IP Library Granted Patent US 12662629
Granted Patent B2
US 12662629 · App. 18/399,785 · Granted Jun 23, 2026

Liquid crystal compositions and display panels using the same

Inventors: Hao Zhou (ShenZhen, CN); Xiao Liu (ShenZhen, CN)
Assignee: TCL China Star Optoelectronics Technology Co., Ltd.
C09K19/3003C09K19/12C09K19/14C09K19/3066C09K19/3402C09K19/3405C09K19/3491G02F1/135C09K2019/3004C09K2019/301C09K2019/3016C09K2019/3408
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Quick Facts
Patent No.
US 12662629
App. No.
18/399,785
Granted
Jun 23, 2026
Kind
B2
Abstract

A liquid crystal composition and a display panel using the same are provided. The liquid crystal composition includes a first compound represented by formula (I), a second compound represented by formula (II), a third compound represented by formula (III), and a fourth compound represented by formula (IV). R 1 to R 8 are independently selected from —H, —F, —Cl, —Br, —I, —CN, —SCN, —NCS, or —SF; or, R 1 to R 8 are independently selected from a substituted or unsubstituted alkyl group having 1-15 carbon atoms, a substituted or unsubstituted alkoxy group having 1-15 carbon atoms, a substituted or unsubstituted alkenyl group having 2-15 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-15 carbon atoms, a substituted or unsubstituted alkynyl group having 2-15 carbon atoms, or a substituted or unsubstituted alkynyloxy group having 2-15 carbon atoms, and substituent groups thereof are independently selected from F, Cl, Br, or I.

Claims (69)

1 . A liquid crystal composition comprising:

a first compound represented by formula (I);

a second compound represented by formula (II);

a third compound represented by formula (III);

and

a fourth compound represented by formula (IV);

wherein

is selected from a group consisting of following substituted or unsubstituted groups:

and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I,

are independently selected from a group consisting of following substituted or unsubstituted groups:

and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I;

Z 1 and Z 2 are independently selected from a group consisting of a single bond, —O—, —S—, —SO 2 —, —CO—, —C(O)O—, —OC(O)—, —OC(O)O—, and —C≡C—; or Z 1 and Z 2 are independently selected from a group consisting of following substituted or unsubstituted groups: —CH 2 O—, —OCH 2 —, —CH 2 —CH 2 —, —(CH 2 ) 3 —, and —CH═CH—, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I;

X is selected from O or S;

n is selected from 0, 1, or 2;

Y is selected from

and

R 1 to R 8 are independently selected from a group consisting of —H, —F, —Cl, —Br, —I, —CN, —SCN, —NCS, and —SF; or, R 1 to R 8 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-15 carbon atoms, a substituted or unsubstituted alkoxy group having 1-15 carbon atoms, a substituted or unsubstituted alkenyl group having 2-15 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-15 carbon atoms, a substituted or unsubstituted alkynyl group having 2-15 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-15 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

2 . The liquid crystal composition of claim 1 , wherein one or more end groups of R 1 to R 8 are independently selected from a group consisting of —H, —CN, and —CF 3 ; and/or

one or more —CH 2 -groups in at least one of R 1 to R 8 are independently replaced by any one selected from a group consisting of —O—, —S—, —SO 2 —, —CO—, —C(O)O—, —OC(O)—, —OC(O)O—, and —C≡C—; or, one or more —CH 2 — groups in at least one of R 1 to R 8 are independently replaced by any one selected from a group consisting of following substituted or unsubstituted groups: —CH 2 O—, —OCH 2 —, —CH 2 —CH 2 —, —(CH 2 ) 3 —, and —CH═CH—, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

3 . The liquid crystal composition of claim 2 , wherein one or more —CH 2 — groups in at least one of R 1 to R 8 are independently replaced by any one selected from a group consisting of following substituted or unsubstituted groups: —CH 2 O—, —OCH 2 —, —CH 2 —CH 2 —, —(CH 2 ) 3 —, and —CH═CH—, and substituent groups thereof are F.

4 . The liquid crystal composition of claim 1 , wherein the first compound is represented by any one selected from the following formulae:

5 . The liquid crystal composition of claim 1 , wherein the second compound is represented by any one selected from a group consisting of formula (II-1) to formula (II-15):

6 . The liquid crystal composition of claim 1 , wherein the third compound is represented by any one selected from a group consisting of formula (III-1) to formula (III-6):

7 . The liquid crystal composition of claim 1 , wherein the fourth compound is represented by any one selected from a group consisting of formula (IV-1), formula (IV-2), and formula (IV-3):

8 . The liquid crystal composition of claim 7 , wherein the fourth compound is represented by any one selected from a group consisting of formula (IV-1-1) to formula (IV-3-12):

9 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition further comprises one or more compounds represented by formula (V) to formula (XI):

wherein R 9 -R 22 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-10 carbon atoms, a substituted or unsubstituted alkoxy group having 1-10 carbon atoms, a substituted or unsubstituted alkenyl group having 2-10 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-10 carbon atoms, a substituted or unsubstituted alkynyl group having 2-10 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-10 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

10 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition further comprises one or more compounds represented by formula (V):

wherein R 9 -R 10 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-10 carbon atoms, a substituted or unsubstituted alkoxy group having 1-10 carbon atoms, a substituted or unsubstituted alkenyl group having 2-10 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-10 carbon atoms, a substituted or unsubstituted alkynyl group having 2-10 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-10 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

