By Polymerization Patents (Class 430/137.15)
  • Patent number: 10386739
    Abstract: The present invention is to provide a toner production method configured to prevent scale formation, be resistant to pipe clogging, and realize stable and efficient toner production, even in the case of long-term continuous production. Disclosed is a toner production method comprising: a dispersing step for obtaining a colorant dispersion by, in a stirring tank, (a) dispersing or dissolving a colorant and a charge control agent in a polymerizable monomer, or (b) dispersing or dissolving a binder resin, a colorant and a charge control agent in an organic solvent, and a droplets forming step by suspending the colorant dispersion in an aqueous dispersion medium, wherein, in the dispersing step, the binder resin, colorant or charge control agent is added to the polymerizable monomer or organic solvent in the stirring tank, from a hopper, through a pipe heated by a heating device.
    Type: Grant
    Filed: April 4, 2018
    Date of Patent: August 20, 2019
    Assignee: ZEON CORPORATION
    Inventors: Ryo Tsumura, Junichi Takashima, Fuminari Oyama
  • Patent number: 9880478
    Abstract: Provided is a method of producing a toner including a toner particle, the method including: a granulation step of mixing a polymerizable monomer composition containing a polymerizable monomer and an aqueous medium to form a suspension of particles of the polymerizable monomer composition; and a polymerization step of polymerizing the polymerizable monomer in each of the particles of the polymerizable monomer composition in the presence of a metal phosphate containing aluminum as a metal element to provide the toner particle, the content ratio of aluminum in the metal phosphate containing aluminum being 1.0 mol % or more and 95.0 mol % or less with respect to all metal elements, the metal phosphate containing aluminum being obtained by adding an aluminum compound to the aqueous medium and/or the suspension.
    Type: Grant
    Filed: December 29, 2016
    Date of Patent: January 30, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Tsutomu Shimano, Kunihiko Nakamura, Kenta Kamikura, Yuichi Yajima, Kenji Ookubo, Dai Nozaki, Tohru Hiramatsu
  • Patent number: 9683064
    Abstract: A method of making a resin, includes forming an aqueous monomer droplet suspension, and colloidally stabilizing the suspension with a solid particulate material as the first stabilizer and poly(2-ethyl-2-oxazoline) as a second stabilizer. The method further includes heating the colloidally stabilized suspension to polymerize the monomer droplets, thereby forming the resin.
    Type: Grant
    Filed: September 30, 2015
    Date of Patent: June 20, 2017
    Assignee: EASTMAN KODAK COMPANY
    Inventors: Peter David Rollinson, Peter Steven Alexandrovich, John Leonard Muehlbauer
  • Patent number: 9557666
    Abstract: A toner prepared by a method comprising granulating while polymerizing a ring-opening polymerizable monomer with a catalyst under the presence of a surfactant and a colorant in a compressible fluid.
    Type: Grant
    Filed: July 10, 2014
    Date of Patent: January 31, 2017
    Assignee: Ricoh Company, Ltd.
    Inventors: Yoshitaka Yamauchi, Chiaki Tanaka, Taichi Nemoto
  • Patent number: 9454093
    Abstract: Disclosed is a method for producing a polymerized toner, wherein the method comprises: a suspension step of obtaining a suspension in which droplets of a first-stage polymerizable monomer composition containing at least a first-stage polymerizable monomer and a colorant are dispersed, by suspending the first-stage polymerizable monomer composition in an aqueous dispersion medium containing a dispersion stabilizer; a first-stage polymerization step of carrying out suspension polymerization by using the suspension, in the presence of a polymerization initiator; and a second-stage polymerization step of carrying out suspension polymerization by further adding a second-stage polymerizable monomer satisfying the following formula (1), when a polymerization conversion rate in the first-stage polymerization step becomes 20 to 80%: Tg1>Tg2.
    Type: Grant
    Filed: January 24, 2014
    Date of Patent: September 27, 2016
    Assignee: ZEON CORPORATION
    Inventors: Hisashi Kurokawa, Akihide Hagino, Hiroyuki Taguchi
  • Patent number: 9223236
    Abstract: The present disclosure provides processes for making inorganic or organic colorant dispersions using an acoustic mixer, where such dispersion may be used to make toner. Such processes apply low frequency, high intensity acoustic energy and a consistent shear field throughout an entire mixing vessel and provide uniform dispersion of colorants within minutes.
