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
  • G03G9/087—Binders for toner particles
  • G03G9/08742—Binders for toner particles comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • G03G9/08746—Condensation polymers of aldehydes or ketones
  • G03G9/08748—Phenoplasts
• • 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
  • G03G9/087—Binders for toner particles
  • G03G9/08742—Binders for toner particles comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • G03G9/08753—Epoxyresins

Definitions

• This invention relates to an electrostatographic toner composition
• an electrostatographic toner composition comprising a colorant and a blend of resins.
• a toner composition is mixed with-a carrier composition in order to impart the proper charge characteristics to the toner particles and also for the purpose of carrying the toner particles by a physical means to the surface which contains the latent electrostatic image.
• the carrier particles are generally much larger in particle size than that of the toner varying from perhaps 50 to 100 times larger depending upon the particular developer being employed.
• the toner is thus subjected to large forces in the development housing and in transit toward the imaging surface, which forces result in the particle size reduction of the toner particles. This creates problems because it not only provides a source for dirt made up of the fine toner particles but also changes the triboelectric character of the toner particles because of the reduction in size thereof and the impaction and adhesion to the carrier particles.
• the toner composition of the present invention is intended to have improved and long-lasting mechanical and electrical properties, and is characterised in that the resin blend is a lower alkyl esterified epoxy resin and a lower alkyl esterified phenoxy resin, wherein the ratio by weight of the epoxy resin to the phenoxy resin is between 1 to 4 and 4 to 1.
• Such blends exhibit extraordinary toughness and long life in the development of electrostatic latent images while at the same time offer extremely good fusing characteristics and excellent blocking characteristics during storage, shipping and in the development procedure of the electrostatographic machine.
• the colorant is employed in an amount of from about 5 to 15 percent based on the weight of the resin employed.
• the weight ratio of the epoxy resin to the phenoxy resin is preferably from about 1:2 to about 2:1 and most preferably in the ratio of about 1:1.
• Both the epoxy resins and the phenoxy resins are commercially available materials prepared by reacting an epihalohydrin such as epichlorohydrin with a dihy- dricphenol such as for example, bis-(p-hydroxyphenyl)-methane, bis-(p-hydroxyphenyl)-dimethyl methane, (bisphenol A), bis-(p-hydroxyphenyl)-methylphenyl methane, bis-(p-hydroxyphenyl)-tolylmethane, 4,4'-dihydroxydiphenyl, bis-(p-hydroxyphenyl)-sulfone, resorcinol, catechol, hydroquinone and the like.
• an epihalohydrin such as epichlorohydrin
• a dihy- dricphenol such as for example, bis-(p-hydroxyphenyl)-methane, bis-(p-hydroxyphenyl)-dimethyl methane, (bisphenol A), bis-(p-hydroxyphenyl)-
• Suitable epoxy resins employed herein are those having a weight average molecular weight of from about 10,000 to about 25,000 and preferably from about 15,000 to about 22,000.
• the phenoxy resins employed herein have a weight average molecular weight of from about 40,000 to about 60,000.
• the molecular weights are measured by Gel Permeation Chromatography. As indicated above, these materials are commercially available.
• the two types of materials may be separately esterified and then combined in the ratios desired or the epoxy resin and the phenoxy resin may be mixed together and esterified simultaneously.
• any suitable lower alkyl esterifying agent such as, for example, acetic acid, acetyl chloride, acetic anhydride, propionic acid, propionic anhydride, propionyl chloride, butyric acid, butyroyl chloride, butyric anhydride, valeric acid, valeric anhydride, valeryl chloride and the like may be used.
• esterifying agents can be employed should the procedure for esterification be the separate technique mentioned above wherein the phenoxy and the epoxy resins are each severally esterified.
• a particularly useful resin is an acetylated blend of 50 weight percent Epon 1010 sold by Shell Chemical Company and Phenoxy PKHC sold by Union Carbide Corporation.
• the esterifying agent such as acetic anhydride is reacted in an excess amount with the particular resin or blend of resins with heating and agitation in a suitable solvent such as, for example, toluene, benzene, xylene or the like.
