US3770439A - Polymeric mordant in color diffusion transfer image receiving layer - Google Patents

Polymeric mordant in color diffusion transfer image receiving layer Download PDF

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Publication number
US3770439A
US3770439A US00215082A US3770439DA US3770439A US 3770439 A US3770439 A US 3770439A US 00215082 A US00215082 A US 00215082A US 3770439D A US3770439D A US 3770439DA US 3770439 A US3770439 A US 3770439A
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formula
diffusion transfer
polymeric
mixture
layer
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Expired - Lifetime
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US00215082A
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English (en)
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L Taylor
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Polaroid Corp
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Polaroid Corp
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C8/00Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
    • G03C8/42Structural details
    • G03C8/52Bases or auxiliary layers; Substances therefor
    • G03C8/56Mordant layers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/142Dye mordant

Definitions

  • each R can be the same or different s-ubstituent chosen from the group consisting of hydrogen, alkyl, alkoxy and alkanol and Xis an anion radical.
  • the invention disclosed herein relates to photographic products especially useful in providing image patterns by way of diffusion transfer photographic processes.
  • Diffusion transfer photographic processes and photographic products adapted for such processes are well known to the art. Essentially, such products and processes involve a photosensitive s'ystem'wliich is exposed to an image-pattern of activating radiation,- After exposure, the resultant image pattern can be developed to provide a diffusion transfer image pattern which can be transferred to an image pattern receiving layer. Details relating to some of the better known diffusion transfer photographic productsand processes can be found in U. S. Pat. Nos.
  • Photosensitive systems employed in the products and processes of the type described in the above-mentioned patents and applications comprise at least oneselectively sensitized silver halide layer 'i'n'te'gratedwith a dye image-providing material. Moreoften, however, such diffusion transfer photographic products and processes include a photosensitive system which can provide multicolor diffusion transfer image patterns and photosensitive systems of this type essentially include a blue, a green and a red sensitive silverhalide layer each integrated respectively with a yellow,-a magenta and acyan dye image-providing material.
  • Suitable d'y'e image-providing employed in diffusion transfer photosensitive systems are those which" areeither (I) initially soluble or diffusible in the processing composition but are selectively rendered non-diffusible as a function of development; or (2) initially soluble or non-diffusible in the processing composition but are selectively rendered diffusible as a function of development.
  • suitable dye image-providing materials ma'y be complete dyes or dye intermediates, e.g., color couplers and especially preferred materials are those known to the art as dye developers, e.g., a dye which is also a silver halide developing agent.
  • a known diffusion transfer particularly suitable for providing monochrome or multicolor image patterns of or comprising green, cyan and blue colors is one employing phthalocyanine dye developers of the type described in U. S. Pat. No. 3,482,972 issued to Elbert M. Idelson on Dec. 9, 1969.
  • Dye developers of the type disclosed there are those conforming to the following formula:
  • the present invention provides novel image receiving layers and diffusion transfer photographic products employing such layers.
  • the image receiving layers of the present invention are water permeable, substantially water insoluble, dimensionally stable layers comprising a polymeric material including a polymer of the formula:
  • each R can be the same or different substituent chosen from the group consisting of hydrogen, hydroxyl, alkyl, alkoxy or alkanol and preferably lower alkyl, alkoxy or alkanol, e.g., wherein the hydrocarbon Polymeric materials conforming to the above formula have been found to be especially effective as mordants for dye image providing materials and especially effective as mordants for the phthalocyanine dye developers mentioned before. Accordingly, photographic products containing the novel image receiving layers are particularly suitable for providing high quality, colored, diffusion transfer image patterns consisting of or comprising cyan, green or blue colors provided by phthalocyanine dye developers.
  • the image receiving layers of the present'invention essentially comprise a polymer of Formula A. More precisely, however, the image receiving. layers of the present invention comprise a polymer of Formula A copolymerized with other polymeric materials or preferably a physical blend of other polymeric materials and a polymer of Formula A.
  • Other polymeric materials which can be included in the copolymers or in the mixtures or blends comprising the image receiving layers of the present invention are those compatable polymeric materials which can provide substantially transparent water permeable and/or swellable but substantially water insoluble, dimentionally stable layers.
  • Especially suitable receiving layers include a mixture or blend of polyacrylamide, and/or polyhydroxyalkylcellulose together with poly-4- vinylpyridine and a polymeric material of Formula A where the concentration of the polymeric material of Formula A ranges from about 8 percent by weight of the total weight of polymeric materials in the blend to about percent by weight or somewhat higher.
  • Polymeric materials of Formula A as well as those that can be mixed or blended therewith to provide image receiving layers of the present invention are commercially available.
