US3729419A - Liquid developer - Google Patents

Liquid developer Download PDF

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Publication number
US3729419A
US3729419A US00121537A US3729419DA US3729419A US 3729419 A US3729419 A US 3729419A US 00121537 A US00121537 A US 00121537A US 3729419D A US3729419D A US 3729419DA US 3729419 A US3729419 A US 3729419A
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liquid
developer
liquid developer
charge
particles
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H Miyatuka
S Honjo
S Osawa
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Xerox Corp
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Xerox Corp
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/12Developers with toner particles in liquid developer mixtures
    • G03G9/135Developers with toner particles in liquid developer mixtures characterised by stabiliser or charge-controlling agents
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/122Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066Thiocarbamic type compounds
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
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    • C10M2219/068Thiocarbamate metal salts
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/083Dibenzyl sulfide
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/041Triaryl phosphates
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/042Metal salts thereof
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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    • C10M2223/045Metal containing thio derivatives
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/047Thioderivatives not containing metallic elements
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    • C10N2010/00Metal present as such or in compounds
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    • C10N2010/02Groups 1 or 11
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working

Definitions

  • This invention relates to liquid developers for use in electrostatographic imaging systems, and more particularly, to improved liquid developers with novel charge control agents.
  • the formation and development of images on the surface of photoconductor material by electrostatic means is well known.
  • the basic electrostatographic process as taught by C. F. Carlson in US. Pat. 2,297,691 involves placing a uniform electrostatic charge on a photoconductive insulating layer, exposing the layer to a light and shadow image to dissipate the charge on the areas of the layer exposed to the light and developing the resulting electrostatic latent image by depositing on the image a finely divided electroscopic marking material referred to in the art as toner.
  • the toner will normally be attracted to those areas of the layer which retain a charge thereby forming a toner image corresponding to the electrostatic latent image.
  • electrophoretic development an insulating liquid vehicle having finely divided solid material dispersed therein contacts the imaging surface in both charged and uncharged areas. Under the influence of the electric field associated with a charged image pattern, the suspended particles migrate toward the charged portions of the imaging surface separating out of the insulating liquid. This electrophoretic migration of charged particles results in the deposition of the charged particles on the imaging surface in image configuration.
  • the electrostatographic liquid developers are generally dispersions comprising a highly insulating liquid referred to as the carrier liquid and dispersed therein submicron size marking particles which may comprise a pigment.
  • fixing agents such as resinous materials to assist in fixing the toner particles to the support member and suspending or stabilizing agents may be added to insure uniform suspension of the marking particles throughout the insulating liquid.
  • the marking particles are first dispersed within the continuous phase of any resinous material.
  • Conventional ballmill, three roll mill or sand mill may be employed to provide a homogeneous mixture of resinous material and pigment which is sometimes referred to as a paste or concentrate which may be subsequently diluted with carrier liquid or dispersed in a large volume of a carrier liquid to form the liquid developer.
  • other additives such as surface active agents may be added.
  • concentrated dispersions commercially available such as printing ink, tars or pitches in which the pigment particles are already dispersed in a resinous vehicle.
  • Stable dilute dispersions of these can be prepared merely by dissolving the paste in carrier liquids by means of, for example, ultrasonic devices.
  • control agents may also fuction for stabilizing or fixing properties.
  • the choice of materials, particularly resinous materials, suitable for charge control agents is rather limited.
  • alkyd resins and linseed oil have served the dual purpose in liquid developers of functioning not only as the vehicle for the pigments, but also as the desired charge control agent to impart a positive charge to the dispersed particles.