11 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition further comprises one or more compounds represented by formula (V) to formula (VII):

wherein R 9 -R 14 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-10 carbon atoms, a substituted or unsubstituted alkoxy group having 1-10 carbon atoms, a substituted or unsubstituted alkenyl group having 2-10 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-10 carbon atoms, a substituted or unsubstituted alkynyl group having 2-10 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-10 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

12 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition further comprises one or more compounds represented by formula (V) to formula (VII) and formula (X):

wherein R 9 -R 14 and R 19 -R 20 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-10 carbon atoms, a substituted or unsubstituted alkoxy group having 1-10 carbon atoms, a substituted or unsubstituted alkenyl group having 2-10 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-10 carbon atoms, a substituted or unsubstituted alkynyl group having 2-10 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-10 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

13 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition further comprises one or more compounds represented by formula (V) to formula (VII), formula (IX), and formula (XI):

wherein R 9 -R 14 , R 17 -R 18 , and R 21 -R 22 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-10 carbon atoms, a substituted or unsubstituted alkoxy group having 1-10 carbon atoms, a substituted or unsubstituted alkenyl group having 2-10 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-10 carbon atoms, a substituted or unsubstituted alkynyl group having 2-10 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-10 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

14 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition further comprises one or more compounds represented by formula (V) and formula (VIII):

wherein R 9 -R 10 and R 15 -R 16 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-10 carbon atoms, a substituted or unsubstituted alkoxy group having 1-10 carbon atoms, a substituted or unsubstituted alkenyl group having 2-10 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-10 carbon atoms, a substituted or unsubstituted alkynyl group having 2-10 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-10 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

15 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition further comprises one or more compounds represented by formula (V) and formula (IX):

wherein R 9 -R 10 and R 17 -R 18 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-10 carbon atoms, a substituted or unsubstituted alkoxy group having 1-10 carbon atoms, a substituted or unsubstituted alkenyl group having 2-10 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-10 carbon atoms, a substituted or unsubstituted alkynyl group having 2-10 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-10 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

16 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition further comprises one or more compounds represented by formula (V) and formula (X):

wherein R 9 -R 10 and R 19 -R 20 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-10 carbon atoms, a substituted or unsubstituted alkoxy group having 1-10 carbon atoms, a substituted or unsubstituted alkenyl group having 2-10 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-10 carbon atoms, a substituted or unsubstituted alkynyl group having 2-10 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-10 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

17 . The liquid crystal composition of claim 1 , wherein R 1 to R 8 are independently selected from a group consisting of methyl, ethyl, propyl, butyl, pentyl, vinyl, prop-1-enyl, prop-2-enyl, but-1-enyl, but-2-enyl, but-3-enyl, pent-1-enyl, pent-2-enyl, pent-3-enyl, pent-4-enyl, acetylenyl, prop-1-ynyl, prop-2-ynyl, but-1-ynyl, but-2-ynyl, but-3-ynyl, pent-1-ynyl, pent-2-ynyl, pent-3-ynyl, and pent-4-ynyl.

18 . A display panel comprising a first substrate and a second substrate disposed facing the first substrate, and a liquid crystal layer disposed between the first substrate and the second substrate, wherein a material of the liquid crystal layer comprises a liquid crystal composition comprising:

a first compound represented by formula (I);

a second compound represented by formula (II);

a third compound represented by formula (III);

and

a fourth compound represented by formula (IV);

wherein

is selected from a group consisting of following substituted or unsubstituted groups:

and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I,

are independently selected from a group consisting of following substituted or unsubstituted groups:

and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I;

Z 1 and Z 2 are independently selected from a group consisting of a single bond, —O—, —S—, —SO 2 —, —CO—, —C(O)O—, —OC(O)—, —OC(O)O—, and —C≡C—; or Z 1 and Z 2 are independently selected from a group consisting of following substituted or unsubstituted groups:—CH 2 O—, —OCH 2 —, —CH 2 —CH 2 —, —(CH 2 ) 3 —, and —CH═CH—, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I;

X is selected from O or S;

n is selected from 0, 1, or 2;

Y is selected from

and

R 1 to R 8 are independently selected from a group consisting of —H, —F, —Cl, —Br, —I, —CN, —SCN, —NCS, and —SF; or, R 1 to R 8 are independently selected from a group consisting of a substituted or unsubstituted alkyl group having 1-15 carbon atoms, a substituted or unsubstituted alkoxy group having 1-15 carbon atoms, a substituted or unsubstituted alkenyl group having 2-15 carbon atoms, a substituted or unsubstituted alkenyloxy group having 2-15 carbon atoms, a substituted or unsubstituted alkynyl group having 2-15 carbon atoms, and a substituted or unsubstituted alkynyloxy group having 2-15 carbon atoms, and substituent groups thereof are independently selected from a group consisting of F, Cl, Br, and I.

19 . The liquid crystal composition of claim 1 , wherein the liquid crystal composition comprises, by total mass of the liquid crystal composition:

the first compound with a mass percentage ranging from 1% to 35%;

the second compound with a mass percentage ranging from 1% to 40%;

the third compound with a mass percentage ranging from 1% to 20%; and

the fourth compound with a mass percentage ranging from 1% to 30%.

20 . The liquid crystal composition of claim 19 , wherein the liquid crystal composition comprises:

the first compound with the mass percentage ranging from 5% to 22%;

the second compound with the mass percentage ranging from 10% to 30%;

the third compound with the mass percentage ranging from 1% to 15%; and

the fourth compound with the mass percentage ranging from 5% to 25%.