US3723114A - Thermosetting electrostatographic developer of a carrier and preploymer of diallyl phthalate, isophthalate and mixtures - Google Patents

Thermosetting electrostatographic developer of a carrier and preploymer of diallyl phthalate, isophthalate and mixtures Download PDF

Info

Publication number
US3723114A
US3723114A US00008710A US3723114DA US3723114A US 3723114 A US3723114 A US 3723114A US 00008710 A US00008710 A US 00008710A US 3723114D A US3723114D A US 3723114DA US 3723114 A US3723114 A US 3723114A
Authority
US
United States
Prior art keywords
toner
carrier
resin
image
diallyl phthalate
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
Application number
US00008710A
Other languages
English (en)
Inventor
R Hagenbach
R Madrid
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Xerox Corp
Original Assignee
Xerox Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Xerox Corp filed Critical Xerox Corp
Application granted granted Critical
Publication of US3723114A publication Critical patent/US3723114A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/087Binders for toner particles
    • G03G9/08702Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08713Polyvinylhalogenides
    • G03G9/08715Polyvinylhalogenides containing chlorine, bromine or iodine
    • G03G9/08717Polyvinylchloride
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/087Binders for toner particles
    • G03G9/08702Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08722Polyvinylalcohols; Polyallylalcohols; Polyvinylethers; Polyvinylaldehydes; Polyvinylketones; Polyvinylketals
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/087Binders for toner particles
    • G03G9/08784Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
    • G03G9/08793Crosslinked polymers

