US3666478A - Photographic material containing aliphatic perfluoro compounds - Google Patents
Photographic material containing aliphatic perfluoro compounds Download PDFInfo
- Publication number
- US3666478A US3666478A US859166A US3666478DA US3666478A US 3666478 A US3666478 A US 3666478A US 859166 A US859166 A US 859166A US 3666478D A US3666478D A US 3666478DA US 3666478 A US3666478 A US 3666478A
- Authority
- US
- United States
- Prior art keywords
- gelatine
- layers
- photographic material
- compounds
- material containing
- 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
- -1 aliphatic perfluoro compounds Chemical class 0.000 title abstract description 18
- 239000000463 material Substances 0.000 title abstract description 12
- 239000001828 Gelatine Substances 0.000 abstract description 21
- 229920000159 gelatin Polymers 0.000 abstract description 21
- 239000000080 wetting agent Substances 0.000 abstract description 18
- 235000019322 gelatine Nutrition 0.000 abstract description 16
- 229910052709 silver Inorganic materials 0.000 abstract description 14
- 239000004332 silver Substances 0.000 abstract description 14
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract description 11
- 238000000034 method Methods 0.000 abstract description 7
- 238000004061 bleaching Methods 0.000 abstract description 4
- 239000000975 dye Substances 0.000 abstract description 3
- 239000010410 layer Substances 0.000 description 33
- 238000005266 casting Methods 0.000 description 12
- 239000000839 emulsion Substances 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 239000002253 acid Substances 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 4
- 230000035945 sensitivity Effects 0.000 description 4
- 229920002284 Cellulose triacetate Polymers 0.000 description 3
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 229910052783 alkali metal Chemical group 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 3
- 229930182490 saponin Natural products 0.000 description 3
- 150000007949 saponins Chemical class 0.000 description 3
- 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 2
- 229910021612 Silver iodide Inorganic materials 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 2
- 150000001340 alkali metals Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000000524 functional group Chemical class 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000005065 mining Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 2
- 229940045105 silver iodide Drugs 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical class OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- WPNJAUFVNXKLIM-UHFFFAOYSA-N Moxonidine Chemical compound COC1=NC(C)=NC(Cl)=C1NC1=NCCN1 WPNJAUFVNXKLIM-UHFFFAOYSA-N 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- OIPQUBBCOVJSNS-UHFFFAOYSA-L bromo(iodo)silver Chemical compound Br[Ag]I OIPQUBBCOVJSNS-UHFFFAOYSA-L 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- AQYSYJUIMQTRMV-UHFFFAOYSA-N hypofluorous acid Chemical class FO AQYSYJUIMQTRMV-UHFFFAOYSA-N 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- OSIVISXRDMXJQR-UHFFFAOYSA-M potassium;2-[ethyl(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctylsulfonyl)amino]acetate Chemical compound [K+].[O-]C(=O)CN(CC)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F OSIVISXRDMXJQR-UHFFFAOYSA-M 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 231100000489 sensitizer Toxicity 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003673 urethanes Chemical class 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
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/38—Dispersants; Agents facilitating spreading
- G03C1/385—Dispersants; Agents facilitating spreading containing fluorine
-
- 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
- G03C7/28—Silver dye bleach processes; Materials therefor; Preparing or processing such materials
Definitions
- the present invention relates to a light-sensitive photographic material and to a process for its manufacture. It especially relates to the use of surface-active substances as auxiliary agents when coating films and papers with gelatine-containing light-sensitive layers and gelatine-containiny auxiliary layers.
- Possible light-sensitive layers are preferably silver halide-containing layers, whilst possible auxiliary layers are backing layers, substrata, intermediate layers, covering layers, filter layers and transfer layers.
- the/casting solutions contain water-soluble azo dyestuffs which undergo mutual interactions with the gelatine and hence unfavourably influence the flow properties of the casting solutions.
- the present invention is based on the observation that perfluorinated aliphatic compounds of non-ionic or anioniccharacter can advantagesously be employed as wetting agents in photographic, gelatine-containing, casting solutions, with a much better uniformity. of the applied 3,666,478 Patented May 30,1972
- R represents a perfluorinated alkyl residue and Z represents an optionally further-substituted carboxylic acid or sulphonic acid residue.
