IP Library › Granted Patent US 10,459,292
Granted Patent B2
US 10,459,292 · App. 15/494,038 · Granted Oct 29, 2019

Liquid crystal display and liquid crystal composition comprised thereof

Inventors: Joon Hyung Park (Yongin-si, KR); Kyung Hae Park (Yongin-si, KR); Jong Ho Son (Yongin-si, KR); Jin Hyeong Lee (Yongin-si, KR); Hye Lim Jang (Yongin-si, KR)
Assignee: SAMSUNG DISPLAY CO., LTD.
G02F1/133711C09K19/065C09K19/3001C09K19/3098C09K19/32C09K19/56G02F1/00G02F1/13394G02F1/133514C09K2019/3004C09K2019/3009C09K2019/3027G02F2001/13398G02F2202/023
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Quick Facts
Patent No.
US 10,459,292
App. No.
15/494,038
Granted
Oct 29, 2019
Kind
B2
Abstract

A liquid crystal display includes a first substrate, a second substrate opposing the first substrate, an electrode portion provided on at least one of the first and second substrates, and a liquid crystal layer provided between the first substrate and the second substrate and including a liquid crystal composition. The liquid crystal composition includes a liquid crystal compound including a cyclohexenylene group, and provides the liquid crystal display with low rotary viscosity and high voltage holding ratio.

Claims (89)

1. A liquid crystal display comprising:

a first substrate;

a second substrate opposing the first substrate;

an electrode portion provided on at least one of the first and second substrates; and

a liquid crystal layer provided between the first substrate and the second substrate and including a liquid crystal composition,

wherein the liquid crystal composition comprises at least one of liquid crystal compounds represented by the following Chemical Formula 1, at least one of liquid crystal compounds represented b the following Chemical Formula 2 and at least one of liquid crystal compounds represented by the following Chemical Formulae 5-4 to 5-8:

where Y is H or alkyl having 1 to 5 C atoms, the alkyl having 1 to 5 C atoms includes being not substituted or wherein one or more —CH 2 — groups each, independently of one another, is substituted by —C≡C—, —CF 2 O—, —O—, —CO—O—, —O—CO— or —O—CO—O so that O atoms are not directly linked to each other, 1 to 3 H atoms are substituted by halogen, or combination thereof,

A is 1,4-cyclohexylene or 1,4-phenylene,

Z 1 to Z 4 each, independently of one another, is H, F, Cl, or alkyl having 1 to 2 C atoms,

B is 1,4-cyclohexylene or 1,4-phenylene, wherein B is 1,4-phenylene when at least one of Z 1 to Z 4 is F or Cl,

n is 0 or 1,

Z is H, F, Cl, or alkyl having 1 to 2 C atoms, wherein Z is H when Y is H, and

X is F, Cl, or alkyl having 1 to 4 C atoms, the alkyl having 1 to 4 C atoms includes being not substituted or wherein one or more —CH 2 — groups each, independently of one another, is substituted by —C≡C—, —CF 2 O—, —O—, —CO—O—, —O—CO— or —O—CO—O— so that O atoms are not directly linked to each other, 1 to 3 H atoms are substituted by halogen, or combination thereof, and

R and R′ each, independently of one another, is alkyl or alkoxy having 1 to 4 C atoms,

where X′ is hydrogen, F, Cl, or alkyl having 1 to 15 C atoms, the alkyl having 1 to 15 C atoms includes being not substituted or wherein one or more —CH 2 — groups each, independently of one another, is substituted by —C≡C—, —CF 2 O—, —CH═CH—, —CO—, —O—, —CO—O—, —O—CO— or —O—CO—O— so that O atoms are not directly linked to each other, 1 to 3 H atoms are substituted by halogen, or combination thereof.

2. The liquid crystal display of claim 1 , wherein the liquid crystal compound of Chemical Formula 1 is present in an amount exceeding 0 wt % but less than 15 wt % based on a total weight of the liquid crystal composition.

