JP6750755B2 - Liquid crystal composition and liquid crystal display device - Google Patents

Description

The present invention relates to a polymerizable compound-containing liquid crystal composition and a liquid crystal display device using the same.

A PSA (Polymer Sustained Alignment) type liquid crystal display device has a structure in which a polymer structure is formed in a cell to control the pretilt angle of liquid crystal molecules, and is used as a liquid crystal display device because of its high-speed response and high contrast. Has been transformed.

A PSA type liquid crystal display device is manufactured by injecting a polymerizable composition containing a liquid crystal compound and a polymerizable compound between substrates, polymerizing the polymerizable compound in a state in which a voltage is applied to align the liquid crystal molecules, This is done by fixing the orientation of. It is known that the cause of image sticking, which is a display failure of the PSA type liquid crystal display element, is due to impurities and a change in alignment of liquid crystal molecules (change in pretilt angle).

The burn-in caused by the change in the pretilt angle of liquid crystal molecules is caused by a change in the polymer structure when the same pattern is continuously displayed for a long time when a display element is configured, and as a result, the pretilt angle changes. Is. Therefore, a polymerizable compound that forms a polymer having a rigid structure in which the polymer structure does not change is required.

Conventionally, in order to prevent image sticking by improving the rigidity of a polymer, in Patent Document 1, a display device is configured by using a polymerizable compound having a biphenyl structure as a ring structure, and in Patent Document 2, a ring structure is used. There is disclosed that a display element is formed by using a polymerizable compound having a terphenyl structure.

As shown in the examples of Patent Document 1 and Patent Document 2, by using a compound (A) having a biphenyl skeleton and a compound (B) having a terphenyl skeleton as described below, Attempts have been made to improve image sticking due to changes in the pretilt angle.

In recent years, in the production of liquid crystal elements, a liquid crystal composition having an appropriately high polymerization rate has been demanded for the purpose of improving production efficiency. However, the liquid crystal composition containing the compound (A) or the compound (B) has an insufficient polymerization rate, and thus improvement has been demanded.

WO2010/084823 JP2012-241125A

The problem to be solved by the present invention is that the polymerization rate of the polymerizable compound is sufficiently high, and the element using it has no display defect due to a change in pretilt angle, or has very little pretilt angle. Then, it is to provide a liquid crystal composition containing a polymerizable compound for producing a PSA type or PSVA type liquid crystal display device having excellent response performance, and to provide a liquid crystal display device using the same.

As a result of intensive studies by the present inventors, they have found that a liquid crystal composition containing a polymerizable compound having a specific chemical structure can solve the above problems, and have completed the present invention.

The liquid crystal composition of the present invention has a low viscosity (η) and a small rotational viscosity (γ1) without lowering the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (Tni). A liquid crystal composition showing a large elastic constant (K33), a polymerization rate of the polymerizable compound being sufficiently high, and no precipitation of the polymerizable compound. A liquid crystal display device using the liquid crystal composition of the present invention has a sufficient pretilt angle, a small residual amount of a polymerizable compound, a high voltage holding ratio (VHR), a high-speed response, and an alignment defect or burn-in. Excellent display quality with no display defects or suppressed.

The liquid crystal composition of the present invention can control the pretilt angle and the residual amount of the polymerizable compound by using the specific polymerizable compound, and can easily improve the production efficiency by optimizing and reducing the energy cost for production. .. Therefore, the liquid crystal composition of the present invention and the liquid crystal display device using the same are very useful.

The liquid crystal composition of the present invention has the general formula (i)

(In the formula, X ⁱ¹ , X ⁱ² , X ^i3, and X ⁱ⁴ are each independently P ^i3- S ^i3- , an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, or a fluorine atom; It represents an optionally substituted alkoxy group having 1 to 8 carbon atoms, a fluorine atom or a hydrogen atom, and at least one of X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ is a carbon atom which may be substituted by a fluorine atom. Represents an alkyl group having 1 to 8 atoms,
A ⁱ¹ is
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=) and (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 1,2 , -CH= present in the 3,3,4-tetrahydronaphthalene-2,6-diyl group or two or more -CH= not adjacent to each other may be replaced with -N=.)
Represents a group selected from the group consisting of: the group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 8 carbon atoms and a group having 1 to 8 carbon atoms. It may be substituted with an alkoxy group, a halogen, a cyano group, a nitro group or P ⁱ³ —S ⁱ³ —,
m ⁱ¹ represents 2 or 3,
P ⁱ¹ , P ⁱ² and P ⁱ³ are each independently formula (R-1) to formula (R-9).

(In the formula, R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and m ^r5 , m ^r7 , n ^r5, and n ^r7 each independently represent a group selected from 0, 1, or 2),
S ⁱ¹ , S ⁱ² and S ⁱ³ each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one —CH ₂ — in the alkylene group or two or more that are not adjacent to each other. -CH _2- may be substituted with -O-, -OCO- or -COO- so that oxygen atoms are not directly adjacent to each other,
When a plurality of A ⁱ¹ , P ⁱ³ and/or S ⁱ³ are present, they may be the same or different. ) Containing one or more polymerizable compounds represented by the general formula (L)

(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. And may be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 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-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=) and (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 1,2 , -CH= present in the 3,3,4-tetrahydronaphthalene-2,6-diyl group or two or more -CH= not adjacent to each other may be replaced with -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. ) A liquid crystal composition containing one or more compounds selected from the compounds represented by

The liquid crystal composition containing the polymerizable compound represented by the general formula (i) can impart a target pretilt angle in a short ultraviolet irradiation time if the polymerization rate is appropriately high. Furthermore, if the polymerization rate is moderately high, the residual amount of the polymerizable compound can be reduced. Therefore, the production efficiency of manufacturing the PSA liquid crystal display element can be improved. Further, there is an effect that a display defect (for example, a defect such as burn-in) due to a change in the pretilt angle does not occur or is extremely small. Note that the display defects in this specification include display defects due to changes in pretilt angle after polymerization with time, display defects due to residual amount of unreacted polymerizable compound, and display defects due to reduction in voltage holding ratio. I am considering.

In the above general formula (i), X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ are each independently P ⁱ³ —S ⁱ³ —, an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom. Represents an alkoxy group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and in this case, the preferred number of carbon atoms of the alkyl group and the alkoxy group is 1 to 6, It is more preferably 1 to 4, and even more preferably 1 to 3. Further, the alkyl group and the alkoxy group may be linear or branched, but linear is particularly preferable.
At least one of X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ represents an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, and in this case, the preferred number of carbon atoms of the alkyl group is , 1 to 6, more preferably 1 to 4, still more preferably 1 to 3, still more preferably 1 to 2, and particularly preferably 1. The alkyl group may be linear or branched, but linear is particularly preferable.

In the above general formula (i), X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ are each independently P ⁱ³ —S ⁱ³ —, an alkyl group having 1 to 3 carbon atoms which may be substituted with a fluorine atom. , Preferably a fluorine atom or a hydrogen atom, and more preferably P ^i3- S ^i3- , an alkyl group having 1 to 3 carbon atoms which may be substituted by a fluorine atom, or a hydrogen atom. preferable.

As the alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, a linear alkyl group is preferable, and a methyl group, an ethyl group, a propyl group or a butyl group or a hydrogen atom of these groups is a fluorine atom. Examples thereof include a fluorinated alkyl group substituted by an atom, and among them, a methyl group, an ethyl group, a propyl group, a monofluoromethyl group, a difluoromethyl group, a trifluoromethyl group are preferable, and a methyl group or an ethyl group is even more preferable. A methyl group is preferable and a methyl group is particularly preferable. From the viewpoint of electron conjugation and as the number of carbon atoms increases, the substituent becomes bulky, and the polymerization rate and the degree of polymerization are likely to decrease, so that a methyl group is particularly preferable.

In the above general formula (i), among X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ , the number of those which represent an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom is 1 or more and 3 or less. It is preferably 1 or more, more preferably 2 or less, and particularly preferably 1.

In the above general formula (i), when any one of X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ is an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, an embodiment is X It is preferable that ⁱ¹ or X ⁱ⁴ represents an alkyl group having 1 to 8 carbon atoms which may be substituted by a fluorine atom, and X ⁱ¹ or X ⁱ⁴ may be an alkyl group having 1 to 3 carbon atoms which may be substituted by a fluorine atom. It is particularly preferred to represent the group.

In the general formula (i), the number of X ⁱ¹ , X ⁱ² , X ^i3, and X ⁱ⁴ that represent P ⁱ³ —S ⁱ³ − is preferably 0, 1, or 2, and is 0 or 1. Is more preferable, and 0 is particularly preferable.