Definitions

  • Electrostatography is exemplified by the basic electrophotographic process taught by C. F. Carlson in U.S. Pat. 2,297,691, which involves placing a uniform electrostatic charge on a photo-conductive 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 latent electrostatic image by depositing on the image a finely-divided electroscopic material referred to in the art as toner.
  • the toner is normally attracted to those areas of the layer which retain a charge, thereby forming a toner image corresponding to the latent electrostatic image, which may then be transferred to a support surface, such as paper.
  • the transferred image is generally permanently affixed to the support surface, by heating although other suitable fixing means, such as solvent or overcoating treatment, may be substituted for the foregoing heat fixing step.
  • a photo-conductive plate in the form of a cylindrical drum which is continuously rotated through a cycle of sequential operations including charging, exposure, developing, transfer and cleaning.
  • the plate is usually charged with corona with positive polarity by means of a corona generating device of the type disclosed by L. E. Walkup in U.S. Pat. 2,777,957 which is connected to a suitable source of high potential.
  • a corona generating device of the type disclosed by L. E. Walkup in U.S. Pat. 2,777,957 which is connected to a suitable source of high potential.
  • the powder image is electrostatically transferred to a support surface by means of a corona generating device such as the corona device mentioned above.
  • a support surface to which a powdered image is to be transferred is moved through the equipment at the same rate as the periphery of the drum and contacts the drum in the'transfer position interposed between the drum surface and the corona generating device. Transfer is effected by the corona generating device which imparts an electrostatic charge to attract the powder image from the drum to the support surface.
  • the polarity of charge required to elfect image transfer is dependent upon the visual form of the original copy ICC relative to the reproduction and the electroscopic characteristics of a developing material employed to effect development.
  • a positive reproduction is to be made of a positive original it is conventional to employ a positive polarity corona to effect transfer of a negatively charged toner image to the support surface.
  • a positive reproduction from a negative original it is conventional to employ a positively charged developing material which is repelled by the charged areas on the plate to the discharge areas thereon to form a positive image which may be transferred by negative polarity corona.
  • the developers employed for developing the latent electrostatic image are basically a two component system consisting of a finely-divided electroscopic material (toner) which may be a finely-divided colored thermoplastic resin, and a carrier.
  • the carrier is generally comprised of a core material, such as glass, and a triboelectric resinous coating with the toner particles being loosely held by the casing of the carrier by triboelectric action.
  • the carrier and the toner are generally chosen so that the toner assumes a change of an opposite polarity to the electrostatic image, whereby upon passing the developer over the latent electrostatic image, the toner particles are attracted to the image being developed. Conversely, if the toner particles have a charge of identical polarity to the electrostatic image, the toner particles accumulate on the background portions.
  • the toner material must have in addition to the hereinabove noted electrostatic properties. certain chemical and physical properties.
  • the preferred procedure for producing the final print involves heat fusion to melt the toner particles onto and into a transfer sheet and, therefore, the toner material must fuse within temperature limits tolerated by transfer members generally employed in the art, such as paper or the like, and after such heating, form a permanent image on the transfer member.
  • the toner material should be friable to facilitate preparation of finely-divided particles thereof and compatible with other materials to permit easy modification of the physical characteristics thereof.
  • Many toner materials having such properties do not produce final images with the desired storage properties in that the toner images become tacky when stored in warm places or placed in contact with plasticized plastic surfaces.
  • an object of this invention is to provide an improved electrostatographic developing powder.
  • Another object of this invention is to provide an improved electrostatographic developing composition.
  • a further object of this invention is to provide for improved development of latent electrostatic images.
  • Still another object is to provide an electrostatographic developing powder which produces final images having improved storage properties.
  • the object of this invention are broadly accomplished by providing a toner in which a substantial portion of the resinous'material thereof is solid, free-flowing uncrosslinked thermosetting resin which is either a polymer of diallyl phthalate, a polymer of diallyl isophthalate or a mixture of such polymers.
  • a toner in which a substantial portion of the resinous'material thereof is solid, free-flowing uncrosslinked thermosetting resin which is either a polymer of diallyl phthalate, a polymer of diallyl isophthalate or a mixture of such polymers.
  • thermosetting resin being either a polymer of diallyl phthalate, a polymer of diallyl isophthalate or a mixture of these polymers.
