Anti-reflective coating composition including siloxane compound, and anti-reflective film of which surface energy is adjusted using same

Patent metadata

Field	Value
Publication number	US-9951229-B2
Application number	US-201314438058-A
Country	US
Kind code	B2
Filing date	Oct 8, 2013
Priority date	Oct 30, 2012
Publication date	Apr 24, 2018
Grant date	Apr 24, 2018

Abstract

The present invention relates to an anti-reflective coating composition, to an anti-reflective film using same, and to a method for preparing the anti-reflective film, wherein the anti-reflective coating composition is capable of forming a coating layer that has a low refractive index and adjusting the surface energy. More particularly, the present invention relates to an anti-reflective film of which the reflectance is minimized and the surface energy is adjusted, by forming a coating layer using an anti-reflective coating composition that contains, as a binder, a siloxane compound which is synthesized by reacting organosilane that has a fluroalky group with alkoxysilane at a certain weight ratio, and also relates to a method for preparing the anti-reflective film. The anti-reflective film using the anti-reflective coating composition has excellent anti-reflective performance, and is thus expected to be applicable to various display devices such as a touch film.

First claim

The invention claimed is:

1. An anti-reflective coating composition comprising:
a binder formed by polymerization of 100 parts by weight of a silane compound represented by Formula 1 and 5 parts by weight to 10 parts by weight of an organosilane compound represented by Formula 2;
a pH control agent; and
hollow silica particles,
wherein the pH control agent includes one selected from the group consisting of ammonia, organic amines, metal hydroxide solution and a combination thereof,
wherein the composition has a pH of 3 to 8,
wherein the binder is a siloxane compound having a weight-averaged molecular weight of 1,000 to 100,000,
R 1 x Si(OR 2 ) 4−x   [Formula 1]

wherein R 1 is a C 1 to C 10 alkyl group, a C 6 to C 10 aryl group or a C 3 to C 10 alkenyl group, R 2 is a C 1 to C 6 alkyl group, and x is an integer satisfying 0≤x<4,
R 3 y Si(OR 4 ) 4−y   [Formula 2]

wherein R 3 is a C 1 to C 12 fluoroalkyl group, R 4 is a C 1 to C 6 alkyl group, and y is an integer satisfying 0≤x<4.

2. The coating composition according to claim 1 , wherein the silane compound represented by Formula 1 comprises at least one compound selected from among tetramethoxysilane, tetraethoxysilane, tetrapropoxysilane, tetraisopropoxysilane, tetra-n-butoxysilane, tetra-sec-butoxysilane, tetra-tert-butoxysilane, trimethoxysilane, triethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, isobutyltriethoxysilane, cyclohexyltrimethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, allyltrimethoxysilane allyltriethoxysilane, dimethyldimethoxysilane, dimethyldiethoxysilane, diphenyldimethoxysilane, and diphenyldiethoxysilane.

3. The coating composition according to claim 1 , wherein the organosilane compound represented by Formula 2 comprises at least one compound selected from among trifluoromethyltrimethoxysilane, trifluoromethyltriethoxysilane, trifluoropropyltrimethoxysilane, trifluoropropyltriethoxysilane, nonafluorobutylethyltrimethoxysilane, nonafluorobutylethyltriethoxysilane, nonafluorohexyltrimethoxysilane, nonafluorohexyltriethoxysilane, tridecafluorooctyltrimethoxysilane, tridecafluorooctyltriethoxysilane, heptadecafluorodecyltrimethoxysilane, and heptadecafluorodecyltriethoxysilane.

4. The coating composition according to claim 1 , wherein x in Formula 1 is an integer of 0, 1, or 2.

5. The coating composition according to claim 1 , wherein R 3 in Formula 2 is a C 3 to C 5 fluoroalkyl group.

6. The coating composition according to claim 1 , wherein the hollow silica particles have a number average diameter of 1 nm to 1,000 nm.

7. The anti-reflective coating composition according to claim 1 , further comprising:
a particle dispersion medium.

8. The anti-reflective coating composition according to claim 7 , the particle dispersion medium comprises one or more of water or an organic solvent.

9. The anti-reflective coating composition according to claim 7 , wherein a content of the hollow silica particles dispersed in the particle dispersion medium is 5% by weight to 40% by weight.

10. An anti-reflective film including a coating layer formed on a surface of a substrate comprising the anti-reflective coating composition according to claim 1 , wherein the coating layer has a water contact angle of 40° to 80° on the surface thereof, wherein the coating layer has an index of refraction of 1.20 to 1.25.

11. The anti-reflective film according to claim 10 , wherein the coating layer has a thickness of 1 nm to 1,000 nm.

12. The anti-reflective film according to claim 10 , wherein the anti-reflective film has a transmittance of 94% or more and a luminous reflectance of 0.5% to 2.0%.

13. A touch panel comprising the anti-reflective film according to claim 10 .

14. A method for manufacturing an anti-reflective film, comprising:
preparing a binder by polymerization of 100 parts by weight of a silane compound represented by Formula 1 and 5 parts by weight to 10 parts by weight of an organosilane compound represented by Formula 2;
preparing a coating composition comprising surface-treated hollow silica particles by adding the binder, a pH control agent and an acid catalyst to hollow silica particles, and adjusting the coating composition to a pH of 3 to 8;
coating the coating composition onto at least one surface of a base film; and
performing heat treatment of the coated coating composition,
wherein the pH control agent includes one selected from the group consisting of ammonia, organic amines, metal hydroxide solution and a combination thereof,
wherein the binder is a siloxane compound having a weight-averaged molecular weight of 1,000 to 100,000,
R 1 x Si(OR 2 ) 4−x   [Formula 1]

wherein R 1 is a C 1 to C 10 alkyl group, a C 6 to C 10 aryl group or a C 3 to C 10 alkenyl group, R 2 is a C 1 to C 6 alkyl group, and x is an integer satisfying 0≤x<4,
R 3 y Si(OR 4 ) 4−y   [Formula 2]

wherein R 3 is a C 1 to C 12 fluoroalkyl group, R 4 is a C 1 to C 6 alkyl group, and y is an integer satisfying 0≤x<4.

15. The method according to claim 14 , wherein the coating composition is prepared by adding the binder and the acid catalyst to the hollow silica particles, followed by stirring at 20° C. to 40° C. for 5 hours to 50 hours.

16. The method according to claim 14 , wherein heat treatment is performed at a temperature of 50° C. to 200° C.

Assignees

• Lg Hausys Ltd

Inventors

• Cho Hong-Kwan
• Kim Won-Kook

Classifications

• C08L83/00

  Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers · CPC title

• Y10T428/12042

  Porous component · CPC title

• G02B1/111 Primary

  using layers comprising organic materials · CPC title

• C09D183/08

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• C09D5/006 Primary

  Anti-reflective coatings · CPC title