In the general formula (i), A ⁱ¹ is
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=) and (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 1,2 , -CH= present in the 3,3,4-tetrahydronaphthalene-2,6-diyl group or two or more -CH= not adjacent to each other may be replaced with -N=.)
Represents a group selected from the group consisting of: the group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 8 carbon atoms and a group having 1 to 8 carbon atoms. It may be substituted with an alkoxy group, a halogen, a cyano group, a nitro group or P ^i3- Si ³ -, but preferably has the following structure:

(In the formula, R ⁱ¹ and R ⁱ² each independently represent an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a fluorine atom or P ⁱ³ —S ⁱ³ —).
1,4-phenylene group, 2-methyl-1,4-phenylene group, 3-methyl-1,4-phenylene group, 2-methoxy-1,4-phenylene group, 3-methoxy-1,4-phenylene group , 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group or naphthalene-2,6-diyl group are more preferable, 1,4-phenylene group, 2-methyl-1 , 4-phenylene group or 3-methyl-1,4-phenylene group is more preferred, and 1,4-phenylene group or 2-methyl-1,4-phenylene group is still more preferred, 1, It is particularly preferably a 4-phenylene group.
In the general formula (i), m ⁱ¹ represents 2 or 3, but 2 is particularly preferable.
In the general formula (i), P ⁱ¹ , P ^i2, and P ⁱ³ may be the same polymerizable group (formulaes (R-1) to (R-9)) or different polymerizable groups.

In the general formula (i), P ⁱ¹ , P ^i2, and P ⁱ³ are each independently a formula (R-1), a formula (R-2), a formula (R-3), and a formula (R-4). , Formula (R-5) or formula (R-7), and preferably formula (R-1), formula (R-2), formula (R-3) or formula (R-4). Is more preferable, the formula (R-1) is more preferable, and acryloxy group or methacryloxy group is particularly preferable.

At least one of P ⁱ¹ and P ⁱ² is preferably of the formula (R-1), more preferably an acryloxy group or a methacryloxy group, even more preferably a methacryloxy group, and P ⁱ¹ and P ⁱ It is particularly preferred that ⁱ² is a methacryloxy group.

R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ are each independently preferably a methyl group or a hydrogen atom, and are preferably a hydrogen atom when the polymerization rate of the polymerizable compound is important. When it is important to reduce display defects due to changes in the pretilt angle, a methyl group is preferable.

In the above general formula (i), S ⁱ¹ , S ⁱ² and S ⁱ³ are each independently preferably a single bond or an alkylene group having 1 to 5 carbon atoms, and particularly preferably a single bond. When S ⁱ¹ , S ^i2, and S ⁱ³ are single bonds, the residual amount of the polymerizable compound after ultraviolet irradiation is sufficiently small, and display defects due to changes in the pretilt angle are less likely to occur.

The lower limit of the content of the polymerizable compound represented by the general formula (i) in the liquid crystal composition of the present invention is preferably 0.01% by mass, preferably 0.02% by mass, and preferably 0.03% by mass. 0.04 mass% is preferable, 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, and 0. 1 mass% is preferable, 0.12 mass% is preferable, 0.15 mass% is preferable, 0.17 mass% is preferable, 0.2 mass% is preferable, 0.22 mass% is preferable, 0.25 mass% % Is preferred, 0.27% by mass is preferred, 0.3% by mass is preferred, 0.32% by mass is preferred, 0.35% by mass is preferred, 0.37% by mass is preferred, 0.4% by mass is Preferably, 0.42 mass% is preferable, 0.45 mass% is preferable, 0.5 mass% is preferable, and 0.55 mass% is preferable. The upper limit of the content of the polymerizable compound represented by formula (i) in the liquid crystal composition of the present invention is preferably 5% by mass, preferably 4.5% by mass, preferably 4% by mass, and 3.5% by mass. %, 3% by mass is preferred, 2.5% by mass is preferred, 2% by mass is preferred, 1.5% by mass is preferred, 1% by mass is preferred, 0.95% by mass is preferred, 0.9% by mass %, 0.85 mass% is preferable, 0.8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, and 0.6 mass% is. Preferably, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.

More specifically, in order to obtain a sufficient pretilt angle or a small residual amount of the polymerizable compound or a high voltage holding ratio (VHR), its content is preferably 0.2 to 1.5% by mass, but precipitation at low temperature When importance is attached to the suppression of the above, the content thereof is preferably 0.01 to 1.0 mass %. When a plurality of polymerizable compounds represented by the general formula (i) are contained, the content of each is preferably 0.01 to 0.6% by mass. Therefore, in order to solve all of these problems, it is particularly desirable to adjust the polymerizable compound represented by the general formula (i) in the range of 0.1 to 1.0 mass %.

As the polymerizable compound represented by the general formula (i) according to the present invention, specifically, the general formulas (i-1-1) to (i-1-6) and the general formula (i-2-1). To (I-2-7), general formulas (i-3-1) to (i-3-7), general formulas (i-4-1) to (i-4-4), general formula (i- The compounds represented by 5-1) to (i-5-4) are preferable.

(In the formula, R ⁱ³ , R ⁱ⁴ and R ⁱ⁵ each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom.)
In the above formula, R ⁱ³ , R ⁱ⁴ and R ⁱ⁵ are each independently preferably an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and more preferably a methyl group or a hydrogen atom.

The general formulas (i-1-1) to (i-1-6), the general formulas (i-2-1) to (I-2-7), and the general formulas (i-3-1) to (i- 3-7), compounds represented by general formulas (i-4-1) to (i-4-4) and general formulas (i-5-1) to (i-5-4), general formulas (I-1-1) to (i-1-4), general formulas (i-2-4) to (I-2-7) are more preferable, and general formula (i-1-1) or general formula (I-2-4) is more preferable, and general formula (i-1-1) is particularly preferable.

A liquid crystal composition containing a polymerizable compound represented by the above general formula (i-1-1) has excellent response performance, has a sufficient pretilt angle, and has a small residual amount of the polymerizable compound. It is particularly preferable because a PSA type or PSVA type liquid crystal display element having no or extremely few alignment defects and display defects due to a change in pretilt can be efficiently manufactured.

The liquid crystal composition of the present invention preferably contains one kind or two or more kinds of the compound represented by the general formula (L). The compound represented by the general formula (L) corresponds to a dielectrically almost neutral compound (value of Δε is −2 to 2). Therefore, the number of polar groups such as halogens in the molecule is preferably 2 or less, more preferably 1 or less, and preferably not.

(In the formula, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent two or more —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 by -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 a plurality of A ^L2 are present, they may be the same or different, and when n ^L1 is 2 or 3 and Z ^L3 is present a plurality of them. May be the same or different but exclude the compounds represented by the general formulas (N-1), (N-2) and (N-3). )
The compounds represented by the general 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) 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%.

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 keeps Tni high and a composition having good temperature stability is required, it is preferable that the lower limit value is high and the upper limit value is high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the 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 reduction 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 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 each of them is 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 structures are 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 formula (L) is preferably a compound selected from the group of compounds represented by formulas (L-1) to (L-7).

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 in combination of two or more compounds. The types 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, 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 the composition of the present invention is required to have a high Tni and a composition having good temperature stability, 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 the general formula (L-1-1) is a compound selected from the compound group represented by the formula (L-1-1.1) to the 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). Particularly, the compound represented by the formula (L-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved. Moreover, when obtaining Tni higher than a response speed, it is preferable to use the compound represented by Formula (L-1-2.3) or 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 General Formula (L-1) is preferably a compound selected from the group of compounds represented by General 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 or a linear alkoxy group having 1 to 4 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 %.
Further, 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-1-3.13). It is preferable that the compound is a compound represented by the formula (L-1-3.1), the formula (L-1-3.3) or the 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. Moreover, when obtaining Tni 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 1-3.13). 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-1-3.13). 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 or a linear alkoxy group having 1 to 4 carbon atoms.

The lower limit of the preferred content of the compound represented by formula (L-1-4) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%. , 15%, 17%, 20%. The preferable 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 preferable 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 (L-1-3.11) and formula (L-1-3.11), 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%, 25%, 27%, 30%, 33%, 35%, the upper limit being relative to the total amount of the composition of the present invention. , 80%, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30% , 28%, 25%, 23%, 20%. When importance is placed on the reliability of the composition, from 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 selected compounds, 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 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%.

Furthermore, 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.

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 preferable.

The compound represented by the general formula (L-2) can be used alone, or two or more compounds can be used in combination. The types 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, 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, the effect is high when the content is set high. On the contrary, when the response speed is important, the effect is high when the content is low. Further, in the case of improving the dripping trace 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 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 formula (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 types 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, 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. On the contrary, when the high Tni is important, the content is set low when the content is high. Further, in the case of improving the dripping trace 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-3.7), A compound represented by formula (L-3.5) from (L-3.2) is preferable.

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 preferable. )
The compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination. The types 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, 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%, 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 performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by the formula (L-4.1) is contained, -4.2), the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are both contained. Or all the compounds represented by formula (L-4.1) to formula (L-4.3) may be included. The lower limit of the preferred content of the compound represented by formula (L-4.1) or formula (L-4.2) is 3% and 5% based on 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%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% ..

When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) 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, 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 properties 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), even if 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 preferable.

The compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination. The types 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, 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%, 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 a compound represented by formula (L-5.1) is particularly preferable.

The lower limit of the preferred content of these compounds with respect 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-5) is preferably a compound represented by formula (L-5.3) or formula (L-5.4).