  • the polymer of diallyl phthalate or diallyl isophthalate may be either a homopolymer or copolymer, preferably a homopolymer, and if a copolymer, the diallyl phthalate and isophthalate may be copolymerized with each other or with co-monomers, such as, styrene, allyl laurate, vinylidene chloride, methyl methacrylate, acrylonitrite, and the like.
  • the homopolymers and copolymers of diallyl phthalate or diallyl isophthalate employed for producing the toner are in the uncured or uncrosslinked state (often referred to in the art as a prepolymer), with the preferred polymers being the solid free flowing uncrosslinked homopolymers of diallyl phthalate and diallyl isophthalate.
  • a particularly preferred uncrosslinked homopolymer of diallyl phthalate is a dry free flowing powder characterized by a softening range of 80 -105 C., and in addition has the following properties: Iodine No. of 55 and a specific gravity of 1.259, such a polymer being commercially available under the trademark Dapon 35.
  • a particularly preferred uncrosslinked homopolymer of diallyl isophthalate is a dry free flowing powder characterized by a softening range of 55-95 C., and in addition has the following properties: Iodine No. 64 and a specific gravity of 1.256, such a polymer being commercially available under the trademark Dapon M.
  • the thermosetting resin comprises a substantial portion of the resin composition, generally from about 80% to about 100% of the resin composition, preferably from about 90 to about 95%, all by weight, with the remaining portion of the resin composition, if any, generally being a resin conventionally employed to modify the physical properties of a toner material; e.g., a long chain thermoplastic which has little tendency toward agglomeration or cold flow such as, polyvinyl butyral, polyethylene, shellac, waxes, polyesters, polyvinyl acetal, polyvinyl chloride, polyvinyl acetate and the like.
  • the resin modifier generally comprises from about 1% to about 20% of the resin composition preferably from about 5% to all by weight, with the remaining portion of the resin composition being the thermosetting resin.
  • the toner also includes a pigment or dye in a quantity suflicient to impart color to the resin composition, generally in a quantity from about 1% to about 20%, by weight, of the resin, whereby the resulting toner will form a clear visible image on a transfer member.
  • a pigment or dye in a quantity suflicient to impart color to the resin composition, generally in a quantity from about 1% to about 20%, by weight, of the resin, whereby the resulting toner will form a clear visible image on a transfer member.
  • Any one of a wide variety of pigments or dyes which do not adversely affect the properties of the toner may be employed to impart color to the resin; e.g., carbon black, a commercial red, blue or yellow dye, and since such dyes and/or pigments are well-known in the art, no detailed enumeration thereof is deemed necessary for a full understanding of the invention.
  • the toner may also include a suitable crosslinking catalyst for the thermosetting resin, generally one of the peroxide catalysts conventionally employed for crosslinking polymers of diallyl phthalate or isophthalate, preferable a solid catalyst, such catalysts being employed in an amount from 1-5%, by weight, of the thermosetting resin.
  • a suitable crosslinking catalyst for the thermosetting resin generally one of the peroxide catalysts conventionally employed for crosslinking polymers of diallyl phthalate or isophthalate, preferable a solid catalyst, such catalysts being employed in an amount from 1-5%, by weight, of the thermosetting resin.
  • the particular crosslinking catalyst employed must be a catalyst which does not effect premature crosslinking of the polymer, i.e., the catalyst does not initiate crosslinking of the polymer at temperatures employed in formulating the toner or during the development process prior to the fusing and crosslinking step to provide the permanent image. It is to be understood, however, that the polymers of diallyl phthalate and diallyl isophthalate
  • the colored toner may be prepared by any one of a wide variety of procedures for forming a uniform dispersion of the dye or pigment in the resinous material.
  • the resinous material, the catalyst, if any, and a suitable pigment may be thoroughly mixed, for example, in a ball mill, and the resulting mixture heated to a temperature at which the resinous material flows without crosslinking.
  • the molten resinous material is thoroughly mixed, and allowed to cool and harden to encase the pig ment within the resinous material.
  • the pigmented or dyed resinous material is then micronized to particles having a particle size generally employed for a toner; generally a particle size of less than about 30 microns, preferably an average particle size from about 10 to about 20 microns.
  • Another procedure for producing the toner involves forming a solution or dispersion of the resinous portion of the toner, catalyst, if any, and the pigment or dye which is then micronized into fine droplets, for example, with a spinning disc atomizer, and spray dried to produce micronized solid particles of the pigmented or dyed resinous material.
  • the hereinabove described toner of the invention may also include other materials generally employed for modifying the characteristics of a toner, such as, conductive materials to modify the triboelectric properties thereof, magnetic materials or the like, and the use of such materials is deemed to be within the scope of those skilled in the art from the teachings herein.
  • the toner hereinabove described is employed in a developer composition by loosely coating the toner on a suitable electrostatographic developer carrier surface to which the toner is affixed by electrostatic attraction.
