KR20150062978A - 토너 - Google Patents
토너 Download PDFInfo
- Publication number
- KR20150062978A KR20150062978A KR1020140166291A KR20140166291A KR20150062978A KR 20150062978 A KR20150062978 A KR 20150062978A KR 1020140166291 A KR1020140166291 A KR 1020140166291A KR 20140166291 A KR20140166291 A KR 20140166291A KR 20150062978 A KR20150062978 A KR 20150062978A
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- KR
- South Korea
- Prior art keywords
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- block polymer
- acid
- Prior art date
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- 229920000642 polymer Polymers 0.000 claims abstract description 103
- 239000002245 particle Substances 0.000 claims abstract description 74
- 239000011347 resin Substances 0.000 claims abstract description 73
- 229920005989 resin Polymers 0.000 claims abstract description 73
- 229920000728 polyester Polymers 0.000 claims abstract description 41
- 229920005792 styrene-acrylic resin Polymers 0.000 claims abstract description 37
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 33
- 238000002844 melting Methods 0.000 claims abstract description 23
- 230000008018 melting Effects 0.000 claims abstract description 23
- 239000011230 binding agent Substances 0.000 claims abstract description 22
- 239000000126 substance Substances 0.000 claims description 10
- 238000010558 suspension polymerization method Methods 0.000 claims description 6
- 239000000049 pigment Substances 0.000 description 58
- 239000000178 monomer Substances 0.000 description 49
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 48
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 36
- 239000006185 dispersion Substances 0.000 description 31
- 239000003086 colorant Substances 0.000 description 28
- 238000000034 method Methods 0.000 description 28
- 239000000203 mixture Substances 0.000 description 26
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 25
- 238000003756 stirring Methods 0.000 description 25
- 239000001993 wax Substances 0.000 description 25
- 239000010419 fine particle Substances 0.000 description 24
- -1 alkyl ester compound Chemical class 0.000 description 23
- 238000004519 manufacturing process Methods 0.000 description 23
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 21
- 239000000463 material Substances 0.000 description 21
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000000377 silicon dioxide Substances 0.000 description 16
- 239000000243 solution Substances 0.000 description 16
- 239000002253 acid Substances 0.000 description 15
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- 239000012736 aqueous medium Substances 0.000 description 12
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- 239000000654 additive Substances 0.000 description 10
- 230000002209 hydrophobic effect Effects 0.000 description 10
- 239000003381 stabilizer Substances 0.000 description 10
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 10
- 238000012546 transfer Methods 0.000 description 10
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- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
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- 229910052757 nitrogen Inorganic materials 0.000 description 9
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 8
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 8
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 8
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 7
- 238000005481 NMR spectroscopy Methods 0.000 description 7
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- 150000003839 salts Chemical class 0.000 description 7
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000003945 anionic surfactant Substances 0.000 description 6
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 6
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- 239000000975 dye Substances 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
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- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 5
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- 239000012488 sample solution Substances 0.000 description 5
- 239000002002 slurry Substances 0.000 description 5
- 125000000542 sulfonic acid group Chemical group 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 4
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
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- 125000004429 atom Chemical group 0.000 description 4
