US3148061A - Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine - Google Patents

Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine Download PDF

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Publication number
US3148061A
US3148061A US50848A US5084860A US3148061A US 3148061 A US3148061 A US 3148061A US 50848 A US50848 A US 50848A US 5084860 A US5084860 A US 5084860A US 3148061 A US3148061 A US 3148061A
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US
United States
Prior art keywords
image
vinylpyridine
dye
receiving
dye developer
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
US50848A
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English (en)
Inventor
Howard C Haas
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.)
Polaroid Corp
Original Assignee
Polaroid 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 BE607372D priority Critical patent/BE607372A/xx
Application filed by Polaroid Corp filed Critical Polaroid Corp
Priority to US50848A priority patent/US3148061A/en
Priority to FR871234A priority patent/FR1298152A/fr
Priority to GB30109/61A priority patent/GB938866A/en
Priority to DEJ20439A priority patent/DE1138319B/de
Application granted granted Critical
Publication of US3148061A publication Critical patent/US3148061A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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

  • Another object of this invention is to provide novel color diffusion transfer processes utilizing said imagereceiving elements.
  • the invention accordingly comprises the several steps and the relation and order of one or more of such steps with respect to each of the others, and the products possessing the features, properties and the relation of elements which are exemplified in the following detailed disclosure, and the scope of the application of which will be indicated in the claims.
  • the present invention is particularly related to color diffusion transfer processes.
  • a sheet of photosensitive material is exposed to create therein a latent image. image is developed and,
  • imagetransfer terials is transferred by processing liquid to a superposed image-receiving layer to form a colored positive image thereon.
  • dye developers i.e., dyes containing a
  • the image-receiving elements used in such processes generally comprise an opaque or transparent support coated with an image-receiving layer of a dyeable material which is permeable to the alkaline aqueous processing
  • the image-receiving elements of this invention are particularly useful in color diffusion transfer processes which employ dye developers.
  • the improvements have been developing function. They may be further defined dyes which are silver halide developers.
  • a silver halide developing function is meant a radical capable of developing an exposed silver halide image.
  • a benzenoid developing radical in such compounds is a hydroquinonyl radical.
  • oxidized dye developer dissolved in'the liquid processing as a function of the point-to-point degree At least part of this imagewise distribution of unoxidized is transferred, by imbibition, to a superposed imagereceiving layer or element, said transfer substantially exeluding oxidized dye developer.
  • the image-receiving ele ment receives a depthwise diffusion, from the developed emulsion, of unoxidized dye developer without appreciably disturbing the imagewise distribution thereof to provide a reversed or positive color image of the developed image.
  • novel image-receiving elements within the scope of this invention may be prepared by coating a sheet of a suitable film support such as cellulose acetate, cellulose acetate-coated baryta paper, etc., which may be suitably subcoated for proper adhesion, with a solution, preferably a 3 to solution, comprising the polyvinylpyridine polymer.
  • a solution preferably a 3 to solution, comprising the polyvinylpyridine polymer.
  • Such polymers are generally not soluble in water; however, by using a small amount of acid the image-receiving layers may be cast from aqueous solutions.
  • volatile acids such, for example, as formic, acetic, etc., are used in applying the coatings.
  • the coating and drying operations involved may be carried out by methods commonly employed in the art.
  • the polyvinylpyridine polymer may comprise the sole dyeable film-forming material in the image-receiving layer or it may be added to other image receiving materials, e.g., gelatin, polyvinyl alcohol, etc.
  • image receiving materials e.g., gelatin, polyvinyl alcohol, etc.
  • Especially useful results have been obtained when the polyvinylpyridine polymers are used in combination with polyvinyl alcohol.
  • the ratio of the polyvinylpyridine polymer to the other image-receiving materials may be varied to suit particular needs.
  • the polyvinylpyridine polymers comprise 10 to 100% of the dyeable film-forming materials, with the broadest range being suitable, where polyvinyl alcohol is used.
