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WO2018123614A1 - Composition de cristaux liquides et dispositif d'affichage à cristaux liquides - Google Patents

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

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Publication number
WO2018123614A1
WO2018123614A1 PCT/JP2017/044864 JP2017044864W WO2018123614A1 WO 2018123614 A1 WO2018123614 A1 WO 2018123614A1 JP 2017044864 W JP2017044864 W JP 2017044864W WO 2018123614 A1 WO2018123614 A1 WO 2018123614A1
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Prior art keywords
formula
compound represented
general formula
group
content
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English (en)
Japanese (ja)
Inventor
淳子 山本
根岸　真
小川　真治
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DIC Corp
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DIC Corp
Dainippon Ink and Chemicals Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • 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
    • G02F1/137—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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
    • G02F1/139—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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering based on orientation effects in which the liquid crystal remains transparent

Definitions

  • the present invention relates to a liquid crystal composition.
  • Liquid crystal display elements using a liquid crystal composition exhibiting negative dielectric anisotropy are widely used for liquid crystal displays and the like. Due to the recent improvement in performance and expansion of applications of liquid crystal displays, liquid crystal compositions used for these applications are required to have higher characteristics.
  • liquid crystal composition excellent in negative dielectric anisotropy is desired.
  • it is not easy to satisfy this requirement due to the fact that practical liquid crystal compounds that exhibit negative dielectric anisotropy and do not impair other properties of the liquid crystal composition are limited.
  • Patent Documents 1 to 3 compositions containing a compound represented by the following general formula (i) have been studied.
  • the compound is expected to contribute to further improvement of characteristics of a liquid crystal composition exhibiting negative dielectric anisotropy due to its excellent dielectric anisotropy and refractive index anisotropy.
  • the present inventors have found that a liquid crystal composition having a specific composition exhibits practically excellent characteristics, The present invention has been completed. That is, the present invention is represented by the general formula (i)
  • R ii1 and R ii2 each independently represents an alkyl group having 1 to 8 carbon atoms
  • R iii1 represents an alkenyl group having 2 to 8 carbon atoms
  • R iii2 represents an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms
  • the content of the compound represented by the general formula (ii) is not less than 1% by weight and not more than 24% by weight, and the content of the compound represented by the general formula (iii) exceeds 0% by weight.
  • a liquid crystal composition having a weight percent or less.
  • the liquid crystal composition of the present invention can achieve both high dielectric anisotropy and other characteristics at a high level. By using the liquid crystal composition of the present invention, an active matrix driving liquid crystal display device having excellent characteristics can be obtained.
  • R i1 and R i2 are each independently one or two or more non-adjacent —CH 2 — are each independently replaced by —O—, —COO— or —OCO—.
  • An alkyl group having 1 to 8 carbon atoms which may be substituted is preferable, and an alkyl group or alkoxy group having 1 to 8 carbon atoms is preferable. In order to exhibit particularly excellent dielectric anisotropy, an alkoxy group is preferable.
  • the alkyl group is preferably a methyl group, an ethyl group, an n-propyl group, an n-butyl group, or an n-pentyl group.
  • the alkoxy group is preferably a methoxy group, an ethoxy group, an n-propoxy group, an n-butoxy group or an n-pentoxy group.
  • the compound represented by the general formula (i) is preferably a compound selected from the group of compounds represented by the formulas (i-1) to (i-9).
  • a compound selected from the group of compounds represented by formulas (1) to (i-5) is preferred, and a compound of formula (i-3) is preferred.
  • the compounds represented by formula (i-1) to formula (i-9) are preferably used in combination of two or more from the viewpoint of improving the low temperature storage stability of the liquid crystal composition.
  • R ii1 and R ii2 are preferably each independently an alkyl group having 2 to 5 carbon atoms.
  • the compound represented by the general formula (ii) is preferably a compound selected from the group of compounds represented by the formula (ii.1) to the formula (ii.4), the formula (ii.1), A compound represented by formula (ii.3) or formula (ii.4) is preferable.
  • the compound represented by formula (ii.1) is preferable because the response speed of the composition is particularly improved.
  • R iii1 is preferably an alkenyl group having 2 to 5 carbon atoms, and more preferably an alkenyl group having 2 or 3 carbon atoms.
  • R iii2 is more preferably an alkyl group or alkenyl group having 2 to 5 carbon atoms, and more preferably an alkyl group or alkenyl group having 2 or 3 carbon atoms.
  • the compound represented by the general formula (iii) is specifically selected from the group of compounds represented by the formula (iii.1) to the formula (iii.3) as the compound represented by the general formula (iii). It is preferable that it is a compound. In addition, when it is desired to improve image sticking, dripping marks, and volatility, it is preferable to use a compound represented by formula (iii.2) or formula (iii.3).
  • the compounds represented by formulas (iii.1) to (iii.3) are preferably used in combination of two or more from the viewpoint of improving the low-temperature storage stability of the liquid crystal composition.
  • the amount used may be adjusted from the following viewpoints, for example.
  • the compound represented by the formula (iii.1) is mainly used and represented by the formula (iii.2) or the formula (iii.3). It is preferred to use a small amount of the compound.
  • R Ni1 and R Ni2 are each independently one or two or more non-adjacent —CH 2 — are each independently —O—, —COO— or —OCO—.
