Identified Toner, I.e., Identified Resin Coated Pigment, Etc. Patents (Class 430/114)
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Patent number: 5840453Abstract: A solvation-based method for charging toner particles in a liquid electrophotographic developer composition is provided. The method makes use of a material containing specific salvation sites which are incorporated into the resinous phase of the toner, and a charge director which is a metal salt, the metal, cationic component of which is effective to form a highly stable, "solvated" charged toner complex. Toner and developer compositions are also provided which make use of the novel solvation-based mode of charge direction.Type: GrantFiled: December 3, 1993Date of Patent: November 24, 1998Assignee: Colorep, Inc.Inventor: Ronald Swidler
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Patent number: 5840450Abstract: The black matrix of the faceplate panel is deposited by a wet-layer photoconductive manner. An organic conductive layer is initially deposited on the faceplate panel, on which an organic photoconductive material is formed to form an organic photoconductive layer. The photoconductive layer is charged to positive or negative potential and a selective area of the organic photoconductive layer is exposed to light radiated from an exposure device, such that the potential can be left on the unexposed area, where the black matrix will be deposited, of the organic photoconductive layer. Then, As novel steps, deposition of the conductive black matrix is achieved according to the following steps. First, a conductive black matrix material is charged having the opposite potential to that left on the unexposed area of the organic photoconductive layer.Type: GrantFiled: December 24, 1996Date of Patent: November 24, 1998Assignee: Samsung Display Devices Co., Ltd.Inventor: Jong-ho Cho
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Patent number: 5780196Abstract: A method for producing a liquid developer comprising steps of:adding a colored resin to a nonpolar dispersion medium;elevating the temperature of said nonpolar dispersion medium above the melting point of said resin;producing a resin emulsion by mixing said heated nonpolar dispersion medium containing said resin therein; andcooling said resin emulsion so as to obtain colored resin microparticles.Type: GrantFiled: December 23, 1996Date of Patent: July 14, 1998Assignee: Minolta Co., Ltd.Inventors: Toshimitsu Fujiwara, Shuji Iino, Masaharu Kanazawa, Seishi Ojima, Hidetoshi Miyamoto
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Patent number: 5759733Abstract: A liquid developer for use in electrophotography is disclosed, which comprises (i) a toner comprising as the main toner components a colorant, a resin, and a polyolefin resin having an acid value of from 5 to 50 and a melt viscosity at 200.degree. C. of from 100 to 15,000 cps, and (ii) a carrier liquid in which the toner is dispersed. The polyolefin resin and the colorant in the liquid developer may constitute an integral flushing colorant which is prepared by subjecting the resin and the colorant to flushing processing.Type: GrantFiled: January 13, 1992Date of Patent: June 2, 1998Assignee: Ricoh Company, Ltd.Inventors: Kazuo Tsubuko, Shinichi Kuramoto, Toshiki Nanya, Kazuhiko Umemura, Kayoko Nagai
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Patent number: 5753763Abstract: The toner particles of this invention comprise pigment and a resin. The resin comprises a novel polymer formed from ethylenically unsaturated monomers, macromeric moieties that render the resin dispersible in hydrocarbon solvents, and a surface-release promoting moiety. When used for toner particles the polymer further comprises charge directing chelating moieties. The toner particles also include a charge director, preferably a metal cation. The toner particles, when dispersed in a carrier liquid, are useful as liquid toners for electrographic or electrophotographic processes.Type: GrantFiled: October 30, 1996Date of Patent: May 19, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: Prabhakara S. Rao, Valdis Mikelsons
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Patent number: 5750306Abstract: A graft copolymer of recurring units of (C.sub.6 -C.sub.18)alkyl (meth)acrylate (A), N-vinylpyrrolidone (B), glycidyl (meth)acrylate (C), and glycidyl (meth)acrylate units esterified with (meth)acrylic acid (D) onto which polymeric side chains of units of N-vinylpyrrolidone, (C.sub.1 -C.sub.3)alkyl acrylate and, if appropriate, (C.sub.1 -C.sub.3)alkyl methacrylate are grafted. The polymer is suitable as a binder for colorless, negatively chargeable liquid toners, in particular in combination with graft copolymers of (C.sub.1 -C.sub.6)alkyl (meth)acrylate, (C.sub.6 -C.sub.18)alkyl (meth)acrylate and units in which chains of N-vinyl-pyrrolidone units are grafted onto one of the units mentioned, as a charge control agent. After fixing of the electrophotographically produced toner image, the toners give colorless resist masks or printing screens with a high resistance toward etching agents and solvents.Type: GrantFiled: December 27, 1995Date of Patent: May 12, 1998Assignee: Agfa-Gevaert AGInventors: Raimund Josef Faust, Danuta Eva Allen, Silvia Lutz
