WO2020115936A1 - Composition de cristaux liquides et élément d'affichage à cristaux liquides - Google Patents

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

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WO2020115936A1
WO2020115936A1 PCT/JP2019/025584 JP2019025584W WO2020115936A1 WO 2020115936 A1 WO2020115936 A1 WO 2020115936A1 JP 2019025584 W JP2019025584 W JP 2019025584W WO 2020115936 A1 WO2020115936 A1 WO 2020115936A1
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group
formula
mass
general formula
present
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学 高地
林　正直
雄一 井ノ上
麻里奈 後藤
卓央 林
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Dic株式会社
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Priority to CN201980075706.5A priority Critical patent/CN113056447A/zh
Priority to JP2020539016A priority patent/JP6886608B2/ja
Priority to TW108144503A priority patent/TWI811496B/zh
Priority to PCT/JP2019/047583 priority patent/WO2020116555A1/fr
Publication of WO2020115936A1 publication Critical patent/WO2020115936A1/fr

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    • C07C39/14—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with at least one hydroxy group on a condensed ring system containing two rings
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    • C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
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    • C09K19/18—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon triple bonds, e.g. tolans
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    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
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    • C09K19/10—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
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers

Definitions

  • the present invention relates to a polymerizable compound, a liquid crystal composition containing a polymerizable compound, and a liquid crystal display device using the same.
  • the PSA (Polymer Sustained Alignment) type liquid crystal display element has a structure in which a polymer structure is formed in the cell to control the pretilt angle of liquid crystal molecules, and is practically used as a liquid crystal display element because of its high-speed response and high contrast. Has been transformed.
  • a PSA type liquid crystal display device is manufactured by injecting a polymerizable composition containing a liquid crystal compound and a polymerizable compound between substrates and polymerizing the polymerizable compound in a state in which a voltage is applied to align the liquid crystal molecules. This is done by fixing the orientation of. It is known that the cause of the image sticking which is a display failure of the PSA type liquid crystal display element is caused by impurities and a change in orientation of liquid crystal molecules (change in pretilt angle).
  • the burn-in caused by the change in the pretilt angle of liquid crystal molecules is caused by a change in the polymer structure when the same pattern is continuously displayed for a long time when a display element is configured, and as a result, the pretilt angle changes. Is. Therefore, a polymerizable compound that forms a polymer having a rigid structure in which the polymer structure does not change is required.
  • Patent Document 1 a display device is configured by using a polymerizable compound having a biphenyl structure as a ring structure, and in Patent Document 2, a ring structure is used. There is disclosed that a display element is formed by using a polymerizable compound having a terphenyl structure.
  • Patent Document 1 As shown in Examples of Patent Document 1 and Patent Document 2, by using a compound (A) having a biphenyl skeleton and a compound (B) having a terphenyl skeleton as described below, Attempts have been made to improve image sticking due to changes in the pretilt angle.
  • liquid crystal composition having an appropriately high polymerization rate has been demanded for the purpose of improving production efficiency.
  • a liquid crystal composition containing the compound (A) or the compound (B) has an insufficient polymerization rate, and thus improvement has been demanded.
  • conventional polymerizable compounds have been required to be further improved in terms of imparting a pretilt angle and solubility.
  • the problem to be solved by the present invention is to provide a polymerizable compound having a sufficiently high polymerization rate and capable of forming a pretilt angle with a shorter ultraviolet irradiation time, and a liquid crystal composition and a liquid crystal display device using the polymerizable compound. Is to provide. Further, the problem to be solved by the present invention is to manufacture a PSA type or PSVA type liquid crystal display element which has no or very little display failure due to a change in pretilt angle, has a sufficient pretilt angle, and is excellent in response performance. To provide a liquid crystal composition containing a polymerizable compound, and to provide a liquid crystal display device using the same.
  • the liquid crystal composition containing the polymerizable compound of the present invention has a low viscosity ( ⁇ ) and a small value without decreasing the refractive index anisotropy ( ⁇ n) and the nematic phase-isotropic liquid phase transition temperature (Tni).
  • a liquid crystal composition having a rotational viscosity ( ⁇ 1), a large elastic constant (K33), a polymerization rate of a polymerizable compound and a pretilt angle formation sufficiently fast, and no precipitation of the polymerizable compound.
  • the liquid crystal display device using the liquid crystal composition of the present invention has a sufficient pretilt angle, a small residual amount of the polymerizable compound, a high voltage holding ratio (VHR), a high-speed response, an alignment defect, and the like. Excellent display quality with no or suppressed display defects such as image sticking.
  • VHR voltage holding ratio
  • the liquid crystal composition of the present invention can control the pretilt angle and the residual amount of the polymerizable compound by using the specific polymerizable compound, and can easily improve the production efficiency by optimizing and reducing the energy cost for production. .. Therefore, the liquid crystal composition of the present invention and the liquid crystal display device using the same are very useful.
  • the liquid crystal composition of the present invention has the general formula (I)
  • X i1 , X i2 , X i3 , X i4 , X i5 , X i6 and X i7 are each independently a hydrogen atom, a halogen atom, a cyano group, a nitro group or an alkyl group having 1 to 8 carbon atoms.
  • X i1 , X i2 , X i3 , X i4 , X i5 , X i6 or X i7 represents an alkyl group, one —CH 2 — present in the alkyl group or Two or more —CH 2 — are —O—, —CH ⁇ CH—, —C ⁇ C—, —COO—, —OCO—, —CO— or —S— so that oxygen atoms are not directly adjacent to each other.
  • a hydrogen atom in the alkyl group may be replaced by a fluorine atom, provided that at least one of X i1 , X i2 , X i3 , X i4 , X i5 , X i6 and X i7 .
  • M i1 and M i2 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 replaced by -O-.) (B) 1,4-phenylene group (one —CH ⁇ present in this group or two or more —CH ⁇ which are not adjacent to each other may be replaced by —N ⁇ ) and (c).
  • Ra is each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms
  • Z i1 represents a halogen atom, a cyano group, a nitro group, —S i2 —P i2 or an alkyl group having 1 to 8 carbon atoms, and one —CH 2 — or two or more groups present in the alkyl group are —CH 2 — is replaced with —O—, —CH ⁇ CH—, —C ⁇ C—, —COO—, —OCO—, —CO— or —S— so that oxygen atoms are not directly adjacent to each other.
  • the hydrogen atom in the alkyl group may be replaced with a fluorine atom
  • S i1 , S i2 and S i3 each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one —CH 2 — or two or more —CH 2 — in the alkylene group. Is replaced with —O—, —CH ⁇ CH—, —C ⁇ C—, —COO—, —OCO—, —CO—, —OCOO— or —S— so that the oxygen atoms are not directly adjacent.
  • P i1 , P i2, and P i3 are each independently the formula (R-1) to the formula (R-9).
  • R 11 , R 12 , R 13 , R 14 and R 15 each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and m r5 , m r7 , n r5 and n r7 each independently represent a group selected from 0, 1, or 2), m i1 represents 0, 1 or 2, m i2 represents 0, 1 or 2, When there are a plurality of M i1 , M i2 , L i1 , L i2 , Z i1 , S i2 , S i3 , P i2 , or P i3 , they may be the same or different.
  • the liquid crystal composition containing the polymerizable compound represented by the general formula (I) has an appropriately high polymerization rate and can impart a target pretilt angle with a short ultraviolet irradiation time. Furthermore, when the polymerization rate is appropriately high, the amount of the polymerizable compound remaining can be reduced. Therefore, the production efficiency of manufacturing the PSA liquid crystal display element can be improved. Further, there is an effect that a display defect (for example, a defect such as burn-in) due to a change in the pretilt angle does not occur or is extremely small.
  • the display defects in the present specification include display defects due to changes in pretilt angle after polymerization with time, display defects due to residual amount of unreacted polymerizable compound, and display defects due to reduction in voltage holding ratio.
  • X i1 , X i2 , X i3 , X i4 , X i5 , X i6 and X i7 are each independently a hydrogen atom or a halogen.
  • the number of carbon atoms of the alkyl group and alkoxy group is preferably 1 to 6, more preferably 1 to 4, and further preferably 1 to 3. Further, the alkyl group and the alkoxy group may be linear or branched, but linear is particularly preferable.
  • X i1 , X i2 , X i3 , X i4 , X i5 , X i6 and X i7 are each independently a hydrogen atom, a fluorine atom or an alkyl group having 1 to 3 carbon atoms which may be substituted with a fluorine atom.
  • alkyl group having 1 to 8 carbon atoms which may be substituted by a fluorine atom
  • a linear alkyl group is preferable, and a methyl group, an ethyl group, a propyl group or a butyl group or a hydrogen atom of these groups is a fluorine atom.
  • a fluorinated alkyl group substituted on an atom and among them, a methyl group, an ethyl group, a propyl group, a monofluoromethyl group, a difluoromethyl group, a trifluoromethyl group are preferable, and a methyl group or an ethyl group is further more preferable.
  • a methyl group is preferable and a methyl group is particularly preferable. From the viewpoint of electron conjugation, and as the number of carbon atoms increases, the substituent becomes bulky and the polymerization rate and the degree of polymerization are likely to decrease. Therefore, the methyl group is particularly preferable.
  • At least one of X i1 , X i2 , X i3 , X i4 , X i5 , X i6 and X i7 represents a group represented by the formula ( iZ ).
  • At least one of X i1 , X i2 , X i3 and X i7 preferably represents a group represented by the formula (iZ), and at least one of X i1 and X i2 represents the group represented by the formula (iZ More preferably, it represents a group represented by In particular, when Z i1 represents —S i2 —P i2 , it is preferable that at least one of X i1 and X i2 represents a group represented by the formula (iZ).
  • X i1 , X i2 , X i3 , X i4 , X i5 , X i6 and X i7 represent a group represented by the formula ( iZ )
  • one of a plurality of m i2 existing is 1 It is preferred that only one represents 0, 1 or 2 and the other mi 2 represents 0.
  • a group other than a hydrogen atom is represented among X i1 , X i2 , X i3 , X i4 , X i5 , X i6 and X i7.
  • the number of things is preferably 1 or more and 3 or less, more preferably 1 or 2, and particularly preferably 1.
  • M i1 and M i2 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 replaced by -O-.) (B) 1,4-phenylene group (one —CH ⁇ present in this group or two or more —CH ⁇ which are not adjacent to each other may be replaced by —N ⁇ ) and (c).
  • R im1 and R im2 each independently represent an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a fluorine atom or P i3 —S i3 —) 1,4-phenylene group, 2-methyl-1,4-phenylene group, 3-methyl-1,4-phenylene group, 2-methoxy-1,4-phenylene group, 3-methoxy-1,4-phenylene group , 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group or naphthalene-2,6-diyl group are more preferable, 1,4-phenylene group and 2-methyl-1 , 4-phenylene group, 3-methyl-1,4-phenylene group, 2-fluoro-1,4-phenylene group, or 3-fluoro-1,4-phenylene group is more preferred, and 1,4- A phenylene group, a 2-methyl-1,4-phenylene group or a 2-fluorine atom
  • -, -OCOCH CH-, -OCH 2 CH 2 O-, -CH 2 O-, -OCH 2 -, -C 2 H 4 COO-, -OCOC 2 H 4 -or alkylene having 1 to 10 carbon atoms.
  • It is preferably a group, a single bond, —COO—, —OCO—, —CH ⁇ CHCOO—, —OCOCH ⁇ CH—, —OCH 2 CH 2 O—, —CH 2 O—, —OCH 2 —, — C 2 H 4 COO-, —OCOC 2 H 4 — or a linear or branched alkylene group having 1 to 6 carbon atoms is more preferable, and a single bond, —COO—, —OCO—, —OCH 2 CH 2 O—, —CH 2 O—, —OCH 2 —, —C 2 H 4 COO—, —OCOC 2 H 4 — or an alkylene group having 2 carbon atoms (ethylene group (—CH 2 CH 2 —) ) Is more preferable, and a single bond is particularly preferable.
  • m i1 and m i2 each independently represent 0, 1 or 2, but 0 or 1 is particularly preferred. It is preferable that m i1 +m i2 represents 0, 1 or 2. In order to have a sufficient pretilt angle with a short ultraviolet irradiation time and reduce the residual amount of the polymerizable compound, it is preferable that m i1 +m i2 represents 0 or 1, and more preferably 1.
