WO1985000901A1 - Revetements a liberation de silicone pour un transfert efficace de toner - Google Patents

Revetements a liberation de silicone pour un transfert efficace de toner Download PDF

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Publication number
WO1985000901A1
WO1985000901A1 PCT/US1984/000936 US8400936W WO8500901A1 WO 1985000901 A1 WO1985000901 A1 WO 1985000901A1 US 8400936 W US8400936 W US 8400936W WO 8500901 A1 WO8500901 A1 WO 8500901A1
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WO
WIPO (PCT)
Prior art keywords
assembly
transfer
toner
radical
silicone polymer
Prior art date
Application number
PCT/US1984/000936
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English (en)
Inventor
William A. Hendrickson
Jack L. Evans
Robert W. Wilson
Kenneth R. Paulson
Original Assignee
Minnesota Mining And Manufacturing Company
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 Minnesota Mining And Manufacturing Company filed Critical Minnesota Mining And Manufacturing Company
Priority to BR8407006A priority Critical patent/BR8407006A/pt
Priority to JP59502444A priority patent/JPH0636100B2/ja
Priority to DE8484902493T priority patent/DE3478154D1/de
Publication of WO1985000901A1 publication Critical patent/WO1985000901A1/fr

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Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/14—Inert intermediate or cover layers for charge-receiving layers
    • G03G5/147—Cover layers
    • G03G5/14708—Cover layers comprising organic material
    • G03G5/14713—Macromolecular material
    • G03G5/14791—Macromolecular compounds characterised by their structure, e.g. block polymers, reticulated polymers, or by their chemical properties, e.g. by molecular weight or acidity
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/14—Inert intermediate or cover layers for charge-receiving layers
    • G03G5/147—Cover layers
    • G03G5/14708—Cover layers comprising organic material
    • G03G5/14713—Macromolecular material
    • G03G5/14747—Macromolecular material obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G5/14773—Polycondensates comprising silicon atoms in the main chain

