JP2020066582A - Liquid crystal compound - Google Patents

Abstract

To provide a compound exhibiting high dissolubility in a liquid crystal composition and high storage stability, and a liquid crystal composition and a liquid crystal display element containing the compound as a constitutional member.SOLUTION: There are provided 4-ethoxy-4'-methoxymethyl-2,3,3'-trifluorobiphenyl capable of being synthesized for example by reduction of a formyl group from 2-fluoro-4-bromobenzaldehyde, etherification and coupling with an organic boron compound like a following formula, and 4-ethoxy-4'-methoxypropyl-2,3,3'-trifluorobiphenyl capable of being synthesized by a similar method.SELECTED DRAWING: None

Description

  The present invention relates to a compound having an alkyl ether, which is useful as a material for organic electronic materials and pharmaceuticals and agricultural chemicals, especially as a material for liquid crystal display devices, and a liquid crystal composition using the same.

  The liquid crystal display device is used for various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, clocks, advertisement display boards, etc., including clocks and calculators. Typical liquid crystal display systems are TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type using TFT (thin film transistor), and IPS (in-plane switching) type. There is a drive system such as. The liquid crystal composition used for these liquid crystal display elements is stable against external factors such as moisture, air, heat, and light, and also has a liquid crystal phase (nematic phase, smectic phase) in a wide temperature range centered at room temperature. Phase and blue phase), low viscosity, and low driving voltage are required. Further, the liquid crystal composition is selected from several kinds to several tens of kinds of compounds in order to make the dielectric anisotropy (Δε) and the refractive index anisotropy (Δn) have optimum values according to individual display elements, It is configured.

When the liquid crystal composition is used as a display device or the like, it is required that the rotational viscosity coefficient (γ ₁ ) be as low as possible. There are various methods for obtaining a liquid crystal composition having a low γ ₁ , and one of them is known to use a compound having a large absolute value of Δε (extrapolated value). The reason for this will be described below. In order to reduce γ ₁ of the liquid crystal composition, it is effective to increase the amount of nonpolar compound having | Δε | (extrapolated value) of almost 0 and low γ ₁ (extrapolated value) as much as possible. Is. Δε of the composition generally required is determined for each liquid crystal panel, and a polar compound having a large γ ₁ (extrapolated value) is added to impart Δε. Therefore, the amount of the nonpolar compound used can be increased by replacing the compound with a large | Δε | (extrapolated value), and as a result, γ ₁ reduction of the liquid crystal composition can be achieved. Further, in order to use it as a liquid crystal composition, it is required to exhibit good compatibility with other liquid crystal components. This is because when the miscibility with other liquid crystal components is low, precipitation or the like may occur when the liquid crystal composition is stored at a low temperature.

  So far, the following compounds having a 4,4'-dialkoxybiphenyl structure have been reported, but there is a problem that the solubility in a liquid crystal composition is not sufficient (Patent Document 1).

JP, 2005-131956, A

  The problem to be solved by the present invention is to provide a compound exhibiting high solubility in a liquid crystal composition and high storage stability, and also to provide a liquid crystal composition and a liquid crystal display device containing the compound as a constituent member. Is.

  In order to solve the above problems, the inventors of the present invention have studied various compounds, and as a result, have found that a compound having an alkyl ether can effectively solve the problems, and have completed the present invention.

  The present invention has the general formula (i)

(In the formula, R ⁱ¹ represents a hydrogen atom or a linear alkyl group having 1 to 15 carbon atoms, and one —CH ₂ — present in the alkyl group or two or more — which are not adjacent to each other. CH ₂ — may be replaced by —C≡C—, —O—, —S—, —COO—, —OCO— or —CO—, and the hydrogen atom present in the alkyl group is replaced by a fluorine atom. Maybe,
R ⁱ² represents a single bond or a linear alkylene group having 1 to 15 carbon atoms, and a hydrogen atom present in the alkylene group may be substituted with a fluorine atom,
R ⁱ³ represents an alkyl group having 1 to 15 carbon atoms, and one —CH ₂ — present in the alkyl group or two or more —CH ₂ — not adjacent to each other is —C≡C—, — O-, -S-, -COO-, -OCO- or -CO- may be substituted, and the hydrogen atom present in the alkyl group may be replaced by a fluorine atom,
X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 20 carbon atoms, and one —CH ₂ — or an adjacent group present in the alkyl group. Two or more —CH ₂ — not substituted with —CH═CH—, —C≡C—, —O—, —NH—, —COO— or —OCO— so that oxygen atoms are not directly adjacent. However, at least two or more of X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ represent a halogen atom,
A ⁱ¹ is a divalent aromatic group, a divalent cycloaliphatic radical, or a divalent heterocyclic compound group, these groups may be substituted with L ^i1, L ⁱ¹ is a halogen atom, It represents a cyano group, a nitro group, a linear or branched alkyl group having 1 to 20 carbon atoms, or a halogenated alkyl group, and the secondary carbon atom in the alkyl group is -CH = so that oxygen atoms are not directly adjacent to each other. CH-, -C≡C-, -O-, -NH-, -COO- or -OCO- may be substituted, but at least one A ⁱ¹ is a group (Ai1-1).

(X ^Ai1 , X ^Ai2 , X ^Ai3 , and X ^Ai4 each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 20 carbon atoms, and one —CH ₂ — present in the alkyl group or Two or more non-adjacent —CH ₂ — are substituted with —CH═CH—, —C≡C—, —O—, —NH—, —COO— or —OCO— so that oxygen atoms are not directly adjacent. However, at least one or more of X ^Ai1 , X ^Ai2 , X ^Ai3 and X ^Ai4 represents a halogen atom, provided that X ⁱ¹ and X ⁱ² or X ⁱ³ and X ⁱ⁴ represent a fluorine atom. ^Ai1 and X ^Ai2 or X ^Ai3 and X ^Ai4 do not represent a fluorine atom,
A ⁱ² is a divalent aromatic group, a divalent cycloaliphatic radical, or a divalent heterocyclic compound group, these groups may be substituted with L ^i1, L ⁱ¹ is a halogen atom, It represents a cyano group, a nitro group, a linear or branched alkyl group having 1 to 20 carbon atoms, or a halogenated alkyl group, and the secondary carbon atom in the alkyl group is -CH = so that oxygen atoms are not directly adjacent to each other. CH-, -C≡C-, -O-, -NH-, -COO- or -OCO- may be substituted,
Z ⁱ¹ and Z ⁱ² are each independently —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, —COO—. _{, -OCO -, - CF 2 CF} 2 -, - CH = CH -, - CF = CF -, - C≡C- or a single bond,
n ⁱ¹ represents 1 or 2, n ⁱ² represents 0 or 1, but n ⁱ¹ + n ⁱ² represents 1 or 2,
When there are a plurality of A ⁱ¹ , A ⁱ² , Z ⁱ² , Z ⁱ² , and L ⁱ¹ , they may be the same or different from each other. )
The compound represented by. And a liquid crystal composition containing the compound and a liquid crystal display device using the liquid crystal composition.

The compound represented by the general formula (i) provided by the present invention exhibits high solubility in a liquid crystal composition and high storage stability, and further has high chemical stability. Therefore, by using the compound represented by the general formula (i) as a component of the liquid crystal composition, a liquid crystal composition exhibiting a low γ ₁ can be obtained. Therefore, it is very useful as a constituent component of a liquid crystal composition for a liquid crystal display device that requires high-speed response.

In the general formula (i), R ⁱ¹ represents a hydrogen atom or a linear alkyl group having 1 to 15 carbon atoms, and one —CH ₂ — present in the alkyl group or _two non-adjacent ones more -CH ₂ - is -C≡C -, - O -, - S -, - COO -, - OCO- or -CO- may be replaced by a hydrogen atom present in the alkyl group fluorine It may be replaced by an atom. In order to reduce γ ₁ , a hydrogen atom or a linear alkyl group having 1 to 8 carbon atoms is more preferable, and a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms is preferable. And more preferably a hydrogen atom or a linear alkyl group having 1 to 3 carbon atoms.

R ⁱ² represents a linear alkylene group of a single bond or a carbon atom number of 1 to 15, one -CH 2 present in the alkyl group _- or nonadjacent two or more -CH 2 _- is It may be replaced by —C≡C—, —O—, —S—, —COO—, —OCO— or —CO—, and the hydrogen atom present in these groups may be replaced by a fluorine atom. . In order to reduce γ ₁ , a single bond or a linear alkyl group having 1 to 8 carbon atoms is preferable, and a single bond or a linear alkyl group having 1 to 5 carbon atoms is used. Is particularly preferable, and a single bond or a linear alkyl group having 1 to 3 carbon atoms is further preferable.

The total number of carbon atoms of R ⁱ¹ and R ⁱ² is preferably 0 to 7, preferably 0 to 5, and more preferably 0 to 3.

R ⁱ³ represents an alkyl group or an alkoxy group having 1 to 15 carbon atoms, and one —CH ₂ — present in the alkyl group or the alkoxy group or two or more —CH ₂ — which are not adjacent to each other is oxygen. It may be replaced by -C≡C-, -O-, -S-, -COO-, -OCO- or -CO- so as not to be directly adjacent to the atom, and the hydrogen atom present in these groups is fluorine. It may be replaced by an atom. In order to lower γ ₁ , it is preferable to represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and an alkyl group having 1 to 5 carbon atoms or 1 to 5 carbon atoms. The alkoxy group of is more preferable. In order to increase | Δε |, an alkoxy group having 1 to 8 carbon atoms is preferable, and an alkoxy group having 1 to 5 carbon atoms is more preferable.
X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 20 carbon atoms, and one —CH ₂ — or an adjacent group present in the alkyl group. Two or more —CH ₂ — not substituted with —CH═CH—, —C≡C—, —O—, —NH—, —COO— or —OCO— so that oxygen atoms are not directly adjacent. However, at least two or more of X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ represent a halogen atom. In order to increase | Δε |, both X ⁱ¹ and X ⁱ² are preferably halogen atoms, or both X ⁱ³ and X ⁱ⁴ are preferably halogen atoms, and more preferably fluorine atoms.

