US3441505A - Developing powder - Google Patents
Developing powder Download PDFInfo
- Publication number
- US3441505A US3441505A US402935A US3441505DA US3441505A US 3441505 A US3441505 A US 3441505A US 402935 A US402935 A US 402935A US 3441505D A US3441505D A US 3441505DA US 3441505 A US3441505 A US 3441505A
- Authority
- US
- United States
- Prior art keywords
- powder
- developing
- acceptor
- electrostatic
- charge
- 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
- 239000000843 powder Substances 0.000 title description 65
- 239000000463 material Substances 0.000 description 13
- 238000000034 method Methods 0.000 description 12
- 239000002245 particle Substances 0.000 description 12
- 239000011347 resin Substances 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 239000000203 mixture Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229920001169 thermoplastic Polymers 0.000 description 4
- 239000004416 thermosoftening plastic Substances 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 239000011630 iodine Substances 0.000 description 3
- 150000002605 large molecules Chemical class 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 230000010287 polarization Effects 0.000 description 3
- SPSSULHKWOKEEL-UHFFFAOYSA-N 2,4,6-trinitrotoluene Chemical compound CC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O SPSSULHKWOKEEL-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- UATJOMSPNYCXIX-UHFFFAOYSA-N Trinitrobenzene Chemical compound [O-][N+](=O)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1 UATJOMSPNYCXIX-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 239000002800 charge carrier Substances 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000025 natural resin Substances 0.000 description 2
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 2
- 229920005547 polycyclic aromatic hydrocarbon Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- KSXHZOTTWSNEHY-UHFFFAOYSA-N 3-[3-(2-cyanoethoxy)-2,2-bis(2-cyanoethoxymethyl)propoxy]propanenitrile Chemical group N#CCCOCC(COCCC#N)(COCCC#N)COCCC#N KSXHZOTTWSNEHY-UHFFFAOYSA-N 0.000 description 1
- 240000000972 Agathis dammara Species 0.000 description 1
- 240000005209 Canarium indicum Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920002871 Dammar gum Polymers 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229920000175 Pistacia lentiscus Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 241000736873 Tetraclinis articulata Species 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 230000005686 electrostatic field Effects 0.000 description 1
- 239000004862 elemi Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 230000005294 ferromagnetic effect Effects 0.000 description 1
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229920000591 gum Polymers 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- VLTOSDJJTWPWLS-UHFFFAOYSA-N pent-2-ynal Chemical compound CCC#CC=O VLTOSDJJTWPWLS-UHFFFAOYSA-N 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 229920002382 photo conductive polymer Polymers 0.000 description 1
- ZDCHZHDOCCIZIY-UHFFFAOYSA-N phthalic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.OC(=O)C1=CC=CC=C1C(O)=O ZDCHZHDOCCIZIY-UHFFFAOYSA-N 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- -1 polyethylene terephthalate Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- HAAYBYDROVFKPU-UHFFFAOYSA-N silver;azane;nitrate Chemical compound N.N.[Ag+].[O-][N+]([O-])=O HAAYBYDROVFKPU-UHFFFAOYSA-N 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- NLDYACGHTUPAQU-UHFFFAOYSA-N tetracyanoethylene Chemical group N#CC(C#N)=C(C#N)C#N NLDYACGHTUPAQU-UHFFFAOYSA-N 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 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
- G03G9/09775—Organic compounds containing atoms other than carbon, hydrogen or oxygen
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G15/00—Apparatus for electrographic processes using a charge pattern
- G03G15/06—Apparatus for electrographic processes using a charge pattern for developing
- G03G15/08—Apparatus for electrographic processes using a charge pattern for developing using a solid developer, e.g. powder developer
- G03G15/082—Apparatus for electrographic processes using a charge pattern for developing using a solid developer, e.g. powder developer for immersion
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G15/00—Apparatus for electrographic processes using a charge pattern
- G03G15/06—Apparatus for electrographic processes using a charge pattern for developing
- G03G15/08—Apparatus for electrographic processes using a charge pattern for developing using a solid developer, e.g. powder developer
- G03G15/09—Apparatus for electrographic processes using a charge pattern for developing using a solid developer, e.g. powder developer using magnetic brush
- G03G15/0914—Apparatus for electrographic processes using a charge pattern for developing using a solid developer, e.g. powder developer using magnetic brush with a one-component toner
Definitions
- This invention relates to the development of electrostatic charge images. More particularly it relates to the development of electrostatic charge images by means of finely divided electrostatically attractable solid substances.
- the electrophotographic process described in United States Paten No. 2,297,691 and known as xerography is a process according to which an electrostatic charge pattern is formed corresponding to an image to be reproduced.
- the electrostatic image is made visible by means of an electroscopic material which is fixed, for instance, by heating to the developed material surface itself or to a second material surface, after transfer of the electroscopic material thereto.
- an insulating powder is used to which a charge is imparted generally by rubbing against carrier particles or a brush, before bringing it into contact with the electrostatic charge image.
- a charge is imparted generally by rubbing against carrier particles or a brush, before bringing it into contact with the electrostatic charge image.
