Amidation reaction products of polyamines and polycarboxyl containing materials and coating compositions containing same

Claim 2

An ungelled amidation product containing primary amine groups, secondary amine groups or a mixture thereof and carboxyl groups obtained by the reaction of (1) a polyamine containing aliphatic amine groups and having at least one ether group with (2) a polycarboxyl-containing material selected from the group consisting of an acrylic resin, polyester resin, polyamide resin, or mixture thereof and wherein the carboxyl content of the polycarboxyl-containing material ranges from about 0.5 milliequivalents to about 12 milliequivalents of carboxyl per gram.

Claim 3

The product of claim 1 wherein the polyamine has the formula: H.sub.2 N--(C.sub.n R.sub.a H.sub.2n --.sub.a O).sub.x --R'--NH.sub.2 where n is from 2 to 6, a is from 0 to 2, R is H, CH 3 or C 2 H 5 , x is from 1 to 60, and R' is an alkylene group having from 2 to 6 carbon atoms.

Claim 4

The product of claim 2 where n is 2.

Claim 5

The product of claim 2 where n is 3.

Claim 6

The product of claims 2, 3 or 4 where x is from 1 to 40.

Claim 7

The product of claim 5 where R is --CH 3 .

Claim 8

The product of claim 5 where R is H.

Claim 9

The product of claim 6 wherein n is 3, a is 1, R is --CH 3 , R' is propylene and x is from 1 to 40.

Claim 10

The product of claim 1 wherein the polyamine has the formula: [H.sub.2 N--(C.sub.n R.sub.a H.sub.2n--a O).sub.x ].sub.y --Z where n is from 2 to 4, a is from 0 to 2, R is H, CH 3 or C 2 H 5 , x is from 1 to 60, y is 2 to 10 and Z is an alkyl, aryl or alkylaryl group.

Claim 11

The product of claim 9 wherein n is 3, a is 1, R is --CH 3 and y is 3.

Claim 12

The product of claim 1 wherein the polyamine is an ammonia defunctionalized epoxide resin.

Claim 13

The product of claim 1 wherein the polycarboxyl-containing material is an acrylic resin.

Claim 14

The product of claim 12 wherein the polycarboxyl-containing material is an acrylic resin derived from about 25 percent to about 97 percent of an acrylic or methacrylic ester and from about 3 percent to about 75 percent of acrylic acid or methacrylic acid.

Claim 15

The product of claim 13 wherein the product is water-soluble or -dispersible.

Claim 16

The product of claim 1 wherein the molar ratio of the polyamine to the polycarboxyl-containing material ranges from about 3:1 to about 1:4.

Claim 17

The product of claim 15 wherein the polyamine is reacted with the carboxyl-containing material at a temperature ranging from about 125° C. to about 230° C. so as to react with from about 5 percent to about 70 percent of the carboxyl groups.

Claim 18

A coating composition consisting essentially of: (a) from about 5 percent to about 95 percent of an ungelled amidation product containing primary amine groups, secondary amine groups or a mixture thereof and carboxyl groups obtained by the reaction of (1) a polyamine containing aliphatic amine groups and having at least one ether group with (2) a polycarboxyl-containing material selected from the group consisting of an acrylic resin, polyester resin, polyamide resin, or a mixture thereof and wherein the polycarboxyl-containing material has a carboxyl content ranging from about 0.5 milliequivalents to about 12 milliequivalents of carboxyl per gram; and (b) from about 5 percent to about 95 percent of a crosslinking resin.

Claim 19

A coating composition consisting essentially of: (a) from about 5 percent to about 95 percent of an ungelled amidation product containing primary amine groups, secondary amine groups or a mixture thereof and carboxyl groups obtained by the reaction of (1) a polyamine containing aliphatic amine groups and having at least one ether group with (2) a polycarboxyl-containing material selected from the group consisting of an acrylic resin, polyester resin, polyamide resin, or a mixture thereof and wherein the polycarboxyl-containing material has a carboxyl content ranging from about 0.5 milliequivalents to about 12 milliequivalents of carboxyl per gram; and (b) from about 5 percent to about 95 percent of a crosslinking resin.

Claim 20

The coating composition of claim 17 wherein the crosslinking resin is selected from the group consisting of polyepoxide resins, aminoplast resins, phenoplast resins, polyisocyanates, semi-blocked polyiscyanates, blocked polyisocyanates and mixtures thereof.

Claim 21

The coating composition of claim 18 wherein the crosslinking resin is a polyepoxide having a 1,2-epoxy equivalency of greater than 1.0.

Claim 22

The coating composition of claim 19 wherein the polyepoxide has a molecular weight of below about 6,000.

Claim 23

The coating composition of claim 20 wherein the polyepoxide is a polyglycidyl ether of a polyphenol.

Claim 24

The coating composition of claims 17 or 19 wherein the polyamine has the formula: H.sub.2 N--(C.sub.n R.sub.a H.sub.2n --.sub.a O).sub.x --R'--NH.sub.2 where n is from 2 to 6, a is from 0 to 2, R is H, CH 3 or C 2 H 5 , x is from 1 to 60, and R' is an alkylene group having from 2 to 6 carbon atoms.

Claim 25

The coating composition of claim 22 where n is 2.

Claim 26

The coating composition of claim 22 where n is 3.

Claim 27

The coating composition of claim 23 where x is from 1 to 40.

Claim 28

The coating composition of claim 25 where R is --CH 3 .

Claim 29

The coating composition of claim 22 where the polyamine has the formula [H 2 N--C n R a H 2n -- a O) x ]y--Z where n is from 2 to 4, a is from 0 to 2, R is H, CH 3 or C 2 H 5 , x is from 1 to 60, y is 2 to 10 and Z is an alkyl, aryl, or alkylaryl group.

Claim 30

The coating composition of claim 22 wherein the polyamine is an ammonia defunctionalized epoxide resin.

Claim 31

The coating composition of claim 17 wherein the polycarboxyl-containing material is an acrylic resin.

Claim 32

The coating composition of claim 17 wherein the molar ratio of the polyamine to the polycarboxyl-containing material ranges from about 3:1 to about 1:4.

Claim 33

The coating composition of claim 17 wherein the composition is aqueous.