Polyester Backbone Binder (e.g., Condensation Reaction Product, Etc.) Patents (Class 430/109.4)
  • Patent number: 10114304
    Abstract: The toner binder of the present invention contains a crystalline resin (A) and a resin (B) that is a polyester resin or its modified resin, the polyester resin being obtained by reaction of an alcohol component (X) and a carboxylic acid component (Y) as raw materials, wherein a temperature (Tp) of the top of an endothermic peak derived from the crystalline resin (A) as measured by a differential scanning calorimeter (DSC) is in the range of 40° C. to 100° C., and endothermic peak areas S1 and S2 during heating satisfy the following equation. (S2/S1)×100?35??(1) S1 is an area of the endothermic peak derived from the crystalline resin (A) in the first heating process, and S2 is an area of the endothermic peak derived from the crystalline resin (A) in the second heating process, when the toner binder is heated, cooled, and heated.
    Type: Grant
    Filed: January 26, 2018
    Date of Patent: October 30, 2018
    Assignee: SANYO CHEMICAL INDUSTRIES, LTD.
    Inventors: Satoshi Utsui, Tomohisa Kato, Eiji Iwawaki, Hiroshi Odajima, Mana Sanpei, Yuko Sugimoto
  • Patent number: 10082743
    Abstract: A toner comprising a toner particle containing a crystalline polyester resin and an amorphous polyester resin, wherein, in a cross-sectional observation of the toner by transmission electron microscopy (TEM), the number-average diameter (D1) of major axis lengths of the crystalline polyester resin dispersed up to a depth of 0.30 ?m from a toner surface is 40 nm to 110 nm, and the number-average diameter (D1) of major axis lengths of the crystalline polyester resin dispersed deeper than 0.30 ?m from the toner surface is 1.25 to 4.00 times the number-average diameter (D1) of the major axis lengths of the crystalline polyester resin dispersed up to a depth of 0.30 ?m from the toner surface.
    Type: Grant
    Filed: June 8, 2016
    Date of Patent: September 25, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Masayuki Hama, Hideki Kaneko, Takeshi Hashimoto, Ichiro Kanno, Nozomu Komatsu, Takakuni Kobori, Hiroyuki Fujikawa
  • Patent number: 10078278
    Abstract: The present invention relates to a process for producing a toner for development of electrostatic images, including the following steps (1) to (3): Step (1): aggregating resin particles (X) containing a composite resin that contains a segment constituted of a polyester resin (a) obtained by polycondensing an alcohol component containing 80 mol % or more of a propyleneoxide adduct of bisphenol A and a polycarboxylic acid component, and a vinyl-based resin segment containing a constitutional unit derived from a styrene-based compound, in an aqueous medium, to obtain aggregated particles (1); Step (2): aggregating the aggregated particles (1) obtained in the step (1) with resin particles (Y) containing a polyester resin (b) obtained by polycondensing an alcohol component containing 80 mol % or more of an ethyleneoxide adduct of bisphenol A and a polycarboxylic acid component to obtain aggregated particles (2); and Step (3): coalescing the aggregated particles (2) obtained in the step (2).
    Type: Grant
    Filed: June 10, 2015
    Date of Patent: September 18, 2018
    Assignee: KAO CORPORATION
    Inventors: Shoichi Murata, Tomohide Yoshida, Hiroto Hayashi, Motomu Shibata
  • Patent number: 10078284
    Abstract: A developer having low-temperature fixability and storage stability, and capable of prolonging the service life is provided. A toner includes a coloring agent, an amorphous polyester, a crystal line polyester, ester wax containing multiple ester compounds, each having a carbon number selected from 32 to 54, and hydrophobic silica having an average primary particle diameter of 8 to 35 nm. When the ion intensity ratio of each ester compound having a different carbon number is expressed as percentage, the content (a) of the ester compound having a carbon number of (Cn) showing the maximum intensity ratio is from 20 to 55% by weight of the entire ester wax, the sum (g) of the content (e) of the ester compound having a carbon number of (Cn+2) and the content (f) of the ester compound having a carbon number of (Cn+4) satisfies the following formula: 0.065?g/a?0.200.
    Type: Grant
    Filed: August 31, 2017
    Date of Patent: September 18, 2018
    Assignees: KABUSHIKI KAISHA TOSHIBA, TOSHIBA TEC KABUSHIKI KAISHA
    Inventors: Koichi Kuroyama, Tsutomu Katsumata
  • Patent number: 10025212
    Abstract: A toner includes toner particles and an external additive; the external additive includes an external additive A containing fine particles of a crystalline resin or fine particles of a wax; the crystalline resin and the wax each have an urethane bond or an urea bond; and the melting point of the crystalline resin and the melting point of the wax are each from 50° C. to 130° C.
    Type: Grant
    Filed: January 24, 2017
    Date of Patent: July 17, 2018
    Assignee: Canon Kabushiki Kaisha
    Inventors: Koji Nishikawa, Shuhei Moribe, Daisuke Yoshiba, Kosuke Fukudome, Shotaro Nomura, Atsuhiko Ohmori, Katsuhisa Yamazaki
  • Patent number: 10012920
    Abstract: An object of the present invention is to provide a toner that exhibits high levels of the low-temperature fixability, storability, and charging performance all at the same time. The toner of the present invention is a toner that has a toner particle comprising a crystalline resin and an amorphous resin, the toner being characterized in that the toner satisfies 0.00?(Wt2/Wt1)?0.50; the toner particle has a matrix-domain structure in which domains of the crystalline resin are present in a matrix of the amorphous resin; at least 90 number % of the crystalline resin domains are domains with a diameter from 0.05 ?m to 0.50 ?m; and SF1 for the crystalline resin domains is from 100 to 130.
