US3255013A - Increasing the sensitivity of photographic emulsions - Google Patents
Increasing the sensitivity of photographic emulsions Download PDFInfo
- Publication number
- US3255013A US3255013A US334019A US33401963A US3255013A US 3255013 A US3255013 A US 3255013A US 334019 A US334019 A US 334019A US 33401963 A US33401963 A US 33401963A US 3255013 A US3255013 A US 3255013A
- Authority
- US
- United States
- Prior art keywords
- condensation product
- silver halide
- sensitivity
- increasing
- 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 title claims description 23
- 230000035945 sensitivity Effects 0.000 title description 2
- 239000007859 condensation product Substances 0.000 claims description 15
- -1 SILVER HALIDE Chemical class 0.000 claims description 12
- 229910052709 silver Inorganic materials 0.000 claims description 12
- 239000004332 silver Substances 0.000 claims description 12
- 239000000047 product Substances 0.000 claims description 6
- LXOFYPKXCSULTL-UHFFFAOYSA-N 2,4,7,9-tetramethyldec-5-yne-4,7-diol Chemical compound CC(C)CC(C)(O)C#CC(C)(O)CC(C)C LXOFYPKXCSULTL-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 108010010803 Gelatin Proteins 0.000 description 5
- 229920000159 gelatin Polymers 0.000 description 5
- 239000008273 gelatin Substances 0.000 description 5
- 235000019322 gelatine Nutrition 0.000 description 5
- 235000011852 gelatine desserts Nutrition 0.000 description 5
- JKFYKCYQEWQPTM-UHFFFAOYSA-N 2-azaniumyl-2-(4-fluorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(F)C=C1 JKFYKCYQEWQPTM-UHFFFAOYSA-N 0.000 description 3
- 229910021612 Silver iodide Inorganic materials 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 3
- 229940045105 silver iodide Drugs 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001281 polyalkylene Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000001235 sensitizing effect Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 206010034960 Photophobia Diseases 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 208000013469 light sensitivity Diseases 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 150000003378 silver Chemical class 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000005406 washing Methods 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
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/04—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with macromolecular additives; with layer-forming substances
- G03C1/043—Polyalkylene oxides; Polyalkylene sulfides; Polyalkylene selenides; Polyalkylene tellurides
Definitions
- condensation products of an alkylene oxide with glycols such as those having from 8 to 18 carbon atoms as described in U.S. Patent 2,240,472 and British Patent 443,559, condensation products of alkylene oxides with amines, alcohols and carboxylic acids, that is polyalkyleneethers, esters and amides, the preparation of which is described in U.S. Patents 1,970,578 and 2,400,532.
- the polyalkylene oxide or derivatives of alkylene oxide should preferably have a molecular weight of 1500 to' 4000 or more but at least that of 300.
- condensation products of an alkylene oxide i.e., ethylene oxide, propylene oxide and butylene oxide with 1,4-di-isobutyl- 1,4-dimethyl-butynediol of the formula CH CH CH3 CH3
- alkylene oxide i.e., ethylene oxide, propylene oxide and butylene oxide
- speed increasing agents show a marked increase in density for a given exposure.
- Such condensation products should have a molecular weight of at least about 300 but preferably about 1,000 or more, i.e., 4,000 to 150,000 or more.
- the preferred polyoxyalkylene compounds used herein have the following formula CH3 CH3 where m and n together represent'integers ensuring a molecular weight of from about 300 to 150,000 or more.
- the quantity of the polyoxyalkylene derivative employed should range from .1 to 8 gms. per .6 mol of silver halide.
- the speed increasing agents which we have described may be used in various types of photographic emulsions, e.g., non-sensitized emulsions, 'orthochromatic, panchromatic and X-ray emulsions. If used with sensitizing dyes, they may be added to the emulsion before or after the dyes are added.
- Various silver salts may be used as the sensitive element, such as silver bromide, silver iodide, silver chloride or mixed silver halides.
- the polyalkylene derivatives may be used in emulsions intended for color photography, e.g., emulsions containing colorforming components.
- the dispersing agent in the photographic emulsion may be gelatin, or other hydrophilic colloids, such as collodion, albumen, methyl cellulose, polyvinyl alcohol, polyvinylpyrrolidone, or the like.
- Example 2 A silver halide emulsion in gelatin containing 4% silver iodide and 96% silver bromide was prepared in a conventional manner and brought up to its maximum light-sensitivity. It was then readied for coating on film base, that is, melted at 40 C., necessary coating finals were added such as sensitizing dyes, stabilizers and hardeners. A 10% aqueous solution of a condensation product of the above formula having a molecular weight of about 30,000 (Product A) was prepared and 10 cc. of this solution was added to a sample of the above described emulsion, containing about 0.4 mol of silver halide. A sample of the same emulsion, but not containing the speed increasing additive served as a control. The so-prepared emulsion samples were coated on a suitable cellulose ester base and dried. Samples of these film coatings were then exposed in a Type I-B Sensitometer, developed in a developer of the following composition:
- Example [I A silver halide emulsion rin gelatin containing 4% silver iodide and 96% silver bromide was coated on film base in a manner known to the art. After the coating was performed, an aqueous gelatin solution containing 20 grams of gelatin per liter and 1.2 grams of a condensation product of the above formula having a molecular weight of about 500 and sold under the trademark of Surfynol 440 was coated thereon as an antiabrasion layer. After drying, film samples were exposed and processed as described in Example I.
- the samples described exhibited a relative speed of 175 with afog of .10 as compared with a type coating of the same emulsion having an antiabrasion layer similar to that described above, but lacking the speed increasing additive which had a speed of 100 and afog of .13.