The lower limit of the preferred content of these compounds with respect 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 with respect 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 types 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, 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%, 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 focusing on increasing Δn, the content is preferably increased, and when focusing on precipitation at low temperature, the content is preferably low.

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

The types of compounds that can be combined are not particularly limited, but it is preferable that 1 to 3 types are contained in these compounds, and 1 to 4 types are more preferable. In addition, since the compound having a broad 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 formula (L- 6.4) or one type from the compound represented by (L-6.5), one type from the compound represented by the formula (L-6.6) or the formula (L-6.7), or 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 them appropriately. Among them, 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) are used. 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 with respect 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 preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^L71 and A ^L72 Are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted by a fluorine atom, and Z ^L71 is a single group. A bond or -COO- is preferable, a single bond is preferable, 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, 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-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%.

It is preferable to increase the content of the compound represented by the formula (L-7) when an embodiment having a high Tni of the composition of the present invention is desired, and when the embodiment having a low viscosity is desired, the content is increased. Is preferably small.

Further, 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.

Furthermore, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13), and the compound represented by the 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 General Formula (L-7) is preferably a compound represented by Formula (L-7.31) to Formula (L-7.34), and Formula (L-7. 31) or/and a compound represented by the formula (L-7.32) are preferred.

Further, 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) or/and 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 composition of the present invention preferably contains one kind or two or more kinds of compounds selected from the compounds represented by the general formulas (N-1), (N-2) and (N-3). 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 thereto). Two or more —CH ₂ — that are not present may be replaced with —O—),
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced by -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=. ) And (d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, wherein the group (a), the group (b), the group (c) and the group (d) are each independently a cyano group. A group, which 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 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 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 is an alkyl group having 1 to 8 carbon atoms, an alkoxy 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. 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 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 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 is preferable, and More preferably, the structure of

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.

1 or 2 is preferable for n ^N11 +n ^N12 , n ^N21 +n ^N22 and n ^N31 +n ^N32 , 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) 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.

When the composition of the present invention has a low viscosity and a composition having a high response speed is required, the lower limit and the upper limit are preferably low. Furthermore, when the composition of the present invention has a high Tni and a composition having good temperature stability is required, it is preferable that the lower limit value is low and the upper limit value is low. 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} is 1 or ^{2, n NC11} is 0 or 1, n ^Nd11 represents 1 or 2, n ^Ne11 represents 1 or 2, n ^Nf12 represents 1 or 2, n ^Ng11 represents 1 or 2, A ^Ne11 represents 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 ^Ne11 represents a single bond or ethylene, but at least one present in the molecule represents ethylene, and a plurality of A ^Ne11 , Z ^Ne11 , and/or present in the molecule. A ^Ng11 may be the same or different.)
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-1-22). 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a low value. Further, in the case of improving the dripping trace 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) with respect to 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 preferable 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 group of compounds represented by the formula (N-1-1.1) to the formula (N-1-1.25). It is preferable that the compounds are represented by formulas (N-1-1.1) to (N-1-1.4), and formulas (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-1-1.25) can be used alone or in combination, but the compounds 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 preferable 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 types 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, 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 is set to a high value. Further, in the case of improving the dripping trace 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% , 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%.

Further, the compound represented by the general formula (N-1-2) is a compound selected from the compound group represented by the formula (N-1-2.1) to the formula (N-1-2.25). Preferably, the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula The compounds represented by formula (N-1-2.13) and formula (N-1-2.20) are preferable, and when importance is attached to improvement of Δε, 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 emphasized, a 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-1-2.25) can be used alone or in combination, but 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%, 20%, 23 %, 25%, 27%, 30%, 33%, 35%. The preferable 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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%.

Furthermore, the compound represented by General Formula (N-1-3) is a compound selected from the group of compounds represented by Formula (N-1-3.1) to 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 represented by 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 selected from the formula (N-1-3.4) and the formula (N-1-3.6). The lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20. %. The 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a low value. Further, in the case of improving the dripping trace 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%.

Further, the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by the formula (N-1-4.1) to the formula (N-1-4.24). 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 the formula (N-1-4.4) are preferred.

The compounds represented by the formulas (N-1-4.1) to (N-1-4.24) 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 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 types 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, 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 is set to a high value. Further, in the case of improving the dripping trace 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 preferable 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-1-5.12). It is preferable that the compounds are represented by the formula (N-1-5.1), the formula (N-1-5.2) and 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 the compound 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 preferable 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 is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^N1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-10) can be used alone, or two or more compounds can be used in combination. The types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a low value. Further, in the case of improving the dripping trace 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-1-10.14). It is preferable that the compounds represented by formulas (N-1-10.1) to (N-1-10.5) are present, and formulas (N-1-10.1) and (N-1-10.1) are preferable. -1-10.2) is preferable.

Although the compounds represented by formula (N-1-10.1) and formula (N-1-10.2) can be used alone or in combination, 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 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 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 types 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, 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 is set to a high value. Further, in the case of improving the dripping trace 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 the general formula (N-1-11) is a compound selected from the group of compounds represented by the formula (N-1-11.1) to the formula (N-1-11.14). It is preferable that the compounds are represented by formulas (N-1-11.1) to (N-1-11.14), and formulas (N-1-11.2) and (N-1-11.2) are preferable. -1-1-11.4) is preferred.

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 can be used. 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 is preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by formula (N-1-12) can be used alone or in combination of two or more. The types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a low value. Further, in the case of improving the dripping trace 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 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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 an ethoxy group, a propoxy group or a butoxy group is preferable.

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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a low value. Further, in the case of improving the dripping trace 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 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 two or more compounds can be used in combination. The types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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 the general formula (N-1-16) can be used alone, or two or more compounds can be used in combination. The types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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 the general 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 more 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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 the general formula (N-1-21) can be used alone, or two or more compounds can be used in combination. The types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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) is 1%, 5%, 10%, or 13% with respect to the total amount of the composition of the present invention. , 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 group of compounds represented by the formula (N-1-22.1) to the formula (N-1-22.12). It is preferable that the compounds are represented by the formulas (N-1-22.1) to (N-1-22.5), and the compounds represented by the formulas (N-1-22.1) to (N-) are preferable. The compound represented by 1-22.4) is preferable.

The compound represented by the general formula (N-3) is preferably a compound selected from the compound group represented by the general 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 types 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, 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 higher, and the effect is high. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping trace 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) based on the total amount of the composition of the present invention is 3%, 5%, 10%, 13%. , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The preferable 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%.

Further, the compound represented by the general formula (N-3-2) is a compound selected from the compound group represented by the formula (N-3-2.1) to the formula (N-3-2.3). Preferably.

The composition of the present invention preferably contains one kind or two or more kinds of the compound represented by the general formula (J). These compounds correspond to dielectrically positive compounds (Δε is larger than 2).

(In the formula, R ^J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are independently —CH═CH—, — C≡C-, -O-, -CO-, -COO- or -OCO- may be substituted,
n ^J1 represents 0, 1, 2, 3 or 4,
A ^J1 , A ^J2 and A ^J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=) and (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 1,2 , -CH= present in the 3,3,4-tetrahydronaphthalene-2,6-diyl group or two or more -CH= not adjacent to each other may be replaced with -N=.)
The group (a), the group (b) and the group (c) are each independently a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group or a trifluoro group. It may be substituted with a methoxy group,
Z ^J1 and Z ^J2 are each independently a single bond, —CH ₂ CH ₂ —, —(CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents -COO-, -OCO- or -C≡C-,
When n ^J1 is 2, 3 or 4 and a plurality of A ^J2 are present, they may be the same or different and n ^J1 is 2, 3 or 4 and a plurality of Z ^J1 are present. If they are the same or different,
X ^J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group. )
In formula (J), R ^J1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. A group is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, and the number of carbon atoms is An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferable.

When reliability is important, R ^J1 is preferably an alkyl group, and when importance is attached to the decrease in viscosity, it is preferably an alkenyl group.

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 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 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 the carbon atom in the ring structure to which the alkenyl group is bonded.)

A ^J1 , A ^J2, and A ^J3 are preferably aromatic when it is required to increase Δn independently, and are preferably aliphatic in order to improve the response speed, and trans- 1,4-cyclohexylene group, 1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, piperidine-1,4-diyl group, naphthalene It is preferable to represent a 2,6-diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, which are substituted by a fluorine atom. May be more preferably represented by the following structure,

It is more preferable to represent the following structure.

It is preferable that Z ^J1 and Z ^J2 each independently represent —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —CH ₂ CH ₂ —, —CF ₂ CF ₂ — or a single bond, and — _{OCH 2 -, - CF 2 O} -, - CH 2 CH 2 - or a single bond is more _{preferable, -OCH 2 -, - CF 2} O- or a single bond is particularly preferred.

X ^J1 is preferably a fluorine atom or a trifluoromethoxy group, more preferably a fluorine atom.

n ^J1 is preferably 0, 1, 2 or 3, and is preferably 0, 1 or 2, and is preferably 0 or 1 when emphasis is placed on improving Δε, and is 1 or 2 when T _NI is important. preferable.