Definitions

  • the invention relates to a photoconductive assembly which is capable of transferring developed toner images to a receptor.
  • Photographic microfilm i.e. microfilm employing silver halide for image formation
  • Photographic microfilm is capable of providing- resolution in the range of about 200 to 400 line pairs/mm.
  • microfiche prepared from photographic microfilm is impossible to update, i.e. add additional images at a date subsequent to development, because the development system results in destruction of the light-sensitivity of the microfiche.
  • Updatable microfiche comprises a photoconductive sheet, upon which sheet microimages are toner-developed by means of electrostatic processes. These photoconductive sheets suffer from two primary drawbacks: (1) they generally have a colored background, which results in poor contrast; (2) over time, the characteristics of the photoconductive sheet change, rendering it unacceptable for further updating.
  • the basic electrostatic process involves placing a uniform electrostatic charge on a photoconductive insulating layer, imagewise exposing the layer to dissipate the charge on the areas of the layer exposed to light, and developing the resulting electrostatic latent image with a material known as toner.
  • the toner will normally be attracted to those areas of the layer which retain a charge, thereby forming a toner image corresponding to the electrostatic latent image.
  • the toner image can then be transferred to a support surface such as a polymeric " film.
  • Toner can be either a powdered material comprising a blend of polymer and carbon or liquid material comprising an insulating liquid vehicle having finely divided solid material dispersed therein.
  • Toner-developed microimages are preferably prepared with liquid toner developer, rather than powdered toner developer, because liquid toner developers are capable of giving higher resolution images with better gradation than powdered toner developers.
  • the efficiency of toner transfer when transfer is effected by means of heat and pressure, after any standard liquid development, generally cannot be raised to a high level, e.g. in excess of about 50 percent, without substantial loss in resolution. Furthermore, the level of resolution is generally limited to levels of up to 80 line pairs/mm.
  • This invention involves a photoconductive assembly comprising an electroconductive substrate, a photoconductive layer, and a topcoat comprised of a cured film-forming silicone polymer having a dry thickness from about 5 to about 100 nm. It has been discovered that by controlling the thickness of a silicone top coat on a photoconductive assembly within this range, up to 100% image transfer with a resolution in excess of 80 line pairs/mm, and frequently in excess of 200 line pairs/mm, can be provided. The melting point of the cured silicone polymer must be sufficiently high so that the silicone polymer will not liquify during image formation or image transfer. Liquification during image formation or transfer will result in blurred images.
  • the invention also involves a process comprising the steps of exposing to a light pattern such a photoconductive assembly in its electrographically sensitized state, developing the image with a liquid toner developer, and transferring substantially all the toner image to a receptor surface while retaining high resolution.
  • the photoconductive assembly and process of this invention can be used to provide microimages on microfiche by means of an electrostatic process.
  • Figure 1 represents an enlarged cross-section of one embodiment of the photoconductive assembly of the present invention.
  • Figure 2 is a typical graph of the optical density of remaining toner on the photoconductive assembly after the transfer process has been carried out, as a function of the thickness of the silicone topcoat.
  • the photoconductive assembly of the invention shown in Figure 1, comprises an electroconductive substrate 11, a photoconductive layer 12, and a topcoat 13 comprised of a film-forming silicone polymer.
  • Electroconductive substrates 11 for photocon ⁇ ductive systems are well known in the art and can be of two general classes: (a) self-supporting layers or blocks of
  • the photoconductive layer 12 can be either (A) an organic photoconductor or (B) a dispersion of an inorganic photoconductor in particulate form dispersed in a suitable binder.
  • the thickness of the photoconductive layer is dependent upon the material used, but is typically in the range 5 to 150 micrometers.
  • the organic photoconductive layer can comprise a bilayer consisting of a charge generating layer comprising one material, such as a dyestuff or pigment, and a charge transport layer comprising another material, such as poly-N-vinylcarbazoles or derivatives of bis-(benzocarbazole)phenylmethane in a suitable binder.
  • a bilayer photoconductor suitable for this invention is described in U.S. Patent No. 4,361,637.
  • the organic photoconductor can comprise only a single layer containing both the charge generating and charge transport materials, as described in U.S. Patent No.
  • Organic photoconductors such as phthalocyanine pigments and poly-N-vinylcarbazoles, with or without binders and additives that can extend their range of spectral sensitivity, are well known in the art.
  • U.S. Patent No. 3,877,935 illustrates the use of polynuclear quinone pigments in a binder as a photoconductive layer.
  • U.S. Patent No. 3,824,099 demonstrates the use of squaric acid methine and tri-aryl pyrazoline compounds as an electrophotographic charge transport layer.
