# US 2010/0167045 A1 · Reactive mixture for coating molded objects by means of reaction injection molding and coated molded object

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- Number: US 2010/0167045 A1
- Document ID: US20100167045A1
- Status: Published application
- Kind: A1
- Application number: 12/601,852
- Filed: 2008-04-17
- Published: 2010-07-01
- Earliest claimed: 2007-06-19
- Assignees: Evonik Roehm GmbH
- Inventors: Klaus Schultes; Thorsten Goldacker; Klaus Koralewski; Werner Hoess; Ghirmay Seyoum; Elevtherios Gross; Erwin Felger
- Web page: https://patentgrep.com/patent/US20100167045A1

## CPC

- C09D 4/00: Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16}
- B29C 45/1679: {applying surface layers onto injection-moulded substrates inside the mould cavity, e.g. in-mould coating [IMC] (applying suface layers after ejection B29C45/0053)}
- C08F 2/46: Polymerisation initiated by wave energy or particle radiation
- C08F 4/32: Organic compounds
- B29C 45/0001: {characterised by the choice of material}
- Y10T 428/263: Coating layer not in excess of 5 mils thick or equivalent
- Y10T 428/264: Up to 3 mils
- Y10T 428/31721: Of polyimide
- Y10T 428/31913: Monoolefin polymer
- Y10T 428/31924: Including polyene monomers
- Y10T 428/31928: Ester, halide or nitrile of addition polymer
- 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)
- B29C: SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING (making preforms B29B11/00; making laminated products by combining previously unconnected layers which become one product whose layers will remain together B32B37/00 - B32B41/00)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

The present invention relates to a reactive mixture for coating mouldings by means of reaction injection moulding, comprising at least 40% by weight of (meth)acrylates having at least two double bonds, the reactive mixture comprising at least one photoinitiator and at least one thermal initiator. The present invention furthermore describes a coated moulding comprising a moulding which is obtainable by injection moulding processes and comprises at least one polymer selected from the group consisting of polymethyl methacrylate, polymethylmethacrylimide, styrene-acrylonitrile copolymer, styrene-maleic acid copolymer and polymethyl methacrylate copolymers, and a coating which is obtainable by polymerization of (meth)acrylates having at least two double bonds, the coating having an adhesive strength rating of not more than 1 according to the cross hatch test and a decrease in gloss at 20° after a scratch resistance test according to ASTM 1044 (12/05) (applied weight 500 g, number of cycles=100) of not more than 10%.

## Claims

### Claim 1

A reactive mixture for coating mouldings by means of reaction injection moulding, comprising at least 40% by weight of (meth)acrylates having at least two double bonds, wherein the reactive mixture comprises at least one photoinitiator and at least one thermal initiator.

### Claim 2 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture comprises at least 60% by weight of (meth)acrylates having at least two double bonds.

### Claim 3 (depends on 2)

The reactive mixture according to claim 2, wherein the reactive mixture comprises at least 90% by weight of (meth)acrylates having at least two double bonds.

### Claim 4 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture comprises at least one (meth)acrylate having three or more double bonds.

### Claim 5 (depends on 4)

The reactive mixture according to claim 4, wherein the proportion of (meth)acrylates having three or more double bonds is at least 25% by weight, based on the weight of the reactive mixture.

### Claim 6 (depends on 5)

The reactive mixture according to claim 5, wherein the proportion of (meth)acrylates having three or more double bonds is at least 50% by weight, based on the weight of the reactive mixture.

### Claim 7 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture comprises not more than 75% by weight of monomers having two or less double bonds.

### Claim 8 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture has a dynamic viscosity in the range of 1 to 200 mPa·s at 25° C.

### Claim 9 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture comprises 0.01% by weight to 3% by weight of photoinitiator, based on the weight of the reactive mixture.

### Claim 10 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture comprises 0.03% by weight to 5% by weight of thermal initiator, based on the weight of the reactive mixture.

### Claim 11 (depends on 1)

The reactive mixture according to claim 1, wherein the weight ratio of photoinitiator to thermal initiator is in the range of 20:1 to 1:5.

### Claim 12 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture comprises 1,6-hexanediol diacrylate, trimethylolpropane triacrylate and/or pentaerythrityl tetraacrylate.

### Claim 13 (depends on 12)

The reactive mixture according to claim 12, wherein the reactive mixture comprises trimethylolpropane triacrylate and 1,6-hexanediol diacrylate, the weight ratio of trimethylolpropane triacrylate to 1,6-hexanediol diacrylate being in the range of 5:1 to 1:5.