  • the particular additional polymeric materials selected to be employed in the mixture and the respective amounts of each will be determinedprimarily by the balance of properties and characteristics desired of the layer, e.g., the strength, the swellability or moisture permeability of the layer.
  • the molecular weight of the polymeric materials employed in the mixtures or blends' is not an especially critical feature and is subject to normal considerations such as the case of dispersion of the material in a selected dispersion medium or the compatibility of the polymeric material with other ingredients of the mixture and/or with the dispersion medium.
  • a blue-sensitive gelatino silver iodobromide emulsion layer including the auxiliary developer 4- methylphenyl hydroquinone coated at a coverage of about 80 mgs./ft. of silver, about 25 mgs./ft.? of gelatin and about 15 mgs./ft. of auxiliary developer; and
  • a polymeric acid neutralizing layer containing a 7:3 mixture, by weight, of polyethylene/maleic anhydride copolymer and 88-90 percent hydrolyzed polyvinyl acetate at a coverage of about 1,000 mgs./ft.
  • a receiving layer was provided at a coverage of about 300 mgm./ft. comprising a mixture of polyacrylamide, poly-4-vinyl pyridine and an approximately equivalent mixture of polymers of Formula A of thefollowing specific structures:
  • the two components will then be laminated together to provide an integral film unit.
  • a rupturable container comprising an outer layer of lead foil and an inner liner or layer of polyvinyl chloride retaining an aqueous alkaline processing solution was fixedly mounted on the leading edge of each of the laminates, by pressure-sensitive tapes, interconnecting the respective container and laminates so that, upon application of compressive pressure to the container to rupture the containers marginal seal, its contents may 'be distributed between' the image receiving layer and I the gelatin layer, (layer 9), of the negative component.
  • the processing composition employed in the ruptur- O O I able container comprised the following properties of h m -CH1CHI a cyan dye developer;-
  • N-phenethyl-a-picolinium bromide 2.7 gms.
  • Benzotriazole 1.15 grns.
  • Titanium dioxide 50.0 gms.
  • the exposed element can then be developed by applying compressive pressure to the rupturable container in order to distribute the aqueous alkaline process composition, thereby forming a multicolor transfer image which is viewable through the transparent polyethylene terephthalate film base as a positive reflection print.
  • this development may be effected in the presence of actinic light because the negative component is suitably protected from fogging.
  • EXAMPLE Diffusion transfer film units were prepared in the manner described above.
  • the image receiving layers of each of these film units comprised varying mixtures of polyacrylamide, po1y-4-viny1pyridine and the aforeof Formula A, e.g., poly quarternarys 0f the following specific structure:
  • diffusion transfer film units may be arranged differently and/or may contain additional reagents providing specific, desired functions.
  • additional reagents providing specific, desired functions.
  • the alternative arrangements of these elements and/or selection the selection of additional reagents will be readily apparent to those skilled in the art and per se comprise no part of this invention.
  • a receiving element for use in photographic diffusion transfer processes comprising a composite structure which comprises a support and an alkali permeable and dyeable polymeric layer comprising a polymer conforming to formula A below:
  • each R can be the same or different substituent chosen from the group consisting of hydrogen, hydroxyl, alkyl radicals having from one to six carbon atoms, alkoxy radicals having oneto six carbon atoms or alkanol radicals having one to six carbonatorns; and X is an anion radical.
  • a receiving element of claim 1 wherein said polymeric layer comprises a mixture of a polymer of Formula A and a polymeric material chosenfrom the group consisting of the polymers of polyvinylalcohol, polyacrylamide, polyvinyl pyridine, polyhydroxyalkylcellulose and mixtures of these.
  • a receiving element of claim 3 wherein said polymeric layer comprises a mixture of a polymer of Formula A and a polymeric material chose from the group consisting of the polymers of polyacrylamide, poly-4- vinylpyridine, polyhydroxy alkylcellulose and mixtures of these.
  • a receiving element of claim 3 wherein said poly meric materials includes polyacrylamide and poly-4- vinyl pyridine.
  • a diffusion transfer photographic product having as essential elements thereof a photosensitive system comprising at least one selectively sensitized silver halide layer integrated with a dye image providing material, a processing composition which can provide a diffusion transfer image pattern after exposure of said photosensitive system and an image receiving element arranged to receive said diffusion transfer image pattern, said image receiving element comprising a composite structure which comprises a support and an al;- kali permeable and dyeable polymeric layer comprising a polymer conforming to Formula A below:
  • each R can be the same or different substituent chosen from the group consisting'of hydrogen, hydroxyl, alkyl radicals having from one to six carbon atoms, alkoxy radicals having from one to six carbon atoms or alkanol radicals having from'one to six carbon atoms; and X is an anion radical.
  • said photosensitive system comprises a blue, green and red sensitive silver halide layer each integrated with a yellow, a magenta and cyan dye image providing material.
  • said mixture of polymeric materials comprising said dyeable layer ranges from about 8 percent by weight of said polymeric materials to about 50 percent by weight.
  • a diffusion transfer product of claim 7 wherein said polymeric layer comprises a mixture of polymer of Formula A and a polymeric material chosen from the group consisting of the polymers of polyvinylalcohol, polyacrylamide, polyvinyl pyridine, polyhydroxyalkylcellulose and mixtures of these.
  • said polymeric material of Formula A in said dyeable layer is a polyvinyl trimethyl ammonium chloride and said mixture of polymeric materials includes polyacrylamide and poly-4-vinyl pyridine.

