GB942938A - Polymers useful for sensitizing photographic silver halide emulsions - Google Patents
Polymers useful for sensitizing photographic silver halide emulsionsInfo
- Publication number
- GB942938A GB942938A GB24507/63A GB2450763A GB942938A GB 942938 A GB942938 A GB 942938A GB 24507/63 A GB24507/63 A GB 24507/63A GB 2450763 A GB2450763 A GB 2450763A GB 942938 A GB942938 A GB 942938A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polymers
- carbon atoms
- groups
- integer
- 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
Links
- 229920000642 polymer Polymers 0.000 title abstract 4
- 239000000839 emulsion Substances 0.000 title abstract 2
- 230000001235 sensitizing effect Effects 0.000 title 1
- 229910052709 silver Inorganic materials 0.000 title 1
- 239000004332 silver Substances 0.000 title 1
- -1 silver halide Chemical class 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- HCZMHWVFVZAHCR-UHFFFAOYSA-N 2-[2-(2-sulfanylethoxy)ethoxy]ethanethiol Chemical compound SCCOCCOCCS HCZMHWVFVZAHCR-UHFFFAOYSA-N 0.000 abstract 1
- LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 abstract 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical group S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 150000004662 dithiols Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 abstract 1
- CZXGXYBOQYQXQD-UHFFFAOYSA-N methyl benzenesulfonate Chemical compound COS(=O)(=O)C1=CC=CC=C1 CZXGXYBOQYQXQD-UHFFFAOYSA-N 0.000 abstract 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 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
- G03C1/04—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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
- C08G63/6882—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur derived from hydroxy carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/42—Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0246—Polyamines containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain
- C08G73/0253—Polyamines containing sulfur in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
- C08G75/045—Polythioethers from mercapto compounds or metallic derivatives thereof from mercapto compounds and unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/12—Polythioether-ethers
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
- H05K2201/00—Indexing scheme relating to printed circuits covered by H05K1/00
- H05K2201/05—Flexible printed circuits [FPCs]
- H05K2201/051—Rolled
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Polyesters Or Polycarbonates (AREA)
- Polyethers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Polymers containing at least three units of the formula: <FORM:0942938/C3/1> where R1 and R2 each represent alkylene groups of 2-20 carbon atoms; X represents O or S; R3 represents a hydrogen atom or, when Z has the meaning (b) below, an alkyl group of 1-4 carbon atoms; p is O or an integer of 1-4; Z is: <FORM:0942938/C3/2> where R4 is an alkylene group of 1-20 carbon atoms; or <FORM:0942938/C3/3> where R5 and R6 have the meanings given for R1 and R2 above and q is an integer of 1-4. The polymers are linear, have a molecular weight of at least 250, and are substantially free from disulphide linkages or -SH groups. They may be prepared by the process disclosed in U.S.A. Specification 2,347,182, by reacting a dithiol (HS-R1-(-OR2)p-SH) with a compound containing two olefinic linkages (H2C=CR3-Z-CR3= CH2), by heating or U.V. irradiation. The sulphur atoms in the polymers may be converted to tertiary sulphonium groups by reaction with various esters, e.g. methyl benzene sulphonate, methyl p-toluene sulphonate, or dimethyl or diethyl sulphate. In the examples, tetraethylene glycol dimethacrylate is reacted with 2-mecaptoethanol, and N,N1-methylene bis acrylamide with 1,2-bis(2-mercaptoethoxy)ethane. The products may be used to sensitise photographic emulsions (see Specification 942,932).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US779874A US3046134A (en) | 1958-12-12 | 1958-12-12 | Sensitization of photographic silver halide emulsions with polymeric compounds containing a plurality of sulfur atoms |
