IP Library Granted Patent US 7,399,427
Granted Patent B2
US 7,399,427 · App. 11/209,789 · Granted Jul 15, 2008

Liquid crystal composition and liquid crystal display element

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Quick Facts
Patent No.
US 7,399,427
App. No.
11/209,789
Granted
Jul 15, 2008
Kind
B2
Abstract

Liquid crystal compositions are provided having a high “higher limit temperature” of a nematic phase, a low “lower limit temperature” of a nematic phase, small viscosity, suitable optical anisotropy, low threshold voltage and large specific resistance. The composition includes at least one compound selected from a group of compounds represented by formula (1) as a first component, at least one compound selected from a group of compounds represented by formula (2) as a second component, at least one compound selected from a group of compounds represented by formula (3) as a third component, and at least one compound selected from a group of compounds represented by formulae (4) and (5) as a fourth component: wherein R 1 is alkyl; R 2 is alkenyl; R 3 is alkyl or alkenyl; A 1 and A 2 are 1,4-phenylene, for example; Z 1 , Z 2 , and Z 3 are a single bond, for example; Y 1 and Y 2 are fluorine, for example.

Claims (48)

1. A liquid crystal composition comprising at least one compound selected from a group of compounds represented by formula (1) as a first component, at least one compound selected from a group of compounds represented by formula (2) as a second component, at least one compound selected from a group of compounds represented by formula (3) as a third component, and at least one compound selected from a group of compounds represented by formula (4) and formula (5) as a fourth component:

wherein R 1 is alkyl; R 2 is alkenyl; R 3 is alkyl or alkenyl; A 1 is 1,4-cyclohexylene or 1,4-phenylene; A 2 is 1,4-phenylene or 2,6-difluoro-1,4-phenylene; Z 1 is a single bond or —COO—; Z 2 is a single bond or —(CH 2 ) 2 —; Z 3 is a single bond, —COO— or —CF 2 O—; Y 1 is alkyl, fluorine, chlorine or —OCF 3 ; and Y 2 is fluorine or —OCF 3 .

2. The liquid crystal composition according to claim 1 , wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4).

3. The liquid crystal composition according to claim 1 , wherein the first component is in the range from approximately 5% to approximately 30% by weight, wherein the second component is in the range from approximately 20% to approximately 55% by weight, wherein the third component is in the range from approximately 10% to approximately 55% by weight, wherein the fourth component is in the range from approximately 5% to approximately 40% by weight, and wherein each range is based on the total weight of the liquid crystal composition.

4. The liquid crystal composition according to claim 2 , wherein the first component is in the range from approximately 5% to approximately 30% by weight, wherein the second component is in the range from approximately 20% to approximately 55% by weight, wherein the third component is in the range from approximately 10% to approximately 55% by weight, wherein the fourth component is in the range from approximately 5% to approximately 40% by weight, and wherein each range is based on the total weight of the liquid crystal composition.

5. A liquid crystal composition comprising at least one compound selected from a group of compounds represented by formula (1) as a first component, at least one compound selected from a group of compounds represented by formula (2) as a second component, at least one compound selected from a group of compounds represented by formula (3-1) and formula (3-2) as a third component, and at least one compound selected from a group of compounds represented by formula (4-1) as a fourth component:

wherein R 1 is alkyl; R 2 is alkenyl; R 3 is alkyl or alkenyl; A 1 is 1,4-cyclohexylene or 1,4-phenylene; A 2 is 1,4-phenylene or 2,6-difluoro-1,4-phenylene; Z 5 is a single bond or —CF 2 O—; and Y 3 is fluorine or chlorine.

6. The liquid crystal composition according to claim 5 , wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1).

7. The liquid crystal composition according to claim 5 , wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) and at least one compound selected from the group of compounds represented by formula (3-2).

8. The liquid crystal composition according to claim 5 , wherein the first component is in the range from approximately 5% to approximately 30% by weight, wherein the second component is in the range from approximately 20% to approximately 55% by weight, wherein the third component is in the range from approximately 10% to approximately 55% by weight, wherein the fourth component is in the range from approximately 5% to approximately 40% by weight, and wherein each range is based on the total weight of the liquid crystal composition.

9. The liquid crystal composition according to claim 6 , wherein the first component is in the range from approximately 5% to approximately 30% by weight, the second component is in the range from approximately 20% to approximately 55% by weight, the third component is in the range from approximately 10% to approximately 55% by weight, and the fourth component is in the range from approximately 5% to approximately 40% by weight, wherein each range is based on the total weight of the liquid crystal composition.

