Vinyl Addition Binder (e.g., Methacrylate, Styrene Or Vinyl Chloride Addition Products, Etc.) Patents (Class 430/109.3)
  • Patent number: 11891544
    Abstract: 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: Grant
    Filed: August 26, 2020
    Date of Patent: February 6, 2024
    Assignee: FUJIFILM Business Innovation Corp.
    Inventors: Yoshifumi Iida, Sachiko Nishioka, Takashi Hasegawa, Hajime Sugahara, Satomi Kashiwagi, Yuka Zenitani, Satoshi Inoue
  • Patent number: 11795316
    Abstract: 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: Grant
    Filed: January 29, 2021
    Date of Patent: October 24, 2023
    Assignee: FUJIFILM Business Innovation Corp.
    Inventors: Satomi Kashiwagi, Satoshi Inoue, Sumiaki Yamasaki, Yoshifumi Iida, Takako Kobayashi, Takashi Hasegawa
  • Patent number: 11643560
    Abstract: 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: Grant
    Filed: November 12, 2020
    Date of Patent: May 9, 2023
    Assignee: Ricoh Company, Ltd.
    Inventor: Ken Hasegawa
  • Patent number: 11635711
    Abstract: 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: Grant
    Filed: March 19, 2021
    Date of Patent: April 25, 2023
    Assignee: Ricoh Company, Ltd.
    Inventors: Minoru Masuda, Kazumi Suzuki, Toyoshi Sawada, Akira Azami
  • Patent number: 11181844
    Abstract: 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: Grant
    Filed: May 21, 2020
    Date of Patent: November 23, 2021
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Tomoya Nagaoka, Daisuke Yoshiba, Kazuyuki Sato, Yuta Komiya, Tomohisa Sano, Takashi Matsui
  • Patent number: 11169460
    Abstract: 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: Grant
    Filed: December 27, 2019
    Date of Patent: November 9, 2021
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Shohei Kototani, Kentaro Yamawaki, Tsuneyoshi Tominaga, Masatake Tanaka, Taiji Katsura, Masamichi Sato
  • Patent number: 11156932
    Abstract: 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: Grant
    Filed: November 6, 2018
    Date of Patent: October 26, 2021
    Assignee: SANYO CHEMICAL INDUSTRIES, LTD.
    Inventors: Masaru Honda, Tomohisa Kato, Yasuhiro Ono
  • Patent number: 11130880
    Abstract: 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: Grant
    Filed: March 7, 2018
    Date of Patent: September 28, 2021
    Assignee: Xerox Corporation
    Inventors: Nan-Xing Hu, Guerino G. Sacripante, Edward G. Zwartz, Shivanthi E. Sriskandha, Carolyn P. Moorlag, Valerie Farrugia
  • Patent number: 11112733
    Abstract: 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: Grant
    Filed: August 8, 2019
    Date of Patent: September 7, 2021
    Assignee: FUJIFILM Business Innovation Corp.
    Inventors: Jun Sekiya, Masataka Kuribayashi, Makoto Kamisaki, Shota Oshima
  • Patent number: 11112709
    Abstract: 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: Grant
    Filed: June 12, 2019
    Date of Patent: September 7, 2021
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Tatsuya Saeki, Shuntaro Watanabe, Hiroki Akiyama, Hiroki Kagawa, Takashi Matsui
  • Patent number: 11086242
    Abstract: 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: Grant
    Filed: October 24, 2019
    Date of Patent: August 10, 2021
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Naoya Isono, Keiichiro Tsubaki, Yasuaki Murai
  • Patent number: 11003103
    Abstract: 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: Grant
    Filed: December 3, 2019
    Date of Patent: May 11, 2021
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Tetsuya Kinumatsu, Kosuke Fukudome, Takaaki Furui, Koji Nishikawa
  • Patent number: 10966909
    Abstract: 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: Grant
    Filed: June 8, 2020
    Date of Patent: April 6, 2021
    Assignee: ADA Foundation
    Inventors: Jirun Sun, Rafael Lee Bowen
  • Patent number: 10884350
    Abstract: 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: Grant
    Filed: June 26, 2019
    Date of Patent: January 5, 2021
    Assignee: Ricoh Company, Ltd.
