IP Library Granted Patent US 10,934,488
Granted Patent B2
US 10,934,488 · App. 16/381,455 · Granted Mar 2, 2021

Polymerizable compound-containing liquid crystal composition and liquid crystal display device using the same

Inventors: Go Sudo (Kita-adachi-gun, JP); Shotaro Kawakami (Kita-adachi-gun, JP)
Assignee: DIC CORPORATION
C09K19/542C09K19/0216C09K19/12C09K19/3066C09K19/56G02F1/1362G02F1/133788C09K2019/0448C09K2019/122C09K2019/3016C09K2019/548
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Quick Facts
Patent No.
US 10,934,488
App. No.
16/381,455
Granted
Mar 2, 2021
Kind
B2
Abstract

A polymerizable compound-containing liquid crystal composition of the present invention relates to a liquid crystal composition containing a polymerizable compound represented by general formula (I) and a compound represented by general formula (II) and can be used for a liquid crystal display device imparted with liquid crystal aligning ability by polymerization. The polymerizable liquid crystal composition is required to cause no precipitation in a wide temperature range and have a low viscosity corresponding to fast switching, and a liquid crystal display device using the composition is required to have more stable alignment after polymerization and to cause no defect in display characteristics. In the present invention, the problems can be solved using a specified compound.

Claims (28)

1. A polymerizable compound-containing liquid crystal composition comprising,

as a first component, at least one polymerizable compound represented by general formula (I),

wherein R 1 and R 2 each independently represent any of formulae (R-1) to (R-15) below,

and X 1 to X 8 each independently represent a trifluoromethyl group, a trifluoromethoxy group, a fluorine atom, a chlorine atom, or a hydrogen atom, but at least one of X 1 to X 8 represents a fluorine atom,

at least one compound represented by general formula (III)

wherein R 9 represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, in which at least one hydrogen atom present in the group may be substituted by a fluorine atom and R 10 represents an alkyl group or alkoxyl group having 1 to 10 carbon atoms or an alkenyl group or alkenyloxy group having 2 to 10 carbon atoms, in which at least one hydrogen atom present in the group may be substituted by a fluorine atom, and m represents 0, 1, or 2, and

at least one compound represented by general formula (IV-3)

wherein R 3 represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, in which at least one hydrogen atom present in the group may be substituted by a fluorine atom and R 4 represents an alkyl group or alkoxyl group having 1 to 10 carbon atoms or an alkenyl group or alkenyloxy group having 2 to 10 carbon atoms, in which at least one hydrogen atom present in the group may be substituted by a fluorine atom, and m represents 0, 1, or 2.

2. The polymerizable compound-containing liquid crystal composition according to claim 1 , wherein the general formula (I) is any one of general formula (I-1) to general formula (I-4),

wherein R 1 represents the same meaning as R 1 described in claim 1 , and R 2 represents the same meaning as R 2 described in claim 1 .

3. The polymerizable compound-containing liquid crystal composition according to claim 2 , wherein the general formula (I) is the general formula (I-1).

4. The polymerizable compound-containing liquid crystal composition according to claim 1 , wherein in the general formula (I), R 1 and R 2 are each independently formula (R-1) or (R-2).

5. The polymerizable compound-containing liquid crystal composition according to claim 1 , wherein in the general formula (I), R 1 and R 2 are each independently formula (R-2).

6. The polymerizable compound-containing liquid crystal composition according to claim 1 , wherein the general formula (IV-3) is formula (IV-31).

7. The polymerizable compound-containing liquid crystal composition according to claim 1 , further comprising at least one compound represented by general formula (II)

wherein R 3 and R 4 represent the same meaning as R 3 and R 4 described above.

8. The polymerizable compound-containing liquid crystal composition according to claim 7 , wherein the general formula (II) is general formula (II-A) and general formula (II-B),

wherein R 5 , R 6 , R 7 , and R 8 each independently represent the same meaning as R 3 described above.

9. The polymerizable compound-containing liquid crystal composition according to claim 1 , wherein the general formula (III) is general formula (III-A),

wherein R 11 and R 12 each independently represent the same meaning as R 3 described in claim 1 .

10. The polymerizable compound-containing liquid crystal composition according to claim 1 , wherein the content of the compound represented by the general formula (I) is 0.01% by mass to 2.0% by mass.

11. The polymerizable compound-containing liquid crystal composition according to claim 7 , wherein the content of the compound represented by the general formula (II) is 5% by mass to 35% by mass.

12. The polymerizable compound-containing liquid crystal composition according to claim 1 , wherein the content of the compound represented by the general formula (III) is 5% by mass to 35% by mass.

13. The polymerizable compound-containing liquid crystal composition according to claim 1 , wherein a dielectric constant anisotropy Δε at 25° C. is in a range of −6.0 to −2.0, a refractive index anisotropy Δn at 25° C. is in a range of 0.08 to 0.13, a viscosity (η) at 20° C. is in a range of 10 to 30 mPa·s, and a nematic-isotropic liquid phase transition temperature (T ni ) is in a range of 60° C. to 120° C.

14. A liquid crystal display device comprising the polymerizable compound-containing liquid crystal composition according to claim 1 .

15. The liquid crystal display device according to claim 14 , wherein the liquid crystal display device is an active matrix drive liquid crystal device.

16. The liquid crystal display device according to claim 14 , wherein the liquid crystal display device is of a PSA mode, a PSVA mode, a VA mode, an IPS mode, or an ECB mode.

17. The liquid crystal display device according to claim 14 , wherein a pretilt angle is 85 to 89.9 degrees.

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 Apr 11, 2019
From: SUDO, GO; KAWAKAMI, SHOTARO
To: DIC CORPORATION
Reel/Frame 048863/0571 →
Priority Claims (1)
JP JP2010-287712 · Dec 24, 2010 · national
Continuity (5)
Continuation 15693947 · Sep 1, 2017
Continuation 15147095 · May 5, 2016
Continuation 14727323 · Jun 1, 2015
Continuation 13995879
Related Publication 20190233730A1 · Aug 1, 2019