Polyaspartic coating compositions

Patent metadata

Field	Value
Publication number	US-9944821-B2
Application number	US-201414774963-A
Country	US
Kind code	B2
Filing date	Mar 13, 2014
Priority date	Mar 15, 2013
Publication date	Apr 17, 2018
Grant date	Apr 17, 2018

Abstract

Two-component coating systems and compositions are disclosed. The coating compositions form crosslinked polyurea coatings and have relatively long pot life and relatively short dry time. The coating compositions include a polyisocyanate, a polyaspartic ester, and a polyetheraspartic ester.

First claim

What is claimed is:

1. A two-component coating system for the production of polyurea coatings, the coating system comprising:
(A) a polyisocyanate;
(B1) a polyaspartic ester corresponding to the following formula:

wherein:
X represents an aliphatic residue; and
R 1 and R 2 represent ethyl residues; and

(B2) a polyetheraspartic ester corresponding to the following formula:

wherein:
n is an integer of 3;
m is independently an integer of 1 to 5;
Z′ represents a 1,1,1-tris(methyl)propyl residue;
R 1 and R 2 represent ethyl residues; and
R 3 represents isopropyl (1-methylethyl) residues.

2. The coating system of claim 1 , wherein the polyisocyanate comprises an isocyanurate trimer of 1,6-hexamethylene diisocyanate.

3. The coating system of claim 1 , wherein the polyisocyanate comprises an iminooxadiazine dione asymmetric trimer of 1,6-hexamethylene diisocyanate.

4. The coating system of claim 1 , wherein the polyisocyanate comprises a diisocyanate adduct of isophorone diisocyanate.

5. The coating system of claim 1 , wherein X is selected from the group consisting of a dicyclohexylmethane residue, a 3,3′-dimethyl-dicyclohexylmethane residue, and a 2-methyl-pentane residue.

6. The coating system of claim 1 , wherein the ratio of un-reacted isocyanate groups to amine groups is 1:1 to 1.5:1.

7. The coating system of claim 1 , further comprising an organic solvent.

8. The coating system of claim 1 , further comprising:
(B3) at least one of a polyaldimine and a polyketimine corresponding to the following formula:

wherein:
R 4 and R 5 independently represent hydrogen or a hydrocarbon group with up to 20 carbon atoms, or R 4 and R 5 form a 5-membered or 6-membered cycloaliphatic ring together with the carbon atom;
R 6 is a (p+1)-valent residue obtained by removing the primary amino groups from a corresponding polyamine, optionally containing oxygen; and
p is an integer from 1 to 3.

9. The coating system of claim 8 , wherein (B3) comprises a polyaldimine comprising a reaction product of isobutyraldehyde and isophorone diamine.

10. A coating formed from the two-component coating system claim 1 .

11. A two-component polyurea coating composition comprising:
(A) a polyisocyanate;
(B1) a polyaspartic ester corresponding to the following formula:

wherein:
Z′ represents a 1,1,1-tris(methyl)propyl residue; and
R 1 and R 2 represent ethyl residues; and

(B2) a polyetheraspartic ester corresponding to the following formula:

wherein:
n is an integer of 3;
m is independently an integer of 1 to 5;
Z represents a 1,1,1-tris(methyl)propyl residue;
R 1 and R 2 represent ethyl residues; and
R 3 represents isopropyl (1-methylethyl) residues.

12. The coating composition of claim 11 , wherein the polyisocyanate comprises a polyisocyanate adduct selected from the group consisting of an isocyanurate trimer of 1,6-hexamethylene diisocyanate and an iminooxadiazine dione asymmetric trimer of 1,6-hexamethylene diisocyanate.

13. The coating composition of claim 11 , further comprising:
(B3) at least one of a polyaldimine and a polyketimine corresponding to the following formula:

wherein:
R 4 and R 5 are independently hydrogen or a hydrocarbon group with up to 20 carbon atoms, or R 4 and R 5 form a 5-membered or 6-membered cycloaliphatic ring together with the carbon atom;
R 6 is a (p+1)-valent residue obtained by removing the primary amino groups from a corresponding polyamine, optionally containing oxygen; and
p is an integer from 1 to 3.

14. The coating composition of claim 13 , wherein (B3) is a polyaldimine comprising a reaction product of isobutyraldehyde and isophorone diamine.

15. The coating composition of claim 11 , wherein the ratio of un-reacted isocyanate groups to amine groups is 1:1 to 1.5:1.

16. The coating system of claim 11 , further comprising an organic solvent.

17. A coating formed from the two-component coating composition of claim 11 .

Assignees

• Covestro Llc

Inventors

• Squiller Edward P
• Wayt Terrell D
• Forsythe John
• Best Kurt E
• Olson Ahren
• Ekin Alan

Classifications

• C09D175/02 Primary

  Polyureas · CPC title

• C08G18/3821

  Carboxylic acids; Esters thereof with monohydroxyl compounds · CPC title

• C08G18/792

  formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates · CPC title

• C08G18/3256

  Reaction products of polyamines with aldehydes or ketones · CPC title