    Type: Grant
    Filed: December 8, 2015
    Date of Patent: July 3, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Takaho Shibata, Hayato Ida, Junichi Tamura, Yuya Chimoto, Ryuji Murayama
  • Patent number: 10012919
    Abstract: A toner comprising a toner particle containing a binder resin, a colorant, an amorphous polyester, and a crystalline polyester, wherein the binder resin contains a vinyl resin; the amorphous polyester has a monomer unit derived from a linear aliphatic dicarboxylic acid having 6 to 12 carbons, and a monomer unit derived from a dialcohol; the content of the monomer unit derived from a linear aliphatic dicarboxylic acid having 6 to 12 carbons is 10 to 50 mol % with reference to the total monomer units derived from a carboxylic acid in the amorphous polyester; and in a cross section of the toner particle, the vinyl resin constitutes a matrix and the amorphous polyester constitutes domains, and the crystalline polyester is present in the interior of the domains.
    Type: Grant
    Filed: June 23, 2017
    Date of Patent: July 3, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Takashi Matsui, Yuujirou Nagashima, Keisuke Tanaka, Shohei Tsuda, Naoki Okamoto
  • Patent number: 10007200
    Abstract: Core-shell toner particles with antimicrobial properties are described, the toner particles contain a metal ion nanoparticle in the shell.
    Type: Grant
    Filed: May 7, 2015
    Date of Patent: June 26, 2018
    Assignee: Xerox Corporation
    Inventors: Valerie M Farrugia, Alana R Desouza, Sandra J Gardner, Kimberly D Nosella
  • Patent number: 9989872
    Abstract: An electrostatic charge image developing toner includes toner particles each including an amorphous resin and a crystalline resin, wherein, when the toner particles are subjected to a measurement to determine an area ratio of the crystalline resin on a cross section of the toner particle before and after being heated at a temperature of 50° C. and a humidity of 50% RH for three days, a relationship between an area ratio a (%) of the crystalline resin on a cross section with respect to the toner particles before being heated, and an area ratio b (%) of the crystalline resin on the cross section with respect to the toner particles after being heated satisfies Expression (1): 0.9?a/b?1.0.
    Type: Grant
    Filed: April 20, 2017
    Date of Patent: June 5, 2018
    Assignee: FUJI XEROX CO., LTD.
    Inventors: Yukiaki Nakamura, Akira Matsumoto, Yasuo Kadokura, Shinya Nakashima, Satoshi Miura, Sakiko Hirai, Shotaro Takahashi, Daisuke Tomita, Satoshi Kamiwaki, Masaru Takahashi
  • Patent number: 9989871
    Abstract: An electrostatic charge image developing toner includes toner particles including an amorphous resin and a crystalline resin, wherein, when the toner particles are subjected to a measurement to determine an area ratio of the crystalline resin present on a surface of the toner particle before and after being heated at a temperature of 50° C. and a humidity of 50% RH for a week, a relationship between an area ratio a (%) of the crystalline resin present on a surface of the toner particles before being heated and an area ratio b (%) of the crystalline resin present on a surface of the toner particles after being heated satisfies Expression (1): 0.05?(b?a)/b?0.50.
    Type: Grant
    Filed: April 19, 2017
    Date of Patent: June 5, 2018
    Assignee: FUJI XEROX CO., LTD.
    Inventors: Yasuo Kadokura, Akira Matsumoto, Shinya Nakashima, Yukiaki Nakamura, Satoshi Miura
  • Patent number: 9983517
    Abstract: An image forming apparatus includes a guide unit that guides at least one of an image holding member and an intermediate transfer member to a primary transfer position provided by a primary transfer unit such that a portion of the surface of the image holding member and a portion of the surface of the intermediate transfer member are disposed along with each other, wherein a toner contains a toner particle which contains a binder resin containing a crystalline polyester resin, a coloring agent and a releasing agent, and an external additive, and satisfies Expression: 2?tan ?P1?2.5, wherein tan ?P1 represents a maximum value of a mechanical loss tangent existing in a range where a complex elastic modulus is from 1×106 Pa to 1×108 Pa, which is measured at an angular frequency of 6.28 rad/sec and a strain amount of 0.3%.
    Type: Grant
    Filed: February 7, 2017
    Date of Patent: May 29, 2018
    Assignee: FUJI XEROX CO., LTD.
    Inventors: Takafumi Koide, Naoki Ota, Masataka Kuribayashi, Yusuke Fukuda, Yasuhisa Morooka, Katsuyuki Kitajima
  • Patent number: 9982088
    Abstract: The present disclosure describes a polyester that contains plural pendant adjacent carboxylic acid or acid salt side groups for use in making a toner for use in imaging devices.
