TW202035380A - Liquid crystal composition, display element and compound - Google Patents

Abstract

The present invention addresses the problem of providing: a liquid crystal composition which is to be used in an active drive display element and improves chromatic dispersion properties; a display element which uses said liquid crystal composition; and a compound. Provided are: a liquid crystal composition which is to be used in an active drive display element and is characterized by containing one or more types of a compound (Z) having a group (ZG) which has a characteristic structure, exhibits large chromatic dispersion, and is positioned in a direction which is straight along the molecular long axis; and a display element which uses said liquid crystal composition. In addition, a compound represented by general formula (I) is provided as the compound (Z).

Description

Liquid crystal composition, display element, and compound

The present invention relates to a liquid crystal composition with improved wavelength dispersion, a display element using the liquid crystal composition, and a compound.

Vertical alignment type liquid crystal display elements are characterized by high contrast, and are widely used in products such as televisions. However, when the display element is viewed from the front and the display element is viewed from an oblique side, there is a problem that the hue and chromaticity change.

In a graph drawn with the wavelength λ of incident light to the liquid crystal composition as the horizontal axis and its refractive index anisotropy (∆n) as the vertical axis, the shorter the wavelength (λ), the refractive index anisotropy When the (∆n) is larger, the liquid crystal composition can be described as "positive wavelength dispersion" or "positive dispersion". When the wavelength (λ) is shorter, the refractive index anisotropy (∆n) is smaller The liquid crystal composition can be described as "inverse wavelength dispersion" or "inverse dispersion." The driving liquid crystal composition used in the liquid crystal display element is positively dispersive, and therefore, the above-mentioned problem occurs. Previously, it was reported that the above-mentioned problem was solved by using a liquid crystal material with anti-dispersion properties based on simulation results (Patent Document 1). However, there are no reported examples of liquid crystal compositions that satisfy various physical properties required for display products and have anti-dispersion properties, and the development of such liquid crystal compositions is required. Prior art literature Patent literature

Patent Document 1: Japanese Patent Application Publication No. 2018-105908

[The problem to be solved by the invention]

The problem to be solved by the present invention is to provide a liquid crystal composition for an active display element with improved wavelength dispersion, a display element using the liquid crystal composition, and a compound. [Technical means to solve the problem]

The inventors of the present invention have made diligent studies to solve the above-mentioned problems, and as a result, completed the development of a specific liquid crystal composition. That is, the present invention provides a liquid crystal composition for actively driving display elements, which is characterized by containing at least one compound (Z) having a group (ZG) in a direction perpendicular to the long axis of the molecule, and the group (ZG) has a large The wavelength dispersion; the present invention also provides a display element using the liquid crystal composition and the compound. [Effects of Invention]

When the liquid crystal composition of the present invention is used in a display device, the change in color tone and chromaticity when the alignment of the liquid crystal changes due to voltage application is small, so it is useful as a material for a liquid crystal display device.

The liquid crystal composition of the present invention is a liquid crystal composition for actively driving display elements, and is characterized in that it contains at least one compound (Z) having a group (ZG) in the direction perpendicular to the long axis of the molecule, and the group (ZG) has Large wavelength dispersion. From the viewpoints of changes in hue and chromaticity when the alignment of the liquid crystal changes due to voltage application, the liquid crystal phase temperature range, refractive index anisotropy, dielectric anisotropy, rotational viscosity and elastic modulus of the liquid crystal composition, the compound (Z) is preferably composed of groups with small wavelength dispersion (LA and LB) and groups (ZG) with large wavelength dispersion (Figure 1). A graph conceptually showing the wavelength dispersion of each group (LA, LB, and ZG) constituting the compound (Z) is shown in FIG. 2.

In Figure 1, base (LA and LB) respectively means small wavelength dispersion, and base (ZG) means large wavelength dispersion. The compound (Z) preferably has groups (LA and LB) in the direction of the long axis of the molecule, and groups (ZG) in the direction perpendicular to the long axis of the molecule. The above groups (LA and LB) have small wavelength dispersion. The above-mentioned base (ZG) has a large wavelength dispersion. The structure of the compound (Z) conceptually is shown in FIG. 3.

In the structure described in Figure 3, each group (LA, LB, and ZG) can be bonded by a single bond, a double bond, or a triple bond, or can be bonded via a divalent linking group, or form the same condensation Ring system. In addition, the base (ZG) can be bonded at the center of the base (LA and LB) and the base (ZG), or at the end of the base (ZG). Here, the “longer axis of the molecule” in the compound (Z) refers to the axis that coincides with the long axis of the molecule of the rod-shaped liquid crystal compound when it is added to a liquid crystal composition composed of a rod-shaped liquid crystal compound. The so-called "has groups (LA and LB) in the direction of the long axis of the molecule, and the aforementioned groups (LA and LB) have small wavelength dispersion"," refers to the addition of compound (Z) to a liquid crystal composed of a rod-shaped liquid crystal compound In the case of the composition, the axis containing the groups (LA and LB) coincides with the long axis of the molecule of the rod-shaped liquid crystal compound. More specifically, the compound (Z) is preferably a compound represented by the following general formula (I),

(In the formula, R ¹¹ and R ¹² each independently represent an alkyl group with 1 to 8 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, an alkenyl group with 2 to 8 carbon atoms or 2 to 7 carbon atoms For the alkenyloxy group, A ¹¹ and A ¹³ each independently represent a group selected from the following formula (A1-1) to formula (A1-11).

(In the formula, the dotted line indicates the bonding position). When there are a plurality of A ¹¹ , they can be the same or different. When there are a plurality of A ^13s , they can be the same or different. A ¹² means A group (ZG) with large wavelength dispersion, but the group (ZG) faces a direction roughly perpendicular to the molecular long axis of the compound represented by the general formula (I). Z ¹¹ and Z ¹² each independently represent -O-, -S-, -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO -O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO- CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-,- COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH- , -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but when there are plural Z ¹¹ , they can be the same or different. When there are plural Z ¹² In the case, they may be the same or different, m11 and m12 each independently represent an integer from 0 to 5, but m11+m12 represents an integer from 0 to 5).

In the general formula (I), A ¹² represents a group (ZG) with large wavelength dispersion, but the group (ZG) faces a direction perpendicular to the molecular long axis of the compound represented by the general formula (I). From the viewpoint of changes in hue and chromaticity when the alignment of the liquid crystal changes due to voltage application, the liquid crystal phase temperature range, refractive index anisotropy, dielectric anisotropy, rotational viscosity and elastic modulus of the liquid crystal composition, A ¹² preferably represents a group selected from the following formula (A12-1) to formula (A12-4).

(In the formula, the dotted line represents the bonding position, B ¹ represents a 5-membered ring that may further have a condensed ring, B ² represents a 6-membered ring that may further have a condensed ring, formula (A12-1) to formula (A12-4 The group represented by) may be substituted, any -CH= may be independently substituted with -N=, -CH ₂ -may be independently substituted with -O-, -S-, -NR ^T- (formula Where R ^T represents a hydrogen atom, an alkyl group with 1 to 20 carbon atoms, an aromatic group with 6 to 20 carbon atoms or a heteroaryl group with 3 to 20 carbon atoms), -CS- or -CO-), More preferably, A ¹² represents a group selected from the following formula (A12-1-1) to formula (A12-4-9).

(In the formula, the dotted line indicates the bonding position, the groups can be substituted, any -CH= can be independently substituted with -N=, -CH ₂ -can be independently substituted with -O-, -S -, -NR ^T1- (In the formula, R ^T1 represents a hydrogen atom, an alkyl group with 1 to 5 carbon atoms, an aromatic group with 6 to 10 carbon atoms or a heteroaryl group with 3 to 10 carbon atoms),- CS- or -CO-), A ¹² further preferably represents a group selected from the following formula (A122-1-1) to formula (A122-3-3).

(In the formula, the dotted line indicates the bonding position, the groups can be substituted, any -CH= can be independently substituted with -N=, -CH ₂ -can be independently substituted with -O-, -S -, -NR ^T11- (wherein, R ^T11 represents an alkyl group with 1 to 5 carbon atoms, an aromatic group with 6 to 9 carbon atoms or a heteroaryl group with 3 to 9 carbon atoms), -CS- or -CO-), A ^{12 more} preferably represents a group selected from the following formula (A123-1) to formula (A123-8).

(In the formula, the dotted line indicates the bonding position. The groups may be unsubstituted or substituted by one or more substituents L ^G. T ¹ represents a group selected from the following formula (T1-1) to formula (T1-6) base.

(In the formula, there is 1 bonding bond at any position, any -CH= can be independently substituted with -N=, and -CH ₂ -can be independently substituted with -O- or -S-. This at an arbitrary position in the so-called bonded having a bond, for example, when the knot in the case of formula (T1 - 1) and formula (A123-1) T to formula (A123-8) of ^a key, intended to formula (T1 -1) has one bonding bond at any position (hereinafter, in the present invention, a bonding bond at any position means the same meaning). In addition, these groups may be unsubstituted or substituted with more than one substituent L ^G substitution), L ^G represents a halogen atom, a cyano group, a nitro group, a pentafluorosulfanyl group (pentafluorosulfanyl), a substituted amino group, a substituted silyl group, any hydrogen atom may be substituted with fluorine Atoms and 1 -CH ₂ -or ₂ or more non-adjacent -CH ₂ -can be independently substituted into -O-, -S-, -CO-, -COO-, -OCO-, -CO -S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH =CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- alkyl group with 1 to 20 carbon atoms), A ^{12 is more} preferably selected from The following formula (A124-1) to the base of formula (A124-4).

(In the formula, the dashed line indicates the bonding position, the groups may be unsubstituted or substituted by one or more substituents L ^G1 , and T ¹¹ is selected from the following formula (T11-1) to formula (T11-3) base.

(In the formula, there is one bonding bond at any position, and these groups may be unsubstituted or substituted by one or more substituents L ^G1 ), L ^G1 represents a fluorine atom, a chlorine atom, a pentafluoromethylsulfanyl group, Any hydrogen atom can be substituted with a fluorine atom and one -CH ₂ -or two or more non-adjacent -CH ₂ -s can be independently substituted with -O-, -S-, -COO-,- OCO-, -CH=CH-, -CF=CF- or -C≡C- alkyl group with 1 to 10 carbon atoms), A ^{12 is} particularly preferably selected from the following formula (A125-1) to formula (A125-4) basis.

(In the formula, the dotted line represents the bonding position, and T ¹² represents a group selected from the following formulas (T12-1) and (T12-2).

(In the formula, there is one bond at any position, and these groups may be unsubstituted or substituted by one or more substituents L ^G2 ), but L ^G2 represents a fluorine atom, a pentafluoromethylsulfanyl group, any The hydrogen atom may be substituted with a fluorine atom and one -CH ₂ -may be substituted with -O- or -CH=CH- (alkyl group with 1 to 5 carbon atoms).

