# US 2014/0154486 A1 · Anti-reflective coating composition providing improved scratch resistance, anti-reflective film using the same, and manufacturing method thereof

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- Number: US 2014/0154486 A1
- Document ID: US20140154486A1
- Status: Published application
- Kind: A1
- Application number: 14/237,523
- Filed: 2012-09-28
- Published: 2014-06-05
- Earliest claimed: 2011-09-28
- Assignees: LG Chem, Ltd.
- Inventors: Heon Kim; Joon-Koo Kang; Yeong-Rae Chang; Hye-Min Kim
- Web page: https://patentgrep.com/patent/US20140154486A1

## CPC

- G02B 1/111: using layers comprising organic materials
- C08F 220/22: Esters containing halogen
- C08F 222/106: {Esters of polycondensation macromers}
- C09D 4/00: Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16}
- C09D 5/006: {Anti-reflective coatings}
- C09D 7/61: inorganic
- C09D 7/67: {Particle size smaller than 100 nm}
- C09D 7/68: {Particle size between 100-1000 nm}
- C09D 7/70: {characterised by shape, e.g. fibres, flakes or microspheres}
- G02B 1/11: Anti-reflection coatings
- G02B 1/14: Protective coatings, e.g. hard coatings
- C08F 2410/04: Dual catalyst, i.e. use of two different catalysts, where none of the catalysts is a metallocene
- C08K 7/26: Silicon- containing compounds
- Y10T 428/24967: Absolute thicknesses specified
- Y10T 428/249974: Metal- or silicon-containing element
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- 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)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

The present invention relates to an anti-reflective coating composition providing improved scratch resistance, a method for manufacturing an anti-reflective film using the same, and an anti-reflective film manufactured thereby. According to the present invention, provided are a composition that is able to form a coating layer having improved surface scratch resistance, while forming one or more layers by a single coating process, and an anti-reflective film manufactured by using the same.

## Claims

### Claim 1

An anti-reflective coating composition comprising
a (meth)acrylate-based compound;
hollow particles;
a initiator having a first molecular weight;
a initiator having a second molecular weight higher than the first molecular weight; and
a solvent.

### Claim 2 (depends on 1)

The anti-reflective coating composition according to claim 1, wherein the first molecular weight is less than 420, and the second molecular weight is 420 to 1000.

### Claim 3 (depends on 1)

The anti-reflective coating composition according to claim 1, comprising 5 to 50 parts by weight of the hollow particles, 1 to 30 parts by weight of the initiator having the first molecular weight, 1 to 20 parts by weight of the initiator having the second molecular weight, and 100 to 500 parts by weight of the solvent, based on 100 parts by weight of the (meth)acrylate-based compound.

### Claim 4 (depends on 1)

The anti-reflective coating composition according to claim 1, wherein the (meth)acrylate-based compound includes a multifunctional (meth)acrylate-based compound having 2 to 10 functional groups and a (meth)acrylate-based compound having a fluorine-containing substituent.

### Claim 5 (depends on 4)

The anti-reflective coating composition according to claim 4, wherein the (meth)acrylate-based compound includes the (meth)acrylate-based compound having a fluorine-containing substituent and the multifunctional (meth)acrylate-based compound having 2 to 10 functional groups at a weight ratio of 1:10 to 1:300.

### Claim 6 (depends on 4)

The anti-reflective coating composition according to claim 4, wherein the (meth)acrylate-based compound having a fluorine-containing substituent and the multifunctional (meth)acrylate-based compound have a surface energy difference of 5 mN/m or higher.

### Claim 7 (depends on 4)

The anti-reflective coating composition according to claim 4, wherein the multifunctional (meth)acrylate-based compound is one or more compounds selected from the group consisting of dipentaerythritol hexaacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, trimethylenepropane triacrylate, ethylene glycol diacrylate, 9,9-bis(4-(2-acryloxyethoxy)phenyl)fluorene, and bis(4-methacryloxy thiophenyl)sulfide.