| GB42125/59A GB942932A (en) | 1958-12-12 | 1959-12-11 | Photographic silver halide emulsions of increased sensitivity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB942938A true GB942938A (en) | 1963-11-27 |
Family
ID=26264826
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24507/63A Expired GB942938A (en) | 1958-12-12 | 1959-12-11 | Polymers useful for sensitizing photographic silver halide emulsions |
| GB24502/63A Expired GB942936A (en) | 1958-12-12 | 1959-12-11 | Polymers useful for sensitizing photographic silver halide emulsions |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24502/63A Expired GB942936A (en) | 1958-12-12 | 1959-12-11 | Polymers useful for sensitizing photographic silver halide emulsions |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US3046134A (en) |
| GB (2) | GB942938A (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE592432A (en) * | 1959-07-07 | |||
| US3178289A (en) * | 1960-08-17 | 1965-04-13 | Gen Aniline & Film Corp | Photomechanical emulsions containing rare-earth metal salts |
| US3206313A (en) * | 1961-05-15 | 1965-09-14 | Eastman Kodak Co | Chemically sensitized emulsions having low surface sensitivity and high internal sensitivity |
| US3317322A (en) * | 1965-08-27 | 1967-05-02 | Eastman Kodak Co | Photographic emulsions having high internal sensitivity |
| US3531289A (en) * | 1966-12-02 | 1970-09-29 | Eastman Kodak Co | Silver halide photographic emulsions improved by new precipitation methods |
| GB1528152A (en) * | 1975-01-22 | 1978-10-11 | Agfa Gevaert | Development of photographic silver halide material |
| GB1528951A (en) * | 1975-01-22 | 1978-10-18 | Agfa Gevaert | Development of photographic silver halide material |
| GB1488991A (en) * | 1975-01-22 | 1977-10-19 | Agfa Gevaert | Polyaddition compounds and their use in development of photographic silver halide material |
| DE2818678A1 (en) * | 1978-04-27 | 1979-10-31 | Agfa Gevaert Ag | PHOTOGRAPHIC SILVER HALOGENIDE EMULSIONS |
| DE2828112A1 (en) * | 1978-06-27 | 1980-01-10 | Agfa Gevaert Ag | LIGHT SENSITIVE PHOTOGRAPHIC MATERIAL |
| JPS5694347A (en) * | 1979-09-27 | 1981-07-30 | Agfa Gevaert Nv | Developing method of photographic silver halide in presence of thioether development accelerator |
| JPS59188641A (en) | 1983-04-11 | 1984-10-26 | Fuji Photo Film Co Ltd | Silver halide photographic emulsion |
| US5252455A (en) * | 1992-03-04 | 1993-10-12 | Eastman Kodak Company | Photographic silver halide material comprising gold (I) complexes comprising sulfur- and/or selenium-substituted macrocyclic polyether ligands |
| JPH08190199A (en) | 1994-10-18 | 1996-07-23 | Minnesota Mining & Mfg Co <3M> | Photosensitive element |
| US5468588A (en) | 1994-10-18 | 1995-11-21 | Minnesota Mining And Manufacturing Company | Process for manufacturing diffusion transfer printing plates |
| GB9423266D0 (en) * | 1994-11-18 | 1995-01-11 | Minnesota Mining & Mfg | Chemical sensitisation of silver halide emulsions |
| US20140039081A1 (en) * | 2011-04-14 | 2014-02-06 | Universiteit Gent | Sulphur-containing thermoplastic polymers |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE347196A (en) * | 1927-01-07 | |||
| US2347182A (en) * | 1941-01-21 | 1944-04-25 | Du Pont | Preparation of polymeric sulphides |
| US2411275A (en) * | 1943-03-12 | 1946-11-19 | Universal Oil Prod Co | Organopolysulfide rubber |
| US2423549A (en) * | 1945-01-10 | 1947-07-08 | Du Pont | Silver halide photographic emulsions sensitized by polyalkylene glycols |
| US2441389A (en) * | 1946-12-12 | 1948-05-11 | Du Pont | Silver halide emulsions sensitized by mixtures of high polyalkylene glycols and low polyhydric alcohols |
| US2699391A (en) * | 1950-01-11 | 1955-01-11 | Gen Aniline & Film Corp | Synthetic polypeptides of alpha-amino acids as restrainers in photographic emulsions |
| US2940851A (en) * | 1957-11-27 | 1960-06-14 | Eastman Kodak Co | Sensitization of photographic emulsions |
-
1958
- 1958-12-12 US US779874A patent/US3046134A/en not_active Expired - Lifetime
-
1959
- 1959-12-11 GB GB24507/63A patent/GB942938A/en not_active Expired
- 1959-12-11 GB GB24502/63A patent/GB942936A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3046134A (en) | 1962-07-24 |
| GB942936A (en) | 1963-11-27 |
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