the total amount of the composition of the present embodiment.
  • % Or less 30% by mass or less, 28% by mass or less, 25% by mass or less, 23% by mass or less, 20% by mass or less, 18% by mass or less, 15% by mass Or less, 13% by mass or less, 10% by mass or less, 8% by mass or less, 7% by mass or less, 6% by mass or less, and 5% by mass or less.
  • the compound represented by General Formula (N-3-2) is a compound selected from the group of compounds represented by Formula (N-3-2.1) to Formula (N-3-2.3) Is preferred.
  • the compound represented by General Formula (N-4) is preferably a compound represented by the following General Formula (N-4-1).
  • each of R N41 and R N42 independently represents one or non-adjacent two or more —CH 2 — each independently as —O—, —COO— or — It preferably represents an alkyl group having 1 to 8 carbon atoms which may be substituted by OCO—, and is preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group. In order to exhibit particularly excellent dielectric anisotropy, an alkoxy group is preferable.
  • the compound represented by General Formula (N-4-1) is selected from the group of compounds represented by Formula (N-4-1.1) to Formula (N-4-1.9) It is preferable that it is a compound selected from the group consisting of compounds represented by formula (N-4-1.1) to formula (N-4-1.5); The compound of -1.3) is preferred. It is preferable to use two or more of the compounds represented by Formula (N-4-1.1) to Formula (N-4-1.9) in combination from the viewpoint of improving the low temperature storage stability of the liquid crystal composition. .
  • the polymerizable liquid crystal composition is a non-polymerizable liquid crystal compound represented by the following formula (J): And a compound selected from the group consisting of compounds represented by The compound represented by the above-mentioned formula (J) corresponds to a dielectrically positive compound ( ⁇ is larger than 2).
  • X J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group.
  • the compound represented by the said general formula (L) is remove
  • the non-polymerizable liquid crystal compound preferably contains, as a compound represented by the formula (J), one or more compounds represented by the general formula (M).
  • Polymerization initiator As a polymerization method of the polymerizable compound in the polymerizable liquid crystal composition, radical polymerization, anion polymerization, cationic polymerization and the like can be used, but polymerization by radical polymerization is preferable, and radical polymerization by light fleece rearrangement, light More preferred is radical polymerization with a polymerization initiator.
  • the polymerization initiator is preferably a radical polymerization initiator.
  • radical polymerization initiator although a thermal polymerization initiator and a photoinitiator can be used, a photoinitiator is preferable. Specifically, the following compounds are preferred.
  • the polymerizable liquid crystal composition described above preferably forms a polymer network having uniaxial optical anisotropy, uniaxial refractive index anisotropy, or easy axis direction of alignment, and the polymer network It is more preferable that the optical axis or the easy axis of alignment and the easy axis of alignment of the low molecular weight liquid crystal be formed to substantially coincide with each other.
  • the polymer network also includes a polymer binder in which a plurality of polymer networks are aggregated to form a polymer thin film.
  • the polymer binder has refractive index anisotropy exhibiting uniaxial orientation, and a low molecular weight liquid crystal is dispersed in the thin film, and the uniaxial optical axis of the thin film and the optical axis of the low molecular weight liquid crystal are in substantially the same direction. It is a feature that it is complete.
  • the polymerizable liquid crystal composition forms a polymer network layer on the entire liquid crystal element, and forms a thin film layer of a polymer on a liquid crystal element substrate to induce a pretilt, and a liquid crystal composition of PSA (Polymer Sustained Alignment) type. It is different from
  • the polymerizable liquid crystal composition by using the polymerizable compound (A), it is possible to form a fibrous or columnar polymer network.
  • the polymerizable compound (A) has a rod-like form similar to the low molecular weight liquid crystal in the trans form, and affects the alignment state of the low molecular weight liquid crystal.
  • the trans-body is irradiated with ultraviolet light as parallel light from the top of the cell, the direction in which the ultraviolet light travels is aligned with the long axis direction of the rod-like molecule, and low molecular liquid crystals are also aligned simultaneously with the molecular long axis of the trans To be oriented.
  • the long molecular axis of the transformer body is oriented in the inclined direction so that the liquid crystal is oriented in the inclined direction of the ultraviolet light. That is, a pretilt angle is induced to exhibit a photoalignment function.
  • the induced pretilt angle is immobilized by the fibrous or columnar polymer network formed by the polymerization phase separation.
