GB911501A - - Google Patents

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Publication number
GB911501A
GB911501A GB3830858A GB3830858A GB911501A GB 911501 A GB911501 A GB 911501A GB 3830858 A GB3830858 A GB 3830858A GB 3830858 A GB3830858 A GB 3830858A GB 911501 A GB911501 A GB 911501A
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GB
United Kingdom
Prior art keywords
formula
carbon atoms
groups
quaternary
alkylene group
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
Application number
GB3830858A
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
Application filed filed Critical
Publication of GB911501A publication Critical patent/GB911501A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
    • C07D213/20—Quaternary compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • 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
    • G03C1/08—Sensitivity-increasing substances
    • G03C1/10—Organic substances

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (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)
  • Pyridine Compounds (AREA)

Abstract

911,501. Photographic silver halide emulsions; developers. KODAK Ltd. Nov. 27, 1958 [Nov. 27, 1957 (3)], No. 38308/58. Class 98 (2). [Also in Group IV (b)] The speed of a photographic silver halide emulsion is increased by incorporating therein or in the developer solution a bis-quaternary ammonium compound in which the two quaternary nitrogen atoms are linked by a chain member of 14 to 32 carbon atoms which chain member has one of the formulae: wherein R and R 1 each represent a hydrocarbon chain composed of -CH 2 - or -CH= groups with no olefinically unsaturated linkages, R<SP>2</SP> is (CH 2 ) m (m being 1 to 10), R<SP>3</SP> is H or an alkyl group of 1 to 4 carbon atoms, n is 0 or, when R and R<SP>1</SP> are the same, 1, n<SP>1</SP> is 0 or 1, n<SP>11</SP> is 1 to 4, A<SP>1</SP> is an alkylene group of 2 to 10 carbon atoms, A<SP>2</SP> is an alkylene group of 1 to 10 carbon atoms and A is an alkylene group of 2 to 10 carbon atoms, a biphenylene radical, a naphthylene radical, -R<SP>2</SP>SR<SP>2</SP>-, -R<SP>2</SP>OR<SP>2</SP>-, -R<SP>2</SP>-phenylene-R<SP>2</SP>- or -CH 2 CONHR<SP>2</SP>NHCOCH 2 -. The quaternary groups may be pyridine, quinoline, isoquinoline or trimethylamine. When the quaternary nitrogen atom is part of a heterocyclic ring, the groups R or R<SP>1</SP> may consist of or include one or more of the -CH = groups of that ring. In the compounds specified, the chain member is of the formula I wherein R and R<SP>1</SP> are (CH 2 ) 10 ; of formula II wherein R and R<SP>1</SP> are CH 2 , (CH 2 ) 2 , (CH 2 ) 5 , (CH 2 ) 8 , (CH 2 ) 10 or CH 2 CONH(CH 2 ) 6 NHCOCH 2 , and A is (CH 2 ) 2 , (CH 2 ) 4 , (CR 2 ) 6 , (CH 2 ) 10 , (CH 2 ) 2 -S-(CH 2 ) 2 or CH 2 -C 6 H 4 -CH 2 ; of formula III wherein R is (CH 2 ) 2 and R<SP>1</SP> is (CH 2 ) 10 ; of formula IV wherein n is 0, R and R<SP>1</SP> are (CH 2 ) 2 , (CH 2 ) 3 plus part of a pyridine ring, (CH 2 ) 5 , (CH 2 ) 6 or (CH 2 ) 10 and A<SP>1</SP> is (CH 2 ) 6 and wherein n is I, R, R<SP>1</SP> and R<SP>2</SP> are (CH 2 ) 2 and A<SP>1</SP> is (CH 2 ) 6 ; of formula V wherein n<SP>1</SP> is 0, R is (CH 2 ) 2 and R<SP>1</SP> is (CH 2 ) 10 and wherein n<SP>1</SP> is 1, R and R<SP>1</SP> are (CH 2 ) 2 and A<SP>1</SP> is (CH 2 ) 10 ; of formula VI wherein R and R<SP>1</SP> are (CH 2 ) 2 and/or part of a pyridine ring, R<SP>3</SP> is H or CH 3 and A<SP>1</SP> is (CH 2 ) 6 or (CH 2 ) 10 ; of formula VII wherein R and R<SP>1</SP> are (CH 2 ) 10 ; of formula VIII wherein R and R<SP>1</SP> are (CH 2 ) 4 , (CH 2 ) 5 , (CH 2 ) 6 or (CH 2 ) 10 and A<SP>2</SP> is (CH 2 ) 4 or (CH 2 ) 8 ; of formula IX wherein R and R<SP>1</SP> are (CH 2 ) 5 and A<SP>1</SP> is (CH 2 ) 10 ; and of formula X wherein Rand R<SP>11</SP> are (CH 2 ) 5 and n<SP>11</SP> is 4. The quaternary groups are present as perchlorates, p-toluene sulphonates, iodides and tetraphenyl boron salts. The photographic emulsions also may contain polyoxyethylene compounds and 4- hydroxy - 6 - methyl - 1; 3; 3a ; 7 - tetrazaindene as stabilizer. Sulphur and gold sensitizers also may be added and the invention is particularly useful for emulsions containing colour couplers. Specifications 524,154,524,554,524,555,541,589, 557,178, 558,710, 566,314, 874,077 and 874,082 are referred to.
GB3830858A 1957-11-27 1958-11-27 Expired GB911501A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US699197A US2940851A (en) 1957-11-27 1957-11-27 Sensitization of photographic emulsions
US699198A US2944898A (en) 1957-11-27 1957-11-27 Sensitization of photographic emulsions
US699199A US2940855A (en) 1957-11-27 1957-11-27 Sensitization of photographic emulsions

