DE3047229C2 - - Google Patents
Info
- Publication number
- DE3047229C2 DE3047229C2 DE3047229A DE3047229A DE3047229C2 DE 3047229 C2 DE3047229 C2 DE 3047229C2 DE 3047229 A DE3047229 A DE 3047229A DE 3047229 A DE3047229 A DE 3047229A DE 3047229 C2 DE3047229 C2 DE 3047229C2
- Authority
- DE
- Germany
- Prior art keywords
- toner
- polymerization
- polymer
- offset
- molecular weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000006116 polymerization reaction Methods 0.000 claims description 59
- 229920000642 polymer Polymers 0.000 claims description 55
- 239000000178 monomer Substances 0.000 claims description 48
- 239000003795 chemical substances by application Substances 0.000 claims description 43
- 239000002245 particle Substances 0.000 claims description 24
- 229920000098 polyolefin Polymers 0.000 claims description 16
- 239000003086 colorant Substances 0.000 claims description 14
- 239000000843 powder Substances 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 9
- 239000003431 cross linking reagent Substances 0.000 claims description 9
- 238000009826 distribution Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 239000000375 suspending agent Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 46
- 229920001577 copolymer Polymers 0.000 description 28
- 238000012360 testing method Methods 0.000 description 23
- 239000011572 manganese Substances 0.000 description 22
- 238000000034 method Methods 0.000 description 19
- -1 ethylene, propylene, Butylene Chemical group 0.000 description 18
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 13
- 150000001336 alkenes Chemical class 0.000 description 13
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 9
- 239000005977 Ethylene Substances 0.000 description 9
- 238000004898 kneading Methods 0.000 description 9
- 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
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- 239000000123 paper Substances 0.000 description 7
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 238000011109 contamination Methods 0.000 description 6
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- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 150000005846 sugar alcohols Polymers 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
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- 229920000768 polyamine Polymers 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
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- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- 239000011343 solid material Substances 0.000 description 5
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- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical group C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 4
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- 150000005673 monoalkenes Chemical class 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical class C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- YLGXILFCIXHCMC-JHGZEJCSSA-N methyl cellulose Chemical compound COC1C(OC)C(OC)C(COC)O[C@H]1O[C@H]1C(OC)C(OC)C(OC)OC1COC YLGXILFCIXHCMC-JHGZEJCSSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000010298 pulverizing process Methods 0.000 description 3
- 239000004071 soot Substances 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 2
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 2
- ZGHFDIIVVIFNPS-UHFFFAOYSA-N 3-Methyl-3-buten-2-one Chemical compound CC(=C)C(C)=O ZGHFDIIVVIFNPS-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- 239000011362 coarse particle Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
