KR20200101325A - Liquid crystal composition - Google Patents

Abstract

An object of the present invention is that the dielectric anisotropy (Δε) is negative, and it satisfies the display, high-speed response, and low-voltage driveability in a wide temperature range normally required for a liquid crystal composition, and there is no display defect or extremely It is to provide a few polymerizable liquid crystal compositions, and to provide a liquid crystal display device using the liquid crystal composition. Dielectric anisotropy containing one or two or more compounds selected from compounds represented by general formulas (N-1), (N-2) and (N-3) and one or two or more polymerizable compounds ( Liquid crystal composition in which Δε) is negative.

Description

Liquid crystal composition

The present invention relates to a liquid crystal composition.

In the liquid crystal display device, the liquid crystal composition sandwiched between two substrates is applied by voltage and the orientation thereof is controlled to change the optical characteristics to perform display. The liquid crystal composition changes from the initial alignment state by applying a voltage. This initial orientation state was controlled by an orientation film using rubbed polyimide, but since it is difficult to divide the orientation state in rubbed polyimide, a method of controlling pretilt using a polymerizable compound has been developed. Became practical. In addition, a method of controlling the initial orientation state with a spontaneous orientation compound without using the orientation film itself is being studied. However, in these methods, a polymer of a polymerizable compound is used in order to control the orientation of the liquid crystal composition.

In these liquid crystal display elements, a polymerizable liquid crystal composition containing a polymerizable compound in a liquid crystal composition is dripped onto a substrate, and the polymerizable compound is polymerized by irradiating ultraviolet rays while holding another substrate. At this time, the polymerizable compound and the liquid crystal composition are selected so that the liquid crystal composition is in a predetermined alignment state. However, in the conventional polymerizable liquid crystal composition, the initial alignment state is not sufficient or changes over time. there was. When these problems occur, display defects occur in the liquid crystal display element. For this reason, development of a polymerizable liquid crystal composition capable of achieving a predetermined alignment state has been demanded.

Japanese special publication 2014-524951

An object of the present invention is that the dielectric anisotropy (Δε) is negative, and it satisfies the display, high-speed response, and low-voltage driveability in a wide temperature range normally required for a liquid crystal composition, and there is no display defect or extremely It is to provide a few polymerizable liquid crystal compositions, and to provide a liquid crystal display device using the liquid crystal composition.

The present invention is a general formula (N-1), (N-2) and (N-3)

( ^Wherein , 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 two or more non-adjacent -CH₂ -May each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently

(a) a 1,4-cyclohexylene group (one -CH₂- present in this group or two or more non-adjacent -CH₂-s may be substituted with -O-) and

(b) 1,4-phenylene group (one -CH= present in this group or two or more non-adjacent -CH=s may be substituted 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 Alternatively, one -CH= present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH=s may be substituted with -N=)

(d) 1,4-cyclohexenylene group

Represents a group selected from the group consisting of, and the groups (a), (b), (c) and (d) described above may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom,

Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are independently single bonds, -CH₂CH₂-, -(CH₂) ₄-, -OCH₂-, -CH₂O-, -COO-, -OCO- , -OCF₂-, -CF₂O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,

X ^N21 represents a hydrogen atom or a fluorine atom,

T ^N31 represents -CH₂- 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 independent Thus, it is 1, 2 or 3, and when there are multiple A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 , they may be the same or different)

A liquid crystal composition having a negative dielectric anisotropy (Δε) containing one or two or more compounds selected from the compounds represented by and one or two or more polymerizable compounds, and a liquid crystal using the polymerizable liquid crystal composition It provides a display element.

The polymerizable liquid crystal of the present application is particularly useful as a liquid crystal display element for driving an active matrix.

By using the polymerizable liquid crystal composition of the present invention, the alignment of the liquid crystal composition after the production of the liquid crystal display device can be made into a desired state, and there is no or suppressed display defect caused by the poor alignment of the liquid crystal composition. , FFS type, PSA type, or PSVA type liquid crystal display element can be provided.

1 is a diagram schematically showing an embodiment of a liquid crystal display device.
Fig. 2 is an enlarged plan view of a region surrounded by an I line in Fig. 1;

The liquid crystal composition of the present invention has negative dielectric anisotropy, a transition temperature of a nematic phase-isotropic liquid is 60°C or higher, an absolute value of dielectric anisotropy is 1.5 or higher, and the following general formulas (N-1), (N- It contains 1 type or 2 or more types of compounds selected from the compound group represented by 2) and (N-3).

Compounds represented by the general formulas (N-1), (N-2) and (N-3) correspond to genetically negative compounds (the sign of Δε is negative, and the absolute value is greater than 2).

It is preferable that the compound represented by general formula (N-1), (N-2), and (N-3) is a compound whose Δε is negative and its absolute value is greater than 3.

In general 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. An alkyl group, 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 is preferable, an alkyl group having 1 to 5 carbon atoms, and a 1 to carbon atom A 5 alkoxy group, 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 preferable. Further, 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.

In addition, 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 an alkenyl having 4 to 5 carbon atoms If a group is preferable and 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 or a linear alkoxy group having 1 to 4 carbon atoms A group and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred. 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.

As the alkenyl group, it is preferable that it is selected from groups represented by any one of formulas (R1) to (R5) (black spots 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 aliphatic is preferable to improve 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-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferably represented, and the following It is more preferable to show the structure,

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 each independently represent -CH₂O-, -CF₂O-, -CH₂CH₂-, -CF₂CF₂- or a single bond, and -CH₂O-,- CH₂CH₂- or single bond is more preferable, and -CH₂O- or single bond is particularly preferable.

X ^N21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

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

In the present application,% means mass% unless otherwise specified.

The lower limit of the preferred content of the compound represented by formula (N-1) 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 upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, and 20%.

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

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

When the viscosity of the composition of the present invention is kept low and a composition having a fast response speed is required, it is preferable that the above lower limit is low and the upper limit is low. In addition, when the Tni of the composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable that the lower limit is low and the upper limit is low. In addition, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit is high and the upper limit is high.

As the compound represented by the general formula (N-1), a group of compounds represented by the following general formulas (N-1a) to (N-1g) can be mentioned.

(Wherein, R ^N11 and R ^N12 represents the same meaning as R ^N11 and R ^N12 in the formula (N-1), n ^Na11 represents 0 or 1, n ^Nb11 represents 1 or 2, n ^Nc11 represents 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, and A ^Ne11 represents trans-1 ,4-cyclohexylene group or 1,4-phenylene group, A ^Ng11 represents a trans-1,4-cyclohexylene group, 1,4-cyclohexenylene group or 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 ^Ne11 , Z ^Ne11 , and/or A ^Ng11 present in a plurality in the molecule May be the same or different)

More specifically, the compound represented by the general formula (N-1) is preferably a compound selected from the group of compounds represented by the general formulas (N-1-1) to (N-1-21).

The compound denoted by general 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} 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 denoted by the general formula (N-1-1) may be used alone, or two or more compounds may be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content high.When the solubility at low temperature is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set low. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

In addition, the compound represented by the general formula (N-1-1) is preferably a compound selected from the group of compounds represented by the formulas (N-1-1.1) to (N-1-1.23), and the formula ( It is preferably a compound represented by N-1-1.1) to (N-1-1.4), and a compound represented by formula (N-1-1.1) and formula (N-1-1.3) is preferred.

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

A compound denoted by a general 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} 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 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, preferably a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group. .

The compound denoted by the general formula (N-1-2) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high.When the solubility at low temperatures is important, setting the content low is high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

In addition, the compound represented by the general formula (N-1-2) is preferably a compound selected from the group of compounds represented by the formulas (N-1-2.1) to (N-1-2.22), and the formula ( N-1-2.3) to formula (N-1-2.7), formula (N-1-2.10), formula (N-1-2.11), formula (N-1-2.13) and formula (N-1-2.20 ) Is preferably a compound represented by, and when the improvement of Δε is important, a compound represented by formulas (N-1-2.3) to (N-1-2.7) is preferred, and the improvement of T _NI is important. In the case of a case, it is preferable that it is a compound represented by formula (N-1-2.10), formula (N-1-2.11) and formula (N-1-2.13), and when emphasis is placed on improving response speed, formula (N- It is preferably a compound represented by 1-2.20).

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

A compound denoted by a general 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} 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 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, preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. Do.

The compound denoted by the general formula (N-1-3) may be used alone, but two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

In addition, the compound represented by the general formula (N-1-3) is preferably a compound selected from the compound group represented by the formula (N-1-3.1) to the formula (N-1-3.21), and the formula ( It is preferable that it is a compound represented by N-1-3.1)-(N-1-3.7) and a formula (N-1-3.21), and a formula (N-1-3.1), a formula (N-1-3.2), A compound represented by a formula (N-1-3.3), a formula (N-1-3.4) and a formula (N-1-3.6) is preferable.

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 used alone or in combination. It is also possible, but the combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3), formula (N-1-3.4) and formula (N-1-3.6) A combination of two or three selected from is preferable. The lower limit of the preferable content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, and 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, and 13% with respect to the total amount of the composition of the present invention. .

A compound denoted by a general formula (N-1-4) is the following compound.

(In the formula, R ^N141 and R ^N142 each independently represent the same meaning as R ^N11 and R ^{N12 in} General Formula (N-1))

R ^N141 and R ^N142 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, and a methyl group, a propyl group, an ethoxy group or a butoxide The timing is desirable.

The compound denoted by the general formula (N-1-4) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content high.When the solubility at low temperature is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set low. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

In addition, the compound represented by the general formula (N-1-4) is preferably a compound selected from the group of compounds represented by the formulas (N-1-4.1) to (N-1-4.14), and the formula ( It is preferably a compound represented by N-1-4.1) to (N-1-4.4), and is represented by formula (N-1-4.1), formula (N-1-4.2) and formula (N-1-4.4). The displayed compound is preferable.

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

A compound denoted by a general 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} General Formula (N-1))

R ^N151 and R ^N152 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, and an ethyl group, a propyl group, or a butyl group.

The compound denoted by the general formula (N-1-5) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high.When the solubility at low temperatures is important, setting the content low is high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

In addition, the compound represented by the general formula (N-1-5) is preferably a compound selected from the compound group represented by the formula (N-1-5.1) to the formula (N-1-5.6), and the formula ( Compounds represented by N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) are preferable.

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, but the composition of the present invention The lower limit of the preferable content of these compounds alone or with respect to the total amount is 5%, 8%, 10%, 13%, 15%, 17%, and 20%. The upper limit of the preferred content is 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, based on the total amount of the composition of the present invention. , 13%.

A compound denoted by a general 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} 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 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 denoted by the general formula (N-1-10) may be used alone, but two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content high.When the solubility at low temperature is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set low. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

In addition, the compound represented by the general formula (N-1-10) is preferably a compound selected from the group of compounds represented by the formulas (N-1-10.1) to (N-1-10.14), and the formula ( It is preferably a compound represented by N-1-10.1) to (N-1-10.5), and a compound represented by formula (N-1-10.1) and formula (N-1-10.2) is preferred.

The compounds represented by the formulas (N-1-10.1) and (N-1-10.2) may be used alone or in combination, however, alone or of these compounds relative to the total amount of the composition of the present invention. The preferable lower limit of the content is 5%, 10%, 13%, 15%, 17%, and 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, and 13% with respect to the total amount of the composition of the present invention. .

A compound denoted by a 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} 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 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 an ethoxy group, a propoxy group, or a butoxy group.

The compound denoted by the general formula (N-1-11) may be used alone, but two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high.When the solubility at low temperatures is important, setting the content low is high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

In addition, the compound represented by the general formula (N-1-11) is preferably a compound selected from the group of compounds represented by the formulas (N-1-11.1) to (N-1-11.14), and the formula ( It is preferably a compound represented by N-1-11.1) to (N-1-11.14), and a compound represented by formula (N-1-11.2) and formula (N-1-11.4) is preferred.

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

A compound denoted by a general 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} 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 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compound denoted by the general formula (N-1-12) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content high.When the solubility at low temperature is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set low. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

A compound denoted by a general formula (N-1-13) is the following compound.

(In the formula, R ^N1131 and R ^N1132 each independently represent the same meaning as R ^N11 and R ^{N12 in} 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 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compound denoted by the general formula (N-1-13) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

A compound denoted by a general 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} 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 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compound denoted by the general formula (N-1-14) may be used alone, but two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content high.When the solubility at low temperature is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set low. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

A compound denoted by a general formula (N-1-15) is the following compound.

(In the formula, R ^N1151 and R ^N1152 each independently represent the same meaning as R ^N11 and R ^{N12 in} 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 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compound denoted by the general formula (N-1-15) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

A compound denoted by a general formula (N-1-16) is the following compound.

(Wherein, R and R ^{N1161 N1162} is to independently represent the R ^N11 and R ^N12 same meaning as in the 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 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compound denoted by the general formula (N-1-16) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

A compound denoted by a 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} 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 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 preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound denoted by the general formula (N-1-17) may be used alone, but two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

A compound denoted by a 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} 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 a methyl group, ethyl group, propyl group or butyl group is preferable. 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compound denoted by the general formula (N-1-18) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

In addition, the compound represented by the general formula (N-1-18) is preferably a compound selected from the group of compounds represented by the formulas (N-1-18.1) to (N-1-18.5), and the formula ( It is preferably a compound represented by N-1-18.1) to (N-1-11.3), and a compound represented by formula (N-1-18.2 and formula (N-1-18.3) is preferred.

A compound denoted by a general 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} 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 an ethyl group, a propyl group, or a butyl group.

The compound denoted by the general formula (N-1-20) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

A compound denoted by a 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} 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 denoted by the general formula (N-1-21) may be used alone, but two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

A compound denoted by a 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} 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 an ethyl group, a propyl group, or a butyl group.

The compound denoted by the general formula (N-1-22) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

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

The compound represented by the general formula (N-3) is preferably a compound selected from the group of compounds 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} 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 preferably a propyl group or a pentyl group.

The compound denoted by the general formula (N-3-2) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the improvement of Δε is important, it is desirable to set the content high.When the solubility at low temperatures is important, the effect is high when the content is set high, and when T _NI is important, the effect is high when the content is set high. . In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

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

In the compounds represented by general formulas (N-1), (N-2) and (N-3) contained in the liquid crystal composition, Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are short It is preferable that the sum of the content of the compound which is a bond is 5 to 50 mass% with respect to the sum of the content of the compound represented by the general formulas (N-1), (N-2) and (N-3), and the liquid crystal composition In the compound represented by the general formula (N-1) contained in the compound, the sum of the contents of the compound in which Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are single bonds is the general formula (N- It is preferable that it is 5-50 mass% with respect to the total content of the compound represented by 1), (N-2) and (N-3).

