GB874077A - Sensitised photographic emulsions - Google Patents
Sensitised photographic emulsionsInfo
- Publication number
- GB874077A GB874077A GB2420557A GB2420557A GB874077A GB 874077 A GB874077 A GB 874077A GB 2420557 A GB2420557 A GB 2420557A GB 2420557 A GB2420557 A GB 2420557A GB 874077 A GB874077 A GB 874077A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bis
- methane
- sulphonate
- prepared
- pyridine
- 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
Links
- 239000000839 emulsion Substances 0.000 title 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 10
- AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 abstract 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 abstract 3
- WGKYSFRFMQHMOF-UHFFFAOYSA-N 3-bromo-5-methylpyridine-2-carbonitrile Chemical compound CC1=CN=C(C#N)C(Br)=C1 WGKYSFRFMQHMOF-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- BLTAPEIEHGWKKN-UHFFFAOYSA-N methanesulfonate;pyridin-1-ium Chemical compound CS(O)(=O)=O.C1=CC=NC=C1 BLTAPEIEHGWKKN-UHFFFAOYSA-N 0.000 abstract 2
- 238000010992 reflux Methods 0.000 abstract 2
- BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 abstract 2
- 229910001488 sodium perchlorate Inorganic materials 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- FJIVISDHWQZWJE-UHFFFAOYSA-N 1,1,2,2-tetraethoxy-2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethanol Chemical compound C(C)(C)(CC(C)(C)C)C1=CC=C(OC(C(O)(OCC)OCC)(OCC)OCC)C=C1 FJIVISDHWQZWJE-UHFFFAOYSA-N 0.000 abstract 1
- KJWHJDGMOQJLGF-UHFFFAOYSA-N 1-methylsulfanyldodecane Chemical compound CCCCCCCCCCCCSC KJWHJDGMOQJLGF-UHFFFAOYSA-N 0.000 abstract 1
- XGMBTNYGNUAQNQ-UHFFFAOYSA-N CS(=O)(=O)[O-].C(CCCCCCCCCCC)[SH+]C Chemical compound CS(=O)(=O)[O-].C(CCCCCCCCCCC)[SH+]C XGMBTNYGNUAQNQ-UHFFFAOYSA-N 0.000 abstract 1
- FRHNCXXNJGLSPG-UHFFFAOYSA-N C[SH+]C.[O-]Cl(=O)(=O)=O Chemical compound C[SH+]C.[O-]Cl(=O)(=O)=O FRHNCXXNJGLSPG-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- 239000002202 Polyethylene glycol Substances 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 230000005587 bubbling Effects 0.000 abstract 1
- VCYQOBPMIRIGSF-UHFFFAOYSA-N ethyl(methyl)sulfanium methanesulfonate Chemical compound CS(=O)(=O)[O-].C(C)[SH+]C VCYQOBPMIRIGSF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 abstract 1
- PNLVIPVKIAPZTP-UHFFFAOYSA-N n,n-dimethylmethanamine;perchloric acid Chemical compound C[NH+](C)C.[O-]Cl(=O)(=O)=O PNLVIPVKIAPZTP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- -1 p-t-octylphenoxy-tetraethoxyethyl-dimethyl sulphonium p-toluene sulphonate Chemical compound 0.000 abstract 1
- JLKXXDAJGKKSNK-UHFFFAOYSA-N perchloric acid;pyridine Chemical compound OCl(=O)(=O)=O.C1=CC=NC=C1 JLKXXDAJGKKSNK-UHFFFAOYSA-N 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 229920001451 polypropylene glycol Polymers 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 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
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/38—Dispersants; Agents facilitating spreading
-
- 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
-
- 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
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
