US3239338A - Photographic process - Google Patents
Photographic process Download PDFInfo
- Publication number
- US3239338A US3239338A US93309A US9330961A US3239338A US 3239338 A US3239338 A US 3239338A US 93309 A US93309 A US 93309A US 9330961 A US9330961 A US 9330961A US 3239338 A US3239338 A US 3239338A
- Authority
- US
- United States
- Prior art keywords
- image
- dye
- polyvinyl alcohol
- dye developer
- silver halide
- 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
Links
- 238000000034 method Methods 0.000 title claims description 35
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 32
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 30
- -1 SILVER HALIDE Chemical class 0.000 claims description 26
- 229910052709 silver Inorganic materials 0.000 claims description 16
- 239000004332 silver Substances 0.000 claims description 16
- 150000001639 boron compounds Chemical class 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 10
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000000839 emulsion Substances 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 229940063013 borate ion Drugs 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 230000001965 increasing effect Effects 0.000 claims description 4
- 239000000975 dye Substances 0.000 description 30
- 239000000243 solution Substances 0.000 description 18
- 238000012546 transfer Methods 0.000 description 13
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 10
- 235000010338 boric acid Nutrition 0.000 description 9
- 229960002645 boric acid Drugs 0.000 description 9
- 239000004327 boric acid Substances 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 150000001241 acetals Chemical class 0.000 description 6
- 238000005562 fading Methods 0.000 description 6
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 5
- 238000009792 diffusion process Methods 0.000 description 5
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 229960001922 sodium perborate Drugs 0.000 description 5
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 5
- 238000012545 processing Methods 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- GUKIKTZJZRQTQQ-UHFFFAOYSA-N C1(=CC=C(C=C1)S(=O)(=O)O)C.C(C1=CC=CC=C1)=O Chemical compound C1(=CC=C(C=C1)S(=O)(=O)O)C.C(C1=CC=CC=C1)=O GUKIKTZJZRQTQQ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229910021538 borax Inorganic materials 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000004328 sodium tetraborate Substances 0.000 description 3
- 235000010339 sodium tetraborate Nutrition 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- 229920002302 Nylon 6,6 Polymers 0.000 description 2
- 239000001000 anthraquinone dye Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000001043 yellow dye Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- GGZHVNZHFYCSEV-UHFFFAOYSA-N 1-Phenyl-5-mercaptotetrazole Chemical compound SC1=NN=NN1C1=CC=CC=C1 GGZHVNZHFYCSEV-UHFFFAOYSA-N 0.000 description 1
- BRDIEXWCAJNNQS-UHFFFAOYSA-N 2-(4-methylphenyl)benzene-1,4-diol Chemical compound C1=CC(C)=CC=C1C1=CC(O)=CC=C1O BRDIEXWCAJNNQS-UHFFFAOYSA-N 0.000 description 1
- BKFNEOXRGFXAML-UHFFFAOYSA-N 2-methylpyridin-1-ium;bromide Chemical compound Br.CC1=CC=CC=N1 BKFNEOXRGFXAML-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- XDVOLDOITVSJGL-UHFFFAOYSA-N 3,7-dihydroxy-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound O1B(O)OB2OB(O)OB1O2 XDVOLDOITVSJGL-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N anhydrous guanidine Natural products NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- PEYVWSJAZONVQK-UHFFFAOYSA-N hydroperoxy(oxo)borane Chemical compound OOB=O PEYVWSJAZONVQK-UHFFFAOYSA-N 0.000 description 1
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 description 1
- 239000006174 pH buffer Substances 0.000 description 1
- WSDQIHATCCOMLH-UHFFFAOYSA-N phenyl n-(3,5-dichlorophenyl)carbamate Chemical compound ClC1=CC(Cl)=CC(NC(=O)OC=2C=CC=CC=2)=C1 WSDQIHATCCOMLH-UHFFFAOYSA-N 0.000 description 1
- 229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- BGUWFUQJCDRPTL-UHFFFAOYSA-N pyridine-4-carbaldehyde Chemical compound O=CC1=CC=NC=C1 BGUWFUQJCDRPTL-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- WUUHFRRPHJEEKV-UHFFFAOYSA-N tripotassium borate Chemical compound [K+].[K+].[K+].[O-]B([O-])[O-] WUUHFRRPHJEEKV-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
Definitions
- One object of this invention is to provide colored diffusion transfer images having enhanced stability in sunlight, and also to provide processes for obtaining su'ch improved stability.