  • the general formula (ia) and the general formula (ib), P i1 , P i2 and P i3 are each independently a formula (R-1), a formula (R-2) and a formula (R-2) Formula (R-3), formula (R-4), formula (R-5) or formula (R-7) is preferred, and formula (R-1), formula (R-2) and formula (R- 3) or the formula (R-4) is more preferable, the formula (R-1) is further preferable, and the acryloxy group or the methacryloxy group is particularly preferable.
  • At least one of P i1 and P i2 is preferably a formula (R-1), more preferably an acrylic group or a methacrylic group, more preferably a methacryloxy group, P i1 and P It is particularly preferred that i2 is a methacryloxy group.
  • R 11 , R 12 , R 13 , R 14 and R 15 are each independently preferably a methyl group or a hydrogen atom, and are preferably a hydrogen atom when the polymerization rate of the polymerizable compound is important.
  • a methyl group is preferable.
  • S i1 , S i2 and S i3 are each independently a single bond or a linear alkylene group having 1 to 10 carbon atoms. Is preferably represented, and more preferably a linear alkylene group having 2 to 8 carbon atoms or a single bond.
  • —CH 2 — of the alkyl group may be replaced by —CH ⁇ CH—, —O—, —COO—, or —OCO—, and hydrogen of —CH 2 — may be replaced by fluorine.
  • S i1 , S i2 and S i3 are more preferably a single bond or an alkylene group having 1 to 5 carbon atoms, and particularly preferably a single bond.
  • S i1 , S i2, and S i3 are single bonds, the residual amount of the polymerizable compound after the irradiation of ultraviolet rays is sufficiently small, and display defects due to changes in the pretilt angle are less likely to occur.
  • Z i1 represents a cyano group, a nitro group, —S i2 —P i2 or an alkyl group having 1 to 8 carbon atoms.
  • —S i2 —P i2 represents a linear or branched alkyl group having 1 to 8 carbon atoms, and —CH 2 — in the alkyl group represents —CH ⁇ CH—, —O—, — It is preferable to represent a group which may be substituted with OCO— (however, —O— does not become continuous). From the viewpoint of improving the reliability of the liquid crystal display element, it is particularly preferable that Z i1 represents —S i2 —P i2 , an alkyl group having 2 to 6 carbon atoms, or an alkoxy group.
  • the compound represented by the above general formula (I) includes the general formula (ia-1), the general formula (ib-1), the general formula (ia-2), the general formula (ib-2) and the general formula (ia- 3), general formula (ib-3), general formula (ia-4) and general formula (ib-4) are preferred.
  • X ia1 , X ia2 , X ia3 , X ia4 , X ia5 , X ia6 , X ia7 , X ib1 , X ib2 , X ib3 , X ib4 , X ib5 , X ib6 and X i 7 are each independently X i and X i b 6.
  • P i1, P i2, S i1 and S i2 of the general formula (I) represents respectively the same meaning as P i1, P i2, S i1 and S i2 during, S i4 and P i4 is the general formula (I) Has the same meaning as S i2 and P i2 .
  • X ia1 , X ia2 , X ia3 , X ia4 , X ia5 , X ia6 , X ia7 , X ib1 , X ib2 , X ib3 , X ib4 , X ib5 , X ib6 and X i 7 are each independently X i and X i b 6.
  • a hydrogen atom in the alkyl group may be replaced by a fluorine atom
  • M i1, M i2, L i1 , L i2, P i1, S i1 and Z i1 is, M in the general formula (I) i1, M i2, and L i1, L i2, P i1 , S i1 and Z i1 And S i4 and P i4 have the same meanings as S i2 and P i2 in the general formula (I), respectively.
  • m ia1 and m ib1 represent 0, 1 or 2
  • m ia2 and m ib2 represent 0, 1 or 2, provided that m ia1 +m ia2 ⁇ 1 and m ib1 +m ib2 ⁇ 1. ..
  • X ib6 and X ib7 are each independently a hydrogen atom, a halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 8 carbon atoms which may be substituted by a fluorine atom, or a carbon which may be substituted by a fluorine atom. It is preferable to represent an alkoxy group having 1 to 8 atoms or —S i4 —P i4 .
  • Z i1 in the general formula (ia-3), the general formula (ib-3), the general formula (ia-4) or the general formula (ib-4) represents a group other than —S i2 —P i2 , X ia1 , X ia2 , X ia3 , X ia4 , X ia5 , X ia6 , X ia7 , X ib1 , X ib2 , X ib3 , X ib4 , X ib5 , and any one of X ib6 and X ib7- It is preferred to represent S i4 -P i4 .
  • the preferable group of M i1 , M i2 , L i1 , L i2 , P i1 , S i1 , Z i1 , Z i4, and P i4 is preferably M i1 , M i2 , L i1 , L i2 in the general formula (I). , P i1 , S i1 , and Z i1 .
  • the compound represented by the general formula (I) is preferably the compound represented by the general formula (II) from the viewpoint of having a sufficient pretilt angle and increasing the voltage holding ratio (VHR).
  • X II6 encompasses a compound represented by the general formula (iib) which binds to a position adjacent to the X II5 (if X II6 is substituted at the 1-position of the naphthalene).
  • M i1, L i1, S i1, P i1 and m i1 is the general formula (M i1 in I)
  • L i1, S i1 , P i1 and m i1 represents the same meaning, respectively
  • X ii1 , X ii2 , X ii3 , X ii4 , X ii5 , X ii6 and X ii7 are each independently a hydrogen atom, a halogen atom, a cyano group, a nitro group or an alkyl group having 1 to 8 carbon atoms or a formula ( ii-Z)
  • X ii1 , X ii2 , X ii3 , X ii4 , X ii5 , X ii6, or X ii7 represents an alkyl group, one —CH 2 — or an —CH 2 — present in the alkyl group Two or more —CH 2 — are —O—, —CH ⁇ CH—, —C ⁇ C—, —COO—, —OCO—, —CO— or —S— so that oxygen atoms are not directly adjacent to each other.
  • a hydrogen atom in the alkyl group may be replaced by a fluorine atom, provided that at least one of X ii1 , X ii2 , X ii3 , X ii4 , X ii5 , X ii6 and X ii7 .
  • M ii2 , L ii2 and Z ii1 have the same meanings as M i2 , L i2 and Z i1 in formula ( iZ ), respectively.
  • m ii2 represents 0, 1 or 2, provided that m i1 +m ii2 ⁇ 1.
  • Formula (II), formula (iia) and X ii1 in the general formula (iib), X ii2, X ii3, X ii4, X ii5, X ii6, X ii7, M i1, M ii2, L i1, L Preferred groups of ii2 , Z ii1 , S i1 and P i1 are X i1 , X i2 , X i3 , X i4 , X i5 , X i6 , X i7 , M i1 , M i2 and L in the general formula (I). It is the same as i1 , L i2 , Z i1 , S i1 and P i1 .
  • the maximum absorption wavelength of ultraviolet light tends to shift to the long wavelength region, so that it has a sufficient pretilt angle in a short irradiation time of ultraviolet light, and is preferable in that the residual amount of the polymerizable compound decreases.
  • the polymerizable compound represented by the general formula (I) specifically, compounds represented by the general formulas (i-1) to (i-210) are preferable.
  • general formula (i-1) to general formula (i-210) general formula (i-1) to general formula (i-173) and general formula (i-181) to general formula (i i-193) is preferable, and general formula (i-1) to general formula (i-12), general formula (i-18) to general formula (i-24), and general formula (i-31) to general formula (i-31) i-42), general formula (i-48) to general formula (i-54), general formula (i-121) to general formula (i-140), and general formula (i-161) to general formula (i- 173) and general formula (i-181) to general formula (i-193) are more preferable.
  • general formula (i-1) to general formula (i-12), general formula (i-18) to general formula (i-24), and general formula (i-31) to general formula (i-31) i-42) and general formula (i-48) to general formula (i-54) are preferable, and when importance is attached to the polymerization rate of the polymerizable compound, general formula (i-161) to general formula (i-173) Is preferred.
  • the compound represented by the general formula (I) has the general formula (Im)
  • X im1 , X im2 , X im3 , X im4 , X im5 , X im6 and X im7 are each independently a hydrogen atom, a halogen atom, a cyano group, a nitro group or an alkyl group having 1 to 8 carbon atoms or a formula ( i-Zm)
  • X im1 , X im2 , X im3 , X im4 , X im5 , X im6 or X im7 represents an alkyl group, one of —CH 2 — or the —CH 2 — present in the alkyl group or Two or more —CH 2 — are —O—, —CH ⁇ CH—, —C ⁇ C—, —COO—, —OCO—, —CO— or —S— so that oxygen atoms are not directly adjacent to each other.
  • a hydrogen atom in the alkyl group may be replaced by a fluorine atom, provided that at least 1 of X im1 , X im2 , X im3 , X im4 , X im5 , X im6 and X im7 is substituted .
  • the compound represented by the general formula (II) can be produced from the compound represented by the general formula (IIm).
  • Compound represented by the general formula (IIm) is the compound represented by the general formula that binds to a position X Iim6 is adjacent to the X iim7 (iiam) (if X Iim6 is substituted at the 2-position of naphthalene), X Iim6 encompasses a compound represented by the general formula (Iibm) that binds to a position adjacent to the X iim5 (if X Iim6 is substituted at the 1-position of the naphthalene).
  • L i1, S i1 and m i1 represent the same meanings respectively as in the general formula (M i1 in II)
  • L i1, S i1 and m i1 are each independently a hydrogen atom, a halogen atom, a cyano group, a nitro group or an alkyl group having 1 to 8 carbon atoms or a formula ( ii-Zm)
  • X iim1 , X iim2 , X iim3 , X iim4 , X iim5 , X iim6, or X iim7 represents an alkyl group, one of —CH 2 — or Two or more —CH 2 — are —O—, —CH ⁇ CH—, —C ⁇ C—, —COO—, —OCO—, —CO— or —S— so that oxygen atoms are not directly adjacent to each other.
  • a hydrogen atom in the alkyl group may be replaced by a fluorine atom, provided that at least one of X iim1 , X iim2 , X iim3 , X iim4 , X iim5 , X iim6 and X iim7 .
  • Y iim1 and Y iim2 each independently represent a hydroxyl group, a protected hydroxyl group or a masked hydroxyl group, a halogen atom, a cyano group, a nitro group, —P iim2 or an alkyl group having 1 to 8 carbon atoms.
  • S iim2 has the same meaning as S i1
  • P iim2 represents the same meaning as P i1 in the general formula (II)
  • M ii2, L ii2 and m ii2 each represent a same meaning as M ii2, L ii2 and m ii2 in the formula (ii-Z).
  • Preferred groups of i1 and m i2 are X i1 , X i2 , X i3 , X i4 , X i5 , X i6 , X i7 , M i1 , M i2 , L i1 , L i2 and S in the general formula (I).
  • the general formula (iiam), X in the general formula (iibm) iim1, X iim2, X iim3, X iim4, X iim5, X iim6, X iim7, M i1, M ii2, L i1 , L ii2 , S i1 , S iim2 , P iim2 , m i1 and m ii2 are preferably X ii1 , X ii2 , X ii3 , X ii4 , X ii5 , X ii6 , X ii6 and X ii6 in the general formula (II).
  • M i1 , M ii2 , L i1 , L ii2 , S i1 , S i2 , P i2 , m i1 and m ii2 are the same as the preferred groups.
  • Formula (Im), the general formula (IIm), the general formula (IIMA) or formula (IIMB) in the Y im1, Y im2, Y iim1 or Y IIM2 are each independently a hydroxyl group, a protected hydroxy group or mask Represents the generated hydroxyl group.
  • the protected hydroxyl group or masked hydroxyl group is not particularly limited as long as it is a known hydroxyl group converted into an inactive functional group, for example, ether type, acetal type, ester type, silyl ether type, etc.
  • Functional groups can be mentioned. More specifically, examples of the ether-based functional group include a methyl group, a benzyl group, and methoxymethyl.
  • a tetrahydropyranyl group and the like can be cited as an acetal-based functional group.
  • a formyl group, an acetyl group and the like can be mentioned as the ester functional group.
  • silyl ether-based functional groups include trimethylsilyl group and t-butyldimethylsilyl group.
  • the compound represented by the general formula (Im), the general formula (IIm), the general formula (iima) or the general formula (iimb) is, for example, the general formula (Im), the general formula (IIm), the general formula (iima) or A compound represented by the general formula (iimb), in which the group represented by Y im1 , Y im2 , Y iim1 or Y iim2 represents a hydroxyl group, and a compound represented by the general formula (iiim)
  • P i1 has the same meaning as P i1 in formula (i) or formula (ii). It can be manufactured from
  • naphthalene (S-3) is obtained, and then Suzuki coupling of boric acid having a hydroxyl group at the end in the presence of potassium carbonate and tetrakis(triphenylphosphine)palladium(0) in an ethanol solvent.