• a suitable solvent such as, for example, toluene, benzene, xylene or the like.
• the agitation is continued for a period of hours at a suitable temperature such as 80 to 130°C.-
• the course of the reaction can be determined by IR spectra of the polymer which is precipitated and washed to remove the acetic acid and acetic anhydride.
• the OH peak at about 3500 cm -1 disappears and the carbonyl peak at about 1750 cm-l grows.
• the acetylated polymer product can be separated from the reactants and by products by the addition of an excess of ethanol at a temperature of between 70 and 75°C with agitation for two or three hours.
• a distillation is then conducted, the excess ethanol and ethyl acetate, formed by reaction with the excess acetic anhydride being removed at a temperature of about 76 to 78°C and the acetic acids/toluene azeotrop comes off at a temperature of 105.6°C.
• Continued distillation produces toluene at about 110°C.
• the polymer can then be drawn off and stored.
• any suitable blend of esterified polymers as described above may be used in the preparation of toner particles by combining with a suitable colorant.
• the toner may be prepared by dissolving the resinous material and a coloring agent such as a dye or a pigment or by dissolving the resin and dispersing the colorant, should it be insoluble, in a suitable solvent and spray drying to achieve uniformly sized toner particles.
• the toner size may vary from about 1 micron to about 20 microns and preferably from about 10 to about 15 microns.
• the toner particles should be of substantially uniform size because of the nature of the spray drying operation.
• any suitable colorant may be employed such as, for example, pigments or dyes including, carbon black, nigrosine dye, aniline blue, Calco Oil Blue, chrome yellow, Ultramarine blue, DuPont Oil Red, Quinoline Yellow, methylene blue chloride, phthalocyanine blue, Malachite Green Oxylate, lamp black, Rose Bengal and other pigments and dyes set forth in the Color Index, Vols. I and II, Second Edition.
• the colorant may be a magnetic material such as iron particles, iron oxide, nickel, ferrite, magnetite or mixtures of magnetic particles and colorant.
• the resinous material employed and the colorant is dissolved in any suitable solvent such as, for example, chlorinated solvents including trichloroethane, methylene chloride, tetrachlorethane, methylene dichloride, chloroform, aromatic solvents such as toluene, benzene, naphthalene, xylene, ketones such as, for example, methylethyl ketone, acetone, esters such as ethylacetate, amylacetate, mixtures thereof and the like.
• the solvent should be chosen in order to assure that all the resin components are soluble.
• the spray drying operation may be conducted in a suitable spray drying apparatus such as, for example, the Bowen Laboratory spray dryer manufactured by Bowen Engineering Corporation, North Branch, New Jersey.
• This unit is a lab size conical dryer with concurrent airflow and has an interchangable atomizing head mounted near the top of the drying chamber.
• Any suitable atomizing head may be employed such as, rotating disks, high pressure nozzles, and the like.
• it may be desirable to classify the particles by any suitable classification techniques well known in the classification art.
• the toners of this invention can be mixed with a suitable carrier to form electrostatographic developers.
• a suitable carrier having a particle size of from about 30 microns to about 1,000 microns may be employed such as, for example, glass beads, sand, particles of ferromagnetic materials such as iron, cobalt, nickel, alloys thereof, ferrites, and the like.
• Resinous materials such as methylmethacrylate, styrene and any suitable resinous materials in particle sizes set forth above.
• the carriers may be employed with or without a coating.
• resinous coating materials such as polyolefins, such as polyethylene polymethylstyrene, polymethylmethacrylate, polyacrylonitrile, polyvinylacetate polyvinyl alcohol, polyvinyl carbazole, fluorocarbons, such as polytetrafluorethylene, polyvinylidene fluoride, polyamides, polyurethanes, polycarbonates and the polymers set forth in U.S. Patent 3,526,533. Many of the foregoing and other typical carriers are described in U.S. Patent Numbers 2,638,416; 2,618,552 and 4,075,391.
• the carrier be chosen in order that the charge to mass ratio of the blown-off toner is from about 10 to about 40 microcoulombs/ gram and preferably from about 10 to 30 microcoulombs/gm.
• the method of measuring charge to mass ratio is set forth in U.S. Patent 3,533,835.
