# US 10,308,825 B2 · Ink composition > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,308,825 B2 - Document ID: US10308825B2 - Status: Granted - Kind: B2 - Application number: 15/618,679 - Filed: 2017-06-09 - Published: 2017-09-28 - Granted: 2019-06-04 - Earliest claimed: 2014-12-18 - Assignees: Oce-Technologies B.V. - Applicants: Oce-Technologies B.V. - Inventors: Richard F. E. Van Hout - Web page: https://patentgrep.com/patent/US10308825B2 ## 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 2/01: Ink jet - B41J 11/00214: {using UV radiation} - C09D 11/03: characterised by features other than the chemical nature of the binder - C09D 11/107: from unsaturated acids or derivatives thereof - C09D 11/30: Inkjet printing inks - C09D 11/326: characterised by the pigment dispersant - C09D 11/34: Hot-melt inks - C09D 11/38: characterised by non-macromolecular additives other than solvents, pigments or dyes - 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 ## Abstract The present invention relates to a radiation curable ink composition comprising two ester compounds. The invention further relates to a method for making such ink composition and a printing method using such ink composition. ## Claims ### Claim 1 A radiation-curable inkjet ink composition comprising a radiation curable component, a first ester compound consisting essentially of a condensation product of a first reactant and a second reactant, wherein the first reactant is a compound A comprising at least 3 first functional groups, and wherein the second reactant comprises at least one compound B, wherein the at least one compound B comprises a second functional group, wherein the first functional group is a hydroxyl functional group and the second functional group is a carboxylic acid functional group, a second ester compound consisting essentially of a condensation product of a first reactant and a second reactant, wherein the first reactant is a compound A′ comprising at least 2 first functional groups, and wherein the second reactant comprises at least one compound B′, wherein the at least one compound B′ comprises a second functional group, wherein the first functional group is a hydroxyl functional group and the second functional group is a carboxylic acid functional group, wherein the compound B and the compound B′ are compounds of the formula R—C(O)OH in which R is an alkyl group, an aryl group, or an alkylaryl group, wherein R has 5-30 carbon atoms, and wherein the first ester compound is different from the second ester compound. ### Claim 2 (depends on 1) The radiation-curable inkjet ink composition according to claim 1, wherein compound A′ comprises at least 3 first functional groups. ### Claim 3 (depends on 2) The radiation-curable inkjet ink composition according to claim 2, wherein the compound A and compound A′ are selected from the group consisting of pentaerythritol, cyclodextrine, glycerol, dipentaerythritol, 2-(hydroxymethyl)-2-methylpropane-1,3-diol, 2-ethyl-2-(hydroxymethyl)propane-1,3-diol, 2-(hydroxymethyl)propane-1,3-diol, trimethylolethane, trimethylolpropane, trimethylolbutane and trimethylolpentane. ### Claim 4 (depends on 3) The radiation-curable inkjet ink composition according to claim 3, wherein the first ester compound is a fatty acid ester of pentaerythritol. ### Claim 5 (depends on 4) The radiation-curable inkjet ink composition according to claim 4, wherein the first ester compound is pentaerythritoltetrastearate. ### Claim 6 (depends on 3) The radiation-curable inkjet ink composition according to claim 3, wherein the second ester compound is a fatty acid ester of glycerol. ### Claim 7 (depends on 6) The radiation-curable inkjet ink composition according to claim 6, wherein the second ester compound is glyceroltristearate. ### Claim 8 (depends on 1) The radiation-curable inkjet ink composition according to claim 1, wherein the compound B and compound B′ are fatty acids. ### Claim 9 (depends on 1) The radiation-curable inkjet ink composition according to claim 1, wherein the radiation curable component is an acrylate having two or more acrylate functional groups. ### Claim 10 (depends on 9) The radiation-curable inkjet ink composition according to claim 9, wherein the ink composition further comprises a monofunctional acrylate. ### Claim 11 (depends on 1) The radiation-curable inkjet ink composition according to claim 1, wherein the first ester compound and the second ester compound are gelling agents. ### Claim 12 (depends on 1) A method for preparing the radiation-curable inkjet ink composition according to claim 1, the method comprising the steps of: (i) providing a radiation curable component; (ii) providing a first ester compound, the ester compound consisting essentially of a condensation product of a first reactant and a second reactant, wherein the first reactant is a compound A comprising at least 3 first functional groups, and wherein the second reactant comprises at least one compound B, wherein the at least one compound B comprises a second functional group, wherein the first functional group is a hydroxyl functional group and the second functional group is a carboxylic acid functional group, (iii) providing a second ester compound, the second ester compound consisting essentially of a condensation product of a first reactant and a second reactant, wherein the first reactant is a compound A′ comprising at least 2 first functional groups, and wherein the second reactant comprises at least one compound B′, wherein the at least one compound B′ comprises a second functional group, wherein the first functional group is a hydroxyl functional group and the second functional group is a a carboxylic acid functional group, wherein the compound B and the compound B′ are compounds of the formula R—C(O)OH in which R is an alkyl group, an aryl group, or an alkylaryl group, wherein R has 5-30 carbon atoms, and (iv) mixing the radiation curable component and the ester compound. ### Claim 13 (depends on 1) A method for applying an image onto a recording medium, the method comprising the steps of: a. jetting droplets of the radiation-curable inkjet ink composition according to claim 1 onto the recording medium; and b. curing the radiation-curable inkjet ink composition by irradiating the ink composition using UV radiation.