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Patent number: 5723246Abstract: The binder resin for producing a toner includes the following three resins (A) to (C): resin (A) having a softening point of 120.degree. C. or more and 170.degree. C. or less, a glass transition temperature of 58.degree. C. or more and less than 75.degree. C., and a weight percentage of components insoluble to chloroform at 25.degree. C. of 5% by weight or more and 50% by weight or less; resin (B) having a softening point of 90.degree. C. or more and 120.degree. C. or less, a glass transition temperature of 58.degree. C. or more and less than 75.degree. C., and a weight percentage of components insoluble to chloroform at 25.degree. C. of less than 5% by weight; and resin (C) having a softening point of 80.degree. C. or more and less than 110.degree. C., a glass transition temperature of 45.degree. C. or more and less than 58.degree. C., and a weight percentage of components insoluble to chloroform at 25.degree. C. of less than 5% by weight.Type: GrantFiled: May 23, 1996Date of Patent: March 3, 1998Assignee: Kao CorporationInventors: Katsutoshi Aoki, Yoshihiro Ueno, Tetsuhiro Semura, Shinji Moriyama, Kuniyasu Kawabe
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Patent number: 5714993Abstract: A process for the preparation of toner compositions comprising: forming a mixture comprised of at least one free radical reactive monomer, a colorant, a stabilizer compound containing a stable free radical reactive group, and a liquid vehicle; and heating the mixture from about 75.degree. to about 200.degree. C. to effect polymerization of said monomer, wherein there results stabilized core resin particles containing said colorant and wherein said stabilized core particles are stabilized by said stable free radical reactive stabilizer compounds being bonded directly to the core particles.Type: GrantFiled: May 8, 1996Date of Patent: February 3, 1998Assignee: Xerox CorporationInventors: Barkev Keoshkerian, Michael K. Georges, Stephan V. Drappel
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Patent number: 5714296Abstract: A graft copolymer of recurring units of (C.sub.6 -C.sub.18)alkyl (meth)acrylate (A), vinylpyridine (B), glycidyl (meth) acrylate (C), and glycidyl (meth) acrylate units esterified with (meth)acrylic acid (D) onto which polymeric side chains of units of vinylpyridine, (C.sub.1 -C.sub.3)alkyl acrylate, and optionally (C.sub.1 -C.sub.3)alkyl methacrylate are grafted. The polymer is suitable as a binder for colorless, positively chargeable liquid toners, in particular in combination with a copolymer of (C.sub.6 -C.sub.18)alkyl (meth) acrylate and hydroxyalkyl (meth)acrylate as charge control agents. After fixing of the electrophotographically produced toner image, the toners give colorless resist masks or printing screens with a high resistance toward etching agents and solvents.Type: GrantFiled: December 27, 1995Date of Patent: February 3, 1998Assignee: Agfa-Gevaert AGInventors: Raimund Josef Faust, Danuta Eva Allen
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Patent number: 5711800Abstract: This invention relates to pigment compositions comprising an organic pigment treated with about 0.1 to about 20% by weight, based on the organic pigment, of an N-heteroarylamidomethyl pigment derivative having the formula (I) ##STR1## wherein, Q represents an organic pigment moiety,NHet represents a nitrogen-containing heteroaromatic group attached at a ring nitrogen atom to the carbonyl function of the amidomethyl linking group, andn is from 1 to 4.Type: GrantFiled: December 31, 1996Date of Patent: January 27, 1998Assignee: Bayer CorporationInventors: Ibraheem T. Badejo, John F. Britanak, Margot Campos, Daphne J. Rice, Niran Nugara
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Patent number: 5684063Abstract: A process for the preparation of inks comprised ofi) flushing pigment into a sulfonated polyester resin, and which resin possesses a degree of sulfonation of from between about 2.5 and about 20 mol percent;ii) dispersing the pigmented polyester resin in water at a temperature of from about 40.degree. C. about 95.degree. C. by a polytron shearing device operating at speeds of from about 100 to about 5,000 revolutions to yield stable pigmented submicron sized particles of from about 5 to about 150 nanometers; and thereafter separating said submicron particles and mixing said submicron particles with water.Type: GrantFiled: June 17, 1996Date of Patent: November 4, 1997Assignee: Xerox CorporationInventors: Raj D. Patel, Guerino G. Sacripante, Daniel A. Foucher
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Patent number: 5663027Abstract: This invention provides a two-component developer comprising magnetic carrier particles and toner particles which contain magnetic particles at a specified content, being excellent in high speed copying system.Type: GrantFiled: October 18, 1994Date of Patent: September 2, 1997Assignee: Minolta Camera Kabushiki KaishaInventors: Toshitaro Kohri, Akihiro Nakamura, Yoshimasa Nishihara
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Patent number: 5604070Abstract: The toner particles of this invention comprise pigment and a resin. The resin comprises a novel polymer formed from ethylenically unsaturated monomers, macromeric moieties that render the resin dispersible in hydrocarbon solvents, and a surface-release promoting moiety. When used for toner particles the polymer further comprises charge directing chelating moieties. The toner particles also include a charge director, preferably a metal cation. The toner particles, when dispersed in a carrier liquid, are useful as liquid toners for electrographic or electrophotographic processes.Type: GrantFiled: February 17, 1995Date of Patent: February 18, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventors: Prabhakara S. Rao, Valdis Mikelsons