  • the use of poly-N-vinylcarbazole as a photoconductive insulating layer is disclosed in U.S.
  • Patent No. 3,037,861 A number of diverse organic photoconductors have followed the development of the carbazole class of photoconductors such as quinones and anthrones (see, for example, Hayashi et al.. Bull. Chem.
  • Inorganic photoconductors such as, for example, zinc oxide, titanium dioxide, cadmium sulfide, and antimon sulfide, dispersed in an insulating binder are well known in the art and may be used in any of their conventional versions with the addition of sensitizing dyes where required. Binders can be chosen from any of those not already containing silicone materials.
  • the preferred binders are resinous materials, including, but not limited to, styrenebutadiene copolymers, modified acrylic polymers, vinyl acetate polymers, styrene-alkyd resins, soya-alkyl resins, polyvinylchloride, polyvinylidene chloride, acrylonitrile, polycarbonate, polyacrylic and methacrylic esters, polystyrene, polyesters, and combinations thereof.
  • resinous materials including, but not limited to, styrenebutadiene copolymers, modified acrylic polymers, vinyl acetate polymers, styrene-alkyd resins, soya-alkyl resins, polyvinylchloride, polyvinylidene chloride, acrylonitrile, polycarbonate, polyacrylic and methacrylic esters, polystyrene, polyesters, and combinations thereof.
  • Material for the topcoat 13 can be selected from the class of film-forming silicone polymers which are capable of further cross-linking by a curing action.
  • ⁇ preferred class of these silicone polymers have structures which conform to the general formula
  • R , R2, and R 3 are independently selected from the group consisting of hydrogen, hydroxyl group, alkyl radical, substituted alkyl radical, cycloalkyl radical, aralkyl radical, aryl radical, and alkenyl radical,
  • R 4 , R5 and R ⁇ are independently selected from the group consisting of alkyl radical, substituted alkyl radical, aryl radical, alkenyl radical, and epoxy radical, n and are positive integers or zero, such that n + m is in the range from about 50 to about 15,000.
  • R 1 , R 2 , R 3 , R 4 , R 5 , or R 6 is an alkyl or substituted alkyl radical, it can contain from about 1 to about 20
  • V carbon atoms and preferably from about 1 to about 10 carbon atoms, such as methyl, ethyl, propyl, butyl, isobutyl, n-butyl, pentyl, isopentyl, hexyl, heptyl, octyl, decyl, pentadecyl, .eicosyi, and the like.
  • R 1 , R 2 , R 3 , R 4 , R 5 , or R ⁇ is a cycloalkyl radical, it preferably contains from 5 to about 8 carbon atoms in the ring, and preferably 5 to 6 carbon atoms in the ring, such as cyclopentyl, cyclohexyl.
  • R ⁇ -, R 2 , R 3 , R 4 , R ⁇ , or ⁇ is an aralkyl radical, it preferably contains no more than a total of 20 carbon atoms, such as benzyl, ethyl phenyl.
  • R-*-, R 2 , R 3 , R 4 , R5, or R* > is an alkenyl radical it can contain from 2 to about 24 carbon atoms, and preferably from 2 to about 10 carbon atoms, such as ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, decenyl, pendadecenyl, eicosenyl, and the like.
  • the aryl radicals include but are not limited to those containing from about 6 to about 20 carbon atoms, such as phenyl, naphthyl, anthryl, and the like.
  • the aforementioned alkyl radicals can contain various different substituents including but not limited to halogen, such as chloride, bromide, fluoride, and iodide; alkyl, as defined herein, and the like.
  • R 4 , R5, or R> is an epoxy radical, it can contain up to 20 carbon atoms, and preferably up to 10 carbon atoms.
  • the most preferred silicone polymers for the practice of this invention are those in which R 4 , R 5 , and R6 are -CH3.
  • Particularly useful silicone polymers for this invention are those wherein R ⁇ is -OH, R 2 , R 3 , R 4 , R 5 , and R*> are -CH3,. and n+m ranges from about 2000 to about 5000.
  • Silicone polymers that are suitable for the present invention are described in U.S. Patent Nos. 3,061,567 and 4,216,252, both of which are incorporated herein by reference.
  • Commercially available silicone polymers that are suitable for the present invention include Syl-off ® 23, Syl-off ® 292, and Syl-off ® 294 all of which are available from Dow Corning Corporation, and SS-4310, available from General Electric Company.
  • silicone polymers can be dissolved in organic nonpolar solvents, such as xylene or heptane, to form solutions of low concentration, e.g. less than about 10 percent solids, which can then be applied onto the surface of the photoconductive layer by techniques well known in the art, for example, wire-wound rod, knife, extrusion, or gravure coating.
  • additives such as adhesion promoters, pot life extenders, cure accelerators, cross-linking agents, and catalysts can be added. Additives suitable for use with these polymers are well known in the art.
  • additives can include, for example, Syl-off ® 297 adhesion promoter/pot- life extender, available from Dow Corning Corporation, having the general formula
  • such additives can include, for example, cross- linking agents such as Dow Corning ® DC-1107, available from Dow Corning Corporation, having the general formula
  • the coating concentrations of the silicone polymers can be varied to give the desired coating weight on the photoconductive layer. Typically, concentrations in the range 0.01 to 5 percent by weight can be coated with a wire-wound rod (e.g., #4 Mayer bar, giving 9.1 micrometer wet thickness). Typical cure conditions are a few minutes, preferably about 2 to 10, at temperatures in the range 50°C to 150°C. Room temperature curing is also possible, but the time of cure is much longer, e.g. 24 hours, under this condition.
