TW201522589A - Nematic liquid crystal composition and liquid crystal display element using same - Google Patents

Abstract

The present invention provides a liquid crystal composition which is characterized by having an adjusted refractive anisotropy ([increment]n), while having a sufficiently low viscosity ([eta]) and a positive dielectric anisotropy ([increment][epsilon]) with a large absolute value without deteriorating the temperature range of a nematic phase. This liquid crystal composition is chemically stable with respect to heat, light, water and the like and can be driven at a low voltage, thereby being highly reliable and practical, while having excellent display characteristics. Consequently, this liquid crystal composition is useful for a display element such as such as a mobile terminal, a liquid crystal TV and a monitor.

Description

Nematic liquid crystal composition and liquid crystal display element using same

The present invention relates to a nematic liquid crystal composition which is useful as a photoelectric liquid crystal display material and exhibits a positive dielectric anisotropy (??).

The liquid crystal display element is used for various measuring machines, automobile panels, word processors, electronic notebooks, printers, computers, televisions, clocks, advertisement display boards, and the like, which are head clocks and calculators. As a liquid crystal display method, among them, TN (Twisted Nematic) type, STN (Super Twisted Nematic) type, and TFT (thin-film transistor) are used. Vertical alignment is a characteristic VA (Vertical Aligned) type or an IPS (In plane switching) type/FFS (Fringe Field Switching) type characterized by horizontal alignment. The liquid crystal composition for the liquid crystal display elements is required to be stable to external factors such as moisture, air, heat, light, etc., and the liquid crystal phase is displayed in a wide temperature range as far as possible around the room temperature, and is low in viscosity, and The drive voltage is low. Further, the liquid crystal composition contains several to several tens of compounds to set suitable and optimum dielectric anisotropy (Δε) or/and refractive index anisotropy (Δn) for each display element. best value.

A liquid crystal composition having a negative Δ ε is used for a vertical alignment type display, and a liquid crystal composition having a positive Δ ε is used for a horizontal alignment type display such as a TN type, an STN type or an IPS type. In recent years, it has been reported that a liquid crystal composition in which Δε is positive is applied without applying a voltage, and an IPS type/FFS type electric field is applied to display the driving mode, and the necessity of Δε is a positive liquid crystal composition. improve. On the other hand, low voltage drive, high speed response, and wide operating temperature range are required in all drive modes. That is, it is required that Δε is positive and the absolute value is large, the viscosity (η) is small, and the nematic phase-isotropic liquid phase transition temperature (T _ni ) is high. Further, as a setting of Δn × d which is a product of Δn and the cell gap (d), it is necessary to adjust the Δn of the liquid crystal composition to a suitable range by matching the cell gap. Further, when a liquid crystal display element is applied to a television or the like, since high-speed responsiveness is emphasized, a liquid crystal composition having a small γ ₁ is required.

A liquid crystal composition (Patent Document 1 to Patent Document 4) in which a compound represented by the formula (A-1) or (A-2) which is a liquid crystal compound having a positive Δ ε is used as a constituent component of a liquid crystal composition is disclosed. The liquid crystal composition does not achieve a sufficiently low viscosity.

On the other hand, there is disclosed a composition in which a compound having various groups other than a fluorine atom or a trifluoromethoxy group as a polar group and a composition containing the same are provided in order to improve the performance of the liquid crystal display (Patent Document 5) To patent document 18). However, similarly, such liquid crystal compositions do not achieve sufficiently low viscosity.

Prior technical literature Patent literature

Patent Document 1: WO96/032365

Patent Document 2: Japanese Patent Laid-Open No. 09-157202

Patent Document 3: WO98/023564

Patent Document 4: Japanese Patent Laid-Open No. 2003-183656

Patent Document 5: Japanese Patent Special Table No. 3-505742

Patent Document 6: Japanese Patent Special Table No. 6-500343

Patent Document 7: Japanese Patent Special Table No. 7-509025

Patent Document 8: Japanese Patent Special Table No. 8-500366

Patent Document 9: Japanese Patent Special Table No. 8-507771

Patent Document 10: Japanese Patent Special Table No. 8-510220

Patent Document 11: Japanese Patent Laid-Open No. 6-40988

Patent Document 12: Japanese Patent Laid-Open No. 6-329573

Patent Document 13: Japanese Patent Laid-Open No. 7-82561

Patent Document 14: Japanese Patent Laid-Open No. 7-145099

Patent Document 15: Japanese Patent Laid-Open No. 2004-115800

Patent Document 16: Japanese Patent Laid-Open No. 2006-321804

Patent Document 17: Japanese Patent Laid-Open No. 2008-189927

Patent Document 18: Japanese Patent Special Table 2011-516628

It is an object of the present invention to provide a liquid crystal composition which is adjusted to a desired refractive index anisotropy (?n) and which suppresses a decrease in a nematic phase-isotropic liquid phase transition temperature ( _Tni ) And the rise of the lower limit temperature of the nematic phase, whereby the temperature range of the nematic phase is not deteriorated, the viscosity (η) is sufficiently low, and the dielectric anisotropy (Δε) is positive.

The present inventors have studied various fluorobenzene derivatives and found that the above problems can be solved by combining specific compounds, and the present invention has been completed.

The present invention provides a liquid crystal composition and provides a liquid crystal display element using the liquid crystal composition, which is characterized in that it has a positive dielectric anisotropy, and the liquid crystal composition contains a compound selected from the formula One or two or more compounds of the compound represented by (LC0),

(wherein R ⁰¹ represents an alkyl group having 1 to 15 carbon atoms, and one or more of CH _{2 in} the alkyl group may be -O-, -CH=CH-, - in such a manner that the oxygen atoms are not directly adjacent to each other. CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ - are substituted, and one or two or more hydrogen atoms in the alkyl group may be optionally substituted by halogen , A ⁰¹ independently represents any of the following structures,

(In this structure, X ¹⁰⁴ to X ¹⁰⁸ each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ ), and A ⁰² represents any of the following structures, respectively.

