# US 9,519,208 B2 · Photosensitive resin composition for color filters and uses thereof

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- Number: US 9,519,208 B2
- Document ID: US9519208B2
- Status: Granted
- Kind: B2
- Application number: 14/173,833
- Filed: 2014-02-06
- Published: 2014-09-04
- Granted: 2016-12-13
- Earliest claimed: 2013-03-01
- Assignees: Chi Mei Corporation
- Applicants: Chi Mei Corporation
- Inventors: Jung-Pin Hsu
- Web page: https://patentgrep.com/patent/US9519208B2

## CPC

- G03C 1/733: {with macromolecular compounds as photosensitive substances, e.g. photochromic (photodegradable or photocrosslinkable compositions G03F7/004)}
- G02B 5/201: {in the form of arrays}
- G03C: PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES (for photomechanical purposes G03F); PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY (photographic processes characterised by the use or manipulation of apparatus classifiable per se in subclass G03B, see G03B; photomechanical production of textured or patterned surfaces G03F; electrophotography, magnetography G03G)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS

## Abstract

A photosensitive resin composition for color filter including an alkai-soluble resin (A-1), an alkai-soluble resin (A-2) having a functional group represented by formula (2), a compound (B) having an ethylenically unsaturated group, a photoinitiator (C), an organic solvent (D), and a pigment (E) is provided, wherein the alkai-soluble resin (A-1) is formed by copolymerizing an ethylenically unsaturated monomer (a-1) having a carboxylic acid group, a compound (a-2) having a cyclicimide group represented by formula (1), and other copolymerizable ethylenically unsaturated monomers (a-3) except for the ethylenically unsaturated monomer (a-1) having the carboxylic acid group and the compound (a-2) having the cyclicimide group represented by formula (1).

## Claims

### Claim 1

A photosensitive resin composition for a color filter, comprising:
an alkali-soluble resin (A-1) formed by copolymerizing an ethylenically unsaturated monomer (a-1) having a carboxylic acid group, a compound (a-2) having a cyclicimide group represented by formula (1), and other copolymerizable ethylenically unsaturated monomers (a-3) except for the ethylenically unsaturated monomer (a-1) having a carboxylic acid group and the compound (a-2) having a cyclicimide group represented by formula (1),
in formula (1), R1 and R2 are each independently selected from the group consisting of a hydrogen atom and an alkyl group of a carbon number of 1 to 10, but R1 and R2 are not both a hydrogen atom; or R1 and R2 both form a carbocyclic ring,
wherein based on a total amount of 100 parts by weight of the ethylenically unsaturated monomer (a-1) having a carboxylic acid group, the compound (a-2) having a cyclicimide group represented by formula (1), and the other copolymerizable ethylenically unsaturated monomers (a-3), a content of the compound (a-2) having a cyclicimide group represented by formula (1) is between 20 parts by weight and 60 parts by weight;
an alkali-soluble resin (A-2) having a functional group represented by formula (2),
in formula (2), each R3 is independently selected from the group consisting of a hydrogen atom, a straight chain or branch chain alkyl group of a carbon number of 1 to 5, a phenyl group, or a halogen atom;
a compound (B) having an ethylenically unsaturated group;
a photoinitiator (C);
an organic solvent (D); and
a pigment (E).

### Claim 2 (depends on 1)

The photosensitive resin composition of claim 1, wherein the compound (a-2) having a cyclicimide group represented by formula (1) is selected from the group consisting of compounds represented by formula (3), formula (4), and formula (5);
in formula (3), R1 and R2 are each independently selected from the group consisting of a hydrogen atom and an alkyl group of a carbon number of 1 to 10, but, R1 and R2 are not both a hydrogen atom; or R1 and R2 both form a carbocyclic ring; R4 represents an alkylene group of a carbon number of 1 to 6; R5 represents a residue obtained by removing a carboxylic acid group or an oxy dicarbonyl group from a polycarboxylic acid compound or an anhydride thereof; and m represents an integer of 1 to 6;
in formula (4), R6 represents a residue obtained by removing an amino group from a diamine compound;
in formula (5), R7 represents an alkylene group of a carbon number of 1 to 6; R8 represents a residue obtained by removing an isocyanate group from a diisocyanate compound; and R9 represents a residue obtained by removing a hydroxyl group from a diol compound.

### Claim 3 (depends on 1)

The photosensitive resin composition of claim 1, wherein based on a total amount of 100 parts by weight of the alkali-soluble resin (A-1) and the alkali-soluble resin (A-2), a content of the alkali-soluble resin (A-1) is between 30 parts by weight and 90 parts by weight and a content of the alkali-soluble resin (A-2) is between 10 parts by weight and 70 parts by weight.