  • the toner composition may be employed in the cascade development technique, as more fully described in: US. Pat. No. 2,618,551 to Walkup, US. Pat. No. 3,618,552 to Wise; and US. Pat. No. 2,638,416 to Walkup et al.
  • the developer composition is produced by mixing the toner composition with a carrier, either electrically conducting or insulating, magnetic or non-magnetic, provided that the carrier material when brought in close contact with the toner composition acquires a charge having an opposite polarity to that of the toner whereby the toner adheres to and surrounds the carrier.
  • the carrier material is selected in accordance with the triboelectric properties so that the toner is either above or below the carrier material in the triboelectric series, to provide a positively or negatively charged toner.
  • the carrier particles are larger than the toner particles by at least one order of magnitude of size and are shaped to roll across the latent image-bearing surface.
  • the carrier particles should be of sufficient size so that their gravitational or momentum force is greater than the force of attraction of the toner particles in the area of the image-bearing surface where the toner particles are retained, whereby the carrier will not be retained by the toner particles which are attracted to the image-bearing surface.
  • the carrier particles generally have a particle size from about 30 to about 1000 microns, but it is to be understood, that the carrier particles may be of a size other than as particularly described, provided that the carrier flows easily over the image bearing surface, without requiring special means for effecting removal of the carrier particles from the image bearing surface.
  • the degree of contrast or other photographic qualities in the finished image may be varied by changing the relative proportions of toner and carrier material and the choice of optimum proportions is deemed to be within the scope of those skilled in the art.
  • the toner of the invention is employed in amounts to provide weight ratios of carrier to toner of from about 25:1 to
  • the bristles of a fur brush may also be used-
  • the toner particles acquire an electrostatic charge of polarity determined by the relative position of the toner particles and the fur fibers in the triboelectric series.
  • the toner particles form a coating on the bristles of the fur clinging thereto by reaason of the electrostatic attraction between the toner and the fur just as the toner clings to the surface of the carrier particles.
  • a carrier is selected having ferromagnetic properties and selected relative to the toner in a triboelectric series so as to impart the desired electrostatic polarity to the toner and carrier as in cascade carrier development.
  • the carrier particles align themselves along the lines of force of the magnet to assume a brush-like array.
  • the toner particles are electrostatically coated on the surface of the powder carrier particles.
  • Development proceeds as in regular cascade carrier development on moving the magnet over the surface bearing the electrostatic image so that the bristles of the magnetic brush contact the electrostatic image-bearing surface.
  • Still another method of carrier development is known as sheet carrier development in which the toner particles are placed on a sheet as of paper, plastic, or metal.
  • sheet carrier development in which the toner particles are placed on a sheet as of paper, plastic, or metal.
  • This process is described in U.'S. Pat. No. 2,895,847 to C. R. Mayo.
  • the electrostatic attraction between the sheet surface and toner particles necessary to assure electrostatic attraction therebetween may be obtained by leading the sheet through a mass of electroscopic toner particles whereby there is obtained a rubbing or sliding contact between the sheet and the toner.
  • the resulting image of toner particles on the imagebearing surface may then be transferred to a suitable transfer member to form the final copy.
  • the transfer of the toner particles may be effected adhesively or electrostatically and the resulting image on the transfer member is made permanent, by heating the toner particles to a temperature at which the resinous composition of the toner is crosslinked, generally a temperature from about 200 F. to about 700 F. It is to be understood that the amount of cross-linking effected in a function of both time and temperature and therefore it is to be understood that the final image may be formed without effecting complete crosslinking of the thermosetting resin. The selection of a particular crosslinking temperature and time to provide the final image having the desired storage properties at a desired production rate is deemed to be well within the scope of those skilled in the art from the teachings herein.
  • the toner as should be apparent from the hereinabove teachings, may be employed in a wide variety of developer compositions by electrostatically coating the toner composition to a suitable carrier surface, which is subsequently passed over a latent image bearing surface.
  • the toner of the invention may also be employed for developing a latent-electrostatic image formed by other than electrophotographic means; for example, the development of latent electrostatic images formed by pulsing electrodes as employed in electrostatic printing processes.
  • the toner of the invention may be employed for developing a latent electrostatic image on a surface other than a photoconductive insulating surface. Therefore, the overall invention is not limited to a specific technique for 6 forming or developing a latent-electrostatic image or to a specific carrier for the toner.