The compound represented by the general formula (I) changes the color tone and chromaticity when the liquid crystal alignment changes due to voltage application, the liquid crystal phase temperature range of the liquid crystal composition, refractive index anisotropy, dielectric anisotropy, rotational viscosity and From the viewpoint of the modulus of elasticity, the compound represented by the following general formula (Ii) is preferred.

(In the formula, R ¹¹¹ and R ¹²¹ each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, an alkenyl group with 2 to 5 carbon atoms or 2 to 4 carbon atoms For the alkenyloxy group, A ¹¹¹ and A ¹³¹ each independently represent a group selected from the following formula (A11-1) to formula (A11-9).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ¹¹¹ , they can be the same or different; when there are a plurality of A ¹³¹ , they can be the same or different, A ¹²¹ Represents a group selected from the above formula (A12-1-1) to formula (A12-4-9), Z ¹¹¹ and Z ^{12 1} each independently represent -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CH=CH-COO-, -OCO-CH=CH-, -CH=CH-, -CH=NN=CH- , -CF=CF-, -C≡C- or single bond, but when there are plural Z ¹¹¹ , they can be the same or different, when there are plural Z ^{12 1} , they can be the same It may be different, m111 and m121 each independently represent an integer from 1 to 4, but m111+m121 represents an integer from 1 to 4).

The compound represented by the general formula (I) is more preferably a compound represented by the following general formula (I-ii).

(In the formula, R ¹¹² and R ¹²² each independently represent an alkyl group with 1 to 4 carbon atoms, an alkoxy group with 1 to 3 carbon atoms, an alkenyl group with 2 to 4 carbon atoms, or 2 to 3 carbon atoms. For the alkenyloxy group, A ¹¹² and A ¹³² each independently represent a group selected from the following formula (A112-1) to formula (A112-7).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ¹¹² , they can be the same or different; when there are a plurality of A ¹³² , they can be the same or different, A ¹²² Represents a group selected from the above formula (A122-1-1) to formula (A122-3-3), Z ¹¹² and Z ^{12 2} each independently represent -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -or a single bond, but when there are plural Z ¹¹² , they may be the same or different. When there are plural Z ^{12 2} In this case, they may be the same or different, m112 and m122 each independently represent 1, 2 or 3, but m112+m122 represents an integer from 1 to 4).

The compound represented by general formula (I) is more preferably a compound represented by the following general formula (I-iii).

(In the formula, R ¹¹³ and R ¹²³ each independently represent an alkyl group with 1 to 3 carbon atoms, an alkoxy group with 1 or 2 carbon atoms, or an alkenyl group with 2 to 3 carbon atoms. A ¹¹³ and A ¹³³ each independently It independently represents a group selected from the following formula (A113-1) to formula (A113-5).

(In the formula, the dotted line indicates the bonding position), but when there are multiple A ^113s , they can be the same or different. When there are multiple A ^133s , they can be the same or different. A ¹²³ Represents a group selected from the above formula (A123-1) to formula (A123-8), Z ¹¹³ and Z ^{12 3} each independently represent -OCH ₂ -, -CH ₂ O-, -CF ₂ O-, -OCF ₂ -Or single bond, but when there are multiple Z ¹¹³ , they can be the same or different, when there are multiple Z ^{12 3} , they can be the same or different, m113 and m123 each independently represents 1 or 2, but m113+m123 represents 2, 3 or 4).

The compound represented by general formula (I) is more preferably a compound selected from the group consisting of compounds represented by the following general formula (I-iv-1) to general formula (I-iv-4).

(In the formula, R ¹¹⁴ and R ¹²⁴ each independently represent an alkyl group with 1 to 3 carbon atoms, an alkoxy group with 1 or 2 carbon atoms, or an alkenyl group with 2 or 3 carbon atoms. A ¹¹⁴ and A ¹³⁴ each independently It independently represents a group selected from the following formula (A114-1) to formula (A114-5).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ¹¹⁴ , they can be the same or different; when there are a plurality of A ¹³⁴ , they can be the same or different, A ¹²⁴ Represents a group selected from the above formula (A124-1) to formula (A124-4), Z ¹¹⁴¹ , Z ¹¹⁴² , Z ^{12 41} and Z ^{12 42} each independently represent -OCH ₂ -, -CH ₂ O-, -CF ₂ O-, -OCF ₂ -or single bond).

The compound represented by the general formula (I) is particularly preferably a compound selected from the group consisting of compounds represented by the following general formula (I-v-1) and general formula (I-v-2).

(In the formula, R ¹¹⁵ and R ¹²⁵ each independently represent an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 or 2 carbon atoms, or an alkenyl group having 2 or 3 carbon atoms, and A ¹²⁵ represents selected from the above In the base of formula (A125-1) to formula (A125-4), Z ¹¹⁵ and Z ^{12 5} each independently represent -OCH ₂ -, -CH ₂ O- or a single bond).

As the compound represented by general formula (I), specifically, the following formula (I-1) to formula (I-30) can be cited.

The compound represented.

When the liquid crystal composition of the present invention contains a compound represented by the general formula (I), it may contain one compound represented by the general formula (I), or may contain a plurality of compounds represented by the general formula (I). When the liquid crystal composition of the present invention contains the compound represented by the general formula (I), the total content of the compound represented by the general formula (I) in the liquid crystal composition is preferably 5% by mass or more and 95% by mass Below, more preferably 6 mass% or more and 40 mass% or less, still more preferably 8 mass% or more and 37 mass% or less, still more preferably 12 mass% or more and 33 mass% or less, particularly preferably 20 mass% or more And 25% by mass or less. Here, the "total of the contents of the compounds represented by the general formula (I)" refers to those represented by the general formula (I) when the liquid crystal composition contains one compound represented by the general formula (I) The content of the compound, when the liquid crystal composition contains multiple compounds represented by the general formula (I), refers to the total content of the multiple compounds represented by the general formula (I).

The liquid crystal composition of the present invention preferably contains a compound represented by the following general formula (III).

(In the formula, R ³¹ and R ³² each independently represent an alkyl group with 1 to 8 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, an alkenyl group with 2 to 8 carbon atoms or 2 to 7 carbon atoms For the alkenyloxy group, A ³¹ and A ³² each independently represent a group selected from the following formula (A3-1) to formula (A3-8).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ³² , they may be the same or different, and m31 indicates an integer from 1 to 4). From the viewpoints of changes in hue and chromaticity when the alignment of the liquid crystal changes due to voltage application, the liquid crystal phase temperature range, refractive index anisotropy, dielectric anisotropy, rotational viscosity and elastic modulus of the liquid crystal composition, The compound represented by formula (III) is preferably a compound represented by the following general formula (III-i).

(In the formula, R ³¹¹ and R ³²¹ each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, an alkenyl group with 2 to 5 carbon atoms, or 2 to 4 carbon atoms. For the alkenyloxy group, A ³¹¹ and A ³²¹ each independently represent a group selected from the following formula (A31-1) to formula (A31-6).

When (wherein the broken line represents a bonding position), but in the case of the presence of a plurality of A ^321, and the like which may be identical or different, M311 represents an integer of 1-3), a compound of formula (III) more preferably represented by the It is a compound represented by the following general formula (III-ii).

(In the formula, R ³¹² and R ³²² each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, an alkenyl group with 2 to 5 carbon atoms, or 2 to 4 carbon atoms. For the alkenyloxy group, A ³¹² and A ³²² each independently represent a group selected from the following formula (A32-1) to formula (A32-4).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ³²² , they can be the same or different, m312 represents 1 or 2), the compound represented by general formula (III) is more preferably A compound represented by the following general formula (III-iii).

(In the formula, R ³¹³ and R ³²³ each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, or an alkenyl group with 2 to 5 carbon atoms. A ³¹³ and A ³²³ each independently It independently represents a group selected from the following formula (A33-1) and formula (A33-2).

When (wherein the broken line represents a bonding position), but in the case of the presence of a plurality of A ^323, and the like which may be identical or different, M313 represents 1 or 2), a compound of formula (III) is particularly preferably selected from the group represented by the Compounds from the group consisting of compounds represented by the following general formula (III-iv-1) to general formula (III-iv-10).

(In the formula, R ³¹⁴ and R ³²⁴ each independently represent an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 2 to 5 carbon atoms).

When the liquid crystal composition of the present invention contains a compound represented by the general formula (III), it may contain one compound represented by the general formula (III), or may contain a plurality of compounds represented by the general formula (III). When the liquid crystal composition of the present invention contains the compound represented by the general formula (III), the total content of the compound represented by the general formula (III) in the liquid crystal composition is preferably 5% by mass or more and 95% by mass Below, more preferably 8% by mass or more and 55% by mass or less, still more preferably 10% by mass or more and 50% by mass or less, still more preferably 15% by mass or more and 45% by mass or less, particularly preferably 20% by mass or more And 40% by mass or less. Here, the "total of the contents of the compounds represented by the general formula (III)" refers to those represented by the general formula (III) when the liquid crystal composition contains one compound represented by the general formula (III) The content of the compound, when the liquid crystal composition contains multiple compounds represented by the general formula (III), refers to the total content of the multiple compounds represented by the general formula (III).

The liquid crystal composition of the present invention preferably has a dielectric anisotropy (∆ε) of -5.0 or more and -1.0 or less. From the viewpoints of the liquid crystal phase temperature range, driving voltage, rotational viscosity, and elastic modulus of the liquid crystal composition, the dielectric anisotropy (∆ε) is preferably -4.9 or more and -1.5 or less, more preferably -4.8 or more And -2.0 or less, more preferably -4.7 or more and -2.5 or less, still more preferably -4.6 or more and -2.7 or less, particularly preferably -4.5 or more and -3.0 or less.

The liquid crystal composition of the present invention may also contain a compound represented by the following general formula (II).

(In the formula, R ²¹ and R ²² each independently represent an alkyl group with 1 to 8 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, an alkenyl group with 2 to 8 carbon atoms or 2 to 7 carbon atoms For the alkenyloxy group, A ²¹ and A ²² each independently represent a group selected from the following formula (A2-1) to formula (A2-11).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ²¹ , they can be the same or different, when there are a plurality of A ²² , they can be the same or different, Z ²¹ And Z ²² each independently represent -O-, -S-, -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S- , -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH- O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO- , -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but when there are plural Z ²¹ , they can be the same It may be different. When there are a plurality of Z ²² , they may be the same or different. m21 and m22 each independently represent an integer from 0 to 3, but m21+m22 represents an integer from 1 to 3). From the viewpoints of changes in hue and chromaticity when the alignment of the liquid crystal changes due to voltage application, the liquid crystal phase temperature range, refractive index anisotropy, dielectric anisotropy, rotational viscosity and elastic modulus of the liquid crystal composition, The compound represented by formula (II) is preferably a compound represented by the following general formula (II-i).