A ⁱ¹ are each independently a divalent 6-membered ring aromatic group, a divalent 6-membered ring heteroaromatic group, a divalent 6-membered ring aliphatic group, or a divalent 6-membered ring heteroaliphatic group. Represents a divalent 5-membered ring aromatic group, a divalent 5-membered ring heteroaromatic group, a divalent 5-membered ring aliphatic group, or a divalent 5-membered ring heteroaliphatic group, and specifically, , 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group Group, pyrimidine-2,5-diyl group, cyclopentane-1,3-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group and 1, A ring structure selected from a 3-dioxane-2,5-diyl group is preferable, and a 1,4-phenylene group and 1,4 -Cyclohexylene group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, indane-2,5-diyl group, and 1,3-dioxane-2, It is more preferable to represent a ring structure selected from a 5-diyl group, and a 1,4-phenylene group, a 1,4-cyclohexylene group, an indane-2,5-diyl group, and a 1,3-dioxane-2, A ring structure selected from a 5-diyl group is more preferable. The ring structure is preferably unsubstituted or substituted with L ⁱ¹ .

L ⁱ¹ represents a halogen atom, a cyano group, a nitro group, a linear or branched alkyl group having 1 to 20 carbon atoms, or a halogenated alkyl group, and the secondary carbon atom in the alkyl group is directly adjacent to the oxygen atom. It may be substituted with -CH = CH-, -C≡C-, -O-, -NH-, -COO- or -OCO- so as not to do so. In order to increase | Δε |, a halogen atom, a cyano group, or a nitro group is preferable, and in order to increase the solubility, a linear or branched alkyl group having 1 to 20 carbon atoms or a halogenated alkyl group is preferable. Is more preferable, a halogen atom is more preferable, and a fluorine atom is still more preferable. At least one A ⁱ¹ is a group (Ai1-1)

In the formula (Ai1-1), X ^Ai1 , X ^Ai2 , X ^Ai3 and X ^Ai4 each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 20 carbon atoms, and are present in the alkyl group. One —CH ₂ — or two or more non-adjacent —CH ₂ — are —CH═CH—, —C≡C—, —O—, —NH—, so that oxygen atoms are not directly adjacent to each other. Although it may be substituted with —COO— or —OCO—, at least one or more of X ^Ai1 , X ^Ai2 , X ^Ai3 and X ^Ai4 represents a halogen atom. However, when X ⁱ¹ and X ⁱ² or X ⁱ³ and X ⁱ⁴ represent a fluorine atom, X ^Ai1 and X ^Ai2 or X ^Ai3 and X ^Ai4 do not represent a fluorine atom, and in order to increase | Δε | X ^Ai1 or X ^Ai2 is preferably a halogen atom, and more preferably a fluorine atom.

A ⁱ² are each independently a divalent 6-membered ring aromatic group, a divalent 6-membered ring heteroaromatic group, a divalent 6-membered ring aliphatic group, or a divalent 6-membered ring heteroaliphatic group. Represents a divalent 5-membered ring aromatic group, a divalent 5-membered ring heteroaromatic group, a divalent 5-membered ring aliphatic group, or a divalent 5-membered ring heteroaliphatic group, and specifically, , 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group Group, pyrimidine-2,5-diyl group, cyclopentane-1,3-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group and 1, A ring structure selected from a 3-dioxane-2,5-diyl group is preferable, and a 1,4-phenylene group and 1,4 -Cyclohexylene group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, indane-2,5-diyl group, and 1,3-dioxane-2, It is more preferable to represent a ring structure selected from a 5-diyl group, and a 1,4-phenylene group, a 1,4-cyclohexylene group, an indane-2,5-diyl group, and a 1,3-dioxane-2, A ring structure selected from a 5-diyl group is more preferable. The ring structure is preferably unsubstituted or substituted with L ⁱ¹ . L ⁱ¹ represents a halogen atom, a cyano group, a nitro group, a linear or branched alkyl group having 1 to 20 carbon atoms, or a halogenated alkyl group, and the secondary carbon atom in the alkyl group is directly adjacent to the oxygen atom. It may be substituted with -CH = CH-, -C≡C-, -O-, -NH-, -COO- or -OCO- so as not to do so.

Z ⁱ¹ and Z ⁱ² are each independently —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, —COO—. _{, -OCO -, - CF 2 CF} 2 -, - CH = CH -, - CF = CF -, - C≡C- or a single bond. In order to increase Δn, —COO—, —OCO—, —CH═CH—, —CF═CF—, —C≡C— or a single bond is preferable, and —COO—, —OCO—, —CH. More preferably, it is = CH- or a single bond.

n ⁱ¹ represents 1 or 2, n ⁱ² represents 0 or 1, but n ⁱ¹ + n ⁱ² represents 1 or 2.
In order to increase Δn, n ⁱ¹ + n ⁱ² is preferably 2, and in order to decrease γ ₁ , n ⁱ¹ + n ⁱ² is preferably 1.
In the compound represented by the general formula (i), when a plurality of A ⁱ¹ , A ⁱ² , Z ⁱ² , Z ⁱ² and L ⁱ¹ are present, they may be the same or different independently of each other. The compound represented by the general formula (i) does not have a structure in which heteroatoms are directly bonded to each other.

  Of the general formula (i), each compound represented by the following general formula (i-1-1) to general formula (i-1-14) is preferable, and general formula (i-1-1) to general formula (i-1-1) Each compound represented by (i-1-8) is more preferable.

^(Wherein, R ^{i1, R i2} and ^{R i3} are in the general formula (i) represents the same meaning as ^{R i1, R i2} and ^{R i3.)}
(Production method)
In the present invention, the compound represented by the general formula (i) can be produced as follows. Of course, the spirit and application range of the present invention are not limited by these production examples.
General formula (ii-1)

(In the formula, R ⁱ² , R ⁱ³ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , X ⁱ¹ , X ⁱ² , X ⁱ³ , X ⁱ⁴ , n ⁱ¹ and n ⁱ² are represented by the general formula (i). Hydrogen having a compound represented by R ⁱ² , R ⁱ³ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , X ⁱ¹ , X ⁱ² , X ⁱ³ , X ⁱ⁴ , n ⁱ¹ and n ⁱ² . General formula (ii-2) by reacting with sodium borohydride

(In the formula, R ⁱ² , R ⁱ³ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , X ⁱ¹ , X ⁱ² , X ⁱ³ , X ⁱ⁴ , n ⁱ¹ and n ⁱ² are represented by the general formula (i). R ⁱ² , R ⁱ³ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , X ⁱ¹ , X ⁱ² , X ⁱ³ , X ⁱ⁴ , n ⁱ¹ and n ⁱ² have the same meaning.). Can be done. The reaction solvent to be used may be any one as long as the reaction can be suitably progressed, and ether solvents such as diethyl ether, tetrahydrofuran, diisopropyl ether, tertiary butyl methyl ether, methanol, ethanol, isopropyl alcohol, t -Alcohol solvents such as butyl alcohol are preferable, and diethyl ether, tetrahydrofuran, methanol and ethanol are more preferable. It is also preferable to mix these solvents as needed.
The reaction temperature may be any temperature as long as it allows the reaction to proceed appropriately, but a temperature from 0 ° C. to a temperature at which the reaction solvent is refluxed is preferable.
The compound represented by the general formula (ii-2) is reacted with iodoethane in the presence of a base to give a compound represented by the general formula (ii-3) in which R ⁱ¹ is a methyl group in the general formula (i).

(In the formula, R ⁱ² , R ⁱ³ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , X ⁱ¹ , X ⁱ² , X ⁱ³ , X ⁱ⁴ , n ⁱ¹ and n ⁱ² are represented by the general formula (i). R ⁱ² , R ⁱ³ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , X ⁱ¹ , X ⁱ² , X ⁱ³ , X ⁱ⁴ , n ⁱ¹ and n ⁱ² have the same meaning.). The reaction solvent used may be any as long as it allows the reaction to proceed appropriately, and ether solvents such as diethyl ether, tetrahydrofuran, diisopropyl ether, tertiary butyl methyl ether, dimethylformamide, dimethylformacetamide, etc. The polar solvent of is preferred. It is also preferable to mix these solvents as needed.
The reaction temperature may be any temperature as long as it allows the reaction to proceed properly, but is preferably a temperature from 0 ° C to the temperature at which the reaction solvent refluxes, and a temperature from 25 ° C to the temperature at which the reaction solvent refluxes. Is more preferable.
As the base, any base may be used as long as it allows the reaction to proceed suitably, but lithium hydride, sodium hydride, potassium hydride, cesium carbonate, potassium carbonate, sodium carbonate, potassium phosphate are preferred, and hydrogen is preferred. Sodium chloride, cesium carbonate and potassium phosphate are more preferable.
The compound represented by the general formula (i) exhibits a negative Δε (extrapolated value). The liquid crystal composition containing the compound represented by the general formula (i) preferably has negative dielectric anisotropy.
If the content of the compound represented by the general formula (i) in the liquid crystal composition of the present invention is small, the effect does not appear. Therefore, the lower limit value in the composition is 1% by mass (hereinafter,% in the composition is the mass). %) Is preferably contained, more preferably 5% or more, still more preferably 10% or more. Further, since a large content causes problems such as precipitation, the upper limit is preferably 70% or less, more preferably 60% or less, further preferably 50% or less, and 40% or less. % Or less is particularly preferable. The compound represented by the general formula (i) may be used alone, or two or more compounds may be used simultaneously.
A compound other than the compound represented by the general formula (i) may be used to adjust the physical properties of the liquid crystal composition, and a compound having no liquid crystal phase may be used in addition to the compound having a liquid crystal phase. It can also be added.