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  • Engineering & Computer Science (AREA)
  • Architecture (AREA)
  • Structural Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)
US00215082A 1972-01-03 1972-01-03 Polymeric mordant in color diffusion transfer image receiving layer Expired - Lifetime US3770439A (en)

Applications Claiming Priority (1)

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US21508272A 1972-01-03 1972-01-03

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US (1) US3770439A (fr)
JP (1) JPS4875237A (fr)
AU (1) AU458291B2 (fr)
CA (1) CA982865A (fr)
DE (1) DE2264073A1 (fr)
FR (1) FR2167593A1 (fr)
GB (1) GB1417128A (fr)
IT (1) IT974426B (fr)
NL (1) NL7300066A (fr)

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2551786A1 (de) * 1974-11-19 1976-05-26 Eastman Kodak Co Photographisches material
US4071366A (en) * 1974-09-19 1978-01-31 Polaroid Corporation Polymeric quaternary dye image receiving layers with overcoat
US4124386A (en) * 1973-10-24 1978-11-07 Fuji Photo Film Co., Ltd. Color diffusion transfer receiving layer comprising polymeric quaternary n-heterocyclic mordant
US4131469A (en) * 1976-09-01 1978-12-26 Fuji Photo Film Co., Ltd. Photographic element with polymeric ammonium mordant
DE2846044A1 (de) * 1977-10-24 1979-04-26 Konishiroku Photo Ind Fotografisches element
DE3116044A1 (de) * 1980-04-22 1982-02-18 Polaroid Corp., 02139 Cambridge, Mass. Copolymere und deren verwendung als beizmittel in bildempfangsschichten von photographischen aufzeichnungsmaterialien fuer das diffusionsuebertragungsverfahren
US4340522A (en) * 1980-04-22 1982-07-20 Polaroid Corporation Process for preparing cationic polymers
US4374194A (en) * 1980-12-08 1983-02-15 Eastman Kodak Company Dye imbibition photohardenable imaging material and process for forming positive dye images
US4424326A (en) 1980-04-22 1984-01-03 Polaroid Corporation Copolymeric mordants
US4459130A (en) * 1981-03-14 1984-07-10 Agfa-Gevaert Aktiengesellschaft Solid preparation of water-soluble acid dye and polymer particles with quaternary ammonium or phosphonium groups
US4563411A (en) * 1984-08-17 1986-01-07 Polaroid Corporation Copolymeric mordants and photographic products and processes containing same
US4653775A (en) * 1985-10-21 1987-03-31 Polaroid Corporation, Patent Dept. Preprinted image-receiving elements for laminated documents
US4794067A (en) * 1987-11-23 1988-12-27 Polaroid Corporation, Patent Dept. Copolymeric mordants and photographic products and processes containing same
US5554483A (en) * 1995-04-20 1996-09-10 Polaroid Corporation Photographic image including an ink-acceptable surface
US20030170425A1 (en) * 2002-02-19 2003-09-11 Mann Graeme R. Security laminate
US20030219552A1 (en) * 2002-02-19 2003-11-27 Graham Paul D. Polyvinylpyridine image receptive material
US20060029753A1 (en) * 2004-08-06 2006-02-09 3M Innovative Properties Company Tamper-indicating printable sheet for securing documents of value and methods of making the same
US20060046002A1 (en) * 2004-08-06 2006-03-02 Kuo Richard J Tamper-indicating printable sheet for securing documents of value and methods of making the same
US7368296B2 (en) 2002-01-17 2008-05-06 Applied Biosystems Solid phases optimized for chemiluminescent detection

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3898088A (en) * 1973-09-26 1975-08-05 Eastman Kodak Co Photographic elements containing polymeric mordants
JPS5933899B2 (ja) * 1978-08-31 1984-08-18 富士写真フイルム株式会社 写真感光材料
JPS55101944A (en) * 1980-01-21 1980-08-04 Fuji Photo Film Co Ltd Color diffusion transfer method
JP4711547B2 (ja) * 2001-06-13 2011-06-29 新日本無線株式会社 チョークフランジ
JP4937145B2 (ja) * 2008-01-21 2012-05-23 京セラ株式会社 導波管接続構造、導波管接続板および導波管変換器

