WO2014073573A1 - Composition de cristaux liquides et élément d'affichage à cristaux liquides l'utilisant - Google Patents

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

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WO2014073573A1
WO2014073573A1 PCT/JP2013/080024 JP2013080024W WO2014073573A1 WO 2014073573 A1 WO2014073573 A1 WO 2014073573A1 JP 2013080024 W JP2013080024 W JP 2013080024W WO 2014073573 A1 WO2014073573 A1 WO 2014073573A1
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河村　丞治
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Dic株式会社
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    • C—CHEMISTRY; METALLURGY
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    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
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    • C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
    • C09K2019/0466—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
    • C09K2019/124—Ph-Ph-Ph-Ph
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3019—Cy-Cy-Ph-Ph
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    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3021—Cy-Ph-Ph-Cy
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    • 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
    • C09K19/3001—Cyclohexane rings
    • C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3025—Cy-Ph-Ph-Ph
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    • 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
    • C09K19/3001—Cyclohexane rings
    • C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
    • C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
    • C09K2019/3078—Cy-Cy-COO-Ph-Cy
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    • 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
    • C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K2019/3422—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring

Definitions

  • the present invention relates to a nematic liquid crystal composition having a positive dielectric anisotropy ( ⁇ ) useful as a liquid crystal display material, and a liquid crystal display device using the same.
  • Liquid crystal display elements are used in various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, watches, advertisement display boards, etc., including clocks and calculators.
  • Typical liquid crystal display methods include TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type using TFT (thin film transistor), and IPS (in-plane switching) type.
  • the liquid crystal composition used in these liquid crystal display elements is stable against external stimuli such as moisture, air, heat, light, etc., and exhibits a liquid crystal phase in the widest possible temperature range centering on room temperature. And a low driving voltage is required.
  • the liquid crystal composition is composed of several to several tens of kinds of compounds in order to optimize the dielectric anisotropy ( ⁇ ) or the refractive index anisotropy ( ⁇ n) for each display element. .
  • a liquid crystal composition having a negative ⁇ is used, and in a horizontal alignment type display such as a TN type, STN type, or IPS (in-plane switching) type, a liquid crystal composition having a positive ⁇ . Is used.
  • a driving method has been reported in which a liquid crystal composition having a positive ⁇ is vertically aligned when no voltage is applied and a lateral electric field is applied to display the liquid crystal composition. Yes.
  • low voltage driving, high-speed response, and a wide operating temperature range are required in all driving systems.
  • ⁇ is positive, the absolute value is large, the viscosity ( ⁇ ) is small, and a high nematic phase-isotropic liquid phase transition temperature (Tni) is required.
  • Tni nematic phase-isotropic liquid phase transition temperature
  • Examples of the structure of the liquid crystal composition aimed at high-speed response include, for example, a compound represented by the formula (A-1) or (A-2) in which ⁇ is a positive liquid crystal compound, and a liquid crystal compound in which ⁇ is neutral.
  • a liquid crystal composition using a combination of (B) is disclosed.
  • the characteristics of these liquid crystal compositions are widely known in the field of liquid crystal compositions that a liquid crystal compound having a positive ⁇ has a —CF 2 O— structure and that a liquid crystal compound having a negative ⁇ has an alkenyl group. It has been. (Patent Documents 1 to 4)
  • liquid crystal display elements using a liquid crystal composition are widely used, such as VA type and IPS type, and super large size display elements having a size of 50 type or more are practically used. Became.
  • the injection method of liquid crystal composition into the substrate became the main method of injection from the conventional vacuum injection method (ODF: One Drop Fill), but the liquid crystal composition was applied to the substrate. The problem that the drop marks when dropped causes the display quality to deteriorate is brought to the surface.
  • the problem to be solved by the present invention is a liquid crystal composition having a positive ⁇ , a liquid crystal phase in a wide temperature range, low viscosity, good solubility at low temperature, specific resistance and voltage holding ratio.
  • IPS type and TN type liquid crystal displays that provide high liquid crystal composition that is stable against heat and light, and that are superior in display quality and are less susceptible to display defects such as image sticking and dripping marks.
  • the object is to provide elements with high yield.
  • liquid crystal composition having positive dielectric anisotropy which has the formula (26.2)
  • a component (A) which is a dielectrically positive component containing a compound represented by formula (2.3)
  • liquid crystal composition containing a dielectrically neutral component (B) having a dielectric anisotropy of greater than ⁇ 2 and less than +2, comprising the compound represented by:
  • a liquid crystal display element using the liquid crystal composition is provided.
  • the liquid crystal composition having positive dielectric anisotropy of the present invention can obtain a significantly low viscosity, has good solubility at low temperatures, and changes in specific resistance and voltage holding ratio due to heat and light. Since it is extremely small, the practicality of the product is high, and an IPS type or FFS type liquid crystal display element using the product can achieve a high-speed response. In addition, since the performance can be stably exhibited in the liquid crystal display element manufacturing process, display defects due to the process can be suppressed and manufacturing can be performed with a high yield, which is very useful.
  • a board having 100 to 105 is called a “back plane”, and a board having 200 to 205 is called a “front plane”. It is a figure of the exposure process using the pattern for columnar spacer formation formed on a black matrix as a photomask pattern.
  • the liquid crystal composition having positive dielectric anisotropy of the present invention contains a component (A) which is a dielectrically positive component.
  • Component (A) is composed of a compound having a dielectric anisotropy of 2 or more.
  • the dielectric anisotropy of the compound is a value extrapolated from the measured value of the dielectric anisotropy of a composition prepared by adding to a liquid crystal composition having a dielectric anisotropy of about 0 at 25 ° C. is there.
  • the component (A) of the liquid crystal composition of the present invention is represented by the formula (26.2)
  • the content of the compound represented by the formula (26.2) constituting the component (A) is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • the maximum ratio is preferably 40% by mass or less, more preferably 35% by mass or less, and even more preferably 30% by mass or less. 25 mass% or less is particularly preferable.
  • the liquid crystal composition of the present invention has a general formula (X) in the dielectrically positive component (A).
  • X 101 to X 104 each independently represents a fluorine atom or a hydrogen atom
  • Y 10 represents a fluorine atom, a chlorine atom or —OCF 3
  • Q 10 represents a single bond or —CF 2 O—.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms
  • a 101 and A 102 are each independently a 1,4-cyclohexylene group, a 1,4-phenylene group, or
  • the compound represented by the general formula (X) improves electrical reliability, reduces display unevenness and the like, and further uses it as a constituent component to improve the overall composition. Since it also has an effect of improving the viscosity, it is suitable for use in a liquid crystal composition.
  • the compound represented by the general formula (X) used in the liquid crystal composition of the present invention there is a compound represented by the general formula (X-1).
  • X 101 to X 103 each independently represents a fluorine atom or a hydrogen atom, and R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds represented by the general formula (X-1-1) used in the liquid crystal composition of the present invention are specifically compounds represented by the formulas (36.1) to (36.4). Among them, it is preferable to contain a compound represented by formula (36.1) and / or formula (36.2).
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 2% by mass or more, more preferably 3% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 10% by mass or less, more preferably 6% by mass or less, and even more preferably 4% by mass or less. 3 mass% or less is especially preferable.
  • the compound represented by the formula (36.2) constitutes the component (A)
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • the compound represented by the general formula (X-1) used in the liquid crystal composition of the present invention includes a compound represented by the general formula (X-1-2).
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds represented by the general formula (X-1-2) used in the liquid crystal composition of the present invention are specifically compounds represented by the formulas (37.1) to (37.4). Among them, it is preferable to contain a compound represented by the formula (37.2).
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • it is preferably 2% by mass or more, more preferably 6% by mass or more.
  • the maximum ratio is preferably 20% by mass or less, more preferably 16% by mass or less, and even more preferably 12% by mass or less. 10 mass% or less is especially preferable.
  • the compound represented by the general formula (X-1) used in the liquid crystal composition of the present invention includes a compound represented by the general formula (X-1-3).
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds that can be combined but it is preferable to combine one or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine more than one type.
  • the compound represented by the general formula (X-1-2) used in the liquid crystal composition of the present invention is specifically a compound represented by the formula (38.1) to the formula (38.4). Among them, it is preferable to contain a compound represented by the formula (38.2).
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • it is preferably 2% by mass or more, more preferably 6% by mass or more.
  • the maximum ratio is preferably 20% by mass or less, more preferably 16% by mass or less, and even more preferably 12% by mass or less. 10 mass% or less is especially preferable.
  • the compound represented by the general formula (X) used in the liquid crystal composition of the present invention there is a compound represented by the general formula (X-2).
  • X 102 to X 103 each independently represents a fluorine atom or a hydrogen atom
  • Y 10 represents a fluorine atom, a chlorine atom or —OCF 3
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • X 102 to X 103 each independently represents a fluorine atom or a hydrogen atom
  • Y 10 represents a fluorine atom, a chlorine atom or —OCF 3
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds represented by the general formula (X-2-1) used in the liquid crystal composition of the present invention are specifically compounds represented by the formulas (39.1) to (39.4). Among them, it is preferable to contain a compound represented by the formula (39.2).
  • the content thereof is 3% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 6% by mass or more, more preferably 9% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 20% by mass or less, more preferably 16% by mass or less, and even more preferably 12% by mass or less. 10 mass% or less is especially preferable.
  • the compound represented by the general formula (X-2) used in the liquid crystal composition of the present invention includes a compound represented by the general formula (X-2-2).
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compound represented by the general formula (X-2-1) used in the liquid crystal composition of the present invention is specifically a compound represented by the formula (40.1) to the formula (40.4). Among them, it is preferable to contain a compound represented by the formula (40.2).
  • the content thereof is 3% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 6% by mass or more, more preferably 9% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 20% by mass or less, more preferably 16% by mass or less, and even more preferably 12% by mass or less. 10 mass% or less is especially preferable.
  • a compound represented by the general formula (X) used in the liquid crystal composition of the present invention there is a compound represented by the general formula (X-3).
  • X 102 to X 103 each independently represents a fluorine atom or a hydrogen atom, and R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compound represented by the general formula (X-3) used in the liquid crystal composition of the present invention includes a compound represented by the general formula (X-3-1).
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds represented by the general formula (X-3-1) used in the liquid crystal composition of the present invention are specifically compounds represented by the formulas (41.1) to (41.4). Among them, it is preferable to contain a compound represented by the formula (41.2).
  • the content thereof is 0.5% by mass with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 1% by mass or more, more preferably 2% by mass or more, and further preferably 3% by mass or more.
  • the maximum ratio is preferably 10% by mass or less, more preferably 8% by mass or less, and even more preferably 6% by mass or less. 4 mass% or less is especially preferable.
  • a compound represented by the general formula (X) used in the liquid crystal composition of the present invention there is a compound represented by the general formula (X-4).
  • X 102 represents a fluorine atom or a hydrogen atom
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compound represented by the general formula (X-4) used in the liquid crystal composition of the present invention includes a compound represented by the general formula (X-4-1).
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds that can be combined but it is preferable to combine one or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine more than one type.
  • the compound represented by the general formula (X-4-1) used in the liquid crystal composition of the present invention is specifically a compound represented by the formula (42.1) to the formula (42.4). Among them, it is preferable to contain a compound represented by the formula (42.3).
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, more preferably 10% by mass or more. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably 20% by mass or less, more preferably 17% by mass or less, and even more preferably 15% by mass or less. 13 mass% or less is particularly preferable.
  • a compound represented by the general formula (X) used in the liquid crystal composition of the present invention there is a compound represented by the general formula (X-5).
  • X 102 represents a fluorine atom or a hydrogen atom
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compound represented by the general formula (X-5) used in the liquid crystal composition of the present invention includes a compound represented by the general formula (X-5-1).
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds represented by the general formula (X-5-1) used in the liquid crystal composition of the present invention are specifically compounds represented by the formulas (43.1) to (43.4). Among them, it is preferable to contain a compound represented by the formula (43.2).
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • R 10 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds that can be combined but it is preferable to combine one or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine more than one type.
  • specific examples of the compound represented by the general formula (X-6) used in the liquid crystal composition of the present invention include compounds represented by the formulas (44.1) to (44.4). Among them, it is preferable to contain a compound represented by the formula (44.1) and / or the formula (44.2).
  • the content thereof is 3% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass or more, more preferably 6% by mass or more, and particularly preferably 9% by mass or more. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably 20% by mass or less, more preferably 17% by mass or less, and even more preferably 15% by mass or less. 13 mass% or less is particularly preferable.
  • the content thereof is 3% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, more preferably 7% by mass or more, and particularly preferably 10% by mass or more.
  • the maximum ratio is preferably 20% by mass or less, more preferably 17% by mass or less, and even more preferably 15% by mass or less. 13 mass% or less is particularly preferable.
  • the liquid crystal composition of the present invention preferably contains one or more compounds selected from the compound group represented by formula (XI) in the dielectrically positive component (A).
