Reduced discoloration of polyaspartic resins blended with acrylate resins

Patent metadata

Field	Value
Publication number	US-10781339-B2
Application number	US-201816129926-A
Country	US
Kind code	B2
Filing date	Sep 13, 2018
Priority date	Sep 13, 2018
Publication date	Sep 22, 2020
Grant date	Sep 22, 2020

Abstract

The present invention provides a coating composition comprising: 1% to 99% of a blend of two or more aspartic ester functional amines; 20% to 70% of an acrylate-containing compound; 0.01% to 5% of an alkyl carbodiimide; 0.1% to 5% of a photoinitiator; and 20% to 70% of one or more polyisocyanates, wherein the composition has reduced discoloration compared to the composition without the alkyl carbodiimide. The ready-to-apply coating produced from this composition may find use on substrates such as countertops and floors.

First claim

What is claimed is:

1. A coating composition comprising:
1% to 99% of a blend of two or more aspartic ester functional amines;
20% to 70% of an acrylate-containing compound;
0.01% to 5% of an alkyl carbodiimide;
0.1% to 5% of a photoinitiator; and
20% to 70% of one or more polyisocyanates,
wherein the coating composition has reduced discoloration compared to the composition without the alkyl carbodiimide.

2. The coating composition according to claim 1 , wherein the alkyl carbodiimide is a dialkyl carbodiimide.

3. The coating composition according to claim 1 , wherein the alkyl carbodiimide is dicyclohexylcarbodiimide (DCC).

4. The coating composition according to claim 1 , wherein the alkyl carbodiimide is present in an amount of 0.2%.

5. The coating composition according to claim 1 , wherein the acrylate-containing compound is selected from the group consisting of 1,6 hexanediol diacrylate, pentaerythritol (EO) n tetraacrylate, isobornyl acrylate, tripropylene glycol diacrylate, and trimethylolpropane triacrylate.

6. The coating composition according to claim 1 , wherein the photoinitiator is selected from the group consisting of acylphosphine oxide derivatives, α-aminoalkylphenone derivatives, hydroxyalkylphenones, benzophenones, benzil ketals, methylbenzoyl formate, and phenylacetophenones.

7. The coating composition according to claim 1 , wherein the photoinitiator is a 50/50 mixture of 1-hydroxy-cyclohexyl-phenyl-ketone and benzophenone.

8. The coating composition according to claim 1 , wherein the polyisocyanate is selected from the group consisting of ethylene diisocyanate; 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate (HDI), pentamethylene diisocyanate (PDI), isophorone diisocyanate (IPDI), 2,2,4- and 2,4,4-trimethyl-hexamethylene diisocyanate, the isomeric bis-(4,4′-isocyanatocyclohexyl)methanes or mixtures thereof of any desired isomer content, benzene diisocyanate; 1,4-cyclohexylene diisocyanate, 1,12-dodecamethylene diisocyanate, 1,4-phenylene diisocyanate, 2,4- and/or 2,6-toluene diisocyanate (TDI) or hydrogenated 2,4- and/or 2,6-toluene diisocyanate, 1,5-naphthalene diisocyanate, 2,4′- and 4,4′-diphenylmethane diisocyanate (MDI), 1,3- and 1,4-bis-(2-isocyanato-prop-2-yl)-benzene (TMXDI), 1,3-bis(isocyanato-methyl)benzene (XDI), bis-(4-isocyanato-cyclohexyl)methane (H 12 MDI), (S)-alkyl 2,6-diisocyanato-hexanoates, (L)-alkyl 2,6-diisocyanatohexanoates, and mixtures thereof.

9. The coating composition according to claim 1 , wherein the discoloration is yellowing.

10. A substrate coated with the coating composition according to claim 1 .

11. The substrate according to claim 10 , wherein the substrate is selected from the group consisting of countertops and floors.