  • the reaction rate of the polymerizable compound (A) is preferably slower than the reaction rate of the other polymerizable compounds.
  • the polymerizable compound having a photoalignment function immediately turns into a trans form, and when it is aligned in the direction in which light travels, the liquid crystal compound including the surrounding polymerizability aligns in the same direction.
  • the polymer phase separation proceeds, and the direction of the easy axis of alignment of the low molecular weight liquid crystal and the alignment easy axis of the polymer network aligns in the same direction as the easy axis of alignment of the polymerizable compound having a photoalignment function. Is induced.
  • the polymerizable liquid crystal composition it is preferable that at least two kinds of polymerizable compounds having different Tg be contained to adjust the Tg.
  • the polymerizable compound which is a precursor of a polymer having a high Tg is a polymerizable compound having a molecular structure in which the crosslink density is high, and the number of functional groups is preferably 2 or more.
  • the polymer precursor having a low Tg preferably has one or two or more functional groups, and preferably has a structure in which an alkylene group or the like is provided as a spacer between the functional groups to increase the molecular length.
  • Tg is also related to molecular-level thermal mobility in the main chain and side chain of the polymer network, and also affects electro-optical properties. For example, when the crosslinking density is increased, the molecular mobility of the main chain is reduced, the anchoring force with the low molecular weight liquid crystal is increased, the driving voltage is increased, and the falling time is shortened. On the other hand, when the crosslinking density is lowered so as to lower the Tg, the thermal mobility of the polymer main chain is increased, whereby the anchoring force with the low molecular weight liquid crystal is lowered and the driving voltage tends to be lowered.
  • the anchoring force at the polymer network interface is also influenced by the molecular mobility of the polymer side chain in addition to the above-mentioned Tg, and by using a polymerizable compound having a polyvalent branched alkylene group and a polyvalent alkyl group, The anchoring force is reduced.
  • the polymerizable compound having a polyvalent branched alkylene group and a polyvalent alkyl group is effective for inducing a pretilt angle at the substrate interface and acts to lower the anchoring force in the polar angle direction.
  • a polymerizable compound phase may be generated as an island-like nucleus innumerably to form a phase separation structure by bimodal decomposition, and the phase separation may be performed from the fluctuation of the concentration of the liquid crystal phase and the polymerizable compound phase.
  • the phase separation structure may be formed by spinodal decomposition.
  • the content of at least low molecular liquid crystal is set to 85% by mass or more, and by using a compound having a high reaction rate of a polymerizable compound, the size is smaller than the wavelength of visible light Is preferable because it generates an infinite number of nuclei of the polymerizable compound to form a nano-order phase separation structure.
  • a polymer network having a gap spacing shorter than the wavelength of visible light is formed, while the voids in the polymer network are due to phase separation of the low molecular weight liquid crystal phase.
  • the size of the air gap is smaller than the wavelength of visible light, there is no light scattering property and high contrast, and the influence of the anchoring force from the polymer network becomes strong and the falling time becomes short, and a liquid crystal display element with high response speed is obtained. Being particularly preferred.
  • Nucleation of the polymerizable compound phase in bimodal decomposition is affected by parameters such as the change in compatibility depending on the type and combination of compounds, the reaction rate, and the temperature, and it is preferable to adjust as necessary.
  • the reaction rate depends on the type and content of the functional group of the polymerizable compound and the photoinitiator, and the ultraviolet irradiation intensity, and the ultraviolet irradiation conditions may be appropriately adjusted to promote the reactivity, An ultraviolet irradiation intensity of 20 mW / cm 2 or more is preferred.
  • a polymer network with a phase separation structure by spinodal decomposition when the low-molecular liquid crystal content is 85% by mass or more, and in spinodal decomposition, a phase-separated fine structure is obtained by fluctuation of the concentration of two phases having periodicity. It is preferable because uniform gap spacing smaller than the wavelength is easily formed.
  • the proportion of the polymerizable compound is less than 15% by mass, it is preferable to form a phase separation structure by biordal decomposition, and at 15% by mass or more, it is preferable to form a phase separation structure by spinodal decomposition.
  • phase transition temperature At which the low molecular liquid crystal phase and the polymerizable compound phase separate into two phases under the influence of temperature. If the temperature is higher than the two-phase separation transition temperature, an isotropic phase is exhibited.
  • a phase separation structure In the case of two-phase separation by temperature, it is preferable to form a phase separation structure at a temperature higher than the two-phase separation temperature.