  • X 111 to X 117 each independently represents a fluorine atom or a hydrogen atom
  • R 11 represents an alkyl group having 1 to 5 carbon atoms
  • Y 11 represents a fluorine atom or —OCF 3 .
  • the compounds that can be combined it is preferable to combine one to three or more in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like. It is more preferable to combine more than one type.
  • R 11 represents an alkyl group having 1 to 5 carbon atoms.
  • specific examples of the compound represented by the general formula (XI-1) used in the liquid crystal composition of the present invention include compounds represented by the formulas (45.1) to (45.4). However, among these, it is preferable to contain a compound represented by formula (45.2) to formula (45.4).
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 4% by mass or more, further preferably 6% by mass or more, and particularly preferably 9% by mass or more.
  • the maximum ratio is preferably 20% by mass or less, more preferably 17% by mass or less, and even more preferably 15% by mass or less. 13 mass% or less is particularly preferable.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 2% by mass or more, more preferably 3% by mass or more, and particularly preferably 4% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 15% by mass or less, more preferably 10% by mass or less, and even more preferably 8% by mass or less. 6 mass% or less is particularly preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 2% by mass or more, more preferably 3% by mass or more, and particularly preferably 4% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 10% by mass or less, more preferably 8% by mass or less, and even more preferably 6% by mass or less. Less than 5% by weight is particularly preferred.
  • the liquid crystal composition of the present invention preferably contains one or more compounds selected from the compound group represented by formula (XII) in the dielectrically positive component (A).
  • X 121 to X 126 each independently represents a fluorine atom or a hydrogen atom
  • R 12 represents an alkyl group having 1 to 5 carbon atoms
  • Y 12 represents a fluorine atom or —OCF 3
  • the compound represented by the general formula (XII) used in the liquid crystal composition of the present invention includes a compound represented by the general formula (XII-1).
  • R 12 represents an alkyl group having 1 to 5 carbon atoms.
  • R 12 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds that can be combined but it is preferable to combine one or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine more than one type.
  • specific examples of the compound represented by the general formula (XII-1) used in the liquid crystal composition of the present invention include compounds represented by the formulas (46.1) to (46.4). However, among them, it is preferable to contain a compound represented by formula (46.2) to formula (46.4).
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 4% by mass or more, further preferably 6% by mass or more, and particularly preferably 9% by mass or more.
  • the maximum ratio is preferably 20% by mass or less, more preferably 17% by mass or less, and even more preferably 15% by mass or less. 13 mass% or less is particularly preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 2% by mass or more, more preferably 3% by mass or more, and particularly preferably 4% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 15% by mass or less, more preferably 10% by mass or less, and even more preferably 8% by mass or less. 6 mass% or less is particularly preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 2% by mass or more, more preferably 3% by mass or more, and particularly preferably 4% by mass or more.
  • the maximum ratio is preferably 10% by mass or less, more preferably 8% by mass or less, and even more preferably 6% by mass or less. Less than 5% by weight is particularly preferred.
  • R 12 represents an alkyl group having 1 to 5 carbon atoms.
  • R 12 represents an alkyl group having 1 to 5 carbon atoms.
  • the compounds that can be combined but it is preferable to combine one or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine more than one type.
  • specific examples of the compound represented by the general formula (XII-2) used in the liquid crystal composition of the present invention include compounds represented by the formulas (47.1) to (47.4). However, among them, it is preferable to contain a compound represented by the formula (47.2) to the formula (47.4).
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 4% by mass or more, further preferably 6% by mass or more, and particularly preferably 9% by mass or more.
  • the maximum ratio is preferably 20% by mass or less, more preferably 17% by mass or less, and even more preferably 15% by mass or less. 13 mass% or less is particularly preferable.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 2% by mass or more, more preferably 3% by mass or more, and particularly preferably 4% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 15% by mass or less, more preferably 10% by mass or less, and even more preferably 8% by mass or less. 6 mass% or less is particularly preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 2% by mass or more, more preferably 3% by mass or more, and particularly preferably 4% by mass or more.
  • the maximum ratio is preferably 10% by mass or less, more preferably 8% by mass or less, and even more preferably 6% by mass or less. Less than 5% by weight is particularly preferred.
  • the liquid crystal composition of the present invention can contain one or more compounds selected from the compound group represented by formula (XIV) in the dielectrically positive component (A).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms
  • X 141 to X 144 each independently represents a fluorine atom or a hydrogen atom
  • Y 14 represents a fluorine atom, a chlorine atom or —OCF 3
  • Q 14 represents a single bond, —COO— or —CF 2 O—
  • m 14 is 0 or 1.
  • R 14 represents an alkyl group having 1 to 7 carbon atoms
  • Y 14 represents a fluorine atom, a chlorine atom or —OCF 3
  • 1 type to 3 types in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine one type, more preferably one to five types, and even more preferably one to six or more types.
  • the compound represented by the general formula (XIV-1) is preferably a compound represented by the general formula (XIV-1-1).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms.
  • specific examples of the compound represented by the general formula (XIV-1-1) include compounds represented by the formulas (51.1) to (51.4). It is preferable to contain the compound represented by this.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass or more, more preferably 7% by mass or more, further preferably 10% by mass or more, and particularly preferably 18% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 27% by mass or less, and more preferably 24% by mass or less. , Less than 21% by mass is particularly preferable.
  • the compound represented by the compound represented by the general formula (XIV-1-1) is preferably as small as possible, and particularly preferably less than 1%. Further, the compound represented by the general formula (XIV-1) is preferably a compound represented by the general formula (XIV-1-2).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms.
  • specific examples of the compound represented by the general formula (XIV-1-2) include compounds represented by the formulas (52.1) to (52.4). It is preferable to contain the compound represented by this.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 5% by mass or more, and particularly preferably 7% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 15% by mass or less, more preferably 13% by mass or less, and even more preferably 11% by mass or less. , Less than 9% by mass is particularly preferable. Furthermore, as a compound represented by general formula (XIV), there is a compound represented by general formula (XIV-2).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms
  • X 141 to X 144 each independently represents a fluorine atom or a hydrogen atom
  • Y 14 represents a fluorine atom, a chlorine atom or —OCF 3 .
  • 1 type to 3 types in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine one type, more preferably one to five types, and even more preferably one to six or more types.
  • examples of the compound represented by the general formula (XIV-2) include a compound represented by the general formula (XIV-2-1).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms.
  • specific examples of the compound represented by the general formula (XIV-2-1) include compounds represented by the formulas (53.1) to (53.4). It is preferable to contain the compound represented by this.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 5% by mass or more, and particularly preferably 7% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 15% by mass or less, more preferably 13% by mass or less, and even more preferably 11% by mass or less. , Less than 9% by mass is particularly preferable. Furthermore, examples of the compound represented by the general formula (XIV-2) include a compound represented by the general formula (XIV-2-2).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms.
  • specific examples of the compound represented by the general formula (XIV-2-2) include compounds represented by the formulas (54.1) to (54.4). ) And / or a compound represented by the formula (53.4).
  • the content thereof is 3% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 6% by mass or more, more preferably 9% by mass or more, and particularly preferably 12% by mass or more. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably 20% by mass or less, more preferably 17% by mass or less, and even more preferably 15% by mass or less. 14 mass% or less is particularly preferable.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass or more, more preferably 6% by mass or more, and particularly preferably 8% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably 15% by mass or less, more preferably 13% by mass or less, and even more preferably 11% by mass or less. , Less than 9% by mass is particularly preferable. Furthermore, examples of the compound represented by the general formula (XIV-2) include a compound represented by the general formula (XIV-2-3).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms.
  • specific examples of the compound represented by the general formula (XIV-2-3) include compounds represented by the formulas (55.1) to (55.4). ) And / or a compound represented by formula (55.4).
  • the content thereof is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 10% by mass or more, more preferably 15% by mass or more. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 25% by mass or less, more preferably 22% by mass or less, and even more preferably 20% by mass or less. , Less than 17% by mass is particularly preferable.
  • the content thereof is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • it is 9 mass% or more, more preferably 12 mass% or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably less than 27% by mass, and even more preferably 24% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 3% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, particularly preferably 8% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 25% by mass or less, more preferably less than 20% by mass, and even more preferably 15% by mass or less. , Less than 12% by mass is particularly preferable. Furthermore, examples of the compound represented by the general formula (XIV-2) include a compound represented by the general formula (XIV-2-4).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms.
  • specific examples of the compound represented by the general formula (XIV-2-4) include compounds represented by the formula (56.1) to the formula (56.4). Among them, the formula (56.1) ), A compound represented by formula (56.2) and formula (56.4) is preferably contained.
  • the content thereof is 5% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 10% by mass or more, more preferably 15% by mass or more. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 25% by mass or less, more preferably 22% by mass or less, and even more preferably 20% by mass or less. , Less than 17% by mass is particularly preferable.
  • the content thereof is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • it is 9 mass% or more, more preferably 12 mass% or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably less than 27% by mass, and even more preferably 24% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 3% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, particularly preferably 8% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 25% by mass or less, more preferably less than 20% by mass, and even more preferably 15% by mass or less. , Less than 12% by mass is particularly preferable. Furthermore, examples of the compound represented by the general formula (XIV-2) include a compound represented by the general formula (XIV-2-5).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms.
  • specific examples of the compound represented by the general formula (XIV-2-5) include compounds represented by the formula (57.1) to the formula (57.4). Among them, the formula (57.1) It is preferable to contain the compound represented by this.
  • the content thereof is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 10% by mass or more, more preferably 13% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 25% by mass or less, more preferably less than 22% by mass, and even more preferably 18% by mass or less. , Less than 15% by mass is particularly preferable. Furthermore, examples of the compound represented by the general formula (XIV-2) include a compound represented by the general formula (XIV-2-6).
  • R 14 represents an alkyl group having 1 to 7 carbon atoms.
  • specific examples of the compound represented by the general formula (XIV-2-6) include compounds represented by the formula (58.1) to the formula (58.4). Among them, the formula (58.2) It is preferable to contain the compound represented by this.
  • the content thereof is 5% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 10% by mass or more, more preferably 15% by mass or more. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 25% by mass or less, more preferably 22% by mass or less, and even more preferably 20% by mass or less. , Less than 17% by mass is particularly preferable.
  • the content thereof is 5% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 9 mass% or more, more preferably 12 mass% or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably less than 27% by mass, and even more preferably 24% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 3% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, particularly preferably 8% by mass or more. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 25% by mass or less, more preferably less than 20% by mass, and even more preferably 15% by mass or less. , Less than 12% by mass is particularly preferable.
  • the liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (IX) in the dielectrically positive component (A).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • X 91 and X 92 each independently represents a hydrogen atom or a fluorine atom
  • Y 9 represents Represents a fluorine atom, a chlorine atom or —OCF 3
  • U 9 represents a single bond, —COO— or —CF 2 O—.
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • X 92 represents a hydrogen atom or a fluorine atom
  • Y 9 represents a fluorine atom or —OCF 3 .
  • 1 type to 3 types in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine one type, more preferably one to five types, and even more preferably one to six or more types.
  • examples of the compound represented by the general formula (IX-1) include a compound represented by the general formula (IX-1-1).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (IX-1-1) include compounds represented by the formulas (28.1) to (28.5), and the formula (28.3) or / and It is preferable that it is a compound represented by Formula (28.5).
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, more preferably 8% by mass or more, further preferably 10% by mass or more, further preferably 14% by mass or more, and particularly preferably 16% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 25% by mass or less, and more preferably 22% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 3% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • it is 7 mass% or more, more preferably 10 mass% or more.
  • the maximum ratio is preferably limited to 25% by mass or less, more preferably less than 20% by mass, and even more preferably 15% by mass or less. , Less than 13% by weight is particularly preferred.
  • a compound represented by general formula (IX-1) there is a compound represented by general formula (IX-1-2).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (IX-1-2) include compounds represented by the formula (29.1) to the formula (29.4), and the formula (29.2) or / and It is preferable that it is a compound represented by Formula (29.4).
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, more preferably 8% by mass or more, further preferably 10% by mass or more, further preferably 14% by mass or more, and particularly preferably 16% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 25% by mass or less, and more preferably 22% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 3% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 7 mass% or more, more preferably 10 mass% or more.
  • the maximum ratio is preferably limited to 25% by mass or less, more preferably less than 20% by mass, and even more preferably 15% by mass or less. , Less than 13% by weight is particularly preferred.
  • a compound represented by general formula (IX) there is a compound represented by general formula (IX-2).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • X 91 and X 92 each independently represents a hydrogen atom or a fluorine atom
  • Y 9 represents Represents a fluorine atom, a chlorine atom or —OCF 3
  • 1 type to 3 types in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine one type, more preferably one to five types, and even more preferably one to six or more types.
  • examples of the compound represented by the general formula (IX-2) include a compound represented by the general formula (IX-2-1).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (IX-2-1) include compounds represented by the formula (30.1) to the formula (30.4).