  • the suitability of these liquid developers is limited by the specific materials and compositions which are capable of producing the necessary charge control and the flexibility in developer formulation is thereby limited. These limitations are even more strict for printing inks, tars or pitches.
  • additives frequently are employed to improve the electrophoretic performance of liquid developer.
  • these additives are soluble in the carrier liquid and exhibit a marked charged controlling capability without reducing the volume resistivity of the liquid developer to a value lower than the critical threshold.
  • compounds such as cobalt naphthenate, and copper oleate are capable of meeting these requirements.
  • liquid developers of the present invention are characterized in that they contain at least one compound selected from the group consisting of vinyltriethoxysilane, 'y-glycidoxypropyltrimethoxysilane, and ,8-(3,4-epoxycyclohexyl)ethyltrimethoxysilane in amounts of from about 0.5% to about 2.0% by volume of the developer.
  • organosilicon compounds are sufficiently polar to dissolve in alcohol, acetone or water thereby markedly decreasing the volume resistivity of the developer it is quite surprising that the three recited organosilicon materials are capable of functioning as superior charge controlling agents for electrostatographic liquid developers. This capability is believed to be due to the fact that the materials according to this invention are readily soluble in many nonpolar solvents such as cyclohexane, kerosene, toluol, xylol and isoparalfinic hydrocarbons.
  • a particularly important feature of the present invention lies in the fact that it provides liquid developer capable of excellent performance without requiring specialized complicated manufacturing processes since the charge control function of the charge control agents of this invention may be achieved merely by adding the recited compounds to the dispersion of marking particles in the insulating liquid. Furthermore, since the developer of the present invention includes only positively charged toner, an image of improved optical density may be obtained. In addition, since the charge control agents of the present invention are so effective in controlling the electrophoretic performance of the liquid developer a wider selection of other additives and particularly resinous materials is possible. The resinous materials which in the past were unacceptable since they would not function alone adequately in their charge controlling properties can now be used in conjunction with the charge control agents of this invention to provide superior liquid developers.
  • the charge control agents of the present invention may be used to improve the electrophoretic performances of developers made from commercially available printing inks, tars, or pitches. Since the charge control agents of the present invention may be readily mixed with the liquid developer the range of raw materials capable of use in liquid developers may in some instances be greatly enlarged.
  • the change control agents of the present invention may be added to any suitable electrostatographic liquid developers.
  • the liquids employed have relatively high insulating values generally having a volume resistivity greater than about 10 ohm-cm. so as not to effect the electrostatic charge pattern on the insulating layer and low dielectric constant of less than about 3.5.
  • Typical specific vehicles include hydrocarbons such as benzene, xylene, hexane, naphtha, kerosene, cyclohexane, Decalin, isoparaflinic hydrocarbons and halogenated hydrocarbons such as carbon tetrachloride, trichloroethylene, and chloroform.
  • Typical electroscopic marking particles include among others, charcoal, carbon black, magnesium oxide, lithopone, cadmium yellow, chrome yellow, cobalt blue, cadmium red, burnt siena, Hausa yellow, rose bengal and phthalocyanine which are present in an amount of from about 2 to about 20 grams per liter.
  • the electroscopic marking particles are conventionally dispersed and suspended in the liquid by stirring or agitation and where a highly uniform and stable suspension is desired, this suspension may be passed through a colloid mill. As discussed above, if desired, suspending or dispersing agents may be added for their well known functions.
  • the liquid developer according to the present invention may be employed to develop an electrostatic charge pattern present on any suitable imaging surface.
  • any material capable of holding the charge pattern may be employed. Typical materials include dielectric layers and photoconductors.
  • a particularly preferred material for use in automatic copiers is a photosensitive paper comprising photoconductive pigment particles in an insulating binder layer. Typically, this paper comprises zinc oxide photoconductive particles present in an insulating binder layer which is overcoated on the paper substrate.
