IP Library Granted Patent US 9,605,208
Granted Patent B2
US 9,605,208 · App. 14/419,308 · Granted Mar 28, 2017

Nematic liquid crystal composition

Inventors: Masakazu Kaneoya (Kita-adachi-gun, JP); Kiyofumi Takeuchi (Kita-adachi-gun, JP); Masashi Osawa (Kita-adachi-gun, JP); Kenta Tojo (Kita-adachi-gun, JP); Tetsuo Kusumoto (Kita-adachi-gun, JP)
Assignee: DIC CORPORATION
C09K19/3402C09K19/20C09K19/322C09K19/44G02F1/137G02F1/1337G02F1/133723C09K2019/0448C09K2019/0466C09K2019/122C09K2019/123C09K2019/124C09K2019/301C09K2019/3004C09K2019/3012C09K2019/3016C09K2019/3019C09K2019/3025C09K2019/3422G02F2001/13706Y10T428/10Y10T428/1005Y10T428/1018Y10T428/1023
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Quick Facts
Patent No.
US 9,605,208
App. No.
14/419,308
Granted
Mar 28, 2017
Kind
B2
Abstract

A liquid crystal composition exhibits a positive dielectric anisotropy and sufficiently low viscosity without decreasing or increasing refractive index anisotropy or nematic phase-isotropic liquid phase transition temperature, and does not cause display failures. The liquid crystal composition contains one or more compounds selected from compounds represented by general formula (LC0) and one or more compounds selected from a group of compounds represented by general formula (LC1) to general formula (LC5), in which the liquid crystal composition contains one or more compounds in which at least one of A 01 , A 02 , and A 11 to A 42 in general formulae (LC0) to (LC4) represents a tetrahydropyran-2,5-diyl group.

Claims (27)

1. A liquid crystal composition having a positive dielectric anisotropy and containing one or more compounds selected from compounds represented by general formula (LC0) and one or more compounds selected from a group of compounds represented by general formula (LC1) to general formula (LC5), wherein the liquid crystal composition contains one or more compounds in which at least one of A 01 and A 02 in general formula (LC0) represents a tetrahydropyran-2,5-diyl group:

wherein in the formulae, R 01 to R 41 each independently represent an alkyl group having 1 to 15 carbon atoms where one or more —CH 2 — in the alkyl group may each be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, —C≡C—, —CF 2 O—, or —OCF 2 — so long as oxygen atoms are not directly adjacent to each other and one or more hydrogen atoms in the alkyl group may each be substituted with a halogen; R 51 and R 52 each independently represent an alkyl group having 1 to 15 carbon atoms where one or more —CH 2 — in the alkyl group may each be substituted with —O—, —CH═CH—, —CO—, —OCO—, —COO—, or —C≡C— so long as oxygen atoms are not directly adjacent to each other, and may each represent —OCF 3 or —CF 3 when A 51 or A 53 described below represents a cyclohexane ring; A 01 to A 42 each independently represent any one of structures below:

wherein in the structures, one or more —CH 2 — in the cyclohexane ring may each be substituted with —O— so long as oxygen atoms are not directly adjacent to each other; in the structures, one or more —CH═ in the benzene ring may each be substituted with —N═ so long as nitrogen atoms are not directly adjacent to each other; and X 61 and X 62 each independently represent —H, —Cl, —F, —CF 3 , or —OCF 3 ; A 51 to A 53 each independently represent any one of structures below:

wherein in the formulae, one or more —CH 2 CH 2 — in the cyclohexane ring may each be substituted with —CH═CH—, —CF 2 O—, or —OCF 2 — and one or more —CH═ in the benzene ring may each be substituted with —N═ so long as nitrogen atoms are not directly adjacent to each other; X 01 represents a hydrogen atom or a fluorine atom; X 11 to X 43 each independently represent —H, —Cl, —F, —CF 3 , or —OCF 3 ; Y 01 to Y 41 each represent —Cl, —F, —OCHF 2 , —CF 3 , or —OCF 3 ; Z 01 and Z 02 each independently represent a single bond, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCF 2 —, or —CF 2 O—; Z 31 to Z 42 each independently represent a single bond, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCF 2 —, or —CF 2 O— where at least one of Z 31 and Z 32 that are present represents a group other than a single bond; Z 51 and Z 52 each independently represent a single bond, —CH═CH—, —C≡—, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 — or —CF 2 O—; m 01 to m 51 each independently represent an integer of 0 to 3; m 01 +m 02 , m 31 +m 32 , and m 41 +m 42 are each independently 1, 2, 3, or 4; and when a plurality of A 01 , A 03 , A 23 , A 31 , A 32 , A 41 , A 42 , A 52 , Z 01 , Z 02 , Z 31 , Z 32 , Z 41 , Z 42 , and/or Z 52 are present, they may be the same or different.

