EP0618509A1 - Revêtements non-adhesive réceptives aux révélateurs électrophotographiques - Google Patents

Revêtements non-adhesive réceptives aux révélateurs électrophotographiques Download PDF

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Publication number
EP0618509A1
EP0618509A1 EP94400679A EP94400679A EP0618509A1 EP 0618509 A1 EP0618509 A1 EP 0618509A1 EP 94400679 A EP94400679 A EP 94400679A EP 94400679 A EP94400679 A EP 94400679A EP 0618509 A1 EP0618509 A1 EP 0618509A1
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EP
European Patent Office
Prior art keywords
group
monomer
independently
vinyl
release coating
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Granted
Application number
EP94400679A
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German (de)
English (en)
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EP0618509B1 (fr
Inventor
Joseph Thomas C/O Minnesota Mining And Bartusiak
Steven Shepard C/O Minnesota Mining And Kantner
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3M Co
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Minnesota Mining and Manufacturing Co
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Publication of EP0618509A1 publication Critical patent/EP0618509A1/fr
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G7/00—Selection of materials for use in image-receiving members, i.e. for reversal by physical contact; Manufacture thereof
    • G03G7/0086—Back layers for image-receiving members; Strippable backsheets
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G7/00—Selection of materials for use in image-receiving members, i.e. for reversal by physical contact; Manufacture thereof
    • G03G7/006—Substrates for image-receiving members; Image-receiving members comprising only one layer
    • G03G7/0073—Organic components thereof
    • G03G7/008—Organic components thereof being macromolecular

