# US 5,708,047 A · Decorating method and products

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- Number: US 5,708,047 A
- Document ID: US5708047A
- Status: Granted
- Kind: A
- Application number: 08/366,648
- Filed: 1994-12-30
- Granted: 1998-01-13
- Earliest claimed: 1992-01-24
- Assignees: Revlon Consumer Products Corporation
- Inventors: Melvin Edwin Kamen; Bhupendra Patel
- Web page: https://patentgrep.com/patent/US5708047A

## CPC

- B41M 1/30: on organic plastics, horn or similar materials {(recording sheets having a coating to improve ink, dye or pigment receptivity B41M5/50; marking or recording on plastic by irradiation with electromagnetic beams, e.g. laser, B41M5/267)}
- B41M 1/34: on glass or ceramic surfaces {(ink-jet printing on glass or ceramic surfaces B41M5/00)}
- B41M 7/0054: {using protective coatings or film forming compositions cured by thermal means, e.g. infrared radiation, heat}
- B41M 7/009: {using thermal means, e.g. infrared radiation, heat}
- B44C 1/14: Metallic leaves or foils, e.g. gold leaf
- B44C 1/1729: {Hot stamping techniques}
- C03C 17/007: {containing a dispersed phase, e.g. particles, fibres or flakes, in a continuous phase}
- C03C 17/32: with synthetic or natural resins (C03C17/30 takes precedence)
- C03C 17/38: at least one coating being a coating of an organic material
- C08G 59/18: Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups {; e.g. general methods of curing}
- C08G 59/24: carbocyclic
- C08G 59/62: Alcohols or phenols
- C08L 63/00: Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C09D 11/101: Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
- B41M 7/0081: {using electromagnetic radiation or waves, e.g. ultraviolet radiation, electron beams}
- C03C 2217/485: Pigments
- Y10S 215/06: Resin-coated bottles
- Y10T 428/131: Glass, ceramic, or sintered, fused, fired, or calcined metal oxide or metal carbide containing [e.g., porcelain, brick, cement, etc.]
- Y10T 428/1352: Polymer or resin containing [i.e., natural or synthetic]
- Y10T 428/24802: Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
- Y10T 428/24917: including metal layer
- B41M: PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING, (correction of typographical errors B41J; processes for applying transfer pictures or the like B44C1/16; fluid media for correction of typographical errors by coating C09D10/00; printing textiles D06P)
- B44C: PRODUCING DECORATIVE EFFECTS (processes for applying liquids or other fluent materials to surfaces, in general B05D; shaping of plastics or substances in a plastic state B29C; printing processes to produce transfer pictures B41M3/12; thermographic duplication or marking methods B41M5/00); MOSAICS; TARSIA WORK (imitation of mosaic or tarsia work patterns B44F11/04); PAPERHANGING {(labels G09F; multi-step processes for making paper labels or tags B31D1/02)}
- C03C: CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- 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)
- 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)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

A method for decorating a substrate with hot stamping foil comprising the steps of: a) applying an ink composition comprised of a cationically radiation cured cycloaliphatic epoxide to the substrate in a predetermined design, said ink being operable when cured to bond to the substrate, b) curing the ink on the substrate by exposing to the radiation by which it is curable, thereby bonding the ink composition to the substrate, c) pressing a sheet of hot stamping foil against the substrate with a die heated to a temperature sufficient to cause a portion of the hot stamping foil to adhere to the heated, cured ink design but not to the ink-free areas of the substrate, and d) removing the die, thereby leaving behind a portion of the foil adhered to the ink design.

## Claims

### Claim 1

A radiation curable polymeric composition comprising, by weight of the total composition:
10-90% of a cationically radiation curable component selected from the group consisting of cycloaliphatic epoxide, epoxidized butadiene, bis (2,3-epoxycyclophenyl)ether, and mixtures thereof,
1-20% of an ester containing polyol,
1-20% of a polyvinylether defoaming agent.

### Claim 2 (depends on 1)

The composition of claim 1 wherein the ester containing polyol is the reaction product of a polycarboxylic acid and a polyol.

### Claim 3 (depends on 2)

The composition of claim 2 wherein the ester containing polyol has a molecular weight of less than 850 and a viscosity of less than 60 poise.

### Claim 4 (depends on 3)

The composition of claim 3 wherein the ester containing polyol is a polycaprolactone polyol.

### Claim 5 (depends on 4)

The composition of claim 4 wherein the cationically radiation curable component is a cycloaliphatic epoxide.

### Claim 6 (depends on 1)

The composition of claim 1 wherein the cationically radiation curable component is a cycloaliphatic epoxide selected from the group consisting of 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate, bis-(3,4-epoxycyclohexylmethyl-adipate, vinylcyclohexene diepoxide, 2,3-epoxy-2-methylcyclohexylmethyl-3,4-epoxy-2-methylcyclohexane carboxylate, and mixtures thereof.

### Claim 7 (depends on 1)

The composition of claim 1 wherein the polyvinylether defoaming agent is polyvinylbutyl ether.

### Claim 8 (depends on 1)

The composition of claim 1 further comprising 1-10% by weight of the total composition of a photoinitiating agent.

### Claim 9 (depends on 8)

The composition of claim 8 wherein the photoinitiating agent is a ketone selected from the group consisting of methyl ethyl ketone, benzophenone, benzyl dimethyl ketal, 1-hydroxycyclohexylphenylketone. 2,2-dimethoxy-2-phenylacetophenone, diethoxyacetophenone, 2 methyl-1-(methylethiophenyl)-2-(4-morpholinyl)-1-propanone, a photosensitive onium salt, or mixtures thereof.

### Claim 10 (depends on 9)

The composition of claim 9 wherein the photoinitiating agent is a photosensitive onium salt.

### Claim 11 (depends on 8)

The composition of claim 8 further comprising 1-15% by weight of the total composition of pigment.

### Claim 12 (depends on 8)

The composition of claim 8 further comprising 1-10% by weight of the total composition of an adhesion promoter which is a acryloxy functional silane or a glycidoxy functional silane.

### Claim 13 (depends on 12)

The composition of claim 12 wherein the adhesion promoter is a glycidoxy-functional silane.

### Claim 14 (depends on 8)

The composition of claim 8 comprising, by weight of the total composition:
35-90% of a cationically radiation curable cycloaliphatic epoxide,
3-15% of an ester containing polyol,
3-15% of a photoinitiator selected from the group consisting of an acryloxy-functional silane, a glycidoxy-functional silane, and mixtures thereof, and
3-15% of a polyvinylether defoaming agent.

### Claim 15 (depends on 14)

The composition of claim 14 further containing 1-15% by weight of the total composition of pigment.

### Claim 16

A radiation curable polymeric composition consisting essentially of, by weight of the total composition:
10-90% of a cationically radiation curable cycloaliphatic epoxide,
1-20% of an ester containing polyol which is the reaction product of a polycarboxylic acid and a polyol,
1-20% of a polyvinylether defoaming agent, and
3-15% of a photoinitiating agent selected from the group consisting of an acryloxy-functional silane, a glycidoxy-functional silane, and mixtures thereof,
wherein all of the above ingredients add up to 100% by weight.

### Claim 17 (depends on 16)

The composition of claim 16 containing 1-15% by weight of the total composition of pigment.

### Claim 18

A radiation curable polymeric composition consisting of, by weight of the total composition:
35-85% of a cationically radiation curable cycloaliphatic epoxide,
3-15% of an ester containing polyol,
3-15% of a polyvinylether defoaming agent,
wherein all of the above ingredients add up to 100% by weight.