    Type: Grant
    Filed: November 18, 2016
    Date of Patent: May 29, 2018
    Assignees: XEROX CORPORATION, NATIONAL RESEARCH COUNCIL OF CANADA
    Inventors: Karen A. Moffat, Dragan Nikolic, Valerie M. Farrugia, Jordan H. Wosnick, Andriy Kovalenko, Alexander Kobryn, Sergey Gusarov
  • Patent number: 9964874
    Abstract: Provided is a toner including a binder resin, a colorant, a crystalline polyester, and a release agent, wherein a cross-sectional image of the toner is observed using a scanning transmission electron microscope, domains of the crystalline polyester are present in the cross-sectional image of the toner, the domains have a number-average major diameter of at least 50 nm and not more than 300 nm, the number of the domains is at least 8 and not more than 500, and the domains are present at least 60 number % and not more than 100 number % from an outline of the cross-sectional image to 25% of the distance between the outline and the centroid of the cross-sectional image.
    Type: Grant
    Filed: September 8, 2016
    Date of Patent: May 8, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Yoshitaka Suzumura, Yusuke Hasegawa, Tomohisa Sano, Atsuhiko Ohmori, Kozue Uratani, Yuujirou Nagashima
  • Patent number: 9964877
    Abstract: An image forming apparatus includes an electrophotographic photoreceptor having an overcoat layer and a cleaning unit that includes a cleaning blade and a tip of the cleaning blade contacts with the photoreceptor toward the direction opposite to the rotation direction, wherein the toner particle contains a crystalline polyester resin, an average circularity of the toner particles is from 0.955 to 0.971, a content ratio of the toner particles having a particle diameter of 4.5 ?m or more and less than 7.5 ?m and a circularity of 0.980 or more is from 16% by number to 40% by number, and a content ratio of the toner particles having a particle diameter of 7.5 ?m or more and less than 15 ?m and a circularity of 0.900 or more and less than 0.940 is 3% by number or less.
    Type: Grant
    Filed: February 2, 2017
    Date of Patent: May 8, 2018
    Assignee: FUJI XEROX CO., LTD.
    Inventors: Masataka Kuribayashi, Naoki Ota, Takafumi Koide, Yusuke Fukuda, Katsuyuki Kitajima, Yasuhisa Morooka
  • Patent number: 9964882
    Abstract: A toner includes a crystalline polyester resin in an amount equal to or greater than 25% by mass. The toner satisfies the following formula when the toner is tested using a capillary rheometry measurement during which a pellet of the toner is pressed by a member while being heated: 0.3?(first temperature?second temperature)/(second temperature?third temperature)?1, where the first temperature is a temperature at which the member falls 4 mm, the second temperature is a temperature at which the member falls 2 mm, and the third temperature is a temperature at which the member starts to fall.
    Type: Grant
    Filed: January 10, 2017
    Date of Patent: May 8, 2018
    Assignees: Kabushiki Kaisha Toshiba, Toshiba TEC Kabushiki Kaisha
    Inventors: Takashi Urabe, Taishi Takano, Satoshi Araki, Junichi Ishikawa, Maiko Yoshida
  • Patent number: 9964880
    Abstract: A phase inversion emulsification process for controlling latex particle size including a) combining a resin, an organic solvent, an optional neutralizing agent, and a first portion of water in a reactor; wherein said reactor is equipped with a jacket, a vacuum, a condenser connected to the reactor by a distillate conduit, and a receiver connected to the condenser by a condensate conduit, to form a water-in-oil dispersion mixture; b) adding a second portion of water to the reactor to convert the water-in-oil dispersion mixture into an oil-in-water dispersion comprising a latex emulsion of latex particles; c) forming a distillate and controlling the distillate temperature by at least one of: adjusting the jacket temperature, adjusting the vacuum level, or a combination thereof; wherein controlling the distillate temperature controls a particle size distribution change of the latex particles during solvent removal; wherein the distillate temperature is from about 30 to about 80° C.
    Type: Grant
    Filed: March 22, 2017
    Date of Patent: May 8, 2018
    Assignee: Xerox Corporation
    Inventors: Andrew A. Romano, IV, Shigeng Li, Michael J. Miller, Jay L. Schneider
  • Patent number: 9946181
    Abstract: A toner comprises toner particles, each of which contains a binder resin, a colorant, a wax and a crystalline polyester. The melting point P(t) of the crystalline polyester is at least 65.0° C. and not more than 80.0° C., and regarding a storage elastic modulus G? obtained in dynamic viscoelasticity measurement of the toner, where G? at 50° C. is denoted by G?(50), G? at 80° C. is denoted by G?(80), G? at 120° C. is denoted by G?(120), and G? at the melting point P(t) of the crystalline polyester is denoted by G?(t), the following formulas are satisfied: 4.2×108 Pa?G?(50), 3.0×102?G?(50)/G?(80), and G?(t)/G?(120)?7.0×102.
    Type: Grant
    Filed: May 4, 2017
    Date of Patent: April 17, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Yusuke Hasegawa, Tomohisa Sano, Yoshitaka Suzumura, Takuma Ikejiri, Shohei Yamashita
  • Patent number: 9946180
    Abstract: A toner for developing an electrostatic latent image includes: toner base particles containing a hybrid crystalline polyester resin having a crystalline polyester polymerized segment and an amorphous polymerized segment chemically bonded to each other and an amorphous resin; and an external additive including fatty acid metal salt particles, wherein a volume median diameter of the fatty acid metal salt particles is from 3.0 to 5.0 ?m.
    Type: Grant
    Filed: March 28, 2017
    Date of Patent: April 17, 2018
    Assignee: KONICA MINOLTA, INC.