Definitions

  • the present invention relates to release coatings.
  • the present invention relates to release coatings which anchor toner.
  • a number of conventional electrophotoconductive devices such as printers and copiers employ dry toner. These printers and/or copiers employ toner to form a latent image transferable from an imaging device to a substrate such as paper, tag or label stock. The toned latent image is then subjected to heat fusing in order to obtain the best print quality and toned image density.
  • Label stock comprises one or more non-continuous substrates referred to as labels which are adhered by an adhesive to a protective backing or liner.
  • labels which are adhered by an adhesive to a protective backing or liner.
  • a release coating over the liner in order to permit ready separation of the two members.
  • the release coating permits ready separation, detrimental backgrounding problems can be experienced when a partially used sheet of label stock is repassed through an electrophotoconductive printing device.
  • one or more labels are removed thereby exposing the release coating.
  • backgrounding occurs not only on the label, but also upon exposed release coating.
  • the toner will not anchor to conventional silicone release coatings due to the fact that these coatings have a different polarity than do the toner particles and because the silicone coatings have much lower glass transition temperatures than the toner particles. Therefore, the unwanted particles which are dispersed on the release coating tend to flake off the coating, then transfer to rollers found in printers and then possibly, relocate themselves to the succeeding labels or sheets.
  • the present invention comprises a release coating which is capable of anchoring toner particles emitted by electrophotoconductive devices and yet, maintains good release properties.
  • the release coating of the present invention is coated onto a liner over which one or more substrates such as labels can be applied.
  • the coating comprises a polymer having at least one vinyl polymeric segment having a Tg between -10°C and 65°C and at least one siloxane polymeric segment.
  • the T g should be between 20°C and 45°C of the vinyl polymer segment.
  • the coating is a copolymer which comprises the formula: wherein
  • the coating comprises a copolymer of D and E monomers copolymerized to form a polymeric backbone with F monomer grafted thereto wherein:
  • the present invention also includes a toner receptive article comprising a liner, a release coating and a substrate such as a label mounted over the liner.
  • Fig. 1 is a representation of an embodiment of Applicants' invention tested in accordance with the procedures described below.
  • Fig. 2 is a representation of Avery 30-up stock #5160 which has been tested in accordance with the procedures described below.
  • the present invention includes a release coating which is capable of anchoring toner.
  • the release coating has at least one siloxane polymeric segment and at least one vinyl polymeric segment having a T g between -10°C and 65°C.
  • the release coating is well-suited to control toner anchorage applications.
  • the silicone segment presents a low energy, "siliconized" release surface and the higher energy vinyl polymeric segment provides the adhesion for the toner particles.
  • the coating is a copolymer which comprises the formula:
  • R1 are monovalent moieties which can independently be the same or different which are selected from the group consisting of alkyl, aryl, alkylaryl, alkoxy, alkylamino, hydroxyl, fluoroalkyl, and hydrogen.
  • R1 are monovalent moieties which can independently be the same or different selected from the group consisting of C1 ⁇ 4 alkyl and hydroxyl.
  • R1 is selected from the group consisting of methyl and butyl.
  • R2 are divalent linking groups which can independently be the same or different. Suitable divalent linking groups include but are not limited to the following: C1 to C10 alkylene, arylene, alkylarylene and alkoxyalkylene.
  • R2 is selected from the group consisting of C1 ⁇ 3 alkylene and C7-C10 alkylarylene due to ease of synthesis of the compound.
  • R2 is selected from the group consisting of -CH2- ; 1,3-propylene; and R3 are monovalent moieties which can independently be the same or different which are selected from the group consisting of alkyl, aryl, alkaryl, alkoxy, alkylamino, hydroxyl and fluoroalkyl, and hydrogen.
  • R3 are monovalent moieties which can independently be the same or different selected from the group consisting of C1 ⁇ 4 alkyl and hydroxyl.
  • R3 is selected from the group consisting of methyl and butyl.
  • R4 are divalent linking groups which can independently be the same or different. Suitable divalent linking groups include but are not limited to the following: C1 to C10 alkylene, arylene, alkylarylene and alkoxyalkylene. Preferably, R4 is selected from the group consisting of C1 ⁇ 3 alkylene and C7-C10 alkylarylene for reasons of ease of synthesis.
  • R4 is selected from the group consisting of -CH2-; 1,3-propylene; and G5 and G6 are monovalent moieties which can independently be the same or different selected from the group consisting of alkyl, aryl, alkylaryl, alkoxy, alkylamino, fluoralkyl, hydrogen, and -WSA wherein W is a divalent linking group and A is defined below.