- the invention accordingly comprises the process involving the several steps and the relation and order of one or more of such steps with respect to each of the others which are exemplified in the following detailed disclosure, and the scope of the application of which will be indicated in the claims.
- the processes are preferably carried out by disposing the dye developer in the photosensitive element prior to exposure, and causing it to be solubilized therefrom by an alkaline processing liquid which isapplied between the superposed photosensitive element and image-receiving element.
- the exposed silver halide is reduced to metallic silver and the portions of the dye developer, which are oxidized as a result of the silver development, are substantially immobilized in exposed areas.
- At least a portion of the unreacted dye developer is imbibed on a superposed image-receiving layer to create thereon the positive dye image.
- the positive dye image is preferably viewed by stripping the photosensitive element from the image-receiving layer.
- 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 solution.
- a dyeable material which is permeable to the alkaline aqueous processing solution.
- film-forming materials such as polyvinyl alcohol, gelatin and nylons, such as N-methoxymethyl polyhexamethylene adipamide, have been used as the dyeable materials.
- the color fastness of the colored photographic images produced in such processes upon prolonged exposure to sunlight, ultraviolet light, etc., often leaves something to be desired.
- the image-receiving layer on which the image is formed comprises at least in part polyvinyl alcohol, polyvinyl alcohol copolymers or derivatives of polyvinyl alcohol having unreacted hydroxyl groups
- the color fastness of the images may be substantially enhanced by treating said images, subse- Patented Mar. 8, 1966 ice quent to their formation, with a boron compound which in an aqueous solution forms a borate ion.
- the boron compound may conveniently be applied to the colored image by immersion, swabbing, coating, spraying, flowing, etc.
- the solution may also comprise a film-forming polymer, such, for example, as gelatin, polyvinyl alcohol, etc., which will serve as a protective surface coating for the image.
- the solution may comprise other stabilizing agents such, for example, as ultraviolet absorbers, etc.
- the boron compounds are applied from aqueous solutions.
- such aqueous solutions may contain organic solvents such, for example, as methanol, acetone, etc.
- the solution providing the borate ion also includes a saccharide, e.g., fructose or anhydroennaheptitol.
- said solution may also contain a film material, e.g., polyvinyl alcohol.
- the inclusion of the di-ortho tolyl guanidine salt of dicatechol borate has been found to enhance the stabilizing effect of the borate ion, particularly when used with aqueous boric acid or with aqueous boric acid containing anhydroennaheptitol and polyvinyl alcohol.
- borate ions are sometimes used to reduce the water-sensitivity of the image-receiving layers prior to the use of the elements in diffusion transfer processes. Such prior use of the borate ions has no notice able effect on the stability of the images which are formed thereon and should be distinguished from the processes of the present invention wherein the borate ions are used subsequent to the formation of the image.
- the dye developers may also be defined as compounds which contain in the same molecule both the chromophoric system of a dye and also a silver halide developing function.
- a silver halide developing function is meant a grouping adapted to develop exposed silver halide.
- a preferred silver halide developing function is a hydroquinonyl group.
- Other suitable developing functions are o-dihydroxyphenyl radicals.
- the developing function includes a benzenoid developing function. Examples of representative dye developers are given in my previously mentioned application, Serial No. 748,421. Additional useful dye developers are described in the following copending U.S. applications:
- the stabilizers of this invention areboron compounds which in water form a borate ion.
- orthoboric acid HgBOa (boric acid)
- metaboric acid HBO tetraboric acid H B O perboric acid HBO the alkali metal and other water-soluble salts of said acids e.g., borax, Na B O potassium borate K BO sodium perborate NaBO and boric acid esters, e.g., an ester of boric acid and ethylene glycol.