(In the formula, R ²¹¹ and R ²²¹ each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, an alkenyl group with 2 to 5 carbon atoms, or 2 to 4 carbon atoms. For the alkenyloxy group, A ²¹¹ and A ²²¹ each independently represent a group selected from the following formula (A21-1) to formula (A21-9).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ²¹¹ , they can be the same or different; when there are a plurality of A ²²¹ , they can be the same or different, Z ²¹¹ And Z ²²¹ each independently represent -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CH=CH-COO -, -OCO-CH=CH-, -CH=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but when there are plural Z ²¹¹ , the like which may be the same or different, when Z in the presence of a plurality of case ^221, and the like which may be identical or different, M211 and M221 each independently represent an integer of 0 to 3, but m211 + m221 represents an integer of 1 to 3).

The compound represented by the general formula (II) is preferably a compound represented by the following general formula (II-ii).

(In the formula, R ²¹² and R ²²² each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, an alkenyl group with 2 to 5 carbon atoms or 2 to 4 carbon atoms. For the alkenyloxy group, A ²¹² and A ²²² each independently represent a group selected from the following formula (A22-1) to formula (A22-7).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ²¹² , they can be the same or different, when there are a plurality of A ²²² , they can be the same or different, Z ²¹² And Z ²²² each independently represent -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -or a single bond, but when there is In the case of a plurality of Z ²¹² , they may be the same or different. In the case of a plurality of Z ²²² , they may be the same or different. m212 and m222 each independently represent 0, 1 or 2, but m212 + m222 represents 1 or 2).

The compound represented by the general formula (II) is more preferably a compound represented by the following general formula (II-iii).

(In the formula, R ²¹² and R ²²² each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, or an alkenyl group with 2 to 5 carbon atoms. A ²¹³ and A ²²³ each independently It independently represents a group selected from the following formula (A23-1) to formula (A23-5).

(In the formula, the dotted line indicates the bonding position), but when there are multiple A ^213s , they can be the same or different, and when there are multiple A ^223s , they can be the same or different, Z ²¹³ And Z ²²³ each independently represent -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -or a single bond, but when there are plural Z ²¹³ , they may be the same or different. In the case of a Z ²²³ , they can be the same or different, m213 and m223 each independently represent 0, 1, or 2, but m213+m223 represents 1 or 2).

The compound represented by the general formula (II) is particularly preferably a compound selected from the group consisting of compounds represented by the following general formula (II-iv-1) to general formula (II-iv-8).

(In the formula, R ²¹⁴ and R ²²⁴ each independently represent an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 2 to 5 carbon atoms).

When the liquid crystal composition of the present invention is used in PSA, PS-VA, PS-IPS, and PI-Less type liquid crystal display elements, it preferably contains a compound represented by the following general formula (IV).

(In the formula, P ⁴¹ and P ⁴² each independently represent a group polymerized by radical polymerization, cationic polymerization or anionic polymerization, Sp ⁴¹ and Sp ⁴² each independently represent a spacer or a single bond, and A ⁴¹ and A ⁴² each independently It independently represents a group selected from the following formula (A4-1) to formula (A4-9).

(In the formula, the dotted line represents the bonding position, L ⁴ represents a halogen atom, a cyano group, a nitro group, a pentafluoromethylsulfanyl group, a substituted amino group, a substituted silyl group, and any hydrogen atom may be substituted It is a fluorine atom and one -CH ₂ -or two or more non-adjacent -CH ₂ -s can be independently substituted with -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO -CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- alkyl group with 1 to 20 carbon atoms, or ^PL -SP ^L- (In the formula, ^PL represents a group polymerized by radical polymerization, cationic polymerization, or anionic polymerization, and Sp ^L represents a spacer or a single bond), but when there are more than one L ⁴ , they can be The same or different), but when there are a plurality of A ⁴² , they can be the same or different. Z ⁴¹ represents -O-, -S-, -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO -NH-, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO -, -CH ₂ -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡ C- or a single bond, but when there are plural Z ⁴¹ , they can be the same or different, m41 represents an integer from 1 to 4). From the viewpoint of voltage retention, tilt angle stability, and compatibility with the liquid crystal composition, the compound represented by the general formula (IV) preferably contains a compound represented by the following general formula (IV-i).

(In the formula, P ⁴¹¹ and P ⁴²¹ each independently represent a group selected from the following formula (P-1) to formula (P-20).

(In the formula, the dotted line indicates the bonding position), Sp ⁴¹¹ and Sp ⁴²¹ each independently indicate that any hydrogen atom in the group can be substituted with a fluorine atom and 1 -CH ₂ -or ₂ or more non-adjacent- CH ₂ -can be independently substituted with -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-, -CF=CF- or -C≡C- linear or branched chain alkylene or single bond with 1 to 20 carbon atoms , A ⁴¹¹ and A ⁴²¹ each independently represent a group selected from the following formula (A41-1) to formula (A41-9).

(In the formula, the dotted line represents the bonding position, L ⁴¹ represents a fluorine atom, a chlorine atom, any hydrogen atom can be substituted with a fluorine atom and one -CH ₂ -or two or more non-adjacent -CH _2- Each is independently substituted with -O-, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C -An alkyl group having 1 to 10 carbon atoms, or a group represented by ^PL -Sp ^L- (wherein, ^PL represents the above formula (P-1) to (P-20)), and Sp ^L represents the group Any hydrogen atom can be substituted with fluorine atom and 1 -CH ₂ -or ₂ or more non-adjacent -CH ₂ -can be independently substituted with -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-, -CF=CF -Or -C≡C- linear or branched alkylene or single bond with 1 to 20 carbon atoms), but when there are more than one L ⁴¹ , they may be the same or different), However, when there are multiple A ^421s , they can be the same or different. Z ⁴¹¹ represents -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CH=CH-COO-, -OCO-CH=CH-, -CH=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- Or a single bond, but when there are plural Z ⁴¹¹ , they may be the same or different, m411 represents 1, 2 or 3), and the compound represented by general formula (IV) more preferably contains the following general formula ( IV-ii) The compound represented.

(In the formula, P ⁴¹² and P ⁴²² are each independently selected from formula (P-1), formula (P-2), formula (P-3), formula (P-4), formula (P-5), The base of formula (P-7), formula (P-11), formula (P-13), formula (P-15) and formula (P-18), Sp ⁴¹² and Sp ⁴²² each independently represent 1 -CH ₂ -or ₂ or more non-adjacent -CH ₂ -s can be independently substituted with -O-, -COO-, -OCO- or -O-CO-O- with carbon atoms ranging from 2 to 12 A chain or branched alkylene group or a single bond, A ⁴¹² and A ⁴²² each independently represent a group selected from the following formula (A42-1) to formula (A42-7).

(In the formula, the dotted line represents the bonding position, L ⁴² represents a fluorine atom, any hydrogen atom can be substituted with a fluorine atom, and one -CH ₂ -or two or more non-adjacent -CH ₂ -s can be each independently Alkyl groups with 1 to 5 carbon atoms substituted with -O-, but when there are a plurality of L ⁴² , the same or different), but when there are a plurality of A ⁴²² , the same Can be the same or different, Z ⁴¹² means -CH=CH-COO-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or single bond, but when there are multiple Z ⁴¹² , They may be the same or different, m412 represents 1 or 2), and the compound represented by general formula (IV) further preferably contains a compound represented by the following general formula (IV-iii).

(In the formula, P ⁴¹³ and P ⁴²³ each independently represent a base selected from formula (P-1), formula (P-2), formula (P-3) and formula (P-18), Sp ⁴¹³ and Sp ⁴²³ Each independently represents 1 -CH ₂ -or ₂ or more non-adjacent -CH ₂ -which can be each independently substituted with a linear alkylene group having 2 to 8 carbon atoms or a single bond , A ⁴¹³ and A ⁴²³ each independently represent a group selected from the following formula (A43-1) to formula (A43-7).

(In the formula, the dotted line represents the bonding position, L ⁴³ represents a fluorine atom, an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, and a hydrogen atom is substituted with a fluorine atom. Alkyl group or hydrogen atom of 5 is replaced with alkoxy group of fluorine atom with 1 to 4 carbon atoms, but when there are multiple L ⁴³ , they may be the same or different), but when there are multiple A ^In the case of ⁴²³ , they can be the same or different. Z ⁴¹³ means -CH=CH-COO-, -OCO-CH=CH- or a single bond, but when there are more than one Z ⁴¹³ , they can be the same It may be different, m413 represents 1 or 2), and the compound represented by general formula (IV) preferably contains one selected from the following general formula (IV-iv-1) to general formula (IV-iv-5) A compound in the group of compounds.

(In the formula, P ⁴¹⁴ and P ⁴²⁴ each independently represent a group selected from formula (P-1) and formula (P-2), and Sp ⁴¹⁴ and Sp ⁴²⁴ each independently represent a linear chain with 2 to 5 carbon atoms An alkylene group or a single bond, A ⁴¹⁴ , A ⁴²⁴ and A ⁴³⁴ each independently represent a group selected from the following formula (A44-1) to formula (A44-7).

(In the formula, the dotted line represents the bonding position, L ⁴⁴ represents a fluorine atom, an alkyl group with 1 to 5 carbon atoms, or an alkoxy group with 1 to 4 carbon atoms, but when there are more than one L ⁴⁴ , etc. Can be the same or different)). As the compound represented by the general formula (IV), specifically, compounds represented by the following general formula (IV-v-1) to (IV-v-15) can be cited.

(In the formula, P ⁴¹⁵ and P ⁴²⁵ each independently represent a group selected from formula (P-1) and formula (P-2), and Sp ⁴²⁵ represents a linear alkylene group having 2 to 5 carbon atoms).

In the liquid crystal composition of the present invention, a stabilizer can also be added to improve its storage stability. Examples of stabilizers that can be used include hydroquinones, hydroquinone monoalkyl ethers, tertiary butylcatechols, pyrogallols, thiophenols, and nitrosamine. Based compounds, β-naphthylamines, β-naphthols, nitroso compounds, etc. In the case of using a stabilizer, the addition amount relative to the composition is preferably in the range of 0.005% to 1% by mass, more preferably 0.02% to 0.8% by mass, and still more preferably 0.03% to 0.5% by mass. In addition, one type of stabilizer may be used, or two or more types of stabilizers may be used in combination. As a stabilizer, the compound represented by the following general formula (X1) is mentioned.