  • Suzuki coupling of boric acid having a hydroxyl group at the end in the presence of potassium carbonate and tetrakis(triphenylphosphine)palladium(0) in an ethanol solvent To obtain a phenylnaphthalene derivative (S-4), and further add an aqueous solution of hydrochloric acid in THF to react to obtain a dihydroxy compound (S-2).
  • the target compound (iaia-3-1) can be obtained by an esterification reaction using methacrylic acid chloride in the presence of triethylamine in a dichloromethane solvent.
  • the lower limit of the content of the polymerizable compound represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 0.01% by mass, preferably 0.02% by mass, and preferably 0.03% by mass, 0.04 mass% is preferable, 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, and 0.
  • 1 mass% is preferable, 0.12 mass% is preferable, 0.15 mass% is preferable, 0.17 mass% is preferable, 0.2 mass% is preferable, 0.22 mass% is preferable, 0.25 mass% % Is preferred, 0.27% by mass is preferred, 0.3% by mass is preferred, 0.32% by mass is preferred, 0.35% by mass is preferred, 0.37% by mass is preferred, 0.4% by mass is Preferably, 0.42 mass% is preferable, 0.45 mass% is preferable, 0.5 mass% is preferable, and 0.55 mass% is preferable.
  • the upper limit of the content of the polymerizable compound represented by formula (I) in the liquid crystal composition of the present invention is preferably 5% by mass, preferably 4.5% by mass, preferably 4% by mass, and 3.5% by mass. %, 3% by mass, 2.5% by mass, 2% by mass, 1.5% by mass, 1% by mass, 0.95% by mass, 0.9% by mass are preferable. %, 0.85 mass% is preferable, 0.8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, and 0.6 mass% is Preferably, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.
  • the content is preferably 0.2 to 1.5% by mass, but precipitation at low temperature
  • the content is preferably 0.01 to 1.0 mass %.
  • the content of each is preferably 0.01 to 0.6% by mass. Therefore, in order to solve all of these problems, it is particularly desirable to adjust the polymerizable compound represented by the general formula (I) in the range of 0.1 to 1.0 mass %.
  • the liquid crystal composition of the present invention preferably contains one type or two or more types of the compound represented by the general formula (L).
  • the compound represented by the general formula (L) corresponds to a dielectrically almost neutral compound ( ⁇ value is ⁇ 2 to ⁇ 2). Therefore, the number of polar groups such as halogens in the molecule is preferably 2 or less, more preferably 1 or less, and preferably not.
  • a L1 , A L2 and A L3 are each independently (a) a 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more —CH 2 — which are not adjacent to each other).
  • n L1 is 2 or 3 and plural A L2 are present, they may be the same or different, and when n L1 is 2 or 3 and Z L3 is plural, they may be the same.
  • the compounds represented by general formula (L) may be used alone or in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the type of compound used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, and ten types. More than type.
  • the content of the compound represented by the general formula (L) is such that the solubility at low temperature, the transition temperature, the electrical reliability, the birefringence, the process compatibility, the dripping mark, the seizure, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.
  • the lower limit of the preferred content of the compound represented by formula (L) relative to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%.
  • the lower limit value is high and the upper limit value is high. Further, when the composition of the present invention maintains a high Tni and a composition having good temperature stability is required, it is preferable that the lower limit value is high and the upper limit value is high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.
  • Both R L1 and R L2 are preferably alkyl groups when the reliability is important, and alkoxy groups are preferable when the volatility of the compound is important, and reduction in viscosity is important. In that case, at least one of them is preferably an alkenyl group.
  • the number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, and 0 or 1 is preferable, and 1 is preferable when the compatibility with other liquid crystal molecules is important.
  • R L1 and R L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear chain having 1 to 4 carbon atoms when the ring structure to which it is bonded is a phenyl group (aromatic).
  • the alkoxy group and the alkenyl group having 4 to 5 carbon atoms are preferable, and when the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a straight chain having 1 to 5 carbon atoms is used.
  • 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 number of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.
  • the alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)
  • n L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferable for improving the maximum temperature of the nematic phase, and 1 is preferable for achieving a balance between them. Further, in order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.
  • a L1 , A L2 and A L3 are preferably aromatic when it is required to increase ⁇ n, and are preferably aliphatic in order to improve the response speed, and each of them is independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group , 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -Diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferable, and the following structure is more preferable.
  • Z L1 and Z L2 are preferably single bonds when importance is attached to the response speed.
  • the compound represented by the general formula (L) preferably has 0 or 1 halogen atom in the molecule.
  • the compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formulas (L-1) to (L-7).
  • the compound represented by the general formula (L-1) is the following compound.
  • R L11 and R L12 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
  • R L11 and R L12 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. ..
  • the compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the lower limit of the preferable content is 1%, 2%, 3%, 5%, 7%, 10%, 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%.
  • the preferable upper limit of the content is 95%, 90%, 85%, 80%, 75%, 70%, 65 with respect to the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.
  • the lower limit value is high and the upper limit value is high. Further, when the composition of the present invention is required to have a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.
  • the compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-1).
  • R L12 has the same meaning as in the general formula (L-1).
  • the compound represented by the general formula (L-1-1) is a compound selected from the group of compounds represented by the formula (L-1-1.1) to the formula (L-1-1.3). Is preferably a compound represented by formula (L-1-1.2) or formula (L-1-1.3), and particularly preferably a compound represented by formula (L-1-1.3)
  • the compound is preferably
  • the lower limit of the preferred content of the compound represented by formula (L-1-1.3) based on the total amount of the composition of the present invention is 1%, 2% or 3%, 5%, 7% and 10%.
  • the preferable upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, 6 with respect to the total amount of the composition of the present invention. %, 5%, 3%.
  • the compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-2).
  • R L12 has the same meaning as in the general formula (L-1).
  • the lower limit of the preferred content of the compound represented by formula (L-1-2) is 1%, 5%, 10%, 15% with respect to the total amount of the composition of the present invention. , 17%, 20%, 23%, 25%, 27%, 30%, 35%.
  • the preferable upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 33%, 30%.
  • the compound represented by the general formula (L-1-2) is a compound selected from the group of compounds represented by the formula (L-1-2.1) to the formula (L-1-2.4).
  • the compound represented by the formula (L-1-2.2) to the compound represented by the formula (L-1-2.4) is preferable.
  • the compound represented by the formula (L-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved.
  • the content of the compound represented by the formula (L-1-2.3) or the formula (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperature.
  • the lower limit of the preferred content of the compound represented by formula (L-1-2.2) based on the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, 40%.
  • the preferable upper limit of the content is 60%, 55%, 50%, 45%, 43%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.
  • the lower limit of the total preferable content of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention are 10%, 15%, 20%, 25%, 27%, 30%, 35%, 40%.
  • the preferable upper limit of the content is 60%, 55%, 50%, 45%, 43%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.
  • the compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-3).
  • R 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 a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms.
  • the lower limit of the preferred content of the compound represented by formula (L-1-3) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 30%.
  • the preferable upper limit of the content is 60%, 55%, 50%, 45%, 40%, 37%, 35 with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10 %.
  • the compound represented by the general formula (L-1-3) is a compound selected from the group of compounds represented by the formula (L-1-3.1) to the formula (L-1-3.13).
  • the compound is a compound represented by the formula (L-1-3.1), the formula (L-1-3.3) or the formula (L-1-3.4).
  • the compound represented by the formula (L-1-3.1) is preferable because it particularly improves the response speed of the composition of the present invention.
  • the total of the compounds represented by the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-1-3.13) The content of is not preferably 20% or more in order to improve the solubility at low temperature.
  • the lower limit of the preferred content of the compound represented by formula (L-1-3.1) based on the total amount of the composition of the present invention is 1%, 2% or 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%.
  • the preferable upper limit of the content is 20%, 17%, 15%, 13%, 10%, 8%, 7 with respect to the total amount of the composition of the present invention. % And 6%.
  • the compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general 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 a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms.
  • the lower limit of the preferred content of the compound represented by formula (L-1-4) is 1%, 5%, 10%, 13% with respect to the total amount of the composition of the present invention. , 15%, 17%, 20%.
  • the preferable upper limit of the content is 25%, 23%, 20%, 17%, 15%, 13%, 10 with respect to the total amount of the composition of the present invention. %.
  • the lower limit of the preferred content of the compound represented by formula (L-1-5) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13% , 15%, 17%, 20%.
  • the preferable upper limit of the content is 25%, 23%, 20%, 17%, 15%, 13%, 10 with respect to the total amount of the composition of the present invention. %.
  • the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by the formulas (L-1-4.1) to (L-1-5.3).
  • a compound selected from the group consisting of compounds represented by the formula (L-1-4.2) or the compound represented by the formula (L-1-5.2) is preferable.
  • the lower limit of the preferred content of the compound represented by formula (L-1-4.2) based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%.
  • the preferable upper limit of the content is 20%, 17%, 15%, 13%, 10%, 8%, 7 with respect to the total amount of the composition of the present invention. % And 6%.
  • Formula (L-1-1.3), Formula (L-1-2.2), Formula (L-1-3.1), Formula (L-1-3.3), Formula (L-1- It is preferable to combine two or more compounds selected from the compounds represented by formula (3.4), formula (L-1-3.11) and formula (L-1-3.12), and formula (L-1 -1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and It is preferable to combine two or more compounds selected from the compounds represented by formula (L-1-4.2), and the preferable lower limit of the total content of these compounds is the composition of the present invention.
  • the compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-6).
  • R L17 and R L18 each independently represent a methyl group or a hydrogen atom.
  • the lower limit of the preferred content of the compound represented by formula (L-1-6) is 1%, 5%, 10%, 15% with respect to the total amount of the composition of the present invention. , 17%, 20%, 23%, 25%, 27%, 30%, 35%.
  • the preferable upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 33%, 30%.
  • the compound represented by the general formula (L-1-6) is a compound selected from the compound group represented by the formulas (L-1-6.1) to (L-1-6.3). Preferably.
  • the compound represented by the general formula (L-2) is the following compound.
  • R L21 and R L22 each independently represent the same meaning as R L1 and R L2 in the 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. Alkoxy groups of the numbers 1 to 4 are preferred.
  • the compound represented by the general formula (L-2) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the lower limit of the preferred content of the compound represented by formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7% and 10%.
  • the preferable upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, 6 with respect to the total amount of the composition of the present invention. %, 5%, 3%.
  • the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formula (L-2.1) to the formula (L-2.6),
  • the compounds represented by (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) are preferred.
  • the compound represented by the general formula (L-3) is the following compound.
  • R L31 and R L32 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
  • R L31 and R L32 are preferably each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the compound represented by the general formula (L-3) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the lower limit of the preferred content of the compound represented by formula (L-3) based on the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7% and 10%.
  • the preferable upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, 6 with respect to the total amount of the composition of the present invention. %, 5%, 3%.
  • the compound represented by formula (L-3) is preferably a compound selected from the group of compounds represented by formula (L-3.1) to formula (L-3.7),
  • the compound represented by formula (L-3.5) from (L-3.2) is preferable.
  • the compound represented by the general formula (L-4) is the following compound.
  • R L41 and R L42 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
  • R L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • R L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom Alkoxy groups of the numbers 1 to 4 are preferred.
  • the compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content of the compound represented by the general formula (L-4) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to appropriately adjust the properties such as image sticking and dielectric anisotropy depending on the required performance.
  • the lower limit of the preferred content of the compound represented by formula (L-4) is 1%, 2%, 3%, 5% with respect to the total amount of the composition of the present invention. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% ..
  • the upper limit of the preferred content of the compound represented by formula (L-4) based on the total amount of the composition of the present invention is 50%, 40%, 35%, 30%. , 20%, 15%, 10%, 5%.
  • the compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.1) to the formula (L-4.3).
  • the compound represented by the formula (L-4.1) contains both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2). Or may include all the compounds represented by the formulas (L-4.1) to (L-4.3).
  • the lower limit of the preferred content of the compound represented by formula (L-4.1) or formula (L-4.2) is 3% with respect to the total amount of the composition of the present invention. Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% ..
  • both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, both compounds are contained in the total amount of the composition of the present invention.
  • the lower limit of the preferable content is 15%, 19%, 24% and 30%, and the preferable upper limit is 45, 40%, 35% and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.
