Vinyl Addition Binder (e.g., Methacrylate, Styrene Or Vinyl Chloride Addition Products, Etc.) Patents (Class 430/109.3)
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Patent number: 11993668Abstract: Pressure-responsive particles include pressure-responsive base particles and fatty acid metal salt particles, in which the pressure-responsive base particles contain a styrene-based resin which contains styrene and other vinyl monomers as polymerization components and a (meth)acrylic acid ester-based resin which contains at least two kinds of (meth)acrylic acid esters as polymerization components and in which amass ratio of the (meth)acrylic acid esters to all polymerization components is 90% by mass or higher, the pressure-responsive particles have at least two glass transition temperatures, and a difference between the lowest glass transition temperature and the highest glass transition temperature is 30° C. or higher.Type: GrantFiled: January 15, 2021Date of Patent: May 28, 2024Assignee: FUJIFILM Business Innovation Corp.Inventors: Yoshifumi Iida, Takashi Hasegawa, Satomi Kashiwagi, Takako Kobayashi, Satoshi Inoue
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Patent number: 11965044Abstract: Pressure-responsive particles include pressure-responsive base particles and fatty acid metal salt particles, in which the pressure-responsive base particles contain a styrene-based resin which contains styrene and other vinyl monomers as polymerization components and a (meth)acrylic acid ester-based resin which contains at least two kinds of (meth)acrylic acid esters as polymerization components and in which amass ratio of the (meth)acrylic acid esters to all polymerization components is 90% by mass or higher, the pressure-responsive particles have at least two glass transition temperatures, and a difference between the lowest glass transition temperature and the highest glass transition temperature is 30° C. or higher.Type: GrantFiled: January 15, 2021Date of Patent: April 23, 2024Assignee: FUJIFILM Business Innovation Corp.Inventors: Yoshifumi Iida, Takashi Hasegawa, Satomi Kashiwagi, Takako Kobayashi, Satoshi Inoue
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Patent number: 11891544Abstract: A pressure sensitive adhesive particle includes a pressure sensitive adhesive base particle that contains a styrene resin containing styrene and a vinyl monomer other than styrene as polymerization components, and a (meth)acrylate resin containing at least two (meth)acrylates as polymerization components, in which a mass ratio of the (meth)acrylates relative to a total of polymerization components of the (meth)acrylate resin is 90 mass % or more; and an external additive. The pressure sensitive adhesive particle has a surface having an arithmetic average roughness Ra within a range of 0.005 ?m to 0.100 ?m. The pressure sensitive adhesive particle has at least two glass transition temperatures, and the difference between the lowest glass transition temperature and the highest glass transition temperature among the glass transition temperatures of the pressure sensitive adhesive particle is 30° C. or more.Type: GrantFiled: August 26, 2020Date of Patent: February 6, 2024Assignee: FUJIFILM Business Innovation Corp.Inventors: Yoshifumi Iida, Sachiko Nishioka, Takashi Hasegawa, Hajime Sugahara, Satomi Kashiwagi, Yuka Zenitani, Satoshi Inoue
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Patent number: 11795316Abstract: Pressure-responsive particles include pressure-responsive base particles and inorganic oxide particles, in which the pressure-responsive base particles contain a styrene-based resin which contains styrene and other vinyl monomers as polymerization components and a (meth)acrylic acid ester-based resin which contains at least two kinds of (meth)acrylic acid esters as polymerization components and in which amass ratio of the (meth)acrylic acid esters to all polymerization components is 90% by mass or higher, a liberation rate of the inorganic oxide particles is 10% by mass or higher and 40% by mass or lower, the pressure-responsive particles have at least two glass transition temperatures, and a difference between a lowest glass transition temperature and a highest glass transition temperature is 30° C. or higher.Type: GrantFiled: January 29, 2021Date of Patent: October 24, 2023Assignee: FUJIFILM Business Innovation Corp.Inventors: Satomi Kashiwagi, Satoshi Inoue, Sumiaki Yamasaki, Yoshifumi Iida, Takako Kobayashi, Takashi Hasegawa
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Patent number: 11643560Abstract: Provided is an ink including: water; a colorant; and an organic solvent, wherein the colorant is resin particles dyed with a fluorescent dye, wherein the resin particles contain a urethane resin, and wherein pH of the ink is from 9 through 11.Type: GrantFiled: November 12, 2020Date of Patent: May 9, 2023Assignee: Ricoh Company, Ltd.Inventor: Ken Hasegawa
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Patent number: 11635711Abstract: An image forming method is provided. The image forming method includes: forming an electrostatic latent image on an electrostatic latent image bearer; developing the electrostatic latent image on the electrostatic latent image bearer with a toner to form a toner image; transferring the toner image from the electrostatic latent image bearer onto a continuous resin film; fixing the toner image on the continuous resin film with a heat roller or a heat belt. The toner contains a maleic-acid-modified polyolefin having a polypropylene block in a main chain.Type: GrantFiled: March 19, 2021Date of Patent: April 25, 2023Assignee: Ricoh Company, Ltd.Inventors: Minoru Masuda, Kazumi Suzuki, Toyoshi Sawada, Akira Azami