(In the formula, Sp ^{x 1} represents one -CH ₂ -or two or more non-adjacent -CH ₂ -s that can be independently substituted with -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO -, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- alkylene or single bond with 1 to 20 carbon atoms, A ^x1 represents a group selected from the following formula (Ax1-1) to formula (Ax1-8).

(In the formula, the dotted line indicates the bonding position), but when there are multiple A ^x1 , they can be the same or different. Z ^x1 represents -O-, -S-, -OCH ₂ -, -CH ₂ O -, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH- CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O -, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF -, -C≡C- or a single bond, but when there are plural Z ^x1 , they can be the same or different, mx1 represents 0 or 1, mx2 represents an integer from 0 to 4). From the viewpoint of voltage retention and compatibility with the liquid crystal composition, the compound represented by the general formula (X1) is preferably the compound represented by the following general formula (X1-i).

(In the formula, Sp ^{x 11} represents 1 -CH ₂ -or ₂ or more non-adjacent -CH ₂ -which can be independently substituted with the number of carbon atoms of -O-, -COO- or -OCO- 1 The alkylene group or single bond to 20, A ^x11 represents a group selected from the following formula (Ax11-1) and formula (Ax11-2),

(In the formula, the dotted line indicates the bonding position), but when there are multiple A ^x11 , they can be the same or different. Z ^x11 represents -COO-, -OCO-, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO- or a single bond, but when there are plural Z ^x11 , they can be the same or different, mx11 represents 0 or 1, mx21 represents 0 or 1), the general formula (X1) The compound represented is particularly preferably a compound represented by the following general formula (X1-ii-1) to (X1-ii-4).

(In the formula, Sp ^{x 12} represents an alkylene group or single bond with 1 to 20 carbon atoms).

Moreover, the compound represented by the following general formula (X2) is mentioned.

^{(Wherein, R x21, R x22, R} x23 and R ^x24 each independently represent a hydrogen atom, an oxygen atom, a hydroxyl group, or an alkyl group having a carbon number of 1 to 20 carbon atoms, an alkoxy group of 1 to 20, Sp ^x21 , Sp ^x22 , Sp ^x23, and Sp ^x24 each independently represent a spacer or a single bond, mx21 represents 0 or 1, mx22 represents 0 or 1, mx23 represents 0 or 1). From the viewpoint of voltage retention and compatibility with the liquid crystal composition, the compound represented by the general formula (X2) is preferably a compound represented by the following general formula (X2-i).

(In the formula, R ^x211 , R ^x221 , R ^x231 and R ^x241 each independently represent a hydrogen atom, an oxygen atom, a hydroxyl group, an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms, Sp ^{x 211} , Sp ^{x 221} , Sp ^{x 231} and Sp ^{x 241} each independently represent that any hydrogen atom in the group can be substituted with a fluorine atom and 1 -CH ₂ -or ₂ or more non-adjacent -CH _2- Can be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO- NH-, -NH-CO-, -CH=CH-, -CF=CF- or -C≡C- linear or branched alkylene or single bond with 1 to 20 carbon atoms, mx211 represents 0 or 1, mx221 represents 0 or 1, mx231 represents 0 or 1), and the compound represented by general formula (X2) is more preferably a compound represented by the following general formula (X2-ii).

(In the formula, R ^x212 and R ^x222 each independently represent a hydrogen atom, an alkyl group with 1 to 10 carbon atoms, or an alkoxy group with 1 to 10 carbon atoms, and Sp ^{x 212} and Sp ^{x 222} each independently represent one -CH ₂ -or ₂ or more non-adjacent -CH ₂ -can be each independently substituted with -O-, -COO- or -OCO- linear alkylene having 1 to 10 carbon atoms or A single bond, mx212 represents 0 or 1), and the compound represented by the general formula (X2) is particularly preferably a compound represented by the following general formula (X2-iii).

(In the formula, R ^x213 and R ^x223 each independently represent a hydrogen atom, an alkyl group with 1 to 10 carbon atoms, or an alkoxy group with 1 to 10 carbon atoms, and Sp ^{x 213} represents 1 -CH ₂ -or different Two or more adjacent -CH ₂ -s may be independently substituted with -COO- or -OCO- (a linear alkylene group having 1 to 10 carbon atoms).

The liquid crystal composition of the present invention is preferably a value (∆n) obtained by dividing the refractive index anisotropy (∆n(450)) at a wavelength of 450 nm by the refractive index anisotropy (∆n(550)) at a wavelength of 550 nm (450)/∆n(550)) satisfies the following formula (Equation 1): ∆n（450）/∆n（550）＜1.10 (Equation 1). From the viewpoint of changes in hue and chromaticity when the alignment of the liquid crystal changes due to voltage application, the liquid crystal phase temperature range of the liquid crystal composition, refractive index anisotropy, dielectric anisotropy, rotational viscosity and elastic modulus, ∆ n(450)/∆n(550) is preferably greater than 0.72 and less than 1.06, more preferably greater than 0.74 and less than 1.02, still more preferably greater than 0.76 and less than 0.98, still more preferably greater than 0.78 and less than 0.94, especially It is greater than 0.80 and less than 0.90.

The liquid crystal composition of the present invention is preferably a value obtained by dividing the refractive index anisotropy (Δn(650)) at a wavelength of 650 nm by the refractive index anisotropy (Δn(550)) at a wavelength of 550 nm (Δ n(650)/∆n(550)) satisfies the following formula (Equation 2): 0.90＜∆n(650)/∆n(550)＜1.50 (Equation 2). From the viewpoint of changes in hue and chromaticity when the alignment of the liquid crystal changes due to voltage application, the liquid crystal phase temperature range of the liquid crystal composition, refractive index anisotropy, dielectric anisotropy, rotational viscosity and elastic modulus, ∆ n(650)/∆n(550) is preferably greater than 0.95 and less than 1.45, more preferably greater than 1.00 and less than 1.40, still more preferably greater than 1.05 and less than 1.35, still more preferably greater than 1.10 and less than 1.30, especially It is greater than 1.16 and less than 1.20.

The liquid crystal composition of the present invention is preferably used in display devices. In a liquid crystal cell sandwiched between a substrate with two transparent electrodes, in the ECB (Electronic Controlled Birefringenence) mode that uses the birefringence of the liquid crystal to change the light transmittance, in the cross-polarized polarizing plate configuration, it penetrates The rate changes according to the following formula. Liquid crystal azimuth angle: The angle with respect to the transmission axis (OR absorption axis) of the polarizing plate, the best efficiency is 45 degrees according to the following formula.

烷-2,5-二基所含之環結構可為各個反式體及順式體之任一者，但就液晶性之觀點而言，較佳為各個反式體之含有率多於順式體之含有率，更佳為環結構中之反式體之含有率為80%以上，進而較佳為環結構中之反式體之含有率為90%以上，進而更佳為環結構中之反式體之含有率為95%以上，尤佳為環結構中之反式體之含有率為98%以上。又，於本案發明中，下述表記（CY-1）係指1,4-伸環己基之反式體及/或順式體。T: Transmittance Ψ: Liquid crystal azimuth angle λ: Wavelength d: Cell thickness is greater than in this formula, as a parameter that changes when voltage is applied to the liquid crystal layer, there is Δn of the liquid crystal composition. As long as the ∆n divided by the light source wavelength λ, that is, ∆n/λ can be kept constant at any wavelength, the light will penetrate at the same ratio at each wavelength (each color), and the chromaticity shift of the liquid crystal display element will not occur. , And more ideal. In the present invention, 1,4-cyclohexylene, decalin-2,6-diyl and 1,3-diyl

The ring structure contained in the alkane-2,5-diyl group may be any of each of the trans form and the cis form, but from the viewpoint of liquid crystallinity, it is preferable that the content of each trans form is more than that of the cis form. The content rate of the formula body is more preferably the content rate of the trans body in the ring structure is 80% or more, further preferably the content rate of the trans body in the ring structure is 90% or more, and even more preferably the content rate in the ring structure The content of the trans form is more than 95%, and the content of the trans form in the ring structure is more than 98%. In addition, in the present invention, the following notation (CY-1) refers to the trans isomer and/or cis isomer of 1,4-cyclohexylene.

(In the formula, the dotted line indicates the bonding position), the following expressions (CY-1-t) and (CY-2-t) refer to the trans form of 1,4-cyclohexylene.

(In the formula, the dotted line indicates the bonding position).

In the present invention, the so-called having bonding bonds at any position means having a required number of bonding bonds at any position. For example, in the case of a monovalent group, it is intended to have one bonding bond at any position. Specifically, for example in the following formula (ex-sub)

When the represented group is a monovalent group and has a bonding bond at any position, it means a group selected from the following formulas (ex-sub-1) to (ex-sub-3).

(In the formula, the dotted line indicates the bonding position).

In addition, in the present invention, each element may be substituted with the homotope of the same element.

The compound of the present invention is a compound represented by the following general formula (I).

(In the formula, R ¹¹ and R ¹² each independently represent an alkyl group with 1 to 8 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, an alkenyl group with 2 to 8 carbon atoms or 2 to 7 carbon atoms For the alkenyloxy group, A ¹¹ and A ¹³ each independently represent a group selected from the following formula (A1-1) to formula (A1-11).

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ¹¹ , they can be the same or different, when there are a plurality of A ¹³ , they can be the same or different, A ¹² It means a group containing a group with large wavelength dispersion (ZG), but the group with large wavelength dispersion (ZG) is oriented in a direction substantially perpendicular to the molecular long axis of the compound represented by the general formula (I), Z ¹¹ and Z ¹² each independently represent -O-, -S-, -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S -, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH -O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO- , -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO -, -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CH=CH-, -N=N- , -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but when there are plural Z ¹¹ , they can be The same or different, when there are a plurality of Z ¹² , they may be the same or different, m11 and m12 each independently represent an integer from 0 to 5, but m11+m12 represents an integer from 0 to 5).

The compound represented by the general formula (I) is a compound (Z) having a group (ZG) in the direction perpendicular to the long axis of the molecule, and the group (ZG) has a large wavelength dispersion. The compound represented by the general formula (I) can improve the wavelength dispersion of the liquid crystal composition.