    Type: Grant
    Filed: March 1, 2013
    Date of Patent: December 29, 2015
    Assignee: Xerox Corporation
    Inventors: Shigang Qiu, Santiago Faucher, Kimberly D Nosella, David R Kurceba, Yulin Wang, Karina Lopez
  • Patent number: 9217941
    Abstract: According to one embodiment, a method of manufacturing an erasable toner includes washing toner particles including therein a coloring material that is erasable by heating and a binder resin to obtain a toner cake having the amount of water of 20% by weight to 60% by weight, and drying the toner cake at 40° C. or more and at a temperature which is lower than the complete color erasing temperature of the toner particles by 30° C. or more.
    Type: Grant
    Filed: January 10, 2014
    Date of Patent: December 22, 2015
    Assignee: Toshiba Tec Kabushiki Kaisha
    Inventors: Tsuyoshi Itou, Kazuhisa Takeda, Yasuhito Noda, Takayasu Aoki, Masahiro Ikuta, Takafumi Hara, Motonari Udo
  • Patent number: 9213248
    Abstract: A process includes forming an emulsion comprising a monomer and a colorant, the colorant further including an anionic functional group and a lipophilic counter ion, and polymerizing the monomer to form a latex, the latex includes polymer nanoparticles having the colorant dispersed therein.
    Type: Grant
    Filed: July 23, 2013
    Date of Patent: December 15, 2015
    Assignee: XEROX CORPORATION
    Inventors: Valerie M. Farrugia, Maria Birau
  • Patent number: 9188896
    Abstract: The present invention provides an electrostatic ink composition comprising a carrier liquid, a resin, a pigment and a conductive polymer. Method for producing the electrostatic ink composition and methods for printing the composition are also disclosed.
    Type: Grant
    Filed: September 30, 2011
    Date of Patent: November 17, 2015
    Assignee: Hewlett-Packard Indigo B.V.
    Inventors: Gil Bar-Haim, Anatoly Sobolevsky, Yaron Grinwald
  • Patent number: 9023575
    Abstract: A toner is provided that can maintain high transferability even in long-term image output, can maintain high chargeability even in a high temperature and high humidity environment, and rarely causes fogging due to charging failure. The toner contains toner particles produced by a suspension polymerization method or a dissolution suspension method. The volume-average particle diameter (Dv) of silica particles is 50 nm or more and 800 nm or less. The mass loss rate due to heating of the silica particles from 105° C. to 200° C. is 0.60% or less. The hydrophobicity of the silica particles is 5% or more and less than 40%.
    Type: Grant
    Filed: September 10, 2013
    Date of Patent: May 5, 2015
    Assignee: Canon Kabushiki Kaisha
    Inventors: Taiji Katsura, Naotaka Ikeda, Emi Watanabe, Yuhei Terui
  • Publication number: 20150118614
    Abstract: The present invention is to provide a toner which is able to prevent an odor generated from the toner upon fixing and which has excellent fixability. The present invention is also to provide a method for producing the toner. Disclosed is a method for producing a toner for developing electrostatic images, wherein a content of diethylbenzene in colored resin particles after a polymerization step and before a stripping step, is set to 100 to 400 ppm by the polymerization step; and wherein the diethylbenzene content in the colored resin particles after the stripping step is set to 30 to 250 ppm by the stripping step, and a content of the monovinyl monomer in the colored resin particles after the stripping step is set to 30 ppm or less by the stripping step.
    Type: Application
    Filed: February 7, 2013
    Publication date: April 30, 2015
    Applicant: ZEON CORPORATION
    Inventor: Hiromichi Jin
  • Publication number: 20150099224
    Abstract: The present invention is a toner that has toner particles that have a surface layer that contains an organosilicon polymer, wherein this organosilicon polymer has a specific substructure and the ratio [ST3], in a 29Si-NMR measurement of a tetrahydrofuran-insoluble matter of the toner particles, of the peak area for this substructure to the total peak area for the organosilicon polymer satisfies the relationship ST3?0.40.
    Type: Application
    Filed: October 8, 2014
    Publication date: April 9, 2015
    Inventors: Koji Abe, Yuhei Terui, Taiji Katsura, Katsuyuki Nonaka
  • Publication number: 20150099227
    Abstract: The present invention provides a crystalline polyester resin for toner that has, when used as a resin for toner, a sharp melt property, excellent fixing performance and blocking property and a preferable charging performance. Provided is a crystalline polyester resin for toner, which is obtained by condensation polymerization of a dicarboxylic acid component containing at least one compound selected from the group consisting of terephthalic acid, 2,6-naphthalenedicarboxylic acid and derivatives thereof, and a diol component containing at least one compound selected from the group consisting of 2-methyl-1,3-propanediol, 2,2-dimethyl-1,3-propanediol and derivatives thereof, the crystalline polyester resin having a weight-average molecular weight of not less than 5000 and not more than 50000.