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Patent number: 11181844Abstract: A toner including a toner particle that contains a binder resin and inorganic fine particles, wherein the binder resin contains a polymer A that includes a first monomer unit derived from a first polymerizable monomer and a second monomer unit derived from a second polymerizable monomer that is different from the first polymerizable monomer; the first polymerizable monomer is at least one selected from the group consisting of (meth)acrylate esters having an alkyl group having 18 to 36 carbons; the SP value of the first monomer unit and the SP value of the second monomer unit satisfy a specified relationship; each of the inorganic fine particles contains a substrate containing at least one inorganic element selected from metal elements and metalloid elements, and a coating layer; and the coating layer has a specified structure.Type: GrantFiled: May 21, 2020Date of Patent: November 23, 2021Assignee: CANON KABUSHIKI KAISHAInventors: Tomoya Nagaoka, Daisuke Yoshiba, Kazuyuki Sato, Yuta Komiya, Tomohisa Sano, Takashi Matsui
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Patent number: 11169460Abstract: A toner including a toner particle containing a binder resin, and an external additive, wherein the external additive contains an organosilicon polymer fine particle, the organosilicon polymer has a structure represented by at least one selected from the group consisting of RaSiO3/2 and Rb2SiO2/2 (wherein Ra and Rb represent organic groups), and in the number particle size distribution of the toner as measured within a particle size range of from 2 to 60 ?m, the number-average particle diameter T-D50n at which the accumulation from the smallest diameter is 50% is from 6 to 12 ?m, the number ratio of toner 4 ?m or less in size is from 2% to 5% of the total toner, and the number ratio of toner 3 ?m or less in size as a percentage of the total toner 4 ?m or less in size is from 25% to 50%.Type: GrantFiled: December 27, 2019Date of Patent: November 9, 2021Assignee: CANON KABUSHIKI KAISHAInventors: Shohei Kototani, Kentaro Yamawaki, Tsuneyoshi Tominaga, Masatake Tanaka, Taiji Katsura, Masamichi Sato
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Patent number: 11156932Abstract: The present invention relates to a toner binder containing: a polyester resin (A); and a vinyl resin (B), wherein the polyester resin (A) has an acid value of 2 mg KOH/g or more, the vinyl resin (B) has a weight average molecular weight of 4,000 to 40,000, the vinyl resin (B) is a polymer essentially containing a monomer (m) whose homopolymer has an SP value of 11.5 to 16.5 as a constituent monomer, the weight percentage of the monomer (m) in monomers constituting the vinyl resin (B) is 1 wt % or more based on the total weight of the monomers constituting the vinyl resin (B), the polyester resin (A) and the vinyl resin (B) are present at a weight ratio (A)/(B) of 80/20 to 99.5/0.Type: GrantFiled: November 6, 2018Date of Patent: October 26, 2021Assignee: SANYO CHEMICAL INDUSTRIES, LTD.Inventors: Masaru Honda, Tomohisa Kato, Yasuhiro Ono
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Patent number: 11130880Abstract: The present teachings include powder coating including a plurality of core/shell particles. Each particle of plurality of core/shell particles has a size of from about 3 microns to about 100 microns. Each particle of the plurality of core/shell particles has a core including a cross-linkable crystalline polyester resin having a melting temperature of less than about 150° C. Each particle of the plurality of core/shell particles has a shell including a cross-linkable amorphous polyester resin having a glass transition temperature greater than 40° C. Each particle of the plurality of core/shell particles includes a thermal initiator.Type: GrantFiled: March 7, 2018Date of Patent: September 28, 2021Assignee: Xerox CorporationInventors: Nan-Xing Hu, Guerino G. Sacripante, Edward G. Zwartz, Shivanthi E. Sriskandha, Carolyn P. Moorlag, Valerie Farrugia
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Patent number: 11112709Abstract: A toner comprising a toner particle containing a binder resin, the storage elastic modulus Gt? (150) of the toner at 150° C. is at least 1.0×104 Pa, the binder resin contains a polymer A having a first monomer unit derived from a first polymerizable monomer and a second monomer unit derived from a second polymerizable monomer different from the first polymerizable monomer, the first polymerizable monomer is selected from specific (meth)acrylic acid esters, the contents of the first monomer unit and second monomer unit in the polymer A are within specific ranges, and the SP values of the first monomer unit and second monomer unit are within specific ranges.Type: GrantFiled: June 12, 2019Date of Patent: September 7, 2021Assignee: CANON KABUSHIKI KAISHAInventors: Tatsuya Saeki, Shuntaro Watanabe, Hiroki Akiyama, Hiroki Kagawa, Takashi Matsui
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Patent number: 11112733Abstract: An image forming apparatus includes: a developing section that forms a toner image by developing an electrostatic latent image using toner. The toner satisfies the following relations: (ln?(T1)?ln?(T2))/(T1?T2)??0.14; (ln?(T2)?ln?(T3))/(T2?T3)??0.15; and (ln?(T1)?ln?(T2))/(T1?T2)<(ln?(T2)?ln?(T3))/(T2?T3), where ?(T1) represents a viscosity of the toner at 60° C., ?(T2) represents a viscosity of the toner at 90° C., and ?(T3) represents a viscosity of the toner at 130° C.).Type: GrantFiled: August 8, 2019Date of Patent: September 7, 2021Assignee: FUJIFILM Business Innovation Corp.Inventors: Jun Sekiya, Masataka Kuribayashi, Makoto Kamisaki, Shota Oshima