As a compound represented by the general formula (N-1) in which Z ^N11 and Z ^N12 are single bonds, the compounds represented by general formulas (N-1a), (N-1b), (N-1c) and (N-1g) Compounds are preferred, and compounds represented by (N-1a), (N-1b) and (N-1c) are preferred.

In addition, general formula (N-1-1), (N-1-2), (N-1-3), (N-1-4), (N-1-5) and (N-1-22 A compound represented by) is preferred,

Compounds represented by general formulas (N-1-1), (N-1-2), (N-1-3), (N-1-4) and (N-1-5) are preferred.

In the total content of compounds having negative dielectric anisotropy, the total content of the compounds represented by the general formulas (N-1), (N-2) and (N-3) is preferably 80% or more, and 85% It is preferably at least 87%, preferably at least 90%, preferably at least 93%, preferably at least 96%, preferably at least 98%, and preferably at least 100%. "Substantially" means excluding compounds which are unintentionally contained such as impurities during manufacture.

In the compound represented by the general formulas (N-1), (N-2) and (N-3) contained in the liquid crystal composition, Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are short The sum of the content of the compound as a bond is preferably 50 to 100%, and preferably 60 to 100% with respect to the sum of the content of the compound represented by the general formulas (N-1), (N-2) and (N-3). Is preferable, 65-95% is preferable, and 70-90% is preferable.

The sum of the content of the compound in which ^ZN11 and ^ZN12 are single bonds in the compound represented by the general formula (N-1) contained in the liquid crystal composition is the general formula (N-1), (N-2) and ( The total content of the compound represented by N-3) is preferably 50 to 100%, preferably 60 to 100%, preferably 65 to 95%, and preferably 70 to 90%.

The sum of the contents of the compounds represented by the general formulas (N-1a), (N-1b), (N-1c) and (N-1g) contained in the liquid crystal composition is the general formulas (N-1) and (N With respect to the total content of the compound represented by -2) and (N-3), 50 to 100% is preferable, 60 to 100% is preferable, 65 to 95% is preferable, and 70 to 90% is preferable. .

The sum of the contents of the compound represented by the general formula (N-1-1), (N-1-2), (N-1-3) and (N-1-4) contained in the liquid crystal composition is the general formula With respect to the total content of the compounds represented by (N-1), (N-2) and (N-3), 50 to 100% is preferable, 60 to 100% is preferable, and 65 to 95% is preferable, , 70 to 90% is preferable.

Represented by general formulas (N-1), (N-2) and (N-3) for the sum of the contents of compounds represented by general formulas (N-1), (N-2) and (N-3) The content of the compound in which Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are single bonds in the compound, and Z ^N11 and Z ^N12 in the compound represented by the general formula (N-1) The content of the compound as a single bond, the content of the compound represented by the general formulas (N-1a), (N-1b), (N-1c) and (N-1g), and the general formulas (N-1-1), ( The preferable lower limit of the content of the compound represented by N-1-2), (N-1-3) and (N-1-4) is 50%, 60%, 65%, and 70%. Similarly, preferred upper limits are 100%, 98%, 95%, 93%, 91%, and 90%.

When the liquid crystal display element was created using the liquid crystal composition of the present invention by adjusting the content,

It is preferable that the liquid crystal composition of this invention contains one type or two or more types of the compound represented by general formula (L). The compound represented by the general formula (L) corresponds to an almost genetically neutral compound (Δε value of -2 to 2). For this reason, the number of polar groups, such as halogens, in the molecule is preferably 2 or less, 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 of the alkyl groups or two or more non-adjacent -CH2- are each independently -CH=CH-,- It may be substituted by 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 -CH₂- present in this group or two or more non-adjacent -CH₂-s may be substituted with -O-) and

(b) 1,4-phenylene group (one -CH= present in this group or two or more non-adjacent -CH=s may be substituted 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 Alternatively, one -CH= present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH=s may be substituted with -N=)

Represents a group selected from the group consisting of, and the groups (a), (b) and (c) described above may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom,

Z ^L1 and Z ^L2 are each independently single bond, -CH₂CH₂-, -(CH₂) ₄-, -OCH₂-, -CH₂O-, -COO-, -OCO-, -OCF₂-, -CF₂O-, -CH= NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,

When n ^L1 is 2 or 3 and a plurality of A ^L2 exist, they may be the same or different, and when n ^L1 is 2 or 3 and a plurality of Z ^L3 exist, they may be the same or different, but the general formula (N -1), (N-2) and (N-3) are excluded)

The compound denoted by the general formula (L) may be used alone, or may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to desired performances such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kind of compound to be used is, for example, one type as one embodiment of the present invention. Or in another embodiment of the present invention, there are 2 types, 3 types, 4 types, 5 types, 6 types, 7 types, 8 types, 9 types, and 10 or more types.

In the composition of the present invention, the content of the compound represented by the general formula (L) is the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, seizure, dielectric anisotropy, etc. The enemy needs to adjust accordingly.

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

When the viscosity of the composition of the present invention is kept low and a composition having a fast response speed is required, it is preferable that the above lower limit is high and the upper limit is high. In addition, when the Tni of the composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable that the above-described lower limit is high and the upper limit is high. In addition, 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.

When reliability is important, both R ^L1 and R ^L2 are preferably an alkyl group, when it is important to reduce the volatility of the compound, it is preferably an alkoxy group, and when a decrease in viscosity is important, at least one is an alkenyl group. It is desirable.

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

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

As the alkenyl group, it is preferable that it is selected from groups represented by any one of formulas (R1) to (R5) (black spots 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. In addition, it is desirable to combine compounds of different values in order to meet the properties required as a composition.

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 response speed, and each independently a 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 It is preferable to show a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably to show the following structure,

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 the response speed is important.

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

The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formulas (L-1) to (L-7).

A compound denoted by General 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 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 an alkenyl group having 2 to 5 carbon atoms.

The compound denoted by the general formula (L-1) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

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

When the viscosity of the composition of the present invention is kept low and a composition having a fast response speed is required, it is preferable that the above lower limit is high and the upper limit is high. In addition, when the Tni of the composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable that the above-described lower limit is intermediate and the upper limit is intermediate. In addition, 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 the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formula (L-1-1).

(In the formula, R ^L12 represents the same meaning as the meaning in General Formula (L-1))

The compound represented by the general formula (L-1-1) is preferably a compound selected from the compound group represented by the formula (L-1-1.1) to the formula (L-1-1.3), and the formula (L- It is preferably a compound represented by 1-1.2) or formula (L-1-1.3), and particularly preferably a compound represented by formula (L-1-1.3).

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

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

(In the formula, R ^L12 represents the same meaning as the meaning in General Formula (L-1))

The lower limit of the preferred content of the compound represented by the formula (L-1-2) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 15%, 17%, and 20% Is, 23%, 25%, 27%, 30%, and 35%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, and 33% with respect to the total amount of the composition of the present invention. , 30%.

In addition, the compound represented by the general formula (L-1-2) is preferably a compound selected from the compound group represented by the formula (L-1-2.1) to the formula (L-1-2.4), and the formula ( It is preferably a compound represented by L-1-2.2) to formula (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable because it particularly improves the response speed of the composition of the present invention. In addition, when determining Tni higher than the response rate, it is preferable to use a compound represented by a formula (L-1-2.3) or a formula (L-1-2.4). The content of the compound represented by the formula (L-1-2.3) and (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperatures.

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

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

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the 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, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms.

The lower limit of the preferred content of the compound represented by the formula (L-1-3) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17% Is, 20%, 23%, 25%, and 30%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 40%, 37%, 35%, 33%, and 30% with respect to the total amount of the composition of the present invention. , 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10%.

In addition, the compound represented by the general formula (L-1-3) is preferably a compound selected from the group of compounds represented by the formulas (L-1-3.1) to (L-1-3.13), and the formula ( It is preferably a compound represented by L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because it particularly improves the response speed of the composition of the present invention. In addition, when determining Tni higher than the response rate, the compound represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11), and formula (L-1-3.12) It is preferable to use. The total content of the compound represented by the formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11), and formula (L-1-3.13) refers to the solubility at low temperature. It is not desirable to use 20% or more for good.

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

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

(In the formula, R ^L15 and R ^L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms)

R ^L15 and R ^L16 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms.

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

In addition, the compound represented by general formula (L-1-4) and (L-1-5) is selected from the compound group represented by formula (L-1-4.1) to formula (L-1-5.3) It is preferable that it is a compound, and it is preferable that it is a compound represented by a formula (L-1-4.2) or a formula (L-1-5.2).

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

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), formula (L-1 It is preferable to combine two or more kinds of compounds selected from compounds represented by -3.11) and formula (L-1-3.12), and formula (L-1-1.3), formula (L-1-2.2), formula ( It is preferable to combine two or more types of compounds selected from compounds represented by L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and formula (L-1-4.2), , The lower limit of the preferred content of the total content of these compounds is 1%, 2%, 3%, 5%, 7%, 10%, 13%, relative to the total amount of the composition of the present invention. , 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, the upper limit is 80, relative to the total amount of the composition of the present invention %, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23% , 20%. When the reliability of the composition is important, a combination of two or more compounds selected from compounds represented by formula (L-1-3.1), formula (L-1-3.3) and formula (L-1-3.4)) It is preferable and, in the case where the response speed of the composition is important, it is preferable to combine two or more types of compounds selected from compounds represented by the formula (L-1-1.3) and (L-1-2.2).

The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the 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 the formula (L-1-6) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 15%, 17%, 20% Is, 23%, 25%, 27%, 30%, and 35%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, and 33% with respect to the total amount of the composition of the present invention. , 30%.

Moreover, it is preferable that the compound represented by general formula (L-1-6) is a compound selected from the compound group represented by formula (L-1-6.1) to formula (L-1-6.3).

A compound denoted by General 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 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 1-4 alkoxy groups are preferable.

The compound denoted by the general formula (L-2) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

When the solubility at low temperature is important, the effect is high when the content is set high, whereas when the response speed is important, the effect is high when the content is set low. In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

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

Further, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6), and the formula (L-2.1), It is preferably a compound represented by (L-2.3), formula (L-2.4) and formula (L-2.6).

The compound represented by general 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 General Formula (L))

R ^L31 and R ^L32 each independently preferably have 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 denoted by the general formula (L-3) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

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

In the case of obtaining a high birefringence, the effect is high when the content is set high. Conversely, when the high Tni is emphasized, the effect is high when the content is set low. In addition, in the case of improving the dripping mark or the firing characteristic, it is preferable to set the range of the content in the middle.

In addition, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.7), and the formula (L-3.2) to formula It is preferable that it is a compound represented by (L-3.5).

A compound denoted by General 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 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 number 1 to 4 alkoxy groups are preferred)

The compound denoted by the general formula (L-4) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an 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 required for solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, baking, dielectric anisotropy, etc. You need to adjust the enemy according to the performance.

The lower limit of the preferred content of the compound represented by the formula (L-4) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. The upper limit of the preferred content of the compound represented by the formula (L-4) relative to 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 a compound represented by the formulas (L-4.1) to (L-4.3), for example.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., a compound represented by formula (L-4.1) may be contained, or a compound represented by formula (L-4.2) is contained. May contain both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2), and may be represented by the formula (L-4.1) to the formula (L-4.3) You may contain all of the compounds. The lower limit of the preferred content of the compound represented by formula (L-4.1) or formula (L-4.2) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, 9%, and 11 %, 12%, 13%, 18%, 21%, the preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20% , 18%, 15%, 13%, 10%, and 8%.

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

The compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.4) to (L-4.6), and the compound represented by the formula (L-4.4) desirable.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., a compound represented by formula (L-4.4) may be contained, or a compound represented by formula (L-4.5) may be contained. It may be used, and both of the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) may be contained.

The lower limit of the preferred content of the compound represented by formula (L-4.4) or formula (L-4.5) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, 9%, and 11 %, 12%, 13%, 18%, and 21%. Preferred upper limits are 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% to be.

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

The compound represented by the general formula (L-4) is preferably a compound represented by the formulas (L-4.7) to (L-4.10), and in particular, the compound represented by the formula (L-4.9) is preferred. .

The compound represented by general 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 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 1-4 alkoxy groups are preferable.

The compound denoted by the general formula (L-5) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an 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 required for solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, baking, dielectric anisotropy, etc. You need to adjust the enemy according to the performance.

The lower limit of the preferred content of the compound represented by the formula (L-5) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. The upper limit of the preferred content of the compound represented by the formula (L-5) relative to 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) is preferably a compound represented by the formula (L-5.1) or the formula (L-5.2), and in particular, is a compound represented by the formula (L-5.1). Do.

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

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

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

The compound represented by general formula (L-5) is preferably a compound selected from the group of compounds represented by formulas (L-5.5) to (L-5.7), and in particular, represented by formula (L-5.7). It is preferable that it is a compound to become.

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

The compound denoted by general 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 X ^L62 is preferably a fluorine atom and the other is a hydrogen atom. Do.

The compound denoted by the general formula (L-6) may be used alone, or two or more compounds may be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kinds of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as an embodiment of the present invention.

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

It is preferable that the compound denoted by the general formula (L-6) is a compound denoted by the formulas (L-6.1) to (L-6.9).

Although there is no restriction|limiting in particular in the kind of the compound which can be combined, It is preferable to contain from these compounds 1 type-3 types, and it is more preferable to contain 1 type-4 types. In addition, since the wide molecular weight distribution of the selected compound is also effective for solubility, for example, one type from the compound represented by the formula (L-6.1) or (L-6.2), the formula (L-6.4) or (L One type from the compound represented by -6.5), one type from the compound represented by the formula (L-6.6) or the formula (L-6.7), 1 type from the compound represented by the formula (L-6.8) or (L-6.9) It is preferable to select a kind of compound and to appropriately combine them. Especially, it is preferable to contain the compound represented by a formula (L-6.1), a formula (L-6.3), a formula (L-6.4), a formula (L-6.6), and a formula (L-6.9).

In addition, the compound represented by the general formula (L-6) is preferably a compound represented by the formulas (L-6.10) to (L-6.17), and among them, the compound represented by the formula (L-6.11). It is preferable that it is a displayed compound.

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

The compound denoted by general 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 in the general formula (L) ^L2 and A ^L3 have the same meaning, but the hydrogen atoms on A ^L71 and A ^L72 may each independently be substituted with a fluorine atom, and Z ^L71 has the same meaning as Z ^L2 in the general 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 each independently represent 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, a 1,4-cyclohexylene group or a 1,4-phenylene group is preferable, and the hydrogen atoms on A ^L71 and A ^L72 may each independently be substituted with a fluorine atom, and Z ^L71 is a single bond or COO- Is preferable, a single bond is preferable, and a hydrogen atom is preferable for X ^L71 and X ^L72 .

