CA2076840C - Toner et methode de production d'images a deux couleurs - Google Patents

Toner et methode de production d'images a deux couleurs

Info

Publication number: CA2076840C
Authority: CA; Canada
Prior art keywords: tert; weight; percent; mixtures; butyl salicylate
Prior art date: 1991-09-06
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 - Fee Related

Application number

CA 2076840

Other languages

English (en)

Other versions

CA2076840A1 (fr

Inventor

Edward J. Gutman

Michael L. Grande

William H. Hollenbaugh, Jr.

Roger N. Ciccarelli

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Xerox Corp

Original Assignee

Xerox Corp

Priority date (The priority date 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 date listed.)

1991-09-06

Filing date

1992-08-25

Publication date

1994-11-08

1992-08-25 Application filed by Xerox Corp filed Critical Xerox Corp

1993-03-07 Publication of CA2076840A1 publication Critical patent/CA2076840A1/fr

1994-11-08 Application granted granted Critical

1994-11-08 Publication of CA2076840C publication Critical patent/CA2076840C/fr

2012-08-25 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 62
239000000203 mixture Substances 0.000 claims abstract description 181
-1 zinc 3,5-di-tert-butyl salicylate compound Chemical class 0.000 claims abstract description 141
239000000654 additive Substances 0.000 claims abstract description 95
229910052782 aluminium Inorganic materials 0.000 claims abstract description 95
230000000996 additive effect Effects 0.000 claims abstract description 72
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 52
150000001875 compounds Chemical class 0.000 claims abstract description 51
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract description 51
229960001860 salicylate Drugs 0.000 claims abstract description 50
DYJCDOZDBMRUEB-UHFFFAOYSA-M dimethyl(dioctadecyl)azanium;hydron;sulfate Chemical compound OS([O-])(=O)=O.CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC DYJCDOZDBMRUEB-UHFFFAOYSA-M 0.000 claims abstract description 44
238000003384 imaging method Methods 0.000 claims abstract description 42
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 39
239000011347 resin Substances 0.000 claims abstract description 37
229920005989 resin Polymers 0.000 claims abstract description 37
FPDLLPXYRWELCU-UHFFFAOYSA-M dimethyl(dioctadecyl)azanium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC FPDLLPXYRWELCU-UHFFFAOYSA-M 0.000 claims abstract description 31
229910052751 metal Inorganic materials 0.000 claims abstract description 27
239000002184 metal Substances 0.000 claims abstract description 27
150000003839 salts Chemical class 0.000 claims abstract description 27
235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 21
239000000194 fatty acid Substances 0.000 claims abstract description 21
229930195729 fatty acid Natural products 0.000 claims abstract description 21
150000004665 fatty acids Chemical class 0.000 claims abstract description 21
239000008119 colloidal silica Substances 0.000 claims abstract description 20
239000000758 substrate Substances 0.000 claims abstract description 18
239000003086 colorant Substances 0.000 claims abstract description 10
HCOFMIWUFBMIPV-UHFFFAOYSA-L zinc;2,4-ditert-butyl-6-carboxyphenolate Chemical class [Zn+2].CC(C)(C)C1=CC(C(O)=O)=C([O-])C(C(C)(C)C)=C1.CC(C)(C)C1=CC(C(O)=O)=C([O-])C(C(C)(C)C)=C1 HCOFMIWUFBMIPV-UHFFFAOYSA-L 0.000 claims abstract description 9
238000000576 coating method Methods 0.000 claims description 68
239000003795 chemical substances by application Substances 0.000 claims description 66
239000011248 coating agent Substances 0.000 claims description 64
239000002245 particle Substances 0.000 claims description 60