  The composition provided by the present invention contains at least one compound represented by the general formula (i) as the first component, but at least one compound selected from the following second to third components as other components. It is preferable to contain.

  The second component is a compound selected from the compounds represented by the general formulas (N-1), (N-2) and (N-3), and the compound is one kind or two or more kinds in the liquid crystal composition. It is preferable to contain. These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and the absolute value thereof is larger than 2).

(In the formula, R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31, and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or a non-adjacent 2 more than five -CH ₂ - are each independently -CH = CH -, - C≡C - , - O -, - CO -, - COO- or -OCO- may be substituted by,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or adjacent no more than one -CH ₂ -. may be replaced by -O-) and (b) 1,4-phenylene group (the one -CH = or nonadjacent present in group 2 More than one -CH = may be replaced with -N =.)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced by -N =. )
(D) represents a group selected from the group consisting of 1,4-cyclohexenylene group, wherein the group (a), group (b), group (c) and group (d) are each independently a cyano group, It may be substituted with a fluorine atom or a chlorine atom,
Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—. _{, -COO -, - OCO -,} - OCF 2 -, - CF 2 O -, - CH = N-N = CH -, - CH = CH -, - represents CF = CF- or -C≡C-,
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 is -CH ₂ - represents an or an oxygen atom,
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are each independently. When it is 1, 2 or 3, and there are a plurality of A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 , they may be the same or different. )
The compounds represented by the general formulas (N-1), (N-2) and (N-3) are preferably compounds having a negative Δε and an absolute value larger than 3.

In formulas (N-1), (N-2) and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently have 1 to 8 carbon atoms. Preferred are an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms, and an alkyl group having 1 to 5 carbon atoms and carbon atoms. An alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, and an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is More preferably, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms (propenyl group) is particularly preferable.

  When the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and carbon An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a straight chain Preferred are an alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and preferably linear.

  The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are preferably aromatic when it is required to independently increase Δn, and fat is used to improve the response speed. Group 1, preferably, trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5 -Difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1 , 4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group Preferred, it is more preferable that represents the following structures,

It is more preferable to represent a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} _-CH 2 each _{independently O -, - CF 2 O -} , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents _{an, -CH 2 O -, - CH} 2 CH 2 - or a single bond is more preferable, _-CH 2 O-or a single bond is particularly preferred.

X ^N21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

n ^N11 + n ^N12 , n ^N21 + n ^N22, and n ^N31 + n ^N32 are preferably 1 or 2, and a combination in which n ^N11 is 1 and n ^N12 is 0, a combination in which n ^N11 is 2 and n ^N12 is 0, n ^A combination in which ^N11 is 1 and n ^N12 is 1, a combination in which n ^N11 is 2, and n ^N12 is 1, a combination in which n ^N21 is 1 and n ^N22 is 0, n ^N21 is 2 and n ^N22 is A combination of 0, a combination of n ^N31 of 1 and n ^N32 of 0, and a combination of n ^N31 of 2 and n ^N32 of 0 are preferable.

  The lower limit of the preferred content of the compound represented by formula (N-1) based on the total amount of the composition of the present invention is 1%, 10%, 20%, 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The preferable upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%. Is.

  The lower limit of the preferred content of the compound represented by formula (N-2) based on the total amount of the composition of the present invention is 1%, 10%, 20%, 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The preferable upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%. Is.

  The lower limit of the preferred content of the compound represented by formula (N-3) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%. , 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The preferable upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%. Is.

When a composition having a low response and a high response speed is required for the composition of the present invention, it is preferable that the lower limit value is low and the upper limit value is low. Furthermore, when a composition having a high _TNI and a high temperature stability is required for the composition of the present invention, the lower limit and the upper limit are preferably low. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is high and the upper limit value is high.

  Examples of the compound represented by the general formula (N-1) include compounds represented by the following general formulas (N-1a) to (N-1g).

^{(Wherein, R N11} and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na11} represents 0 or ^{1, n NB11} represents 0 or ^{1, n NC11} is represents 0 or ^{1, n Nd11} represents 0 or ^{1, n NE11} is 1 or ^{2, n Nf11} is 1 or ^{2, n NG11} is 1 or ^{2, a NE11} is trans-1,4 A cyclohexylene group or a 1,4-phenylene group, A ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one Represents a 1,4-cyclohexenylene group, Z ^{Ne 11} represents a single bond or ethylene, but at least one represents ethylene.)
More specifically, the compound represented by the general formula (N-1) is a compound selected from the compound group represented by the general formulas (N-1-1) to (N-1-21). preferable.

  The compound represented by formula (N-1-1) is the following compound.

(In the formula, R ^N111 and R ^N112 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a propyl group, a pentyl group or a vinyl group. R ^N112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group or a butoxy group.

    The compound represented by the general formula (N-1-1) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a small value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-1) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. , 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28 with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.

  Further, the compound represented by the general formula (N-1-1) is a compound selected from the compound group represented by the formula (N-1-1.1) to the formula (N-1-1.23). It is preferable that the compounds are represented by formulas (N-1-1.1) to (N-1-1.4), and formula (N-1-1.1) and formula (N) are preferable. The compound represented by -1-1.3) is preferable.

  The compounds represented by the formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination, but the composition of the present invention can be used. The lower limit of the preferred content of these compounds alone or with respect to the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23%. , 25%, 27%, 30%, 33%, 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28 with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.

  The compound represented by formula (N-1-2) is the following compound.

(In the formula, R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group. R ^N122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group. preferable.

    The compound represented by the general formula (N-1-2) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the effect is high when the content is set low, and when the T _NI is important, the content is high. The effect is high if you set a large amount. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-2) based on the total amount of the composition of the present invention is 5%, 7%, 10%, and 13%. , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37% And 40% and 42%. The preferable upper limit of the content is 50%, 48%, 45%, 43%, 40%, 38%, 35 with respect to the total amount of the composition of the present invention. %, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10 %, 8%, 7%, 6%, 5%.

Furthermore, the compound represented by the general formula (N-1-2) is a compound selected from the group of compounds represented by the formula (N-1-2.1) to the formula (N-1-2.22). Preferably, there are formula (N-1-2.3) to formula (N-1-2.7), formula (N-1-2.10), formula (N-1-2.11), formula The compound represented by formula (N-1-2.13) and formula (N-1-2.20) is preferable, and in the case where improvement in Δε is emphasized, formula (N-1-2.3) is preferred. To the compound represented by the formula (N-1-2.7) are preferable, and in the case where the improvement of T _NI is emphasized, the formula (N-1-2.10) and the formula (N-1-2.11) are preferable. And a compound represented by the formula (N-1-2.13) are preferable, and in the case where improvement in response speed is important, the compound represented by the formula (N-1-2.20) is preferable. Is preferred.

  The compounds represented by formula (N-1-2.1) to formula (N-1-2.22) can be used alone or in combination, but the composition of the present invention can be used. The lower limit of the preferable content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17%, 20%, 23 %, 25%, 27%, 30%, 33%, 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28 with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.

  The compound represented by formula (N-1-3) is the following compound.

(In the formula, R ^N131 and R ^N132 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^N132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group is preferable. .

  The compound represented by the general formula (N-1-3) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-3) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  Further, the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3.21). It is preferable that the compounds are represented by the formulas (N-1-3.1) to (N-1-3.7) and the formula (N-1-3.21), and the compounds of the formula (N −1-3.1), formula (N-1−3.2), formula (N−1−3.3), formula (N−1−3.4) and formula (N−1−3.6). The compound represented by these is preferable.

  The compounds represented by formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) are independent. Although it can be used in combination with each other, it is possible to use a combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3). ), A combination of two or three kinds selected from the formula (N-1-3.4) and the formula (N-1-3.6). The lower limit of the preferable content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20 %. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by formula (N-1-4) is the following compound.

^{(Wherein, R N141} and ^{R N142} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
Independently R ^N141 and ^{R N142} are each an alkyl group having 1 to 5 carbon atoms, preferably an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5, methyl group, propyl group, ethoxy A group or butoxy group is preferred.

  The compound represented by the general formula (N-1-4) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a small value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-4) based on the total amount of the composition of the present invention is 3%, 5%, 7%, and 10%. , 13%, 15%, 17%, 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.

  Furthermore, the compound represented by formula (N-1-4) is a compound selected from the group of compounds represented by formula (N-1-4.1) to formula (N-1-4.14). It is preferable that the compounds are represented by formulas (N-1-4.1) to (N-1-4.4), and formulas (N-1-4.1) and (N-1-4.1) are preferable. -1-4.2) and compounds represented by formula (N-1-4.4) are preferred.

  The compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the composition of the present invention can be used. The lower limit of the preferable content of these compounds alone or with respect to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17%. And 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.

  The compound represented by formula (N-1-5) is the following compound.

(In the formula, R ^N151 and R ^N152 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N151 and R ^N152 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. Is preferred.

  The compound represented by the general formula (N-1-5) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the effect is high when the content is set low, and when the T _NI is important, the content is high. The effect is high if you set a large amount. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-5) based on the total amount of the composition of the present invention is 5%, 8%, 10%, 13%. , 15%, 17%, 20%. The preferred upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20 with respect to the total amount of the composition of the present invention. %, 18%, 15%, 13%.

  Further, the compound represented by the general formula (N-1-5) is a compound selected from the group of compounds represented by the formula (N-1-5.1) to the formula (N-1-5.6). It is preferable that the compounds are represented by the formula (N-1-5.1), the formula (N-1-5.2) and the compound represented by the formula (N-1-5.4).

  The compounds represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) may be used alone or in combination. It is also possible, but the lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17% and 20%. The preferred upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20 with respect to the total amount of the composition of the present invention. %, 18%, 15%, 13%.

  The compound represented by formula (N-1-10) is the following compound.