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Patent number: 11086242Abstract: The toner has a toner particle that contains a binder resin, wherein the binder resin contains a styrene-acrylic resin that has a structure derived from a crosslinking agent, the binder resin includes tetrahydrofuran-insoluble matter in an amount of from 5 mass % to 60 mass % of the binder resin, and the crosslinking agent contains a polymeric compound provided by an addition reaction at least between a particular multifunctional (meth)acrylate compound and a particular polyvalent mercapto compound.Type: GrantFiled: October 24, 2019Date of Patent: August 10, 2021Assignee: CANON KABUSHIKI KAISHAInventors: Naoya Isono, Keiichiro Tsubaki, Yasuaki Murai
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Patent number: 11003103Abstract: A toner including: a toner particle that includes a binder resin and a crystalline material, wherein the binder resin includes a vinyl resin having an ether structure, and where intensities of secondary ion mass/secondary ion charge number (m/z) of 59, 44, and 135 are denoted by A (ppm), B (ppm), and C (ppm), respectively, in a measurement of the toner by time-of-flight secondary ion mass spectrometry, the intensities at 100 nm from the surface of the toner satisfy the relationships of the following formulas (1) and (2): C/(A+B)?1.00??(1) (A+B)?2000??(2).Type: GrantFiled: December 3, 2019Date of Patent: May 11, 2021Assignee: CANON KABUSHIKI KAISHAInventors: Tetsuya Kinumatsu, Kosuke Fukudome, Takaaki Furui, Koji Nishikawa
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Patent number: 10966909Abstract: A composition of matter includes one or more functionalized vinylbenzyl components of the formula covalently connected to one or more R functional components; the one or more R functional groups selected from a group including one or more hydroxyl methyl (—CHOH—) moieties and/or derivatives thereof, one or more ethoxy (—CH2—CH2—O—) moieties and/or derivatives thereof, end one or more benzene (C6H6) and/or derivatives thereof; and ether links that connect the functionalized vinylbenzyl components and the R functional components.Type: GrantFiled: June 8, 2020Date of Patent: April 6, 2021Assignee: ADA FoundationInventors: Jirun Sun, Rafael Lee Bowen
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Patent number: 10884350Abstract: A toner is provided. The toner comprises a binder resin, a colorant, and a release agent. The binder resin comprises a polyester resin comprising a crystalline polyester resin. The crystalline polyester resin forms domains having a number average long diameter of from 0 to 50 nm in a cross-section of the toner. The toner satisfies the following relation: G?(50)/G?(90)?6.0×102 where G?(50) and G?(90) represent storage elastic modulus of the toner at 50 degrees C. and 90 degrees C., respectively.Type: GrantFiled: June 26, 2019Date of Patent: January 5, 2021Assignee: Ricoh Company, Ltd.Inventors: Toma Takebayashi, Taichi Nemoto
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Patent number: 10877390Abstract: Toner, including: a toner particle that contains a binder resin and a wax, wherein the binder resin includes an amorphous resin A, and, in dynamic viscoelasticity measurement of the toner, when the temperature at which the loss elastic modulus G? measured at a frequency of 1 Hz becomes 1.00×106 Pa is set as T(1 Hz), when the temperature at which the loss elastic modulus G? measured at a frequency of 20 Hz becomes 1.00×106 Pa is set as T(20 Hz), and when the maximum value of the ratio (tan ?) of the loss elastic modulus G? with respect to the storage elastic modulus G?, measured at a frequency of 20 Hz, in a range of from 60° C. to 90° C. is set as tan ?(P), the toner satisfies T(20 Hz)?T(1 Hz)?7.0° C., 0.80?tan ?(P)?1.90, 60° C.?T(1 Hz)?80° C., and 60° C.?T(20 Hz)?80° C.Type: GrantFiled: July 30, 2019Date of Patent: December 29, 2020Assignee: CANON KABUSHIKI KAISHAInventors: Tsutomu Shimano, Reo Tagawa, Taku Shimoda, Yoshihiro Nakagawa
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Patent number: 10877389Abstract: The toner has a toner particle in which a toner core containing a binder resin is coated with a shell layer, wherein the binder resin contains a polymer A that has a first monomer unit and a second monomer unit; the first unit is derived from (meth)acrylate ester having an alkyl group having 18 to 36 carbon atoms; the content of the first monomer unit in the polymer is 5.0 to 60.0 mol %; the content of the second monomer unit is 20.0 to 95.0 mol %; the following formula (1) is satisfied when the SP value of the first unit is denoted by SP11 and the SP value of the second unit is denoted by SP21; and the toner core is coated with a highly uniform shell over at least 90% of the circumference of the toner cross section; 3.00?(SP21?SP11)?25.00??(1).Type: GrantFiled: June 12, 2019Date of Patent: December 29, 2020Assignee: CANON KABUSHIKI KAISHAInventors: Kenta Kamikura, Takashi Matsui, Kenji Aoki, Masao Suzuki, Tsutomu Shimano, Reo Tagawa
