US2186733A - Color photography - Google Patents
Color photography Download PDFInfo
- Publication number
- US2186733A US2186733A US164499A US16449937A US2186733A US 2186733 A US2186733 A US 2186733A US 164499 A US164499 A US 164499A US 16449937 A US16449937 A US 16449937A US 2186733 A US2186733 A US 2186733A
- Authority
- US
- United States
- Prior art keywords
- color
- acid
- silver halide
- halide emulsion
- emulsion
- 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
- 239000000839 emulsion Substances 0.000 description 32
- 229910052709 silver Inorganic materials 0.000 description 30
- 239000004332 silver Substances 0.000 description 30
- -1 silver halide Chemical class 0.000 description 21
- 239000002253 acid Substances 0.000 description 17
- 238000000034 method Methods 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 11
- 239000000025 natural resin Substances 0.000 description 11
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 9
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 7
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 7
- 238000009792 diffusion process Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 3
- 239000012084 conversion product Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QPKNFEVLZVJGBM-UHFFFAOYSA-N 2-aminonaphthalen-1-ol Chemical class C1=CC=CC2=C(O)C(N)=CC=C21 QPKNFEVLZVJGBM-UHFFFAOYSA-N 0.000 description 2
- JCUYNPHEESTECG-UHFFFAOYSA-N 3-amino-6-(4-aminophenyl)benzene-1,2-disulfonic acid Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C(S(O)(=O)=O)=C1S(O)(=O)=O JCUYNPHEESTECG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 150000008049 diazo compounds Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000012262 resinous product Substances 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- HJXIRCMNJLIHQR-UHFFFAOYSA-N 2-n,2-n-dimethylbenzene-1,2-diamine Chemical compound CN(C)C1=CC=CC=C1N HJXIRCMNJLIHQR-UHFFFAOYSA-N 0.000 description 1
- ZBIBQNVRTVLOHQ-UHFFFAOYSA-N 5-aminonaphthalen-1-ol Chemical compound C1=CC=C2C(N)=CC=CC2=C1O ZBIBQNVRTVLOHQ-UHFFFAOYSA-N 0.000 description 1
- 241000972773 Aulopiformes Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- RMFGNMMNUZWCRZ-UHFFFAOYSA-N Humulone Natural products CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)=C(CC=C(C)C)C1=O RMFGNMMNUZWCRZ-UHFFFAOYSA-N 0.000 description 1
- 235000008694 Humulus lupulus Nutrition 0.000 description 1
- KFALHTDSQSJCFC-LLICELPBSA-N Siaresinol Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CCC(C)(C)[C@@H](O)[C@H]5C4=CC[C@@H]3[C@]21C KFALHTDSQSJCFC-LLICELPBSA-N 0.000 description 1
- KFALHTDSQSJCFC-UHFFFAOYSA-N Spinosic acid A Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C(O)=O)CCC(C)(C)C(O)C5C4=CCC3C21C KFALHTDSQSJCFC-UHFFFAOYSA-N 0.000 description 1
- KLHSKTMVSOWVLD-WPDRYGPBSA-N Sumaresinol Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2[C@H](O)C[C@@]3(C)[C@]4(C)CC[C@@]5(C(O)=O)CCC(C)(C)C[C@H]5C4=CC[C@@H]3[C@]21C KLHSKTMVSOWVLD-WPDRYGPBSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- VMSLCPKYRPDHLN-NRFANRHFSA-N humulone Chemical compound CC(C)CC(=O)C1=C(O)C(CC=C(C)C)=C(O)[C@@](O)(CC=C(C)C)C1=O VMSLCPKYRPDHLN-NRFANRHFSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical group O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 239000012261 resinous substance Substances 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- KLHSKTMVSOWVLD-UHFFFAOYSA-N sumaresinolic acid Natural products C1CC(O)C(C)(C)C2C(O)CC3(C)C4(C)CCC5(C(O)=O)CCC(C)(C)CC5C4=CCC3C21C KLHSKTMVSOWVLD-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
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/32—Colour coupling substances
- G03C7/3212—Couplers characterised by a group not in coupling site, e.g. ballast group, as far as the coupling rest is not specific
Definitions
- Our present invention relates to color photography and more particularly to improved color components for the process of color development.
