Crosslinkable composition comprising aminoepoxy resins - I, II

Claim 2

A crosslinkable composition of matter comprising first and second chain extended diepoxide resins, said first resin being substantially gel-free diene functional aminoepoxy resin of number average molecular weight (Mn) about 1000-9000 comprising the reaction product of diepoxide reactant with first reactants comprising (a) amine functional diene chain extending reactant, and said second resin being substantially gel-free amine functional blocked dieneophile resin of number average molecular weight (Mn) about 1000-9000, comprising the reaction product of diepoxide reactant with second reactants comprising (a) amine functional blocked dieneophile chain extending reactant selected from the group consisting of di-secondary amine functional bis-blocked dieneophile, mono-primary amine functional blocked dieneophile, and a compatible mixture of any of them; wherein, optionally, at least one of said resins is prepared using an excess of diepoxide reactant and modified by reaction with modifying agent comprising hydroxy functional secondary amine in approximately 1:1 epoxy to amine equivalent ratio.

Claim 3

The crosslinkable composition of claim 1, wherein said first and said second chain extended diepoxide resins both are prepared using an excess of diepoxide and modified by reaction with said modifying agent.

Claim 4

The crosslinkable composition of claim 2, wherein said diepoxide is reacted in amount sufficient to provide about 10%-20% excess epoxy equivalent per amine equivalent of said first reactants and said second reactants, respectively.

Claim 5

The crosslinkable composition of claim 1, wherein said modifying agent is selected from the group consisting of alkylalkanolamine, dialkanolamine, N -alkanolaniline, and a mixture of any of them, wherein each alkyl and alkanol moiety has from one to about ten carbons.

Claim 6

The crosslinkable composition of matter of claim 1, wherein said diepoxide reactant for said diene functional aminoepoxy resin and said amine functional blocked dieneophile resin each is selected independently from the group consisting of Bisphenol A-epichlorohydrin epoxy resin, Novolak epoxy resin, aliphatic epoxy resins and a compatible mixture of any of.them.

Claim 7

The crosslinkable composition of claim 1, wherein said amine functional diene reactant is selected .from those of the general formula: wherein R 3 is a divalent organic linking moiety containing no ester groups and no functionality substantially reactive with the diepoxide reactant.

Claim 8

The crosslinkable composition of matter of claim 1, wherein said amine functional diene reactant is selected from the group consisting of furfuryl amine, 2-aminomethyl-l,3-butadiene, and a mixture thereof.

Claim 9

The crosslinkable composition of matter of claim 1, wherein said first reactants further comprise a mono-funtional end-capping reactant bearing a single functionality substantially reactive with epoxy functionality.

Claim 10

The crosslinkable composition of matter of claim 8, wherein said monofunctional end-capping reactant is selected from the group consisting of furfuryl alcohol, 2-hydroxymethyl-l,3-butadiene, and a mixture thereof.

Claim 11

The crosslinkable composition of matter of claim 1, wherein said amine functional blocked dieneophile reactant comprises amino maleamic acid.

Claim 12

The crosslinkable composition of matter of claim 1, wherein said amine functional blocked dieneophile reactant comprises the reaction product of diamine with 3,6-endoxo-1,2,3,6-tetrahydrophthalic anhydride.

Claim 13

The crosslinkable composition of matter of claim 1, wherein said amine functional blocked dieneophile reactant comprises the reaction product of (i) diamine and (ii) conjugated diene blocking agent, with (iii) ene reactant selected from the group consisting of maleic anhydride, unsaturated lactone of the general formula: wherein each R' is selected independently from H, C 1 -C 5 alkyl, and C 1 -C 5 hydroxyalkyl, and y is from 1 to about 4, and a compatible mixture of any of them.

Claim 14

The crosslinkable composition of matter of claim 12, wherein said diamine is selected from the group consisting of isophorone diamine, 1,3-propanediamine, 1,4-butanediamine, 1,5-pentanediamine, 1,6-hexanediamine, 1,2-ethylenediamine, toluene diamine, and a compatible mixture of any of them.

Claim 15

The crosslinkable composition of matter of claim 12, wherein said conjugated diene blocking agent is selected from the group consisting of furan, conjugated cycloalkyadiene, conjugated C 4 -C 10 alkadiene, and a mixture of any of them.

Claim 16

The crosslinkable composition of matter of claim 1, wherein said second reactant further comprises a monofunctional end-capping reactant bearing a single functionality substantially reactive with epoxy functionality of said diepoxide reactant, and which is otherwise substantially unreactive with said diepoxide reactant and is substantially unreactive with said amine functional blocked dieneophile reactant.

Claim 17

The crosslinkable composition of matter of claim 15, wherein said end-capping reactant consists essentially of the reaction product of said blocking agent selected from the group consisting of furan, conjugated cycloalkadiene and a mixture of any of them, with monohydroxy functional dieneophile selected from the group consisting of hydroxypropyl methacrylate, methylol maleimide, and a mixture of any of them.

Claim 18

The crosslinkable composition of matter of claim 1, further comprising crosslinking agent reactive with hydroxy functionality.