    Inventors: Toma Takebayashi, Taichi Nemoto
  • Patent number: 10877390
    Abstract: 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: Grant
    Filed: July 30, 2019
    Date of Patent: December 29, 2020
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Tsutomu Shimano, Reo Tagawa, Taku Shimoda, Yoshihiro Nakagawa
  • Patent number: 10877389
    Abstract: 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: Grant
    Filed: June 12, 2019
    Date of Patent: December 29, 2020
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Kenta Kamikura, Takashi Matsui, Kenji Aoki, Masao Suzuki, Tsutomu Shimano, Reo Tagawa
  • Patent number: 10732530
    Abstract: 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: Grant
    Filed: June 12, 2019
    Date of Patent: August 4, 2020
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Takashi Matsui, Kenta Kamikura, Kenji Aoki, Masao Suzuki, Tsutomu Shimano, Reo Tagawa
  • Patent number: 10675224
    Abstract: 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: Grant
    Filed: March 18, 2019
    Date of Patent: June 9, 2020
    Assignee: ADA FOUNDATION
    Inventors: Jirun Sun, Rafael Lee Bowen
  • Patent number: 10675251
    Abstract: 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: Grant
    Filed: July 17, 2015
    Date of Patent: June 9, 2020
    Assignee: THE UNIVERSITY OF LIVERPOOL
    Inventors: Steve Rannard, Jane Ford, Hannah Rogers, Pierre Chambon, Marco Giardiello, Andrew Owen, Neil Kitteringham
  • Patent number: 10656545
    Abstract: 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: Grant
    Filed: June 12, 2019
    Date of Patent: May 19, 2020
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Kentaro Kamae, Kazuhisa Shirayama, Takeshi Hashimoto, Hayato Ida, Takashi Matsui
  • Patent number: 10606181
    Abstract: 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: Grant
    Filed: December 27, 2013
    Date of Patent: March 31, 2020
    Assignee: Lexmark International, Inc.
    Inventors: Kasturi Rangan Srinivasan, Rick Owen Jones, Courtney Harrison Soale, Devon Jean Vaccaro Strain, Ligia Aura Bejat
  • Patent number: 10519262
    Abstract: 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: Grant
    Filed: January 31, 2017
    Date of Patent: December 31, 2019
    Assignee: LG CHEM, LTD.
    Inventors: Dae Woo Lee, Chang Hun Han, Jae Bum Seo, Jung Tae Park, Gyu Sun Kim
  • Patent number: 10495994
    Abstract: 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: Grant
    Filed: May 12, 2016
    Date of Patent: December 3, 2019
    Assignee: Kao Corporation
    Inventors: Tatsuya Yamada, Nobumichi Kamiyoshi
  • Patent number: 10376174
    Abstract: 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: Grant
    Filed: February 5, 2015
    Date of Patent: August 13, 2019
    Assignees: TORAY INDUSTRIES, INC.
    Inventors: Takao Someya, Tsuyoshi Sekitani, Kazunori Kuribara, Ryuta Tamiya, Masataka Nakamura
  • Patent number: 10289015
    Abstract: 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: Grant
    Filed: July 10, 2017
    Date of Patent: May 14, 2019
    Assignee: KYCOCERA Document Solutions Inc.
    Inventor: Haruhiro Nishitera
  • Patent number: 10168631
    Abstract: 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: Grant
    Filed: October 18, 2017
    Date of Patent: January 1, 2019
    Assignee: KONICA MINOLTA, INC.
