# US 5,705,567 A · High solids content resin composition, high solids content type paint, and painting process using the same

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- Number: US 5,705,567 A
- Document ID: US5705567A
- Status: Granted
- Kind: A
- Application number: 08/556,827
- Filed: 1995-11-02
- Granted: 1998-01-06
- Earliest claimed: 1992-10-21
- Assignees: Dainippon Ink and Chemicals, Inc.; Mazda Motor Corporation
- Inventors: Goro Iwamura; Shigeki Matsui; Ichiro Azuma; Yoshiaki Marutani; Hiroyuki Uemura; Shinji Sasaki; Kazuhi Koga
- Web page: https://patentgrep.com/patent/US5705567A

## CPC

- C09D 133/14: of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
- C08G 18/4063: {Mixtures of compounds of group C08G18/62 with other macromolecular compounds}
- C08G 18/62: Polymers of compounds having carbon-to-carbon double bonds
- C08G 18/6225: {Polymers of esters of acrylic or methacrylic acid}
- C08L 33/14: of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
- C08L 43/04: Homopolymers or copolymers of monomers containing silicon
- C09D 143/04: Homopolymers or copolymers of monomers containing silicon
- C08L 61/28: with melamine
- C08L 75/04: Polyurethanes
- 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
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

There are disclosed a high solids content resin composition excellent in solubility in an organic solvent, comprising an acrylic oligomer having a blocked hydroxyl group, a curing agent having a reactivity with a hydroxyl group and a dissociation or curing catalyst, and a high solids content type paint using the resin composition. There are also disclosed a coating process and a baking process comprising coating and baking the resin composition or the paint while rotating a material to be coated at an appropriate speed. The resin composition and the paint of the present invention have substantially no sagging and solvent popping. Further, the thus obtained paint film have improved smoothness, solvent resistance, weather resistance and resistance to scratching.

## Claims

### Claim 1

A high solids content resin composition for baking and curing consisting essentially of an acrylic oligomer (a) having a blocked hydroxyl group, a number-average molecular weight of 1,500 or less and a hydroxyl group concentration after dissociation of 2.2 mole/1,000 g or more, a curing agent (b) having a reactivity with a hydroxyl group, and a dissociation or curing catalyst (c),
wherein said acrylic oligomer (a) has a blocked hydroxyl group represented by formula (I), (II) or (III) and a ratio of a concentration of the blocked hydroxyl group to that of a non-blocked hydroxyl group is 50% or more; ##STR5## wherein R.sub.1 and R.sub.2, which may be the same or different, each represents an alkyl group having 1 to 18 carbon atoms, a phenyl group, an aryl group, a hydrogen atom, a chlorine atom, or a fluorine atom; and R.sub.3 represents an alkyl group having 1 to 18 carbon atoms, a phenyl group, or an aryl group; ##STR6## wherein R.sub.4 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; and R.sub.5 represents an alkyl group having 1 to 22 carbon atoms, which is substituted with at least one kind of an atomic group selected from the group consisting of a cycloalkyl group, an aralkyl group, an aryl group, an alkoxyl group, an alkanoyloxy group, an alkyl group having 1 to 18 carbon atoms, and a halogen atom; ##STR7## wherein X represents an aklylene group having 1 to 18 carbon atoms, which may be substituted with at least one kind of an atomic group selected from the group consisting of an alkoxyl group, an aralkyl group, an aryl group, an aryloxy group, an alkanoyloxy group, an alkyl group having 1 to 10 carbon atoms, and a halogen atom.

### Claim 2 (depends on 1)

A high solids content resin composition as in claim 1, wherein said baking and curing is conducted at a temperature of about 60.degree. C. to 160.degree. C.