  • polyvinylpyridine polymers refers to polymers which comprise a major portion of vinylpyridine segments and more preferably to homopolymers of a vinylpyridine. As mentioned above, vinylpyridine polymers have been found particularly useful. Such 4-vinylpyridine polymers provide transfer images which are substantially denser than those produced on poly-Z-vinylpyridine image-receiving layers.
  • polyvinylpyridine polymers for use in the imagereceiving layers of this invention may be prepared by polymerization techniques well known to the art.
  • the following example illustrates the preparation of a polyvinylpyridine polymer for use in the image-receiving layers of this invention.
  • EXAMPLE 1 50 grns. of 4-vinylpyridine, 0.63 gm. of benzoyl peroxide and 0.5 gm. of a 25% aqueous solution comprising 0.912 gm. of hide glue and 0.034 gm. of Nekal BA-75 (trade name of General Dyestufi Corporation, N,Y., N.Y., for a sodium alkyl naphthalene sulfonate), were placed in 100 cc. of distilled water and polymerized for 2 hours at 50 C. under nitrogen, using a high speed stirrer. The resulting mixture was poured into 3 liters of Water and the polymeric precipitate was filtered and washed with an excess of water. The polymer was dried under vacuum at 30 C.
  • EXAMPLE 2 A sheet of subcoated baryta paper was coated with an aqueous solution containing a small amount of acetic acid and comprising:
  • Percent Elvanol 72-60 (trade name of E. I. du Pont de Nemours & Co., Wilmington, Delaware for high viscosity, 100% hydrolyzed polyvinyl alcohol) 2.4 Poly-4-vinylpyridine 2.4 l-phenyl-S-mercaptotetrazole 0.08
  • EXAMPLE 3 An image-receiving element was prepared as in Example 2 except that the aqueous coating solution comprised acetic acid and:
  • Percent Elvanol 72-60 3.6 Poly-4-vinylpyridine 1.2 1-phenyl-S-mercaptotetrazole 0.08
  • Example 6 An image-receiving element was made up as in Example A control image-receiving sheet was prepared by coating a subcoated baryta paper with an aqueous solution comprising:
  • the photosensitive elements comprised a support carrying a red-sensitive silver halide emulsion stratum, a green-sensitive silver halide emulsion stratum and a blue-sensitive silver halide emulsion stratum; said emulsion having disposed in separate alkali-permeable layers behind them, respectively, a cyan dye developer, a magneta dye developer and a yellow dye developer.
  • the particular dye developers employed in the photosensitive elements were (1) 1,4-bis-[a-methyl-B-(2,5'-dihydroxyphenyl) ethylamino]-5,8-dihydroxyanthraquinone (a cyan dye developer), (2) 2-[p-(2',5'-dihydroxyphenethyl)-phenylazo]-4-propoxy-1-napbthol (a magneta dye developer) and (3) l-phenyl-3-n-hexyl carboxarnidoi- [p-(hydroquinonylethyl)-phenylazo1-5-pyrazolone (a yellow dye developer).
  • IMAGE RECEIVING ELEMENT OF EXAMPLE 2 Blue and green- Red and blue--. Red and green Total exposure N 0 exposure Ih/IAGE-REOEIVING ELEMENT OF EXAMPLE 3 Blue and green Red and blue Red and green Total exposure... N 0 exposure IMAGE-RECEIVING ELEMENT OF EXAMPLE 4 Blue and green 1 57 0.69 0 Red and blue 0 09 0.98 0 Red and green 0 03 0.28 1 Total exposure 0 08 0. 12 0 IMAGE-RECEIVING ELEMENT OF EXAMPLE 6 Blue and green 0. 73 0. 39 0.29 Red and blue 0. 11 0. 90 0.58 Red and green.-- 0. 04 0. 16 1. 30 Total exposure--. 0. 07 0. 09 0. 12 N 0 exposure 0 66 1. 42 2. 12
  • polyvinylpyridines are used in combination with water-sensitive polymers, such, for example, as polyvinyl alcohol, it is preferable to also employ reagents such as hardeners, cross-linking agents, and other reagents which will reduce the water-sensitivity of the resulting layer.
  • reagents such as hardeners, cross-linking agents, and other reagents which will reduce the water-sensitivity of the resulting layer.
  • the transfer images produced on the image-receiving element of this invention in addition to having improved density, also possess improved brightness and gloss as compared to transfer images produced on polyvinyl alcohol alone.
  • the image-receiving elements of this invention are an image-receiving element and a rupturable pod containing an aqueous alkaline processing solution.
  • the elements and pod are so associated with each other that, upon processing, the photosensitive element may be superposed on the image-receiving element and the pod may be ruptured to spread the aqueous alkaline
  • other materials useful in the diifusion transfer processes may be incorporated into the image-receiving layer. As examples of such materials, mention may be made of dye mordants, antifoggants, oxidizing agents, and acids and alkalies for pH adjustments.
  • a process as defined receiving layer comprises 4-vinylpyridine.
  • said imagegelatin in addition to said polyreceiving layer comprises said poly-4-vinylpyridine.
  • a process as defined in claim 1 developer is an azo dye developer.
  • said dye developer is an anthraquinone dye developer.