10. The liquid crystal composition according to claim 7 , wherein the first component is in the range from approximately 5% to approximately 30% by weight, wherein the second component is in the range from approximately 20% to approximately 55% by weight, wherein the third component is in the range from approximately 10% to approximately 55% by weight, wherein the fourth component is in the range from approximately 5% to approximately 40% by weight, and wherein each range is based on the total weight of the liquid crystal composition.

11. A liquid crystal composition comprising at least one compound selected from a group of compounds represented by formula (1) as a first component, at least one compound selected from a group of compounds represented by formula (2) as a second component, at least one compound selected from a group of compounds represented by formula (3-1) and formula (3-2) as a third component, and at least one compound selected from a group of compounds represented by formula (4-1-1) and formula (4-1-2) as a fourth component:

wherein R 1 is alkyl; R 2 is alkenyl; R 3 is alkyl or alkenyl; A 1 is 1,4-cyclohexylene or 1,4-phenylene; and Y 3 is fluorine or chlorine.

12. The liquid crystal composition according to claim 11 , wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1).

13. The liquid crystal composition according to claim 11 , wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1) and at least one compound selected from the group of compounds represented by formula (3-2).

14. The liquid crystal composition according to claim 11 , wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-1-2).

15. The liquid crystal composition according to claim 12 , wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-1-2).

16. The liquid crystal composition according to claim 13 , wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-1-2).

17. The liquid crystal composition according to claim 11 , wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-1-1) and at least one compound selected from the group of compounds represented by formula (4-1-2).

18. The liquid crystal composition according to claim 11 , wherein the first component is in the range from approximately 5% to approximately 30% by weight, wherein the second component is in the range from approximately 20% to approximately 55% by weight, wherein the third component is in the range from approximately 10% to approximately 55% by weight, wherein the fourth component is in the range from approximately 5% to approximately 40% by weight, and wherein each range is based on the total weight of the liquid crystal composition.

19. The liquid crystal composition according to claim 14 , wherein the first component is in the range from approximately 5% to approximately 30% by weight, wherein the second component is in the range from approximately 20% to approximately 55% by weight, wherein the third component is in the range from approximately 10% to approximately 55% by weight, wherein the fourth component is in the range from approximately 5% to approximately 40% by weight, and wherein each range is based on the total weight of the liquid crystal composition.

20. The liquid crystal composition according to claim 11 wherein the liquid crystal composition further comprises at least one compound selected from a group of compounds represented by formula (6), formula (7) and formula (8) as a fifth component:

wherein R 1 is alkyl; R 3 is alkyl or alkenyl; R 4 is alkyl or alkoxymethyl; A 1 is 1,4-cyclohexylene or 1,4-phenylene; A 3 is 1,4-cyclohexylene, 1,4-phenylene or 2-fluoro-1,4-phenylene; A 4 is 1,4-phenylne or 2-fluoro-1,4-phenylene; Z 1 is a single bond or —COO—; Z 2 is a single bond or —(CH 2 ) 2 —; Z 4 is a single bond, —(CH 2 ) 2 —, —COO— or —CF 2 O—; X 1 is hydrogen or fluorine; and Y 2 is fluorine or —OCF 3 , and the fifth component is in the range from approximately 1% to approximately 30% by weight based on the total weight of the liquid crystal composition.

21. The liquid crystal composition according to claim 14 , wherein the liquid crystal composition further comprises at least one compound selected from a group of compounds represented by formula (6), formula (7) and formula (8) as a fifth component:

wherein R 1 is alkyl; R 3 is alkyl or alkenyl; R 4 is alkyl or alkoxymethyl; A 1 is 1,4-cyclohexylene or 1,4-phenylene; A 3 is 1,4-cyclohexylene, 1,4-phenylene or 2-fluoro-1,4-phenylene; A 4 is 1,4-phenylne or 2-fluoro-1,4-phenylene; Z 1 is a single bond or —COO—; Z 2 is a single bond or —(CH 2 ) 2 —; Z 4 is a single bond, —(CH 2 ) 2 —, —COO— or —CF 2 O—; X is hydrogen or fluorine; and Y 2 is fluorine or —OCF 3 , and the fifth component is in the range from approximately 1% to approximately 30% by weight based on the total weight of the liquid crystal composition.

