IP Library › Granted Patent US 9,557,444
Granted Patent B2
US 9,557,444 · App. 14/464,718 · Granted Jan 31, 2017

Alkali-soluble resin, photosensitive resin composition, color filter, method for manufacturing the same, and liquid crystal display apparatus

Inventor: Bar-Yuan Hsieh (Taichung, TW)
Assignee: Chi Mei Corporation
G02B1/04C08G63/52G02B5/23G03F7/027
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Quick Facts
Patent No.
US 9,557,444
App. No.
14/464,718
Granted
Jan 31, 2017
Kind
B2
Abstract

An alkali-soluble resin, a photosensitive resin composition, a color filter, and a method for manufacturing the same, and a liquid crystal display apparatus are provided. The photosensitive resin composition includes a specific alkali-soluble resin, a compound containing ethylenic unsaturated group, a photoinitiator, and an organic solvent. The photosensitive resin composition is excellent in developability and high precision pattern linearity and contour angle since the photosensitive resin composition contains a specific alkali-soluble resin.

Claims (44)

1. An alkali-soluble resin, represented by the following formula (1):

wherein in formula (1), A represents a phenylene group, and a hydrogen atom on the phenylene group may be substituted by a C 1 -C 5 alkyl group, a halogen atom, or a phenyl group;

B represents —CO—, —SO 2 —, —C(CF 3 ) 2 —, —Si(CH 3 ) 2 —, —CH 2 —, —C(CH 3 ) 2 —, —O—, 9,9-fluorenylene, or a single bond;

L represents a tetravalent carboxylic acid residue;

Y′ represents a C 1 -C 20 trivalent organic group;

each of R 1 , R 2 , and R 3 is independently a hydrogen atom, a halogen atom, or a monovalent organic group;

D represents a hydrogen atom or a methyl group; and

M is an integer ranging from 1 to 20.

2. The alkali-soluble resin according to claim 1 , wherein the alkali-soluble resin is obtained by reacting at least a component (a-1), a component (a-2) and a component (a-3), the component (a-1) is a diol compound with a polymerizable unsaturated group, the component (a-2) is a tetracarboxylic acid or a tetracarboxylic dianhydride, and the component (a-3) is a dicarboxylic acid anhydride represented by the following formula (2),

wherein in formula (2), Y′ represents a C 1 -C 20 trivalent organic group;

each of R 1 , R 2 , and R 3 is independently a hydrogen atom, a halogen atom, or a monovalent organic group.

3. The alkali-soluble resin according to claim 2 , wherein a mole ratio (a-2)/(a-1) of the component (a-2) to the component (a-1) is 0.2 to 1.0.

4. The alkali-soluble resin according to claim 2 , wherein a mole ratio (a-3)/(a-1) of the component (a-3) to the component (a-1) is 0.02 to 1.6.

5. A photosensitive resin composition, comprising:

an alkali-soluble resin represented by the following formula (1);

a compound containing ethylenic unsaturated group;

a photo-initiator; and

an organic solvent,

wherein in formula (1), A represents a phenylene group, and a hydrogen atom on the phenylene group may be substituted by a C 1 -C 5 alkyl group, a halogen atom, or a phenyl group;

B represents —CO—, —SO 2 —, —C(CF 3 ) 2 —, —Si(CH 3 ) 2 —, —CH 2 —, —C(CH 3 ) 2 —, —O—, 9,9-fluorenylene, or a single bond;

L represents a tetravalent carboxylic acid residue;

Y′ represents a C 1 -C 20 trivalent organic group;

each of R 1 , R 2 , and R 3 is independently a hydrogen atom, a halogen atom, or a monovalent organic group;

D represents a hydrogen atom or a methyl group; and

M is an integer ranging from 1 to 20.

6. The photosensitive resin composition according to claim 5 , wherein the alkali-soluble resin is obtained by reacting at least a component (a-1), a component (a-2), and a component (a-3), the component (a-1) is a diol compound with a polymerizable unsaturated group, the component (a-2) is a tetracarboxylic acid or a tetracarboxylic dianhydride, and the component (a-3) is a dicarboxylic acid anhydride represented by following formula (2),

wherein in formula (2), Y′ represents a C 1 -C 20 trivalent organic group;

each of R 1 , R 2 , and R 3 is independently a hydrogen atom, a halogen atom, or a monovalent organic group.

7. The photosensitive resin composition according to claim 6 , wherein a mole ratio (a-2)/(a-1) of the component (a-2) to the component (a-1) is 0.2 to 1.0.

8. The photosensitive resin composition according to claim 6 , wherein a mole ratio (a-3)/(a-1) of the component (a-3) to the component (a-1) is 0.02 to 1.6.

9. The photosensitive resin composition according to claim 5 , wherein the compound containing ethylenic unsaturated group comprises at least one compound selected from the group consisting of compounds represented by formulas (8) and (9),

wherein in formula (8) and formula (9), each of E independently represents —((CH 2 ) y CH 2 O)— or —((CH 2 ) y CH(CH 3 )O)—, each of y independently represents an integer ranging from 1 to 10, and each of X independently represents an acryloyl group, a methacryloyl group, a hydrogen atom, or a carboxyl group;

wherein in formula (8), a total number of the acryloyl group and the methacryloyl group represented by X is 3 or 4, and each of n independently represents an integer ranging from 0 to 10, and a sum of each n is an integer ranging from 1 to 40; and

wherein in formula (9), a total number of the acryloyl group and the methacryloyl group represented by X is 5 or 6, and each of q independently represents an integer ranging from 0 to 10, and a sum of each q is an integer ranging from 1 to 60.

10. The photosensitive resin composition according to claim 5 , further comprising a secondary or tertiary aliphatic thiol compound.

11. The photosensitive resin composition according to claim 5 , wherein based on 100 parts by weight of the alkali-soluble resin, an usage amount of the compound containing ethylenic unsaturated group is 50 to 500 parts by weight; an usage amount of the photoinitiator is 10 to 150 parts by weight; an usage amount of the organic solvent is 500 to 5000 parts by weight.

12. The photosensitive resin composition according to claim 5 , further comprising a coloring agent.

13. The photosensitive resin composition according to claim 12 , wherein based on 100 parts by weight of the alkali-soluble resin, an usage amount of the coloring agent is 20 to 200 parts by weight.

14. A method for manufacturing a color filter, comprising forming a pixel layer using the photosensitive resin compositions according to claim 5 .

15. A color filter, manufactured by the method according to claim 14 .

16. A liquid crystal display apparatus, comprising the color filter according to claim 15 .

17. A method for manufacturing a color filter, comprising forming a protective film using the photosensitive resin compositions according to claim 5 .

18. A color filter, manufactured by the method according to claim 17 .

19. A liquid crystal display apparatus, comprising the color filter according to claim 18 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 27, 2014
From: HSIEH, BAR-YUAN
To: CHI MEI CORPORATION
Reel/Frame 033615/0364 →
Priority Claims (1)
TW 102131071 A · Aug 29, 2013 · national
Continuity (1)
Related Publication 20150060746A1 · Mar 5, 2015