There is no particular limitation on the types of compounds that can be combined, but they are combined according to required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The kind of compound to be used is, for example, one type, two types, three types, and four types as an 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 required for solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, baking, dielectric anisotropy, etc. You need to adjust the enemy according to the performance.

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

When an embodiment of high Tni of the composition of the present invention is desired, it is preferable to increase the content of the compound represented by formula (L-7), and when an embodiment of low viscosity is required, it is preferable to reduce the content. Do.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.1) to (L-7.4), and is preferably a compound represented by the formula (L-7.2). Do.

In addition, the compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.11) to (L-7.13), and is preferably a compound represented by the formula (L-7.11). Do.

In addition, a compound denoted by a general formula (L-7) is a compound denoted by a formula (L-7.21) to a formula (L-7.23). It is preferable that it is a compound represented by formula (L-7.21).

In addition, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the formula (L-7.31) or/and the formula (L- It is preferably a compound represented by 7.32).

In addition, 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 formula (L-7.41) or/and the formula (L- It is preferably a compound represented by 7.42).

In addition, it is preferable that the compound represented by general formula (L-7) is a compound represented by formula (L-7.51) to formula (L-7.53).

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

Compounds represented by general formulas (i), (ii), general formulas (L-1) to (L-7) and (M-1) to (M-8) with respect to the total amount of the composition of the present invention The lower limit of the preferred content of the sum is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98 %, 99%, and 100%. The upper limit of the preferable content is 100%, 99%, 98%, and 95%.

It is preferable that the composition of the present invention does not contain a compound having a structure in which oxygen atoms such as a peracid (-CO-OO-) structure are bonded to each other in a molecule.

When placing importance on the reliability and long-term stability of the composition, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less, and 1% or less based on the total mass of the composition. It is more preferable, and it is most preferable that it does not contain substantially.

When placing importance on the stability due to UV irradiation, the content of the compound substituted by the chlorine atom is preferably 15% or less, preferably 10% or less, and 8% or less with respect to the total mass of the composition. It is preferable, and it is more preferable to set it as 5% or less, it is preferable to set it as 3% or less, and it is still more preferable that it does not contain substantially.

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% or more with respect to the total mass of the composition, and 90% It is more preferable to use the above, more preferably 95% or more, and it is most preferable to constitute the composition only with a compound having substantially all 6-membered rings in the molecule.

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

When emphasis is placed on improving the viscosity and improving Tni, it is preferable to reduce the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule where the hydrogen atom may be substituted with halogen, and the 2-methyl The content of the compound having a benzene-1,4-diyl group in the molecule is preferably 10% or less, preferably 8% or less, more preferably 5% or less, based on the total mass of the composition. , It is preferable to set it as 3% or less, and it is more preferable not to contain substantially.

Substantially not containing in the present application means not containing except for unintentionally contained water.

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

The average elastic constant (K _AVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, but as its lower limit, 10 is preferable, 10.5 is preferable, 11 is preferable, 11.5 is preferable, and 12 is preferable. And 12.3 is preferable, 12.5 is preferable, 12.8 is preferable, 13 is preferable, 13.3 is preferable, 13.5 is preferable, 13.8 is preferable, 14 is preferable, 14.3 is preferable, and 14.5 is preferable. And, 14.8 is preferable, 15 is preferable, 15.3 is preferable, 15.5 is preferable, 15.8 is preferable, 16 is preferable, 16.3 is preferable, 16.5 is preferable, 16.8 is preferable, and 17 is preferable. And, 17.3 is preferable, 17.5 is preferable, 17.8 is preferable, 18 is preferable, and as the upper limit, 25 is preferable, 24.5 is preferable, 24 is preferable, 23.5 is preferable, and 23 is preferable. , 22.8 is preferable, 22.5 is preferable, 22.3 is preferable, 22 is preferable, 21.8 is preferable, 21.5 is preferable, 21.3 is preferable, 21 is preferable, 20.8 is preferable, and 20.5 is preferable. , 20.3 is preferable, 20 is preferable, 19.8 is preferable, 19.5 is preferable, 19.3 is preferable, 19 is preferable, 18.8 is preferable, 18.5 is preferable, 18.3 is preferable, and 18 is preferable. , 17.8 is preferable, 17.5 is preferable, 17.3 is preferable, and 17 is preferable. When emphasis is placed on reducing power consumption, it is effective to suppress the amount of light of the backlight, and it is preferable to improve the transmittance of light in the liquid crystal display device, and for that purpose, it is preferable to set the value of K _AVG low. It is desirable to set the value of K _AVG high when it is important to improve the response speed.

As the polymerizable compound according to the present invention, the following general formula (P)

(In the general formula (P), R ^p1 is a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, and the hydrogen atom may be substituted with a halogen atom. An alkoxy group having 1 to 15 carbon atoms, an alkenyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, or -Sp ^p2 -P represents ^p2 ,

P ^p1 and P ^p2 are each independently a general formula (P ^p1 -1) to 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, and W ^p11 is a single bond, -O-, -COO ^{-Or a} methylene group, and t ^p11 represents 0, 1 or 2, but when plural R ^p11 , R ^p12 , W ^p11 and/or t ^p11 are present in the molecule, they may be the same or different)

Represents any one of,

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-, -CH₂-, -OCH₂-, -CH₂O-, -CO-, -C₂H₄-, -COO-, -OCO-,- OCOOCH₂-, -CH₂OCOO-, -OCH₂CH₂O-, -CO-NR ^ZP1 -, -NR ^ZP1 -CO-, -SCH₂-, -CH₂S-, -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-, -(CH₂) _z -COO-, -(CH₂)₂-OCO-, -OCO-(CH₂)₂-, -(C=O)-O-( CH₂)₂-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF₂-, -CF₂O-, -OCF₂-, -CF₂CH₂-, -CH₂CF₂-,- CF₂CF₂- or -C≡C- (In the formula, R ^ZP1 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when multiple R ^ZP1 exist in the molecule, they may be the same or different)

Represents,

A ^p2 is 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine -2,5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-di Represents an oxane-2,5-diyl group, but A ^p2 is unsubstituted or is an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or a carbon atom May be substituted with a number of 1 to 12 halogenated alkoxy groups, halogen atoms, cyano groups, nitro groups or -Sp ^p2 -P ^p2 ,

A ^p1 is (A ^p1 -11) to (A ^p1 -19)

(In the formula, it is bonded to Sp ^p1 or Z ^p1 in ★, and bonded to Z ^{p1 in} ★★, and one or two or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms, halogenated with 1 to 12 carbon atoms An alkyl group, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or a group represented by -Sp ^p2 -P ^p2 ) ,

A ^p3 is (A ^p3 -11) to (A ^p3 -19)

(In the formula, ★ is bonded to Z ^p2 , ★★ is bonded to R ^p1 or Z ^p2, and one or two or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms, halogenation of 1 to 12 carbon atoms An alkyl group, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or a group represented by -Sp ^p2 -P ^p2 ) ,

m ^p2 and m ^p3 each independently represent 0, 1, 2 or 3, and m ^p1 and m ^p4 each independently represent 1, 2 or 3, but in the molecule P ^p1 , Sp ^p1 , A ^p1 , Z ^When plural ^p1 , Z ^p2 , A ^p3 and/or R ^p1 exist, they may be the same or different)

The compound represented by is preferred. Further, it is preferable to contain one or two or more of the polymerizable monomers.

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

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

It is preferable that R ^p11 and R ^p12 are each independently a hydrogen atom or a methyl group.

It is preferable that m ^p1 +m ^p4 is 2 or more, and 2 or 3 are preferable.

Z ^p1 and Z ^p2 are each independently a single bond, -OCH₂-, -CH₂O-, -CO-, -C₂H₄-, -COO-, -OCO-, -COOC₂H₄-, -OCOC₂H₄-, -C₂H₄OCO-,- C₂H₄COO-, -CH=CH-, -CF₂-, -CF₂O-, -(CH₂)₂-COO-, -(CH₂)₂-OCO-, -OCO-(CH₂)₂-, -CH=CH-COO -, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH₂)₂-, -OCF₂- or -C≡C- is preferable, and a single bond, -OCH₂-, -CH₂O-,- C₂H₄-, -COO-, -OCO-, -COOC₂H₄-, -OCOC₂H₄-, -C₂H₄OCO-, -C₂H₄COO-, -CH=CH-, -(CH₂)₂-COO-, -(CH₂)₂-OCO- , -OCO-(CH₂)₂-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH₂)₂- or -C≡C- is preferred, Only one present in the molecule is -OCH₂-, -CH₂O-, -C₂H₄-, -COO-, -OCO-, -COOC₂H₄-, -OCOC₂H₄-, -C₂H₄OCO-, -C₂H₄COO-, -CH=CH-, -( CH₂)₂-COO-, -(CH₂)₂-OCO-, -OCO-(CH₂)₂-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO- (CH₂)₂- or -C≡C-, and all others are preferably single bonds, and the only one present in the molecule is -OCH₂-, -CH₂O-, -C₂H₄-, -COO- or -OCO- And it is preferable that all others are single bonds, and it is preferable that all are single bonds.

In addition, only one of Z ^p1 and Z ^p2 present in the molecule is -CH=CH-COO-, -COO-CH=CH-, -(CH₂)₂-COO-, -(CH₂)₂-OCO-,- It is a linking group selected from the group consisting of O-CO-(CH₂)₂-, -COO-(CH₂)₂-, and the others are preferably single bonds.

Sp ^p1 and Sp ^p2 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and -CH₂- in the alkylene group is -O-, -CO as long as oxygen atoms are not directly connected. -, -COO-, -OCO-, -CH=CH-, or -C≡C- may be substituted, and the hydrogen atom in the alkylene group may be substituted with a halogen atom, but a straight-chain C1-10 Alkylene groups or single bonds are preferred.

A ^p2 is preferably a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, or a naphthalene-2,6-diyl group, , 1,4-phenylene group, 1,4-cyclohexylene group, phenanthrene-2,7-diyl group or naphthalene-2,6-diyl group is preferable, and when m ^p2 + m ^p3 is 0, phenanthrene -2,7-diyl group is preferable, and when m ^p2 +m ^p3 is 1, 2 or 3, a 1,4-phenylene group or a 1,4-cyclohexylene group is preferable. A ^p2 may be substituted with a methyl group, ethyl group, methoxy group, ethoxy group, or fluorine atom for one or more hydrogen atoms in the structure in order to improve compatibility with the liquid crystal compound.

A ^p1 is preferably a formula (A ^p1 -15), (A ^p1 -16), (A ^p1 -17) or (A ^p1 -18). A ^p1 may be substituted with a methyl group, ethyl group, methoxy group, ethoxy group, or fluorine atom for one or more hydrogen atoms in the structure in order to improve compatibility with the liquid crystal compound.

A ^p3 is preferably a formula (A ^p1 -14), (A ^p1 -15), (A ^p1 -16), (A ^p1 -17) or (A ^p1 -18). A ^p3 may be substituted with a methyl group, ethyl group, methoxy group, ethoxy group, or fluorine atom for one or more hydrogen atoms in the structure in order to improve compatibility with the liquid crystal compound.

m ^p2 + m ^p3 is preferably 0, 1, 2 or 3, and 1 or 2 is preferable.

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

The preferable lower limit of the total content of the compound represented by the general formula (P) is 0.01%, 0.03%, 0.05%, and 0.08% with respect to the composition containing the compound represented by the general formula (P) of the present application. Is, 0.1%, 0.15%, 0.2%, 0.25%, and 0.3%.

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

If the content is low, the effect of adding the compound represented by the general formula (P) is difficult to appear, and problems such as weakening or weakening over time of the alignment regulating power of the liquid crystal composition occur.If the content is too large, the amount remaining after curing Problems such as increasing, taking time to cure, and deteriorating the reliability of the liquid crystal occur. For this reason, the content is set in consideration of these balances.

The compound denoted by general formula (P) is preferably a compound denoted by general formula (P-1), general formula (P-2), general formula (P-3), and general formula (P-4).

(In the formula, P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 , P ^p32 , P ^p41 and P ^p42 each independently represent the same meaning as P ^p1 in General Formula (P),

Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent the same meaning as Sp ^p1 in General Formula (P),

A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6- Diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5- ^diyl group, but A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently unsubstituted or alkyl group having 1 to 12 carbon atoms, halogenated alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, and number of carbon atoms It may be substituted with 1-12 halogenated alkoxy group, halogen atom, cyano group, nitro group or -Sp ^p2 -P ^p2 in general formula (P),

A ^p41 represents the same meaning as A ^{p1 in} General Formula (P),

A ^p43 represents the same meaning as A ^{p3 in} General Formula (P),

Z ^p21 , Z ^p22 , Z ^p41 and Z ^p42 are single bonds, -O-, -S-, -CH₂-, -OCH₂-, -CH₂O-, -CO-, -C₂H₄-, -COO-, -OCO -, -OCOOCH₂-, -CH₂OCOO-, -OCH₂CH₂O-, -CO-NR ^ZP1 -, -NR ^ZP1 -CO-, -SCH₂-, -CH₂S-, -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-, -(CH₂) _z -COO-, -(CH₂)₂-OCO-, -OCO-(CH₂)₂-, -(C=O)- O-(CH₂)₂-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF₂-, -CF₂O-, -OCF₂-, -CF₂CH₂-, -CH₂CF₂ -, -CF₂CF₂- or -C≡C- (In the formula, R ^ZP1 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when multiple R ^ZP1 exist in the molecule, they may be the same or different. ), but at least one of Z ^p21 and Z ^p22 present in the molecule represents other than a single bond)

P ^{p11, p12} P, P ^{p21, p22} P, P ^{p31, p32} P, P and P ^{p41 p42} is, independently of each other by the same manner as P ^p1 in the formula (P) Formula (P ^p1 -1) ~ formula ( It is preferable that it is any one of P ^p1 -3), (P ^p1 -1) is preferable, and it is preferable that R ^p11 and R ^p12 are each independently a hydrogen atom or a methyl group.

Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and -CH₂- in the alkylene group May be substituted with -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C-, as long as oxygen atoms are not directly connected, and hydrogen in the alkylene group Although the atom may be substituted with a halogen atom, a straight-chain C1-C10 alkylene group or a single bond is preferable.

A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6- A diyl group, a phenanthrene-2,7-diyl group, or a naphthalene-2,6-diyl group is preferable, and a 1,4-phenylene group, 1,4-cyclohexylene group, phenanthrene-2,7-diyl group Or a naphthalene-2,6-diyl group is preferable. In the general formulas (P-1) and (P-2), each independently a 1,4-phenylene group or a 1,4-cyclohexylene group is preferable, and in order to improve compatibility with a liquid crystal compound, in the structure One or two or more hydrogen atoms may be substituted with a methyl group, ethyl group, methoxy group, ethoxy group, or fluorine atom. In the general formula (P-3), a phenanthrene-2,7-diyl group is preferred, and in order to improve compatibility with a liquid crystal compound, one or more hydrogen atoms in the structure are methyl, ethyl, methoxy, ethoxy It may be substituted with a period or a fluorine atom.