  • a compound represented by (30.2) is preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 5% by mass or more, further preferably 8% by mass or more, further preferably 11% by mass or more, and particularly preferably 16% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 25% by mass or less, and more preferably 22% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, more preferably 9% by mass or more, further preferably 15% by mass or more, and particularly preferably 21% by mass or more.
  • the maximum ratio is preferably 40% by mass or less, more preferably less than 30% by mass, and even more preferably 25% by mass or less. , Less than 23% by mass is particularly preferable.
  • a compound represented by the general formula (IX-2) there is a compound represented by the general formula (IX-2-2).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (IX-2-2) include compounds represented by the formulas (31.1) to (31.4). The compound represented by 31.4) is preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 5% by mass or more, further preferably 8% by mass or more, further preferably 11% by mass or more, and particularly preferably 16% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 25% by mass or less, and more preferably 22% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferable that 2% by mass or more is more preferable, and 3% by mass or more is particularly preferable. In consideration of solubility at low temperatures, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 15% by mass or less, more preferably less than 12% by mass, and even more preferably 8% by mass or less. Less than 4% by weight is particularly preferred.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 5% by mass or more, further preferably 8% by mass or more, further preferably 11% by mass or more, and particularly preferably 16% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 25% by mass or less, and more preferably 22% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, more preferably 9% by mass or more, further preferably 15% by mass or more, and particularly preferably 21% by mass or more.
  • the maximum ratio is preferably 40% by mass or less, more preferably less than 30% by mass, and even more preferably 25% by mass or less. , Less than 23% by mass is particularly preferable.
  • a compound represented by general formula (IX-2) there is a compound represented by general formula (IX-2-3).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (IX-2-3) include compounds represented by the formulas (32.1) to (32.4), and the formula (32.2) and / or It is preferable that it is a compound represented by Formula (32.4).
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 5% by mass or more, further preferably 8% by mass or more, further preferably 11% by mass or more, and particularly preferably 16% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 25% by mass or less, and more preferably 22% by mass or less. , Less than 20% by mass is particularly preferable.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 6% by mass or more, further preferably 9% by mass or more, and particularly preferably 15% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably less than 25% by mass, and even more preferably 20% by mass or less. , Less than 18% by weight is particularly preferable.
  • the content is preferably less than 1% by mass, and more preferably less than 0.5% by mass.
  • a compound represented by general formula (IX-2) there is a compound represented by general formula (IX-2-4).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (IX-2-4) include compounds represented by the formulas (33.1) to (33.5), and the formula (33.1) and / or It is preferable that it is a compound represented by Formula (33.3).
  • the content thereof is 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 5% by mass or more, and particularly preferably 8% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. Less than 10% by mass is particularly preferred.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 6% by mass or more, further preferably 9% by mass or more, and particularly preferably 15% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably less than 25% by mass, and even more preferably 20% by mass or less. , Less than 18% by weight is particularly preferable.
  • a compound represented by general formula (IX-2) there is a compound represented by general formula (IX-2-5).
  • examples of the compound represented by the general formula (IX-2-5) include compounds represented by the formula (34.1) to the formula (34.5).
  • the formula (34.1) to the formula (34.5) It is preferable that it is a compound represented by 34.3) and Formula (34.5).
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass or more, more preferably 7% by mass or more, and particularly preferably 9% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. , Less than 12% by mass is particularly preferable.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass or more, more preferably 7% by mass or more, and particularly preferably 9% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. , Less than 12% by mass is particularly preferable.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass or more, more preferably 7% by mass or more, and particularly preferably 10% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. , Less than 12% by mass is particularly preferable.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass or more, more preferably 7% by mass or more, and particularly preferably 9% by mass or more. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 30% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. , Less than 12% by mass is particularly preferable. Furthermore, as a compound represented by general formula (IX), there is a compound represented by general formula (IX-3).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • X 91 and X 92 each independently represents a hydrogen atom or a fluorine atom
  • Y 9 represents Represents a fluorine atom, a chlorine atom or —OCF 3
  • 1 type to 3 types in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. It is more preferable to combine one type, more preferably one to five types, and even more preferably one to six or more types.
  • a compound represented by general formula (IX-3) there is a compound represented by general formula (IX-3-1).
  • R 9 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (IX-3-1) include compounds represented by the formulas (35.1) to (35.4), and the formula (35.1) and / or It is preferable that it is a compound represented by Formula (35.2).
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 3% by mass or more, more preferably 7% by mass or more, and particularly preferably 10% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 20% by mass or less, and even more preferably 15% by mass or less. , Less than 12% by mass is particularly preferable.
  • the content thereof is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 10% by mass or more, more preferably 13% by mass or more, and particularly preferably 15% by mass or more.
  • the maximum ratio is preferably limited to 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less. , Less than 18% by weight is particularly preferable.
  • the liquid crystal composition of the present invention preferably contains a compound selected from the group of compounds represented by formula (VIII) in the dielectrically positive component (A).
  • R 8 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms
  • X 81 to X 85 each independently represents a hydrogen atom or a fluorine atom
  • Y 8 represents Represents a fluorine atom or —OCF 3
  • there are no particular restrictions on the compounds that can be combined but it is preferable to combine one or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. More preferably, one type is combined with four types, more preferably one type is combined with five types, more preferably one type is combined with six types or more.
  • R 8 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms.
  • specific examples of the compound represented by the general formula (VIII-1) include compounds represented by the formulas (26.1) to (26.4).
  • the compound represented by formula (26.2) is an essential component of the liquid crystal composition of the present invention.
  • the content thereof is low temperature solubility, transition temperature, electrical reliability, compounding.
  • the refractive index and the like it is preferably 1% by mass or more, preferably 2% by mass or more, more preferably 3% by mass, and further preferably 4% by mass or more.
  • a ratio which can be contained at the maximum 10 mass% or less is preferable, 7 mass% or less is more preferable, and less than 5 mass% is further more preferable.
  • the content of the compound represented by the formula (26.2) constituting the component (A) includes solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. Is preferably 2% by mass or more, more preferably 4% by mass or more, more preferably 10% by mass or more, and more preferably 14% by mass or more, based on the total amount of the liquid crystal composition of the present invention. 16 mass% or more is still more preferable, and 21 mass% or more is especially preferable.
  • the maximum ratio is preferably 40% by mass or less, more preferably 35% by mass or less, and even more preferably 30% by mass or less. 25 mass% or less is particularly preferable.
  • R 8 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms.
  • R 8 represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms.
  • the content thereof is low temperature solubility, transition temperature, electrical reliability, compounding.
  • the refractive index it is preferably 1% by mass or more, preferably 2% by mass or more, more preferably 3% by mass, and still more preferably 5% by mass or more.
  • 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the content thereof is low temperature solubility, transition temperature, electrical reliability, compounding.
  • the refractive index and the like it is preferably 2.5% by mass or more, preferably 8% by mass or more, more preferably 10% by mass, and further preferably 12% by mass or more.
  • a ratio which can be contained at the maximum 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the content thereof includes solubility at low temperature, transition temperature, electrical reliability, compounding.
  • the refractive index and the like it is preferably 8.5% by mass or more, preferably 10% by mass or more, more preferably 12% by mass, and further preferably 14% by mass or more. More preferably, it is 16% by mass or more.
  • 30 mass% or less is preferable, 25 mass% or less is more preferable, and 20 mass% or less is further more preferable.
  • the compound represented by the formula (27.4) constitutes the component (A)
  • its content is low temperature solubility, transition temperature, electrical reliability, In consideration of the refractive index and the like, it is preferably 1% by mass or more, preferably 3% by mass or more, more preferably 5% by mass, and further preferably 8% by mass or more. More preferably, it is at least mass%.
  • a ratio which can be contained to the maximum 35 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the liquid crystal composition of the present invention can further contain one or more compounds selected from the compound group represented by formula (XIII) in the dielectrically positive component (A).
  • X 131 to X 135 each independently represents a fluorine atom or a hydrogen atom
  • R 13 represents an alkyl group having 1 to 5 carbon atoms
  • Y 13 represents a fluorine atom or —OCF 3
  • XIII there is a compound represented by general formula (XIII-1).
  • R 13 represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (XIII-1) include compounds represented by the formulas (48.1) to (48.4), and among them, the compound represented by the formula (48.2). A compound is preferred.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 3% by mass or more, more preferably 5% by mass or more, and particularly preferably 10% by mass or more. Moreover, as a ratio which can be contained at the maximum, 40 mass% or less is preferable, 30 mass% or less is more preferable, and 20 mass% or less is further more preferable.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 3% by mass or more, more preferably 5% by mass or more, and particularly preferably 10% by mass or more. Moreover, as a ratio which can be contained at the maximum, 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 4% by mass or more, more preferably 6% by mass or more, further preferably 8% by mass or more, and particularly preferably 10% by mass or more. Moreover, as a ratio which can be contained at the maximum, 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 5% by mass or more, more preferably 7% by mass or more, further preferably 9% by mass or more, and particularly preferably 12% by mass or more. Moreover, as a ratio which can be contained at the maximum, 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable. Furthermore, as a compound represented by general formula (XIII), there is a compound represented by general formula (XIII-2).
  • R 13 represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (XIII-2) include compounds represented by the formula (49.1) to the formula (49.4), and the formula (49.1) or / and the formula ( It is preferable that it is a compound represented by 49.2).
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 3% by mass or more, more preferably 4% by mass or more, and particularly preferably 6% by mass or more. Moreover, as a ratio which can be contained to the maximum, 30 mass% or less is preferable, 20 mass% or less is more preferable, and 10 mass% or less is further more preferable.
  • the content thereof is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 6% by mass or more, more preferably 8% by mass or more, and particularly preferably 10% by mass or more. Moreover, as a ratio which can be contained at the maximum, 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 4% by mass or more, more preferably 6% by mass or more, further preferably 8% by mass or more, and particularly preferably 10% by mass or more. Moreover, as a ratio which can be contained at the maximum, 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 5% by mass or more, more preferably 7% by mass or more, further preferably 9% by mass or more, and particularly preferably 12% by mass or more. Moreover, as a ratio which can be contained at the maximum, 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable. Furthermore, as a compound represented by general formula (XIII), there is a compound represented by general formula (XIII-3).
  • R 13 represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (XIII-3) include compounds represented by the formulas (50.1) to (50.4), and the formula (50.1) or / and the formula ( 50.2) is preferable.
  • the content thereof is 3% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 5% by mass or more, more preferably 7% by mass or more, and particularly preferably 10% by mass or more. Moreover, as a ratio which can be contained at the maximum, 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 4% by mass or more, more preferably 9% by mass or more, and particularly preferably 11% by mass or more. Moreover, as a ratio which can be contained at the maximum, 20 mass% or less is preferable, 17 mass% or less is more preferable, and 14 mass% or less is further more preferable.
  • the liquid crystal composition of the present invention contains a component (B) that is a dielectrically neutral component.
  • Component (B) which is a dielectrically neutral component, is composed of a compound having a dielectric anisotropy greater than ⁇ 2 and smaller than +2.
  • the component (B) of the liquid crystal composition of the present invention includes formula (2.3).
  • the content of the compound represented by the formula (2.3) constituting the component (B) is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • it is 10% by mass, more preferably 14% by mass or more, more preferably 17% by mass or more, more preferably 19% by mass or more, and 22% by mass or more. More preferably, it is more preferably 25 mass% or more, more preferably 27 mass% or more, more preferably 30 mass% or more, more preferably 33 mass% or more, and 36 mass%.
  • % Or more is particularly preferable.
  • a ratio which can be contained at the maximum 55 mass% or less is preferable, 50 mass% or less is more preferable, 45 mass% or less is further more preferable, and 40 mass% or less is especially preferable.
  • the liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (V) in the component (B) which is a dielectrically neutral component.
  • R 51 and R 52 each independently represents an alkyl group having 1 to 5 carbon atoms
  • a 51 and A 52 each independently represent a 1,4-cyclohexylene group or a 1,4-phenylene group.
  • Q 5 represents a single bond or —COO—
  • X 51 and X 52 each independently represent a fluorine atom or a hydrogen atom.
  • R 51 and R 52 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (V-1-1) include compounds represented by the formulas (20.1) to (20.4). It is preferable that it is a compound.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 2% by mass or more, more preferably 3% by mass or more, and particularly preferably 4% by mass or more. Moreover, as a ratio which can be contained at the maximum, 15 mass% or less is preferable, 10 mass% or less is more preferable, and 8 mass% or less is further more preferable. Furthermore, as a compound represented by general formula (V-1), there is a compound represented by general formula (V-1-2).
  • R 51 and R 52 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (V-1-2) include compounds represented by the formulas (21.1) to (21.3). It is preferable that it is a compound.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 2% by mass or more, more preferably 3% by mass or more, and particularly preferably 4% by mass or more. Moreover, as a ratio which can be contained at the maximum, 15 mass% or less is preferable, 10 mass% or less is more preferable, and 8 mass% or less is further more preferable. Furthermore, as a compound represented by the general formula (V-1), there is a compound represented by the general formula (V-1-3).
