Epoxy resin-based cathodic electrodeposition (CED) of metal components as an adhesion promoter for PU systems
US-12104083-B2 · Oct 1, 2024 · US
US2019241763A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2019241763-A1 |
| Application number | US-201716343482-A |
| Country | US |
| Kind code | A1 |
| Filing date | Oct 18, 2017 |
| Priority date | Oct 21, 2016 |
| Publication date | Aug 8, 2019 |
| Grant date | — |
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An polymer dispersion includes an acid-functional resin, a functionalized amine, and an epoxy that form a partially cross-linked or hyperbranched polymer. The partially cross-linked polymer or hyperbranched may be formulated with additional functionalities, such as one or more carboxyl, hydroxyl, amino, uredo, acetoacetoxy, or diacetone groups. The polymer dispersions are well-suited for use in a variety of coating applications and 2-pack kits.
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1 . A polymer dispersion comprising a hyperbranched polymer, wherein the hyperbranched polymer comprises the reaction product of: a partially neutralized, acid-functional resin; and an epoxy; wherein: the partially neutralized, acid functional resin is the reaction product of an acid-functional resin and at least a functionalized amine; the hyperbranched polymer comprises a carboxyl group, a hydroxyl group, an amino group, a uredo group, an acetoacetoxy group, a diacetone group, or a combination of any two or more thereof; and the polymer dispersion is an aqueous, cross-linkable, polymer dispersion. 2 . The polymer dispersion of claim 1 , wherein the acid groups on the acid-functional resin are at least partially neutralized before the acid groups on the acid-functional resin are bonded to the epoxy. 3 . The polymer dispersion of claim 1 , wherein the acid-functional resin comprises a styrene-acrylic resin, a non-acrylic acid functional resin, a hybrid acrylic acid-functional resin, an acid functional polyester, an acid functional polyamide, an acid functional wax, or a hybrid thereof. 4 . The polymer dispersion of claim 1 , wherein at least about 5 mol % of the acid groups on the acid-functional resin are neutralized. 5 - 6 . (canceled) 7 . The polymer dispersion of claim 1 , wherein the epoxy comprises a polyepoxy-functional polymer, a monoepoxy-functional polymer, or a combination thereof. 8 . The polymer dispersion of claim 7 comprising the polyepoxy-functional polymer, wherein the polyepoxy-functional polymer has an epoxy equivalent weight of about 100 to about 1000, or the monoepoxy-functional polymer wherein the polyepoxy-functional polymer has an epoxy equivalent weight of about 100 to about 1000. 9 . The polymer dispersion of claim 7 comprising the polyepoxy-functional polymer, wherein the polyepoxy-functional polymer comprises a diglycidyl ester polymer, a glycidyl amine polymer, a cyclohexanedimethanol diglycidyl ether polymer, a polypropylene oxide diglycidyl ether polymer, a bisphenol A diglycidyl ether polymer, a bisphenol F diglycidyl ether polymer, or a mixture of any two or more thereof. 10 . The polymer dispersion of claim 7 comprising the monoepoxy-functional polymer, and the monoepoxy-functional polymer comprises a glycidyl ether polymer, a glycidyl ester polymer, a glycidyl amine polymer, a glycidyl ester polymer, or a mixture of any two or more thereof. 11 - 12 . (canceled) 13 . The polymer dispersion of claim 1 , wherein the functionalized amine comprises a compound represented by Formula I, Formula II, Formula III, or a mixture of any two or more thereof: wherein: R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are each independently a hydrogen or C 1 -C 6 alkyl group; R 12 , R 13 , R 14 , R 15 R 16 , and R 17 , are each independently a hydrogen, hydroxyl, halo, carboxyl, amido, ester, thiol, alkylthio, guanadino, or a C 1 -C 6 alkyl, C 3 -C 10 cycloalkyl, C 3 -C 10 heterocycloalkyl, C 5 -C 12 aryl, or C 5 -C 12 heteroaryl group; l and p are each independently 0, 1, 2, 3, 4, or 5; and m and n are each independently 1, 2, 3, 4, or 5. 14 - 15 . (canceled) 16 . The polymer dispersion of claim 1 , wherein the acid-functional resin comprises the polymerization product of a mixture of monomers comprising: a styrenic monomer; and a monomer of formula V, maleic anhydride, itaconic acid, an ester of itaconic acid, or a mixture of any two or more thereof; wherein: R 20 is hydrogen or CH 3 ; and R 19 is a hydrogen, alkyl, cycloalkyl, aryl, or alkaryl group. 17 . (canceled) 18 . The polymer dispersion of claim 1 , wherein the acid-functional resin has a number average molecular weight (M n ) of about 1000 to about 100,000; a weight average molecular weight (M w ) of about 2000 to about 1,000,000, or a combination thereof. 19 - 20 . (canceled) 21 . The polymer dispersion of claim 1 , wherein the hyperbranched polymer is cross-linked with a cross-linking agent to form a cross-linked polymer. 22 . The polymer dispersion of claim 21 , wherein the cross-linking agent comprises isocyanate, carbodiimide, aziridine, or melamine groups. 23 - 25 . (canceled) 26 . A method of producing a polymer dispersion, the method comprising: contacting an acid-functional resin in water with a functionalized amine to form a partially neutralized, acid-functional resin; subsequently reacting the partially neutralized, acid-functional resin with an epoxy to produce a hyperbranched polymer; wherein: the hyperbranched polymer comprises a carboxyl group, hydroxyl group, amino group, uredo group, acetoacetoxy group, diacetone group, or a combination of any two or more thereof; and the polymer dispersion is an aqueous, cross-linkable, polymer dispersion. 27 . (canceled) 28 . The method of claim 26 , further comprising contacting the acid-functional resin with a base different from the functionalized amine. 29 - 40 . (canceled) 41 . The method of claim 26 , wherein the hyperbranched polymer is cross-linked with a cross-linking agent to produce a cross-linked polymer. 42 . A coating composition comprising the polymer dispersion of claim 1 and a cross-linking agent. 43 . (canceled) 44 . The coating composition of claim 42 , wherein the composition exhibits a change in viscosity as an end of pot-life marker and the end of pot-life marker is a rise in viscosity. 45 - 46 . (canceled) 47 . A 2-pack coating kit comprising: a first pack containing the polymer dispersion of claim 1 ; and a second pack containing a cross-linking agent. 48 . A method of producing a polymer dispersion, the method comprising: contacting an acid-functional resin in water with an epoxy to produce a hyperbranched polymer; subsequently reacting the hyperbranched polymer resin with a functionalized amine to form a partially neutralized, acid-functional resin; wherein: the hyperbranched polymer comprises a carboxyl group, hydroxyl group, amino group, uredo group, acetoacetoxy group, diacetone group, or a combination of any two or more thereof; and the polymer dispersion is an aqueous, cross-linkable, polymer dispersion. 49 - 56 . (canceled)
Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers · CPC title
Hyperbranched macromolecules · CPC title
Compounds containing {one or more} carbon-to-nitrogen double bonds · CPC title
Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title
Coating compositions based on polyamides obtained by reactions forming a carboxylic amide link in the main chain (based on polyhydrazides C09D179/06; based on polyamide-imides C09D179/08); Coating compositions based on derivatives of such polymers · CPC title
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