    Type: Application
    Filed: December 15, 2014
    Publication date: April 9, 2015
    Inventors: Hayato Ida, Takashi Hirasa, Junichi Tamura, Yuya Chimoto, Takaho Shibata, Daisuke Yamashita
  • Publication number: 20150099222
    Abstract: The present invention provides a toner having a toner particle that contains a binder resin, wherein the binder resin contains a vinylic resin and a polyester resin, the vinylic resin contains an organic silicon polymer having a specific structure, the organic silicon polymer is contained in the surface layer of the toner particle, the proportion of a silicon atom in the organic silicon polymer having a specific structure is at least 5%, the polyester resin is a specific polymer, and the toner particle contains a specific amount of the polyester resin.
    Type: Application
    Filed: October 8, 2014
    Publication date: April 9, 2015
    Inventors: Yuhei Terui, Katsuyuki Nonaka, Koji Abe, Harumi Takada
  • Patent number: 9000101
    Abstract: The disclosure describes a neat, one-pot scheme for reacting a hydroxyl propagating end of a polymer with a cyclic acid anhydride to form a free acid terminus.
    Type: Grant
    Filed: July 10, 2013
    Date of Patent: April 7, 2015
    Assignee: Xerox Corporation
    Inventors: Andrew J. Myles, Jordan H. Wosnick, Karen A. Moffat, Valerie M. Farrugia
  • Patent number: 8975000
    Abstract: The method of producing polymerized toner, the method including: dispersing a polymerizable monomer composition containing at least a polymerizable monomer and a colorant in an aqueous medium; and polymerizing the polymerizable monomer in the aqueous medium with a polymerization initiator to produce toner particles, and is characterized in that a polymerization initiator which has a specific structure and the hydrogen bond dissociation energies of which satisfy specific relationships is used as the polymerization initiator.
    Type: Grant
    Filed: July 24, 2008
    Date of Patent: March 10, 2015
    Assignee: Canon Kabushiki Kaisha
    Inventors: Atsushi Tani, Norikazu Fujimoto, Hitoshi Itabashi
  • Patent number: 8962232
    Abstract: A production process of a polymerized toner composed of polymer particles, including a step of polymerizing a polymerizable monomer composition containing a colorant and a polymerizable monomer in the presence of a polymerization initiator in an aqueous dispersion medium, wherein, in a stripping treatment step, the dispersion containing the polymer particles is introduced into an evaporator to conduct the stripping treatment by a method, in which a gas is blown into the dispersion within the evaporator to discharge volatile organic components including an unreacted polymerizable monomer out of the evaporator concomitantly with the gas, and both inert gas and saturated steam are used as the gas blown into the dispersion.
    Type: Grant
    Filed: November 11, 2008
    Date of Patent: February 24, 2015
    Assignee: Zeon Corporation
    Inventor: Keita Sensui
  • Patent number: 8951708
    Abstract: The present embodiments relate to methods of making a toner composition. More specifically, the present embodiments relate to methods of including a functional material into a toner composition.
    Type: Grant
    Filed: June 5, 2013
    Date of Patent: February 10, 2015
    Assignee: Xerox Corporation
    Inventors: Yu Liu, Cuong Vong, Sarah Vella, Gregory McGuire, Richard Klenkler, Nan-xing Hu, Paul Gerroir
  • Publication number: 20150037725
    Abstract: A yellow toner is provided which is superior in dispersibility of C. I. pigment yellow 185, has a high color development property, and is superior in light resistance. The yellow toner has toner particles containing at least a binder resin, a wax, and a colorant, wherein the yellow toner contains C.I.
    Type: Application
    Filed: March 6, 2013
    Publication date: February 5, 2015
    Inventors: Shosei Mori, Takeshi Sekiguchi, Taichi Shintou, Yuko Katsumoto, Takayuki Ujifusa, Takeshi Miyazaki
  • Publication number: 20150037730
    Abstract: A liquid developer contains an electrically insulating liquid carrier and toner particles dispersed in the liquid carrier. Each toner particle includes a core and a shell layer that is formed on a surface of the core and contains a thermosetting resin.