### Claim 3

A high solids content paint for baking and curing consisting essentially of an acrylic oligomer (a) having a blocked hydroxyl group, a number-average molecular weight of 1,500 or less and a hydroxyl group concentration after dissociation of 2.2 mole/1,000 g or more, a curing agent (b) having a reactivity with a hydroxyl group, and a dissociation or curing catalyst (c),
wherein said acrylic oligomer (a) has a blocked hydroxyl group represented by formula (I), (II) or (III) and a ratio of a concentration of the blocked hydroxyl group to that of a non-blocked hydroxyl group is 50% or more; ##STR8## wherein R.sub.1 and R.sub.2, which may be the same or different, each represents an alkyl group having 1 to 18 carbon atoms, a phenyl group, an aryl group, a hydrogen atom, a chlorine atom, or a fluorine atom; and R.sub.3 represents an alkyl group having 1 to 18 carbon atoms, a phenyl group, or an aryl group; ##STR9## wherein R.sub.4 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; and R.sub.5 represents an alkyl group having 1 to 22 carbon atoms, which is substituted with at least one kind of an atomic group selected from the group consisting of a cycloalkyl group, an aralkyl group, an aryl group, an alkoxyl group, an alkanoyloxy group, an alkyl group having 1 to 18 carbon atoms, and a halogen atom; ##STR10## wherein X represents an alkylene group having 1 to 18 carbon atoms, which may be substituted with at least one kind of an atomic group selected from the group consisting of an alkoxyl group, an aralkyl group, an aryl group, an aryloxy group, an alkanoyloxy group, an alkyl group having 1 to 10 carbon atoms, and a halogen atom.

### Claim 4 (depends on 3)

A high solids content paint as in claim 3, wherein said baking and curing is conducted at a temperature of about 60.degree. C. to 160.degree. C.

### Claim 5

A high solids content resin composition for baking and curing consisting of an acrylic oligomer (a) having a blocked hydroxyl group, a number-average molecular weight of 1,500 or less and a hydroxyl group concentration after dissociation of 2.2 mole/1,000 g or more, a curing agent (b) having a reactivity with a hydroxyl group, and a dissociation or curing catalyst (c),
wherein said acrylic oligomer (a) has a blocked hydroxyl group represented by formula (I), (II) or (III) and a ratio of a concentration of the blocked hydroxyl group to that of a non-blocked hydroxyl group is 50% or more; ##STR11## wherein R.sub.1 and R.sub.2, which may be the same or different, each represents an alkyl group having 1 to 18 carbon atoms, a phenyl group, an aryl group, a hydrogen atom, a chlorine atom, or a fluorine atom; and R.sub.3 represents an alkyl group having 1 to 18 carbon atoms, a phenyl group, or an aryl group; ##STR12## wherein R.sub.4 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; and R.sub.5 represents an alkyl group having 1 to 22 carbon atoms, which is substituted with at least one kind of an atomic group selected from the group consisting of a cycloalkyl group, an aralkyl group, an aryl group, an alkoxyl group, an alkanoyloxy group, an alkyl group having 1 to 18 carbon atoms, and a halogen atom; ##STR13## wherein X represents an alkylene group having 1 to 18 carbon atoms, which may be substituted with at least one kind of an atomic group selected from the group consisting of an alkoxyl group, an aralkyl group, an aryl group, an aryloxy group, an alkanoyloxy group, an alkyl group having 1 to 10 carbon atoms, and a halogen atom.

### Claim 6

A high solids content paint for baking and curing consisting of an acrylic oligomer (a) having a blocked hydroxyl group, a number-average molecular weight of 1,500 or less and a hydroxyl group concentration after dissociation of 2.2 mole/1,000 g or more, a curing agent (b) having a reactivity with a hydroxyl group, and a dissociation or curing catalyst (c),
wherein said acrylic oligomer (a) has a blocked hydroxyl group represented by formula (I), (II) or (III) and a ratio of a concentration of the blocked hydroxyl group to that of a non-blocked hydroxyl group is 50% or more; ##STR14## wherein R.sub.1 and R.sub.2, which may be the same or different, each represents an alkyl group having 1 to 18 carbon atoms, a phenyl group, an aryl group, a hydrogen atom, a chlorine atom, or a fluorine atom; and R.sub.3 represents an alkyl group having 1 to 18 carbon atoms, a phenyl group, or an aryl group; ##STR15## wherein R.sub.4 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; and R.sub.5 represents an alkyl group having 1 to 22 carbon atoms, which is substituted with at least one kind of an atomic group selected from the group consisting of a cycloalkyl group, an aralkyl group, an aryl group, an alkoxyl group, an alkanoyloxy group, an alkyl group having 1 to 18 carbon atoms, and a halogen atom; ##STR16## wherein X represents an alkylene group having 1 to 18 carbon atoms, which may be substituted with at least one kind of an atomic group selected from the group consisting of an alkoxyl group, an aralkyl group, an aryl group, an aryloxy group, an alkanoyloxy group, an alkyl group having 1 to 10 carbon atoms, and a halogen atom.