There are no particular restrictions on the types of compounds that can be combined, but they are used in combination according to the desired properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, and three types in one embodiment of the present invention. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.

In the composition of the present invention, the content of the compound represented by the general formula (J) is such that the solubility at low temperature, the transition temperature, the electrical reliability, the birefringence, the process compatibility, the dripping mark, the seizure, 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 the general formula (J) 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, for example, 95%, 85%, 75%, 65%, 55% with respect to the total amount of the composition of the present invention in one form of the present invention. Yes, 45%, 35%, 25%.

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

When reliability is important, R ^J1 is preferably an alkyl group, and when importance is attached to the decrease in viscosity, it is preferably an alkenyl group.

As the compound represented by the general formula (J), the compound represented by the general formula (M) is preferable.

The composition of the present invention preferably contains one kind or two or more kinds of the compound represented by the general formula (M). These compounds correspond to dielectrically positive compounds (Δε is larger than 2).

(In the formula, R ^M1 represents an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent two or more —CH ₂ — in the alkyl group are independently —CH═CH—, — C≡C-, -O-, -CO-, -COO- or -OCO- may be substituted,
n ^M1 represents 0, 1, 2, 3 or 4,
A ^M1 and A ^M2 are each independently
(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— or —S— And (b) 1,4-phenylene group (one -CH= present in this group or two or more -CH= not adjacent to each other may be replaced with -N=).
Represents a group selected from the group consisting of, the hydrogen atoms on the above groups (a) and (b) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^M1 and Z ^M2 are each independently a single bond, —CH ₂ CH ₂ —, —(CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents -COO-, -OCO- or -C≡C-,
When n ^M1 is 2, 3 or 4 and a plurality of A ^M2 are present, they may be the same or different, and n ^M1 is 2, 3 or 4 and a plurality of Z ^M1 are present. If they are the same or different,
X ^M1 and X ^M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X ^M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group.

In formula (M), R ^M1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. A group is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, and the number of carbon atoms is An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferable.

When importance is placed on reliability, R ^M1 is preferably an alkyl group, and when importance is attached to reduction in viscosity, it is preferably an alkenyl group.

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 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 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 the carbon atom in the ring structure to which the alkenyl group is bonded.)

A ^M1 and A ^M2 are preferably aromatic when it is required to increase Δn independently, and are preferably aliphatic in order to improve the response speed, and 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- A diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferably represented, and more preferably the following structure is represented,

It is more preferable to represent the following structure.

Z ^M1 and ^{Z M2} each _{independently -CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CF 2 O-, -CH ₂ CH ₂ - or a single bond is more preferable, _-CF 2 O-or a single bond is particularly preferred.

n ^M1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, 0 or 1 is preferred when emphasis is placed on improving Δε, and 1 or 2 is preferred when T _NI is emphasized. preferable.

There are no particular restrictions on the types of compounds that can be combined, but they are used in combination according to the desired properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, and three types in one embodiment of the present invention. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.

In the composition of the present invention, the content of the compound represented by the general formula (M) 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 (M) 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, for example, 95%, 85%, 75%, 65%, 55% with respect to the total amount of the composition of the present invention in one form of the present invention. Yes, 45%, 35%, 25%.

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

The liquid crystal composition according to the present invention contains the polymerizable compound represented by the general formula (i), but other polymerizable compounds may be used in combination. As the other polymerizable compound, the following general formula (P)

(In the general formula (P), R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms or —Sp ^p2 —P ^p2 , and one of the alkyl group or non- two or more -CH ₂ adjacent - are each independently -CH = CH -, - C≡C - , - O -, - CO -, - COO- or -OCO- may be substituted by, One or two or more hydrogen atoms in the alkyl group may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom,
P ^p1 and P ^p2 are each independently a general formula (P ^p1 -1) to a formula (P ^p1 -9).

(In the formula, R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, W ^p11 is a single bond, —O Represents a —, —COO— or methylene group, and t ^p11 represents 0, 1 or 2, but when a plurality of R ^p11 , R ^p12 , W ^p11 and/or t ^p11 are present in the molecule, they are the same. It may or may not be.)
Represents one of the
Sp ^p1 and Sp ^p2 each independently represent a single bond or a spacer group,
Z ^p1 and Z ^p2 are each independently a single bond, —O—, —S—, —CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CO—, —C ₂ H ₄ —, —. _{COO -, - OCO -, -} OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO ^{-CR ZP1 = CH-OCO -,} - OCO-CR ZP1 = CH-COO -, - OCO-CR ZP1 = CH-OCO -, - (CH 2) z -COO -, - (CH 2) 2 -OCO- _{, -OCO- (CH 2) 2 -} , - (C = O) -O- (CH 2) 2 -, - CH = CH -, - CF = CF -, - CF = CH -, - CH = CF- _{, -CF 2 -, - CF 2} O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 - or -C≡C- (wherein, z are each Independently represent an integer of 1 to 4, R ^ZP1 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of R ^ZP1s are present in the molecule, they are the same. Or they may be different.)
Represents
A ^p1 , A ^p2 and A ^p3 are each independently
^(A p) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
^(B p) 1,4-phenylene group (the one present in the group -CH = or non-adjacent two or more -CH = may be replaced by -N =.) And (c ^p ) naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, phenanthrene-2,7-diyl group or anthracene -2,6-diyl group (one -CH= present in these groups or two or more -CH= not adjacent to each other may be replaced with -N=, and hydrogen present in this group) The atom may be substituted with a halogen atom, an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 1 to 8 carbon atoms.)
Represents a group selected from the group consisting of the above group (a ^p), group (b ^p) and group (c ^p) are each independently hydrogen atoms present in this group may be substituted with a halogen atom, a carbon It may be substituted with an alkyl group having 1 to 8 atoms, an alkoxy group having 1 to 8 carbon atoms or an alkenyl group having 1 to 8 carbon atoms. It may be substituted with a cyano group, a fluorine atom, a chlorine atom or -Sp ^p2- P ^p2 ,
m ^p1 represents 0, 1, 2 or 3, and when there are a plurality of Z ^p1 , A ^p2 , Sp ^p2 and/or P ^p2 in the molecule, they may be the same or different, A ^p3 represents a single bond when m ^p1 is 0 and A ^p1 is a phenanthrene-2,7-diyl group or anthracene-2,6-diyl group.
However, the compound represented by the general formula (i) is excluded. )
Compounds represented by are preferred. Moreover, it is preferable to contain 1 type or 2 types or more of the said polymerizable monomer.

In the general formula (P) according to the present invention, R ^p1 is preferably —Sp ^p2 —P ^p2 .

P ^p1 and P ^p2 each independently represent one of formulas (P ^p1 -1) to (P ^p1 -3), preferably (P ^p1 -1).

R ^p11 and R ^p12 are preferably each independently a hydrogen atom or a methyl group.

0 or 1 is preferable for ^tp11 .

W ^p11 is preferably a single bond, a methylene group or an ethylene group.

m ^p1 is preferably 0, 1 or 2, and preferably 0 or 1.

Z ^p1 and Z ^p2 are each independently a single bond, —OCH ₂ —, —CH ₂ O—, —CO—, —C ₂ H ₄ —, —COO—, —OCO—, —COOC ₂ H ₄ —. _{, -OCOC 2 H 4 -, -} C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) 2 -COO- _{, - (CH 2) 2 -OCO} -, - OCO- (CH 2) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH 2) ₂ -, - OCF ₂ - or -C≡C-, more preferably a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 _{-, - OCOC 2 H 4 -} , - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO- _{, -OCO- (CH 2) 2 -} , - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH 2) 2 - or -C≡C- are preferred , only one -OCH ₂ present in the molecule _{-, - CH 2 O -,} - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 -, - OCOC 2 H 4 -, _{-C 2 H 4 OCO -, -} C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO -, - OCO- (CH 2) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH 2) 2 - or a -C≡C-, that other are all single bonds preferably, only one present in the _{molecule, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO- or a -OCO-, that other are all single bonds It is preferable that all are single bonds.

Further, only one of Z ^p1 and Z ^p2 existing in the molecule is —CH═CH—COO—, —COO—CH═CH—, —(CH ₂ ) ₂ —COO—, —(CH ₂ ) _{2 -OCO -, - O-CO- (} CH 2) 2 -, - COO- (CH 2) 2 - is a linking group selected from the group consisting of, it is preferred the other is a single bond.

Sp ^p1 and Sp ^p2 each independently represent a single bond or a spacer group, and the spacer group is preferably an alkylene group having 1 to 30 carbon atoms, and —CH ₂ — in the alkylene group has oxygen atoms between each other. Unless directly linked, they may be substituted with -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C-, and the hydrogen atom in the alkylene group is a halogen atom. May be substituted with, but a linear alkylene group having 1 to 10 carbon atoms or a single bond is preferable.
A ^p1 , A ^p2 and A ^p3 are each independently preferably a 1,4-phenylene group or a 1,4-cyclohexylene group, more preferably a 1,4-phenylene group. The 1,4-phenylene group is preferably substituted with one fluorine atom, one methyl group or one methoxy group in order to improve the compatibility with the liquid crystal compound.