  • Example I A resin composition comprised of parts of an uncrosslinked homopolymer of diallyl phthalate having a softening range of 80-l05 C. (Dapon 35, sold by Food Machinery & Chemical Corp.) and 10 parts of polyvinyl chloride are dispersed in methyl ethyl ketone with 1 part, based on the resin composition, of blue redox dye, the solid concentration being 15%.
  • the dispersion is micronized into fine droplets by a spinning disc atomizer and contacted with hot air in a conical type spray drier to produce dry toner particles, which are partially classified in a cyclone collecting chamber, to particles having a size ranging from 620 microns.
  • the toner is then combined with an electrostatographic developer carrier, comprised of 250 micron steel beads coated with styrene-methyl methacrylate vinyl triethoxysilane polymer, to provide a developer composition comprised of 1 part toner and parts carrier.
  • an electrostatographic developer carrier comprised of 250 micron steel beads coated with styrene-methyl methacrylate vinyl triethoxysilane polymer, to provide a developer composition comprised of 1 part toner and parts carrier.
  • the developer composition is cascaded (3 cycles) over a fiat selenium plate, bearing a latent electrostatic image, and the deposited toner electrostatically transferred to paper whereon the powder is fused and crosslinked to produce a print of good density and low background.
  • the toner is easily transferred from the plate to the paper and any residual toner remaining on the selenium plate is easily removed.
  • Example II A resin composition comprised of 90 parts of an uncrosslinked homopolymer of diallyl isophthalate having a softening range of 55 -9S C. (Dapon M sold by Food Machinery and Chemical Corp.) and 10 parts of polyvinyl chloride are dispersed in methyl ethyl ketone with 10 parts, based on the resin composition, of carbon black, the solid concentration being 20%.
  • the dispersion is micronized into fine droplets by a spinning disc atomizer and contacted with hot air in a conical type spray drier to produce dry toner particles, which are partially classified in a cyclone collecting chamber, to particles having a size ranging from 620 microns.
  • the toner is then combined with an electrostatographic developer carrier comprised of 250 micron steel beads coated with styrene-methyl methacrylate-vinyl triethoxysilane polymer, to provide a developer composition comprised of 1 part toner and 100 parts carrier.
  • an electrostatographic developer carrier comprised of 250 micron steel beads coated with styrene-methyl methacrylate-vinyl triethoxysilane polymer, to provide a developer composition comprised of 1 part toner and 100 parts carrier.
  • the developer composition is cascaded (3 cycles) over a fiat selenium plate, bearing a latent electrostatic image, and the deposited toner electrostatically transferred to paper whereon the powder is fused and crosslinked to produce a print of good density and low background.
  • the toner is easily transferred from the plate to the paper and any residual toner remaining on the selenium plate is easily removed.
  • Example III A prepolymer of diallyl phthalate (Dapon 35) is dispersed in methyl ethyl ketone with 1 part, based on the resin composition, of blue redox dye, the said concentration being 20%.
  • the dispersion is micronized into fine droplets by a spinning disc atomizer and contacted with hot air in a conical type spray drier to produce dry toner particles, which are partially classified in a cyclone collecting chamber to particles having a size ranging from 6-20 microns.
  • the toner is then combined with an electrostatographic developer carrier comprised of 250* micron steel beads coated with styrene-methyl methacrylate-vinyl triethoxysilane polymer, to provide a developer composition comprised of 1 part toner and 100 parts carrier.
  • an electrostatographic developer carrier comprised of 250* micron steel beads coated with styrene-methyl methacrylate-vinyl triethoxysilane polymer, to provide a developer composition comprised of 1 part toner and 100 parts carrier.
  • the developer composition is cascaded (3 cycles) over a fiat selenium plate, bearing a latent electrostatic image and the deposited toner electrostatically transferred to paper whereon the powder is fused and crosslinked to produce a print of good density and low background.
  • the toner is easily transferred from the plate to the paper and any residual toner remaining on the selenium plate is easily removed.
  • Example IV A resin composition comprised of parts of a prepolymer of diallyl isophthalate (Dapon M) and 10 parts of polyvinyl chloride are dispersed in methyl ethyl ketone with 1 part, based on the resin composition, of blue redox dye, the solid concentration being 10%.
  • the dispersion is micronized into fine droplets by a spinning disc atomizer and contacted with hot air in a conical type drier to produce dry toner particles, which are partially classified in a cyclone collecting chamber to particles having a size ranging from 6-20 microns.
  • the toner is then combined with an electrostatographic developer carrier comprised of sand coated with ethyl cellulose to provide a developer composition comprised of 1 part toner and 100 parts carrier.
  • the developer composition is cascaded (3 cycles) over a fiat selenium plate, bearing a latent electrostatic image, and the deposited toner electrostatically transferred to paper whereon the powder is fused and crosslinked to produce a print of good density and low background.
  • the toner is easily transferred from the plate to the paper and any residual toner remaining on the selenium plate is easily removed.
  • Example V A resin composition comprised of 80 parts of a prepolymer of diallyl phthalate (Dapon 35) and 20 parts of polyvinyl butyral are dispersed in methyl ethyl ketone with 10 parts, based on the resin composition, of carbon black, the solid concentration being 20%.