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Patent number: 5589311Abstract: Disclosed are negatively and positively charged liquid toners for electrophotography (EP). The charge on the toner particle is obtained by adding cage complex molecules, or clathrates/cryptates, to the liquid toner. The cage complex molecules have at least three chains, with at least one electron pair donor atom in each chain, for a total of at least three electron pair donor atoms (EPD's). Or, the cage complex molecules have at least two connected rings, with a total of at least three EPD's in the molecule including at least one EPD in each of the connected rings. For negatively charged toner particles, the clathrates/cryptates are distributed in the liquid dispersion, and metal cations are weakly associated with anionic functional groups on the toner particle. This way, the clathrates/cryptates in dispersion complex selectively with the cations and strip them from the toner particle, leaving a negatively charged particle.Type: GrantFiled: November 28, 1994Date of Patent: December 31, 1996Assignee: Hewlett-Packard CompanyInventor: Dale D. Russell
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Patent number: 5565297Abstract: A liquid developer comprised of a liquid, thermoplastic resin particles, a nonpolar liquid soluble charge director comprised of at least one oxygen containing group with from 1 to 5 oxygen atoms covalently bound to a quaternized ammonium nitrogen in an AB diblock copolymer or an ABA triblock copolymer wherein the A block is polar and is an ammonium containing polymer, and the B block is nonpolar and is a nonpolar fluid soluble polymer, and wherein the A blocks possess a number average molecular weight range of from about 200 to about 10,000 and the B blocks possess a number average molecular weight range of from about 2,000 to 50,000 and the ratio of weight average molecular weight M.sub.w to number average molecular weight M.sub.n is 1 to 5.Type: GrantFiled: August 29, 1994Date of Patent: October 15, 1996Assignee: Xerox CorporationInventors: James R. Larson, John W. Spiewak
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Patent number: 5558968Abstract: This invention comprises a single-component dendrimeric toner particle, and methods of making and using the toner particle in the liquid EP process. By using dendrimeric chemistry, a dendrimeric toner particle may be made that has controlled content, structure and size and that includes a colorant, a binder, and a charge director. The toner particles made this way will have high uniformity, so that toner dispersions containing them may be made to have good stability, print performance, and quality control. The colorant of choice for the toner particle is made the core of the dendrimer toner particle. Dendrons, which are made of generations of building or polymer units, branch out from the core and include a resin or other binder molecule, for binding the colorant to the paper in the EP process. One or more of the final polymer units, located at the terminus of the dendrons, comprise a coordinating or chelating agent for the toner charge director.Type: GrantFiled: January 26, 1995Date of Patent: September 24, 1996Assignee: Hewlett-Packard CompanyInventors: Dale D. Russell, James G. Bearss
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Patent number: 5554476Abstract: A liquid composition for developing latent electrostatic images comprising toner particles associated with a pigment dispersed in a nonpolar liquid. The salient feature of the invention is that the toner particles are formed with a plurality of fibers or tendrils from a thermoplastic polymer and carry a charge of a polarity opposite to the polarity of the latent electrostatic image. The polymer is insoluble or insolvatable in the dispersant liquid at roam temperature. The toner particles are formed by plasticizing the polymer and pigment at elevated temperature and then either permitting a sponge to form and wet-grinding pieces of the sponge or diluting the plasticized polymer-pigment while cooling and constantly stirring to prevent the forming of a sponge while cool. When cool, the diluted composition will have a concentration of toner particles formed with a plurality of fibers.Type: GrantFiled: March 6, 1995Date of Patent: September 10, 1996Assignee: Inligo, N.V.Inventors: Benzion Landa, Peretz Ben-Auraham, Joseph Hall, George A. Gibson
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Patent number: 5547804Abstract: A liquid toner and an ink composition, which comprise a dispersion of copolymer resin particles composed of at least two different monomer components in a dispersion medium. The copolymer resin particles and the dispersion medium are related to each other such that the difference .DELTA..delta..sup.1 between the solubility parameter value .delta.p.sup.1 of a homopolymer composed only of at least one monomer component in the copolymer resin and the solubility parameter value .delta.s.sup.1 of the dispersion medium is not smaller than 1.0, and that the difference .DELTA..delta..sup.2 between the solubility parameter value .delta.p.sup.2 of a homopolymer composed only of at least one other monomer component and the solubility parameter value .delta.s.sup.1 of the dispersion medium is not larger than 1.0, and further that the difference .DELTA. between .DELTA..delta..sup.1 and .DELTA..delta..sup.2 (.DELTA..delta..sup.1 -.DELTA..delta..sup.2) is at least 0.5.Type: GrantFiled: March 29, 1995Date of Patent: August 20, 1996Assignee: Dai Nippon Printing Co., Ltd.Inventors: Masumi Nishizawa, Masayuki Iijima, Takashi Miyama
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Patent number: 5545504Abstract: A process for the preparation of toner compositions comprising: forming a mixture comprised of at least one free radical reactive monomer, a colorant, a stabilizer compound containing a stable free radical reactive group, and a liquid vehicle; and heating the mixture from about 75.degree. to about 200.degree. C. to effect polymerization of said monomer, wherein there results stabilized core resin particles containing said colorant and wherein said stabilized core particles are stabilized by said stable free radical reactive stabilizer compounds being bonded directly to the core particles.Type: GrantFiled: October 3, 1994Date of Patent: August 13, 1996Assignee: Xerox CorporationInventors: Barkev Keoshkerian, Michael K. Georges, Stephan V. Drappel
