# US 10,308,873 B2 · Polymerizable compound-containing liquid crystal composition and liquid crystal display device using the same

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- Number: US 10,308,873 B2
- Document ID: US10308873B2
- Status: Granted
- Kind: B2
- Application number: 15/693,947
- Filed: 2017-09-01
- Published: 2017-12-21
- Granted: 2019-06-04
- Earliest claimed: 2010-12-24
- Assignees: DIC Corporation
- Applicants: Dic Corporation
- Inventors: Go Sudo; Shotaro Kawakami
- Web page: https://patentgrep.com/patent/US10308873B2

## CPC

- C09K 19/542: {Macromolecular compounds}
- C09K 19/0216: {Super Birefringence Effect (S.B.E.); Electrically Controlled Birefringence (E.C.B.)}
- C09K 19/12: at least two benzene rings directly linked, e.g. biphenyls
- C09K 19/3066: {in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers}
- C09K 19/56: Aligning agents
- G02F 1/133788: {by light irradiation, e.g. linearly polarised light photo-polymerisation}
- G02F 1/1362: Active matrix addressed cells {(G02F1/134336, G02F1/134363 take precedence)}
- C09K 2019/0448: {the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate}
- C09K 2019/122: {Ph-Ph}
- C09K 2019/3016: {Cy-Ph-Ph}
- C09K 2019/548: {stabilizing the alignment; Polymer stabilized alignment}
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- G02F: OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS

## Abstract

A polymerizable compound-containing liquid crystal composition of the present invention relates to a liquid crystal composition containing a polymerizable compound represented by general formula (I) and a compound represented by general formula (II) and can be used for a liquid crystal display device imparted with liquid crystal aligning ability by polymerization. The polymerizable liquid crystal composition is required to cause no precipitation in a wide temperature range and have a low viscosity corresponding to fast switching, and a liquid crystal display device using the composition is required to have more stable alignment after polymerization and to cause no defect in display characteristics. In the present invention, the problems can be solved using a specified compound.

## Claims

### Claim 1

A polymerizable compound-containing liquid crystal composition comprising, as a first component, at least one polymerizable compound represented by general formula (I),
wherein in the formula, R1 and R2 each independently represent any of formulae (R-1) to (R-15) below,
and X1 to X8 each independently represent a trifluoromethyl group, a trifluoromethoxy group, a fluorine atom, a chlorine atom, or a hydrogen atom, but at least one of X1 to X8 represents a fluorine atom and,
at least one compounds represented by general formulae (IV-8)
wherein in the formula, R3 represents an alkyl group having 1 to 10 carbon atoms, wherein at least one hydrogen atom present in the group may be substituted by a fluorine atom, R4 represents an alkyl group or alkoxyl group having 1 to 10 carbon atoms, wherein at least one hydrogen atom present in the group may be substituted by a fluorine atom.

### Claim 2

A polymerizable compound-containing liquid crystal composition, further comprising,
as a second component, at least one compound represented by general formula (IV-10),
wherein in the formula, R3 represents an alkyl group having 1 to 10 carbon atoms, wherein at least one hydrogen atom present in the group may be substituted by a fluorine atom, R4 represents an alkyl group or alkoxyl group having 1 to 10 carbon atoms, wherein at least one hydrogen atom present in the group may be substituted by a fluorine atom.

### Claim 3 (depends on 1)

The polymerizable compound-containing liquid crystal composition according to claim 1, wherein the general formula (I) is any one of general formula (I-1) to general formula (I-4),

### Claim 4 (depends on 1)

The polymerizable compound-containing liquid crystal composition according to claim 1, wherein the general formula (I) is the general formula (I-1).

### Claim 5 (depends on 1)

The polymerizable compound-containing liquid crystal composition according to claim 1, wherein in the general formula (I), R1 and R2 are each independently formula (R-1) or (R-2).

### Claim 6 (depends on 1)

The polymerizable compound-containing liquid crystal composition according to claim 1, further comprising, as a third component, at least one compound represented by general formula (III),
wherein in the formula, R9 represents the same meaning as R3 described in claim 1, R10 represents the same meaning as R4 described in claim 1.

### Claim 7 (depends on 1)

The polymerizable compound-containing liquid crystal composition according to claim 1, wherein the content of the compound represented by the general formula (I) is 0.01% by mass to 2.0% by mass.

### Claim 8 (depends on 1)

The polymerizable compound-containing liquid crystal composition according to claim 1, wherein the content of the compound represented by the general formula (III) is 5% by mass to 35% by mass.

### Claim 9 (depends on 1)

The polymerizable compound-containing liquid crystal composition according to claim 1, wherein a dielectric constant anisotropy Δε at 25° C. is in a range of −6.0 to −2.0, a refractive index anisotropy Δn at 25° C. is in a range of 0.08 to 0.13, a viscosity (η) at 20° C. is in a range of 10 to 30 mPa·s, and a nematic-isotropic liquid phase transition temperature (Tni) is in a range of 60° C. to 120° C.

### Claim 10 (depends on 1)

A liquid crystal display device comprising the polymerizable compound-containing liquid crystal composition according to claim 1.

### Claim 11 (depends on 10)

The liquid crystal display device according to claim 10, wherein the liquid crystal display device is an active matrix drive liquid crystal device.

### Claim 12 (depends on 10)

The liquid crystal display device according to claim 10, wherein the liquid crystal display device is of a PSA mode, a PSVA mode, a VA mode, an IPS mode, or an ECB mode.

### Claim 13 (depends on 10)

The liquid crystal display device according to claim 10, wherein a pretilt angle is 85 to 89.9 degrees.