874,077. Organic salts. KODAK Ltd. July 30, 1957 [Dec. 10, 1956], No. 24205/57. Class 2(3). [Also in Groups IV(a) and XX] 3,6,9,12,15,18,21,24 - Octoxahexacosane - 1, 26-bis(methane sulphonate) is prepared by adding methane sulphonyl chloride to a chilled solution of nona-ethylene glycol in pyridine. By heating the product cautiously below 95‹C. with pyridine, 3,6,9,12,15,18,21,24-octoxahexacosane-1,26-bis(pyridinium methane sulphonate is obtained. This may be treated with sodium perchlorate in ethanol to give the corresponding pyridinium perchlorate. Polypropoxypropyl - α, # - bis(pyridinium methane sulphonate) (about 6 isopropoxy units) is prepared by adding methane sulphonyl chloride to a chilled solution of polypropylene glycol in pyridine and refluxing the bis (methane-sulphonate) so obtained with dry pyridine. Octa-ethoxyethyl-bis(trimethyl ammonium perchlorate) is obtained by stirring the bis (methyl sulphonate) of polyethylene glycol with alcoholic trimethylamine and adding sodium perchlorate in acetone to the product dissolved in methanol, p - t-Octylphenoxypolyethoxyethylpyridinium methane sulphonate is prepared by adding methane sulphonyl chloride to a chilled solution of p-t-octylphenoxytetra-ethoxyethanol and triethylamine in dry ether and heating the product with pyridine. Products having an average of 6.5, 8.5 or 11.5 ethoxy groups in the chain are similarly prepared. 3, 6, 9, 12, 15, 18, 21, 24 - Octoxahexacosane-1,26- bis(lauryl methyl sulphonium methane sulphonate) is prepared by refluxing the bis (methane sulphonate) of nona-ethylene glycol with dodecyl methyl sulphide in ethanol. 3,6,9, 12,15,18,21,24 - Octoxahexacosane 1,26 - bis (ethyl methyl sulphonium methane sulphonate), tetraethoxyethyl-bis(dimethyl sulphonium perchlorate) and p-t-octylphenoxy-tetraethoxyethyl-dimethyl sulphonium p-toluene sulphonate are prepared similarly. Sodium p-t-octylphenoxy-polyethoxyethylsulphate (12 ethoxy units) is obtained by adding chlorosulphonic acid to p-t-C 8 H 17 -C 6 H 4 - (O-CH 2 CH 2 ) 12 OH in dichloromethane while bubbling in a stream of nitrogen. Specifications 235,211, 524,040, 524,154, 524,554, 524,555, 531,246, 531,312, 541,589, 545,448, 547,064, 562,205, 586,211, 595,314, 598,174, 598,657, 627,814, 636,140, 649,660, 664,580, 680,474, 680,488, 680,593, 682,355, 733,119, 737,012, 737,103, 738,134, 738,957, 748,750, 752,030, 755,369, 757,653, 791,219, 814,823, 815,075, 874,082, and U.S.A. Specifications 1,623,499, 1,969,479, 2,410,689, 2,618,641 and 2,875,059 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US627135A US2944902A (en) | 1956-07-30 | 1956-12-10 | Sensitization of photographic emulsions with ionic polyalkylene oxide salts |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB874077A true GB874077A (en) | 1961-08-02 |
Family
ID=24513323
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2420557A Expired GB874077A (en) | 1956-12-10 | 1957-07-30 | Sensitised photographic emulsions |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB874077A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1075005A3 (en) * | 1999-08-04 | 2004-04-28 | Fuji Photo Film Co., Ltd. | Electrolyte composition, and photo-electro-chemical cell |
| EP1728831A1 (en) * | 2005-06-03 | 2006-12-06 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO | Bitumen composition with improved ageing resistance |
-
1957
- 1957-07-30 GB GB2420557A patent/GB874077A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1075005A3 (en) * | 1999-08-04 | 2004-04-28 | Fuji Photo Film Co., Ltd. | Electrolyte composition, and photo-electro-chemical cell |
| EP1728831A1 (en) * | 2005-06-03 | 2006-12-06 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO | Bitumen composition with improved ageing resistance |
| WO2006130005A1 (en) * | 2005-06-03 | 2006-12-07 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Bitumen composition with improved ageing resistance |
| US7803222B2 (en) | 2005-06-03 | 2010-09-28 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Bitumen composition with improved ageing resistance |
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