### Claim 4 (depends on 1)

The photosensitive resin composition of claim 1, wherein based on a total amount of 100 parts by weight of the ethylenically unsaturated monomer (a-1) having a carboxylic acid group, the compound (a-2) having a cyclicimide group represented by formula (1), and the other copolymerizable ethylenically unsaturated monomers (a-3), a content of the ethylenically unsaturated monomer (a-1) having a carboxylic acid group is between 10 parts by weight and 40 parts by weight; a content of the other copolymerizable ethylenically unsaturated monomers (a-3) is between 0 parts by weight and 70 parts by weight.

### Claim 5 (depends on 1)

The photosensitive resin composition of claim 1, wherein based on a total amount of 100 parts by weight of the alkali-soluble resin (A-1) and the alkali-soluble resin (A-2), a content of the compound (B) having an ethylenically unsaturated group is between 50 parts by weight and 500 parts by weight; a content of the photoinitiator (C) is between 10 parts by weight and 100 parts by weight; a content of the organic solvent (D) is between 1,000 parts by weight and 10,000 parts by weight; and a content of the pigment (E) is between 100 parts by weight and 1,000 parts by weight.

### Claim 6 (depends on 1)

The photosensitive resin composition of claim 1, further comprising a resin (F).

### Claim 7 (depends on 6)

The photosensitive resin composition of claim 6, wherein the resin (F) comprises a thermoplastic resin, a heat-curable resin, and a photo-curable resin.

### Claim 8 (depends on 6)

The photosensitive resin composition of claim 6, wherein based on a total amount of 100 parts by weight of the alkali-soluble resin (A-1) and the alkali-soluble resin (A-2), a content of the resin (F) is between 30 parts by weight and 300 parts by weight.

### Claim 9 (depends on 1)

A fabrication method of a color filter, using the photosensitive resin composition as claimed in claim 1 to form a pixel layer.

### Claim 10 (depends on 9)

The fabrication method according to claim 9, wherein the compound (a-2) having a cyclicimide group represented by formula (1) is selected from the group consisting of compounds represented by formula (3), formula (4), and formula (5);
in formula (3), R1 and R2 are each independently selected from the group consisting of a hydrogen atom and an alkyl group of a carbon number of 1 to 10, but, R1 and R2 are not both a hydrogen atom; or R1 and R2 both form a carbocyclic ring; R4 represents an alkylene group of a carbon number of 1 to 6; R5 represents a residue obtained by removing a carboxylic acid group or an oxy dicarbonyl group from a polycarboxylic acid compound or an anhydride thereof; and m represents an integer of 1 to 6;
in formula (4), R6 represents a residue obtained by removing an amino group from a diamine compound;
in formula (5), R7 represents an alkylene group of a carbon number of 1 to 6; R8 represents a residue obtained by removing an isocyanate group from a diisocyanate compound; and R9 represents a residue obtained by removing a hydroxyl group from a diol compound.

### Claim 11 (depends on 9)

The fabrication method according to claim 9, wherein based on a total amount of 100 parts by weight of the alkali-soluble resin (A-1) and the alkali-soluble resin (A-2), a content of the alkali-soluble resin (A-1) is between 30 parts by weight and 90 parts by weight and a content of the alkali-soluble resin (A-2) is between 10 parts by weight and 70 parts by weight.

### Claim 12 (depends on 9)

The fabrication method according to claim 9, wherein based on a total amount of 100 parts by weight of the ethylenically unsaturated monomer (a-1) having a carboxylic acid group, the compound (a-2) having a cyclicimide group represented by formula (1), and the other copolymerizable ethylenically unsaturated monomers (a-3), a content of the ethylenically unsaturated monomer (a-1) having a carboxylic acid group is between 10 parts by weight and 40 parts by weight; a content of the compound (a-2) having a cyclicimide group represented by formula (1) is between 20 parts by weight and 60 parts by weight; a content of the other copolymerizable ethylenically unsaturated monomers (a-3) is between 0 parts by weight and 70 parts by weight.

### Claim 13 (depends on 9)

The fabrication method according to claim 9, wherein based on a total amount of 100 parts by weight of the alkali-soluble resin (A-1) and the alkali-soluble resin (A-2), a content of the compound (B) having an ethylenically unsaturated group is between 50 parts by weight and 500 parts by weight; a content of the photoinitiator (C) is between 10 parts by weight and 100 parts by weight; a content of the organic solvent (D) is between 1,000 parts by weight and 10,000 parts by weight; and a content of the pigment (E) is between 100 parts by weight and 1,000 parts by weight.

### Claim 14 (depends on 9)

The fabrication method according to claim 9, further comprising a resin (F).

### Claim 15 (depends on 14)

The fabrication method according to claim 14, wherein the resin (F) comprises a thermoplastic resin, a heat-curable resin, and a photo-curable resin.

### Claim 16 (depends on 14)

The fabrication method according to claim 14, wherein based on a total amount of 100 parts by weight of the alkali-soluble resin (A-1) and the alkali-soluble resin (A-2), a content of the resin (F) is between 30 parts by weight and 300 parts by weight.

### Claim 17 (depends on 9)

A color filter, fabricated by the fabrication method of claim 9.

### Claim 18 (depends on 17)

A liquid display, comprising the color filter of claim 17.
