US3062647A - Photographic emulsions containing colloidal material and alkylene oxide polymers - Google Patents

Photographic emulsions containing colloidal material and alkylene oxide polymers Download PDF

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US3062647A
US3062647A US23043A US2304360A US3062647A US 3062647 A US3062647 A US 3062647A US 23043 A US23043 A US 23043A US 2304360 A US2304360 A US 2304360A US 3062647 A US3062647 A US 3062647A
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emulsion
ethylene oxide
silver
colloidal
oxide polymer
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Arthur H Herz
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Eastman Kodak Co
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Eastman Kodak Co
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    • 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
    • G03C1/08—Sensitivity-increasing substances
    • G03C1/09—Noble metals or mercury; Salts or compounds thereof; Sulfur, selenium or tellurium, or compounds thereof, e.g. for chemical sensitising
    • 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
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
    • G03C5/29—Development processes or agents therefor
    • G03C5/305—Additives other than developers

Definitions

  • silver halide emulsions may be chemically sensitized with a variety of materials so as to increase the speed and generally the gamma or contrast of the emulsions as opposed to optical sensitizing in which the spectral range of sensitivity is increased.
  • Chemical sensitization usually results either from the formation of silver sulfide on the surface of the silver halide crystals, thus increasing sensitivity, or from the formation of small amounts of silver from the reduction of silver halide. Either of these methods of sensitization requires that -the silver halide enter into chemical combination with the compound which imparts the sensitizing effect.
  • Some classes of compounds such as certain ethylene oxide condensation products and certain cationic surface-active salts increase sensitivity of silver halides without apparently entering into chemical combination with the silver halide. It is the sensitization of this latter type with which the present invention is primarily concerned.
  • water-insoluble colloidal metals and water-insoluble metal suldes are incorporated in a silver halide emulsion such as a silver bromoiodide emulsion to which a polyethylene oxide has been added.
  • a silver halide emulsion such as a silver bromoiodide emulsion to which a polyethylene oxide has been added.
  • the synergistic increase in contrast and speed is obtained upon development in the presence of a conventional photographic developer.
  • the individual constituents of the invention are incorporated into the emulsion prior to the coating of lthe emulsion on a support; however, equal results are obtained where the ethtylene oxide polymer is added to the developer.
  • the process of this invention can be carried out using colloidal metals such as colloidal silver, gold, platinum, palladium, and colloidal metal sulfides such as silver sultide and zinc sulfide.
  • colloidal metals such as colloidal silver, gold, platinum, palladium
  • colloidal metal sulfides such as silver sultide and zinc sulfide.
  • the amount of colloidal material can vary considerably.
  • the amount of colloidal material can vary from about 0.001 to about 3.0 grams per mole of silver halide with the range of from about 0.5 to about 1.5 grams per mole of silver halide being especially useful.
  • the concentration of polyethylene oxide polymer can also vary, for example, from about 0.25 to about 5.0 grams per mole of silver halide. Optimum concentration of polyethylene oxide polymer in the emulsion is from about 1.2 to about 5.0 grams per mole of silver halide.
  • the invention is also operative when the ethylene oxide polymer is added to the developer in the range from about 0.05 to about 5 .0 grams per liter of developer.
  • alkylene oxide polymers used to sensitize photographic emulsion can be used in practicing this invention the best results are obtained with polymers derived from alkylene oxides composed of from 2 to 4 carbon atoms, e.g., ethylene oxide, propylene oxide and butylene oxide.
  • alkylene oxides composed of from 2 to 4 carbon atoms
  • the preparation of polymers from these compounds is described in Ellis, The Chemistry of Synthetic Resins (1935), pages 990 to 994.
  • the cornpounds embodying the invention are also referred to sometimes as polyalkylene glycols and their use as sensitizers for silver halide emulsions is described in U.S. Patents 2,423,549 and 2,441,389.
  • alkylene oxides can also be used in accordance with this invention, e.g., condensation products of alkylene oxide with organic compounds containing an active hydrogen atom.