  • a polymer network is formed while maintaining the same alignment state as the alignment state of the low molecular weight liquid crystal.
  • the formed polymer network exhibits optical anisotropy so as to follow the orientation of the low molecular weight liquid crystal.
  • the form of the liquid crystal layer in the polymer network is a structure in which the liquid crystal composition forms a continuous layer in a three-dimensional network structure of the polymer, a structure in which droplets of the liquid crystal composition are dispersed in the polymer, or both of them are mixed.
  • a structure in which a polymer network layer is present from both substrate surfaces and is only a liquid crystal layer near the center with the facing substrate can be mentioned.
  • a pretilt angle of 0 to 90 ° is induced to the liquid crystal element substrate interface by the action of the polymer network.
  • the polymer network to be formed preferably has the function of aligning the coexisting low molecular weight liquid crystal in the alignment direction indicated by the alignment film of the liquid crystal cell, and further has the function of pretilting the low molecular liquid crystal in the polymer interface direction. Is also preferred. It is useful and preferable to introduce a polymerizable compound for pretilting the low molecular weight liquid crystal with respect to the polymer interface for improving the transmittance and lowering the driving voltage of the liquid crystal element. Moreover, it may have refractive index anisotropy, and it is preferable to use the polymeric compound which has a mesogen group for the function to orientate a liquid crystal to an orientation direction. In addition, while applying a voltage, a polymer network may be formed by ultraviolet irradiation or the like to form a pretilt.
  • a polymerizable compound having a polyvalent alkyl group having no mesogenic group inducing vertical alignment or a polyvalent branched alkylene group may be used, and a polymerizable compound having a mesogenic group It is also preferable to use in combination with
  • the fibrous or columnar polymer network is in the direction perpendicular to the liquid crystal cell substrate and the low molecular weight liquid crystal. Preferably, they are formed in substantially the same direction.
  • pretilt alignment is performed.
  • a fibrous or columnar polymer network is formed to be inclined in the same direction as the low molecular weight liquid crystal.
  • the tilt of the polymer network may be chosen to polymerize to occur spontaneously at the substrate interface.
  • a polymer network may be formed by applying a voltage to bring the liquid crystal into a tilted alignment state and irradiating ultraviolet light or the like.
  • polymerization may be performed while applying a voltage in a range of about 0.9 V lower than the threshold voltage of the polymerizable liquid crystal composition to about 2 V higher.
  • the polymer network may be formed below the threshold voltage.
  • a fibrous or columnar polymer network is formed to be inclined so as to induce a pretilt angle of 90 to 80 degrees with respect to the transparent substrate plane, and a pretilt angle of 90 to 85 degrees is preferable, 89.
  • a pretilt angle of 9 degrees to 85 degrees is preferable, a pretilt angle of 89.9 degrees to 87 degrees is preferable, and a pretilt angle of 89, 9 degrees to 88 degrees is preferable.
  • the fibrous or columnar polymer network formed by any method is characterized in connecting between two cell substrates. As a result, the thermal stability of the pretilt angle can be improved, and the reliability of the liquid crystal display element can be enhanced.
  • a carbon atom number of an alkylene group between a functional group and a mesogen group is 6 or more
  • the method using a combination of a bifunctional acrylate having a small pretilt angle induction angle and a functional group, and a bifunctional acrylate having a carbon number of 5 or more carbon atoms of an alkylene group between mesogen groups and having a large induction angle of the pretilt angle.
  • a desired pretilt angle can be induced near the interface by adjusting the compounding ratio of these compounds.
  • a fibrous or columnar polymer network is low relative to the alignment direction of the alignment film on the liquid crystal cell substrate surface by phase separation polymerization using a polymerizable liquid crystal composition.
  • the molecular liquid crystal is aligned in parallel, but preferably it is formed in the same direction as the refractive index anisotropy or easy alignment axis direction of the formed fibrous or columnar polymer network and the alignment direction of the low molecular liquid crystal .
  • the fibrous or columnar polymer network is present substantially throughout the cell except for the voids in which the low molecular weight liquid crystal is dispersed.
  • a polymerizable compound having a mesogenic group for the purpose of inducing the pretilt angle with respect to the polymer interface direction, it is preferable to use a polymerizable compound having a mesogenic group and a polymerizable compound having a polyvalent alkyl group having no mesogenic group or a polyvalent alkylene group. .