(In the formula, R ^N1101 and R ^N1102 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group is preferable. R ^N1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-10) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is high, and the effect is high. When the T _NI is important, the content is high. The effect is high when the is set high. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-10) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  Further, the compound represented by the general formula (N-1-10) is a compound selected from the group of compounds represented by the formula (N-1-10.1) to the formula (N-1-10.21). Preferably, it is represented by Formula (N-1-10.1) to (N-1-10.5) Formula (N-1-10.20) and Formula (N-1-10.21). The compound is preferably a compound of formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21). Compounds represented by are preferred.

  The compounds represented by formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21) are independent. Although it can be used in combination with each other, the lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5% and 10%. , 13%, 15%, 17%, 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by the general formula (N-1-11) is the following compound.

(In the formula, R ^N1111 and R ^N1112 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^N1112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-11) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is low, the effect is high. When the T _NI is important, the content is high. The effect is high when the is set high. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-11) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  Furthermore, the compound represented by General Formula (N-1-11) is a compound selected from the group of compounds represented by Formula (N-1-11.1) to Formula (N-1-11.15). It is preferable that the compounds are represented by formulas (N-1-11.1) to (N-1-11.15), and formulas (N-1-11.2 and formula (N- The compound represented by 1-11.4) is preferable.

  Although the compounds represented by formula (N-1-11.2) and formula (N-1-11.4) can be used alone or in combination, the composition of the present invention The lower limit of the preferred content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by formula (N-1-12) is the following compound.

(In the formula, R ^N1121 and R ^N1122 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^N1122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-12) can be used alone or in combination of two or more compounds. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-12) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by the general formula (N-1-13) is the following compound.

(In the formula, R ^N1131 and R ^N1132 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^N1132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-13) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-13) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by formula (N-1-14) is the following compound.

(In the formula, R ^N1141 and R ^N1142 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^N1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-14) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-14) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by the general formula (N-1-15) is the following compound.

(In the formula, R ^N1151 and R ^N1152 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^N1152 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-15) can be used alone or in combination of two or more compounds. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-15) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by formula (N-1-16) is the following compound.

(In the formula, R ^N1161 and R ^N1162 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^N1162 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by formula (N-1-16) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-16) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by formula (N-1-17) is the following compound.

(In the formula, R ^N1171 and R ^N1172 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^N1172 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-17) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-17) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by the general formula (N-1-18) is the following compound.

(In the formula, R ^N1181 and R ^N1182 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a methyl group, an ethyl group, a propyl group or a butyl group. R ^N1182 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and more preferably an ethoxy group, a propoxy group or a butoxy group.

  The compound represented by the general formula (N-1-18) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-18) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  Furthermore, the compound represented by the general formula (N-1-18) is a compound selected from the group of compounds represented by the formula (N-1-18.1) to the formula (N-1-18.5). It is preferable that the compounds are represented by formulas (N-1-18.1) to (N-1-11.3.), And formulas (N-1-18.2 and formula (N- The compound represented by 1-18.3) is preferable.

  The compound represented by formula (N-1-20) is the following compound.

(In the formula, R ^N1201 and R ^N1202 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1201 and R ^N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

  The compound represented by the general formula (N-1-20) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-20) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by the general formula (N-1-21) is the following compound.

(In the formula, R ^N1211 and R ^N1212 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1211 and R ^N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

  The compound represented by formula (N-1-21) may be used alone, or may be used in combination of two or more compounds. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-21) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

  The compound represented by the general formula (N-1-22) is the following compound.

(In the formula, R ^N1221 and R ^N1222 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-1).)
R ^N1221 and R ^N1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

  The compound represented by the general formula (N-1-22) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-1-21) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13%. , 15%, 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 5%.

  Further, the compound represented by the general formula (N-1-22) is a compound selected from the compound group represented by the formula (N-1-22.1) to the formula (N-1-22.12). It is preferable that the compounds are represented by formulas (N-1-22.1) to (N-1-22.5), and formulas (N-1-22.1) to (N-) are preferable. The compound represented by 1-22.4) is preferable.

The compound represented by formula (N-3) is preferably a compound selected from the group of compounds represented by formula (N-3-2).

(In the formula, R ^N321 and R ^N322 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N-3).)
R ^N321 and R ^N322 are preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.

  The compound represented by the general formula (N-3-2) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the content is set high, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a small value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (N-3-2) is 3%, 5%, 10%, or 13% with respect to the total amount of the composition of the present invention. , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28 with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 % And 5%.

  Furthermore, the compound represented by formula (N-3-2) is a compound selected from the group of compounds represented by formula (N-3-2.1) to formula (N-3-2.3). Preferably there is.

  The third component is a compound represented by the general formula (L), and it is preferable that the liquid crystal composition contains one type or two or more types of the compound. The compound represented by the general formula (L) corresponds to a non-polar liquid crystal compound (having a Δε value of −2 to 2) that is substantially neutral in terms of dielectric properties.

(In the formula, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently. -CH = CH-, -C [identical to] C-, -O-, -CO-, -COO- or -OCO- may be substituted,
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — which are not adjacent to each other). May be replaced with -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more -CH = not adjacent to each other is -N). May be replaced with =.)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced by -N =. )
Represents a group selected from the group consisting of, the above groups (a), (b) and (c) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and Z ^L2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF _{2 -, - CF 2 O -,} - CH = N-N = CH -, - CH = CH -, - represents CF = CF- or -C≡C-,
When n ^L1 is 2 or 3 and plural A ^L2 are present, they may be the same or different, and when n ^L1 is 2 or 3 and Z ^L2 is plural, they may be the same. May be the same or different, except for the compound represented by. )
The compounds represented by formula (L) may be used alone or in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of compound used is, for example, one type in one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, and ten types. More than type.

  In the composition of the present invention, the content of the compound represented by the general formula (L) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, burn-in, It is necessary to appropriately adjust according to the required performance such as dielectric anisotropy.

  The lower limit of the preferred content of the compound represented by formula (L) relative to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The preferable upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%.

When a composition which keeps the viscosity of the composition of the present invention low and has a high response speed is required, it is preferable that the lower limit value is high and the upper limit value is high. Further, when the composition of the present invention is required to have a high T _NI and a composition having good temperature stability, it is preferable that the lower limit value is high and the upper limit value is high. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.

Both R ^L1 and R ^L2 are preferably alkyl groups when the reliability is important, and alkoxy groups are preferable when the volatility of the compound is important, and the decrease in viscosity is important. In that case, at least one is preferably an alkenyl group.

    The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, and 0 or 1 is preferable, and 1 is preferable when the compatibility with other liquid crystal molecules is important.

R ^L1 and R ^L2 are each a linear alkyl group having 1 to 5 carbon atoms, a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which it is bonded is a phenyl group (aromatic). And an alkenyl group having 4 to 5 carbon atoms are preferable, and when the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a straight chain having 1 to 5 carbon atoms. An alkyl group, a linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and preferably linear.

  The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

n ^L1 is preferably 0 when the response speed is important, 2 or 3 is preferable in order to improve the upper limit temperature of the nematic phase, and 1 is preferable in order to balance these. Further, in order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.

A ^L1 , A ^L2, and A ^L3 are preferably aromatic when it is required to increase Δn, and are preferably aliphatic in order to improve the response speed, and they are each independently trans-. 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group , 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -Diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferable, and the following structure is more preferable,

It is more preferable to represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

Z ^L1 and Z ^L2 are preferably single bonds when importance is attached to the response speed.

  The compound represented by the general formula (L) preferably has 0 or 1 halogen atom in the molecule.

  The compound represented by the general formula (L) is preferably a compound selected from the compound group represented by the general formulas (L-1) to (L-8).

  The compound represented by formula (L-1) is the following compound.

(In the formula, R ^L11 and R ^L12 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L11 and R ^L12 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

  The compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

  The lower limit of the preferred content is 1%, 2%, 3%, 5%, 7%, 10%, 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%. The preferable upper limit of the content is 95%, 90%, 85%, 80%, 75%, 70%, 65 with respect to the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.

When a composition which keeps the viscosity of the composition of the present invention low and has a high response speed is required, it is preferable that the lower limit value is high and the upper limit value is high. Further, when a composition having a high T _NI and high temperature stability is required, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.

  The compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-1).

(In the formula, R ^L12 has the same meaning as in the general formula (L-1).)
The compound represented by formula (L-1-1) is a compound selected from the group of compounds represented by formula (L-1-1.1) to formula (L-1-1.3). Is preferably a compound represented by the formula (L-1-1.2) or the formula (L-1-1.3), and particularly preferably a compound represented by the formula (L-1-1.3). The compound is preferably

  The lower limit of the preferred content of the compound represented by formula (L-1-1.3) based on the total amount of the composition of the present invention is 1%, 2% or 3%, It is 5%, 7% and 10%. The preferable upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, 6 with respect to the total amount of the composition of the present invention. %, 5% and 3%.

  The compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-2).

(In the formula, R ^L12 has the same meaning as in the general formula (L-1).)
The lower limit of the preferred content of the compound represented by formula (L-1-2) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 15%. , 17%, 20%, 23%, 25%, 27%, 30%, 35%. The preferable upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 33%, 30%.

Furthermore, the compound represented by the general formula (L-1-2) is a compound selected from the group of compounds represented by the formula (L-1-2.1) to the formula (L-1-2.4). It is preferable that the compound is represented by the formula (L-1-2.2) to the compound represented by the formula (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable because it improves the response speed of the composition of the present invention. Further, when obtaining the high _{T NI} than the response speed, it is preferable to use a compound represented by formula (L-1-2.3) or the formula (L-1-2.4). The content of the compound represented by the formula (L-1-2.3) and the formula (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperature.

  The lower limit of the preferred content of the compound represented by formula (L-1-2.2) based on the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, 40%. The preferable upper limit of the content is 60%, 55%, 50%, 45%, 43%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.