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Patent number: 10732530Abstract: Provided is a toner has a toner particle containing a binder resin and is characterized in that the binder resin contains a polymer A, which is a polymer of a composition containing a first polymerizable monomer, a second polymerizable monomer and a crosslinking agent, the first polymerizable monomer is at least one monomer selected from the group consisting of (meth)acrylic acid esters having an alkyl group with 18 to 36 carbon atoms, the crosslinking agent has two or more polymerizable double bonds, a content of the first polymerizable monomer in the composition is 5.0 to 60.0 mol %, a content of the second polymerizable monomer is 20.0 to 95.0 mol %, and when the SP values of the first polymerizable monomer, the second polymerizable monomer and the crosslinking agent are denoted by SP12, SP22 and SPC2, respectively, the formulae 0.60?(SP22?SP12)?15.00 and SP12<SPC2<(SP22+3.00) are satisfied.Type: GrantFiled: June 12, 2019Date of Patent: August 4, 2020Assignee: CANON KABUSHIKI KAISHAInventors: Takashi Matsui, Kenta Kamikura, Kenji Aoki, Masao Suzuki, Tsutomu Shimano, Reo Tagawa
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Patent number: 10675224Abstract: A composition of matter includes one or more functionalized vinylbenzyl components of the formula wherein n is an integer equal to or greater than 1 covalently connected to one or more R functional components; the one or more R functional groups selected from a group including one or more hydroxyl methyl (—CHOH—) moieties and/or derivatives thereof, one or more ethoxy (—CH2—CH2—O—) moieties and/or derivatives thereof, and one or more benzene derivatives; and ether links that connect the functionalized vinylbenzyl components and the R functional components.Type: GrantFiled: March 18, 2019Date of Patent: June 9, 2020Assignee: ADA FOUNDATIONInventors: Jirun Sun, Rafael Lee Bowen
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Patent number: 10675251Abstract: Particles comprising a branched polymer and either a block copolymer or a linear dendritic hybrid represent a category of useful materials. They may be used in for example drug delivery applications. They may be prepared by a method comprising the steps of: dissolving the branched polymer and block copolymer or linear dendritic hybrid, and optionally other component(s), in a solvent to form a solution; adding said solution to a different liquid; and removing said solvent to form a dispersion of co-precipitated particles.Type: GrantFiled: July 17, 2015Date of Patent: June 9, 2020Assignee: THE UNIVERSITY OF LIVERPOOLInventors: Steve Rannard, Jane Ford, Hannah Rogers, Pierre Chambon, Marco Giardiello, Andrew Owen, Neil Kitteringham
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Patent number: 10656545Abstract: A toner has a toner particle including a binder resin, the binder resin includes a polymer A, the polymer A contains a first monomer unit derived from a first polymerizable monomer and a second monomer unit derived from a second polymerizable monomer, the first polymerizable monomer is selected from (meth)acrylic acid esters having an alkyl group having 18 to 36 carbon atoms, the content of the first monomer unit in the polymer A is 5.0 mol % to 60.0 mol %, the content of the second monomer unit in the polymer A is 20.0 mol % to 95.0 mol %, the SP value of the first monomer unit and the SP value of the second monomer unit satisfy a predetermined relationship, the polymer A includes a predetermined polyvalent metal, and the content of the polyvalent metal is 25 ppm to 500 ppm.Type: GrantFiled: June 12, 2019Date of Patent: May 19, 2020Assignee: CANON KABUSHIKI KAISHAInventors: Kentaro Kamae, Kazuhisa Shirayama, Takeshi Hashimoto, Hayato Ida, Takashi Matsui
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Patent number: 10606181Abstract: The toner composition of the present invention and method to make the same includes toner particles mixed with a specific set of extra particulate additives including large colloidal silica sized 90 nm to 120 nm and having a conductivity of less than 20 ?s/cm in combination with medium size silica particles sized 30 nm to 60 nm. Optionally, additional extra particular additives such as silica sized 2 nm to 20 nm, alumina, titania or mixtures thereof can be used. The finished toner having these specific additives exhibited superior printing performance.Type: GrantFiled: December 27, 2013Date of Patent: March 31, 2020Assignee: Lexmark International, Inc.Inventors: Kasturi Rangan Srinivasan, Rick Owen Jones, Courtney Harrison Soale, Devon Jean Vaccaro Strain, Ligia Aura Bejat
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Patent number: 10519262Abstract: The present invention provides a method of preparing an aromatic vinyl-unsaturated nitrile-based copolymer in which, when an aromatic vinyl-unsaturated nitrile-based copolymer in which a content of a structural unit derived from unsaturated nitrile monomers in the copolymer is in the range of 22 to 30 wt % is prepared, oligomer content and unreacted monomer content are decreased, resulting in excellent heat resistance, significantly improved surface quality, and particularly, reduced generation of residue on a product surface when used in a closed high temperature environment and reduced occurrence of mold deposits during injection molding, and an aromatic vinyl-unsaturated nitrile-based copolymer prepared using the method.Type: GrantFiled: January 31, 2017Date of Patent: December 31, 2019Assignee: LG CHEM, LTD.Inventors: Dae Woo Lee, Chang Hun Han, Jae Bum Seo, Jung Tae Park, Gyu Sun Kim
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Patent number: 10495994Abstract: A liquid developer containing toner particles containing a resin and a pigment, wherein the toner particles are dispersed in an insulating liquid, wherein the resin contains a resin H having a softening point of 100° C. or higher and a resin L having a softening point of 93° C. or lower, wherein the resin H is a composite resin HC of a polyester resin and a styrenic resin, and the resin L is a polyester resin LP or a composite resin LC of a polyester resin and a styrenic resin, wherein the composite resin HC and the composite resin LC are each a resin in which a polyester resin and a styrenic resin are chemically bonded via a dually reactive monomer, and a method for producing the same. The liquid developer of the present invention is suitably used in development or the like of latent images formed in, for example, electrophotography, electrostatic recording method, electrostatic printing method or the like.Type: GrantFiled: May 12, 2016Date of Patent: December 3, 2019Assignee: Kao CorporationInventors: Tatsuya Yamada, Nobumichi Kamiyoshi