The total content of the compound represented by the general formula (P) is preferably 0.05 to 10% with respect to the composition containing the compound represented by the general formula (P) of the present application, It is preferable to contain 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, and 0.2 to 2%. Preferably, it contains 0.2 to 1.3%, preferably 0.2 to 1%, and more preferably 0.2 to 0.56%.

The preferable lower limit of the total content of the compounds represented by the general formula (P) is 0.01% with respect to the composition containing the compound represented by the general formula (P) of the present application, and 03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3 %.

The preferable upper limit of the total content of the compounds represented by the general formula (P) is 10% and 8% with respect to the composition containing the compound represented by the general formula (P) of the present application. 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, 0.5%.

If the content is small, the effect of adding the compound represented by the general formula (P) is difficult to appear, and problems such as weak alignment control force of the liquid crystal composition or weakening over time occur, and if too large, curing occurs. Problems such as a large amount remaining afterwards, a long time for curing, and a decrease in reliability of the liquid crystal occur. Therefore, the content is set in consideration of these balances.

The total content of the compound represented by the general formula (i) and the compound represented by the general formula (P) is preferably 0.05 to 10% with respect to the composition containing these compounds. %, preferably 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, and 0.2 to 2%. Is preferable, 0.2 to 1.3% is preferable, 0.2 to 1% is preferable to be contained, and 0.2 to 0.56% is preferable to be contained.

A preferable lower limit value of the total content of the compound represented by the general formula (i) and the compound represented by the general formula (P) is 0.01% based on the composition containing the compound, and 0.03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0. 3%.

The preferable upper limit of the total content of the compound represented by the general formula (i) and the compound represented by the general formula (P) is 10% with respect to the composition containing the compound, Yes, 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, 0.5%.

When the content is low, the effect of adding the compound represented by the general formula (i) and the compound represented by the general formula (P) is difficult to appear, and the alignment control force of the liquid crystal composition is weak or becomes weak over time. When the amount is too large, the amount remaining after curing increases, the curing takes time, and the reliability of the liquid crystal deteriorates. Therefore, the content is set in consideration of these balances.

Preferable examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-46).

(In the formula, P ^p11 , P ^p12 , Sp ^p11, and Sp ^p12 have the same meanings as P ^p1 , P ^p2 , Sp ^p1, and Sp ^p2 in the general formula (P), respectively.)
Preferable examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-12).

(In the formula, P ^p21 , P ^p22 , Sp ^p21, and Sp ^p22 have the same meanings as P ^p1 , P ^p2 , Sp ^p1, and Sp ^p2 in the general formula (P), respectively.)
Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

(In the formula, P ^p31 , P ^p32 , Sp ^p31, and Sp ^p32 have the same meanings as P ^p1 , P ^p2 , Sp ^p1, and Sp ^p2 in the general formula (P).)
Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-21).

(In the formula, P ^p41 , P ^p42 , Sp ^p41, and Sp ^p42 have the same meanings as P ^p1 , P ^p2 , Sp ^p1, and Sp ^p2 in the general formula (P). A plurality of P ^p41 , P ^{p42 in the} formula. , Sp ^p41 and Sp ^p42 may be the same or different.)
When a monomer is added to the composition of the present invention, the polymerization proceeds even in the absence of a polymerization initiator, but a polymerization initiator may be contained in order to accelerate the polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides and the like.

The composition of the present invention may further contain a compound represented by the general formula (Q).

(In the formula, R ^Q represents a straight chain alkyl group or a branched chain alkyl group having 1 to 22 carbon atoms, and one or more CH ₂ groups in the alkyl group are such that oxygen atoms are not directly adjacent to each other. a, -O -, - CH = CH -, - CO -, - OCO -, - COO -, - C≡C -, - CF 2 O -, - OCF 2 - may be replaced by, ^{M Q} is trans It represents a -1,4-cyclohexylene group, a 1,4-phenylene group or a single bond.)
R ^Q represents a straight chain alkyl group or a branched chain alkyl group having 1 to 22 carbon atoms, and one or two or more CH ₂ groups in the alkyl group are -O so that oxygen atoms are not directly adjacent to each other. -, - CH = CH -, - CO -, - OCO -, - COO -, - C≡C -, - CF 2 O -, - OCF 2 - may be substituted with, but 1 to 10 carbon atoms linear alkyl groups, linear alkoxy groups, one CH ₂ group -OCO- or -COO- substituted straight chain alkyl groups, branched-chain alkyl group, branched alkoxy group, one CH ₂ group -OCO- Or a branched chain alkyl group substituted with -COO- is preferable, a linear alkyl group having 1 to 20 carbon atoms, a linear alkyl group having one CH ₂ group substituted with -OCO- or -COO-, branched A chain alkyl group, a branched alkoxy group, and a branched chain alkyl group in which one CH ₂ group is replaced with —OCO— or —COO— are more preferable. ^MQ represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, but a trans-1,4-cyclohexylene group or a 1,4-phenylene group is preferable.

More specifically, the compound represented by the general formula (Q) is preferably a compound represented by the following general formula (Q-a) to general formula (Q-d).

In the formula, R ^Q1 is preferably a linear or branched alkyl group having 1 to 10 carbon atoms, R ^Q2 is preferably a linear or branched alkyl group having 1 to 20 carbon atoms, and R ^Q3 is A linear alkyl group having 1 to 8 carbon atoms, a branched alkyl group, a linear alkoxy group or a branched alkoxy group is preferable, and L ^Q is preferably a linear alkylene group having 1 to 8 carbon atoms or a branched alkylene group. .. Among the compounds represented by the general formula (Q-a) to the general formula (Qd), the compounds represented by the general formula (Q-c) and the general formula (Q-d) are more preferable.

The composition of the present invention preferably contains one or two compounds represented by formula (Q), more preferably one to five compounds, and the content thereof is from 0.001. It is preferably 1%, more preferably 0.001 to 0.1%, particularly preferably 0.001 to 0.05%.

The liquid crystal composition of the present invention may contain ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, antioxidants, ultraviolet absorbers, light stabilizers, infrared absorbers and the like in addition to the above compounds.

Further, more specifically, the compounds represented by the following (III-1) to (III-40) are preferable as the antioxidant or the light stabilizer usable in the present invention.

（

(

In the formula, n represents an integer of 0 to 20. )
The composition of the present invention preferably contains one kind or two or more kinds of compounds represented by the general formula (Q) or compounds selected from the general formulas (III-1) to (III-40). It is more preferable to contain 5 to 5 types, the content is preferably 0.001 to 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.

The liquid crystal composition of the present invention has a dielectric anisotropy (Δε) at 20° C. of preferably −2.0 to −8.0, more preferably −2.0 to −5.0, and −2.5. -5.0 is particularly preferable.

The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20° C. of preferably 0.08 to 0.14, more preferably 0.09 to 0.13, and particularly preferably 0.09 to 0.12. preferable. More specifically, 0.10 to 0.13 is preferable for a thin cell gap, and 0.08 to 0.10 is preferable for a thick cell gap.

The liquid crystal composition of the present invention has a viscosity (η) at 20° C. of preferably 10 to 50 mPa·s, preferably 10 to 40 mPa·s, and more preferably 10 to 35 mPa·s. To 30 mPa·s, more preferably 10 to 25 mPa·s, even more preferably 10 to 22 mPa·s.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 20° C. of preferably 50 to 160 mPa·s, preferably 60 to 160 mPa·s, and preferably 60 to 150 mPa·s. , 60 to 140 mPa·s is preferable, 60 to 130 mPa·s is preferable, 60 to 125 mPa·s is preferable, 60 to 120 mPa·s is more preferable, 60 to 115 mPa·s. s is more preferable, 60 to 110 mPa·s is more preferable, and 60 to 100 mPa·s is particularly preferable.

The nematic phase-isotropic liquid phase transition temperature (T _ni ) of the liquid crystal composition of the present invention is preferably 60°C to 120°C, more preferably 70°C to 100°C, particularly preferably 70°C to 85°C.

The preferred embodiment of the liquid crystal composition according to the present invention is divided into a case where the entire liquid crystal composition exhibits a positive dielectric anisotropy and a case where the entire liquid crystal composition exhibits a negative dielectric anisotropy. It is preferable.

For example, when the entire liquid crystal composition according to the present invention exhibits positive dielectric anisotropy, a compound selected from the polymerizable compound represented by the general formula (i) and the compound represented by the general formula (J). It is preferable to include one kind or two or more kinds and a compound represented by the general formula (L).

Of the entire liquid crystal composition according to the present invention, the upper limit of the proportion of the components composed only of the compounds represented by the general formula (i), the general formula (J) and the general formula (L) is 100% by mass. , 99 mass %, 98 mass %, 97 mass %, 96 mass %, 95 mass %, 94 mass %, 93 mass %, 92 mass %, 91 mass %, 90 mass %, 89 mass %, 88 mass %, 87 It is preferable that they are mass %, 86 mass %, 85 mass %, and 84 mass %.