(In this structure, X ¹⁰⁹ to X ¹¹³ each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ ), and X ¹⁰¹ to X ¹⁰³ independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , Y ⁰¹ and Y ⁰² each independently represent -Cl, -F, -CF ₃ or -OCF ₃ , and Z ⁰² represents -CH ₂ O-, -OCH ₂ - or -CF ₂ O- Z ⁰¹ and Z ⁰³ independently represent a single bond, -CH=CH-, -C≡C-, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCF ₂ - or -CF ₂ O-, respectively. , m ⁰¹ and m ⁰² respectively represent an integer of 0 to 2, and m ⁰¹ + m ⁰² independently represent 0, 1, 2 or 3, respectively, at A ⁰¹ , X ¹⁰¹ , X ¹⁰² , Z ⁰¹ and/or Z ⁰³ When there are a plurality of compounds, the liquid crystal composition may further contain one or more compounds selected from the group consisting of compounds represented by the general formulae (LC1) to (LC5). ,

(wherein R ¹¹ to R ⁴¹ each independently represent an alkyl group having 1 to 15 carbon atoms, and one or more of the alkyl groups -CH ₂ - may be -O- in such a manner that the oxygen atoms are not directly adjacent to each other; , -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O- or -OCF ₂ -, one or more hydrogens in the alkyl group The atom may be optionally substituted by halogen, and R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 15 carbon atoms, and one or two or more of -CH ₂ - in the alkyl group may not directly abut the oxygen atom. The method is substituted by -O-, -CH=CH-, -CO-, -OCO-, -COO- or -C≡C-, and may also be used in the case where the following A ⁵¹ or A ⁵³ is a cyclohexane ring. Is -OCF ₃ , -CF ₃ , -OCF=CF ₂ or -OCH=CF ₂ , and A ¹¹ ~ A ⁴² independently represent any of the following structures,

(In this structure, one or two or more -CH ₂ - of the cyclohexane ring may be substituted by -O- in such a manner that the oxygen atoms are not directly adjacent to each other, and X ⁶¹ and X ⁶² independently represent -H, -Cl, - F, -CF ₃ or -OCF ₃ ), A ⁵¹ ~ A ⁵³ each independently represent any of the following structures, [Chem. 7]

(In the formula, one or more of the cyclohexane rings -CH ₂ CH ₂ - may also be substituted by -CH=CH-, -CH ₂ O- or -OCH ₂ -, one of the benzene rings Or two or more -CH= may be substituted by -N= in a manner that the nitrogen atoms are not directly adjacent to each other, and X ¹¹ to X ⁴³ each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , Y ¹¹ ~Y ⁴¹ represents -Cl, -F, -CF ₃ , -OCF ₃ , -CF ₂ CF ₃ , -CHFCF ₃ , -OCF ₂ CF ₃ , -OCHFCF ₃ or -OCF=CF ₂ , Z ³¹ ~Z ⁴² independently represents a single bond, -CH=CH-, -C≡C-, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -OCF ₂ - Or -CF ₂ O-, at least one of Z ³¹ and Z ³² present is not a single bond, and Z ⁵¹ and Z ⁵² each independently represent a single bond, -CH=CH-, -C≡C-, - CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -OCF ₂ - or -CF ₂ O-, m ²¹ ~m ⁵¹ respectively Independently representing an integer from 0 to 3, m ³¹ + m ³² and m ⁴¹ + m ⁴² each independently represent 1, 2, 3 or 4, at A ²³ , A ³¹ , A ³² , A ⁴¹ , A ⁴² , A ⁵² When there are plural cases of Z ³¹ , Z ³² , Z ⁴¹ , Z ⁴² and/or Z ⁵² , the same may be the same or different; wherein A ³ is present ¹ and A ³² are

(In this structure, one or two or more -CH ₂ - of the cyclohexane ring may be substituted by -O- in such a manner that the oxygen atoms are not directly adjacent to each other), and any one of A ⁴¹ and A ⁴² present is

(In this structure, one or two or more -CH ₂ - of the cyclohexane ring may be substituted by -O- in such a manner that the oxygen atoms are not directly adjacent to each other).

The liquid crystal composition of the present invention has a feature that Δε is positive and its absolute value is large. Further, η is also low, and the rotational viscosity (γ ₁ ) is also small, and the liquid crystal property is excellent and a stable liquid crystal phase is exhibited over a wide temperature range. Further, the present invention is a practical and highly reliable liquid crystal composition which is chemically stable to heat, light, water, etc. and can be driven at a low voltage.

The liquid crystal composition of the present invention contains one or more compounds selected from the compounds represented by the above formula (LC0), and further contains a compound selected from the group consisting of the formula (LC1) to the formula (LC5). One or two or more compounds of the compound group. A liquid crystal composition containing a compound represented by the formula (LC0) and a compound represented by the formula (LC1) to the formula (LC5) exhibits a stable liquid crystal phase at a low temperature, and thus is a practical liquid crystal composition.

In the above formulas (LC0) to (LC5), R ⁰¹ to R ⁵² each independently represent an alkyl group having 1 to 15 carbon atoms, and one or more of the CH ₂ groups in the alkyl group may be used. The oxygen atoms are not directly adjacent to each other by -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ -, the alkane One or more hydrogen atoms in the group may be optionally substituted by halogen, but are preferably an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms. Base, and preferably linear. More preferably, any of R ⁵¹ and R ⁵² is an alkenyl group having 2 to 8 carbon atoms. In the case where R ⁰¹ to R ⁵² are an alkenyl group, it is preferably a group selected from any one of the formulae (R1) to (R5).

(The black dots in each formula indicate the point of connection with the ring)

When A ¹¹ , A ²¹ , A ³¹ , A ⁴¹ , A ⁵¹ , and A ⁵³ are trans-1,4-cyclohexylene groups, it is further preferred to formula (R1), formula (R2), and formula (R4). ). Further, a compound containing at least one of R ⁵¹ and R ⁵² in the formula (LC5), which is any one of the formula (R1) to the formula (R5), is preferably used.

