# US 12,006,440 B2 · Radiation curable inkjet inks for interior decoration

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- Number: US 12,006,440 B2
- Document ID: US12006440B2
- Status: Granted
- Kind: B2
- Application number: 17/425,188
- Filed: 2020-01-23
- Published: 2022-04-21
- Granted: 2024-06-11
- Earliest claimed: 2019-01-24
- Assignees: Agfa NV
- Applicants: Agfa NV
- Inventors: Johan Loccufier; Matthieu Retailleau; An Vankeerberghen
- Web page: https://patentgrep.com/patent/US12006440B2

## CPC

- 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
- B41J 11/00214: {using UV radiation}
- B41M 5/0023: {Digital printing methods characterised by the inks used (inks per se C09D11/00)}
- C09D 11/107: from unsaturated acids or derivatives thereof
- C09D 11/38: characterised by non-macromolecular additives other than solvents, pigments or dyes
- C09D 11/40: Ink-sets specially adapted for multi-colour inkjet printing
- E04F 13/002: {made of webs, e.g. of fabrics, or wallpaper, used as coverings or linings (of a number of similar elements carried by a common web E04F13/0862; paperhanging, tapestry work B44C7/00)}
- E04F 13/0871: {having an ornamental or specially shaped visible surface (E04F13/0867 takes precedence)}
- 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)
- B41J: TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
- 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)
- E04F: FINISHING WORK ON BUILDINGS, e.g. STAIRS, FLOORS (windows, doors E06B)

## Abstract

A radiation curable inkjet ink containing a polymerizable compound including a vinylether group or a vinylamide group; optionally an amine synergist including an alkanolamine group or a dimethyl benzoate group; optionally a Norrish Type II photoinitiator including a photoinitiating moiety selected from the group consisting of a thioxanthone group, a benzophenone group, a ketocoumarin group and a camphorquinone group; and a specific singlet oxygen quencher.

## Claims

### Claim 1

A radiation curable inkjet ink comprising:
a polymerizable compound including a vinylether group or a vinylamide group; optionally an amine synergist including an alkanolamine group or a dimethyl benzoate group; optionally a Norrish Type II photoinitiator including a photoinitiating moiety selected from the group consisting of a thioxanthone group, a benzophenone group, a ketocoumarin group, and a camphorquinone group; and
a singlet oxygen quencher according to Formula (I):
wherein
the integer n=0 if X represents S or the integer n=1 if X represents N;
R1 and R2 each represent an alkyl group independently selected from a C1-C6 alkyl group;
R3 represents a C1-C6 alkyl group or a -L4-(C═O)—O—R5 group;
R4 represents a C1-C6 alkyl group or a -L5-(C═O)—O—R6 group;
L1 to L5 each represent an alkylene group independently selected from an ethylene group, a propylene group and a butylene group; and
R5 and R6 each represent an alkyl group independently selected from a C1-C6 alkyl group.

### Claim 2 (depends on 1)

The radiation curable inkjet ink of claim 1, wherein L1 to L5 represent an ethylene group.

### Claim 3 (depends on 1)

The radiation curable inkjet ink of claim 1, wherein R1 to R6 represent an ethyl group.

### Claim 4 (depends on 1)

The radiation curable inkjet ink of claim 1, wherein the singlet oxygen quencher is selected from the group consisting of:

### Claim 5 (depends on 1)

The radiation curable inkjet ink of claim 1, wherein the radiation curable inkjet ink contains a Norrish Type II photoinitiator including a photoinitiating moiety selected from the group consisting of a thioxanthone group and a benzophenone group.

### Claim 6 (depends on 1)

The radiation curable inkjet ink of claim 1, wherein the polymerizable compound containing a vinylether group is a vinyl ether acrylate compound or the polymerizable compound containing a vinylamide group is N-vinylcaprolactam.

### Claim 7 (depends on 6)

The radiation curable inkjet ink of claim 6, wherein the vinyl ether acrylate compound is 2-(2-vinyloxyethoxy)ethyl acrylate.

### Claim 8 (depends on 1)

The radiation curable inkjet ink of claim 1, further containing an acylphosphine oxide photoinitiator or an α-hydroxy ketone photoinitiator.

### Claim 9 (depends on 8)

The radiation curable inkjet ink of claim 8, wherein the one or more acyl groups of the acylphosphine oxide photoinitiator or α-hydroxy ketone photoinitiator are connected to a polymer or to a polymerizable group.

### Claim 10 (depends on 1)

A radiation curable inkjet ink set including one or more radiation curable inkjet inks according to claim 1.

### Claim 11 (depends on 1)

An indoor decorative article including a cured layer of one or more radiation curable inkjet inks according to claim 1, wherein the indoor decorative article is selected from the group consisting of decorative panels, furniture, wallpaper, doors, leather articles, and textile fabrics.

### Claim 12 (depends on 1)

An inkjet printing method including the steps of:
printing one or more radiation curable inks according to claim 1 on a substrate; and
UV curing the one or more curable inks on the substrate.

### Claim 13 (depends on 12)

The inkjet printing method of claim 12, wherein the UV curing is performed by UV LEDs having an emission wavelength larger than 360 nm.

### Claim 14 (depends on 12)

A method of manufacturing indoor decorative articles, the method comprising the inkjet printing method according to claim 12.

### Claim 15 (depends on 13)

A method of manufacturing indoor decorative articles, the method comprising the inkjet printing method according to claim 13.

### Claim 16 (depends on 14)

The manufacturing method of claim 14, wherein the indoor decorative article is selected from the group consisting of decorative panels, furniture, wallpaper, doors, leather articles, and textile fabrics.

### Claim 17 (depends on 15)

The manufacturing method of claim 15, wherein the indoor decorative article is selected from the group consisting of decorative panels, furniture, wallpaper, doors, leather articles, and textile fabrics.