# US 10,308,822 B2 · Thermosetting coating composition

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- Number: US 10,308,822 B2
- Document ID: US10308822B2
- Status: Granted
- Kind: B2
- Application number: 15/527,437
- Filed: 2015-11-19
- Published: 2018-11-15
- Granted: 2019-06-04
- Earliest claimed: 2014-11-19
- Assignees: Kansai Paint Co., Ltd.
- Applicants: Kansai Paint Co., Ltd.
- Inventors: Tsuneaki Hori; Masami Kobata
- Web page: https://patentgrep.com/patent/US10308822B2

## CPC

- C09D 5/4465: {Polyurethanes}
- C08G 18/0814: {containing ammonium groups or groups forming them}
- C08G 18/2835: {having less than 5 ether groups}
- C08G 18/6407: {Reaction products of epoxy resins with at least equivalent amounts of compounds containing active hydrogen (with amines C08G18/643; C08G18/42, C08G18/48 take precedence)}
- C08G 18/643: {Reaction products of epoxy resins with at least equivalent amounts of amines}
- C08G 18/7664: {containing alkylene polyphenyl groups}
- C08G 18/8064: {with monohydroxy compounds}
- C08G 59/184: {with amines}
- C08G 59/4028: {Isocyanates; Thioisocyanates}
- C09D 5/44: for electrophoretic applications (processes for coating by electrophoresis C25D13/00)
- C09D 5/4434: {characterised by the nature of the epoxy binder}
- C09D 7/40: Additives
- C09D 163/00: Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
- C09D 175/12: from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
- C08G 18/735: {containing one isocyanate or isothiocyanate group linked to a primary carbon atom and at least one isocyanate or isothiocyanate group linked to a tertiary carbon atom}
- C08G 18/7621: {being toluene diisocyanate including isomer mixtures}
- C08K 5/13: Phenols; Phenolates
- C25D 13/06: with polymers {(not used, see C09D5/44)}
- 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
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C25D: PROCESSES FOR THE ELECTROLYTIC OR ELECTROPHORETIC PRODUCTION OF COATINGS; ELECTROFORMING; APPARATUS THEREFOR

## Abstract

An object to be solved by the present invention is to discover a thermosetting coating composition ensuring an excellent finished appearance without a decrease in corrosion resistance, and to provide a coated article with such excellent coating performances. The present invention provides a thermosetting coating composition, comprising a modified epoxy resin (A) resulting from a reaction of an epoxy resin (a1) with a modifier (a2), and optionally with an amine compound (a4); and a blocked polyisocyanate compound (B), the modified epoxy resin (A) comprising, at least in a part of the terminals thereof, a specific organic group, and having a number average molecular weight of 800 to 80,000.

## Claims

### Claim 1

A thermosetting coating composition, comprising a modified epoxy resin (A) resulting from a reaction of an epoxy resin (a1) with a modifier (a2), and optionally with an amine compound (a4); and a blocked polyisocyanate compound (B), the modified epoxy resin (A) comprising, at least in a part of the terminals thereof, an organic group represented by Formula (1) or Formula (2) below, and having a number average molecular weight of 800 to 80,000,
wherein R1 and R2 each represent hydrogen, C1-12 alkyl, or C1-13 alkyloxymethyl; and R3 represents hydrogen or methyl,
wherein R4 and R5 each represent hydrogen, C1-12 alkyl, or C1-13 alkyloxymethyl; R6 represents hydrogen or methyl; and R7, R8, R9 and R10 each represent hydrogen or C1-12 alkyl.

### Claim 2 (depends on 1)

The thermosetting coating composition according to claim 1, wherein the content ratio of the modified epoxy resin (A) to the blocked polyisocyanate compound (B) is such that the content of the modified epoxy resin (A) is 10 to 90 mass %, and the content of the blocked polyisocyanate compound (B) is 10 to 50 mass %, based on the total mass of resin solids content.

### Claim 3 (depends on 1)

The thermosetting coating composition according to claim 1, further comprising a bisphenol skeleton-containing diol (C) having a molecular weight of 280 to 610 represented by Formula (3) below,
wherein R11, R12, R14 and R15 each represent hydrogen, C1-12 alkyl, or C1-13 alkyloxymethyl; and R13 represents hydrogen or methyl.

### Claim 4 (depends on 3)

The thermosetting coating composition according to claim 3, wherein the content of the bisphenol skeleton-containing diol (C) is 0.1 to 20 mass %, based on the total resin solids content of the modified epoxy resin (A), the blocked polyisocyanate compound (B) and the bisphenol skeleton-containing diol (C).

### Claim 5 (depends on 1)

The thermosetting coating composition according to claim 1, wherein the modified epoxy resin (A) has amino groups, and is neutralized by an acidic compound.

### Claim 6 (depends on 1)

A coated article having a coating film resulting from thermosetting of the thermosetting coating composition according to claim 1.

### Claim 7 (depends on 1)

A method for forming a cationic electrodeposition coating film, the method comprising immersing a metal substrate in a bath of an electrodeposition coating composition containing the thermosetting coating composition according to claim 1, and energizing the metal substrate as a negative electrode.

### Claim 8 (depends on 1)

A method for forming a coated article, the method comprising immersing a metal substrate in a bath of an electrodeposition coating composition containing the thermosetting coating composition according to claim 1; subjecting the immersed metal substrate to an electrodeposition coating; and subjecting the electrodeposition-coated metal substrate to thermosetting.