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Patent number: 10376174Abstract: In order to provide an electrode equipped with an insulating wall having excellent patterning properties as well as excellent biocompatibility, there is provided an electrode including, on a substrate, an electrode element; and an insulating wall formed around the electrode element, constituted of a polysiloxane compound (component A) having, per molecule, two or more functional groups selected from the group consisting of a (meth)acryloyl group, a styrenic vinyl group, a vinyl ester group, a maleic acid ester group and a maleimide group, and formed from a polymer obtained by reaction of the functional groups.Type: GrantFiled: February 5, 2015Date of Patent: August 13, 2019Assignees: TORAY INDUSTRIES, INC.Inventors: Takao Someya, Tsuyoshi Sekitani, Kazunori Kuribara, Ryuta Tamiya, Masataka Nakamura
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Patent number: 10289015Abstract: An electrostatic latent image developing toner includes a plurality of toner particles containing a binder resin. The toner particles have a cross-linking structure originating from a high-molecular cross-linking agent. A storage elastic modulus of the toner at a temperature of 80° C. is at least 1.0×103 Pa and no greater than 5.0×104 Pa. A storage elastic modulus of the toner at a temperature of 120° C. is at least 1.0×103 Pa and no greater than 1.0×104 Pa. A cross-linking density Nx represented by formula (1) is at least 2.9×10?7 mol/cm3 and no greater than 2.5×10?6 mol/cm3. A loss tangent tan ?x represented by formula (2) is at least 0.05 and no greater than 0.50.Type: GrantFiled: July 10, 2017Date of Patent: May 14, 2019Assignee: KYCOCERA Document Solutions Inc.Inventor: Haruhiro Nishitera
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Patent number: 10168631Abstract: An object of the present invention is to provide an electrostatic image developing toner containing toner mother particles, wherein the toner mother particle is formed by being provided with a plurality of convex portions on a toner mother particle precursor; the toner mother particle precursor contains a vinyl resin, a crystalline resin, and a mold release agent; the convex portion is formed with a hybrid amorphous polyester resin which is formed with a vinyl type polymerization segment and a polyester type polymerization segment both bonded together; and the hybrid amorphous polyester resin contains constituting units of a bisphenol A-propylene oxide adduct and a bisphenol A-ethylene oxide adduct.Type: GrantFiled: October 18, 2017Date of Patent: January 1, 2019Assignee: KONICA MINOLTA, INC.Inventors: Hidehito Haruki, Kouji Sugama, Noboru Ueda
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Patent number: 10095140Abstract: The present disclosure describes poly(styrene/acrylate)-polyester hybrid particles, wherein poly(styrene/acrylate) polymers are polymerized and entangled within a polyester seed particle in an interpenetrating polymer network.Type: GrantFiled: November 10, 2015Date of Patent: October 9, 2018Assignee: Xerox CorporationInventors: Yanjia Zuo, Shigeng Li, Robert D Bayley, Peter V Nguyen, Linda S Schriever, Gregory K Thompson, Chieh-Min Cheng
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Patent number: 10078281Abstract: A toner having a toner particle containing a resin component, wherein the resin component contains an olefin copolymer having ester group and the like, which has a unit (1), and a unit Y2 that is at least one selected from (2) and (3), the content of the copolymer in the resin component is at least 50 mass % with respect to the total mass of the resin component, and the content of the monomer unit Y2 is 3 to 35 mass % with respect to the total mass of the copolymer; in formulas (1) to (3), R1, R2 and R4 each independently represent H or CH3, and R3 and R5 each independently represent CH3 or C2H5.Type: GrantFiled: September 1, 2017Date of Patent: September 18, 2018Assignee: CANON KABUSHIKI KAISHAInventors: Hayato Ida, Junichi Tamura, Ryuji Murayama, Takaho Shibata, Daisuke Yamashita, Takashi Hirasa
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Patent number: 10067435Abstract: An electrostatic charge image developing toner includes a particulate toner matrix containing a binder resin and an external additive. The binder resin includes an amorphous polyester resin, a crystalline resin, and an amorphous vinyl resin. A storage modulus G?0(t) measured before the toner is left and storage moduli G?Tm-10(t) and G?Tm-20(t) measured after the toner is left for three hours at temperatures (Tm-10)° C. and (Tm-20)° C., respectively, based on a melting point (Tm° C.) derived from the crystalline resin satisfy the relations represented by G?0(t)<G?Tm-10(t), G?0(t)<G?Tm-20(t), and G?Tm-10(x)/G?Tm-20(x)?1.5 in a temperature range A for measurement where the storage modulus G?0(t) is 1.0×106 Pa or more. The value t represents any temperature (° C.) for measurement in the temperature range A for measurement; and the value x represents the temperature (° C.) for measurement having a maximum difference between the storage moduli G?Tm-10(t) and G?Tm-20(t).Type: GrantFiled: October 18, 2017Date of Patent: September 4, 2018Assignee: KONICA MINOLTA, INC.Inventors: Takaki Kawamura, Shiro Hirano, Yusuke Takigaura