A ⁰¹ represents any of the following structures,

In the case where there are a plurality of A ⁰¹ , the same may be the same or different. X ¹⁰⁴ to X ¹⁰⁸ in the above structure each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , preferably -H or -F. A ⁰² represents any of the following structures.

X ¹⁰⁹ to X ¹¹³ in the above structure each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , preferably -H or -F, and further preferably -F. Y ⁰¹ and Y ⁰² in the above structure each independently represent -Cl, -F, -CF ₃ or -OCF ₃ , preferably -F or -OCF ₃ , and further preferably -F.

A ¹¹ to A ⁴² are each independently preferably trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro- 1,4-phenylene or tetrahydropyran-2,5-diyl. In the case where a tetrahydropyranyl group is contained in A ¹¹ to A ⁴² , A ¹¹ , A ²¹ , A ³¹ and A ^{32 are} preferable.

A ⁵¹ to A ⁵³ are each independently preferably trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro-1,4-phenylene or 2-fluoro-1,4- Stretch phenyl.

Z ⁰² represents -OCH ₂ - or -CF ₂ O-. Z ⁰¹ and Z ⁰³ each independently represent a single bond, -CH=CH-, -C≡C-, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCF ₂ - or -CF ₂ O-, It is preferably a single bond, -CH ₂ CH ₂ -, -OCF ₂ - or -CF ₂ O-, and further preferably a single bond or -CH ₂ CH ₂ -, particularly preferably a single bond.

Z ³¹ to Z ⁴² each independently represent a single bond, -CH=CH-, -C≡C-, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -OCF ₂ - or -CF ₂ O-, and at least one of Z ³¹ and Z ³² present is not a single bond; preferably a single bond, -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, -OCF ₂ - or -CF ₂ O-, in the presence of one of Z ³¹ ~ Z ⁴² represents -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, -OCF ₂ - or In the case of -CF ₂ O-, the other is preferably a single bond.

Z ⁵¹ and Z ⁵² each independently represent a single bond, -CH=CH-, -C≡C-, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -OCF ₂ - or -CF ₂ O-, preferably a single bond, -CH ₂ CH ₂ -, -OCF ₂ - or -CF ₂ O-, in the presence of Z ⁵¹ and When there are a plurality of Z ⁵² totals, it is preferred that at least one is a single bond, and it is preferable that all of them represent a single bond.

X ¹⁰³ represents -H, -Cl, -F, -CF ₃ or -OCF ₃ , wherein in the case of -F, it becomes a larger dielectric anisotropy (??) or a dielectric constant with respect to the same degree. The anisotropy (Δε) becomes a significantly lower viscosity (η), which is especially preferable.

X ¹⁰¹ to X ¹⁰² each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , preferably -H or -F.

Y ⁰¹ and Y ⁰² each independently represent -Cl, -F, -CF ₃ or -OCF ₃ , preferably -F or -OCF ₃ , and further preferably -F. Y ¹¹ to Y ⁴¹ represent -Cl, -F, -CF ₃ , -OCF ₃ , -CF ₂ CF ₃ , -CHFCF ₃ , -OCF ₂ CF ₃ , -OCHFCF ₃ or -OCF=CF ₂ , preferably - F or -OCF ₃ , and further preferably -F.

m ⁰¹ to m ⁵¹ may independently represent integers of 0 to 3, m ⁰¹ + m ^{02 is} preferably 1 or 2, m ^{21 is more} preferably 0, and m ³¹ + m ^{32 is more} preferably 1, 2 or 3, m. ⁴¹ + m ^{42 is} preferably 1 or 2.

Specifically, the liquid crystal compound represented by the formula (LC0) is preferably a compound represented by the following formula (LC0-1) to formula (LC0-36).

[Chemistry 16]

[化18]

(wherein, X ¹¹⁴ to X ¹¹⁷ each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , and R ⁰¹ , X ¹⁰¹ to X ¹¹³ , and Y ¹⁰¹ represent the same meaning as in the first embodiment)

Specifically, the compound represented by the formula (LC2) is further preferably a compound represented by the following formula (LC2-1) to formula (LC2-14), [Chem. 19]

(wherein X ²³ , X ²⁴ , X ²⁵ and X ²⁶ each independently represent a hydrogen atom, Cl, F, CF ₃ or OCF ₃ , and X ²² , R ²¹ and Y ²¹ represent the same meanings in the formula (LC2) ). Further, a compound group represented by the formula (LC2-1) to the formula (LC2-4) and the formula (LC2-9) to the formula (LC2-11) is preferred.

Specifically, the compound represented by the formula (LC3) is preferably a compound represented by the following formula (LC3-1) to formula (LC3-58).

[Chemistry 20]

[Chem. 21]

[化22]

(wherein, X ³³ to X ³⁸ each independently represent H, Cl, F, CF ₃ or OCF ₃ , and R ³¹ , X ³² and Y ³¹ represent the same meanings as in the first embodiment)

Specifically, the compound represented by the formula (LC4) is preferably a compound represented by the following formula (LC4-1) to formula (LC4-14).

[化23]

(wherein, X ⁴⁴ to X ⁴⁷ each independently represent H, Cl, F, CF ₃ or OCF ₃ , and X ⁴² , X ⁴³ , R ⁴¹ and Y ⁴¹ represent the same meaning as in the first embodiment)

The compound represented by the formula (LC5) is preferably a compound represented by the following formula (LC5-1) to formula (LC5-26).

[Chem. 24]

(wherein R ⁵¹ and R ⁵² represent the same meanings in the formula (LC5)). More preferably, the formula (LC5-1) to the formula (LC5-8), the formula (LC5-14), the formula (LC5-16), the formula (LC5-18) to the formula (LC5) -26) The compound group represented by the formula (LC0) which is an essential component of the present invention is used in combination. Further, it is preferably a compound group in which at least one of R ⁵¹ and R ^{52 in} the formula (LC5-1) and the formula (LC5-4) is an alkenyl group, particularly the following formulas (R1) to (R5) Any alkenyl group.