  • R 51 and R 52 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (V-1-3) include compounds represented by the formulas (22.1) to (22.3). Among them, the compound represented by the formula (21.1) It is preferable that it is a compound.
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably contained, more preferably 2% by mass or more, further preferably 3% by mass or more, and particularly preferably 4% by mass or more. Moreover, as a ratio which can be contained at the maximum, 15 mass% or less is preferable, 10 mass% or less is more preferable, and 8 mass% or less is further more preferable. Furthermore, there exists a compound represented by general formula (V-2) as a compound represented by general formula (V).
  • R 51 and R 52 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (V-2-1) include compounds represented by the formulas (23.1) to (23.4), among which the formula (23.1) or / And a compound represented by Formula (23.2).
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 4% by mass or more, more preferably 6% by mass or more, and particularly preferably 9% by mass or more. Moreover, as a ratio which can be contained at the maximum, 16 mass% or less is preferable, 13 mass% or less is more preferable, and 11 mass% or less is further more preferable. In the liquid crystal composition of the present invention, when the compound represented by the formula (23.2) constitutes the component (B), the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • R 51 and R 52 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (V-2-2) include compounds represented by the formulas (24.1) to (24.4). Among them, the compound represented by the formula (24.1) Or / and a compound represented by Formula (24.2).
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 4% by mass or more, more preferably 6% by mass or more, and particularly preferably 9% by mass or more. Moreover, as a ratio which can be contained at the maximum, 16 mass% or less is preferable, 13 mass% or less is more preferable, and 11 mass% or less is further more preferable. In the liquid crystal composition of the present invention, when the compound represented by the formula (24.2) constitutes the component (B), the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • R 51 and R 52 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • the compound represented by the general formula (V-3) is preferably a compound represented by the formula (25.1) to the formula (25.3).
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 4% by mass or more, more preferably 6% by mass or more, and particularly preferably 9% by mass or more. Moreover, as a ratio which can be contained at the maximum, 16 mass% or less is preferable, 13 mass% or less is more preferable, and 11 mass% or less is further more preferable. In the liquid crystal composition of the present invention, when the compound represented by the formula (25.2) constitutes the component (B), the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • liquid crystal composition of the present invention when the compound represented by the formula (25.3) constitutes the component (B), the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 4% by mass or more, more preferably 7% by mass or more, and particularly preferably 8% by mass or more.
  • the liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (I) in the component (B) which is a dielectrically neutral component.
  • R 11 and R 12 each independently represents an alkyl or alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • a 11 and A 12 each independently represents 1 , 4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group or 3-fluoro-1,4-phenylene group
  • R 11 and R 12 each independently represents an alkyl or alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • a 11 and A 12 each independently represents 1 , 4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group or 3-fluoro-1,4-phenylene group
  • R 11 and R 12 each independently represents an alkyl group or alkoxy group having 1 to 5 carbon atoms, or an alkenyl group having 2 to 5 carbon atoms.
  • the compound represented by the formula (2.3) and the compound represented by the general formula (I-1) are preferably used in combination, and the general formula (I-1) used in combination with the formula (2.3) ) Is preferably one or more types, and more preferably two or more types. Further, as a compound represented by the general formula (I-1), there is a compound represented by the general formula (I-1-1).
  • each R 12 independently represents an alkyl or alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (I-1-1) include compounds represented by the formulas (1.1) to (1.3). It is preferable that it is a compound represented by 1.3), and it is especially preferable that it is a compound represented by Formula (1.3).
  • the content thereof is 10% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 20% by mass or more, more preferably 25% by mass or more, and particularly preferably 30% by mass or more. Moreover, as a ratio which can be contained to the maximum, 50 mass% or less is preferable, 45 mass% or less is more preferable, and 40 mass% or less is further more preferable. In the liquid crystal composition of the present invention, when the compound represented by the formula (1.3) constitutes the component (B), the content thereof is 7% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • each R 12 independently represents an alkyl or alkoxy group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
  • examples of the compound represented by the general formula (I-1-2) include compounds represented by the formulas (2.1) to (2.5). It is preferable that it is a compound represented by 2.5).
  • the compound represented by the formula (2.3) is an essential component of the liquid crystal composition of the present invention.
  • the content thereof is 10% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 20% by mass or more, more preferably 25% by mass or more, and particularly preferably 30% by mass or more. Moreover, as a ratio which can be contained to the maximum, 50 mass% or less is preferable, 45 mass% or less is more preferable, and 40 mass% or less is further more preferable. In the liquid crystal composition of the present invention, the content of the compound represented by the formula (2.3) constituting the component (B) is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • it is 10% by mass, more preferably 14% by mass or more, more preferably 17% by mass or more, more preferably 19% by mass or more, and 22% by mass or more. More preferably, it is more preferably 25 mass% or more, more preferably 27 mass% or more, more preferably 30 mass% or more, more preferably 33 mass% or more, and 36 mass%. % Or more is particularly preferable. Moreover, as a ratio which can be contained at the maximum, 55 mass% or less is preferable, 50 mass% or less is more preferable, 45 mass% or less is further more preferable, and 40 mass% or less is especially preferable.
  • the content thereof is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 10% by mass, more preferably 14% by mass or more, more preferably 17% by mass or more, and more preferably 19% by mass or more, 21 More preferably, it is more preferably at least 25% by mass, more preferably at least 25% by mass, more preferably at least 27% by mass, more preferably at least 30% by mass, and more preferably at least 33% by mass. It is preferably 36% by mass or more.
  • a ratio which can be contained at the maximum 55 mass% or less is preferable, 50 mass% or less is more preferable, 45 mass% or less is further more preferable, and 40 mass% or less is especially preferable. It is particularly preferable to use a compound represented by the formula (2.4) and a compound represented by the formula (2.3) in combination. Furthermore, as a compound represented by general formula (I), there is a compound represented by general formula (I-2).
  • examples of the compound represented by the general formula (I-2) include compounds represented by the formulas (3.1) to (3.4).
  • the content thereof is 10% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 20% by mass or more, more preferably 25% by mass or more, and particularly preferably 30% by mass or more. Moreover, as a ratio which can be contained to the maximum, 50 mass% or less is preferable, 45 mass% or less is more preferable, and 40 mass% or less is further more preferable. In the liquid crystal composition of the present invention, when the compound represented by the formula (3.3) constitutes the component (B), the content thereof is 2% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • % by mass it is preferably 3% by mass, more preferably 4% by mass or more, more preferably 10% by mass or more, more preferably 12% by mass or more, and 14% by mass.
  • % Or more more preferably 16% or more, more preferably 20% or more, more preferably 23% or more, and more preferably 26% or more. 30% by mass or more is particularly preferable.
  • 40 mass% or less is preferable, 37 mass% or less is more preferable, 34 mass% or less is further more preferable, 32 mass% or less is especially preferable.
  • the content thereof is 2% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 4% by mass, more preferably 6% by mass or more, more preferably 8% by mass or more, and more preferably 10% by mass or more, and 12% by mass.
  • % Or more more preferably 14% or more, more preferably 16% or more, more preferably 18% or more, and more preferably 20% or more.
  • 22% by mass or more is particularly preferable.
  • R 13 represents an alkyl group having 1 to 5 carbon atoms
  • R 15 represents an alkoxy group having 1 to 4 carbon atoms.
  • examples of the compound represented by the general formula (I-3) include compounds represented by the formulas (4.1) to (4.3), and among them, the compound represented by the formula (4.3). A compound is preferred.
  • the content thereof is 10% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 20% by mass or more, more preferably 25% by mass or more, and particularly preferably 30% by mass or more. Moreover, as a ratio which can be contained at the maximum, 50 mass% or less is preferable, 45 mass% or less is more preferable, and 40 mass% or less is more preferable. In the liquid crystal composition of the present invention, when the compound represented by the formula (4.2) constitutes the component (B), the content thereof is 2% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • % by mass it is preferably 3% by mass, more preferably 4% by mass or more, more preferably 10% by mass or more, more preferably 12% by mass or more, and 14% by mass.
  • % Or more more preferably 16% or more, more preferably 20% or more, more preferably 23% or more, and more preferably 26% or more. 30% by mass or more is particularly preferable.
  • 40 mass% or less is preferable, 37 mass% or less is more preferable, 34 mass% or less is further more preferable, 32 mass% or less is especially preferable.
  • the content thereof is 2% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • it is 4% by mass, more preferably 6% by mass or more, more preferably 8% by mass or more, and more preferably 10% by mass or more, and 12% by mass.
  • % Or more more preferably 14% or more, more preferably 16% or more, more preferably 18% or more, and more preferably 20% or more.
  • 22% by mass or more is particularly preferable.
  • examples of the compound represented by the general formula (I-4) include compounds selected from the group of compounds represented by the formulas (5.1) to (5.4). ) To the compound represented by formula (5.4).
  • the content thereof is 4% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 6% by mass or more, more preferably 12% by mass or more, and particularly preferably 20% by mass or more. Moreover, as a ratio which can be contained at maximum, 40 mass% or less is preferable, 30 mass% or less is more preferable, and 25 mass% or less is further more preferable. In the liquid crystal composition of the present invention, when the compound represented by the formula (5.3) constitutes the component (B), the content thereof is 2% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • the content is particularly preferably 21% by mass or more.
  • 35 mass% or less is preferable, 30 mass% or less is more preferable, 25 mass% or less is further more preferable, and 23 mass% or less is especially preferable.
  • the content thereof is 2% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • it is 4% by mass, more preferably 6% by mass or more, more preferably 8% by mass or more, and more preferably 10% by mass or more, and 12% by mass.
  • % Or more more preferably 14% or more, more preferably 16% or more, more preferably 18% or more, and more preferably 20% or more.
  • 22% by mass or more is particularly preferable.
  • R 11 and R 12 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • examples of the compound represented by the general formula (I-5) include compounds selected from the group of compounds represented by the formula (6.1) to the formula (6.6), among which the formula (6.3) ), A compound represented by formula (6.4) and formula (6.6).
  • the content thereof is 5% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferable to contain 10% by mass or more, more preferably 12% by mass or more, and particularly preferably 20% by mass or more. Moreover, as a ratio which can be contained at maximum, 40 mass% or less is preferable, 30 mass% or less is more preferable, and 25 mass% or less is further more preferable. In the liquid crystal composition of the present invention, when the compound represented by the formula (6.4) constitutes the component (B), the content thereof is 3% by mass or more with respect to the total amount of the liquid crystal composition of the present invention.
  • It is preferably 5% by mass, more preferably 7% by mass or more, more preferably 8% by mass or more, more preferably 9% by mass or more, and 11% by mass.
  • % Or more more preferably 13 mass or more, more preferably 15 mass or more, more preferably 17 mass% or more, and more preferably 19 mass% or more.
  • the content is particularly preferably 21% by mass or more.
  • 35 mass% or less is preferable, 30 mass% or less is more preferable, 25 mass% or less is further more preferable, and 23 mass% or less is especially preferable.
  • the content thereof is 2% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass, more preferably 5% by mass or more, more preferably 6% by mass or more, more preferably 9% by mass or more, and 12% by mass. % Or more, more preferably 14% or more, more preferably 16% or more, more preferably 18% or more, and more preferably 20% or more. And 22% by mass or more is particularly preferable.
  • R 11 and R 12 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and X11 and X12 are Each independently represents a fluorine atom or a hydrogen atom.
  • the compound represented by the general formula (I-6) is preferably a compound represented by the formula (7.1).
  • the content thereof is 2% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 4% by mass, more preferably 5% by mass or more, more preferably 6% by mass or more, more preferably 9% by mass or more, and 12% by mass. % Or more, more preferably 14% or more, more preferably 16% or more, more preferably 18% or more, and more preferably 20% or more. And 22% by mass or more is particularly preferable.
  • R 11 and R 12 each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms
  • X11 and X12 are Each independently represents a fluorine atom or a hydrogen atom.
  • the compound represented by the general formula (I-7) is preferably a compound represented by the formula (8.1).
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. Is preferably 2% by mass, more preferably 3% by mass or more, more preferably 4% by mass or more, and more preferably 6% by mass or more. It is more preferably at least 10% by mass, more preferably at least 10% by mass, more preferably at least 12% by mass, more preferably at least 15% by mass, and more preferably at least 18% by mass. It is preferably 21% by mass or more.
  • the compound represented by the general formula (I-8) include compounds selected from the group of compounds represented by the formulas (9.1) to (9.10). ), A compound represented by formula (9.4) and formula (9.7) is preferable.
  • the liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (III) in the component (B) which is a dielectrically neutral component.
  • R 31 and R 32 each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • Examples of the compound represented by the general formula (III) include compounds selected from the group of compounds represented by the formula (15.1) or the formula (15.2), and in particular, the compound represented by the formula (15.1). It is preferable that it is a compound.