  • the compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.4) to the formula (L-4.6), and the compound represented by the formula (L-4.4): It is preferable that it is a compound represented by these.
  • the lower limit of the preferred content of the compound represented by formula (L-4.4) or formula (L-4.5) is 3% with respect to the total amount of the composition of the present invention. Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limits are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13 %, 10%, 8%.
  • the compound of the present invention is added to the total amount of the composition of the present invention.
  • the lower limit of the preferable content is 15%, 19%, 24% and 30%, and the preferable upper limit is 45, 40%, 35% and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.
  • the compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and particularly, the compound represented by the formula (L-4.
  • the compound represented by 9) is preferable.
  • the compound represented by the general formula (L-5) is the following compound.
  • R L51 and R L52 each independently represent the same meaning as R L1 and R L2 in the general formula (L).
  • R L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • R L52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom Alkoxy groups of the numbers 1 to 4 are preferred.
  • the compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content of the compound represented by the general formula (L-5) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to appropriately adjust the properties such as image sticking and dielectric anisotropy depending on the required performance.
  • the lower limit of the preferred content of the compound represented by formula (L-5) based on the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7%, 10%, 14%, 16%, 16%, 20%, 23%, 26%, 30%, 35%, 40% ..
  • the upper limit of the preferred content of the compound represented by formula (L-5) based on the total amount of the composition of the present invention is 50%, 40%, 35%, 30%. , 20%, 15%, 10%, 5%, the compound represented by the general formula (L-5) has the formula (L-5.1) or the formula (L-5.2). ) Is preferable, and a compound represented by formula (L-5.1) is particularly preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% and 7%.
  • the upper limits of the preferred contents of these compounds are 20%, 15%, 13%, 10% and 9%.
  • the compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).
  • the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% and 7%.
  • the upper limits of the preferred contents of these compounds are 20%, 15%, 13%, 10% and 9%.
  • the compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formulas (L-5.5) to (L-5.7), and particularly preferably the compound represented by the formula (L-5.5) It is preferably a compound represented by L-5.7).
  • the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% and 7%.
  • the upper limits of the preferred contents of these compounds are 20%, 15%, 13%, 10% and 9%.
  • the compound represented by the general formula (L-6) is the following compound.
  • R L61 and R L62 each independently represent the same meaning as R L1 and R L2 in the general formula (L), and X L61 and X L62 each independently represent a hydrogen atom or a fluorine atom.
  • R L61 and R L62 are each independently preferably 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 compound represented by the general formula (L-6) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the lower limit of the preferred content of the compound represented by formula (L-6) based on the total amount of the composition of the present invention is 1%, 2%, 3% and 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% ..
  • the upper limit of the preferred content of the compound represented by formula (L-6) based on the total amount of the composition of the present invention is 50%, 40%, 35%, 30%. , 20%, 15%, 10%, 5%.
  • the compound represented by the general formula (L-6) is preferably a compound represented by the formula (L-6.1) to the formula (L-6.9).
  • the types of compounds that can be combined are not particularly limited, but it is preferable to contain 1 to 3 types of these compounds, and more preferably 1 to 4 types. Further, the fact that the selected compound has a wide molecular weight distribution is also effective for solubility. Therefore, for example, one kind of the compound represented by the formula (L-6.1) or (L-6.2) or the formula (L- 6.4) or (L-6.5), one type, the compound represented by formula (L-6.6) or (L-6.7), one type, formula (L It is preferable to select one kind of compound from the compounds represented by -6.8) or (L-6.9) and combine them appropriately. Among them, it is represented by formula (L-6.1), formula (L-6.3), formula (L-6.4), formula (L-6.6) and formula (L-6.9). It is preferable to include a compound.
  • the compound represented by the general formula (L-6) is preferably, for example, the compound represented by the formula (L-6.10) to the formula (L-6.17).
  • the compound represented by L-6.11) is preferable.
  • the lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% and 7%.
  • the upper limits of the preferred contents of these compounds are 20%, 15%, 13%, 10% and 9%.
  • the compound represented by the general formula (L-7) is the following compound.
  • R L71 and R L72 each independently represent the same meaning as R L1 and R L2 in the general formula (L), and A L71 and A L72 are each independently A L2 in the general formula (L) and It has the same meaning as A L3 , but the hydrogen atoms on A L71 and A L72 may each independently be replaced by a fluorine atom, and 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 preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A L71 and A L72 Are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, hydrogen atoms on A L71 and A L72 may be each independently substituted by a fluorine atom, and
  • the types of compounds that can be combined are, for example, one type, two types, three types, and four types in one embodiment of the present invention.
  • the content of the compound represented by the general formula (L-7) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dropping marks, It is necessary to appropriately adjust the properties such as image sticking and dielectric anisotropy depending on the required performance.
  • the lower limit of the preferred content of the compound represented by formula (L-7) based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%. , 7%, 10%, 14%, 16%, 20%.
  • the upper limit of the preferred content of the compound represented by formula (L-7) based on the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. , 18%, 15%, 10%, 5%.
  • the content of the compound represented by the formula (L-7) is preferably increased, and when a low viscosity embodiment is desired, the content of the compound represented by the formula (L-7) is preferably high. Is preferably small.
  • the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and the compound represented by the formula (L-7.
  • the compound represented by 2) is preferable.
  • the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13), and the compound represented by the formula (L-7.
  • the compound represented by 11) is preferable.
  • the compound represented by the general formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23). It is preferably a compound represented by the formula (L-7.21).
  • the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the compound represented by the formula (L-7. 31) or/and a compound represented by the formula (L-7.32) are preferred.
  • the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and the compound represented by the formula (L-7. 41) and/or a compound represented by the formula (L-7.42) are preferable.
  • the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.51) to the formula (L-7.53).
  • composition of the present invention preferably contains one or more compounds selected from the compounds represented by the general formulas (N-1), (N-2) and (N-3). These compounds correspond to dielectrically negative compounds (the sign of ⁇ is negative and the absolute value thereof is larger than 2).
  • each of R N11 , R N12 , R N21 , R N22 , R N31, and R N32 independently represents an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or a non-adjacent 2
  • One or more —CH 2 — may be each independently substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—
  • a N11 , A N12 , A N21 , A N22 , A N31 and A N32 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present adjacent to this group or Two or more —CH 2 — which are not present may be replaced by —O—.), (B) 1,4-phenylene group (one —CH ⁇ present in this group or two or more —CH ⁇ which are not adjacent to each other may be replaced with —N ⁇ ), (C) Naphthalene-2
  • (d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, wherein the groups (a), (b), (c) and (d) are each independently cyano.
  • a group, which may be substituted with a fluorine atom or a chlorine atom, Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 are each independently a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—.
  • X N21 represents a hydrogen atom or a fluorine atom
  • T N31 represents —CH 2 — or an oxygen atom
  • n N11 , n N12 , n N21 , n N22 , n N31 and n N32 each independently represent an integer of 0 to 3
  • n N11 +n N12 , n N21 +n N22 and n N31 +n N32 are each independently.
  • the compounds represented by formulas (N-1), (N-2) and (N-3) are preferably compounds having a negative ⁇ and an absolute value larger than 3.
  • R N11 , R N12 , R N21 , R N22 , R N31 and R N32 each independently have 1 to 8 carbon atoms.
  • Is preferably an alkyl 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, and an alkyl group having 1 to 5 carbon 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 group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is preferable.
  • an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms (propenyl
  • the ring structure to which it is bonded is a phenyl group (aromatic)
  • An alkenyl group having 4 to 5 atoms is preferable
  • 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 number of carbon atoms and oxygen atoms, if present is preferably 5 or less, and is preferably linear.
  • the alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)
  • a N11 , A N12 , A N21 , A N22 , A N31 and A N32 are preferably aromatic when it is required to independently increase ⁇ n, and fat is used to improve the response speed.
  • Z N11, Z N12, Z N21 , Z N22, Z N31 and Z N32 -CH 2 each independently O -, - CF 2 O - , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents an, -CH 2 O -, - CH 2 CH 2 - or a single bond is more preferable, -CH 2 O-or a single bond is particularly preferred.
  • X N21 is preferably a fluorine atom.
  • T N31 is preferably an oxygen atom.
  • n N11 +n N12 , n N21 +n N22 and n N31 +n N32 a combination in which n N11 is 1 and n N12 is 0, a combination in which n N11 is 2 and n N12 is 0, n A combination in which N11 is 1 and n N12 is 1, a combination in which n N11 is 2 and n N12 is 1, a combination in which n N21 is 1 and n N22 is 0, n N21 is 2 and n N22 is A combination of 0, a combination of n N31 of 1 and n N32 of 0, and a combination of n N31 of 2 and n N32 of 0 are preferable.
  • the lower limit of the preferred content of the compound represented by formula (N-1) based on the total amount of the composition of the present invention is 1%, 10%, 20%, 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the preferable upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%. Is.
  • the lower limit of the preferred content of the compound represented by formula (N-2) based on the total amount of the composition of the present invention is 1%, 10%, 20%, 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the preferable upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%. Is.
  • the lower limit of the preferred content of the compound represented by formula (N-3) based on the total amount of the composition of the present invention is 1%, 10%, 20%, 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the preferable upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%. Is.
  • the lower limit value and the upper limit value are low. Furthermore, when the composition of the present invention is required to have a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is low and the upper limit value is low. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is high and the upper limit value is high.
  • Examples of the compound represented by the general formula (N-1) include compounds represented by the following general formulas (N-1a) to (N-1g).
  • R N11 and R N12 are as defined R N11 and R N12 in the general formula (N-1), n Na11 represents 0 or 1, n NB11 is 1 or 2, n NC11 is 0 or 1, n Nd11 represents 1 or 2, n Ne11 represents 1 or 2, n Nf12 represents 1 or 2, n Ng11 represents 1 or 2, and A Ne11 represents trans-1,4.
  • a Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one Represents a 1,4-cyclohexenylene group
  • Z Ne11 represents a single bond or ethylene, but at least one present in the molecule represents ethylene, and a plurality of A Ne11 , Z Ne11 , and/or present in the molecule.
  • a Ng11 may be the same or different.
  • the compound represented by the general formula (N-1) is a compound selected from the group of compounds represented by the general formulas (N-1-1) to (N-1-22). preferable.
  • the compound represented by the general formula (N-1-1) is the following compound.
  • R N111 and R N112 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a propyl group, pentyl group or vinyl group.
  • R N112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-1) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set low. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.
  • the lower limit of the preferred content of the compound represented by formula (N-1-1) is 5%, 10%, 13%, 15% with respect to the total amount of the composition of the present invention. , 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%.
  • the preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28 with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5%, 3%.
  • the compound represented by the general formula (N-1-1) is a compound selected from the group of compounds represented by the formula (N-1-1.1) to the formula (N-1-1.25).
  • the compounds represented by the formulas (N-1-1.1) to (N-1-1.4) are preferable, and the compounds represented by the formula (N-1-1.1) and the formula (N The compound represented by -1-1.3) is preferable.
  • the compounds represented by the formulas (N-1-1.1) to (N-1-1.25) can be used alone or in combination.
  • the lower limit of the preferred content of these compounds alone or with respect to the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23%. , 25%, 27%, 30%, 33%, 35%.
  • the preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28 with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5%, 3%.
  • the compound represented by the general formula (N-1-2) is the following compound.
  • R N121 and R N122 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group.
  • R N122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group. preferable.
  • the compound represented by the general formula (N-1-2) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content When the improvement of ⁇ is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is low, the effect is high. When the T NI is important, the content is high. The effect is high when is set to a high value. Furthermore, in the case of improving the drop mark and the seizure property, it is preferable to set the content range to the middle.
  • the lower limit of the preferred content of the compound represented by formula (N-1-2) is 5%, 7%, 10%, 13% with respect to the total amount of the composition of the present invention. , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37% , 40%, and 42%.
  • the preferable upper limit of the content is 50%, 48%, 45%, 43%, 40%, 38%, 35 with respect to the total amount of the composition of the present invention. %, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10 %, 8%, 7%, 6%, 5%.
  • the compound represented by the general formula (N-1-2) is a compound selected from the group of compounds represented by the formula (N-1-2.1) to the formula (N-1-2.25).
  • the compounds represented by formula (N-1-2.13) and formula (N-1-2.20) are preferable, and when importance is attached to improvement of ⁇ , formula (N-1-2.3) is preferred.