239000000049 pigment Substances 0.000 claims description 53
YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 claims description 46
229960001927 cetylpyridinium chloride Drugs 0.000 claims description 46
238000011161 development Methods 0.000 claims description 38
229920000642 polymer Polymers 0.000 claims description 20
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 15
229920003048 styrene butadiene rubber Polymers 0.000 claims description 15
239000000463 material Substances 0.000 claims description 14
229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 13
239000004926 polymethyl methacrylate Substances 0.000 claims description 13
239000002174 Styrene-butadiene Substances 0.000 claims description 12
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 12
229920001577 copolymer Polymers 0.000 claims description 12
229920002620 polyvinyl fluoride Polymers 0.000 claims description 12
239000011115 styrene butadiene Substances 0.000 claims description 12
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical group [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 claims description 12
229910000831 Steel Inorganic materials 0.000 claims description 10
RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 claims description 10
239000010959 steel Substances 0.000 claims description 10
NJVOHKFLBKQLIZ-UHFFFAOYSA-N (2-ethenylphenyl) prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1C=C NJVOHKFLBKQLIZ-UHFFFAOYSA-N 0.000 claims description 9
229920000058 polyacrylate Polymers 0.000 claims description 9
229920000728 polyester Polymers 0.000 claims description 9
JQXYBDVZAUEPDL-UHFFFAOYSA-N 2-methylidene-5-phenylpent-4-enoic acid Chemical compound OC(=O)C(=C)CC=CC1=CC=CC=C1 JQXYBDVZAUEPDL-UHFFFAOYSA-N 0.000 claims description 8
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 6
229920001897 terpolymer Polymers 0.000 claims description 5
NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 claims description 4
PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims description 4
229920000915 polyvinyl chloride Polymers 0.000 claims description 3
239000004800 polyvinyl chloride Substances 0.000 claims description 3
150000003752 zinc compounds Chemical class 0.000 description 12
229910002012 Aerosil® Inorganic materials 0.000 description 8
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 8
239000000843 powder Substances 0.000 description 7
239000000243 solution Substances 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
239000006229 carbon black Substances 0.000 description 6
230000002708 enhancing effect Effects 0.000 description 6
108091008695 photoreceptors Proteins 0.000 description 6
239000000126 substance Substances 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
238000003801 milling Methods 0.000 description 5
239000000377 silicon dioxide Substances 0.000 description 5
238000012360 testing method Methods 0.000 description 5
229920013683 Celanese Polymers 0.000 description 4
239000000969 carrier Substances 0.000 description 4
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
239000008188 pellet Substances 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
229920013620 Pliolite Polymers 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 3
230000001965 increasing effect Effects 0.000 description 3
SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 3
238000002156 mixing Methods 0.000 description 3
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 3
239000002904 solvent Substances 0.000 description 3
238000012546 transfer Methods 0.000 description 3
229910052725 zinc Inorganic materials 0.000 description 3
239000011701 zinc Substances 0.000 description 3