    Type: Application
    Filed: July 25, 2014
    Publication date: February 5, 2015
    Applicant: KYOCERA DOCUMENT SOLUTIONS INC.
    Inventors: Hidetoshi MIYAMOTO, Katsuki OSANISHI, Yoshio OZAWA
  • Publication number: 20150030977
    Abstract: A process includes forming an emulsion comprising a monomer and a colorant, the colorant further including an anionic functional group and a lipophilic counter ion, and polymerizing the monomer to form a latex, the latex includes polymer nanoparticles having the colorant dispersed therein.
    Type: Application
    Filed: July 23, 2013
    Publication date: January 29, 2015
    Applicant: Xerox Corporation
    Inventors: Valerie M. Farrugia, Maria Birau
  • Publication number: 20150024324
    Abstract: To provide an emulsion polymerized agglomerated toner for electrostatic charge image which is excellent in the fixing property even at a high temperature without deteriorating other properties and which does not emit an odor offensive to people, and a process for its production. An emulsion polymerized agglomerated toner characterized in that the odor index of aliphatic aldehydes measured by gas chromatography is at most 300, and an emulsion polymerized agglomerated toner which is an emulsion polymerized agglomerated toner obtainable via a polymerization step, a flocculation step and an aging step, characterized in that an emulsion polymerized latex before the flocculation step is a latex having a peroxide value of at most 30.
    Type: Application
    Filed: October 7, 2014
    Publication date: January 22, 2015
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Masaya OTA, Tomohiko Tokunaga, Kazuo Mitsuhashi
  • Patent number: 8927185
    Abstract: The present invention provides a toner having superior color development property and a method of producing a toner having favorable particle size distribution and color development property, in which the toner containing a binder resin and a colorant that contains a phthalocyanine pigment represented by general formula (1), and the method for producing the toner.
    Type: Grant
    Filed: August 20, 2013
    Date of Patent: January 6, 2015
    Assignee: Canon Kabushiki Kaisha
    Inventors: Ryuji Higashi, Akiko Kitao, Taichi Shintou, Takeshi Miyazaki
  • Publication number: 20140377698
    Abstract: This disclosure relates to a polymerized toner prepared by suspension polymerization. Particularly, this disclosure relates to a polymerized toner that further comprises a specific functional macro monomer, a polymer thereof, or a mixture thereof, in addition to a binder resin, and a pigment, a pigment stabilizer, a charge control agent and wax, which are dispersed in the binder resin, and thus can be fixed at low temperature in a development process, and exhibit high glossiness and excellent transfer efficiency.
    Type: Application
    Filed: December 4, 2012
    Publication date: December 25, 2014
    Applicant: LG CHEM, LTD.
    Inventors: Wook Jang, Chang-Soon Lee, Woo-Cheul Jung, Jung Woo Kim
  • Publication number: 20140363765
    Abstract: A method for producing a toner for electrostatic image development, including the steps of (1) polycondensing an alcohol component, a carboxylic acid component, and polyethylene terephthalate to provide an amorphous polyester; and (2) subjecting the amorphous polyester obtained in the step (1) and components containing a crystalline polyester in an amount of from 0.3 to 2.5 times the mass of the components derived from the polyethylene terephthalate in the amorphous polyester to a process for producing a toner. The toner for electrostatic image development obtained by the method of the present invention is suitably used in development or the like of latent images formed in, for example, an electrophotographic method, an electrostatic recording method, an electrostatic printing method, or the like.
    Type: Application
    Filed: April 30, 2014
    Publication date: December 11, 2014
    Applicant: Kao Corporation
    Inventors: Norihiro FUKURI, Eiji SHIRAI
  • Patent number: 8900787
    Abstract: A process includes forming particles in a latex by emulsion polymerization of a mixture including one or more monomers in an emulsion, and about 4 percent or less by weight of the mixture of a non-surfactant-based charge control agent, the non-surfactant-based charge control agent is distributed within a matrix of the particles, and forming toner particles from the particles in the latex, the toner particles supporting a sufficient triboelectric charge for use under A-zone environmental conditions in a single-component development system.
    Type: Grant
    Filed: May 16, 2013
    Date of Patent: December 2, 2014
    Assignee: Xerox Corporation
    Inventors: Robert D. Bayley, Grazyna E. Kmiecik-Lawrynowicz, Maura A. Sweeney, Susan J. LaFica
  • Publication number: 20140342286
    Abstract: A toner prepared by a method comprising granulating while polymerizing a ring-opening polymerizable monomer with a catalyst under the presence of a surfactant and a colorant in a compressible fluid.