  • W are divalent linking groups. Suitable divalent linking groups include, but are not limited to, C1 to C10 alkylene, alkarylene, arylene, and alkoxyalkylene. Preferably, W is selected from the group consisting of methylene and propylene.
  • G2 and G4 are the same or different and comprise A.
  • A is a vinyl polymeric segment consisting essentially of polymerized free radically polymerizable monomer.
  • A can comprise either a homopolymer segment or block or a copolymer segment or block.
  • the toner anchorage properties of the coating are determined by the vinyl polymeric segment content.
  • the chemical nature or composition of the vinyl polymeric segments can be modified independent of the release aspect to improve toner anchorage and adhesion to the substrate.
  • the release coating can be chemically tailored to provide a specific level of toner anchorage.
  • the selection of the composition of A is typically based upon the intended use of the release coating and the properties the release coating must possess in order to accomplish its intended purpose.
  • A can include, but is not limited to, those monomers wherein the free radically polymerizable monomer or monomers are chosen such that a vinyl segment has a T g or T m above about -20°C.
  • the preferred free radically polymerizable monomers are selected from the group consisting of styrene, methyl methacrylate, methyl acrylate, acrylic acid, methacrylic acid, acrylonitrile, isobornyl acrylate, isobornyl methacrylate, N-vinyl pyrrolidone, butyl methacrylate, isopropyl methacrylate, vinyl acetate, hydroxy propylacrylate, hydroxy ethyl acrylate and mixtures thereof.
  • the amount and composition of the vinylic segment to silicone should range from about 98 to about 2 parts preferably, from about 40 to about 60 parts by weight. It is preferred that the vinyl polymeric segments should have a molecular weight in the range of 2,000 to 80,000, more preferably 5,000 to 50,000.
  • the release properties of the coating are determined by both the silicone content (weight percentage) present in the copolymer and the molecular weight of the silicone segment, with higher silicone content and/or molecular weight providing easier release.
  • a copolymer or copolymer blend can, therefore, be chemically tailored to provide a specific level of release which can be reproduced with consistency, thus making possible the variation of the release properties of a liner over a range of values in a controlled fashion.
  • the silicone polymeric segment must have an average molecular weight above about 1000 in order for the release coating to function properly.
  • the silicone polymeric segment has a number average molecular weight of about 1000 to about 20,000.
  • the silicone polymeric segment has a number average molecular weight ranging from about 2,000 to about 15,000.
  • the silicone polymeric segment can comprise about 2 to 60 wt% of the release coating in order to allow for a wide range of release performance.
  • the release coating comprises a copolymer of D and E monomers copolymerized to form a polymeric backbone. Grafted to the backbone is an F monomer.
  • the D and E monomers provide the toner anchorage properties of the coating and the F monomer provides the release properties.
  • the D monomer or monomers are chosen such that the backbone T g or T m is above about -20°C.
  • Representative examples of D monomers include styrene, vinyl acetate, vinyl chloride, vinylidene chloride, acrylonitrile and acrylic or methacrylic acid esters of nontertiary alcohols or tertiary alcohols such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, cyclohexanol, benzyl alcohol, dodecanol, hexadecanol, and octadecanol, the alcohols having from 1 to 18 carbon atoms.
  • Especially preferred D monomers include methyl methacrylate, butyl methacrylate, vinyl acetate, partially hydrolyzed vinyl acetate, methyl acrylate and octadecyl acrylate.
  • Representative E monomers useful in practicing the invention include carboxylic acids such as acrylic acid, methacrylic acid, itaconic acid, maleic acid, fumaric acid, and 2-carboxyethyl acrylate and their ammonium or metal salts; sulfonic or phosphonic acids such as 2-sulfoethyl methacrylate, 3-sulfopropyl acrylate, 3-sulfopropyl methacrylate, styrene sulfonic acid, and vinyl benzyl phosphonic acid and their ammonium or metal salts; amides such as acrylamide, methacrylamide, N,N-dimethyl acrylamide, and N-vinyl pyrrolidone; and monomers having hydroxyl functionality (e.g., 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, hydroxypropyl acrylate, and dihydroxypropyl acrylate), ammonium functionality
  • carboxylic acids such as acrylic acid, me
  • the F monomer has the general formula: X-(Y) n SiR (3-m) Z m
  • X is a vinyl group copolymerizable with the D and E monomers.
  • Y is a divalent linking group.
  • R comprises hydrogen, lower alkyl groups such as methyl, ethyl, or propyl, aryl groups such as phenyl or substituted phenyl and alkoxy groups such as methoxy and ethoxy groups.
  • Z is a monovalent siloxane polymeric moiety having a number average molecular weight above about 1,000 and is essentially unreactive under copolymerization conditions.
  • the preferred F monomer may be further defined as having an X group which has the general formula wherein R1 is a hydrogen atom or a COOH group and R2 is a hydrogen atom, a methyl group, or a CH2COOH group.