    Inventors: Futoshi Kadonome, Satoshi Uchino, Kosuke Nakamura, Koji Shibata
  • Patent number: 9921505
    Abstract: The toner binder of the present invention contains a crystalline resin (A) and a resin (B) that is a polyester resin or its modified resin, the polyester resin being obtained by reaction of an alcohol component (X) and a carboxylic acid component (Y) as raw materials, wherein a temperature (Tp) of the top of an endothermic peak derived from the crystalline resin (A) as measured by a differential scanning calorimeter (DSC) is in the range of 40° C. to 100° C., and endothermic peak areas S1 and S2 during heating satisfy the following equation. (S2/S1)×100?35??(1) S1 is an area of the endothermic peak derived from the crystalline resin (A) in the first heating process, and S2 is an area of the endothermic peak derived from the crystalline resin (A) in the second heating process, when the toner binder is heated, cooled, and heated.
    Type: Grant
    Filed: May 7, 2015
    Date of Patent: March 20, 2018
    Assignee: SANYO CHEMICAL INDUSTRIES, LTD.
    Inventors: Satoshi Utsui, Tomohisa Kato, Eiji Iwawaki, Hiroshi Odajima, Mana Sanpei, Yuko Sugimoto
  • Patent number: 9921503
    Abstract: A toner including: a pigment; polyester resin A that is insoluble in tetrahydrofuran (THF); and polyester resin B that is soluble in THF, wherein the toner satisfies requirements (1) to (3) below: (1) the polyester resin A includes one or more aliphatic diols including from 3 through 10 carbon atoms, as a component constituting the polyester resin A; (2) the polyester resin B includes at least an alkylene glycol in an amount of 40 mol % or more, as a component constituting the polyester resin B; and (3) a glass transition temperature (Tg1st) of the toner at first heating in differential scanning calorimetry (DSC) of the toner is from 20° C. through 50° C.
    Type: Grant
    Filed: January 6, 2015
    Date of Patent: March 20, 2018
    Assignee: Ricoh Company, Ltd.
    Inventors: Hiroshi Yamada, Tsuyoshi Sugimoto, Susumu Chiba, Shinsuke Nagai, Kohsuke Nagata, Shinya Nakayama, Yuka Mizoguchi, Suzuka Amemori
  • Patent number: 9902675
    Abstract: A novel vinyl-group-containing fluorene compound and a method for producing the same, a polymerizable monomer and cross-linking agent including this compound, a leaving-group-containing fluorene compound, a monovinyl-group-containing fluorene compound, and methods for producing the same. This vinyl-group-containing fluorene compound is represented by formula (1). In the formula, W1 and W2 represent a group represented by formula (2), a group represented by formula (4), a hydroxyl group, or a (meth)acryloyloxy group, R3a and R3b represent a cyano group, a halogen atom, or a monovalent hydrocarbon, and n1 and n2 are integers of 0-4. In formulas (2) and (4), a ring (Z) is an aromatic hydrocarbon ring, X is a single bond or a group represented by —S—, R1 is a single bond or a C1-4 alkylene group, R2 is a specific substituent group such as a monovalent hydrocarbon, and m is an integer of 0 or greater.
    Type: Grant
    Filed: March 28, 2014
    Date of Patent: February 27, 2018
    Assignees: TOKYO OHKA KOGYO CO., LTD., DAICEL CORPORATION
    Inventors: Dai Shiota, Kunihiro Noda, Hiroki Chisaka, Yasuyuki Akai, Ichiro Takase, Yoshiya Narasaki, Daisuke Tanida, Kyuhei Kitao
  • Patent number: 9904194
    Abstract: An electrostatic latent image developing toner of the present invention includes toner base particles and particles containing a fatty acid metal salt. The toner base particles contain a crystalline resin containing a segment of a first resin and a segment of a second resin chemically bonded to each other and an amorphous resin containing at least the second resin. The crystalline resin is a hybrid crystalline polyester resin. The first resin is a crystalline polyester resin. The second resin is an amorphous resin. The volume-based median diameter (Da) of the toner base particles and the volume-based median diameter (Db) of the particles containing the fatty acid metal salt satisfy the relations represented by Expressions (1) and (2) below: 0.5 ?m?Db?2.0 ?m??Expression (1) 0.1 Db/Da?0.5.
    Type: Grant
    Filed: September 30, 2016
    Date of Patent: February 27, 2018
    Assignee: KONICA MINOLTA, INC.
    Inventors: Noriyuki Kimpara, Satoshi Uchino, Shinya Obara, Futoshi Kadonome, Ikuko Sakurada, Takuya Takahashi
  • Patent number: 9897934
    Abstract: Provided is a toner that achieves low-temperature fixability, storability and charging performance all at a high level, in which a toner containing a crystalline resin and an amorphous resin, wherein a standard deviation of hydrogen nuclear relaxation times (HT1?-C) of the toner as measured by solid-state 13C-NMR is from 0.0 to 5.0, and a hydrogen nuclear relaxation time (HT1?-C1) of a 13C peak with the longest relaxation time out of the hydrogen nuclear relaxation times (HT1?-C) and a hydrogen nuclear relaxation time (HT1?-A1) of a 13C peak with the shortest relaxation time out of the hydrogen nuclear relaxation times (HT1?-A) satisfy 3.0?{(HT1?-C1)/(HT1?-A1)}?6.0.