- the processes of this invention are especially effective in stabilizing dye developer transfer images which are produced on image-receiving layers comprising polyvinyl alcohol, copolymers of polyvinyl alcohol and derivatives of polyvinyl alcohol having free hydroxyl groups.
- the image-receiving layer need not comprise solely the above-mentioned polyvinyl alcohol polymers, but may comprise other polymers and other reagents, e.g., mordants, pH buffers, etc., which may be useful in the transfer processes. Especially useful results have been obtained, however, when said imagereceiving layers comprise a major portion of such polymers.
- poly-4-vinylpyridine poly-N-vinylpyrrolidone
- nylons such, for example, as N-methoxymethyl polyhexamethylene adipamide.
- derivatives of polyvinyl alcohol polymers which can be converted to polyvinyl alcohol through hydrolysis.
- partial esters and acetals such as partially hydrolyzed polyvinyl acetate, a partial acetal of polyvinyl alcohol and 4-pyridine carboxaldehyde and a partial acetal of polyvinyl alcohol and p-trimethylaminobenzaldehyde p-toluene sulfonate.
- the imagereceiving layer comprises copolymers of vinyl alcohol or derivatives of polyvinyl alcohol, it is desirable for best results that such copolymers and derivatives comprise a major portion of segments.
- the amount of boron compound used will vary with many factors such, for example, as the original color fastness of the dye developers, the amount of sunlight the colored image will be exposed to during its life expectancy, etc.
- the amount of stabilizer employed to provide protection may be referred to as an effective amount, i.e., an amount efiective to give the desired protection, and it will be understood that such an amount will vary with factors, such as mentioned above, and can be readily determined through color-fading tests which will hereinafter be described.
- swabbing or coating solutions containing about 1 to 2% of the boron compound will be effective in enhancing the color stability of the images.
- Example 1 A subcoated film support was coated with a methanolwater solution (1 to 9 by volume comprising):
- Example 2 A subcoated film support was coated with an aqueous coating solution comprising:
- Example 3 A subcoated film support was coated with a coating solution comprising:
- Example 4 A subcoated film support was coated with a coating solution comprising:
- a subcoated film support was coated with an aqueous coating solution comprising:
- the image-receiving elements prepared in the above examples were used in diffusion transfer processes employing multilayer photosensitive elements prepared in a manner similar to that disclosed in the above-mentioned copending application Serial No. 748,421 (now U.S. Patent No. 2,983,606).
- 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 salide emulsion stratum; said emulsions having disposed in separate alkali-permeable layers behind them, re-
- a cyan dye developer a magenta dye developer and a yellow dye developer.
- the particular dye developers employed in the photosensitive elements were (1) 1,4 bis [or methyl 5 (2,5' di-hydroxyphenyD- ethylamino]-anthraquinone (a cyan dye developer), (2) 2 [p (2,-5 dihydroxyphenethyl) phenylazo]- 4-propoxy-l-naphthol (a magenta dye developer), and (3) 1 phenyl 3 n hexyl carboxamido 4 [p- (hydroquinonylethyl)-phenylazo]-5-pyrazolone (a yellow dye developer).
- IMAGE-RECEIVING ELEMENT OF EXAMPLE 1 IMAGE-RECEIVING ELEMENT OF EXAMPLE 2 [Percent fading] Unswabbed Swabbed 20 Hours 40 Hours 20 Hours 40 Hours Red Filter 45 67 7 9 Green Filter-.. 91 96 40 56 Blue Filter 78 85 55 64. 5
- the boron compound may be used in a latent form and placed in the image-receiving element prior to the use of such element in a diffusion transfer process. During processing, such boron compound may be rendered active by the processing solution to provide borate ions to stabilize the image.
- a latent boron compound is a hydrolyzable borate ester.
- said filmforming material comprises a mixture of polyvinyl alcohol and poly-4-vinylpyridine.
- said filmforming material comprises a mixture of polyvinyl alcohol and a partial acetal of polyvinyl alcohol and ptrimethylammonium benzaldehyde p-toluene sulfonate.
