US 4,309,327 A · Polymeric resin from ethylenic amino, sulfonic monomers

Abstract

A coating composition comprising as a main component a polymeric resin obtained by solution polymerization of at least one of polymerizable amino acid compounds of either one of the formulas: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each hydrogen, methyl or ethyl, R.sub.5 is hydrogen or C.sub.1 -C.sub.20 alkyl optionally having --SO--, --COO-- or --O-- therein, R.sub.6 is C.sub.1 -C.sub.12 alkylene optionally substituted with --OH, --SH or --SR.sub.7 (R.sub.7 being C.sub.1 -C.sub.4 alkyl) and/or optionally substituted with C.sub.1 -C.sub.4 alkyl or phenylene optionally substituted with C.sub.1 -C.sub.4 alkyl and A is --COOH or --SO.sub.3 H, and ##STR2## wherein R.sub.8, R.sub.9 and R.sub.10 are each hydrogen or C.sub.1 -C.sub.6 alkyl, R.sub.11 is hydrogen or C.sub.1 -C.sub.20 alkyl optionally having --SO--, --COO-- or --O-- therein, or a group of the formula: ##STR3## (R.sub.8, R.sub.9 and R.sub.10 being each as defined above), R.sub.12 is C.sub.2 -C.sub.12 alkylene optionally substituted with C.sub.1 -C.sub.6 alkyl or phenylene optionally substituted with C.sub.1 -C.sub.4 alkyl, and A is as defined above, with or without at least one of other polymerizable monomers.

Claims10

Dependent claims

In a pigment-containing coating composition, the improvement wherein the composition contains as a main component a polymeric resin obtained by solution polymerization of at least one polymerizable amino acid compound of the formula:

##STR10## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each hydrogen, methyl or ethyl, R.sub.5 is hydrogen, C.sub.1 -C.sub.20 alkyl or C.sub.1 -C.sub.20 alkyl having --SO--, --COO-- or --O-- therein, R.sub.6 is (a) C.sub.1 -C.sub.12 alkylene, (b) C.sub.1 -C.sub.12 alkylene substituted by C.sub.1 -C.sub.4 alkyl, --OH, --SH or --SR.sub.7 wherein R.sub.7 is C.sub.1 -C.sub.4 alkyl, (c) phenylene or (d) phenylene substituted by C.sub.1 -C.sub.4 alkyl and A is --SO.sub.3 H, or ##STR11## wherein R.sub.8, R.sub.9 and R.sub.10 are each hydrogen or C.sub.1 -C.sub.6 alkyl, R.sub.11 is hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.1 -C.sub.20 alkyl having --SO--, --COO--, or --O-- therein, or a group of the formula:
##STR12## wherein R.sub.8, R.sub.9 and R.sub.10 are as defined above, R.sub.12 is C.sub.2 -C.sub.12 alkylene, C.sub.2 -C.sub.12 alkylene substituted with C.sub.1 -C.sub.6 alkyl, phenylene, or phenylene substituted with C.sub.1 -C.sub.4 alkyl, and A is --SO.sub.3 H, alone or with at least one other polymerizable monomer having ethylenic unsaturation, with the proviso that when other polymerizable monomer is ued the amount of the polymerizable amino acid compound is from 0.1 to 50% by weight based on the total weight of the polymerizable monomeric compounds.

A polymeric resin prepared by solution polymerization of (a) at least one polymerizable amino acid compound of the formulas:

##STR13## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each hydrogen, methyl or ethyl, R.sub.5 is hydrogen, C.sub.1 -C.sub.20 alkyl or C.sub.1 -C.sub.20 alkyl having --SO--, --COO-- or --O-- therein, R.sub.6 is (a) C.sub.1 -C.sub.12 alkylene, (b) C.sub.1 -C.sub.12 alkylene substituted by C.sub.1 -C.sub.4 alkyl, --OH, --SH or --SR.sub.7 wherein R.sub.7 is C.sub.1 -C.sub.4 alkyl, (c) phenylene or (d) phenylene substituted by C.sub.1 -C.sub.4 alkyl and A is --SO.sub.3 H, or ##STR14## wherein R.sub.8, R.sub.9 and R.sub.10 are each hydrogen or C.sub.1 -C.sub.6 alkyl, R.sub.11 is hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.1 -C.sub.20 alkyl having --SO--, --COO-- or --O-- therein, or a group of the formula:
##STR15## wherein R.sub.8, R.sub.9 and R.sub.10 are as defined above, R.sub.12 is C.sub.2 -C.sub.12 alkylene, C.sub.2 -C.sub.12 alkylene substituted with C.sub.1 -C.sub.6 alkyl, phenylene or phenylene substitued with C.sub.1 -C.sub.4 alkyl, and A is --SO.sub.3 H, (b) at least one carboxyl group-containing monomer and (c) at least one other polymerizable monomer having ethylenic unsaturation, the polymeric resin having a number average molecular weight of 1,000 to 50,000 and a glass transition point of -40.degree. to +100.degree. C. and the amount of the polymerizable amino compound being from 0.1 to 50% by weight based on the total weight of the polymerizable monomeric compounds.

Dependencies are inferred from the claim text.

Polymeric resin from ethylenic amino, sulfonic monomers

Life of this patent

Polymeric resin from ethylenic amino, sulfonic monomers

Life of this patent

Abstract

Claims10