    Type: Application
    Filed: July 10, 2014
    Publication date: November 20, 2014
    Inventors: Yoshitaka YAMAUCHI, Chiaki TANAKA, Taichi NEMOTO
  • Publication number: 20140308610
    Abstract: The present invention provides a toner that contains an azo pigment well-dispersed in a binder resin and has a satisfactory color tone. The toner contains toner particles each containing a binder resin and a colorant. Each of the toner particles contains a compound having a polyester moiety and a bisazo structure moiety. The colorant is the azo pigment.
    Type: Application
    Filed: November 8, 2012
    Publication date: October 16, 2014
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Yuki Hasegawa, Yasuaki Murai, Masatake Tanaka, Takayuki Toyoda, Masashi Kawamura, Waka Hasegawa, Masashi Hirose
  • Publication number: 20140302437
    Abstract: A method for producing toner particles that contain a binder resin having a styrene-acrylic resin as a main component, a colorant, and a block polymer that has polyester segments and vinyl polymer segments, has a step of producing resin particles in accordance with a suspension polymerization method or a dissolution suspension method, and thereafter, holding the temperature of the aqueous medium in which the resin particles are dispersed, for 60 minutes or more, between a glass transition point TgA (° C.) of the resin particles and an onset temperature TmA (° C.) of an endothermic peak derived from the block polymer in the resin particles, in such a manner that a temperature fluctuation rate not greater than 0.35° C./minute, and a temperature fluctuation range is not greater than 20° C.
    Type: Application
    Filed: April 1, 2014
    Publication date: October 9, 2014
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Tsutomu Shimano, Masatake Tanaka, Naoya Isono, Shintaro Noji, Yu Yoshida
  • Patent number: 8841057
    Abstract: A resin binder for use in a toner for electrophotography, containing a polycondensation resin obtainable by polycondensing an alcohol component containing an aliphatic polyhydric alcohol having two or more secondary carbon atoms with a hydroxyl group bound thereto (an alcohol A), and a carboxylic acid component, wherein the alcohol A is contained in an amount of from 10 to 100% by mol, of the alcohol component; and a toner for electrophotography containing the resin binder. The toner for electrophotography of the present invention is suitably used in developing latent images formed in electrophotography, electrostatic recording method, electrostatic printing method or the like.
    Type: Grant
    Filed: October 29, 2008
    Date of Patent: September 23, 2014
    Assignee: Kao Corporation
    Inventors: Katsutoshi Aoki, Norihiro Fukuri, Takashi Kubo, Yoshitomo Kimura, Yasunori Inagaki, Yoshihiro Ueno, Hidenori Tachi
  • Patent number: 8835589
    Abstract: An improved polycondensation method for bio-based polyesters synthesized from pre-formed macromers and the corresponding compositions, which are useful for producing binder polymers for imaging applications such as emulsion-aggregation (EA) toner.
    Type: Grant
    Filed: January 26, 2012
    Date of Patent: September 16, 2014
    Assignee: Xerox Corporation
    Inventors: Valerie M. Farrugia, Guerino G. Sacripante, Ke Zhou
  • Patent number: 8808958
    Abstract: The present invention relates to a process for preparing a polymerized toner, and in particular to a process for preparing a polymerized toner and a polymerized toner prepared therefrom, wherein a certain block copolymer and copper phthalocyanine are used within a predetermined range of the amounts for a carbon black dispersant during a suspension polymerization, thereby making it possible to realize a narrow particle sizes distribution, high transcription efficiency, and an enhanced image concentration.
    Type: Grant
    Filed: September 23, 2011
    Date of Patent: August 19, 2014
    Assignee: LG Chem, Ltd.
    Inventors: Wook Jang, Chang-Soon Lee, Dong-Jin Park, Jung-Woo Kim
  • Patent number: 8802342
    Abstract: The present invention relates to a crystalline resin for toners which includes a composite resin including a polycondensation-based resin component obtained by polycondensing an alcohol component containing an aliphatic diol having 2 to 10 carbon atoms with a carboxylic acid component containing an aromatic dicarboxylic acid, and a styrene-based resin component; a resin binder containing the crystalline resin and a non-crystalline resin; and a toner for electrophotography which contains the resin binder. According to the present invention, there are provided a crystalline resin for toners which is capable of producing a toner that is excellent in not only low-temperature fixing ability but also gloss of images and anti-filming property, a resin binder, and a toner for electrophotography.
