IP Library › Granted Patent US 10,527,766
Granted Patent B2
US 10,527,766 · App. 16/026,600 · Granted Jan 7, 2020

Optically anisotropic layer, method of manufacturing the same, laminate, method of manufacturing the same, polarizing plate, liquid crystal display device, and organic EL display device

Inventors: Ayako Muramatsu (Kanagawa, JP); Shinnosuke Sakai (Kanagawa, JP); Teruki Niori (Kanagawa, JP); Shinichi Morishima (Kanagawa, JP)
Assignee: FUJIFILM Corporation
G02B5/3016C09K19/12C09K19/2007C09K19/2028C09K19/24C09K19/3068C09K19/32C09K19/322C09K19/3447C09K19/3486C09K19/3491C09K19/3497G02B5/305G02B5/3083C09K2019/0448C09K2019/2078C09K2019/3077C09K2019/3408C09K2019/3416
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Quick Facts
Patent No.
US 10,527,766
App. No.
16/026,600
Granted
Jan 7, 2020
Kind
B2
Abstract

To suppress a phenomenon where an optical axis of the optically anisotropic layer is tilted when the optically anisotropic layer is produced by using a liquid crystalline compound showing smectic phase as a materials showing a higher level of orderliness. An optically anisotropic layer wherein a polymerizable composition, containing one or more polymerizable rod-like liquid crystal compound showing a smectic phase, is fixed in a state of smectic phase, and a direction of maximum refractive index of the optically anisotropic layer is inclined at 10° or smaller to the surface of the optically anisotropic layer, a method for manufacturing the same, a laminate and a method for manufacturing the same, a polarizing plate, a liquid crystal display device, and an organic EL display device.

Claims (41)

1. An optically anisotropic layer,

wherein a polymerizable composition, containing one or more polymerizable rod-like liquid crystal compound showing a smectic phase, is fixed in a state of smectic phase, and a direction of maximum refractive index of said optically anisotropic layer is inclined at 10° or smaller to the surface of said optically anisotropic layer,

wherein the polymerizable rod-like liquid crystal compound is represented by a formula having at least one mesogen group, at least one radical-polymerizable group, and at least one group containing 6 or more carbon atoms selected from alkylene groups and alkylene oxide groups,

wherein a ratio of the polymerizable rod-like liquid crystal compound which remains unpolymerized is 5% by mass or less, and

wherein the content of the polymerizable rod-like liquid crystal compound is 50% or more by mass of the total solid content of the polymerizable composition.

2. The optically anisotropic layer of claim 1 , wherein the polymerizable rod-like liquid crystal compound has a molecular weight of 1300 or smaller.

3. The optically anisotropic layer of claim 1 , wherein the polymerizable rod-like liquid crystal compound is represented by a formula having at least one group containing 6 to 12 carbon atoms selected from alkylene groups and alkylene oxide groups.

4. The optically anisotropic layer of claim 1 , wherein the polymerizable rod-like liquid crystal compound is represented by a formula having at least one alkylene oxide groups containing 6 or more carbon atoms.

5. The optically anisotropic layer of claim 1 , wherein the polymerizable rod-like liquid crystal compound is represented by a formula having at least one alkylene oxide groups containing three ethylene oxide units.

6. The optically anisotropic layer of claim 1 , wherein the group containing 6 or more carbon atoms selected from alkylene groups and alkylene oxide groups is a spacer group which connects the radical-polymerizable group and the mesogen group.

7. The optically anisotropic layer of claim 6 , wherein the spacer group is an alkylene oxide group containing three ethylene oxide units.

8. The optically anisotropic layer of claim 1 , wherein the mesogen group is a polymerized mesogen group, and the group containing 6 or more carbon atoms selected from alkylene groups and alkylene oxide groups is in the polymerized mesogen group.

9. The optically anisotropic layer of claim 8 , wherein the group containing 6 or more carbon atoms selected from alkylene groups and alkylene oxide groups is an alkylene group containing 6 to 12 carbon atoms.

10. The optically anisotropic layer of claim 8 , wherein the group containing 6 or more carbon atoms selected from alkylene groups and alkylene oxide groups is an alkylene oxide group containing three ethylene oxide units.

