METHOD OF FORMING A CURED COATING COMPOSITION ON AN AUTOMOBILE COMPONENT

• US 20120094027A1
• Filed: 06/24/2010
• Published: 04/19/2012
• Est. Priority Date: 06/26/2009
• Status: Active Grant

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: Cranfill, David, Gutowski, Keith E.
• Granted Patent: US 8,652,578 B2
• Time in Patent Office: Days
• US Class Current: 427/372.2
• CPC Class Codes: B05D 7/00 Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials coating of foodstuffs A23P20/17, A23P20/15, A23P20/18
• CPC Class Codes: C09D 4/00 Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16

Abstract

A method of forming a cured coating composition on an automobile component is provided. The method utilizes a coating compound including a radical polymerizable compound and an organoborane initiator and includes the step of applying the coating composition to the automobile component. The organoborane initiator is complexed with a bi-functional noncyclic blocking agent that has a carbon backbone and two organoborane complexing moieties. The two moieties are different from each other and are selected from the group of an amine moiety, a thiol moiety, and a phosphine moiety. In addition, the two moieties are separated from each other by two to four carbon atoms to increase the nucleophilicity of the blocking agent towards the organoborane initiator. The organoborane initiator is decomplexed from the blocking agent thereby forming a radical that is used to polymerize the radical polymerizable compound and cure the coating composition on the automobile component.

Claims

1-15. -15. (canceled)

16. A method of polymerizing a radical polymerizable compound using an organoborane initiator, said method comprising the steps of:

A introducing the radical polymerizable compound and the organoborane initiator onto a substrate to form a mixture wherein the organoborane initiator is complexed with a bi-functional noncyclic blocking agent having a carbon backbone and two organoborane complexing moieties different from each other and selected from the group of an amine moiety, a thiol moiety, and a phosphine moiety and wherein the two differing moieties are separated from each other by two to four carbon atoms to increase nucleophilicity of the blocking agent towards the organoborane initiator;

B. decomplexing the organoborane initiator from the blocking agent thereby forming a radical; and

C. polymerizing the radical polymerizable compound using the radical, optionally in the absence of external heating, or optionally at a temperature of from 20°

C. to 30°

C.

17. The method as set forth in claim 16, wherein

the substrate is further defined as an automobile component,

the mixture is further defined as a coating composition,

the step of polymerizing cures the coating composition on the automobile component and the method optionally further comprises the step of electrocoating the automobile component with a first composition wherein the coating composition is applied to the first composition on the automobile component.

18. The method as set forth in claim 16, wherein the two differing moieties are separated from each other by two carbon atoms.

19. The method as set forth in claim 16, wherein the blocking agent is aliphatic and has a single terminal amine moiety and a single terminal thiol moiety.

20. The method as set forth in claim 16, wherein the blocking agent is free of carbon-carbon unsaturation and optionally wherein the blocking agent is 2-aminoethanethiol and the organoborane is optionally complexed with the amine moiety or the thiol moiety of the 2-aminoethanethiol.

21. The method as set forth in claim 16, wherein the step of decomplexing the organoborane initiator from the blocking agent is further defined as introducing a decomplexing agent to the mixture that is reactive with at least one of the amine moiety, the thiol moiety, and the phosphine moiety to decomplex the organoborane initiator from the blocking agent and wherein the decomplexing agent is carbon dioxide or is optionally selected from the group of carbon dioxide, sulfur dioxide, and combinations thereof.

22. The method as set forth in claim 21, wherein the step of introducing the radical polymerizable compound and the organoborane initiator onto the substrate to form the mixture and the step of introducing the decomplexing agent occur simultaneously.

23. The method as set forth in claim 21, wherein the step of introducing the radical polymerizable compound and the organoborane initiator onto the substrate to form the mixture and the step of introducing the decomplexing agent occur sequentially.

24. The method as set forth in claim 21, wherein the steps of introducing the radical polymerizable compound and the organoborane initiator onto the substrate and the step of introducing the decomplexing agent are each further defined as spraying from one or more spray guns.

25. The method as set forth in claim 16, wherein the radical polymerizable compound and the organoborane initiator are introduced simultaneously.

26. The method as set forth in claim 16, wherein the radical polymerizable compound and the organoborane initiator are introduced sequentially.

27. The method as set forth in claim 16, wherein the radical polymerizable compound is selected from the group consisting of unsaturated acrylic ester resins, functional acrylic ester monomers, methacrylates, and combinations thereof.

28. A radical polymerizable automotive coating composition comprising:

A. a radical polymerizable compound; and

B. an organoborane initiator complexed with a bi-functional noncyclic blocking agent having a carbon backbone and two organoborane complexing moieties different from each other and selected from said group of an amine moiety, a thiol moiety, and a phosphine moiety and wherein said two differing moieties are separated from each other by two to four carbon atoms to increase nucleophilicity of said blocking agent towards said organoborane initiator.

29. The coating composition as set forth in claim 28, wherein said two differing moieties are separated from each other by two carbon atoms.

30. The coating composition as set forth in claim 28, wherein said blocking agent is aliphatic and has a single terminal amine moiety and a single terminal thiol moiety.

31. The coating composition as set forth in claim 28, wherein said blocking agent is free of carbon-carbon unsaturation and optionally wherein said blocking agent is 2-aminoethanethiol and said organoborane is optionally complexed with said amine moiety or said thiol moiety of said 2-aminoethanethiol.

32. The coating composition as set forth in claim 28, further comprising a decomplexing agent that is carbon dioxide or optionally selected from said group of carbon dioxide, sulfur dioxide, and combinations thereof.