- said dye developer is selected from the group consisting of am and anthraquinone dye developers.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE614693D BE614693A (en)van) | 1961-03-06 | ||
| US93309A US3239338A (en) | 1961-03-06 | 1961-03-06 | Photographic process |
| FR889845A FR1316814A (fr) | 1961-03-06 | 1962-03-02 | Procédé photographique |
| GB8629/62A GB946012A (en) | 1961-03-06 | 1962-03-06 | Process for protecting colour diffusion transfer images from sunlight |
| DEJ21395A DE1172117B (de) | 1961-03-06 | 1962-03-06 | Verfahren zur Herstellung eines lichtbestaendigen photographischen Farbbildes nach dem Farbdiffusionsuebertragungsverfahren unter Verwendung von Farbstoffentwicklersubstanzen |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US93309A US3239338A (en) | 1961-03-06 | 1961-03-06 | Photographic process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3239338A true US3239338A (en) | 1966-03-08 |
Family
ID=22238235
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US93309A Expired - Lifetime US3239338A (en) | 1961-03-06 | 1961-03-06 | Photographic process |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3239338A (en)van) |
| BE (1) | BE614693A (en)van) |
| DE (1) | DE1172117B (en)van) |
| GB (1) | GB946012A (en)van) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3287127A (en) * | 1962-12-28 | 1966-11-22 | Polaroid Corp | Photographic processes using a stabilizing composition comprising a glucoside of a phenolic hydroxyl compound |
| US4038082A (en) * | 1973-08-30 | 1977-07-26 | Fuji Photo Film Co., Ltd. | Image-receiving material for color diffusion transfer comprising pva and polymethylol compounds |
| US4859564A (en) * | 1987-02-24 | 1989-08-22 | Fuji Photo Film Co., Ltd. | Color diffusion transfer photographic element with reducing sugar |
| US5051349A (en) * | 1989-03-09 | 1991-09-24 | Fuji Photo Film Co., Ltd. | Heat developable color photosensitive material with saccharide |
| EP0546521A1 (en) * | 1991-12-10 | 1993-06-16 | Fuji Photo Film Co., Ltd. | Dye fixing element |
| US5554483A (en) * | 1995-04-20 | 1996-09-10 | Polaroid Corporation | Photographic image including an ink-acceptable surface |
| US5593809A (en) * | 1995-12-07 | 1997-01-14 | Polaroid Corporation | Peel apart diffusion transfer compound film unit with crosslinkable layer and borate |
| US6419987B1 (en) * | 1999-12-17 | 2002-07-16 | Eastman Kodak Company | Method for providing a high viscosity coating on a moving web and articles made thereby |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2445581A (en) * | 1943-12-09 | 1948-07-20 | Polaroid Corp | Treatment of polarizing polyvinyl alcohol-iodine sorption complex image with boric acid |
| US2483971A (en) * | 1947-11-18 | 1949-10-04 | Gen Aniline & Film Corp | Antistain baths for sensitive color photographic material |
| USRE23297E (en) * | 1950-11-28 | Sheetlike light-polarizing complex | ||
| US2554850A (en) * | 1948-06-18 | 1951-05-29 | Polaroid Corp | Heat resistant light-polarizing polyvinyl borate film containing borax |
| US2647057A (en) * | 1950-10-31 | 1953-07-28 | Pavelle Color Inc | Protecting color pictures exposed to high humidities against fading and staining |
| US2868077A (en) * | 1954-07-19 | 1959-01-13 | Polaroid Corp | Film stock for dichroic dye images |
| US2997390A (en) * | 1956-09-04 | 1961-08-22 | Polaroid Corp | Novel color processes and products |
| US3039869A (en) * | 1957-04-24 | 1962-06-19 | Polaroid Corp | Photographic color processes and compositions |
| US3043689A (en) * | 1960-08-22 | 1962-07-10 | Polaroid Corp | Novel photographic products and processes |
| US3069262A (en) * | 1958-03-27 | 1962-12-18 | Polaroid Corp | Processes for forming dye developer images having stability in sunlight |
