# US 11,078,421 B2 · Liquid crystal composition and display using composition

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 11,078,421 B2
- Document ID: US11078421B2
- Status: Granted
- Kind: B2
- Application number: 16/374,119
- Filed: 2019-04-03
- Published: 2019-10-17
- Granted: 2021-08-03
- Earliest claimed: 2018-04-13
- Assignees: Shijiazhuang Chengzhi Younghua Display Material Co., Ltd.
- Applicants: Shijiazhuang Chengzhi Yonghua Display Material Co., Ltd.
- Inventors: Ruixiang Liang; Wenxiao Xing; Gang Wen; Hongru Gao; Xuanfei Sun; Yapeng Huang; Xiaoming Xiong; Junhong Su
- Web page: https://patentgrep.com/patent/US11078421B2

## CPC

- C09K 19/3861: {containing condensed ring systems}
- 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 19/3098: {Unsaturated non-aromatic rings, e.g. cyclohexene rings}
- C09K 19/32: containing condensed ring systems, i.e. fused, bridged or spiro ring systems
- C09K 19/3491: {having sulfur as hetero atom}
- C09K 2019/0448: {the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate}
- C09K 2019/122: {Ph-Ph}
- C09K 2019/123: {Ph-Ph-Ph}
- C09K 2019/3004: {Cy-Cy}
- C09K 2019/3009: {Cy-Ph}
- C09K 2019/3016: {Cy-Ph-Ph}
- C09K 2019/3027: {Compounds comprising 1,4-cyclohexylene and 2,3-difluoro-1,4-phenylene}
- C09K 2019/3408: {Five-membered ring with oxygen(s) in fused, bridged or spiro ring systems}
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

Provided are a polymerizable composition of a polymerizable compound represented by formula I and a polymerizable compound represented by formula II, a liquid crystal composition formed by combining this polymerizable composition with a specific liquid crystal component, particularly a PSVA liquid crystal composition suitable for display or TV applications, and a PSA-IPS liquid crystal composition for an IPS mode; in particular, the polymerizable liquid crystal composition has a good solubility, and an adjustable rate of polymerization and morphology after polymerization; furthermore, a “material system” formed from the selected polymerizable component and liquid crystal component has a low rotary viscosity and good photoelectric properties, and has a high VHR after (UV) photoradiation, this avoiding the problems of the occurrence of afterimages in final displays, etc.

## Claims

### Claim 1

A polymerizable liquid crystal composition, comprising one or more polymerizable liquid crystal compounds represented by formula I-1, I-2, I-4, I-5, I-7 to I-15, I-19 to I-20 and one or more polymerizable liquid crystal compounds represented by formula II-1 to II-3:
wherein
each P independently represents a polymerizable group
each Sp independently represents a single bond, a C1-C5 alkyl group, a C2-C5 alkenyl group, or a group formed by replacing any one CH2 or several CH2 that are not adjacent in a C1-C5 alkyl group or a C2-C5 alkenyl group by —O—, —S—, —CO—, —CH2O—, —OCH2—, —COO—, —OOC— or an acrylate group;
each S independently represents H, a C1-C5 alkyl group, a C1-C5 alkoxy group, a fluorine-substituted C1-C5 alkyl group, a fluorine-substituted C1-C5 alkoxy group, F or Cl, wherein any one or more unconnected CH2 in the groups represented by S may be independently replaced by —O—, —S—, —CO—, —CH2O—, —OCH2—, —COO—, —OOC— or an acrylate group or a methacrylate group;
each o independently represents 0, 1, 2 or 3.

### Claim 2 (depends on 1)

The polymerizable liquid crystal composition according to claim 1, wherein the compound represented by formula I-1, I-2, I-4, I-5, I-7 to I-15, I-19 to I-20 is selected from compounds represented by formulas I-1-1 to I-2-9, I-4-1 to I-5-10, I-7-1 to I-15-19, I-19-1 to I-20-19,

### Claim 3 (depends on 1)

The liquid crystal composition according to claim 1, comprising one or more polymerizable liquid crystal compounds represented by formula IV and one or more polymerizable liquid crystal compounds represented by formula V:
wherein
R1, R2, R3, and R4 each independently represent an alkyl group having a carbon atom number of 1-10, a fluorine-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluorine-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluorine-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluorine-substituted alkenoxy group having a carbon atom number of 3-8, wherein any one CH2 or several CH2 that are not adjacent in the groups represented by R3 and R4 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl;
Z1 and Z2 each independently represent a single bond, —CH2CH2— or —CH2O—;
each independently represent
each independently represent one or more of
m represents 1 or 2; and
p represents 0, 1 or 2.

### Claim 4 (depends on 3)

The liquid crystal composition according to claim 3, wherein in said liquid crystal composition, the total mass content of the polymerizable liquid crystal composition is 0.01%-1%, the total mass content of said one or more compounds represented by formula IV is 20%-80%, and the total mass content of said one or more compounds represented by formula V is 20%-60%.

### Claim 5 (depends on 3)

The liquid crystal composition according to claim 3, wherein said one or more compounds represented by formula IV are one or more compounds represented by formulas IV-1 to IV-15; and said one or more compounds represented by formula V are one or more compounds represented by formulas V-1 to V-12
wherein
R3 and R4 each independently represent an alkyl group having a carbon atom number of 1-10, a fluorine-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluorine-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluorine-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluorine-substituted alkenoxy group having a carbon atom number of 3-8, wherein any one CH2 or several CH2 that are not adjacent in the groups represented by R3 and R4 may be substituted with cyclopentyl, cyclobutyl or cyclopropyl.

### Claim 6 (depends on 3)

The liquid crystal composition according to claim 3, wherein said liquid crystal composition is a negative liquid crystal composition and further comprises one or more compounds represented by formula VI:
wherein
R5 and R6 each independently represent an alkyl group having a carbon atom number of 1-10, a fluorine-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluorine-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluorine-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or a fluorine-substituted alkenoxy group having a carbon atom number of 3-8, wherein any one or more CH2 in the groups represented by R5 and R6 may be replaced by cyclopentyl, cyclobutyl or cyclopropyl; and
W represents O, S or —CH2O—.

### Claim 7 (depends on 3)

The liquid crystal composition according to claim 3, further comprising one or more compounds represented by formula VII
wherein
R7 and R8 each independently represent an alkyl group having a carbon atom number of 1-10, a fluorine-substituted alkyl group having a carbon atom number of 1-10, an alkoxy group having a carbon atom number of 1-10, a fluorine-substituted alkoxy group having a carbon atom number of 1-10, an alkenyl group having a carbon atom number of 2-10, a fluorine-substituted alkenyl group having a carbon atom number of 2-10, an alkenoxy group having a carbon atom number of 3-8 or an fluorine-substituted alkenoxy group having a carbon atom number of 3-8; and
each independently represent 1,4-phenylene, 1,4-cyclohexylene or 1,4-cyclohexenylene.

### Claim 8 (depends on 3)

The liquid crystal composition according to claim 3, further comprising at least one selected from compounds represented by formula VII and/or IX, as a functional additive
wherein
R9 represents an alkyl group having a carbon atom number of 1-10 or an alkoxy group having a carbon atom number of 1-10, and one or more methylene groups in the group represented by R9 may be substituted with 1,4-cyclohexylene, 2,4-dioxane, cyclopentyl and/or cyclopropyl;
each Y independently represents H or methyl; and
X represents 8, 10 or 12.

### Claim 9 (depends on 3)

A liquid crystal display element or liquid crystal display comprising the liquid crystal composition of claim 3, wherein said display element or display is an active matrix display element or display or a passive matrix display element or display.