- a light-sensitive silver halide emulsion layer having in intimate contact therewith the condensation product of an alkylene oxide having from 2 to 4 carbon atoms with 1,4-diisobutyl-1,4-dimethyl-butyned iol, said condensation product having a molecular weight of at least 300.
- condensation product is employed in an amount of from about .1 to 8 grams per .6 mol of silver halide.
- n and n represent integers providing a molecular weight of at least 300.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1053980D GB1053980A (enrdf_load_stackoverflow) | 1963-12-27 | ||
US334019A US3255013A (en) | 1963-12-27 | 1963-12-27 | Increasing the sensitivity of photographic emulsions |
BE657501D BE657501A (enrdf_load_stackoverflow) | 1963-12-27 | 1964-12-23 | |
DEG42352A DE1285872B (de) | 1963-12-27 | 1964-12-23 | Chemisch sensibilisiertes photographisches Aufzeichnungsmaterial |
FR999935A FR1420766A (fr) | 1963-12-27 | 1964-12-24 | Produits pour augmenter la sensibilité des émulsions photographiques |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US334019A US3255013A (en) | 1963-12-27 | 1963-12-27 | Increasing the sensitivity of photographic emulsions |
Publications (1)
Publication Number | Publication Date |
---|---|
US3255013A true US3255013A (en) | 1966-06-07 |
Family
ID=23305213
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US334019A Expired - Lifetime US3255013A (en) | 1963-12-27 | 1963-12-27 | Increasing the sensitivity of photographic emulsions |
Country Status (4)
Country | Link |
---|---|
US (1) | US3255013A (enrdf_load_stackoverflow) |
BE (1) | BE657501A (enrdf_load_stackoverflow) |
DE (1) | DE1285872B (enrdf_load_stackoverflow) |
GB (1) | GB1053980A (enrdf_load_stackoverflow) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3437485A (en) * | 1965-06-22 | 1969-04-08 | Eastman Kodak Co | Gelatin coating compositions containing a mixture of an acetylenic ethylene oxide derivative and an anionic surface active agent |
US3454398A (en) * | 1966-08-29 | 1969-07-08 | American Photocopy Equip Co | Method of forming a lithographic plate by treating silver halide with a terminal ethynyl compound to form an ink receptive image area |
US3512977A (en) * | 1966-07-21 | 1970-05-19 | Bell & Howell Co | Carbonyl-bisulfite complex stabilization of light sensitive systems |
US3512976A (en) * | 1966-07-21 | 1970-05-19 | Bell & Howell Co | Ammonium and metal sulfites as stabilizers of light sensitive systems |
US3516844A (en) * | 1966-07-28 | 1970-06-23 | Eastman Kodak Co | Coating of gelatin silver halide photographic emulsions |
US3902903A (en) * | 1966-03-18 | 1975-09-02 | Keuffel & Esser Co | Carbonyl bisulfite adducts as fixers for halogen liberating free radical systems |
US4066461A (en) * | 1975-10-27 | 1978-01-03 | Fuji Photo Film Co., Ltd. | Color photographic process |
US4471044A (en) * | 1983-06-13 | 1984-09-11 | Eastman Kodak Company | Silver halide emulsions and photographic elements containing adsorbable alkynyl substituted heterocyclic quaternary ammonium salts |
US5401505A (en) * | 1991-03-28 | 1995-03-28 | Minnesota Mining And Manufacturing | Microcapsules from polyfunctional aziridines |
-
0
- GB GB1053980D patent/GB1053980A/en active Active
-
1963
- 1963-12-27 US US334019A patent/US3255013A/en not_active Expired - Lifetime
-
1964
- 1964-12-23 BE BE657501D patent/BE657501A/xx unknown
- 1964-12-23 DE DEG42352A patent/DE1285872B/de active Pending
Non-Patent Citations (1)
Title |
---|
None * |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3437485A (en) * | 1965-06-22 | 1969-04-08 | Eastman Kodak Co | Gelatin coating compositions containing a mixture of an acetylenic ethylene oxide derivative and an anionic surface active agent |
US3902903A (en) * | 1966-03-18 | 1975-09-02 | Keuffel & Esser Co | Carbonyl bisulfite adducts as fixers for halogen liberating free radical systems |
US3512977A (en) * | 1966-07-21 | 1970-05-19 | Bell & Howell Co | Carbonyl-bisulfite complex stabilization of light sensitive systems |
US3512976A (en) * | 1966-07-21 | 1970-05-19 | Bell & Howell Co | Ammonium and metal sulfites as stabilizers of light sensitive systems |
US3516844A (en) * | 1966-07-28 | 1970-06-23 | Eastman Kodak Co | Coating of gelatin silver halide photographic emulsions |
US3454398A (en) * | 1966-08-29 | 1969-07-08 | American Photocopy Equip Co | Method of forming a lithographic plate by treating silver halide with a terminal ethynyl compound to form an ink receptive image area |
US4066461A (en) * | 1975-10-27 | 1978-01-03 | Fuji Photo Film Co., Ltd. | Color photographic process |
US4471044A (en) * | 1983-06-13 | 1984-09-11 | Eastman Kodak Company | Silver halide emulsions and photographic elements containing adsorbable alkynyl substituted heterocyclic quaternary ammonium salts |
US5401505A (en) * | 1991-03-28 | 1995-03-28 | Minnesota Mining And Manufacturing | Microcapsules from polyfunctional aziridines |
Also Published As
Publication number | Publication date |
---|---|
GB1053980A (enrdf_load_stackoverflow) | |
DE1285872B (de) | 1968-12-19 |
BE657501A (enrdf_load_stackoverflow) | 1965-04-16 |
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