  • the compounds represented by the general formula (Ni) are specifically represented by the formulas (Ni.1) to (Ni.7), the formula (Ni.10), the formula (N— i.11), a compound represented by formula (Ni.20) or formula (Ni.21) is preferred, and the compounds represented by formulas (Ni.1) to (Ni.7) or A compound represented by the formula (Ni.21) is preferred, and the formula (Ni.1), the formula (Ni.2), the formula (Ni.3), the formula (N— A compound represented by i.4) or a formula (Ni.6) is preferable.
  • Formula (Ni-1) to Formula (Ni-7), Formula (Ni-10), Formula (Ni-11), Formula (Ni-20), or Formula (Ni) .21) are preferably used in combination of two or more from the viewpoint of improving the low-temperature storage stability of the liquid crystal composition.
  • R Nii1 and R Nii2 are each independently one or two or more non-adjacent —CH 2 — are each independently —O—, —COO— or —OCO—.
  • n Nii1 is preferably 1 from the viewpoint of improving the response speed, and preferably 2 from the viewpoint of improving Tni of the liquid crystal composition.
  • the compound represented by the general formula (N-ii) is represented by the formula (N-ii.1-1) to the formula (N-ii.1-5) or the formula (N-ii.2-1). ) To (N-ii.2-5).
  • the compounds represented by formula (N-ii.1-1) to formula (N-ii.1-5) or formula (N-ii.2-1) to formula (N-ii.2-5) are From the viewpoint of improving the low temperature storage stability of the liquid crystal composition, it is preferable to use two or more kinds in combination. [Compound represented by formula (N-iii)] Furthermore, the liquid crystal composition of the present invention has the general formula (N-iii)
  • R Niii1 and R Niii2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently It is preferable to include a compound represented by the formula: —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—.
  • R Nii1 and R Nii2 are each independently one or two or more non-adjacent —CH 2 — are each independently —O—, —COO— or —OCO—. It preferably represents an optionally substituted alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group, and an alkyl group having 2 to 5 carbon atoms or More preferably, it is an alkoxy group.
  • the content of the compound represented by the general formula (ii) is 1% by weight or more and 24% by weight or less, and the content of the compound represented by the general formula (iii) is 0% by weight. % And 15% by weight or less.
  • the content of the compound represented by the general formula (ii) exceeds 24 weight, it is difficult to maintain the low temperature storage stability of the liquid crystal composition.
  • the content of the compound represented by the general formula (ii) is preferably 5% by weight or more, more preferably 10% by weight or more, and 15% by weight. More preferably, it is preferably 22% by weight or less, and more preferably 20% by weight or less from the viewpoint of enhancing the low temperature storage stability.
  • the content of the compound represented by the general formula (iii) is preferably 1% by weight or more, more preferably 3% by weight or more, from the viewpoint of reducing the viscosity of the liquid crystal composition. More preferably, it is more preferably 7% by weight or more, and from the viewpoint of improving the reliability of the liquid crystal composition, it is preferably 14% by weight or less, more preferably 12% by weight or less. More preferably, it is 10 wt% or less.
  • the content of the compound represented by general formula (i), the compound represented by general formula (Ni), and the compound represented by general formula (N-ii) in the liquid crystal composition of the present invention is particularly limited. However, it is adjusted as appropriate according to the characteristics of the desired liquid crystal composition. However, from the viewpoint of constituting a liquid crystal composition excellent in various properties including dielectric anisotropy, it is preferable to adjust to the following range.
  • the content of the compound represented by the general formula (i) is preferably 1% by weight or more from the viewpoint of increasing the dielectric anisotropy and the refractive index anisotropy of the liquid crystal composition, and is 2% by weight or more. More preferably, it is more preferably 3% by weight or more, particularly preferably 4% by weight or more, and preferably 15% by weight or less, preferably 12% by weight or less from the viewpoint of maintaining low temperature storage stability. Is more preferably 9% by weight or less, and particularly preferably 6% by weight or less.
  • the total content of the compounds represented by the general formula (Ni) and the general formula (N-ii) is preferably 10% by weight or more from the viewpoint of increasing the dielectric anisotropy of the liquid crystal composition, More preferably, it is 15% by weight or more, more preferably 20% by weight or more, further preferably 25% by weight or more, particularly preferably 30% by weight or more, and the liquid crystal composition is stored at low temperature. From the viewpoint of enhancing the properties, it is preferably 60% by weight or less, more preferably 50% by weight or less, and further preferably 40% by weight or less.
  • the content of the compound represented by the general formula (Ni) is preferably more than 0% by weight and more preferably 1% by weight or more from the viewpoint of increasing the refractive index anisotropy of the liquid crystal composition. It is more preferably 2% by weight or more, further preferably 2.2% by weight or more, particularly preferably 2.4% by weight or more, and 30% from the viewpoint of low temperature storage stability of the liquid crystal composition. It is preferably no more than wt%, more preferably no more than 25 wt%, even more preferably no more than 20 wt%, still more preferably no more than 15 wt%, and no more than 10 wt%. Particularly preferred.
  • the content of the compound represented by the general formula (N-ii) is preferably more than 0% by weight, more preferably 2% by weight or more from the viewpoint of increasing the dielectric anisotropy of the liquid crystal composition. It is more preferably 4% by weight or more, particularly preferably 6% by weight or more, and from the viewpoint of low temperature storage stability of the liquid crystal composition, it is preferably 30% by weight or less, and 20% by weight or less. Is more preferably 15% by weight or less, particularly preferably 10% by weight or less.