  • the electro-optical properties are influenced by the surface area of the polymer network interface and the void spacing of the polymer network, it is important not to cause light scattering, and it is preferable to make the mean void spacing smaller than the wavelength of visible light.
  • the polymer network is formed such that the surface area of the interface is increased by changing the polymerization phase separation structure and the gap spacing becomes fine, and the driving voltage and the fall time become short.
  • the polymerization phase separation structure is also influenced by the polymerization temperature.
  • phase separation structure having fine voids by polymerizing at a high phase separation rate.
  • the phase separation speed is largely influenced by the compatibility between the low molecular liquid crystal and the polymerizable compound and the polymerization speed. Since the composition largely depends on the molecular structure and the content of the compound, it is preferable to use it by appropriately adjusting the composition. When the compatibility is high, it is preferable to use a polymerizable compound having a high polymerization rate, and in the case of ultraviolet polymerization, it is preferable to increase the ultraviolet intensity.
  • the compatibility is low, the phase separation speed is sufficiently fast, which is preferable for producing a liquid crystal element.
  • a method of reducing the compatibility a method of polymerizing at a low temperature can be mentioned. When the temperature is low, the degree of alignment order of the liquid crystal is increased, and the compatibility between the liquid crystal and the monomer is reduced, so that the separation speed of the polymer phase can be increased.
  • Another method is also a method of polymerizing the polymerizable liquid crystal composition at a temperature showing a supercooling state.
  • the temperature may be slightly lower than the melting point of the polymerizable liquid crystal composition, it is possible to accelerate the phase separation simply by lowering the temperature by several degrees, which is preferable.
  • the polymer phase separation structure corresponding to the case where a monomer composition content of several tens of% is added to the liquid crystal, that is, the surface area of the polymer network interface which is a structure acting to shorten the fall time Form a fine polymer network structure. Therefore, in the polymerizable liquid crystal composition, it is preferable to appropriately adjust the polymerizable liquid crystal composition in consideration of the alignment function, the crosslink density, the anchoring force, and the gap distance so as to shorten the fall time.
  • the polymer network layer is formed on the entire surface of the liquid crystal display element in the liquid crystal phase, and the liquid crystal phase is continuous, and the alignment easy axis of the polymer network or the uniaxial optical axis is substantially the same direction as the alignment easy axis of the low molecular liquid crystal
  • the polymer network is formed to induce the pretilt angle of the low molecular weight liquid crystal, and the average gap distance of the polymer network is smaller than the wavelength of visible light by at least 450 nm. It is preferable because scattering does not occur.
  • the falling time of the response in order to make the fall time of the response shorter than the response time of the low molecular liquid crystal alone by the interaction effect (the anchoring force) of the polymer network and the low molecular liquid crystal, it is preferable to be in the range of 50 nm to 450 nm.
  • the falling time In order for the falling time to be reduced by the influence of the cell thickness of the liquid crystal and to show the falling time as thin as possible even if the cell thickness is large, at least the lower limit is about 200 nm and the upper limit is about 450 nm.
  • the average gap distance is reduced, the increase in drive voltage becomes an issue, but to suppress the increase in drive voltage to 25 V or less and shorten the fall response time, it is better to fall within the range of around 250 nm to 450 nm.
  • the falling response time can be improved to about 5 msec to about 1 msec, which is preferable.
  • the average gap distance is preferably in the range of about 300 nm to 450 nm.
  • the driving voltage may increase to 30 V or more, but the average gap distance may be in the vicinity of 50 nm to 250 nm in order to reduce the time to 0.5 msec or less.
  • the mean diameter of the polymer network is preferably in the range of 20 nm to 700 nm, contrary to the mean void spacing.
  • the average diameter tends to increase as the content of the polymerizable compound increases. If the reactivity is increased to increase the polymerization phase separation speed, the density of the polymer network will increase and the average diameter of the polymer network will decrease, so the phase separation conditions may be adjusted as necessary.
  • the average diameter is preferably in the range of 20 nm to 160 nm, and in the range of 200 nm to 450 nm, the average diameter is preferably in the range of 40 nm to 160 nm.
  • the content of the polymerizable compound is more than 10%, the range of 50 nm to 700 nm is preferable, and the range of 50 nm to 400 nm is more preferable.
  • the polymer network content is low and the polymer network layer is insufficient to cover the entire cell.
  • Layers are formed discontinuously.