  • active hydrogen organic compounds i.e., compounds in which a hydrogen atom may be -replaced by reaction of the compound Vwith metallic sodium, methylmagnesium iodide, etc.
  • active hydrogen organic compounds include alcohols, amines, mercaptans, acids, amides, hydrocarbons such as acetylene, and compounds having the active hydrogen in a methylene group such as dibenzoylmethane.
  • condensation products of alkylene oxide with glycols such as those having from 8 to 18 carbon atoms as described in U.S. Patent 2,240,472 and British Patent 443,559 as well 'ory of the Photographic Process, 1942, page 3).
  • condensation products of alkylene oxides with aliphatic alcohols condensation products of alkylene oxides with aliphatic acids, e.g., lauric acid and glycine, condensation products of alkylene oxides with aliphatic amines or amides, eg., glycine and lauryl amide, and condensation products of alkylene oxides with phenols, e.g., phenol.
  • condensation products of alkylene oxides with aliphatic alcohols condensation products of alkylene oxides with aliphatic acids, e.g., lauric acid and glycine
  • condensation products of alkylene oxides with aliphatic amines or amides eg., glycine and lauryl amide
  • condensation products of alkylene oxides with phenols e.g., phenol.
  • the preparation of these condensation products is described in U.S. Patent 1,970,578. Condensation products of alkylene oxides with hexitol
  • the polyalkylene oxide or derivative of alkylene oxide should have a molecular weight of at least 300.
  • Condensation products of ethylene oxide with long chain alcohols, acids, amines or amides should have a molecular weight of about 700.
  • the best results are obtained with the condensation products of ethylene oxide with organic compounds having an active hydrogen and with ethylene oxide polymers having a molecular Weight of 1000 to 3500 or more.
  • the emulsions can also be optically sensitized with cyanine and merocyanine dyes, such as those described in Brooker U.S. Patents 1,846,301, issued February 23, 1932; 1,846,302, issued February 23, 1932; and 1,942,854, issued January 9, 1934; White U.S. Patent 1,990,507, issued February 12, 1935; Brooker and White U.S. Patents 2,112,140, issued March 22, 1938; 2,165,338, issued July 11, 1939; 2,493,747, issued January 10, 1950, and 2,739,964, issued March 27, 1956; Brooker and Keyes U.S. Patent 2,493,748, issued January 10, 1950; Sprague U.S.
  • the optical sensitizing dyes are advantageously employed in about their usual optimum concentration although concentrations above or below the optimum concentration can be employed.
  • alkylene oxide derivatives used to sensitize the emulsions may be illustrated by the following specic examples, although out invention is in no way limited to the use of these specic compounds.
  • the preparation of silver halide emulsions as used in this invention involves three separate operations: (1) the emulsification and digestion or ripening of the silver halide, (2) the freeing of the emulsion from aqueous soluble salts usually by washing, (3) the second digestion or afterripening to obtain increased sensitivity (Mees, The The- The sensitizing agents embodying this invention are preferably added after the iinal digestion.
  • the photographic emulsions which we use are of the developing-out type and best results have been obtained
  • emulsions of varying halide content such as silver chloride or silver bromide emulsions can be used to obtain optimum results Where iodide is incorporated in the developer.
  • the emulsions may be chemically sensitized by any of the accepted procedures in addition to or in combination with the colloidal silver incorporated emulsion system sensitized with alkylene oxide polymers.
  • the emulsions may be digested with naturally active gelatin, or sulfur compounds may be added such as those described in Sheppard U.S. Patents 1,574,944 and 1,623,499, and Sheppard and Brigham U.S. Patent 2,410,689.
  • the emulsions may also be treated with salts of the noble metals such as ruthenium, rhodium, palladium, iridium, and platinum all of Which belong to group VIII of the periodic table of elements and have an atomic weight greater than 100.