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- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
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- 238000007796 conventional method Methods 0.000 description 2
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- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 2
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- 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
- G03G9/08704—Polyalkenes
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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
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- G—PHYSICS
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- 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
- G03G9/0806—Preparation methods whereby the components are brought together in a liquid dispersing medium whereby chemical synthesis of at least one of the toner components takes place
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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
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09733—Organic compounds
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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
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09733—Organic compounds
- G03G9/09775—Organic compounds containing atoms other than carbon, hydrogen or oxygen
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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
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09783—Organo-metallic compounds
- G03G9/09791—Metallic soaps of higher carboxylic acids
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Developing Agents For Electrophotography (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP54162843A JPS5913731B2 (ja) | 1979-12-17 | 1979-12-17 | 加熱ロ−ラ定着型静電荷像現像用乾式トナ−の製造方法 |
Publications (3)
Publication Number | Publication Date |
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DE3047229A1 DE3047229A1 (de) | 1981-08-27 |
DE3047229C2 true DE3047229C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-06-03 |
DE3047229C3 DE3047229C3 (de) | 2000-10-05 |
Family
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Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE3047229A Expired - Lifetime DE3047229C3 (de) | 1979-12-17 | 1980-12-16 | Tonerpulver für die Elektrophotographie und seine Verwendung |
Country Status (4)
Families Citing this family (53)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56154740A (en) * | 1980-05-01 | 1981-11-30 | Fuji Xerox Co Ltd | Dry toner |
JPS57208559A (en) * | 1981-06-19 | 1982-12-21 | Konishiroku Photo Ind Co Ltd | Toner for electrostatic charged image development |
JPS5814144A (ja) * | 1981-07-20 | 1983-01-26 | Konishiroku Photo Ind Co Ltd | 静電荷像現像剤 |
JPS5837652A (ja) * | 1981-08-11 | 1983-03-04 | Konishiroku Photo Ind Co Ltd | 静電荷像現像用トナ− |
JPS5825642A (ja) * | 1981-08-07 | 1983-02-15 | Canon Inc | 圧力定着性現像用トナー |
JPS5863947A (ja) * | 1981-10-14 | 1983-04-16 | Mitsui Petrochem Ind Ltd | 熱定着型電子写真用現像材 |
JPS5885442A (ja) * | 1981-11-16 | 1983-05-21 | Toyo Ink Mfg Co Ltd | 粉体現像剤 |
US4518673A (en) * | 1982-04-28 | 1985-05-21 | Hitachi Metals, Ltd. | Electrophotographic developer |
JPS5926740A (ja) * | 1982-08-04 | 1984-02-13 | Mita Ind Co Ltd | 電子写真用圧力定着性トナー及びその製法 |
JPH079543B2 (ja) * | 1983-05-26 | 1995-02-01 | キヤノン株式会社 | 静電荷像現像用トナ− |
JPS6037562A (ja) * | 1983-08-11 | 1985-02-26 | Hitachi Chem Co Ltd | 電子写真トナ−結着剤用樹脂組成物の製造法 |
JPS60207170A (ja) * | 1984-03-31 | 1985-10-18 | Kyocera Corp | 定着装置 |
