US3907575A - Spectrally sensitized silver halide photographic emulsion - Google Patents
Spectrally sensitized silver halide photographic emulsion Download PDFInfo
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- US3907575A US3907575A US410572A US41057273A US3907575A US 3907575 A US3907575 A US 3907575A US 410572 A US410572 A US 410572A US 41057273 A US41057273 A US 41057273A US 3907575 A US3907575 A US 3907575A
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- silver halide
- halide photographic
- photographic emulsion
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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
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/08—Sensitivity-increasing substances
- G03C1/28—Sensitivity-increasing substances together with supersensitising substances
- G03C1/29—Sensitivity-increasing substances together with supersensitising substances the supersensitising mixture being solely composed of dyes ; Combination of dyes, even if the supersensitising effect is not explicitly disclosed
Definitions
- the present invention relates to a silver halide photographic emulsion which has been very strongly spectrally sensitized over a particular wave length region by the application of a super sensitizing combination. ln greater particularity. the present invention is concerned with a silver halide photographic emulsion which has been spectrally sensitized within the wave length region ranging from 580 mm to 640 mm.
- a photographic material to have too much of an extended range of sensitivity. for example. over wave lengths as high as in excess of'660 nm (the wave length at the maximum sensitization). nor to have appreciable sensitivity only in the lower wave length regions. for example. in the region below 58()nm (wave length at the maximum sensitization).
- a primary object of the present invention is to provide a novel technique for effecting super sensitization by which the sensitivity ofa silver halide photographic emulsion in wave lengths ranging from about 580 nm to 640 nm is increased to a much greater extent.
- Another object of the present invention is to provide an improvement in reducing color stains inevitably occurring after development.
- Still another object of the present invention is to find a sensitizing dye which doesnotdiffuse into adjacent photosensitive layers so as to sensitize the adjacent layer when one layer of a multi-layered photosensitive material has been spcctrally sensitized selectively so as to attain the objects of the present invention.
- A represents a hydrogen atom.
- an alkyl group i.e.. an unsubstituted alkyl group e.g.. having up to 4 carbon atoms. preferably up to 3 carbon atoms. or a substituted alkyl group. c.g.. in which the alkyl moiety has up to 4 carbon atoms. preferably up to 3 carbon atoms) or an aryl group. preferably a monoaryl group: R, and R each represents an aliphatic group including a saturated aliphatic group and an unsaturated aliphatic group. for example.
- a B-naphthothiazole ring a benzoselenazole ring or a 4.5-dihydronaphtho [1.2- d lthiazole ring;
- Z represents group of atoms necessary for forming a benzoxazole ring or a benzimidazole ring;
- A: represents a hydrogen atom.
- an alkyl group i.e.. an unsubstituted alkyl group e.g.. having up to 4 carbon atoms. preferably by to 3 carbon atoms or a substituted alkyl group. e.g.. in which the alkyl moiety has up to 4 carbon atoms, preferably up to 3 carbon atoms
- an aryl group i.e.. an unsubstituted alkyl group e.g. having up to 4 carbon atoms. preferably by to 3 carbon atoms or a substituted alkyl group.
- R and R each represents an aliphatic group including a saturated aliphatic group and an unsaturated aliphatic group. for example. an alkyl group and an aralkyl group. which groups may be substituted. with the number of carbon atoms in the alkyl moiety being up to 8. preferably up to 4 in which at least one of R or R is a hydroxyalkyl.
- each represents a group of atoms necessary for forming a benzothiazole ring.
- a benzoselenazole ring a B-naphthothiazole ring or a B-naphthoselenazole ring;
- A represents a hydrogen atom.
- alkyl group i.e.. an unsubstituted alkyl group e.g.. having up to 4 carbon atoms. preferably up to 3 carbon atoms or a substituted alkyl group. e.g.. in which the alkyl moiety has up to 4 carbon atoms. preferably up to 3 carbon atoms
- R and R each represents an aliphatic group including a saturated ali phatie group and an unsaturated aliphatic group. for example. an alkyl group and an aralkyl group. which groups may be substituted. with the number of carbon atoms in the alkyl moiety being up to 8. preferably up to 4.
- R or R being either a hydroxyalkyl. a carboxyalkyl or a sulfo-containingalkyl group; X;, represents an acidanion group; n is l or 2. but when n is l. the dye forms an intramolecular salt,
- FIGS. 1-19 are spectrograms of the color super sensitizing dye combinations of this invention and of other dyes for comparison of samples as produced in the Example hereinafter.