  • the dispersion is micronized into fine droplets by a spinning disc atomizer and contacted with hot air in a conical type spray drier to produce dry toner particles, which are partially classified in a cyclone collecting chamber to particles having a size ranging from 6-20 microns.
  • the toner is then combined with an electrostatographic developer carrier which is prepared in accordance with Example I of U.S. Pat. No. 2,618,551 to Walkup, to provide a developer composition comprised of 1 part toner and 100 parts carrier.
  • the developer composition is cascaded (3 cycles) over a flat selenium plate, bearing a latent electrostatic image, and the deposited toner electrostatically transferred to paper whereon the powder is fused and crosslinked to produce a print of good density and low background.
  • the toner is easily transferred from the plate to the paper and any residual toner remaining on the selenium plate is easily removed.
  • Example VI A resin composition comprised of 95 parts of a prepolymer diallyl phthalate (Dapon 35 and 5 parts of polyethylene are dispersed in methyl ethyl ketone with 1 part, based on the resin composition of blue redox dye, the solid concentration being 20%.
  • a prepolymer diallyl phthalate Dapon 35 and 5 parts of polyethylene are dispersed in methyl ethyl ketone with 1 part, based on the resin composition of blue redox dye, the solid concentration being 20%.
  • the dispersion is micronized into fine droplets by a spinning disc atomizer and contacted with hot air in a conical type spray drier to produce dry toner particles, which are partially classified in a cyclone collecting chamber to particles having a size ranging from 6-20 microns.
  • the toner is then combined with an electrostatographic developer carrier comprised of 250 micron steel beads coated with styrene-methyl methacrylate-vinyl triethoxysilane polymer, to provide a developer composition comprised of 1 part toner and 100 parts carrier.
  • an electrostatographic developer carrier comprised of 250 micron steel beads coated with styrene-methyl methacrylate-vinyl triethoxysilane polymer, to provide a developer composition comprised of 1 part toner and 100 parts carrier.
  • the developer composition is cascaded (3 cycles) over a fiat selenium plate, bearing a latent electrostatic image, and the deposited toner electrostatically transferred to paper whereon the powder is fused and crosslinked to produce a print of good density and low background.
  • the toner is easily transferred from the plate to the paper and any residual toner remaining on the selenium plate is easily removed.
  • Example VII The procedure of Example I is repeated using a 1:1 mixture of diallyl phthalate prepolymer (Dapon 35 and diallyl isophthalate prepolymer (Dapon M) as the thermosetting resin with equally good results.
  • the toner of the present invention is particularly advantageous in that the permanent toner images produced therewith are thermoset and therefore, unlike final toner images produced with the thermoplastic toners, the toner images produced in accordance with the present invention do not become tacky when stored in a warm place or placed in contact with plasticized plastic surfaces.
  • the toner of the present invention is chemically inert and compatible with a wide range of resins, thereby permitting facile modification of the physical properties thereof.
  • the toner is very friable which facilitates the production of small particles thereof.
  • An electrostatographic developer comprising: a finely divided colored resin on a carrier, a substantial portion of the resin being a solid free-flowing uncrosslinked thermosetting resin selected from the group consisting of polymers of diallyl phthalate, polymers of diallyl isophthalate and mixtures thereof.
  • An electrostatographic developer comprising toner on a carrier, said toner comprising a resin and a pigment or dye, said pigment or dye being present in an amount from about 1 part to about 20 parts, per parts of the resin, all by weight, said resin containing at least about 80%, by weight, of a solid free-flowing uncrosslinked thermosetting resin selected from the group consisting of polymers of diallyl phthalate, polymers of diallyl isophthalate and mixtures thereof.
  • thermosetting resin is an uncrosslinked homopolymer of diallyl phthalate.
  • thermosetting resin is an uncrosslinked homopolymer of diallyl isophthalate.
  • An electrostatographic developer composition comprising: finely divided toner on a carrier, said toner comprising a resin and a pigment or dye, said resin containing at least about 80%, by weight, of a solid free-flowing uncrosslinked homopolymer of diallyl phthalate having a softening point range of 80l05 C.
  • toner further includes a crosslinking catalyst for the uncrosslinked homopolymer of diallyl phthalate.
  • An electrostatographic developer composition comprising: finely divided toner on a carrier, said toner comprising a resin and a pigment or dye, said resin containing at least about 80%, by weight, of a solid free-flowing uncrosslinked homopolymer of diallyl isophthalate having a softening point range of 55-95 C.
  • the developer as defined in claim 14 wherein the toner has a particle size of less than about 30 microns.
  • toner further includes a crosslinking catalyst for the uncrosslinked homopolymer of diallyl isophthalate.
  • a process for providing a visible image from an electrostatic latent image comprising:
  • a toner 10 comprising a finely divided colored resin, a substantial portion of the resin being a solid free-flowing uncrosslinked thermosetting resin selected from the group consisting of polymers of diallyl phthalate, polymers of diallyl isophthalate and mixtures thereof.

