# US 10,308,824 B2 · Radiation curable ink jet composition and ink jet recording method > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,308,824 B2 - Document ID: US10308824B2 - Status: Granted - Kind: B2 - Application number: 15/426,363 - Filed: 2017-02-07 - Published: 2017-08-17 - Granted: 2019-06-04 - Earliest claimed: 2016-02-12 - Assignees: Seiko Epson Corporation - Applicants: Seiko Epson Corporation - Inventors: Toshiyuki Yoda; Keitaro Nakano; Hitoshi Tsuchiya - Web page: https://patentgrep.com/patent/US10308824B2 ## 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 - B41M 5/0023: {Digital printing methods characterised by the inks used (inks per se C09D11/00)} - B41M 7/0081: {using electromagnetic radiation or waves, e.g. ultraviolet radiation, electron beams} - C09D 11/30: Inkjet printing inks - C09D 11/326: characterised by the pigment dispersant - B41J 11/00214: {using UV radiation} - 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) - 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) - B41J: TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS ## Abstract There is provided a radiation curable ink jet composition including: a monomer A that has one of a (meth)acryloyloxy group and a (meth)acryloyl group and has a cyclic structure containing one or more nitrogen atoms and one or more oxygen atoms in addition to the (meth)acryloyloxy group and the (meth)acryloyl group; and a monofunctional monomer B other than the monomer A; in which the content of the monomer A is equal to or less than 25% by mass with respect to the total mass of the composition, and in which mol average Tg of the monomer A and the monofunctional monomer B is equal to or greater than 45° C. ## Claims ### Claim 1 A radiation curable ink jet composition comprising: a monomer A that has one of a (meth)acryloyloxy group and a (meth)acryloyl group and has a cyclic structure containing one or more nitrogen atoms and one or more oxygen atoms in addition to the (meth)acryloyloxy group and the (meth)acryloyl group; and a monofunctional monomer B that has one of a (meth)acryloyloxy group and a (meth)acryloyl group, and has a cyclic structure containing two or more oxygen atoms in addition to the (meth)acryloyloxy group and the (meth)acryloyl group; wherein the content of the monomer A is equal to or less than 25% by mass with respect to the total mass of the composition, and wherein a mol average glass transition temperature (Tg) of each of the monomer A and the monofunctional monomer B is equal to or greater than 45° C. ### Claim 2 (depends on 1) The radiation curable ink jet composition according to claim 1, further comprising: an acylphosphine oxide-based photopolymerization initiator as a polymerization initiator. ### Claim 3 (depends on 2) The radiation curable ink jet composition according to claim 2, wherein the content of the acylphosphine oxide-based photopolymerization initiator is equal to or greater than 1% by mass and equal to or less than 20% by mass with respect to the total mass of the composition. ### Claim 4 (depends on 3) An ink jet recording method comprising: irradiating the radiation curable ink jet composition according to claim 3 applied to a recording medium with a UV-LED. ### Claim 5 (depends on 2) An ink jet recording method comprising: irradiating the radiation curable ink jet composition according to claim 2 applied to a recording medium with a UV-LED. ### Claim 6 (depends on 1) The radiation curable ink jet composition according to claim 1, wherein the content of the monomer A is equal to or greater than 10% by mass with respect to the total mass of the composition. ### Claim 7 (depends on 6) An ink jet recording method comprising: irradiating the radiation curable ink jet composition according to claim 6 applied to a recording medium with a UV-LED. ### Claim 8 (depends on 1) The radiation curable ink jet composition according to claim 1, wherein the content of the monofunctional monomer B is equal to or greater than 45% by mass and equal to or less than 80% by mass with respect to the total mass of the composition. ### Claim 9 (depends on 8) An ink jet recording method comprising: irradiating the radiation curable ink jet composition according to claim 8 applied to a recording medium with a UV-LED. ### Claim 10 (depends on 1) The radiation curable ink jet composition according to claim 1, wherein the total content of the polymerizable compound is equal to or greater than 40% by mass and equal to or less than 95% by mass with respect to the total mass of the composition. ### Claim 11 (depends on 10) An ink jet recording method comprising: irradiating the radiation curable ink jet composition according to claim 10 applied to a recording medium with a UV-LED. ### Claim 12 (depends on 1) The radiation curable ink jet composition according to claim 1, wherein the monofunctional monomer B is a (meth)acrylate compound. ### Claim 13 (depends on 1) The radiation curable ink jet composition according to claim 1, wherein a compound represented by the following Formula (1) is contained as the monofunctional monomer B CH2═CR1—COOR2—O—CH═CH—R3 (1) wherein, in the formula, R1 is a hydrogen atom or a methyl group, R2 is a divalent organic residue containing 2 to 20 carbon atoms, and R3 is a hydrogen atom or a monovalent organic residue containing 1 to 11 carbon atoms. ### Claim 14 (depends on 13) The radiation curable ink jet composition according to claim 13, wherein the content of the compound represented by Formula (1) is equal to or greater than 1% by mass and equal to or less than 30% by mass with respect to the total mass of the composition. ### Claim 15 (depends on 1) The radiation curable ink jet composition according to claim 1, further comprising: a coloring material. ### Claim 16 (depends on 1) An ink jet recording method comprising: irradiating the radiation curable ink jet composition according to claim 1 applied to a recording medium with a UV-LED. ### Claim 17 (depends on 16) The ink jet recording method according to claim 16, wherein irradiation energy of the UV-LED ranges from 50 to 1000 mJ/cm2. ### Claim 18 (depends on 16) The ink jet recording method according to claim 16, wherein irradiation intensity of the UV-LED ranges from 10 to 1000 mW/cm2. ### Claim 19 (depends on 16) The ink jet recording method according to claim 16, wherein the temperature of the recording medium at the time of recording is less than 45° C.