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Patent number: 5543177Abstract: Disclosed are marking materials containing retroreflective fillers and processes for the use thereof. In one embodiment, images containing retroreflective fillers are generated on paper by any suitable means, such as electrostatic imaging and development with either dry or liquid developers, ink jet printing, strip-out development processes, or the like, and the images thus generated are used to control a document reproduction system. In another embodiment, images containing retroreflective fillers are generated on a movable part in an imaging apparatus, such as an imaging member, an intermediate transfer member, or the like, by any suitable means, and the images thus generated are used to impart information regarding the relative position of the movable part with respect to the copier or printer containing the movable part.Type: GrantFiled: December 6, 1993Date of Patent: August 6, 1996Assignee: Xerox CorporationInventors: Jan D. Morrison, Edward F. Grabowski, Virginia E. Dotschkal, Anita P. Lynch, Jerome E. May
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Patent number: 5530053Abstract: Electrostatic toners comprising polymeric dyes comprising of (1) discrete segments that are dispersible in highly fluorinated solvents and (2) discrete color-imparting segments. These toners can be prepared by a means of a polymerization process, wherein macromers containing highly fluorinated dispersible segments are grafted onto a polymer having chromophores attached thereto.Type: GrantFiled: May 24, 1995Date of Patent: June 25, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: S. Prabhakara Rao, Terrance P. Smith
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Patent number: 5487965Abstract: A process for preparing a liquid developer composition comprising: a) forming a melt mixture comprised of a polymer resin or resins, a colorant, a charge director additive, and a hydrocarbon liquid carrier, to obtain a first suspension of colored polymeric particles with an area average diameter of from about 2 to about 100 microns; b) dispersing said first suspension in a supercritical fluid medium and thereafter continuously feeding the resultant dispersion to a liquid fluidizing means under pressure to obtain a second suspension comprising a supercritical fluid and liquid developer mixture containing colored polymeric particles with an area average diameter of from about 0.1 to about 10 microns; and c) reducing the pressure to evaporate, and optionally recovering, the supercritical fluid medium from said second suspension, wherein there results a liquid developer mixture containing colored polymeric particles with an area average diameter of less than about 3.Type: GrantFiled: September 6, 1994Date of Patent: January 30, 1996Assignee: Xerox CorporationInventor: Peter G. Odell
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Patent number: 5484679Abstract: A negatively charged liquid developer comprised of a nonpolar liquid, thermoplastic resin particles, a charge adjuvant, pigment, and an ABA polymer charge director wherein A and B represent the polymer segments.Type: GrantFiled: April 22, 1994Date of Patent: January 16, 1996Assignee: Xerox CorporationInventors: John W. Spiewak, James R. Larson
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Patent number: 5482809Abstract: A liquid toner composition for use in electrographic imaging comprises a non-aqueous solvent and a soluble dispersant made from thermodynamically compatible polymers containing functional groups with good adsorption properties for cyan, magenta, yellow and black pigments. The invention also describes the incorporation of reactive functional groups that crosslink on heat treatment to improve modulus and scratch resistance.Type: GrantFiled: June 16, 1994Date of Patent: January 9, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: S. Prabhakara Rao, Valdis Mikelsons
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Patent number: 5478688Abstract: A positively charged liquid developer comprised of liquid, thermoplastic resin particles, optional pigment, a charge director, and an insoluble charge adjuvant comprised of a copolymer of an alkyl acrylamidoglycolate alkyl ether and an alkenylester, and wherein the charge adjuvant is associated with or combined with said resin and said optional pigment, and which charge adjuvant is of the formula ##STR1## wherein R.sup.1 is hydrogen or alkyl of 1 to 20 carbons; R.sup.2 is H, alkyl of 1 to 20, aryl of 6 to 20 carbons, and aryl alkyl of 7 to 35 carbons; m is from 0 to about 10; and wherein the alkyl and aryl groups optionally contain heteroatoms of F, Cl, O, S, N, Si, and P; R.sup.3 and R.sup.4 are alkyl; and x and y represent the number of segments.Type: GrantFiled: October 31, 1994Date of Patent: December 26, 1995Assignee: Xerox CorporationInventors: John W. Spiewak, James R. Larson, Frank J. Bonsignore
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Patent number: 5471287Abstract: System for replenishing liquid developer in equipment, such as a printer, whereby the percent of toner solids is maintained at about 0.5 to 4% by weight based on the total weight of liquid developer, the system comprising at least one liquid toner concentrate vessel containing aggregates of thermoplastic resin particles, median particle size (volume weighted) greater than 15 .mu.m, and with 90% of the particles (volume weighted) not less than 30 .mu.m, composed of 50 to 100% by weight of particles and 0 to 50% by weight carrier liquid; a liquid vessel containing carrier liquid, means communicating each of said vessels with a dispersing vessel containing high shearing or high impact means wherein contents of the liquid toner concentrate vessel and the liquid vessel are supplied thereto and the resin particles are dispersed in the carrier liquid to form particles having a median particle size (volume weighted) of less than 15 .mu.m, and with 90% of the particles (volume weighted) less than 30 .mu.Type: GrantFiled: May 4, 1994Date of Patent: November 28, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: David E. Blair, William A. Houle, Gregg A. Lane, James R. Larson, Kathryn A. Pearlstine