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  • Engineering & Computer Science (AREA)
  • Architecture (AREA)
  • Structural Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Photosensitive Polymer And Photoresist Processing (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Optical Filters (AREA)
US50848A 1960-08-22 1960-08-22 Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine Expired - Lifetime US3148061A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
BE607372D BE607372A (ko) 1960-08-22
US50848A US3148061A (en) 1960-08-22 1960-08-22 Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine
FR871234A FR1298152A (fr) 1960-08-22 1961-08-21 Procédé et produits photographiques nouveaux et perfectionnés
GB30109/61A GB938866A (en) 1960-08-22 1961-08-21 Photographic products and processes for colour diffusion transfer
DEJ20439A DE1138319B (de) 1960-08-22 1961-08-22 Verwendung eines besonderen Bildempfangsmaterials fuer das Farbdiffusionsverfahren, insbesondere unter Verwendung von Mehrschichtenfilmen

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US50848A US3148061A (en) 1960-08-22 1960-08-22 Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine

Publications (1)

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US3148061A true US3148061A (en) 1964-09-08

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Country Status (4)

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US (1) US3148061A (ko)
BE (1) BE607372A (ko)
DE (1) DE1138319B (ko)
GB (1) GB938866A (ko)

Cited By (52)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3239338A (en) * 1961-03-06 1966-03-08 Polaroid Corp Photographic process
US3295970A (en) * 1962-12-04 1967-01-03 Polaroid Corp Photographic products and processes
US3312549A (en) * 1962-12-12 1967-04-04 Eastman Kodak Co Receiving sheet for photographic dyes
US3345165A (en) * 1963-07-31 1967-10-03 Polaroid Corp Photographic product and process of using same
US3388994A (en) * 1967-02-20 1968-06-18 Polaroid Corp Photographic image-receiving elements having been treated with ammonia after drying
US3460941A (en) * 1967-04-12 1969-08-12 Polaroid Corp Novel photographic products and processes
US3511655A (en) * 1965-04-29 1970-05-12 Polaroid Corp Laminations
US3647437A (en) * 1970-12-18 1972-03-07 Polaroid Corp Photographic products, processes and compositions
US4009031A (en) * 1973-11-29 1977-02-22 Polaroid Corporation Diffusion transfer image-receiving element having polyvinylpyridine layer treated with hydrophilic colloid/ammonia solution
US4101701A (en) * 1973-05-17 1978-07-18 Polaroid Corporation I.D. cards
US4124386A (en) * 1973-10-24 1978-11-07 Fuji Photo Film Co., Ltd. Color diffusion transfer receiving layer comprising polymeric quaternary n-heterocyclic mordant
US4234671A (en) * 1978-03-20 1980-11-18 Konishiroku Photo Industry Co., Ltd. Color diffusion transfer dye mordant
FR2480759A1 (fr) * 1980-04-22 1981-10-23 Polaroid Corp Mordant copolymere et produits et procede photographiques utilisant ces mordants
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
