Photo-activated hydrophilic coatings and methods for their preparation and use

Patent metadata

Field	Value
Publication number	US-10023758-B2
Application number	US-201314906540-A
Country	US
Kind code	B2
Filing date	Jul 23, 2013
Priority date	Jul 23, 2013
Publication date	Jul 17, 2018
Grant date	Jul 17, 2018

Abstract

Disclosed herein are coating compositions and methods of making and using the same. The coating composition includes a first polymer having at least one positively charged group; a second polymer having at least one negatively charged group; and at least one protecting group contacting the positively charged group of the first polymer, the negatively charged group of the second polymer, or both. The protecting group is configured to be removed by photocleavage to form a salt bridge between the positively and negatively charged groups. The coating composition may be hydrophilic when the salt bridge is formed.

First claim

What is claimed is:

1. A coating composition, comprising:
a first polymer comprising at least one positively charged group;
a second polymer comprising at least one negatively charged group; and
at least one protecting group contacting the at least one positively charged group of the first polymer, the at least one negatively charged group of the second polymer, or both, wherein the at least one protecting group is configured to be removed by photo cleavage to form a salt bridge between the at least one positively and at least one negatively charged groups.

2. The coating composition of claim 1 , further comprising at least one self-cleaning mineral.

3. The coating composition of claim 2 , wherein the at least one self-cleaning mineral is a photocatalytic material.

4. The coating composition of claim 2 , wherein the at least one self-cleaning mineral is titanium oxide, calcium carbonate, cobalt oxide, chromium oxide, iron oxide, tin oxide, silicon oxide, zirconium oxide, aluminum oxide, magnesium oxide, zinc oxide, magnesium oxide, silver oxide, or combinations thereof.

5. The coating composition of claim 2 , wherein the amount of the at least one self-cleaning mineral in the coating composition is about 0.01% to about 10% by weight.

6. The coating composition of claim 1 , wherein the at least one positively charged group comprises at least one base.

7. The coating composition of claim 1 , wherein the at least one positively charged group comprises at least one amine or ammonium group.

8. The coating composition of claim 1 , wherein the first polymer is polyallylamine, poly(diallyldimethylammonium chloride), salts thereof, or copolymers thereof.

9. The coating composition of claim 1 , wherein the at least one negatively charged group comprises at least one acid group.

10. The coating composition of claim 1 , wherein the at least one negatively charged group comprises at least one carboxylic acid or at least one sulfonic acid.

11. The coating composition of claim 1 , wherein the second polymer is polyacrylic acid, polymethacrylic acid, polyitanconic acid, polycifraconic acid, polybenzoic acid, polymeric derivatives of half carboxylic esters of malonates, salts thereof, or copolymers thereof.

12. The coating composition of claim 1 , wherein the at least one protecting group is selected independently from phenacyl, o-nitrobenzyl, acetophenones, benzoins, cinnamate esters, coumaryl, or combinations thereof.

13. The coating composition of claim 1 , further comprising a solvent.

14. The coating composition of claim 13 , wherein the solvent is water, ethanol, methanol, acetone, tetrahydrofuran, ethyl acetate or combinations thereof.

15. The coating composition of claim 1 , further comprising one or more pigments, binders, or additives.

16. The coating composition of claim 15 , wherein the binders are selected from polyurethanes, polyesters, melamine resins, acrylics, or copolymers thereof.

17. The coating composition of claim 1 , wherein the coating composition is hydrophilic when the salt bridge is formed.

18. The coating composition of claim 1 , wherein the first polymer and the second polymer are present in the coating composition in a molar ratio of about 0.1:1 to about 10:1.

19. The coating composition of claim 1 , wherein the first polymer comprises at least one amine or ammonium group and the second polymer comprises at least one acid group, and wherein the number of the at least one amine or the ammonium groups on the first polymer substantially equals to the number of the at least one acid groups on the second polymer.

20. A method of making a coating composition, the method comprising:
providing a mixture comprising:
a first polymer comprising at least one positively charged group,
a second polymer comprising at least one negatively charged group, and
at least one protecting group contacting the at least one positively charged group of the first polymer, the at least one negatively charged group of the second polymer, or both, wherein the at least one protecting group is configured to be removed by photo cleavage to form a salt bridge between the at least one positively and at least one negatively charged groups.

21. The method of claim 20 , further comprising adding at least one self-cleaning mineral to the mixture.

22. The method of claim 20 , further comprising applying the mixture to a substrate at a temperature of about 0° C. to about 100° C.

23. The method of claim 22 , further comprising exposing the mixture to photo radiation for a time period sufficient to remove at least a portion of the at least one protecting group to form the salt bridge between the at least one positively and at least one negatively charged groups.

24. The method of claim 23 , wherein the photo radiation is in a visible or ultraviolet range.

25. The method of claim 20 , wherein the coating composition is hydrophilic when the salt bridge is formed.

26. An article of manufacture, comprising:
a coating covering at least a portion of the article, wherein the coating comprises:
a first polymer comprising at least one positively charged group,
a second polymer comprising at least one negatively charged group, and
at least one protecting group contacting the at least one positively charged group of the first polymer, the at least one negatively charged group of the second polymer, or both;

wherein the at least one protecting group is configured to be removed by photo cleavage to form a salt bridge between the at least one positively and at least one negatively charged groups.

27. The article of claim 26 , wherein the coating further comprises at least one self-cleaning mineral.

28. The article of claim 26 , wherein the at least one self-cleaning mineral is a photocatalytic material.

29. The article of claim 26 , wherein the coating is composed to be hydrophilic when the salt bridge is formed.

Assignees

• Empire Technology Dev Llc

Inventors

• Nicolas Buker

Classifications

• C08K5/05

  Alcohols; Metal alcoholates · CPC title

• C09D157/12

  containing nitrogen atoms · CPC title

• C09D137/00

  Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a heterocyclic ring containing oxygen (based on polymers of cyclic esters of polyfunctional acids C09D131/00; based on polymers of cyclic anhydrides of unsaturated acids C09D135/00); Coating compositions based on derivatives of such polymers · CPC title

• C09D133/14

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• C09D7/20

  Diluents or solvents · CPC title