  • the content of the compound represented by the general formula (N-iii) is preferably more than 0% by weight from the viewpoint of increasing the dielectric anisotropy and refractive index anisotropy of the liquid crystal composition, and is 2% by weight or more. More preferably, it is more preferably 5% by weight or more, further preferably 10% by weight or more, further preferably 15% by weight or more, particularly preferably 20% by weight or more, From the viewpoint of low temperature storage stability of the composition, it is preferably 60% by weight or less, preferably 50% by weight or less, and more preferably 40% by weight or less.
  • the total content of the compounds represented by the above general formulas (i), (ii), (iii), (Ni) and (N-ii) in the liquid crystal composition of the present invention is excellent in various properties. And 10% by weight or more, more preferably 20% by weight or more, still more preferably 30% by weight or more, and 90% by weight or less from the viewpoint of facilitating practicality. Is preferable, 80% by weight or less is more preferable, and 70% by weight or less is more preferable.
  • the total content of the compounds represented by the above general formulas (i), (ii), (iii), (Ni), (N-ii) and (N-iii) is excellent in various properties. From the viewpoint of easily ensuring practicality, it is preferably 30% by weight or more, more preferably 40% by weight or more, further preferably 45% by weight or more, and 95% by weight or less. Preferably, it is 85 wt% or less, more preferably 75 wt% or less. [Liquid crystal composition] Since the liquid crystal composition of the present invention has the above compositional characteristics, high dielectric anisotropy can be realized while maintaining various characteristics.
  • Dielectric anisotropy can be appropriately adjusted according to the design of a desired liquid crystal display element.
  • the value of the dielectric anisotropy is preferably ⁇ 2.6 or less, more preferably ⁇ 2.7 or less, and ⁇ 2.8 or less. More preferably.
  • Adjustment of the dielectric anisotropy is mainly performed by adjusting the ratio of the compound represented by the general formula (i), the compound represented by the general formula (Ni), or the compound represented by the general formula (N-ii). It is possible by adjusting. Moreover, it can also adjust by adding the compound with the negative dielectric constant anisotropy mentioned later as needed.
  • liquid crystal composition of the present invention can be excellent in properties such as refractive index anisotropy and ⁇ 1 by appropriately adjusting the content of each compound.
  • the value of refractive index anisotropy is preferably 0.090 or more, more preferably 0.095 or more, further preferably 0.100 or more, and 0.105 or more. Is more preferable, and 0.107 or more is particularly preferable.
  • the refractive index anisotropy can be adjusted mainly by adjusting the content of the compound represented by the general formula (i) or the compound represented by the general formula (Ni).
  • the value of ⁇ 1 is preferably 120 mPa ⁇ s or less, and more preferably 115 mPa ⁇ s or less. Adjustment of ⁇ 1 is possible mainly by adjusting the content of the compound represented by general formula (i), the compound represented by general formula (ii), or the compound represented by general formula (iii). .
  • the liquid crystal composition of the present invention may contain known compounds used in conventional liquid crystal compositions. Examples of such compounds include the following.
  • composition refers to the liquid crystal composition of the present invention.
  • composition of the present invention preferably contains one or more compounds selected from the compounds represented by formulas (N-1), (N-2) and (N-3). However, these compounds are selected from those different from the compounds represented by the general formulas (Ni) and (N-ii) actually contained in the composition. These compounds correspond to dielectrically negative compounds (the sign of ⁇ is negative and the absolute value is greater than 2).
  • R N11 , R N12 , R N21 , R N22 , R N31 and R N32 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent 2 in the alkyl group
  • Two 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 are each independently (a) a 1,4-cyclohexylene group (one —CH 2 — or adjacent to each other in this group).
  • —CH 2 — may be replaced by —O—
  • (D) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently a cyano group, It 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—.
  • XN21 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, but n N11 + n N12 , n N21 + n N22, and n N31 + n N32 are each independently When there are a plurality of A N11 to A N32 and Z N11 to Z N32 , they may be the same or different.
  • the compounds represented by the general 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 represent 1 to 8 carbon atoms.
  • 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 preferably 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 group
  • the ring structure to which it is bonded is a phenyl group (aromatic)
  • An alkenyl group having 4 to 5 atoms is preferable
  • the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane
  • a straight-chain alkoxy group having 1 to 4 carbon atoms and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred.
  • the total of carbon atoms and oxygen atoms, if present is preferably 5 or less, and is preferably linear.
  • the alkenyl group is preferably selected from 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 increase ⁇ n independently, and in order to improve the response speed, fat
  • fat Preferably a 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-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group Preferred, it is more preferable that represents the following
  • it represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.
  • Z N11, Z N12, Z N21 , Z N22, Z N31 and Z N32 -CH 2 each independently O -, - CF 2 O - , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents an, -CH 2 O -, - CH 2 CH 2 - or a single bond is more preferable, -CH 2 O-or a single bond is particularly preferred.
  • XN21 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 are preferably 1 or 2, 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 n A combination in which n N31 is 1 and n N32 is 0, and a combination in which n N31 is 2 and n N32 is 0 are preferable.
  • the preferred content ranges for the compounds represented by the general formulas (N-1), (N-2) and (N-3) described below are those represented by the general formula (Ni) actually contained in the composition. And the definition including the compound represented by (N-ii).