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- 229920006038 crystalline resin Polymers 0.000 description 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
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- 150000002484 inorganic compounds Chemical class 0.000 description 4
- 229910010272 inorganic material Inorganic materials 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
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- 238000000926 separation method Methods 0.000 description 4
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 239000010457 zeolite Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
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- 239000006229 carbon black Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 3
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- 150000002500 ions Chemical group 0.000 description 3
- 229940099800 pigment red 48 Drugs 0.000 description 3
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- 238000010992 reflux Methods 0.000 description 3
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical class OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 3
- 229920002545 silicone oil Polymers 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 description 3
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 3
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- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 2
- YJCJVMMDTBEITC-UHFFFAOYSA-N 10-hydroxycapric acid Chemical compound OCCCCCCCCCC(O)=O YJCJVMMDTBEITC-UHFFFAOYSA-N 0.000 description 2
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N 12-hydroxylauric acid Chemical compound OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 2
- DWXOPJCPYKBNEC-UHFFFAOYSA-N 13-hydroxytridecanoic acid Chemical compound OCCCCCCCCCCCCC(O)=O DWXOPJCPYKBNEC-UHFFFAOYSA-N 0.000 description 2
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- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—Binders for toner particles
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08706—Polymers of alkenyl-aromatic compounds
- G03G9/08708—Copolymers of styrene
- G03G9/08711—Copolymers of styrene with esters of acrylic or methacrylic acid
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/0802—Preparation methods
- G03G9/0804—Preparation methods whereby the components are brought together in a liquid dispersing medium
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—Binders for toner particles
- G03G9/08742—Binders for toner particles comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08755—Polyesters
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- G—PHYSICS
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- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—Binders for toner particles
- G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
- G03G9/08788—Block polymers
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—Binders for toner particles
- G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
- G03G9/08795—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by their chemical properties, e.g. acidity, molecular weight, sensitivity to reactants
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—Binders for toner particles
- G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
- G03G9/08797—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by their physical properties, e.g. viscosity, solubility, melting temperature, softening temperature, glass transition temperature
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- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Developing Agents For Electrophotography (AREA)
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| US9835964B2 (en) * | 2013-11-29 | 2017-12-05 | Canon Kabushiki Kaisha | Toner |
| US9383668B2 (en) * | 2013-11-29 | 2016-07-05 | Canon Kabushiki Kaisha | Toner |
| US9952523B2 (en) | 2015-02-25 | 2018-04-24 | Canon Kabushiki Kaisha | Toner and toner production method |
| JP2016212387A (ja) * | 2015-05-08 | 2016-12-15 | キヤノン株式会社 | トナー、及びトナーの製造方法 |
| JP6812134B2 (ja) | 2015-05-14 | 2021-01-13 | キヤノン株式会社 | トナーおよびトナーの製造方法 |
| JP6738183B2 (ja) | 2015-05-27 | 2020-08-12 | キヤノン株式会社 | トナー |
| JP6739982B2 (ja) | 2015-05-28 | 2020-08-12 | キヤノン株式会社 | トナー |
| JP6587456B2 (ja) | 2015-08-21 | 2019-10-09 | キヤノン株式会社 | トナー |
| US9904193B2 (en) | 2015-08-28 | 2018-02-27 | Canon Kabushiki Kaisha | Toner and method of producing toner |
| KR20170046381A (ko) | 2015-10-21 | 2017-05-02 | 에스프린팅솔루션 주식회사 | 정전하상 현상용 토너 |
| JP6708401B2 (ja) | 2015-12-04 | 2020-06-10 | キヤノン株式会社 | トナーの製造方法 |