- the materials are selected in the triboelectric series such that the powder will be charged to a polarity opposite to that of the latent charge image.
- the charge image is to be found, after charging and exposure of the layer, on the surface of the photoconductive layer. Subsequently, there has been a change in the art to the use of recording layers wherein the charge images are not formed on the surface of the layer but in the layer itself.
- the internal charge images may be formed for instance by captured charge carriers or by internal polarization.
- the present invention relates to solid, thermoplastic, conductive, polarizable developing powders that are suitable for the development of electrostatic charge images and that are capable of being fixed by heat. These developing powders are not electroscopic since they are too strongly conductive for being charged electroscopically.
- the present invention further relates to the production of visible images from latent electrostatic charge images by means of said developing powders.
- Developing powders for electrostatic charge images according to the present invention are prepared with an acceptor-donor complex as the basic substance.
- acceptor-donor complex is understood a complex compound of organic or organic-inorganic electron donors and electron acceptors, the total electron configuration of which possesses an intermolecular mesomerism and a corresponding bond energy.
- Developing powders according to the present invention comprises preferably at least 50% by weight of acceptordonor complex and possess a specific resistivity lower than 10" ohm/cm.
- Fine aluminium powder and other conductive material in powder form may be added to the composition of the developing powder in such an amount that the volume resistivity of the powder particles comprising the acceptor-donor complex is brought below 10 ohm/cm. and yet the powder still can be fixed by melting.
- the powder particles may also be coated with a thin layer of metal for instance with silver metal as illustrated in Example 3 hereinafter.
- the acceptor-donor complex is preferably dissolved or homogeneously dispersed in a meltable high molecular weight compound.
- a meltable high molecular weight compound preferably not more than 50% by weight of a meltable high molecular weight compound offers the possibility of allowing the powder to be fixed by melting exactly as is the case with an electroscopic resin powder.
- Meltable polymers which can be mixed with the acceptor-donor complex should have a softening point preferably above 40 C. and a melting point preferably lower than 200 C.
- suitable high molecular weight compounds are: natural resins such as dammar resin, elemi resins, gum mastic, gum manila, sandarac resin, microcrystalline waxes, modified natural substances such as ethyl cellulose stearate, pentaerytrite polyesters, colophony resins, polymers and copolymers of ethylene, styrene and vinyl acetate, polyvinyl acetals of formaldehyde, acetaldehyde and butyraldehyde, polyacrylates, polymethacrylates and coumarone indene resins, polycondensates such as glycerol phthalate resins or other glycerol polyesters, alkyd resins, polyethylene glycol esters, formaldehyde resins, silicone resins and polyamides.
- natural resins such as dammar resin, elemi resins, gum mastic, gum manila, sandarac resin, microcrystalline waxes, modified natural
- Ferromagnetic substances may also be mixed with said resins to make the powder magnetically attractable so that it can be applied to the material to be developed by means of a magnet.
- the diameter of the powder particles is of the same order of magnitude as that of the known xerographic developing powders. Good results are obtained with particles the diameter of which is comprised between 0.020 and 0.15 mm.
- the developing process wherein use is made of a developing powder according to the present invention is quite distinguishable from the conventional electrophotographic dry developing methods in that no additional material has to be mixed with the developing powder, to permit triboelectrical charging.
- a further advantage of this developing process is that the developer does not become exhausted by the consumption of toner (as compared with a toner which is mixed with iron particles or glass beads as carrier particles).
- the polarizability of an electroscopic powder is not a surface property but a mass property so that the development power of the powder according to the invention is independent of atmospheric circumstances such as humidity and temperature and in consequence thereof good results are obtained even in the case of high relative humidity.
- the powder can also be poured out onto the layer carrying the latent image whereupon the excess of powder is shaken off and then sucked off.
- a preferred method for applying the developing powder according to the present invention is pouring the powder as a relatively thick layer onto an endless belt or drum against which the material to be developed is passed in contact but without counter-pressure. Since the electricity induced by rubbing with the endless belt is immaterial in the mechanism of this process, and the triboelectric properties are of no importance it is possible to choose for said belt a rough material. This material must be able to absorb and carry along a layer of developing powder which is not too thin.
- the use of a compact amount of developing powder according to the present invention is especially useful when wide charged zones are to be developed. By compact amoun is understood that the powder particles are closely united.
- the electrostatic forces that are present in the photoconductive layer, act upon the powder particles and polarize them. By charge separation in the interior of the powder particles, adhesion of these particles to electrostatically charged surfaces is realized.
- EXAMPLE 1 A mixture (a) of 10 parts of anthracene and 1 part of iodine is melted, stirred for 5 minutes and then cooled. The mass obtained is pulverized.
- EXAMPLE 3 The following ingredients are mixed while being dry, by grinding for 1 hour in a ball mill:
- the powder obtained is brought while strongly stirring for 1 minute in a 1% ammoniacal silver nitrate solution. Then the powder is filtered off and rinsed one time with distilled water. The powder thus treated is dried in an oven at 50 C. By this treatment the surface resistivity of the powder is decreased with a factor I claim:
- thermoplastic high molecular weight substance has a softening point higher than C. and a melting point lower than 200 C.