The details of the compound represented by the general formula (I) are as described in the item of the above-mentioned liquid crystal composition. Example

Hereinafter, the present invention will be further described with examples, but the present invention is not limited to these examples. In addition, the "%" in the composition of the following examples and comparative examples means "mass %". When processing substances unstable to oxygen and/or moisture in each step, it is preferable to operate in an inert gas such as nitrogen and argon. The purity of each compound is determined by UPLC (Waters ACQUITY UPLC, BEH C ₁₈ (100×2.1 mm×1.7 μm), acetonitrile/water or acetonitrile/water containing 0.1% formic acid, PDA, column temperature 40℃), GPC (Shimadzu HPLC Prominence, Shodex KF-801 (300 mm×8 mm×6 μm) + KF-802 (300 mm×8 mm×6 μm), tetrahydrofuran, RI, UV (254 nm), column temperature 40°C), GC (Agilent 6890A, J&W DB-1, 30 m×0.25 mm×0.25 μm, carrier gas He, FID, 100°C (1 minute) → heating up 10°C/min → 300°C (12 minutes)) or ¹ H NMR (JEOL) , 400 MHz) to determine. (Example 1) Production of compound represented by formula (I-1)

(Example 1-1)

Dissolve 2.5 g of the compound represented by formula (I-1-1) in 35 mL of dichloromethane, and slowly add 2.3 g of boron tribromide to it at room temperature. After stirring for 2 hours at room temperature, add 30 mL of water and stir for a while. The organic layer was extracted by liquid separation, washed with saturated brine, and anhydrous sodium sulfate was added and dried. The solvent was distilled off under reduced pressure to obtain 2.1 g of the compound represented by formula (I-1-2). MS(EI): m/z=271 (Example 1-2)

Dissolve 50 g of the compound represented by formula (I-1-3) and 23 g of diazabicyclo[2.2.2]octane (DABCO) in 300 mL of dichloromethane, and cool it in an ice bath under nitrogen. A solution obtained by dissolving 23.6 g of methanesulfonic acid chloride in 50 mL of dichloromethane was slowly added dropwise. After the dripping was completed, after stirring at room temperature for 3 hours, 100 mL of water was added for liquid separation. The organic layer was washed several times with dilute hydrochloric acid, and then washed with a saturated aqueous sodium hydrogen carbonate solution, and then washed with saturated brine. After adding anhydrous sodium sulfate to the organic layer and drying it, the solvent was distilled off under reduced pressure to obtain 63 g of a compound represented by formula (I-1-4). MS (EI): m/z=316 (Example 1-3)

While suspending 2.1 g of the compound represented by formula (I-1-2), 5.5 g of the compound represented by formula (I-1-4), and 5.6 g of cesium carbonate synthesized previously in 35 mL of acetone, they were stirred, The temperature is increased until reflux occurs. The reaction was allowed to proceed for about 5 hours, and after the completion of the reaction, the temperature was lowered to room temperature. After adding 50 mL of toluene and 100 mL of water to dissolve the solid matter, liquid separation was performed. 30 mL of toluene was added to the water layer for elution, and the organic layer was washed with dilute hydrochloric acid several times together with the previous organic layer, and then washed with saturated sodium bicarbonate aqueous solution and saturated brine. After adding anhydrous sodium sulfate and drying, the solvent was distilled off under reduced pressure. The obtained solid is dissolved in toluene, and passed through a silica gel column to obtain an eluate. The obtained solid substance was heated and dissolved in a mixed solvent of toluene and ethanol to be recrystallized, thereby obtaining 3.4 g of the target compound represented by formula (I-1). MS (EI): m/z=683 (Example 2) Production of compound represented by formula (I-2)

(Example 2-1)

While suspending 3.0 g of the compound represented by formula (I-2-2), 7.6 g of compound represented by formula (I-1-4) and 7.8 g of cesium carbonate synthesized previously in 47 mL of acetone, they were stirred, The temperature is increased until reflux occurs. The reaction was allowed to proceed for about 5 hours, and after the completion of the reaction, the temperature was lowered to room temperature. To this, 60 mL of toluene and 100 mL of water were added to dissolve the solid matter, and then the liquid was separated. 40 mL of toluene was added to the water layer for elution, and the organic layer was washed with dilute hydrochloric acid several times together with the previous organic layer, and then washed with saturated sodium bicarbonate aqueous solution and saturated brine. After adding anhydrous sodium sulfate and drying, the solvent was distilled off under reduced pressure. The obtained solid is dissolved in toluene, and passed through a silica gel column to obtain an eluate. The obtained solid substance was heated and dissolved in a mixed solvent of toluene and ethanol to be recrystallized, thereby obtaining 4.5 g of the compound represented by the target formula (I-2). MS (EI): m/z=689 (Example 3) Production of compound represented by formula (I-3)

(Example 3-1)

Dissolve 30 g of the compound represented by formula (I-3-1) in 150 mL of THF, and cool to -78 degrees under nitrogen. Slowly add 86 mL of 1.9 mol/L tertiary butyl lithium solution to it, and stir for 30 minutes. A solution in which 36 g of 4'-propyl-[1,1'-bis(cyclohexane)]-4-one was dissolved in 72 mL of THF was slowly added dropwise. After stirring for 30 minutes, 100 mL of water was added, the temperature was returned to room temperature, and liquid separation was performed. The organic layer was washed with saturated brine, and saturated sodium sulfate was added and dried. The solvent was distilled off under reduced pressure to obtain 51 g of solids. MS (EI): m/z=655 (Example 3-2)

51 g of the compound represented by the formula (I-3-2) and 1.3 g of p-toluenesulfonic acid obtained previously were dissolved in 100 mL of toluene and heated and stirred. The solvent is appropriately distilled off and the water is removed. The reaction proceeds until the water removed by distillation disappears. After cooling to room temperature, 50 mL of water was added for liquid separation, and then washed with saturated sodium bicarbonate aqueous solution, and then washed with saturated brine. Anhydrous sodium sulfate was added and dried, and the solvent was distilled off under reduced pressure to obtain a solid. It was dissolved in toluene containing hexane and passed through a silica gel column to obtain an eluate. The obtained solid was recrystallized using a mixed solvent of hexane and ethanol to obtain 43 g of a compound represented by formula (I-3-3). MS (EI): m/z=619 (Example 3-3)

Dissolve 43 g of the obtained compound represented by the formula (I-3-3) in a mixed solvent of THF and ethanol, add 1 g of 5% palladium carbon, and apply a hydrogen pressure of 1 Mpa. After confirming the completion of the reaction and replacing the system with nitrogen, filtration was performed to remove palladium. Toluene containing hexane is added to the solid substance obtained by distilling off the solvent under reduced pressure to dissolve it, and it is passed through a silica gel column to obtain an eluate. This was recrystallized using a mixed solvent containing ethanol and hexane, and then recrystallized multiple times using a hexane solution containing toluene, thereby obtaining 5.2 g of a compound represented by formula (I-3). MS (EI): m/z=623 (Example 4) Production of compound represented by formula (I-4)

(Example 4-1)

While suspending 3.0 g of the compound represented by the formula (I-4-1), 7.8 g of the compound represented by the formula (I-1-4), and 8.1 g of cesium carbonate in 60 mL of acetone, stir to increase the temperature Until reflux occurs. The reaction was allowed to proceed for about 5 hours, and after the completion of the reaction, the temperature was lowered to room temperature. To this, 60 mL of toluene and 100 mL of water were added to dissolve the solid matter, and then the liquid was separated. 40 mL of toluene was added to the water layer for elution, and the organic layer was washed with dilute hydrochloric acid several times together with the previous organic layer, and then washed with saturated sodium bicarbonate aqueous solution and saturated brine. After adding anhydrous sodium sulfate and drying, the solvent was distilled off under reduced pressure. The obtained solid is dissolved in toluene, and passed through a silica gel column to obtain an eluate. The obtained solid substance was heated and dissolved in a mixed solvent of toluene and ethanol to be recrystallized, thereby obtaining 4.3 g of the target compound represented by formula (I-4). MS (EI): m/z=682 (Example 5) Production of compound represented by formula (I-5)

(Example 5-1)

Under nitrogen, 15 g of the compound represented by formula (I-5-1), 7.1 g of 2-thiopheneboronic acid, and 1.9 g of tetrakis(triphenylphosphine)palladium(0) were dissolved in 120 mL of THF, and 1 mol was added to it /L of potassium carbonate aqueous solution 55 mL, raise the temperature to 60 degrees and stir for 4 hours. The temperature was lowered to room temperature, toluene and water were added for liquid separation, the organic layer was washed with dilute hydrochloric acid, then washed with a saturated aqueous sodium hydrogen carbonate solution, and then washed with saturated brine. Anhydrous sodium sulfate was added and dried, and the solvent was distilled off under reduced pressure to obtain a solid. It was dissolved in toluene and passed through a silica gel column to obtain an eluate. Recrystallization was performed using a mixed solvent of ethanol and toluene to obtain 11.2 g of the compound represented by formula (I-5-2). MS (EI): m/z=276 (Example 5-2)

11.2 g of the compound represented by formula (I-5-2) was dissolved in 50 mL of dichloromethane, and 10 g of boron tribromide was slowly added thereto at room temperature. After stirring for 2 hours at room temperature, add 30 mL of water and stir for a while. The organic layer was extracted by liquid separation, washed with saturated brine, and anhydrous sodium sulfate was added and dried. The solvent was distilled off under reduced pressure to obtain 9.5 g of a compound represented by formula (I-5-3). MS (EI): m/z=248 (Example 5-3)

While 4.5 g of compound represented by formula (I-5-3), 11.5 g of compound represented by formula (I-1-4) and 11.8 g of cesium carbonate were suspended in 100 mL of acetone, the temperature was increased while stirring Until reflux occurs. The reaction was allowed to proceed for about 5 hours, and after the completion of the reaction, the temperature was lowered to room temperature. To this, 80 mL of toluene and 100 mL of water were added to dissolve the solid matter, and then the liquid was separated. 40 mL of toluene was added to the water layer for elution, and the organic layer was washed with dilute hydrochloric acid several times together with the previous organic layer, and then washed with saturated sodium bicarbonate aqueous solution and saturated brine. After adding anhydrous sodium sulfate and drying, the solvent was distilled off under reduced pressure. The obtained solid is dissolved in toluene, and passed through a silica gel column to obtain an eluate. The obtained solid substance was heated and dissolved in a mixed solvent of toluene and ethanol to be recrystallized, thereby obtaining 4.9 g of the compound represented by the target formula (I-5). MS (EI): m/z=688 (Example 6) Production of compound represented by formula (I-6)

（實施例6-1）

(Example 6-1)

While 4.5 g of compound represented by formula (I-6-1), 11.6 g of compound represented by formula (I-1-4), and 17.9 g of cesium carbonate were suspended in 100 mL of acetone, the temperature was increased while stirring Until reflux occurs. The reaction was allowed to proceed for about 5 hours, and after the completion of the reaction, the temperature was lowered to room temperature. To this, 80 mL of toluene and 100 mL of water were added to dissolve the solid matter, and then the liquid was separated. 40 mL of toluene was added to the water layer for elution, and the organic layer was washed with dilute hydrochloric acid several times together with the previous organic layer, and then washed with saturated sodium bicarbonate aqueous solution and saturated brine. After adding anhydrous sodium sulfate and drying, the solvent was distilled off under reduced pressure. The obtained solid is dissolved in toluene, and passed through a silica gel column to obtain an eluate. The obtained solid substance was heated and dissolved in a mixed solvent of toluene and ethanol to be recrystallized to obtain 8.8 g of the compound represented by formula (I-6-2). MS (EI): m/z=684 (Example 6-2)