- a further object of the invention is to provide a new and improved process for preparing color formers having these properties.
- a further object is to provide silver halide emulsions containing the color components fast to diffusion.
- a further object is to provide an improved film for color photography having superposed silver halide emulsion layers, each layer containing a color component fast to diflusion.
- a known process for producing color photographic and cinematographic pictures uses silver halide emulsion layers which contain color formers.
- the production of the picture varies with the kind of color former used.
- Patents 1,102,028 and 1,055,155 there may be used color formers which yield color pictures during the development with certain developing substances.
- For producing multi-color pictures it has been proposed to superimpose lightsensitive. layers containing various coupling bodies, the layers being separated from each other: by intermediate layers so that difiusion oi the coupling bodies from the light-sensitive layers may be prevented. It hasbeen found,however, that this expedient for preventing difiusion is not sufliciently successful in practice.
- the present invention is based on the observation that, color formers of good fastness to diffusion are obtainable by the introduction into the molecule of the dyestufi component as a substituent, a constituent or a conversion product of a natural resin.
- the conversion products are limited to those in which the' general structure of the natural resin is substantially retained.
- the constituent or conversion product of the natural resin must contain a reactive group, for instance a carboxyl group or a hydroxyl group, with the aid of which the color former can be caused to enter into chemical combination.
- Suitable resinous products are, for example, a-pimarabietic acid, fl-pimarabietic acid, pinabietic acid, abietic acid, dihydropinabietic acid, siaresinolic acid, sumaresinolic acid, a-amyrin and various resinoles and bitter substances, for example the humulone of hops.
- the compounds of the resinous product with the dyestuil former may be made in known manner, either by producing an ester-like or acid amide-like union between the hydroxyor the amino-group of the dyestuif former and the acid 5 group of the resin acid or by producing an etherlike union, for instance between the hydroxygroup of the resinole and the 'hydroxy-group oi the dyestufl former.
- -As dyestuil components into which the residue of the resin product is to be introduced there may be named, for example, aminonaphthols,
- the 001- or picture may be produced, according to the nature of the dyestufi' component, by color development or through the intermediary of diazo-compounds or by the silver bleaching-out process.
- the procedure may be that described in any of the following: U. S. Patent 2,179,228 and U. S. patent application Ser. No. 141,093, filed May 6, 1937, and in any of the U. S. patents or U. S. patent applications enumerated on page 1, column 1, lines 35 to 38.
- the components located in multi-layer film may be converted into azo-dyes following development and fixing by treatment with a diazo compound such as a carbonic acid solution of tetrazotized benzidine disulfonic acid.
- the dyestuff formers used in the foregoing process are, in consequence of the groups in the dyestufi molecules which lend solubility in water,
- the silver halide emulsions made in accordance process, for example by mordant dyeing or toning.
- the emulsions may be prepared in any other manner, for example differently sensitized emulsions having diflerent dyestufl formers may be brought in the term 01 small particles on the surface 01' the carrier.'
- the exposed silver halide emulsion layer is developed not with aminodimethylanillne but with an ordinary black-and-white developer and the silver image is converted into a silver antidiazotate of s-naphthyl-amine, for example as described in U. S. patent application Ser. No. 10,704, filed March 12, 1935, and finally this antidiazotate silver image is treated with a weak acid solution, a yellow picture is obtained.
- a three-layer film for three-color photography is made in the following manner.
- dyestufl images which may be produced with aid 01 diam-compounds are yellow.
- the second-emulsion layer 1 kilo or silver bromide emulsion is mixed with a sensitizer for green and then with'lii grams of a solution 01 3-abietylamino-fi-sulio-l-phenyl-S- methyl-fi-pyrazolone. In this layer there is produced by color development a purple dyestui! image.