  The lower limit of the preferred total content of the compound represented by formula (L-1-1.3) and the compound represented by formula (L-1-2.2) with respect to the total amount of the composition of the present invention. The values are 10%, 15%, 20%, 25%, 27%, 30%, 35%, 40%. The preferable upper limit of the content is 60%, 55%, 50%, 45%, 43%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.

  The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-3).

(In the formula, R ^L13 and R ^L14 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L13 and R ^L14 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The lower limit of the preferred content of the compound represented by formula (L-1-3) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13%. , 15%, 17%, 20%, 23%, 25%, 30%. The preferable upper limit of the content is 60%, 55%, 50%, 45%, 40%, 37%, 35 with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10 %.
Furthermore, the compound represented by the general formula (L-1-3) is a compound selected from the compound group represented by the formula (L-1-3.1) to the formula (L-1-3.12). Preferably, it is a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because it improves the response speed of the composition of the present invention. Further, when obtaining a T _NI higher than the response speed, the equation (L-1-3.3), the equation (L-1-3.4), the equation (L-1-3.11), and the equation (L It is preferable to use the compound represented by -1-3.12). The total of the compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12). The content of is not preferably 20% or more in order to improve the solubility at low temperature.

  The lower limit of the preferred content of the compound represented by formula (L-1-3.1) based on the total amount of the composition of the present invention is 1%, 2% or 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The preferable upper limit of the content is 20%, 17%, 15%, 13%, 10%, 8%, 7 with respect to the total amount of the composition of the present invention. % And 6%.

  The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-4) and / or (L-1-5).

(In the formula, R ^L15 and R ^L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L15 and R ^L16 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms. .

  The lower limit of the preferred content of the compound represented by formula (L-1-4) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13%. , 15%, 17%, 20%. The preferred upper limit of the content is 25%, 23%, 20%, 17%, 15%, 13%, 10 with respect to the total amount of the composition of the present invention. %.

  The lower limit of the preferred content of the compound represented by formula (L-1-5) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13%. , 15%, 17%, 20%. The preferred upper limit of the content is 25%, 23%, 20%, 17%, 15%, 13%, 10 with respect to the total amount of the composition of the present invention. %.

  Furthermore, the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by the formulas (L-1-4.1) to (L-1-5.3). A compound selected from the group consisting of compounds represented by the formula (L-1 -4.2) or the compound represented by the formula (L-1 -5.2) is preferable.

  The lower limit of the preferred content of the compound represented by formula (L-1-4.2) based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The preferable upper limit of the content is 20%, 17%, 15%, 13%, 10%, 8%, 7 with respect to the total amount of the composition of the present invention. % And 6%.

Formula (L-1-1.3), Formula (L-1-2.2), Formula (L-1-3.1), Formula (L-1-3.3), Formula (L-1-) It is preferable to combine two or more compounds selected from the compounds represented by formula 3.4), formula (L-1-3.11) and formula (L-1-3.12), and formula (L-1 -1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and It is preferable to combine two or more compounds selected from the compounds represented by formula (L-1 -4.2), and the lower limit of the preferable content of the total content of these compounds is the composition of the present invention. 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% with respect to the total amount of , 20%, 23%, 5%, 27%, 30%, 33%, 35%, the upper limit is 80%, 70% with respect to the total amount of the composition of the present invention, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23% and 20%. When importance is placed on the reliability of the composition, the compounds represented by formula (L-1-3.1), formula (L-1-3.3) and formula (L-1-3.4)) It is preferable to combine two or more kinds of compounds selected from the following, and when importance is attached to the response speed of the composition, they are represented by formula (L-1-1.3) and formula (L-1-2.2). It is preferable to combine two or more compounds selected from the following compounds.
The compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by General Formula (L-1-6).

(In the formula, R ^L17 and R ^L18 each independently represent a methyl group or a hydrogen atom.)
The lower limit of the preferred content of the compound represented by formula (L-1-6) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 15%. , 17%, 20%, 23%, 25%, 27%, 30%, 35%. The preferable upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 33%, 30%.

  Further, the compound represented by the general formula (L-1-6) is a compound selected from the group of compounds represented by the formula (L-1-6.1) to the formula (L-1-6.3). Preferably there is.

  The compound represented by formula (L-2) is the following compound.

(In the formula, R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. The alkoxy groups of the numbers 1 to 4 are preferred.

    The compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

  When the solubility at low temperature is important, a large content is effective, and when the response speed is important, a small content is effective. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  The lower limit of the preferred content of the compound represented by formula (L-2) based on the total amount of the composition of the present invention is 1%, 2%, 3%, and 5%. , 7% and 10%. The preferable upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, 6 with respect to the total amount of the composition of the present invention. %, 5% and 3%.

  Furthermore, the compound represented by General Formula (L-2) is preferably a compound selected from the group of compounds represented by Formula (L-2.1) to Formula (L-2.6), The compounds represented by (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) are preferable.

  The compound represented by formula (L-3) is the following compound.

(In the formula, R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L31 and R ^L32 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.

  The compound represented by the general formula (L-3) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

  The lower limit of the preferred content of the compound represented by formula (L-3) based on the total amount of the composition of the present invention is 1%, 2%, 3%, and 5%. , 7% and 10%. The preferable upper limit of the content is 20%, 15%, 13%, 10%, 8%, 7%, 6 with respect to the total amount of the composition of the present invention. %, 5% and 3%.

When a high birefringence is obtained, the effect is high when the content is set high, and conversely, when the _TNI is important, the effect is low when the content is set low. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

  Further, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formula (L-3.1) to the formula (L-3.4), The compounds represented by formula (L-3.2) to formula (L-3.7) are preferred.

  The compound represented by formula (L-4) is the following compound.

(In the formula, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. The alkoxy groups of the numbers 1 to 4 are preferred. )
The compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

  In the composition of the present invention, the content of the compound represented by the general formula (L-4) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to appropriately adjust according to the required performance such as image sticking and dielectric anisotropy.

  The lower limit of the preferred content of the compound represented by formula (L-4) based on the total amount of the composition of the present invention is 1%, 2%, 3%, and 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferred content of the compound represented by formula (L-4) based on the total amount of the composition of the present invention is 50%, 40%, 35%, 30%. , 20%, 15%, 10%, 5%.

  The compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.1) to the formula (L-4.3).

  Depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by formula (L-4.1) is contained, -4.2), it contains both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2). Or may include all the compounds represented by the formula (L-4.1) to the formula (L-4.3). The lower limit of the preferable content of the compound represented by the formula (L-4.1) or the formula (L-4.2) is 3% with respect to the total amount of the composition of the present invention. Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .

  When it contains both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2), the amount of both compounds relative to the total amount of the composition of the present invention. The lower limit of the preferable content is 15%, 19%, 24% and 30%, and the preferable upper limit is 45, 40%, 35% and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

  The compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.4) to the formula (L-4.6), and the compound represented by the formula (L-4.4). It is preferable that it is a compound represented by these.

  Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by the formula (L-4.4) is contained, -4.5), it contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5). It may be.

  The lower limit of the preferred content of the compound represented by formula (L-4.4) or formula (L-4.5) is 3% with respect to the total amount of the composition of the present invention. Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limits are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13 %, 10%, 8%.

  When both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, both compounds are contained in the total amount of the composition of the present invention. The lower limit of the preferable content is 15%, 19%, 24% and 30%, and the preferable upper limit is 45, 40%, 35% and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

  The compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and particularly, the compound represented by the formula (L-4. The compound represented by 9) is preferable.

  The compound represented by formula (L-5) is the following compound.

(In the formula, R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. The alkoxy groups of the numbers 1 to 4 are preferred.

  The compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

  In the composition of the present invention, the content of the compound represented by the general formula (L-5) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dropping marks, It is necessary to appropriately adjust according to the required performance such as image sticking and dielectric anisotropy.

The lower limit of the preferred content of the compound represented by formula (L-5) based on the total amount of the composition of the present invention is 1%, 2%, 3%, and 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferred content of the compound represented by formula (L-5) based on the total amount of the composition of the present invention is 50%, 40%, 35%, 30%. , 20%, 15%, 10%, 5% The compound represented by the general formula (L-5) has the formula (L-5.1) or the formula (L-5.2). ) Is preferable, and the compound represented by formula (L-5.1) is particularly preferable.

  The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The upper limits of the preferred contents of these compounds are 20%, 15%, 13%, 10% and 9%.

  The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).

  The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The upper limits of the preferred contents of these compounds are 20%, 15%, 13%, 10% and 9%.

  The compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formula (L-5.5) to the formula (L-5.7), and particularly, the compound represented by the formula (L-5.5) It is preferably a compound represented by L-5.7).

  The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The upper limits of the preferred contents of these compounds are 20%, 15%, 13%, 10% and 9%.

  The compound represented by formula (L-6) is the following compound.

(In the formula, R ^L61 and R ^L62 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom. )
R ^L61 and R ^L62 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of X ^L61 and ^{XL 62} is a fluorine atom and the other is a hydrogen atom. Is preferred.

  The compound represented by the general formula (L-6) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

  The lower limit of the preferred content of the compound represented by formula (L-6) based on the total amount of the composition of the present invention is 1%, 2%, 3%, and 5%. , 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferred content of the compound represented by formula (L-6) based on the total amount of the composition of the present invention is 50%, 40%, 35%, 30%. , 20%, 15%, 10%, 5%. When the emphasis is on increasing Δn, it is preferable to increase the content, and when the emphasis is on precipitation at low temperature, the content is preferably small.

  The compound represented by formula (L-6) is preferably a compound represented by formula (L-6.1) to formula (L-6.9).

