Patents by Inventor Taku Shimoda
Taku Shimoda has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 11714363Abstract: A toner comprising a toner particle comprising a resin A, and an external additive A, wherein the resin A is a resin represented by formula (1) below, the resin A is present at the surface of the toner particle, the external additive A is a fine particle containing silicon, the average value of the shape factor SF-1 of the external additive A is from 105 to 120, the average value of the shape factor SF-2 of the external additive A is from 100 to 130.Type: GrantFiled: June 21, 2021Date of Patent: August 1, 2023Assignee: CANON KABUSHIKI KAISHAInventors: Kenji Ookubo, Yu Yoshida, Takashi Kenmoku, Taku Shimoda, Masashi Kawamura, Akane Masumoto, Takayuki Toyoda
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Publication number: 20220128915Abstract: A toner comprising a toner particle, wherein the toner particle comprises a binder resin, a resin A, a wax, and a fatty acid metal salt, the resin A has a substituted or unsubstituted silyl group in a molecule, and a substituent of the substituted silyl group is at least one selected from the group consisting of an alkyl group having 1 or more carbon atoms, an alkoxy group having 1 or more carbon atoms, a hydroxy group, a halogen atom, and an aryl group having 6 or more carbon atoms.Type: ApplicationFiled: October 15, 2021Publication date: April 28, 2022Inventors: Takayuki Toyoda, Akane Masumoto, Kenji Ookubo, Taku Shimoda, Masashi Kawamura, Yu Yoshida
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Publication number: 20220128919Abstract: A toner comprising a toner particle, wherein the toner particle comprises a binder resin, a resin A, and a resin B, the resin A comprises a substituted or unsubstituted silyl group in a molecule, a substituent of the substituted silyl group is at least one selected from the group consisting of an alkyl group having 1 or more carbon atoms, an alkoxy group having 1 or more carbon atoms, a hydroxy group, a halogen atom, and an aryl group having 6 or more carbon atoms, and the resin B comprises an azo group in a molecule.Type: ApplicationFiled: October 15, 2021Publication date: April 28, 2022Inventors: Masashi Kawamura, Akane Masumoto, Takayuki Toyoda, Kenji Ookubo, Taku Shimoda, Yu Yoshida
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Publication number: 20220128916Abstract: A toner comprises a toner particle comprising a resin A and a resin B, wherein the resin A has a structure represented by a predetermined general formula, and the resin B has a monomer unit represented by a predetermined general formula, and a toner manufacturing method comprises a step of dispersing a toner base particle comprising the resin B in an aqueous medium to obtain a toner slurry, and a step of adding a radical polymerization initiator and a monomer composition comprising a monomer represented by a predetermined general formula to the resulting toner slurry to form the resin A on a surface of the toner base particle.Type: ApplicationFiled: October 15, 2021Publication date: April 28, 2022Inventors: Yu Yoshida, Takashi Matsui, Kenji Aoki, Tsuneyoshi Tominaga, Shohei Shibahara, Mariko Yamashita, Yuna Yamamoto, Kenji Ookubo, Takashi Kenmoku, Taku Shimoda, Masashi Kawamura
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Patent number: 11274179Abstract: A production method for obtaining a compound having an amide bond and also having an alkoxysilyl group by a reaction of a compound including a carboxy group with a compound having an amino group and an alkoxysilyl group, the production method comprising: a step of conducting the reaction using a triazine-based amidating agent and under a basic condition.Type: GrantFiled: April 17, 2020Date of Patent: March 15, 2022Assignee: CANON KABUSHIKI KAISHAInventors: Masashi Kawamura, Kenji Ookubo, Takayuki Toyoda, Taku Shimoda