  • the thickness of the dry coated layer of silicone polymer has been found to be critical for insuring good transfer characteristics of the liquid toner developed image. Very thin layers, with a lower useful limit of about 5 nm, are efficient in giving essentially complete transfer and unreduced definition of the image. At the higher end of the thickness range, values up to 150 nm can be used depending on the toner selected, but values in excess of 100 nm are generally not useful.
  • Figure 2 shows typical relationships of the optical density of a black 5 toner remaining on the surface of the photoconductive assembly, after transfer to a receptor sheet, as a function of the thickness of the silicone topcoat. Percent toner transfer is inversely proportional to the optical density of toner remaining on the surface of the photoconductive 10 assembly.
  • Each of these curves shows an optimum in the transfer process at a silicone layer thickness of less than 100 nm, with serious loss in transfer efficiency at values above 100 nm and below 5 nm.
  • the melting point of the cured silicone polymer is also important.
  • the interface 15 temperature between the photoconductive assembly and receptor surface is often at a level of about 100°C or greater during the transfer process.
  • the silicone polymer coating should not liquify during transfer, because liquification thereof will result in blurred or fuzzy 0 images. Consequently, the cured silicone polymer should have a melting point above about 100°C.
  • the photoconductive assembly of this invention can be designed for use with a wide range of normal liquid toner developers which give high image resolution and good 5 gradation, but which frequently suffer from serious difficulties in transferring the image from the surface of the photoconductive assembly to a receptor.
  • Liquid toner developers can generally be characterized as a mixture of toner particles, e.g. electroscopic particles, in an ⁇ electrically-insulating hydrophobic liquid carrier.
  • the liquid toner developer can be flowed over a surface bearing an electrostatic image, or the image-bearing surface can be immersed in a tray of liquid toner developer.
  • the toner developer can also be sprayed or rolled onto the surface ⁇ bearing the electrostatic image.
  • the particular method o ⁇ applying the liquid toner developer to the image to be developed can vary. After toner development, the image is
  • the liquid carrier has a low dielectric constant, e.g., less than about 3.0, and a resistivity greater than about lOlu ohm-cm. It can comprise a hydrocarbon or mixture of: different hydrocarbons.
  • liquid carriers and mixtures of liquid carriers are exemplified by materials such as benzene, toluene, turpentine, carbon tetrachloride, mixed halide hydrocarbons, cyclopentane, cyclohexane, petroleum distillates, and mixtures thereof.
  • the toner particles admixed in the liquid carrier are finely-divided particles capable of carrying an electrostatic charge.
  • These toner particles contain pigment or dye which may be prepared from numerous diverse organic and inorganic materials, such as, for example, talcum powder, aluminum bronze, carbon dust, gum copal, gum sandarac, carbonyl iron and iron oxides, especially magnetic iron particles, dyestuffs, and colored pigments.
  • pigment or dye which may be prepared from numerous diverse organic and inorganic materials, such as, for example, talcum powder, aluminum bronze, carbon dust, gum copal, gum sandarac, carbonyl iron and iron oxides, especially magnetic iron particles, dyestuffs, and colored pigments.
  • talcum powder aluminum bronze
  • carbon dust talcum powder
  • gum copal a copal
  • gum sandarac carbonyl iron and iron oxides
  • magnetic iron particles especially magnetic iron particles, dyestuffs, and colored pigments.
  • Table I Listed below in Table I are a number of pigments which have a negative particle charge in liquid carrier and a number of pigments which acquire a positive particle charge in liquid carrier. Several pigments of each type are set forth in Table I.
  • the carrier in which the charge was determined was cyclohexane.
  • the particle size of the toner particles should generally be in the range of from about 0.1 to about 20.0 micrometers. Generally, toners having smaller particle size provide better resolution in the resultant prints. For example, where continuous tone copy is to be developed using liquid toner developers, it is desirable to use fairly small particle sizes, on the order of about 1 micrometer or less, to obtain optimum resolution.
  • the toner particles can generally be admixed with the carrier liquid by some type of milling step or combined mixing and milling operation. Other additives can also be included in the developer, e.g. stabilizers, binders, and driers. Ordinarily, the final developer composition can contain from about 0.01 to about 20 percent by weight toner particles and from about 60 to about 99 percent by weight carrier liquid.
  • Transfer from the photoconductive assembly to the receptor can be effected by either of two methods.
  • Thermal transfer which is carried out by bringing a preheated receptor in contact with the liquid toner developed photoconductive assembly, has been found to provide excellent transfer and fixing.
  • the equipment for effecting this mode of transfer consists of an aluminum plate on one surface of which a poster board is affixed to insure an even application of pressure during transfer.