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Patent number: 10061218Abstract: A toner configured to produce less odor in printing and to have excellent charge stability. Disclosed is a toner comprising polymer particles obtained by polymerizing a polymerizable monomer and an external additive attached to a surface of the polymer particles, wherein a volatilization amount a of an alkylthiol with a molecular weight of 110 or more and less than 150 with respect to the toner, which is quantitated at a volatilization temperature of 160° C. in purge & trap/gas chromatography measurement A, is 1 mass ppm or less, and a volatilization amount b of the alkylthiol with respect to the toner, which is quantitated at a volatilization temperature of 220° C. in purge & trap/gas chromatography measurement B, is 30 mass ppm or more and 1,000 mass ppm or less.Type: GrantFiled: February 9, 2016Date of Patent: August 28, 2018Assignee: ZEON CORPORATIONInventors: Takeshi Hirata, Hiroyuki Taguchi
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Patent number: 10031433Abstract: An electrostatic charge image developing toner includes a toner matrix particle having a core-shell structure. The toner matrix particle contains: a core particle including an amorphous resin, a colorant, a release agent, and a crystalline resin; and a shell layer coating a surface of the core particle at a coverage of 60 to 99%. The shell layer includes an amorphous resin. The amorphous resin contained in the core particle differs from the amorphous resin contained in the shell layer. The toner matrix particle has one to seven discrete shell domains determined by observation of a cross section of the toner matrix particle with an electron microscope.Type: GrantFiled: February 23, 2017Date of Patent: July 24, 2018Assignee: KONICA MINOLTA, INC.Inventors: Atsushi Iioka, Takanari Kayamori, Naoya Tonegawa, Masaharu Matsubara, Kouji Sekiguchi
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Patent number: 10025211Abstract: An electrostatic latent image developing toner includes toner particles each including a toner core and a shell layer disposed over a surface of the toner core. The shell layer includes a plurality of first domains (R1) and a second domain (R2) that is present at least among the first domains (R1). The first domains (R1) are each substantially formed from a first thermoplastic resin. The second domain (R2) is substantially formed from a second thermoplastic resin. The second thermoplastic resin is more hydrophobic than the first thermoplastic resin. The first thermoplastic resin includes at least one specific repeating unit having at least one group selected from the group consisting of a hydroxyl group, an amino group, and an amide group. A proportion of the at least one repeating unit among all repeating units included in the first thermoplastic resin is at least 0.5 mol % and no greater than 50 mol %.Type: GrantFiled: September 28, 2016Date of Patent: July 17, 2018Assignee: KYOCERA Document Solutions Inc.Inventor: Jun Hioki
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Patent number: 10018937Abstract: A support material for printing a support structure with an electrophotography-based additive manufacturing system, the support material including a composition having a charge control agent and a thermoplastic copolymer having aromatic groups, (meth)acrylate-based ester groups, carboxylic acid groups, and anhydride groups, with a high anhydride conversion. The composition is provided in a powder form having a controlled particle size, and the support material is configured for use in the electrophotography-based additive manufacturing system having a layer transfusion assembly for printing the support structure in a layer-by-layer manner, and is at least partially soluble in an aqueous solution.Type: GrantFiled: January 4, 2017Date of Patent: July 10, 2018Assignee: Evolve Additive Solutions, Inc.Inventor: Trevor I. Martin
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Patent number: 10012918Abstract: A toner having a toner particle that is produced through a step of melt-kneading a resin composition containing a binder resin, a colorant, a hydrocarbon wax, and a wax dispersing agent, cooling the obtained kneaded material, pulverizing the obtained cooled material, and heat treating the resulting resin particles, wherein the wax dispersing agent is a polymer provided by graft polymerizing a styrene-acrylic polymer onto a polypropylene, the styrene-acrylic polymer is a polymer having a monomer unit derived from a cycloalkyl (meth)acrylate, and specific relationships are satisfied where Mp(p) is the melting point (° C.) of the polypropylene and Mp(w) is the melting point (° C.) of the hydrocarbon wax.Type: GrantFiled: February 14, 2017Date of Patent: July 3, 2018Assignee: CANON KABUSHIKI KAISHAInventors: Koh Ishigami, Takeshi Ohtsu, Kentaro Kamae, Ryuichiro Matsuo, Yosuke Iwasaki, Wakiko Katsumata, Kenta Mitsuiki, Masaharu Miura, Yuichi Mizo
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Patent number: 9983495Abstract: An electrostatic image developing toner including a toner particle, wherein the toner particle contains a vinyl resin which is a polymer of a vinyl monomer having an acid group, a polyester resin, at least one of aluminum (Al) and magnesium (Mg), and tin (Sn), and when net intensities of Al, Mg and Sn in the toner particle measured by fluorescent X-ray analysis are respectively expressed as IAl, IMg and ISn, a ratio (IAl+IMg)/ISn is within a range of 0.5 to 2.5.Type: GrantFiled: September 28, 2016Date of Patent: May 29, 2018Assignee: KONICA MINOLTA, INC.Inventors: Junya Ueda, Kenshi Miyajima, Takaki Kawamura