- the perfluoro compounds are preferably perfluorinated aliphatic carboxylic acids, sulphonic acids, carboxylic acid-amidocarboxylic acids, sulphonic acid-amidocarboxylic acids or the salts of these acids, or sulphonic acid amides, carboxylic acid amides, carboxylic acid esters or urethanes. Further possibilities are also perfluorophosphoric acid esters.
- perlluoro compounds there are to be understood compounds which are fluorinated as completely as possible, that is to say, especially compounds which apart from an optionally further-substituted functional group exclusively contain fluorine atoms as substituents.
- Compounds which are not completely fluorinated however also fall under this concept, such as, for example, compounds which possess a terminal hydrogen atom, a so-called w-H, in the fluorinc-containing residue.
- ISuch compounds are also called w-H-perfluorinated compounds.
- Anionic or anion-active perfluoro compounds for example correspond to the formulae Bra-C O-III-Ih-C OOX R: and above all R2 R represents an alkyl residue which is perfluorinated in the manner indicated, R represents an alkylene residue, R represents a hydrogen atom or an alkyl residue and X represents a hydrogen atom or an alkali metal atom.
- Non-ionic or non-ionogenic perfluoro compounds for example correspond to the formulae R represents an alkyl residue which is perfiuorinated in the manner indicated, R and R each represents a hydrogen atom or an alkyl residue and R, represents an alkyl residue.
- R represents a residue of formula wherein n represents an integer having'a value of 3 to 9.: Preferred representatives of the Formulae 2 to 5 for example correspond to the formulae wherein R R R and m have the meanings given above and 2 represents an integer having a value of at most 10.
- perfluorinated carboxylic acids their alkali metal salts or esters of perfluoro-alcohols with aliphatic carboxylic acids.
- perfluoro compounds correspond to the formulae wherein X, R and n have Preferably n is 7 or 8.
- An especially suitable wetting agent corresponds to the formula the meanings given above.
- Wetting agents of Formulae 1 to 10 and 12 to 24 are commercially available and are for example sold by Minnesota Mining and Manufacturing Company as PC- types and by I. du Pont de Nemours and Company under the name ZonylS.
- the wetting agents to be ,used in accordance with the invention are employed in concentrations of 0.05 to 5.0 g. per kg. of ready-to-cast solution, preferably in amounts of from 0.2 g. to 1 g.
- the photographic properties such as sensitivity, gradation and haze are not influenced by the perfluorinated wetting agents.
- the wetting agents to be used in accordance with the invention can also be employed together with other known .nonperfiuorinated surface-active compounds, for example saponin.
- Gelatine-containing solutions which contain the wetting agents to be used in accordancewith the invention are not only suitable for the application of a single layer but especially also fonthe simultaneotis applicit- -tion of several layers according to the cascade casting process, as is described in United States patent specification No. 3,005,440.
- a simultaneous application of several layers it is also possible to manufacture a muiti-layer laminate by applying one layer after the other onto the same support, either by usinga wet-ondry process or by using a wet-on-wet process.
- EXAMPLE 1 A photographic silver halide-gelatine emulsion containing 25 g. of silver as silver bromide with 2.5 mol percent of silver iodide and' 40 g; of gelatine per kg. of emulsion is cast on a substrated transparent .cellulose triacetate substrate, with the commercial product FC 1281 of probable Formula 24 being added as the wetting agent in various amounts within the range of 0.05 g. to 3.0 g. per kg. of ready-to-cast solution. All layers are free from faults and are uniform. A sensitometric examination shows no differences in sensitivity, gradation or haze.
- EXAMPLE 2 A photographic silver halide gelatine emulsionand an aqueous gelatine solution as a protective layer are simultaneously applied to a transparent cellulose triacetate substrate with the aid of the cascade casting process, as described in United States patent specification No. 3,005,400.
- the silver halide-gelatine emulsion contains 0.5 g. of PC 128 of probable Formula 24, and the gelatine solution contains 2.0 g. of PC 128. per kg. of casting mixture.
- the resulting product is free from streaks and other casting faults.