2. The liquid crystal composition according to claim 1 , wherein X 01 in general formula (LC0) represents F.

3. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC2-1) to general formula (LC2-14) as the compound represented by general formula (LC2):

wherein in the formulae, X 23 , X 24 , X 25 , and X 26 each independently represent a hydrogen atom Cl, F, CF 3 , or OCF 3 , and X 22 , R 21 , and Y 21 are the same as those in claim 1 .

4. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC3-1) to general formula (LC3-32) as the compound represented by general formula (LC3):

wherein in the formulae, X 33 , X 34 , X 35 , X 36 , X 37 , and X 38 each independently represent H, Cl, F, CF 3 , or OCF 3 , and X 32 , R 31 , A 31 , Y 31 , and Z 31 are the same as those in claim 1 .

5. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC4-1) to general formula (LC4-23) as the compound represented by general formula (LC4):

wherein in the formulae, X 44 , X 45 , X 46 , and X 47 each independently represent H, Cl, F, CF 3 , or OCF 3 , and X 42 , X 43 , R 41 , and Y 41 are the same as those in claim 1 .

6. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds selected from the group consisting of compounds represented by general formula (LC5-1) to general formula (LC5-26) as the compound represented by general formula (LC5):

the formulae, R 51 and R 52 are the same as those in claim 1 .

7. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains 5 to 50% by mass of one or more compounds in which at least one of A 01 and A 02 in general formula (LC0) represents a tetrahydropyran-2,5-diyl group.

8. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more optically active compounds.

9. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more compounds in which at least one of Z 01 , Z 02 , Z 31 to Z 42 , Z 51 , and Z 52 in general formula (LC0) and general formula (LC3) to general formula (LC5) represents —CF 2 O— or —OCF 2 —.

10. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains 30 to 70% by mass of the compound represented by general formula (LC5) and has a viscosity η of 20 mPa·s or less at 20° C.

11. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more polymerizable compounds.

12. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more antioxidants.

13. The liquid crystal composition according to claim 1 , wherein the liquid crystal composition contains one or more UV absorbers.

14. A liquid crystal display device using the liquid crystal composition according to claim 1 .

15. An active matrix driving liquid crystal display device using the liquid crystal composition according to claim 1 .

16. A TN-mode, OCB-mode, ECB-mode, IPS-mode, or VA-IPS-mode liquid crystal display device using the liquid crystal composition according to claim 1 .

17. A polymer-stabilized TN-mode, OCB-mode, ECB-mode, IPS-mode, or VA-IPS-mode liquid crystal display device that uses the liquid crystal composition according to claim 11 and is produced by polymerizing the polymerizable compounds in the liquid crystal composition in the absence or presence of applied voltage.

18. The liquid crystal display device according to claim 14 , wherein an alignment layer that has a surface that comes into contact with liquid crystal molecules and causes the liquid crystal molecules to align horizontally, tilt, or align vertically includes an alignment film containing at least one compound selected from polyimide (PI), polyamide, chalcone, cinnamate, and cinnamoyl.

19. The liquid crystal display device according to claim 18 , wherein the alignment layer according to claim 18 further includes a polymerizable liquid crystal compound or a polymerizable non-liquid crystal compound.

20. The liquid crystal display device according to claim 18 , wherein an alignment film prepared by an optical alignment technology is formed as the alignment layer at the surface that comes into contact with the liquid crystal composition.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2024
From: DIC CORPORATION
To: SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIAL CO., LTD.
Reel/Frame 067528/0688 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2015
From: KANEOYA, MASAKAZU; TAKEUCHI, KIYOFUMI; OSAWA, MASASHI; TOJO, KENTA; KUSUMOTO, TETSUO
To: DIC CORPORATION
Reel/Frame 034875/0597 →
Priority Claims (1)
JP 2012-183220 · Aug 22, 2012 · national
Continuity (1)
Related Publication 20150184076A1 · Jul 2, 2015