# US 11,299,641 B2 · Curable liquid composition, composition-accommodating container, liquid composition discharging device, cured material, and method of manufacturing cured material > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,299,641 B2 - Document ID: US11299641B2 - Status: Granted - Kind: B2 - Application number: 16/764,469 - Filed: 2018-12-20 - Published: 2020-11-12 - Granted: 2022-04-12 - Earliest claimed: 2018-01-10 - Assignees: Ricoh Company, Ltd. - Applicants: Ricoh Company, Ltd. - Inventors: Takao Hiraoka - Web page: https://patentgrep.com/patent/US11299641B2 ## 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 2/14274: {of stacked structure type, deformed by compression/extension and disposed on a diaphragm} - C08F 222/102: {of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate} - C08L 33/10: Homopolymers or copolymers of methacrylic acid esters - C09D 4/00: Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} - C09D 11/30: Inkjet printing inks - B33Y 70/00: Materials specially adapted for additive manufacturing - B41J 2002/14362: {Assembling elements of heads} - B41J 2002/14419: {Manifold} - B41J 2202/12: with ink circulating through the whole print head - 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 - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - B33Y: ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING ## Abstract A curable liquid composition includes a monomer having an SI value of less than 3.0 and a photopolymerization initiator having a weight average molecular weight of 500 or greater, wherein the curable liquid composition is negative in skin sensitization. ## Claims ### Claim 1 A curable liquid composition, comprising: a monomer having an SI value of less than 3.0; and a photopolymerization initiator having a weight average molecular weight of 500 to 2,000, wherein the monomer having an SI value of less than 3.0 is a (meth)acrylic acid ester compound, wherein the photopolymerization initiator is a liquid polymer and includes a chemical structure including at least one of a phenyl glyoxylate skeleton and a benzophenone skeleton, wherein the curable liquid composition is negative in skin sensitization, and wherein negative in skin sensitization refers to a composition comprising a skin sensitizing substance in an amount of less than 0.1 percent as defined according to the Globally Harmonized System. ### Claim 2 (depends on 1) The curable liquid composition according to claim 1, wherein the photopolymerization initiator includes a chemical structure including the benzophenone skeleton. ### Claim 3 (depends on 1) The curable liquid composition according to claim 1, wherein the photopolymerization initiator has a chemical structure containing a nitrogen atom. ### Claim 4 (depends on 1) The curable liquid composition according to claim 1, wherein the monomer includes a hydroxyl group-containing monomer. ### Claim 5 (depends on 1) A composition-accommodating container, comprising: the curable liquid composition of claim 1. ### Claim 6 (depends on 5) A liquid composition discharging device, comprising: the composition-accommodating container of claim 5. ### Claim 7 (depends on 1) A liquid composition discharging device, comprising: a discharging head configured to discharge the curable liquid composition of claim 1, the discharging head comprising multiple nozzles to discharge liquid, individual liquid chambers communicating with the nozzles, a common liquid chamber to supply the liquid to the individual liquid chambers, a circulating common liquid chamber communicating with a circulation flow channel communicating with the individual liquid chambers, and a pressure generating device to apply a pressure to the liquid in the individual liquid chambers. ### Claim 8 (depends on 1) A cured material of the curable liquid composition of claim 1. ### Claim 9 (depends on 1) A method of manufacturing a curable material, comprising: discharging the curable liquid composition of claim 1; and irradiating the curable liquid composition with light to cure. ### Claim 10 (depends on 1) A method of manufacturing a cured material, comprising: discharging the curable liquid composition of claim 1 with a liquid composition discharging device including a discharging head including multiple nozzles to discharge liquid, individual liquid chambers communicating with the nozzles, a common liquid chamber to supply the liquid to the individual liquid chambers, a common circulation liquid chamber communicating with a circulating flow channel communicating with the individual liquid chambers, and a pressure generating device to apply a pressure to the liquid in the individual liquid chambers; and irradiating the curable liquid composition with light to cure. ### Claim 11 (depends on 1) The curable liquid composition according to claim 1, wherein an amount of photopolymerization initiator is 30 parts by mass or less based on 100 parts by mass of the total amount of the monomer component. ### Claim 12 (depends on 1) The curable liquid composition according to claim 1, wherein an amount of the monomer having an SI value of less than 3 is 50 to 95 parts by mass based on 100 parts by mass of the total amount of the liquid composition. ### Claim 13 (depends on 1) An ink, comprising: the curable liquid composition according to claim 1, wherein the ink viscosity is 8 to 15 mPa-s at a discharging temperature of from 30 to 60 degrees C. ### Claim 14 (depends on 1) The curable liquid composition according to claim 1, wherein at least two different monomers having an SI value of less than 3.0 are used. ### Claim 15 (depends on 1) The curable liquid composition according to claim 1, wherein the monomer having an SI value of less than 3.0 is a methacrylic acid ester compound. ### Claim 16 (depends on 1) The curable liquid composition according to claim 1, wherein the monomer having an SI value of less than 3.0 is an acrylic acid ester compound. ### Claim 17 (depends on 1) The curable liquid composition according to claim 1, wherein the photopolymerization initiator includes a chemical structure including the phenyl glyoxylate skeleton. ### Claim 18 (depends on 1) The curable liquid composition according to claim 1, wherein the photopolymerization initiator includes a chemical structure including the phenyl glyoxylate skeleton and the benzophenone skeleton.