  The kinds of compounds that can be combined are not particularly limited, but it is preferable to contain 1 to 3 kinds of these compounds, and it is more preferable to contain 1 to 4 kinds. In addition, since the compound having a wide molecular weight distribution is also effective for solubility, for example, one kind of the compound represented by the formula (L-6.1) or (L-6.2) or the compound represented by the formula (L-6.2) is used. 6.4) or one type from the compound represented by (L-6.5), one type from the compound represented by Formula (L-6.6) or the formula (L-6.7), and one type represented by the formula (L It is preferable to select one kind of compound from the compounds represented by -6.8) or (L-6.9) and combine these appropriately. Among them, it is represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9). It is preferable to include a compound.

  Further, the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17). It is preferably a compound represented by L-6.11).

  The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The upper limits of the preferred contents of these compounds are 20%, 15%, 13%, 10% and 9%.

  The compound represented by formula (L-7) is the following compound.

(In the formula, R ^L71 and R ^L72 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L), and A ^L71 and A ^L72 are each independently A ^L2 in the general formula (L) and It has the same meaning as A ^L3 , but the hydrogen atoms on A ^L71 and A ^L72 may each independently be replaced by a fluorine atom, and Z ^L71 has the same meaning as Z ^L2 in formula (L), (X ^L71 and X ^L72 each independently represent a fluorine atom or a hydrogen atom.)
In the formula, R ^L71 and R ^L72 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^L71 and A ^L72 Are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted by a fluorine atom, and Z ^L71 is a single group. A bond or COO- is preferred, a single bond is preferred, and X ^L71 and ^{XL 72} are preferably hydrogen atoms.

  The types of compounds that can be combined are not particularly limited, but they are combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, and four types in one embodiment of the present invention.

  In the composition of the present invention, the content of the compound represented by the general formula (L-7) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dropping marks, It is necessary to appropriately adjust according to the required performance such as image sticking and dielectric anisotropy.

  The lower limit of the preferred content of the compound represented by formula (L-7) based on the total amount of the composition of the present invention is 1%, 2%, 3%, and 5%. , 7%, 10%, 14%, 16%, 20%. The upper limit of the preferred content of the compound represented by formula (L-7) based on the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. , 18%, 15%, 10%, 5%.

When the composition of the present invention is desired to have a high T _NI , it is preferable to increase the content of the compound represented by the formula (L-7). It is preferable to use a small amount.

  Furthermore, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and the compound represented by the formula (L-7. The compound represented by 2) is preferable.

  Further, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.11) to Formula (L-7.13), and Formula (L-7. It is preferably a compound represented by 11).

  Further, the compound represented by the general formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23). The compound represented by the formula (L-7.21) is preferable.

  Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the compound represented by the formula (L-7. 31) or / and a compound represented by the formula (L-7.32) are preferred.

  Furthermore, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and the compound represented by the formula (L-7. 41) and / or a compound represented by the formula (L-7.42) are preferred.

  Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.51) to Formula (L-7.53).

  The compound represented by formula (L-8) is the following compound.

(In the formula, R ^L81 and R ^L82 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L), and A ^L81 represents the same meaning as A ^L1 in the general formula (L) or a single bond. However, the hydrogen atoms on A ^L81 may each independently be substituted by a fluorine atom, and ^{XL 81 to} XL ⁸⁶ each independently represent a fluorine atom or a hydrogen atom.)
In the formula, R ^L81 and R ^L82 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^L81 is 1, A 4-cyclohexylene group or a 1,4-phenylene group is preferred, and the hydrogen atoms on A ^L71 and A ^L72 may be independently substituted by a fluorine atom, and are the same as in the general formula (L-8). The number of fluorine atoms on the ring structure is preferably 0 or 1, and the number of fluorine atoms in the molecule is preferably 0 or 1.

  The types of compounds that can be combined are not particularly limited, but they are combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, and four types in one embodiment of the present invention.

  In the composition of the present invention, the content of the compound represented by the general formula (L-8) is such that solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dropping marks, It is necessary to appropriately adjust according to the required performance such as image sticking and dielectric anisotropy.

  The lower limit of the preferred content of the compound represented by formula (L-8) based on the total amount of the composition of the present invention is 1%, 2%, 3%, and 5%. , 7%, 10%, 14%, 16%, 20%. The upper limit of the preferred content of the compound represented by formula (L-8) based on the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. , 18%, 15%, 10%, 5%.

When the composition of the present invention is desired to have a high T _NI , it is preferable to increase the content of the compound represented by the formula (L-8). It is preferable to use a small amount.

  Further, the compound represented by the general formula (L-8) is preferably a compound represented by the formula (L-8.1) to the formula (L-8.4), and the compound represented by the formula (L-8. 3), formula (L-8.5), formula (L-8.6), formula (L-8.13), formula (L-8.16) to formula (L-8.18), formula (L-8.18). The compound represented by formula (L-8.28) to L-8.23) is more preferred.

  Preferred content of the total of the compounds represented by the general formula (i), the general formula (L), (N-1), (N-2) and (N-3) with respect to the total amount of the composition of the present invention. The lower limit of the amount is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%. , 97%, 98%, 99%, 100%. The upper limit of the preferable content is 100%, 99%, 98%, and 95%.

  Further, the lower limit of the preferable total content of the compounds represented by the general formula (i), the general formulas (L) and (N-1) based on the total amount of the composition of the present invention is 80%. , 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98% , 99% and 100%. The upper limit of the preferable content is 100%, 99%, 98%, and 95%.

  Further, the preferred total content of the compounds represented by the general formula (i), the general formula (N-1), (N-2) and (N-3) is based on the total amount of the composition of the present invention. The lower limit of the lower limit of the composition is preferably 5% or more, more preferably 10% or more, preferably 13% or more, preferably 15% or more, and 18%. The above content is preferable, the content is preferably 20% or more, the content is preferably 23% or more, the content is preferably 25% or more, the content is preferably 28% or more, and the content is preferably 30% or more. Preferably, the content is 33% or more, preferably 35% or more, more preferably 38% or more, and preferably 40% or more. As the upper limit value, the content is preferably 100% or less, more preferably 95% or less, preferably 90% or less, preferably 88% or less, and preferably 85% or less. , 83% or less, 80% or less, 78% or less, 75% or less, 73% or less, 70% or less Preferably, the content is preferably 68% or less, the content is preferably 65% or less, the content is preferably 63% or less, the content is preferably 60% or less, and the content is preferably 55% or less, The content is preferably 50% or less, more preferably 40% or less.

  Further, the lower limit of the preferable total content of the compounds represented by the general formula (i) and the general formula (N-1) with respect to the total amount of the composition of the present invention is as the lower limit in the composition, 5% or more is preferable, 10% or more is preferable, 13% or more is preferable, 15% or more is preferable, 18% or more is preferable, 20% or more is contained. Preferably, 23% or more is contained, 25% or more is contained, 28% or more is contained, 30% or more is contained, 33% or more is contained, 35 % Or more, preferably 38% or more, and more preferably 40% or more. As the upper limit value, the content is preferably 100% or less, more preferably 95% or less, preferably 90% or less, preferably 88% or less, and preferably 85% or less. , 83% or less, 80% or less, 78% or less, 75% or less, 73% or less, 70% or less Preferably, the content is preferably 68% or less, the content is preferably 65% or less, the content is preferably 63% or less, the content is preferably 60% or less, and the content is preferably 55% or less, The content is preferably 50% or less, more preferably 40% or less.

  The liquid crystal composition of the present invention preferably contains compounds represented by the general formula (i) and the general formula (L), and the content of these compounds is 5% or more as a lower limit value in the composition. It is preferably contained, preferably 10% or more, more preferably 13% or more, preferably 15% or more, preferably 18% or more, and preferably 20% or more. , 23% or more, 25% or more, 28% or more, 30% or more, 33% or more, 35% or more It is preferable that the content is 38% or more, preferably 40% or more. As the upper limit, the content is preferably 95% or less, more preferably 90% or less, preferably 88% or less, more preferably 85% or less, and preferably 83% or less. , 80% or less, 78% or less, 75% or less, 73% or less, 70% or less, 68% or less It is preferable to contain 65% or less, preferably 63% or less, more preferably 60% or less, preferably 55% or less, and preferably 50% or less, It is preferable to contain 40% or less.

  The liquid crystal composition of the present invention preferably contains the compounds represented by the general formula (i) and the general formula (L-1), and the total content of these compounds is a lower limit value in the composition. 5% (% in the composition hereinafter represents% by mass) or more is preferable, 10% or more is preferable, 13% or more is preferable, and 15% or more is preferable. , 18% or more, 20% or more, 23% or more, 25% or more, 28% or more, 30% or more It is preferable to contain 33% or more, preferably 35% or more, more preferably 38% or more, and preferably 40% or more. As the upper limit, the content is preferably 95% or less, more preferably 90% or less, preferably 88% or less, more preferably 85% or less, and preferably 83% or less. , 80% or less, 78% or less, 75% or less, 73% or less, 70% or less, 68% or less It is preferable to contain 65% or less, preferably 63% or less, more preferably 60% or less, preferably 55% or less, and preferably 50% or less, It is preferable to contain 40% or less.

  The composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms are bonded to each other such as a peracid (—CO—OO—) structure in the molecule.

  When importance is placed on the reliability and long-term stability of the composition, the content of the compound having a carbonyl group is preferably 5% or less, and more preferably 3% or less with respect to the total mass of the composition. It is more preferably 1% or less, and most preferably substantially not contained.

  When importance is attached to the stability by UV irradiation, the content of the compound in which the chlorine atom is substituted is preferably 15% or less, and more preferably 10% or less with respect to the total mass of the composition. % Or less, preferably 5% or less, more preferably 3% or less, and further preferably substantially not contained.

  It is preferable to increase the content of the compound in which all the ring structures in the molecule are 6-membered rings, and the content of the compound in which all the ring structures in the molecule are 6-membered rings is 80 relative to the total mass of the composition. % Or more, more preferably 90% or more, further preferably 95% or more, and the composition is composed of only compounds in which the ring structure in the molecule is substantially all 6-membered ring. Most preferably.