  • the polarity of the substrate surface such as polyimide alignment film
  • the polymerizable compound tends to gather near the liquid crystal cell substrate interface, and a polymer network layer is formed to grow a polymer network from the substrate surface and adhere to the substrate interface.
  • the polymer network layer, the liquid crystal layer, the polymer network layer, and the counter substrate are sequentially stacked in this order from the surface.
  • a laminated structure of polymer network layer / liquid crystal layer / polymer network layer is shown, and a polymer having a thickness of at least 0.5% or more, preferably 1% or more, more preferably 5% or more of the cell thickness in the cell cross section direction
  • the network layer is formed, the effect of shortening the falling time is exhibited by the action of the anchoring force between the polymer network and the low molecular weight liquid crystal, which is preferable.
  • the thickness of the polymer network layer may be increased as necessary.
  • the structure of the polymer network in the polymer network layer may be such that the low molecular weight liquid crystal and the alignment easy axis and the uniaxial optical axis are aligned in substantially the same direction, and the low molecular weight liquid crystal is formed to induce a pretilt angle. Good.
  • the average gap spacing is preferably in the range of 90 nm to 450 nm.
  • the content of the polymerizable compound is 1% by mass to 6% by mass, it is preferable to use a bifunctional monomer having a mesogen group with high anchoring power, and the structure has a short distance between functional groups and the polymerization rate is It is preferable to use a fast bifunctional monomer, and it is preferable to form a polymer phase separation structure at a low temperature of 0 ° C. or less.
  • the polymerizable compound content is 6% by mass to less than 10% by mass, a combination of the bifunctional monomer and a monofunctional monomer having low anchoring power is preferable, and the range of 25 ° C. to ⁇ 20 ° C. is necessary, as necessary.
  • the polymer phase separation structure is formed by Furthermore, if the melting point is higher than room temperature, it is preferable to lower the melting point by about 5 ° C. because the same effect as low temperature polymerization can be obtained.
  • the content of the polymerizable compound is 10% by mass to 40% by mass, the influence of the polymer binder or the polymer network greatly affects the alignment and driving voltage of the low molecular liquid crystal and increases the driving voltage. It is preferable to use a polymerizable compound having an orientation function of and a mesogenic group having a relatively weak anchoring force.
  • the polymerizable compound having weak anchoring power and having a mesogen group it is effective to increase the carbon number of the alkylene group between the functional group and the mesogen group, and the carbon number is preferably 5 to 10.
  • the content of the polymerizable compound exceeds 30% by mass, liquid crystal droplets may be dispersed in the polymer binder, and even in this case, the polymer binder has refractive index anisotropy and the substrate surface is oriented. It is preferable that the alignment direction of the film and the optical axis direction of the polymer binder be aligned.
  • the concentration of the polymerizable compound in the polymerizable liquid crystal composition is 1% by mass or more and less than 40% by mass, and 2% by mass or more and 15% by mass or less Preferably, 3% by mass or more and 8% by mass or less are more preferable.
  • the voltage holding ratio becomes an important characteristic.
  • the cause of lowering the voltage holding ratio is considered to be the ionic impurities contained in the polymerizable liquid crystal composition.
  • mobile ions strongly influence the voltage holding ratio. Therefore, it is preferable to perform purification treatment or the like so as to obtain at least a specific resistance of 10 14 ⁇ ⁇ cm or more to remove mobile ions.
  • the voltage retention may decrease due to ionic impurities generated from a photopolymerization initiator or the like, but a polymerization initiator with a small amount of generated organic acid and low molecular weight byproducts. It is preferable to select
  • Liquid crystal display element The polymerizable liquid crystal composition described above is applied to a liquid crystal display device.
  • a liquid crystal display device an example of the liquid crystal display element according to the present embodiment will be described with reference to FIG. 1 as appropriate.
  • FIG. 1 is a view schematically showing the structure of a liquid crystal display device.
  • the respective components are illustrated separately for convenience of explanation.
  • the liquid crystal display element 1 according to the present embodiment is provided between the first substrate 2 and the second substrate 3 and the first substrate 2 and the second substrate 3 which are disposed to face each other.
  • the liquid crystal layer 4 is composed of the polymerizable liquid crystal composition of the present embodiment described above.
  • the pixel electrode layer 5 and the alignment film 6 are formed on the surface of the first substrate 2 on the liquid crystal layer 4 side.
  • the common electrode layer 7 and the alignment film 8 are formed on the second substrate 3 on the liquid crystal layer 4 side.