Landscapes

  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Developing Agents For Electrophotography (AREA)
  • Liquid Developers In Electrophotography (AREA)
US00008710A 1970-02-04 1970-02-04 Thermosetting electrostatographic developer of a carrier and preploymer of diallyl phthalate, isophthalate and mixtures Expired - Lifetime US3723114A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US871070A 1970-02-04 1970-02-04

Publications (1)

Publication Number Publication Date
US3723114A true US3723114A (en) 1973-03-27

Family

ID=21733214

Family Applications (1)

Application Number Title Priority Date Filing Date
US00008710A Expired - Lifetime US3723114A (en) 1970-02-04 1970-02-04 Thermosetting electrostatographic developer of a carrier and preploymer of diallyl phthalate, isophthalate and mixtures

Country Status (7)

Country Link
US (1) US3723114A (fr)
BE (1) BE762507A (fr)
CA (1) CA970195A (fr)
DE (1) DE2104554A1 (fr)
FR (1) FR2083064A5 (fr)
GB (1) GB1344197A (fr)
NL (1) NL7101472A (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3853778A (en) * 1972-01-03 1974-12-10 Xerox Corp Toner composition employing polymer with side-chain crystallinity
US3893932A (en) * 1972-07-13 1975-07-08 Xerox Corp Pressure fixable toner
US3916065A (en) * 1972-12-18 1975-10-28 Xerox Corp Electrostatographic carrier particles
US3941898A (en) * 1973-01-16 1976-03-02 Fuji Xerox Co., Ltd. Developing method utilizing pulverized, colored, crosslinked, vinylic polymer resin as toner
US3980575A (en) * 1972-05-22 1976-09-14 Afga-Gevaert N.V. Electrophotographic toner composition
US5240814A (en) * 1991-02-27 1993-08-31 E. I. Du Pont De Nemours And Company Curable, heat activatable transfer toners
US5250387A (en) * 1992-01-29 1993-10-05 E. I. Du Pont De Nemours And Company Transfer process using ultraviolet curable, non-prolonged tack toning materials
US5275918A (en) * 1991-02-27 1994-01-04 E. I. Du Pont De Nemours And Company Ultraviolet curable heat activatable transfer toners
US5888689A (en) * 1996-07-26 1999-03-30 Agfa-Gevaert, N.V. Method for producing cross-linked fixed toner images
US5905012A (en) * 1996-07-26 1999-05-18 Agfa-Gevaert, N.V. Radiation curable toner particles
DE19929522A1 (de) * 1999-06-28 2001-01-18 Schott Glas Verfahren zur Aufbringung einer Beschichtung auf eine Oberfläche eines Werksstückes
DE19929523A1 (de) * 1999-06-28 2001-01-18 Schott Glas Beschichtungsmaterial sowie Herstellungsverfahren für ein Beschichtungsmaterial

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10899166B2 (en) 2010-04-13 2021-01-26 Valinge Innovation Ab Digitally injected designs in powder surfaces
US10035358B2 (en) 2012-07-17 2018-07-31 Ceraloc Innovation Ab Panels with digital embossed in register surface
US9446602B2 (en) 2012-07-26 2016-09-20 Ceraloc Innovation Ab Digital binder printing
GB2538492A (en) 2015-05-11 2016-11-23 Cook Medical Technologies Llc Aneurysm treatment assembly
US9371456B2 (en) 2013-01-11 2016-06-21 Ceraloc Innovation Ab Digital thermal binder and powder printing
US10041212B2 (en) 2013-02-04 2018-08-07 Ceraloc Innovation Ab Digital overlay