- FIG. 20 is a graphical presentation of the transmission characteristics of Spl. Sc-SO and Sc-56 filters.
- heterocyclic rings represented by Z of the sensitizing of the General Formula (I) include. for example. both those rings which are unsubstituted and which are substituted with substituents such as halogen atoms. alkyl groups. acyl groups. aryl groups. cyano groups. hydroxy groups. alcoholate groups. amino groups. etc.. such as benzothiazole. 5- chlorobenzothiazolc. S-bromobenzothiazole. 5- fluorobenzothiazole. 5-methylbenzothiazole. 5- methoxybenzothiazole. 5-methylcarbonylbenzothiazole. 5-earboxybenzothiazole.
- S-methoxycarlmnylbenzothiazole 5-phenylbenzothiazole. 5- cyanobenzothiazole. 5-trifluoromethylbenzothiazole. 5-hydroxybenzothiazole. 5-aminobenzothiazole. 5.6- dichlorobenzothiazole; 5-methyl-6- methoxybenzothiazole. 5.6-dimethylbenzothiazole. 5.6-dimethoxybenzothiazole. 5.6-diethoxybenzothiazole. benzoselenazole. 5-chlorobenzoselenazole. 5-bromobenzoselenazole. 5-methylbenzoselenazole. 5-methoxybenzoselenazole.
- heterocyclic rings formed by Z of the General Formula (II). which may also be substituted with the same substituents as are described for the heterocyclic rings for Z include rings such as. for example. benzothiazole. 5-ehlorobenxothiazole. 5- bromobenzothiazole. 5-methylbenzothiazole. 5- methoxybenzothiazole. 5.6-dimethylbenzothiazole. 5.o-dimethoxybenzothiazole. 5-ethoxybenzothiazole. 5-methyl-6-methoxybcnzothiazole. 5-methyl-6- ethoxybenzothiazolc. 5-ethoxy-6-methylbenzothiazole. 5-hydroxy-omethylbenxothiazole.
- Example ofheterocyclic rings formed by 7. of the General Formula (II). which may be substituted also with substituents such as those described withregard to 2:. include rings such as for example. benzoxazole. 5- methylbenzoxazole. 5-methoxybenzoxazole. 5.6-dimethylbenzoxazole. 5.(i-dimethoxybenzoxazole. 5- phenylbenzoxazole. benzimidazole. 5- chlorobenzimidazole. 5.(v-diehlorobenzimidazole. S-trifluoromethylbenzimidalole. etc. V
- heterocyclic rings formed by Z.-, and 2,. ofthe General Formula (III which may be also substituted respectively with substituents such as those described with regard to Z include. for example. rings such as bengothiazole. 5-ehlorobenzothiazole. 5- bromobenzothiazole. S-methylbenzothiazole. 5- methoxybenzothiazole. 5-acetylbenzothiazole. 5-
- methoxycarbonylbenzothiazole S-ethoxycarbonylbenzothiazole. ,5-phenylbenzothiazole. 5- cyano benzothiazole. 5 hydroxybenzothiazole. benzoselenazole. 5-chlorobe'nzoselenazole. 5-
- a A and A in the General Formulae (I). (II) and (III). respectively. each represent.for example. a hydrogen atom. a methyl group. an ethyl group. a propyl group. a phenyl group. a phenethyl group. etc.
- R R R R R and R each represents. for example. a methyl group. and ethyl group. a propyl group. an allyl group. a hydroxyalkyl group (c.g.. a 2- hydroxyethyl group. a 3-hydroxyethyl group. etc.). a carboxyalkyl group (e.g.. a l-earboxyethyl groupfa 3-earboxypropyl group. a 4-earboxybutyl group. etc.). an alkoxyalkyl group (c.g.. a Z-methoxyethyl group etc). a sulfo-containing alkyl group (c.g.. a 3- sultopropyl group.
- a 3-sulfobutyl group a 2 -[3-sulfopropoxy ]ethyl group. a 2-hydroxy-3 sulfopropyl group. a 3-sulfopropoxyethoxyethylgroup. etc-.. a haloalkyl group (e.g.. a 2-bromoethyl group etc. an aminoalkyl group (e.g.. a morpholinoalkyl group. etc.). a cyan'oalkyl group. a sulfoaralkylgroup (e.g.. a p-sulfophenethyl group etc.).
