Acrylic copolymer flow control agents

Claim 1

A powder coating process comprising the steps of: (1) applying a powder coating composition comprising a thermoplastic or thermosetting resin and from about 0.1% to about 2.0% by weight of a flow control agent to a metal substrate, wherein said flow control agent is a copolymer comprising units of: (A) an acrylate of the formula (I) CH.sub.2 ═CR.sup.1 --CO--OR.sup.2 wherein R 1 is a hydrogen atom or a methyl group and OR 2 is the residue of a C 16-34 fatty alcohol, and an N-containing olefin selected from the group consisting of: (B) a compound of the formula (II) or (VI) ##STR10## wherein R 3 and R 4 are together or separately hydrogen or C 1-4 alkyl groups or when taken together are ring fragments of an unsubstituted or a C 1-4 -alkyl-substituted C 5 or C 6 ring, R 5 is a linear or branched C 1-12 alkylene group, --CH 2 --CH 2 --O--CH 2 --CH 2 --, --CH 2 --CH 2 --NH--CH 2 --CH 2 --, or a C 1-4 -alkylene-substituted phenylene group and R 1 is as defined above; (C) a compound of the formula (III) or (VII) ##STR11## wherein R 1 , R 3 and R 4 are as defined above, R 6 is a phenylene group or an alkylene group corresponding to the formula ##STR12## wherein R 7 is a hydrogen atom or a straight chain or branched C 1-11 alkyl radical and R 8 is a C 2-10 alkylene group; (D) a compound of the formula (IV) ##STR13## wherein R 1 is as defined above, R 9 is a phenyl or benzyl group, R 10 is a C 1-16 alkyl group and R 11 is a C 2-6 alkylene group, or R 9 and R 10 are C 1-16 alkyl groups and R 11 is a phenylene group; or (E)j a compound of the formula (V) R.sup.12 --CO--NH--R.sup.13 --O--CO--CR.sup.1 ═CH.sub.2 wherein R 12 is a C 7-33 alkyl group and R 13 is a C 2-4 alkylene group and R 1 is as defined above wherein the molar ratio of (A) to (B), (C), (D), or (E) is equal to from about 1.0:0.5 to about 1.0:10.0 and (2) heating the coated substrate to a temperature sufficient to fuse said powder coating composition.

Claim 28

A method for controlling the flow properties of a powder coating composition comprising adding to a powder coating composition which contains a thermoplastic or thermosetting resin from about 0.1% to about 2.0% by weight of a flow control agent which is a copolymer comprising units of: (A) an acrylate of the formula (I) CH.sub.2 ═CR.sup.1 --CO--OR.sup.2 I wherein R 1 is a hydrogen atom or a methyl group and OR 2 is the residue of a C 16-34 fatty alcohol, and an N-containing olefin selected from the group consisting of: (B) a compound of the formula (II) or (VI) ##STR22## wherein R 3 and R 4 are together or separately hydrogen or C 1-4 alkyl groups or when taken together are ring fragments of an unsubstituted or a C 1-4 -alkyl-substituted C 5 or C 4 ring, R 5 is a linear or branched C 1-12 alkylene group, --CH 2 --O--CH 2 --CH 2 --, --CH 2 --CH 2 --NH--CH 2 --CH 2 --, or a C 1-4 -alkylene-substituted phenylene group, and R 1 is as defined above; (C) a compound of the formula (III) or (VII) ##STR23## wherein R 1 , R 3 and R 4 are as defined above, R 6 is a phenylene group or an alkylene group corresponding to the formula ##STR24## wherein R 7 is a hydrogen atom or a straight chain or branched C 1-11 alkyl radical and R 8 is a C 2-10 alkylene group; (D) a compound of the formula (IV) ##STR25## wherein R 1 is as defined above, R 9 is a phenyl or benzyl group, R 10 is a C 1-16 alkyl group and R 11 is a C 2-6 alkylene group, or R 9 and R 10 are C 1-16 alkyl groups and R 11 is a phenylene group; or (E) a compound of the formula (V) ##STR26## wherein R 12 is a C 7-33 alkyl group and R 13 is a C 2-4 alkylene group and R 1 is as defined above, wherein the molar ratio of (A) to (B), (C), (D), or (E) is equal to from about 1.0:0.5 to about 1.0:10.0.

Claim 29

A method for controlling the flow properties of a powder coating composition comprising adding to a powder coating composition which contains a thermoplastic or thermosetting resin from about 0.1% to about 2.0% by weight of a flow control agent which is a copolymer comprising units of: (A) an acrylate of the formula (I) CH.sub.2 ═CR.sup.1 --CO--OR.sup.2 I wherein R 1 is a hydrogen atom or a methyl group and OR 2 is the residue of a C 16-34 fatty alcohol, and an N-containing olefin selected from the group consisting of: (B) a compound of the formula (II) or (VI) ##STR22## wherein R 3 and R 4 are together or separately hydrogen or C 1-4 alkyl groups or when taken together are ring fragments of an unsubstituted or a C 1-4 -alkyl-substituted C 5 or C 4 ring, R 5 is a linear or branched C 1-12 alkylene group, --CH 2 --O--CH 2 --CH 2 --, --CH 2 --CH 2 --NH--CH 2 --CH 2 --, or a C 1-4 -alkylene-substituted phenylene group, and R 1 is as defined above; (C) a compound of the formula (III) or (VII) ##STR23## wherein R 1 , R 3 and R 4 are as defined above, R 6 is a phenylene group or an alkylene group corresponding to the formula ##STR24## wherein R 7 is a hydrogen atom or a straight chain or branched C 1-11 alkyl radical and R 8 is a C 2-10 alkylene group; (D) a compound of the formula (IV) ##STR25## wherein R 1 is as defined above, R 9 is a phenyl or benzyl group, R 10 is a C 1-16 alkyl group and R 11 is a C 2-6 alkylene group, or R 9 and R 10 are C 1-16 alkyl groups and R 11 is a phenylene group; or (E) a compound of the formula (V) ##STR26## wherein R 12 is a C 7-33 alkyl group and R 13 is a C 2-4 alkylene group and R 1 is as defined above, wherein the molar ratio of (A) to (B), (C), (D), or (E) is equal to from about 1.0:0.5 to about 1.0:10.0.