Under nitrogen, 8.8 g of the compound represented by formula (I-6-2), 4.2 g of the compound represented by formula (I-6-3), and 1.5 g of tetrakis(triphenylphosphine)palladium(0) were dissolved in THF500 mL, add 58 mL of 1 mol/L potassium carbonate aqueous solution to it, raise the temperature to 60 degrees and stir for 8 hours. The temperature was lowered to room temperature, toluene and water were added for liquid separation, the organic layer was washed with dilute hydrochloric acid, then washed with a saturated aqueous sodium hydrogen carbonate solution, and then washed with saturated brine. Anhydrous sodium sulfate was added and dried, and the solvent was distilled off under reduced pressure to obtain a solid. It was dissolved in toluene and passed through a silica gel column to obtain an eluate. Recrystallization was performed using a mixed solvent of ethanol and toluene to obtain 5.2 g of the compound represented by formula (I-6). MS (EI): m/z=808 (Example 7) Production of compound represented by formula (I-7)

(Example 7-1)

By the same method as in Example 3, the compound represented by formula (I-7-1) to the compound represented by formula (I-7) were produced. MS (EI): m/z=594 (Example 8) Production of compound represented by formula (I-8)

(Example 8-1)

By the same method as in Example 3, the compound represented by the formula (I-8-1) to the compound represented by the formula (I-8) were produced. MS (EI): m/z=614 (Example 9) Production of compound represented by formula (I-9)

(Example 9-1)

By the same method as in Example 3, the compound represented by the formula (I-9-1) to the compound represented by the formula (I-9) were produced. MS (EI): m/z=629 (Example 10) Production of compound represented by formula (I-10)

(Example 10-1)

By the same method as in Example 3, the compound represented by the formula (I-10-1) to the compound represented by the formula (I-10) were produced. MS (EI): m/z=445 (Example 11) Production of compound represented by formula (I-11)

(Example 11-1)

By the same method as in Example 3, the compound represented by the formula (I-11-1) to the compound represented by the formula (I-11) were produced. MS (EI): m/z=395 (Example 12) Production of compound represented by formula (I-12)

(Example 12-1)

By the same method as in Example 3, the compound represented by the formula (I-12-1) to the compound represented by the formula (I-12) were produced. MS (EI): m/z=446 (Example 13) Production of compound represented by formula (I-13)

(Example 13-1)

By the same method as in Example 3, the compound represented by the formula (I-13-1) to the compound represented by the formula (I-13) were produced. MS (EI): m/z=355 (Example 14) Production of compound represented by formula (I-22)

(Example 14-1)

By the same method as in Example 3, the compound represented by formula (I-22-1) to the compound represented by formula (I-22) were produced. MS (EI): m/z=597 (Example 15) Production of compound represented by formula (I-24)

(Example 15-1)

By the same method as in Example 3, the compound represented by the formula (I-24-1) to the compound represented by the formula (I-24) were produced. MS (EI): m/z=622 (Example 16) Production of compound represented by formula (I-25)

(Example 16-1)

By the same method as in Example 3, the compound represented by formula (I-25-1) to the compound represented by formula (I-25) were produced. MS (EI): m/z=586 (Example 17) Production of compound represented by formula (I-26)

(Example 17-1)

By the same method as in Example 3, the compound represented by formula (I-26-1) to the compound represented by formula (I-26) were produced. MS (EI): m/z=648 (Example 18) Production of compound represented by formula (I-28)

(Example 18-1)

By the same method as in Example 3, the compound represented by the formula (I-28-1) to the compound represented by the formula (I-28) were produced. MS (EI): m/z=630 (Example 19) Production of compound represented by formula (I-14)

(Example 19-1)

By the same method as Example 1, the compound represented by formula (I-14-1), the compound represented by formula (I-14-2), and the compound represented by formula (I-14-3) were produced To the compound represented by formula (I-14). MS (EI): m/z=648 (Example 20) Production of compound represented by formula (I-15)

(Example 20-1)

By the same method as in Example 1, the compound represented by formula (I-15-1), the compound represented by formula (I-15-2), and the compound represented by formula (I-15-3) were produced To the compound represented by formula (I-15). MS (EI): m/z=746 (Example 21) Production of compound represented by formula (I-16)

(Example 21-1)

By the same method as in Example 1, the compound represented by the formula (I-16-1) and the compound represented by the formula (I-16-2) to the compound represented by the formula (I-16) were produced. MS (EI): m/z=686 (Example 22) Production of compound represented by formula (I-17)

(Example 22-1)

By the same method as in Example 1, the compound represented by the formula (I-17-1), the compound represented by the formula (I-17-2), and the compound represented by the formula (I-17-3) were produced To the compound represented by formula (I-17). MS (EI): m/z=608 (Example 23) Production of compound represented by formula (I-18)

(Example 23-1)

By the same method as in Example 1, the compound represented by formula (I-18-1), the compound represented by formula (I-18-2), and the compound represented by formula (I-18-3) were produced To the compound represented by formula (I-18). MS (EI): m/z=670 (Example 24) Production of compound represented by formula (I-21)

(Example 24-1)

By the same method as in Example 1, the compound represented by the formula (I-21-1) and the compound represented by the formula (I-21-2) to the compound represented by the formula (I-21) were produced. MS (EI): m/z=693 (Example 25) Production of compound represented by formula (I-27)

(Example 25-1)

By the same method as in Example 1, the compound represented by the formula (I-27-1) and the compound represented by the formula (I-27-2) to the compound represented by the formula (I-27) were produced. MS (EI): m/z=786 (Example 26) Production of compound represented by formula (I-29)

(Example 26-1)

By the same method as in Example 1, the compound represented by the formula (I-29-1) and the compound represented by the formula (I-29-2) to the compound represented by the formula (I-29) were produced. MS (EI): m/z=736 (Example 27) Production of compound represented by formula (I-30)

(Example 27-1)

By the same method as in Example 1, the compound represented by formula (I-30-1) and the compound represented by formula (I-30-2) to the compound represented by formula (I-30) were produced. MS (EI): m/z=724 (Example 28) Production of compound represented by formula (I-20)

(Example 28-1)

In a nitrogen atmosphere, add 5.0 g of the compound represented by formula (I-20-1), 9.0 g of the compound represented by formula (I-20-2), 0.2 g of 4-dimethylaminopyridine, and Dichloromethane 100 mL. While cooling in an ice bath, 5.6 g of diisopropylcarbodiimide was added dropwise and stirred at room temperature for 8 hours. The precipitated solid was removed by filtration, the filtrate was washed with 5% hydrochloric acid, water and brine in order, and the solvent was distilled off under reduced pressure. The obtained solid is dissolved in toluene, and passed through a silica gel column to obtain an eluate. The obtained solid substance was heated and dissolved in a mixed solvent of toluene and ethanol to be recrystallized to obtain 8.0 g of the compound represented by the target formula (I-20). MS (EI): m/z=660 (Example 29) Production of compound represented by formula (I-23)

(Example 29-1)

By the same method as in Example 28, the compound represented by formula (I-23-1) and the compound represented by formula (I-23-2) to the compound represented by formula (I-23) were produced. MS (EI): m/z=683 (Example 30 to Example 41, Comparative Example 1 to Comparative Example 4) In the examples, the following abbreviations are used for the description of the liquid crystal compound. (Ring structure)

(Side chain structure and connection structure)

[Table 1] Record in formula Substituent and linking group 1- CH _3- 2- C ₂ H _5- 3- nC ₃ H _7- 4- nC ₄ H _9- 5- nC ₅ H _11- V- CH ₂ =CH- V2- CH ₂ =CH-CH ₂ -CH _2- 1V2- CH ₃ -CH=CH-CH ₂ -CH _2- -1 -CH ₃ -2 -C ₂ H ₅ -3 -nC ₃ H ₇ -4 -nC ₄ H ₉ -5 -nC ₅ H ₁₁ -O1 -O-CH ₃ -O2 -OC ₂ H ₅ -O3 -OnC ₃ H ₇ -O4 -OnC ₄ H ₉ -O5 -OnC ₅ H ₁₁ -V -CH=CH ₂ -V1 -CH=CH-CH ₃ -2V -CH ₂ -CH ₂ -CH=CH ₂ -F -F -OCF3 -OCF ₃ -CN -CN - single bond -E- -COO- -1- -CH ₂ CH _2- -CFFO- -CF ₂ O- -T- -C≡C- -O1- -OCH _2- -1O- -CH ₂ O-

In the examples, the measured characteristics are as follows. Furthermore, unless otherwise stated, the measurement is based on the method specified in JEITA ED-2521B.

∆n: Refractive index anisotropy at 25℃ @589 nm ∆ε: Dielectric anisotropy at 25℃ In the test unit, the following evaluation was performed using the liquid crystal composition added with the compound of the present invention. (Method of manufacturing liquid crystal evaluation unit) First, the liquid crystal composition described in this embodiment is injected into a liquid crystal cell including a substrate with ITO by a vacuum injection method. The substrate with ITO is coated with a polyimide that induces vertical alignment between a cell gap of 3.5 μm. Alignment film" is obtained by rubbing the above-mentioned polyimide alignment film. As the vertical alignment film forming material, JALS2096 manufactured by JSR Corporation was used. After the injection is completed, a polarizing plate is attached to the front and back of the cell in a way that is 45 degrees different from the orientation of the liquid crystal (= rubbing orientation) and becomes under orthogonal polarization. (Measurement of chromaticity change) Between the upper and lower electrodes of the liquid crystal cell, an AC voltage is applied sequentially from 0 V to 10 V, and the transmission wavelength spectrum at each voltage is measured from the front of the cell, and the cell chromaticity under the condition of light source D65 is calculated. At this time, the chromaticity of 0 V and the chromaticity of 10 V (x, y) change Δdelta are calculated according to the following formula, and when they are in each range, each is defined as ◎〇Δ×. Color coordinates of 0 V (x0,y0) 10 V color coordinates (x10, y10)

[Table 2] determination ∆delta ◎ <0.05 〇 0.05～0.07 ∆ 0.07～0.09 X ＞0.09

The measurement results are shown in the table below.