  • the lower limit of the preferable content of the compound represented by the formula (N-1) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30% , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
  • the lower limit of the preferable content of the compound represented by the formula (N-2) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30% , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
  • the lower limit of the preferable content of the compound represented by the formula (N-3) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30% , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%.
  • the upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.
  • the lower limit value is preferably low and the upper limit value is preferably low. Moreover, maintaining high T NI of the compositions of the present invention, it is preferred if good composition temperature stability is required a low upper limit lower the lower limit of the above. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is increased 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 represent the same meaning as R N11 and R N12 in formula (N-1), n Na11 represents 0 or 1, n Nb11 represents 1 or 2, and n Nc11 represents Represents 0 or 1, n Nd11 represents 1 or 2, n Ne11 represents 1 or 2, n Nf11 represents 1 or 2, n Ng11 represents 1 or 2, A Ne11 represents trans-1,4 -Represents a cyclohexylene group or a 1,4-phenylene group, and 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, and Z Ne 11 represents a single bond or ethylene, but at least one represents ethylene.
  • 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
  • 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 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, preferably a propyl group, a pentyl group or a vinyl group.
  • RN112 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-1) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%.
  • the upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 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-1-1.23).
  • it is a compound represented by the formulas (N-1-1.1) to (N-1-1.4), and the formula (N-1-1.1) and the formula (N
  • the compound represented by -1-1.3) is preferable.
  • the compounds represented by formulas (N-1-1.1) to (N-1-1.22) 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 upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 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 formula (N-1)).
  • RN121 is 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, a butyl group or a pentyl group.
  • RN122 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 includes 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-2) with respect to the total amount of the composition of the present invention is 5%, 7%, 10%, 13% 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37% 40% and 42%.
  • the upper limit of the preferable content is 50%, 48%, 45%, 43%, 40%, 38%, and 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-1-2.22). It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula A compound represented by formula (N-1-2.13) and formula (N-1-2.20) is preferred.
  • formula (N-1-2.3) is preferably a compound represented by the formula (N-1-2.7) from when emphasizing improvements in T NI formula (N-1-2.10), formula (N-1-2.11) And a compound represented by the formula (N-1-2.13), and when emphasizing improvement in response speed, the compound represented by the formula (N-1-2.20) Is preferred.
  • the compounds represented by formula (N-1-2.1) to formula (N-1-2.22) can be used alone or in combination.
  • the lower limit of the preferable 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%, and 35%.
  • the upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 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-1-4) 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-4) with respect to the total amount of the composition of the present invention is 3%, 5%, 7%, 10% 13%, 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.
  • the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by the formula (N-1-4.1) to the formula (N-1-4.14).
  • it is a compound represented by the formulas (N-1-4.1) to (N-1-4.4), and the formula (N-1-4.1) and the formula (N -1-4.2) and compounds represented by formula (N-1-4.4) are preferred.
  • the compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the compounds of the present invention
  • the lower limit of the preferable content of these compounds alone or with respect to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17% And 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 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 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, and 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-5) with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the composition of the present invention. %, 18%, 15% and 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-1-5.6). It is preferable that 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.
  • the lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17% and 20%.
  • the upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, 23%, and 20% with respect to the total amount of the composition of the present invention. %, 18%, 15% and 13%.
  • the compound represented by the general formula (N-1-10) is the following compound. However, the compound represented by the general formula (N-1-10) is selected from those different from the compound represented by the general formula (N-ii) actually contained in the composition.
  • R N1101 and R N1102 each independently represent the same meaning as R N11 and R N12 in 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 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the preferred content range of the compound represented by the general formula (N-1-10) described below includes the definition including the compound represented by the general formula (N-ii) actually contained in the composition. To do.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-10) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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-1-10.21). It is preferable that they are represented by formulas (N-1-10.1) to (N-1-10.5), formula (N-1-10.20) and formula (N-1-10.21).
  • the compound is preferably a compound of formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21). The compound represented by these is preferable.
  • the compounds represented by formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21) are singly Can be used in combination or in combination, but the lower limit of the preferred 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 upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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. However, the compound represented by the general formula (N-1-11) is selected from those different from the compound represented by the general formula (N-ii) actually contained in the composition.
  • R N1111 and R N1112 each independently represent the same meaning as R N11 and R N12 in 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 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the preferable content range regarding the compound represented by the general formula (N-1-11) described below includes the definition including the compound represented by the general formula (N-ii) actually contained in the composition. To do.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-11) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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-1-11.15).
  • it is a compound represented by the formulas (N-1-11.1) to (N-1-11.15), and is preferably a compound represented by the formula (N-1-11.2) or the formula (N-- The compound represented by 1-11.4) is preferable.
  • the compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) can be used alone or in combination.
  • the lower limit of the preferable content of these compounds alone or with respect to the total amount is 5%, 10%, 13%, 15%, 17%, and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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-1-12) is the following compound.
  • R N1121 and R N1122 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • RN1121 is 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.
  • RN1122 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-12) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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-1-13) is the following compound.
  • R N1131 and R N1132 each independently represent the same meaning as R N11 and R N12 in 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 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-13) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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 represent the same meaning as R N11 and R N12 in 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 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-14) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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-1-15) is the following compound.