  • To the compound represented by the formula (N-1-2.7) are preferable, and when the improvement of T NI is emphasized, the formula (N-1-2.10) and the formula (N-1-2.11) are preferable.
  • a compound represented by the formula (N-1-2.13) are preferred, and a compound represented by the formula (N-1-2.20) when the response speed is emphasized. Is preferred.
  • the compounds represented by the formula (N-1-2.1) to the formula (N-1-2.25) can be used alone or in combination.
  • the lower limit of the preferred content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17%, 20%, 23 %, 25%, 27%, 30%, 33%, 35%.
  • the preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28 with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.
  • the compound represented by the general formula (N-1-3) is the following compound.
  • R N131 and R N132 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. ..
  • the compound represented by the general formula (N-1-3) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.
  • the lower limit of the preferred content of the compound represented by formula (N-1-3) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3.21).
  • the compounds represented by the formulas (N-1-3.1) to (N-1-3.7) and the formula (N-1-3.21) are preferable.
  • the compounds represented by the formula (N-1-3.1) to the formula (N-1-3.4), the formula (N-1-3.6) and the formula (N-1-3.21) are independent. Although they can be used in combination with each other or in combination, the combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3) ), a formula (N-1-3.4) and a formula (N-1-3.6).
  • the lower limit of the preferable content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20. %.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-4) is the following compound.
  • R N141 and R N142 each independently represents the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N141 and R N142 are each independently an alkyl group having 1 to 5 carbon atoms, 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 A group or butoxy group is preferred.
  • the compound represented by the general formula (N-1-4) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set low.
  • the lower limit of the preferred content of the compound represented by formula (N-1-4) based on the total amount of the composition of the present invention is 3%, 5%, 7% and 10%. , 13%, 15%, 17%, 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.
  • the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by the formulas (N-1-4.1) to (N-1-4.24).
  • the compounds represented by the formulas (N-1-4.1) to (N-1-4.4) are preferable, and the compounds represented by the formulas (N-1-4.1) and (N-1-4.1) are preferable.
  • -1-4.2) and compounds represented by the formula (N-1-4.4) are preferred.
  • the compounds represented by the formulas (N-1-4.1) to (N-1-4.24) can be used alone or in combination.
  • the lower limit of the preferred content of these compounds alone or with respect to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.
  • the compound represented by the general formula (N-1-5) is the following compound.
  • R N151 and R N152 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N151 and R N152 are 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, preferably an ethyl group, a propyl group or a butyl group. Is preferred.
  • the compound represented by the general formula (N-1-5) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content When the improvement of ⁇ is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is low, the effect is high. When the T NI is important, the content is high. The effect is high when is set to a high value. Furthermore, in the case of improving the drop mark and the seizure property, it is preferable to set the content range to the middle.
  • the lower limit of the preferred content of the compound represented by formula (N-1-5) is 5%, 8%, 10%, 13% with respect to the total amount of the composition of the present invention. , 15%, 17%, 20%.
  • the preferred upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20 with respect to the total amount of the composition of the present invention. %, 18%, 15%, 13%.
  • the compound represented by the general formula (N-1-5) is a compound selected from the group of compounds represented by the formula (N-1-5.1) to the formula (N-1-5.12).
  • the compound represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) is preferable.
  • the compounds represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) may be used alone or in combination. It is also possible, but the lower limit of the preferred content of the compound alone or these compounds with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17% and 20%. The preferred upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20 with respect to the total amount of the composition of the present invention. %, 18%, 15%, 13%.
  • the compounds represented by the general formula (N-1-10) are the following compounds.
  • R N1101 and R N1102 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 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 N1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-10) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set low. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.
  • the lower limit of the preferred content of the compound represented by formula (N-1-10) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-10) is a compound selected from the group of compounds represented by the formula (N-1-10.1) to the formula (N-1-10.14).
  • the compounds represented by the formulas (N-1-10.1) to (N-1-10.5) are preferable, and the compounds represented by the formula (N-1-10.1) and the formula (N- The compound represented by (1-1-10) is preferable.
  • the compounds represented by formula (N-1-10.1) and formula (N-1-10.2) can be used alone or in combination, but the composition of the present invention can be used.
  • the lower limit of the preferred content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-11) is the following compound.
  • R N1111 and R N1112 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 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 N1112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-11) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content When the improvement of ⁇ is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is low, the effect is high. When the T NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.
  • the lower limit of the preferred content of the compound represented by formula (N-1-11) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-11) is a compound selected from the group of compounds represented by the formula (N-1-11.1) to the formula (N-1-11.14).
  • the compounds represented by the formulas (N-1-11.1) to (N-1-11.14) are preferable, and the compounds represented by the formulas (N-1-11.2) and (N-1-11.2) are preferable.
  • the compound represented by (1-1-11.4) is preferable.
  • the compounds represented by formula (N-1-11.2) and formula (N-1-11.4) can be used alone or in combination, but the composition of the present invention
  • the lower limit of the preferred content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-12) are the following compounds.
  • R N1121 and R N1122 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N1122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-12) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set low.
  • the lower limit of the preferred content of the compound represented by formula (N-1-12) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-13) are the following compounds.
  • R N1131 and R N1132 each independently have the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N1132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-13) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value.
  • the lower limit of the preferred content of the compound represented by formula (N-1-13) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-14) is the following compound.
  • R N1141 and R N1142 each independently have the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-14) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set low.
  • the lower limit of the preferred content of the compound represented by formula (N-1-14) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compounds represented by the general formula (N-1-15) are the following compounds.
  • R N1151 and R N1152 each independently have the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N1152 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-15) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value.
  • the lower limit of the preferred content of the compound represented by formula (N-1-15) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-16) is the following compound.
  • R N1161 and R N1162 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N1162 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-16) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value.
  • the lower limit of the preferred content of the compound represented by formula (N-1-16) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-17) is the following compound.
  • R N1171 and R N1172 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.
  • R N1172 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-17) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value.
  • the lower limit of the preferred content of the compound represented by formula (N-1-17) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-18) is the following compound.
  • R N1181 and R N1182 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a methyl group, an ethyl group, a propyl group or a butyl group.
  • R N1182 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.
  • the compound represented by the general formula (N-1-18) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value.
  • the lower limit of the preferred content of the compound represented by formula (N-1-18) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-18) is a compound selected from the compound group represented by the formulas (N-1-18.1) to (N-1-18.5).
  • the compounds represented by the formulas (N-1-18.1) to (N-1-11.3.) are preferable, and the compounds represented by the formula (N-1-18.2) and the formula (N- The compound represented by 1-18.3) is preferable.
  • the compound represented by the general formula (N-1-20) is the following compound.
  • R N1201 and R N1202 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1201 and R N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • the compound represented by the general formula (N-1-20) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.
  • the lower limit of the preferred content of the compound represented by formula (N-1-20) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-21) is the following compound.
  • R N1211 and R N1212 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1211 and R N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • the compound represented by the general formula (N-1-21) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value.
  • the lower limit of the preferred content of the compound represented by formula (N-1-21) is 5%, 10%, 13%, 15% with respect to the total amount of the composition of the present invention. And 17% and 20%.
  • the preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.
  • the compound represented by the general formula (N-1-22) is the following compound.
  • R N1221 and R N1222 each independently represent the same meaning as R N11 and R N12 in the general formula (N-1).
  • R N1221 and R N1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.
  • the compound represented by the general formula (N-1-22) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value.
  • the lower limit of the preferred content of the compound represented by formula (N-1-21) is 1%, 5%, 10%, 13% with respect to the total amount of the composition of the present invention. , 15%, 17% and 20%.
  • the preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 5%.
  • the compound represented by the general formula (N-1-22) is a compound selected from the group of compounds represented by the formula (N-1-22.1) to the formula (N-1-22.12).
  • the compounds represented by the formulas (N-1-22.1) to (N-1-22.5) are preferred, and the compounds represented by the formulas (N-1-22.1) to (N- The compound represented by 1-22.4) is preferable.
  • the compound represented by formula (N-3) is preferably a compound selected from the group of compounds represented by formula (N-3-2).
  • R N321 and R N322 each independently represent the same meaning as R N11 and R N12 in the general formula (N-3).
  • R N321 and R N322 are preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.
  • the compound represented by the general formula (N-3-2) can be used alone, or two or more compounds can be used in combination.
  • the kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.
  • the content is set higher.
  • the solubility at low temperature is important, the content is set high, and the effect is high.
  • the T NI is important, the content is high.
  • the effect is high when is set to a high value.
  • the lower limit of the preferred content of the compound represented by formula (N-3-2) is 3%, 5%, 10%, 13% with respect to the total amount of the composition of the present invention. , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%.
  • the preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28 with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 % And 5%.
  • the compound represented by the general formula (N-3-2) is a compound selected from the group of compounds represented by the formula (N-3-2.1) to the formula (N-3-2.3). Preferably.
  • composition of the present invention preferably contains one kind or two or more kinds of the compound represented by the general formula (J). These compounds correspond to dielectrically positive compounds ( ⁇ is larger than 2).
  • R J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are independently —CH ⁇ CH—, — C ⁇ C-, -O-, -CO-, -COO- or -OCO- may be substituted, n J1 represents 0, 1, 2, 3 or 4,
  • a J1 , A J2 and A J3 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 replaced by -O-.)
  • B 1,4-phenylene group (one —CH ⁇ present in this group or two or more —CH ⁇ which are not adjacent to each other may be replaced by —N ⁇ ) and (c).
  • the group (a), the group (b) and the group (c) are each independently a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group or a trifluoro group.
  • Z J1 and Z J2 are each independently a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents -COO-, -OCO- or -C ⁇ C-,
  • n J1 is 2, 3 or 4 and a plurality of A J2 are present, they may be the same or different, and n J1 is 2, 3 or 4 and a plurality of Z J1 are present.
  • 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.
  • R J1 is 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 having 2 to 8 carbon atoms.
  • a group is preferable, an alkyl group having 1 to 5 carbon 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 the number of carbon atoms is An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferable.
  • R J1 is preferably an alkyl group, and when importance is attached to the decrease in viscosity, it is preferably an alkenyl group.
  • the ring structure to which it is bonded is a phenyl group (aromatic)
  • An alkenyl group having 4 to 5 atoms is preferable
  • 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 number of carbon atoms and oxygen atoms, if present is preferably 5 or less, and is preferably linear.
  • the alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). (A black dot in each formula represents a carbon atom in a ring structure to which an alkenyl group is bonded.)
  • a J1 , A J2 and A J3 are preferably aromatic when it is required to independently increase ⁇ n, and are preferably aliphatic in order to improve the response speed, and trans- 1,4-cyclohexylene group, 1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, piperidine-1,4-diyl group, naphthalene It is preferable to represent a -2,6-diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, which are substituted by a fluorine atom. May be more preferably represented by the following structure,
  • Z J1 and Z J2 each independently preferably represent —CH 2 O—, —OCH 2 —, —CF 2 O—, —CH 2 CH 2 —, —CF 2 CF 2 — or a single bond, and — OCH 2 —, —CF 2 O—, —CH 2 CH 2 — or a single bond is more preferred, and —OCH 2 —, —CF 2 O— or a single bond is particularly preferred.
  • X J1 is preferably a fluorine atom or a trifluoromethoxy group, more preferably a fluorine atom.
  • n J1 is preferably 0, 1, 2 or 3, and is preferably 0, 1 or 2, 0 or 1 is preferable when the emphasis is on improving ⁇ , and 1 or 2 is the case when T NI is important. preferable.
  • the types of compounds used are, for example, one type, two types, and three types in one embodiment of the present invention. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.
  • the content of the compound represented by the general formula (J) is such that the solubility at low temperature, the transition temperature, the electrical reliability, the birefringence, the process compatibility, the dripping mark, the seizure, It is necessary to appropriately adjust according to the required performance such as dielectric anisotropy.
  • the lower limit of the preferred content of the compound represented by formula (J) is 1%, 10%, 20%, 30% with respect to the total amount of the composition of the present invention. 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the preferable upper limit of the content is, for example, 95%, 85%, 75%, 65%, 55% with respect to the total amount of the composition of the present invention in one form of the present invention. Yes, 45%, 35%, 25%.
  • the lower limit and lower the upper limit When a composition having a low response and a high response speed is required for the composition of the present invention, it is preferable to lower the lower limit and lower the upper limit. Furthermore, it is preferable to keep the T NI of the composition of the present invention high and to lower the above lower limit and lower the above upper limit when a composition having good temperature stability is required. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the lower limit value and the upper limit value.