ZWQBZEFLFSFEOS-UHFFFAOYSA-N 3,5-ditert-butyl-2-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=C(O)C(C(C)(C)C)=C1 ZWQBZEFLFSFEOS-UHFFFAOYSA-N 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
125000003710 aryl alkyl group Chemical group 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
DFYKHEXCUQCPEB-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;styrene Chemical compound C=CC1=CC=CC=C1.CCCCOC(=O)C(C)=C DFYKHEXCUQCPEB-UHFFFAOYSA-N 0.000 description 2
150000004696 coordination complex Chemical class 0.000 description 2
230000008030 elimination Effects 0.000 description 2
238000003379 elimination reaction Methods 0.000 description 2
239000012530 fluid Substances 0.000 description 2
125000001475 halogen functional group Chemical group 0.000 description 2
230000003993 interaction Effects 0.000 description 2
235000019359 magnesium stearate Nutrition 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 2
229960004889 salicylic acid Drugs 0.000 description 2
BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
TXWSZJSDZKWQAU-UHFFFAOYSA-N 2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=C(C)C=C2C(=O)C2=C1C=C(C(=O)C=1C(=CC=C(C=1)C)N1)C1=C2 TXWSZJSDZKWQAU-UHFFFAOYSA-N 0.000 description 1
241000370685 Arge Species 0.000 description 1
229920006370 Kynar Polymers 0.000 description 1
239000002033 PVDF binder Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
239000012670 alkaline solution Substances 0.000 description 1
AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
229940063655 aluminum stearate Drugs 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910021417 amorphous silicon Inorganic materials 0.000 description 1
IPTLKMXBROVJJF-UHFFFAOYSA-N azanium;methyl sulfate Chemical compound N.COS(O)(=O)=O IPTLKMXBROVJJF-UHFFFAOYSA-N 0.000 description 1
GWOWVOYJLHSRJJ-UHFFFAOYSA-L cadmium stearate Chemical compound [Cd+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O GWOWVOYJLHSRJJ-UHFFFAOYSA-L 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000002131 composite material Substances 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
238000000151 deposition Methods 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
PGZPBNJYTNQMAX-UHFFFAOYSA-N dimethylazanium;methyl sulfate Chemical compound C[NH2+]C.COS([O-])(=O)=O PGZPBNJYTNQMAX-UHFFFAOYSA-N 0.000 description 1
238000009826 distribution Methods 0.000 description 1
230000005684 electric field Effects 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
JRJLLXQDXANQEC-UHFFFAOYSA-N fastogen green y Chemical compound [Cu+2].[N-]1C(N=C2C3=C(Cl)C(Cl)=C(Br)C(Cl)=C3C(N=C3C4=C(Br)C(Cl)=C(Br)C(Cl)=C4C(=N4)[N-]3)=N2)=C(C(Br)=C(Cl)C(Br)=C2Cl)C2=C1N=C1C2=C(Cl)C(Cl)=C(Cl)C(Br)=C2C4=N1 JRJLLXQDXANQEC-UHFFFAOYSA-N 0.000 description 1
238000000227 grinding Methods 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000011810 insulating material Substances 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000005259 measurement Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
WNWZKKBGFYKSGA-UHFFFAOYSA-N n-(4-chloro-2,5-dimethoxyphenyl)-2-[[2,5-dimethoxy-4-(phenylsulfamoyl)phenyl]diazenyl]-3-oxobutanamide Chemical compound C1=C(Cl)C(OC)=CC(NC(=O)C(N=NC=2C(=CC(=C(OC)C=2)S(=O)(=O)NC=2C=CC=CC=2)OC)C(C)=O)=C1OC WNWZKKBGFYKSGA-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000011368 organic material Substances 0.000 description 1
150000004028 organic sulfates Chemical class 0.000 description 1
229940099800 pigment red 48 Drugs 0.000 description 1
229920002981 polyvinylidene fluoride Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000012552 review Methods 0.000 description 1
230000000630 rising effect Effects 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
125000005207 tetraalkylammonium group Chemical group 0.000 description 1

