Moisture curing of polymer coating compositions containing isocyanatoalkyl esters of unsaturated carboxylic acids

• US 4,401,794 A
• Filed: 10/16/1981
• Issued: 08/30/1983
• Est. Priority Date: 08/26/1980
• Status: Expired due to Fees

• Current Assignee: The Dow Chemical Company (Dow, Inc.)
• Original Assignee: The Dow Chemical Company (Dow, Inc.)
• Inventors: Oriel, Sharon L., Flowers, Jimmy D.
• Primary Examiner(s): Schofer, Joseph L.
• Assistant Examiner(s): Lipman, Bernard
• Application Number:
  US06/312,044
• Time in Patent Office: 683 Days
• Field of Search: 525/383, 525/336, 525/328.2, 428/500
• US Class Current: 525/328.2
• CPC Class Codes: C08G 18/302 Water
• CPC Class Codes: C08G 18/728 Polymerisation products of compounds having carbon-to-carbon unsaturated bonds and having isocyanate or isothiocyanate groups or groups forming isocyanate or isothiocyanate groups
• CPC Class Codes: C08J 2333/04 esters
• CPC Class Codes: C08J 3/24 Crosslinking, e.g. vulcanising, of macromolecules mechanical aspects B29C35/00; crosslinking agents C08K
• CPC Class Codes: C09D 133/062 Copolymers with monomers not covered by C09D133/06
• CPC Class Codes: C09D 133/14 of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: Y10T 428/31855 Of addition polymer from unsaturated monomers

Abstract

A polymer containing an isocyanatoalkyl ester of an unsaturated carboxylic acid and optionally, another addition polymerizable monomer, is cross-linked using water as a curing agent. Water may be mixed into the composition or transmitted to the polymer by the atmosphere. The cross-linked polymer forms a solid, insoluble coating material which is useful as an industrial coating.

Claims

1. A method of curing a polymer containing an isocyanatoalkyl ester of an unsaturated carboxylic acid, comprising contacting the polymer with a sufficient amount of water to substantially cross-link the isocyanate groups.

2. The method of claim 1 wherein the isocyanatoalkyl ester is 2-isocyanatoethyl methacrylate or 2-isocyanatoethyl acrylate.

3. The method of claim 1 wherein the polymer also contains another addition polymerizable monomer.

4. The method of claim 3 wherein the other addition polymerizable monomer is selected from the group consisting of butyl acrylate, ethyl acrylate, methyl methacrylate, styrene, butadiene, vinyltoluene and acrylonitrile.

5. The cross-linked polymer formed by the method of claim 1, 2, 3 or 4.

6. A substrate coated with the polymer of claim 5.

7. A method of curing a polymer containing an isocyanatoalkyl ester of an unsaturated carboxylic acid, comprising exposing the polymer to a moisture-containing atmosphere for a time sufficient to substantially cross-link the polymer.

8. The method of claim 7 wherein the isocyanatoalkyl ester is 2-isocyanatoethyl methacrylate or 2-isocyanatoethyl acrylate.

9. The method of claim 8 wherein the polymer also contains another addition polymerizable monomer.

10. The method of claim 9 wherein the other addition polymerizable monomer is selected from the group consisting of butyl acrylate, ethyl acrylate, methyl methacrylate, styrene, butadiene, vinyltoluene and acrylonitrile.

11. The method of claim 7, 8, 9 or 10 wherein the atmosphere has a 40 to 75 percent relative humidity.

12. The method of claim 11 wherein the atmosphere has a temperature of 0°

to 35°

C.