3. The liquid crystal display of claim 1 , wherein the liquid crystal compound of Chemical Formula 1 includes at least one of liquid crystal compounds represented by the following Chemical Formula 1-1:

where Y, A, Z 1 to Z 4 , B, n, and Z are as defined in Chemical Formula 1, and R is alkyl or alkoxy having 1 to 4 C atoms.

4. The liquid crystal display of claim 3 , wherein the liquid crystal compound of Chemical Formula 1-1 includes at least one of liquid crystal compounds represented by the following Chemical Formulae 1-1-1 to 1-1-5:

where Y, Z, and R are as defined in Chemical Formula 1-1.

5. The liquid crystal display of claim 1 , wherein the liquid crystal compound represented by Chemical Formula 1 includes at least one of liquid crystal compounds represented by the following Chemical Formulae 1-2 and 1-3:

where Y is H, and A, Z 1 to Z 4 , B, n, and X are as defined in Chemical Formula 1, and

where Y, A, Z 1 to Z 4 , B, n, and X are as defined in Chemical Formula 1.

6. The liquid crystal display of claim 5 , wherein the liquid crystal compound of Chemical Formula 1-2 includes at least one of liquid crystal compounds represented by Chemical Formulae 1-2-1 and 1-2-2, and

the liquid crystal compound of Chemical Formula 1-3 includes at least one of liquid crystal compounds represented by the following Chemical Formulae 1-3-1 and 1-3-2:

where Y is H, and A, Z 2 to Z 4 , B, n, and X are as defined in Chemical Formula 1,

where Y, A, Z 2 to Z 4 , B, n, and X are as defined in Chemical Formula 1.

7. The liquid crystal display of claim 5 , wherein the liquid crystal compound of Chemical Formula 1-2 includes at least one of liquid crystal compounds represented by the following Chemical Formulae 1-2-4 and 1-2-5, and

the liquid crystal compound of Chemical Formula 1-3 includes at least one of liquid crystal compounds represented by the following Chemical Formulae 1-3-4 and 1-3-5:

where A is as defined in Chemical Formula 1.

8. The liquid crystal display of claim 5 , wherein the liquid crystal compound of Chemical Formula 1-2 includes at least one of liquid crystal compounds represented by the following Chemical Formulae 1-2-6 to 1-2-11, and

the liquid crystal compound of Chemical Formula 1-3 includes at least one of liquid crystal compounds represented by Chemical Formulae 1-3-6 to 1-3-12:

9. The liquid crystal display of claim 1 , wherein the liquid crystal composition comprises at least one of liquid crystal compounds represented by the following Chemical Formula 3:

where A, n, R, R′ and X of Chemical Formula 3 is as defined in Chemical Formula 1 and Chemical Formula 2.

10. The liquid crystal display of claim 9 , wherein any combination of the liquid crystal compound of Chemical Formula 1 and at least one of the liquid crystal compound of Chemical Formula 2 and the liquid crystal compound of Chemical Formula 3, is present in an amount exceeding 0 wt % but less than 15 wt % based on a total weight of the liquid crystal composition.

11. The liquid crystal display of claim 1 , further comprising an alignment layer provided between the first substrate and the liquid crystal layer and between the second substrate and the liquid crystal layer,

wherein the alignment layer includes a polymer obtained by polymerizing a monomer represented by the following Chemical Formula 4:

where Rp and Rq each, independently of one another, is acrylate having 1 to 12 C atoms, methacrylate, an epoxy group, an oxetane group, a vinyl-ether group, or a styrene group,

L 1 to L 3 each, independently of one another, is a single bond, an alkyl group having 1 to 10 C atoms, ether, carbonyl, or carboxyl, and

o is 1 or 2.

12. The liquid crystal display of claim 11 , wherein the polymer obtained by polymerizing the monomer represented by Chemical Formula 4 includes an oxime or acetophenone photoinitiator.

