# US 4,399,256 A · Surface-coating binders containing blocked isocyanate groups, and their use in cathodic electrocoating

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- Number: US 4,399,256 A
- Document ID: US4399256A
- Status: Granted
- Kind: A
- Application number: 06/251,919
- Filed: 1981-04-07
- Granted: 1983-08-16
- Earliest claimed: 1980-05-08
- Assignees: BASF SE
- Inventors: Jurgen Gimpel; Karl-Heinz Feuerherd; Hans-Uwe Schenck
- Web page: https://patentgrep.com/patent/US4399256A

## CPC

- C09D 5/4415: {Copolymers wherein one of the monomers is based on an epoxy resin}
- C08G 18/0814: {containing ammonium groups or groups forming them}
- C08G 18/728: {Polymerisation products of compounds having carbon-to-carbon unsaturated bonds and having isocyanate or isothiocyanate groups or groups forming isocyanate or isothiocyanate groups}
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

Surface-coating binders based on a copolymer which contains tertiary amino groups, blocked isocyanate groups, hydroxyl groups and ether groups and which, due to partial or complete salification with an acid, is water-soluble or water-dispersible. This copolymer contains, as copolymerized units, one or more olefinically unsaturated compounds possessing a tertiary amino group, an N-(1-alkenyl) isocyanate blocked with a CH--, OH-- or NH-acidic blocking agent, an adduct of an epoxy resin based on bisphenol A and epichlorohydrin, and having a molecular weight of from 380 to 3,500, with an olefinically unsaturated alcohol of 3 to 20 carbon atoms, and one or more other copolymerizable olefinically unsaturated compounds, and has a mean molecular weight of from 1,000 to 20,000. The novel surface-coating binder is used for the cathodic electrocoating of metallic articles.

## Claims

### Claim 1

A surface-coating binder based on a copolymer which contains tertiary amino groups, blocked isocyanate groups, hydroxyl groups and ether groups and which, due to partial or complete salification with an acid, is water-soluble or water-dispersible, and wherein the copolymer contains, as copolymerized units,
(A) from 6 to 22% by weight of one or more olefinically unsaturated compounds containing a tertiary amino group,
(B) from 10 to 35% by weight of vinyl isocyanate or propenyl isocyanate blocked with a CH--, OH-- or NH-acidic blocking agent,
(C) from 20 to 50% by weight of an adduct of an epoxy resin, based on bisphenol A and epichlorohydrin and having a molecular weight of from 380 to 3,500, with an olefinically unsaturated alcohol of 3 to 20 carbon atoms,
(D) from 10 to 64% by weight of one or more copolymerizable olefinically unsaturated compounds not already mentioned under (A) to (C), with the proviso that the copolymer has a mean molecular weight of from 1,000 to 20,000 and that the sum of the percentages of (A) to (D) is 100.

### Claim 2 (depends on 1)

A surface-coating binder as set forth in claim 1, wherein component (B) is an adduct of vinyl isocyanate or propenyl isocyanate with cyclohexanol, t-butanol, .epsilon.-caprolactam, methyl ethyl ketone-oxime or triazabenzene, in the molar ratio of isocyanate to blocking agent of 1:1.

### Claim 3 (depends on 1, 2)

A surface-coating binder as set forth in claim 1 or 2, wherein the ratio of the number of equivalents of reactive hydrogens of component (C) to the number of equivalents of blocked isocyanate groups of component (B) is about 1:1.

### Claim 4 (depends on 1)

A surface-coating binder as set forth in claim 1, wherein the copolymer contains N,N-dimethylaminopropyl methacrylamide as component (A), vinyl isocyanate, blocked with .epsilon.-caprolactam or methyl ethyl ketone-oxime, as component (B), a reaction product of an epoxy resin, obtained from bisphenol A and epichlorohydrin and having a mean molecular weight of 900, with allyl alcohol, as component (C) and butyl acrylate or 2-ethylhexyl acrylate as component (D), the said components being present as copolymerized units.

### Claim 5 (depends on 1)

A process for the cathodic electrocoating of metallic articles, wherein the binder used is a surface-coating binder as set forth in claim 1.

### Claim 6 (depends on 1)

A process for the cathodic electrocoating of metallic articles, wherein the binder used is a mixture of the surface-coating binder as set forth in claim 1 and a polyfunctional crosslinking agent.

### Claim 7 (depends on 6)

A process as set forth in claim 6, wherein the polyfunctional crosslinking agent used is a hydroxyl-containing polymer, polyester or polyadduct.