US3516833A - Photographic material containing a hydrophilic colloid and a sucrose ester - Google Patents
Photographic material containing a hydrophilic colloid and a sucrose ester Download PDFInfo
- Publication number
- US3516833A US3516833A US336648A US3516833DA US3516833A US 3516833 A US3516833 A US 3516833A US 336648 A US336648 A US 336648A US 3516833D A US3516833D A US 3516833DA US 3516833 A US3516833 A US 3516833A
- Authority
- US
- United States
- Prior art keywords
- saccharose
- emulsion
- layer
- acid
- photographic
- 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
- 229930006000 Sucrose Natural products 0.000 title description 34
- -1 sucrose ester Chemical class 0.000 title description 17
- 239000000463 material Substances 0.000 title description 11
- 239000005720 sucrose Substances 0.000 title description 6
- 239000000084 colloidal system Substances 0.000 title description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 35
- 229960004793 sucrose Drugs 0.000 description 33
- 239000010410 layer Substances 0.000 description 32
- 235000013681 dietary sucrose Nutrition 0.000 description 28
- 229920000159 gelatin Polymers 0.000 description 22
- 235000019322 gelatine Nutrition 0.000 description 22
- 239000000839 emulsion Substances 0.000 description 20
- 239000000243 solution Substances 0.000 description 18
- 239000000080 wetting agent Substances 0.000 description 16
- 108010010803 Gelatin Proteins 0.000 description 15
- 239000008273 gelatin Substances 0.000 description 15
- 235000011852 gelatine desserts Nutrition 0.000 description 15
- 239000000194 fatty acid Substances 0.000 description 14
- 238000005266 casting Methods 0.000 description 11
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 239000001828 Gelatine Substances 0.000 description 7
- 239000011241 protective layer Substances 0.000 description 7
- 229910052709 silver Inorganic materials 0.000 description 7
- 239000004332 silver Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 6
- SYXUBXTYGFJFEH-UHFFFAOYSA-N oat triterpenoid saponin Chemical compound CNC1=CC=CC=C1C(=O)OC1C(C=O)(C)CC2C3(C(O3)CC3C4(CCC5C(C)(CO)C(OC6C(C(O)C(OC7C(C(O)C(O)C(CO)O7)O)CO6)OC6C(C(O)C(O)C(CO)O6)O)CCC53C)C)C4(C)CC(O)C2(C)C1 SYXUBXTYGFJFEH-UHFFFAOYSA-N 0.000 description 6
- 239000006260 foam Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000002950 deficient Effects 0.000 description 3
- 150000002016 disaccharides Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- 241001479434 Agfa Species 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- CBEQRNSPHCCXSH-UHFFFAOYSA-N iodine monobromide Chemical compound IBr CBEQRNSPHCCXSH-UHFFFAOYSA-N 0.000 description 1
- BJHIKXHVCXFQLS-UYFOZJQFSA-N keto-D-fructose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)CO BJHIKXHVCXFQLS-UYFOZJQFSA-N 0.000 description 1
- 239000010721 machine oil Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 231100000489 sensitizer Toxicity 0.000 description 1
- 150000004666 short chain fatty acids Chemical class 0.000 description 1
- 235000021391 short chain fatty acids Nutrition 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
Definitions
- This invention relates to silver halide photographic elements having at least one layer comprising a hydrophilic colloid and a sucrose ester of an aliphatic monocarboxylic acid having at least 8 carbon atoms.
- This invention relates to gelatin silver halide emulsions and emulsion layers which contain monofatty acid esters of saccharose as non-ionogenic wetting agents.
- the principal object of the present invention is to provide wetting agents for use in the production of photographic layers.
- Other objects and advantages, some of which are referred to specifically hereinafter will be evident to those skilled in the art to which this invention pertains.
- Saccharose which is also called sucrose, is a disaccharide which on hydrolysis yields D-glucose and D- fructose in equal amounts.
- Esterification products with short chain fatty acids or with longer chain fatty acids as well as double esterified products are less suitable.
- saturated fatty acids such as: caprylic acid, pelargonic acid, capric acid, undecylic acid, lauric acid, tridecoic acid, myristic acid, pentadecanoic acid, or palmitic acid.
- Particular suitability exhibit saccharose derivatives which are esterified with acids of a chain length of 10-14 C-atoms, more particularly lauric acid.
- Gelatine-containing caustic solutions having a content of saccharose mono-fatty acid derivatives can be applied very uniformly even in relatively thin layers.
- the excellent effect of these substances is partly due to their ability to emulsify contaminations such as dirt, oils and fats.
- the gelatine-containing casting solutions may contain the saccharose derivatives in quantities of 0.1 to 5 g. per liter of solution ready to be cast.