  • Representative compounds are ammonium chloropalladate, potassium chloroplatinate and sodium chloropalladite, which are used for sensitizing in amounts below that which produces any substantial fog inhibition, as described in Smith and Trivelli U.S. Patent 2,448,060, and as anti-foggants in higher amounts, as described in Trivelli and Smith U.S. Patents 2,566,245 and 2,566,263.
  • the emulsions may also be chemically sensitized with gold salts as described in Waller and Dodd U.S. Patent 2,399,083, or stabilized with gold salts as described in Damschroder U.S. Patent 2,597,856 and Yutzy and Leermakers U.S. Patent 2,597,915.
  • Suitable compounds are potassium chloroaurite, potassium aurithiocyanate, potassium chloroaurate, auric trichloride, and 2-aurosulfo- -benzothiazole methochloride.
  • the emulsions ⁇ may also be chemically sensitized with reducing agents such as stannous salts (Carroll U.S. Patent 2,487,850), polyamines such as diethylene triamine (Lowe and J ones U.S. Patent 2,518,698), polyamines such as spermine (Lowe and Allen U.S. Patent 2,521,925), or bis--aminoethyl) sulde and its water soluble salts (Lowe and Jones U.S. Patent 2,521,926).
  • reducing agents such as stannous salts (Carroll U.S. Patent 2,487,850), polyamines such as diethylene triamine (Lowe and J ones U.S. Patent 2,518,698), polyamines such as spermine (Lowe and Allen U.S. Patent 2,521,925), or bis--aminoethyl) sulde and its water soluble salts (Lowe and Jones U.S. Patent 2,521,926).
  • the emulsions may also be stabilized with the mercury compounds of Allen, Byers, and Murray U.S. application Serial No. 319,611, Carroll and Murray U.S. application Serial No. 319,612 and Leubner and Murray U.S. application Serial No. 319,613, all led November 8, 1952, now U.S. Patents 2,728,663; 2,728,664 and 2,728,665 respectively, granted December 27, 1955.
  • the emulsions may contain a suitable gelatin plasticizer such as glycerin; a dihydroXy alkane such as 1,5-pentane diol as described in Milton and Murray U.S. application Serial No. 588,951, filed June 4, 1956; an ester of an ethylene bis-glycolic acid such as ethylene bis(methyl glycolate) as described in Milton U.S. application Serial No. 622,564, modeled May 31, 1957; bis-(ethoxy diethylene glycol) succinate as described in Gray U.S. application Serial No.
  • a polymeric hydrosol as results from the emulsion polymerization of a mixture of an amide of an acid of the acrylic acid series, an acrylic acid ester and a styrene-type compound as described in Tong U.S. Patent 2,852,386, issued September 16, 1958.
  • the plasticizer may be added to the emulsion before or after the addition of a sensitizing dye, if used.
  • the emulsions may be hardened with any suitable hardener for gelatin such as formaldehyde; a halogensubstituted aliphatic acid such as mucobromic acid as described in White U.S. Patent 2,080,019, issued May ll, 1937; a compound having a plurality of acid anhydride groups such as 7,8-diphenylbicyclo (2,2,2)7octene 2,3,5,6tetracarboxylic dianhydride, or a dicarboxylic or a disulfonic acid chloride such as terephthaloyl chloride or naphthalene-1,5-disulfonyl chloride as described in Allen and Carroll U.S.
  • any suitable hardener for gelatin such as formaldehyde
  • a halogensubstituted aliphatic acid such as mucobromic acid as described in White U.S. Patent 2,080,019, issued May ll, 1937
  • Patent 2,732,316 issued January 24, 1956; a dialdehyde or a sodium bsulte derivative thereof, the aldehyde groups of Which are separated by 2-3 carbon atoms, such as -methyl glutaraldehyde bissodium bisuliite as described in Allen and Burness U.S. patent application Serial No. 556,031, filed December 29, 1955; a bis-aziridine carboxamide such as trimethylene bis( l-aziridine carboxamide) as described in Allen and Webster U.S. patent application Serial No. 599,891, filed July 25, 1956; or 2,3-dihydroxy dioxane as described in Jeffreys U.S. Patent 2,870,013, issued January 20, 1957.