  • the content thereof is based on the total amount of the liquid crystal composition of the present invention in consideration of the required solubility and birefringence.
  • the content is preferably 3% by mass or more, more preferably 6% by mass or more, and still more preferably 8% by mass or more.
  • a ratio which can be contained at the maximum 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • a compound represented by general formula (III-1) as a compound represented by general formula (III).
  • R 33 represents an alkenyl group having 2 to 5 carbon atoms.
  • R 32 represents each independently or an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.
  • the content is 4 mass. % Or more, preferably 6% by mass or more, more preferably 10% by mass or more.
  • 23 mass% or less is preferable, 18 mass% or less is more preferable, and 13 mass% or less is further more preferable.
  • Examples of the compound represented by the general formula (III-1) include a compound represented by the formula (16.1) or the formula (16.2).
  • examples of the compound represented by the general formula (III-2) include compounds selected from the group of compounds represented by the formulas (17.1) to (17.3). It is preferable that it is a compound represented by 3).
  • the content thereof is required for properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. It is preferable to adjust according to this, 4 mass% or more is preferable, 6 mass% or more is more preferable, 10 mass% or more is still more preferable. Moreover, as a ratio which can be contained at the maximum, 23 mass% or less is preferable, 18 mass% or less is more preferable, and 13 mass% or less is further more preferable.
  • the liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (II) in the dielectrically neutral component (B).
  • compounds represented by the general formula (II) there are no particular restrictions on the types of compounds that can be combined, but depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence, one of these compounds can be used. It is preferable to contain three types, more preferably one to four types, and particularly preferably one to five or more types.
  • R 21 and R 22 each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and A 2 represents 1,4 - cyclohexylene or 1,4-phenylene group, Q 2 is a single bond, -COO -, - CH 2 -CH 2 - or an -CF 2 O-).
  • Examples of the compound represented by the general formula (II) include a compound represented by the general formula (II-1).
  • R 21 and R 22 each independently represents an alkenyl group having 2 to 5 carbon atoms, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • the compound represented by the general formula (II-1) is preferably a compound represented by the formula (10.1), for example.
  • the content thereof is required for performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. It is preferable to adjust accordingly, 4 mass% or more is preferable, 8 mass% or more is more preferable, and 12 mass% or more is still more preferable. Moreover, as a ratio which can be contained to the maximum, 24 mass% or less is preferable, 18 mass% or less is more preferable, and 14 mass% or less is further more preferable. Further, examples of the compound represented by the general formula (II) include a compound represented by the general formula (II-2).
  • the compound represented by the general formula (II-2) is preferably a compound represented by, for example, the formula (11.1) or / and the formula (11.2).
  • the component (B) may contain a compound represented by the formula (11.1) depending on required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. Even if it contains the compound represented by the formula (11.2), it contains both the compound represented by the formula (11.1) and the compound represented by the formula (11.2). Also good.
  • the content is preferably 3% by mass with respect to the total amount of the liquid crystal composition of the present invention, and 5% by mass or more. Is more preferably 7% by mass or more, more preferably 9% by mass or more, more preferably 11% by mass or more, and more preferably 12% by mass or more.
  • the compound represented by Formula (11.2) comprises a component (B), it is preferable that the content is 3 mass% with respect to the total amount of the liquid-crystal composition of this invention, and 5 mass. % Or more, more preferably 8% by weight or more, further preferably 10% by weight or more, further preferably 12% by weight or more, and 15% by weight or more.
  • the component (B) contains both the compound represented by the formula (11.1) and the compound represented by the formula (11.2), the total of both compounds is the liquid crystal composition of the present invention. It is preferably 15% by mass or more, more preferably 19% by mass or more, still more preferably 24% by mass or more, and particularly preferably 30% by mass or more based on the total amount.
  • examples of the compound represented by the general formula (II) include a compound represented by the general formula (II-3).
  • the compound represented by the general formula (II-3) is preferably a compound represented by the formula (12.1) to the formula (12.3), for example.
  • the component (B) may contain a compound represented by the formula (12.1) depending on required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. Even if it contains the compound represented by the formula (12.2), it contains both the compound represented by the formula (12.1) and the compound represented by the formula (12.2). Also good.
  • the compound represented by formula (12.1) constitutes the component (B)
  • the content thereof is preferably 3% by mass with respect to the total amount of the liquid crystal composition of the present invention, and is 5% by mass or more. Is more preferably 7% by mass or more, more preferably 9% by mass or more, more preferably 11% by mass or more, and more preferably 12% by mass or more.
  • the compound represented by Formula (12.2) comprises a component (B), it is preferable that the content is 3 mass% with respect to the total amount of the liquid-crystal composition of this invention, and 5 mass. % Or more, more preferably 8% by weight or more, further preferably 10% by weight or more, further preferably 12% by weight or more, and 15% by weight or more.
  • the component (B) contains both the compound represented by the formula (12.1) and the compound represented by the formula (12.2), the total of both compounds is the liquid crystal composition of the present invention. It is preferably 15% by mass or more, more preferably 19% by mass or more, still more preferably 24% by mass or more, and particularly preferably 30% by mass or more based on the total amount.
  • the content of the compound represented by the formula (12.3) constituting the component (B) is preferably 0.05% by mass or more based on the total amount of the liquid crystal composition of the present invention.
  • the content is more preferably 1% by mass or more, and further preferably 0.2% by mass or more.
  • the compound represented by formula (12.3) is preferably an optically active substance.
  • examples of the compound represented by the general formula (II-3) include a compound represented by the general formula (II-3-1).
  • examples of the compound represented by the general formula (II-3-1) include compounds represented by the formula (13.1) to the formula (12.4).
  • the compound represented by the formula (13.3) It is preferable that it is a compound represented by these.
  • the content thereof is required for properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. It is preferable to adjust accordingly, preferably 1% by mass or more, more preferably 4% by mass or more, and still more preferably 8% by mass or more. Moreover, as a ratio which can be contained to the maximum, 24 mass% or less is preferable, 18 mass% or less is more preferable, and 14 mass% or less is further more preferable. Further, examples of the compound represented by the general formula (II) include a compound represented by the general formula (II-4).
  • Component (B) may contain only one type of these compounds or two or more types, but it is preferable to combine them appropriately according to the required performance. There are no particular restrictions on the types of compounds that can be combined, but depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence, one of these compounds can be used. Two types are preferably contained, and one to three types are particularly preferably contained. Further, examples of the compound represented by the general formula (II-4) include compounds represented by the formulas (14.1) to (14.5). In particular, the compounds represented by the formula (14.2) or / And a compound represented by Formula (14.5).
  • the content is preferably 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention, and 2% by mass. More preferably, it is more preferably 3% by mass or more, more preferably 4% by mass or more, and particularly preferably 5% by mass or more. Moreover, as a ratio which can be contained at the maximum, 15 mass% or less is preferable, 12 mass% or less is more preferable, and 7 mass% or less is further more preferable.
  • the compound represented by the formula (14.5) constitutes the component (B)
  • the content thereof is preferably 1% by mass or more with respect to the total amount of the liquid crystal composition of the present invention, and 2% by mass.
  • it is more preferably 3% by mass or more, more preferably 4% by mass or more, and particularly preferably 5% by mass or more.
  • a ratio which can be contained at the maximum 15 mass% or less is preferable, 12 mass% or less is more preferable, and 7 mass% or less is further more preferable.
  • the liquid crystal composition of the present invention can further contain one or more compounds selected from the group represented by formula (IV) in the dielectrically neutral component (B). .
  • R 41 and R 42 each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms
  • X 41 and X 42 each independently represent a hydrogen atom or fluorine. Represents an atom.
  • R 43 and R 44 each independently represents an alkyl group having 1 to 5 carbon atoms.
  • examples of the compound represented by the general formula (IV-1) include compounds represented by the formula (18.1) to the formula (18.9), among which the formula (18.1), It is preferable that it is a compound represented by Formula (18.3) Formula (18.4), Formula (18.6), and Formula (18.9).
  • the content thereof is 1% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is preferably 2% by mass or more, more preferably 3% by mass or more. Moreover, as a ratio which can be contained at the maximum, 10 mass% or less is preferable, 6 mass% or less is more preferable, and 4 mass% or less is further more preferable. Further, when the compound represented by the formula (18.4) or the formula (18.5) constitutes the component (B), the content thereof is preferably 1% by mass or more, and 2% by mass or more. More preferably, it is more preferably 3% by mass or more, and particularly preferably 9% by mass or more.
  • the content thereof is preferably 5% by mass or more based on the total amount of the liquid crystal composition of the present invention. It is more preferably at least 9% by mass, and even more preferably at least 9% by mass.
  • 25 mass% or less is preferable, 20 mass% or less is more preferable, and 10 mass% or less is further more preferable.
  • the content is preferably 4% by mass or more, and 6% by mass or more. More preferably, it is more preferably 10% by mass or more, and particularly preferably 14% by mass or more. Moreover, as a ratio which can be contained at the maximum, 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the compound represented by formula (18.8) or formula (18.9) constitutes component (B)
  • the content is preferably 4% by mass or more, and 6% by mass or more. More preferably, it is more preferably 10% by mass or more, and particularly preferably 14% by mass or more.
  • a ratio which can be contained at the maximum 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the types of compounds that can be combined it is preferable to contain 1 to 3 types of these compounds, more preferably 1 to 4 types, and more preferably 1 to 5 types. It is particularly preferable to do this.
  • the wide molecular weight distribution of the compound to be selected is also effective for solubility, for example, one type of the compound represented by formula (18.1) or (18.2), formula (18.4) or ( 18.5), one type from the compound represented by formula (18.6) or formula (18.7), one type from the compound represented by formula (18.8) or (18.9) It is preferable to select one compound from the compounds to be combined and combine them appropriately.
  • examples of the compound represented by the general formula (IV) include a compound represented by the general formula (IV-2).
  • R 45 and R 46 each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms, at least one of which is an alkenyl group having 4 to 5 carbon atoms.
  • X 41 and X 42 each independently represent a hydrogen atom or a fluorine atom.
  • 1 to 3 types are preferably contained, more preferably 1 to 4 types are contained, still more preferably 1 to 5 types are contained, still more preferably 1 to 6 types are contained.
  • examples of the compound represented by the general formula (IV-2) include compounds represented by the formulas (19.1) to (18.8). Among them, in the formula (19.2) It is preferable that it is a compound represented.
  • Component (B) may contain only one of these compounds or two or more thereof, but may be combined as appropriate depending on the required refractive index anisotropy and solubility at room temperature and below freezing point. It is preferable. Care must be taken because the solubility is affected by the structure of the alkyl groups at both ends of the compound.
  • the neutral component (B) is a compound represented by the formula (19.1) or (19.2) constituting the component (B)
  • the content thereof is that of the liquid crystal composition of the present invention. It is preferable to contain 0.5 mass% or more and less than 14 mass%, more preferably 0.5 mass% or more and less than 5 mass%, more preferably 1 mass% or more and less than 5 mass%, based on the total amount.
  • the neutral component (B) is a compound represented by the formula (19.3) or (19.4) constituting the component (B), the content thereof is that of the liquid crystal composition of the present invention. It is preferable to contain 0.5 mass% or more and less than 17 mass% with respect to the total amount, more preferably 6 mass% or more and less than 17 mass%, more preferably 8 mass% or more and less than 17 mass%. More preferably, it is contained at 10% by mass or more and less than 17% by mass, more preferably at least 12% by mass and less than 17% by mass, particularly preferably at least 14% by mass and less than 16% by mass. .
  • the neutral component (B) is a compound represented by the formula (19.5) or (19.6) constituting the component (B)
  • the content thereof is that of the liquid crystal composition of the present invention.
  • the content is preferably 5.5% by mass or more and less than 15% by mass, and more preferably 9% by mass or more and less than 14% by mass with respect to the total amount.
  • the compound represented by the formula (19.7) or the formula (19.8) constitutes the component (B)
  • the content thereof is preferably 4% by mass or more, and 6% by mass. More preferably, it is more preferably 10% by mass or more, and particularly preferably 14% by mass or more.
  • a ratio which can be contained at the maximum 25 mass% or less is preferable, 20 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the types of compounds that can be combined it is preferable to contain 1 to 3 types of these compounds, more preferably 1 to 4 types, and more preferably 1 to 5 types. It is particularly preferable to do this.
  • the liquid crystal composition of the present invention may further contain one or more compounds represented by the general formula (VI) in the dielectrically neutral component (B).
  • R 11 and R 12 each independently represent a linear alkyl group having 1 to 10 carbon atoms, an alkoxy group, or a linear alkenyl group having 2 to 10 carbon atoms.
  • R 11 and R 12 each independently represent a linear alkyl group having 1 to 10 carbon atoms, an alkoxy group, or a linear alkenyl group having 2 to 10 carbon atoms.