EP0162577B2 (en) * | 1984-04-17 | 1997-03-05 | Hitachi Chemical Co., Ltd. | Process for producing toner for electrophotography |
JPS60229035A (ja) * | 1984-04-27 | 1985-11-14 | Canon Inc | 現像方法 |
JPS6128957A (ja) * | 1984-07-20 | 1986-02-08 | Canon Inc | トナ−および画像形成方法 |
JPS6157948A (ja) * | 1984-08-29 | 1986-03-25 | Fuakoo:Kk | 電子写真用負帯電粉末トナ− |
US4702986A (en) * | 1984-08-30 | 1987-10-27 | Canon Kabushiki Kaisha | Electrophotographic method uses toner of polyalkylene and non-magnetic inorganic fine powder |
JPH0650405B2 (ja) * | 1985-05-30 | 1994-06-29 | 株式会社巴川製紙所 | 静電荷像現像用トナ− |
JPH0682226B2 (ja) * | 1985-12-17 | 1994-10-19 | キヤノン株式会社 | 画像形成方法 |
JPH0656505B2 (ja) * | 1986-06-16 | 1994-07-27 | キヤノン株式会社 | 重合トナーの製造方法 |
JP2504745B2 (ja) * | 1986-07-08 | 1996-06-05 | 三田工業株式会社 | 電子写真用トナ−の製造方法 |
JPS6319662A (ja) * | 1986-07-14 | 1988-01-27 | Kao Corp | 球状トナ−粒子 |
US4727011A (en) * | 1986-10-16 | 1988-02-23 | Xerox Corporation | Processes for encapsulated toner compositions with interfacial/free-radical polymerization |
JPS63191154A (ja) * | 1987-02-04 | 1988-08-08 | Showa Denko Kk | 静電荷像現像剤 |
DE3750403T2 (de) * | 1987-11-06 | 1994-12-01 | Mitsui Toatsu Chemicals | Toner-harz und toner mit diesem harz. |
JP2598291B2 (ja) * | 1988-03-10 | 1997-04-09 | キヤノン株式会社 | フルカラ−画像を形成するための定着方法 |
JP2598292B2 (ja) * | 1988-03-10 | 1997-04-09 | キヤノン株式会社 | フルカラ−画像を形成するための定着方法 |
US5252421A (en) * | 1988-07-18 | 1993-10-12 | Fuji Xerox Co., Ltd. | Electrophotographic toner |
US4859550A (en) * | 1988-09-02 | 1989-08-22 | Xerox Corporation | Smear resistant magnetic image character recognition processes |
US5130219A (en) * | 1989-04-17 | 1992-07-14 | Canon Kabushiki Kaisha | Color toner and process for fixing the same |
JPH03257463A (ja) * | 1990-03-07 | 1991-11-15 | Nippon Paint Co Ltd | トナーおよびその製造法 |
JPH03114064A (ja) * | 1990-06-01 | 1991-05-15 | Konica Corp | トナー像の定着方法 |
JPH04151671A (ja) * | 1990-10-15 | 1992-05-25 | Nippon Paint Co Ltd | トナーの製法 |
JP2635441B2 (ja) * | 1990-11-27 | 1997-07-30 | 積水化学工業株式会社 | トナー用樹脂組成物及びトナー |
US5389484A (en) * | 1991-04-16 | 1995-02-14 | Canon Kabushiki Kaisha | Toner for developing electrostatic images, image forming apparatus, apparatus unit and facsimile apparatus |
JP2553787B2 (ja) * | 1991-08-26 | 1996-11-13 | 日本カーバイド工業株式会社 | 新規共重合体樹脂 |
US5230733A (en) * | 1991-11-01 | 1993-07-27 | Hewlett-Packard Company | Polymeric reactive dyes and inks formulated by insolubilizing reactions initiated by loss of water |
US5283151A (en) * | 1992-05-28 | 1994-02-01 | Eastman Kodak Company | Method for the preparation of electrostatographic toner of controlled shape by evaporative limited coalescence |
US5494768A (en) * | 1992-10-01 | 1996-02-27 | Nashua Corporation | Toner composition containing ethylene bisamide compounds |
US5413890A (en) * | 1992-10-30 | 1995-05-09 | Nippon Shokubai, Co., Ltd. | Toner and method for production thereof |
EP0606873B1 (en) * | 1993-01-11 | 1998-10-07 | Canon Kabushiki Kaisha | Toner for developing electrostatic image, one-component type developer, and two-component type developer |
JP3131754B2 (ja) * | 1993-01-20 | 2001-02-05 | キヤノン株式会社 | 静電荷像現像用トナー及び該トナー用樹脂組成物の製造方法 |
EP0716351B1 (en) * | 1994-11-28 | 2001-06-06 | Canon Kabushiki Kaisha | Toner for developing electrostatic image |
EP0797123B1 (en) * | 1996-03-22 | 2001-06-13 | Canon Kabushiki Kaisha | Magnetic toner for developing electrostatic image, image forming process, and process cartridge |
JP3225889B2 (ja) * | 1996-06-27 | 2001-11-05 | 富士ゼロックス株式会社 | 静電潜像現像剤用トナー、その製造方法、静電潜像現像剤及び画像形成方法 |