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3239337A (en) * 1960-11-25 1966-03-08 Polaroid Corp Photographic products and processes
US3249432A (en) * 1960-08-22 1966-05-03 Polaroid Corp Novel photographic processes
US3415644A (en) * 1967-03-10 1968-12-10 Polaroid Corp Novel photographic products and processes

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3249432A (en) * 1960-08-22 1966-05-03 Polaroid Corp Novel photographic processes
US3239337A (en) * 1960-11-25 1966-03-08 Polaroid Corp Photographic products and processes
US3415644A (en) * 1967-03-10 1968-12-10 Polaroid Corp Novel photographic products and processes

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4124386A (en) * 1973-10-24 1978-11-07 Fuji Photo Film Co., Ltd. Color diffusion transfer receiving layer comprising polymeric quaternary n-heterocyclic mordant
US4071366A (en) * 1974-09-19 1978-01-31 Polaroid Corporation Polymeric quaternary dye image receiving layers with overcoat
DE2551786A1 (de) * 1974-11-19 1976-05-26 Eastman Kodak Co Photographisches material
US4131469A (en) * 1976-09-01 1978-12-26 Fuji Photo Film Co., Ltd. Photographic element with polymeric ammonium mordant
DE2846044A1 (de) * 1977-10-24 1979-04-26 Konishiroku Photo Ind Fotografisches element
DE3116044A1 (de) * 1980-04-22 1982-02-18 Polaroid Corp., 02139 Cambridge, Mass. Copolymere und deren verwendung als beizmittel in bildempfangsschichten von photographischen aufzeichnungsmaterialien fuer das diffusionsuebertragungsverfahren
US4322489A (en) * 1980-04-22 1982-03-30 Polaroid Corporation Copolymeric mordants and photographic products and processes utilizing same
US4340522A (en) * 1980-04-22 1982-07-20 Polaroid Corporation Process for preparing cationic polymers
US4424326A (en) 1980-04-22 1984-01-03 Polaroid Corporation Copolymeric mordants
US4374194A (en) * 1980-12-08 1983-02-15 Eastman Kodak Company Dye imbibition photohardenable imaging material and process for forming positive dye images
US4459130A (en) * 1981-03-14 1984-07-10 Agfa-Gevaert Aktiengesellschaft Solid preparation of water-soluble acid dye and polymer particles with quaternary ammonium or phosphonium groups
US4563411A (en) * 1984-08-17 1986-01-07 Polaroid Corporation Copolymeric mordants and photographic products and processes containing same
US4653775A (en) * 1985-10-21 1987-03-31 Polaroid Corporation, Patent Dept. Preprinted image-receiving elements for laminated documents
US4794067A (en) * 1987-11-23 1988-12-27 Polaroid Corporation, Patent Dept. Copolymeric mordants and photographic products and processes containing same
US5554483A (en) * 1995-04-20 1996-09-10 Polaroid Corporation Photographic image including an ink-acceptable surface
US7368296B2 (en) 2002-01-17 2008-05-06 Applied Biosystems Solid phases optimized for chemiluminescent detection
US20080227124A1 (en) * 2002-01-17 2008-09-18 Brooks Edwards Solid phases optimized for chemiluminescent detection
EP2101174A1 (fr) 2002-01-17 2009-09-16 Applied Biosystems, LLC Phase solides optimisées pour détection de chimiluminescence
US20030170425A1 (en) * 2002-02-19 2003-09-11 Mann Graeme R. Security laminate
US20030219552A1 (en) * 2002-02-19 2003-11-27 Graham Paul D. Polyvinylpyridine image receptive material
US7255909B2 (en) 2002-02-19 2007-08-14 3M Innovative Properties Company Security laminate
US20060029753A1 (en) * 2004-08-06 2006-02-09 3M Innovative Properties Company Tamper-indicating printable sheet for securing documents of value and methods of making the same
US20060046002A1 (en) * 2004-08-06 2006-03-02 Kuo Richard J Tamper-indicating printable sheet for securing documents of value and methods of making the same
US7648744B2 (en) 2004-08-06 2010-01-19 3M Innovative Properties Company Tamper-indicating printable sheet for securing documents of value and methods of making the same
US7658980B2 (en) 2004-08-06 2010-02-09 3M Innovative Properties Company Tamper-indicating printable sheet for securing documents of value and methods of making the same

Also Published As

Publication number Publication date
NL7300066A (fr) 1973-07-05
JPS4875237A (fr) 1973-10-11
GB1417128A (en) 1975-12-10
FR2167593A1 (fr) 1973-08-24
AU458291B2 (en) 1975-01-31
DE2264073A1 (de) 1973-07-12
AU5062172A (en) 1974-07-04
CA982865A (en) 1976-02-03
IT974426B (it) 1974-06-20

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