Z ^p21 is a single bond, -OCH₂-, -CH₂O-, -CO-, -C₂H₄-, -COO-, -OCO-, -COOC₂H₄-, -OCOC₂H₄-, -C₂H₄OCO-, -C₂H₄COO-, -CH= CH-, -CF₂-, -CF₂O-, -(CH₂)₂-COO-, -(CH₂)₂-OCO-, -OCO-(CH₂)₂-, -CH=CH-COO-, -COO-CH =CH-, -OCOCH=CH-, -COO-(CH₂)₂-, -OCF₂- or -C≡C- is preferred, and a single bond, -OCH₂-, -CH₂O-, -C₂H₄-, -COO- , -OCO-, -COOC₂H₄-, -OCOC₂H₄-, -C₂H₄OCO-, -C₂H₄COO-, -CH=CH-, -(CH₂)₂-COO-, -(CH₂)₂-OCO-, -OCO-(CH₂ )₂-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH₂)₂- or -C≡C- is preferred, and only one present in the molecule is -OCH₂-, -CH₂O-, -C₂H₄-, -COO-, -OCO-, -COOC₂H₄-, -OCOC₂H₄-, -C₂H₄OCO-, -C₂H₄COO-, -CH=CH-, -(CH₂)₂-COO- , -(CH₂)₂-OCO-, -OCO-(CH₂)₂-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH₂)₂- or -C≡C-, and all others are preferably single bonds, and only one present in the molecule is -OCH₂-, -CH₂O-, -C₂H₄-, -COO- or -OCO-, and all others are single bonds It is preferable that it is, and it is preferable that all are single bonds.

In addition, only one of Z ^p21 present in the molecule is -(CH₂)₂-COO-, -(CH₂)₂-OCO-, -O-CO-(CH₂)₂-, -COO-(CH₂)₂- It is a linking group selected from the group consisting of, and the others are preferably single bonds.

As a preferable example of the compound represented by the general formula (P-1) according to the present invention, a polymerizable compound represented by the following formulas (P-1-1) to (P-1-46) can be mentioned.

(In the formula, P ^{p11, p12} P, Sp Sp ^p11 and ^p12 are the same meaning as P ^{p11, p12} P, Sp Sp ^p11 and ^p12 in the formula (P-1))

As a preferred example of the compound represented by the general formula (P-2) according to the present invention, a polymerizable compound represented by the following formulas (P-2-1) to (P-2-12) can be mentioned.

(Wherein, P ^{p21, p22} P, Sp Sp ^p21 and ^p22 represents the meaning of P, such as ^{p21, p22} P, Sp Sp ^p21 and ^p22 in the general formula (P-2))

As a preferred example of the compound represented by the general formula (P-3) according to the present invention, a polymerizable compound represented by the following formulas (P-3-1) to (P-3-15) can be mentioned.

(Wherein, P ^{p31, p32} P, Sp Sp ^p31 and ^p32 represents the general formula (P-3) means P such as ^{p31, p32} P, Sp Sp ^p31 and ^p32 in)

As a preferred example of the compound represented by the general formula (P-4) according to the present invention, a polymerizable compound represented by the following formulas (P-4-1) to (P-4-15) can be mentioned.

(Wherein, P ^{p41, p42} P, Sp Sp ^p41 and ^p42 represents the general formula (P-4) means P such as ^{p41, p42} P, Sp Sp ^p41 and ^p42 in)

In order to further impart vertical orientation, the composition according to the present invention preferably contains a spontaneous orientation compound. The spontaneous orientation compound is a compound that controls the orientation of a liquid crystal composition without using a conventional liquid crystal aligning film such as polyimide on one or both of the substrates.

The spontaneous orientation compound is mainly used by being added to a liquid crystal composition, and a member (electrode (for example, ITO), a substrate (for example, glass substrate, acrylic substrate, transparent substrate, etc.) in direct contact with the liquid crystal layer containing the liquid crystal composition, Flexible substrate, etc.), resin layer (e.g., color filter, alignment layer, overcoat layer, etc.), insulating film (e.g., inorganic material film, SiNx, etc.)), and the homeo of liquid crystal molecules in the liquid crystal layer It has a function of inducing tropic arrangement or homogeneous orientation. In particular, a compound capable of aligning the liquid crystal composition vertically or substantially vertically with respect to the substrate is preferred.

It is preferable that the spontaneous orientation compound has a polymerizable group for polymerization, a mesogenic group similar to a liquid crystal molecule, an adsorbent capable of interacting with a member directly in contact with the liquid crystal layer, and a bent group for inducing alignment of the liquid crystal molecules.

The spontaneous orientation compound is preferably a compound represented by the following general formula (SAL).

(In the above formula, P ^al is a general formula (PI) to a general formula (P-IX)

(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, and W ^p11 is a single bond, -O-, -COO ^-Or represents a methylene group, t ^p11 represents 0, 1 or 2)

Represents a group represented by,

Sp ^al represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, but one of the alkylene groups or two or more non-adjacent -CH₂- are each independently -CH=CH May be substituted by -, -C≡C-, -O-, -CO-, -COO- or -OCO-,

T represents an adsorbent,

MG represents a mesogenic group,

Cg represents a hydrogen atom, the adsorber, the -Sp ^al -P ^al or a linear or branched alkylene group having 1 to 20 carbon atoms, and one of the alkylene groups or two or more not adjacent -CH2- May each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or -OCO-, and all of Cg, MG and T are the polymerizable groups May be substituted with phosphorus -Sp ^al -P ^al -,

n ^sal1 , n ^sal2 and n ^sal3 each independently represent a natural number of 1-5)

The polymerizable group according to the present invention is a group represented by P ^al , and is bonded to other structures either directly or if necessary via a spacer group. It is preferable that the polymerizable group is represented by P ^al -Sp ^al -.

It is preferable that P ^al is a group selected from the group represented by the following general formula (PI) to general formula (P-IX).

(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, and W ^p11 is a single bond, -O-, -COO ^-Or represents a methylene group, t ^p11 represents 0, 1 or 2)

P ^a1 is preferably a group selected from the group represented by the following general formula (PI) to general formula (P-IX), and is preferably a general formula (PI).

In the spontaneous orientation compound according to the present invention, P ^al -Sp ^al -may be bonded to a mesogenic group, an adsorbent and/or a flexor.

In addition, in the spontaneous orientation compound according to the present invention, the polymerizable group is preferably bonded directly to the mesogen group, the adsorber, or the flexor or via a spacer group, and is bonded directly to the mesogenic group or the adsorber or via a spacer group. It is more preferable.

The spacer group (Sp ^al ) is preferably a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, and a single bond or a straight chain alkylene group having 1 to 20 carbon atoms It is more preferable, and it is more preferable to represent a single bond or a straight-chain C2-C10 alkylene group. In addition, in the spacer group (Sp ^al ), one of the alkylene groups or two or more non-adjacent -CH₂- are each independently -CH=CH-, -C≡C-, -O-, You may be substituted by -CO-, -COO-, or -OCO-.

In the spontaneous orientation compound according to the present invention, the number of polymerizable groups (P ^al -Sp ^al -) is preferably 1 or more and 5 or less, more preferably 1 or more and 4 or less, more preferably 2 or more and 4 or less, It is more preferable that it is 2 or 3, and it is even more preferable that it is 2.

The hydrogen atom in P ^al -Sp ^al -may be substituted with a polymerizable group, an adsorption group and/or a bending group.

The mesogenic group according to the present invention refers to a group having a rigid portion, for example, having one or more cyclic groups, preferably having 2 to 4 cyclic groups, and 3 to 4 cyclic groups It is more preferable to have and, if necessary, the cyclic group may be connected with a linking group. The mesogenic group is preferably a skeleton similar to the liquid crystal compound used in the liquid crystal layer.

In addition, in this specification, ``cyclic group'' refers to an atomic group in which constituent atoms are cyclically bonded, and includes a carbocyclic ring, a heterocycle, a saturated or unsaturated cyclic structure, a monocyclic, bicyclic structure, a polycyclic structure, an aromatic, non-aromatic, etc. Include. In addition, the cyclic group may contain at least one hetero atom, and may be substituted by at least one substituent (halogen atom, reactive functional group, organic group (alkyl, aryl, etc.)) In the case where the cyclic group is monocyclic, It is preferable that the mesogenic group contains two or more monocyclic rings.

The mesogenic group is preferably represented by, for example, general formula (AL).

(In the formula, Z ^AL is a single bond, -CH=CH-, -CF=CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -CF₂O-, -OCF₂-,- CH=CHCOO-, -OCOCH=CH-, -CH₂-CH₂COO-, -OCOCH₂-CH₂-, -CH=C(CH₃)COO-, -OCOC(CH₃)=CH-, -CH₂-CH(CH₃)COO -, -OCOCH(CH₃)-CH₂-, -OCH₂CH₂O- or an alkylene group having 1 to 20 carbon atoms, and one of these alkylene groups or two or more non-adjacent -CH₂- is -O-, -COO -Or -OCO- may be substituted,

A ^AL represents a divalent cyclic group,

One or two or more hydrogen atoms in Z ^AL and A ^AL may each independently be substituted with a halogen atom, an adsorbent, P ^al -Sp ^al -or a monovalent organic group,

When a plurality of Z ^AL and A ^AL exist respectively, each may be the same or different from each other, and m ^AL represents an integer of 1 to 5,

In the above formula, * at the left end and * at the right end represent the number of bonds.)

In General Formula (AL), Z ^AL is preferably a single bond or an alkylene group having 2 to 20 carbon atoms, and more preferably a single bond or an alkylene group having 2 to 10 carbon atoms. One of the alkylene groups or two or more non-adjacent -CH2- may be substituted with -O-, -COO-, or -OCO-. In addition, when the purpose of linearity of a rod-shaped molecule is to be achieved, a single bond in which a ring and a ring are directly connected, or a form having an even number of atoms directly connecting the ring and the ring is preferable. For example, in the case of -CH₂-CH₂COO-, the number of atoms directly connecting the ring and the ring is four.

In general formula (AL), the cyclic group is 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2,5-diyl group, 1,3 -Dioxane-2,5-diyl group, tetrahydrothiopyran-2,5-diyl group, thiophene-2,5-diyl group, 1,4-bicyclo (2,2,2) octylene group, deca Hydronaphthalene-2,6-diyl group, pyridin-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, thiophene-2,5-diyl group, 1, 2,3,4-tetrahydronaphthalene-2,6-diyl group, 2,6-naphthylene group, phenanthrene-2,7-diyl group, 9,10-dihydrophenanthrene-2,7-diyl group , 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl group, 1,4-naphthylene group, benzo[1,2-b:4,5-b'] Dithiophene-2,6-diyl group, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl group, [1]benzothieno[3,2-b]ti One selected from the group consisting of an ofen-2,7-diyl group, [1]benzoselenopheno[3,2-b]selenophene-2,7-diyl group, and fluorene-2,7-diyl group It is preferable to show the structure of, and these structures may be unsubstituted or substituted, 1,4-phenylene group, 1,4-cyclohexylene group, 2,6-naphthylene group, or phenanthrene-2,7 -A diyl group is more preferable, and a 1,4-phenylene group or a 1,4-cyclohexylene group is preferable. In addition, one or two or more hydrogen atoms in the cyclic group may be substituted with a halogen atom, an adsorbent, P ^al -Sp ^al -or a monovalent organic group.

In general formula (AL), a monovalent organic group is a group in which a chemical structure is formed by the organic compound being in the form of a monovalent group, and refers to an atomic group formed by removing one hydrogen atom from the organic compound. For example, carbon An alkyl group having 1 to 15 atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms, an alkenyloxy group having 2 to 15 carbon atoms, and the like, and 1 to 15 carbon atoms An alkyl group or an alkoxy group having 1 to 14 carbon atoms is preferable. In addition, one of the alkyl group, alkenyl group, alkoxy group, and alkenyloxy group or two or more non-adjacent -CH2- may be substituted with -O-, -COO-, or -OCO-. Further, the monovalent organic group may have a role as a bending group described later.

In the general formula (AL), m ^AL is preferably an integer of 2 to 4.

A particularly preferred form of the mesogenic groups is represented by the following general formula (AL-1) or (AL-2), and the formula (AL-1) is more preferable.

(In the formula, X ~X ^{al18 a11} are each independently a hydrogen atom, a halogen atom, P ^al -Sp ^al -, adsorber or wave represents a, to ring A and ring B are each independently, a cyclohexane ring or a benzene ring Represents,

And X ^a11 ~X any one or two or more of ^al18 is substituted with the adsorber,

X ^a11 ~X any one or two or more of the ^al18 can be substituted with the winding,

The adsorber and the flexor may be substituted with the P ^al -Sp ^al -,

Each of the general formula (AL-1) or the general formula (AL-2) has one or more of the above P ^al -Sp ^al -)

In the formula (AL-1), X or X ^{a11 a18} at least one or two or more of ~X ^a112 is preferably substituted with an adsorber, and ^a11 X or at least one or two or more of the X ^a110 It is more preferable that it is substituted with an adsorbent. Further, in this case, the adsorbent may be substituted with P ^al -Sp ^al -. In particular, when ring A is a cyclohexane ring, it is preferable that X ^a110 is substituted with an ^adsorbent .

A - in the formula (AL-1), X ^a16 at least one or two or more of ~X ^a114 is preferably substituted by a polymerizable group, and X is either P or X ^{al9 al} -Sp ^al of ^a111 It is more preferable that it is substituted.

In the formula (AL-1), X ~X ^{a11 a13,} X ^a6 ~X ^{a114, a117} X at least one or two or more of the ~X ^a118 is preferably a group which is substituted with bending, and X ^{a11 a13} ~X , X ^a6 ~X ^a19, it is preferable that at least one or two or more of X or X ^{a117 a114 a111} ~X ~X ^a118 is substituted with a winding. ^A11 and X is substituted with a bend, it is also more preferably substituted with any one member of the winding X or X ^a6 ~X ^{a19 a111 a114} ~X. In this case, it is more preferable that the bending group at X ^a11 of the former is the more carbon atom number than the latter bending group. The bending group may be substituted with P ^al -Sp ^al -.

In the above formula (AL-2), it is preferable that at least one or two or more of X ^a11 or X ^{a16 to} X ^a110 is substituted with an adsorbent, and more preferably X ^a11 or X ^a18 is substituted with an ^adsorbent. Do. Further, in this case, the adsorbent may be substituted with P ^al -Sp ^al -. In particular, when ring A is a cyclohexane ring, it is preferable that X ^a18 is substituted with an ^adsorbent .

