US3234021A - Photocopying and transfer process involving photopolymerization - Google Patents

Photocopying and transfer process involving photopolymerization Download PDF

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Publication number
US3234021A
US3234021A US230760A US23076062A US3234021A US 3234021 A US3234021 A US 3234021A US 230760 A US230760 A US 230760A US 23076062 A US23076062 A US 23076062A US 3234021 A US3234021 A US 3234021A
Authority
US
United States
Prior art keywords
emulsion
transfer
photopolymerization
silver
silver iodide
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
US230760A
Other languages
English (en)
Inventor
Schwerin Johanna
Levinos Steven
Fritz W H Mueller
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.)
GAF Chemicals Corp
Eastman Kodak Co
Original Assignee
General Aniline and Film 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
Priority to BE577894D priority Critical patent/BE577894A/xx
Priority to BE582912D priority patent/BE582912A/fr
Priority to GB13009/59A priority patent/GB866631A/en
Priority to DEG26940A priority patent/DE1235741B/de
Priority to DEG27674A priority patent/DE1085423B/de
Priority to GB29087/59A priority patent/GB906141A/en
Application filed by General Aniline and Film Corp filed Critical General Aniline and Film Corp
Priority to US230760A priority patent/US3234021A/en
Application granted granted Critical
Publication of US3234021A publication Critical patent/US3234021A/en
Assigned to EASTMAN KODAK COMPANY, A CORP. OF NJ. reassignment EASTMAN KODAK COMPANY, A CORP. OF NJ. ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: GAF CORPORATION
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/26—Processing photosensitive materials; Apparatus therefor
    • G03F7/34—Imagewise removal by selective transfer, e.g. peeling away
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/0285—Silver salts, e.g. a latent silver salt image