  • the first substrate 2 and the second substrate 3 may be sandwiched by a pair of polarizing plates 9 and 10.
  • a color filter 11 may be further provided on the liquid crystal layer 4 side of the second substrate 3 (between the second substrate 3 and the common electrode layer 7).
  • the liquid crystal display element 1 includes the first polarizing plate 9, the first substrate 2, the pixel electrode layer 5, the alignment film 6, the liquid crystal layer 4 including the polymerizable liquid crystal composition, and the alignment.
  • the film 8, the common electrode layer 9, the color filter 11, the second substrate 3, and the second polarizing plate 10 are stacked in this order.
  • the first substrate 2 and the second substrate 3 are formed of a flexible material such as glass or plastic, for example. At least one of the first substrate 2 and the second substrate 3 may be formed of a transparent material, and the other may be formed of a transparent material or an opaque material such as metal or silicon.
  • the first substrate 2 and the second substrate 3 are bonded to each other by a sealing material and a sealing material such as an epoxy-based thermosetting composition disposed in the peripheral region, and in order to maintain the distance between the substrates
  • a sealing material and a sealing material such as an epoxy-based thermosetting composition disposed in the peripheral region, and in order to maintain the distance between the substrates
  • particulate spacers such as glass particles, plastic particles, and alumina particles, or spacer posts made of a resin formed by photolithography may be disposed.
  • the alignment films 6 and 8 constitute a pair of alignment films which are in direct contact with the polymerizable liquid crystal composition constituting the liquid crystal layer 4 to induce homogeneous alignment.
  • the alignment films 6 and 8 are formed of, for example, polyimide.
  • the first polarizing plate 9 and the second polarizing plate 10 can be adjusted so that the viewing angle and the contrast become good by adjusting the polarization axes of the respective polarizing plates, and their transmission axes operate in the normally black mode It is preferable to have transmission axes orthogonal to one another.
  • any one of the first polarizing plate 9 and the second polarizing plate 10 is preferably arranged to have a transmission axis parallel to the alignment direction of liquid crystal molecules when no voltage is applied.
  • the color filter 11 preferably forms a black matrix, and preferably forms a black matrix (not shown) in a portion corresponding to the thin film transistor.
  • the black matrix may be placed on the substrate opposite to the array substrate together with the color filter, or may be placed on the array substrate side together with the color filter, the black matrix on the array substrate, and the color filter on the other substrate. It may be installed separately. Also, the black matrix may be installed separately from the color filter, but may be one that reduces the transmittance by overlapping each color of the color filter.
  • a wiring is formed by sputtering a metal material such as Al or its alloy on the first substrate 2 and the second substrate 3, and the pixel electrode layer 5 and the common electrode layer 6 are formed.
  • the color filter 11 can be produced, for example, by a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. A method of producing a color filter by the pigment dispersion method will be described by way of example.
  • a curable coloring composition for a color filter is applied on the transparent substrate, subjected to a patterning process, and cured by heating or light irradiation. By performing this process for each of three colors of red, green, and blue, it is possible to create a pixel portion for a color filter.
  • the color filter 9 may be installed on the side of the substrate having a TFT or the like.
  • the first substrate 2 and the second substrate 3 face each other such that the pixel electrode layer 5 and the common electrode layer 6 are on the inner side, but at this time, the distance between the first substrate 2 and the second substrate 3 You may adjust the At this time, it is preferable to adjust the thickness of the liquid crystal layer 4 to, for example, 1 to 100 ⁇ m.
  • the polarizing plates 7 and 8 it is preferable to adjust the product of the refractive index anisotropy ⁇ n of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 so as to maximize the contrast.
  • the polarization axes of the respective polarizing plates can be adjusted to adjust the viewing angle and contrast to be good. Furthermore, retardation films for widening the viewing angle can also be used.
  • a sealing agent such as an epoxy-based thermosetting composition is screen-printed on the substrate in a form provided with a liquid crystal injection port, the substrates are bonded to each other, and heating is performed to thermally cure the sealing agent.
  • a usual vacuum injection method or one drop fill (ODF) method can be used, but in the vacuum injection method, a drip mark is Although it does not occur, it has a problem that a trace of injection remains, but in the present embodiment, it can be more suitably used for a display element manufactured using the ODF method.
  • a sealing agent such as an epoxy-based combination heat and light curing property is drawn on a back plane or front plane substrate in a closed loop shape using a dispenser, and removed therefrom.