In the formula ^{(AL-2), X al6} ~X a110 of any one kind or two or more of the P ^al -Sp ^al - either one of the desirable, ^al7 and X or X ^a19, which is substituted by a P ^al - It is more preferable that it is substituted with Sp ^al -.

In the formula ^{(AL-2), X a16} ~X at least one or two or more of the P ^{a110 al} -Sp ^al -, and is preferably substituted by X or X ^{a17 a14} P either one of the ^al- It is more preferable that it is substituted with Sp ^al -.

In the above formula (AL-2), it is preferable that at least one or two or more of X ^{a11 to} X ^a17 or X ^{a9 to} X ^a114 are substituted with a bending group, and X ^a11 , X ^{a4 to} X ^a17 or X ^a19 in that at least one or two or more of ~X ^a112 is substituted with a winding is preferred. ^A11 X is substituted with a winding, and is also more preferably substituted with any one member of the winding X or X ^al4 ~X ^{a17 a19} ~X ^a112. In this case, it is more preferable that the bending group at X ^a11 of the former is the more carbon atom number than the latter bending group. The bending group may be substituted with P ^al -Sp ^al -.

As a preferred form of the mesogenic group, the following formulas (AL-1-1) to (AL-2-3) are exemplified. General formula (AL) is a structure in which two hydrogen atoms in these structures are removed.

One or two or more hydrogen atoms in the cyclohexane ring, benzene ring, pyran ring, or dioxane ring in these general formulas (AL-1-1) to (AL-2-3) are halogen atoms, P ^al -Sp ^al -, a monovalent organic group (for example, an alkyl group having 1 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms), an adsorbent or a bending group may be substituted.

Preferred forms among the mesogenic groups are general formula (AL-1-1), general formula (AL-1-4), general formula (AL-1-7), general formula (AL-2-1), or general formula It is a structure represented by (AL-2-3), a structure represented by a general formula (AL-1-4), a general formula (AL-1-7) or a general formula (AL-2-3), and a general formula It is a structure represented by (AL-1-4) or a general formula (AL-1-7).

The adsorber according to the present invention is a group having a role of adsorbing with an adsorption medium such as a substrate, a film, and an electrode. Adsorption is generally classified by chemical adsorption to make a chemical bond (covalent bond, ionic bond, or metal bond) between the adsorption medium and the adsorbent, or by physical adsorption other than the chemical adsorption. Either chemical adsorption or physical adsorption may be used, but it is preferable to adsorb with the adsorption medium by physical adsorption. Therefore, it is preferable that the adsorbent according to the present invention is a group capable of physically adsorbing the adsorbent, and more preferably, the adsorbent is bonded to the adsorbent by intermolecular force. Examples of the form of bonding with the adsorption medium by the intermolecular force include those that are bonded to the adsorption medium by interactions such as a permanent dipole, a permanent quadrupole, a dispersing force, a charge transfer force, or hydrogen bonding. As a preferred form of the adsorber according to the present invention, a form capable of being bonded to the adsorption medium by hydrogen bonding is mentioned. In this case, the adsorbent according to the present invention may be a donor or acceptor of a proton through a hydrogen bond, or may be both.

The adsorbent according to the present invention is preferably a group containing a polar element having an atomic group in which a carbon atom and a hetero atom are connected. The polar element used herein refers to an atomic group in which a carbon atom and a hetero atom are directly connected. The hetero atom is preferably at least one selected from the group consisting of N, O, S, P, B, and Si, preferably at least one selected from the group consisting of N, O and S, and N and O It is preferable that it is at least 1 type selected from the group consisting of, and it is preferable that it is O.

Further, in the spontaneous orientation compound according to the present invention, the valence of the polar element according to the present invention is not particularly limited, such as monovalent, divalent, trivalent, etc., and the number of polar elements in the adsorbent is not particularly limited.

In the spontaneous orientation compound according to the present invention, the adsorbent is preferably 1 to 8 per molecule, more preferably 1 to 4, and still more preferably 1 to 3.

In addition, the adsorber according to the present invention, P ^al -Sp ^al -and the flexor are excluded.

The adsorber according to the present invention comprises one or more polar elements, and the adsorber is roughly classified into a cyclic group type and a chain group type. The cyclic group type is a type including a cyclic group having a cyclic structure including a polar element in its structure, and the chain group type does not include a cyclic group having a cyclic structure including a polar element in the structure. The chain group is a form having a polar element in the linear or branched chain phase, and may have a cyclic structure in which a polar element is not included in a part thereof.

That the adsorbent according to the present invention includes a cyclic group means that at least one polar element is included in the cyclic atomic arrangement. In addition, the cyclic group in this specification is as described above. Therefore, in the case where the adsorbent according to the present invention is of a form containing a cyclic group, only the cyclic group containing a polar element may be included, and the entire adsorber may be branched or linear.

The adsorbent according to the present invention in the form of a chain group means that there is no cyclic atomic arrangement including a polar element in the molecule, and at least one polar element is contained in a linear atomic arrangement (which may be divided). Means. In addition, a chain group in this specification refers to an atomic group in which the constituent atoms are linearly bonded (which may be branched) without a cyclic atomic arrangement in the structural formula, and refers to an acyclic group. In other words, it refers to a linear or branched aliphatic group, and may contain either a saturated bond or an unsaturated bond, for example, an alkyl, alkenyl, alkoxy, ester, ether, or ketone, and at least one It is a concept which may be substituted by a substituent (reactive functional group (vinyl group, acryl group, methacrylic group, etc.) or a chain organic group (alkyl, cyano, etc.). In addition, the chain group of the present invention is either linear or branched. It may be.

The adsorbent according to the present invention preferably has a chain group or a cyclic group, and when the adsorption ability is important, a chain group is preferable, and a cyclic group is preferable from the viewpoint of stability to the liquid crystal composition.

When the adsorbent according to the present invention is a cyclic group, a heteroaromatic group having 3 to 20 carbon atoms (including a fused ring) or a hetero aliphatic group having 3 to 20 carbon atoms (including a fused ring) is more preferable. , A heteroaromatic group having 3 to 12 carbon atoms (including a fused ring) or a hetero aliphatic group having 3 to 12 carbon atoms (including a fused ring) is more preferable, and a 5-membered heteroaromatic group, a 5-membered heterocyclic group It is more preferable to represent an aliphatic group, a 6-membered heteroaromatic group or a 6-membered heteroaliphatic group, and the hydrogen atom in these ring structures is substituted with a halogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, or an alkyloxy group. May be.

When the adsorbent according to the present invention is a chain group, it is preferable that a hydrogen atom or -CH₂- in a linear or branched alkyl group having 1 to 20 carbon atoms is substituted with a polar element, and one of the alkyl groups or adjacent Two or more -CH2- which are not present may be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or -OCO-. Further, when the adsorbent according to the present invention is a chain group, it is preferable to include a polar element at the end or to include two or more polar elements.

The hydrogen atom of the adsorbent according to the present invention may be substituted with a polymerizable group.

Types of the polar element according to the present invention, specifically, include a polar element containing an oxygen atom (hereinafter, an oxygen-containing polar element), a polar element containing a nitrogen atom (hereinafter, a nitrogen-containing polar element), and a phosphorus atom. A polar element (hereinafter, referred to as a polar element), a polar element containing a boron atom (hereinafter, referred to as a boron polar element), a polar element containing a silicon atom (hereinafter, referred to as a silicon-containing polar element), or a polar element containing a sulfur atom It is preferably a partial structure represented by (hereinafter, a sulfur-containing polar element), and from the viewpoint of adsorption ability, a nitrogen-containing polar element, a nitrogen-containing polar element, or an oxygen-containing polar element is more preferable, and an oxygen-containing polar element is more preferable.

Examples of the oxygen-containing polar element include a hydroxyl group (-OH), an alkylol group (-R ^t -OH; R ^t is an alkylene group), an alkoxy group (-OR; however, R is an alkyl group), formyl group (-CHO), and carboxyl group. (-COOH), an ether group; group ^{(-R t -C (= O (} -R t oR t ' stage, R ^t, R ^t' represents an alkylene group or an alkenylene group),) ^t -R '; However, R ^t, R ^t 'represents an alkylene group or an alkenylene group), a carbonate group (-OC (= O) -O-), and ester group (-COOR ^t' -; only R ^t 'represents an alkylene group or alkenylene It is preferable that at least one group selected from the group consisting of ren group) or a group connected to the carbon atom is the group.

Examples of the nitrogen-containing polar element include cyano group (-CN), primary amino group (-NH2), secondary amino group (-NH-), tertiary amino group (-NRR'; however, R and R'are alkyl groups), and pyri It is preferable that at least one group selected from the group consisting of a diyl group, a carbamoyl group (-CONH2) and a ureido group (-NHCONH2), or a group connected to the carbon atom.

As the above-mentioned polarity element, at least one group selected from the group consisting of a phosphinyl group (-CX ₂ -P(=O)H ₂ ) and a phosphoric acid group (-CX ₂ -OP(=O)(OH) ₂ ) Or it is preferable that the group is a group connected to a carbon atom.

The boron-containing polar element is preferably a group in which a boric acid group (-B(OH) ₂ ) is connected to a carbon atom.

Examples of the silicon-containing polar element include -Si(OH)3 group or -Si(OR)(OR')(OR"); However, it is preferable that R, R'and R'' are groups in which an alkyl group) group is connected to a carbon atom.

Examples of the sulfur-containing polar elements include mercapto group (-SH), sulfide group (-S-), sulfinyl group (-S(=O)-), sulfonyl group (-SO₂-), and sulfonamide group (-SO₂NH₂) , At least one group selected from the group consisting of a sulfonic acid group (-SO3H) and a sulfino group (-S(=O)OH) or a group in which the group is connected to a carbon atom is preferable.

Therefore, in the adsorbent according to the present invention, a cyclic group is a group having an oxygen-containing polar element (hereinafter, an oxygen-containing cyclic group), a cyclic group is a group having a nitrogen atom polarity element (hereinafter, a nitrogen-containing cyclic group), and a cyclic group A group having a phosphorus polar element (hereinafter, referred to as a phosphorus cyclic group), a cyclic group having a boron-containing polar element (hereinafter, a boron-containing cyclic group), a cyclic group having a silicon-containing polar element (hereinafter referred to as a silicon-containing ring Tableware), a cyclic group having a sulfur-containing polar element (hereinafter, a sulfur-containing cyclic group), a chain group having an oxygen-containing polar element (hereinafter, an oxygen-containing chain group), a chain group having a nitrogen atom polar element Group (hereinafter, referred to as nitrogen-containing chain group), a group having a polar element containing a chain group (hereinafter, referred to as a chain group), a group having a chain group having a boron-containing polar element (hereinafter referred to as a boron-containing chain group), a chain group (A) One or two or more groups selected from the group consisting of a group having a silicon-containing polar element (hereinafter, a silicon-containing chain group) and a chain group consisting of a group having a sulfur-containing polar element (hereinafter, a sulfur-containing chain group), or It is preferable to contain this group, and it is more preferable to contain one or more groups selected from the group consisting of an oxygen-containing cyclic group, a sulfur-containing cyclic group, an oxygen-containing chain group, and a nitrogen-containing chain group from the viewpoint of adsorption ability.

As the adsorber according to the present invention, a group represented by the following general formula (T) is preferable.

(In the above general formula (T), X is ^t1, represents an alkyl group or -NH₂ on 1 to 18 carbon atoms, a linear or branched, a hydrogen atom in the alkyl group is a cyano group, P ^al -Sp ^al - which may be substituted by Alternatively, -CH₂- of the alkyl group may be substituted with -O-, -COO-, -C(=O)-, -OCO-, -CH=CH- so that oxygen atoms are not directly adjacent,

Wherein R ^t1 is a hydrogen atom, an alkyl group of 1 to 5 carbon atoms, or Z ^t1 and if the number of carbon atoms of 1 to 8 carbon atoms which may be straight chain or combined with an alkylene group or Z ^t1 on the branch being coupled 2-8 a linear or represents an alkenylene group on the branch, the ^t2 Z is a single bond, the carbon atom number of 1 to 18 or a linear alkylene group or a carbon atom in the number of branches of 2 to 18 represents a straight chain or branched alkenylene on , -CH2- of the alkylene group or the alkenylene group may be substituted with -O-, -COO-, -C(=O)-, -OCO- so that oxygen atoms are not directly adjacent,

Z ^t1 represents a single bond, a linear or branched alkylene group having 1 to 18 carbon atoms, or a linear or branched alkenylene group having 2 to 18 carbon atoms, and -CH₂- of the alkylene group is directly an oxygen atom. May be substituted with -O-, -COO-, -C(=O)-, -OCO- so that they are not adjacent, and X ^t1 is a -Z ^t2 -OR ^at group, and R ^at is an alkylene group or an alkenylene group. In this case, the hydrogen atom of Z ^t1 may be substituted and bonded to R ^t1 .

W ^t0 represents a linear or branched alkylene group having 1 to 18 carbon atoms, and -CH₂- of the alkylene group is -O-, -CH=CH-, -COO-,-so that oxygen atoms are not directly adjacent. C(=O)-, -OCO- may be substituted, and the hydrogen atom of the alkylene group may be substituted with the general formula (T),

W ^t1 represents a single bond or a linear or branched alkylene group, and -CH₂- of the alkylene group is -O-, -COO-, -C(=O)-, -OCO- so that oxygen atoms are not directly adjacent. May be substituted with

n ^t1 represents an integer of 0 or more and 4 or less,

The hydrogen atom in the molecule may be substituted with the polymerizable group P ^al -Sp ^al -, * represents the number of bonds, and is bonded to a mesogenic group, a polymerizable group, a bending group or a spacer group)

In the general formula (T), preferred X ^t1 represents a linear or branched alkyl group having 1 to 17 carbon atoms, a -NH2 or -Z ^t2 -OR ^t1 group, and a hydrogen atom in the alkyl group is a cyano group, P ^al -Sp ^al - and be substituted by the R ^t1 is a hydrogen atom, a carbon atom can be bonded with the carbon atom to which 1 to 5 alkyl group, or Z ^t1 1~8 a linear or branched alkyl group or on the Z ^t1 Represents a linear or branched alkenylene group having 2 to 8 carbon atoms which may be bonded to, and Z ^t2 is a single bond, a linear or branched alkylene group having 1 to 18 carbon atoms, or a 2 to 18 carbon atom Represents a linear or branched alkenylene group of two, and -CH₂- of the alkylene group or the alkenylene group is -O-, -COO-, -C(=O)-, -OCO- so that oxygen atoms are not directly adjacent. It may be substituted.

In the general formula (T), as a form in which the adsorber (general formula (T)) may be substituted with an adsorber (general formula (T)), the general formula (T) is represented by the following general formula (t). Can be raised.