• the toner composition generally comprises from about 0.1 to about 15 percent by weight of the total toner carrier weight.
• the toner is present in an amount of from about 0.5 to 5 percent by weight based on the total weight of the developer mixture.
• a flow agent such as, for example, colloidal silica, aluminum oxide, titanium dioxide, talc and the like may be employed. These flow aids are sub-micron in size and preferably from about ° ° 50A to about 500A.
• the flow agents are added in an amount of from about 0.05 to about 1% based on the weight of the toner, and preferably from about 0.1 to about 0.5%.
• the reaction is conducted with agitation at about 100°C for about four hours.
• the progress of the reaction is monitored by infrared spectra on the polymer which is precipitated from solution and washed to remove acetic acid and acetic anhydride.
• the OH peak at about 3500 cm- 1 disappears and the carbonyl peak at about 1750 cm- 1 grows as the reaction proceeds.
• the excess acetic anhydride is removed by reaction with an excess of ethanol for about three hours at 70 - 75°C.
• the ethanol and ethyl acetate are then distilled off at about 76-78°C and the acetic acid, as the azeotrope with toluene at about 106°C.
• the completed acetylated blend of polyglycidyl ether and polyphenoxy which has a Tg of about 62°C, is separated from the remaining toluene by precipitation and dissolved in chloroform from which the blend is spray dried in a Bowen Engineering spray drying apparatus to prepare resin particles of from 10 -15 microns. When sprinkled on a glass slide and placed in an oven preheated to 135°C for two minutes, the particles coalesce.
• Toner particles are prepared by spray drying in the same apparatus mentioned above from a chloroform solution, the acetylated polymer blend prepared as above, the solution having about 10% carbon black dispersed therein.
• the toner particles have a number average particle size of about 7 microns and a volume average particle size of about 11 microns.
• the toner particles are mixed with 0.1 percent of powdered aluminum oxide, as a flow aid, and this mixture then combined in an amount of 1 percent with a carrier made up on 100 micron ferrite particles prepared in accordance with Example III of U.S. Patent-4,075,391, coated in a Wurster Spouting Fluidized Bed manufactured by Dairy Equipment Company, Madison, Wisconsin, with 1.2 percent, based on the weight of the ferrite, of a copolymer of about 48 mol percent chlorotrifluoroethylene and about 52 mol percent vinyl chloride sold by Firestone Plastics Company under the designation FPC-461, the coating containing 25% acetylene black.
• a carrier made up on 100 micron ferrite particles prepared in accordance with Example III of U.S. Patent-4,075,391, coated in a Wurster Spouting Fluidized Bed manufactured by Dairy Equipment Company, Madison, Wisconsin, with 1.2 percent, based on the weight of the ferrite, of a copolymer of about 48 mol percent chlorotriflu
• This developer is used in an electrostatographic copier having a magnetic brush development assembly. After 100,000 copies no change is visible in copy quality or in the character of the toner particles when viewed under a scanning electron microscope.
• Example I The procedure of Example I is repeated except that the polyglycidyl ether and the phenoxy resin of Example I are each separately acetylated using proportionate quantities of the ingredients.
• the resulting esterified products are prepared into toner and mixed together in a ratio of 50% of each by weight. Substantially no difference is seen in the use of this material in an electrostatographic copier.
• Example II The procedure according to Example I is repeated except that a 120% excess of propionic anhydride is substituted for the acetic anhydride.
• the toner thus prepared exhibits a long developer life.

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• Physics & Mathematics (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Spectroscopy & Molecular Physics (AREA)
• General Physics & Mathematics (AREA)
• Developing Agents For Electrophotography (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Epoxy Resins (AREA)

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Citations (3)

• 1980
  • 1980-05-13 CA CA000351850A patent/CA1140786A/en not_active Expired
  • 1980-06-24 JP JP8580580A patent/JPS5611459A/ja active Pending
  • 1980-07-01 ES ES493005A patent/ES8105485A1/es not_active Expired
  • 1980-07-02 EP EP19800302228 patent/EP0022638B1/de not_active Expired

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