    Type: Grant
    Filed: December 8, 2015
    Date of Patent: February 20, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Junichi Tamura, Hayato Ida, Takaho Shibata, Yuya Chimoto, Ryuji Murayama
  • Patent number: 9874836
    Abstract: An image forming apparatus includes an image holding member, a developing unit that contains a developer containing toner particles and develops an electrostatic latent image formed on a surface of the image holding member with the developer to form a toner image, a primary transfer unit that transfers the toner image formed on the image holding member to an intermediate transfer member, a second transfer unit that transfers the toner image transferred on the intermediate transfer member to a recording medium, and a guide unit that guides at least one of the image holding member and the intermediate transfer member to a primary transfer position such that a portion of the image holding member and a portion of the intermediate transfer member are disposed along with each other, wherein the specific toner defined in the specification is used.
    Type: Grant
    Filed: January 31, 2017
    Date of Patent: January 23, 2018
    Assignee: FUJI XEROX CO., LTD.
    Inventors: Katsuyuki Kitajima, Naoki Ota, Masataka Kuribayashi, Takafumi Koide, Yusuke Fukuda, Yasuhisa Morooka
  • Patent number: 9869944
    Abstract: A chemically prepared toner composition made up of a toner particle with a core having a first polymer binder, a monomer free radical polymerization formed core shell styrene acrylic latex having a liquid gel core, a pigment, a wax, and a shell formed around the core including a second polymer binder and method to make the same is disclosed. An optional borax coupling agent can be placed between the outer surface of the core and the shell to assist in the binding of the polymer found in the shell onto the surface of the toner core containing the first polymer.
    Type: Grant
    Filed: June 13, 2016
    Date of Patent: January 16, 2018
    Assignee: LEXMARK INTERNATIONAL, INC.
    Inventors: Jing X Sun, Cory Nathan Hammond, Corey Marcus Moran
  • Patent number: 9864292
    Abstract: A chemically prepared toner composition made up of a toner particle with a core having a first polymer binder, a monomer free radical polymerization formed core shell styrene acrylic latex having a liquid gel core, a pigment, a wax, and a shell formed around the core including a second polymer binder and method to make the same is disclosed. An optional borax coupling agent can be placed between the outer surface of the core and the shell to assist in the binding of the polymer found in the shell onto the surface of the toner core containing the first polymer.
    Type: Grant
    Filed: June 13, 2016
    Date of Patent: January 9, 2018
    Assignee: LEXMARK INTERNATIONAL, INC.
    Inventors: Jing X Sun, Cory Nathan Hammond, Corey Marcus Moran
  • Patent number: 9864291
    Abstract: A hybrid toner includes a core having at least one amorphous polyester resin and at least one crystalline polyester resin, and at least one styrene/acrylate resin, a shell comprising at least one styrene/acrylate resin, at least one wax, and optionally a pigment dispersion, the first modulated differential calorimetry scan of the hybrid toner shows at least two melting point peaks below about 80° C., and the difference between the two melting point peaks is less than or equal to about 15° C.
    Type: Grant
    Filed: June 20, 2016
    Date of Patent: January 9, 2018
    Assignee: XEROX CORPORATION
    Inventors: Richard P. N. Veregin, Valerie M. Farrugia, Frank Ping-Hay Lee, Michael J. D'Amato, Michael S. Hawkins, Edward G. Zwartz, Yulin Wang, Abdisamed Sheik-Qasim, Sandra J. Gardner
  • Patent number: 9857713
    Abstract: Provided is a toner, comprising a toner particle having a core-shell structure composed of a core particle and a shell phase on a surface of the core particle, the core particle containing a resin X and a colorant, the shell phase being derived from a resin fine particle containing a resin Y, in which a relationship among a SP value of the resin X, a SP value of the resin Y, and a SP value of an organic solvent falls within a specific range, and a relationship between a number-average particle diameter of the resin fine particle when the resin fine particle is dispersed in water and a number-average particle diameter of the resin fine particle when the resin fine particle is dispersed in the organic solvent falls within a specific range.
    Type: Grant
    Filed: December 17, 2015
    Date of Patent: January 2, 2018
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Yusuke Kosaki, Tetsuya Kinumatsu, Kenji Aoki, Noritaka Toyoizumi, Shuntaro Watanabe, Takaaki Kaya, Atsushi Tani, Takashige Kasuya, Kazumichi Nakahama, Shinnosuke Koji
  • Patent number: 9846379
    Abstract: The production process of the present invention includes: a first step of heating a dispersion containing an aqueous medium and a binder resin containing a crystalline resin to a temperature higher than or equal to the melting point of the crystalline resin in a step of aggregating and fusing a fine particle of the binder resin containing the crystalline resin to produce a toner base particle; a second step of cooling the dispersion having been heated in the first step and having a temperature higher than the recrystallization temperature Rc of the crystalline resin to a temperature lower than Rc at a temperature-lowering rate of 1° C./min or higher; and a third step of maintaining the dispersion having been cooled in the second step at a temperature higher than or equal to Rc?25° C. and lower than or equal to Rc?5° C. for 30 minutes or longer.
    Type: Grant
    Filed: December 6, 2016
    Date of Patent: December 19, 2017
    Assignee: KONICA MINOLTA, INC.
    Inventors: Junya Onishi, Shiro Hirano, Noboru Ueda, Kouji Sugama, Aya Shirai
  • Patent number: 9841691
    Abstract: A method of manufacturing an electrostatic latent image developing toner made of a binding resin made of an amorphous resin and a crystalline resin, and toner particles containing a releasing agent and a coloring agent, the method includes: adding a monomer for forming the amorphous resin, in an aqueous medium, under presence of the fine particles containing the crystalline resin, and performing polymerization to obtain coated resin fine particles that are fine particles containing the crystalline resin, the fine particles being coated with the amorphous resin; and flocculating and fusing at least fine particles containing the amorphous resin, the coated resin fine particles, and fine particles containing the coloring agent, in an aqueous medium, under presence of a flocculating agent, to obtain the toner particles, wherein a surfactant having concentration of one to five times critical micellar concentration is added to the aqueous medium in the polymerization.