  In order to suppress the deterioration of the composition due to oxidation, it is preferable to reduce the content of the compound having a cyclohexenylene group as a ring structure, and the content of the compound having a cyclohexenylene group to the total mass of the composition. On the other hand, it is preferably 10% or less, more preferably 8% or less, further preferably 5% or less, more preferably 3% or less, and further preferably substantially not contained.

When emphasizing improvements of improvement and T _NI viscosity, that a hydrogen atom to reduce the content of the compound having the optionally substituted 2-methyl-1,4-diyl group halogen in the molecule Is preferable, and the content of the compound having the 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, and more preferably 8% or less with respect to the total mass of the composition. It is preferably 5% or less, more preferably 3% or less, and further preferably substantially not contained.

  In the present application, "substantially free from" means not containing except an unintended inclusion.

  When the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the alkenyl group is bonded to cyclohexane, the alkenyl group has 2 to 5 carbon atoms. When the alkenyl group is bonded to benzene, the alkenyl group preferably has 4 to 5 carbon atoms, and the unsaturated bond of the alkenyl group and benzene are directly bonded to each other. Preferably not.

The average elastic constant (K _AVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, but the lower limit value thereof is preferably 10, preferably 10.5, preferably 11 and 11.5. , 12 is preferred, 12.3 is preferred, 12.5 is preferred, 12.8 is preferred, 13 is preferred, 13.3 is preferred, 13.5 is preferred, 13.8 is preferred, 14 is preferred, 14 .3 is preferred, 14.5 is preferred, 14.8 is preferred, 15 is preferred, 15.3 is preferred, 15.5 is preferred, 15.8 is preferred, 16 is preferred, 16.3 is preferred, 16 .5 is preferable, 16.8 is preferable, 17 is preferable, 17.3 is preferable, 17.5 is preferable, 17.8 is preferable, and 18 is preferable. 25 is preferred, 24.5 is preferred, 24 is preferred, 23.5 is preferred, 23 is preferred, 22.8 is preferred, 22.5 is preferred, 22.3 is preferred, 22 is preferred, 21.8 is Preferably, 21.5 is preferable, 21.3 is preferable, 21 is preferable, 20.8 is preferable, 20.5 is preferable, 20.3 is preferable, 20 is preferable, 19.8 is preferable, and 19.5 is preferable. Preferably, 19.3 is preferred, 19 is preferred, 18.8 is preferred, 18.5 is preferred, 18.3 is preferred, 18 is preferred, 17.8 is preferred, 17.5 is preferred, and 17.3 is preferred. 17 is preferable. When importance is placed on reduction of power consumption, it is effective to suppress the light amount of the backlight, and it is preferable that the liquid crystal display element has improved light transmittance. For that purpose, the value of K _AVG should be set low. preferable. When the improvement of the response speed is important, it is preferable to set the value of K _AVG higher. The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20 ° C. of 0.08 to 0.14, more preferably 0.09 to 0.13, and 0.09 to 0.12. Particularly preferred. More specifically, it is preferably 0.10 to 0.13 when it corresponds to a thin cell gap, and 0.08 to 0.10 when it corresponds to a thick cell gap.

  The liquid crystal composition of the present invention has a viscosity (η) at 20 ° C. of 10 to 30 mPa · s, more preferably 10 to 25 mPa · s, and particularly preferably 10 to 22 mPa · s.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 20 ° C. of 60 to 200 mPa · s, more preferably 60 to 120 mPa · s, and particularly preferably 60 to 100 mPa · s. .

The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T _ni ) of 60 ° C. to 120 ° C., more preferably 70 ° C. to 100 ° C., particularly preferably 70 ° C. to 85 ° C. In addition, it preferably exhibits a nematic liquid crystal at 20 ° C.

  The liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, an infrared absorber, a polymerizable monomer or a light stabilizer in addition to the above compounds. Good.

  A liquid crystal display device using a liquid crystal composition containing the compound of the present invention is useful for achieving both high-speed response and suppression of display defects, and is particularly useful for an active matrix driving liquid crystal display device. It can be applied to liquid crystal display elements of various modes such as mode, PSVA mode, PSA mode, IPS mode, FFS mode, ECB mode and the like.

  Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Further, “%” in the compositions of the following Examples and Comparative Examples means “mass%”. The phase transition temperature was measured by using a polarization microscope equipped with a temperature control stage and a differential scanning calorimeter (DSC) together.

T _n-i represents a nematic phase-isotropic phase transition temperature.

The following abbreviations are used in the description of compounds.
THF: Tetrahydrofuran Me: Methyl group, Et: Ethyl group, Pr: n-Propyl group, Bu: n-Butyl group
(Example 1) Production of 4-ethoxy-4'-methoxymethyl-2,3,3'-trifluorobiphenyl

(1-1) Sodium borohydride (9.4 g), methanol (8.0 g) and THF (55 mL) were mixed under dry nitrogen and cooled to 0 ° C. Under cooling, 2-fluoro-4-bromobenzaldehyde (16.8 g) and THF (30 mL) were slowly added, and the mixture was stirred at room temperature for 5 hours. Subsequently, a solution of cyclopentanone (27.7 g) dissolved in THF (80 mL) was slowly added under cooling, and then the temperature was slowly raised to room temperature. The reaction solution was cooled to 0 ° C., 10% hydrochloric acid (200 mL) was slowly added, ethyl acetate (300 mL) was added for liquid separation, and the organic layer was washed 3 times with saturated brine (300 mL). After anhydrous sodium sulfate was added and dried, sodium sulfate was removed by filtration. The organic solvent was distilled off under reduced pressure to obtain 16.8 g of 2-fluoro-4-bromobenzbenzyl alcohol as a transparent liquid.
(1-2) Sodium hydride and THF (20 mL) were mixed and cooled to 0 ° C. Under cooling, 2-fluoro-4-bromobenzbenzyl alcohol (16.8 g) obtained in (1-2) and THF (80 mL) were slowly added, and the mixture was returned to room temperature and stirred for 2 hours. Subsequently, iodomethane (23.3 g) was slowly added, and the mixture was further stirred for 3 hours. The reaction solution was cooled to 0 ° C., water (50 mL) was slowly added, ethyl acetate (200 mL) was added for partitioning, and the organic layer was washed with saturated brine (100 mL). After anhydrous sodium sulfate was added and dried, sodium sulfate was removed by filtration. The organic solvent was concentrated under reduced pressure. The obtained residue was dissolved in hexane and purified by silica gel column chromatography to obtain 14.8 g of 1-fluoro-3-bromo-5-methoxymethylbenzene as a transparent liquid.
(1-3) 1-fluoro-3-bromo-5-methoxymethylbenzene (14.8 g) obtained in step (1-2), 2,3-difluoro-4-ethoxyphenylboric acid (14.0 g) ), PdCl2 (amphos) 2 (45 mg), potassium carbonate (13.5 g), THF (140 mL) and water (30 mL) were mixed, and the temperature was raised to a temperature at which the solvent refluxed with stirring. The reaction solution was cooled to room temperature, ethyl acetate (100 mL) and water (50 mL) were added for liquid separation, the organic layer was washed with saturated brine (100 mL), and anhydrous sodium sulfate was added for drying. After removing sodium sulfate by filtration, the mixture was concentrated under reduced pressure. The obtained residue was dissolved in hexane and purified by silica gel column chromatography. After concentration, the residue was recrystallized twice from methanol to give 4-ethoxy-4′-methoxymethyl-2,3,3′-trifluorobiphenyl (13.8 g) as white crystals.
Phase transition temperature: Cr 60.0 Iso
MS m / z: 295 [M ⁺ ]
(Example 2) Production of 4-ethoxy-4'-methoxypropyl-2,3,3'-trifluorobiphenyl

In the same manner as in Example 1, 4-ethoxy-4′-methoxypropyl-2,3,3′-trifluorobiphenyl was obtained as a white solid.
Phase transition temperature: Cr 41.0 Iso
MS m / z: 323 [M ⁺ ].
(Example 3) Preparation of 4- (4-methoxymethyl-transcyclohexyl))-2,3,3'-trifluorobiphenyl

In the same manner as in Example 1, 4- (4-methoxymethyl-transcyclohexyl))-2,3,3'-trifluorobiphenyl was obtained as a white solid.
Phase transition temperature: Cr 60.5 N 105.3 Iso
MS m / z: 377 [M ⁺ ].
Example 4 Preparation of Liquid Crystal Composition-1
Host liquid crystal (H) having the following composition

Was prepared. T _n-i (nematic phase-isotropic liquid phase transition temperature), Δε (dielectric anisotropy at 25 ° C.), Δn (refractive index anisotropy at 25 ° C.) and γ _{1 of the} present host liquid crystal (H) The values of (rotational viscosity coefficient at 25 ° C.) (all measured values) were as follows.

Δε: -2.79
Δn: 0.101
γ ₁ : 112
A liquid crystal composition (MA) consisting of 85% of the base liquid crystal (H) and 15% of 4-ethoxy-4′-methoxymethyl-2,3,3′-trifluorobiphenyl obtained in Example 1 was used. Prepared. The values of T _n-i , Δε, Δn and γ ₁ of this composition (MA) were measured, and based on the amount of change from the host liquid crystal, 4-ethoxy-4′-obtained in Example 1 The extrapolated values of the physical properties of methoxymethyl-2,3,3'-trifluorobiphenyl were as follows.
Extrapolation Δε: −7.43
Extrapolation Δn: 0.136
Extrapolation γ ₁ : 75 mPa · s
The prepared liquid crystal composition (MA) maintained a uniform nematic liquid crystal state for one month or more at room temperature.

  Further, the liquid crystal display device manufactured using the liquid crystal composition (MA) showed excellent display characteristics, maintained stable display characteristics for a long period of time, and showed high reliability.