22. The liquid crystal composition according to claim 19 , wherein the liquid crystal composition further comprises at least one compound selected from a group of compounds represented by formula (6), formula (7) and formula (8) as a fifth component:

wherein R 1 is alkyl; R 3 is alkyl or alkenyl; R 4 is alkyl or alkoxymethyl; A 1 is 1,4-cyclohexylene or 1,4-phenylene; A 3 is 1,4-cyclohexylene, 1,4-phenylene or 2-fluoro-1,4-phenylene; A 4 is 1,4-phenylne or 2-fluoro-1,4-phenylene; Z 1 is a single bond or —COO—; Z 2 is a single bond or —(CH 2 ) 2 —; Z 4 is a single bond, —(CH 2 ) 2 —, —COO— or —CF 2 O—; X 1 is hydrogen or fluorine; and Y 2 is fluorine or —OCF 3 , and the fifth component is in the range from approximately 1% to approximately 30% by weight based on the total weight of the liquid crystal composition.

23. The liquid crystal composition according to claim 11 wherein the liquid crystal composition further comprises at least one compound selected from a group of compounds represented by formula (6-1), formula (7-1) and formula (8-1):

wherein R 1 and R 5 are independently alkyl; and Z 5 is a single bond or —CF 2 O—, and the fifth component is in the range from approximately 1% to approximately 30% by weight based on the total weight of the liquid crystal composition.

24. The liquid crystal composition according to claim 14 , wherein the liquid crystal composition further comprises at least one compound selected from a group of compounds represented by formula (6-1), formula (7-1) and formula (8-1):

wherein R 1 and R 5 are independently alkyl; and Z 5 is a single bond or —CF 2 O—, and the fifth component is in the range from approximately 1% to approximately 30% by weight based on the total weight of the liquid crystal composition.

25. The liquid crystal composition according to claim 19 , wherein the liquid crystal composition further comprises at least one compound selected from a group of compounds represented by formula (6-1), formula (7-1) and formula (8-1):

wherein R 1 and R 5 are independently alkyl; and Z 5 is a single bond or —CF 2 O—, and the fifth component is in the range from approximately 1% to approximately 30% by weight based on the total weight of the liquid crystal composition.

26. The liquid crystal composition according to claim 1 wherein the liquid crystal composition further comprises an antioxidant.

27. The liquid crystal composition according to claim 19 , wherein the liquid crystal composition further comprises an antioxidant.

28. The liquid crystal composition according to claim 26 , wherein the antioxidant is at least one compound selected from a group of compounds represented by formula (9):

29. The liquid crystal composition according to claim 27 , wherein the antioxidant is at least one compound selected from a group of compounds represented by formula (9):

30. The liquid crystal composition according to claim 26 , wherein the antioxidant is at least one compound selected from a group of compounds represented by formula (12):

wherein n is an integer of 2 to 9.

31. The liquid crystal composition according to claim 27 , wherein the antioxidant is at least one compound selected from a group of compounds represented by formula (12):

wherein n is an integer of 2 to 9.

32. The liquid crystal composition according to claim 28 wherein the antioxidant is in the range from approximately 50 ppm to approximately 600 ppm based on the total weight of the liquid crystal composition.

33. The liquid crystal composition according to claim 29 , wherein the antioxidant is in the range from approximately 50 ppm to approximately 600 ppm based on the total weight of the liquid crystal composition.

34. The liquid crystal composition according to claim 30 , wherein the antioxidant is in the range from approximately 50 ppm to approximately 600 ppm based on the total weight of the liquid crystal composition.

35. The liquid crystal composition according to claim 31 , wherein the antioxidant is in the range from approximately 50 ppm to approximately 600 ppm based on the total weight of the liquid crystal composition.

36. A liquid crystal display element comprising the liquid crystal composition according to claim 1 .

37. A liquid crystal display element comprising the liquid crystal composition according to claim 19 .

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 18, 2025
From: JNC CORPORATION; JNC PETROCHEMICAL CORPORATION
To: JIANGSU HECHENG DISPLAY TECHNOLOGY CO., LTD.
Reel/Frame 072472/0393 →
CHANGE OF NAME Recorded Jun 1, 2012
From: CHISSO PETROCHEMICAL CORPORATION
To: JNC PETROCHEMICAL CORPORATION
Reel/Frame 028300/0565 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 2, 2011
From: CHISSO CORPORATION
To: JNC CORPORATION
Reel/Frame 026207/0653 →