US6132919A (en) * | 1996-11-06 | 2000-10-17 | Nippon Zeon Co., Ltd. | Polymerized toner and production process thereof |
JPH1144969A (ja) | 1997-07-28 | 1999-02-16 | Fuji Xerox Co Ltd | 電子写真用トナー及びその製造方法並びにそのトナーを使用する画像形成方法 |
JP3825922B2 (ja) * | 1997-08-29 | 2006-09-27 | キヤノン株式会社 | 静電荷像現像用トナー及び画像形成方法 |
US6300024B1 (en) | 1999-06-30 | 2001-10-09 | Canon Kabushiki Kaisha | Toner, two-component type developer, heat fixing method, image forming method and apparatus unit |
DE60231572D1 (de) * | 2001-06-20 | 2009-04-23 | Mitsubishi Rayon Co | Polyesterharz für einen Toner, Verfahren zur Herstellung eines Polyesterharzes für einen Toner und ein ein Polyesterharz enthaltender Toner |
US20070111126A1 (en) * | 2003-12-17 | 2007-05-17 | Hirotaka Uosaki | Epoxidized low-molecular-weight ethylene polymer, release agent for electrophotographic toner, and electrophotographic toner for developing electrostatic charge image |
US7306889B2 (en) | 2004-02-20 | 2007-12-11 | Canon Kabushiki Kaisha | Process for producing toner, and toner |
US7374502B2 (en) * | 2006-10-20 | 2008-05-20 | Comello Jr Carlo J | Pitching training method and device |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5114895B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1968-03-06 | 1976-05-13 | ||
GB1319815A (en) * | 1969-05-28 | 1973-06-13 | Fuji Photo Film Co Ltd | Preparation of electrophotographic developers |
US3558492A (en) * | 1969-06-11 | 1971-01-26 | Du Pont | Ferromagnetic chromium oxide recording members and compositions stabilized with tertiary amine-containing polymers |
US3983045A (en) * | 1971-10-12 | 1976-09-28 | Xerox Corporation | Three component developer composition |
GB1442835A (en) * | 1972-10-21 | 1976-07-14 | Konishiroku Photo Ind | Toner for use in developing electrostatic images |
JPS5123354B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-01-16 | 1976-07-16 | ||
JPS588505B2 (ja) * | 1974-05-08 | 1983-02-16 | コニカ株式会社 | セイデンカゾウゲンゾウヨウトナ− |
JPS51126152A (en) * | 1974-09-03 | 1976-11-04 | Ricoh Co Ltd | Liquid developer for electrophotography |
US4077804A (en) * | 1975-03-26 | 1978-03-07 | Xerox Corporation | Method of producing toner particles by in-situ polymerization and imaging process |
US4071670A (en) * | 1976-08-02 | 1978-01-31 | Xerox Corporation | Method of sizing monomer droplets for suspension polymerization to form small particles |
DE2727890A1 (de) * | 1976-08-02 | 1978-02-09 | Xerox Corp | Verfahren zur herstellung eines toners |
JPS5374041A (en) * | 1976-12-14 | 1978-07-01 | Fujikura Kasei Kk | Method of manufacturing original toner powder for electrophotography |
JPS53124428A (en) * | 1977-04-07 | 1978-10-30 | Mita Industrial Co Ltd | Developing agent for use in electrostatic image |
JPS603181B2 (ja) * | 1977-12-19 | 1985-01-26 | 富士ゼロックス株式会社 | 磁性トナ−の製造方法 |
US4231919A (en) * | 1979-02-26 | 1980-11-04 | Eastman Kodak Company | Suspension polymerization of styrene monomers in the presence of carbon black |
-
1979
- 1979-12-17 JP JP54162843A patent/JPS5913731B2/ja not_active Expired
-
1980
- 1980-12-11 GB GB8039756A patent/GB2070029B/en not_active Expired
- 1980-12-16 DE DE3047229A patent/DE3047229C3/de not_active Expired - Lifetime
-
1983
- 1983-04-14 US US06/484,692 patent/US4514487A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
GB2070029A (en) | 1981-09-03 |
JPS5913731B2 (ja) | 1984-03-31 |
DE3047229A1 (de) | 1981-08-27 |
JPS5687051A (en) | 1981-07-15 |
GB2070029B (en) | 1983-06-22 |
DE3047229C3 (de) | 2000-10-05 |
US4514487A (en) | 1985-04-30 |
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