- X T. Xfand Xfeach represents. for example. an iodide ion. a bromide ion. a chloride ion. a p-toluenesulfonie acid ion. a benzene sulfonic acid ion. an ethyl sulfuric acid ion. a perchlorate ion and arhodanate ion and like acid anions which are usually contained in cyanine type dye salts.
- the chemical structure of the sensitizing dye represented by the General Formula (I) can be characterized as being a'nonsymmetrical carbocyanine dye hav' ing at the nitrogen atom of the nitrogen-containing heterocyclic ring atleast one substituted alkyl group selected from the group consisting of hydroxyalkyl. earboxyalkyl and sulfo-containing alkyl groups. and also having its maximum sensitivity wave length preferably at the region between 580 nm and 625 nm.
- the sensitizing dye is also characterised by the tendency to form J-aggregates.
- the dye of the General Formula (I) is characterized as having the capability of enhancing the spectral sensitivity hen used in combination with a dye of the General Formula (ll) or of the (ieneral l-ormula (lll). without its maximum sensitivity being shifted towards the range of wave lengths longer than
- the chemical structures of sensitizing dyes each represented by the General Formulae (ll) and (III) are characterized as having substituent group or groups selected from the group consisting of hydroxyalkyl. carboxyalkyl and sulfo-containing alkyl groups which may be bonded to either one or preferably both nitrogen atoms of the nitrogen-containing heterocyelie nucleus.
- the super sensitizing activity exerted by the combination of the particular dyes according to the present invention is highly resistant against any inhibiting activity to spectral sensitization due to the presence of color couplers.
- the combination of color sensitizing dyes of the present invention does not increase fogging tendencies. nor is accompanied by diffusion of the dye into adjacent emulsion layer so as to eventually sensitize the layertsilver halide) when it is applied to the one of the multi-layered photosensitive emulsion layers.
- the super sensitizing technique according to the present invention is useful for the production of orthopan type photosensitive emulsions.
- coupler-inemulsion type color photosensitive emulsions of a multi-layered structure as disclosed. e.g.. in US Pat. No. 3.480.434 and British Pat. No. l.252.()66. especially for the production of emulsions to be used as reversal or negative color photosensitive materials.
- sensitizing dyes used in the present invention are illustrated by the examples given as follows. but it should be noted that the sensitizing dyes of this invention are not limited to these specific examples only.
- the silver halide photographic emulsion used in this invention can be prepared using conventional techniques. and contains therein fine particles of silver chloride. silver bromide. silver iodide and mixtures thereof which have been produced by precipitation in accordance ⁇ vith.c.g.. the single jet process. the double jet process or a combination of these processes. followed by ripening.
- the silver halide contains at least 90 1110171 silver bromide and less than 7 mol'/( silver iodide.
- a preferred halogen composition in mob/r of iodide is no more than mol /r. for example from 2 mol /1 to 7 mob/r.
- silver iodobromide or silver iodochloride is especially preferred.
- the average particle diameter (e.g.. as measured by the projected area method in numeral mean) desirably is within the range of from 0.04 ,u. to 2 u.
- the silver halide photographic emulsion used in this invention can be sensitized according to conventional sensitizing methods including. for example, using gold sensitization (as disclosed in U.S. Pat. Nos. 2.540.085; 2.597.856; 2.597.915; 2.399.083. ctc.). sensitization using Group VIII metal ions of the periodic table. sulfur sensitization (as disclosed in U.S. Pat. Nos. 1.574.944; 2.278.947; 2.440.206; 2.410.689; 3.189.458; 3.415.649. etc). reduction sensitization (as disclosed in U.S. Pat. Nos. 2.518.698; 2.419.974; 2.983.610. etc.). and using various combinations of two or more of the above described sensitizing methods.
- Typical examples of chemical sensitizers include thiourea. sodium thiosulfate. cystine and the like sulfur-containing sensitizers; potassium cbloroaurate. aurous thiosulfate. potassium chloropalladate. and the like noble metal sensitizers: tin chloride. phenyl hydrazine. rcductone and the like reducing sensitizers. etc.
- sensitizers such as polyoxyethylene compounds (as disclosed in U.S. Pat. No. 2.716.062).
- polyoxypropylene compounds having an oxonium or ammonium group as disclosed in U.S. Pat. Nos. 2.271.623: 2.288.226; and 2.334.864 can also be included.
- the emulsion ofthe invention can further contain antifoggants such as nitrohenzazoles. e.g.. nitrobenzimidazole as disclosed in British Pat. No. 403.789.
- platinate salts e.g.. ammonium chloroplatinate. as disclosed in US. Pat. Nos. 2.566.263: and 2.566.245. etc..
