Low temperature cure coating compositions

Patent metadata

Field	Value
Publication number	US-12545807-B2
Application number	US-202017757034-A
Country	US
Kind code	B2
Filing date	Dec 10, 2020
Priority date	Dec 10, 2019
Publication date	Feb 10, 2026
Grant date	Feb 10, 2026

Abstract

A film-forming thermoset coating composition includes: (a) an aqueous medium; and Option 1 and/or Option 2 as follows: Option 1: (b1) polyurethane-acrylate core-shell particles including a polymeric acrylic core at least partially encapsulated by a polymeric shell including urethane linkages, where the polymeric shell includes an acid functional group and two or more hydrazide functional groups, where the polymeric shell is covalently bonded to at least a portion of the polymeric core; and (c1) (i) formaldehyde; (ii) polyformaldehyde; and/or (iii) a compound that generates formaldehyde; Option 2: (b2) polyurethane-acrylate core-shell particles including a polymeric acrylic core at least partially encapsulated by a polymeric shell including urethane linkages, where the polymeric shell includes an acid functional group and two or more N-methylolated hydrazide functional groups, where the polymeric shell is covalently bonded to at least a portion of the polymeric core.

First claim

The invention claimed is:

1 . A film-forming thermoset coating composition, comprising:
(a) an aqueous medium; and option 1 and/or option 2 as follows: option 1:
(b1) polyurethane-acrylate core-shell particles comprising a polymeric acrylic core at least partially encapsulated by a polymeric shell comprising urethane linkages, wherein the polymeric shell comprises an acid functional group and two or more hydrazide functional groups, wherein the polymeric shell is covalently bonded to at least a portion of the polymeric core;
(c1) (i) formaldehyde; (ii) polyformaldehyde; and/or (iii) a compound that generates formaldehyde, wherein the total amount of formaldehyde present and/or generated in (c1) is in the range of 0.1 to 3 weight %, based on total resin solids of the coating composition; and
a crosslinker separate from (b1) and (c1), wherein the crosslinker is reactive with functional groups of (b1), (c1), and/or a reaction product of (b1) and (c1);
option 2:
(b2) polyurethane-acrylate core-shell particles comprising a polymeric acrylic core at least partially encapsulated by a polymeric shell comprising urethane linkages, wherein the polymeric shell comprises an acid functional group and two or more N-methylolated hydrazide functional groups, wherein the polymeric shell is covalently bonded to at least a portion of the polymeric core; and
wherein the coating composition includes less than 5 weight percent, based on total resin solids, of polyurethane-acrylate core-shell particles that include keto and/or aldo functional groups.

2 . The coating composition of the claim 1 , further comprising:
(d) a polyester polymer obtained from components comprising polytetrahydrofuran and a carboxylic acid or anhydride thereof.

3 . The coating composition of claim 1 , wherein the coating composition comprises option 2.

4 . The coating composition of claim 1 , further comprising an acid catalyst that is a separate component from the polyurethaneacrylate core-shell particles (b1) and/or (b2) or is covalently bonded to the polyurethane-acrylate core-shell particles (b1) and/or (b2).

5 . The coating composition of claim 1 , wherein the coating composition comprises option 1, wherein the compound (c1) comprises a melamine-formaldehyde resin.

6 . The coating composition of claim 1 , wherein the polyurethane- acrylate core-shell particles (b1) and/or (b2) comprise a polyurethane polymer, an acrylic polymer, a polyester polymer, or a combination thereof.

7 . The coating composition of claim 1 , wherein the polymeric acrylic core comprises an addition polymer formed from (meth) acrylic monomers, vinyl monomers, or a combination thereof.

8 . The coating composition of claim 1 , wherein the polyurethane- acrylate core-shell particles (b1) and/or (b2) further comprise internal hydrazide functional groups that provide at least 2 secondary amino groups on the polyurethane-acrylate core-shell particles (b1) and/or (b2).

9 . The coating composition of claim 4 , wherein the acid catalyst comprises carboxylic acid functional groups formed on the polyurethane-acrylate core-shell particles (b1) and/or (b2) and which are obtained from a carboxylic acid or anhydride thereof having a pKa of less than 5.5.

10 . The coating composition of claim 9 , wherein the carboxylic acid or anhydride thereof comprises trimellitic anhydride.

11 . The coating composition of claim 1 , wherein the polyurethane-acrylate core-shell particles (b1) and/or (b2) further comprise internal maleate functional groups.

12 . The coating composition of claim 1 , wherein the polyurethane-acrylate core-shell particles (b1) and/or (b2) comprise aliphatic and/or aromatic rings.

13 . The coating composition of claim 1 , further comprising (e) a polymer reactive with (b1), (b2), and/or (c1), wherein the polymer (e) is obtained from components comprising N-(hydroxymethyl) acrylamide, N (isobutoxymethyl) acrylamide, or a combination thereof.

14 . The coating composition of claim 2 , wherein the polyester polymer (d) comprises a hydroxyl functional group.

15 . The coating composition of claim 2 , wherein the polyester polymer (d) is obtained from components comprising polytetrahydrofuran and a carboxylic acid or anhydride thereof, wherein the polytetrahydrofuran comprises at least 20 weight % of the components that form the polyester polymer (d) and the carboxylic acid or anhydride thereof comprises at least 5 weight % of the components that form the polyester polymer (d).

16 . The coating composition of claim 1 , further comprising (f) an adhesion promoter comprising a silane compound.

17 . The coating composition of claim 1 , wherein the crosslinker (g) comprises a blocked isocyanate, a carbodiimide, an aminoplast, or a combination thereof.

18 . A substrate at least partially coated with a coating formed from the coating composition of claim 1 .

19 . The coating composition of claim 1 , wherein the coating composition includes less than 1 weight percent, based on total resin solids, of polyurethane-acrylate core-shell particles that include keto and/or aldo functional groups.

20 . The coating composition of claim 1 , wherein the coating composition is free of polyurethane-acrylate core-shell particles that include keto and/or aldo functional groups.

Assignees

• Ppg Ind Ohio Inc

Inventors

• Wang Wei
• Faler Dennis Leroy
• Friello Sara Ashley
• Lamers Paul H
• Bowles Steven Edward
• Fenn David Robert
• Szymanski Chester
• Swarup Shanti
• Zhou Hongying
• Kerchner Hilary Ann
• Saha Gobinda
• Endlich Brian

Classifications

• C09D5/022

  Emulsions, e.g. oil in water · CPC title

• C09D7/63

  organic · CPC title

• C09D7/65 Primary

  macromolecular (C09D7/41-C09D7/48 take precedence) · CPC title

• C08K5/01

  Hydrocarbons {(C08K5/0091 takes precedence)} · CPC title

• C08G18/7628

  containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group · CPC title