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Patent number: 11249412Abstract: Toner comprising a toner particle, the toner particle includes a toner core particle and an organosilicon polymer covering the toner core particle surface, the organosilicon polymer has a structure represented by R4—SiO3/2 (R4 each independently represents an alkyl group having 1 to 6 carbon atoms or a phenyl group), the toner core particle includes a resin A having a substituted or unsubstituted silyl group in a molecule thereof, a substituent of the substituted silyl group is at least one selected from the group consisting of an alkyl group having 1 or more carbon atoms, an alkoxy group having 1 or more carbon atoms, a hydroxy group, a halogen atom, and an aryl group having 6 or more carbon atoms, a content of silicon atoms in the resin A is 0.02 to 10.00% by mass, and a content of silicon atoms in the organosilicon polymer is 30 to 50% by mass.Type: GrantFiled: April 21, 2020Date of Patent: February 15, 2022Assignee: CANON KABUSHIKI KAISHAInventors: Masashi Kawamura, Takayuki Toyoda, Kenji Ookubo, Taku Shimoda
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Publication number: 20210405549Abstract: A toner comprising a toner particle comprising a resin A, and an external additive A, wherein the resin A is a resin represented by formula (1) below, the resin A is present at the surface of the toner particle, the external additive A is a fine particle containing silicon, the average value of the shape factor SF-1 of the external additive A is from 105 to 120, the average value of the shape factor SF-2 of the external additive A is from 100 to 130.Type: ApplicationFiled: June 21, 2021Publication date: December 30, 2021Inventors: Kenji Ookubo, Yu Yoshida, Takashi Kenmoku, Taku Shimoda, Masashi Kawamura, Akane Masumoto, Takayuki Toyoda
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Patent number: 11181845Abstract: A toner comprising a toner particle that contains a binder resin, a resin represented by formula (1), and wax, wherein the wax contains an ester compound that exhibits a compatibility at 100° C. of at least 5.0 mass parts per 100.0 mass parts of the binder resin: wherein in formula (1), P1 represents a macromolecular segment; L1 represents a single bond or a divalent linking group; R1 to R3 each independently represent a hydrogen atom, halogen atom, alkyl group, alkoxy group, hydroxy group, or aryl group; m represents a positive integer; and when m is equal to or greater than 2, a plurality of L1's, a plurality of R1's, a plurality of R2's, and a plurality of R3's may be the same as or different from each other.Type: GrantFiled: April 21, 2020Date of Patent: November 23, 2021Assignee: CANON KABUSHIKI KAISHAInventors: Taku Shimoda, Masashi Kawamura, Takayuki Toyoda, Kenji Ookubo
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Patent number: 10877390Abstract: Toner, including: a toner particle that contains a binder resin and a wax, wherein the binder resin includes an amorphous resin A, and, in dynamic viscoelasticity measurement of the toner, when the temperature at which the loss elastic modulus G? measured at a frequency of 1 Hz becomes 1.00×106 Pa is set as T(1 Hz), when the temperature at which the loss elastic modulus G? measured at a frequency of 20 Hz becomes 1.00×106 Pa is set as T(20 Hz), and when the maximum value of the ratio (tan ?) of the loss elastic modulus G? with respect to the storage elastic modulus G?, measured at a frequency of 20 Hz, in a range of from 60° C. to 90° C. is set as tan ?(P), the toner satisfies T(20 Hz)?T(1 Hz)?7.0° C., 0.80?tan ?(P)?1.90, 60° C.?T(1 Hz)?80° C., and 60° C.?T(20 Hz)?80° C.Type: GrantFiled: July 30, 2019Date of Patent: December 29, 2020Assignee: CANON KABUSHIKI KAISHAInventors: Tsutomu Shimano, Reo Tagawa, Taku Shimoda, Yoshihiro Nakagawa
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Publication number: 20200341398Abstract: Toner comprising a toner particle, the toner particle includes a toner core particle and an organosilicon polymer covering the toner core particle surface, the organosilicon polymer has a structure represented by R4—SiO3/2 (R4 each independently represents an alkyl group having 1 to 6 carbon atoms or a phenyl group), the toner core particle includes a resin A having a substituted or unsubstituted silyl group in a molecule thereof, a substituent of the substituted silyl group is at least one selected from the group consisting of an alkyl group having 1 or more carbon atoms, an alkoxy group having 1 or more carbon atoms, a hydroxy group, a halogen atom, and an aryl group having 6 or more carbon atoms, a content of silicon atoms in the resin A is 0.02 to 10.00% by mass, and a content of silicon atoms in the organosilicon polymer is 30 to 50% by mass.Type: ApplicationFiled: April 21, 2020Publication date: October 29, 2020Inventors: Masashi Kawamura, Takayuki Toyoda, Kenji Ookubo, Taku Shimoda