  • R J1 is preferably an alkyl group, and when importance is attached to the decrease in viscosity, it is preferably an alkenyl group.
  • the compound represented by the general formula (J) the compound represented by the general formula (M) is preferable.
  • composition of the present invention preferably contains one kind or two or more kinds of compounds represented by the general formula (M). These compounds correspond to dielectrically positive compounds ( ⁇ is larger than 2).
  • R M1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are independently —CH ⁇ CH—, — C ⁇ C-, -O-, -CO-, -COO- or -OCO- may be substituted, n M1 represents 0, 1, 2, 3 or 4,
  • X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom
  • X M2 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.
  • R M1 represents 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.
  • a group is preferable, an alkyl group having 1 to 5 carbon 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 the number of carbon atoms is An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferable.
  • R M1 is preferably an alkyl group, and when the viscosity is important, an alkenyl group is preferable.
  • the ring structure to which it is bonded is a phenyl group (aromatic)
  • An alkenyl group having 4 to 5 atoms is preferable
  • 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 number of carbon atoms and oxygen atoms, if present is preferably 5 or less, and is preferably linear.
  • the alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). (A black dot in each formula represents a carbon atom in a ring structure to which an alkenyl group is bonded.)
  • a M1 and A M2 are preferably aromatic when it is required to increase ⁇ n independently, and are preferably aliphatic in order to improve the response speed, and 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, 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- It is preferable to represent a diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and it is more preferable to represent the following structure:
  • Z M1 and Z M2 each independently -CH 2 O -, - CF 2 O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, -CF 2 O-, —CH 2 CH 2 — or a single bond is more preferable, and —CF 2 O— or a single bond is particularly preferable.
  • n M1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, and 0 or 1 is preferable when the emphasis is on improving ⁇ , and 1 or 2 is the case when T NI is important. preferable.
  • the types of compounds used are, for example, one type, two types, and three types in one embodiment of the present invention. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.
  • the content of the compound represented by the general formula (M) is such that the solubility at low temperature, the transition temperature, the electrical reliability, the birefringence, the process compatibility, the dripping mark, the seizure, It is necessary to appropriately adjust according to the required performance such as dielectric anisotropy.
  • the lower limit of the preferred content of the compound represented by formula (M) relative to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%.
  • the preferable upper limit of the content is, for example, 95%, 85%, 75%, 65%, 55% with respect to the total amount of the composition of the present invention in one form of the present invention. Yes, 45%, 35%, 25%.
  • the lower limit and lower the upper limit When a composition having a low response and a high response speed is required for the composition of the present invention, it is preferable to lower the lower limit and lower the upper limit. Furthermore, it is preferable to keep the T NI of the composition of the present invention high and to lower the above lower limit and lower the above upper limit when a composition having good temperature stability is required. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the lower limit value and the upper limit value.
  • the liquid crystal composition according to the present invention contains the polymerizable compound represented by the general formula (I), but other polymerizable compounds may be used in combination.
  • the polymerization rate of the polymerizable compound and the formation of the pretilt angle can be further accelerated.
  • a sufficient pretilt angle can be obtained, the residual amount of the polymerizable compound is small, a high voltage holding ratio (VHR) can be obtained, and image sticking of the liquid crystal display device can be suppressed.
  • the other polymerizable compound include the following general formula (P)
  • R p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms or —Sp p2 —P p2 , and one of the alkyl group or non- Two or more adjacent —CH 2 — may be independently substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—, One or more hydrogen atoms in the alkyl group may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom, P p1 and P p2 are each independently a general formula (P p1 -1) to a formula (P p1 -9)
  • R p11 and R p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms
  • W p11 is a single bond
  • t p11 represents 0, 1 or 2, but when a plurality of R p11 , R p12 , W p11 and/or t p11 are present in the molecule, they are the same.
  • Sp p1 and Sp p2 each independently represent a single bond or a spacer group
  • Z p1 and Z p2 are each independently a single bond, —O—, —S—, —CH 2 —, —OCH 2 —, —CH 2 O—, —CO—, —C 2 H 4 —, — COO-, -OCO-, -OCOOCH 2 -, -CH 2 OCOO-, -OCH 2 CH 2 O-, -CO-NR ZP1 -, -NR ZP1 -CO-, -SCH 2 -, -CH 2 S-.
  • R ZP1 s each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of R ZP1 s are present in the molecule, they are the same.
  • a p1 , A p2 and A p3 are each independently (A p) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O-.) (B p ) 1,4-phenylene group (one —CH ⁇ present in this group or two or more —CH ⁇ which are not adjacent to each other may be replaced with —N ⁇ ) and (c).
  • the atom may be substituted with a halogen atom, an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 1 to 8 carbon atoms.
  • Represents a group selected from the group consisting of the above group (a p), group (b p) and group (c p) are each independently hydrogen atoms present in this group may be substituted with a halogen atom, a carbon It may be substituted with an alkyl group having 1 to 8 atom
  • m p1 represents 0, 1, 2 or 3
  • a p3 represents a single bond when m p1 is 0
  • a p1 is a phenanthrene-2,7-diyl group or anthracene-2,6-diyl group.
  • the compounds represented by formula (I) are excluded.
  • Compounds represented by are preferred. Moreover, it is preferable to contain 1 type or 2 types or more of the said polymerizable monomer.
  • R p1 is preferably —Sp p2 —P p2 .
  • P p1 and P p2 each independently represent one of formulas (P p1 -1) to (P p1 -3), and preferably (P p1 -1).
  • R p11 and R p12 are preferably each independently a hydrogen atom or a methyl group.
  • 0 or 1 is preferable for tp11 .
  • W p11 is preferably a single bond, a methylene group or an ethylene group.
  • m p1 is preferably 0, 1 or 2, and preferably 0 or 1.
  • Z p1 and Z p2 are each independently a single bond, —OCH 2 —, —CH 2 O—, —CO—, —C 2 H 4 —, —COO—, —OCO—, —COOC 2 H 4 —.
  • Z p1 and Z p2 existing in the molecule is —CH ⁇ CH—COO—, —COO—CH ⁇ CH—, —(CH 2 ) 2 —COO—, —(CH 2 ) 2 It is preferably a linking group selected from the group consisting of —OCO—, —O—CO—(CH 2 ) 2 —, and —COO—(CH 2 ) 2 —, and the others are preferably single bonds.
  • a p1 , A p2 and A p3 are each independently preferably a 1,4-phenylene group or a 1,4-cyclohexylene group, more preferably a 1,4-phenylene group.
  • the 1,4-phenylene group is preferably substituted with one fluorine atom, one methyl group or one methoxy group in order to improve the compatibility with the liquid crystal compound.
  • the total content of the compound represented by the general formula (P) is preferably 0.05 to 10% with respect to the composition containing the compound represented by the general formula (P) of the present application, It is preferable to contain 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, and 0.2 to 2%. Preferably, the content is 0.2 to 1.3%, preferably 0.2 to 1%, and more preferably 0.2 to 0.56%.
  • a preferable lower limit value of the total content of the compounds represented by the general formula (P) is 0.01% based on the composition containing the compound represented by the general formula (P) of the present application, and 03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3 %.
  • the preferable upper limit of the total content of the compounds represented by the general formula (P) is 10% and 8% with respect to the composition containing the compound represented by the general formula (P) of the present application. 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, 0.5%.
  • the content is set in consideration of these balances.
  • the total content of the compound represented by the general formula (I) and the compound represented by the general formula (P) is preferably 0.05 to 10% with respect to the composition containing these compounds. , 0.1 to 8% is preferable, 0.1 to 5% is preferable, 0.1 to 3% is preferable, and 0.2 to 2% is included. Is preferable, 0.2 to 1.3% is preferable, 0.2 to 1% is preferable, and 0.2 to 0.56% is preferable.
  • a preferable lower limit of the total content of the compound represented by the general formula (I) and the compound represented by the general formula (P) is 0.01% with respect to the composition containing the compound, and 0.03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0. 3%.
  • the preferable upper limit of the total content of the compound represented by the general formula (I) and the compound represented by the general formula (P) is 10% with respect to the composition containing the compound, Yes, 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, 0.5%.
  • the content is low, the effect of adding the compound represented by the general formula (I) and the compound represented by the general formula (P) is difficult to appear, and the alignment control force of the liquid crystal composition is weak or becomes weak over time.
  • the amount is too large, the amount remaining after curing increases, the curing takes time, and the reliability of the liquid crystal deteriorates. Therefore, the content is set in consideration of these balances.
  • Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-46).
  • P p11 , P p12 , Sp p11, and Sp p12 have the same meanings as P p1 , P p2 , Sp p1, and Sp p2 in the general formula (P), respectively.
  • Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-14).
  • P p21 , P p22 , Sp p21, and Sp p22 have the same meanings as P p1 , P p2 , Sp p1, and Sp p2 in the general formula (P), respectively.
  • Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).
  • P p31 , P p32 , Sp p31, and Sp p32 have the same meanings as P p1 , P p2 , Sp p1, and Sp p2 in the general formula (P).
  • Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-21).
  • P p41 , P p42 , Sp p41, and Sp p42 have the same meanings as P p1 , P p2 , Sp p1, and Sp p2 in the general formula (P).
  • a plurality of P p41 , P p42 in the formula. , Sp p41 and Sp p42 may be the same or different.
  • the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides and the like.
  • composition of the present invention may further contain a compound represented by the general formula (Q).
  • R Q represents a straight chain alkyl group or a branched chain alkyl group having 1 to 22 carbon atoms, and one or more CH 2 groups in the alkyl group are such that oxygen atoms are not directly adjacent to each other. May be substituted with —O—, —CH ⁇ CH—, —CO—, —OCO—, —COO—, —C ⁇ C—, —CF 2 O—, —OCF 2 —, and M Q is trans.
  • R Q represents a straight chain alkyl group or a branched chain alkyl group having 1 to 22 carbon atoms, and one or more CH 2 groups in the alkyl group are —O so that oxygen atoms are not directly adjacent to each other.
  • M Q represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and a trans-1,4-cyclohexylene group or a 1,4-phenylene group is preferable.
  • the compound represented by the general formula (Q) is preferably a compound represented by the following general formula (Qa) to general formula (Qd).
  • R Q1 is preferably a straight chain alkyl group or a branched chain alkyl group having 1 to 10 carbon atoms
  • R Q2 is preferably a straight chain alkyl group or a branched chain alkyl group having 1 to 20 carbon atoms
  • R Q3 is A linear alkyl group having 1 to 8 carbon atoms, a branched alkyl group, a linear alkoxy group or a branched alkoxy group is preferable
  • L Q is preferably a linear alkylene group having 1 to 8 carbon atoms or a branched alkylene group. ..
  • the compounds represented by the general formula (Qa) to the general formula (Qd) are more preferable.
  • composition of the present invention preferably contains one or two compounds represented by formula (Q), more preferably one to five compounds, and the content thereof is from 0.001. It is preferably 1%, more preferably 0.001 to 0.1%, particularly preferably 0.001 to 0.05%.
  • the liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a light stabilizer or an infrared absorber in addition to the above compounds.
  • the compounds represented by the following (III-1) to (III-40) are preferable as the antioxidant or the light stabilizer usable in the present invention.
  • composition of the present invention preferably contains one or more compounds represented by general formula (Q) or compounds selected from general formulas (III-1) to (III-40). It is more preferable to contain 5 to 5 types, the content is preferably 0.001 to 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.
  • the liquid crystal composition of the present invention has a dielectric anisotropy ( ⁇ ) at 20° C. of preferably ⁇ 2.0 to ⁇ 8.0, more preferably ⁇ 2.0 to ⁇ 5.0, and ⁇ 2.5. -5.0 is particularly preferable.
  • the liquid crystal composition of the present invention has a refractive index anisotropy ( ⁇ n) at 20° C. of preferably 0.08 to 0.14, more preferably 0.09 to 0.13, and particularly preferably 0.09 to 0.12. preferable. More specifically, it is preferably 0.10 to 0.13 when it corresponds to a thin cell gap and 0.08 to 0.10 when it corresponds to a thick cell gap.
  • the liquid crystal composition of the present invention has a viscosity ( ⁇ ) at 20° C. of preferably 10 to 50 mPa ⁇ s, preferably 10 to 40 mPa ⁇ s, and preferably 10 to 35 mPa ⁇ s. To 30 mPa ⁇ s, more preferably 10 to 25 mPa ⁇ s, particularly preferably 10 to 22 mPa ⁇ s.