  • T he emulsions may contain a coating aid such as saponin; a lauryl or oleyl monoether of polyethylene glycol as described in Knox and Davis U.S. Patent 2,831,766, issued April 22, 1958; a salt of a sulfated and alkylated polyethylene glycol ether as described in Knox and Davis U.S. Patent 2,719,087, issued September 27, 1955; an acylated alkyl taurine such as the sodium salt of N-oleoyl- N-methyl taurine as described in Knox, Twardokus and Davis U.S.
  • a coating aid such as saponin
  • a lauryl or oleyl monoether of polyethylene glycol as described in Knox and Davis U.S. Patent 2,831,766, issued April 22, 1958
  • a salt of a sulfated and alkylated polyethylene glycol ether as described in Knox and Davis U.S. Patent 2,719,087, issued September 27, 1955
  • Patent 2,739,891 issued March 27, 1956; the reaction product of a dianhydride of tetracarboxybutane with an alcohol or an aliphatic amine containing from 8 to 18 carbon atoms which is treated with a base, for example, the sodium salt of the monoester of tetracarboxybutane as described in Knox, Stenberg and Wilson U.S. Patent 2,843,487, issued July 15, 1958; a water-soluble maleopimarate or a mixture of a water-soluble rnaleopimarate and a substituted glutamate salt as described in Knox and Fowler U.S.
  • Patent 2,823,123 issued February l1, 1958; an alkali metal salt of a substituted amino acid such as disodium N-(carbo-p-tert. octylphenoxypentaethoxy)glutamate as described in Knox and Wilson U.S. patent application Serial No. 600,679, tiled Iuly 30, 1956; or a sulfosuccinamate such as tetrasodium N-(1,2-dicar boxyethyl)-N-actadecyl sulfosuccinamate or N-lauryl disodium sulfosuccinamate as described in Knox and Stenberg U.S. patent application Serial No. 691,125, filed October 2l, 1957, or a sodium salt of an alkylarylpolyether sulfonate of Baldsiefen U.S. Patent 2,600,831, granted .Tune 17, 1952.
  • a substituted amino acid such as disodium N-(carbo-
  • Curve A of FIGURE l shows the increase in speed obtained where colloidal silver in combination with a polyethylene oxide polymer is added to a standard bromoiodide emulsion. It can be noted that the speed is substantially increased where this combination is used when compared to the speed of emulsions containing only polyethylene oxide polymer (curve B) or colloidal silver (curve D). It can also be noted that the addition of colloidal silver only to the emulsion (curve D) tends to decrease the speed of that emulsion by a marked degree from the speed of an emulsion containing no additive (curve C). The synergistic effect which occurs upon the addition of colloidal silver in combination with ⁇ a polyethylene oxide polymer (curve A), is even more evident upon prolonged development.
  • Curve A in FIGURE 2 shows the increase in contrast ⁇ obtained when colloidal silver is added to a bromoiodide emulsion in combination with polyethylene oxide.
  • Curve C in FIGURE 2 shows 'the contrast of the untreated bromoiodide emulsion.
  • colloidal silver used in the examples shown in FIGURES l and 2 and in the examples which follow was prepared by the dextrin reduction method of preparation by Carey-Lea as described in Colloidal Elements by Weiser, lohn Wiley and Sons, New York, New York, 1933, page 119.
  • Example I To samples of a gelatin-silver bromoiodide emulsion which had been digested with a sulfur compound such as disclosed in Sheppard U.S. Patent 1,574,944, e.g., allyl thiourea, and a gold compound, elg. auric trichloride were added the compounds as shown in the following sample series.