  • R N1151 and R N1152 each independently represent the same meaning as R N11 and R N12 in formula (N-1)).
  • RN1151 is 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.
  • 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-15) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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 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 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-16) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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 formula (N-1)).
  • RN1171 is 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.
  • 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-17) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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 formula (N-1)).
  • RN1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-18) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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 group of compounds represented by the formula (N-18.1) to the formula (N-1-18.5).
  • it is a compound represented by the formulas (N-18.1. 1) to (N-1-11.3), and is preferably a compound represented by the formula (N-1-18.2) or the formula (N- The compound represented by 1-18.3) is preferred.
  • 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-20) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-21) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-1-21) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17% and 20%.
  • the upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 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).
  • it is a compound represented by formulas (N-1-22.1) to (N-1-22.5), and preferably represented by formulas (N-1-22.1) to (N- The compound represented by 1-22.4) is preferred.
  • the compound represented by the general formula (N-3) is preferably a compound selected from the group of compounds represented by the general formula (N-3-2).
  • R N321 and R N322 each independently represent the same meaning as R N11 and R N12 in 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 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (N-3-2) with respect to the total amount of the composition of the present invention is 3%, 5%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%.
  • the upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 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 there is.
  • the composition of the present invention preferably contains one or more compounds represented by the general formula (L).
  • the compound represented by the general formula (L) corresponds to a dielectrically neutral compound ( ⁇ value is ⁇ 2 to 2).
  • the compound represented by the general formula (L) is selected from those different from the compounds represented by the general formulas (ii) and (iii) actually contained in the composition.
  • R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH ⁇ CH—, —C ⁇ C—, —O—, —CO—, —COO— or —OCO—, n L1 represents 0, 1, 2 or 3,
  • a L1 , A L2 and A L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in the group or two or more —CH 2 — not adjacent to each other).
  • the group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom
  • n L1 is 2 or 3 and a plurality of A L2 are present, they may be the same or different, and when n L1 is 2 or 3, and a plurality of Z L2 are present, May be the same or different, but excludes compounds represented by general formulas (Ni) and (N-ii).
  • the compound represented by general formula (L) may be used independently, it can also be used in combination.
  • the types of compounds that can be combined but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention.
  • the content of the compound represented by the general formula (L) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L) with respect 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%, and 25%.
  • the range of the content is a value including the compounds represented by the general formulas (ii) and (iii) actually contained in the composition.
  • the lower limit value is high and the upper limit value is preferably high. Moreover, maintaining high T NI of the compositions of the present invention, it is preferable if the temperature stability with good composition is required upper limit higher the lower limit of the above is high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.
  • R L1 and R L2 are preferably both alkyl groups, and when importance is placed on reducing the volatility of the compound, it is preferably an alkoxy group, and importance is placed on viscosity reduction. In this case, at least one is preferably an alkenyl group.
  • the number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and 1 is preferred when importance is attached to compatibility with other liquid crystal molecules.
  • R L1 and R L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R L1 is bonded is a phenyl group (aromatic).
  • a phenyl group aromatic
  • Alkyl groups, linear alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferred.
  • the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.
  • the alkenyl group is preferably selected from 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 preferred for improving the upper limit temperature of the nematic phase, and 1 is preferred for balancing these. 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 for improving the response speed, and are each independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -It preferably represents a diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:
  • it represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.
  • Z L1 and Z L2 are preferably single bonds when the response speed is important.
  • 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-8).
  • the compound represented by the general formula (L-1) is the following compound. However, the compound represented by the general formula (L-1) is selected from those different from the compounds represented by the general formulas (ii) and (iii) actually contained in the composition.
  • 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the preferable content range regarding the compound represented by the general formula (L-1) described below includes the definition including the compounds represented by the general formulas (ii) and (iii) actually contained in the composition. To do.
  • the lower limit of the preferable content of the compound represented by the formula (L-1) with respect to the total amount of the composition of the present invention is 1%, 2% with respect to the total amount of the composition of the present invention. Yes, 3%, 5%, 7%, 10%, 15%, 20%, 25%, 30%, 35%, 40% Yes, 45%, 50%, 55%.
  • the upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, based on 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 preferably high. Moreover, maintaining high T NI of the compositions of the present invention, it is preferred if good composition temperature stability is required is the upper limit value in the lower limit of the above is moderate is moderate. 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 the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-1). However, the compound represented by the general formula (L-1-1) is selected from those different from the compound represented by the general formula (iii) actually contained in the composition.
  • 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). And is preferably a compound represented by formula (L-1-1.2) or formula (L-1-1.3), and particularly represented by formula (L-1-1.3). It is preferable that it is a compound.
  • the preferable content range regarding the compound represented by the general formula (L-1-1) described below includes the compound represented by the general formula (iii) which is actually contained in the composition.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-1.3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, and 10%.
  • the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 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). However, the compound represented by the general formula (L-1-2) is selected from those different from the compound represented by the general formula (iii) actually contained in the composition.
  • R L12 represents the same meaning as in general formula (L-1).
  • the preferable content range regarding the compound represented by the general formula (L-1-2) described below includes the compound represented by the general formula (iii) which is actually contained in the composition.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 35%.
  • the upper limit of the preferable content is 60%, 55%, 50%, 45%, 42%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 33%, and 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).
  • it is a compound represented by the formula (L-1-2.2) to the formula (L-1-2.4).
  • 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.