(In the general formula (t), X ^t1 , Z ^t1 , W ^t1 and n ^t1 are the same as the symbols in the general formula (T),

W ^t2 represents a single bond or a divalent to tetravalent organic group,

m ^t1 represents an integer of 1 or more and 3 or less, the hydrogen atom in the molecule may be substituted with the polymerizable group P ^al -Sp ^al -, * indicates the number of bonds, and bonded to a mesogenic group, a polymerizable group, a bending group or a spacer group do)

"-W ^t2 -Any" in the general formula (t) indicates that W ^t2 represents a single bond to a polyvalent group, and that the number of bonds is monovalent to polyvalent (Any).

In the above general formula (t), a bivalent organic group is a group in which a chemical structure is formed by the organic compound being in the form of a bivalent group, and is formed by removing 2 to 4 hydrogen atoms from the organic compound. Refers to an atomic group.

In the general formula (t), -W ^t2 -Any, which is a divalent to tetravalent organic group, is preferably a chain organic group, for example, a linear or branched alkylene group having 1 to 10 carbon atoms ( -CH₂- of the alkylene group may be substituted with -O-, -COO-, -C(=O)-, -OCO- so that oxygen atoms are not directly adjacent), linear or branched carbon atoms from 1 to 10 alkylene polyvalent groups (-CH₂- of the alkylene group may be substituted with -O-, -COO-, -C(=O)-, -OCO- so that oxygen atoms are not directly adjacent), -PH-, -POH-, -NH-, nitrogen atom, phosphorus atom, etc. are mentioned. The said alkylene polyvalent group refers to a trivalent or tetravalent group formed by removing 1 to 2 more hydrogen atoms from the alkylene group, and refers to a trivalent or tetravalent group having a free valency in a so-called hydrocarbon chain.

The group represented by the general formula (t) is a preferred embodiment of W ^{t0 in} the general formula (T), that is, a type in which the adsorber (general formula (T)) may be substituted with the adsorber (general formula (T)). As an aspect, and as a preferred form of the group represented by the general formula (t), for example, when W ^t2 is a trivalent organic group, that is, when mt1' is 2, and W ^t2 is a nitrogen atom or an alkylene polyvalent group, For example, the following general formula (ta) or (tb) can be mentioned.

(In the above formulas (ta) and (tb), R ^tc is represented by a hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms or a polymerizable group P ^al -Sp ^al -,

Z ^t1 and Z ^t1' each independently represent the same meaning as Z ^t1 in General Formula (T),

X ^t1 and X ^t1' each independently represent the same meaning as Z ^t1 in General Formula (T),

W ^t1 represents the same meaning as W ^t1 in General Formula (T),

n ^t1 and n ^t1' each independently represent the same meaning as n ^t1 in General Formula (T),

The hydrogen atom in the molecule may be substituted with the polymerizable group P ^al -Sp ^al -, * represents the number of bonds, and is bonded to a mesogenic group, a polymerizable group, a bending group or a spacer group)

In the general formula (t), for example, when -W ^t2 -Any is a tetravalent organic group, that is, when mt1' is 3, and -W ^t2 -Any is an alkylene polyvalent group, for example, the following general formula (tc) is mentioned.

(In the formula (tc), Z ^t1 , Z ^t1' and Z ^t1'' each independently represent the same meaning as Z ^t1 in General Formula (T),

X ^t1 , X ^t1' and X ^t1'' each independently represent the same meaning as X ^t1 in General Formula (T),

W ^t1 represents the same meaning as W ^t1 in General Formula (T),

n ^t1 , n ^t1' and n ^t1'' each independently represent the same meaning as n ^t1 in the general formula (T), and a hydrogen atom in the molecule may be substituted with the polymerizable group P ^al -Sp ^al -, * Represents the number of bonds, and is bonded to a mesogenic group, a polymerizable group, a bending group or a spacer group)

In the general formula (t), mt1' is preferably 1 or 2, and mt1' is more preferably 1. In addition, among the forms represented by the general formula (t-a), the general formula (t-b), and the general formula (t-c), the form represented by the general formula (t-a) is preferable.

In the general formula (t), -W ^t2 -Any is preferably a single bond or a divalent to trivalent organic group, and a single bond, linear or branched alkylene group having 1 to 8 carbon atoms (corresponding alkylene group -CH₂- of may be substituted with -O- so that oxygen atoms are not directly adjacent to each other), linear or branched alkanetriyl group having 1 to 8 carbon atoms (-CH₂- of the alkanetriyl group is not directly adjacent to an oxygen atom. So that it may be substituted with -O-) or a linear or branched alkyl-ylidene group (-CH2- of the alkyl-ylidene group may be substituted with -O- so that the oxygen atom is not directly adjacent) is more preferable. For example, the following groups are mentioned.

(In the above formula, R ^tc represents an alkyl group having 1 to 8 carbon atoms or a polymerizable group (P ^al -Sp ^al -), nt0 represents an integer of 1 to 7, and * represents the number of bonds.) , You may substitute a polymerizable group (P ^al -Sp ^al -) with the hydrogen atom of W ^t2 .

In the general formula (t), it is preferable that mt1 represents 1 or 2.

In the general formula (T) or (t), W ^t1 represents a single bond or a linear or branched alkylene group having 1 to 8 carbon atoms (a single bond or a linear or branched alkylene group, -CH2- of the alkylene group is preferably substituted with -O-, -COO-, -C(=O)-, -OCO- so that oxygen atoms are not directly adjacent to each other, and is preferably a single bond or a straight chain or To represent a branched alkylene group having 1 to 7 carbon atoms (a single bond or a linear or branched alkylene group, and -CH₂- of the alkylene group may be substituted with -O- so that oxygen atoms are not directly adjacent) More preferable. In addition, W ^t1 may be bonded by substitution with a mesogenic group, a polymerizable group, or a hydrogen atom of a bending group.

In the general formula (T) or (t), X ^t1 includes a form that does not bond with Z ^t1 (chain group), and X ^t1 is a form that combines with Z ^t1 to form a ring (cyclic group). Are doing.

In the former form, a linear or branched alkyl group having 1 to 8 carbon atoms, a -NH₂, -Z ^t2 -OR ^t1 group, or a linear or branched alkyl group having 1 to 7 carbon atoms substituted with a cyano group A linear or branched alkyl group having 1 to 7 carbon atoms, a -Z ^t2 -OR ^t1 group, or a linear or branched alkyl group having 1 to 7 carbon atoms substituted with a cyano group is more preferable. Further, in the former form, each of R ^t1 independently represents a hydrogen atom and an alkyl group having 1 to 5 carbon atoms, and Z ^t2 is a single bond, a linear or branched alkyl group having 1 to 10 carbon atoms. A ene group or a linear or branched alkenylene group having 2 to 10 carbon atoms is preferable (the alkylene group or -CH₂- of the alkenylene group is -O-, -COO-, -C( =O)-, may be substituted with -OCO-).

In the latter form, nt1 is 1 or more, X ^t1 is -Z ^t2 -OR ^t1 , and R ^t1 is a linear or branched alkylene group having 1 to 7 carbon atoms or a straight chain having 2 to 7 carbon atoms or It is a branched alkenylene group, and it is preferable that the hydrogen atom of Z ^t1 is substituted and bonded to R ^t1, and for example, it is preferably represented by the following general formula (T').

(In the general formula (T'), R ^t1' each independently represents a linear or branched alkylene group having 1 to 8 carbon atoms, or a linear or branched alkenylene group having 2 to 8 carbon atoms,

Each of Z ^t2' independently represents a single bond, a linear or branched alkylene group having 1 to 10 carbon atoms, or a linear or branched alkenylene group having 2 to 10 carbon atoms, and the alkylene group or the alkenyl -CH₂- of the ren group may be substituted with -O-, -COO-, -C(=O)-, -OCO- so that oxygen atoms are not directly adjacent,

Z ^t1' represents a linear or branched alkylene trivalent group having 1 to 18 carbon atoms or a linear or branched alkenylene trivalent group having 1 to 18 carbon atoms, and the alkylene trivalent group or alkenylene 3 The following -CH₂- may be substituted with -O-, -COO-, -C(=O)- or OCO- so that oxygen atoms are not directly adjacent,

W ^t2 represents a single bond or a divalent to tetravalent organic group,

-W ^t1 -represents a single bond or a linear or branched alkylene group, and -CH₂- of the alkylene group is -O-, -COO-, -C(=O)-,-so that oxygen atoms are not directly adjacent. May be substituted with OCO-,

n ^t1' represents an integer of 1 or more and 4 or less,

m ^t1' represents an integer of 1 or more and 3 or less, hydrogen atoms in the molecule may be substituted with the polymerizable group P ^al -Sp ^al -, * indicates the number of bonds, and a mesogenic group, a polymerizable group, a bent group or a spacer group Combine)

The said alkylene trivalent group refers to a trivalent group formed by removing one more hydrogen atom from an alkylene group. The alkenylene trivalent group refers to a trivalent group formed by excluding one more hydrogen atom from the alkenylene group, and includes a trivalent group having a free valency in the so-called hydrocarbon chain, such as an alkanetriyl group or an alkyl-ylidene group. do.

In the general formula (T), X is Z when ^t1 of the type (chain dishes) are not combined with ^{t1, t1} Z is a single bond, 1 to 12 carbon atoms, a linear or branched alkylene group or a carbon atom in the A number of 2 to 12 linear or branched alkenylene groups are shown, and -CH2- of the alkylene group may be substituted with -O-, -COO-, -C(=O)-, or -OCO-.

In the general formula (T), X ^t1 is the same as the general formula (T') in the case of a form (cyclic group) bonded to Z ^t1 .

In the general formula (T), nt1 preferably represents an integer of 0 or more and 3 or less, and more preferably nt1 represents an integer of 0 or more and 2 or less.

The general formula (T) is selected from the group consisting of a cyclic group represented by the general formula (T-1-1) to (T-4-1) and a chain group represented by the general formula (T-5-1). It is preferable that it is at least 1 type to become. When the adsorbent represented by the general formula (T) according to the present invention selects a cyclic group, from the viewpoint of adsorption ability and compatibility with the liquid crystal composition, general formula (T-1-1) or general formula (T-2-1) This is desirable. When the adsorbent represented by the general formula (T) according to the present invention selects a chain group, the general formula (T-5-1) is preferable from the viewpoint of the adsorption ability and stability to the liquid crystal composition.

(In the formula, X ^a and X ^b each independently represent -O-, -S- or CH₂-,

R ^t5 represents a linear or branched alkyl group having 1 to 8 carbon atoms, a cyanoalkyl group, or a linear or branched alkoxy group having 1 to 8 carbon atoms, and at least two or more of these alkyl groups -CH2- are oxygen -CH=CH-, -C≡C-, -O- or -NH- may be substituted so that the atoms are not directly adjacent,

Z ^t3 represents a single bond, a linear or branched alkylene group having 1 to 18 carbon atoms, or a linear or branched alkenylene group having 2 to 18 carbon atoms, and -CH2 of the alkylene group or the alkenylene group -May be substituted with -O-, -COO-, -C(=O)-, -OCO- so that oxygen atoms are not directly adjacent,

W ^t2 represents a single bond or a monovalent to tetravalent organic group,

W ^t1 represents a single bond or a linear or branched alkylene group,

n ^t1 represents an integer of 0 or more and 4 or less,

mt1 represents an integer of 1 or more and 3 or less, the hydrogen atom in the molecule may be substituted with the polymerizable group P ^al -Sp ^al -, * indicates the number of bonds, and is bonded to a mesogenic group, a polymerizable group, a bending group or a spacer group )

The general formula (T-1-1) ~ according to (T-4-1), either one of X or X ^{ta tb,} and that it is preferably -O-, more preferably an X ^ta and ^tb X is -O- desirable.

The following groups are mentioned as a specific example of the said general formula (T-1-1)-(T-4-1).

Is represented by a hydrogen atom in the molecule is the polymerizable group P ^al -Sp ^al - - (In the formula, R ^tc is a hydrogen atom, an alkyl group of 1 to 7 carbon atoms or a polymerizable group P ^al -Sp ^al may be substituted by And * represents the number of bonds, and bonds to a mesogenic group, a polymerizable group, a bending group or a spacer group)

It is preferable that said general formula (T-5-1) represents a general formula (T-5-2).

(Wherein the general formula (T-5-2), W ^t1 represents the same meaning as W in the formula ^t1 (T-5), R and R ^{t51 t52} is it each independently be from 1 to 8 carbon atoms Represents a linear or branched alkyl group or cyanoalkyl group, and at least two or more of -CH₂- in these alkyl groups are -CH=CH-, -C≡C-, -O-, or -NH May be substituted with -, and R ^tc is represented by a hydrogen atom, an alkyl group having 1 to 7 carbon atoms, or a polymerizable group P ^al -Sp ^al -, and n ^t1 , n ^t2 and n ^t3 are each independently 0 or 1 And the hydrogen atom in the molecule may be substituted with P ^al -Sp ^al -)

As a specific example of the said general formula (T-5-1), the following groups are mentioned.

Is represented by a hydrogen atom in the molecule is the polymerizable group P ^al -Sp ^al - - (In the formula, R ^tc is a hydrogen atom, an alkyl group of 1 to 7 carbon atoms or a polymerizable group P ^al -Sp ^al may be substituted by And * represents the number of bonds, and bonds to a mesogenic group, a polymerizable group, a bending group or a spacer group)

Is represented by a hydrogen atom in the molecule is the polymerizable group P ^al -Sp ^al - - (In the formula, R ^c is a hydrogen atom, an alkyl group of 1 to 7 carbon atoms or a polymerizable group P ^al -Sp ^al may be substituted by (* represents the number of bonds, and bonds to a mesogenic group, a polymerizable group, a flexor or a spacer group)

In addition, as the self-aligning compound of the present application, the polar group is preferably not a hydroxyl group (alcoholic, phenolic, -COOH, -SO2(OH), etc.).

In the spontaneous orientation compound according to the present invention, it is preferable to localize a polar element included in the adsorber group or a polar element included in the polymerizable group. The adsorbent is an important structure in order to vertically align the liquid crystal composition, and when the adsorbent and the polymerizable group are adjacent to each other, a better orientation is obtained and a good solubility in the liquid crystal composition is exhibited. Specifically, a form having a polymerizable group and an adsorption group on the same ring of the mesogenic group is preferable. In this case, one or more polymerizable groups and one or more adsorbents are each bonded on the same ring, and at least one of at least one of the at least one polymerizable group or at least one of the at least one adsorbent is bonded to the other, and It includes a form having a polymerizable group and an adsorbent group. Further, in this case, the hydrogen atom of the spacer group of the polymerizable group may be substituted with an adsorption group, and a form in which the hydrogen atom of the molecule of the adsorbent group is bonded to the spacer group of the polymerizable group is also included.