Classifications

- 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
- G03G9/09758—Organic compounds comprising a heterocyclic ring
- 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
- G03G9/09741—Organic compounds cationic
- 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

Landscapes

Physics & Mathematics (AREA)
General Physics & Mathematics (AREA)
Developing Agents For Electrophotography (AREA)
Color Electrophotography (AREA)

CA 2076840 1991-09-06 1992-08-25 Toner et methode de production d'images a deux couleurs Expired - Fee Related CA2076840C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US75597991A	1991-09-06	1991-09-06
US755,979		1991-09-06

Publications (2)

Publication Number	Publication Date
CA2076840A1 CA2076840A1 (fr)	1993-03-07
CA2076840C true CA2076840C (fr)	1994-11-08

Family

ID=25041499

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2076840 Expired - Fee Related CA2076840C (fr)	1991-09-06	1992-08-25	Toner et methode de production d'images a deux couleurs

Country Status (3)

Country	Link
EP (1)	EP0531146A1 (fr)
JP (1)	JPH05197206A (fr)
CA (1)	CA2076840C (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5370962A (en) *	1993-03-01	1994-12-06	Xerox Corporation	Toner compositions with blend compatibility additives
US5698422A (en) *	1995-01-06	1997-12-16	Xerox Corporation	Toner and developer compositions
US5700617A (en) *	1995-10-12	1997-12-23	Canon Kabushiki Kaisha	Toner for developing electrostatic images and charge-controlling agent
US5998079A (en) *	1998-05-07	1999-12-07	International Communication Materials, Inc.	Color toner
JP3935347B2 (ja) *	2001-12-13	2007-06-20	オリヱント化学工業株式会社	荷電制御剤及びその製造方法、荷電制御樹脂粒子、並びに静電荷像現像用トナー

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5929255A (ja) *	1982-08-12	1984-02-16	Canon Inc	静電荷現像用トナ−
JPH0810360B2 (ja) *	1987-02-25	1996-01-31	オリヱント化学工業株式会社	静電荷像現像用トナ−
US4837101A (en) *	1988-02-01	1989-06-06	Xerox Corporation	Negatively charged colored toner compositions
US4948686A (en) *	1989-04-24	1990-08-14	Xerox Corporation	Process for forming two-color images
US4904762A (en) *	1989-08-21	1990-02-27	Xerox Corporation	Toner compositions with charge enhancing additives

1992
- 1992-08-25 CA CA 2076840 patent/CA2076840C/fr not_active Expired - Fee Related
- 1992-08-31 JP JP4232077A patent/JPH05197206A/ja not_active Withdrawn
- 1992-09-04 EP EP92308029A patent/EP0531146A1/fr not_active Withdrawn

Also Published As

Publication number	Publication date
CA2076840A1 (fr)	1993-03-07
JPH05197206A (ja)	1993-08-06
EP0531146A1 (fr)	1993-03-10

Legal Events

Date	Code	Title	Description
1992-08-25	EEER	Examination request
1999-08-25	MKLA	Lapsed

Publication	Publication Date	Title
US4948686A (en)	1990-08-14	Process for forming two-color images
EP0531013B1 (fr)	1997-05-14	Compositions de développement électrostatiques et procédé
US4752550A (en)	1988-06-21	Toner compositions with inner salt charge enhancing additives
EP0614128B1 (fr)	1998-03-04	Compositions de toner comprenant des additifs pour compatibilité de mélange
US5275905A (en)	1994-01-04	Magenta toner compositions
US4960665A (en)	1990-10-02	Toner and developer compositions containing additives with certain morphologies
CA2076840C (fr)	1994-11-08	Toner et methode de production d'images a deux couleurs
US4963455A (en)	1990-10-16	Developer compositions with suspension polymerized styrene butadiene resins
CA2229505C (fr)	2002-09-24	Particules porteuses enrobees
US5087538A (en)	1992-02-11	Toner and imaging processes
US5212036A (en)	1993-05-18	Passivated green toner compositions comprising positive charge enhancing additive
US5281502A (en)	1994-01-25	Tri-level imaging processes with adjustable color
US5075185A (en)	1991-12-24	Imaging process comprising tri-level imaging area and an aluminum complex charge enhancing additive
US6803165B2 (en)	2004-10-12	Toner for electrophotography, developing agent for electrophotography using the toner, image forming method, and image forming device
US5561013A (en)	1996-10-01	Magenta toner and imaging processes
US5208129A (en)	1993-05-04	Passivated toner compositions comprising positive charge enhancing additive
US5288580A (en)	1994-02-22	Toner and processes thereof
US5536608A (en)	1996-07-16	Imaging processes using cyan and black toners
US5308732A (en)	1994-05-03	Magnetic brush cleaning processes
EP0429294B1 (fr)	1995-01-25	Toneur pour le développement à pleine couleur
CA2076847C (fr)	2001-06-19	Toner et revelateur a additifs de surface
JPH06208252A (ja)	1994-07-26	表面不活性化トナー組成物
KR19990044403A (ko)	1999-06-25	정전상 현상 토너
JPH03146959A (ja)	1991-06-21	２色電子写真法
JPS63149661A (ja)	1988-06-22	像形成方法