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Publication number: 20200339744Abstract: A production method for obtaining a compound having an amide bond and also having an alkoxysilyl group by a reaction of a compound including a carboxy group with a compound having an amino group and an alkoxysilyl group, the production method comprising: a step of conducting the reaction using a triazine-based amidating agent and under a basic condition.Type: ApplicationFiled: April 17, 2020Publication date: October 29, 2020Inventors: Masashi Kawamura, Kenji Ookubo, Takayuki Toyoda, Taku Shimoda
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Publication number: 20200341400Abstract: A toner comprising a toner particle that contains a binder resin, a resin represented by formula (1), and wax, wherein the wax contains an ester compound that exhibits a compatibility at 100° C. of at least 5.0 mass parts per 100.0 mass parts of the binder resin: wherein in formula (1), P1 represents a macromolecular segment; L1 represents a single bond or a divalent linking group; R1 to R3 each independently represent a hydrogen atom, halogen atom, alkyl group, alkoxy group, hydroxy group, or aryl group; m represents a positive integer; and when m is equal to or greater than 2, a plurality of L1's, a plurality of R1's, a plurality of R2's, and a plurality of R3's may be the same as or different from each other.Type: ApplicationFiled: April 21, 2020Publication date: October 29, 2020Inventors: Taku Shimoda, Masashi Kawamura, Takayuki Toyoda, Kenji Ookubo
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Publication number: 20200341395Abstract: A toner comprising a toner particle that contains a resin A, wherein the resin A contains an ester bond, and has a substituted or unsubstituted silyl group in a molecule thereof, a substituent on the substituted silyl group is at least one selected from the group consisting of alkyl groups, alkoxy groups, hydroxy groups, aryl groups, and halogen atoms; and a content of the ester bond in the resin A is at least 12.0 mass %.Type: ApplicationFiled: April 14, 2020Publication date: October 29, 2020Inventors: Kenji Ookubo, Takayuki Toyoda, Taku Shimoda, Masashi Kawamura
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Publication number: 20200041922Abstract: 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 1.00×106Pa 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: ApplicationFiled: July 30, 2019Publication date: February 6, 2020Inventors: Tsutomu Shimano, Reo Tagawa, Taku Shimoda, Yoshihiro Nakagawa
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Patent number: 10437165Abstract: Provided is a toner having: a toner particle including a binder resin and a wax A, wherein the binder resin includes at least 50% by mass of a styrene acrylic copolymer in the binder resin, the melting point of the wax A is from 60.0° C. to 100.0° C., the wax A is compatible at 100° C. in an amount of at least 15.0 parts by mass with 100 parts by mass of a styrene-butyl acrylate copolymer, in DSC of the toner, where a peak temperature of a maximum exothermic peak derived from the wax A when cooling from 150° C. to 0° C. is performed at 1.0° C./min is denoted by Tc(1), and a peak temperature of a maximum exothermic peak derived from the wax A when cooling from 150° C. to 0° C. is performed at 20.0° C./min is denoted by Tc(20), 0.0° C.?Tc(1)-Tc(20)?7.0° C. is satisfied.Type: GrantFiled: November 5, 2018Date of Patent: October 8, 2019Assignee: CANON KABUSHIKI KAISHAInventors: Tsutomu Shimano, Yoshihiro Nakagawa, Reo Tagawa, Taku Shimoda
