# US 5,707,741 A · Liquid two-component coating compositions

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- Number: US 5,707,741 A
- Document ID: US5707741A
- Status: Granted
- Kind: A
- Application number: 08/638,312
- Filed: 1996-04-26
- Granted: 1998-01-13
- Earliest claimed: 1993-12-24
- Assignees: Hoechst Aktiengesellschaft
- Inventors: Michael Hoenel; Armin Pfeil; Thomas Budnick; Heiner Schwan
- Web page: https://patentgrep.com/patent/US5707741A

## CPC

- C09D 163/00: Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
- C08G 59/50: Amines
- C08G 71/00: Macromolecular compounds obtained by reactions forming a ureide or urethane link, otherwise, than from isocyanate radicals in the main chain of the macromolecule
- C08G 71/04: Polyurethanes
- C09D 175/04: Polyurethanes
- Y10S 525/934: Powdered coating composition
- Y10T 428/31511: Of epoxy ether
- Y10T 428/31515: As intermediate layer
- Y10T 428/31522: Next to metal
- Y10T 428/31551: Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- 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
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

This invention relates to coating compositions including one or more resins having amino-reactive groups; one or more polyamine curing agents; and one or more aminourethanes. The aminourethanes can be reaction products of (i) oligomeric or polymeric compounds which contain at least one, preferably two or more terminal 2-oxo-1,3-dioxolane groups (cyclic carbonate groups), and (ii) amines containing at least one primary, preferably two or more primary and, if desired, also secondary and tertiary amino groups. The ratios of equivalents of C1):C2) typically is from 1:1 to 1:10, preferably from 1:1.05 to 1:5 and particularly preferably from 1:1.1 to 1:2, and the end product preferably contains one or more free primary amino groups. The composition further may contain, if desired, pigments, fillers, one or more organic solvents, water and conventional additives.

## Claims

### Claim 1

A coating composition comprising:
A) one or more resins having amino-reactive groups;
B) one or more polyamine curing agents;
C) one or more aminourethanes comprising reaction products of
C1) oligomeric or polymeric compounds which contain at least one terminal 2-oxo-1,3-dioxolane groups (cyclic carbonate groups), and
C2) amines containing at least one primary, amino group, the ratios of equivalents of C1): C2) being from 1:1 to 1:10; and
D) optionally, pigments, fillers, one or more organic solvents, water and conventional additives,
wherein a chemical compound is formed from a reaction between the aminourethane C) and the polyamine curing agent B) by a procedure selected from the group consisting of
(a) mixing the aminourethane C) with the polyamine curing agent B), and then reacting this mixture with an emulsifier D);
(b) reacting the aminourethane C) with an emulsifier D) , and then adding the amine curing agent B); and
(c) reacting the amine curing agent B) with an emulsifier D) , and then adding the aminourethane C),
wherein the emulsifier D) is an adduct of polyepoxides and polyalkylene ether polyols in a ratio of numbers of functional groups of from 2:0.1 to 2:1.5.

### Claim 2 (depends on 1)

A coating composition as claimed in claim 1, comprising
A) one or more water-soluble or water-dilutable epoxy resins;
B) one or more water-soluble or water-dilutable polyamine curing agents;
C) one or more aminourethanes comprising reaction products of
C1) oligomeric or polymeric compounds containing at least one terminal 2-oxo-1,3-dioxolane group (cyclic carbonate groups), and
C2) compounds containing at least one primary amino group, the ratio of numbers of functional groups in C1) and C2) being from 1:1 to 1:10; and
D) water.

### Claim 3 (depends on 1)

A coating composition as claimed in claim 1, wherein said polyamine curing agent B) and aminourethane C) are present in a ratio of numbers of functional groups in polyamine curing agents: aminourethane of from 5:95 to 95:5.

### Claim 4 (depends on 1)

A coating composition as claimed in claim 1, wherein said polyamine curing agent B) and aminourethane C) were present in a ratio of numbers of functional groups of polyamine curing agents: aminourethane of from 20:80 to 80:20.

### Claim 5 (depends on 1)

A multicoat system in automotive finishing comprising the coating composition claimed in claim 1.

### Claim 6 (depends on 1)

A filler coating and/or primer coating comprising the coating composition claimed in claim 1.

### Claim 7 (depends on 1)

A coating composition as claimed in claim 1, wherein components C2) have two or more primary amino groups.

### Claim 8 (depends on 1)

A coating composition as claimed in claim 1, wherein compounds C2) further include secondary and tertiary amino groups.

### Claim 9 (depends on 1)

A coating composition as claimed in claim 1, wherein the ratio of numbers of functional groups in C1) and C2) is from 1:1.05 to 1:5.

### Claim 10 (depends on 1)

A coating composition as claimed in claim 1, wherein the ratio of numbers of functional groups in C1) and C2) is from 1:1.1 to 1:2.

### Claim 11 (depends on 1)

A coating composition as claimed in claim 1, wherein each of said one or more aminourethanes contains one or more free primary amino groups.