  • the photoconductive assembly is then placed face up on the poster board and attached with pressure sensitive adhesive tape.
  • the receptor is preheated with a heated hydraulic ram that can bring the photoconductive assembly and the receptor in contact at 500-3000 psi for 0.2 - 5 sec.
  • the transfer experiments were run at 1000-2000 psi, 0.5-1.0 sec. contact time, and 85-95°C interface temperature (i.e., temperature between the photoconductive assembly and the receptor during transfer).
  • the second method that can be used for toner transfer and fixing is flash/pressure transfer.
  • This method uses the same holder for the photoconductive assembly as was used in the thermal method, but without th poster board backing.
  • the receptor station which consist of a receptor resting on an elastic pad which rests on a thick glass plate, is connected to a hydraulic ram.
  • a xenon flash unit Immediately under the glass plate there is a xenon flash unit.
  • the transfer process involves bringing the imaged photoconductive assembly and receptor together at 1000-2000 psi and then exposing the composite to a 0.001 second xenon flash. The materials are then separated. In either method, the silicone polymer is partially or totally removed from the photoconductive assembly as a result of the transfer ste
  • t receptor surface such as, for example fabric, paper, glass, and various polymers.
  • plastic materials such as polyamide, polyvinylchloride, polyvinylacetate, acrylic, melamine, polyvinylidenechloride (PVDC) primed polyester, polystyrene, and polyester.
  • PVDC polyvinylidenechloride
  • the photoconductive assembly of the present inven ⁇ tion is useful for high resolution electrostatic imaging processes.
  • the resolution provided by the assembly and process of the present invention renders them particularly useful for preparing and updating microfiche.
  • updating of microfiche is commonly carried out by an elec ⁇ trostatic process on a photoconductive substrate, which substrate has a propensity toward degradation.
  • the article and process of this invention allow updating of microfiche prepared on substrates that are much less susceptible to degradation than photoconductive substrates.
  • Example 1 A coating solution was prepared by mixing the following ingredients in the amounts indicated:
  • the coating was cured for 3 minutes at 107°C, giving a dry thickness of about 70 nm.
  • the coated sample was then dark adapted for 24 hours, corona charged at 500 V, exposed through a step tablet, and developed with a liquid toner developer.
  • Liquid toner developer for development of the electrostatic image was formulated from the following ingredients in the amounts indicated:
  • the developer components were mixed according to the following procedures: 1.
  • the carbon black was weighed and added to a ball jar
  • the ball jar was sealed, and rotated at 70-75 rpm for 120 hours.
  • the jar took a total charge of 475 g of raw materials, in the proportions previously shown.
  • the toner concentrate is diluted to form a liquid toner developer containing 1 part concentrate to 100 parts, by volume, carrier liquid (Isopar G, manufactured by Exxon Corp.)
  • the developed image was transferred to PVDC primed polyester by means of flash transfer.
  • This example demonstrates the use of an epoxy siloxane as a coating for the photoconductive assembly.
  • The-same type of photoconductive assembly and the same coating conditions as in Example 1 were used.
  • Two epoxy siloxanes having the following general structure having the following general structure
  • S STIT were used in heptane solution at a concentration of 0.5 percent by weight with an antimony-based catalyst.
  • the two epoxy siloxanes differed in the values of n, ro such that one exhibited molecular weight 35,000 with epoxy/siloxane ratio of 1/10, and the other exhibited molecular weight 13,000 with epoxy/siloxane ratio of 1/9.
  • the coatings were cured for 2 minutes at 93°C (200°F) giving a dry thickness of about 70 nm. After exposure, development, and transfer, under the same 0 conditions as in Example 1, optical density readings indicated 100% image transfer.
  • Example 3 In this example, and in Examples 4, 5 and 6, three silicone formulations were compared.
  • the silicones 5 were designated by the trademarks Syl-off ® 23,
  • silicone formulations which are available from Dow Corning Corporation as 30-40 percent by weight 5 solids in xylene, were diluted to 6 percent by weight solids with heptane.
  • Syl-off ® 297 anchorage additive/pot life extender (8 percent by weight based on silicone solids) was added to each solution and the resulting mixture was thoroughly mixed;
  • Dow Corning ® C-4-2117 cure 0 accelerator (8 percent by weight based on silicone solids) was added to each solution and the resulting mixture was thoroughly mixed;
  • Dow Corning ® XY-176 catalyst (10 percent by weight based on silicone solids) was added to each solution and the resulting mixture was thoroughly ⁇ mixed.
  • the resulting solutions were used to prepare
  • the photoconductive material was formulated from a mixture of (1) a polyester binder derived from terephthalic acid, ethylene glycol and 2,2-bis(4-hydroxyethoxyphenyl)propane, (2) a charge transport material comprising 10 bis(4-diethylamino-2-methylphenylJphenyl ethane, and (3) a spectral sensitizing dye absorbing at green and red wavelengths in combination with (4) a photographic supersensitizer.