| US3095302A (en) * | 1959-01-21 | 1963-06-25 | Eastman Kodak Co | Method of inhibiting discoloration of color photographic layers containing dye images and resulting photographic products |
| US3148061A (en) * | 1960-08-22 | 1964-09-08 | Polaroid Corp | Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine |
-
0
- BE BE614693D patent/BE614693A/xx unknown
-
1961
- 1961-03-06 US US93309A patent/US3239338A/en not_active Expired - Lifetime
-
1962
- 1962-03-06 DE DEJ21395A patent/DE1172117B/de active Pending
- 1962-03-06 GB GB8629/62A patent/GB946012A/en not_active Expired
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE23297E (en) * | 1950-11-28 | Sheetlike light-polarizing complex | ||
| US2445581A (en) * | 1943-12-09 | 1948-07-20 | Polaroid Corp | Treatment of polarizing polyvinyl alcohol-iodine sorption complex image with boric acid |
| US2483971A (en) * | 1947-11-18 | 1949-10-04 | Gen Aniline & Film Corp | Antistain baths for sensitive color photographic material |
| US2554850A (en) * | 1948-06-18 | 1951-05-29 | Polaroid Corp | Heat resistant light-polarizing polyvinyl borate film containing borax |
| US2647057A (en) * | 1950-10-31 | 1953-07-28 | Pavelle Color Inc | Protecting color pictures exposed to high humidities against fading and staining |
| US2868077A (en) * | 1954-07-19 | 1959-01-13 | Polaroid Corp | Film stock for dichroic dye images |
| US2997390A (en) * | 1956-09-04 | 1961-08-22 | Polaroid Corp | Novel color processes and products |
| US3039869A (en) * | 1957-04-24 | 1962-06-19 | Polaroid Corp | Photographic color processes and compositions |
| US3069262A (en) * | 1958-03-27 | 1962-12-18 | Polaroid Corp | Processes for forming dye developer images having stability in sunlight |
| US3095302A (en) * | 1959-01-21 | 1963-06-25 | Eastman Kodak Co | Method of inhibiting discoloration of color photographic layers containing dye images and resulting photographic products |
| US3043689A (en) * | 1960-08-22 | 1962-07-10 | Polaroid Corp | Novel photographic products and processes |
| US3148061A (en) * | 1960-08-22 | 1964-09-08 | Polaroid Corp | Photographic diffusion transfer processes employing image receiving layers containing poly-4-vinylpyridine |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3287127A (en) * | 1962-12-28 | 1966-11-22 | Polaroid Corp | Photographic processes using a stabilizing composition comprising a glucoside of a phenolic hydroxyl compound |
| US4038082A (en) * | 1973-08-30 | 1977-07-26 | Fuji Photo Film Co., Ltd. | Image-receiving material for color diffusion transfer comprising pva and polymethylol compounds |
| US4859564A (en) * | 1987-02-24 | 1989-08-22 | Fuji Photo Film Co., Ltd. | Color diffusion transfer photographic element with reducing sugar |
| US5051349A (en) * | 1989-03-09 | 1991-09-24 | Fuji Photo Film Co., Ltd. | Heat developable color photosensitive material with saccharide |
| EP0546521A1 (en) * | 1991-12-10 | 1993-06-16 | Fuji Photo Film Co., Ltd. | Dye fixing element |
| US5342729A (en) * | 1991-12-10 | 1994-08-30 | Fuji Photo Film Co., Ltd. | Dye fixing element with protective layer containing borate compound |
| US5554483A (en) * | 1995-04-20 | 1996-09-10 | Polaroid Corporation | Photographic image including an ink-acceptable surface |
| US5593809A (en) * | 1995-12-07 | 1997-01-14 | Polaroid Corporation | Peel apart diffusion transfer compound film unit with crosslinkable layer and borate |
| US6419987B1 (en) * | 1999-12-17 | 2002-07-16 | Eastman Kodak Company | Method for providing a high viscosity coating on a moving web and articles made thereby |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1172117B (de) | 1964-06-11 |
| BE614693A (en)van) | |
| GB946012A (en) | 1964-01-08 |
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