[化25]

The compound represented by the formula (LC5) contains one type or two or more types, and the content is preferably from 20 to 70% by mass, more preferably from 30 to 70% by mass.

The liquid crystal composition of the present invention contains a compound represented by the formula (LC0) and a compound selected from the group consisting of a compound represented by the formula (LC1) to the formula (LC5), preferably containing a formula represented by the formula (LC0). A compound, a compound selected from the group consisting of a compound represented by the formula (LC1) to the formula (LC4), and a compound represented by the formula (LC5).

The liquid crystal composition of the present invention preferably has a viscosity η of 20 mPa‧s or less at 20 °C.

The liquid crystal composition of the present invention may contain one or more optically active compounds. Any optically active compound may be used as long as the liquid crystal molecules can be twisted and aligned. Usually the twist varies with temperature, so to obtain the desired temperature dependence, a plurality of optically active compounds can also be used. In order to prevent adverse effects on the temperature range or viscosity of the nematic liquid crystal phase, it is preferred to use an optically active compound having a strong twisting effect. Specific examples of such an optically active compound are liquid crystals such as cholesterol phthalate or compounds represented by the following formulas (Ch-1) to (Ch-6).

[Chem. 26]

(wherein R _c1 , R _c2 and R ^* each independently represent an alkyl group having 1 to 15 carbon atoms, and one or two or more of -CH ₂ - in the alkyl group may be directly adjacent to each other in an oxygen atom; -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O- or -OCF ₂ -, one or two of the alkyl groups The above hydrogen atom may be optionally substituted by a halogen, wherein R* has at least one optically active branched or halogen substituent, and Z _c1 and Z _c2 each independently represent a single bond, -CH=CH-, -C ≡C-, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -COO-, -OCO-, -OCH ₂ -, -CH ₂ O-, -OCF ₂ - or -CF ₂ O-, D ₁ , D ₂ represents a cyclohexane ring or a benzene ring, and one or two or more of -CH ₂ - in the cyclohexane ring may be substituted by -O- in such a manner that the oxygen atoms are not directly adjacent to each other, and further, in the ring One or more of -CH ₂ CH ₂ - may also be substituted by -CH=CH-, -CF ₂ O- or -OCF ₂ -, and one or more of the benzene rings -CH= The nitrogen atom may be substituted by -N=, and one or more hydrogen atoms in the ring may be substituted by F, Cl, and CH ₃ , and t ₁ and t ₂ represent 0, ₁ , 2, or 3, MG. * under Q _c1 and Q _c2 representation The structure [Formula 27]

(wherein D ₃ and D ₄ represent a cyclohexane ring or a benzene ring, and one or two or more -CH ₂ - in the cyclohexane ring may be substituted by -O- in such a manner that the oxygen atoms are not directly adjacent to each other, Further, one or two or more of -CH ₂ CH ₂ - in the ring may be substituted by -CH=CH-, -CF ₂ O- or -OCF ₂ -, or one or more of the benzene rings. -CH= may also be substituted by -N= in such a manner that the nitrogen atoms are not directly adjacent, and one or more hydrogen atoms in the ring may be substituted by F, Cl, and CH ₃ ))

The liquid crystal composition of the present invention may further contain one or more polymerizable compounds, and the polymerizable compound is preferably a benzene derivative, a triphenylene derivative, a decylene benzene derivative, a phthalocyanine derivative or The cyclohexane derivative is a discotic liquid crystal compound having a structure in which a linear alkyl group, a linear alkoxy group or a substituted benzalmethoxy group is substituted as a side chain and is radially substituted as a core of a molecule.

Specifically, the polymerizable compound is preferably a polymerizable compound represented by the formula (PC).

(wherein P ₁ represents a polymerizable functional group, Sp ₁ represents a spacer having 0 to 20 carbon atoms, and Q _p1 represents a single bond, -O-, -NH-, -NHCOO-, -OCONH-, -CH= CH-, -CO-, -COO-, -OCO-, -OCOO-, -OOCO-, -CH=CH-, -CH=CH-COO-, -OCO-CH=CH- or -C≡C- , p ₁ and p ₂ each independently represent 1, 2 or 3, MG _p represents a liquid crystal primordium or a liquid crystal original supporting group, and R _p1 represents a halogen atom, a cyano group or an alkyl group having 1 to 25 carbon atoms, the alkane One or more CH ₂ groups in the group may also be O-, -S-, -NH-, -N(CH ₃ )-, -CO-, -COO- in such a manner that the O atoms are not directly adjacent to each other. , -OCO-, -OCOO-, -SCO-, -COS- or -C≡C-substitution, or R _p1 may be P ₂ -Sp ₂ -Q _p2 -, P ₂ , Sp ₂ , Q _p2 are independently Indicates the same meaning as P ₁ , Sp ₁ , and Q _p1 )

The polymerizable compound is more preferably a polymerizable compound in which MG _p in the general formula (PC) is represented by the following structure.

(wherein C ₀₁ to C ₀₃ independently represent 1,4-phenylene, 1,4-cyclohexylene, 1,4-cyclohexenyl, tetrahydropyran-2,5-diyl, 1,3-two Alkano-2,5-diyl, tetrahydropyran-2,5-diyl, 1,4-bicyclo(2,2,2) extending octyl, decalin-2,6-diyl, pyridine -2,5-diyl, pyrimidine-2,5-diyl, pyrazine-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 2,6- Naphthyl, phenanthrene-2,7-diyl, 9,10-dihydrophenanthrene-2,7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene 2,7-di Or 茀-2,7-diyl, 1,4-phenylene, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 2,6-anthranyl, phenanthrene-2, 7-diyl, 9,10-dihydrophenanthrene-2,7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene 2,7-diyl and indole-2,7- The diyl group may have one or more of F, Cl, CF ₃ , OCF ₃ , a cyano group, an alkyl group having 1 to 8 carbon atoms, an alkoxy group, an alkyl fluorenyl group, an alkyl fluorenyloxy group, and 2 carbon atoms. ~8 alkenyl, alkenyloxy, olefinyl or ethenyloxy as a substituent, Z _p1 and Z _p2 independently represent -COO-, -OCO-, -CH ₂ CH ₂ -, -OCH ₂ -, -CH ₂ O-, -CH=CH-, -C≡C-, -CH=CHCOO-, -OCOCH=CH-, -CH ₂ CH ₂ COO-, -CH ₂ CH ₂ OCO-, -COOCH ₂ CH ₂ -, -OCOCH ₂ CH ₂ -, -CONH-, -NHCO- or a single bond, p ₃ means 0, 1 or 2)