  • the coatings were applied with a #4 Mayer bar which gave a 9 micrometer wet coating thickness. The 15 coatings were then either allowed to air cure at room temperature for 4 to 12 hours or the coatings were allowed to dry for 10 minutes and were then cured at 80°C (176°F) for 3 minutes.
  • the photoconductive assembly samples were exposed 0 and liquid toner developed under the same conditions as in Example 1.
  • the transfer of the developed images from the treated photoconductive assembly samples was effected by means of flash transfer at 2000 psi onto PVDC primed polyester. 5
  • Two methods of measuring release coating efficiency were used in evaluating the photoconductive assemblies. In the first method, optical density and resolution on the series of release coated photoconductive assembly samples were compared with those values from ⁇ untreated samples. An acceptable result was defined as no decrease in D ma ⁇ and resolution.
  • the transfer efficiency upon flash transfer was actually measured. More consistent, and, consequently, more meaningful results were obtained by measuring the optical ⁇ density remaining on the photoconductive assembly samples instead of calculating the actual percent transfer. The optical density remaining on the photoconductive assembly
  • OMPI ⁇ 7 sa ples was less dependent on original optical density than was the percent transfer calculation.
  • An optical density of 0.00 represented complete transfer of the image. In all cases transferred optical density ranged from 1.0 to 2.0, and resolution ranged from 150 lp/mm to 200 Ip/mm.
  • Example 2 The samples were exposed and liquid toner developed as in Example 1, using Toner A as defined therein.
  • the developed images were transferred from the samples to PVDC primed polyester by means of flash transfer at 2000 psi. The results are set forth below:
  • Syl-off ® 23 in transfer (sa ⁇ ples " transfer (sa ⁇ ples coating co ⁇ position cured at 20°C) cured at 80°C)
  • Dry thicknesses of the release coatings were estimated by calculation from the wet coating thickness of 9 micrometers and the weight percent concentration of the
  • O Pi release agent i.e. the cured silicone polymer.
  • percent by weight of 3.0 and 0.05 are equivalent to 270 nm and 4.5 nm, respectively.
  • the thickness of the silicone polymer topcoat can be estimated from the formula:
  • w weight percent concentration of silicone in the coating solution
  • t- ⁇ wet thickness of the coating as defined by the particular wire wound coating bar
  • t s thickness of the dried silicone layer
  • d j density of the solvent used (g/cm ⁇ )
  • d s density of the dried silicone layer (g/cm 3 )
  • This example demonstrates the effect of concentration of Syl-off ® 297 on transfer efficiency.
  • Three solutions containing Syl-off ® 23 (3 percent by weight) and varying amounts of Syl-off ® 297 were prepared.
  • the amount of Syl-off ® 297 was varied from 8 to 24 percent by weight (based on silicone solids).
  • the silicone polymer release layer was coated on the photoconductor and images were developed with Toner A from Example 1 and transferred to PVDC primed polyester as in Example 3. The results for each sample are presented below.
  • Example 2 This example demonstrates the effect of different liquid toner formulations. Testing procedures were identical to those in Example 2. The method of preparing the coatings and the testing procedures were the same as those of Example 3. Optical densities were those of the toner remaining on the photoconductive assembly sample after transfer.
  • Optical density Optical density Optical densit co ⁇ position (Syl-off ® 23) (Syl-off ® 292) (Syl-off ® 294)
  • Microlith Green GT (a) 10 Microlith Black CK (b) 50
  • Solvesso 100 (g) 200 200 Isopar M 300 600 800 Isopar G (h) 500
  • Example 6 This example demonstrates the effects of three silicone polymer release agents, Syl-off ® 23, Syl-off ® 292, and Syl-off ® 294, on quality of the toned image before transfer is effected. Liquid Toner A was used and exposure and development was carried out under the same conditions as in Example .1. The photoconductive assembly samples tested were identical to those of Example 3.
  • Example 7 This example demonstrates the effect of tack level of the dry silicone coatings on transfer efficiency and image resolution.
  • Three silicone polymers representing the tack range listed in U.S. Patent No. 3,554,836 were chosen for coating onto a photoconductor.
  • the photoconductor was formulated from a bis-(benzocarbazole)phenylmethane (as disclosed in Example 1) on an electro-conducting substrate of 100 m thick polyester vapor coated with a thin, opaque layer of aluminum.
  • These silicones marketed by General Electric as RTV 11, RTV 21, and RTV 630, were reported to have tack values of 82, 220 and 1220 g/cm 2 f respectively.
  • Slurries of these silicones in trichlorofluoromethane (Freon ® 11) were prepared by mixing the following ingredients in the amounts indicated:
  • OMPI 1.0, 0.5, 0.25, 0.11 and 0.06 percent by weight concentration.
  • the solutions were applied to individual photoconductor samples using a #4 Mayer bar to give 9 micrometer wet thickness. These coatings were air dried and air cured for '72 hours.'
  • Tack level results can be classed into three groups, a) those samples showing splitting of photoconductor b) those samples showing partial transfer of the toner c) those samples showing complete transfer of the toner
  • the tack value of the cured silicone polymer should be less than 300 g/cm2.
  • thickest layers of silicone in this example were about 0.5 micrometer dry thickness compared with thicknesses ranging from 6 to 1500 micrometers in U.S. Patent No. 3,554,836.