  • the Z group of the F monomer has the general formula wherein R3 and R5 are independently lower alkyl, aryl, or fluoroalkyl, where lower alkyl and fluoroalkyl both refer to alkyl groups having from one to three carbon atoms and where aryl refers to phenyl or substituted phenyl.
  • R4 may be alkyl, alkoxy, alkylamino, aryl, hydroxyl, or fluoroalkyl, and r is an integer from about 5 to about 700.
  • the F monomer has a general formula selected from the group consisting of the following, where m is 1, 2 or 3, p is zero or 1, R" may be alkyl or hydrogen, and X, R, and Z are as defined above: wherein q is an integer from 2 to 6; wherein q is an integer from zero to 2; wherein q is an integer from 2 to 6; and wherein q is an integer from 2 to 6.
  • the release coating of the present invention may comprise the copolymers of the two embodiments alone, or may comprise copolymers blended with other compatible homopolymers and/or copolymers.
  • the low percentage of silicone contained in the copolymers makes the copolymers readily compatible with polymers of similar composition to the vinyl Polymeric blocks or segments.
  • additives such as alumina, silica, titanate, or calcium carbonate may, of course, be added to the copolymer compositions.
  • the release coating of the present invention should provide sufficient anchorage to anchor at least 50% of the toner. It is understood that “substantially” means at levels of at least 50%. More preferably, it should anchor at least 70% of the toner.
  • the release coating should have a surface release value not greater than about 10 oz./in (11 N/dm). It should be understood that this upper limit applies to use with highly aggressive pressure-sensitive adhesives (PSAs) which have peel adhesion values of 45 N/dm or higher. PSAs as a group fall into three broad categories (1) low (5-15 N/dm), (2) intermediate (25-50 N/dm), and (3) high (60-100 plus N/dm) peel adhesion ranges. It is apparent that the degree of release can be selected to match the aggressiveness of the PSA with which it will be in contact and it is only for the most aggressive PSAs that a release value as high as 10 oz/in. (11 N/dm) would be selected. Release coatings for less aggressive PSAs would be selected to be correspondingly lower.
  • release compositions do not require curing or crosslinking; however, if solvent resistance is desired for a particular application, crosslinking can be effected by standard methods well-known in the art, such as radiation curing (electron beam or ultraviolet light) or chemical crosslinking.
  • the release coating compositions may be applied to any suitable backing or liner by means of conventional coating techniques such as wire-wound rod, direct gravure, offset gravure, reverse roll, air-knife and trailing blade coating.
  • Suitable liners include paper, non-woven fabrics and films of thermoplastic resins such as polyesters, polyamides, polyolefins, polycarbonates and polyvinyl chloride.
  • any substrate which can be applied to a liner by a pressure sensitive adhesive can be utilized.
  • paper is a suitable substrate.
  • the release coating of the present invention is utilized as a component of label stock.
  • one or more non-continuous substrates such as labels are adhered to protective liner by a suitable adhesive.
  • the release coating of the present invention is coated the liner.
  • the polymer solutions of Examples 1 to 19 discussed below were diluted to 15% solids in distilled water.
  • the solutions were then coated onto commercially available roll base paper with a gravure roll having a pyramidal pattern of 200 cells per inch. A two roll direct gravure coating was applied to each sample.
  • Two different roll base papers were utilized.
  • Supercalendered C1S paper supplied by the Simpson Paper Company was coated with the diluted polymer solutions of Examples 1 to 4 and machine glazed base paper sold by Akrosil were coated with the diluted polymer solutions of Examples 4 to 19. After coating, the base papers were dried at 77°C.
  • the release property of an adhesive refers to ease that an adhesive separates from another surface. It is the force required to remove a flexible adhesive tape from a test sample at a specific angle and rate of removal. It is measured in Newtons per decimeter (N/dm)
  • Two test methods are used to evaluate the release properties of coated flexible sheet materials. Both tests are modified versions of the industry standard peel adhesion test ASTM D3330-78 PSTC 1 and 3 used to evaluate PSA coated materials. The two modified release property tests are described below.
  • test sample was conditioned overnight at constant temperature (22°C) and humidity (50% RH). Thereafter, a 5.08 cm by 25.4 cm strip of the test sample is laminated to a constant 90° angle jig commercially available as the Deltron Ball Slide from the J.R. Brass Co. of Eden Praire, MN with double coated tape. Then a 2.54 cm strip of a PSA coated test tape was rolled down onto the laminate with a 1.82 kg rubber roller. The force required to remove this tape at 90° and 30.5 cm/minute was then measured was measured by a Sintech/Instron Tensile Tester System commercially available from Sintech Corporation, a division of MTS Systems Corporation, Research Triangle Park, North Carolina.