### Claim 8 (depends on 4)

The anti-reflective coating composition according to claim 4, wherein the (meth)acrylate-based compound having a fluorine-containing substituent is one or more selected from the group consisting of compounds of the following Chemical Formulae 1 to 5:
wherein R1 is a hydrogen group or an alkyl group having 1 to 6 carbon atoms, a is an integer of 0 to 7, and b is an integer of 1 to 3;
wherein c is an integer of 1 to 10;
wherein d is an integer of 1 to 11;
wherein e is an integer of 1 to 5;
wherein f is an integer of 4 to 10.

### Claim 9 (depends on 1)

The anti-reflective coating composition according to claim 1, wherein the hollow particles have a number average diameter of 1 to 200 nm.

### Claim 10 (depends on 1)

The anti-reflective coating composition according to claim 1, wherein the hollow particles are hollow silica particles.

### Claim 11 (depends on 1)

The anti-reflective coating composition according to claim 1, wherein the solvent has a dielectric constant (25° C.) of 20 to 30, and a dipole moment of 1.7 to 2.8.

### Claim 12 (depends on 1)

The anti-reflective coating composition according to claim 1, wherein the solvent is one or more selected from the group consisting of methyl ethyl ketone, ethyl acetate, acetyl acetone, isobutyl ketone, methanol, ethanol, n-butanol, i-butanol, and t-butanol.

### Claim 13 (depends on 1)

The anti-reflective coating composition according to claim 1, further comprising inorganic nanoparticles having a number average diameter of 1 to 50 nm.

### Claim 14 (depends on 1)

A method for manufacturing an anti-reflective film, comprising the steps of:
preparing the anti-reflective coating composition according to claim 1;
applying the composition onto at least one surface of a substrate film;
drying the applied composition; and
curing the dried composition layer.

### Claim 15 (depends on 14)

The method for manufacturing an anti-reflective film according to claim 14, wherein the composition applied onto the substrate film is spontaneously phase-separated into a first layer containing the initiator having the first molecular weight; and a second layer containing the hollow particles and the initiator having the second molecular weight, these layers are formed sequentially from the substrate film.

### Claim 16 (depends on 14)

The method for manufacturing an anti-reflective film according to claim 14, wherein the drying process of the composition is performed at a temperature of 5 to 150° C. for 0.1 to 60 minutes.

### Claim 17 (depends on 14)

The method for manufacturing an anti-reflective film according to claim 14, wherein the curing process of the composition is performed at a UV radiation dose of 0.1 to 2 J/cm2 for 1 to 600 seconds.

### Claim 18

An anti-reflective film, comprising
a first layer that includes a first (meth)acrylate-based binder and a initiator having a first molecular weight in the first (meth)acrylate-based binder, and is formed on a substrate film; and
a second layer that includes a second (meth)acrylate-based binder and hollow particles and a initiator having a second molecular weight higher than the first molecular weight in the second (meth)acrylate-based binder, and is formed on the first layer.

### Claim 19 (depends on 18)

The anti-reflective film according to claim 18, wherein the first (meth)acrylate-based binder includes a crosslinked polymer of a multifunctional (meth)acrylate-based compound having 2 to 10 functional groups, and the second (meth)acrylate-based binder includes a crosslinked polymer of a (meth)acrylate-based compound having a fluorine-containing substituent.

### Claim 20 (depends on 19)

The anti-reflective film according to claim 19, wherein the first and second (meth)acrylate-based binders further include a crosslinked copolymer of the multifunctional (meth)acrylate-based compound having 2 to 10 functional groups and the (meth)acrylate-based compound having a fluorine-containing substituent, respectively.

### Claim 21 (depends on 18)

The anti-reflective film according to claim 18, wherein the first molecular weight is less than 420, and the second molecular weight is 420 to 1000.

### Claim 22 (depends on 18)

The anti-reflective film according to claim 18, wherein the first layer has a thickness of 2 to 15 μm, and the second layer has a thickness of 100 to 200 μm.