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Patent number: 5463453Abstract: A wet-type image formation apparatus comprising a latent electrostatic image formation unit capable of forming on a latent-electrostatic-image-bearable photoconductive member a latent electrostatic image corresponding to an original image; and a wet-type development unit capable of developing the latent electrostatic image into a visible toner image with a liquid developer composed of (i) a carrier liquid comprising a petroleum aliphatic hydrocarbon and a silicone oil with a siloxane structure, and (ii) toner particles comprising a coloring agent and a binder resin, which are dispersed in the above-mentioned carrier liquid.Type: GrantFiled: January 15, 1993Date of Patent: October 31, 1995Assignee: Ricoh Company, Ltd.Inventors: Tsuneo Kurotori, Manabu Mochizuki, Kenzo Ariyama, Kenji Kojima, Ichiro Tsuruoka, Katsuhiro Echigo, Mayumi Miyao, Itsuo Ikeda
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Patent number: 5451483Abstract: A liquid developer comprised of a nonpolar liquid, thermoplastic resin particles comprised of a polyalkylene or polyalkylene with pendant acid or ammonium groups thereon, optional pigment, optional charge adjuvant and charge director.Type: GrantFiled: June 30, 1994Date of Patent: September 19, 1995Assignee: Xerox CorporationInventors: Timothy J. Fuller, Ralph A. Mosher, John S. Berkes, John S. Chambers, James R. Larson
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Patent number: 5432036Abstract: A liquid toner for electrostatic imaging having 65-90 percent by weight of solids of terpolymer of about in the weight ratio of about 60/33/7 of styrene, n-butyl acrylate and methacrylic acid, respectively; 10-30 percent by weight of solid of pigment, an ionic or zwitterionic charge director, 1-5 percent by weight aluminum tristearate, and the remainder mineral oil as a vehicle.Type: GrantFiled: April 25, 1994Date of Patent: July 11, 1995Assignee: Lexmark International, Inc.Inventors: Bradley L. Beach, Donald L. Elbert, Richard W. Holt, Ashok Murthy, Ajay K. Suthar, Richard B. Watkins
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Patent number: 5432536Abstract: Dots for producing a multiple tone electrostatic latent image are formed by selectively discharging a charged surface with a scanned laser beam. The multiple tones are produced by pulse width modulation of the laser beam according to the tones required in the dots. High resolution is maintained by limiting the diameter of toner particles to 1/5 to 5 times a minimum exposed dot dimension of less than 1 micron. A laser beam exposure device includes a galvanometer mirror from which the scanning laser beam is reflected. The galvanometer mirror is tilted in synchronism with the conveying direction of the surface being scanned in order to maintain focus of the laser beam on the surface.Type: GrantFiled: October 23, 1992Date of Patent: July 11, 1995Assignee: Toyo Seikan Kaisha, Ltd.Inventors: Junichi Takada, Tsuneo Imatani, Masaki Morotomi, Akihiko Morofuji, Kosaku Tsukimi
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Patent number: 5418104Abstract: To provide for adhesion of toner particles on a latent image on a ferroelectric material substrate, the toner is so constituted that, upon being transported in close proximity to the ferroelectric substrate, the toner will shape itself into a wave to form a hydraulic meniscus, so that the toner will be adhered by hydraulic meniscus toning. The toner must have low electrical conductivity and is so formulated that particles are kept as discrete entities without interconnection to each other by mechanical or electrical binding. The toner materials can be acrylics, acrylic copolymers, polyethylene, polyethylene vinylacetate copolymers; suitable solvents are aliphatic solvent soluble rosin, rosin esters, rosin ester derivatives, phthalate esters and abietic acid esters; the thermoplastic polymer should be soluble in the dispersant between about 90.degree. C. to 100.degree. C., but insoluble at ambient temperature, and the plasticizer is soluble in the dispersant at both elevated and ambient temperature.Type: GrantFiled: June 24, 1992Date of Patent: May 23, 1995Assignee: MAN Roland Druckmaschinen AGInventor: Terence M. Lawson
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Patent number: 5409795Abstract: A process of producing a nonaqueous resin dispersion, particularly useful for a liquid developer in electrostatic photographic, which comprises subjecting to photopolymerization a system containing at least a monomer (A) having one polymerizable double bond, which is soluble in a nonaqueous solvent but becomes insoluble upon polymerization thereof, and at least a dispersion stabilizing resin (P) which is a polymer having a weight average molecular weight of from 1.times.10.sup.4 to 1.times.10.sup.6 and containing a specific repeating unit represented by formula (I) in an amount of at least 50% by weight based on the weight of the polymer and has a specific functional group represented by formula (II) bonded to the side chain of the polymer and/or only one terminal of the main chain of the polymer, the photopolymerization reaction being carried out in the nonaqueous solvent by irradiating the system with ultraviolet rays having a wavelength of not longer than 400 n.m.Type: GrantFiled: November 29, 1993Date of Patent: April 25, 1995Assignee: Fuji Photo Film Co., Ltd.Inventor: Eiichi Kato