[table 3] Comparative example 1 Comparative example 2 Comparative example 3 Comparative example 4 3-Cy-Cy-2 18 twenty two 3-Cy-Cy-4 8 10 3-Cy-Cy-5 3-Cy-Cy-V twenty four twenty one 2-Cy-Cy-V1 6 3-Cy-Cy-V1 9 6 3-Cy-Ph-O1 5 3-Ph-Ph-1 13 9 3 3-Ph-Ph-O1 3-Cy-Cy-Ph-1 3-Cy-Ph-Ph-2 6 5 3 5-Cy-Ph-Ph-2 4 3-Cy-1O-Ph5-O1 6 3-Cy-1O-Ph5-O2 7 5 1V-Cy-1O-Ph5-O2 6 2-Cy-Cy-1O-Ph5-O2 14 12 3-Cy-Cy-1O-Ph5-O2 3 10 V-Cy-Cy-1O-Ph5-O2 4 1V-Cy-Cy-1O-Ph5-O2 6 3-Cy-Ph-Ph5-O3 6 10 3-Cy-Ph-Ph5-O2 10 3-Cy-Ph-Ph5-O4 7 6 4-Cy-Ph-Ph5-O3 8 2-Ph-2-Ph-Ph5-O2 - 5 3-Ph-2-Ph-Ph5-O2 - 5 3-Cy-Ph5-O2 8 3-Ph-Ph5-O2 - 8 8 5-Ph-Ph5-O2 9 2-Cy-Cy-Ph5-O2 15 2-Cy-Cy-Ph5-O3 15 3-Cy-Cy-Ph5-O3 8 4-Cy-Cy-Ph5-O2 6 3-Ph-Ph5-Ph-1 4 3-Ph-Ph5-Ph-2 - 8 9 I-6 I-5 I-4 total 100 100 100 100 Δn 0.111 0.115 0.105 0.107 Δε -3.19 -3 -3.8 -2.9 Degree of chromaticity change X X X X

[Table 4] Example 30 Example 31 Example 32 Example 33 3-Cy-Cy-2 18 twenty two 3-Cy-Cy-4 8 10 3-Cy-Cy-5 3-Cy-Cy-V twenty four twenty one 2-Cy-Cy-V1 6 3-Cy-Cy-V1 9 6 3-Cy-Ph-O1 5 3-Ph-Ph-1 13 9 3 3-Ph-Ph-O1 3-Cy-Cy-Ph-1 3-Cy-Ph-Ph-2 6 5 3 5-Cy-Ph-Ph-2 4 3-Cy-1O-Ph5-O1 6 3-Cy-1O-Ph5-O2 7 5 1V-Cy-1O-Ph5-O2 6 2-Cy-Cy-1O-Ph5-O2 14 12 3-Cy-Cy-1O-Ph5-O2 3 10 V-Cy-Cy-1O-Ph5-O2 4 1V-Cy-Cy-1O-Ph5-O2 6 3-Cy-Ph-Ph5-O3 6 - 3-Cy-Ph-Ph5-O2 - 3-Cy-Ph-Ph5-O4 - 6 4-Cy-Ph-Ph5-O3 - 2-Ph-2-Ph-Ph5-O2 - - 3-Ph-2-Ph-Ph5-O2 - - 3-Cy-Ph5-O2 - 3-Ph-Ph5-O2 8 8 5-Ph-Ph5-O2 9 2-Cy-Cy-Ph5-O2 - 2-Cy-Cy-Ph5-O3 15 3-Cy-Cy-Ph5-O3 8 4-Cy-Cy-Ph5-O2 6 3-Ph-Ph5-Ph-1 4 3-Ph-Ph5-Ph-2 - 8 9 I-6 15 20 10 twenty three I-5 I-4 total 100 100 100 100 Δn 0.102 0.112 0.096 0.101 Δε -3 -2.8 -3.6 -2.9 Degree of chromaticity change 〇 ◎ △ ◎

[table 5] Example 34 Example 35 Example 36 Example 37 3-Cy-Cy-2 3 12 3-Cy-Cy-4 8 - 3-Cy-Cy-5 3-Cy-Cy-V 10 - 2-Cy-Cy-V1 6 3-Cy-Cy-V1 9 6 3-Cy-Ph-O1 5 3-Ph-Ph-1 13 9 3 3-Ph-Ph-O1 3-Cy-Cy-Ph-1 3-Cy-Ph-Ph-2 6 5 3 5-Cy-Ph-Ph-2 4 3-Cy-1O-Ph5-O1 6 3-Cy-1O-Ph5-O2 7 5 1V-Cy-1O-Ph5-O2 6 2-Cy-Cy-1O-Ph5-O2 14 12 3-Cy-Cy-1O-Ph5-O2 3 10 V-Cy-Cy-1O-Ph5-O2 4 1V-Cy-Cy-1O-Ph5-O2 6 3-Cy-Ph-Ph5-O3 6 10 3-Cy-Ph-Ph5-O2 10 3-Cy-Ph-Ph5-O4 7 6 4-Cy-Ph-Ph5-O3 8 2-Ph-2-Ph-Ph5-O2 - 5 3-Ph-2-Ph-Ph5-O2 - 5 3-Cy-Ph5-O2 8 3-Ph-Ph5-O2 - 8 8 5-Ph-Ph5-O2 9 2-Cy-Cy-Ph5-O2 15 2-Cy-Cy-Ph5-O3 15 3-Cy-Cy-Ph5-O3 8 4-Cy-Cy-Ph5-O2 6 3-Ph-Ph5-Ph-1 4 3-Ph-Ph5-Ph-2 - 8 9 I-6 I-5 15 20 14 twenty one I-4 total 100 100 100 100 Δn 0.108 0.116 0.104 0.103 Δε -3.1 -2.9 -3.6 -2.8 Degree of chromaticity change 〇 ◎ 〇 ◎

[Table 6] Example 38 Example 39 Example 40 Example 41 3-Cy-Cy-2 3 12 3-Cy-Cy-4 8 - 3-Cy-Cy-5 3-Cy-Cy-V 10 - 2-Cy-Cy-V1 6 3-Cy-Cy-V1 9 6 3-Cy-Ph-O1 5 3-Ph-Ph-1 13 9 3 3-Ph-Ph-O1 3-Cy-Cy-Ph-1 3-Cy-Ph-Ph-2 6 5 3 5-Cy-Ph-Ph-2 4 3-Cy-1O-Ph5-O1 6 3Cy-1O-Ph5-O2 7 5 1V-Cy-1O-Ph5-O2 6 2-Cy-Cy-1O-Ph5-O2 14 12 3-Cy-Cy-1O-Ph5-O2 3 10 V-Cy-Cy-1O-Ph5-O2 4 1V-Cy-Cy-1O-Ph5-O2 6 3-Cy-Ph-Ph5-O3 6 10 3-Cy-Ph-Ph5-O2 10 3-Cy-Ph-Ph5-O4 7 6 4-Cy-Ph-Ph5-O3 8 2-Ph-2-Ph-Ph5-O2 - 5 3-Ph-2-Ph-Ph5-O2 - 5 3-Cy-Ph5-O2 8 3-Ph-Ph5-O2 - 8 8 5-Ph-Ph5-O2 9 2-Cy-Cy-Ph5-O2 15 2-Cy-Cy-Ph5-O3 15 3-Cy-Cy-Ph5-O3 8 4-Cy-Cy-Ph5-02 6 3-Ph-Ph5-Ph-1 4 3-Ph-Ph5-Ph-2 - 8 9 I-6 I-5 I-4 15 20 14 twenty one total 100 100 100 100 Δn 0.109 0.118 0.102 0.105 Δε -3 -3.1 -3.7 -3 Degree of chromaticity change △ 〇 △ 〇

Thereby, in the liquid crystal composition added with the compound of the present invention, the chromaticity change caused by voltage application is suppressed. Based on the above results, when the liquid crystal composition of the present invention is used in a display device, since the change in color tone and chromaticity when the liquid crystal alignment changes due to voltage application is small, it is useful as a material for liquid crystal display devices.

no

[Figure 1] A conceptual diagram of compound (Z). [Figure 2] A graph conceptually showing the wavelength dispersion of each group (LA, LB, and ZG) constituting the compound (Z). [Figure 3] Conceptually shows the structure of compound (Z).

Claims (20)

A liquid crystal composition for actively driving display elements, which contains at least one compound (Z) having a group (ZG) in a direction perpendicular to the long axis of the molecule, and the group (ZG) has a large wavelength dispersion. The liquid crystal composition according to claim 1, wherein the compound (Z) is a compound represented by the following general formula (I),

(In the formula, R ¹¹ and R ¹² each independently represent an alkyl group with 1 to 8 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, an alkenyl group with 2 to 8 carbon atoms or 2 to 7 carbon atoms The alkenyloxy group, A ¹¹ and A ¹³ each independently represent a group selected from the following formula (A1-1) to formula (A1-11),

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ¹¹ , they can be the same or different, when there are a plurality of A ¹³ , they can be the same or different, A ¹² It means a group containing the above-mentioned group (ZG) having large wavelength dispersion, and the above-mentioned group (ZG) having large wavelength dispersion is oriented in a direction substantially perpendicular to the molecular long axis of the compound represented by the above general formula (I), Z ¹¹ and Z ¹² each independently represent -O-, -S-, -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO- S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-,- NH-O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO -, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH _2- COO-, -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CH=CH-, -N=N -, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but when there are plural Z ¹¹ , etc. They may be the same or different. When there are a plurality of Z ¹² , they may be the same or different. m11 and m12 each independently represent an integer from 0 to 5, but m11+m12 represents an integer from 0 to 5). The liquid crystal composition according to claim 2, wherein, in the general formula (I), A ¹² represents a group selected from the following formulas (A12-1) to (A12-4),

(In the formula, the dotted line represents the bonding position, B ¹ represents a 5-membered ring that may further have a condensed ring, B ² represents a 6-membered ring that may further have a condensed ring, formula (A12-1) to formula (A12-4 The group represented by) may be substituted, any -CH= may be independently substituted with -N=, -CH ₂ -may be independently substituted with -O-, -S-, -NR ^T- (formula Here, R ^T represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an aromatic group having 6 to 20 carbon atoms, or a heteroaryl group having 3 to 20 carbon atoms), -CS- or -CO-). The liquid crystal composition according to claim 1, wherein the compound (Z) is a compound represented by the following general formula (Ii),

(In the formula, R ¹¹¹ and R ¹²¹ each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, an alkenyl group with 2 to 5 carbon atoms or 2 to 4 carbon atoms A ¹¹¹ and A ¹³¹ each independently represent a group selected from the following formula (A11-1) to formula (A11-9),

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ¹¹¹ , they can be the same or different, when there are a plurality of A ¹³¹ , they can be the same or different, A ^{12 1} represents a group selected from the following formula (A12-1-1) to formula (A12-4-9),