Claim 19

The crosslinkable composition of matter of claim 17, wherein said crosslinking agent is selected from the group consisting of aminoplast crosslinking agents, poly-blocked isocyanate crosslinking agents, and a mixture of any of them.

Claim 20

A solvent based crosslinkable coating composition comprising first and second chain extended diepoxide resins, said first resin being substantially gel-free diene functional aminoepoxy resin of number average molecular weight about 1000-3000, comprising the reaction product of Bisphenol-A epichlorohydrin diepoxide resin with first reactants comprising (a) amine functional diene chain extending reactant selected from the group consisting of furfuryl amine, 2-aminomethyl-l,3-butadiene, and a mixture thereof, and (b) monofunctional end-capping reactant selected from the group consisting of furfuryl alcohol, 2-hydroxymethyl-l,3-butadiene and a mixture thereof, and said second resin being substantially gel-free blocked dieneophile functional aminoepoxy resin of number average molecular weight average molecular weight about 1000-3000, comprising the reaction product of Bisphenol-A epichlorohydrin diepoxide resin with second reactants comprising (a) amine functional blocked dieneophile chain extending reactant comprising the reaction product of (i) diamine selected from the group consisting of isophorone diamine, 1,3-propanediamine, 1,4-butanediamine, 1,5-pentanediamine, 1-6-hexanediamine, 1,2-ethylenediamine, toluene diamine and a compatible mixture of any of them, and (ii) conjugated diene blocking agent selected from the group consisting of furan, conjugated cycloalkadiene, conjugated C 4 -C 10 alkadiene, and a mixture of any of them, with (iii) ene reactant selected from the group consisting of maleic anhydride, unsaturated lactone of the general formula: wherein each R' is selected independently from H, C 1 -C 5 alkyl, C 1 -C 5 hydroxyalkyl, and y is from 1 to about 4, and a compatible mixture of any of them, and (b) monofunctional end-capping reactant comprising the reaction product of conjugated diene blocking agent selected from the group consisting of furan, conjugated cycloalkadiene, conjugated C 4 -C 10 alkadiene and a mixture of any of them, with monohydroxy functional dieneophile selected from the group consisting of hydroxypropyl methacrylate, methylol maleimide, and a mixture thereof, wherein, optionally, at least one of said first and second chain extended diepoxide resins is prepared using an excess of diepoxide reactant and modified by reaction with modifying agent comprising hydroxy functional secondary amine in approximately 1:1 epoxy to amine equivalent ratio, and C. organic solvent.

Claim 21

A solvent based crosslinkable coating composition comprising first and second chain extended diepoxide resins, said first resin being substantially gel-free diene functional aminoepoxy resin of number average molecular weight about 1000-3000, comprising the reaction product of Bisphenol-A epichlorohydrin diepoxide resin with first reactants comprising (a) amine functional diene chain extending reactant selected from the group consisting of furfuryl amine, 2-aminomethyl-l,3-butadiene, and a mixture thereof, and (b) monofunctional end-capping reactant selected from the group consisting of furfuryl alcohol, 2-hydroxymethyl-l,3-butadiene and a mixture thereof, and said second resin being substantially gel-free blocked dieneophile functional aminoepoxy resin of number average molecular weight average molecular weight about 1000-3000, comprising the reaction product of Bisphenol-A epichlorohydrin diepoxide resin with second reactants comprising (a) amine functional blocked dieneophile chain extending reactant comprising the reaction product of (i) diamine selected from the group consisting of isophorone diamine, 1,3-propanediamine, 1,4-butanediamine, 1,5-pentanediamine, 1-6-hexanediamine, 1,2-ethylenediamine, toluene diamine and a compatible mixture of any of them, and (ii) conjugated diene blocking agent selected from the group consisting of furan, conjugated cycloalkadiene, conjugated C 4 -C 10 alkadiene, and a mixture of any of them, with (iii) ene reactant selected from the group consisting of maleic anhydride, unsaturated lactone of the general formula: wherein each R' is selected independently from H, C 1 -C 5 alkyl, C 1 -C 5 hydroxyalkyl, and y is from 1 to about 4, and a compatible mixture of any of them, and (b) monofunctional end-capping reactant comprising the reaction product of conjugated diene blocking agent selected from the group consisting of furan, conjugated cycloalkadiene, conjugated C 4 -C 10 alkadiene and a mixture of any of them, with monohydroxy functional dieneophile selected from the group consisting of hydroxypropyl methacrylate, methylol maleimide, and a mixture thereof, wherein, optionally, at least one of said first and second chain extended diepoxide resins is prepared using an excess of diepoxide reactant and modified by reaction with modifying agent comprising hydroxy functional secondary amine in approximately 1:1 epoxy to amine equivalent ratio, and C. organic solvent.