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  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Liquid Developers In Electrophotography (AREA)

Abstract

Ensemble photoconducteur comportant un substrat conducteur, une couche photoconductrice et un enduit formé d'un polymère de silicone filmogène polymérisé. L'épaisseur de l'enduit se situe entre 5 et 100 nm et son point de fusion est supérieur à 100oC.
PCT/US1984/000936 1983-08-04 1984-06-19 Revetements a liberation de silicone pour un transfert efficace de toner WO1985000901A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
BR8407006A BR8407006A (pt) 1983-08-04 1984-06-19 Revestimentos desprendedores de silicone para eficiente transferencia de toner
JP59502444A JPH0636100B2 (ja) 1983-08-04 1984-06-19 光導電性集成体およびトナー像コピーの製造方法
DE8484902493T DE3478154D1 (en) 1983-08-04 1984-06-19 Silicone release coatings for efficient toner transfer

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US52020883A 1983-08-04 1983-08-04
US520,208 1983-08-04

Publications (1)

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WO1985000901A1 true WO1985000901A1 (fr) 1985-02-28

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EP (1) EP0152411B1 (fr)
JP (1) JPH0636100B2 (fr)
BR (1) BR8407006A (fr)
DE (1) DE3478154D1 (fr)
WO (1) WO1985000901A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0224738A2 (fr) * 1985-11-05 1987-06-10 Mitsubishi Kasei Corporation Photorécepteur électrophotographique
EP0371791A2 (fr) * 1988-11-30 1990-06-06 Mita Industrial Co., Ltd. Matériau photosensible électrophotographique
WO1996034318A1 (fr) * 1995-04-28 1996-10-31 Minnesota Mining And Manufacturing Company Couche de liberation pour photoconducteurs
EP0855625A1 (fr) * 1997-01-28 1998-07-29 Matsushita Electric Works, Ltd. Photorécepteur électrophotographique
WO1998045760A2 (fr) * 1997-04-04 1998-10-15 Minnesota Mining And Manufacturing Company Recepteur temporaire d'images et organes modifiant chimiquement des surfaces de decollement d'un recepteur d'images temporaire
US6194106B1 (en) 1999-11-30 2001-02-27 Minnesota Mining And Manufacturing Company Temporary image receptor and means for chemical modification of release surfaces on a temporary image receptor