- a silver bromide-iodide emulsion is manufactured which contains 30 g. of gclatine, 13 g. of silver as silver bromide with 2.5 mol percent of silver iodide and 2.4 g. of a blue-green dyestulf according to British "patent specification No. 1,042,300, in 1000 g. of"solution.
- the silver halide is sensitised towards red "light in the'nsual manner.
- One half of the emulsion is cast on a transparent cellulose triacetate substrate, with 0.3 g.v of an, alkylnaphthalenesulphonate per kg. of casting solution "being used as the wetting agent.
- the other half of the emulsion is cast on the same support, with the addition of 0.3 g. of PC 128 of probable Formula 24. Both layers are exposed behind a grey wedge and are developed in a p-methylaminophenolsulphate-hydroquinone developer.
- Photographic material which comprises at least one gelatine-containing layer that contains as a wetting agent a water-soluble surface active, aliphatic perfluorosulfonic acid derivative of the formula in which R, is a perfiuorinated alkyl group containing 3 to 9 carbon atoms R is an alkylene residue containing from 1 to 6 carbon atoms R is hydrogen, methyl or ethyl and X is hydrogen or an alkali metal atom.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1425668A CH506093A (de) | 1968-09-24 | 1968-09-24 | Verwendung aliphatischer Fluorverbindungen als Netzmittel in gelatinehaltigen Giesslösungen für photographische Zwecke |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3666478A true US3666478A (en) | 1972-05-30 |
Family
ID=4399311
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US859166A Expired - Lifetime US3666478A (en) | 1968-09-24 | 1969-09-18 | Photographic material containing aliphatic perfluoro compounds |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3666478A (enrdf_load_stackoverflow) |
| BE (1) | BE739245A (enrdf_load_stackoverflow) |
| CH (1) | CH506093A (enrdf_load_stackoverflow) |
| FR (1) | FR2018715A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1259398A (enrdf_load_stackoverflow) |
Cited By (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3775126A (en) * | 1972-02-29 | 1973-11-27 | Eastman Kodak Co | Light-sensitive element comprising a coating layer containing a mixture of a cationic perfluorinated alkyl and an alkylphenoxypoly(propylene oxide) |
| US3850642A (en) * | 1971-07-16 | 1974-11-26 | Eastman Kodak Co | Multilayer radiation sensitive element having controlled triboelectric charging characteristics |
| US3888678A (en) * | 1971-07-16 | 1975-06-10 | Eastman Kodak Co | Method for adjusting triboelectric charging characteristics of materials |
| US3948663A (en) * | 1973-08-27 | 1976-04-06 | Fuji Photo Film Co., Ltd. | Multi-layer color photographic light-sensitive material |
| US4086178A (en) * | 1974-08-06 | 1978-04-25 | Rolls-Royce Motors Limited | Glass cleaning formulation |
| US4201586A (en) * | 1974-06-17 | 1980-05-06 | Fuji Photo Film Co., Ltd. | Photographic light-sensitive material |
| US4242444A (en) * | 1977-07-04 | 1980-12-30 | Konishiroku Photo Industry Co., Ltd. | Process for the preparation of light-sensitive silver halide photographic material |
| US4347308A (en) * | 1980-02-15 | 1982-08-31 | Fuji Photo Film Co., Ltd. | Photographic materials |
| DE3207674A1 (de) * | 1981-03-04 | 1982-09-30 | Fuji Photo Film Co., Ltd., Minami-Ashigara, Kanagawa | Photographisches, empfindliches silberhalogenidmaterial |
| US4367283A (en) * | 1980-06-25 | 1983-01-04 | Fuji Photo Film Co., Ltd. | Photographic light-sensitive material with three surface active agents |
| US4385110A (en) * | 1975-05-02 | 1983-05-24 | Fuji Photo Film Co., Ltd. | Process for preparing color photographic light-sensitive materials |
| EP0112162A2 (en) | 1982-12-13 | 1984-06-27 | Konica Corporation | Light-sensitive silver halide photographic material |