Definitions

  • the present invention relates to a photographic copying. and transfer process for the reproduction. of printed matter and, more particularly, to such a process in which a ph-otopolymerization system is utilized.
  • the prior methods are based on the employment of light-sensitive, substantially unhardened silver halide emulsions which after'exposure undergo differential hardening by subjecting them to a' gelatin tanning silver halide developer such as pyrocatechol, 3,4-dihydroxy-diphenyl- 2,5-dihydroxy-diphenyl or the like.
  • a' gelatin tanning silver halide developer such as pyrocatechol, 3,4-dihydroxy-diphenyl- 2,5-dihydroxy-diphenyl or the like.
  • the developing agent and a dye-forming component are incorporated in the emulsion so that upon development, diiferential hardening and dye formation take place in the processed emulsion.
  • these methods lie in the fact that they depend upon the conjoint use of silver halide emulsions and processing solutions, the latter being subjected to temperature control and progressive exhaustion.
  • a coating is made, for example, on paper, consisting of a vinyl monomer such :as acrylamide and a cross-linking agent such as N,N-methylene-bisacrylamide to which is added a certain amount of a colloidal carrier such as gelatin and a light-sensitive photopolymerization catalyst such as a water soluble silver salt, i.e.,, silver nitrate.
  • a vinyl monomer such as :as acrylamide and a cross-linking agent such as N,N-methylene-bisacrylamide
  • a colloidal carrier such as gelatin
  • a light-sensitive photopolymerization catalyst such as a water soluble silver salt, i.e., silver nitrate.
  • the paper bearing the coating is brought into intimate contact with the document to be reproduced and ex-
  • the surface of the coating is moistened slightly, for instance by exposing the coating for a few seconds to a fine stream of water vapor, and it is then placed firmly against a transfer paper which may be any ordinary white paper with a slightly roughened surface. After a few seconds the papers are separated and it will be found that strata of the unpolymen'zed parts of the coating or emulsion are transferred to the second paper.
  • unpolymerized transferred material may be exposed fur-- tlier to cause it to photopolymerize to a hardened mass. After renewed moistening of the coating, the transfer process may be repeated several times.
  • either the coating or the transferred resist' may be dyed with a water soluble dark ink by bathing or roller-inking.
  • the transfer paper should have a water repellent surface coating such as of wax to prevent penetration of the ink into the paper fibers.
  • the transfer sheet when silver iodide is employed should contain a sensitizer for silver iodide such as monomethyl-paminophenol sulfate, 0-, mor p-dihydroxybenzene, 4-amino-6-sulfo-a-naphthol or the like.
  • a sensitizer for silver iodide such as monomethyl-paminophenol sulfate, 0-, mor p-dihydroxybenzene, 4-amino-6-sulfo-a-naphthol or the like.
  • acrylamide mentioned as the vinyl monomer
  • vinyl monomer any other polymerizable vinyl compound whether water or solvent soluble, i.e., in acetone, butyl acetate, alcohol or the like.
  • Illustrative of such monomers are acrylonitrile, N-hydroxyethyl acryl-amide, methacrylic acid, acrylic acid, calcium acrylate, methacrylamide, vinyl acetate, methylmethacrylate, methylacrylate, ethylacrylate, vinyl benzoate, vinyl pyrrolidone,
  • Cross-linking agents such as the N,N-methylene'-bisacrylamidepreviously mentioned serve to increase the molecular'weight and hence the physical hardness of the polymer obtained by photopolymerization.
  • the use of the cross-linking agents is, therefore, recommended and for this purpose we utilize an unsaturated compound containing at least two terminal vinyl groups each linked to a carbon atom in a straight chain or in a ring, of which N,l l'-methylene-bis-acrylamide is an example.
  • Other agents which may be employed are those described, for example, by Kropa and Bradley in Vol. 31, No. 12, of Industrial and Engineering Chemistry, 1939.
  • cross-linking agents may be mentioned triallyl cyanurate, divinyl benzene, divinyl ketones and diglycol-diacrylate. Uusually the cross-linking agent is employed in for our purposes.
  • the coating of the negative emulsion containing the monomer and photopolymerization catalyst includes a colloidal carrier in which the monomer and catalyst are dispersed.
  • These carriers usual in photography, will be gelatin, polyvinyl alcohol, carboxymethyl cellulose, casein or the like.
  • Example: II The following coating formula is used for the negative emulsion.
  • the exposure technique isthe same as in'Example'L.
  • the paper used as the transfer medium is impregnated with the; following solution:
  • transfer process may be repeated 35 times after renewed moistening of the negative emulsion.
  • the original is formed ,on the exposed material.
  • a method of photographic reproduction which comprises exposing reflexwise a translucent base carrying a light-sensitive emulsion containing a polymerizable ethylenically unsaturated monomer and a water-soluble radiation-sensitive silver compound as the photopolymerization catalyst and silver iodide in a hydrophilic colloidal carrier to a subject to effect photopolymerization and hardening of the emulsion only in the non-image areas of the subject, moistening the emulsion with water, rolling the emulsion against a transfer sheet containing a sensitizer for silver iodide to effect physical transfer of the unpolymerized parts of the emulsion to the transfer sheet, separating the transfer sheet from the emulsion and exposing the transfer sheet to light to produce a resist containing a silver iodide print-out image.
  • the photopolymerization catalyst is a water-soluble, radiation-sensitive, light-sensitive silver compound promoted by an amphoteric metal oxide.

Landscapes

  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)
  • Color Printing (AREA)
  • Polymerisation Methods In General (AREA)
  • Graft Or Block Polymers (AREA)
  • Catalysts (AREA)
US230760A 1958-04-28 1962-10-15 Photocopying and transfer process involving photopolymerization Expired - Lifetime US3234021A (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
BE577894D BE577894A (en)) 1958-04-28
BE582912D BE582912A (en)) 1958-04-28
GB13009/59A GB866631A (en) 1958-04-28 1959-04-16 Photopolymerization of compounds containing vinyl groups
DEG26940A DE1235741B (de) 1958-04-28 1959-04-27 Photopolymerisierbares Aufzeichnungsmaterial
DEG27674A DE1085423B (de) 1958-04-28 1959-08-07 Verfahren zur Herstellung photographischer UEbertragungsbilder
GB29087/59A GB906141A (en) 1958-04-28 1959-08-25 Photocopying and transfer process involving photopolymerization
US230760A US3234021A (en) 1958-04-28 1962-10-15 Photocopying and transfer process involving photopolymerization

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US73153858A 1958-04-28 1958-04-28
US78371558A 1958-12-30 1958-12-30
US230760A US3234021A (en) 1958-04-28 1962-10-15 Photocopying and transfer process involving photopolymerization

Publications (1)

Publication Number Publication Date
US3234021A true US3234021A (en) 1966-02-08

Family

ID=27398118

Family Applications (1)

Application Number Title Priority Date Filing Date
US230760A Expired - Lifetime US3234021A (en) 1958-04-28 1962-10-15 Photocopying and transfer process involving photopolymerization

Country Status (4)