- the preferred range is about 0.2 to 2 g. This corresponds to an amount in the final dried layer of about 0.04 to 0.4 g. per square meter.
- the products are advantageously added in the form of aqueous solutions which contain about 4% wetting agent.
- the casting solutions may contain the usual other additives such as stabilisers, sensitisers, color couplers, hardening agents, etc.
- the photographic properties of the layers are not impaired by the saccharose fatty acid derivatives, even on prolonged storage.
- Another possible method of preparing mono-fatty acid saccharates consists in reacting polyfatty acid saccharates with disaccharide. However, the products obtained by this method are not so pure as those obtained by the aforementioned process.
- the wetting action of the saccharose derivatives is independent of the pH of the solution to be cast.
- the saccharose esters are sufficiently resistant to saponification for photographic t chniques and compatible with anion-active and with cationactive as well as with non-ionogenic wetting agents.
- Their use in gelatine-containing solutions makes it possible to increase the speed of application and hence improve the output of casting machines.
- Further gelatine-containing layers which contain these wetting agents can easily be coated with a further layer shortly after solidification and whilst they are still moist. This further layer may also contain saccharose mono-fatty acid esters.
- saccharose esters Another surprising advantage of the saccharose esters is that photographic layers containing these substances in sufficient quantity, especially in the uppermost layer, can be worked up quite satisfactorily using strongly foaming developers.
- the mechanical development of photographic materials is in practice frequently carried out in apparatus through which a powerful stream of gas is intermittently blown to effect thorough mixing, whereby a very stable foam is usually formed, particularly in the case of developers that have already been used.
- the foam bubbles adhere firm 1y to the surface of the film material, with the result that a large number of undeveloped or insufiiciently developed areas occur.
- EXAMPLE 1 A 6% gelatine solution without wetting agent, which has been colored by antihalo dyestuffs, is applied to a film support. For comparison, a layer of the same gelatin solution but containing in addition 0.2 g. of saccharose monolaurate per liter is prepared.
- a gelatine solution of the same composition is contaminated with a few drops of machine oil, and after thorough mixing some of it is applied to a film support under the same conditions, again without the addition of Wetting agent.
- the remaining gelatin solution contaminated with oil is treated with various quantities of a 4% aqueous solution of saccharose monolaurate, mixed thoroughly and also applied to a film support. After drying the layers, the defective areas are counted on a surface of 0.137 square meter.
- saccharose mono- Similar results are obtained with mono-fatty acid esters of saccharose with myristic acid or caprylic acid.
- EXAMPLE 2 A panchromatically sensitized, highly sensitive iodine bromide emulsion with about g. silver per kg. casting emulsion and about 6 mols percent iodide, which contains saponine as wetting agent in addition to the usual additives such as stabilisers, hardening agents and preserving agents, is cast onto a film support. After solidification but before drying, a 2% gelatin solution for a protective layer which contains 1.6 g. saccharose monolaurate per liter is applied to this emulsion layer.
- a very uniform protective layer is obtained.
- an exposed material formed as above is developed in a developer which strongly foams by the addition of saponine and by blowing air through it, pictures are obtained which have no insufiiciently developed areas.
- saponine or other wetting agents e.g., alkyl sulphonic acid ester
- the same method is used for working up, a negative full or circular, empty or feebly developed patches due to the adhesion of air bubbles is obtained.
- Sensitivity, gradation and fogging were not influenced by the saccharose monolaurate.
- the stability on storage was excellent.
- EXAMPLE 3 The emulsion described in Example 2 is treated, instead of with saponine, with a mixture of this wetting agent and 1.0 g. saccharose monolaurate, both in the form of 4% aqueous solutions. The application of emulsion on a film support is free of defective areas. The protective layer described in Example 2 is applied to the solidified but not yet dry emulsion layer. Even at high casting speeds, very uniform layers are obtained with this emulsion.
- EXAMPLE 4 1.6 g. of saccharose monolaurate as Wetting agent is added per liter of casting emulsion to an unsensitized positive Cine emulsion.
- the emulsion contained 2.8% by weight of silver bromide, corresponding to 16 g. of silver
- a casting solution of an emulsion for color reversal films with a cyan color coupler being diffusion resistant contained as wetting agent a mixture of 0.36 g. of an alkylene succinic acid ester and 0.27 g. saccharose monolaurate (used as 4% solution) per liter.
- This emulsion was applied onto a film support and on this, at the same stage of the operation, a gelatine protective layer was applied which consists of an approximately 1.2% gelatin solution containing about 0.4 g. per liter of the aforesaid alkylene succinic acid ester as wetting agent.