  • the particular imaging member and particular development technique may be readily determined by one skilled in the art.
  • the photosensitive paper described above may be substituted with photoconductive materials made from cadmium sulfide, zinc sulfide, zinc selenide, cadmium selenide, titanium dioxide, phthalocyanine and polyvinylcarbazole.
  • EXAMPLE I An electrostatic latent image present on an electrophotographic member which has been uniformly charged and exposed to a light and shadow pattern in conventional manner is developed by contacting the surface with a liquid developer formed in the following manner: To 1000 ml. of kerosene, 5 grams of black offset printing ink Jet King G process H Black (commercially available from Toyo Ink Manufacturing Company) is added and dispersed therein by means of an ultrasonic dispersing device. To this dispersion 1.0% by volume of developer of vinyltriethoxysilane (available from Shin-etsu Chemical Industry under the trade name KBE 1003+) is added to provide a liquid developer wherein the carbon black is positively charged. When applied to the surface of the electrophotographic plate, a black tar image having high optical density is obtained. Upon repeated development, no change in print quality is observed.
  • a liquid developer formed in the following manner: To 1000 ml. of kerosene, 5 grams of black offset printing ink Jet King G process H Black (commercially available from
  • EXAMPLE III An electrostatic latent image of negative polarity is formed on an electrophotographic plate by charging the plate negatively and exposing it to a light and shadow pattern in conventional manner.
  • the electrostatic latent image is developed with a liquid developer made in the following manner: Two grams of channel black and 50 grams of an alkyd resin purchased from Japan Reichold Chemical Industry under the trade name Beckosol El 8002 are blended in a 500 ml. ball mill jar for about two days to prepare a concentrated paste which is subsequently dispersed in about 2000 ml. of an isoparaflinic solvent (Isopar H, available from Humble Oil and Refining Company). The majority of the toner particles in this liquid developer acquire a positive charge. However, particles bearing a negative charge are also present and when the developer is applied to the electrophotographic plate a low density toner image with hallow and streaks around high contrast image areas is obtained.
  • Isopar H isoparaflinic solvent
  • Example IV The procedure of Example III is repeated except that about 1.0% by volume of the developer of beta- (3,4-epoxycyclohexyl)ethyltrimethoxysilane (available as KBM 303 from Shin-etsu Chemical Industry is added to the liquid developer described in Example III. Development of the electrostatic latent image on the electrophotographic plate provides print of reduced hallow and streaks as well as increased image density.
  • beta- (3,4-epoxycyclohexyl)ethyltrimethoxysilane available as KBM 303 from Shin-etsu Chemical Industry
  • EXAMPLE V An electrostatic latent image present on an electro photographic plate which has been conventionally uniformly negatively charged and exposed to a light and shadow pattern is developed with a liquid developer prepared in the following manner: A homogeneous paste is prepared by blending about 200 grams of R-4 varnish available from Toyo Ink Manufacturing Company and about grams of channel black in a three roll mill. Fifty grams of this paste are dispersed in 2000 mil of kerosene in an ultrasonic dispersing device. When used to develop the electrostatic latent image present on the electrophotographic member, the electrophoretic performance of this liquid developer is observed to change depending on the manufacturing conditions of the developer. In general, a very unclear low density image is produced.
  • Example VI The procedure of Example I is repeated except that 1.5% by volume of the developer of 'y-glycidoxypropyltrimethoxysilane (KBM 403 available from Shin-etsu Chemical Industry is added to the liquid developer.
  • KBM 403 available from Shin-etsu Chemical Industry
  • a stable positively charged electrophoretic developer is observed to provide consistent print quality with a marked reduction in performance fluctuation.
  • An electrostatographic liquid developer comprising an insulating carrier liquid and substantially uniformly dispersed thereon finely divided positively charged electroscopic marking particles, said liquid developer further comprising from about 0.5 to about 2.0% by volume of the developer, a charge control agent selected from the group consisting of the vinyltriethoxysilane, 'y-glycidoxypropyltrimethoxysilane, and fi-(3,4-epoxycyclohexyl)ethyltrimethoxysilane and mixtures thereof sufficient to provide a stable positive charge on the electroscopic marking particles.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Liquid Developers In Electrophotography (AREA)
US00121537A 1970-03-12 1971-03-05 Liquid developer Expired - Lifetime US3729419A (en)

