Anti-fog coating composition including functionalized silica nanoparticles and multifunctional (meth)acrylate monomers

Patent metadata

Field	Value
Publication number	US-10723888-B2
Application number	US-201516062408-A
Country	US
Kind code	B2
Filing date	Dec 31, 2015
Priority date	Dec 31, 2015
Publication date	Jul 28, 2020
Grant date	Jul 28, 2020

Abstract

Coating compositions are described including silica nanoparticles functionalized with an alkenyl silane, a dispersing agent, and a compound including a polyethylene oxide segment containing at least one hydroxyl group, at least one silane, and optionally a hydrophobic group. The coating compositions further include at least two multifunctional (meth) acrylate monomers. Also described are articles including the dried and cured coating composition disposed on a substrate. The articles exhibit anti-fog characteristics and often also mechanical durability.

First claim

What is claimed is:

1. A coating composition comprising:
A) a plurality of silica nanoparticles functionalized with:
i) a compound comprising a poly(ethyleneoxy) segment containing at least one hydroxyl group, at least one functional silane, and optionally a hydrophobic group, wherein the poly(ethyleneoxy) segment comprises a polyethylene oxide segment having at least one group selected from a phenol, a propoxy, an ester, an aminopolyol, a vegetable oil, a quaternary ammonium, or a combination thereof, and wherein the compound comprises a molecular weight ranging from 500 grams per mole to 25,000 grams per mole, inclusive;
ii) an alkenyl silane; and
iii) a dispersing agent;

B) a first multifunctional (meth)acrylate monomer; and
C) a second multifunctional (meth)acrylate monomer.

2. The coating composition of claim 1 , wherein the first multifunctional (meth)acrylate monomer comprises 6 to 10 acrylate functionalities, inclusive.

3. The coating composition of claim 1 , wherein the compound comprises an ester.

4. The coating composition of claim 1 , wherein the compound comprises an ethoxylated ester.

5. The coating composition of claim 1 , wherein the compound includes at least one furanose ring and/or at least one pyranose ring, and the poly(ethyleneoxy) segment is hydroxyl terminated.

6. The coating composition of claim 1 , wherein the dispersing agent comprises at least one of a polyethyleneoxide alkoxysilane, a hydroxycarbonyl alkyl trialkoxysilane, a zwitterionic alkoxysilane, or an acrylic alkoxysilane.

7. The coating composition of claim 1 , wherein the alkenyl silane comprises 3-(trimethoxysilyl)propyl methacrylate.

8. The coating composition of claim 1 , wherein the first multifunctional (meth)acrylate monomer comprises a multifunctional aliphatic acrylate, a multifunctional urethane acrylate, a multifunctional polyether acrylate, a multifunctional polyester acrylate, a multifunctional epoxy acrylate, or a combination thereof.

9. The coating composition of claim 1 , wherein the second multifunctional (meth)acrylate monomer is of the following Formula I:

wherein R is a C1-C6 alkyl group, acryloyl, or vinyl;
R′ is methyl or H; and
x, y, and z are independently an integer of at least 1.

10. The coating composition of claim 8 , comprising at least one ethyleneoxide multifunctional acrylate monomer present in an amount of 15% to 55% by weight of the combined weight of the first multifunctional (meth)acrylate monomer and the second multifunctional (meth)acrylate monomer.

11. The coating composition of claim 1 , wherein the plurality of silica nanoparticles functionalized with the compound are present in an amount of at least 40% by weight of the total coating composition.

12. The coating composition of claim 1 , wherein a weight ratio of the plurality of silica nanoparticles functionalized with the compound to the combined total of all of the multifunctional acrylate monomers present in the coating composition is between 40/60 and 80/20, inclusive.

13. A coating composition comprising:
A) a first plurality of silica nanoparticles functionalized with:
i) a compound comprising a poly(ethyleneoxy) segment containing at least one hydroxyl group, at least one functional silane, and optionally a hydrophobic group, wherein the poly(ethyleneoxy) segment comprises a polyethylene oxide segment having at least one group selected from a phenol, a propoxy, an ester, an aminopolyol, a vegetable oil, a quaternary ammonium, or a combination thereof, and wherein the compound comprises a molecular weight ranging from 500 grams per mole to 25,000 grams per mole, inclusive; and
ii) a dispersing agent;

B) a second plurality of silica nanoparticles functionalized with:
i) an alkenyl silane; and
ii) the dispersing agent;

C) a first multifunctional (meth)acrylate monomer; and
D) a second multifunctional (meth)acrylate monomer.

14. An article comprising a substrate and a coating, wherein the coating comprises the cured reaction product of a coating composition of claim 1 .

15. The article of claim 14 , wherein the silica nanoparticles have an average diameter of between 4 nanometers and 120 nanometers, inclusive.

16. The article of claim 14 , wherein the plurality of silica nanoparticles functionalized with the compound are present in an amount of at least 40% by weight of the article.

Assignees

• 3M Innovative Properties Co

Inventors

• Jing Naiyong
• Tian Xue
• Sheng Xiaohai
• Wang Zhengjun
• Damte Gezahegn D
• Yu Zhigang

Classifications

• C09D5/00 Primary

  Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes · CPC title

• C09D4/00 Primary

  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} · CPC title

• C08K9/08

  Ingredients agglomerated by treatment with a binding agent · CPC title

• C08K2201/003

  Additives being defined by their diameter · CPC title

• C08F222/1065

  of alcohol terminated (poly)urethanes, e.g. urethane(meth)acrylates · CPC title