Here, when Sp ₁ and Sp ₂ are each independently an alkylene group, the alkylene group may be substituted by one or more halogen atoms or CN, and one or more CHs present in the group are present. _{The 2} group may also be -O-, -S-, -NH-, -N(CH ₃ )-, -CO-, -COO-, -OCO-, -OCOO-, -SCO in such a manner that the O atoms are not directly adjacent to each other. -, -COS- or -C≡C- substituted. Further, P ₁ and P ₂ are each independently preferably one of the following formulae.

(wherein, R _p2 to R _p6 each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 5 carbon atoms)

More specifically, the polymerizable compound is preferably a polymerizable compound represented by the formula (PC0-1) to the formula (PC0-6).

(wherein p ₄ independently represents 1, 2 or 3). More specifically, it is preferably a polymerizable compound represented by the general formula (PC1-1) to the general formula (PC1-9).

(wherein p ₅ represents 0, 1, 2, 3 or 4). Wherein, Sp ₁ , Sp ₂ , Q _p1 and Q _{p2 are} preferably a single bond, and P ₁ and P _{2 are} preferably a formula (PC0-a), more preferably an acryloxy group and a methacryloxy group, p ₁ + p _{4 is} preferably 2, 3 or 4, and R _{p1 is} preferably H, F, CF ₃ , OCF ₃ , CH ₃ or OCH ₃ . Further, a compound represented by the formula (PC1-2), the formula (PC1-3), the formula (PC1-4), and the formula (PC1-8) is preferred.

Further, a discotic liquid crystal compound represented by the general formula (PC1)-9 in MG _p in the general formula (PC) is also preferred.

[化33]

(wherein R ₇ each independently represents _a substituent of P ₁ -Sp ₁ -Q _p1 or the formula (PC1-e), and R ₈₁ and R ₈₂ each independently represent a hydrogen atom, a halogen atom or a methyl group, R ₈₃ And an alkoxy group having 1 to 20 carbon atoms, wherein at least one hydrogen atom of the alkoxy group is substituted by a substituent represented by the above formula (PC0-a) to (PC0-d))

The amount of the polymerizable compound used is preferably from 0.05 to 2.0% by mass.

The liquid crystal composition of the present invention may further contain one or more kinds of antioxidants, and may further contain one or more kinds of UV (ultraviolet) absorbers. The antioxidant is preferably selected from those represented by the following formula (E-1) and/or formula (E-2).

(wherein R _e1 represents an alkyl group having 1 to 15 carbon atoms, and one or more of the alkyl groups -CH ₂ - may be -O-, -CH=CH- in such a manner that the oxygen atoms are not directly adjacent to each other. , -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O- or -OCF ₂ -, wherein one or more hydrogen atoms in the alkyl group may be optionally Halogen substitution, Z _e1 , Z _e2 independently represent a single bond, -CH=CH-, -C≡C-, -CH ₂ CH ₂ -, - (CH ₂ ) ₄ -, -COO-, -OCO-, -OCH ₂ -, -CH ₂ O-, -OCF ₂ - or -CF ₂ O-, E ₁ represents a cyclohexane ring or a benzene ring, and one or more of -CH ₂ - in the cyclohexane ring also can not directly adjacent oxygen atoms of embodiment be replaced by -O-, and, above the ring of 1 or 2 of -CH ₂ CH ₂ - can be _{-CH = CH -, - CF 2} O- or - OCF ₂ -substituted, one or two or more of the benzene rings -CH= may be substituted by -N= in such a manner that the nitrogen atoms are not directly adjacent to each other, and one or more hydrogen atoms in the ring may be substituted by F and Cl. , CH _{3 is} substituted, q ₁ is 0, ₁ , 2 or 3)

The liquid crystal composition of the present invention can be used as a liquid crystal display element, in particular, a liquid crystal display element for active matrix driving, for example, for TN mode, OCB (Optically Compensated Bend) mode, ECB (Electrically Controlled Birefringence). Mode, IPS (including FFS electrode) mode or VA-IPS (Vertical Aligned-In plane switching) mode (including FFS electrode). Here, the VA-IPS mode means that the liquid crystal material (Δε>0) having a positive dielectric anisotropy is aligned perpendicularly to the substrate surface when no voltage is applied, and is disposed on the same substrate surface. The method of driving the liquid crystal molecules by the pixel electrode and the common electrode, since the liquid crystal molecules are arranged in the direction of the bending electric field generated by the pixel electrode and the common electrode, it is possible to easily perform pixel division or form a multi domain. The response is also excellent. According to Non-Patent Document Proc. 13th IDW, 97 (1997), Proc. 13th IDW, 175 (1997), SID Sym. Digest, 319 (1998), SID Sym. Digest, 838 (1998), SID Sym. Digest, 1085 (1998), SID Sym. Digest, 334 (2000), Eurodisplay Proc., 142 (2009), and various names such as EOC and VA-IPS, but in the present invention, hereinafter referred to as "VA-IPS".

Generally, the threshold voltage (Vc) of the Fredericks transition in the TN and ECB modes is represented by the formula (I), [Number 1]

In the STN mode, it is represented by the formula (II).

The VA mode is represented by the formula (III).