In addition, the lower limit of the proportion of the components composed of only the compounds represented by the general formula (i), the general formula (J) and the general formula (L) in the entire liquid crystal composition according to the present invention is 78. Mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass% , 94 mass %, 95 mass %, 96 mass %, 97 mass %, 98 mass %, and 99 mass %.

Of the entire liquid crystal composition according to the present invention, the upper limit of the proportion of the components composed only of the compounds represented by the general formula (i), the general formula (P) and the general formula (L) is 100% by mass. , 99 mass %, 98 mass %, 97 mass %, 96 mass %, 95 mass %, 94 mass %, 93 mass %, 92 mass %, 91 mass %, 90 mass %, 89 mass %, 88 mass %, 87 It is preferable that they are mass %, 86 mass %, 85 mass %, and 84 mass %.

In addition, the lower limit of the proportion of the components composed only of the compounds represented by the general formula (I), the general formula (P) and the general formula (L) in the whole liquid crystal composition according to the present invention is 78. Mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass% , 94 mass %, 95 mass %, 96 mass %, 97 mass %, 98 mass %, and 99 mass %.

For example, when the entire liquid crystal composition according to the present invention exhibits negative dielectric anisotropy, the polymerizable compound represented by the general formula (i), the general formula (N-1), (N-2) and It is preferable to include one kind or two or more kinds of compounds selected from the compounds represented by (N-3) and the compound represented by the general formula (L).

Of the whole liquid crystal composition according to the present invention, it is represented by general formula (i), general formula (N-1), general formula (N-2), general formula (N-3) and general formula (L). The upper limit of the proportion occupied by the components composed of only the compound is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass. , 91 mass %, 90 mass %, 89 mass %, 88 mass %, 87 mass %, 86 mass %, 85 mass %, 84 mass %.

In addition, in the whole liquid crystal composition according to the present invention, it is represented by the general formula (i), the general formula (N-1), the general formula (N-2), the general formula (N-3) and the general formula (L). The lower limit of the proportion of the components composed only of the compound is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass. It is preferable that they are mass %, 90 mass %, 91 mass %, 92 mass %, 93 mass %, 94 mass %, 95 mass %, 96 mass %, 97 mass %, 98 mass %, and 99 mass %.

Of the entire liquid crystal composition according to the present invention, general formula (i), general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula The upper limit of the proportion occupied by the components composed only of the compounds represented by formula (N-1e) and general formula (L) is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass. , 95 mass %, 94 mass %, 93 mass %, 92 mass %, 91 mass %, 90 mass %, 89 mass %, 88 mass %, 87 mass %, 86 mass %, 85 mass %, 84 mass %. It is preferable.

Further, in the whole liquid crystal composition according to the present invention, general formula (i), general formula (N-1a), general formula (N-1b), general formula (N-1c), and general formula (N-1d). , The lower limit of the proportion occupied by the components composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass. Mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass% , 98 mass% and 99 mass% are preferable.

Of the entire liquid crystal composition according to the present invention, general formula (i), general formula (N-1-4), general formula (N-1b), general formula (N-1c), and general formula (N-1d). , The upper limit of the proportion of the components composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass. Mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass% Is preferred.

Further, in the whole liquid crystal composition according to the present invention, general formula (i), general formula (N-1-4), general formula (N-1b), general formula (N-1c), and general formula (N- 1d), the lower limit of the proportion occupied by the components composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass. , 85 mass %, 86 mass %, 87 mass %, 88 mass %, 89 mass %, 90 mass %, 91 mass %, 92 mass %, 93 mass %, 94 mass %, 95 mass %, 96 mass %, 97 It is preferably mass%, 98 mass% and 99 mass%.

Of the entire liquid crystal composition according to the present invention, general formula (i), general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula It is represented by formula (N-1e), general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6). The upper limit of the proportion occupied by the components composed of only the compound is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass. , 91 mass %, 90 mass %, 89 mass %, 88 mass %, 87 mass %, 86 mass %, 85 mass %, 84 mass %, 83 mass %, 82 mass %, 81 mass %, 80 mass %. It is preferable.

Further, in the whole liquid crystal composition according to the present invention, general formula (i), general formula (N-1a), general formula (N-1b), general formula (N-1c), and general formula (N-1d). , General formula (N-1e) and general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) The lower limit of the proportion occupied by the components composed only of the compound is 68 mass %, 70 mass %, 71 mass %, 73 mass %, 75 mass %, 78 mass %, 80 mass %, 81 mass %, 83 mass %. Mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass% , 97% by mass, 98% by mass, and 99% by mass are preferable.

Of the entire liquid crystal composition according to the present invention, general formula (i), general formula (N-1a), general formula (L-1), general formula (L-3), general formula (L-4), and general formula (L-4) The upper limits of the proportions of the components composed of only the compounds represented by formula (L-5) and general formula (L-6) are 100% by mass, 99% by mass, 98% by mass, 97% by mass and 96% by mass. Mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass% , 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 78 mass%, 77 mass%, 76 mass%, 75 mass%, 74 mass%, 73 mass%, 72 mass%, 71 %, 70% by mass, 69% by mass, 68% by mass, 67% by mass, 66% by mass, 65% by mass, 64% by mass, 63% by mass, 62% by mass.

Further, in the whole liquid crystal composition according to the present invention, general formula (i), general formula (N-1a), general formula (L-1), general formula (L-3), and general formula (L-4). , The lower limit of the proportion occupied by the components composed only of the compounds represented by the general formula (L-5) and the general formula (L-6) is 38% by mass, 40% by mass, 41% by mass, 43% by mass. , 45% by mass, 48% by mass, 50% by mass, 61% by mass, 63% by mass, 65% by mass, 66% by mass, 67% by mass, 68% by mass, 69% by mass, 70% by mass, 72% by mass, 74% by mass The mass%, 76 mass%, 78 mass%, 80 mass%, 82 mass%, 84 mass%, 86 mass%, 88 mass%, 90 mass%, and 92 mass% are preferable.

Of the entire liquid crystal composition according to the present invention, general formula (i), general formula (N-1d), general formula (L-1), general formula (L-3), general formula (L-4), general formula The upper limits of the proportions of the components composed of only the compounds represented by formula (L-5) and general formula (L-6) are 100% by mass, 99% by mass, 98% by mass, 97% by mass and 96% by mass. Mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass% , 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 78 mass%, 77 mass%, 76 mass%, 75 mass%, 74 mass%, 73 mass%, 72 mass%, 71 %, 70% by mass, 69% by mass, 68% by mass, 67% by mass, 66% by mass, 65% by mass, 64% by mass, 63% by mass, 62% by mass.

Further, in the whole liquid crystal composition according to the present invention, general formula (i), general formula (N-1d), general formula (L-1), general formula (L-3), and general formula (L-4). , The lower limit of the proportion occupied by the components composed only of the compounds represented by the general formula (L-5) and the general formula (L-6) is 38% by mass, 40% by mass, 41% by mass, 43% by mass. , 45% by mass, 48% by mass, 50% by mass, 61% by mass, 63% by mass, 65% by mass, 66% by mass, 67% by mass, 68% by mass, 69% by mass, 70% by mass, 72% by mass, 74% by mass The mass%, 76 mass%, 78 mass%, 80 mass%, 82 mass%, 84 mass%, 86 mass%, 88 mass%, 90 mass%, and 92 mass% are preferable.

It is preferable that the composition of the present invention 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 the reliability and long-term stability of the composition are emphasized, 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, still more preferably 95% or more, and the composition is composed of only the compound in which all the ring structures in the molecule are all 6-membered rings. 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 unintentional inclusion.

The liquid crystal display device using the liquid crystal composition of the present invention has a remarkable feature of high-speed response, and in addition, a tilt angle is sufficiently obtained and there is no unreacted polymerizable compound or there is no problem. Since the number is small and the voltage holding ratio (VHR) is high, defects such as defective alignment and defective display are sufficiently suppressed. Further, since the tilt angle and the residual amount of the polymerizable compound can be easily controlled, it is easy to optimize and reduce the energy cost for manufacturing, which is optimal for improving production efficiency and stable mass production.

A liquid crystal display device using the liquid crystal composition of the present invention is particularly useful as an active matrix driving liquid crystal display device, and is a liquid crystal display device for PSA mode, PSVA mode, VA mode, PS-IPS mode or PS-FFS mode. Can be used for.

A liquid crystal display element according to the present invention includes a first substrate and a second substrate which are arranged to face each other, a common electrode provided on the first substrate or the second substrate, the first substrate or the common substrate. It is preferable to have a pixel electrode provided on the second substrate and having a thin film transistor, and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate. If necessary, an alignment film for controlling the alignment direction of liquid crystal molecules may be provided on the facing surface side of at least one of the first substrate and/or the second substrate so as to be in contact with the liquid crystal layer. As the alignment film, a vertical alignment film, a horizontal alignment film, or the like can be appropriately selected according to the driving mode of the liquid crystal display element, and a rubbing alignment film (for example, polyimide) or an optical alignment film (decomposition type polyimide) or the like. The well-known alignment film can be used. Further, a color filter may be appropriately provided on the first substrate or the second substrate, and a color filter can be provided on the pixel electrode or the common electrode.