| US4508764A (en) * | 1982-12-14 | 1985-04-02 | E. I. Du Pont De Nemours And Company | Coating process employs surfactants |
| US4806571A (en) * | 1988-05-06 | 1989-02-21 | The Dow Chemical Company | Organic composition containing a fluoroalkyl sulfonic acid salt |
| US4840881A (en) * | 1977-02-10 | 1989-06-20 | Konishiroku Photo Industry Co., Ltd. | Process for the production of light-sensitive silver halide photographic material |
| US5541049A (en) * | 1994-06-30 | 1996-07-30 | Minnesota Mining And Manufacturing Company | Silver halide photographic material having improved antistatic properties |
| US5576074A (en) * | 1995-08-23 | 1996-11-19 | Minnesota Mining And Manufacturing Company | Laser write process for making a conductive metal circuit |
| US5674671A (en) * | 1994-07-18 | 1997-10-07 | Minnesota Mining And Manufacturing Company | Light senitive material having improved antistatic behavior |
| US5866312A (en) * | 1997-06-19 | 1999-02-02 | Eastman Kodak Company | Photographic element having surface protective layer |
| US5866285A (en) * | 1997-06-12 | 1999-02-02 | Eastman Kodak Company | Auxiliary layer for imaging elements containing solvent-soluble fluoropolymer |
| US5874191A (en) * | 1997-06-12 | 1999-02-23 | Eastman Kodak Company | Auxiliary layers for imaging elements applied from aqueous coating compositions containing fluoropolymer latex |
| US5888712A (en) * | 1997-12-16 | 1999-03-30 | Eastman Kodak Company | Electrically-conductive overcoat for photographic elements |
| US5955250A (en) * | 1997-12-16 | 1999-09-21 | Eastman Kodak Company | Electrically-conductive overcoat layer for photographic elements |
| US6071688A (en) * | 1998-07-29 | 2000-06-06 | Eastman Kodak Company | Providing additives to a coating composition by vaporization |
| US20030141487A1 (en) * | 2001-12-26 | 2003-07-31 | Eastman Kodak Company | Composition containing electronically conductive polymer particles |
| US6699648B2 (en) | 2002-03-27 | 2004-03-02 | Eastman Kodak Company | Modified antistatic compositions and thermally developable materials containing same |
| US7250202B1 (en) | 1998-06-18 | 2007-07-31 | Ilford Imaging Ch Gmbh | Recording sheets for ink jet printing |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4913970A (en) * | 1987-11-03 | 1990-04-03 | Eastman Kodak Company | Adhesion promoting composition and coated film |
| US6800429B2 (en) | 2001-12-26 | 2004-10-05 | Eastman Kodak Company | Imaging materials with conductive layers containing electronically conductive polymer particles |
-
1968
- 1968-09-24 CH CH1425668A patent/CH506093A/de not_active IP Right Cessation
-
1969
- 1969-09-04 FR FR6930217A patent/FR2018715A1/fr active Pending
- 1969-09-18 US US859166A patent/US3666478A/en not_active Expired - Lifetime
- 1969-09-19 GB GB1259398D patent/GB1259398A/en not_active Expired
- 1969-09-23 BE BE739245D patent/BE739245A/xx not_active IP Right Cessation
Cited By (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3850642A (en) * | 1971-07-16 | 1974-11-26 | Eastman Kodak Co | Multilayer radiation sensitive element having controlled triboelectric charging characteristics |
| US3888678A (en) * | 1971-07-16 | 1975-06-10 | Eastman Kodak Co | Method for adjusting triboelectric charging characteristics of materials |
| US3775126A (en) * | 1972-02-29 | 1973-11-27 | Eastman Kodak Co | Light-sensitive element comprising a coating layer containing a mixture of a cationic perfluorinated alkyl and an alkylphenoxypoly(propylene oxide) |
| US3948663A (en) * | 1973-08-27 | 1976-04-06 | Fuji Photo Film Co., Ltd. | Multi-layer color photographic light-sensitive material |
| US4201586A (en) * | 1974-06-17 | 1980-05-06 | Fuji Photo Film Co., Ltd. | Photographic light-sensitive material |