Country Link
US (1) US3234021A (en))
BE (1) BE577894A (en))
DE (2) DE1235741B (en))
GB (2) GB866631A (en))

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3650740A (en) * 1967-06-01 1972-03-21 Agfa Gevaert Nv Transfer of sheet-like material
US4983489A (en) * 1988-03-25 1991-01-08 Fuji Photo Film Co., Ltd. Image-forming method using silver halide and polymerizable compound with development inhibitor releaser

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL280914A (en)) * 1961-07-13
US3147116A (en) * 1961-11-28 1964-09-01 Gen Aniline & Film Corp Printing plates comprising hydrophobic resisto formed by crosslinking photopolymerized hydrophilic monomers with an isocyanate
DE1572137B1 (de) * 1965-06-03 1970-09-24 Du Pont Fotopolymerisierbares Aufzeichnungsmaterial
JPS57211146A (en) * 1981-06-23 1982-12-24 Fuji Photo Film Co Ltd Photopolymerizable composition
EP0203613B1 (en) * 1985-05-30 1989-10-25 Fuji Photo Film Co., Ltd. Light-sensitive material containing microcapsules and image-recording method using the same
JPS62151844A (ja) * 1985-12-26 1987-07-06 Fuji Photo Film Co Ltd 感光材料および画像形成方法
EP0228085B1 (en) * 1985-12-26 1993-06-09 Fuji Photo Film Co., Ltd. Light-sensitive material containing silver halide, reducing agent and polymerizable compound, and image-forming method employing the same
JPH0619550B2 (ja) * 1986-01-10 1994-03-16 富士写真フイルム株式会社 画像形成方法および感光材料
JPH0619570B2 (ja) * 1986-02-07 1994-03-16 富士写真フイルム株式会社 感光材料
JPS62210455A (ja) * 1986-03-11 1987-09-16 Fuji Photo Film Co Ltd 感光材料
JPS62210448A (ja) * 1986-03-11 1987-09-16 Fuji Photo Film Co Ltd 感光材料
JPS62209529A (ja) * 1986-03-11 1987-09-14 Fuji Photo Film Co Ltd 感光材料
JPS62209530A (ja) * 1986-03-11 1987-09-14 Fuji Photo Film Co Ltd 画像形成方法
JPH0623850B2 (ja) * 1986-05-06 1994-03-30 富士写真フイルム株式会社 乾式画像形成方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2716059A (en) * 1952-01-21 1955-08-23 Eastman Kodak Co Photographic transfer process
US3038800A (en) * 1957-12-19 1962-06-12 Eastman Kodak Co Photopolymerization of olefinicallyunsaturated monomers by silver halides
US3075907A (en) * 1958-02-17 1963-01-29 Gen Aniline & Film Corp Photopolymerization of monomers containing vinyl groups by means of silver compoundsas catalysts
US3091528A (en) * 1958-08-19 1963-05-28 Chem Fab L Van Der Grinten N V Process and light-sensitive sheets for the production of pigment images by transfer

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2738319A (en) * 1952-12-05 1956-03-13 Monsanto Chemicals Metal mercaptides as photosensitizers in photopolymerization

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2716059A (en) * 1952-01-21 1955-08-23 Eastman Kodak Co Photographic transfer process
US3038800A (en) * 1957-12-19 1962-06-12 Eastman Kodak Co Photopolymerization of olefinicallyunsaturated monomers by silver halides
US3075907A (en) * 1958-02-17 1963-01-29 Gen Aniline & Film Corp Photopolymerization of monomers containing vinyl groups by means of silver compoundsas catalysts
US3091528A (en) * 1958-08-19 1963-05-28 Chem Fab L Van Der Grinten N V Process and light-sensitive sheets for the production of pigment images by transfer

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3650740A (en) * 1967-06-01 1972-03-21 Agfa Gevaert Nv Transfer of sheet-like material
US4983489A (en) * 1988-03-25 1991-01-08 Fuji Photo Film Co., Ltd. Image-forming method using silver halide and polymerizable compound with development inhibitor releaser

Also Published As

Publication number Publication date
DE1235741B (de) 1967-03-02
BE577894A (en))
GB866631A (en) 1961-04-26
DE1085423B (de) 1960-07-14
GB906141A (en) 1962-09-19

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Date Code Title Description
AS Assignment

Owner name: EASTMAN KODAK COMPANY, 343 STATE ST. ROCHESTER, N.

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:GAF CORPORATION;REEL/FRAME:004049/0808

Effective date: 19820910