- the uniformity of the emulsion casting and its wettability by the gelatin protective layer are achieved by the addition of saccharose monolaurate to the emulsion layer. While there have been pointed out certain preferred embodiments of the invention, the same is not limited to the foregoing examples or to the specific details given therein, but are capable of numerous variations and embodiments as to the emulsions or gelatin layers, proportions or casting conditions employed.
- a photographic element comprising a support, at least one layer comprising a hydrophilic colloid and a sucrose ester of an aliphatic monocarboxylic acid having at least 8 carbon atoms.
- a light-sensitive photographic material containing at least one silver halide gelatin emulsion layer, not less than one gelatin layer thereof containing an eifective amount of a mono-ester of saccharose with a fatty acid of 818 carbon atoms.
- Photographic material of claim 3 wherein the gelatin layer containing the mono ester of saccharose with the fatty acid is the uppermost layer.
- Light-sensitive photographic silver halide gelatin emulsion which contains per liter of casting solution 20-80 g. gelatin and 0.2-2 g. of a mono ester of saccharose with a fatty acid having 8-18 carbon atoms.
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Laminated Bodies (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEA42180A DE1171738B (de) | 1963-01-26 | 1963-01-26 | Netzmittel fuer gelatinehaltige Schichten eines photographischen Ein- oder Mehr-schichtenmaterials |
Publications (1)
Publication Number | Publication Date |
---|---|
US3516833A true US3516833A (en) | 1970-06-23 |
Family
ID=6932957
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US336648A Expired - Lifetime US3516833A (en) | 1963-01-26 | 1964-01-09 | Photographic material containing a hydrophilic colloid and a sucrose ester |
Country Status (5)
Country | Link |
---|---|
US (1) | US3516833A (en)van) |
BE (1) | BE642936A (en)van) |
CH (1) | CH434971A (en)van) |
DE (1) | DE1171738B (en)van) |
GB (1) | GB1039183A (en)van) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4161408A (en) * | 1977-06-06 | 1979-07-17 | Minnesota Mining And Manufacturing Company | Method for the preparation of a photothermographic system |
US5426019A (en) * | 1993-12-30 | 1995-06-20 | Eastman Kodak Company | Color photographic element |
US5451497A (en) * | 1993-12-30 | 1995-09-19 | Eastman Kodak Company | Photographic dispersion having improved stability |
US5582963A (en) * | 1994-10-28 | 1996-12-10 | Fuji Photo Film Co., Ltd. | Process for preparation of silver halide photographic material having emulsion layer and antistatic backing layer |
US6670111B2 (en) | 2001-10-30 | 2003-12-30 | Ferrania, S.P.A. | Photographic dispersions for yellow filter dyes |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1077317A (en) * | 1964-11-26 | 1967-07-26 | Fuji Photo Film Co Ltd | Improvements in and relating to photographic gelatin-containing coating compositions |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2114490A (en) * | 1937-09-27 | 1938-04-19 | Benjamin R Harris | Emulsion |
US3016334A (en) * | 1958-11-24 | 1962-01-09 | Thomas J Lewis | Skin cream containing low gel strength, low viscosity gelatin |
-
1963
- 1963-01-26 DE DEA42180A patent/DE1171738B/de active Pending
-
1964
- 1964-01-08 CH CH18964A patent/CH434971A/de unknown
- 1964-01-09 US US336648A patent/US3516833A/en not_active Expired - Lifetime
- 1964-01-24 BE BE642936A patent/BE642936A/xx unknown
- 1964-01-24 GB GB3196/64A patent/GB1039183A/en not_active Expired
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2114490A (en) * | 1937-09-27 | 1938-04-19 | Benjamin R Harris | Emulsion |
US3016334A (en) * | 1958-11-24 | 1962-01-09 | Thomas J Lewis | Skin cream containing low gel strength, low viscosity gelatin |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4161408A (en) * | 1977-06-06 | 1979-07-17 | Minnesota Mining And Manufacturing Company | Method for the preparation of a photothermographic system |
US5426019A (en) * | 1993-12-30 | 1995-06-20 | Eastman Kodak Company | Color photographic element |
US5451497A (en) * | 1993-12-30 | 1995-09-19 | Eastman Kodak Company | Photographic dispersion having improved stability |
US5582963A (en) * | 1994-10-28 | 1996-12-10 | Fuji Photo Film Co., Ltd. | Process for preparation of silver halide photographic material having emulsion layer and antistatic backing layer |
US6670111B2 (en) | 2001-10-30 | 2003-12-30 | Ferrania, S.P.A. | Photographic dispersions for yellow filter dyes |
Also Published As
Publication number | Publication date |
---|---|
DE1171738B (de) | 1964-06-04 |
BE642936A (en)van) | 1964-07-24 |
GB1039183A (en) | 1966-08-17 |
CH434971A (de) | 1967-04-30 |
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