Example 5 Preparation of Liquid Crystal Composition-2
A liquid crystal composition (MB) comprising 85% of the base liquid crystal (H) and 15% of 4-ethoxy-4′-methoxypropyl-2,3,3′-trifluorobiphenyl obtained in Example 2 was prepared. did. From this composition (MB), extrapolation T _n-i , extrapolation Δε, extrapolation of 4-ethoxy-4′-methoxypropyl-2,3,3′-trifluorobiphenyl obtained in Example 2 was performed. The values of the insertion Δn and the extrapolation γ ₁ are as follows.
Extrapolation Δε: −7.36
Extrapolation Δn: 0.127
Extrapolation γ ₁ : 95 mPa · s
Moreover, the prepared liquid crystal composition (MB) maintained a uniform nematic liquid crystal state for one month or more at room temperature.

  Further, the liquid crystal display device produced using the liquid crystal composition (MB) showed excellent display characteristics, maintained stable display characteristics for a long period of time, and showed high reliability.

(Example 6) Preparation of liquid crystal composition-3
A liquid crystal composition (M- consisting of 85% of the base liquid crystal (H) and 10% of 4- (4-methoxymethyl-trans-cyclohexyl))-2,3,3'-trifluorobiphenyl obtained in Example 3. C) was prepared. From this composition (M-C), extrapolation Tn _-i , extrapolation of 4- (4-methoxymethyl-transcyclohexyl))-2,3,3'-trifluorobiphenyl obtained in Example 3 was performed. The values of Δε, extrapolation Δn, and extrapolation γ ₁ are as follows.

Extrapolation Δε: −6.81
Extrapolation Δn: 0.191
Extrapolation γ ₁ : 352 mPa · s
Further, the prepared liquid crystal composition (MC) maintained a uniform nematic liquid crystal state for one month or longer at room temperature.

  Furthermore, the liquid crystal display device manufactured using the liquid crystal composition (MC) showed excellent display characteristics, maintained stable display characteristics for a long period of time, and showed high reliability.

(Comparative Example 1) Preparation of liquid crystal composition-4
90% of base liquid crystal (H) and 4-ethoxy-4'-ethoxy-2,3,3'-trifluorobiphenyl

A liquid crystal composition (MD) consisting of 10% was prepared, but immediately precipitated at room temperature.
A liquid crystal composition (ME) comprising 95% of the base liquid crystal (H) and 5% of 4-ethoxy-4′-ethoxy-2,3,3′-trifluorobiphenyl was prepared. From this composition (ME), extrapolation Tn _-i , extrapolation Δε, extrapolation Δn, extrapolation γ ₁ of 4-ethoxy-4′-ethoxy-2,3,3′-trifluorobiphenyl was calculated. The values are as follows:

Extrapolation Δε: -10.0
Extrapolation Δn: 0.175
Extrapolation γ ₁ : 203 mPa · s
The prepared liquid crystal composition (ME) was deposited at room temperature in 2 days.
Comparing the solubility and storage stability in Examples 4 and 5 and the liquid crystal composition of Comparative Example 1, the compound of the present invention shows higher solubility in the liquid crystal composition and higher storage stability than the compound of Comparative Example 1. You can see that. From this, it became clear that the compound of the present invention has the characteristics of exhibiting high solubility in a liquid crystal composition and high storage stability. It was also found that the compound of the present invention can provide a compound having a small γ1 as compared with the comparative example.
(Comparative Example 2) Preparation of liquid crystal composition-5
Base liquid crystal (H) 85% and 4- (4-propyl-transcyclohexyl))-4'-ethoxy-2 ', 3'-difluorobiphenyl

A liquid crystal composition (MF) containing 15% was prepared. From this composition (MF), extrapolation T _n-i , extrapolation Δε, extrapolation Δn of 4- (4-propyl-transcyclohexyl))-4′-ethoxy-2 ′, 3′-difluorobiphenyl was obtained. , The value of extrapolation γ ₁ is as follows.

Extrapolation Δε: −6.60
Extrapolation Δn: 0.189
Extrapolation γ ₁ : 396 mPa · s
The prepared liquid crystal composition (ME) maintained a uniform nematic liquid crystal state for one month or more at room temperature.
Comparing Δε of Example 6 and Comparative Example 2 with the solubility and storage stability in the liquid crystal composition, the compound of the present invention has higher solubility in the liquid crystal composition and higher storage stability than the compound of Comparative Example 2. It can be seen that, although they are equivalent, they show high Δε. From this, it was revealed that the compound of the present invention has the characteristics of exhibiting high solubility in a liquid crystal composition and high storage stability. Further, it was found that the compound of the present invention was excellent in solubility, had a small γ1, and was effective in lowering the viscosity, as compared with Comparative Examples.

Claims (7)

General formula (i)

(In the formula, R ⁱ¹ represents a hydrogen atom or a linear alkyl group having 1 to 15 carbon atoms, and one —CH ₂ — present in the alkyl group or two or more — which are not adjacent to each other. CH ₂ — may be replaced by —C≡C—, —O—, —S—, —COO—, —OCO— or —CO—, and the hydrogen atom present in the alkyl group is replaced by a fluorine atom. Maybe,
R ⁱ² represents a single bond or a linear alkylene group having 1 to 15 carbon atoms, and a hydrogen atom present in the alkylene group may be substituted with a fluorine atom,
R ⁱ³ represents an alkyl group having 1 to 15 carbon atoms, and one —CH ₂ — present in the alkyl group or two or more —CH ₂ — not adjacent to each other is —C≡C—, — O-, -S-, -COO-, -OCO- or -CO- may be substituted, and the hydrogen atom present in the alkyl group may be replaced by a fluorine atom,
X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 20 carbon atoms, and one —CH ₂ — or an adjacent group present in the alkyl group. Two or more —CH ₂ — not substituted with —CH═CH—, —C≡C—, —O—, —NH—, —COO— or —OCO— so that oxygen atoms are not directly adjacent. However, at least two or more of X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ represent a halogen atom,
A ⁱ¹ is a divalent aromatic group, a divalent cycloaliphatic radical, or a divalent heterocyclic compound group, these groups may be substituted with L ^i1, L ⁱ¹ is a halogen atom, It represents a cyano group, a nitro group, a linear or branched alkyl group having 1 to 20 carbon atoms, or a halogenated alkyl group, and the secondary carbon atom in the alkyl group is -CH = so that oxygen atoms are not directly adjacent to each other. CH-, -C≡C-, -O-, -NH-, -COO- or -OCO- may be substituted, but at least one A ⁱ¹ is a group (Ai1-1).

(X ^Ai1 , X ^Ai2 , X ^Ai3 , X ^Ai4 , X ^Ai5 , X ^Ai6 , X ^Ai7 , X ^Ai8 , X ^Ai9 and X ^Ai10 are each independently a hydrogen atom, a halogen atom or an alkyl group having 1 to 20 carbon atoms. the stands, one -CH ₂ present in the alkyl group - or nonadjacent two or more -CH ₂ - so are not adjacent to the oxygen atom directly -CH = CH -, - C≡C- , -O-, -NH-, -COO- or -OCO- may be substituted, but at least one or more of X ^Ai1 , X ^Ai2 , X ^Ai3 and X ^Ai4 represents a halogen atom, provided that X ^{When i1} and X ⁱ² or X ⁱ³ and X ⁱ⁴ represent a fluorine atom, X ^Ai1 and X ^Ai2 or X ^Ai3 and X ^Ai4 do not represent a fluorine atom,
A ⁱ² is a divalent aromatic group, a divalent cycloaliphatic radical, or a divalent heterocyclic compound group, these groups may be substituted with L ^i1, L ⁱ¹ is a halogen atom, It represents a cyano group, a nitro group, a linear or branched alkyl group having 1 to 20 carbon atoms, or a halogenated alkyl group, and the secondary carbon atom in the alkyl group is -CH = so that oxygen atoms are not directly adjacent to each other. CH-, -C≡C-, -O-, -NH-, -COO- or -OCO- may be substituted,
Z ⁱ¹ and Z ⁱ² are each independently —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, —COO—. _{, -OCO -, - CF 2 CF} 2 -, - CH = CH -, - CF = CF -, - C≡C- or a single bond,
n ⁱ¹ represents 1 or 2, n ⁱ² represents 0 or 1, but n ⁱ¹ + n ⁱ² represents 1 or 2,
When there are a plurality of A ⁱ¹ , A ⁱ² , Z ⁱ² , Z ⁱ² , and L ⁱ¹ , they may be the same or different from each other. )
The compound represented by. A ⁱ¹ and A ⁱ² in the general formula (i) are 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenylene group, anthracene-2,6-diyl group and phenanthrene-2. , 7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, cyclopentane-1,3-diyl group, indane-2,5-diyl group, 1,2,3,4 Represents a ring structure selected from a tetrahydronaphthalene-2,6-diyl group and a 1,3-dioxane-2,5-diyl group, wherein the hydrogen atom in A ⁱ¹ and A ⁱ² is unsubstituted or L The compound according to claim 1, which may be substituted with ⁱ¹ , provided that at least one A ⁱ¹ represents a group (Ai1-1) or a group (Ai1-2). In the general formula (i), Z ⁱ¹ and Z ^{i2 each} represent —COO—, —OCO—, —CH═CH—, —C≡C— or a single bond. The described compound. The compound according to any one of claims 1 to 3, wherein in the general formula (i), X ⁱ¹ and X ⁱ² or X ⁱ² and X ⁱ⁴ are halogen atoms. The compound according to any one of claims 1 to 4, wherein in the group (Ai1-1) in the general formula (i), X ^Ai1 represents a halogen atom and X ^Ai2 represents a hydrogen atom. A composition containing one kind or two or more kinds of the compound according to any one of claims 1 to 6. A liquid crystal display device using the composition according to claim 7.