  • the types of compounds that can be combined but depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence, one of these compounds can be used. It is preferable to contain three types, more preferably one to four types, and particularly preferably one to five or more types. Moreover, as a ratio which can be contained at the maximum, 35 mass% or less is preferable, 25 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the compound represented by the general formula (VI) specifically, the following compounds can be preferably used.
  • the liquid crystal composition of the present invention can further contain one or more compounds represented by the general formula (VII) in the dielectrically neutral component (B).
  • R 71 and R 72 each independently represent a linear alkyl group or alkoxy group having 1 to 10 carbon atoms, or a linear alkenyl group having 4 to 10 carbon atoms.
  • R 71 and R 72 each independently represent a linear alkyl group or alkoxy group having 1 to 10 carbon atoms, or a linear alkenyl group having 4 to 10 carbon atoms.
  • the types of compounds that can be combined but depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence, one of these compounds can be used. It is preferable to contain three types, more preferably one to four types, and particularly preferably one to five or more types.
  • a ratio which can be contained at the maximum 35 mass% or less is preferable, 25 mass% or less is more preferable, and 15 mass% or less is further more preferable.
  • the compound represented by the general formula (VII) the following compounds can be preferably used.
  • the liquid crystal composition of the present invention is also suitably used when it contains 73% by mass or more of component (A) or 81% by mass or more of component (B).
  • the liquid crystal composition of the present invention can further contain a compound represented by the formula (2.5).
  • Component (B) can adjust the content of the compound represented by formula (2.5) according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
  • the content thereof is preferably 11% by mass or more, more preferably 15% by mass, based on the total amount of the liquid crystal composition of the present invention. More preferably, it is contained in an amount of 26% by mass or more, particularly preferably 28% by mass or more.
  • ⁇ at 25 ° C. is +3.5 or more, more preferably from +3.5 to +20.0, and further preferably from +3.5 to +15.0.
  • the ⁇ at 20 ° C. is 10 to 45 mPa ⁇ s, more preferably 10 to 25 mPa ⁇ s, and particularly preferably 10 to 20 mPa ⁇ s.
  • Tni is 60 ° C to 120 ° C, more preferably 70 ° C to 110 ° C, and particularly preferably 75 ° C to 90 ° C.
  • the liquid crystal composition of the present invention may contain normal nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal and the like in addition to the above-mentioned compounds.
  • the liquid crystal composition of the present invention may contain a polymerizable compound in order to produce a liquid crystal display element such as a PS mode, a transverse electric field type PSA mode, or a transverse electric field type PSVA mode.
  • a polymerizable compound such as a PS mode, a transverse electric field type PSA mode, or a transverse electric field type PSVA mode.
  • the polymerizable compound that can be used include a photopolymerizable monomer that undergoes polymerization by energy rays such as light.
  • the structure has, for example, a liquid crystal skeleton in which a plurality of six-membered rings such as biphenyl derivatives and terphenyl derivatives are connected. Examples thereof include a polymerizable compound. More specifically, the general formula (XX)
  • X 201 and X 202 each independently represent a hydrogen atom or a methyl group
  • Sp 201 and Sp 202 are each independently a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH 2 ) s — (wherein s represents an integer of 2 to 7, Represents an aromatic ring).
  • X 201 and X 202 are each preferably a diacrylate derivative that represents a hydrogen atom, or a dimethacrylate derivative that has a methyl group, and a compound in which one represents a hydrogen atom and the other represents a methyl group.
  • diacrylate derivatives are the fastest, dimethacrylate derivatives are slow, asymmetric compounds are in the middle, and a preferred embodiment can be used depending on the application.
  • a dimethacrylate derivative is particularly preferable.
  • Sp 201 and Sp 202 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or —O— (CH 2 ) s —, but at least one of them is a single bond in a PSA display element.
  • a compound in which both represent a single bond or one in which one represents a single bond and the other represents an alkylene group having 1 to 8 carbon atoms or —O— (CH 2 ) s — is preferable.
  • 1 to 4 alkyl groups are preferable, and s is preferably 1 to 4.
  • Z 201 represents —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —CF 2 O—, —OCF 2 —, —CH 2 CH 2 —, —CF 2 CF 2 — or a single bond
  • —COO—, —OCO— or a single bond is more preferred, and a single bond is particularly preferred.
  • M 201 represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond in which any hydrogen atom may be substituted by a fluorine atom, but the 1,4-phenylene group or the single bond is preferable.
  • C represents a ring structure other than a single bond
  • Z 201 is preferably a linking group other than a single bond.
  • M 201 is a single bond
  • Z 201 is preferably a single bond.
  • the ring structure between Sp 201 and Sp 202 is specifically preferably the structure described below.
  • both ends shall be bonded to Sp 201 or Sp 202.
  • the polymerizable compounds containing these skeletons are optimal for PSA-type liquid crystal display elements because of the alignment regulating power after polymerization, and a good alignment state can be obtained, so that display unevenness is suppressed or does not occur at all.
  • general formula (XX-1) to general formula (XX-4) are particularly preferable, and among them, general formula (XX-2) is most preferable.
  • Sp 20 represents an alkylene group having 2 to 5 carbon atoms.
  • the polymerization proceeds even when no polymerization initiator is present, but may contain a polymerization initiator in order to accelerate the polymerization.
  • the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like.
  • the liquid crystal composition containing the polymerizable compound of the present invention is provided with liquid crystal alignment ability by polymerizing the polymerizable compound contained therein by ultraviolet irradiation, and transmits light through the birefringence of the liquid crystal composition. It is used in a liquid crystal display element that controls As liquid crystal display elements, AM-LCD (active matrix liquid crystal display element), TN (nematic liquid crystal display element), STN-LCD (super twisted nematic liquid crystal display element), OCB-LCD and IPS-LCD (in-plane switching liquid crystal display element) However, it is particularly useful for AM-LCDs and can be used for transmissive or reflective liquid crystal display elements.
  • the two substrates of the liquid crystal cell used in the liquid crystal display element can be made of a transparent material having flexibility such as glass or plastic, and one of them can be an opaque material such as silicon.
  • a transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.
  • the color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, or a dyeing method.
  • a method for producing a color filter by a pigment dispersion method will be described as an example.
  • a curable coloring composition for a color filter is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this process for each of the three colors red, green, and blue, a pixel portion for a color filter can be created.
  • a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.
  • the substrate is opposed so that the transparent electrode layer is on the inside.
  • the thickness of the obtained light control layer is 1 to 100 ⁇ m. More preferably, the thickness is 1.5 to 10 ⁇ m.
  • the polarizing plate it is preferable to adjust the product of the refractive index anisotropy ⁇ n of the liquid crystal and the cell thickness d so that the contrast is maximized.
  • the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good.
  • a retardation film for widening the viewing angle can also be used.
  • the spacer examples include columnar spacers made of glass particles, plastic particles, alumina particles, a photoresist material, and the like. Thereafter, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.
  • a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.
  • a normal vacuum injection method or an ODF method can be used as a method of sandwiching the polymerizable compound-containing liquid crystal composition between the two substrates. Although it has a problem that leaves traces, in the present invention, it can be suitably used for a display element manufactured by using the ODF method.
  • a sealant such as epoxy photothermal curing is drawn on a backplane or frontplane substrate using a dispenser in a closed-loop bank shape, and then removed.
  • a liquid crystal display element can be manufactured by bonding a front plane and a back plane after dropping a predetermined amount of the liquid crystal composition in the air.
  • the liquid crystal composition of the present invention can be preferably used because the liquid crystal composition can be stably dropped in the ODF process.
  • an appropriate polymerization rate is desirable in order to obtain good alignment performance of liquid crystals. Therefore, active energy rays such as ultraviolet rays or electron beams are irradiated singly or in combination or sequentially.
  • the method of polymerizing by is preferred.
  • ultraviolet rays When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used.
  • the polymerization is performed in a state where the polymerizable compound-containing liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to the active energy rays. I must.
  • the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization.
  • a means for polymerization In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the polymerizable compound-containing liquid crystal composition.
  • the alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element.
  • the pretilt angle of the liquid crystal display element can be controlled by the applied voltage.
  • the pretilt angle is preferably controlled from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.
  • the temperature during irradiation is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition of the present invention is maintained. Polymerization is preferably performed at a temperature close to room temperature, that is, typically at a temperature of 15 to 35 ° C.
  • a lamp for generating ultraviolet rays a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used.
  • a wavelength of the ultraviolet-rays to irradiate it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed.
  • Intensity of ultraviolet irradiation is preferably from 0.1mW / cm 2 ⁇ 100W / cm 2, 2mW / cm 2 ⁇ 50W / cm 2 is more preferable.
  • the amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm 2 to 500 J / cm 2, and more preferably 100 mJ / cm 2 to 200 J / cm 2 .
  • the intensity may be changed.
  • the time for irradiating with ultraviolet rays is appropriately selected depending on the intensity of the irradiated ultraviolet rays, but is preferably from 10 seconds to 3600 seconds, and more preferably from 10 seconds to 600 seconds.
  • the liquid crystal display device using the liquid crystal composition of the present invention is useful for achieving both high-speed response and suppression of display failure, and is particularly useful for a liquid crystal display device for active matrix driving, including VA mode, PSVA mode, It can be applied to a liquid crystal display element for PSA mode, IPS mode, FFS mode or ECB mode.
  • the IPS mode is a driving method in which an electric field is applied in the plane direction of a substrate to rotate liquid crystal molecules in a plane parallel to the substrate, and light is switched by a change in birefringence. Used. Furthermore, a driving system called FFS mode, which has a structure in which the width of the pixel electrode of the IPS mode is narrowed and features high transmittance, wide viewing angle, high contrast, and low power consumption, is used. Besides, it is also suitably used for large liquid crystal display elements such as televisions.
  • FIG. 1 is a cross-sectional view showing a liquid crystal display element including two substrates facing each other, a sealing material provided between the substrates, and liquid crystal sealed in a sealing region surrounded by the sealing material. It is.
  • the TFT layer 102 and the pixel electrode 103 are provided on the substrate a100, the backplane on which the passivation film 104 and the alignment film a105 are provided, and the black matrix 202, the color filter 203, A planarizing film (overcoat layer) 201 and a transparent electrode 204 are provided, an alignment film b205 is provided thereon, a front plane facing the back plane, a sealing material 301 provided between the substrates, and the seal A specific mode of a liquid crystal display element including a liquid crystal layer 303 sealed in a sealing region surrounded by a material and provided with a protrusion 304 on a substrate surface in contact with the sealing material 301 is shown.
  • the substrate a or the substrate b is not particularly limited as long as it is substantially transparent, and glass, ceramics, plastics, or the like can be used.
  • Plastic substrates include cellulose derivatives such as cellulose, triacetyl cellulose, diacetyl cellulose, polycycloolefin derivatives, polyesters such as polyethylene terephthalate and polyethylene naphthalate, polypropylene, polyethylene, etc.
  • Inorganic-organic composite materials such as glass fiber-acrylic resin can be used.
  • the function of the barrier film is to reduce the moisture permeability of the plastic substrate and to improve the reliability of the electrical characteristics of the liquid crystal display element.
  • the barrier film is not particularly limited as long as it has high transparency and low water vapor permeability. Generally, vapor deposition, sputtering, chemical vapor deposition method (CVD method) using an inorganic material such as silicon oxide is used. ) Is used.
  • the same material or different materials may be used as the substrate a or the substrate b, and there is no particular limitation.
  • a glass substrate is preferable because a liquid crystal display element having excellent heat resistance and dimensional stability can be produced.
  • a plastic substrate is preferable because it is suitable for a manufacturing method using a roll-to-roll method and is suitable for weight reduction or flexibility. For the purpose of imparting flatness and heat resistance, good results can be obtained by combining a plastic substrate and a glass substrate.
  • a substrate is used as the material of the substrate a100 or the substrate b200.
  • a TFT layer 102 and a pixel electrode 103 are provided on a substrate a100. These are manufactured by a normal array process.
  • a backplane is obtained by providing a passivation film 104 and an alignment film a105 thereon.
  • a passivation film 104 (also referred to as an inorganic protective film) is a film for protecting the TFT layer.
  • a nitride film (SiNx), an oxide film (SiOx), or the like is formed by a chemical vapor deposition (CVD) technique or the like.
  • the alignment film a105 is a film having a function of aligning liquid crystals, and a polymer material such as polyimide is usually used in many cases.
  • a coating solution an alignment agent solution composed of a polymer material and a solvent is used. Since the alignment film may hinder the adhesive force with the sealing material, a pattern is applied in the sealing region.
  • a printing method such as a flexographic printing method or a droplet discharge method such as an ink jet is used.
  • the applied alignment agent solution is crosslinked and cured by baking after the solvent is evaporated by temporary drying. Thereafter, an alignment process is performed to provide an alignment function.
  • Alignment treatment is usually performed by a rubbing method.