- acceptor-donor complex is the stable molecular addition product of hydroquinone and quinone.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Developing Agents For Electrophotography (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE2043913 | 1964-08-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3441505A true US3441505A (en) | 1969-04-29 |
Family
ID=3864825
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US402935A Expired - Lifetime US3441505A (en) | 1964-08-28 | 1964-10-09 | Developing powder |
Country Status (5)
Country | Link |
---|---|
US (1) | US3441505A (en)van) |
BE (1) | BE652391A (en)van) |
FR (1) | FR1416076A (en)van) |
GB (1) | GB1065956A (en)van) |
NL (1) | NL6413116A (en)van) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3681353A (en) * | 1965-12-16 | 1972-08-01 | Du Pont | Charge-transfer complexes of fluoro-and cyano-substituted tetracyanquinodimethans |
JPS494532A (en)van) * | 1972-03-15 | 1974-01-16 | ||
US3998853A (en) * | 1975-12-04 | 1976-12-21 | Phillips Petroleum Company | 13-Oxatetracyclo[8.2.12,9.0.03,8 ]tridec-5-ene-1,5,6,10-tetracarbonitrile |
US4039541A (en) * | 1975-12-04 | 1977-08-02 | Phillips Petroleum Company | Monocyclic aromatic clathrates of 13-oxatetracyclo[8.2.12,9.0.03,8 ]tridec-5-ene-1,5,6,10-tetracarbonitrile |
US4080327A (en) * | 1976-07-22 | 1978-03-21 | Phillips Petroleum Company | 13-Oxatetracyclo[8.2.12,9.0.03,8 ]tridec-5-ene-1,5,6,10-tetracarbonitrile and separation of its monocyclic aromatic clathrates |
US20150044604A1 (en) * | 2012-03-28 | 2015-02-12 | Zeon Corporation | Toner for developing electrostatic images |
CN105301922A (zh) * | 2014-07-28 | 2016-02-03 | 富士施乐株式会社 | 图像形成设备 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA944994A (en) * | 1969-02-17 | 1974-04-09 | Howard A. Miller | Highly conductive carrier particles |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2892794A (en) * | 1955-01-03 | 1959-06-30 | Haloid Xerox Inc | Electrostatic developer and toner |
US2919247A (en) * | 1954-12-23 | 1959-12-29 | Haloid Xerox Inc | Tripartite developer for electrostatic images |
-
1964
- 1964-08-28 BE BE652391A patent/BE652391A/xx unknown
- 1964-09-29 GB GB39646/64A patent/GB1065956A/en not_active Expired
- 1964-10-09 US US402935A patent/US3441505A/en not_active Expired - Lifetime
- 1964-11-11 NL NL6413116A patent/NL6413116A/xx unknown
- 1964-11-17 FR FR995266A patent/FR1416076A/fr not_active Expired
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2919247A (en) * | 1954-12-23 | 1959-12-29 | Haloid Xerox Inc | Tripartite developer for electrostatic images |
US2892794A (en) * | 1955-01-03 | 1959-06-30 | Haloid Xerox Inc | Electrostatic developer and toner |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3681353A (en) * | 1965-12-16 | 1972-08-01 | Du Pont | Charge-transfer complexes of fluoro-and cyano-substituted tetracyanquinodimethans |
JPS494532A (en)van) * | 1972-03-15 | 1974-01-16 | ||
US3998853A (en) * | 1975-12-04 | 1976-12-21 | Phillips Petroleum Company | 13-Oxatetracyclo[8.2.12,9.0.03,8 ]tridec-5-ene-1,5,6,10-tetracarbonitrile |
US4039541A (en) * | 1975-12-04 | 1977-08-02 | Phillips Petroleum Company | Monocyclic aromatic clathrates of 13-oxatetracyclo[8.2.12,9.0.03,8 ]tridec-5-ene-1,5,6,10-tetracarbonitrile |
US4080327A (en) * | 1976-07-22 | 1978-03-21 | Phillips Petroleum Company | 13-Oxatetracyclo[8.2.12,9.0.03,8 ]tridec-5-ene-1,5,6,10-tetracarbonitrile and separation of its monocyclic aromatic clathrates |
US20150044604A1 (en) * | 2012-03-28 | 2015-02-12 | Zeon Corporation | Toner for developing electrostatic images |
CN105301922A (zh) * | 2014-07-28 | 2016-02-03 | 富士施乐株式会社 | 图像形成设备 |
US9360802B2 (en) * | 2014-07-28 | 2016-06-07 | Fuji Xerox Co., Ltd. | Image forming apparatus |
CN105301922B (zh) * | 2014-07-28 | 2018-06-08 | 富士施乐株式会社 | 图像形成设备 |
Also Published As
Publication number | Publication date |
---|---|
FR1416076A (fr) | 1965-10-29 |
GB1065956A (en) | 1967-04-19 |
NL6413116A (en)van) | 1966-03-01 |
BE652391A (en)van) | 1964-12-16 |
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