  • a liquid crystal display element can be manufactured by bonding a front plane and a backplane after dropping a predetermined amount of composition under air.
  • the liquid crystal composition of this embodiment is produced, for example, at the time of liquid crystal dropping. Since the liquid crystal can be stably dropped over a long time with little influence on rapid pressure change and impact in the dropping device, the yield of the liquid crystal display element can be kept high.
  • small liquid crystal display devices frequently used for smartphones, which are in vogue recently have difficulty in controlling the deviation from the optimum value within a certain range itself because the optimum liquid crystal injection amount is small, but the liquid crystal of this embodiment By using the composition, it is possible to realize a stable discharge amount of the liquid crystal material even in a small liquid crystal display element.
  • the liquid crystal display element 1 may be an active matrix drive liquid crystal display element.
  • the liquid crystal display element 1 is preferably a liquid crystal display element for TN mode, STN mode, ECB mode, VA mode, IPS mode or FFS mode.
  • a liquid crystal composition LCN-1 ( ⁇ n 0.103, viscosity ⁇ 15.1 mPa ⁇ s, ⁇ -3.8) containing each non-polymerizable liquid crystal compound represented by the following (LCN-1) as an N-type liquid crystal composition, Liquid crystal composition LCN-2 ( ⁇ n 0.12, viscosity ⁇ 19 mPa ⁇ s, ⁇ -3.3) containing each non-polymerizable liquid crystal compound represented by (LCN-2), and the following (LCN-3) Liquid Crystal Composition LCN-3 (.DELTA.n 0.11, viscosity .eta. 17 mPa.s, .DELTA..epsilon. 3.2) containing the respective non-polymerizable liquid crystal compounds was prepared.
  • a compound represented by the formula (Vn-2-1) was used, and as a comparative object, a compound represented by the formula (Vn-2-2) was used.
  • the compound of the formula (Vn-2-1) has absorption peaks (second absorption wavelength) near 350 nm and 430 nm, and when it absorbs light of a wavelength near this, it causes cis-trans isomerization reaction.
  • the compound of the formula (Vn-2-2) has an absorption peak (second absorption wavelength) near 350 nm, and when it absorbs light of a wavelength near this, it causes a cis-trans isomerization reaction.
  • Irgacure 651 was used as a photoinitiator. Irgacure 651 has an absorption peak at around 340 nm, and when it absorbs light in the vicinity, it generates radicals to induce polymerization of a polymerizable compound (monomer).
  • Example 1 A liquid crystal composition LCN-2 as an N-type liquid crystal composition, a compound represented by the formula (V1-1-1) as a polymerizable liquid crystal compound, and a formula (Vn-2-1) as a polymerizable compound (A)
  • a polymerizable liquid crystal composition A-1 containing the compounds to be represented in the proportions shown in Table 1 was prepared.
  • the photopolymerization initiator Irgacure 651 was contained in an amount of 2% with respect to the total amount of the polymerizable liquid crystal compound (V1-1-1) and the polymerizable compound (Vn-2-1). That is, the polymerizable liquid crystal composition A-1 can be polymerized by absorbing light in the vicinity of 340 nm (first absorption wavelength). It was confirmed that the polymerizable liquid crystal composition A-1 was uniformly dissolved, and exhibited a nematic liquid crystal phase.
  • Example 2 A liquid crystal composition LCN-1 or LCN-3 was used instead of the liquid crystal composition LCN-2, and Example 1 was used except that a compound represented by Formula (V1-1-2) was used as a polymerizable liquid crystal compound.
  • Polymeric liquid crystal compositions A-2 and A-3 were prepared in the same manner as in the above. It was confirmed that these polymerizable liquid crystal compositions were uniformly dissolved and exhibited a nematic liquid crystal phase.
  • Example 4 A polyimide alignment film capable of obtaining vertical alignment (homeotropic alignment) is formed on an ITO transparent electrode, and anti-parallel alignment single-hole liquid crystal cell (cell gap 3 ⁇ m) which has been rubbed to have a pretilt angle of 5 °. Prepared. The polymerizable liquid crystal composition A-1 was vacuum injected into this cell. Thereafter, the inlet was sealed with a sealant 3026E (manufactured by Three Bond).
  • the polymerizable compound dissolved in the polymerizable liquid crystal composition was polymerized to obtain a VA mode liquid crystal display element.