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3853778A (en) * 1972-01-03 1974-12-10 Xerox Corp Toner composition employing polymer with side-chain crystallinity
US3980575A (en) * 1972-05-22 1976-09-14 Afga-Gevaert N.V. Electrophotographic toner composition
US3893932A (en) * 1972-07-13 1975-07-08 Xerox Corp Pressure fixable toner
US3916065A (en) * 1972-12-18 1975-10-28 Xerox Corp Electrostatographic carrier particles
US3941898A (en) * 1973-01-16 1976-03-02 Fuji Xerox Co., Ltd. Developing method utilizing pulverized, colored, crosslinked, vinylic polymer resin as toner
US5240814A (en) * 1991-02-27 1993-08-31 E. I. Du Pont De Nemours And Company Curable, heat activatable transfer toners
US5275918A (en) * 1991-02-27 1994-01-04 E. I. Du Pont De Nemours And Company Ultraviolet curable heat activatable transfer toners
US5250387A (en) * 1992-01-29 1993-10-05 E. I. Du Pont De Nemours And Company Transfer process using ultraviolet curable, non-prolonged tack toning materials
US5888689A (en) * 1996-07-26 1999-03-30 Agfa-Gevaert, N.V. Method for producing cross-linked fixed toner images
US5905012A (en) * 1996-07-26 1999-05-18 Agfa-Gevaert, N.V. Radiation curable toner particles
DE19929522A1 (de) * 1999-06-28 2001-01-18 Schott Glas Verfahren zur Aufbringung einer Beschichtung auf eine Oberfläche eines Werksstückes
DE19929523A1 (de) * 1999-06-28 2001-01-18 Schott Glas Beschichtungsmaterial sowie Herstellungsverfahren für ein Beschichtungsmaterial

Also Published As

Publication number Publication date
FR2083064A5 (fr) 1971-12-10
DE2104554A1 (de) 1971-08-12
CA970195A (en) 1975-07-01
GB1344197A (en) 1974-01-16
NL7101472A (fr) 1971-08-06
BE762507A (fr) 1971-08-04

Similar Documents

Publication Publication Date Title
US3752666A (en) Electrostatic imaging process using carrier beads containing conductive particles
US3723114A (en) Thermosetting electrostatographic developer of a carrier and preploymer of diallyl phthalate, isophthalate and mixtures
US4297427A (en) Polyblend coated carrier materials
US4233387A (en) Electrophotographic carrier powder coated by resin dry-mixing process
US4264697A (en) Imaging system
US3944493A (en) Electrographic toner and developer composition
US4814250A (en) Electrophotographic toner and developer compositions containing dioctylsulfosuccinate and sodium benzoate charge control agents
US2940934A (en) Electrostatic developer composition and method therefor
US4040969A (en) High surface area carrier
US3079342A (en) Electrostatic developer composition and method therefor
US2892794A (en) Electrostatic developer and toner
CA1041344A (fr) Support a grande surface
EP0020181A1 (fr) Procédé de préparation de particules véhiculatrices revêtues pour des développateurs électrostatographiques
US4265995A (en) Carrier core surface treatment
US3942979A (en) Imaging system
US3553133A (en) Toner material and compositions of a polymeric organic-silicon dye
US3926824A (en) Electrostatographic developer composition
US3916064A (en) Developer material
US4223085A (en) Semi-conductive nickel carrier particles
USRE25136E (en) Electrostatic developer composition
US4070186A (en) Tribo modified toner materials via silylation and electrostatographic imaging process
US4126454A (en) Imaging process utilizing classified high surface area carrier materials
US3980575A (en) Electrophotographic toner composition
US4038076A (en) Process for producing electrostatographic prints
US3764310A (en) Method of producing electrostatographic developer