  • the liquid crystal composition of the present invention has a rotational viscosity ( ⁇ 1 ) at 20° C. of preferably 50 to 160 mPa ⁇ s, preferably 60 to 160 mPa ⁇ s, and preferably 60 to 150 mPa ⁇ s.
  • ⁇ 1 rotational viscosity
  • 60 to 140 mPa ⁇ s is preferable, 60 to 130 mPa ⁇ s is preferable, 60 to 125 mPa ⁇ s is preferable, 60 to 120 mPa ⁇ s is more preferable, 60 to 115 mPa ⁇ s.
  • s is more preferable, 60 to 110 mPa ⁇ s is more preferable, and 60 to 100 mPa ⁇ s is particularly preferable.
  • the nematic phase-isotropic liquid phase transition temperature (T ni ) of the liquid crystal composition of the present invention is preferably 60° C. to 120° C., more preferably 70° C. to 100° C., particularly preferably 70° C. to 85° C.
  • the preferred embodiment of the liquid crystal composition according to the present invention is divided into a case where the entire liquid crystal composition exhibits a positive dielectric anisotropy and a case where the entire liquid crystal composition exhibits a negative dielectric anisotropy. Preferably.
  • the upper limit of the proportion of the components composed only of the compounds represented by the general formula (I), the general formula (J) and the general formula (L) is 100% by mass. , 99 mass %, 98 mass %, 97 mass %, 96 mass %, 95 mass %, 94 mass %, 93 mass %, 92 mass %, 91 mass %, 90 mass %, 89 mass %, 88 mass %, 87 It is preferable that they are mass %, 86 mass %, 85 mass %, and 84 mass %.
  • the lower limit of the proportion occupied by the components composed only of the compounds represented by the general formula (I), the general formula (J) and the general formula (L) in the entire liquid crystal composition according to the present invention is 78.
  • the upper limit of the proportion of the components composed only of the compounds represented by the general formula (I), the general formula (P) and the general formula (L) is 100% by mass. , 99 mass %, 98 mass %, 97 mass %, 96 mass %, 95 mass %, 94 mass %, 93 mass %, 92 mass %, 91 mass %, 90 mass %, 89 mass %, 88 mass %, 87 It is preferable that they are mass %, 86 mass %, 85 mass %, and 84 mass %.
  • the lower limit of the proportion occupied by the components composed only of the compounds represented by the general formula (I), the general formula (P) and the general formula (L) in the entire liquid crystal composition according to the present invention is 78.
  • the whole liquid crystal composition according to the present invention it is represented by the general formula (I), the general formula (N-1), the general formula (N-2), the general formula (N-3) and the general formula (L).
  • the lower limit of the proportion occupied by the components composed only of the compound is 78 mass %, 80 mass %, 81 mass %, 83 mass %, 85 mass %, 86 mass %, 87 mass %, 88 mass %, 89 mass %. It is preferable that they are mass %, 90 mass %, 91 mass %, 92 mass %, 93 mass %, 94 mass %, 95 mass %, 96 mass %, 97 mass %, 98 mass %, and 99 mass %.
  • the upper limits of the proportions of the components composed only of the compounds represented by formula (N-1e) and general formula (L) are 100% by mass, 99% by mass, 98% by mass, 97% by mass and 96% by mass. , 95 mass %, 94 mass %, 93 mass %, 92 mass %, 91 mass %, 90 mass %, 89 mass %, 88 mass %, 87 mass %, 86 mass %, 85 mass %, 84 mass %.
  • general formula (I), general formula (N-1a), general formula (N-1b), general formula (N-1c), and general formula (N-1d) are preferable.
  • the lower limit of the proportion occupied by the components composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass.
  • Mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass% , 98 mass% and 99 mass% are preferable.
  • the general formula (I), the general formula (N-1-4), the general formula (N-1b), the general formula (N-1c) and the general formula (N-1d) are 100% by mass, 99% by mass, 98% by mass, 97% by mass and 96% by mass. Mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass% Is preferred.
  • the general formula (I), the general formula (N-1-4), the general formula (N-1b), the general formula (N-1c) and the general formula (N- 1d), the lower limit of the proportion occupied by the components composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass. , 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 It is preferably mass%, 98 mass% and 99 mass%.
  • Mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass% , 97% by mass, 98% by mass, and 99% by mass are preferable.
  • composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms are bonded to each other such as a peracid (—CO—OO—) structure in the molecule.
  • the content of the compound having a carbonyl group is preferably 5% or less, and more preferably 3% or less with respect to the total mass of the composition. It is more preferably 1% or less, and most preferably substantially not contained.
  • the content of the compound in which the chlorine atom is substituted is preferably 15% or less, and more preferably 10% or less, based on the total mass of the composition. % Or less, preferably 5% or less, more preferably 3% or less, and further preferably substantially not contained.
  • the content of the compound in which all the ring structures in the molecule are 6-membered rings is 80 relative to the total mass of the composition. % Or more, more preferably 90% or more, still more preferably 95% or more, and the composition is composed of only compounds in which the ring structures in the molecule are all 6-membered rings. Most preferably.
  • the content of the compound having a cyclohexenylene group as a ring structure, and the content of the compound having a cyclohexenylene group to the total mass of the composition is preferably 10% or less, more preferably 8% or less, further preferably 5% or less, more preferably 3% or less, and further preferably substantially not contained.
  • the content of the compound having a 2-methylbenzene-1,4-diyl group in which a hydrogen atom may be replaced by a halogen in the molecule is reduced.
  • the content of the compound having the 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, and more preferably 8% or less with respect to the total mass of the composition. It is preferably 5% or less, more preferably 3% or less, and further preferably substantially not contained.
  • liquid crystal display element substantially free from means not containing except an unintentional inclusion.
  • the liquid crystal display device using the liquid crystal composition of the present invention has a remarkable feature of high-speed response.
  • a tilt angle is sufficiently obtained, and there is no unreacted polymerizable compound or there is no problem. Since the number is small and the voltage holding ratio (VHR) is high, defects such as alignment defects and display defects are sufficiently suppressed.
  • VHR voltage holding ratio
  • the tilt angle and the residual amount of the polymerizable compound can be easily controlled, it is easy to optimize and reduce the energy cost for manufacturing, which is optimal for improving production efficiency and stable mass production.
  • a liquid crystal display device using the liquid crystal composition of the present invention is particularly useful as an active matrix driving liquid crystal display device, and has PSA mode, PSVA mode, VA mode, PS-IPS mode, PS-FFS mode, IPS mode, It can be used for an FFS mode liquid crystal display device.
  • a first substrate and a second substrate which are arranged to face each other, a common electrode provided on the first substrate or the second substrate, and the first substrate It is preferable to have a pixel electrode provided on a substrate or the second substrate and having a thin film transistor, and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate. If necessary, an alignment film for controlling the alignment direction of liquid crystal molecules may be provided on the facing surface side of at least one of the first substrate and/or the second substrate so as to come into contact with the liquid crystal layer.
  • a vertical alignment film, a horizontal alignment film, or the like can be appropriately selected according to the driving mode of the liquid crystal display element, and a rubbing alignment film (eg, polyimide) or a photo alignment film (decomposition type polyimide, etc.), etc.
  • a rubbing alignment film eg, polyimide
  • a photo alignment film decomposition type polyimide, etc.
  • the well-known alignment film can be used.
  • a color filter may be appropriately provided on the first substrate or the second substrate, and a color filter can be provided on the pixel electrode or the common electrode.
  • the two substrates of the liquid crystal cell used in the liquid crystal display element according to the present invention may be made of a transparent material having flexibility such as glass or plastic, and one of them may be an opaque material such as silicon.
  • the transparent substrate having the transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.
  • the color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like.
  • the method for producing a color filter by the pigment dispersion method will be described as an example.
  • a curable coloring composition for a color filter is applied onto the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this step for each of the three colors of red, green, and blue, a pixel portion for a color filter can be created.
  • a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.
  • first substrate and the second substrate it is preferable to face the first substrate and the second substrate so that the common electrode and the pixel electrode layer are inside.
  • the distance between the first substrate and the second substrate may be adjusted via a spacer.
  • the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are improved.
  • a retardation film for expanding the viewing angle can also be used.
  • the spacer include glass particles, plastic particles, alumina particles, and photoresist material.
  • a usual vacuum injection method or ODF method can be used as a method for sandwiching the liquid crystal composition between the two substrates.
  • an appropriate polymerization rate is desirable.
  • a method of polymerizing by irradiation with one or a combination or irradiation in order is preferable.
  • ultraviolet rays When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used.
  • the polymerization is carried out in a state where the liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must be provided with appropriate transparency for active energy rays.
  • the orientation state of the unpolymerized part is changed by changing the conditions such as electric field, magnetic field or temperature, and further irradiation with active energy rays is performed. It is also possible to use a means of polymerizing the above.
  • exposing to ultraviolet light it is preferable to apply ultraviolet light while applying an alternating electric field to the liquid crystal composition.
  • the applied AC electric field is preferably AC with a frequency of 10 Hz to 10 kHz, more preferably 60 Hz to 10 kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage.
  • a liquid crystal display device such as a PSVA mode liquid crystal display device in which the alignment of liquid crystal molecules when no voltage is applied, that is, the initial alignment of the liquid crystal is substantially perpendicular to the substrate, pretilt from the viewpoint of alignment stability and contrast. It is preferable to control the angle from 80 degrees to 89.9 degrees.
  • substantially vertical includes an angle having a pretilt angle as described above, and the angle between the major axis direction of the liquid crystal molecule and the substrate is preferably 70° or more, more preferably 75° or more, and further preferably It is 80 degrees or more.
  • the temperature at the time of irradiation with active energy rays such as ultraviolet rays or electron rays used when polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited.
  • active energy rays such as ultraviolet rays or electron rays used when polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention
  • it is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition is maintained. It is preferable to polymerize at a temperature close to room temperature, that is, typically at 15 to 35°C.
  • liquid crystal composition of the present invention when applying the liquid crystal display device including a substrate having no alignment film, when applying the liquid crystal display device including the above-mentioned substrate having an alignment film during irradiation.
  • a temperature range wider than the temperature range may be used.
  • a metal halide lamp, a high-pressure mercury lamp, an ultrahigh-pressure mercury lamp, or the like can be used as the lamp that generates ultraviolet rays.
  • the wavelength of the ultraviolet rays to be irradiated it is preferable to irradiate the ultraviolet rays having a wavelength range other than the absorption wavelength range of the liquid crystal composition, and it is preferable to use the ultraviolet rays by cutting the ultraviolet rays as necessary.
  • the intensity of the ultraviolet rays applied is preferably 0.1 mW/cm 2 to 100 W/cm 2, and more preferably 2 mW/cm 2 to 50 W/cm 2 .
  • the amount of energy of the ultraviolet rays to be irradiated can be appropriately adjusted, but is preferably 10 mJ/cm 2 to 500 J/cm 2, and more preferably 100 mJ/cm 2 to 200 J/cm 2 .
  • the intensity may be changed when the ultraviolet rays are irradiated.
  • the time for irradiating with ultraviolet rays is appropriately selected depending on the intensity of ultraviolet rays for irradiation, but is preferably 10 seconds to 3600 seconds, more preferably 10 seconds to 600 seconds.
  • a part of the configuration may be replaced with another configuration exhibiting a similar function, or an arbitrary configuration may be added.
  • the method for manufacturing a liquid crystal display element of the present invention may have an additional step having an arbitrary purpose, and may be replaced with an arbitrary step that can obtain the same action and effect.
  • the reaction container was returned to room temperature and reacted for 24 hours. After filtering the reaction solution, the filtrate was washed with a 10% hydrochloric acid aqueous solution and further washed with a saturated saline solution, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a 2-fold amount (weight ratio) silica gel column and recrystallized from dichloromethane/methanol to obtain 2.9 g of the target compound represented by the formula (RM-2).
  • Triphenylphosphine palladium (4 g), tetrahydrofuran (300 ml) and pure water (150 ml) were charged, and the reactor was heated to 85° C. in a nitrogen gas atmosphere for reaction. After completion of the reaction, ethyl acetate was added, and the organic layer was washed with 5% aqueous hydrochloric acid solution, pure water and saturated saline. After the solvent was distilled off, the residue was purified by a 10-fold amount (weight ratio) silica gel column to obtain 11 g of the compound represented by the formula (5).