  • the emulsions were coated on a cellulose acetate support in lthe conventional manner. The coatings were exposed on an Eastman Type IB Sensitometer and processed for 4 minutes at 68 F. in Kodak D-19 Developer of the following composition:
  • Example II Coatings were prepared as described in Example I except that the emulsion contained the following addenda and, in addition, the emulsion used to prepare samples 11 and 12 was green sensitized. Development was for 4 minutes at 68 F. in Kodak Developer D-l9.
  • Example III To samples of a chemically unsensitized gelatin silver bromoiodide emulsion were added the compounds as shown in the following sample series. Samples 15 and 16 were also green sensitized. The emulsion contained the following addenda. Development was for 4 minutes at 68 F. in Kodak D-19 Developer.
  • Example IV Coatings were prepared as described in Example I except that the emulsion contained the addenda described in the following sample series. The coatings were exposed on a 1B Sensitometer and processed in the developers given, composition of which is hereinbefore described.
  • said emulsion having uniformly dispersed therein at least one colloidal material selected from the group consisting of colloidal noble metals, silver sulfide and zinc sulfide and containing an alkylene oxide polymer being selected from the class consisting of (l) polyalkylene glycols, and (2) condensation products of alkylene oxide with organic compounds containing an active hydrogen atom, said alkylene oxide containing from 2 to 4 carbon atoms and said alkylene oxide polymer having a molecular weight of at least 300.
  • colloidal material selected from the group consisting of colloidal noble metals, silver sulfide and zinc sulfide and containing an alkylene oxide polymer being selected from the class consisting of (l) polyalkylene glycols, and (2) condensation products of alkylene oxide with organic compounds containing an active hydrogen atom, said alkylene oxide containing from 2 to 4 carbon atoms and said alkylene oxide polymer having a molecular weight of at least 300.
  • a light-sensitive silver halide emulsion capable of exhibiting improved speed and contrast in the presence of iodide, said emulsion having uniformly dispersed therein at least one colloidal material selected from the group consisting of colloidal noble metals, silver sulfide and zinc sulfide, and containing an ethylene oxide polymer selected from the group consisting of (l) polyethylene glycols, and (2) condensation products of ethylene oxide with organic compounds containing an active hydrogen atom, said ethylene oxide polymer having a molecular weight of at least 300.
  • a light-sensitive bromoiodide emulsion capable of exhibiting improved speed and contrast characteristics having uniformly dispersed therin at least one colloidal material selected from the group consisting of silver, gold, platinum, palladium, silver sulfide and zinc sulfide, and said emulsion containing an ethylene oxide polymer, said ethylene oxide polymer being selected from the class consisting of (l) polyethylene glycols, and (2) condensation products of ethylene oxide with organic compounds containing an active hydrogen atom, said ethylene oxide polymer having a molecular weight of at least 300.
  • a light-sensitive optically sensitized silver halide emulsion capable of exhibiting improved speed and contrast characteristics having uniformly dispersed therein at least one colloidal material selected from the group consisting of silver, gold, platinum, palladium, silver sulde and zinc sulfide, and said emulsion containing an ethylene oxide polymer, said ethylene oxide polymer being selected from the class consisting of (l) polyethylene glycols, and (2) condensation products of ethylene oxide with organic compounds containing an active hydrogen atom, said ethylene oxide polymer having a molecular weight of at least 300.
  • a light-sensitive optically sensitized bromoiodide emulsion capable of exhibiting improved speed and contrast in the presence of iodide, said emulsion having uni- Grams Elon-Ascorbic Acid Kodak Dev. D-19 of Sample per Dev. of Table ⁇ I--pli 10.2 Table II No. Compound mole AgX.
  • Speed Contrast Fog Speed Contrast Fog 71 1. 04 11 100 94 08 2. 5 135 74 17 182 85 08 0.5 1. 37 11 69 1. 20 11 POOE 490 3. 66 .23 263 1.15 .2a Colloidal gold---. 1. 8 36 1. 38 36 64 1. 18 26 .22 ⁇ gooual gold-" 275 1. 50 .54 aso 1.16 .44
  • the data can be quickly assessed by noting that the lspeed and contrast values increase readily upon the ad- Vdition of either the colloidal gold or the colloidal silver 'when added in combination with the polyethylene oxide.