  • the aged release test was conducted in the same manner as the immediate release test with the exception that the test tape was allowed to dwell in contact with the coated paper for 3 days at 65°C and 50% RH, 11 days at 21°C and 80% RH, 11 days at 49°C dry, and 11 days 49°C at 65% RH, prior to removal.
  • the toner receptivity of the test samples was assessed by printing on a 21.6 cm x 27.9 cm test sample an asterisk pattern, i.e., (****), in an Hewlett Packard LaserJet II printer.
  • the imaged coated sheets then sat overnight in a controlled environment of 21°C and 50% RH.
  • a 2.54 cm x 25.4 cm strip of ScotchTM Brand 810TM tape manufactured by the Minnesota Mining and Manufacturing Company was rolled down over the imaged test samples using two passes of a 1.82 kg rubber roller. After the two passes, the test samples were allowed to sit in a controlled environment of 21°C and 50% RH for 24 hours.
  • ScotchTM Brand 810TM tape was laminated image side up to the stage of in TIMI Release and Adhesion Tester sold by Testing Machines Inc. of Mityville, New York with double coated tape.
  • the 810TM tape was then removed at a peel angle of 180°C at 3048 cm/minute. Image analysis was used to determine the amount of toner which remained anchored to the coated sheet.
  • Example 1 The composition of Example 1 was prepared in the following manner:
  • a solvent borne sample was prepared by charging a 32 oz. reaction bottle with 45 grams of mercaptofunctional dimethyl siloxane with 4-5 mole % mercapto functionality commercially available as KF-2001 from Shin-Etsu, 169 grams of methyl acrylate, 11 grams acrylic acid, 335 grams of methyl ethyl ketone (MEK) and 0.56 grams 2-2'-azobisisobutyronitrile (AIBN).
  • MEK methyl ethyl ketone
  • AIBN 2-2'-azobisisobutyronitrile
  • a waterborne solution was prepared by filling a gallon jar with 860 grams deionized (DI) water and 9 grams NH4OH. Next, 537 grams of the solvent borne solution (40.0 % solids) was added to the solution in the gallon jar. The resulting solution was placed on a shaker and shaken for one-half hour in order to complete the neutralization. The MEK was then stripped from the resulting viscous solution on a rotary evaporator at 40°C using an aspirator vacuum to yield 19.0 % solids aqueous solution. An additional amount of DI water was added to obtain 15.0 % solids solution. The ingredients utilized in forming a solvent borne solution and water borne solution and the amount of the ingredients utilized are reported in Tables 1 and 2 respectively. The ingredients of the release coating, the weight percentage of the ingredients and the test results are reported in Table 3.
  • Example 2-20 The copolymers of Examples 2-20 were prepared in accordance with the procedure outlined in Example 1. The ingredients utilized in forming a solvent borne solution and water borne solution and the amount of the ingredients utilized are reported in Tables 1 and 2 respectively. The ingredients of the release coating, the weight percentage of the ingredients and the test results are reported in Table 3.
  • Example 21 The composition of Example 21 was prepared in the following manner:
  • a solvent borne sample was prepared by charging a 4 ounce glass bottle with 4 grams of 15K silicone macromer (SiMac), the preparation of which is described in U.S. Patent No. 7,728,571, 16 grams ethyl methacrylate (EMA), 30 grams methyl ethyl ketone (MEK) and 0.06 g 2-2'-azobisbutyronitrile (AIBN). Thereafter, the contents of the bottle was purged with nitrogen gas for two minutes. Then the bottle was sealed and tumbled in a 55°C water bath for 48 hours.
  • SiMac 15K silicone macromer
  • EMA ethyl methacrylate
  • MEK methyl ethyl ketone
  • AIBN 0.06 g 2-2'-azobisbutyronitrile
  • the sample was then diluted to 10% solids for coating. 40 grams of 40% solids polymer solution, 96 grams of toluene and 24 grams of isopropanol (IPA) were added to a 16 ounce wide mouth jar. The mixture was then shaken to form a homogenous mixture.
  • the ingredients utilized in forming a solvent borne solution and the amount of the ingredients utilized are reported in Tables 4 and 5 respectively.
  • the ingredients of the release coating, the weight percentage of the ingredients and the test results are reported in Table 6.
  • Example 21 15K SIMAC/EMA/MEK/AIBN 4/16/30/0.06 22 15K SIMAC/EMA/MMA/MEK/AIBN 5/7.5/7.5/30/0.06 23 15K SIMAC/EMA/BMA/MEK/AIBN 5/7.5/7.5/30/0.06 24 15K SIMAC/EMA/MA/MEK/AIBN 5/7.5/7.5/30/0.06 25 15K SIMAC/MMA/BMA/MEK/AIBN 5/7.5/7.5/30/0.06 26 15K SIMAC/EMA/ODA/MEK/AIBN 5/11/4/30/0.06 27 15 K SIMAC/EMA/AA/MEK/AIBN 5/7.5/7.5/30/0.06
  • Comparative Examples 1-5 comprised commercially available label stock coated with toner receptive materials. The samples were tested in accordance with the procedures outlined above utilizing acrylic tape. The label stock utilized and the test results is reported in Table 7.
  • the coating of the present invention significantly decreases the attendant problems associated with toner particles which are dislocated from release coatings.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Developing Agents For Electrophotography (AREA)
  • Silicon Polymers (AREA)
  • Adhesive Tapes (AREA)
  • Paints Or Removers (AREA)
EP94400679A 1993-03-31 1994-03-30 Revêtements non-adhesive réceptives aux révélateurs électrophotographiques Expired - Lifetime EP0618509B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US4087693A 1993-03-31 1993-03-31
US40876 1993-03-31