- the third emulsion layer 1 rub of silver bromide emulsion is mixed with a sensitizer for red and with a solution of 15 grams of l abietylamino 5 hydroxynaphthalene-B-carboxylic acid.
- chromogenic development produces a blue-green dyestufl image.
- the several layers oi. emulsion may be alternated with filter layers.
- a photographic silver color photography comprising naphthol.
- a photographic silver halide emulsion for color photography comprising 3-abietyl-amino- 5-sulio-1-phenyl-3-methyl-fi-pyrazolene.
- a silver halide emulsion for color photography containing a color former having a natural resin linked thereto by a homopolar linkage.
- a silver halide emulsion for color photography containing a natural resin-acid-amide 0! a color former.
- a process which comprises developing with an aromatic amino developer a silver halide emulsion for color photography containing a color former having a natural resin linked thereto by homopolar linkages.
- pimarabietic acid, pinabietic acid, and sumaresinolic acids, amyrins, humulones.
- a process which comprises developing with an aromatic amino developer, a silver halide emulsion for color photography containing a natural resin-acid amide of a color former.
- a photographic silver halide gelatine emulsion Iorcolor photography comprising abietylaminosuliophenylpyrazolone.
- a silver halide emulsion for color photography containing a color former having linked a homopolar linkage a resinous substance selected' from stantially retained.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE827625X | 1936-10-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2186733A true US2186733A (en) | 1940-01-09 |
Family
ID=7194278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US164499A Expired - Lifetime US2186733A (en) | 1936-10-07 | 1937-09-18 | Color photography |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2186733A (xx) |
| BE (1) | BE423932A (xx) |
| CH (1) | CH214630A (xx) |
| FR (1) | FR827625A (xx) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2415382A (en) * | 1944-03-31 | 1947-02-04 | Du Pont | Photographic elements including hydrophilic color formers |
| US2415381A (en) * | 1944-03-31 | 1947-02-04 | Du Pont | Hydrophilic colloid color formers and photographic elements containing the same |
| US2423460A (en) * | 1944-03-31 | 1947-07-08 | Du Pont | Photographic elements containing polyamide dye intermediate layers |
| US2448939A (en) * | 1944-06-10 | 1948-09-07 | Eastman Kodak Co | Thioglycolic amide couplers |
| US2567750A (en) * | 1945-10-25 | 1951-09-11 | Du Pont | Light sensitive elements for color photography |
| US2639282A (en) * | 1949-09-29 | 1953-05-19 | Eastman Kodak Co | Resin-dyes of the cyanine type |
-
1937
- 1937-09-18 US US164499A patent/US2186733A/en not_active Expired - Lifetime
- 1937-10-05 BE BE423932D patent/BE423932A/xx unknown
- 1937-10-05 CH CH214630D patent/CH214630A/de unknown
- 1937-10-06 FR FR827625D patent/FR827625A/fr not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2415382A (en) * | 1944-03-31 | 1947-02-04 | Du Pont | Photographic elements including hydrophilic color formers |
| US2415381A (en) * | 1944-03-31 | 1947-02-04 | Du Pont | Hydrophilic colloid color formers and photographic elements containing the same |
| US2423460A (en) * | 1944-03-31 | 1947-07-08 | Du Pont | Photographic elements containing polyamide dye intermediate layers |
| US2448939A (en) * | 1944-06-10 | 1948-09-07 | Eastman Kodak Co | Thioglycolic amide couplers |
| US2567750A (en) * | 1945-10-25 | 1951-09-11 | Du Pont | Light sensitive elements for color photography |
| US2639282A (en) * | 1949-09-29 | 1953-05-19 | Eastman Kodak Co | Resin-dyes of the cyanine type |
Also Published As
| Publication number | Publication date |
|---|---|
| CH214630A (de) | 1941-05-15 |
| FR827625A (fr) | 1938-04-29 |
| BE423932A (xx) | 1937-11-30 |
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