  • it is preferable to use a compound represented by formula (L-1-2.3) or the formula (L-1-2.4).
  • the content of the compounds represented by formula (L-1-2.3) and formula (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperatures.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-2.2) with respect to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, and 40%.
  • the upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.
  • the lower limit of the preferable total 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 The values are 10%, 15%, 20%, 25%, 27%, 30%, 35% and 40%.
  • the upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 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). However, the compound represented by the general formula (L-1-3) is selected from those different from the compound represented by the general formula (ii) actually contained in the composition.
  • R L13 and R L14 each independently represents 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 and a linear alkoxy group having 1 to 4 carbon atoms.
  • the preferable content range regarding the compound represented by the general formula (L-1-3) described below includes the compound represented by the general formula (ii) that is actually contained in the composition.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-3) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17%, 20%, 23%, 25%, 30%.
  • the upper limit of the preferable content is 60%, 55%, 50%, 45%, 40%, 37%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 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-1-3.12).
  • the compound represented by the formula (L-1-3.1) is preferable because the response speed of the composition of the present invention is particularly improved. Further, when obtaining T NI higher than the response speed, the equations (L-1-3.3), (L-1-3.4), (L-1-3.11), and (L It is preferable to use a compound represented by (1-3.12). Sum of compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12) The content of is not preferably 20% or more in order to improve the solubility at low temperatures.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-3.1) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%.
  • the upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 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). However, the compounds represented by the general formulas (L-1-4) and (L-1-5) are selected from those different from the compound represented by the general formula (iii) actually contained in the composition. Is done.
  • 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, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .
  • the preferred content ranges for the compounds represented by the general formulas (N-1-4) and (N-1-5) described below are the general formulas (N-ii) actually contained in the composition.
  • the definition includes the compound represented by
  • the lower limit of the preferable content of the compound represented by the formula (L-1-4) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 10% with respect to the total amount of the composition of the present invention. %.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-5) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17%, 20%.
  • the upper limit of the preferable content is 25%, 23%, 20%, 17%, 15%, 13%, and 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 represented by the formula (L-1-4.2) or the formula (L-1-5.2) is preferable.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-4.2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%.
  • the upper limit of the preferable content is 20%, 17%, 15%, 13%, 10%, 8%, and 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-1-6). However, the compound represented by the general formula (L-1-6) is selected from those different from the compound represented by the general formula (iii) actually contained in the composition.
  • R L17 and R L18 each independently represent a methyl group or a hydrogen atom.
  • the preferable content range regarding the compound represented by the general formula (N-1-6) described below includes the definition including the compound represented by the general formula (N-ii) actually contained in the composition. To do.
  • the lower limit of the preferable content of the compound represented by the formula (L-1-6) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 35%.
  • the upper limit of the preferable content is 60%, 55%, 50%, 45%, 42%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 33%, and 30%.
  • the compound represented by the general formula (L-1-6) is a compound selected from the compound group represented by the formula (L-1-6.1) to the formula (L-1-6.3). Preferably there is.
  • 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.
  • An alkoxy group of 1 to 4 is preferable.
  • the compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (L-2) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%.
  • the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 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 formulas (L-2.1) to (L-2.6).
  • a compound represented by formula (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) is 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 General Formula (L).
  • R L31 and R L32 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the compound represented by the general formula (L-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (L-3) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7% and 10%.
  • the upper limit of the preferable content is 20%, 15%, 13%, 10%, 8%, 7%, and 6% with respect to the total amount of the composition of the present invention. %, 5%, 3%.
  • the effect is high when the content is set to be large.
  • the high TNI is emphasized, the effect is high when the content is set low.
  • the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.4).
  • a compound represented by the formula (L-3.7) 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 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.
  • An alkoxy group of 1 to 4 is preferable.
  • the compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the content of the compound represented by the general formula (L-4) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
  • the upper limit of the preferable content of the compound represented by the formula (L-4) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%.
  • the compound represented by general formula (L-4) is preferably a compound represented by formula (L-4.1) to formula (L-4.3), for example.
  • the formula (L-4.2) Even if it contains a compound represented by formula (L-4.1), it contains both a compound represented by formula (L-4.1) and a compound represented by formula (L-4.2). Or all of the compounds represented by formulas (L-4.1) to (L-4.3) may be included.
  • the lower limit of the preferable content of the compound represented by formula (L-4.1) or formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .
  • the amount of both compounds relative to the total amount of the composition of the present invention is The lower limit of the preferred content is 15%, 19%, 24%, and 30%, and the preferred 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). It is preferable that it is a compound represented by this.
  • the formula (L -4.5) contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5). May be.
  • the lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%.
  • Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %, 10%, and 8%.
  • the amount of both compounds relative to the total amount of the composition of the present invention is The lower limit of the preferred content is 15%, 19%, 24%, and 30%, and the preferred 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 formula (L-4.
  • the compound represented by 9) is preferred.
  • 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.
  • An alkoxy group of 1 to 4 is preferable.
  • the compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the content of the compound represented by the general formula (L-5) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
  • the upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, 5%
  • the compound represented by the general formula (L-5) is represented by the formula (L-5.1) or the formula (L-5.2).
  • the compound represented by formula (L-5.1) is particularly desirable.
  • 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 limit of the preferable content of these compounds is 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 limit of the preferable content of these compounds is 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).
