IP Library Granted Patent US 9,068,099
Granted Patent B2
US 9,068,099 · App. 13/881,416 · Granted Jun 30, 2015

Hydrophobic coatings that provide renewable hydrophilic surface

Inventors: William Brenden Carlson (Seattle, WA); Gregory D. Phelan (Cortland, NY)
Assignee: Empire Technology Development LLC
C09D143/00B01D71/00
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Quick Facts
Patent No.
US 9,068,099
App. No.
13/881,416
Granted
Jun 30, 2015
Kind
B2
Abstract

Paints and coatings that change the coated surface from hydrophobic to a hydrophilic, self-cleaning surface when exposed to atmosphere are described. The compositions include a plurality of boronic acid functionalized polymers, and a blocking agent contacting at least one of the plurality of boronic acid, wherein the blocking agent is configured to be removed by a stimulus to provide a renewable hydrophilic, self-cleaning polymer coating.

Claims (29)

1. A coating composition comprising:

a pigment;

a coalescing agent;

a polymer with a plurality of boronic acid functional groups; and

a blocking agent contacting at least one of the plurality of boronic acid functional groups,

wherein the blocking agent is configured to be removed by a stimulus to provide a renewable hydrophilic, self-cleaning polymer coating.

2. The composition of claim 1 , wherein the polymer is a vinyl polymer, an acrylic polymer, a styrenic polymer, or a combination thereof.

3. The composition of claim 1 , wherein the polymer is an alkyl methacrylate polymer, an allyl methacrylate polymer, acrylic acid polymer, methacrylic acid polymer, acrylamide polymer, 2-hydroxyethyl methacrylate polymer, 2-hydroxypropyl methacrylate polymer, thioethyl methacrylate polymer, vinyl methacrylate polymer, vinyl benzene polymer, 2-hydroxyethyl acrylate polymer, butyl acrylate polymer, 2-ethylhexyl acrylate polymer, vinyltrimethoxysilane polymer, vinyltriethoxysilane polymer, vinyltoluene polymer, α-methyl styrene polymer, chlorostyrene polymer, styrenesulfonic acid polymer, or a combination thereof.

4. The composition of claim 1 , wherein the blocking agent is ethylene glycol, propylene glycol, neopentyl glycol, 1,3-propandiol, 2,3-dimethyl-2,3-butanediol, 2-methyl-propane-1,2-diol, ethylene diamine, diethyl triamine, or any combination thereof.

5. The composition of claim 1 , wherein the polymer is a polymerization product of 2-methyl-acrylic acid 4-[1,3,2]dioxaborolan-2-yl-benzyl ester.

6. The composition of claim 1 , wherein the stimulus is water, air, gas, light, sunlight, heat, or any combination thereof.

7. A method of coating a substrate, the method comprising:

applying a coating composition to the substrate, wherein the coating composition comprises a pigment, a coalescing agent, a polymer with a plurality of boronic acid functional groups, and a blocking agent contacting at least one of the plurality of boronic acid functional groups; and

removing the blocking agent by a stimulus to provide a renewable hydrophilic, self-cleaning polymer coating.

8. The method of claim 7 , wherein applying the coating comprises applying the coating composition comprising a pigment, a coalescing agent, a polymer with a plurality of boronic acid functional groups, and a blocking agent contacting at least one of the plurality of boronic acid functional groups, and wherein the polymer is selected from the group consisting of an alkyl methacrylate polymer, an allyl methacrylate polymer, acrylic acid polymer, methacrylic acid polymer, acrylamide polymer, 2-hydroxyethyl methacrylate polymer, 2-hydroxypropyl methacrylate polymer, thioethyl methacrylate polymer, vinyl methacrylate polymer, vinyl benzene polymer, 2-hydroxyethyl acrylate polymer, butyl acrylate polymer, 2-ethylhexyl acrylate polymer, vinyltrimethoxysilane polymer, vinyltriethoxysilane polymer, vinyltoluene polymer, α-methyl styrene polymer, chlorostyrene polymer, styrenesulfonic acid polymer, and a combination thereof.

9. The method of claim 7 , wherein applying the coating comprises applying the coating composition comprising a pigment, a coalescing agent, a polymer with a plurality of boronic acid functional groups, and a blocking agent contacting at least one of the plurality of boronic acid functional groups, and wherein the blocking agent is selected from the group consisting of ethylene glycol, propylene glycol, neopentyl glycol, 1,3-propandiol, 2,3-dimethyl-2,3-butanediol, 2-methyl-propane-1,2-diol ethylene diamine, diethyl triamine, and any combination thereof.

10. The method of claim 7 , wherein applying the coating comprises applying the coating composition comprising a pigment, a coalescing agent, a polymer with a plurality of boronic acid functional groups, and a blocking agent contacting at least one of the plurality of boronic acid functional groups, and wherein the polymer is a polymerization product of 2-methyl-acrylic acid 4-[1,3,2]dioxaborolan-2-yl-benzyl ester.

11. The method of claim 7 , wherein removing the blocking agent is performed by exposing the blocking agent to the stimulus.

12. The method of claim 11 , wherein exposing the blocking agent to the stimulus comprises exposing to water, air, gas, light, sunlight, heat, or any combination thereof.

13. An article of manufacture comprising:

a coating covering at least a portion of the article, wherein the coating comprises a pigment, a coalescing agent, a polymer with a plurality of boronic acid functional groups; and

a blocking agent contacting at least one of the plurality of boronic acid functional groups;

wherein the blocking agent is configured to be removed by a stimulus to provide a renewable hydrophilic, self- cleaning polymer coating.

14. The article of claim 13 , wherein the blocking agent is ethylene glycol, propylene glycol, neopentyl glycol, 1,3-propandiol, 2,3-dimethyl-2,3-butanediol, 2-methyl-propane-1,2-diol ethylene diamine, diethyl triamine, or any combination thereof.

15. The article of claim 13 , wherein the polymer is a polymerization product of 2-methyl-acrylic acid 4-[1,3,2]dioxaborolan-2-yl-benzyl ester.

16. The composition of claim 1 , wherein the polymer is a methacrylate polymer.

17. The composition of claim 1 , further comprising a solvent, a rheology modifier, a plasticizer, a surfactant, or any combination thereof.

18. The composition of claim 1 , wherein the composition is a latex emulsion, non-aqueous dispersion, or powder.

19. The composition of claim 1 , wherein the coating is a decorative coating, an industrial coating, a protective coating, a self-cleaning coating, or any combination thereof.

Assignments (2)
RELEASE OF SECURITY INTEREST IN PATENTS, RECORDED ON JANUARY 29, 2019 AT REEL 048373 FRAME 0217 Recorded Sep 22, 2025
From: CRESTLINE DIRECT FINANCE, L.P., AS COLLATERAL AGENT
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 072936/0464 →
SECURITY INTEREST Recorded Jan 29, 2019
From: EMPIRE TECHNOLOGY DEVELOPMENT LLC
To: CRESTLINE DIRECT FINANCE, L.P.
Reel/Frame 048373/0217 →
Continuity (1)
Related Publication 20140194573A1 · Jul 10, 2014