  • a light-sensitive silver halide emulsion capable of being a polyethylene oxide o leyl ether.
  • a light-sensitive bromoiodide emulsion having uniformly dispersed therein colloidal gold and containing an ethylene oxide polymer, said ethylene oxide polymer being a polyethylene oxide oleyl ether.
  • a light-sensitive sulfur -and gold sensitized bromoiodide emulsion having uniformly dispersed therein colloidal silver and containing an ethylene oxide polymer, said ethylene oxide polymer being a polyethylene oxide oleyl ether.
  • the method of producing a photographic image comprising (a) exposing a light-sensitive silver halide emulsion having uniformly dispersed therein (1) at least one colloidal material selected from the group consisting of colloidal noble metals, silver sulfide and Zinc sulfide and (2) an alkylene oxide polymer, said alkylene oxide polymer being selected from the class consisting of (l) polyalkylene glycols, and (2) condensation products of alkylene oxide With organic compounds containing an active hydrogen atom, said alkylene oxide containing from 2 to 4 carbon atoms and said alkylene oxide polymer having a molecular Weight of at least 300; and (b) developing said exposed emulsion in a photographic developer.
  • a method of producing a photographic image comprising (a) exposing a light-sensitive silver halide emulsion having uniformly dispersed therein at least one colloidal material selected from the group consisting of colloidal noble metals, silver sulfide and Zinc sulfide and containing an ethylene oxide polymer selected from the class consisting of (l) polyethylene glycols, and (2) condensation products of ethylene oxide with organic compounds containing an active hydrogen atom, said ethylene oxide polymer having a molecular Weight of at least 300; and (b) developing said exposed emulsion in a photographic developer containing iodide, said iodide being added to said developer as a soluble iodide selected from the group consisting of potassium, sodium, and lithium.
  • a method of producing a photographic image comprising (a) exposing a light-sensitive bromoiodide emulsion having uniformly dispersed therein at least one colloidal material selected from the group consisting of colloidal noble metals, silver sulfide and zinc sulfide and (a) developing said exposed emulsion in the presence of an ethylene oxide polymer, said ethylene oxide polymer being selected from the class consisting of (l) polyethylene glycols, and (2) condensation products of ethylene oxide with organic compounds containing an active hydrogen atom, said ethylene oxide polymer having a molecular Weight of at least 300.
  • the method of producing a photographic image comprising (a) exposing a light-sensitive bromoiodide emulsion having uniformly dispersed therein at least one colloidal material selected from the group consisting of silver, gold, platinum, palladium, silver sulfide and zinc sulfide, and containing an ethylene oxide polymer selected from the class consisting of (l) polyethylene glycols, and (2) condensation products of ethylene oxide with organic compounds containing an active hydrogen atom, said ethylene oxide polymer having a molecular weight of at least 300; and (b) developing said exposed emulsion in a photographic developer.
  • a method of producing a photographic image cornprising (a) exposing a light-sensitive bromoiodide emulsion containing colloidal silver and an ethylene oxide polymer, said ethylene oxide polymer being polyethylene oxide oleyl ether; and (b) developing said exposed emulsion in a photographic developer.
  • a method of producing a photographic image comprising (a) exposing a light-sensitive bromoiodide emulsion containing colloidal gold and an ethylene oxide polymer, said ethylene oxide polymer being polyethylene oxide oleyl ether; and (b) developing said exposed emulsion in a photographic developer.
  • a method of producing a photographic image comprising (a) exposing a light-sensitive silver halide emulsion containing colloidal silver and an ethylene oxide polymer, said ethylene oxide polymer being polyethylene oxide ⁇ oleyl ether; and (b) developing said exposed emulsion in a photographic developing agent containing iodide, said iodide being added to the developer as a soluble iodide selected from the group consisting of potassium, sodium and lithium.