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Patent number: 5409796Abstract: A positively charged liquid developer comprised of thermoplastic resin particles, optional pigment, a charge director, and a charge adjuvant comprised of a polymer of an alkene and unsaturated acid derivative; and wherein the acid derivative contains pendant ammonium groups, and wherein the charge adjuvant is associated with or combined with said resin and said optional pigment.An example of a charge adjuvent copolymer compound containing alkylene and an unsaturated acid derivative such as acrylic acid and methacrylic acid containing pendent ammonium groups is represented, for example, by the following general formula ##STR1## wherein Z is oxygen or substituted nitrogen; Y is alkyl; R is hydrogen, alkyl or aryl; and X is an anion.Type: GrantFiled: February 24, 1994Date of Patent: April 25, 1995Assignee: Xerox CorporationInventors: Timothy J. Fuller, James R. Larson, John W. Spiewak, David H. Pan, Ralph A. Mosher, Frank J. Bonsignore
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Patent number: 5407771Abstract: A liquid composition for developing latent electrostatic images comprising toner particles associated with a pigment dispersed in a nonpolar liquid. The salient feature of the invention is that the toner particles are formed with a plurality of fibers or tendrils from a thermoplastic polymer and carry a charge of a polarity opposite to the polarity of the latent electrostatic image. The polymer is insoluble or insolvatable in the dispersant liquid at room temperature. The toner particles are formed by plasticizing the polymer and pigment at elevated temperature and then either permitting a sponge to form and wet-grinding pieces of the sponge or diluting the plasticized polymer-pigment while cooling and constantly stirring to prevent the forming of a sponge while cooling. When cool, the diluted composition will have a concentration of toner particles formed with a plurality of fibers.Type: GrantFiled: January 19, 1993Date of Patent: April 18, 1995Assignee: Indigo N.V.Inventors: Benzion Landa, Peretz Ben-Auraham, Joseph Hall, George A. Gibson
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Patent number: 5397669Abstract: An electrostatic liquid toner imaging process uses a liquid toner comprises a perfluorinated solvent and polymer resin-bound pigment particles. The polymer resin is preferably a resin containing highly fluorinated or perfluorinated units within the polymer resin or a resin comprising of at least 10% perfluorinated units, the rest comprising nonfluorinated units.Type: GrantFiled: January 24, 1994Date of Patent: March 14, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventor: Prabhakara S. Rao
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Patent number: 5393633Abstract: Provided is a liquid developer for electrostatic photography comprising resin particles dispersed in a highly insulating hydrocarbon medium wherein said resin particles are prepared by polymerizing a monomer which is soluble in the medium and becomes insoluble therein upon polymerization in the presence of a polymer which is soluble in the medium and has a chain transferable group at its terminal or on its side chain, thereby to form resin particles stably dispersed in the medium.Type: GrantFiled: August 12, 1992Date of Patent: February 28, 1995Assignee: Mitsubishi Paper Mills LimitedInventors: Akira Furukawa, Nobuko Nakazima
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Patent number: 5378574Abstract: Ink jet inks and liquid developers are disclosed which contain colored particles comprising hydrophilic silica particles, to the surfaces of which dyes are covalently bonded through silane coupling agents. The ink jet inks generally comprise a liquid medium and a plurality of the colored silica particles. The liquid developers generally comprise a liquid medium, a resin, a plurality of the colored silica particles, and a charge control agent. The particles are prepared by a process which comprises reacting hydrophilic silica particles with a silane coupling agent in the absence of water to form particles having covalently attached thereto coupling agents, followed by reacting a dye with the coupling agent attached to the silica particles.Type: GrantFiled: June 23, 1989Date of Patent: January 3, 1995Assignee: Xerox CorporationInventors: Francoise M. Winnik, Barkev Keoshkerian, Raymond W. Wong, Stephan Drappel, Melvin D. Crocher, James D. Mayo, Peter G. Hofstra
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Patent number: 5366842Abstract: The invention creates a selective oxygen barrier around individual coupler or other photographically active particles by surrounding each particle with a layer of water applicable oxygen barrier polymer such as polyvinyl alcohol (PVA), which will also act as a steric barrier to coalescence of the particles. Photographic products formed with such materials are more dye stable.Type: GrantFiled: July 23, 1993Date of Patent: November 22, 1994Assignee: Eastman Kodak CompanyInventors: Pranab Bagchi, James L. Edwards, Wendell F. Smith, Jr., Brian Thomas