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| JP6900209B2 (ja) | 2016-03-18 | 2021-07-07 | キヤノン株式会社 | トナー及びトナーの製造方法 |
| JP6855289B2 (ja) | 2016-03-18 | 2021-04-07 | キヤノン株式会社 | トナー及びトナーの製造方法 |
| JP6727872B2 (ja) | 2016-03-18 | 2020-07-22 | キヤノン株式会社 | トナー及びトナーの製造方法 |
| JP6808542B2 (ja) | 2016-03-18 | 2021-01-06 | キヤノン株式会社 | トナー及びトナーの製造方法 |
| JP6887833B2 (ja) | 2016-03-18 | 2021-06-16 | キヤノン株式会社 | トナー及びトナーの製造方法 |
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| US10216107B2 (en) | 2017-01-11 | 2019-02-26 | Canon Kabushiki Kaisha | Toner and method of producing toner |
| US10303075B2 (en) | 2017-02-28 | 2019-05-28 | Canon Kabushiki Kaisha | Toner |
| US10295920B2 (en) | 2017-02-28 | 2019-05-21 | Canon Kabushiki Kaisha | Toner |
| US10503090B2 (en) | 2017-05-15 | 2019-12-10 | Canon Kabushiki Kaisha | Toner |
| CN107163195B (zh) * | 2017-06-29 | 2019-05-24 | 邯郸汉光办公自动化耗材有限公司 | 一种苯丙-聚酯树脂的制备方法 |
| JP7005289B2 (ja) | 2017-11-07 | 2022-02-10 | キヤノン株式会社 | トナー |
| DE102018127479A1 (de) | 2017-11-07 | 2019-05-09 | Canon Kabushiki Kaisha | Toner und verfahren zur herstellung von toner |
| CN110597031B (zh) | 2018-06-13 | 2024-08-13 | 佳能株式会社 | 调色剂 |
| US10732530B2 (en) | 2018-06-13 | 2020-08-04 | Canon Kabushiki Kaisha | Toner and method for producing toner |
| CN110597032B (zh) | 2018-06-13 | 2024-03-19 | 佳能株式会社 | 调色剂 |
| US10877390B2 (en) | 2018-08-02 | 2020-12-29 | Canon Kabushiki Kaisha | Toner |
| JP7210222B2 (ja) | 2018-10-19 | 2023-01-23 | キヤノン株式会社 | トナー |
| JP7150564B2 (ja) | 2018-10-30 | 2022-10-11 | キヤノン株式会社 | トナー及びトナーの製造方法 |
| US10948839B2 (en) | 2018-10-30 | 2021-03-16 | Canon Kabushiki Kaisha | Toner having a toner particle with a binder resin containing a copolymer of a styrenic polymerizable monomer, and at least one of an acrylic or methacrylic polymerizable monomer |
| JP7286314B2 (ja) | 2018-12-28 | 2023-06-05 | キヤノン株式会社 | トナー |
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| EP3674802B1 (en) | 2018-12-28 | 2022-05-18 | Canon Kabushiki Kaisha | Toner and toner manufacturing method |
| JP7391658B2 (ja) | 2018-12-28 | 2023-12-05 | キヤノン株式会社 | トナー |
| JP7327993B2 (ja) | 2019-05-13 | 2023-08-16 | キヤノン株式会社 | トナー及びトナーの製造方法 |
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| JP7433923B2 (ja) | 2020-01-16 | 2024-02-20 | キヤノン株式会社 | 画像形成方法及び画像形成装置 |
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| JP7651340B2 (ja) | 2020-04-06 | 2025-03-26 | キヤノン株式会社 | トナー及びトナーの製造方法 |
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| JP7551449B2 (ja) | 2020-10-23 | 2024-09-17 | キヤノン株式会社 | トナー及びトナーの製造方法 |
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| JP2024017726A (ja) | 2022-07-28 | 2024-02-08 | キヤノン株式会社 | カートリッジ及び画像形成装置 |
| JP2024094609A (ja) | 2022-12-28 | 2024-07-10 | キヤノン株式会社 | トナーパック |
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| JPS62273574A (ja) * | 1986-05-22 | 1987-11-27 | Konika Corp | 耐オフセツト性の優れた熱ロ−ラ定着用静電像現像用トナ− |
| JP3094427B2 (ja) * | 1990-07-12 | 2000-10-03 | ミノルタ株式会社 | 現像剤 |
| JP2850093B2 (ja) * | 1994-02-17 | 1999-01-27 | 三洋化成工業株式会社 | 電子写真用トナーバインダー |
| ES2370793T3 (es) * | 2005-06-17 | 2011-12-22 | Mitsui Chemicals, Inc. | Resina ligante para toner, toner y procedimientos para producir la resina ligante para toner. |
| JP4544095B2 (ja) | 2005-08-24 | 2010-09-15 | 富士ゼロックス株式会社 | 電子写真用トナー、電子写真用トナーの製造方法、電子写真用現像剤並びに画像形成方法 |
| JP4560462B2 (ja) * | 2005-09-13 | 2010-10-13 | キヤノン株式会社 | トナー |
| EP2362270A3 (en) * | 2010-02-26 | 2012-08-22 | Konica Minolta Business Technologies, Inc. | Toner for developing electrostatic latent images and production method of the same |
| KR101522118B1 (ko) * | 2010-10-06 | 2015-05-20 | 산요가세이고교 가부시키가이샤 | 토너 바인더 및 토너 조성물 |
| JP5773764B2 (ja) * | 2011-06-03 | 2015-09-02 | キヤノン株式会社 | トナーの製造方法 |
| JP5942888B2 (ja) * | 2012-04-18 | 2016-06-29 | コニカミノルタ株式会社 | 静電荷像現像用トナー |
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- 2014-11-26 KR KR1020140166291A patent/KR20150062978A/ko not_active Ceased
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- 2014-11-26 DE DE102014224142.1A patent/DE102014224142B4/de active Active
- 2014-11-26 CN CN201410709122.8A patent/CN104678725B/zh active Active
Also Published As
| Publication number | Publication date |
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| CN104678725B (zh) | 2018-11-20 |
| JP2015127808A (ja) | 2015-07-09 |
| DE102014224142A1 (de) | 2015-06-03 |
| US9599919B2 (en) | 2017-03-21 |
| CN104678725A (zh) | 2015-06-03 |
| DE102014224142B4 (de) | 2022-08-18 |
| US20150153666A1 (en) | 2015-06-04 |
| JP6376959B2 (ja) | 2018-08-22 |
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