# US 10,481,493 B2 · Colored photosensitive resin composition and light shielding spacer prepared therefrom

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- Number: US 10,481,493 B2
- Document ID: US10481493B2
- Status: Granted
- Kind: B2
- Application number: 15/786,751
- Filed: 2017-10-18
- Published: 2018-05-24
- Granted: 2019-11-19
- Earliest claimed: 2016-11-18
- Assignees: Rohm and Haas Electronic Materials Korea Ltd.
- Applicants: Rohm and Haas Electronic Materials Korea Ltd.
- Inventors: Kyung-Jae Park; Ji Ung Kim; Hyung-Tak Jeon
- Web page: https://patentgrep.com/patent/US10481493B2

## CPC

- G03F 7/031: Organic compounds not covered by group G03F7/029
- G02F 1/133512: {Light shielding layers, e.g. black matrix (G02F1/136209 takes precedence)}
- G02F 1/13394: {spacers regularly patterned on the cell subtrate, e.g. walls, pillars (G02F1/133377 takes precedence)}
- G03F 7/0007: {Filters, e.g. additive colour filters; Components for display devices}
- G03F 7/032: with binders
- G03F 7/038: Macromolecular compounds which are rendered insoluble or differentially wettable (G03F7/075 takes precedence; macromolecular azides G03F7/012; macromolecular diazonium compounds G03F7/021)
- G03F 7/162: {Coating on a rotating support, e.g. using a whirler or a spinner}
- G03F 7/168: {Finishing the coated layer, e.g. drying, baking, soaking}
- G03F 7/2002: {with visible light or UV light, through an original having an opaque pattern on a transparent support, e.g. film printing, projection printing; by reflection of visible or UV light from an original such as a printed image}
- G03F 7/322: {Aqueous alkaline compositions}
- G03F 7/40: Treatment after imagewise removal, e.g. baking
- G02F 1/13398: {Spacer materials; Spacer properties}
- H10K 59/8723: {Vertical spacers, e.g. arranged between the sealing arrangement and the OLED}
- H10K 59/8792: {comprising light absorbing layers, e.g. black layers}
- 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

The present invention relates to a colored photosensitive resin composition and to a light shielding spacer prepared therefrom. The colored photosensitive resin composition comprises an oxime ester fluorene-based compound as a photopolymerization initiator in a small amount, which is capable of forming a cured film that is excellent in terms of such properties as sensitivity, elastic recovery rate, resolution, chemical resistance, exudation resistance, voltage holding ratio, and the like. Accordingly, a light shielding spacer prepared therefrom can be advantageously used for a liquid crystal display, an organic EL display, and the like.

## Claims

### Claim 1

A colored photosensitive resin composition, which comprises:
(A) 5 to 40 wt % of a copolymer comprising (A-1) structural unit derived from an ethylenically unsaturated carboxylic acid, an ethylenically unsaturated carboxylic anhydride, or a combination thereof, (A-2) structural unit derived from an ethylenically unsaturated compound containing an aromatic ring, and (A-3) structural unit derived from an ethylenically unsaturated compound different from (A-1) and (A-2), based on the total weight of the solid content of the colored photosensitive resin composition;
(B) 5 to 30 wt % of an epoxy resin or a compound derived therefrom, based on the total weight of the solid content of the colored photosensitive resin composition;
(C) 10 to 40 wt % of a photopolymerizable compound, based on the total weight of the solid content of the colored photosensitive resin composition;
(D) 0.05 to 5 wt % of a photopolymerization initiator, based on the total weight of the solid content of the colored photosensitive resin composition; and
(E) 10 to 75 wt % of a colorant, based on the total weight of the solid content of the colored photosensitive resin composition,
wherein the photopolymerization initiator (D) comprises an oxime ester fluorene-based initiator of Formula 1 below:
wherein, in Formula 1 above, R1 is each independently C1-20 alkyl, R2 and R3 are each independently C1-20 alkyl, C6-20 aryl, or C3-20 cycloalkyl,
A is nitro or cyano, and
X is a single bond or carbonyl.

### Claim 2 (depends on 1)

The colored photosensitive resin composition according to claim 1, wherein R1 is each independently methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, t-butyl, n-pentyl, i-pentyl, n-hexyl, or i-hexyl,
R2 and R3 are each independently methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, t-butyl, n-pentyl, i-pentyl, n-hexyl, i-hexyl, phenyl, naphthyl, biphenyl, terphenyl, anthryl, indenyl, or phenanthryl.

### Claim 3 (depends on 1)

The colored photosensitive resin composition according to claim 1, wherein the epoxy resin or the compound derived therefrom (B) has a cardo backbone structure.

### Claim 4 (depends on 1)

The colored photosensitive resin composition according to claim 1, wherein the colorant is at least one selected from the group consisting of a black inorganic colorant, a black organic colorant, and a blue colorant.

### Claim 5 (depends on 1)

The colored photosensitive resin composition according to claim 1, wherein the colorant comprises the black inorganic colorant in an amount of 0 to 20 wt %, the black organic colorant in an amount of 10 to 40 wt %, and the blue colorant in an amount of 0 to 15 wt % based on the total weight of the solid content of the colored photosensitive resin composition.

### Claim 6 (depends on 1)

A light shielding spacer manufactured from the colored photosensitive resin composition according to claim 1.

### Claim 7 (depends on 6)

The light shielding spacer according to claim 6, which has a voltage holding ratio of 85% or more.

### Claim 8 (depends on 6)

The light shielding spacer according to claim 6, which has an optical density of 0.5 to 1.5/μm.

### Claim 9 (depends on 6)

The light shielding spacer according to claim 6, which has an elastic recovery rate of 90% or more.
