US3639122A - Vinyl-amino resin interlayer for electrophotographic member used in offset printing - Google Patents

Vinyl-amino resin interlayer for electrophotographic member used in offset printing Download PDF

Info

Publication number
US3639122A
US3639122A US828375A US3639122DA US3639122A US 3639122 A US3639122 A US 3639122A US 828375 A US828375 A US 828375A US 3639122D A US3639122D A US 3639122DA US 3639122 A US3639122 A US 3639122A
Authority
US
United States
Prior art keywords
resin
vinyl
interlayer
offset printing
weight
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
US828375A
Other languages
English (en)
Inventor
Sakae Shimizu
Fumiaki Arai
Tuneo Kurotori
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.)
Ricoh Co Ltd
Original Assignee
Ricoh Co Ltd
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 Ricoh Co Ltd filed Critical Ricoh Co Ltd
Application granted granted Critical
Publication of US3639122A publication Critical patent/US3639122A/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
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/14Inert intermediate or cover layers for charge-receiving layers
    • G03G5/142Inert intermediate layers

Definitions

  • electrophotography materials are made by applying a mixture of photoconductive substance and insulating resin (insulating binder) to a surface of a support (e.g., paper) and providing an electroconductive layer on the reverse side of the support.
  • a support e.g., paper
  • electrophotographic material can not be utilized as a plate for offset printing, as it is.
  • the reasons are as follows.
  • the electrophotographic material for offset printing must have a high-water-resisting quality besides the good electrostatic property, since said material is treated with a specific aqueous solution (hydrophobic-hydrophilic-changing solution) in order to change the nonimage area of said material from hydrophobic (oleophilic) to hydrophilic (oleophobic).
  • said material requires that the peeling of the photoconductive layer from the support does not occur on running.
  • various electrophotographic materials for offset printing but the materials having satisfactory properties, i.e., high printability and running faculty, have not been obtained.
  • the running faculty means the number of sheets of the printed matter given by one sheet of the electrophotographic material for offset printing.
  • an object of the present invention to provide an improved electrophotographic material for offset printing having a superior printability and running faculty.
  • the present invention relates to an improved electrophotographic material for offset printing, and more particularly to an electrophotographic material having an improved printability and running faculty.
  • the electrophotographic material for offset printing of this invention comprises a support (e.g., paper), a photoconductive layer on the support, an interlayer between said photoconductive layer and support, and an electroconductive layer.
  • the properties such as printability and running faculty of the electrophotographic material for offset printing depend on a quality of the interlayer formed between the photoconductive layer and the support of the material.
  • the interlayer having a good quality is that having an improved water-resisting quality and adhesive property, a high flexibility and an adequate electric resistance.
  • such an interlayer may be formed by applying an interlayer-forming solution comprising a mixture of vinyl resin and amino resin to the support and heating to a temperature between 100 and 150 C.
  • said vinyl resin is vinyl polymer having a functional group such as hydroxy] group, for example, hydroxyethyl or hydroxylpropyl group in the terminal of the long side chain of the molecule.
  • Said vinyl polymer may be obtained by copolymerization of at least one monomer selected from the group consisting of hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl methacrylate, hydroxy acrylate and S-hydroxy-pentylvinyl ether, and at least one vinyl monomer selected from the group consisting of styrene, acrylic ester, methacrylic ester, vinyl chloride, vinyl acetate and vinylidene chloride.
  • This copolymerization is a solution polymerization carried out in an organic solvent such as alcohol or toluene.
  • An aqueous solution of said vinyl polymer which is applied to the support in the form of the aqueous solution, may be obtained by carrying out the copolymerization of each of the above-mentioned two types of monomers and at least one unsaturated carboxylic acid selected from the group consisting of acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid and fumaric acid, and then mutualizing the carboxylic acid with basic substances such as ammonium hydroxide or amines.
  • interlayer may be op' tionally varied by the selection of the above-mentioned monomers.
  • amino resins are preferably melamine resin, urea resin, aniline-aldehyde resin, polyacrylamide, polymethylolacrylamide or their derivatives.
  • the preferred commercial amino resins include Uramine T-350, Uramine T-33, Uramine T-36, Uramine 560 and Uramine 561 (trademark; made by Toyo Koatsu Co.), Sumirez-Resin (trademark; made by Sumitomo Chemical Co.).
