Coating composition

Patent metadata

Field	Value
Publication number	US-12180387-B2
Application number	US-201917258487-A
Country	US
Kind code	B2
Filing date	Jul 17, 2019
Priority date	Jul 20, 2018
Publication date	Dec 31, 2024
Grant date	Dec 31, 2024

Abstract

The present invention relates to a coating composition, a coating method and use of the composition, and a product coated with the coating composition. The coating composition comprises: (a) an isocyanate-reactive component comprising: (a1) at least one polyaspartic ester, and (a2) optionally a polyetheraspartic ester; (b) an isocyanate component comprising: (b1) at least one isocyanate prepolymer having an isocyanate group equivalent of 300 to 1100, and (b2) at least one isocyanate oligomer containing not less than two isocyanate groups, the weight ratio of the isocyanate prepolymer (b1) to the isocyanate oligomer (b2) being from 1:4 to 4:1; (c) a catalyst; and (d) optionally an additive; wherein the coating composition has a molar ratio of isocyanate groups to isocyanate-reactive groups of 1.5:1 to 8:1. The coating composition provided by the present invention has a long pot life, and the resulting coating has the advantages of fast drying and high hardness.

First claim

The invention claimed is:

1. A coating composition comprising:
(a) an isocyanate-reactive component comprising:
(a1) at least one polyaspartic ester, and
(a2) optionally a polyetheraspartic ester;

(b) an isocyanate component comprising:
(b1) at least one isocyanate prepolymer having an isocyanate group equivalent of 300 to 1100, and
(b2) at least one isocyanate oligomer containing not less than two isocyanate groups,

a weight ratio of the isocyanate prepolymer (b1) to the isocyanate oligomer (b2) being from 1:4 to 4:1;
(c) a catalyst, wherein the catalyst is one or more of the following: a tertiary amine, ferric chloride, zinc chloride, bismuth isooctanoate or bismuth carboxylate; and
(d) optionally an additive;
wherein the coating composition has a molar ratio of isocyanate groups to isocyanate-reactive groups of 1.5:1 to 8:1.

2. The composition according to claim 1 , wherein the polyaspartic ester (a1) comprises a polyaspartic ester according to formula I:

wherein
X represents an aliphatic residue,
R 1 and R 2 are each independently an organic group that is inert to an isocyanate group at ambient pressure and at 100° C. or less, and
n is an integer of not less than 2.

3. The composition according to claim 2 , wherein the aliphatic residue of the polyaspartic ester (a1) is one or more of the following: a linear alkyl residue, a branched alkyl residue, or a cycloalkyl residue.

4. The composition according to claim 1 , wherein the polyaspartic ester (a1) has a content of more than 50 wt %, based on a total weight of the isocyanate-reactive component (a).

5. The composition according to claim 2 , wherein n is 2 and the polyaspartic ester (a1) is prepared by a reaction comprising a polyamine of the following formula and a maleate and/or a fumarate of the following formula:

6. The composition according to claim 2 , wherein the polyaspartic ester (a1) comprises one or more of the following polyaspartic esters:
(i) a polyaspartic ester having the structure of formula II,

(ii) a polyaspartic ester having the structure of formula III, or

(iii) a polyaspartic ester having the structure of formula IV,

wherein R1 and R2 are each independently one or more of the following: methyl, ethyl or butyl.

7. The composition according to claim 1 , wherein the polyetheraspartic ester (a2) comprises a polyetheraspartic ester according to formula V:

wherein
Z represents an aliphatic residue,
R 1 and R 2 are each independently an organic group that is inert to an isocyanate group at ambient pressure and at 100° C. or less,
R 3 represents a C 1 -C 6 alkyl residue,
n is an integer of not less than 2, and
m is an integer of 1 to 5.

8. The composition according to claim 7 , wherein the aliphatic residue of the polyetheraspartic ester (a2) is one or more of the following: a linear alkyl residue, a branched alkyl residue, or a cycloalkyl residue.

9. The composition according to claim 1 , wherein the polyetheraspartic ester (a2) is prepared by a reaction comprising a polyether polyamine of the following formula and a maleate and/or a fumarate of the following formula:

wherein
p is an integer of not less than 2,
R 1 and R 2 are each independently an organic group that is inert to an isocyanate group at ambient pressure and at 100° C. or less,
R 4 and R 5 are each independently one or more of the following: hydrogen or a C 1 -C 4 alkyl residue,
R 6 and R 7 are each independently one or more of the following: hydrogen or an organic group inert to an isocyanate group.

10. The composition according to claim 9 , wherein the components for preparing the polyetheraspartic ester (a2) further comprise a polyether polyamine according to the following formula:

wherein
Y′ is one or more of the following: a linear alkyl residue, a branched alkyl residue, or a cycloalkyl residue,
q is an integer of 1 to 35,
R 8 is a C 1 -C 6 alkyl residue.

11. The composition according to claim 1 , wherein the polyetheraspartic ester (a2) comprises a polyetheraspartic ester according to formula VI:

wherein
r is an integer of 2 to 4,
q is an integer of 1 to 35,
Y′ is an alkyl residue,
R 1 and R 2 are each independently an organic group that is inert to an isocyanate group at ambient pressure and at 100° C. or less,
R 8 is a C 1 -C 6 alkyl residue.

12. The composition according to claim 1 , wherein the isocyanate prepolymer (b1) comprises one or more of the following groups: a carbamate group or an allophanate group.

13. The composition according to claim 1 , wherein the isocyanate prepolymer (b1) has an isocyanate group content of 1 to 40 wt %, based on a total weight of the isocyanate prepolymer.

14. The composition according to claim 1 , wherein the isocyanate oligomer (b2) comprises one or more of the following groups: an allophanate group, a biuret group, an uretdione group, an isocyanurate group, or an iminooxadiazinedione group.

15. The composition according to claim 1 , wherein the isocyanate oligomer (b2) is one or more of the following: derivatives of an aliphatic triisocyanate or an alicyclic triisocyanate having one or more of allophanate, biuret, uretdione, isocyanurate, or iminooxadiazinedione groups.

16. The composition according to claim 1 , wherein the isocyanate oligomer (b2) has an isocyanate group content of 10 to 50 wt %, based on a total weight of the isocyanate oligomer.

17. A method of protecting a substrate surface or a coating thereof, comprising applying the coating composition of claim 1 to a substrate surface or the coating thereof, followed by curing and/or drying.

18. A coating method comprising applying the coating composition of claim 1 to a substrate surface, followed by curing and/or drying.

19. A coated product comprising a substrate and a coating formed by applying the coating composition of claim 1 to the substrate and then curing and/or drying.

20. The coated product according to claim 19 , wherein the coated product is a floor.

Assignees

• Covestro Intellectual Property Gmbh & Co Kg
• Covestro Deutschland Ag

Inventors

• Greszta-Franz Dorota
• Shen Jianping
• Zheng Junchao
• Xu Yifeng
• Yang Ling
• Li Jinqi
• Li Hongchao
• Liu Hao

Classifications

• C08G18/3256

  Reaction products of polyamines with aldehydes or ketones · CPC title

• C08G18/3253

  being in latent form · CPC title

• C08G18/79

  characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates · CPC title

• C08G18/7831

  containing biuret groups · CPC title

• C08G18/7657

  containing two or more aromatic rings · CPC title