  • Triphenylphosphine palladium (4 g), tetrahydrofuran (300 ml) and pure water (150 ml) were charged, and the reactor was heated to 85° C. in a nitrogen gas atmosphere for reaction. After completion of the reaction, ethyl acetate was added, and the organic layer was washed with 5% aqueous hydrochloric acid solution, pure water and saturated saline. After the solvent was distilled off, the residue was purified by a 10-fold amount (weight ratio) silica gel column to obtain 11 g of the compound represented by the formula (6).
  • T ni Nematic phase-isotropic liquid phase transition temperature (°C) ⁇ n: refractive index anisotropy at 20°C ⁇ : viscosity at 20°C (mPa ⁇ s) ⁇ 1 : rotational viscosity at 20°C (mPa ⁇ s) ⁇ : Dielectric anisotropy at 20° C.
  • K 33 Elastic constant K 33 at 20° C.
  • the liquid crystal cell in which the polymerizable compound-containing liquid crystal composition was injected was irradiated with ultraviolet rays for an arbitrary time using a fluorescent UV lamp to obtain a liquid crystal display element.
  • the fluorescent UV lamp was adjusted so that the illuminance measured under the condition of the central wavelength of 313 nm was 3 mW/cm 2 . (Method for evaluating residual amount of polymerizable compound) Under the above irradiation conditions, the residual amount [ppm] of the polymerizable compound in the liquid crystal display device after irradiation with ultraviolet rays for 150 seconds was measured. A method for measuring the residual amount of the polymerizable compound will be described.
  • the decomposed liquid crystal display element and acetonitrile were put in a test tube, and shaken and filtered to obtain an acetonitrile solution of an elution component containing a liquid crystal composition, a polymer and an unreacted polymerizable compound. This was analyzed by high performance liquid chromatography to calculate the peak area of each component.
  • the residual amount of the polymerizable compound was determined from the ratio of the peak area of the liquid crystal compound as an index to the peak area of the unreacted polymerizable compound and the amount of the polymerizable compound initially added.
  • the detection limit of the residual amount of the polymerizable compound was 100 ppm.
  • the pretilt angle of the liquid crystal cell in which the polymerizable compound-containing liquid crystal composition was injected was measured and used as the pretilt angle (before ultraviolet irradiation).
  • the liquid crystal cell was irradiated with ultraviolet rays for 150 seconds under the above irradiation conditions while applying a voltage of 10 V at a frequency of 100 Hz.
  • the pretilt angle was measured and used as the pretilt angle (after irradiation with ultraviolet rays).
  • the value obtained by subtracting the pretilt angle (after ultraviolet irradiation) from the measured pretilt angle (before ultraviolet irradiation) was defined as the pretilt angle change amount [°] due to ultraviolet irradiation.
  • the pretilt angle was measured using OPTIPRO manufactured by Shintech. (VHR evaluation method)
  • the liquid crystal cell in which the polymerizable compound-containing liquid crystal composition was injected was irradiated with ultraviolet rays for 60 minutes under the above irradiation conditions, and VHR was measured.
  • the VHR measurement conditions were 1 V, 60 Hz, and 60°C.
  • the liquid crystal cell in which the polymerizable compound-containing liquid crystal composition was injected was irradiated with ultraviolet rays for 60 minutes under the above irradiation conditions, and then the display defect (burn-in) was evaluated due to the change in the pretilt angle.
  • the pretilt angle of the liquid crystal display element was measured and used as the pretilt angle (initial).
  • a backlight was irradiated for 24 hours while applying a voltage of 30 V at a frequency of 100 Hz to this liquid crystal display element. Then, the pretilt angle was measured and used as the pretilt angle (after the test).
  • pretilt angle change amount absolute value of pretilt angle change
  • the pretilt angle was measured using OPTIPRO manufactured by Shintech. The closer the pretilt angle change amount is to 0[°], the lower the possibility of display failure due to the change of the pretilt angle becomes, and when it becomes 0.5[°] or more, the display failure due to the change of the pretilt angle occurs. More likely.
  • Comparative Example 1 was a polymerizable compound-containing liquid crystal composition in which 0.3 part by mass of the compound represented by the formula (RM-R1) was added as a polymerizable compound to 99.7 parts by mass of the liquid crystal composition LC-001.
  • Example 9 A liquid crystal composition containing a polymerizable compound was prepared by adding 0.3 part by mass of the compound represented by the formula (RM-2) as a polymerizable compound to 99.7 parts by mass of the liquid crystal composition LC-001.
  • Example 10 A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the compound represented by the formula (RM-3) as a polymerizable compound to 99.7 parts by mass of the liquid crystal composition LC-001 was obtained.
  • Example 11 A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-4) as a polymerizable compound to 99.7 parts by mass of the liquid crystal composition LC-001 was obtained.
  • Example 12 A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the compound represented by the formula (RM-5) as a polymerizable compound to 99.7 parts by mass of the liquid crystal composition LC-001.
  • a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the compound represented by the formula (RM-6) as a polymerizable compound to Example 9 of 99.7 parts by mass of the liquid crystal composition LC-001.
  • the residual amount of the polymerizable compound after ultraviolet irradiation, the pretilt angle change amount due to ultraviolet irradiation, the pretilt angle change amount in the burn-in test, and the ultraviolet irradiation after ultraviolet irradiation were performed.
  • the VHR was as shown in Table 2 below.
  • Example 9 which is the polymerizable compound-containing liquid crystal composition of the present invention
  • the residual amount of the polymerizable compound after ultraviolet irradiation was smaller than that in Comparative Example 1, and it was found that the polymerization rate of the polymerizable compound was sufficiently high.
  • the amount of change in pretilt angle due to irradiation of ultraviolet rays was larger than that in Comparative Example 1, and it was found that the pretilt angle can be formed in a short time. Further, the VHR after irradiation with ultraviolet rays for 60 minutes was a sufficiently high value.
  • Example 10 to 13 which are the polymerizable compound-containing liquid crystal compositions of the present invention
  • the residual amount of the polymerizable compound after ultraviolet irradiation was smaller than that in Comparative Example 1 and Example 9, and the polymerization rate of the polymerizable compound was sufficiently high. I found it fast.
  • the amount of change in pretilt angle due to irradiation with ultraviolet rays was larger than those in Comparative Example 1 and Example 9, and it was found that the pretilt angle can be formed in a short time. Further, the VHR after irradiation with ultraviolet rays for 60 minutes was a sufficiently high value.
  • the polymerizable compound-containing liquid crystal composition of the present invention has a sufficiently high reaction rate of the polymerizable compound, can form a pretilt angle in a short time, and exhibits a sufficiently high VHR.
  • Comparative Example 2 was a polymerizable compound-containing liquid crystal composition in which 0.3 part by mass of the compound represented by the formula (RM-A) was added as a polymerizable compound to 99.7 parts by mass of the liquid crystal composition LC-001.
  • Example 14 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.27 parts by mass of the compound represented by the formula (RM-A) as a polymerizable compound and the compound represented by the formula (RM-1) were used.
  • the liquid crystal composition containing a polymerizable compound added in an amount of 0.03 part by mass was set as Example 14.
  • liquid crystal composition LC-001 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.27 parts by mass of the compound represented by the formula (RM-A) as a polymerizable compound and the compound represented by the formula (RM-2) were used.
  • the liquid crystal composition containing a polymerizable compound added in an amount of 0.03 part by mass was set as Example 15.
  • liquid crystal composition LC-001 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.27 parts by mass of the compound represented by the formula (RM-A) as a polymerizable compound and the compound represented by the formula (RM-4) were used.
  • the liquid crystal composition containing a polymerizable compound added in an amount of 0.03 part by mass was set as Example 17.
  • Example 18 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.27 parts by mass of the compound represented by the formula (RM-A) as a polymerizable compound and the compound represented by the formula (RM-5) were used.
  • liquid crystal composition LC-001 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.27 parts by mass of the compound represented by the formula (RM-A) as a polymerizable compound and the compound represented by the formula (RM-6) were used.
  • the liquid crystal composition containing a polymerizable compound added in an amount of 0.03 part by mass was set as Example 19.
  • Example 14 to 19 which are the polymerizable compound-containing liquid crystal compositions of the present invention
  • the residual amount of the polymerizable compound after ultraviolet irradiation was smaller than that in Comparative Example 2, and it was found that the polymerization rate of the polymerizable compound was sufficiently high. It was The amount of change in the pretilt angle due to the irradiation of ultraviolet rays was larger than that in Comparative Example 2, and it was found that the pretilt angle can be formed in a short time. It was also confirmed that the VHR after ultraviolet irradiation was sufficiently high and the amount of change in pretilt angle in the burn-in test was sufficiently small.
  • Comparative Example 3 was a polymerizable compound-containing liquid crystal composition in which 0.30 parts by mass of the compound represented by the formula (RM-B) was added as a polymerizable compound to 99.7 parts by mass of the liquid crystal composition LC-001.
  • liquid crystal composition LC-001 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.20 parts by mass of the compound represented by the formula (RM-B) as a polymerizable compound and the compound represented by the formula (RM-6) were used.
  • the liquid crystal composition containing a polymerizable compound added in an amount of 0.10 part by mass was set as Example 23.
  • Example 20 to 23 which are the polymerizable compound-containing liquid crystal compositions of the present invention
  • the residual amount of the polymerizable compound after ultraviolet irradiation was smaller than that in Comparative Example 3, and it was found that the polymerization rate of the polymerizable compound was sufficiently high. It was The amount of change in pretilt angle due to irradiation of ultraviolet rays was larger than that in Comparative Example 3, and it was found that the pretilt angle can be formed in a short time. It was also confirmed that the VHR after ultraviolet irradiation was sufficiently high and the amount of change in pretilt angle in the burn-in test was sufficiently small.
  • Comparative Example 4 was a polymerizable compound-containing liquid crystal composition in which 0.30 parts by mass of the compound represented by the formula (RM-C) was added as a polymerizable compound to 99.7 parts by mass of the liquid crystal composition LC-001.
  • Example 24 which is the polymerizable compound-containing liquid crystal composition of the present invention
  • the residual amount of the polymerizable compound after ultraviolet irradiation was smaller than that of Comparative Example 4, and it was found that the polymerization rate of the polymerizable compound was sufficiently high.
  • the amount of change in pretilt angle due to irradiation of ultraviolet rays was larger than that in Comparative Example 4, and it was found that the pretilt angle can be formed in a short time. It was also confirmed that the VHR after ultraviolet irradiation was sufficiently high and the amount of change in pretilt angle in the burn-in test was sufficiently small.
  • Example 25 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.20 parts by mass of the compound represented by the formula (RM-A) as a polymerizable compound and the compound represented by the formula (RM-3) were prepared.
  • the liquid crystal composition containing a polymerizable compound added in an amount of 0.1 part by mass was set as Example 25.
  • Example 26 A polymerizable compound-containing liquid crystal composition obtained by adding 50 ppm of the antioxidant represented by the formula (H-1) to Example 8 was used as Example 26.
  • Example 27 A polymerizable compound-containing liquid crystal composition obtained by adding 50 ppm of the antioxidant represented by the formula (H-2) to Example 8 was used as Example 27. It was confirmed that Examples 25 to 27 solved the problems of the present invention, similarly to Examples 9 to 24.
  • Example 28 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.20 parts by mass of the compound represented by the formula (RM-A) as a polymerizable compound and the compound represented by the formula (RM-7) were prepared.
  • the liquid crystal composition containing a polymerizable compound added in an amount of 0.1 part by mass was set as Example 28.
  • Example 29 With respect to 99.7 parts by mass of the liquid crystal composition LC-001, 0.20 parts by mass of the compound represented by the formula (RM-A) as a polymerizable compound and the compound represented by the formula (RM-8) were prepared.

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Abstract

La présente invention aborde le problème consistant à fournir : une composition de cristaux liquides comprenant un composé polymérisable pour la production d'un élément d'affichage à cristaux liquides de type PSA ou PSVA qui présente un angle de pré-inclinaison suffisant et une performance de réponse excellente, le composé polymérisable présentant un taux de polymérisation suffisamment élevé et permettant à un élément l'utilisant de ne présentant aucun défaut d'affichage, ou un nombre de défauts d'affichage extrêmement réduit du fait du changement de l'angle de pré-inclinaison; et un élément d'affichage à cristaux liquides qui utilise cette composition de cristaux liquides. La présente invention concerne : une composition de cristaux liquides qui contient au moins un composé polymérisable représenté par la formule générale (I); et un élément d'affichage à cristaux liquides qui utilise cette composition de cristaux liquides.
PCT/JP2019/025584 2018-12-06 2019-06-27 Composition de cristaux liquides et élément d'affichage à cristaux liquides WO2020115936A1 (fr)

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