  • the compound represented by L-5.7) is preferred.
  • 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 limit of the preferable content of these compounds is 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. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence.
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.
  • the lower limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% .
  • the upper limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 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 compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17).
  • a 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 limit of the preferable content of these compounds is 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 Formula (L), A L71 and A L72 is A L2 and in the general formula (L) independently A L3 represents the same meaning, but the hydrogen atoms on A L71 and A L72 may be each independently substituted with a fluorine atom, Z L71 represents 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, the hydrogen atoms on A L71 and A L72 may be each independently substituted with a fluorine atom, and
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.
  • the content of the compound represented by the general formula (L-7) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-7) with respect to 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 preferable content of the compound represented by the formula (L-7) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10%, 5%.
  • 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 formula (L-7. It is preferable that it is a compound represented by 2).
  • 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). It is preferable that it is a compound represented by 11).
  • 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).
  • a compound represented by formula (L-7.21) is preferable.
  • 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 formula (L-7. 31) or / and a compound represented by the formula (L-7.32).
  • 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 formula (L-7. 41) or / and a compound represented by formula (L-7.42).
  • 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).
  • the compound represented by the general formula (L-8) is the following compound.
  • R L81 and R L82 each independently represent the same meaning as R L1 and R L2 in General Formula (L), and A L81 represents the same meaning or single bond as A L1 in General Formula (L)).
  • each hydrogen atom on A L81 may be independently substituted with a fluorine atom
  • X L81 to X L86 each independently represent a fluorine atom or a hydrogen atom.
  • R L81 and R L82 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms of 2 to 5 carbon atoms preferably, A L81 is 1, A 4-cyclohexylene group or a 1,4-phenylene group is preferable
  • the hydrogen atoms on A L71 and A L72 may each independently be substituted with a fluorine atom, and the same in the general formula (L-8)
  • the number of fluorine atoms in the ring structure is preferably 0 or 1, and the
  • the kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.
  • the content of the compound represented by the general formula (L-8) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.
  • the lower limit of the preferable content of the compound represented by the formula (L-8) with respect to 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 preferable content of the compound represented by the formula (L-8) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10%, 5%.
  • the compound represented by the general formula (L-8) is preferably a compound represented by the formula (L-8.1) to the formula (L-8.4), and the formula (L-8. 3), formula (L-8.5), formula (L-8.6), formula (L-8.13), formula (L-8.16) to formula (L-8.18), formula (L)
  • a compound represented by formula (L-8.28) to L-8.23) is more preferable.
  • the preferred total content of the compounds represented by the general formulas (i), (L), (N-1), (N-2) and (N-3) with respect to the total amount of the composition of the present invention The lower limit values are 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97 %, 98%, 99%, 100%.
  • the upper limit of the preferable content is 100%, 99%, 98%, and 95%.
  • any one of the compounds represented by the general formulas (N-1), (N-2), and (N-3) is 5% or less. Is preferably 3% or less, and preferably 0%.
  • the preferred total content of the compounds represented by formulas (L-1) to (L-8) and formulas (N-1a) to (N-1g) with respect to the total amount of the composition of the present invention The lower limit values are 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97 %, 98%, 99%, 100%.
  • the upper limit of the preferable content is 100%, 99%, 98%, and 95%.
  • the total amount of the compounds represented by general formulas (L-1) to (L-8) and general formulas (N-1-1) to (N-1-21) with respect to the total amount of the composition of the present invention The lower limit of the preferable content is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96% 97%, 98%, 99%, 100%.
  • the upper limit of the preferable content is 100%, 99%, 98%, and 95%.
  • composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (—CO—OO—) structure are bonded in the molecule.
  • the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less with respect to the total mass of the composition. Preferably, it is more preferably 1% or less, and most preferably not substantially contained.
  • the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, based on the total mass of the composition. % Or less, preferably 5% or less, more preferably 3% or less, and still more preferably substantially not contained.
  • the content of a compound in which all the ring structures in the molecule are 6-membered rings is 80 % Or more, more preferably 90% or more, still more preferably 95% or more, and the composition is composed only of a compound in which all of 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 as the total mass of the composition is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and still more preferably not contained.
  • a hydrogen atom to reduce the content of the compound having the optionally substituted 2-methyl-1,4-diyl group halogen in the molecule is preferably 10% or less, 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 still more preferably substantially not contained.
  • substantially not contained in the present application means that it is not contained except for an unintentionally contained product.
  • the alkenyl group when the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the alkenyl group is bonded to cyclohexane, the alkenyl group has 2 to 5 carbon atoms.
  • the alkenyl group is bonded to benzene, the number of carbon atoms of the alkenyl group is preferably 4 to 5, and the unsaturated bond of the alkenyl group and benzene are directly bonded. Preferably not.
  • the liquid crystal composition of the present invention is preferably used for a liquid crystal display device.
  • liquid crystal composition of the present invention maintains the same reliability and low-temperature storage stability as conventional liquid crystal compositions for liquid crystal display elements, it can be preferably used as an alternative to conventional liquid crystal compositions.
  • the liquid crystal composition of the present invention can be applied to a novel liquid crystal display element that requires higher electrical characteristics than before.
  • the liquid crystal display element is preferably a liquid crystal display element for active matrix driving, and is preferably a liquid crystal display element for VA mode, IPS mode or FFS mode.