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Patent number: 5356748Abstract: A positively chargeable liquid developer for electrostaticphotography comprising a non-aqueous solvent having a volume specific resistance of at least 10.sup.9 .OMEGA.cm and resin grains dispersed therein, wherein the resin grains contain a dispersion stabilizing resin which is dissolved or dispersed in a colloidal form in the non-aqueous solvent and which mainly comprises a graft copolymer composed of (1) at least one macromonomer (M) having a weight average molecular weight of from 1.times.10.sup.3 to 1.times.10.sup.5 obtained by bonding a terminal carboxyl group bonded to the main chain of a polymer containing at least one specific polymer component to an epoxy compound having at least one polymerizable double bond group, using a quaternary ammonium salt as a reaction catalyst, and (2) at least one specific monomer, which gives the definite chargeability, easily controls the charge amount, is excellent in dispersion stability and endures long-term use and storage.Type: GrantFiled: November 10, 1992Date of Patent: October 18, 1994Assignee: Fuji Photo Film Co., Ltd.Inventors: Seiji Horie, Kenji Sano, Nobuo Suzuki, Shu Watarai
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Patent number: 5346796Abstract: A homogeneous liquid composition, for use in the preparation of liquid toners containing at least one charge director and in which the electrical properties of the charge director(s) is/are stabilized, comprises: (1) insulating non-polar carrier liquid compatible with liquid toners for electrostatic imaging; (2) at least one charge director other than an amine salt; and (3) at least one stabilizing component in an amount effective to stabilize the electrical properties of said at least one charge director, said component being selected from non-quaternary amine salts and being soluble in the carrier, e.g. diethylammonium chloride and isopropylamine dodecylbenzenesulfonate. The invention further relates to liquid toners for electrostatic imaging comprise thermoplastic resin particles dispersed in an insulating non polar carrier liquid, preferably a hydrocarbon having a volume resistivity above 10.sup.9 ohm-cm and a dielectric constant below 3.Type: GrantFiled: July 20, 1992Date of Patent: September 13, 1994Assignee: Spectrum Sciences B.V.Inventor: Yaacov Almog
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Patent number: 5344694Abstract: A liquid developer for electrostatic photography, said liquid developer comprising resin particles dispersed in a non-aqueous solvent having a volume resistivity of at least 10.sup.9 .OMEGA.cm, said dispersed resin particles being obtained by polymerizing(a) at least one member of methyl methacrylate and ethyl methacrylate soluble in said non-aqueous solvent and(b) at least one member selected from the group consisting of acrylic esters and methacrylic esters having an alkyl group having not more than 4 carbon atoms, said esters being soluble in said non-aqueous solvent, but being made insoluble by polymerization,said components (a) and (b) being polymerized in the presence of a dispersion stabilizing resin which is soluble in said non-aqueous solvent, and said dispersion stabilizing resin comprising a graft copolymer formed by polymerizing(i) at least one member of macromonomers (M) having a weight-average molecular weight of 1.times.10.sup.3 to 4.times.10.sup.Type: GrantFiled: May 19, 1992Date of Patent: September 6, 1994Assignee: Fuji Photo Film Co., Ltd.Inventors: Seiji Horie, Kenji Sano, Nobuo Suzuki, Syu Watarai
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Patent number: 5342724Abstract: Polymeric electrophotographic toner and developer compositions are produced by methods including conventional as well as limited coalescence manufacturing techniques. The compositions are prepared by heating a diacid and a diol under conditions effective to form a chain transfer polyester, wherein either the diacid or the diol contain a disulfide moiety. The polyester is reacted with one or more vinyl monomers to form a block copolymer having polyester blocks linked to polyvinyl blocks by sulfide groups previously constituting the disulfide moiety. The block copolymer is reduced to a particulate form to a size suitable for use as an electrophotographic toner by conventional methods, evaporation limited coalescence, and suspension limited coalescence.Type: GrantFiled: April 10, 1992Date of Patent: August 30, 1994Assignee: Eastman Kodak CompanyInventor: John C. Wilson
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Patent number: 5342725Abstract: A liquid developer for electrostatic photography comprising at least resin grains dispersed in a non-aqueous solvent having an electric resistance of at least 10.sup.9 .OMEGA.cm and a dielectric constant of not higher than 3.5, wherein the dispersed resin grains are polymer resin grains obtained by polymerizing a solution containing (1) at least one monofunctional monomer (A) which is soluble in the non-aqueous solvent but becomes insoluble therein by being polymerized, (2) at least one monofunctional macromonomer (MA) having a number average molecular weight of not more than 1.times.10.sup.4 and having a polymerizable double bond or at least one oligomer (B) having a number average molecular weight of not more than 1.times.10.sup.Type: GrantFiled: June 22, 1993Date of Patent: August 30, 1994Assignee: Fuji Photo Film Co., Ltd.Inventor: Eiichi Kato
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Patent number: 5342722Abstract: A toner resin composition comprising 5 to 40% by weight of a polyester (A) having a weight average molecular weight of 3,000 to 20,000 and 50 to 95% by weight of a styrene-acrylic copolymer (B). The styrene-acrylic copolymer (B) is comprised of 10 to 25% by weight of a high molecular weight polymer (B1) having a weight average molecular weight of 500,000 to 1,100,000 and 75 to 90% by weight of a low molecular weight polymer (B2) having a weight average molecular weight of 5,000 to 100,000. The high molecular weight polymer (B1) is comprised of a styrene component (b-1) and an acrylic ester and/or methacrylic ester component (b-2). The low molecular weight polymer (B2) is comprised of a styrene component (b-1), an acrylic ester and/or methacrylic ester component (b-2), 0.3 to 3 parts by weight, per 100 parts of the total weight of said component (b-1) and component (b-2), of an .alpha.-methyl styrene dimer (b-3) and 0.Type: GrantFiled: May 6, 1992Date of Patent: August 30, 1994Assignee: Mitsubishi Rayon Company Ltd.Inventors: Hirokazu Ito, Masahiro Itoh, Motoshi Inagaki, Syuji Takahiro, Keiji Yoshida