The two substrates of the liquid crystal cell used in the liquid crystal display device according to the present invention may be made of a flexible transparent material such as glass or plastic, and one of them may be an opaque material such as silicon. The transparent substrate having the transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

The color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. The method for producing a color filter by the pigment dispersion method will be described as an example. A curable colored composition for a color filter is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this step for each of the three colors of red, green, and blue, a pixel portion for a color filter can be created. In addition, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.

It is preferable that the first substrate and the second substrate are opposed to each other such that the common electrode and the pixel electrode layer are inside.

The distance between the first substrate and the second substrate may be adjusted via a spacer. At this time, it is preferable to adjust the thickness of the obtained light control layer to be 1 to 100 μm. 1.5 to 10 μm is more preferable, and when a polarizing plate is used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so as to maximize the contrast. Further, when there are two polarizing plates, the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are improved. Furthermore, a retardation film for expanding the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and photoresist material. Then, a sealing agent such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal injection port provided, the substrates are attached to each other, and the sealing agent is thermally cured by heating.

As a method for sandwiching the liquid crystal composition between the two substrates, a usual vacuum injection method or ODF method can be used.

As a method for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention, an appropriate polymerization rate is desirable in order to obtain good alignment performance of the liquid crystal. A method of polymerizing by irradiation of one or a combination or irradiation in order is preferable. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. Further, when the polymerization is carried out in a state where the liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must be provided with appropriate transparency for active energy rays. Moreover, after polymerizing only a specific part using a mask during light irradiation, the orientation state of the unpolymerized part is changed by changing the conditions such as electric field, magnetic field or temperature, and further irradiation with active energy rays is performed. It is also possible to use a means of polymerizing the above. In particular, when the UV exposure is performed, it is preferable to apply the AC electric field to the liquid crystal composition to perform the UV exposure. The applied AC electric field is preferably AC with a frequency of 10 Hz to 10 kHz, more preferably 60 Hz to 10 kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the PSVA mode liquid crystal display device, it is preferable to control the pretilt angle from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature at the time of irradiation with active energy rays such as ultraviolet rays or electron rays used when polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited. For example, when the liquid crystal composition of the present invention is applied to a liquid crystal display device including a substrate having an alignment film, it is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition is maintained. It is preferable to polymerize at a temperature close to room temperature, that is, typically at 15 to 35°C.

On the other hand, for example, in the case of applying the liquid crystal composition of the present invention to a liquid crystal display device including a substrate having no alignment film, when applying the liquid crystal display device including the above-described substrate having an alignment film during irradiation. A temperature range wider than the temperature range may be used.

A metal halide lamp, a high-pressure mercury lamp, an ultrahigh-pressure mercury lamp, or the like can be used as the lamp that generates ultraviolet rays. Further, as the wavelength of the ultraviolet rays to be irradiated, it is preferable to irradiate the ultraviolet rays in a wavelength range other than the absorption wavelength range of the liquid crystal composition, and it is preferable to use the ultraviolet rays after cutting the ultraviolet rays as necessary. The intensity of the ultraviolet rays applied is preferably 0.1 mW/cm ^{2 to} 100 W/cm ^{2, and} more preferably ² mW/cm ^{2 to} 50 W/cm ² . The amount of energy of the ultraviolet rays to be irradiated can be appropriately adjusted, but is preferably 10 mJ/cm ² to 500 J/cm ^{2, and} more preferably 100 mJ/cm ² to 200 J/cm ² . The intensity may be changed when the ultraviolet rays are irradiated. The time for irradiating with ultraviolet rays is appropriately selected according to the intensity of ultraviolet rays for irradiation, but is preferably 10 seconds to 3600 seconds, more preferably 10 seconds to 600 seconds.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples. Moreover, "%" in the compositions of the following Examples and Comparative Examples means "mass%". In the examples, the following abbreviations are used for describing compounds.

(Side chain)
-N -C _n H _{2n + 1} linear carbon number n alkyl group n- C _n H _{2n + 1} - carbon number n linear alkyl group -On -OC _n H _{2n + 1} with carbon number n straight chain alkoxy group nO- C _n H _2n + 1 O- straight chain alkoxy group with carbon number n -V -CH = CH ₂
V- CH ₂ = CH-
-V- -CH=CH-
-O1V _-O-CH 2 -V
-V1 -CH = CH-CH ₃
1V- CH ₃ -CH = CH-
_{-2V -CH 2 -CH 2 -CH = CH} 2
_{V2- CH 2 = CH-CH 2} -CH 2 -
_{-2V1 -CH 2 -CH 2 -CH = CH} -CH 3
_{1V2- CH 3 -CH = CH-CH} 2 -CH 2 -
-F -F
-OCF3 -OCF ₃
(Linking group)
-CF2O- -CF ₂ -O-
-OCF2- -O-CF ₂ -
-1O- -CH ₂ -O-
-O1- -O-CH ₂ -
-COO- -COO-
-OCO- -OCO-
(Ring structure)

The characteristics measured in the examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (°C)
Δn: refractive index anisotropy at 20° C. η: viscosity at 20° C. (mPa·s)
γ ₁ : rotational viscosity at 20°C (mPa·s)
Δε: Anisotropy of dielectric constant at 20° C. K ₃₃ : Elastic constant K _{33 at} 20° C. (pN)
(Manufacturing method and evaluation method of liquid crystal display element)
First, a liquid crystal composition containing a polymerizable compound was injected by a vacuum injection method into a liquid crystal cell having a cell gap of 3.5 μm and including a substrate with ITO, which was coated with a polyimide alignment film that induces vertical alignment and rubbed.

Then, the liquid crystal cell containing the polymerizable compound was injected into the liquid crystal cell, and a fluorescent UV lamp was used to adjust the illuminance to 3.5 mW/cm ² measured under the condition of a central wavelength of 365 nm. It was irradiated with ultraviolet rays to obtain a liquid crystal display element.

Under the irradiation conditions described above, the residual amount [ppm] of the polymerizable compound in the liquid crystal display device after irradiation with ultraviolet rays for 15, 30, and 60 minutes was measured. The method for measuring the residual amount of the polymerizable compound will be described. First, the liquid crystal display device was disassembled to obtain an acetonitrile solution of an elution component containing a liquid crystal composition, a polymer and an unreacted polymerizable compound. This was analyzed by high performance liquid chromatography to measure the peak area of each component. The amount of the remaining polymerizable compound was determined from the peak area ratio of the liquid crystal compound as an index and the peak area of the unreacted polymerizable compound. The residual amount of the polymerizable compound was determined from this value and the amount of the polymerizable compound initially added. The detection limit of the residual amount of the polymerizable compound was 100 ppm.

Then, under the above-mentioned irradiation conditions, after irradiation with ultraviolet rays for 90 minutes, a display defect (burn-in) due to a change in pretilt angle was evaluated. First, the pretilt angle of the liquid crystal display element was measured and used as the pretilt angle (initial). A backlight was irradiated for 24 hours while applying a voltage of 30 V at a frequency of 100 Hz to this liquid crystal display element. Then, the pretilt angle was measured and used as the pretilt angle (after the test). The value obtained by subtracting the pretilt angle (after the test) from the measured pretilt angle (initial) was taken as the pretilt angle change amount (=absolute value of pretilt angle change) [°]. The pretilt angle was measured using OPTIPRO manufactured by Shintech.

The closer the change amount of pretilt angle is to 0[°], the lower the possibility of display failure due to the change of pretilt angle becomes. When it becomes 0.5[°] or more, the display failure due to change of pretilt angle occurs. More likely.

(Preparation of liquid crystal composition and evaluation results)
Liquid crystal compositions of LC-001 to LC-009 were prepared, and the physical properties thereof were measured. The configurations of the liquid crystal compositions and the results of their physical properties are shown in Tables 1 and 2.

(Table 1)

(Table 2)

(Comparative Example 1, Examples 1 to 3)
Comparative Example 1 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-R1) to 99.7 parts by mass of the liquid crystal composition LC-001. ..

A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-001 was set as Example 1. ..

A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-2) to 99.7 parts by mass of the liquid crystal composition LC-001 was set as Example 2. ..

Example 3 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-3) to 99.7 parts by mass of the liquid crystal composition LC-001. ..

Table 3 below shows the residual amount of the polymerizable compound and the amount of change in the pretilt angle after the ultraviolet irradiation in Comparative Example 1 and Examples 1 to 3.

(Table 3)

The residual amount of the polymerizable compound of Examples 1 to 3 which is the liquid crystal composition of the present invention was clearly smaller than that of Comparative Example 1, and it was found that the polymerization rate of the polymerizable compound was sufficiently high. Thus, by using the compound represented by the general formula (i), it is possible to reduce the residual amount of the polymerizable compound by irradiating the ultraviolet ray for a short time.
It was found that the pretilt angle change amounts of Examples 1 to 3 were sufficiently small.
Further, the nematic liquid crystal phase was retained even after the liquid crystal compositions of Examples 1 to 3 were stored at -20°C for 240 hours, and no precipitation of the polymerizable compound was confirmed.

