# US 2014/0154480 A1 · Ultraviolet ray curable ink composition for use in ink jet method and printed object > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2014/0154480 A1 - Document ID: US20140154480A1 - Status: Published application - Kind: A1 - Application number: 14/085,329 - Filed: 2013-11-20 - Published: 2014-06-05 - Earliest claimed: 2012-12-03 - Assignees: Seiko Epson Corporation - Applicants: Seiko Epson Corporation - Inventors: Naoyuki TOYODA; Koki HIRATA; Tomohiro OGAWA; Masaya SHIBATANI; Masaru TERADA; Hiroshi TAKIGUCHI - Web page: https://patentgrep.com/patent/US20140154480A1 ## CPC - C09D 11/38: characterised by non-macromolecular additives other than solvents, pigments or dyes - 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 - C09D 11/322: Pigment inks - Y10T 428/24802: Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] - 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) - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract An ultraviolet ray curable ink composition adapted to be ejected by using an ink jet method is provided. The ultraviolet ray curable ink composition includes a polymerizable compound, metal powder, and a liquid component having an alicyclic structure including a hetero atom. The metal powder is constituted from metal particles subjected to a surface treatment with a fluorine type silane compound and/or a fluorine type phosphoric acid ester as a surface treatment agent. An amount of the liquid component contained in the ultraviolet ray curable ink composition is in the range of 0.05 mass % or more but 7.0 mass % or less. A printed object is also provided. Such a printed object is produced by using the ultraviolet ray curable ink composition. ## Claims ### Claim 1 An ultraviolet ray curable ink composition adapted to be ejected by using an ink jet method, comprising: a polymerizable compound; metal powder; and a liquid component having an alicyclic structure including a hetero atom; wherein the metal powder is constituted from metal particles subjected to a surface treatment with a fluorine type silane compound and/or a fluorine type phosphoric acid ester as a surface treatment agent, and wherein an amount of the liquid component contained in the ultraviolet ray curable ink composition is in the range of 0.05 mass % or more but 7.0 mass % or less. ### Claim 2 (depends on 1) The ultraviolet ray curable ink composition as claimed in claim 1, wherein the alicyclic structure including the hetero atom of the liquid component includes a lactone structure and/or a lactam structure. ### Claim 3 (depends on 1) The ultraviolet ray curable ink composition as claimed in claim 1, wherein the alicyclic structure including the hetero atom of the liquid component includes a cyclic structure of a five-membered ring. ### Claim 4 (depends on 1) The ultraviolet ray curable ink composition as claimed in claim 1, wherein a number of the hetero atom included in the alicyclic structure is 1. ### Claim 5 (depends on 1) The ultraviolet ray curable ink composition as claimed in claim 1, wherein each of the metal particles of the metal powder is constituted from a base particle and Al constituting at least a surface of the base particle, and the metal particle is subjected to the surface treatment with the fluorine type silane compound and/or the fluorine type phosphoric acid ester. ### Claim 6 (depends on 1) The ultraviolet ray curable ink composition as claimed in claim 1, wherein when the metal particles of the metal powder are subjected to the surface treatment with the fluorine type silane compound, the fluorine type silane compound has a chemical structure represented by the following formula (1): R1SiX1aR2(3-a) (1) where in the above formula (1), “R1” represents a hydrocarbon group in which a part or all of hydrogen atoms are substituted with fluorine atoms, “X1” represents a hydrolysis group, an ether group, a chloro group or a hydroxyl group, “R2” represents an alkyl group having a carbon number in the range of 1 or more but 4 or less, and “a” is an integral number in the range of 1 or more but 3 or less. ### Claim 7 (depends on 1) The ultraviolet ray curable ink composition as claimed in claim 1, wherein when the metal particles of the metal powder are subjected to the surface treatment with the fluorine type phosphoric acid ester, the fluorine type phosphoric acid ester has a chemical structure represented by the following formula (2): PORn(OH)3-n (2) where in the above formula (2), “R” is CF3(CF2)m—, CF3(CF2)m(CH2)l—, CF3(CF2)m(CH2O)l—, CF3(CF2)m(CH2CH2O)l—, CF3(CF2)mO— or CF3(CF2)m(CH2)lO—, “n” is an integral number in the range of 1 or more but 3 or less, “m” is an integral number in the range of 5 or more but 17 or less, and “l” is an integral number in the range of 1 or more but 12 or less. ### Claim 8 (depends on 1) The ultraviolet ray curable ink composition as claimed in claim 1, wherein when the metal particles of the metal powder are subjected to the surface treatment with the fluorine type phosphoric acid ester, the fluorine type phosphoric acid ester is represented by CF3(CF2)5 (CH2)2O(P)(OH)2 and/or CF3(CF2)5 (CH2)2O(P)(OH)(OCH2CH3). ### Claim 9 (depends on 1) The ultraviolet ray curable ink composition as claimed in claim 1, wherein the polymerizable compound includes a monomer having an alicyclic structure. ### Claim 10 (depends on 9) The ultraviolet ray curable ink composition as claimed in claim 9, wherein an amount of the monomer having the alicyclic structure contained in the ultraviolet ray curable ink composition is in the range of 40 mass % or more but 90 mass % or less. ### Claim 11 (depends on 9) The ultraviolet ray curable ink composition as claimed in claim 9, wherein the monomer having the alicyclic structure includes a monofunctional monomer having a hetero atom in the alicyclic structure. ### Claim 12 (depends on 11) The ultraviolet ray curable ink composition as claimed in claim 11, wherein an amount of the monofunctional monomer contained in the ultraviolet ray curable ink composition is in the range of 10 mass % or more but 80 mass % or less. ### Claim 13 (depends on 9) The ultraviolet ray curable ink composition as claimed in claim 9, wherein the monomer having the alicyclic structure includes one or more selected from the group consisting of tris(2-acryloyloxy ethyl) isocyanurate, dicyclopentenyl oxyethyl acrylate, adamantyl acrylate, γ-butyrolactone acrylate, N-vinyl caprolactam, N-vinyl pyrrolidone, pentamethyl piperidyl acrylate, tetramethyl piperidyl acrylate, 2-methyl-2-adamantyl acrylate, 2-ethyl-2-adamantyl acrylate, mevalonic acid lactone acrylate, dimethylol tricyclodecane diacrylate, dimethylol dicyclopentane diacrylate, dicyclopentenyl acrylate, dicyclopentanyl acrylate, isobornyl acrylate, cyclohexyl acrylate, acryloyl morpholine and tetrahydrofurfuryl acrylate. ### Claim 14 (depends on 9) The ultraviolet ray curable ink composition as claimed in claim 9, wherein the polymerizable compound includes one or more selected from the group consisting of phenoxy ethyl acrylate, 2-(2-vinyloxy ethoxy) ethyl acrylate, dipropylene glycol diacrylate, tripropylene glycol diacrylate, 2-hydroxy-3-phenoxy propyl acrylate and 4-hydroxy butyl acrylate in other than the monomer having the alicyclic structure. ### Claim 15 (depends on 1) A printed object produced by applying the ultraviolet ray curable ink composition defined by claim 1 onto a recording medium, and then irradiating the ultraviolet ray curable ink composition with an ultraviolet ray.