(wherein, Vc represents a Frederickz transition (V), Π represents a pi, d _cell represents a spacing (μm) between the first substrate and the second substrate, and d _gap represents a spacing (μm) between the pixel electrode and the common electrode, d _ITO indicates the width (μm) of the pixel electrode and/or the common electrode, <r1>, <r2>, and <r3> indicate the extrapolation length (μm), K11 represents the elastic constant (N) of the splay, and K22 represents the torsion. The elastic constant (N), K33 represents the elastic constant (N) of the bend, and Δε represents the anisotropy of the dielectric constant)

On the other hand, the inventors found that the formula (IV) is applied in the VA-IPS method,

(wherein, Vc represents a Frederickz transition (V), Π represents a pi, d _cell represents a spacing (μm) between the first substrate and the second substrate, and d _gap represents a spacing (μm) between the pixel electrode and the common electrode, d _ITO represents the width (μm) of the pixel electrode and/or the common electrode, <r1>, <r'>, and <r3> represent the extrapolation length (μm), K33 represents the elastic constant (N) of the bending, and Δε represents Anisotropy of dielectric constant). According to the formula (IV), the cell composition achieves low driving voltage by minimizing d _gap and increasing d _ITO as much as possible, and by selecting the liquid crystal composition used, the absolute value of Δ ε is large and K33 is Smaller to achieve low drive voltage.

The liquid crystal composition of the present invention can be adjusted to preferably Δε, K11, K33.

The product of the refractive index anisotropy (?n) of the liquid crystal composition and the interval (?n?d) between the first substrate and the second substrate of the display device are closely related to the viewing angle characteristics or the response speed. Therefore, the interval (d) tends to be thinner to 3 to 4 μm. When the product (Δn‧d) is in the TN mode, the ECB mode, or the IPS mode, it is preferably 0.31 to 0.33. In the VA-IPS mode, it is preferably 0.20 to 0.59, and more preferably 0.30 to 0.40, in the case of vertical alignment with respect to the two substrates. The tilt angle is preferably 0.5 to 7° in the case of the TN mode or the ECB mode in which the liquid crystal alignment and the substrate surface are substantially horizontal when no application is required, and the VA-IP is substantially perpendicular to the substrate surface when no application is required. In the case of the mode, the inclination angle is preferably 85 to 90°. In order to align the liquid crystal composition as described above, an alignment film containing polyimine (PI), polyamine, chalcone, cinnamate or cinnamon quinone may be provided. Further, the alignment film is preferably produced by using a photo-alignment technique. The liquid crystal composition of the present invention containing a compound of the formula (LC0) wherein X ¹⁰³ is F is easily aligned with the easy axis of the alignment film to easily control the tilt angle required.

Further, the liquid crystal composition of the present invention containing a compound represented by the formula (PC) as a polymerizable compound can be produced by polymerizing a polymerizable compound contained in the liquid crystal composition under an applied voltage or without applying a voltage. A liquid crystal display element for a polymer stabilized TN mode, OCB mode, ECB mode, IPS mode, or VA-IPS mode.

Example

Hereinafter, the present invention will be described in more detail by way of examples, but the invention is not limited thereto. Moreover, "%" in the composition of the following examples and comparative examples means "% by mass".

The physical properties of the liquid crystal composition are as follows.

T _NI : nematic phase-isotropic liquid phase transfer temperature (°C)

⊥⊥: dielectric constant perpendicular to the long axis direction of the molecule at 25 ° C

△ ε: dielectric anisotropy at 25 ° C

N0: refractive index of ordinary light at 25 ° C

Δn: refractive index anisotropy at 25 ° C

Vth: the transmittance at the time of applying a rectangular wave with a frequency of 1 kHz at 25 ° C, 10% of the cell thickness, and the applied voltage (V) on the cell of 6 μm.

η ₂₀ : volumetric viscosity at 20 ° C (mPa ‧ s)

γ ₁ : rotational viscosity (mPa‧s)

The compounds are described using the abbreviations described below.

[化35]

(Example 1 and Comparative Example 1)

Hereinafter, the content ratio and physical property value of the prepared liquid crystal composition of the present invention (Example 1) and the liquid crystal composition (Comparative Example 1) prepared for comparison are shown.

The liquid crystal composition of Comparative Example 1 does not contain a compound represented by the formula (LC0), and is replaced by a compound other than the compound represented by the formula (LC0). Although the dielectric anisotropy (Δε) was substantially the same, and _TNI and Δn were substantially the same, it was found that the liquid crystal composition of Example 1 had a lower viscosity and the combination of the present invention was extremely excellent.

(Example 2 to Example 4)

Hereinafter, liquid crystal compositions (Examples 2 to 4) prepared in such a manner as to be substantially the same as Δε of Example 1 and their physical property values are shown.

Similarly to the liquid crystal composition of Example 1, the viscosity was lower.

(Example 5 and Comparative Example 2)

Hereinafter, the content ratio and physical property value of the prepared liquid crystal composition of the present invention (Example 5) and the liquid crystal composition (Comparative Example 2) prepared for comparison are shown.

The liquid crystal composition of Comparative Example 2 does not contain a compound represented by the formula (LC0), and is replaced by a compound other than the compound represented by the formula (LC0). Although the dielectric anisotropy (Δε) was substantially the same, and _TNI and Δn were substantially the same, it was found that the liquid crystal composition of Example 5 had a lower viscosity and the combination of the present invention was extremely excellent.

(Examples 6 to 8)

Hereinafter, the liquid crystal compositions (Examples 6 to 8) prepared in the same manner as in Example 5, which are substantially the same as Δε, and their physical property values are shown.

Similarly to the liquid crystal composition of Example 5, the viscosity was lower.

(Example 9 and Comparative Example 3)

Hereinafter, the content ratio and physical property value of the prepared liquid crystal composition of the present invention (Example 9) and the liquid crystal composition (Comparative Example 3) prepared for comparison are shown.

The liquid crystal composition of Comparative Example 3 does not contain a compound represented by the formula (LC0), and is replaced by a compound other than the compound represented by the formula (LC0). Although the dielectric anisotropy (Δε) was substantially the same, and _TNI and Δn were substantially the same, it was found that the liquid crystal composition of Example 9 had a lower viscosity and the combination of the present invention was extremely excellent.