From the above, it was confirmed that in the liquid crystal composition of the present invention, the reaction rate of the polymerizable compound was sufficiently high, the display failure was less likely to occur due to the change in the pretilt angle, and the polymerizable compound was not deposited.
(Examples 4 to 13)
Example 4 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.6 part by mass of the compound represented by the formula (RM-1) to 99.4 parts by mass of the liquid crystal composition LC-001. ..

Example 5 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.9 part by mass of the compound represented by the formula (RM-1) to 99.1 parts by mass of the liquid crystal composition LC-001. ..

Example 6 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-002. ..

A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-003 was set as Example 7. ..

Example 8 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-004. ..

Example 9 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-005. ..

Example 10 A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-006 was set as Example 10. ..

Example 11 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-007. ..

Example 12 was a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 99.7 parts by mass of the liquid crystal composition LC-008. ..

Example 13 was a liquid crystal composition containing a polymerizable compound in which 0.3 part by mass of the compound represented by the formula (RM-1) was added to 99.7 parts by mass of the liquid crystal composition LC-009. ..

As a result of evaluating the residual amount of the polymerizable compound and the pretilt angle change amount of Examples 4 to 13 as in the case of Examples 1 to 13, it was confirmed that the residual amount of the polymerizable compound was sufficiently small and the pretilt angle change amount was also small. Was done.

Claims (8)

General formula (i)

(In the formula,
X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ are each independently P ^i3- S ^i3- , an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, or a fluorine atom. Represents an alkoxy group having 1 to 8 carbon atoms, a fluorine atom or a hydrogen atom, wherein at least one of X ⁱ¹ , X ⁱ² , X ⁱ³ and X ⁱ⁴ has 1 to 8 carbon atoms which may be substituted by a fluorine atom. 8 represents an alkyl group. Provided that one of X ⁱ¹ and X ⁱ² represents the alkyl group and the other represents the fluorine atom, and one of X ⁱ³ and X ⁱ⁴ represents the alkyl group and the other represents the fluorine atom. except.
A ⁱ¹ is
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=) and (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 1,2 , -CH= present in the 3,3,4-tetrahydronaphthalene-2,6-diyl group or two or more -CH= not adjacent to each other may be replaced with -N=.)
Represents a group selected from the group consisting of: the group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 8 carbon atoms and a group having 1 to 8 carbon atoms. It may be substituted with an alkoxy group, a halogen, a cyano group or a nitro group,
m ⁱ¹ represents 2 or 3,
P ⁱ¹ , P ⁱ² and P ⁱ³ are each independently formula (R-1) to formula (R-9).

(In the formula,
R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom,
m ^r5 , m ^r7 , n ^r5 and ^r7 each independently represent 0, 1, or 2. )
Represents a group selected from
S ⁱ¹ , S ⁱ² and S ⁱ³ each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one —CH ₂ — in the alkylene group or two or more that are not adjacent to each other. -CH _2- may be substituted with -O-, -OCO- or -COO- so that oxygen atoms are not directly adjacent to each other, but at least one of S ⁱ¹ and S ⁱ² represents a single bond. ,
When a plurality of A ⁱ¹ , P ⁱ³ and/or S ⁱ³ are present, they may be the same or different. )
Containing one or more polymerizable compounds represented by,
General formula (L)

(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≡C—, —O—, —CO—, —COO— or —OCO—,
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-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=) and (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 1,2 , -CH= present in the 3,3,4-tetrahydronaphthalene-2,6-diyl group or two or more -CH= not adjacent to each other may be replaced with -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 a plurality of A ^L2 are present, they may be the same or different,
When n ^L1 is 2 or 3 and a plurality of Z ^L2 are present, they may be the same or different. )
A liquid crystal composition containing one or more compounds selected from the compounds represented by: Furthermore, general formulas (N-1), (N-2) and (N-3)

(In the formula,
^RN11 , ^RN12 , ^RN21 , ^RN22 , ^RN31 and ^RN32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or more non-adjacent two or more in the alkyl group. are each independently -CH = CH - - -CH ₂ of, - 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 to each other). Two or more —CH ₂ — which are not present may be replaced with —O—.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other 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=. ) And (d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, wherein the group (a), the group (b), the group (c) and the group (d) are each independently a cyano group. A group, which 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 -, - CF = CF- or -C≡C- the Represents
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 , respectively. Independently 1, 2 or 3;
When there are a plurality of A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 , they may be the same or different. )
The liquid crystal composition according to claim 1, containing one kind or two or more kinds of compounds selected from the compounds represented by: Furthermore, general formula (J)

(In the formula,
R ^J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are independently —CH═CH—, —C≡. C-, -O-, -CO-, -COO- or -OCO- may be substituted,
n ^J1 represents 0, 1, 2, 3 or 4,
A ^J1 , A ^J2 and A ^J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=) and (c). (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=. )
The group (a), the group (b) and the group (c) are each independently a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group or a trifluoro group. It may be substituted with a methoxy group,
Z ^J1 and Z ^J2 are each independently a single bond, —CH ₂ CH ₂ —, —(CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O. Represents -, -COO-, -OCO- or -C≡C-,
When n ^J1 is 2, 3 or 4 and a plurality of A ^J2 are present, they may be the same or different and n ^J1 is 2, 3 or 4 and a plurality of Z ^J1 are present. If they are the same or different,
X ^J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2,2-trifluoroethyl group. )
The liquid crystal composition according to claim 1, containing one or more compounds selected from the compounds represented by: In the general formula (I), at least one of X ^{i1 and} X ⁱ⁴ contains one kind or two or more kinds of compounds which represent an alkyl group having 1 to 8 carbon atoms which may be substituted by a fluorine atom. 4. The liquid crystal composition according to any one of item 3. Furthermore, the general formula (P)

(In the above general formula (P),
R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms or —Sp ^p2 —P ^p2 , and one or two or more non-adjacent —CH _{2 in the} alkyl group. Each -may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, and one or two of the alkyl groups may be substituted. Or more hydrogen atoms each independently, may be substituted with a cyano group, a fluorine atom or a chlorine atom,
P ^p1 and P ^p2 are each independently a general formula (P ^p1 -1) to a formula (P ^p1 -9).

(In the formula,
R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms,
W ^p11 represents a single bond, —O—, —COO— or a methylene group,
^tp11 represents 0, 1 or 2,
When a plurality of R ^p11 , R ^p12 , W ^p11 and/or t ^p11 are present in the molecule, they may be the same or different. )
Represents one of the
Sp ^p1 and Sp ^p2 each independently represent a single bond or a spacer group,
Z ^p1 and Z ^p2 are each independently a single bond, —O—, —S—, —CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CO—, —C ₂ H ₄ —, —. _{COO -, - OCO -, -} OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO ^{-CR ZP1 = CH-OCO -,} - OCO-CR ZP1 = CH-COO -, - OCO-CR ZP1 = CH-OCO -, - (CH 2) z -COO -, - (CH 2) 2 -OCO- _{, -OCO- (CH 2) 2 -} , - (C = O) -O- (CH 2) 2 -, - CH = CH -, - CF = CF -, - CF = CH -, - CH = CF- _{, -CF 2 -, - CF 2} O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 - or -C≡C- (wherein, z are each Independently represent an integer of 1 to 4, R ^ZP1 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of R ^ZP1s are present in the molecule, they are the same. Or they may be different.)
Represents
A ^p1 , A ^p2 and A ^p3 are each independently
^(A p) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
^(B p) 1,4-phenylene group (the one present in the group -CH = or non-adjacent two or more -CH = may be replaced by -N =.) And (c ^p ) naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, phenanthrene-2,7-diyl group or anthracene -2,6-diyl group (one -CH= present in these groups or two or more -CH= which are not adjacent to each other may be replaced by -N=).
Represents a group selected from the group consisting of the above group (a ^p), group (b ^p) and group (c ^p) are each independently hydrogen atoms present in this group may be substituted with a halogen atom, a carbon It may be substituted with an alkyl group having 1 to 8 atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 1 to 8 carbon atoms , a cyano group, a fluorine atom, a chlorine atom or -Sp ^p2- P ^p2. ,
m ^p1 represents 0, 1, 2 or 3,
When a plurality of Z ^p1 , A ^p2 , Sp ^p2 and/or P ^p2 are present in the molecule, they may be the same or different, but in A ^p3 , m ^p1 is 0 and A ^p1 is phenanthrene. When it is a 2,7-diyl group or anthracene-2,6-diyl group, it represents a single bond.
However, the compound represented by the general formula (i) is excluded. )
The liquid crystal composition according to any one of claims 1 to 4, containing one or more polymerizable compounds represented by. A liquid crystal display device using the liquid crystal composition according to claim 1. An active matrix driving liquid crystal display device using the liquid crystal composition according to claim 1. A liquid crystal display device for PSA mode, PSVA mode, PS-IPS mode or PS-FSS mode, which uses the liquid crystal composition according to claim 1.