- stabilizers such as 4hydroxy-6-methyl-l.3.3a.7- tetrazaindenc. thiazolium salts as disclosed in US. Pat Nos. 2.131.038 and 2.694.716.
- azaindenes e.g.. 4- hydrosy-6-methyl-l.3.311.7-tetrazaindcne as disclosed in L'.S.
- organic and inorganic hardeners such as formaldehyde. chromium alum. l-hydrosy-3.5 dichlorotriazine st diuni salt. glyoxal. dichloroacrolein. etc.. coating aids such as saponin.
- alkylaryl sulfonates such as sodium alkyl benzene sulfonates as disclosed in U.S. Pat. No. 2.600.831 and amphoteric compounds as disclosed in U.S. Pat. No. 3.133.816. etc.
- the silver halide emulsion used in the present invention can be super sensitized by the combination with other sensitizing dyes and heterocyclic compounds under such condition that the wave length ofthe maximum sensitization is within the range of from approximately 580 nm to 640 nm.
- dyestuffs such as those selected from the imidazolocarbocyanine dyes. imidazolooxacarbocyanine dyes. imidazolo-indocarbocyanine dyes. 2.2'-quinocyanine dyes. pseudocyanine dyes. simple merocyanine dyes. dimethine merocyanine dyes. styryl dyes (including styryl bases) etc.; and compounds such as imidazole (including imidazolinium) compounds. pyrazolone compounds. naphthothiazole compounds. benzothiazole compounds. triazole compounds. tetrazole compounds. etc..
- these dyes include polymethine dyes having sulfoor carboxy-substituted alkyl group(s) as the N-substituent of the basic heterocyclic nucleus.
- the silver halide emulsion used in this invention can contain color couplers such as are disclosed in U.S. Pat. Nos. 3.476.563; 3.516.831; 3.515.557; and 3.582.322 and dispersing agents therefor whenever it is used as a color photosensitive material.
- color couplers such as are disclosed in U.S. Pat. Nos. 3.476.563; 3.516.831; 3.515.557; and 3.582.322 and dispersing agents therefor whenever it is used as a color photosensitive material.
- a cyan type coupler is especially preferred.
- these couplers especially favorable are a phenolic type coupler disclosed in U.S. Pat. No. 2.698.794; and a naphthol type coupler.
- the silver halide photographic emulsion used in this invention can contain as a protective colloid gelatin or acylated gelatin such as phthalated gelatin. malonated gelatin. succinated gelatin; cellulose compounds such as hydroxycthyl cellulose and carboxymethyl cellulose. dextrin and the like soluble starches; hydrophilic polymers such as polyvinyl alcohol. polyvinyl pyrrolidone. polyacrylamide and polystyrene sulfonic acid.
- a protective colloid gelatin or acylated gelatin such as phthalated gelatin. malonated gelatin. succinated gelatin
- cellulose compounds such as hydroxycthyl cellulose and carboxymethyl cellulose. dextrin and the like soluble starches
- hydrophilic polymers such as polyvinyl alcohol. polyvinyl pyrrolidone. polyacrylamide and polystyrene sulfonic acid.
- plasticizers as dimension stabilizers.
- latex polymers and matting agents can be added as well.
- the finished emulsion can be applied onto a suitable support such as a baryta paper. a resin coated paper. a synthetic paper. a triacetate film. a polyethylene terc phthalate film. a glass plate and other plastic bases.
- a suitable support such as a baryta paper. a resin coated paper. a synthetic paper. a triacetate film. a polyethylene terc phthalate film. a glass plate and other plastic bases.
- the sensitizing dyes used in the present invenrion is added as a solution in a water-miscible solvent such as methanol. ethanol. methyl cellusohc. pyridine etc.
- Each sensitizing dye of the general formula (1). (11) and (111) is used in a conventional super color sensitizing amount. that is. 5 X 10 mol to 1 X 10 mol of each respective dye per mole of silver.
- the molar ratio of the dye of the General Formula (11) or (111) used to the dye of the General Formula (1) can broadly be that amount sufficient to supersensitize but. is preferably from :1 to 1:5.
- the molar ratio of the dye of the (jeneral Formula (I) be higher than that of the dye of the General Formula (lll 'l'he dyes used in the present invention can be used as well in the spectral sensitization according to the s method described in German Patent Offenlegungsschrift No. 2.104.283 and US. Pat. No. 3.649.286.
