# US 10,120,280 B2 · Photosensitive resin composition, black pixel defining layer using the same and display device

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- Number: US 10,120,280 B2
- Document ID: US10120280B2
- Status: Granted
- Kind: B2
- Application number: 15/499,171
- Filed: 2017-04-27
- Published: 2018-06-07
- Granted: 2018-11-06
- Earliest claimed: 2016-12-02
- Assignees: Samsung SDI Co., Ltd.
- Applicants: Samsung SDI Co., Ltd.
- Inventors: Sang Soo Kim; Jinhee Kang; Heekyoung Kang; Chang-Hyun Kwon; Jiyun Kwon; Chanwoo Kim; Bumjin Lee; Junho Lee; Chungbeum Hong
- Web page: https://patentgrep.com/patent/US10120280B2

## CPC

- G03F 7/031: Organic compounds not covered by group G03F7/029
- G02F 1/0126: {Opto-optical modulation, i.e. control of one light beam by another light beam, not otherwise provided for in this subclass}
- G03F 7/0007: {Filters, e.g. additive colour filters; Components for display devices}
- G03F 7/027: Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds (G03F7/075 takes precedence)
- G03F 7/037: the binders being polyamides or polyimides
- G03F 7/039: Macromolecular compounds which are photodegradable, e.g. positive electron resists (G03F7/075 takes precedence; macromolecular quinonediazides G03F7/023)
- H10K 59/122: Pixel-defining structures or layers, e.g. banks
- H10K 59/38: comprising colour filters or colour changing media [CCM]
- H10K 59/8792: {comprising light absorbing layers, e.g. black layers}
- H10K 85/10: Organic polymers or oligomers
- H10K 85/115: {Polyfluorene; Derivatives thereof}
- H10K 85/141: {comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE}
- G03F: PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G)
- G02F: OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

Provided are a photosensitive resin composition including (A) a binder resin; (B) a photopolymerizable monomer; (C) a photopolymerization initiator including a compound represented by Chemical Formula 1; (D) a black colorant; and (E) a solvent, a black pixel defining layer manufactured using the photosensitive resin composition, and a display device including the black pixel defining layer. In Chemical Formula 1, each substituent is the same as defined in the detailed description.

## Claims

### Claim 1

A photosensitive resin composition, comprising:
a binder resin, the binder resin including a polyamic acid-polyimide copolymer that includes a polyamic acid repeating unit and a polyimide repeating unit in a mole ratio of the polyamic acid repeating unit to the polyimide repeating unit of about 5:5 to about 9:1 and that has a weight average molecular weight of about 3,000 g/mol to less than 20,000 g/mol;
a photopolymerizable monomer;
a photopolymerization initiator including a compound represented by Chemical Formula 1;
a black colorant; and
a solvent,
wherein, in Chemical Formula 1,
Y1 is —NR3— or —CR4R5—,
R3 to R5 are each independently a substituted or unsubstituted C1 to C20 alkyl group,
R1 is a nitro group, and
R2 is a group represented by Chemical Formula 2,
wherein, in Chemical Formula 2,
R6 and R7 are each independently a substituted or unsubstituted C1 to C20 alkyl group, and
is a binding site to Chemical Formula 1.

### Claim 2 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the compound represented by Chemical Formula 1 is represented by Chemical Formula 3 or Chemical Formula 4:
wherein, in Chemical Formula 3, R3, R6, and R7 are each independently a substituted or unsubstituted C1 to C20 alkyl group,
wherein, in Chemical Formula 4, R4 to R7 are each independently a substituted or unsubstituted C1 to C20 alkyl group.

### Claim 3 (depends on 2)

The photosensitive resin composition as claimed in claim 2, wherein R3 is a substituted C1 to C10 alkyl group represented by Chemical Formula 3-1 or Chemical Formula 3-2:
wherein, in Chemical Formula 3-1 and Chemical Formula 3-2, La and Lb are each independently a substituted or unsubstituted C1 to C10 alkylene group.

### Claim 4 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the compound represented by Chemical Formula 1 is represented by one of Chemical Formula 1-1 to Chemical Formula 1-3:

### Claim 5 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the photopolymerization initiator further includes a compound represented by Chemical Formula 5:
wherein, in Chemical Formula 5,
R8 to R10 are each independently a substituted or unsubstituted C1 to C20 alkyl group, and
R11 is a substituted or unsubstituted C1 to C20 alkoxy group.

### Claim 6 (depends on 5)

The photosensitive resin composition as claimed in claim 5, wherein the compound represented by Chemical Formula 1 and the compound represented by Chemical Formula 5 are included in a weight ratio of about 1:1.

### Claim 7 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the binder resin further includes at least one of a polyurethane resin and a cardo binder resin.

### Claim 8 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the black colorant includes an organic black pigment.

### Claim 9 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the photosensitive resin composition includes:
about 1 wt % to about 20 wt % of the binder resin;
about 0.5 wt % to about 10 wt % of the photopolymerizable monomer;
about 0.1 wt % to about 5 wt % of the photopolymerization initiator;
about 1 wt % to about 20 wt % of the black colorant; and
the solvent, all wt % being based on a total weight of the photosensitive resin composition.

### Claim 10 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the photosensitive resin composition further includes malonic acid, 3-amino-1,2-propanediol, a silane coupling agent, a leveling agent, a fluorine surfactant, a radical polymerization initiator, or a combination thereof.

### Claim 11 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the mole ratio of the polyamic acid repeating unit to the polyimide repeating unit is greater than 6:4 to about 9:1.

### Claim 12 (depends on 1)

The photosensitive resin composition as claimed in claim 1, wherein the polyamic acid-polyimide copolymer has a weight average molecular weight of about 3,000 g/mol to about 10,000 g/mol.

### Claim 13 (depends on 1)

A black pixel defining layer manufactured using the photosensitive resin composition as claimed in claim 1.

### Claim 14 (depends on 13)

A display device comprising the black pixel defining layer as claimed in claim 13.

### Claim 15 (depends on 14)

The display device as claimed in claim 14, wherein the display device is an organic light emitting diode (OLED).

### Claim 16

A photosensitive resin composition, comprising:
a binder resin, the binder resin including a polyamic acid-polyimide copolymer that has a weight average molecular weight of about 3,000 g/mol to less than 20,000 g/mol;
a photopolymerizable monomer;
a photopolymerization initiator including a compound represented by Chemical Formula 1;
a black colorant; and
a solvent,
wherein, in Chemical Formula 1,
Y1 is —NR3— or —CR4R5—,
R3 to R5 are each independently a substituted or unsubstituted C1 to C20 alkyl group,
R1 is a nitro group, and
R2 is a group represented by Chemical Formula 2,
wherein, in Chemical Formula 2,
R6 and R7 are each independently a substituted or unsubstituted C1 to C20 alkyl group, and
is a binding site to Chemical Formula 1.