11. The optically anisotropic layer of claim 1 , wherein the polymerizable rod-like liquid crystal compound is a compound represented by the formula (I):

Q 1 -SP 1 —X 1 -M 1 -(Y 1 -L-Y 2 -M 2 ) n -X 2 —SP 2 -Q 2   Formula (I):

where,

n is an integer representing the number of repetition of (Y 1 -L-Y 2 -M 2 ) which is 0 or more, each of Q 1 and Q 2 represents a radical-polymerizable group,

each of SP 1 and SP 2 represents a straight-chain or branched alkylene group, or a group composed of a combination of straight-chain or branched alkylene, with at least either of —O— and —C(═O)—, having 2 to 12 carbon atoms in total;

each of X 1 and X 2 represents a single bond or oxygen atom;

—Y 1 -L-Y 2 — represents a straight-chain alkylene group, or, a group composed of a combination of straight-chain alkylene group with —O— and/or —C(═O)—, having 3 to 18 carbon atoms in total;

M 1 is a group represented by —Ar 1 —COO—Ar 2 —COO—Ar 3 —COO— or —Ar 1 —COO—Ar 2 —COO—Ar 3 — or —Ar 1 —COO—Ar 2 —Ar 3 —;

M 2 is a group represented by —Ar 3 —COO—Ar 2 —COO—Ar 1 —OCO— or —Ar 3 —COO—Ar 2 —COO—Ar 1 — or —Ar 3 —COO—Ar 2 —Ar 1 —; and

each of Ar 1 , Ar 2 and Ar 3 independently represents phenylene or biphenylene.

12. The optically anisotropic layer of claim 1 , wherein the polymerizable composition further contains 1% by mass or more and 50% by mass or less of a polymerizable rod-like compound represented by the formula (2):

Q 3 -SP 3 —X 3 -M 3 -(Y 3 -L-Y 4 -M 4 ) m -X 4 —SP 4 -Q 4   Formula (2):

where, m is an integer representing the number of repetition of (Y 3 -L-Y 4 -M 4 ) which is 0 or more,

each of Q 3 and Q 4 represents a radical-polymerizable group,

SP 3 and SP 4 represent a same group which is a straight-chain or branched alkylene group, or, a group composed of a combination of a straight-chain or branched alkylene group, with —O— and/or —C(═O)—, having 2 to 12 carbon atoms in total;

X 3 and X 4 represent a same group which is a single bond or oxygen atom;

—Y 3 -L-Y 4 — represents a straight-chain alkylene group, or, a group composed of a combination of straight-chain alkylene group with —O— and/or —C(═O)—, having 3 to 18 carbon atoms in total; and

each of M 3 and M 4 represents a group composed of two or more aromatic rings, and —O— and/or —C(═O)—.

13. The optically anisotropic layer of claim 12 , wherein each of SP 3 and SP 4 of the polymerizable rodlike compound represented by the formula (2) contains an alkylene oxide.

14. The optically anisotropic layer of claim 1 , wherein the direction of maximum refractive index of the optically anisotropic layer is inclined at 0° or larger and 3° or smaller to the surface of the optically anisotropic layer.

15. The optically anisotropic layer of claim 1 , which is a uniaxial birefringence layer having the slow axis in the in-plane direction.

16. The optically anisotropic layer of claim 1 , wherein the polymerizable composition contains a tilt angle control agent which is a copolymer of fluoroaliphatic group-containing monomers.

17. The optically anisotropic layer of claim 16 , wherein the tilt angle control agent is a copolymer of fluoroaliphatic group-containing monomers.

18. A laminate comprising the optically anisotropic layer of claim 1 .

19. A polarizing plate comprising the optically anisotropic layer of claim 1 .

20. A liquid crystal display device comprising the optically anisotropic layer of claim 1 .

21. An organic EL display device comprising the optically anisotropic layer of claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 3, 2018
From: MURAMATSU, AYAKO; SAKAI, SHINNOSUKE; NIORI, TERUKI; MORISHIMA, SHINICHI
To: FUJIFILM CORPORATION
Reel/Frame 046260/0968 →
Priority Claims (3)
JP 2013-188162 · Sep 11, 2013 · national
JP 2014-072290 · Mar 31, 2014 · national
JP 2014-114182 · Jun 2, 2014 · national
Continuity (2)
Continuation 14482292 · Sep 10, 2014
Related Publication 20180313990A1 · Nov 1, 2018