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Patent number: 9969834Abstract: A wax dispersant for a toner including a polymer obtained by graft polymerization of a styrene-acrylic resin onto a hydrocarbon compound, wherein the styrene-acrylic resin has a structural segment derived from a saturated alicyclic compound, and a toner including a toner particle that contains a binder resin, a wax, and a polymer obtained by graft polymerization of a styrene-acrylic resin onto a hydrocarbon compound, wherein the styrene-acrylic resin has a structural segment derived from a saturated alicyclic compound.Type: GrantFiled: August 23, 2016Date of Patent: May 15, 2018Assignee: CANON KABUSHIKI KAISHAInventors: Takeshi Ohtsu, Kentaro Kamae, Ryuichiro Matsuo, Yosuke Iwasaki, Wakiko Katsumata, Masaharu Miura, Koh Ishigami, Yuichi Mizo, Kenta Mitsuiki
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Patent number: 9958801Abstract: Provided is a toner including a toner particle containing a graft polymer, in which: the graft polymer has a crystalline polyester segment and an amorphous vinyl polymer segment; the crystalline polyester segment has a unit derived from a specific monomer (a) and a unit derived from a specific monomer (b); a content X (mol %) of the unit derived from the monomer (b) calculated from a specific formula is 1.0 mol % or more and 24 mol % or less; and a melting point of the graft polymer is 50° C. or more and 85° C. or less.Type: GrantFiled: May 11, 2016Date of Patent: May 1, 2018Assignee: CANON KABUSHIKI KAISHAInventors: Masatake Tanaka, Yoshihiro Nakagawa, Naoya Isono, Harumi Takada, Reo Tagawa
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Patent number: 9951233Abstract: A composition may include a binder; a coalescing agent with the general formula of wherein Z is C1-C10, wherein X is —H and Y is ?O or X is ?O and Y is —H or —CH3, and wherein R1 and R2 are independently selectable and comprise a C1-C12 or derivative thereof; and a solvent. The composition may be used in products like a paint, a coating, an adhesive, an ink, a toner, a sealant, a stain, a glaze, a carpet backing, and a primer.Type: GrantFiled: March 26, 2012Date of Patent: April 24, 2018Assignee: Myriant CorporationInventors: Brian Turk, Michael Mang
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Patent number: 9933719Abstract: A toner for developing an electrostatic image includes a toner particle. The toner particle includes a binder resin and a black colorant. The binder resin includes a crystalline resin component. A toner layer formed through a deposition of the toner on a glass sheet in an amount of 6.5 g/m2 exhibits a light transmittance of 1 to 3% at a wavelength of 690 nm after applying heat at a temperature of 185° C. for five seconds to the toner layer from a position 100 ?m away from a surface of the toner layer.Type: GrantFiled: September 16, 2016Date of Patent: April 3, 2018Assignee: KONICA MINOLTA, INC.Inventors: Junichi Furukawa, Tatsuya Fujisaki, Naoki Yoshie
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Patent number: 9915885Abstract: The present invention provides a toner that excels in low-temperature fixability and also maintains charging performance, storability, and anti-hot offset property even in long-term image output. The toner comprising a toner particle containing an amorphous polyester resin, a crystalline polyester resin, wax, and a colorant, wherein a weight-average molecular weight (Mw) of the crystalline polyester resin is 5000 to 14,000, and the crystalline polyester resin includes 0.5 mass % to 15.0 mass % of a segment derived from one or more aliphatic compounds selected from the group consisting of aliphatic monocarboxylic acids with a carbon number of 8 to 20 and aliphatic monohydric alcohols with a carbon number of 8 to 20.Type: GrantFiled: May 2, 2016Date of Patent: March 13, 2018Assignee: CANON KABUSHIKI KAISHAInventors: Wakiko Katsumata, Kentaro Kamae, Masaharu Miura, Takeshi Ohtsu, Koh Ishigami, Ryuichiro Matsuo, Yosuke Iwasaki, Yuichi Mizo
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Patent number: 9897933Abstract: Provided is a toner that is excellent in development durability and has excellent solid followability even when the amount of the toner in a toner cartridge is small. The toner includes toner particles each having a surface layer containing an organosilicon polymer, in which: the organosilicon polymer includes a siloxane-based polymer having partial structures represented by the following formulae (1) and (2); and in a chart obtained by 29Si-NMR measurement of a tetrahydrofuran-insoluble matter of the toner particles, an area RT3 of a peak assigned to the partial structure represented by the following formula (1) and an area RfT3 of a peak assigned to the partial structure represented by the following formula (2) satisfy the following formula (3). 0.300>(RfT3/RT3)?0.Type: GrantFiled: January 25, 2017Date of Patent: February 20, 2018Assignee: CANON KABUSHIKI KAISHAInventors: Sara Yoshida, Katsuyuki Nonaka, Koji Abe, Toshihiko Katakura, Akane Masumoto, Maho Tanaka
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Patent number: 9857708Abstract: Environmentally friendly toner particles are provided which may include a bio-based amorphous polyester resin including camphoric acid, optionally in combination with a crystalline resin. Methods for providing these toners are also provided.Type: GrantFiled: April 26, 2011Date of Patent: January 2, 2018Assignee: Xerox CorporationInventors: Jordan H. Wosnick, Valerie M. Farrugia, Guerino G. Sacripante