  • the polymer film formed as described above is rubbed in one direction using a rubbing cloth made of fibers such as rayon, thereby producing liquid crystal alignment ability.
  • a photo-alignment method is a method of generating alignment ability by irradiating polarized light on an alignment film containing an organic material having photosensitivity, and does not cause the generation of scratches or dust on the substrate due to the rubbing method.
  • the organic material in the photo-alignment method include a material containing a dichroic dye.
  • Dichroic dyes include molecular orientation induction or isomerization reaction (eg, azobenzene group), dimerization reaction (eg, cinnamoyl group), photocrosslinking reaction (eg, benzophenone group) due to Weigert effect resulting from photodichroism.
  • a photo-alignment group that causes a photoreaction that causes liquid crystal alignment ability
  • a photolysis reaction eg, polyimide group
  • the applied alignment agent solution is irradiated with light having an arbitrary deflection (polarized light), whereby an alignment film having alignment ability in an arbitrary direction can be obtained.
  • One front plane is provided with a black matrix 202, a color filter 203, a planarizing film 201, a transparent electrode 204, and an alignment film b205 on a substrate b200.
  • the black matrix 202 is produced by, for example, a pigment dispersion method. Specifically, a color resin solution in which a black colorant is uniformly dispersed for forming a black matrix is applied on a substrate b200 provided with a barrier film 201, thereby forming a colored layer. Subsequently, the colored layer is baked and cured. A photoresist is applied on this and prebaked. After exposing the photoresist through a mask pattern, development is performed to pattern the colored layer. Thereafter, the photoresist layer is peeled off and the colored layer is baked to complete the black matrix 202.
  • a pigment dispersion method Specifically, a color resin solution in which a black colorant is uniformly dispersed for forming a black matrix is applied on a substrate b200 provided with a barrier film 201, thereby forming a colored layer. Subsequently, the colored layer is baked and cured. A photoresist is applied on this and prebaked. After exposing the photore
  • a photoresist type pigment dispersion may be used.
  • a photoresist-type pigment dispersion is applied, pre-baked, exposed through a mask pattern, and then developed to pattern the colored layer. Thereafter, the photoresist layer is peeled off and the colored layer is baked to complete the black matrix 202.
  • the color filter 203 is prepared by a pigment dispersion method, an electrodeposition method, a printing method, a dyeing method, or the like.
  • a pigment dispersion method as an example, a color resin solution in which a pigment (for example, red) is uniformly dispersed is applied onto the substrate b200, and after baking and curing, a photoresist is applied thereon and prebaked. After the photoresist is exposed through a mask pattern, development is performed and patterning is performed. Thereafter, the photoresist layer is peeled off and baked again to complete the (red) color filter 203. There is no particular limitation on the color order to be created. Similarly, a green color filter 203 and a blue color filter 203 are formed.
  • the transparent electrode 204 is provided on the color filter 203 (if necessary, an overcoat layer (201) is provided on the color filter 203 for surface flattening).
  • the transparent electrode 204 preferably has a high transmittance, and preferably has a low electrical resistance.
  • the transparent electrode 204 is formed by sputtering an oxide film such as ITO.
  • a passivation film may be provided on the transparent electrode 204 for the purpose of protecting the transparent electrode 204.
  • the alignment film b205 is the same as the alignment film a105 described above.
  • the shape of the columnar spacer is not particularly limited, and the horizontal cross section can be various shapes such as a circle and a polygon such as a quadrangle. A polygonal shape is particularly preferable.
  • the protrusion shape is preferably a truncated cone or a truncated pyramid.
  • the material of the columnar spacer is not particularly limited as long as it is a sealing material, an organic solvent used for the sealing material, or a material that does not dissolve in liquid crystal, but it may be a synthetic resin (curable resin) in terms of processing and weight reduction. preferable.
  • the protrusion can be provided on the surface of the first substrate in contact with the sealing material by a photolithography method or a droplet discharge method. For these reasons, it is preferable to use a photocurable resin suitable for a photolithography method or a droplet discharge method.
  • a resin solution for forming columnar spacers (not containing a colorant) is applied on the transparent electrode 204 of the front plane. Subsequently, the resin layer is baked and cured. A photoresist is applied on this and prebaked. After exposing the photoresist through a mask pattern, development is performed to pattern the resin layer. Thereafter, the photoresist layer is peeled off, and the resin layer is baked to complete the columnar spacer.
  • the formation position of the columnar spacer can be determined at a desired position by the mask pattern. Therefore, both the inside of the sealing region of the liquid crystal display element and the outside of the sealing region (sealing material application portion) can be created at the same time.
  • the columnar spacer is preferably formed so as to be positioned on the black matrix so that the quality of the sealing region does not deteriorate.
  • a columnar spacer manufactured by a photolithography method in this way is sometimes called a column spacer or a photospacer.
  • a mixture of a negative water-soluble resin such as PVA-stilbazo photosensitive resin, a polyfunctional acrylic monomer, an acrylic acid copolymer, and a triazole initiator is used.
  • a color resin in which a colorant is dispersed in a polyimide resin there is no particular limitation, and a spacer can be obtained from a known material in accordance with the compatibility with the liquid crystal or the sealing material to be used.
  • a sealing material (301 in FIG. 1) is applied to the surface of the backplane that contacts the sealing material.
  • the material of the sealing material is not particularly limited, and a curable resin composition in which a polymerization initiator is added to an epoxy or acrylic photocurable, thermosetting, or photothermal combination curable resin is used.
  • a curable resin composition in which a polymerization initiator is added to an epoxy or acrylic photocurable, thermosetting, or photothermal combination curable resin is used.
  • fillers made of inorganic or organic substances may be added.
  • the shape of these fillers is not particularly limited, and includes a spherical shape, a fiber shape, and an amorphous shape.
  • a spherical or fibrous gap material having a monodispersed diameter is mixed, or in order to further strengthen the adhesive force with the substrate, a fibrous substance that easily entangles with the protrusion on the substrate is used. You may mix.
  • the diameter of the fibrous material used at this time is preferably about 1/5 to 1/10 or less of the cell gap, and the length of the fibrous material is preferably shorter than the seal coating width.
  • the material of the fibrous substance is not particularly limited as long as a predetermined shape can be obtained, and synthetic fibers such as cellulose, polyamide, and polyester, and inorganic materials such as glass and carbon can be appropriately selected.
  • the sealing material As a method for applying the sealing material, there are a printing method and a dispensing method, but a dispensing method with a small amount of the sealing material used is desirable.
  • the application position of the sealing material is usually on the black matrix so as not to adversely affect the sealing area.
  • the sealing material application shape is a closed loop shape.
  • the liquid crystal is dropped on the closed loop shape (sealing region) of the front plane coated with the sealing material.
  • a dispenser is used. Since the amount of liquid crystal to be dropped coincides with the volume of the liquid crystal cell, the amount is basically the same as the volume obtained by multiplying the height of the column spacer and the seal application area. However, in order to optimize liquid crystal leakage and display characteristics in the cell bonding process, the amount of liquid crystal to be dropped may be adjusted as appropriate, or the liquid crystal dropping position may be dispersed.
  • the back plane is bonded to the front plane where the sealing material is applied and the liquid crystal is dropped.
  • the front plane and the back plane are adsorbed on a stage having a mechanism for adsorbing a substrate such as an electrostatic chuck, and the alignment film b on the front plane and the alignment film a on the back plane face each other. It is arranged at a position (distance) where the sealing material does not contact the other substrate.
  • the system is depressurized. After decompression is completed, the positions of both substrates are adjusted while confirming the bonding position between the front plane and the back plane (alignment operation).
  • the substrate is brought close to a position where the sealing material on the front plane and the back plane are in contact with each other.
  • the system is filled with an inert gas, and the pressure is gradually returned to normal pressure while releasing the reduced pressure.
  • the front plane and the back plane are bonded together by atmospheric pressure, and a cell gap is formed at the height of the columnar spacer.
  • the sealing material is irradiated with ultraviolet rays to cure the sealing material, thereby forming a liquid crystal cell.
  • a heating step is added in some cases to promote curing of the sealing material. A heating process is often added to enhance the adhesive strength of the sealing material and improve the reliability of electrical characteristics.
  • the measured characteristics are as follows.
  • the process suitability is that the liquid crystal is dropped 40 pL at a time by using a constant volume metering pump 100000 times in the ODF process, and the following “0 to 200 times, 201 to 400 times, 401 to 600 times, ..., 99801 to 100,000 times ”, the change in the amount of liquid crystal dropped 200 times was evaluated in the following four stages.
  • Example 1 A liquid crystal composition LC-1 containing both the compound represented by formula (26.2) and the compound represented by formula (2.3) was prepared.
  • Comparative Example 1 and Comparative Example 2 instead of the compound represented by the formula (2.3), a liquid crystal composition LC-2 containing a compound having a structure similar to that of the compound and having a small molecular weight, and the compound represented by the formula (2.3)
  • a liquid crystal composition LC-3 containing a compound having the same molecular weight as that of the compound and having a different alkenyl structure position was prepared.
  • the initial VHR of the liquid crystal composition LC-1 was 99.2%, while the VHR after standing at high temperature for 1 hour at 150 ° C. was 98.5%.
  • the solubility at low temperature was evaluated, it showed excellent performance as shown in the table.
  • a liquid crystal display element was produced by the ODF process using the liquid crystal composition LC-3, and image sticking and process suitability were examined using the above-described method, and excellent results were shown as shown in the table.
  • the volatility was examined using the above-described method, it was shown that the volatility was low and the possibility of contamination of the manufacturing apparatus was low.
  • the initial VHR of the liquid crystal composition LC-2 was 99.0%, while the VHR after standing at high temperature for 1 hour at 150 ° C. was 98.0%.
  • Tni birefringence index
  • dielectric anisotropy dielectric anisotropy
  • viscosity rotational viscosity
  • the initial VHR of the liquid crystal composition LC-3 was 99.1%, whereas the VHR after standing at high temperature for 1 hour at 150 ° C. was 98.3%.
  • Tni, birefringence index, dielectric anisotropy and viscosity were almost the same as LC-1, but the rotational viscosity was significantly inferior to LC-1, so when used in a liquid crystal display device It was found that the performance of was significantly inferior. When the solubility at low temperature was evaluated, it was shown to be far inferior to LC-1 as shown in the table. Further, a liquid crystal display element was produced by an ODF process using the liquid crystal composition LC-3, and image sticking and process suitability were examined using the above-described method.
  • Example 2 A liquid crystal composition LC-4 containing both the compound represented by formula (26.3) and the compound represented by formula (2.3) was prepared.
  • the initial VHR of the liquid crystal composition LC-4 was 99.4%, whereas the VHR after standing at high temperature for 1 hour at 150 ° C. was 98.5%.
  • the solubility at low temperature was evaluated, it showed excellent performance as shown in the table.
  • a liquid crystal display element was produced by an ODF process using the liquid crystal composition LC-4, and image sticking and process suitability were examined using the above-described method, and excellent results were shown as shown in the table.
  • the volatility was examined using the above-described method, it was shown that the volatility was low and the possibility of contamination of the manufacturing apparatus was low.
  • the initial VHR of the liquid crystal composition LC-5 was 98.9%, while the VHR after standing at high temperature for 1 hour at 150 ° C. was 97.9%.
  • a liquid crystal display element was manufactured by the ODF process using the liquid crystal composition LC-6, and image sticking and process suitability were examined using the above-mentioned method. The result was slightly inferior to -1. Further, when the volatility was examined using the above-described method, it was shown that the volatility was higher than that of LC-4 and there was a possibility of contamination of the manufacturing apparatus. (Example 3 to Example 6) The following liquid crystal compositions LC-7 to LC-10 were prepared and their physical properties were measured. The results are shown in the following table.
  • Example 11 to Example 14 The following liquid crystal compositions LC-15 to LC-18 were prepared and their physical properties were measured. The results are shown in the following table.
  • Example 15 to Example 18 The following liquid crystal compositions LC-19 to LC-22 were prepared and their physical properties were measured. The results are shown in the following table.
  • Example 19 to Example 22 The following liquid crystal compositions LC-23 to LC-26 were prepared and their physical properties were measured. The results are shown in the following table.
  • Example 23 to Example 26 The following liquid crystal compositions LC-27 to LC-30 were prepared and their physical properties were measured. The results are shown in the following table.
  • a polymerizable liquid crystal composition CLC-7 was prepared by adding 0.3% of the polymerizable compound represented by formula (II) and uniformly dissolving the compound.
  • the physical properties of CLC-7 were almost the same as those of the nematic liquid crystal composition shown in Example 3.
  • CLC-7 was injected by vacuum injection into a cell with ITO coated with a polyimide alignment film that induces homogeneous alignment with a cell gap of 3.5 ⁇ m. While applying a rectangular wave having a frequency of 1 kHz to the cell, the liquid crystal cell was irradiated with ultraviolet light by a high-pressure mercury lamp through a filter that cuts ultraviolet light of 320 nm or less.