13. The liquid crystal display of claim 1 , further comprising a spacer between the first substrate and the second substrate,

wherein the spacer is an organic polymer material including an oxime or acetophenone photoinitiator.

14. The liquid crystal display of claim 1 , further comprising a color filter provided on one of the first and second substrates and displaying color,

wherein the color filter is an organic polymer material including an oxime or acetophenone photoinitiator.

15. The liquid crystal display of claim 1 , further comprising a black matrix provided on one of the first and second substrates and blocking transmitted light,

wherein the black matrix includes an organic polymer material including an oxime or acetophenone photoinitiator.

16. The liquid crystal display of claim 1 , further comprising an encapsulant provided between the first substrate and the second substrate and surrounding the liquid crystal layer,

wherein the encapsulant is an organic polymer material including an oxime or acetophenone photoinitiator.

17. The liquid crystal display of claim 1 , wherein the liquid crystal composition has negative dielectric anisotropy.

18. A liquid crystal composition comprised in a liquid crystal display, the liquid crystal composition comprising:

at least one of liquid crystal compounds represented by the following Chemical Formula 1, at least one of liquid crystal compounds represented by the following Chemical Formula 2 and at least one of liquid crystal compounds represented by the following Chemical Formulae 5-4 to 5-8:

where Y is H or alkyl having 1 to 5 C atoms, the alkyl having 1 to 5 C atoms includes being not substituted or wherein one or more —CH 2 — groups each, independently of one another, is substituted by —C≡C—, —CF 2 O—, —O—, —CO—O—, —O—CO— or —O—CO—O— so that O atoms are not directly linked to each other, 1 to 3 H atoms are substituted by halogen, or combination thereof,

A is 1,4-cyclohexylene or 1,4-phenylene,

Z 1 to Z 4 each, independently of one another, is H, F, Cl, or alkyl having 1 to 2 C atoms,

B is 1,4-cyclohexylene or 1,4-phenylene, wherein B is 1,4-phenylene when at least one of Z 1 to Z 4 is F or Cl,

n is 0 or 1,

Z is H, F, Cl, or alkyl having 1 to 2 C atoms, wherein Z is H when Y is H,

X is F, Cl, or alkyl having 1 to 4 C atoms, the alkyl having 1 to 4 C atoms includes being not substituted or wherein one or more —CH 2 — groups each, independently of one another, is substituted by —C≡C—, —CF 2 O—, —O—, —CO—O—, —O—CO— or —O—CO—O— so that O atoms are not directly linked to each other, 1 to 3 H atoms are substituted by halogen, or combination thereof, and

R and R′ each, independently of one another, is alkyl or alkoxy having 1 to 4 C atoms,

where X′ is hydrogen, F, Cl, or alkyl having 1 to 15 C atoms, the alkyl having 1 to 15 C atoms includes being not substituted or wherein one or more —CH 2 — groups each, independently of one another, is substituted by —C≡C—, —CF 2 O—, —CH═CH—, —CO—, —O—, —CO—O—, —O—CO— or —O—CO—O— so that O atoms are not directly linked to each other, 1 to 3 H atoms are substituted by halogen, or combination thereof.

19. The liquid crystal composition of claim 18 , wherein the liquid crystal compound of Chemical Formula 1 is present in an amount exceeding 0 wt % but less than 15 wt % based on a total weight of the liquid crystal composition.

20. The liquid crystal composition of claim 18 , wherein the liquid crystal compound of Chemical Formula 1 includes at least one of liquid crystal compounds represented by the following Chemical Formulae 1-1-1 to 1-1-5,

where Y, and Z are as defined in Chemical Formula 1, and R is alkyl or alkoxy having 1 to 4 C atoms.