| US4086178A (en) * | 1974-08-06 | 1978-04-25 | Rolls-Royce Motors Limited | Glass cleaning formulation |
| US4385110A (en) * | 1975-05-02 | 1983-05-24 | Fuji Photo Film Co., Ltd. | Process for preparing color photographic light-sensitive materials |
| US4840881A (en) * | 1977-02-10 | 1989-06-20 | Konishiroku Photo Industry Co., Ltd. | Process for the production of light-sensitive silver halide photographic material |
| US4242444A (en) * | 1977-07-04 | 1980-12-30 | Konishiroku Photo Industry Co., Ltd. | Process for the preparation of light-sensitive silver halide photographic material |
| US4347308A (en) * | 1980-02-15 | 1982-08-31 | Fuji Photo Film Co., Ltd. | Photographic materials |
| US4367283A (en) * | 1980-06-25 | 1983-01-04 | Fuji Photo Film Co., Ltd. | Photographic light-sensitive material with three surface active agents |
| DE3207674A1 (de) * | 1981-03-04 | 1982-09-30 | Fuji Photo Film Co., Ltd., Minami-Ashigara, Kanagawa | Photographisches, empfindliches silberhalogenidmaterial |
| EP0112162A2 (en) | 1982-12-13 | 1984-06-27 | Konica Corporation | Light-sensitive silver halide photographic material |
| US4508764A (en) * | 1982-12-14 | 1985-04-02 | E. I. Du Pont De Nemours And Company | Coating process employs surfactants |
| EP0111338A3 (en) * | 1982-12-14 | 1985-11-06 | E.I. Du Pont De Nemours And Company | Coating process employs surfactants |
| US4806571A (en) * | 1988-05-06 | 1989-02-21 | The Dow Chemical Company | Organic composition containing a fluoroalkyl sulfonic acid salt |
| US5541049A (en) * | 1994-06-30 | 1996-07-30 | Minnesota Mining And Manufacturing Company | Silver halide photographic material having improved antistatic properties |
| US5674671A (en) * | 1994-07-18 | 1997-10-07 | Minnesota Mining And Manufacturing Company | Light senitive material having improved antistatic behavior |
| US5576074A (en) * | 1995-08-23 | 1996-11-19 | Minnesota Mining And Manufacturing Company | Laser write process for making a conductive metal circuit |
| US5866285A (en) * | 1997-06-12 | 1999-02-02 | Eastman Kodak Company | Auxiliary layer for imaging elements containing solvent-soluble fluoropolymer |
| US5874191A (en) * | 1997-06-12 | 1999-02-23 | Eastman Kodak Company | Auxiliary layers for imaging elements applied from aqueous coating compositions containing fluoropolymer latex |
| US5866312A (en) * | 1997-06-19 | 1999-02-02 | Eastman Kodak Company | Photographic element having surface protective layer |
| US5888712A (en) * | 1997-12-16 | 1999-03-30 | Eastman Kodak Company | Electrically-conductive overcoat for photographic elements |
| US5955250A (en) * | 1997-12-16 | 1999-09-21 | Eastman Kodak Company | Electrically-conductive overcoat layer for photographic elements |
| US7250202B1 (en) | 1998-06-18 | 2007-07-31 | Ilford Imaging Ch Gmbh | Recording sheets for ink jet printing |
| US6071688A (en) * | 1998-07-29 | 2000-06-06 | Eastman Kodak Company | Providing additives to a coating composition by vaporization |
| US20030141487A1 (en) * | 2001-12-26 | 2003-07-31 | Eastman Kodak Company | Composition containing electronically conductive polymer particles |
| US6699648B2 (en) | 2002-03-27 | 2004-03-02 | Eastman Kodak Company | Modified antistatic compositions and thermally developable materials containing same |
| US20040126718A1 (en) * | 2002-03-27 | 2004-07-01 | Kumars Sakizadeh | Modified antistatic compositions and thermally developable materials containing same |
Also Published As
| Publication number | Publication date |
|---|---|
| CH506093A (de) | 1971-04-15 |
| DE1942665A1 (de) | 1970-04-02 |
| GB1259398A (enrdf_load_stackoverflow) | 1972-01-05 |
| BE739245A (enrdf_load_stackoverflow) | 1970-03-23 |
| FR2018715A1 (enrdf_load_stackoverflow) | 1970-06-26 |
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