    Inventors: Hidehito Haruki, Kouji Sugama, Noboru Ueda
  • Patent number: 10095140
    Abstract: 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: Grant
    Filed: November 10, 2015
    Date of Patent: October 9, 2018
    Assignee: Xerox Corporation
    Inventors: Yanjia Zuo, Shigeng Li, Robert D Bayley, Peter V Nguyen, Linda S Schriever, Gregory K Thompson, Chieh-Min Cheng
  • Patent number: 10078281
    Abstract: 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: Grant
    Filed: September 1, 2017
    Date of Patent: September 18, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Hayato Ida, Junichi Tamura, Ryuji Murayama, Takaho Shibata, Daisuke Yamashita, Takashi Hirasa
  • Patent number: 10067435
    Abstract: 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: Grant
    Filed: October 18, 2017
    Date of Patent: September 4, 2018
    Assignee: KONICA MINOLTA, INC.
    Inventors: Takaki Kawamura, Shiro Hirano, Yusuke Takigaura
  • Patent number: 10061218
    Abstract: 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: Grant
    Filed: February 9, 2016
    Date of Patent: August 28, 2018
    Assignee: ZEON CORPORATION
    Inventors: Takeshi Hirata, Hiroyuki Taguchi
  • Patent number: 10031433
    Abstract: 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: Grant
    Filed: February 23, 2017
    Date of Patent: July 24, 2018
    Assignee: KONICA MINOLTA, INC.
    Inventors: Atsushi Iioka, Takanari Kayamori, Naoya Tonegawa, Masaharu Matsubara, Kouji Sekiguchi
  • Patent number: 10025211
    Abstract: 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: Grant
    Filed: September 28, 2016
    Date of Patent: July 17, 2018
    Assignee: KYOCERA Document Solutions Inc.
    Inventor: Jun Hioki
  • Patent number: 10018937
    Abstract: 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: Grant
    Filed: January 4, 2017
    Date of Patent: July 10, 2018
    Assignee: Evolve Additive Solutions, Inc.
    Inventor: Trevor I. Martin
  • Patent number: 10012918
    Abstract: 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: Grant
    Filed: February 14, 2017
    Date of Patent: July 3, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Koh Ishigami, Takeshi Ohtsu, Kentaro Kamae, Ryuichiro Matsuo, Yosuke Iwasaki, Wakiko Katsumata, Kenta Mitsuiki, Masaharu Miura, Yuichi Mizo
  • Patent number: 9983495
    Abstract: 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: Grant
    Filed: September 28, 2016
    Date of Patent: May 29, 2018
    Assignee: KONICA MINOLTA, INC.
    Inventors: Junya Ueda, Kenshi Miyajima, Takaki Kawamura
  • Patent number: 9969834
    Abstract: 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: Grant
    Filed: August 23, 2016
    Date of Patent: May 15, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Takeshi Ohtsu, Kentaro Kamae, Ryuichiro Matsuo, Yosuke Iwasaki, Wakiko Katsumata, Masaharu Miura, Koh Ishigami, Yuichi Mizo, Kenta Mitsuiki
  • Patent number: 9958801
    Abstract: 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: Grant
    Filed: May 11, 2016
    Date of Patent: May 1, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Masatake Tanaka, Yoshihiro Nakagawa, Naoya Isono, Harumi Takada, Reo Tagawa
  • Patent number: 9951233
    Abstract: 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: Grant
    Filed: March 26, 2012
    Date of Patent: April 24, 2018
    Assignee: Myriant Corporation
    Inventors: Brian Turk, Michael Mang
  • Patent number: 9933719
    Abstract: 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: Grant
    Filed: September 16, 2016
    Date of Patent: April 3, 2018
    Assignee: KONICA MINOLTA, INC.
