# US 12,181,835 B2 · Electrophotographic developer set comprising toner and powder adhesive, and method for producing bonded product > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,181,835 B2 - Document ID: US12181835B2 - Status: Granted - Kind: B2 - Application number: 17/385,127 - Filed: 2021-07-26 - Published: 2022-02-03 - Granted: 2024-12-31 - Earliest claimed: 2020-07-31 - Assignees: Canon Kabushiki Kaisha - Applicants: Canon Kabushiki Kaisha - Inventors: Koji Nishikawa; Tsutomu Shimano; Yuhei Terui; Shohei Yamashita; Kohei Matsuda; Yuki Nishizawa - Web page: https://patentgrep.com/patent/US12181835B2 ## CPC - G03G 9/09733: {Organic compounds (G03G9/08782 takes precedence)} - C08F 212/08: Styrene - C08L 67/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C08L67/06 takes precedence) - C09J 9/00: Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks (C09J7/00 takes precedence) - C09J 167/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C09J167/06 takes precedence) - G03G 9/0819: {characterised by the dimensions of the particles} - G03G 9/0821: {characterised by physical parameters (magnetic parameters G03G9/083)} - G03G 9/0827: {characterised by their shape, e.g. degree of sphericity} - G03G 9/08755: {Polyesters} - G03G 9/08795: {characterised by their chemical properties, e.g. acidity, molecular weight, sensitivity to reactants} - G03G 9/08797: {characterised by their physical properties, e.g. viscosity, solubility, melting temperature, softening temperature, glass transition temperature} - G03G 9/09725: {Silicon-oxides; Silicates} - G03G 9/09783: {Organo-metallic compounds} - C08G 63/16: Dicarboxylic acids and dihydroxy compounds - C08G 63/668: derived from polycarboxylic acids and polyhydroxy compounds - C08G 63/914: {derived from polycarboxylic acids and polyhydroxy compounds} - G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY - 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) - C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS ## Abstract An electrophotographic developer set comprising a toner, and a powder adhesive, wherein the powder adhesive comprises a crystalline polyester resin, and a thermoplastic resin other than the crystalline polyester resin; the amount of the crystalline polyester resin in the powder adhesive is 21% by mass or more; the melting point of the crystalline polyester resin is 55° C. to 100° C.; in a viscoelasticity measurement, where Gt′(100) denotes a storage elastic modulus of the toner at 100° C. and Gb′(100) denotes a storage elastic modulus of the powder adhesive at 100° C., Gb′(100) is 1.0×105 Pa or less and Gt′(100)/Gb′(100) is 1.2 or more. ## Claims ### Claim 1 An electrophotographic developer set comprising: a toner; and a powder adhesive, wherein: the powder adhesive comprises: a crystalline polyester resin; and a thermoplastic resin other than the crystalline polyester resin; an amount of the crystalline polyester resin in the powder adhesive is 21% by mass or more; a melting point of the crystalline polyester resin is 55° C. to 100° C.; and in a viscoelasticity measurement, where Gt′(100) denotes a storage elastic modulus of the toner at 100° C. and Gb′(100) denotes a storage elastic modulus of the powder adhesive at 100° C., Gb′(100) is 1.0×105 Pa or less; and Gt′(100)/Gb′(100) is 1.2 or more. ### Claim 2 (depends on 1) The electrophotographic developer set according to claim 1, wherein the Gt′(100)/Gb′(100) is 2.0 to 30.0. ### Claim 3 (depends on 1) The electrophotographic developer set according to claim 1, wherein in the viscoelasticity measurement, where Tb denotes the temperature at which the storage elastic modulus Gb′ of the powder adhesive is 1.0×104 Pa, and Tt denotes the temperature at which the storage elastic modulus Gt′ of the toner is 1.0×104 Pa, Tt−Tb is 10° C. or higher. ### Claim 4 (depends on 1) The electrophotographic developer set according to claim 1, wherein in the viscoelasticity measurement of the powder adhesive, a maximum value of the ratio (tan δ) of a loss elastic modulus G″ of the powder adhesive to a storage elastic modulus G′ of the powder adhesive at 55° C. to 100° C. is less than 3.0. ### Claim 5 (depends on 1) The electrophotographic developer set according to claim 1, wherein the crystalline polyester resin comprised in the powder adhesive is a polycondensation polymer of an aliphatic diol having 2 to 12 carbon atoms and an aliphatic dicarboxylic acid having 2 to 12 carbon atoms. ### Claim 6 (depends on 1) The electrophotographic developer set according to claim 1, wherein the thermoplastic resin comprised in the powder adhesive comprises a non-crystalline polyester resin as a main component. ### Claim 7 (depends on 1) The electrophotographic developer set according to claim 1, wherein the powder adhesive comprises a polyvalent metal compound, and the polyvalent metal compound is at least one selected from the group consisting of an aluminum compound, an iron compound, and a magnesium compound. ### Claim 8 (depends on 1) The electrophotographic developer set according to claim 1, wherein the powder adhesive has an average circularity of 0.940 or more. ### Claim 9 (depends on 1) The electrophotographic developer set according to claim 1, wherein: the powder adhesive comprises an inorganic fine particle A on a surface thereof; the inorganic fine particle A is a silica fine particle; and a primary particle of the inorganic fine particle A has a number average diameter of 30 nm to 200 nm. ### Claim 10 (depends on 1) The electrophotographic developer set according to claim 1, wherein the powder adhesive comprises a fine particle B on a surface thereof, and the fine particle B has a volume resistivity at 25° C. of 5.0×10 Ωm to 1.0×108 Ωm. ### Claim 11 (depends on 1) The electrophotographic developer set according to claim 1, wherein the toner comprises a crystalline polyester resin, and an amount of the crystalline polyester resin in the toner is smaller than the amount of the crystalline polyester resin in the powder adhesive. ### Claim 12 (depends on 1) The electrophotographic developer set according to claim 1, wherein the powder adhesive comprises a colorant, and an amount of the colorant in the powder adhesive is up to 1.00% by mass. ### Claim 13 A method for producing a bonded product resulting from bonding at least one sheet of paper via an adhesive portion by using an electrophotographic developer set, wherein: the electrophotographic developer set comprises: a toner; and a powder adhesive; the powder adhesive comprises: a crystalline polyester resin; and a thermoplastic resin other than the crystalline polyester resin; an amount of the crystalline polyester resin in the powder adhesive is 21% by mass or more; a melting point of the crystalline polyester resin is 55° C. to 100° C.; and in a viscoelasticity measurement, where Gt′(100) denotes a storage elastic modulus of the toner at 100° C. and Gb′(100) denotes a storage elastic modulus of the powder adhesive at 100° C., Gb′(100) is 1.0×105 Pa or less and Gt′(100)/Gb′(100) is 1.2 or more, wherein the bonded product has: a surface A on which an adhesive portion of the powder adhesive is fixed, and a surface B on which a toner image portion of the toner is fixed, the surface B being a surface different from the surface A, wherein the method comprises, in no particular order: forming the toner image portion on the surface B, and fixing the toner image portion on the surface B by heating; and forming the adhesive portion on the surface A, and fixing the adhesive portion on the surface A by heating, and wherein the method further comprises, after the forming and the fixing of the toner image portion and the adhesive portion: overlaying the paper so as to interpose the adhesive portion; and melting the adhesive portion thereby bonding the paper to obtain the bonded product.