    Type: Grant
    Filed: August 27, 2015
    Date of Patent: December 12, 2017
    Assignee: KONICA MINOLTA, INC.
    Inventors: Mikio Kouyama, Hiroyuki Fukuda, Shiro Hirano, Asao Matsushima
  • Patent number: 9829818
    Abstract: Provided is a toner that uses a crystalline resin, and demonstrates favorable dispersibility of the crystalline resin in the toner, demonstrates superior low-temperature fixability, and is able to inhibit fogging. The toner has a toner particle comprising a resin A, which has a long-chain alkyl group having an average number of carbon atoms of 27 to 50, and a crystalline resin, wherein the SP value (cal/cm3)1/2 of the crystalline resin is 9.00 to 12.00, and in a GC/MS analysis of components that volatize when the toner is heated for 10 minutes at 200° C., the amount of volatile components of saturated hydrocarbons having 30 to 37 carbon atoms is 90 ppm to 260 ppm of toluene equivalent, based on mass.
    Type: Grant
    Filed: September 14, 2015
    Date of Patent: November 28, 2017
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Daisuke Yoshiba, Katsuhisa Yamazaki, Koji Nishikawa, Shotaro Nomura, Hiroki Akiyama, Masami Fujimoto
  • Patent number: 9822217
    Abstract: A branched polyester suitable for use in solvent-free emulsification, the branched polyester having a first original weight average molecular weight before undergoing solvent-free emulsification and a second weight average molecular weight after undergoing solvent-free emulsification, wherein the branched polyester has a structure that limits degradation of the polyester during solvent-free emulsification to less than about 20 percent of the first original weight average molecular weight, wherein the branched polyester comprises a compound of the formula described.
    Type: Grant
    Filed: March 19, 2012
    Date of Patent: November 21, 2017
    Assignee: Xerox Corporation
    Inventors: Santiago Faucher, Guerino G. Sacripante, Shigang S. Qiu, Allan K. Chen, Jordan H. Wosnick
  • Patent number: 9811016
    Abstract: A toner comprising a toner particle comprising a binder resin that comprises a crystalline resin, wherein the toner satisfies the following formulas (1) and (2) in DSC measurement of the toner, 50.0?Tt?80.0??formula (1) 0.00??HT?t-3/?H?0.20??formula (2) where Tt [° C.] is the peak temperature of the endothermic peak P1, ?H [J/g] is the endothermic quantity from a temperature lower than T?t by 20.0° C. to a temperature higher than T?t by 10.0° C. when T?t [° C.] is the peak temperature of the endothermic peak P 2, and ?H T?t-3 [J/g] is the endothermic quantity from a temperature lower than T?t by 20.0° C. to a temperature lower than T?t by 3.0° C.
    Type: Grant
    Filed: March 16, 2016
    Date of Patent: November 7, 2017
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Kenji Aoki, Tetsuya Kinumatsu, Yusuke Kosaki, Shuntaro Watanabe, Noritaka Toyoizumi, Takaaki Kaya, Atsushi Tani, Takashige Kasuya
  • Patent number: 9804519
    Abstract: A method for producing a toner containing a toner particle containing a binder resin, a colorant and a crystalline substance, wherein the method includes the steps of: (I) setting a temperature of a dispersion, in which a coloring particle is dispersed with an aqueous medium, to TA(° C.), which is higher than the higher of a crystallization temperature Tc(° C.) of the crystalline substance and a glass transition temperature Tg(° C.) of the coloring particle, the coloring particle containing the binder resin, the colorant and the crystalline substance; (II) cooling the dispersion from the TA to a temperature equal to or lower than the Tg at a cooling rate of at least 5.0° C./min after the step (I); and (III) holding the dispersion in a temperature from Tg?10 to Tg+10 for at least 30 min after the step (II).
    Type: Grant
    Filed: December 1, 2016
    Date of Patent: October 31, 2017
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yoshitaka Suzumura, Yusuke Hasegawa, Tomohisa Sano, Satoshi Arimura, Takuma Ikejiri
  • Patent number: 9798256
    Abstract: A method of producing a toner includes preparing a resin solution containing a binder resin, a colorant and an organic solvent; forming a droplet, a surface of the droplet being covered with a resin fine particle L1; introducing a resin fine particle L2; pressuring by introducing carbon dioxide, and extracting the organic solvent in the droplet; and obtaining the toner particle by removing the carbon dioxide together with the extracted organic solvent, wherein the SP value of the resin R1 constituting the resin fine particle L1 and the SP value of the resin R2 constituting the resin fine particle L2 are each within a specific range.