  • a fabricated cell is placed between two crossed polarizing plates, it becomes black and the dark field does not change even if the cell is rotated in the azimuthal direction, and the optical axis direction of the polymer network and the liquid crystal alignment easy axis direction are the same direction It was confirmed.
  • V90 represents a drive voltage, which is a voltage required to change the transmittance by 90% of the total change with respect to the total change of the transmittance.
  • T100 represents the brightness of the display at the maximum transmittance.
  • the rise time is the time required to switch from the OFF state to the ON state, and the fall time represents the time to return from the ON state to the OFF state, and each response time was applied for 1 second of burst wave of 100 Hz square wave of V90. It measured based on the transmittance
  • the characteristics of the obtained liquid crystal cell are shown in Table 2.
  • Example 5 A liquid crystal cell was prepared and evaluated in the same manner as in Example 4 except that the polymerizable liquid crystal composition A-1 was changed to the polymerizable liquid crystal composition A-2 or A-3.
  • the characteristics of the obtained liquid crystal cell are shown in Table 2.
  • the transmittance (T100) can be improved by using the polymerizable compound (A) having the second absorption wavelength causing cis-trans isomerization. . More specifically, in Examples 4 to 6 in which the polymerizable compound (Vn-2-1) having an absorption at around 430 nm was added, the polymerizable compound (Vn-2-2) having no absorption at around 430 nm was added Favorable transmittance was obtained as compared with Reference Examples 4 to 6 described above.
  • the transmittance was improved not because the tilt was increased by irradiating the light of 436 nm but the direction of tilt was defined, but the light of 436 nm before UV exposure. It is considered that the photoisomerization from the cis form to the trans form of the polymerizable compound (A) becomes dominant by irradiating in advance, and as a result, the degree of order of the liquid crystal becomes high. Also in the microscopic observation, the liquid crystal cell obtained in Example 4 had less minor alignment disorder than the liquid crystal cell obtained in Reference Example 4. This can be said to support the above guess.
  • Example 4 when the irradiation direction of 366 nm light is changed to the normal direction of the liquid crystal cell substrate without irradiating the light of 436 nm, the tilt angle is 5.2 in the former. °, V90 18.0 V, T100 71.4%, fall time 1.4 ms, rise time 1.2 ms, the latter, tilt angle 5.2 °, V90 18.8 V, T100 Was 71.5%, the fall time was 1.3 ms, and the rise time was 1.2 ms.
  • Example 4 In each of Example 4 and Reference Example 4, in the former case, the tilt angle is 7.0 °, V90 is 15.5 V, T100 is 74.9%, and the fall time is 1 when the light of 436 nm is not irradiated. .9 ms, rise time is 1.7 ms, tilt angle is 7.1 °, V90 is 15.6 V, T100 is 75.0%, fall time is 1.9 ms, rise time is 1.6 ms. Met.
  • Such a result also indicates that the above-described assumption that excellent transmittance is obtained in Examples 4 to 6 due to cis-trans isomerization of the polymerizable compound (A) by irradiation of 436 nm light. I support it.
  • the transmittance is improved by about 3.5% as compared with the case of irradiation from the normal direction. It can be considered that the tilt alignment changes the pretilt angle to about 7 ° and defines the direction in which the liquid crystal molecules are tilted by the electric field.
  • SYMBOLS 1 Liquid crystal display element, 2 ... 1st board

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Abstract

Un aspect de la présente invention concerne une composition de cristaux liquides polymérisable qui contient un composé polymérisable et un composé de cristaux liquides non polymérisable, et qui est polymérisable sous l'effet d'une lumière présentant une première longueur d'onde d'absorption, le composé polymérisable subissant une isomérisation cis-trans sous l'effet d'une lumière présentant une seconde longueur d'onde d'absorption qui est plus longue que la première longueur d'onde d'absorption de 20 nm ou plus.
PCT/JP2018/039168 2017-10-24 2018-10-22 Composition de cristaux liquides polymérisable, et élément d'affichage à cristaux liquides WO2019082839A1 (fr)

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JP2021066781A (ja) * 2019-10-21 2021-04-30 Dic株式会社 光散乱型液晶素子用液晶組成物、及び該光散乱型液晶素子用液晶組成物を用いた光散乱型液晶素子

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JP2021066781A (ja) * 2019-10-21 2021-04-30 Dic株式会社 光散乱型液晶素子用液晶組成物、及び該光散乱型液晶素子用液晶組成物を用いた光散乱型液晶素子
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