    Inventors: Junichi Furukawa, Tatsuya Fujisaki, Naoki Yoshie
  • Patent number: 9915885
    Abstract: 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: Grant
    Filed: May 2, 2016
    Date of Patent: March 13, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Wakiko Katsumata, Kentaro Kamae, Masaharu Miura, Takeshi Ohtsu, Koh Ishigami, Ryuichiro Matsuo, Yosuke Iwasaki, Yuichi Mizo
  • Patent number: 9897933
    Abstract: 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: Grant
    Filed: January 25, 2017
    Date of Patent: February 20, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Sara Yoshida, Katsuyuki Nonaka, Koji Abe, Toshihiko Katakura, Akane Masumoto, Maho Tanaka
  • Patent number: 9857708
    Abstract: 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: Grant
    Filed: April 26, 2011
    Date of Patent: January 2, 2018
    Assignee: Xerox Corporation
    Inventors: Jordan H. Wosnick, Valerie M. Farrugia, Guerino G. Sacripante
  • Patent number: 9851649
    Abstract: 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: Grant
    Filed: November 27, 2013
    Date of Patent: December 26, 2017
    Assignee: Ricoh Company, Ltd.
    Inventors: Keiji Makabe, Tsuyoshi Sugimoto, Akinori Saito, Suzuka Amemori, Toyoshi Sawada, Hiroshi Yamashita, Shinya Nakayama, Atsushi Yamamoto, Daisuke Asahina, Satoyuki Sekiguchi
  • Patent number: 9798257
    Abstract: A method for removing volatile organic compounds (VOC's) from toner slurries is described, including the isolated toner particles generated by that method.
    Type: Grant
    Filed: December 3, 2015
    Date of Patent: October 24, 2017
    Assignee: Xerox Corporation
    Inventors: 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
  • Patent number: 9766563
    Abstract: 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: Grant
    Filed: July 10, 2015
    Date of Patent: September 19, 2017
    Assignee: KONICA MINOLTA, INC.
    Inventors: Mikio Kouyama, Hiroyuki Fukuda, Shiro Hirano, Asao Matsushima
  • Patent number: 9740123
    Abstract: 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: Grant
    Filed: March 4, 2016
    Date of Patent: August 22, 2017
    Assignee: KONICA MINOLTA, INC.
    Inventors: Junichi Furukawa, Shiro Hirano, Junya Onishi, Tatsuya Fujisaki, Hidehito Haruki
  • Patent number: 9720340
    Abstract: 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: Grant
    Filed: May 8, 2015
    Date of Patent: August 1, 2017
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Tsuneyoshi Tominaga, Yasushi Katsuta, Katsuyuki Nonaka, Taiji Katsura, Akane Masumoto, Harumi Takada, Kohei Mizushima
  • Patent number: 9715186
    Abstract: 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: Grant
    Filed: April 6, 2016
    Date of Patent: July 25, 2017
    Assignee: KONICA MINOLTA, INC.
    Inventors: Kouji Sugama, Yohei Ohno, Keisuke Asano, Noboru Ueda
  • Patent number: 9678451
    Abstract: Provided is a toner that has a plurality of toner particles. Each toner particle can include a binder resin core and a shell disposed about the binder resin core. The binder resin core can include at least one binder resin. The shell can include a plurality of metal nanoparticles. The binder resin core can be prepared by forming an aggregate of the binder resin in which metallic nanoparticles are not present.
    Type: Grant
    Filed: September 17, 2013
    Date of Patent: June 13, 2017
    Assignee: XEROX CORPORATION
    Inventor: Valerie M. Farrugia
  • Patent number: 9632442
    Abstract: An electrostatic latent image developing toner includes toner particles that each include a toner core containing a binder resin and a shell layer disposed over a surface of the toner core. The binder resin includes a crystalline polyester resin and an amorphous polyester resin. The crystalline polyester resin has a melting point of at least 80° C. and no greater than 120° C. When the electrostatic latent image developing toner is measured using a differential scanning calorimeter, a glass transition point is observed in a first run but is not observed in a second run. The shell layer contains a resin including a thermosetting component and a thermoplastic component.
    Type: Grant
    Filed: November 16, 2015
    Date of Patent: April 25, 2017
    Assignee: KYOCERA Document Solutions Inc.
    Inventors: Masaki Okita, Yukinori Nakayama, Toshiki Takemori, Takamichi Mori, Hiroki Uemura