# US 10,370,558 B2 · Hard coating composition and hard coating film using the same

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- Number: US 10,370,558 B2
- Document ID: US10370558B2
- Status: Granted
- Kind: B2
- Application number: 15/717,314
- Filed: 2017-09-27
- Published: 2018-04-05
- Granted: 2019-08-06
- Earliest claimed: 2016-09-30
- Assignees: Dongwoo Fine-Chem Co., Ltd.
- Applicants: Dongwoo Fine-Chem Co., Ltd.
- Inventors: Seungwoo Lee; Min Kyung Kang; Seunghee Kim
- Web page: https://patentgrep.com/patent/US10370558B2

## CPC

- C09D 135/02: Homopolymers or copolymers of esters (C09D135/06, C09D135/08 take precedence)
- C09D 133/06: of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)

## Abstract

The present invention provides a hard coating composition comprising a dendrimer compound having a terminal (meth)acrylate group, a polyhedral oligomeric silsesquioxane compound, a photoinitiator and a solvent; a hard coating film formed using the same; and an image display device having the hard coating film. The hard coating film according to the present invention can minimize the occurrence of curling while having excellent hardness, scratch resistance and bending resistance.

## Claims

### Claim 1

A hard coating composition comprising: a dendrimer compound having a terminal (meth)acrylate group, a polyhedral oligomeric silsesquioxane compound, a photoinitiator and a solvent, wherein the dendrimer compound having a terminal (meth)acrylate group includes a compound represented by the following chemical formula 1:
[R1]4-n—C—[R2—OR3]n [Chemical Formula 1]
wherein,
R1 is C1-C6 alkyl group,
R2 is C1-C6 alkylene group,
R3 is a (meth)acryloyl group or
and at least one R3 is
R4 is a (meth)acryloyl group or
and at least one R4 is
R5 is a (meth)acryloyl group or
R6 is a (meth)acryloyl group,
n is an integer of 2 to 4, and
m, x and y are an integer of 2 or 3.

### Claim 2 (depends on 1)

The hard coating composition of claim 1, wherein the polyhedral oligomeric silsesquioxane compound includes a compound represented by the following chemical formula 2:
wherein, each R is independently hydrogen or a linear, branched or cyclic hydrocarbon having 1 to 20 carbon atoms substituted with a (meth)acrylate group, and at least one of R is a linear, branched or cyclic hydrocarbon having 1 to 20 carbon atoms substituted with a (meth)acrylate group.

### Claim 3 (depends on 1)

The hard coating composition of claim 1, further comprising at least one of a polyfunctional urethane (meth)acrylate having a cyclohexyl group and a polyfunctional (meth)acrylate having an ethylene glycol group.

### Claim 4 (depends on 1)

The hard coating composition of claim 1, further comprising inorganic particles.

### Claim 5 (depends on 1)

The hard coating composition of claim 1, further comprising a fluorine-based leveling agent.

### Claim 6 (depends on 1)

A hard coating film containing the hard coating composition of claim 1.

### Claim 7 (depends on 1)

A hard coating film comprising the hard coating composition of claim 1, wherein when the hard coating film is folded in half so that the distance between the film surfaces is 6 mm at room temperature, the film is spread again and then the folded portion is observed with the naked eye, cracks are not generated or cracks having a length of 5 mm or less are generated; and wherein when the hard coating film is folded in half so that the distance between the film surfaces is 6 mm, the film is allowed to stand for 24 hours at 85° C. and 85% relative humidity, the film is spread again and then the folded portion is observed with the naked eye, cracks are not generated or cracks having a length of 5 mm or less are generated.

### Claim 8 (depends on 7)

An image display device having the hard coating film of claim 7.

### Claim 9 (depends on 7)

A window of a flexible display device having the hard coating film of claim 7.

### Claim 10 (depends on 7)

A polarizing plate having the hard coating film of claim 7.

### Claim 11 (depends on 7)

A touch sensor having the hard coating film of claim 7.

### Claim 12 (depends on 2)

A hard coating film containing the hard coating composition of claim 2.

### Claim 13 (depends on 3)

A hard coating film containing the hard coating composition of claim 3.

### Claim 14 (depends on 4)

A hard coating film containing the hard coating composition of claim 4.

### Claim 15 (depends on 5)

A hard coating film containing the hard coating composition of claim 5.