(Examples 10 to 12)

Hereinafter, liquid crystal compositions (Examples 10 to 12) prepared in such a manner as to be substantially the same as Δε of Example 9 and their physical property values are shown.

Similarly to the liquid crystal composition of Example 9, the viscosity was lower.

(Example 13 and Comparative Example 4)

Hereinafter, the content ratio and physical property values of the prepared liquid crystal composition of the present invention (Example 13) and the liquid crystal composition (Comparative Example 4) prepared for comparison are shown.

The liquid crystal composition of Comparative Example 4 does not contain a compound represented by the formula (LC0), and is replaced by a compound other than the compound represented by the formula (LC0). Although the dielectric anisotropy (Δε) was substantially the same, and _TNI and Δn were substantially the same, it was found that the liquid crystal composition of Example 13 had a lower viscosity and the combination of the present invention was extremely excellent.

(Examples 14 to 16)

Hereinafter, liquid crystal compositions (Examples 14 to 16) prepared in such a manner as to be substantially the same as Δε of Example 13 and their physical property values are shown.

Similarly to the liquid crystal composition of Example 13, the viscosity was lower.

(Example 17)

a first substrate on which a pair of comb-shaped electrode structures are disposed on the same substrate, and a second substrate on which no electrode structure is provided, and a vertical alignment alignment film is formed on each of the substrates, and the first substrate and the second substrate are formed An empty cell with an IPS spacing of 4.0 microns. A liquid crystal composition shown in Example 1 was injected into the empty cell to fabricate a liquid crystal display device. When the photoelectric characteristics of the display element were measured, the applied voltage at which the transmittance was changed by 10% was 2.88 v. Further, the response speed when 7 V was applied was 6.9 msec, and the response speed when the voltage was turned off was 14.4 msec.

The polymerizable liquid crystal composition CLC-A was prepared by adding 1% of the polymerizable compound represented by the formula (PC-1)-3-1 to 99% of the liquid crystal composition shown in Example 1 and uniformly dissolving it.

The physical properties of CLC-A and the physical properties of the liquid crystal composition shown in Example 1 were almost the same.

After the CLC-A was sandwiched between the IPS empty cells described above, a rectangular wave of 1.8 V was applied at a frequency of 1 kHz, and the liquid crystal cell was irradiated with ultraviolet rays by a high pressure mercury lamp through a filter that cuts off ultraviolet rays of 300 nm or less. The irradiation property of the unit surface was adjusted to ²⁰ mW/cm ² and irradiated for 600 seconds to polymerize the polymerizable compound in the polymerizable liquid crystal composition to obtain a vertical alignment liquid crystal display device. When the photoelectric characteristics of the display element were measured, the applied voltage at which the transmittance was changed by 10% was 2.98 v. Also, the response speed when 7v was applied was 4.8 milliseconds. Further, the response speed when the voltage was turned off was 5.0 msec, and the speed was extremely fast as compared with the liquid crystal display element produced only by the liquid crystal composition shown in Example 1.

Claims (19)