  • the aforementioned interlayer-forming solution hardens by making to react vinyl polymer with amino resin at a temperature between and C. It seems that this hardening is caused by linkage of OH group of vinyl polymer and OH, NH or NHCH OH group of amino resin under dehydration.
  • the high-sized support may be prepared by sizing a support (e.g., paper) with usual sizing agents, such as cationized polyvinyl resin, water-soluble cellulose or water-soluble acrylic resin.
  • a support e.g., paper
  • usual sizing agents such as cationized polyvinyl resin, water-soluble cellulose or water-soluble acrylic resin.
  • the interlayer-forming solution may be utilized for sizing.
  • the photoconductive layer comprises, for example, a mixture of zinc oxide and insulating binder such as alkyd resin or acrylic resin.
  • the adhesion between the photoconductive layer and the support through the medium of the interlayer of this invention is very firm, and consequently the electrophotographic material having such an interlayer may give more than 5,000 sheets of printed matter without peeling of the photoconductive layer by means ofa conventional offset printing machine.
  • ethyl alcohol solution of methyl methacrylatcbutyl acrylate-hydroxy ethyl methacrylatc copolymer solid 50%
  • melamine resin trademark, Uramine T-350, solid 50%
  • denatured alcohol 60 parts by weight 40 parts by weight 200 parts by weight methyl methacrylate butyl acrylate hydroxyethyl methucrylate 50 parts by weight 40 parts by weight 10 parts by weight
  • a photoconductive layer-forming solution was prepared from the following ingredients:
  • a desired printed image was formed on said material by commercial printer.
  • the excellent image was obtained electrophotographically even when the formation of the image has been carried out in an atmosphere of relative humidity of 30-85 percent.
  • nonimaged area of said material was changed from hydrophobic (oleophilic) to hydrophilic (oleophobic) and then this material was employed for offset printing. Ten thousand sheets of the printed matter carrying a clear image was obtained without peeling of the photoconductive layer.
  • EXAMPLE 2 A copolymer was obtained from ethyl alcohol solution (solid 50 percent) of 50 parts by weight of methyl methacrylate, 40 parts by weight of butyl acrylate, 5 parts by weight of acrylic acid and 5 parts by weight of hydroxyethyl acrylate. An aqueous solution (solid 25 percent) of said copolymer was obtained by addition of triethylamine and water. A mixture of 60 parts by weight (calculated in solid constituent) of said aqueous solution of the copolymer and 40 parts by weight of Sumirez-Resin were diluted with water to give percent aqueous interlayer-forming solution. This solution was applied on a surface of a reinforced paper of thickness of 0.1 mm.
  • the photoconductive layer-forming solution of example 1 was applied on the surface of said paper having the interlayer and dried off at 1 10 to 150 C. to give a electrophotographic material for offset printing.
  • the electrophotographic material thus obtained, possessed the same properties as that of example 1.
  • EXAMPLE 3 A mixture of, the interlayer-forming solution of example 2 and a small quantity of cationic latex was applied on the surface of a paper and then the interlayer-forming solution prepared as in example 1 was applied on the surface of said paper and dried off. Then, the electroconductive layer was formed on the other side of the paper by the procedure of example 2.
  • the paper thus treated was remarkably waterproof and the adhesion between the paper and the interlayer is very parts by weight [8 parts by weight 2 parts by weight zinc oxide acrylic resin silicone resin scnsilizcr (Rose Bengale, Fluorcsceine) toluene 005 parts by weight I00 parts by weight
  • This solution was applied on the surface of the interlayer of said paper in coating speed of 30 m./min. by means of wire bar and dried off at C. Thus, electrographic material for offset printing was obtained.
  • This material gave more than 10,000 sheets of the printed matter without peeling of the photoconductive layer and the printed image was very clear.
  • An electrophotographic material for offset printing comprising a paper support, a zinc oxide photoconductive layer on said support, an interlayer between said photoconductivc layer and support and an electroconductive layer characterized in that said interlayer comprises a vinyl polymer obtained by copolymerizing at least one monomer selected from the group consisting of hydroxyethylmethacrylate, hydroxyethylacrylate, hydroxypropylmethacrylate, hydroxyacrylate, and 5-hydroxy-pentylvinylether and a vinyl monomer selected from the group consisting of styrene, acrylic ester, methacrylic ester, vinylchloride, vinylacetate and vinylidene chloride, and an amino resin selected from the group consisting of melamine resin, urea resin, aniline-aldehyde resin, polyacrylamide, and polymethylolacrylamide, said interlayer being hardened by reacting the vinyl polymer and the amino resin at a temperature of about 100 to C.
  • a vinyl polymer obtained by copolymerizing