    Type: Grant
    Filed: December 9, 2009
    Date of Patent: August 12, 2014
    Assignee: Kao Corporation
    Inventors: Eiji Shirai, Tetsuya Ueno
  • Patent number: 8765349
    Abstract: A method of manufacturing toner is provided. In the method, toner constituents are dissolved or dispersed in an organic solvent to prepare a toner constituents liquid. The toner constituents liquid is degassed so that the toner constituents liquid includes dissolved oxygen in an amount of 3 mg/L or less. The toner constituents liquid is vibrated in a chamber having at least one nozzle to form a liquid column resonance standing wave in the toner constituents liquid. The toner constituents liquid is discharged from the nozzle disposed within an area including an antinode of the liquid column resonance standing wave to form the toner constituents liquid into liquid droplets. The liquid droplets are dried to solidify the liquid droplets into solid particles.
    Type: Grant
    Filed: July 25, 2012
    Date of Patent: July 1, 2014
    Assignee: Ricoh Company, Ltd.
    Inventors: Yoshihiro Norikane, Andrew Mwaniki Mulwa, Kiyotada Katoh, Yasutada Shitara
  • Publication number: 20140162182
    Abstract: An object of the present invention is to provide a magenta toner having high lightness and saturation and having spectral reflection properties having a wider color range. A magenta toner including magenta toner particles each including a binder resin and a colorant, wherein the colorant includes a compound represented by a formula (1): (wherein R1 and R2 represent an alkyl group or an alkoxyalkyl group, and at least one of R1 and R2 has not less than 7 carbon atoms.
    Type: Application
    Filed: July 24, 2012
    Publication date: June 12, 2014
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Masao Nakano, Taichi Shintou, Yutaka Tani, Takayuki Ujifusa, Kaoru Takahashi, Satoshi Saito, Takeshi Miyazaki, Masashi Hirose
  • Patent number: 8741531
    Abstract: A method of manufacturing toner includes forming liquid droplets. The forming liquid droplets includes vibrating a toner constituents liquid in a liquid column resonance liquid chamber having a plurality of nozzles to form a liquid column resonance pressure standing wave therein, and discharging the toner constituents liquid from the nozzles. The method further includes solidifying the liquid droplets. The toner constituents liquid includes an organic solvent and toner constituents dissolved or dispersed in the organic solvent. The toner constituents include a resin, a colorant, and a release agent. The nozzles are disposed within an area including an antinode of the liquid column resonance pressure standing wave. One of the nozzles disposed closer to a node of the liquid column resonance pressure standing wave has a smaller outlet diameter than that disposed farther from the node. The toner constituents liquid is applied with a uniform pressure at a vicinity of each nozzle.
    Type: Grant
    Filed: April 12, 2012
    Date of Patent: June 3, 2014
    Assignee: Ricoh Company, Ltd.
    Inventors: Yoshihiro Norikane, Masaru Ohgaki
  • Patent number: 8741518
    Abstract: A toner includes toner particles each containing a binder resin, a colorant, and a carboxy-containing styrene-based resin, in which the toner particles are produced in an aqueous medium, each of the toner particles has a styrene-acrylic-based resin component content of 50.0% by mass or more, cyclohexane-insoluble matter A obtained by subjecting the toner to Soxhlet extraction with cyclohexane for 4 hours is 70.0% by mass or more, and cyclohexane-insoluble matter B obtained by subjecting the toner to Soxhlet extraction with cyclohexane for 24 hours is 40.0% by mass or less, and wherein when the z-average molecular weight and the weight-average molecular weight of tetrahydrofuran-soluble matter of the carboxy-containing styrene-based resin determined by gel permeation chromatography measurement are represented by Mz and Mw, respectively, Mz and Mw satisfy the following expressions: 10,000?Mw?30,000, and 1.62?Mz/Mw?5.00.
    Type: Grant
    Filed: April 12, 2011
    Date of Patent: June 3, 2014
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hideki Kaneko, Shinya Yachi, Kenichi Nakayama, Takeshi Kaburagi, Shiro Kuroki
  • Publication number: 20140141366
    Abstract: In a toner including toner particles obtained by performing suspension polymerization using a monomer composition containing a polymerizable monomer and a polar resin and in a method for manufacturing the above toner, the polar resin satisfies the following conditions (1) to (4). (1) The polar resin is a styrene-based resin. (2) A main peak molecular weight Mp is 5,000 to 100,000. (3) When the acid value of a low molecular weight component is represented by A and the acid value of a high molecular weight component is represented by B, 0.80?A/B?1.20 is satisfied. (4) The acid value is 5.0 to 40.0 mgKOH/g.