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Patent number: 5334475Abstract: A liquid developer for electrostatic photography is disclosed. The liquid developer comprises at least resin grains dispersed in a non-aqueous solvent having an electric resistance of at least 10.sup.9 .OMEGA.cm and a dielectric constant of not higher than 3.Type: GrantFiled: November 30, 1992Date of Patent: August 2, 1994Assignee: Fuji Photo Film Co., Ltd.Inventor: Eiichi Kato
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Patent number: 5334699Abstract: Disclosed are polyesters and polycarbonates of the formulae ##STR1## wherein X is an anion with weak nucleophilicity, A, B, and C represent the number of repeat monomer units, wherein C may be zero, R is selected from the group consisting of hydrocarbon groups and alkylene ether groups, and R" is selected from the group consisting of hydrogen, nitro, amide, halide, trimethylsilyl, alkyl groups, and alkoxy groups. The compounds are suitable for use as polymerization initiators, particularly in applications wherein curable liquids are cured to solids. One specific embodiment of the invention is directed to a curable liquid developer composition comprising a colorant, a polymeric compound of the above formula, and a substantial amount of a curable liquid vehicle having a viscosity of no more than about 500 centipoise and a resistivity of no less than about 10.sup.8 ohm-cm.Type: GrantFiled: June 29, 1992Date of Patent: August 2, 1994Assignee: Xerox CorporationInventor: Bing R. Hsieh
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Patent number: 5332646Abstract: A method of making a colloidal metal dispersion that is useful as a toner fluid. The method involves reducing a palladium and/or platinum metal of a metallo-organic palladium and/or platinum metal salt in a dispersing medium that contains a soluble surfactant and a carrier liquid. The palladium and/or platinum metal of the metallo-organic metal salt is reduced in the dispersing medium to form elemental metal particles. The soluble surfactant is present in the dispersing medium in an amount sufficient to charge and stabilize the elemental metal particles as a colloidal metal dispersion.Type: GrantFiled: October 21, 1992Date of Patent: July 26, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Robin E. Wright, Hsin H. Chou
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Patent number: 5330868Abstract: An electrographic liquid developer includes a fluorescent toner diluted in a liquid developer vehicle which has a high flash point and a low vapor pressure. The liquid developer vehicle preferably is a mixed liquid alkane which has a flash point over 140.degree. F. and a vapor pressure less than 5.2 mm of mercury at 38.degree. C. The fluorescent toner is preferably made as follows:a solution is prepared which comprises an organic solvent, a fluorescent dye, and an organic polymer. A pigment is precipitated by mixing the solution with a non-solvent for the polymer in the presence of a dispersant. The pigment is melt-compounded with a polymeric organic binder and the melt-compounded mixture is comminuted.Type: GrantFiled: September 8, 1992Date of Patent: July 19, 1994Assignee: Eastman Kodak CompanyInventors: Domenic Santilli, John W. May
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Patent number: 5330872Abstract: A liquid toner composition comprising:A. a colored predispersion comprising a homogeneous mixture of at least one selected nonpolymeric resin material, at least one selected polymeric plasticizer, at least one selected colorant material, and at least one selected maleic anhydride adduct of polyolefin;B. an aliphatic hydrocarbon carrier liquid having a conductivity of 10.sup.-9 MHOS/cm or less, a dielectric constant of 3 or less, and a flash point of 100.degree. F. or greater; andC. external charge system comprising an interacting mixture of a maleic anhydride adduct of polyolefin and an amiphipathic copolymer.Type: GrantFiled: April 5, 1993Date of Patent: July 19, 1994Assignee: Olin CorporationInventors: Peter E. Materazzi, Barry F. Nelsen
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Patent number: 5328794Abstract: A fluorine-containing graft copolymer prepared by a step (i) of polymerizing a monomer having formula (I) and an unsaturated carboxylic acid or a monomer having a glycidyl group to obtain a copolymer, ##STR1## wherein R represents --H or --CH.sub.3 group; and A represents --COOC.sub.n H.sub.2n+1 or OC.sub.n H.sub.2n+1, in which n is an integer of 6 to 20; a step (ii) of esterifying the resulting copolymer by using a monomer having a glycidyl group in the case where a constituting monomer of the above copolymer is an unsaturated carboxylic acid, or by using an unsaturated carboxylic acid in the case where a constituting monomer of the above copolymer is a monomer having a glycidyl group; and a step (iii) of graft-polymerizing a monomer comprising at least fluoroalkyl acrylate or fluoroalkyl methacrylate on the above esterified copolymer. In addition, a toner comprising a coloring agent and a resin component which comprises the above-mentioned fluorine-containing graft copolymer is disclosed.Type: GrantFiled: March 16, 1993Date of Patent: July 12, 1994Assignee: Ricoh Company, Ltd.Inventors: Tsubuko Kazuo, Shinichi Kuramoto, Kazuhiko Umemura, Toshihiko Takahashi, Hidemi Uematsu