  • Each of the liquid crystal surface elements may have a conventionally known configuration except that the liquid crystal composition of the present invention is used as the liquid crystal composition.
  • the measured characteristics are as follows.
  • T ni Nematic phase-isotropic liquid phase transition temperature (° C.)
  • ⁇ n Refractive index anisotropy at 20 ° C.
  • ⁇ Dielectric anisotropy at 20 ° C.
  • ⁇ 1 Rotational viscosity at 20 ° C. (mPa ⁇ s)
  • Low-temperature storage stability An appropriate amount of the liquid crystal composition was put in a 0.5 g vial and stored at a temperature of ⁇ 20 ° C. During storage, the presence or absence of precipitation was visually observed over 2 weeks. As a result, when precipitation was confirmed after 1 week, ⁇ when precipitation was not confirmed after 1 week, ⁇ when precipitation was confirmed after 2 weeks, and when there was no precipitation after 2 weeks was marked ⁇ .
  • VHR VHR (UV): A liquid crystal composition was irradiated with light having an illuminance of 100 mW / cm 2 at 365 nm for 120 seconds using a high-pressure mercury lamp. The voltage holding ratio was measured. As a result, 80.0% or more was marked with ⁇ , and less than 80.0 was marked with ⁇ .
  • the following abbreviations are used for the description of the compounds in the examples.
  • the side chains shown below are all linear.
  • Example 1 Comparative Examples 1 to 5
  • liquid crystal compositions having the compositions of Examples and Comparative Examples shown in (Table 1) were prepared.
  • a composition system in which ⁇ and ⁇ n are compatible at a high level in a liquid crystal phase temperature range of 75 ° C. or more which is practical for TV liquid crystal device applications was verified.
  • a composition system in which ⁇ ⁇ ⁇ 2.7 and ⁇ n ⁇ 0.108 was targeted.
  • VA liquid crystal display device manufactured using the above liquid crystal composition was used.
  • This VA liquid crystal display element has an inverted staggered thin film transistor as an active element.
  • the liquid crystal composition was injected by a dropping method.
  • the same measurement was performed in any of the examples and comparative examples.
  • the liquid crystal composition of Example 1 has a high absolute value for both ⁇ and ⁇ n. And ⁇ 1, low-temperature storage stability and reliability are also good. From this result, it was shown that the liquid crystal composition of Example 1 has excellent performance and practicality as a liquid crystal display device application.
  • Comparative Example 1 does not contain the compound represented by the general formula (i), the target values of ⁇ n and ⁇ were not reached.
  • Comparative Example 2 is inferior in low-temperature storage stability because it contains 29 parts by weight of the compound represented by the general formula (ii).
  • Comparative Example 3 is inferior in reliability because it contains 24 parts by weight of the compound represented by the general formula (iii).
  • Comparative Examples 4 and 5 did not reach the target value of ⁇ n because none of the compounds represented by General Formula (Ni) and General Formula (N-ii) was included.
  • Examples 2 to 6 A liquid crystal composition having each composition of Examples shown in (Table 2) was prepared by a conventional method. Here, a composition system with emphasis on ⁇ was verified. Specifically, a composition system where ⁇ ⁇ ⁇ 3.0 was targeted.
  • Example 2 is excellent in ⁇ n and ⁇
  • Examples 3 and 5 are excellent in low-temperature storage stability.

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Abstract

Bien qu'un composé représenté par la formule générale (i) suivante présente d'excellentes propriétés, il existe de nombreux problèmes dans son application pratique en tant que composition de cristaux liquides. C'est-à-dire qu'une composition de cristaux liquides n'a pas encore été obtenue, qui contient une certaine quantité d'un composé représenté par la formule générale (i), a d'excellentes propriétés telles que l'anisotropie diélectrique et l'anisotropie d'indice de réfraction, et peut maintenir une conservabilité à basse température et la fiabilité élevée requise pour une application dans un dispositif d'affichage à cristaux liquides. La présente invention concerne une composition de cristaux liquides, la composition de cristaux liquides contenant un composé représenté par la formule générale (i), un composé représenté par la formule générale (ii), un composé représenté par la formule générale (iii), et un composé représenté par la formule générale (N-i) ou la formule générale (N-ii), la teneur du composé représenté par la formule générale (ii) étant de 1 à 24 % en poids, et la teneur du composé représenté par la formule générale (iii) étant supérieure à 0 % en poids et au plus 15 %.
PCT/JP2017/044864 2016-12-26 2017-12-14 Composition de cristaux liquides et dispositif d'affichage à cristaux liquides Ceased WO2018123614A1 (fr)

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CN109943346A (zh) * 2019-03-05 2019-06-28 曹亚宁 化合物、液晶介质、液晶显示器件及电子设备

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WO2016146245A1 (fr) * 2015-03-13 2016-09-22 Merck Patent Gmbh Milieu cristal liquide
JP2017025300A (ja) * 2015-07-02 2017-02-02 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ 液晶媒体

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WO2016146245A1 (fr) * 2015-03-13 2016-09-22 Merck Patent Gmbh Milieu cristal liquide
JP2017025300A (ja) * 2015-07-02 2017-02-02 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ 液晶媒体

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Publication number Priority date Publication date Assignee Title
CN109943346A (zh) * 2019-03-05 2019-06-28 曹亚宁 化合物、液晶介质、液晶显示器件及电子设备

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