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Patent number: 9851649Abstract: A toner includes a binder resin including a copolymer resin containing structural units derived from crystalline and non-crystalline resins, respectively. Spin-spin relaxation time (t50) of the toner at 50° C. measured by pulse NMR is ?0.05 msec., spin-spin relaxation time (t130) at 130° C. when warmed from 50° C. to 130° C. is >15 msec., and spin-spin relaxation time (t?70) at 70° C. when cooled from 130° C. to 70° C. is ?1.00 msec. A binarized image obtained by binarizing a phase image of the toner observed by a tapping mode AFM based on intermediate value between maximum and minimum phase difference values in the phase image includes first phase difference images constituted by large phase-difference portions and a second phase difference image constituted by a small phase-difference portion. The first phase difference images are dispersed in the second phase difference image. The dispersion diameter of the first phase difference images is 150 nm or less.Type: GrantFiled: November 27, 2013Date of Patent: December 26, 2017Assignee: Ricoh Company, Ltd.Inventors: Keiji Makabe, Tsuyoshi Sugimoto, Akinori Saito, Suzuka Amemori, Toyoshi Sawada, Hiroshi Yamashita, Shinya Nakayama, Atsushi Yamamoto, Daisuke Asahina, Satoyuki Sekiguchi
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Patent number: 9798257Abstract: A method for removing volatile organic compounds (VOC's) from toner slurries is described, including the isolated toner particles generated by that method.Type: GrantFiled: December 3, 2015Date of Patent: October 24, 2017Assignee: Xerox CorporationInventors: Matthew W Croteau, Mark A Jackson, Roger B B Keeble, Harold R Judd, Munir Salman, Vincenzo G Marcello, Chieh-Min Cheng, Steven M Malachowski, Grazyna Kmiecik-Lawrynowicz, Linda S Schriever
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Patent number: 9766563Abstract: The toner according to the present invention is used for electrostatic latent image development, and has toner particles containing a binder resin, a colorant and a release agent. The binder resin is composed of a non-crystalline resin and a crystalline resin. The toner satisfies the relationship represented by specific expressions specified by the endothermic property of the crystalline resin, the endothermic property of the toner and the content ratio of the binder resin in the toner particles.Type: GrantFiled: July 10, 2015Date of Patent: September 19, 2017Assignee: KONICA MINOLTA, INC.Inventors: Mikio Kouyama, Hiroyuki Fukuda, Shiro Hirano, Asao Matsushima
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Patent number: 9740123Abstract: A toner for developing electrostatic latent images contains a particulate toner which at least includes a colorant, a binder resin, a mold release agent, and a crystalline polyester resin. The binder resin contains a styrene-acrylic resin. The toner has a storage modulus G?, a difference (X) between the maximum value and the minimum value of the storage modulus G?, and a difference (Y) between the maximum value and the minimum value of a loss modulus G? within the range of 140 to 180° C. satisfying relationships expressed by Conditional expressions (1) 1.0×102?G??1.0×103, (2) 0?X?3.0×102, and (3) 0?Y?6.0×102.Type: GrantFiled: March 4, 2016Date of Patent: August 22, 2017Assignee: KONICA MINOLTA, INC.Inventors: Junichi Furukawa, Shiro Hirano, Junya Onishi, Tatsuya Fujisaki, Hidehito Haruki
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Patent number: 9720340Abstract: Provided is a toner that has satisfactory chargeability and hardly causes a reduction in image density, fogging, and density unevenness in various environments ranging from a low-temperature and low-humidity environment to a high-temperature and high-humidity environment. The toner includes toner particles obtained by fixing resin particles to toner base particles each containing resins, in which: the resins contain 50.0 mass % or more of a styrene-acrylic resin and 1.0 to 40.0 mass % of a polyester resin A; the polyester resin A contains 0.10 to 30.00 number % of an isosorbide unit; the fixing amount of the resin particles to the toner base particles is from 0.1 to 5.0 parts by mass with respect to 100 parts by mass of the toner base particles; and the glass transition temperature of the resin particles is higher than the glass transition temperature of the toner base particles.Type: GrantFiled: May 8, 2015Date of Patent: August 1, 2017Assignee: CANON KABUSHIKI KAISHAInventors: Tsuneyoshi Tominaga, Yasushi Katsuta, Katsuyuki Nonaka, Taiji Katsura, Akane Masumoto, Harumi Takada, Kohei Mizushima
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Patent number: 9715186Abstract: Provided is an electrostatic image developing toner having toner mother particles containing a binder resin and a releasing agent, wherein the binder resin contains an amorphous vinyl resin and a crystalline polyester resin; the releasing agent contains a first releasing agent component containing an ester wax and a second releasing agent component containing a microcrystalline wax; a content of the first releasing agent component in the releasing agent is in the range of 40 to 98 mass %; a content of the second releasing agent component in the releasing agent is in the range of 2 to 60 mass %; and a content of the crystalline polyester resin in the binder resin is in the range of 5 to 20 mass %.Type: GrantFiled: April 6, 2016Date of Patent: July 25, 2017Assignee: KONICA MINOLTA, INC.Inventors: Kouji Sugama, Yohei Ohno, Keisuke Asano, Noboru Ueda