Liquid crystal compound, liquid crystal composition thereof, and liquid crystal display device

Patent metadata

Field	Value
Publication number	US-12460133-B2
Application number	US-202218706104-A
Country	US
Kind code	B2
Filing date	Sep 26, 2022
Priority date	Nov 1, 2021
Publication date	Nov 4, 2025
Grant date	Nov 4, 2025

Abstract

A liquid crystal compound represented by general formula F is useful as a liquid crystal composition and as a liquid crystal display device that contains the liquid crystal composition. The liquid crystal compound has a large clearing point, large optical anisotropy and sizable or large dielectric anisotropy absolute value under the condition of maintaining a suitable rotary viscosity, enabling the liquid crystal composition that contains the compound represented by general formula F has a large optical anisotropy, small rotational viscosity, high VHR (UV) and long low-temperature storage duration under the condition of maintaining proper clearing point, proper dielectric anisotropy absolute value and proper VHR (initial), and the liquid crystal display device that contains the liquid crystal composition of the present invention has good contrast, high response speed, high reliability and good low-temperature storage stability.

First claim

The invention claimed is:

1 . A liquid crystal compound of general formula F:

wherein,
R F1 represents —H, halogen, C 1-12 linear alkyl or C 3-12 branched alkyl,

 wherein one or more nonadjacent —CH 2 — in the C 1-12 linear alkyl or the C 3-12 branched alkyl can each be independently replaced by —C≡C—, —O—, —CO—, —CO—O— or —O—CO—, and one or more —H in the C 1-12 linear alkyl or the C 3-12 branched alkyl can each be independently substituted by —F or —Cl;
ring

 and ring

 each independently represents

 wherein one or more —CH 2 — in

 can be replaced by —O—, one or more single bond in the rings can be replaced by double bond, wherein one or more —H on

 can each be independently substituted by —CN, —F or —Cl, and one or more —CH═ in the rings can be replaced by —N═;
X F represents —O—, —S— or —CO—;
L F1 and L F2 each independently represents —H, —F, —Cl, —CF 3 or —OCF 3 ;
Z F1 and Z F2 each independently represents single bond, —CO—O—, —O—CO—, —CH 2 O—, —OCH 2 —, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —CF 2 CF 2 —, —(CH 2 ) 4 —, —CF 2 O— or —OCF 2 —;
n F1 and n F2 each independently represents 0, 1 or 2, wherein, when n F1 represents 2, ring

 can be the same or different, wherein when n F2 represents 2, ring

 can be the same or different, and Z F2 can be the same or different; and
n F3 represents an integer of 0-4.

2 . The liquid crystal compound according to claim 1 , wherein the compound of general formula F is selected from a group consisting of the following compounds:

wherein,
R F1 represents —H, halogen, C 1-12 linear alkyl or C 3-12 branched alkyl,

 wherein one or more nonadjacent —CH 2 — in the C 1-12 linear alkyl or the C 3-12 branched alkyl can each be independently replaced by —C≡C—, —O—, —CO—, —CO—O— or —O—CO—, and one or more —H in the C 1-12 linear alkyl or the C 3-12 branched alkyl can each be independently substituted by —F or —Cl;
Z F1 and Z F2 each independently represents single bond, —CO—O—, —O—CO—, —CH 2 O—, —OCH 2 —, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —CF 2 CF 2 —, —(CH 2 ) 4 —, —CF 2 O— or —OCF 2 —; and
X F1 and X F2 each independently represents —CH 2 — or —O—.

3 . The liquid crystal compound according to claim 1 , wherein both of n F1 and n F2 represent 0.

4 . The liquid crystal compound according to claim 1 , wherein the compound of general formula F-1 is selected from a group consisting of the following compounds:

the compound of general formula F-2 is selected from a group consisting of the following compounds:

the compound of general formula F-5 is selected from a group consisting of the following compounds:

the compound of general formula F-6 is selected from a group consisting of the following compounds:

the compound of general formula F-9 is selected from a group consisting of the following compounds:

5 . A liquid crystal composition comprising at least one liquid crystal compound of general formula F according to claim 1 .

6 . The liquid crystal composition according to claim 5 , wherein the liquid crystal composition comprises at least one compound of general formula N:

wherein,
R N1 and R N2 each independently represents C 1-12 linear alkyl or C 3-12 branched alkyl,

 wherein one or more nonadjacent —CH 2 — in the C 1-12 linear or the C 3-12 branched alkyl can each be independently replaced by —CH═CH—, —C≡C—, —O—, —CO—, —CO—O— or —O—CO—;
ring

 and ring

 each independently represents

 wherein one or more —CH 2 — in

 can be replaced by —O—, one or more single bond in the rings can be replaced by double bond, wherein one or more —H on

 can each be independently substituted by —F, —Cl or —CN, and one or more —CH═ in the rings can be replaced by —N═;
Z N1 and Z N2 each independently represents single bond, —CO—O—, —O—CO—, —CH 2 O—, —OCH 2 —, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —CF 2 CF 2 —, —(CH 2 ) 4 —, —CF 2 O— or —OCF 2 —;
L N1 and L N2 each independently represents —H, C 1-3 alkyl, or halogen;
n N1 represents 0, 1, 2 or 3, n N2 represents 0 or 1, and 0≤n N1 +n N2 ≤3, when n N1 =2 or 3, ring

 can be the same or different, and Z N1 can be the same or different.

7 . The liquid crystal composition according to claim 6 , wherein the compound of general formula N is selected from a group consisting of the following compounds:

Assignees

• Jiangsu Hecheng Display Tech

Inventors

• Ding Wenquan
• Wang Panpan
• Yang Yafei
• He Di
• Xu Shuang

Classifications

• C09K2019/3422

  the heterocyclic ring being a six-membered ring · CPC title

• C09K2019/3408

  Five-membered ring with oxygen(s) in fused, bridged or spiro ring systems · CPC title

• C09K2019/3078

  Cy-Cy-COO-Ph-Cy · CPC title

• C09K2019/3075

  Cy-COO-Ph · CPC title

• C09K2019/3074

  Cy-Cy-COO-Cy-Cy, or more Cy rings · CPC title