21. The liquid crystal composition of claim 18 , wherein the liquid crystal compound of Chemical Formula 1 includes at least one of liquid crystal compounds represented by the following Chemical Formulae 1-2-1 and 1-2-2 and the following Chemical Formulae 1-3-1 and 1-3-2:

where Y is H, and A, Z 2 to Z 4 , B, n, and X are as defined in Chemical Formula 1,

where Y, A, Z 2 to Z 4 , B, n, and X are as defined in Chemical Formula 1.

22. The liquid crystal composition of claim 18 , further comprising at least one of liquid crystal compounds represented by the following Chemical Formula 3:

where A, n, R, R′ and X of Chemical Formula 3 is as defined in Chemical Formula 1 and Chemical Formula 2.

23. The liquid crystal composition of claim 22 , wherein any combination of the liquid crystal compound of Chemical Formula 1 and at least one of the liquid crystal compound of Chemical Formula 2 and the liquid crystal compound of Chemical Formula 3, is present in an amount exceeding 0 wt % but less than 15 wt % based on a total weight of the liquid crystal composition.

24. The liquid crystal composition of claim 18 , further comprising a monomer represented by the following Chemical Formula 4:

where Rp and Rq each, independently of one another, is an acrylate group having 1 to 12 C atoms, a methacrylate group, an epoxy group, an oxetane group, a vinyl-ether group, or a styrene group,

L 1 to L 3 each, independently of one another, is a single bond, an alkyl group having 1 to 10 C atoms, ether, carbonyl, or carboxyl, and

o is 1 or 2.

25. The liquid crystal composition of claim 24 , further comprising an oxime or acetophenone photoinitiator.

26. A liquid crystal composition comprising:

at least one of liquid crystal compounds represented by the following Chemical Formula 1, at least one of liquid crystal compounds represented by the following Chemical Formula 2 and at least one of liquid crystal compounds represented by the following Chemical Formulae 5-4 to 5-8:

where Y is H or a hydrocarbon group having 1 to 10 C atoms, the hydrocarbon group having 1 to 10 C atoms optionally includes one or more hetero atoms,

A is 1,4-cyclohexylene or 1,4-phenylene,

Z 1 to Z 4 each, independently of one another, is H, F, Cl, or alkyl having 1 to 2 C atoms,

B is 1,4-cyclohexylene or 1,4-phenylene, wherein B is 1,4-phenylene when at least one of Z 1 to Z 4 is F or Cl,

n is 0 or 1,

Z is H, F, Cl, or alkyl having 1 to 2 C atoms, wherein Z is H when Y is H,

X is F, Cl, or a hydrocarbon group having 1 to 8 C atoms, the hydrocarbon group having 1 to 8 C atoms optionally includes one or more hetero atoms,

and

R and R′ each, independently of one another, is alkyl or alkoxy having 1 to 4 C atoms

where X′ is hydrogen, F, Cl, or alkyl having 1 to 15 C atoms, the alkyl having 1 to 15 C atoms includes being not substituted or wherein one or more —CH 2 — groups each, independently of one another, is substituted by —C≡C—, —CF 2 O—, —CH═CH—, —CO—, —O—, —CO—O—, —O—CO— or —O—CO—O— so that O atoms are not directly linked to each other, 1 to 3 H atoms are substituted by halogen, or combination thereof.

27. The liquid crystal composition of claim 26 has negative dielectric anisotropy.

28. The liquid crystal composition of claim 26 , wherein the liquid crystal compound of Chemical Formula 1 is present in an amount exceeding 0 wt % but less than 15 wt % based on a total weight of the liquid crystal composition.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 21, 2017
From: PARK, JOON HYUNG; PARK, KYUNG HAE; SON, JONG HO; LEE, JIN HYEONG; JANG, HYE LIM
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 042117/0463 →
Priority Claims (1)
KR 10-2016-0102290 · Aug 11, 2016 · national
Continuity (1)
Related Publication 20180046033A1 · Feb 15, 2018
Cited By (2)
US 12,552,991 US 12,674,098