    Type: Application
    Filed: July 10, 2012
    Publication date: May 22, 2014
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Yasushi Katsuta, Shinya Yachi, Takeshi Shimura, Nobuhisa Abe, Kenta Kamikura
  • Patent number: 8728703
    Abstract: An electrophotographic toner obtained from a dispersion or emulsion liquid of an oil phase containing a toner material in an aqueous medium, the toner including: a binder resin, wherein the toner material includes: (A) an epoxy resin prepolymer; (B) an adduct of a dihydric phenol with a polyalkylene oxide; (C) a phenolic compound, or an alcohol compound, or both thereof; and (D) a carboxylic acid compound, and wherein the binder resin includes a resin obtained by allowing the (A), the (B), the (C) and the (D) to react with each other.
    Type: Grant
    Filed: July 2, 2012
    Date of Patent: May 20, 2014
    Assignee: Ricoh Company, Ltd.
    Inventors: Hiroshi Yamashita, Satoyuki Sekiguchi, Daisuke Asahina, Tsuyoshi Sugimoto, Masaki Watanabe, Rintaro Takahashi
  • Patent number: 8728702
    Abstract: A polyester resin toner binder which gives a toner with good anti-blocking property at high temperature and high humidity and good low-temperature fixing ability. The present invention is directed to a toner binder for developing electrostatic charge images, which binder comprises a condensation-polymerization polyester resin, the polyester resin being a product formed in the presence of a catalyst (a) represented by the following general formula (I): Ti(—X)m(—OR)n??(I) wherein R, X, m and n are as defined herein.
    Type: Grant
    Filed: May 24, 2012
    Date of Patent: May 20, 2014
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Takashi Ono, Yoko Sakurai
  • Publication number: 20140134531
    Abstract: A yellow toner is provided which is much more improved in color development and chroma, and much more improved in light resistance. The yellow toner contains, at least, a binder resin, a wax, and a coloring agent. The coloring agent is a compound represented by the following general formula (1).
    Type: Application
    Filed: January 23, 2014
    Publication date: May 15, 2014
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Shosei Mori, Takeshi Sekiguchi, Taichi Shintou, Takeshi Miyazaki
  • Patent number: 8715897
    Abstract: The present disclosure provides polyesters suitable for use in forming toners. In embodiments, a polyester may be subjected to phase inversion emulsification, in which charge control agents are added so that the polyester emulsion includes charge control agents therein. The resulting polyester emulsion with charge control agents may then be utilized to form toner particles.
    Type: Grant
    Filed: November 16, 2009
    Date of Patent: May 6, 2014
    Assignee: Xerox Corporation
    Inventors: Robert D. Bayley, Yuhua Tong, Timothy L. Lincoln, Grazyna Kmiecik-Lawrynowicz, Maura A. Sweeney
  • Publication number: 20140113229
    Abstract: An object of the present invention is to provide a magenta toner having high dispersibility of a colorant and good spectral characteristics. A magenta toner includes a magenta toner particle including at least a binder resin, a compound represented by the formula (1), and a colorant, wherein the colorant includes a pigment having a quinacridone skeleton: (wherein R1 and R2 each independently represent a hydrogen atom, an alkyl group, an aryl group, or an aralkyl group.
    Type: Application
    Filed: July 24, 2012
    Publication date: April 24, 2014
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Yutaka Tani, Masao Nakano, Takayuki Ujifusa, Taichi Shintou, Kaoru Takahashi, Satoshi Saito, Takayuki Toyoda, Takeshi Miyazaki, Masashi Hirose
  • Patent number: 8703379
    Abstract: Methods for making toner particles comprising a polyester-wax resin, wherein the polyester-wax resin includes a bio-based oil that is chemically incorporated into the main chain of the polyester resin. The toner particles may be formed using emulsion aggregation methods. A toner formed from the toner particles may be used in low-oil or oil-less fusing systems.