    Type: Grant
    Filed: June 9, 2016
    Date of Patent: October 24, 2017
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Yusuke Kosaki, Noritaka Toyoizumi, Tetsuya Kinumatsu, Kenji Aoki, Shuntaro Watanabe, Takaaki Kaya, Atsushi Tani, Takashige Kasuya
  • Patent number: 9798258
    Abstract: There is provided an electrostatic charge image developing toner containing: a toner particle containing an amorphous resin having a polyester resin segment and a styrene acrylic resin segment, and a crystalline polyester resin dispersed in the amorphous resin, wherein a loss modulus G? of the toner particles satisfies the following (1) and (2): (1) the loss modulus G? at 40° C. is from 1.0×107 Pa to 1.0×108 Pa; and (2) the loss modulus G? at the time when 60 minutes has passed from start of keeping the toner particles at 55° C. is from 1.0×108 Pa to 1.0×109 Pa.
    Type: Grant
    Filed: December 28, 2015
    Date of Patent: October 24, 2017
    Assignee: FUJI XEROX CO., LTD.
    Inventors: Hirofumi Shiozaki, Naomi Miyamoto, Kazusei Yoshida
  • Patent number: 9791795
    Abstract: The disclosure relates to a resin made with no more than 6 mol % of a rosin or a rosin derivative combined with a lower molecular weight crystalline polyester resin in a toner with low fixing temperature and higher blocking temperature.
    Type: Grant
    Filed: June 1, 2015
    Date of Patent: October 17, 2017
    Assignee: Xerox Corporation
    Inventors: Ke Zhou, Guerino G. Sacripante
  • Patent number: 9772571
    Abstract: An electrostatic image developing toner includes: a binder resin containing a crystalline polyester resin and an amorphous resin, wherein when, in differential scanning calorimetry of the toner according to ASTM D3418-8, a temperature of an endothermic peak derived from the crystalline polyester resin in a first heating process is defined as Tm1 (° C.), an endothermic quantity based on the endothermic peak in the first heating process is defined as ?H1 (J/g), an endothermic quantity based on the endothermic peak in a second heating process is defined as ?H2 (J/g), and a softening temperature is defined as Tf1/2 (° C.), Tm1 is 60 to 80° C., Tf1/2 is 95 to 125° C., and ?H1 and ?H2 satisfy the relationship represented by the following Formula (1) and (2): [Math. 1] 0.65??H2/?H1?0.95??(1) 205?(1.4×Tm1)<Tf1/2?220?(1.4×Tm1)??(2).
    Type: Grant
    Filed: June 15, 2016
    Date of Patent: September 26, 2017
    Assignee: KONICA MINOLTA, INC.
    Inventors: Kaori Matsushima, Tomoko Mine, Tomomi Oshiba
  • Patent number: 9740125
    Abstract: A toner for developing an electrostatic charge image, the toner including: elemental iron, wherein a content of the elemental iron is in a range of 1.0×103 to 1.0×104 ppm, based on a total weight of the toner; elemental silicon, wherein a content of the elemental silicon is in a range of 1.0×103 to 5.0×103 ppm, based on a total weight of the toner; elemental sulfur, wherein a content of the elemental sulfur is in a range of 500 to 3,000 ppm, based on a total weight of the toner; optionally elemental fluorine, wherein a content of the elemental fluorine, if present, is in a range of 1.0×103 to 1.0×104 ppm; and a binder resin.
    Type: Grant
    Filed: February 18, 2016
    Date of Patent: August 22, 2017
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Masahide Yamada, Akinori Terada, Keiichi Ishikawa, Kenichi Miyamoto
  • Patent number: 9738759
    Abstract: A block copolymer includes a crystalline polyester block and an amorphous polyalkylsiloxane block, the block copolymer exhibiting baroplastic behavior. The block copolymer is used in a cold pressure fix toner. A method of making a block copolymer including a crystalline polyester block and an amorphous polyalkylsiloxane block includes heating a mixture of a diacid, a diol, and a carbinol-terminated poly(alkylsiloxane).
    Type: Grant
    Filed: March 14, 2016
    Date of Patent: August 22, 2017
    Assignee: XEROX CORPORATION
    Inventors: Guerino G. Sacripante, Kimberly D. Nosella
  • Patent number: 9709911
    Abstract: A toner including a binder resin and a release agent, wherein the toner has a component soluble in a 50% by mass aqueous methanol solution in an amount of 0.10% by mass to 0.60% by mass, and wherein the toner has a flowing-out beginning temperature (Tfb) of 55.0° C. to 100.0° C. as determined by a flowtester method.
    Type: Grant
    Filed: December 30, 2015
    Date of Patent: July 18, 2017
    Assignee: Ricoh Company, Ltd.
    Inventors: Yoshitsugu Kimura, Ryota Inoue, Masana Shiba, Daisuke Inoue, Tomoki Murayama, Rintaro Takahashi
  • Patent number: 9703222
    Abstract: An electrostatic latent image developing toner includes toner base particles including a binder resin and a nucleating agent, wherein the binder resin includes a hybrid crystalline resin having a structure in which a crystalline polyester resin unit and an amorphous resin unit are chemically bonded to each other, and the nucleating agent is at least one compound selected from the group consisting of arachidyl alcohol, behenyl alcohol, 1-tetracosanol, 1-hexacosanol, octacosanol, palmitic acid, margaric acid, stearic acid, arachidic acid, behenic acid, and lignoceric acid.
    Type: Grant
    Filed: May 10, 2016
    Date of Patent: July 11, 2017
    Assignee: KONICA MINOLTA, INC.