(In the formula, the dotted line indicates the bonding position, the groups can be substituted, any -CH= can be independently substituted with -N=, -CH ₂ -can be independently substituted with -O-, -S -, -NR ^T1- (In the formula, R ^T1 represents a hydrogen atom, an alkyl group with 1 to 5 carbon atoms, an aromatic group with 6 to 10 carbon atoms or a heteroaryl group with 3 to 10 carbon atoms),- CS- or -CO-), Z ¹¹¹ and Z ¹²¹ each independently represent -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO-, -CF ₂ O-,- OCF ₂ -, -CH=CH-COO-, -OCO-CH=CH-, -CH=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but When there are a plurality of Z ¹¹¹ , they may be the same or different. When there are a plurality of Z ^{12 1} , they may be the same or different. m111 and m121 each independently represent an integer from 1 to 4. But m111 + m121 represents an integer from 1 to 4). The liquid crystal composition according to claim 1, wherein the compound (Z) is selected from the group consisting of compounds represented by the following general formula (I-iv-1) to general formula (I-iv-4) In the compound,

(In the formula, R ¹¹⁴ and R ¹²⁴ each independently represent an alkyl group with 1 to 3 carbon atoms, an alkoxy group with 1 or 2 carbon atoms, or an alkenyl group with 2 or 3 carbon atoms. A ¹¹⁴ and A ¹³⁴ each independently Independently represents a group selected from the following formula (A114-1) to formula (A114-5),

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ¹¹⁴ , they can be the same or different; when there are a plurality of A ¹³⁴ , they can be the same or different, A ¹²⁴ Represents a group selected from the following formula (A124-1) to formula (A124-4),

(In the formula, the dashed line indicates the bonding position, the groups may be unsubstituted or substituted by one or more substituents L ^G1 , and T ¹¹ is selected from the following formula (T11-1) to formula (T11-3) base,

(In the formula, there is one bond at any position, and these groups may be unsubstituted or substituted by one or more substituents L ^G1 ), but L ^G1 represents fluorine atom, chlorine atom, pentafluoromethylsulfanyl group (Pentafluorosulfanyl), any hydrogen atom can be substituted with a fluorine atom and one -CH ₂ -or two or more non-adjacent -CH ₂ -can be independently substituted with -O-, -S-,- COO-, -OCO-, -CH=CH-, -CF=CF- or -C≡C- alkyl group with 1 to 10 carbon atoms), Z ¹¹⁴¹ , z ¹¹⁴² , Z ¹²⁴¹ and Z ¹²⁴² are each independently It represents -OCH ₂ -, -CH ₂ O-, -CF ₂ O-, -OCF ₂ -or a single bond). The liquid crystal composition according to any one of claims 1 to 5, which contains a compound represented by the following general formula (III),

(In the formula, R ³¹ and R ³² each independently represent an alkyl group with 1 to 8 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, an alkenyl group with 2 to 8 carbon atoms or 2 to 7 carbon atoms A ³¹ and A ³² each independently represent a group selected from the following formula (A3-1) to formula (A3-10),

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ³² , they may be the same or different, and m31 represents an integer from 1 to 4) The liquid crystal composition according to claim 6, wherein the total content of the compounds represented by the general formula (III) is 5% by mass or more and 95% by mass or less. The liquid crystal composition according to any one of claims 1 to 5, which contains a compound represented by the following general formula (III-i),

(In the formula, R ³¹¹ and R ³²¹ each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, an alkenyl group with 2 to 5 carbon atoms, or 2 to 4 carbon atoms. A ³¹¹ and A ³²¹ each independently represent a group selected from the following formula (A31-1) to formula (A31-6),

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ³²¹ , they may be the same or different, and m311 represents an integer from 1 to 3). The liquid crystal composition according to any one of claims 1 to 5, which contains a group selected from the group consisting of compounds represented by the following general formula (III-iv-1) to general formula (III-iv-10) In the compound,

(In the formula, R ³¹⁴ and R ³²⁴ each independently represent an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 2 to 5 carbon atoms). The liquid crystal composition according to any one of claims 1 to 9 having a dielectric anisotropy (Δε) of -5.0 or more and -1.0 or less. The liquid crystal composition according to any one of claims 1 to 10, which contains a compound represented by the following general formula (II),

(In the formula, R ²¹ and R ²² each independently represent an alkyl group with 1 to 8 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, an alkenyl group with 2 to 8 carbon atoms or 2 to 7 carbon atoms A ²¹ and A ²² each independently represent a group selected from the following formula (A2-1) to formula (A2-11),

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ²¹ , they can be the same or different, when there are a plurality of A ²² , they can be the same or different, Z ²¹ And Z ²² each independently represent -O-, -S-, -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S- , -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH- O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO- , -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but when there are plural Z ²¹ , they can be the same It may be different. When there are a plurality of Z ²² , they may be the same or different. m21 and m22 each independently represent an integer from 0 to 3, but m21+m22 represents an integer from 1 to 3). The liquid crystal composition according to any one of claims 1 to 10, which contains a compound represented by the following general formula (II-i),

(In the formula, R ²¹¹ and R ²²¹ each independently represent an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, an alkenyl group with 2 to 5 carbon atoms, or 2 to 4 carbon atoms. The alkenyloxy group, A ²¹¹ and A ²²¹ each independently represent a group selected from the following formula (A21-1) to formula (A21-9),

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ²¹¹ , they can be the same or different; when there are a plurality of A ²²¹ , they can be the same or different, Z ²¹¹ And Z ²²¹ each independently represent -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CH=CH-COO -, -OCO-CH=CH-, -CH=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but when there are plural Z ²¹¹ , the like which may be the same or different, when Z in the presence of a plurality of case ^221, and the like which may be identical or different, M211 and M221 each independently represent an integer of 0 to 3, but m211 + m221 represents an integer of 1 to 3). The liquid crystal composition according to any one of claims 1 to 10, which contains a group selected from the group consisting of compounds represented by the following general formula (II-iv-1) to general formula (II-iv-8) In the compound,

(In the formula, R ²¹⁴ and R ²²⁴ each independently represent an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 2 to 5 carbon atoms). The liquid crystal composition according to any one of claims 1 to 13, which contains a compound represented by the following general formula (IV),

(In the formula, P ⁴¹ and P ⁴² each independently represent a group polymerized by radical polymerization, cationic polymerization or anionic polymerization, Sp ⁴¹ and Sp ⁴² each independently represent a spacer or a single bond, and A ⁴¹ and A ⁴² each independently Independently represents a group selected from the following formula (A4-1) to formula (A4-9),

(In the formula, the dotted line represents the bonding position, L ⁴ represents a halogen atom, a cyano group, a nitro group, a pentafluoromethylsulfanyl group, a substituted amino group, a substituted silyl group, and any hydrogen atom may be substituted It is a fluorine atom and one -CH ₂ -or two or more non-adjacent -CH ₂ -s can be independently substituted with -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO -CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- alkyl group with 1 to 20 carbon atoms, or P ^L -Sp ^L- (In the formula, ^PL represents a group polymerized by radical polymerization, cationic polymerization, or anionic polymerization, and Sp ^L represents a spacer or a single bond), but when there are more than one L ⁴ , they can be The same or different), but when there are a plurality of A ⁴² , they can be the same or different. Z ⁴¹ represents -O-, -S-, -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO -NH-, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO -, -CH ₂ -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡ C- or a single bond, but when there are plural Z ⁴¹ , they can be the same or different, m41 represents an integer from 1 to 4). The liquid crystal composition according to any one of claims 1 to 14, which contains a compound represented by the following general formula (X1),

(In the formula, Sp ^{x 1} represents one -CH ₂ -or two or more non-adjacent -CH ₂ -s that can be independently substituted with -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO -, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- alkylene or single bond with 1 to 20 carbon atoms, A ^x1 represents a base selected from the following formula (Ax1-1) to formula (Ax1-8),

(In the formula, the dotted line indicates the bonding position), but when there are multiple A ^x1 , they can be the same or different. Z ^x1 represents -O-, -S-, -OCH ₂ -, -CH ₂ O -, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH- CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O -, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF -, -C≡C- or a single bond, but when there are multiple Z ^x1 , they can be the same or different, mx1 represents 0 or 1, mx2 represents an integer from 0 to 4). The liquid crystal composition according to any one of claims 1 to 15, which contains a compound represented by the following general formula (X2),

^{(Wherein, R x21, R x22, R} x23 and R ^x24 each independently represent a hydrogen atom, an oxygen atom, a hydroxyl group, or an alkyl group having a carbon number of 1 to 20 carbon atoms, an alkoxy group of 1 to 20, Sp ^{x 21} , Sp ^{x 22} , Sp ^{x 23,} and Sp ^x24 each independently represent a spacer or a single bond, mx21 represents 0 or 1, mx22 represents 0 or 1, mx23 represents 0 or 1). The liquid crystal composition according to any one of claims 1 to 16, wherein the refractive index anisotropy (∆n(450)) at a wavelength of 450 nm is divided by the refractive index anisotropy (∆n) at a wavelength of 550 nm (550)) The obtained value (∆n(450)/∆n(550)) satisfies the following formula (Equation 1): ∆n（450）/∆n（550）＜1.10 (Equation 1). The liquid crystal composition according to any one of claims 1 to 17, wherein the refractive index anisotropy (∆n(650)) at a wavelength of 650 nm is divided by the refractive index anisotropy (∆n) at a wavelength of 550 nm (550)) The obtained value (∆n(650)/∆n(550)) satisfies the following formula (Equation 2): 0.90＜∆n(650)/∆n(550)＜1.50 (Equation 2). A display element containing the liquid crystal composition according to any one of claims 1 to 18. A compound represented by general formula (I),

(In the formula, R ¹¹ and R ¹² each independently represent an alkyl group with 1 to 8 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, an alkenyl group with 2 to 8 carbon atoms or 2 to 7 carbon atoms The alkenyloxy group, A ¹¹ and A ¹³ each independently represent a group selected from the following formula (A1-1) to formula (A1-11),

(In the formula, the dotted line indicates the bonding position), but when there are a plurality of A ¹¹ , they can be the same or different, when there are a plurality of A ¹³ , they can be the same or different, A ¹² It means a group containing a group (ZG) having a large wavelength dispersion property, but the group having a large wavelength dispersion property (ZG) is oriented approximately perpendicular to the molecular long axis of the compound represented by the general formula (I), Z ¹¹ and Z ¹² each independently represent -O-, -S-, -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -CO-, -COO-, -OCO-, -CO-S -, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH -O-, -O-NH-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ -, -CH=CH-COO- , -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO -, -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CH=CH-, -N=N- , -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, but when there are plural Z ¹¹ , they can be The same may be different. When there are a plurality of Z ¹² , they may be the same or different. m11 and m12 each independently represent an integer from 0 to 5, but m11+m12 represents an integer from 0 to 5).

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