# US 7,608,303 B2 · Durable coating compositions containing aspartic amine compounds

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- Number: US 7,608,303 B2
- Document ID: US7608303B2
- Status: Granted
- Kind: B2
- Application number: 11/303,080
- Filed: 2005-12-14
- Published: 2006-06-29
- Granted: 2009-10-27
- Earliest claimed: 2004-12-15
- Assignees: E.I. du Pont de Nemours and Company
- Inventors: Christian Peter Lenges; Robert John Barsotti; Patrick Henry Corcoran; Laura Ann Lewin; Stefan Reinartz
- Web page: https://patentgrep.com/patent/US7608303B2

## CPC

- C08G 18/3821: {Carboxylic acids; Esters thereof with monohydroxyl compounds}
- C08G 18/792: {formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates}
- C09D 175/12: from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
- B05D 7/532: {the two layers being cured or baked together, i.e. wet on wet}
- B05D 2503/00: Polyurethanes
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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)
- B05D: PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL (conveying articles or workpieces through baths of liquid B65G, e.g. B65G49/02)

## Abstract

A coating composition comprising a binder of a. polyisocyanate crosslinking agent; b. an isocyanate-reactive component having at least one compound having the following formula: wherein n on average is 1.7 to 2 and X stands for a cycloaliphatic norbornane derivative containing methylene amine groups of formula (II) either alone, as combinations of these, and/or as mixtures of isomers of these, in which the exact point of attachment and orientation of —CH2— group to the NH group and R20—R22 to the norbornane scaffold can vary and mixtures of compounds and isomers are commonly utilized by this invention; two component compositions and articles coated with the novel composition also are part of the invention.

## Claims

### Claim 1

A process for coating an auto body or auto part which comprises applying a base coating of a pigmented coating composition to a substrate;
applying a top-coating of a clear coating over the base coating; and curing the base coating and top-coating to form a base coat/ clear coat finish on the substrate, wherein wherein the improvement comprises using as the clear top-coating, a clear coat composition which comprises a binder consisting essentially of
a. polyisocyanate crosslinking agent;
b. an isocyanate-reactive component having at least one compound having the following formula:
wherein
n on average is 1.7 to 2 and X is a cycloaliphatic norbornane derivative of formula (II)
or a mixture of isomers thereof;
k =0, 1 or 2 and the bridging CH2 group may be on the same or opposite side with respect the first bridging CH2 group,
R20, R21, R22, can be the same or different and are each independently H, a C1 to C20 alkyl group, a C1 to C20 alkyl group substituted with a hydroxyl group, a C1 to C18 perfluoroalkyl group, a phenyl group, a C6 to C20 aryl group substituted with a C1 to C12 alkyl group, a C6 to C20 aryl group substituted with a hydroxyl group, a C(O)OR29 group (with R29 selected to be a C1 to C20 linear or branched or cyclic alkyl group or a C6 to C20 aryl group), with the proviso that R20, R21 and R22 can not all be H; and
R1 and R2 are the same or different organic groups that are inert to isocyanate groups and each are from the group of C2-C4 alkyl groups, or C6-C18 linear or branched alkyl groups.

### Claim 2 (depends on 1)

An auto body or auto part coated with a dried cured base coat/clear coat finish produced by the process of claim 1.