    Type: Grant
    Filed: July 27, 2012
    Date of Patent: April 22, 2014
    Assignee: Xerox Corporation
    Inventor: Valerie M. Farrugia
  • Patent number: 8685613
    Abstract: A method of producing an electrostatic latent image developing toner that includes the steps of producing a resin particle dispersion by polymerizing, in a water-based solvent, a polymerizable monomer that includes a polymerizable monomer having a vinyl-based double bond, and washing the resin particle dispersion through contact with an organic solvent, wherein the washed resin particle dispersion, a colorant particle dispersion produced by dispersing a colorant, and a release agent particle dispersion produced by dispersing a release agent are mixed together, and following formation of aggregate particles by aggregation of the resin particles, the colorant particles and the release agent particles, heating is conducted to fuse the aggregate particles and produce the electrostatic latent image developing toner.
    Type: Grant
    Filed: June 24, 2013
    Date of Patent: April 1, 2014
    Assignee: Fuji Xerox Co., Ltd.
    Inventor: Masaaki Suwabe
  • Publication number: 20140080048
    Abstract: A toner is provided that can maintain high transferability even in long-term image output, can maintain high chargeability even in a high temperature and high humidity environment, and rarely causes fogging due to charging failure. The toner contains toner particles produced by a suspension polymerization method or a dissolution suspension method. The volume-average particle diameter (Dv) of silica particles is 50 nm or more and 800 nm or less. The mass loss rate due to heating of the silica particles from 105° C. to 200° C. is 0.60% or less. The hydrophobicity of the silica particles is 5% or more and less than 40%.
    Type: Application
    Filed: September 10, 2013
    Publication date: March 20, 2014
    Inventors: Taiji Katsura, Naotaka Ikeda, Emi Watanabe, Yuhei Terui
  • Publication number: 20140072912
    Abstract: Processes for preparing polyester resins as toner production components. The processes include reacting an organic diol and a cyclic alkylene carbonate to produce carbon dioxide (CO2) and a polyalkoxy diol. The carbon dioxide is reacted with an alkylene glycol or alkylene oxide to produce additional cyclic alkylene carbonate having the same chemical structure as the cyclic alkylene carbonate used to produce the polyalkoxy diol. The additional cyclic alkylene carbonate is added with the cyclic alkylene carbonate used to produce the polyalkoxy diol. The polyalkoxy diol can be reacted with an organic diacid or diester in preparing a polyester resin. To prepare a toner, the polyester resin can be contacted with at least one toner production component.
    Type: Application
    Filed: September 12, 2012
    Publication date: March 13, 2014
    Applicant: XEROX CORPORATION
    Inventor: Guerino G. Sacripante
  • Patent number: 8669035
    Abstract: A method for producing toner according to one example embodiment includes combining and agglomerating a first polymer emulsion with a colorant dispersion and a release agent dispersion to form toner cores. A borax coupling agent is added to the toner cores. A second polymer emulsion is combined and agglomerated with the toner cores having the borax coupling agent to form toner shells around the toner cores. The aggregated toner cores and toner shells are fused to form toner particles.
    Type: Grant
    Filed: December 29, 2011
    Date of Patent: March 11, 2014
    Assignee: Lexmark International, Inc.
    Inventors: Jing X. Sun, Kofi Opare Diggs
  • Patent number: 8669036
    Abstract: Disclosed is a producing method of a decolorizable toner, comprising dispersing a mixed composition containing encapsulated colorant particles which are particles containing a color developable compound and a color developing agent and coated with an outer shell, a polymerizable monomer, and a release agent in an aqueous medium, and subjecting the polymerizable monomer to suspension polymerization in the aqueous medium.
    Type: Grant
    Filed: August 31, 2011
    Date of Patent: March 11, 2014
    Assignee: Toshiba Tec Kabushiki Kaisha
    Inventors: Tsuyoshi Itou, Takahito Kabai, Takayasu Aoki, Masahiro Ikuta
  • Patent number: 8669033
    Abstract: Provided is a toner containing toner particles containing a polyester resin which has a structure part represented by Formula (1): wherein, “A” represents a polyester structure unit having at least one linking group; R1 represents a hydrogen atom, or a chlorine atom; R2 represents a hydrogen atom, a chlorine atom, or a methoxy group; and “L” represents a divalent organic group.
    Type: Grant
    Filed: March 17, 2011
    Date of Patent: March 11, 2014
    Assignee: Konica Minolta Business Technologies, Inc.
    Inventors: Mikio Kouyama, Ken Ohmura, Kenji Hayashi, Hiroaki Obata, Koji Shibata