- a yellow filter sensitivity (S,-) a d d g i ivi son sensitizing dyes were respectively prepared and (S,,) and fog. respectively. added in a given amount to the emulsion and mixed
- the resulting finished emulsion was then applied 40 l to 19. onto a cellulose triacetate base film in a dried thickness lt wil be understood from the values in Table l and of 5 microns and dried to obtain samples of the photothe corresponding spectograms thereof that the combisensitive material. nations of particular super sensitizing dyes in accor- Each film sample was cut into strips.
- One of the strip dance with the present invention exhibits remarkably pieces was wedge-exposed by irradiating with a sensi- 'atlvantageous effects; i
- vention is utilized favorably for the spectral sensitization of a silver halide photographic emulsions to be When used in a color photosensitive material. It is used in a red sensitive layer of a color photosensitive preferable to provide a magenta or a red external filter upon or adjacent to the red-sensitive silver halide emulsion layer obtained according to this invention, so as to give such an effect that the green sensitivity of the photosensitive material is substantially reduced with respect to its red sensitivity.
- various dyestuffs described in a number of patent specifications can be employed, e.g.. thus such as described in Japanese patent publication Nos.
- a silver halide photographic emulsion spectrallysensitized to have its maximum sensitivity in a wave length region of at least from 580 nm to 640 nm
- Z represents a group of atoms necessary for forming B-naphthoxazole ring or fi-naphthoimidazole ring; Z represents a group of atoms necessary for forming benzothiazole ring or a benzoselenazole ring;
- A represents a hydrogen atom, an alkyl group or an aryl group;
- R and R each represents an aliphatic group with the proviso that at least one of R or R is a hydroxyalkyl group, a carboxyalkyl group or an alkyl group having a sulfo group;
- X represents an acid anion and l is l or 2. with the proviso that when l is l the dye forms an intramolecular salt; with at least one dye of the General Formula (ll) benzimidazole ring;
- A represents a hydrogen atom, an,
- R and R each represents an aliphatic group with the proviso that at least one of R or R is a hydroxyalkyl group, a carboxyalkyl group or an alkyl group having a sult'ogroup:
- X is an acid anion: m is l or 2. but with the proviso that when m is l, the dye forms an intramolecular salt; or of the General Formula (Ill) wherein Z and Z each represents a group of atoms necessary for forming a benzothiazole ring.
- A represents a hydrogen atom. an alkyl group, or an aryl group; R and R each represents an aliphatic group with the proviso that at least one of R or R, is a hydroxyalkyl group. a carboalkoxy group or an alkyl group having a sulfo group; X; represents an acid anion group, n is l or 2, but with the proviso that when n is l the dye forms an intramolecular salt.
- heterocyclic ring formed by Z is a ,B-naphthoxazole ring
- the heterocyclic ring formed by Z is a benzothiazole ring or a benzoselenazole ring in which the 5-position is either unsubstituted or substituted with a chlorine atom, a trifluoromethyl group.
- A is an ethyl group.
- A is a hydrogen atom or an ethyl group
- R and R are each a methyl group, an ethyl group, a propyl group, an allyl group, a carboxyalkyl group or a sulfoalkyl group.
- A is a hydrogen atom, a methyl group, an ethyl group, a propyl group or a phenyl group
- R and R are each a methyl group, an ethyl group, a propyl group, an allyl group, a carboxyalkyl group or a sulfoalkyl group.
- a color photosensitive material containing in combination a sensitizing amount of at least one carbocyanine dye represented by the General Formula (I) of claim 1 and at least one dye selected from the group consisting of a dye represented by the General Formula (ll) of claim 1 and a dye represented by the General Formula (Ill) of claim 1.
- a A and A each represents a hydrogen atom, an alkyl group, an aryl group or an aralkyl group; and R R R3, R R and R each represents, an alkyl group, an allyl group, a hydroxyalkyl group, a carboxyalkyl group, an alkoxyalkyl group, a sulfo-containing alkyl group, a haloalkyl group, an aminoalkyl group, a
- a A and A each represents a hydrogen a phenyl group, or a phenethyl group; and R,, R R R R and R, each represents. an alkyl group. an allyl group, a hydroxyalkyl group. a carboxyalkyl group. an alkoxyalkyl group. a sulfo-containing alkyl group. a haloalkyl group, an aminoalkyl group. a cyanoalkyl group, or a sulfoaralkyl group.
- rings for Z Z Z and Z are substituted rings, said substituents being halogen atoms, alkyl groups. trifluoromethly groups, alkoxy groups. alkylcarbonyl groups. carboxy groups, alkoxycarbonyl groups. acyl groups, aryl groups. cyano groups. bydroxy groups. or amino groups.