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US23043A US3062647A (en) 1960-04-18 1960-04-18 Photographic emulsions containing colloidal material and alkylene oxide polymers
GB11616/61A GB950636A (en) 1960-04-18 1961-03-30 Process for producing photographic silver images and light-sensitive silver halide emulsions and method of increasing their sensitivity
FR858777A FR1286375A (fr) 1960-04-18 1961-04-14 Nouvelle émulsion photographique de sensibilité et de facteur de contraste élevés et procédé pour l'obtention d'une image photographique utilisant une telle émulsion

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3288612A (en) * 1961-12-26 1966-11-29 Fuji Photo Film Co Ltd Photographic emulsion of silver halide
US3297760A (en) * 1959-07-23 1967-01-10 Fairmount Chem Para amino-nu-ethyl-nu-beta-hydroxy-ethyl-meta toluidine mono-nitrate and di-nitrate nd methods of producing same
US3436219A (en) * 1965-02-26 1969-04-01 Mitsubishi Paper Mills Ltd Color photographic material
US3833378A (en) * 1971-04-27 1974-09-03 Fuji Photo Film Co Ltd Developer composition for producing photographic materials for the graphic arts
US3901711A (en) * 1972-08-31 1975-08-26 Mitsubishi Paper Mills Ltd Silver halide photographic emulsion containing a gold salt and a polyalkylene oxide
US4144069A (en) * 1976-03-08 1979-03-13 Fuji Photo Film Co., Ltd. Method of image formation
EP0109111A1 (en) * 1982-11-12 1984-05-23 Agfa-Gevaert N.V. Process for the production of a photographic colour image by image-wise dye diffusion transfer

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4880727A (en) * 1986-09-26 1989-11-14 Fuji Photo Film Co., Ltd. Direct positive photographic material

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2707681A (en) * 1951-03-07 1955-05-03 Du Pont 8-aminolilolidines and 9-aminojulolidines and their addition salts and developer compositions containing the same
US2848330A (en) * 1955-12-01 1958-08-19 Eastman Kodak Co Photographic emulsions sensitized with sulfonium salts and alkylene oxide polymers

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2707681A (en) * 1951-03-07 1955-05-03 Du Pont 8-aminolilolidines and 9-aminojulolidines and their addition salts and developer compositions containing the same
US2848330A (en) * 1955-12-01 1958-08-19 Eastman Kodak Co Photographic emulsions sensitized with sulfonium salts and alkylene oxide polymers

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3297760A (en) * 1959-07-23 1967-01-10 Fairmount Chem Para amino-nu-ethyl-nu-beta-hydroxy-ethyl-meta toluidine mono-nitrate and di-nitrate nd methods of producing same
US3288612A (en) * 1961-12-26 1966-11-29 Fuji Photo Film Co Ltd Photographic emulsion of silver halide
US3436219A (en) * 1965-02-26 1969-04-01 Mitsubishi Paper Mills Ltd Color photographic material
US3833378A (en) * 1971-04-27 1974-09-03 Fuji Photo Film Co Ltd Developer composition for producing photographic materials for the graphic arts
US3901711A (en) * 1972-08-31 1975-08-26 Mitsubishi Paper Mills Ltd Silver halide photographic emulsion containing a gold salt and a polyalkylene oxide
US4144069A (en) * 1976-03-08 1979-03-13 Fuji Photo Film Co., Ltd. Method of image formation
EP0109111A1 (en) * 1982-11-12 1984-05-23 Agfa-Gevaert N.V. Process for the production of a photographic colour image by image-wise dye diffusion transfer
JPS59101647A (ja) * 1982-11-12 1984-06-12 アグフア・ゲヴエルト・ナ−ムロゼ・ベンノ−トチヤツプ 映像的染料拡散転写による写真カラ−像の形成方法

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BE602578A (en(2012))

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