Claim 22

A crosslinkable composition of matter adapted for use in electrodeposition of coatings on a substrate, which composition comprises first and second chain extended diepoxide resins, at least one of which resins, optionally, is prepared using an excess of diepoxide reactant and modified by reaction with modifying agent comprising hydroxy functional secondary amine in approximately 1:1 epoxy to amine equivalent ratio, said first resin being substantially gel-free diene functional aminoepoxy resin of number average molecular weight about 1000-9000, at least partially neutralized with solubilizing acid selected from the group consisting of acetic acid, lactic acid, formic acid, butyric acid, and a compatible mixture of any of them, comprising the reaction product of Bisphenol-A epichlorohydrin diepoxide resin with first reactants . comprising (a) amine functional diene chain extending reactant selected from the group consisting of furfuryl amine, 2-aminomethyl-l,3-butadiene, and a mixture thereof, and (b) monofunctional end-capping reactant selected from the group consisting of furfuryl alcohol, 2-hydroxymethyl-l,3-butadiene and a mixture thereof; and said second resin being substantially gel-free blocked dieneophile functional aminoepoxy resin of number average. molecular weight average molecular weight about 1000-9000, at least partially neutralized with solubilizing acid selected from the group consisting of acetic acid, lactic acid, formic acid, butyric acid, and a compatible mixture of any of them, comprising the reaction product of Bisphenol-A epichlorohydrin diepoxide resin with second reactants comprising (a) amine functional blocked dieneophile chain extending reactant comprising the reaction product of (i) diamine selected from the group consisting of isophorone diamine, 1,3-propanediamine, 1,4-butanediamine, 1,5-pentanediamine, 1-6-hexanediamine, 1,2-ethylenediamine, toluenediamine and a compatible mixture of any of them, and (ii) conjugated diene blocking agent selected from the group consisting of furan, conjugated cycloalkadiene, conjugated C 4 -C 10 alkadiene, and a mixture of any of them, with (iii).ene reactant selected from the group consisting of maleic anhydride, unsaturated lactone of the general formula: wherein each R' is selected independently from H, C 1 -C 5 alkyl, C l -C 5 hydroxyalkyl, and y is from 1 to about 4, and a compatible mixture of any of them, and (b) monofunctional end-capping reactant comprising the reaction product of conjugated diene blocking agent selected from the group consisting of furan, conjugated cycloalkadiene, conjugated C 4 -C 10 alkadiene and a mixture of any of them, with monohydroxy functional dieneophile selected from the group consisting of hydroxypropyl methacrylate, methylol maleimide, and a mixture thereof, and which crosslinkable composition further comprises aqueous solvent, said at least partially neutralized diene functional aminoepoxy resin and said at least partially neutralized amine functional blocked dieneophile resin being dispersed together in said aqueous solvent.

Claim 23

A crosslinkable composition of matter adapted for use in electrodeposition of coatings on a substrate, which composition comprises first and second chain extended diepoxide resins, at least one of which resins, optionally, is prepared using an excess of diepoxide reactant and modified by reaction with modifying agent comprising hydroxy functional secondary amine in approximately 1:1 epoxy to amine equivalent ratio, said first resin being substantially gel-free diene functional aminoepoxy resin of number average molecular weight about 1000-9000, at least partially neutralized with solubilizing acid selected from the group consisting of acetic acid, lactic acid, formic acid, butyric acid, and a compatible mixture of any of them, comprising the reaction product of Bisphenol-A epichlorohydrin diepoxide resin with first reactants . comprising (a) amine functional diene chain extending reactant selected from the group consisting of furfuryl amine, 2-aminomethyl-l,3-butadiene, and a mixture thereof, and (b) monofunctional end-capping reactant selected from the group consisting of furfuryl alcohol, 2-hydroxymethyl-l,3-butadiene and a mixture thereof; and said second resin being substantially gel-free blocked dieneophile functional aminoepoxy resin of number average. molecular weight average molecular weight about 1000-9000, at least partially neutralized with solubilizing acid selected from the group consisting of acetic acid, lactic acid, formic acid, butyric acid, and a compatible mixture of any of them, comprising the reaction product of Bisphenol-A epichlorohydrin diepoxide resin with second reactants comprising (a) amine functional blocked dieneophile chain extending reactant comprising the reaction product of (i) diamine selected from the group consisting of isophorone diamine, 1,3-propanediamine, 1,4-butanediamine, 1,5-pentanediamine, 1-6-hexanediamine, 1,2-ethylenediamine, toluenediamine and a compatible mixture of any of them, and (ii) conjugated diene blocking agent selected from the group consisting of furan, conjugated cycloalkadiene, conjugated C 4 -C 10 alkadiene, and a mixture of any of them, with (iii).ene reactant selected from the group consisting of maleic anhydride, unsaturated lactone of the general formula: wherein each R' is selected independently from H, C 1 -C 5 alkyl, C l -C 5 hydroxyalkyl, and y is from 1 to about 4, and a compatible mixture of any of them, and (b) monofunctional end-capping reactant comprising the reaction product of conjugated diene blocking agent selected from the group consisting of furan, conjugated cycloalkadiene, conjugated C 4 -C 10 alkadiene and a mixture of any of them, with monohydroxy functional dieneophile selected from the group consisting of hydroxypropyl methacrylate, methylol maleimide, and a mixture thereof, and which crosslinkable composition further comprises aqueous solvent, said at least partially neutralized diene functional aminoepoxy resin and said at least partially neutralized amine functional blocked dieneophile resin being dispersed together in said aqueous solvent.