Publications (1)

Publication Number Publication Date
GB911501A true GB911501A (en) 1962-11-28

Family

ID=27418679

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3830858A Expired GB911501A (en) 1957-11-27 1958-11-27

Country Status (4)

Country Link
US (3) US2940851A (en)
DE (2) DE1110521B (en)
FR (1) FR1221622A (en)
GB (1) GB911501A (en)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3046134A (en) * 1958-12-12 1962-07-24 Eastman Kodak Co Sensitization of photographic silver halide emulsions with polymeric compounds containing a plurality of sulfur atoms
US3046129A (en) * 1958-12-12 1962-07-24 Eastman Kodak Co Sensitization of photographic silver halide emulsions containing colorforming compounds with polymeric thioethers
BE588242A (en) * 1959-03-06
BE621461A (en) * 1961-08-17
US3189457A (en) * 1961-09-11 1965-06-15 Eastman Kodak Co Sensitized photographic emulsions containing quaternary ammonium compounds
US3106468A (en) * 1961-11-28 1963-10-08 Eastman Kodak Co Hardeners for gelatin
US3275440A (en) * 1963-08-12 1966-09-27 Metalphoto Corp Process for developing photosensitized anodized aluminum plates
BE757216A (en) * 1969-10-09 1971-03-16 Fuji Photo Film Co Ltd PROCESS FOR DEVELOPING A LIGHT-SENSITIVE SILVER HALOGENIDE MATERIAL
US3666792A (en) * 1969-10-13 1972-05-30 Wisconsin Alumni Res Found Polymeric tetrahaloterephthalate esters
US3717560A (en) * 1972-05-05 1973-02-20 Hercules Inc Modification of ethylenically unsaturated polymers with polyfunctional quaternary amidoximidinium salts
US3878220A (en) * 1972-05-05 1975-04-15 Hercules Inc Polyfunctional quaternary amidoximidinium salts
US3893862A (en) * 1973-09-24 1975-07-08 Eastman Kodak Co Reduced pyridine compounds
FR2257580B1 (en) * 1974-01-10 1977-06-10 Kodak Pathe
JPS5344025A (en) * 1976-08-27 1978-04-20 Fuji Photo Film Co Ltd Image formation method
CH638362GA3 (en) * 1977-06-10 1983-09-30
US6130248A (en) * 1996-12-30 2000-10-10 Bar-Ilan University Tricarboxylic acid-containing oxyalkyl esters and uses thereof
US6124495A (en) * 1997-03-11 2000-09-26 Beacon Laboratories, Inc. Unsaturated oxyalkylene esters and uses thereof
US6043389A (en) 1997-03-11 2000-03-28 Mor Research Applications, Ltd. Hydroxy and ether-containing oxyalkylene esters and uses thereof
US5939455A (en) * 1997-03-11 1999-08-17 Beacon Laboratories, Inc. Therapeutic augmentation of oxyalkylene diesters and butyric acid derivatives
US6030961A (en) * 1997-03-11 2000-02-29 Bar-Ilan Research & Development Co., Ltd. Oxyalkylene phosphate compounds and uses thereof
US6110970A (en) * 1997-03-11 2000-08-29 Beacon Laboratories, Inc. Nitrogen-containing oxyalkylene esters and uses thereof
US6110955A (en) * 1997-03-11 2000-08-29 Beacon Laboratories, Inc. Metabolically stabilized oxyalkylene esters and uses thereof

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE466375A (en) * 1939-03-30
BE463680A (en) * 1940-02-29
US2419975A (en) * 1943-08-26 1947-05-06 Eastman Kodak Co Increasing speed and contrast of photographic emulsions
US2784090A (en) * 1952-11-08 1957-03-05 Eastman Kodak Co Stabilization of emulsions sensitized with onium compounds

Also Published As

Publication number Publication date
FR1221622A (en) 1960-06-02
US2940851A (en) 1960-06-14
DE1110521B (en) 1961-07-06
US2944898A (en) 1960-07-12
US2940855A (en) 1960-06-14
DE1110520B (en) 1961-07-06

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