  • the cell surface was adjusted to have an irradiation intensity of 10 mW / cm 2 and irradiated for 600 seconds to obtain a horizontal alignment liquid crystal display element in which the polymerizable compound in the polymerizable liquid crystal composition was polymerized. It was confirmed that the alignment regulating force for the liquid crystal compound was generated by the polymerization of the polymerizable compound.
  • the temperature of the main body of the exposure apparatus was adjusted to 23 ° C. ⁇ 0.1 ° C., and the relative humidity was adjusted to 60% ⁇ 1%.
  • the glass substrate with the black matrix layer was adsorbed and fixed on the exposure table, and then automatically adjusted so that the gap (gap) between the coating surface of the glass substrate and the photomask pattern was 100 ⁇ m.
  • the exposure position of the glass substrate was automatically detected after detecting the distance from the end face of the glass substrate, and exposure was performed after automatic adjustment so that the distance from the glass substrate to the photomask pattern position was a constant distance.
  • a high-pressure mercury lamp was used as the light source, the exposure area was 200 mm ⁇ 200 mm, I-line (wavelength: 365 nm) was used, and exposure was performed at an illuminance of 15 mW / cm 2 for 20 seconds to obtain an exposure amount of 300 mJ / cm 2.
  • Development processing was performed by installing a developing device downstream of the exposure machine.
  • the glass substrate after the exposure processing was conveyed at a constant speed of 400 mm / min to obtain a substrate (1) with a black matrix layer on which a black matrix having a predetermined pattern was laminated.
  • Alignment marks made of the same material as the black matrix are measured using a dimension measuring machine (NEXIV VMR-6555 manufactured by Nikon) at a temperature of 23 ° C. ⁇ 0.1 ° C. and a relative humidity of 60% ⁇ 1%.
  • a dimension measuring machine NEXIV VMR-6555 manufactured by Nikon
  • the dimension value of the pattern actually formed on the glass substrate with respect to the photomask dimension transport direction 100.000 mm and the vertical direction: 100.000 mm
  • Conveying method 99.998 mm
  • vertical direction 100.001 mm.
  • the black matrix was thermally cured by post-baking at 220 ° C. for 30 minutes in a baking furnace.
  • the dimensions of the pattern formed on the substrate (1) were Direction: 99.998 mm, vertical direction: 100.001 mm.
  • a colored pattern forming composition having the following composition was applied in a wet state using a die coater so as to have a thickness of 10 ⁇ m, and after drying, the temperature was 90 ° C.
  • the substrate (1) with a black matrix layer / colored pattern forming composition having a thickness of 2 ⁇ m was obtained by pre-baking for 2 minutes under the above conditions.
  • the composition of the red colored pattern forming composition is shown below.
  • a green colored pattern forming composition is obtained.
  • a blue colored pattern forming composition is obtained. Is obtained.
  • Each of the red, green, and blue color pigments may contain a resin composition for the purpose of color development and brightness improvement.
  • a resin composition for such purpose a block copolymer with methacrylic acid having a primary, secondary or tertiary amino group is often used. Specifically, for example, BYK6919 manufactured by BYK is used. Or the like.
  • a green pigment for example, CI Pigment Green 58
  • the substrate (1) with the black matrix layer / colored pattern forming composition obtained above was introduced into an exposure apparatus provided with a transport apparatus from the upstream side to the downstream side and transported to the exposure section.
  • the temperature of the main body of the exposure apparatus was adjusted to 23 ° C. ⁇ 0.1 ° C., and the relative humidity was adjusted to 60% ⁇ 1%.
  • the coating film surface and photomask pattern of the substrate (1) with the black matrix layer / colored pattern forming composition was automatically adjusted so that the gap (gap) was 100 ⁇ m.
  • the exposure position of the substrate (1) with the black matrix layer / colored pattern forming composition is automatically detected by detecting the distance from the end surface of the substrate (1) with the black matrix layer / colored pattern forming composition.
  • alignment is performed with the RED photomask using the alignment marks formed simultaneously with the formation of the black matrix. After the exposure, exposure was performed.
  • a high-pressure mercury lamp was used, the exposure area was 200 mm ⁇ 200 mm, I-line (wavelength: 365 nm) was used, and exposure was performed at an illuminance of 15 mW / cm 2 for 20 seconds to obtain an exposure amount of 100 mJ / cm 2.
  • the substrate (1) with the black matrix layer / colored pattern forming composition after the exposure process is conveyed at a constant speed of 400 mm / min, and a RED colored layer is laminated at a predetermined position of the opening of the black matrix on the glass substrate. A substrate (1) was obtained. Thereafter, post-baking was performed at 220 ° C.
  • GREEN and BLUE colored layers were repeatedly formed in the same manner as RED, and a color filter having a black matrix and RGB colored layers formed on the substrate (1) was obtained.
  • the black matrix was measured under the same conditions as described above (temperature: 23 ° C. ⁇ 0.1 ° C., relative humidity: 60% ⁇ 1%) after the post-baking treatment of the BLUE colored layer, it was formed on the glass substrate.
  • the dimension of the pattern was 99.999 mm in the transport direction and 100.002 mm in the vertical direction.
  • the dimensional change of the black matrix is 10 ppm in the manufacturing process from the development of the first layer (black matrix layer) to the post-baking of the fourth layer (BLUE layer), whereby the resolution is 4 inches on the glass substrate.
  • a color filter could be formed without causing pixel shift.
  • the color filter was introduced into a sputtering apparatus, and reactive sputtering using oxygen as a reactive gas by DC sputtering was used as a target with ITO (indium tin oxide) as a target, and the film thickness was 150 nm on the black matrix and the RGB colored layer.
  • ITO was formed into an ITO electrode layer.
  • the sheet resistance value of the ITO electrode thus produced was 45 ⁇ / ⁇ .
  • a columnar spacer forming composition made of a negative photosensitive resin is applied on a PET base film having a thickness of 25 ⁇ m using a die coater so that the thickness in a wet state is 20 ⁇ m. After drying, the temperature was prebaked for 2 minutes at a temperature of 90 ° C. to a thickness of 4.5 ⁇ m. Thereafter, a PET cover film having a thickness of 25 ⁇ m was laminated thereon to obtain a columnar spacer forming dry film.
  • the pattern spacer-forming dry film having the cover film previously peeled off is used as the columnar spacer-forming composition as the ITO electrode layer.
  • the columnar spacer forming composition layer was continuously transferred under the conditions of roller pressure: 5 kg / cm 2, roller surface temperature: 120 ° C., and speed: 800 mm / min. At this time, the base film was not peeled off, and proceeded to the next exposure step in a state of being attached on the columnar spacer forming composition. (Exposure process)
  • the laminated substrate obtained above was introduced into an exposure apparatus provided with a transport apparatus from the upstream side to the downstream side and transported to the exposure unit.
  • the temperature of the main body of the exposure apparatus was adjusted to 23 ° C. ⁇ 0.1 ° C., and the relative humidity was adjusted to 60% ⁇ 1%.
  • the gap (gap) between the base film and the photomask pattern of the laminated substrate was automatically adjusted to 30 ⁇ m.
  • the photomask pattern used at this time was designed to be a spacer pattern formed on the black matrix.
  • the exposure position of the pattern of the multilayer substrate is automatically detected from the distance from the end surface of the multilayer substrate, and automatically adjusted so that the position of the photomask pattern from the multilayer substrate is a constant distance according to the detection result, and then the black matrix is formed. After aligning with the photomask for columnar spacers using the alignment mark formed simultaneously, exposure was performed.
  • a high-pressure mercury lamp was used, the exposure area was 200 mm ⁇ 200 mm, I-line (wavelength: 365 nm) was used, exposure was performed at an illuminance of 15 mW / cm 2 for 20 seconds, and an exposure amount of 300 mJ / cm 2 was obtained.
  • the developing process was performed while a developing device was installed on the downstream side of the exposure machine, and the base film was peeled off from the laminated substrate after exposure in the developing device while being conveyed at a constant speed of 400 mm / min.
  • a color filter having a pattern spacer formed at a predetermined position of the lattice pattern portion of the black matrix of the substrate (1) on which the black matrix, the RGB colored layer, and the ITO electrode layer were formed was obtained.
  • post-baking treatment was performed at 220 ° C. for 30 minutes in a baking furnace to thermally cure the columnar spacers.
  • a front plane using the spacer pattern and having a black matrix, an RGB colored layer, an ITO electrode layer, and columnar spacers formed on the substrate (1) was obtained.
  • a transparent substrate As a transparent substrate, a glass plate for liquid crystal display elements (OA-10 manufactured by Nippon Electric Glass Co., Ltd.) was used, and a TFT electrode layer was formed on the transparent substrate according to the method described in JP-A No. 2004-140381. That is, after forming an amorphous Si layer with a thickness of 100 nm on a glass substrate, an oxidized Si layer (SiOx) was formed by a vacuum film formation method. Thereafter, a TFT layer and a pixel electrode were formed on the oxidized Si layer by using a photolithography method and an etching method to obtain a glass substrate with a TFT array serving as a backplane.
  • SiOx oxidized Si layer
  • a liquid crystal alignment film was formed on the front plane and the back plane manufactured as described above. After washing both substrates with pure water, a liquid crystal aligning agent containing polyimide is applied using a liquid crystal alignment film coating printing machine (flexographic printing machine) and dried in an oven at 180 ° C. for 20 minutes. A coating film having a dry average film thickness of 600 mm was formed on the surface on which ITO was formed and on the surface on which the TFT electrode layer of the backplane was formed.
  • the rubbing treatment was performed at a rotation speed of the roll of 400 rpm, a stage moving speed of 30 mm / second, and a hair foot pushing length of 0.4 mm, and then washed with water. Then, it dried for 10 minutes on 120 degreeC oven. It applied so that the closed loop of a sealing material might be drawn on the sealing material application part of a front plane using a dispenser.
  • a photothermal combined curable resin composition containing a bisphenol A-type methacrylic acid-modified epoxy resin is used, and a spherical spacer having substantially the same size as the columnar spacer formed above in the sealing material is zero with respect to the resin component. .5% by mass was mixed.
  • the application amount of the sealing material was adjusted to be the sealing width (0.7 mm) of the liquid crystal display element.
  • the liquid crystal composition (LC-15) shown in Example 11 was applied 24.times. Once per front plane using a constant volume metering pump type dispenser at a predetermined position in the sealing material closed loop. 7 pL each was added dropwise in 90 times.
  • the front plane and the back plane after dropping the liquid crystal were adsorbed to the electrostatic chuck.
  • the front plane and the back plane were arranged so as to face each other, and the back plane was slowly lowered to stand still at a distance of 300 ⁇ m from the front plane.
  • the pressure in the vacuum chamber was reduced to 100 Pa.
  • the alignment position of the front plane and the back plane was adjusted using an alignment mark formed in advance. After the alignment was completed, the front plane and the back plane were brought closer to each other, and both base materials were held at a height where the sealing material and the TFT electrode layer were in contact with each other. In this state, an inert gas was introduced into the vacuum chamber, and the system was returned to atmospheric pressure.
  • the front and back planes were pressed by atmospheric pressure, and a cell gap was formed at the height of the columnar spacer.
  • the sealing material application portion was irradiated with ultraviolet rays (365 nm, 30 kJ / m 2) to cure the sealing material, and the substrates were fixed to each other.
  • the substrate containing the liquid crystal composition was conveyed to a heating device, held at a surface temperature of 120 ° C. for 1 hour, and air-cooled after heating to obtain an active matrix driving liquid crystal display element.

Abstract

La présente invention concerne : une composition de cristaux liquides nématiques qui a une anisotropie diélectrique positive (∆ε), et qui est utile comme matière d'affichage à cristaux liquides ; et un élément d'affichage à cristaux liquides l'utilisant. Cette composition de cristaux liquides a une phase de cristaux liquides dans une large plage de température, une faible viscosité, une excellente solubilité aux basses températures, une résistance spécifique élevée et un taux élevé de maintien de la tension, et est stable vis-à-vis de la chaleur et de la lumière. En conséquence, par l'utilisation de ladite composition de cristaux liquides, un élément d'affichage à cristaux liquides de type IPS, de type TN ou d'autres types, qui présente une excellente qualité d'affichage et avec lequel des défauts d'affichage comme des marques d'images fantômes et de coulure sont empêchées, peut être fourni dans des rendements élevés. L'invention concerne également un élément d'affichage à cristaux liquides utilisant cette composition de cristaux liquides qui est utile à la fois pour empêcher des défauts d'affichage et pour parvenir à une sensibilité à vitesse élevée, est particulièrement utile comme élément d'affichage à cristaux liquides entraîné par matrice active, et est applicable à des éléments d'affichage à cristaux liquides en mode VA, en mode PSVA et en mode TN.
PCT/JP2013/080024 2012-11-09 2013-11-06 Composition de cristaux liquides et élément d'affichage à cristaux liquides l'utilisant WO2014073573A1 (fr)

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