In addition, in the spontaneous orientation compound according to the present invention, at least one hydrogen atom of the polymerizable group may be substituted with an adsorbent group. As a preferred form in this case, a polymerizable group P ^al or, if necessary, a form in which at least one hydrogen atom of Sp ^al connected to the polymerizable group is substituted with an adsorber, and a more preferred form is a polymerizable group (P ^a1- The form in which at least one hydrogen atom in Sp ^a1 -) is substituted with an adsorber represented by the general formula (T) is mentioned.

For example, the following formula (T-1-1.1), (T-6-1.1), or (T-5-1.1) is mentioned as a suitable form in which an adsorbent and a polymerizable group are connected.

(In the above formula, R ^t11a , R ^t16a and R ^t151a each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R ^t151b and R ^t151c are each independently an alkyl group having 1 to 3 carbon atoms , Represents a cyanoalkyl group having 1 to 3 carbon atoms,

X ^a and X ^b represent -O-, -S- or -CH₂-,

L ^t151a and L ^t151a each independently represent a methylene group, an ethylene group, a propylene group, a vinylidene group, a vinylene group, an isopropenylene group or an ethylidene group,

n ^t11c , n ^t151c , n ^t16c , n ^t151d , n ^t151e , n ^t151f and n ^t151g each independently represent 0 or 1, and n ^t11a , n ^t11b , n ^t16a , n ^t16b , n ^t151a and n ^t151b are respectively Independently, an integer of 1 to 11 is represented, and * represents the number of bonds to a mesogenic group)

In said formula (T-1-1.1), it is preferable that either one of X ^a or X ^b is -O-, and it is more preferable that X ^ta and X ^tb are -O-.

In the formula (T-5-1.1), L ^t151a and L ^t151a are each independently preferably a methylene group, an ethylene group, a vinylidene group, a vinylene group, an isopropenylene group, or an ethylidene group.

In the above formulas (T-1-1.1), (T-6-1.1) and (T-5-1.1),

n ^t11a , n ^t11b , n ^t16a , n ^t16b , n ^t151a and n ^t151b are each independently, preferably an integer of 1 to 8, and more preferably an integer of 1 to 5.

The bending group according to the present invention has a function of inducing the alignment of liquid crystal molecules, and preferably represents a linear or branched alkylene group having 1 to 20 carbon atoms, and is a linear alkyl group having 1 to 20 carbon atoms. It is more preferable to represent a ene group, and it is more preferable to represent a linear C2-C15 alkylene group. In addition, one of the alkylene groups or two or more non-adjacent -CH2- are each independently -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or- It may be substituted by OCO-.

From the viewpoint that the spontaneous orientation compound has so-called amphiphilicity with respect to the liquid crystal layer, the bending group is preferably bonded to a mesogenic group.

In the spontaneous orientation compound according to the present invention, it is preferable to have 1 to 6, more preferably 1 to 4, and still more preferably 1 to 3 bending groups.

In the above spontaneous orientation compound, it is preferable that polar portions such as adsorbents or polymerizable groups that are difficult to be compatible with the liquid crystal layer, and non-polar portions such as mesogen groups or flexure groups that are easy to be compatible with the liquid crystal layer are ubiquitous within the molecule. It is preferable to show amphiphilicity to the liquid crystal layer. Therefore, it is preferable that the spontaneous orientation compound according to the present invention has a bending group for aligning liquid crystal molecules at one end of the mesogenic group, and a polymerizable group and an adsorbent group at the other end of the mesogenic group. In the vicinity of the interface between the liquid crystal layer and the substrate, the interfacial free energy increases, so a substance having a non-polar part having affinity for the liquid crystal layer and a polar part having low affinity for the liquid crystal layer in one molecule is arranged on the interface. , It can be considered that the interfacial free energy is reduced.

The lower limit of the content of the spontaneous orientation compound in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04% by mass, preferably 0.05% by mass, and preferably 0.06% by mass. And, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, 0.12 mass% is preferable, 0.15 mass% is preferable, and 0.17 mass% is preferable. , 0.2% by mass is preferable, 0.22% by mass is preferable, 0.25% by mass is preferable, 0.27% by mass is preferable, 0.3% by mass is preferable, 0.32% by mass is preferable, and 0.35% by mass is preferable, 0.37 mass% is preferable, 0.4 mass% is preferable, 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 the general formula (I) in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, preferably 2.1% by mass, and 2% by mass. Preferably, 1.8% by mass is preferable, 1.6% by mass is preferable, 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, and 0.85% by mass is preferable. And 0.8% by mass is preferable, 0.75% by mass is preferable, 0.75% by mass is preferable, 0.65% by mass is preferable, 0.65% by mass is preferable, 0.55% by mass is preferable, and 0.5% by mass is preferable. , 0.45 mass% is preferable, and 0.4 mass% is preferable.

A particularly suitable specific example of the spontaneous orientation compound according to the present invention is a compound represented by the following general formula (al-1-1).

(In the general formula (al-1-1), R ^al3 represents a straight-chain alkyl group having 1 to 12 carbon atoms, and in the alkyl group, one or two or more non-adjacent -CH2- is- May be substituted with O- or -CH=CH-,

L ^{al5, al6} L, L ^al7, and ^al8 L are each independently a hydrogen atom, an alkyl group of 1 to 12 carbon atoms, a halogen atom or the P ^al -Sp ^al - represents, in the art group, one or adjacent Two or more -CH₂- which is not used may be substituted with -O- or -CH=CH-,

Ring A ^al3 represents 1,4-cyclohexylene or 1,4-phenylene,

R ^ala or R ^alb each independently represents a hydrogen atom or the P ^al -Sp ^al -, and at least one of R ^ala or R ^alb represents the P ^al -Sp ^al -,

Z ^al3 represents a single bond, -CH₂-CH₂-, -CH₂-O- or O-CH₂-,

R ^al4 represents an adsorbent represented by the general formula (T),

p ^al3 and p ^al4 each independently represent 0 or 1)

Wherein in the formula (al-1-1), one end of the L ^al7, and ^al8 L, preferably 1 to 5 indicating the number of carbon atoms of the alkyl group.

In the general formula (al-1-1), R ^ala and R ^alb preferably represent the above P ^al -Sp ^al -.

In the general formula (al-1-1), R ^al4 is the general formula (T-1-1) to (T-7-1) or the formula (T-1-1.1) or (T-5- 1.1) is preferred.

Preferred compounds include compounds represented by the following formulas (AL-2.1) to (AL-2.60).

The composition in the present invention may further contain one or two or more compounds (Q) as additives in order to improve reliability. It is preferable that compound (Q) has the following structure.

(In the formula, R ^Q represents a hydroxyl group, a hydrogen atom, a straight-chain alkyl group or branched-chain alkyl group having 1 to 22 carbon atoms, and one or two or more CH2 groups in the alkyl group are -O-,- It is substituted with CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF₂O-, -OCF₂-, and binds to other structures in *)

R ^Q represents a straight-chain alkyl group or branched-chain alkyl group having 1 to 22 carbon atoms, and one or two or more CH2 groups in the alkyl group are -O-, -CH=CH-, -CO-, so that oxygen atoms are not directly adjacent, -OCO-, -COO-, -C≡C-, -CF₂O-, -OCF₂-, but a straight-chain alkyl group having 1 to 10 carbon atoms, a straight-chain alkoxy group, and one CH₂ group -OCO- or -COO A linear alkyl group substituted with -, a branched chain alkyl group, a branched alkoxy group, and a branched chain alkyl group in which one CH₂ group is substituted with -OCO- or -COO- is preferable, and a linear alkyl group having 1 to 20 carbon atoms, one CH₂ group A straight-chain alkyl group, a branched-chain alkyl group, a branched alkoxy group, and a branched-chain alkyl group in which one CH2 group is substituted with -OCO- or -COO- are more preferable. M ^Q 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 (Q) is preferably a compound represented by the following general formulas (Q-a) to (Q-d).

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

In the composition of the present invention, it is preferable to contain 1 type or 2 types of the compound represented by the general formula (Q), more preferably 1 type to 5 types, and the content is 0.001 to 1%. Preferably, 0.001 to 0.1% is more preferable, and 0.001 to 0.05% is particularly preferable.

Further, more specifically, compounds represented by the following (Q-1) to (Q-44) are preferable as the antioxidant or light stabilizer usable in the present invention.

(In the formula, n represents an integer of 0 to 20)

The liquid crystal composition of this embodiment is applied to a liquid crystal display element. Hereinafter, an example of the liquid crystal display device according to the present embodiment will be described with appropriate reference to FIGS. 1 and 2.

1 is a diagram schematically showing a configuration of a liquid crystal display device. In Fig. 1, for convenience of explanation, each component is separated and shown. As shown in FIG. 1, the liquid crystal display device 1 according to the present embodiment includes a first substrate 2 and a second substrate 3 arranged to face each other, and a first substrate 2 and a second substrate ( The liquid crystal layer 4 provided between 3) is provided, and the liquid crystal layer 4 is comprised by the liquid crystal composition of this embodiment mentioned above.

On the first substrate 2, a pixel electrode layer 5 is formed on the surface of the liquid crystal layer 4 side. On the second substrate 3, a common electrode layer 6 is formed on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be held by a pair of polarizing plates 7 and 8. On the side of the liquid crystal layer 4 of the second substrate 3, a color filter 9 may be further provided.

That is, the liquid crystal display device 1 according to an embodiment includes a first polarizing plate 7, a first substrate 2, a pixel electrode layer 5, a liquid crystal layer 4 containing a liquid crystal composition, The common electrode layer 6, the color filter 9, the second substrate 3, and the second polarizing plate 8 are stacked in this order.

The first substrate 2 and the second substrate 3 are made of a flexible material such as glass or plastic. At least one of the first substrate 2 and the second substrate 3 may be formed of a transparent material, the other may be formed of a transparent material, or may be formed of an opaque material such as metal or silicon. The first substrate 2 and the second substrate 3 may be bonded to each other by a sealing material and a sealing material such as an epoxy-based thermosetting composition disposed in the peripheral region, and the distance between the substrates is defined between them. To hold, for example, granular spacers such as glass particles, plastic particles, and alumina particles, or spacer columns made of resin formed by a photolithography method may be disposed.

The first polarizing plate 7 and the second polarizing plate 8 can be adjusted so that the viewing angle and contrast are improved by adjusting the polarization axis of each polarizing plate, and their transmission axes have transmission axes that are perpendicular to each other so that they operate in a normally black mode. It is desirable to have. In particular, it is preferable that either of the first polarizing plate 7 and the second polarizing plate 8 be disposed so as to have a transmission axis parallel to the alignment direction of liquid crystal molecules when no voltage is applied.

In the color filter 9, from the viewpoint of preventing light leakage, it is preferable to form a black matrix, and it is preferable to form a black matrix (not shown) in a portion corresponding to the thin film transistor.

The black matrix may be installed together with a color filter on the substrate opposite to the array substrate, or may be installed together with a color filter on the array substrate side, and even if the black matrix is separately installed on the array substrate and the color filter on the other substrate. do. Further, the black matrix may be provided separately from the color filter, but may decrease the transmittance by overlapping each color of the color filter.

FIG. 2 is an enlarged plan view of a region surrounded by an I line, which is a part of the pixel electrode layer 5 formed on the first substrate 2 in FIG. 1. As shown in Fig. 2, in the pixel electrode layer 5 including a thin film transistor formed on the surface of the first substrate 2, a plurality of gate bus lines 11 for supplying scan signals and display signals are supplied. A plurality of data bus lines 12 are arranged in a matrix to cross each other. In Fig. 2, only a pair of gate bus lines 11 and 11 and a pair of data bus lines 12 and 12 are shown.

A unit pixel of a liquid crystal display element is formed by a region surrounded by the plurality of gate bus lines 11 and the plurality of data bus lines 12, and a pixel electrode 13 is formed in the unit pixel. The pixel electrode 13 has a so-called fishbone structure including two trunk portions that are orthogonal to each other to form a cross shape, and a plurality of branch portions extending from the respective trunk portions. Further, between the pair of gate bus lines 11 and 11, a Cs electrode 14 is provided substantially parallel to the gate bus line 11. Further, a thin film transistor including a source electrode 15 and a drain electrode 16 is provided near the intersection where the gate bus line 11 and the data bus line 12 cross each other. A contact hole 17 is provided in the drain electrode 16.

The gate bus line 11 and the data bus line 12 are preferably each formed of a metal film, more preferably Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or It is formed of the alloy, more preferably Mo, Al or an alloy thereof.

The pixel electrode 13 is preferably a transparent electrode in order to improve the transmittance. The transparent electrode is formed by sputtering an oxide semiconductor (ZnO, InGaZnO, SiGe, GaAs, IZO (Indium Zinc Oxide), ITO (Indium Tin Oxide), SnO, TiO, AZTO (AlZnSnO), etc.)). At this time, the film thickness of the transparent electrode may be 10 to 200 nm. Further, in order to reduce the electrical resistance, a transparent electrode may be formed as a polycrystalline ITO film by firing the amorphous ITO film.

In the liquid crystal display device of this embodiment, for example, by sputtering a metal material such as Al or an alloy thereof on the first substrate 2 and the second substrate 3 to form a wiring, the pixel electrode layer 5 And a common electrode layer 6 may be formed, respectively. In addition, the color filter 9 can be created by, for example, a pigment dispersion method, a printing method, an electrodeposition method, or a dyeing method. When a method of preparing a color filter by a pigment dispersion method is described as an example, a curable colored composition for a color filter is applied onto the transparent substrate, subjected to patterning, and cured by heating or irradiation with light. By performing this step for each of the three colors red, green, and blue, a pixel portion for a color filter can be created. Further, the color filter 9 may be provided on the side of a substrate having a TFT or the like.

The first substrate 2 and the second substrate 3 face each other so that the pixel electrode layer 5 and the common electrode layer 6 face each other, but at that time, the first substrate 2 and the second substrate 2 You may adjust the spacing of the substrates 3. In this case, it is preferable to adjust so that the thickness of the liquid crystal layer 4 becomes 1-100 micrometers, for example.

When using the polarizing plates 7 and 8, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 so that the contrast is maximized. In addition, when there are two polarizing plates 7 and 8, it is also possible to adjust the polarization axis of each polarizing plate so that the viewing angle and contrast become favorable. Further, a retardation film for widening the viewing angle may also be used. Thereafter, a sealing agent such as an epoxy-based thermosetting composition is screen-printed on the substrate in a form in which a liquid crystal injection port is provided, and the substrates are bonded together and heated to thermally cure the sealing agent.