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JP45020984A JPS4843157B1 (enrdf_load_stackoverflow) 1970-03-12 1970-03-12

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US3729419A true US3729419A (en) 1973-04-24

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US (1) US3729419A (enrdf_load_stackoverflow)
JP (1) JPS4843157B1 (enrdf_load_stackoverflow)
CA (1) CA963305A (enrdf_load_stackoverflow)
DE (1) DE2111985A1 (enrdf_load_stackoverflow)
FR (1) FR2084788A5 (enrdf_load_stackoverflow)
GB (1) GB1341627A (enrdf_load_stackoverflow)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3841893A (en) * 1970-03-12 1974-10-15 Rank Xerox Ltd Charge control agents for liquid developers
US3926825A (en) * 1973-05-29 1975-12-16 Xerox Corp Liquid developer composition and process for preparing same
US3939087A (en) * 1973-11-19 1976-02-17 Pitney-Bowes, Inc. Toner compositions containing silane treated fumed silica
US3976808A (en) * 1973-05-29 1976-08-24 Xerox Corporation Imaging systems
US4019911A (en) * 1973-11-19 1977-04-26 Pitney-Bowes, Inc. Toner compositions
US4059444A (en) * 1974-03-14 1977-11-22 Xerox Corporation Liquid development using conductive inks
US5208130A (en) * 1989-07-31 1993-05-04 Spectrum Sciences B.V. Charge director compositions for liquid developer
EP0709745A2 (en) 1994-10-31 1996-05-01 Xerox Corporation A full color, high speed printing machine
US6122471A (en) * 1999-12-08 2000-09-19 Xerox Corporation Method and apparatus for delivery of high solids content toner cake in a contact electrostatic printing system
US6219501B1 (en) 2000-03-28 2001-04-17 Xerox Corporation Method and apparatus for toner cake delivery
US6256468B1 (en) 2000-03-13 2001-07-03 Xerox Corporation Toner cake delivery system having a carrier fluid separation surface
US6289191B1 (en) 1999-11-26 2001-09-11 Xerox Corporation Single pass, multicolor contact electrostatic printing system
US6311035B1 (en) 2000-06-16 2001-10-30 Xerox Corporation Reprographic system operable for direct transfer of a developed image from an imaging member to a copy substrate
US6526244B1 (en) 2001-11-21 2003-02-25 Xerox Corporation Hybrid electrophotographic apparatus for custom color printing
US6682865B2 (en) 2001-11-21 2004-01-27 Xerox Corporation Hybrid electrophotographic apparatus for custom color printing

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3841893A (en) * 1970-03-12 1974-10-15 Rank Xerox Ltd Charge control agents for liquid developers
US3926825A (en) * 1973-05-29 1975-12-16 Xerox Corp Liquid developer composition and process for preparing same
US3976808A (en) * 1973-05-29 1976-08-24 Xerox Corporation Imaging systems
US3939087A (en) * 1973-11-19 1976-02-17 Pitney-Bowes, Inc. Toner compositions containing silane treated fumed silica
US4019911A (en) * 1973-11-19 1977-04-26 Pitney-Bowes, Inc. Toner compositions
US4059444A (en) * 1974-03-14 1977-11-22 Xerox Corporation Liquid development using conductive inks
US5208130A (en) * 1989-07-31 1993-05-04 Spectrum Sciences B.V. Charge director compositions for liquid developer
EP0709745A2 (en) 1994-10-31 1996-05-01 Xerox Corporation A full color, high speed printing machine
US6289191B1 (en) 1999-11-26 2001-09-11 Xerox Corporation Single pass, multicolor contact electrostatic printing system
US6122471A (en) * 1999-12-08 2000-09-19 Xerox Corporation Method and apparatus for delivery of high solids content toner cake in a contact electrostatic printing system
US6256468B1 (en) 2000-03-13 2001-07-03 Xerox Corporation Toner cake delivery system having a carrier fluid separation surface
US6219501B1 (en) 2000-03-28 2001-04-17 Xerox Corporation Method and apparatus for toner cake delivery
US6311035B1 (en) 2000-06-16 2001-10-30 Xerox Corporation Reprographic system operable for direct transfer of a developed image from an imaging member to a copy substrate
US6526244B1 (en) 2001-11-21 2003-02-25 Xerox Corporation Hybrid electrophotographic apparatus for custom color printing
US6682865B2 (en) 2001-11-21 2004-01-27 Xerox Corporation Hybrid electrophotographic apparatus for custom color printing
US6684045B2 (en) 2001-11-21 2004-01-27 Xerox Corporation Hybrid electrophotographic apparatus for custom color printing

Also Published As

Publication number Publication date
JPS4843157B1 (enrdf_load_stackoverflow) 1973-12-17
FR2084788A5 (enrdf_load_stackoverflow) 1971-12-17
DE2111985A1 (de) 1971-09-23
CA963305A (en) 1975-02-25
GB1341627A (en) 1973-12-25

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