US4503138A (en) * 1983-09-01 1985-03-05 Polaroid Corporation Image-receiving element with unitary image-receiving and decolorizing layer
EP0210660A2 (en) 1985-07-31 1987-02-04 Fuji Photo Film Co., Ltd. Image forming process
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
US5187282A (en) * 1991-04-08 1993-02-16 Polaroid Corporation Sulfonated xanthene dyes, and photographic products and processes employing these dyes
US5264321A (en) * 1992-07-16 1993-11-23 Minnesota Mining And Manufacturing Company Photothermographic elements with novel layer structures
US5264322A (en) * 1991-04-08 1993-11-23 Polaroid Corporation Sulfonated xanthene dyes, and photographic products and processes employing these dyes
EP0580041A2 (en) 1992-07-10 1994-01-26 Fuji Photo Film Co., Ltd. Method of processing silver halide photographic material and composition for processing
EP0589460A1 (en) 1992-09-24 1994-03-30 Fuji Photo Film Co., Ltd. Method for processing a black & white silver halide light-sensitive material
EP0777153A1 (en) 1995-11-30 1997-06-04 Fuji Photo Film Co., Ltd. Silver halide color photographic light-sensitive material
US5861230A (en) * 1997-04-21 1999-01-19 Polaroid Corporation Process for the polymerization of 4-vinyl pyridine monomers
EP1437388A1 (en) 2003-01-08 2004-07-14 Fuji Photo Film Co., Ltd. Coloring composition and inkjet recording method
WO2004113463A1 (en) 2003-06-18 2004-12-29 Fuji Photo Film Co., Ltd. Ink and ink-jet recording ink
EP1635216A1 (en) 2004-09-14 2006-03-15 Fuji Photo Film Co., Ltd. Photothermographic material
EP2020304A1 (en) 2007-08-03 2009-02-04 FUJIFILM Corporation Ink jet recording medium
EP2105471A1 (en) 2008-03-25 2009-09-30 FUJIFILM Corporation Method for forming ink jet image
EP2105477A1 (en) 2008-03-24 2009-09-30 FUJIFILM Corporation Method of forming inkjet image
WO2010013529A1 (ja) 2008-07-30 2010-02-04 富士フイルム株式会社 インクジェット記録方法
WO2010013582A1 (ja) 2008-07-30 2010-02-04 富士フイルム株式会社 インクジェット記録方法
EP2169017A1 (en) 2008-09-26 2010-03-31 Fujifilm Corporation Ink set and method for forming image
WO2012014954A1 (ja) 2010-07-30 2012-02-02 富士フイルム株式会社 新規なアゾ化合物、水溶液、インク組成物、インクジェット記録用インク、インクジェット記録方法、インクジェット記録用インクカートリッジ、及びインクジェット記録物
WO2012014955A1 (ja) 2010-07-30 2012-02-02 富士フイルム株式会社 新規なアゾ化合物、水溶液、インク組成物、インクジェット記録用インク、インクジェット記録方法、インクジェット記録用インクカートリッジ、及びインクジェット記録物
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WO2012090826A1 (ja) 2010-12-28 2012-07-05 富士フイルム株式会社 着色組成物及びアゾ化合物
WO2012127758A1 (ja) 2011-03-18 2012-09-27 富士フイルム株式会社 インク組成物、インクジェット記録用インク及びインクジェット記録方法
WO2013031428A1 (ja) 2011-08-30 2013-03-07 富士フイルム株式会社 トリアジン側鎖を有する新規化合物、着色組成物、インクジェット用インク、インクジェット記録方法、カラーフィルター、及びカラートナー
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WO2015105108A1 (ja) 2014-01-10 2015-07-16 富士フイルム株式会社 化合物、着色組成物、インクジェット記録用インク、インクジェット記録方法、インクジェットプリンタカートリッジ、インクジェット記録物、カラーフィルタ、カラートナー、及び転写用インク
US20170355868A1 (en) * 2016-06-08 2017-12-14 Takuya SAIGA Surface treatment liquid composition for substrate, ink set, recording method, recording device, storage container, and printed matter