- the silver halide photographic emulsion ofclaim 13 wherein said silver halide contains at least 90 moW: silver bromide and less than 7 moW: silver iodidev 15.
- each ol said sensitizing dyes is present in said emulsion at a level of 5 X 10" mol to l X 10" mole per mol of silver.
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- 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)
- Fax Reproducing Arrangements (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10778372A JPS5544369B2 (fr) | 1972-10-27 | 1972-10-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3907575A true US3907575A (en) | 1975-09-23 |
Family
ID=14467894
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US410572A Expired - Lifetime US3907575A (en) | 1972-10-27 | 1973-10-29 | Spectrally sensitized silver halide photographic emulsion |
Country Status (4)
Country | Link |
---|---|
US (1) | US3907575A (fr) |
JP (1) | JPS5544369B2 (fr) |
DE (1) | DE2353864A1 (fr) |
GB (1) | GB1409357A (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4307185A (en) * | 1975-09-09 | 1981-12-22 | Fuji Photo Film Co., Ltd. | Photographic silver halide emulsions |
US4326023A (en) * | 1976-09-15 | 1982-04-20 | Eastman Kodak Company | Spectral sensitization of photographic emulsions |
US5332657A (en) * | 1991-12-27 | 1994-07-26 | Konica Corporation | Silver halide color photographic light-sensitive material offering excellent color reproduction |
US5378597A (en) * | 1991-05-14 | 1995-01-03 | Konica Corporation | Silver halide photographic emulsion containing a specific dye-grain combination |
US5723280A (en) * | 1995-11-13 | 1998-03-03 | Eastman Kodak Company | Photographic element comprising a red sensitive silver halide emulsion layer |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS51107828A (en) * | 1975-03-19 | 1976-09-24 | Konishiroku Photo Ind | Harogenkaginkaraashashinkankozairyo |
US7241564B2 (en) | 2004-08-02 | 2007-07-10 | Fujifilm Corporation | Silver halide holographic sensitive material and system for taking holographic images by using the same |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3338714A (en) * | 1963-08-26 | 1967-08-29 | Ilford Ltd | Photographic supersensitized silver halide emulsions |
US3432303A (en) * | 1965-05-24 | 1969-03-11 | Eastman Kodak Co | Silver halide emulsions containing dye combinations for supersensitization |
US3679428A (en) * | 1969-07-23 | 1972-07-25 | Fuji Photo Film Co Ltd | Spectrally sensitized photographic emulsions |
-
1972
- 1972-10-27 JP JP10778372A patent/JPS5544369B2/ja not_active Expired
-
1973
- 1973-10-26 GB GB5006173A patent/GB1409357A/en not_active Expired
- 1973-10-26 DE DE19732353864 patent/DE2353864A1/de not_active Withdrawn
- 1973-10-29 US US410572A patent/US3907575A/en not_active Expired - Lifetime
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3338714A (en) * | 1963-08-26 | 1967-08-29 | Ilford Ltd | Photographic supersensitized silver halide emulsions |
US3432303A (en) * | 1965-05-24 | 1969-03-11 | Eastman Kodak Co | Silver halide emulsions containing dye combinations for supersensitization |
US3679428A (en) * | 1969-07-23 | 1972-07-25 | Fuji Photo Film Co Ltd | Spectrally sensitized photographic emulsions |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4307185A (en) * | 1975-09-09 | 1981-12-22 | Fuji Photo Film Co., Ltd. | Photographic silver halide emulsions |
US4326023A (en) * | 1976-09-15 | 1982-04-20 | Eastman Kodak Company | Spectral sensitization of photographic emulsions |
US5378597A (en) * | 1991-05-14 | 1995-01-03 | Konica Corporation | Silver halide photographic emulsion containing a specific dye-grain combination |
US5332657A (en) * | 1991-12-27 | 1994-07-26 | Konica Corporation | Silver halide color photographic light-sensitive material offering excellent color reproduction |
US5723280A (en) * | 1995-11-13 | 1998-03-03 | Eastman Kodak Company | Photographic element comprising a red sensitive silver halide emulsion layer |
Also Published As
Publication number | Publication date |
---|---|
DE2353864A1 (de) | 1974-05-09 |
JPS4966330A (fr) | 1974-06-27 |
JPS5544369B2 (fr) | 1980-11-12 |
GB1409357A (en) | 1975-10-08 |
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