### Claim 14 (depends on 12)

The reactive mixture according to claim 12, wherein the reactive mixture comprises trimethylolpropane triacrylate and pentaerythrityl tetraacrylate, the weight ratio of trimethylolpropane triacrylate to pentaerythrityl tetraacrylate being in the range of 5:1 to 1:5.

### Claim 15 (depends on 12)

The reactive mixture according to claim 12, wherein the reactive mixture comprises pentaerythrityl tetraacrylate and 1,6-hexanediol diacrylate, the weight ratio of pentaerythrityl tetraacrylate to 1,6-hexanediol diacrylate being in the range of 5:1 to 1:5.

### Claim 16 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture comprises a lubricant.

### Claim 17 (depends on 1)

The reactive mixture according to claim 1, wherein the reactive mixture comprises colorants, metallic pigments, UV stabilizers, fillers or nanomaterials.

### Claim 18 (depends on 1)

A process for the production of coated mouldings, wherein the moulding material is injected into an injection mould and cooled to give a moulding, the injection mould is changed so that a space forms between that surface of the moulding which is to be coated and the inner surface of the injection mould, the resulting space is filled by injection moulding with a reactive mixture according to claim 1, and the reactive mixture is first thermally cured and, after the thermal curing, cured by irradiation.

### Claim 19 (depends on 18)

The process according to claim 18, wherein the moulding material comprises at least one polymer selected from the group consisting of polymethyl methacrylate, polymethylmethacrylimide, styrene-acrylonitrile copolymer, styrene-maleic acid copolymer and polymethyl methacrylate copolymers.

### Claim 20 (depends on 19)

The process according to claim 19, wherein the moulding material comprises at least 50% by weight of polymethyl methacrylate, polymethyl methacrylimide and/or polymethyl methacrylate copolymers.

### Claim 21 (depends on 18)

The process according to claim 18, wherein the thickness of the coating is in the range of 5 μm to 75 μm.

### Claim 22 (depends on 18)

The process according to claim 18, wherein the moulding material is injected into the injection mould at a temperature in the range of 220 to 330° C.

### Claim 23 (depends on 18)

The process according to claim 18, wherein the moulding material is cooled to a temperature in the range of 70 to 150° C. before the reactive mixture is injected into the space.

### Claim 24 (depends on 18)

The process according to claim 18, wherein the reactive mixture is thermally cured at a temperature in the range of 80 to 130° C. in the injection mould.

### Claim 25 (depends on 18)

The process according to claim 18, wherein the thermally cured reactive mixture is cured by irradiation at a temperature in the range of 10 to 40° C.

### Claim 26 (depends on 25)

The process according to claim 25, wherein the thermally cured reactive mixture is cured using UV radiation.

### Claim 27

A coated moulding comprising a moulding which is obtainable by injection moulding processes and comprises at least one polymer selected from the group consisting of polymethyl methacrylate, polymethylmethacrylimide, styrene-acrylonitrile copolymer, styrene-maleic acid copolymer and polymethyl methacrylate copolymers, and a coating which is obtained by polymerization of (meth)acrylates having at least two double bonds, wherein the coating has an adhesive strength rating of not more than 1 according to the cross hatch test and a decrease in gloss at 20° C. after a scratch resistance test according to ASTM 1044 (12/05) (applied weight 500 g, number of cycles=100) of not more than 10%.

### Claim 28 (depends on 27)

The moulding according to claim 27, wherein the coating is obtained by curing a reactive mixture which is applied to the surface of the moulding at a temperature in the range of 75 to 120° C. and is thermally cured.

### Claim 29 (depends on 27)

The moulding according to claim 27, wherein the coating has a thickness in the range of 5 μm to 75 μm.

### Claim 30 (depends on 29)

The moulding according to claim 29, wherein the coating has a thickness in the range of 10 μm to 40 μm.

### Claim 31 (depends on 27)

The moulding according to claim 27, wherein the decrease in the gloss of the moulding at 20° C. after a scratch resistance test according to ASTM 1044 (12/05) is not more than 6%.

### Claim 32 (depends on 27)

The moulding according to claim 27, wherein the moulding shows an increase in the haze value after a scratch resistance test according to ASTM 1044 (12/05) to not more than 25% after exposure to a xenon arc for 2000 hours.

### Claim 33 (depends on 27)

The moulding according to claim 27, wherein the coating of the moulding shows an adhesive strength rating of 0 according to the cross hatch test.

### Claim 34 (depends on 1)

An injection moulding machine, wherein the machine comprises a reactive mixture according to claim 1.