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US3756814A (en) * 1970-07-27 1973-09-04 Polaroid Corp Olymer wherein the grafted moiety has mordant capability color diffusion transfer image receiving layer comprising a graft cop

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Cited By (55)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3239338A (en) * 1961-03-06 1966-03-08 Polaroid Corp Photographic process
US3295970A (en) * 1962-12-04 1967-01-03 Polaroid Corp Photographic products and processes
US3312549A (en) * 1962-12-12 1967-04-04 Eastman Kodak Co Receiving sheet for photographic dyes
US3345165A (en) * 1963-07-31 1967-10-03 Polaroid Corp Photographic product and process of using same
US3511655A (en) * 1965-04-29 1970-05-12 Polaroid Corp Laminations
US3388994A (en) * 1967-02-20 1968-06-18 Polaroid Corp Photographic image-receiving elements having been treated with ammonia after drying
US3460941A (en) * 1967-04-12 1969-08-12 Polaroid Corp Novel photographic products and processes
US3647437A (en) * 1970-12-18 1972-03-07 Polaroid Corp Photographic products, processes and compositions
US4101701A (en) * 1973-05-17 1978-07-18 Polaroid Corporation I.D. cards
US4124386A (en) * 1973-10-24 1978-11-07 Fuji Photo Film Co., Ltd. Color diffusion transfer receiving layer comprising polymeric quaternary n-heterocyclic mordant
US4009031A (en) * 1973-11-29 1977-02-22 Polaroid Corporation Diffusion transfer image-receiving element having polyvinylpyridine layer treated with hydrophilic colloid/ammonia solution
US4234671A (en) * 1978-03-20 1980-11-18 Konishiroku Photo Industry Co., Ltd. Color diffusion transfer dye mordant
FR2480759A1 (fr) * 1980-04-22 1981-10-23 Polaroid Corp Mordant copolymere et produits et procede photographiques utilisant ces mordants
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
US4503138A (en) * 1983-09-01 1985-03-05 Polaroid Corporation Image-receiving element with unitary image-receiving and decolorizing layer
EP0210660A2 (en) 1985-07-31 1987-02-04 Fuji Photo Film Co., Ltd. Image forming process
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
US5187282A (en) * 1991-04-08 1993-02-16 Polaroid Corporation Sulfonated xanthene dyes, and photographic products and processes employing these dyes
US5264322A (en) * 1991-04-08 1993-11-23 Polaroid Corporation Sulfonated xanthene dyes, and photographic products and processes employing these dyes
EP0580041A2 (en) 1992-07-10 1994-01-26 Fuji Photo Film Co., Ltd. Method of processing silver halide photographic material and composition for processing
US5264321A (en) * 1992-07-16 1993-11-23 Minnesota Mining And Manufacturing Company Photothermographic elements with novel layer structures
US5364733A (en) * 1992-07-16 1994-11-15 Minnesota Mining And Manufacturing Company Photothermographic elements with novel layer structures, each of which contains a thermally-diffusible oxidizable leuco dye and process for producing a color image from leuco dye
EP0589460A1 (en) 1992-09-24 1994-03-30 Fuji Photo Film Co., Ltd. Method for processing a black & white silver halide light-sensitive material
EP0777153A1 (en) 1995-11-30 1997-06-04 Fuji Photo Film Co., Ltd. Silver halide color photographic light-sensitive material
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DE1138319B (de) 1962-10-18
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