A liquid crystal composition containing a liquid crystal composition having a positive dielectric anisotropy, and the liquid crystal composition containing one or more compounds selected from the compounds represented by the formula (LC0) , (wherein R ⁰¹ represents an alkyl group having 1 to 15 carbon atoms, and one or more of CH _{2 in} the alkyl group may be -O-, -CH=CH-, - in such a manner that the oxygen atoms are not directly adjacent to each other. CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ - are substituted, and one or two or more hydrogen atoms in the alkyl group may be optionally substituted by halogen , A ⁰¹ independently represents any of the following structures, (In this structure, X ¹⁰⁴ to X ¹⁰⁸ each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ ), and A ⁰² represents any of the following structures, respectively. (In this structure, X ¹⁰⁹ to X ¹¹³ each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ ), and X ¹⁰¹ to X ¹⁰³ independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , Y ⁰¹ and Y ⁰² each independently represent -Cl, -F, -CF ₃ or -OCF ₃ , and Z ⁰² represents -CH ₂ O-, -OCH ₂ - or -CF ₂ O- Z ⁰¹ and Z ⁰³ independently represent a single bond, -CH=CH-, -C≡C-, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCF ₂ - or -CF ₂ O-, respectively. , m ⁰¹ and m ⁰² respectively represent an integer of 0 to 2, and m ⁰¹ + m ⁰² independently represent 0, 1, 2 or 3, respectively, at A ⁰¹ , X ¹⁰¹ , X ¹⁰² , Z ⁰¹ and/or Z ⁰³ When there are a plurality of compounds, the liquid crystal composition may further contain one or more compounds selected from the group consisting of compounds represented by the general formulae (LC1) to (LC5). , (wherein R ¹¹ to R ⁴¹ each independently represent an alkyl group having 1 to 15 carbon atoms, and one or more of the alkyl groups -CH ₂ - may be -O- in such a manner that the oxygen atoms are not directly adjacent to each other; , -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O- or -OCF ₂ -, one or more hydrogens in the alkyl group The atom may be optionally substituted by halogen, and R ⁵¹ and R ⁵² each independently represent an alkyl group having 1 to 15 carbon atoms, and one or two or more of -CH ₂ - in the alkyl group may not directly abut the oxygen atom. The method is substituted by -O-, -CH=CH-, -CO-, -OCO-, -COO- or -C≡C-, and may also be used in the case where the following A ⁵¹ or A ⁵³ is a cyclohexane ring. Is -OCF ₃ , -CF ₃ , -OCF=CF ₂ or -OCH=CF ₂ , and A ¹¹ ~ A ⁴² independently represent any of the following structures, (In this structure, one or two or more -CH ₂ - of the cyclohexane ring may be substituted by -O- in such a manner that the oxygen atoms are not directly adjacent to each other, and X ⁶¹ and X ⁶² independently represent -H, -Cl, - F, -CF ₃ or -OCF ₃ ), A ⁵¹ ~ A ⁵³ each independently represent any of the following structures, (In the formula, one or more of the cyclohexane rings -CH ₂ CH ₂ - may also be substituted by -CH=CH-, -CH ₂ O- or -OCH ₂ -, one of the benzene rings Or two or more -CH= may be substituted by -N= in a manner that the nitrogen atoms are not directly adjacent to each other, and X ¹¹ to X ⁴³ each independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , Y ¹¹ ~Y ⁴¹ represents -Cl, -F, -CF ₃ , -OCF ₃ , -CF ₂ CF ₃ , -CHFCF ₃ , -OCF ₂ CF ₃ , -OCHFCF ₃ or -OCF=CF ₂ , Z ³¹ ~Z ⁴² independently represents a single bond, -CH=CH-, -C≡C-, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -OCF ₂ - Or -CF ₂ O-, at least one of Z ³¹ and Z ³² present is not a single bond, and Z ⁵¹ and Z ⁵² each independently represent a single bond, -CH=CH-, -C≡C-, - CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -OCF ₂ - or -CF ₂ O-, m ²¹ ~m ⁵¹ respectively Independently representing an integer from 0 to 3, m ³¹ + m ³² and m ⁴¹ + m ⁴² each independently represent 1, 2, 3 or 4, at A ²³ , A ³¹ , A ³² , A ⁴¹ , A ⁴² , A ⁵² When there are plural cases of Z ³¹ , Z ³² , Z ⁴¹ , Z ⁴² and/or Z ⁵² , the same may be the same or different; wherein A ³ is present ¹ and A ³² are (In this structure, one or two or more -CH ₂ - of the cyclohexane ring may be substituted by -O- in such a manner that the oxygen atoms are not directly adjacent to each other), and any of A ⁴¹ and A ⁴² present is (In this structure, one or two or more -CH ₂ - of the cyclohexane ring may be substituted by -O- in such a manner that the oxygen atoms are not directly adjacent to each other). The liquid crystal composition of claim 1, wherein X ¹⁰³ is F in the formula (LC0). The liquid crystal composition of claim 1 or 2, wherein the compound represented by the formula (LC0) is a compound represented by the formula (LC0-1) to the formula (LC0-36), [11] [Chemistry 14] (wherein, X ¹¹⁴ ~ X ¹¹⁷ independently represent -H, -Cl, -F, -CF ₃ or -OCF ₃ , R ⁰¹ , X ¹⁰¹ ~ X ¹¹³ , Y ¹⁰¹ represent the same meaning as claim 1) . The liquid crystal composition according to claim 1 or 2, which contains one or more compounds selected from the group consisting of compounds represented by the formula (LC2-1) to the formula (LC2-14) a compound represented by the formula (LC2), [Chem. 15] (wherein, X ²³ , X ²⁴ , X ²⁵ and X ²⁶ each independently represent a hydrogen atom, Cl, F, CF ₃ or OCF ₃ , and X ²² , R ²¹ and Y ^{21 have the} same meanings as in claim 1). The liquid crystal composition according to claim 1 or 2, which contains one or more compounds selected from the group consisting of compounds represented by the formula (LC3-1) to the formula (LC3-58). a compound represented by the formula (LC3), [Chem. 16] [化17] [化18] (wherein, X ³³ to X ³⁸ each independently represent H, Cl, F, CF ₃ or OCF ₃ , and R ³¹ , X ³² and Y ³¹ represent the same meanings as in claim 1). The liquid crystal composition according to claim 1 or 2, which contains one or more compounds selected from the group consisting of compounds represented by the formula (LC4-1) to the formula (LC4-14) a compound represented by the formula (LC4), [Chem. 19] (wherein, X ⁴⁴ to X ⁴⁷ each independently represent H, Cl, F, CF ₃ or OCF ₃ , and X ⁴² , X ⁴³ , R ⁴¹ and Y ⁴¹ represent the same meanings as in claim 1). The liquid crystal composition according to claim 1 or 2, which contains one or more compounds selected from the group consisting of compounds represented by the formula (LC5-1) to the formula (LC5-26) a compound represented by the formula (LC5), [Chem. 20] (wherein R ⁵¹ and R ⁵² represent the same meaning as claim 1). The liquid crystal composition of claim 1, which contains one or more compounds represented by the formula (LC0), and further contains a compound selected from the group consisting of the formula (LC1) to the formula (LC4). The compound represented by the formula (LC5) may further contain one or two or more compounds. The liquid crystal composition of claim 8, which contains one or more compounds of any of R ⁵¹ and R ⁵² in the formula (LC5) which is an alkenyl group having 2 to 5 carbon atoms. The liquid crystal composition according to any one of claims 1 to 2, which contains one or more of A ¹¹ , A ²¹ to A ^{23 in} the formula (LC1) to the formula (LC5), At least one of A ³¹ ~ A ³² , A ⁴¹ ~ A ⁴² , and A ⁵¹ ~ A ⁵³ is a tetrahydropyran-2,5-diyl compound. The liquid crystal composition according to any one of claims 1 to 2, which contains 30 to 70% by mass of a compound represented by the formula (LC5), and has a viscosity η of 20 mPa·s or less at 20 °C. The liquid crystal composition according to any one of claims 1 to 2, which contains one or more optically active compounds. The liquid crystal composition according to any one of claims 1 to 2, which contains one or more polymerizable compounds. The liquid crystal composition according to any one of claims 1, 2 or 8, which contains one or more antioxidants. The liquid crystal composition according to any one of claims 1 to 2, which contains one or more UV absorbers. A liquid crystal display element using the liquid crystal composition according to any one of claims 1 to 15. A liquid crystal display element for active matrix driving using the liquid crystal composition according to any one of claims 1 to 15. A liquid crystal display element for use in a TN mode, an OCB mode, an ECB mode, an IPS mode or a VA-IPS mode, which uses the liquid crystal composition according to any one of claims 1 to 15. A liquid crystal display element for TN mode, OCB mode, ECB mode, IPS mode or VA-IPS mode, which is polymer stabilized, and uses the liquid crystal composition according to any one of claims 1 to 15 for applying voltage It is produced by polymerizing a polymerizable compound contained in the liquid crystal composition under or without a voltage application.