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2228808A1 (fr) * 1973-05-07 1974-12-06 Xerox Corp
GB2025079A (en) * 1978-06-21 1980-01-16 Ricoh Kk Photosensitive materialfor use in electrophotography
US4371600A (en) * 1981-06-26 1983-02-01 Xerox Corporation Release overcoat for photoresponsive device

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5525059A (en) * 1978-08-10 1980-02-22 Fuji Electric Co Ltd Electrophotographic photoreceptor
JPS5772151A (en) * 1980-10-22 1982-05-06 Canon Inc Electrophotographic receptor

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2228808A1 (fr) * 1973-05-07 1974-12-06 Xerox Corp
GB2025079A (en) * 1978-06-21 1980-01-16 Ricoh Kk Photosensitive materialfor use in electrophotography
US4371600A (en) * 1981-06-26 1983-02-01 Xerox Corporation Release overcoat for photoresponsive device

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Xerox Disclosure Journal, Vol. 2, No. 6, November/December 1977 (Stamford, Connecticut, US) D.B. JUGLE: "Method of Modifying a Photoreceptor Surface", page 109 *
Xerox Disclosure Journal, Vol. 2, No. 6, November/December 1977 (Stamford, Connecticut, US) E.O. CLIFFORD: "Durable Photoreceptor Coating", page 107 *

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0224738A2 (fr) * 1985-11-05 1987-06-10 Mitsubishi Kasei Corporation Photorécepteur électrophotographique
EP0224738A3 (en) * 1985-11-05 1988-09-21 Mitsubishi Chemical Industries Limited Electrophotographic photoreceptor
EP0371791A2 (fr) * 1988-11-30 1990-06-06 Mita Industrial Co., Ltd. Matériau photosensible électrophotographique
EP0371791A3 (fr) * 1988-11-30 1991-10-16 Mita Industrial Co., Ltd. Matériau photosensible électrophotographique
WO1996034318A1 (fr) * 1995-04-28 1996-10-31 Minnesota Mining And Manufacturing Company Couche de liberation pour photoconducteurs
US5652078A (en) * 1995-04-28 1997-07-29 Minnesota Mining And Manufacturing Company Release layer for photoconductors
EP0855625A1 (fr) * 1997-01-28 1998-07-29 Matsushita Electric Works, Ltd. Photorécepteur électrophotographique
US5976743A (en) * 1997-01-28 1999-11-02 Matsushita Electric Works, Ltd. Electrophotographic photoreceptor
WO1998045760A2 (fr) * 1997-04-04 1998-10-15 Minnesota Mining And Manufacturing Company Recepteur temporaire d'images et organes modifiant chimiquement des surfaces de decollement d'un recepteur d'images temporaire
WO1998045760A3 (fr) * 1997-04-04 1999-01-07 Minnesota Mining & Mfg Recepteur temporaire d'images et organes modifiant chimiquement des surfaces de decollement d'un recepteur d'images temporaire
US6020098A (en) * 1997-04-04 2000-02-01 Minnesota Mining And Manufacturing Company Temporary image receptor and means for chemical modification of release surfaces on a temporary image receptor
US6106989A (en) * 1997-04-04 2000-08-22 3M Innovative Properties Company Temporary image receptor and means for chemical modification of release surfaces on a temporary image receptor
US6194106B1 (en) 1999-11-30 2001-02-27 Minnesota Mining And Manufacturing Company Temporary image receptor and means for chemical modification of release surfaces on a temporary image receptor

Also Published As

Publication number Publication date
EP0152411A1 (fr) 1985-08-28
JPH0636100B2 (ja) 1994-05-11
EP0152411B1 (fr) 1989-05-10
BR8407006A (pt) 1985-07-02
DE3478154D1 (en) 1989-06-15
JPS60501976A (ja) 1985-11-14

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