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)
US828375A 1968-06-07 1969-05-27 Vinyl-amino resin interlayer for electrophotographic member used in offset printing Expired - Lifetime US3639122A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3914768 1968-06-07

Publications (1)

Publication Number Publication Date
US3639122A true US3639122A (en) 1972-02-01

Family

ID=12544981

Family Applications (1)

Application Number Title Priority Date Filing Date
US828375A Expired - Lifetime US3639122A (en) 1968-06-07 1969-05-27 Vinyl-amino resin interlayer for electrophotographic member used in offset printing

Country Status (8)

Country Link
US (1) US3639122A (fr)
BE (1) BE734119A (fr)
CH (1) CH494418A (fr)
DE (1) DE1928519C3 (fr)
DK (1) DK130755B (fr)
FR (1) FR2010373A1 (fr)
GB (1) GB1263986A (fr)
NL (1) NL6908631A (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3787207A (en) * 1971-12-16 1974-01-22 Matsushita Electric Ind Co Ltd Electrophotographic photosensitive plate having a polyimide intermediate layer
US4049448A (en) * 1972-06-09 1977-09-20 Fuji Photo Film Co., Ltd. Process for producing an electrophotographic material in which a pinhole-filling dispersion is employed
US4082551A (en) * 1977-03-31 1978-04-04 Eastman Kodak Company Electrophotographic element containing a multilayer interlayer
US4329357A (en) * 1980-02-08 1982-05-11 Ciba-Geigy Corporation 1-Benzothiepin-4-carboxyamides
US5478685A (en) * 1993-04-02 1995-12-26 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US20040241567A1 (en) * 2003-03-20 2004-12-02 Tsutomu Teraoka Liquid developer for image forming apparatus
US20130224134A1 (en) * 2010-11-02 2013-08-29 L'oreal Nitrocellulose-free nail polish compositions

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS598828B2 (ja) * 1976-05-15 1984-02-27 京セラミタ株式会社 オフセツト印刷及び平版印刷に適した電子写真感光材料及びその製法
MX153652A (es) * 1979-03-22 1986-12-16 Minnesota Mining & Mfg Una estructura electrofotografica para placas de impresion
GB2116736B (en) * 1982-03-09 1985-09-11 Mitsubishi Paper Mills Ltd Electrophotographic lithographic printing plate

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3017827A (en) * 1957-08-29 1962-01-23 Oxford Paper Co Aqueous coating composition comprising water soluble polyethylenepolyamine-dihaloalkane urea-formaldehyde reactiion product and planographic paper base formed with same
US3020839A (en) * 1959-09-21 1962-02-13 Warren S D Co Planographic printing plates
US3055295A (en) * 1958-11-24 1962-09-25 Oxford Paper Co Planographic printing plates
US3428453A (en) * 1964-03-19 1969-02-18 Xerox Corp Image forming process utilizing xerography
US3493369A (en) * 1964-04-03 1970-02-03 Appleton Coated Paper Co Low electrical resistance varnish coatings on an insulating base