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Patent number: 10416582Abstract: A toner comprising: a toner particle that contains a binder resin and a wax, wherein the binder resin contains a styrene-acrylic copolymer, the content of the styrene-acrylic copolymer in the binder resin is at least 50 mass %, the wax contains a wax A, at least 15.0 mass parts of the wax A compatibilizes at 100° C. with 100 mass parts of a specific styrene—butyl acrylate copolymer, and in a cross section of the toner particle observed using a scanning transmission electron microscope, domains of the wax are present, the average number of the domains is from 20 to 2,000, and using r1 for the average major diameter of the domains and r2 for the average minor diameter of the domains, r1 is from 0.03 ?m to 1.00 ?m, and the ratio of r1 to r2 is from 1.0 to 3.0.Type: GrantFiled: November 5, 2018Date of Patent: September 17, 2019Assignee: CANON KABUSHIKI KAISHAInventors: Yoshihiro Nakagawa, Tsutomu Shimano, Reo Tagawa, Taku Shimoda
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Publication number: 20190137900Abstract: A toner comprising: a toner particle that contains a binder resin and a wax, wherein the binder resin contains a styrene-acrylic copolymer, the content of the styrene-acrylic copolymer in the binder resin is at least 50 mass %, the wax contains a wax A, at least 15.0 mass parts of the wax A compatibilizes at 100° C. with 100 mass parts of a specific styrene—butyl acrylate copolymer, and in a cross section of the toner particle observed using a scanning transmission electron microscope, domains of the wax are present, the average number of the domains is from 20 to 2,000, and using r1 for the average major diameter of the domains and r2 for the average minor diameter of the domains, r1 is from 0.03 ?m to 1.00 ?m, and the ratio of r1 to r2 is from 1.0 to 3.0.Type: ApplicationFiled: November 5, 2018Publication date: May 9, 2019Inventors: Yoshihiro Nakagawa, Tsutomu Shimano, Reo Tagawa, Taku Shimoda
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Publication number: 20190137901Abstract: Provided is a toner having: a toner particle including a binder resin and a wax A, wherein the binder resin includes at least 50% by mass of a styrene acrylic copolymer in the binder resin, the melting point of the wax A is from 60.0° C. to 100.0° C., the wax A is compatible at 100° C. in an amount of at least 15.0 parts by mass with 100 parts by mass of a styrene-butyl acrylate copolymer, in DSC of the toner, where a peak temperature of a maximum exothermic peak derived from the wax A when cooling from 150° C. to 0° C. is performed at 1.0° C./min is denoted by Tc(1), and a peak temperature of a maximum exothermic peak derived from the wax A when cooling from 150° C. to 0° C. is performed at 20.0° C./min is denoted by Tc(20), 0.0° C.?Tc(1)-Tc(20)?7.0° C. is satisfied.Type: ApplicationFiled: November 5, 2018Publication date: May 9, 2019Inventors: Tsutomu Shimano, Yoshihiro Nakagawa, Reo Tagawa, Taku Shimoda
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Patent number: 9388264Abstract: A method for producing a resin composition, comprising the step of: subjecting a radical copolymerization of a first radical polymerizable monomer which is free from any crystalline molecular chain and a second radical polymerizable monomer having a crystalline molecular chain, in the presence of a radical polymerization initiator, wherein the second radical polymerizable monomer is the following compound, (wherein R1 denotes a hydrogen atom or a methyl group, and R2 denotes an alkyl group having at least 17 carbon atoms) the first radical polymerizable monomer has a particular reactivity ratio.Type: GrantFiled: April 24, 2014Date of Patent: July 12, 2016Assignee: Canon Kabushiki KaishaInventors: Kazumichi Nakahama, Keiichiro Tsubaki, Takayuki Hiratani, Akira Kuriyama, Taku Shimoda
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Publication number: 20140323659Abstract: A method for producing a resin composition, comprising the step of: subjecting a radical copolymerization of a first radical polymerizable monomer which is free from any crystalline molecular chain, and a second radical polymerizable monomer having a crystalline molecular chain, in the presence of a radical polymerization initiator, wherein the second radical polymerizable monomer is the following compound, and (wherein R1 denotes a hydrogen atom or a methyl group, and R2 denotes an alkyl group having at least 17 carbon atoms) the first radical polymerizable monomer has a particular reactivity ratio.Type: ApplicationFiled: April 24, 2014Publication date: October 30, 2014Applicant: CANON KABUSHIKI KAISHAInventors: Taku Shimoda, Keiichiro Tsubaki, Takayuki Hiratani, Akira Kuriyama, Kazumichi Nakahama