Publications (2)

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EP0618509A1 true EP0618509A1 (fr) 1994-10-05
EP0618509B1 EP0618509B1 (fr) 2000-07-19

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EP94400679A Expired - Lifetime EP0618509B1 (fr) 1993-03-31 1994-03-30 Revêtements non-adhesive réceptives aux révélateurs électrophotographiques

Country Status (5)

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EP (1) EP0618509B1 (fr)
JP (1) JP3600264B2 (fr)
AT (1) ATE194873T1 (fr)
CA (1) CA2115329A1 (fr)
DE (1) DE69425291T2 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997009388A1 (fr) * 1995-09-08 1997-03-13 Minnesota Mining And Manufacturing Company Articles a revetement de report electrophotographiques capteurs de toner
WO1997031984A1 (fr) * 1996-02-29 1997-09-04 Minnesota Mining And Manufacturing Company Encres pigmentees a base d'eau avec incorporation de polymere contenant de la silicone
US5744207A (en) * 1993-03-31 1998-04-28 Minnesota Mining And Manufacturing Company Articles coated with electrophotographic toner receptive release coatings
EP0844534A1 (fr) * 1996-11-21 1998-05-27 Fuji Xerox Co., Ltd. Elément d'enregistrement d'images et procédé pour le recyclage d'éléments d'enregistrement d'images
US6432241B1 (en) 1998-03-13 2002-08-13 3M Innovative Properties Company Splicing tape, splicing method and assembly comprising the splicing tape

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6740379B1 (en) 1998-03-13 2004-05-25 3M Innovative Properties Company Adhesive tape for adhering inserts to a page of a magazine
US6951676B2 (en) 2000-09-25 2005-10-04 3M Innovative Properties Company Butt splicing tapes and butt splicing methods
CN103261356B (zh) * 2010-12-29 2016-01-13 3M创新有限公司 用于有机硅粘合剂制品的低粘合性背胶及方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5430036A (en) * 1977-08-11 1979-03-06 Canon Inc Image holding member
JPS5719753A (en) * 1980-07-10 1982-02-02 Ricoh Co Ltd Member for electrophotographic transfer
US4942410A (en) * 1989-07-06 1990-07-17 Dennison Manufacturing Company Toner receptive coating
EP0437073A2 (fr) * 1990-01-03 1991-07-17 Minnesota Mining And Manufacturing Company Procédé de formation d'images électrostatique par développement par toner pour des signaux externes

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5430036A (en) * 1977-08-11 1979-03-06 Canon Inc Image holding member
JPS5719753A (en) * 1980-07-10 1982-02-02 Ricoh Co Ltd Member for electrophotographic transfer
US4942410A (en) * 1989-07-06 1990-07-17 Dennison Manufacturing Company Toner receptive coating
EP0437073A2 (fr) * 1990-01-03 1991-07-17 Minnesota Mining And Manufacturing Company Procédé de formation d'images électrostatique par développement par toner pour des signaux externes

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 7915, Derwent World Patents Index; AN 79-28802B (15) *
DATABASE WPI Week 8210, Derwent World Patents Index; AN 82-18959E (10) *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5744207A (en) * 1993-03-31 1998-04-28 Minnesota Mining And Manufacturing Company Articles coated with electrophotographic toner receptive release coatings
WO1997009388A1 (fr) * 1995-09-08 1997-03-13 Minnesota Mining And Manufacturing Company Articles a revetement de report electrophotographiques capteurs de toner
WO1997031984A1 (fr) * 1996-02-29 1997-09-04 Minnesota Mining And Manufacturing Company Encres pigmentees a base d'eau avec incorporation de polymere contenant de la silicone
US5854308A (en) * 1996-02-29 1998-12-29 Minnesota Mining And Manufacturing Company Water-based pigmented inks having silicone-containing polymer incorporated therein
EP0844534A1 (fr) * 1996-11-21 1998-05-27 Fuji Xerox Co., Ltd. Elément d'enregistrement d'images et procédé pour le recyclage d'éléments d'enregistrement d'images
US6045904A (en) * 1996-11-21 2000-04-04 Fuji Xerox Co., Ltd. Image recording member and method for recycling image recording member
US6432241B1 (en) 1998-03-13 2002-08-13 3M Innovative Properties Company Splicing tape, splicing method and assembly comprising the splicing tape

Also Published As

Publication number Publication date
DE69425291T2 (de) 2001-02-22
JP3600264B2 (ja) 2004-12-15
DE69425291D1 (de) 2000-08-24
CA2115329A1 (fr) 1994-10-01
EP0618509B1 (fr) 2000-07-19
JPH075723A (ja) 1995-01-10
ATE194873T1 (de) 2000-08-15

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