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3017827A (en) * 1957-08-29 1962-01-23 Oxford Paper Co Aqueous coating composition comprising water soluble polyethylenepolyamine-dihaloalkane urea-formaldehyde reactiion product and planographic paper base formed with same
US3055295A (en) * 1958-11-24 1962-09-25 Oxford Paper Co Planographic printing plates
US3020839A (en) * 1959-09-21 1962-02-13 Warren S D Co Planographic printing plates
US3428453A (en) * 1964-03-19 1969-02-18 Xerox Corp Image forming process utilizing xerography
US3493369A (en) * 1964-04-03 1970-02-03 Appleton Coated Paper Co Low electrical resistance varnish coatings on an insulating base

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3787207A (en) * 1971-12-16 1974-01-22 Matsushita Electric Ind Co Ltd Electrophotographic photosensitive plate having a polyimide intermediate layer
US4049448A (en) * 1972-06-09 1977-09-20 Fuji Photo Film Co., Ltd. Process for producing an electrophotographic material in which a pinhole-filling dispersion is employed
US4082551A (en) * 1977-03-31 1978-04-04 Eastman Kodak Company Electrophotographic element containing a multilayer interlayer
US4329357A (en) * 1980-02-08 1982-05-11 Ciba-Geigy Corporation 1-Benzothiepin-4-carboxyamides
US5478685A (en) * 1993-04-02 1995-12-26 Fuji Electric Co., Ltd. Photoconductor for electrophotography
US20040241567A1 (en) * 2003-03-20 2004-12-02 Tsutomu Teraoka Liquid developer for image forming apparatus
US7141346B2 (en) 2003-03-20 2006-11-28 Ricoh Company, Ltd. Liquid developer for image forming apparatus
US20130224134A1 (en) * 2010-11-02 2013-08-29 L'oreal Nitrocellulose-free nail polish compositions
US9713588B2 (en) * 2010-11-02 2017-07-25 L'oreal Nitrocellulose-free nail polish compositions

Also Published As

Publication number Publication date
FR2010373A1 (fr) 1970-02-13
DE1928519A1 (de) 1970-01-02
GB1263986A (en) 1972-02-16
CH494418A (fr) 1970-07-31
DE1928519C3 (de) 1974-12-05
DK130755B (da) 1975-04-07
BE734119A (fr) 1969-11-17
DK130755C (fr) 1975-09-08
DE1928519B2 (de) 1974-04-18
NL6908631A (fr) 1969-12-09

Similar Documents

Publication Publication Date Title
US3653894A (en) Electroconductive paper, electrographic recording paper, and method of making same
US3639122A (en) Vinyl-amino resin interlayer for electrophotographic member used in offset printing
GB2151945A (en) Recording sheets
US4168338A (en) Transfer sheet with toner-receiving layer of thermoplastic and thermosetting polymers
US3702799A (en) Polymers of quaternary ammonium compounds used as wet strength agents in paper
US4011176A (en) Electroconductive coating composition containing cationic latexes
US4081583A (en) Electrostatic recording material
US3682632A (en) Copying material for use in electrophotography
US4400440A (en) Electrostatic paper base and method of making the same
US4427754A (en) Electrophotographic lithographic printing plate
CA1097494A (fr) Polymeres conducteurs d'electricite insensibles a l'eau
US4168165A (en) Electrophotographic photosensitive material suitable for offset printing and lithography and process for production thereof
US4062681A (en) Electrophotographic element having a hydrophobic, cured, highly cross-linked polymeric overcoat layer
US4268595A (en) Electrostatic recording material and method for the production thereof
US4222901A (en) Electroconductive polymers having improved solvent holdout properties
US4245025A (en) Transfer sheet and process for preparation thereof
CA1144694A (fr) Polymeres ayant une resistance amelioree aux solvants dans du papier conducteur d'electricite
US3775108A (en) Copying material for use in electrophotography
US3425830A (en) Electrophotographic recording element
US4316943A (en) Water-insensitive electroconductive article comprising a substrate coated with polymers of diallyldimethyl-ammonium chloride and N-methylolacrylamide and method of coating
US4007148A (en) Electroconductive coatings having excellent coating holdout properties
US4239676A (en) Coating compositions comprising polymer blends
US3563736A (en) Photoconductive coatings
US3761259A (en) Electrophotographic element containing an intermediate layer
US4010117A (en) Electroconductive material