Back to results
US 6,642,346 B2Granted
Coating compositions containing substituted and unsubstituted exomethylene lactone or lactam monomers
AssigneeE. I. Du Pont de Nemours and Company
InventorsCharles J. Brandenburg, Randal D. King, Larry G. Oien, Peter W. Uhlianuk
Life of this patent
Estimating the term…
Abstract
This invention is directed to a coating composition used for original equipment manufacturing or refinishing uses in the automotive industry, which coating composition utilizes an acrylic polymer which contains substituted or unsubstituted exomethylene lactones or lactams as a comonomer.
Claims29
A coating composition comprising:
- (a) a polymer having a number average molecular weight of about 30,000 or below comprising at least one exomethylene lactone or lactam monomer of the structure:
- where X═0 or N—R7, n=0, 1 or 2 and R1, R2, R3, R4, R5, R6, R7 are independently selected from the group (I) consisting of H, —CH(O), —CN and halogen, and from the group (II) consisting of —C(O)OR9, —C(O)NR10R11, —CR12(O), —C(O)OC(O)R13, —C(O)NR14COR15, —OC(O)R16, —OR17, —NR18R19 alkyl, substituted alkyl, aryl and substituted aryl;
- wherein when R1, R2, R3, R4, R5, R6, R7 are selected from group (II), they may optionally form a cyclic structure with one another;
- R9, R10, R11, R12, R13, R14, R15, R16, R17, R18 and R19 are H, alkyl, aryl, substituted alkyl or substituted aryl;
- R17 is alkyl, aryl, substituted alkyl or substituted aryl;
- and wherein the alkyl and substituted alkyl are C1-C12;
- and
- (b) at least one other compolymerizable monomer.
5 more elements
An acrylic polymer comprising:
- (a) substituted or unsubstituted exomethylene lactone or lactam;
- (b) a first methacrylate monomer;
- (c) a second methacrylate monomer;
- and
- (d) a hydroxy alkyl methacrylate or acrylate monomer having 1-4 carbon atoms in the alkyl group, wherein the polymer has a number average molecular weight of about 30,000 or below.
2 more elements
A coating composition having a film forming binder solids content of about 30-70% by weight and an organic liquid carrier, wherein the binder contains about:
- (a) 50-80% by weight, based on the weight of the binder, of an acrylic polymer comprising:
- (i)at least one exomethylene lactone or lactam monomer of the structure:
- where X═O or N—R7, n=0, 1 or 2 and R1, R2, R3, R4, R5, R6, R7 are independently selected from the group (I) consisting of H, —CH(O), —CN and halogen, and from the group (II) consisting of —C(O)OR9, —C(O)NR10R11, —CR12(O), —C(O)OC(O)R13, —C(O)NR14COR15, —OC(O)R16, —OR17, —NR18R19 alkyl, substituted alkyl, aryl and substituted aryl;
- wherein when R1, R2, R3, R4, R5, R6, R7 are selected from group (II), they may optionally form a cyclic structure with one another;
- R9, R10, R11, R12, R13, R14, R15, R16, R17, R18 and R19 are H, alkyl, aryl, substituted alkyl or substituted aryl;
- R17 is alkyl, aryl, substituted alkyl or substituted aryl;
- and wherein the alkyl and substituted alkyl are C1-C12;
- (ii)at least one methacrylate monomer selected from the group consisting of methyl methacrylate, isobornyl methacrylate, cyclohexyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, ethyl hexyl methacrylate and mixtures thereof;
- and
- (iii)at least one hydroxy alkylmethacrylate or acrylate monomer each having 1-4 carbon atoms in the alkyl group wherein the polymer has a number average molecular weight of about 30,000 or below determined by gel permeation chromotography;
- and
- (b) 1-20% by weight, based on the weight of the binder, of a polyol component;
- and
- c) 10-49% by weight, based on the weight of the binder, of a crosslinking agent selected from the group consisting of an organic polyisocyanate, a melamine formaldehyde resin and a silane or mixtures thereof.
11 more elements
A method for enhancing the mar resistance of a coating composition comprising an acrylic polymer, said polymer having at least one styrene monomer and at least one methacylate monomer comprising;
- replacing all or a portion of said styrene monomer with an α-methylene-γ-butyrolactone monomer of the structure
- wherein R1, R2, R5 and R6 are each independently selected from the group (I) consisting of H, —CH(O), —CN and halogen, and from the group (II) consisting of —C(O)OR9, —C(O)NR10R11, —CR12(O), —C(O)OC(O)R13, —C(O)NR14COR15, —OC(O)R16, —OR17, —NR18R19 alkyl, substituted alkyl, aryl and substituted aryl;
- wherein when R1 and R2 are selected from group (II), R1 and R2 may optionally form a cyclic structure;
- R9, R10, R11, R12, R13, R14, R15, R16, R18 and R19 are H, alkyl, aryl, substituted alkyl or substituted aryl;
- R17 is alkyl, aryl, substituted alkyl or substituted aryl;
- and wherein the alkyl and substituted alkyl are C1-C12,
- wherein said mar resistance of the coating composition is enhanced.
4 more elements
A method for enhancing the mar resistance of a coating composition comprising an acrylic polymer, said polymer having at least one styrene monomer and at least one methacrylate monomer comprising;
- replacing all or a portion of said methacrylate monomer with an α-methylene-γ-butyrolactone monomer of the structure
- wherein R1, R2, R5 and R6 are each independently selected from the group (I) consisting of H, —CH(O), —CN and halogen, and from the group (II) consisting of —C(O)OR9, —C(O)NR10R11, —CR12(O), —C(O)OC(O)R13, —C(O)NR14COR15, —OC(O)R16, —OR17, —NR18R19 alkyl, substituted alkyl, aryl and substituted aryl;
- wherein when R1 and R2 are selected from group (II), R1 and R2 may optionally form a cyclic structure;
- R9, R10, R11, R12, R13, R14, R15, R16, R18 and R19 are H, alkyl, aryl, substituted alkyl or substituted aryl;
- R17 is alkyl, aryl, substituted alkyl or substituted aryl;
- and wherein the alkyl and substituted alkyl are C1-C12,
- wherein said mar resistance of the coating composition is enhanced.
4 more elements
Dependencies are inferred from the claim text.