    Inventors: Tomoko Mine, Kaori Matsushima
  • Patent number: 9690219
    Abstract: A magnetic toner includes toner particles. The toner particles contain a binder resin and a magnetic powder. The binder resin includes a crystalline polyester resin. The magnetic powder has a coating of a melamine resin. Preferably, the crystalline polyester resin has a solubility parameter (SPC) of no less than 9.5, and the solubility parameter (SPC) of the crystalline polyester resin and a solubility parameter (SPM) of the melamine resin satisfy formula (1) shown below. SPC?SPM>1.
    Type: Grant
    Filed: April 5, 2016
    Date of Patent: June 27, 2017
    Assignee: KYOCERA Document Solutions Inc.
    Inventor: Akinori Koyama
  • Patent number: 9690221
    Abstract: An electrostatic latent image developing toner includes a plurality of toner particles each containing a binder resin. The toner particles each contain as the binder resin, a crystalline polyester resin and a non-crystalline polyester resin. An FT-IR spectrum of the electrostatic latent image developing toner obtained through FT-IR analysis based on an ATR method has an absorbency peak of at least 0.0100 and no greater than 0.0250 in a wave number range of 701 cm?1±1 cm?1.
    Type: Grant
    Filed: March 29, 2016
    Date of Patent: June 27, 2017
    Assignee: KYOCERA Document Solutions Inc.
    Inventors: Masaki Okita, Hiroki Uemura
  • Patent number: 9690222
    Abstract: There is provided with toner including one or more kinds of brilliant pigments, and one or more kinds of coloring matters. There are also provided with a toner cartridge including the toner, a developing unit including a storing portion that stores the toner, and an image forming apparatus including a storing portion that stores the toner.
    Type: Grant
    Filed: October 19, 2015
    Date of Patent: June 27, 2017
    Assignee: Oki Data Corporation
    Inventor: Manami Hiraide
  • Patent number: 9688810
    Abstract: A resin composed of a particular polymer, the particular polymer including a repeating unit containing a structure derived from a dehydroabietic acid, a specific structural unit, and a specific aromatic ring-containing structural unit in the main chain.
    Type: Grant
    Filed: January 24, 2014
    Date of Patent: June 27, 2017
    Assignee: FUJIFILM Corporation
    Inventors: Takafumi Hosokawa, Kiyotaka Fukagawa
  • Patent number: 9663615
    Abstract: A method of synthesizing a branched polyester resin. Particularly, the method includes an alkoxylation reaction that includes reacting a monomer bisphenol A with a cyclic alkylene carbonate.
    Type: Grant
    Filed: February 5, 2016
    Date of Patent: May 30, 2017
    Assignee: XEROX CORPORATION
    Inventors: Karen A. Moffat, Shigang S. Qiu, Yulin Wang, Kevin F. Marcell, Wafa F. Bashir, Richard P N Veregin, John Lawrence Pawlak, Christopher M. Wolfe
  • Patent number: 9658554
    Abstract: A method of producing a toner containing a toner particle having a core-shell structure that has a core containing a resin and has a shell phase on a surface of the core, the shell phase being derived from a resin fine particle containing a resin A, and the resin A being a resin containing a segment derived from a crystalline polymer D, the method including steps (i), (ii) and (iii).
    Type: Grant
    Filed: March 17, 2016
    Date of Patent: May 23, 2017
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Tetsuya Kinumatsu, Kenji Aoki, Yusuke Kosaki, Noritaka Toyoizumi, Shuntaro Watanabe, Takaaki Kaya, Atsushi Tani, Takashige Kasuya
  • Patent number: 9658546
    Abstract: Provided is toner comprising toner particle containing binder resin and colorant and silica fine particle, wherein: the silica fine particle contains silica fine particle A and silica fine particle B; silica fine particle A has a number average particle diameter of primary particle of 5 nm or more and 20 nm or less; silica fine particle B has a number average particle diameter of primary particle of 80 nm or more and 200 nm or less; and silica fine particle B has a half width of a peak of primary particle of 25 nm or less, in a weight-based particle size distribution, and wherein when the toner is measured by adhesive force-measuring method by using polycarbonate thin film, an adhesion of the silica fine particle A is 0.5% by area or less relative to 100% by area of the total area of the polycarbonate thin film.
    Type: Grant
    Filed: November 17, 2015
    Date of Patent: May 23, 2017
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Keisuke Tanaka, Takashi Matsui, Satoshi Arimura, Kozue Uratani, Shohei Tsuda, Naoki Okamoto
  • Patent number: 9639016
    Abstract: A toner includes a polyester resin including a polyester resin component A (A) insoluble in tetrahydrofuran; and a polyester resin component B (B) soluble in tetrahydrofuran. The toner has a first glass transition temperature (Tg1st) of from 20° C. to 50° C., measured at a first temperature rising in differential scanning calorimetry (DSC), and satisfies the following formulae (1) and (2): T=1/{a/(TgA+273)+b/(TgB+273)}?273??(1) T?TgAB>30×a??(2) wherein a and b represent weight ratios of (A) and (B) to a total weight of (A) and (B), and satisfy the equation a+b=1; and TgA, TgB and TgAB represent second glass transition temperatures (Tg2nd), measured at a second temperature rising in differential scanning calorimetry, of (A), (B), and a mixture of (A) and (B), respectively.
    Type: Grant
    Filed: February 23, 2016
    Date of Patent: May 2, 2017
    Assignee: Ricoh Company, Ltd.
    Inventors: Tsuyoshi Sugimoto, Shinya Nakayama, Hiroshi Yamada, Hideyuki Santo, Shin Hasegawa, Suzuka Karato, Kohsuke Nagata, Koh Ohnuma