12. A cured coating produced by exposing to actinic radiation a coating composition comprising 1% to 99% of a blend of two or more aspartic ester functional amines; 20% to 70% of an acrylate-containing compound; 0.01% to 5% of an alkyl carbodiimide; 0.1% to 5% of a photoinitiator; and 20% to 70% of one or more polyisocyanates, wherein the coating composition has reduced discoloration compared to the composition without the alkyl carbodiimide.

13. The cured coating according to claim 12 , wherein the alkyl carbodiimide is a dialkyl carbodiimide.

14. The cured coating according to claim 13 , wherein the dialkyl carbodiimide is selected from the group consisting of diisopropylcarbodiimide and dicyclohexylcarbodiimide.

15. The cured coating according to claim 12 , wherein the alkyl carbodiimide is present in an amount of 0.2%.

16. The cured coating according to claim 12 , wherein the acrylate-containing compound is selected from the group consisting of 1,6 hexanediol diacrylate, pentaerythritol (EO) n tetraacrylate, isobornyl acrylate, tripropylene glycol diacrylate, and trimethylolpropane triacrylate.

17. The cured coating according to claim 12 , wherein the photoinitiator is selected from the group consisting of acylphosphine oxide derivatives, α-aminoalkylphenone derivatives, hydroxyalkylphenones, benzophenones, benzil ketals, methylbenzoyl formate, and phenylacetophenones.

18. The cured coating according to claim 12 , wherein the photoinitiator is a 50/50 mixture of 1-hydroxy-cyclohexyl-phenyl-ketone and benzophenone.

19. The cured coating according to claim 12 , wherein the polyisocyanate is selected from the group consisting of ethylene diisocyanate; 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate (HDI), pentamethylene diisocyanate (PDI), isophorone diisocyanate (IPDI), 2,2,4- and 2,4,4-trimethyl-hexamethylene diisocyanate, the isomeric bis-(4,4′-isocyanatocyclohexyl)methanes or mixtures thereof of any desired isomer content, benzene diisocyanate; 1,4-cyclohexylene diisocyanate, 1,12-dodecamethylene diisocyanate, 1,4-phenylene diisocyanate, 2,4- and/or 2,6-toluene diisocyanate (TDI) or hydrogenated 2,4- and/or 2,6-toluene diisocyanate, 1,5-naphthalene diisocyanate, 2,4′- and 4,4′-diphenylmethane diisocyanate (MDI), 1,3- and 1,4-bis-(2-isocyanato-prop-2-yl)-benzene (TMXDI), 1,3-bis(isocyanato-methyl)benzene (XDI), bis-(4-isocyanato-cyclohexyl)methane (H 12 MDI), (S)-alkyl 2,6-diisocyanato-hexanoates, (L)-alkyl 2,6-diisocyanatohexanoates, and mixtures thereof.

20. The cured coating according to claim 12 , wherein the discoloration is yellowing.

21. A process of reducing discoloration of a coating composition comprising: adding an alkyl carbodiimide to the composition, wherein the coating composition comprises 1% to 99% of a blend of two or more aspartic ester functional amines; 20% to 70% of an acrylate-containing compound; 0.1% to 5% of a photoinitiator; and 20% to 70% of one or more polyisocyanates.

22. The process according to claim 21 wherein the alkyl carbodiimide is selected from the group consisting of diisopropylcarbodiimide and dicyclohexylcarbodiimide.

23. The process according to claim 21 , wherein the alkyl carbodiimide is present in an amount of 0.01% to 5%.

24. The process according to claim 21 , wherein the alkyl carbodiimide is present in an amount of 0.2%.

25. The process according to claim 21 , wherein the discoloration is yellowing.

Assignees

• Covestro Llc

Inventors

• WADE Robert

Classifications

• C08K5/07

  Aldehydes; Ketones · CPC title

• C09D179/08

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• C08L79/08

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• C08L75/04

  Polyurethanes · CPC title

• C08G18/3821 Primary

  Carboxylic acids; Esters thereof with monohydroxyl compounds · CPC title