As a method of sandwiching the composition between the two substrates (2, 3), a conventional vacuum injection method or a drop injection (ODF: One Drop Fill) method can be used, but in the vacuum injection method, drip marks do not occur, but injection Although it has a subject in which a trace of is left, in this embodiment, it can be suitably used by a display element manufactured using the ODF method. In the liquid crystal display device manufacturing process of the ODF method, a sealant such as epoxy-based photothermal combination curing property is drawn on either of the substrates of the backplane or the front plane in a closed loop weir shape using a dispenser. After dropping the composition, a liquid crystal display device can be manufactured by bonding the front plane and the back plane. In this embodiment, in the ODF method, the occurrence of drip marks when the liquid crystal composition is dropped onto the substrate can be suppressed. In addition, the dropping mark is defined as a phenomenon in which the trace of dropping the liquid crystal composition rises in white when displaying black.

In addition, in the manufacturing process of a liquid crystal display element by the ODF method, it is necessary to drop the optimal liquid crystal injection amount according to the size of the liquid crystal display element, but the liquid crystal composition of the present embodiment is generated, for example, during liquid crystal dropping. Since there is little influence on the sudden change in pressure or impact in the dropping device, and it is possible to stably drop the liquid crystal over a long period of time, the yield of the liquid crystal display element can be kept high. In particular, small liquid crystal display devices that are widely used in smartphones that are popular in recent years are difficult to control the deviation from the optimum value within a certain range because the optimal liquid crystal injection amount is small, but by using the liquid crystal composition of this embodiment In addition, even in a small liquid crystal display element, a stable discharge amount of a liquid crystal material can be realized.

When the liquid crystal composition of the present embodiment contains a polymerizable compound, as a method of polymerizing the polymerizable compound, an appropriate polymerization rate is preferable in order to obtain a good alignment performance of the liquid crystal. Therefore, an active energy ray such as ultraviolet rays or an electron beam is single Alternatively, a method of polymerization by combination or sequential irradiation is preferred. When using ultraviolet rays, a polarized light source may be used or a non-polarized light source may be used. In addition, when polymerization is carried out in a state in which the polymerizable compound-containing composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must have adequate transparency with respect to active energy rays. In addition, after polymerization of only a specific portion using a mask during light irradiation, the orientation of the unpolymerized portion is changed by changing conditions such as electric field, magnetic field, or temperature, and further irradiation with active energy rays for polymerization. You can also use the means of letting go. In particular, when exposed to ultraviolet light, it is preferable to perform ultraviolet light exposure while applying an alternating electric field to the polymerizable compound-containing composition. The applied AC electric field is preferably an AC having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display device can be controlled by the applied voltage. In the liquid crystal display element of the transverse electric field type MVA mode, it is preferable to control the pretilt angle from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

It is preferable that the temperature at the time of irradiation is within the temperature range in which the liquid crystal state of the composition of the present embodiment is maintained. It is preferred to polymerize at a temperature close to room temperature, ie, typically 15 to 35°C. As the lamp that generates ultraviolet rays, a metal halide lamp, a high pressure mercury lamp, an ultra high pressure mercury lamp, or the like can be used. In addition, as the wavelength of the ultraviolet rays to be irradiated, it is preferable to irradiate ultraviolet rays in a wavelength region other than the absorption wavelength region of the composition, and it is preferable to cut and use ultraviolet rays as necessary. The intensity of the ultraviolet rays to be irradiated is preferably 0.1 mW/cm 2 to 100 W/cm 2, more preferably 2 mW/cm 2 to 50 W/cm 2. The amount of energy of the ultraviolet ray 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. When irradiating ultraviolet rays, the intensity may be changed. Although the time to irradiate ultraviolet rays is appropriately selected depending on the intensity of the ultraviolet rays to be irradiated, 10 seconds to 3600 seconds are preferable, and 10 seconds to 600 seconds are more preferable.

In the liquid crystal composition of the present embodiment, since the compound (i) does not inhibit the polymerization reaction of the polymerizable compound, the polymerizable compounds are suitably polymerized, and the unreacted polymerizable compound remains in the liquid crystal composition. Can be suppressed.

As the polymerizable compound, for example, when the compound (ii) is used, the obtained liquid crystal display device 1 includes a liquid crystal composition provided between two substrates 2 and 3, and between the two substrates 2 and 3, and It has a liquid crystal layer 4 containing a polymer of a compound represented by the general formula (ii). In this case, it is considered that the polymer of the compound represented by the general formula (ii) is unevenly distributed on the side of the substrates 2 and 3 in the liquid crystal layer 4.

The liquid crystal display element 1 may be a liquid crystal display element for active matrix driving. The liquid crystal display element 1 may be a PSA type, PSVA type, VA type, IPS type, FFS type, or ECB type liquid crystal display element, and is preferably a PSA type liquid crystal display element.

In the liquid crystal display device of the present embodiment, since a liquid crystal composition containing compound (i) is used, alignment films such as polyimide alignment films are provided on the liquid crystal layer 4 side of the first substrate 2 and the second substrate 3. There is no need to have this. That is, in the liquid crystal display device of the present embodiment, at least one of the two substrates can have a configuration in which an alignment film such as a polyimide alignment film is not provided.

(Example)

Hereinafter, the present invention will be further described with reference to examples, but the present invention is not limited to these examples. In addition, "%" in the compositions of the following examples and comparative examples means "mass%".

In Examples, the following abbreviations are used for the description of the liquid crystal compound.

(Ring structure)

(Side chain structure and connection structure)

[Table 1]

In Examples, the measured properties are as follows. In addition, measurement was performed according to the method specified in JEITA ED-2521B unless otherwise specified.

Tni: Nematic phase-isotropic liquid phase transition temperature (℃)

Δn: refractive index anisotropy at 25°C

Δε: dielectric anisotropy at 25°C

K11: Elastic constant K11 (pN) at 25°C

K33: Elastic constant K33 (pN) at 25°C

γ1: rotational viscosity at 25°C (mPa·s)

Low-temperature storage evaluation test: The liquid crystal composition was filtered and dissolved air was removed under vacuum conditions. A sufficiently washed container was put and left standing for 240 hours in an environment of -20°C. Then, the presence or absence of precipitation was observed visually, and it judged with the following two steps.

○: Precipitation cannot be confirmed

×: precipitation can be confirmed

Evaluation test of vertical orientation: A transparent electrode layer made of a transparent common electrode and a first substrate (common electrode substrate) having no alignment film provided with a color filter layer, and a transparent pixel electrode driven by an active element are provided.

A second substrate (pixel electrode substrate) having no alignment film having a pixel electrode layer was prepared. The liquid crystal composition was dripped on the 1st board|substrate, pinched by a 2nd board|substrate, and the sealing material was hardened, and the liquid crystal cell was obtained. The vertical orientation at this time was observed using a polarizing microscope, and evaluated in the following four steps.

◎: Uniformly vertical orientation

○: Very slight orientation defect, but acceptable level

△: There is an orientation defect and an unacceptable level

×: Poor orientation is considerably poor

Evaluation test of pre-tilt angle stability: Using a high-pressure mercury lamp while applying a rectangular AC wave of 10 V and 100 Hz to the liquid crystal cell used in the above (evaluation test of vertical orientation), the illuminance at 365 nm is 100 m/cm 2 Phosphorus UV light was irradiated for 200 seconds. Thereafter, an external force was physically applied to the cell while applying a rectangular AC wave of 10 V and 100 Hz, and the stability of the white display was evaluated in the following four steps.

◎: uniformly oriented

○: Very slight orientation defect, but acceptable level

△: There is an orientation defect and an unacceptable level

×: Poor orientation is considerably poor

(Example 1 to Comparative Example 1)

Liquid crystal compositions of LC-1 to LC-14 and LC-R1 shown in the following table were prepared, and their physical properties were measured. Physical properties were shown in Table 1.

[Table 2]

[Table 3]

[Table 4]

To 100 parts by mass of each of the above-described liquid crystal compositions, a polymerizable compound-containing liquid crystal composition in which the amount of the polymerizable compound added in the table was added was prepared, and low-temperature storage properties, vertical orientation properties, and pretilt angle stability were confirmed. The characteristics were shown in Table 2. It was confirmed that the polymerizable liquid crystal composition of the present invention has excellent properties in any.

[Table 5]

[Table 6]

[Table 7]

[Table 8]

[Table 9]

1: liquid crystal display element
2: first substrate
3: second substrate
4: liquid crystal layer
5: pixel electrode layer
6: common electrode layer
7: first polarizing plate
8: second polarizing plate
9: Color filter
11: gate bus line
12: data bus line
13: pixel electrode
14: Cs electrode
15: source electrode
16: drain electrode
17: contact hole

Claims (9)

Dielectric anisotropy containing one or two or more compounds selected from compounds represented by general formulas (N-1), (N-2) and (N-3) and one or two or more polymerizable compounds ( Liquid crystal composition in which Δε) is negative.

( ^Wherein , 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 two or more non-adjacent -CH₂ -May each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently
(a) a 1,4-cyclohexylene group (one -CH₂- present in this group or two or more non-adjacent -CH₂-s may be substituted with -O-) and
(b) 1,4-phenylene group (one -CH= present in this group or two or more non-adjacent -CH=s may be substituted 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 1 -CH= present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or two or more non-adjacent -CH=s may be substituted with -N=)
(d) 1,4-cyclohexenylene group
Represents a group selected from the group consisting of, and the groups (a), (b), (c) and (d) described above may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are independently single bonds, -CH₂CH₂-, -(CH₂) ₄-, -OCH₂-, -CH₂O-, -COO-, -OCO- , -OCF₂-, -CF₂O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents -CH₂- 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 independent Thus, it is 1, 2 or 3, and when there are multiple A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 , they may be the same or different) The method of claim 1,
In the compounds represented by general formulas (N-1), (N-2) and (N-3) contained in the liquid crystal composition, Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are short The liquid crystal composition in which the sum of the content of the compound as a bond is 50 to 100 mass% with respect to the sum of the content of the compound represented by the general formulas (N-1), (N-2) and (N-3). The method of claim 1,
A linking group other than the formula (N-1), (N -2) and (N-3) at least one of the Z ^N11 and Z ^N12 in the compound represented by the single bond which contains the liquid crystal composition, Z ^N21 and At least one of Z ^N22 is a linking group other than a single bond, and at least one of Z ^N31 and Z ^N32 is the sum of the contents of the compound in which at least one of the linking groups other than a single bond is, the general formulas (N-1), (N-2) and ( The liquid crystal composition which is 5-50 mass% with respect to the total content of the compound represented by N-3). The method according to any one of claims 1 to 3,
A liquid crystal composition containing one or two or more compounds represented by the general formula (P) as a polymerizable compound.

(In the general formula (P), R ^p1 is a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, and the hydrogen atom may be substituted with a halogen atom. An alkoxy group having 1 to 15 carbon atoms, an alkenyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted with a halogen atom, or -Sp ^p2 -P represents ^p2 ,
P ^p1 and P ^p2 are each independently a general formula (P ^p1 -1) to 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, and W ^p11 is a single bond, -O-, -COO ^{-Or a} methylene group, and t ^p11 represents 0, 1 or 2, but when plural R ^p11 , R ^p12 , W ^p11 and/or t ^p11 are present in the molecule, they may be the same or different)
Represents any one of,
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-, -CH₂-, -OCH₂-, -CH₂O-, -CO-, -C₂H₄-, -COO-, -OCO-,- OCOOCH₂-, -CH₂OCOO-, -OCH₂CH₂O-, -CO-NR ^ZP1 -, -NR ^ZP1 -CO-, -SCH₂-, -CH₂S-, -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-, -(CH₂) _z -COO-, -(CH₂)₂-OCO-, -OCO-(CH₂)₂-, -(C=O)-O-( CH₂)₂-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF₂-, -CF₂O-, -OCF₂-, -CF₂CH₂-, -CH₂CF₂-,- CF₂CF₂- or -C≡C- (In the formula, R ^ZP1 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when multiple R ^ZP1 exist in the molecule, they may be the same or different)
Represents,
A ^p2 is 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine -2,5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-di Represents an oxane-2,5-diyl group, but A ^p2 is unsubstituted or is an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or a carbon atom May be substituted with a number of 1 to 12 halogenated alkoxy groups, halogen atoms, cyano groups, nitro groups or -Sp ^p2 -P ^p2 ,
A ^p1 is (A ^p1 -11) to (A ^p1 -19)

(In the formula, it is bonded to Sp ^p1 or Z ^p1 in ★, and bonded to Z ^{p1 in} ★★, and one or two or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms, halogenated with 1 to 12 carbon atoms An alkyl group, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or a group represented by -Sp ^p2 -P ^p2 ) ,
A ^p3 is (A ^p3 -11) to (A ^p3 -19)

(In the formula, ★ is bonded to Z ^p2 , ★★ is bonded to R ^p1 or Z ^p2, and one or two or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms, halogenation of 1 to 12 carbon atoms An alkyl group, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or a group represented by -Sp ^p2 -P ^p2 ) ,
m ^p2 and m ^p3 each independently represent 0, 1, 2 or 3, and m ^p1 and m ^p4 each independently represent 1, 2 or 3, but in the molecule P ^p1 , Sp ^p1 , A ^p1 , Z ^When plural ^p1 , Z ^p2 , A ^p3 and/or R ^p1 exist, they may be the same or different) The method according to any one of claims 1 to 4,
A liquid crystal composition containing one or two or more compounds represented by the general formula (SAL) as a polymerizable compound.

(In the above formula, P ^al is a general formula (PI) to a general formula (P-IX)

(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, and W ^p11 is a single bond, -O-, -COO ^-Or represents a methylene group, t ^p11 represents 0, 1 or 2)
Represents a group represented by,
Sp ^al represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, but one of the alkylene groups or two or more non-adjacent -CH₂- are each independently -CH=CH May be substituted by -, -C≡C-, -O-, -CO-, -COO- or -OCO-,
T represents an adsorbent,
MG represents a mesogenic group,
Cg represents a hydrogen atom, the adsorber, the -Sp ^al -P ^al or a linear or branched alkylene group having 1 to 20 carbon atoms, and one of the alkylene groups or two or more not adjacent -CH2- May each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or -OCO-, and all of Cg, MG and T are the polymerizable groups May be substituted with phosphorus -Sp ^al -P ^al -,
n ^sal1 , n ^sal2 and n ^sal3 each independently represent a natural number of 1-5) The method of claim 1,
And at least one of the Z ^N11 and Z ^N12 in the compound represented by formula (N-1) containing the liquid crystal composition of a linking group other than a single bond, Z ^N21 and Z is at least one linking group other than a single bond of ^N22 and , With respect to the sum of the content of the compound in which at least one of Z ^N31 and Z ^N32 is a linking group other than a single bond, A liquid crystal composition of 50 to 95% by mass. A liquid crystal display device using the liquid crystal composition according to any one of claims 1 to 6. A liquid crystal display device for active matrix driving using the liquid crystal composition according to any one of claims 1 to 6. A liquid crystal display device of VA type, IPS type, FFS type, PSA type, or PSVA type using the liquid crystal composition according to any one of claims 1 to 6.

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