US2949359A - Process for developing silver halide emulsions - Google Patents
Process for developing silver halide emulsions Download PDFInfo
- Publication number
- US2949359A US2949359A US680405A US68040557A US2949359A US 2949359 A US2949359 A US 2949359A US 680405 A US680405 A US 680405A US 68040557 A US68040557 A US 68040557A US 2949359 A US2949359 A US 2949359A
- Authority
- US
- United States
- Prior art keywords
- silver halide
- group
- halide emulsions
- developing
- compounds
- 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
- 238000000034 method Methods 0.000 title claims description 16
- -1 silver halide Chemical class 0.000 title claims description 14
- 229910052709 silver Inorganic materials 0.000 title claims description 11
- 239000004332 silver Substances 0.000 title claims description 11
- 239000000839 emulsion Substances 0.000 title claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 20
- 239000012670 alkaline solution Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RUCPISZJMCQMPY-UHFFFAOYSA-N 1-(2,5-dimethoxyphenyl)propan-2-one Chemical compound COC1=CC=C(OC)C(CC(C)=O)=C1 RUCPISZJMCQMPY-UHFFFAOYSA-N 0.000 description 1
- DOICNDWHAPUVSP-UHFFFAOYSA-N 1-(2,6-dimethoxyphenyl)propan-2-one Chemical compound COC1=CC=CC(OC)=C1CC(C)=O DOICNDWHAPUVSP-UHFFFAOYSA-N 0.000 description 1
- WNCUVUUEJZEATP-UHFFFAOYSA-N 2,5-Dimethoxy-phenethylamine Chemical compound COC1=CC=C(OC)C(CCN)=C1 WNCUVUUEJZEATP-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- YKIOKAURTKXMSB-UHFFFAOYSA-N adams's catalyst Chemical compound O=[Pt]=O YKIOKAURTKXMSB-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
-
- 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
- G03C5/30—Developers
- G03C5/3021—Developers with oxydisable hydroxyl or amine groups linked to an aromatic ring
-
- 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
- G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
- G03C8/02—Photosensitive materials characterised by the image-forming section
- G03C8/04—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of inorganic or organo-metallic compounds derived from photosensitive noble metals
- G03C8/06—Silver salt diffusion transfer
-
- 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
- G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
- G03C8/02—Photosensitive materials characterised by the image-forming section
- G03C8/08—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds
- G03C8/10—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds of dyes or their precursors
- G03C8/12—Photosensitive materials characterised by the image-forming section the substances transferred by diffusion consisting of organic compounds of dyes or their precursors characterised by the releasing mechanism
- G03C8/14—Oxidation of the chromogenic substances
- G03C8/16—Oxidation of the chromogenic substances initially diffusible in alkaline environment
- G03C8/18—Dye developers
Definitions
- One object of this invention is to provide novel chemical compounds and suitable syntheses for their preparation.
- Another object of this invention is to provide novel chemical compounds useful as photographic developing agents and as intermediates.
- the invention accordingly comprises the several steps and the relation and order of one or more of such steps with respect to each of the others, and the product possessing the features, properties and the relation of elements which are exemplified in the following detailed disclosure, and the scope of the application of which will be indicated in the claims.
- novel compounds of this invention may be represented by the formula:
- each Y may be an unsubstituted, an alkyl-substituted or a halogen-substituted ortho or para dihydroxyfp'heinyl group;
- R is a hydrogen, methyl or ethyl group;
- R is a hydrogen or alkyl group and preferably an alkyl group containing no more than 5 carbon atoms such "as'a methyl, ethyl, propyl, etc.
- R is an alkyljefne group and preferably an alkylene group containing inn more than 5 carbon atoms, such as i methylene 'CH ethylene -CH CH propylene CH CH CH isopropylene on, 3n
- each Y is a p-dihydroxyphenyl group.
- Such compounds may be represented by the formula:
- novel compounds of this invention may be prepared by condensing an amine of the structure:
- CHzCHzNHz OHs may be made of:
- Example 1 19 gms. of 2,5-dimethoxyphenethylamine and 23 gms.
- novel compounds of this invention are useful as photographic developing agents.
- a suitable developing composition utilizing one of the novel compounds of this invention mention may be made of thefollowing composition:
- composition it will be understood that it is within the scope of this invention to vary the above composition to suit particular needs.
- the percentage of materials may be varied and additional materials useful in photographic processes may be added. If the composition is to be spread on a silver halide emulsion, a film-forming thickening agent such, for example, as sodium carboxymethyl cellulose, may be added.
- novel compounds of this invention are useful as developing agents in diffusion transfer processes, both dye and silver transfer, and are especially useful in such photographic processes wherein it is desired to eliminate or minimize the need for washing or stabilizing operations in liquid baths subsequent to the formation of the silver print. Examples of such processes are disclosed in US. Patent No. 2,647,056 to Edwin H. Land.
- the utility of the developers of this invention is by no means limited to diffusion transfer reversal processes, for they may be satisfactorily employed in conventional multistage multibath photographic processes in black-andwhite or color photography. Where the herein disclosed compounds are employed in dilfusion transfer processes of the type disclosed in the said patent to Edwin H.
- the novel developer composition may have incorporated therein as a further ingredient a silver halide solvent such as sodium tlhiosulfate.
- a silver halide solvent such as sodium tlhiosulfate.
- novel compounds of this invention are again useful as intermediates.
- novel compounds of this invention are further useful as antioxidants in petroleum products, etc.
- a process for developing a photosensitive silver halide emulsion which comprises treating an exposed silver halide emulsion with an aqeuous alkaline solution of a compound of the formula:
- Y is selected from the group consisting of unsubstituted, alkyl-substituted and halogen-substituted ortho and para dihydroxyphenyl groups; R is selected from the group consisting of hydrogen, methyl and ethyl groups; R is selected from the group consisting of hydrogen and alkyl groups; and R is an alkylene group, for a sufiicient time to develop the latent image to silver.
- each Y is a p-dihydroxyphenyl group.
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE570596D BE570596A (en(2012)) | 1957-08-26 | ||
| US680405A US2949359A (en) | 1957-08-26 | 1957-08-26 | Process for developing silver halide emulsions |
| US680437A US3047386A (en) | 1957-08-26 | 1957-08-26 | Anthraquinone dye developers |
| DEI15224A DE1111936B (de) | 1957-08-26 | 1958-08-12 | Verfahren zur Herstellung ein- und mehrfarbiger UEbertragungsbilder nach dem Diffusionsuebertragungsverfahren |
| GB26188/58A GB891767A (en) | 1957-08-26 | 1958-08-14 | Improvements in or relating to photographic dye-developers of the anthraquinone series |
| FR1210863D FR1210863A (fr) | 1957-08-26 | 1958-08-25 | Nouveaux procédés, produits et compositions photographiques |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US680405A US2949359A (en) | 1957-08-26 | 1957-08-26 | Process for developing silver halide emulsions |
| US68061957A | 1957-08-27 | 1957-08-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2949359A true US2949359A (en) | 1960-08-16 |
Family
ID=27102453
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US680405A Expired - Lifetime US2949359A (en) | 1957-08-26 | 1957-08-26 | Process for developing silver halide emulsions |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US2949359A (en(2012)) |
| BE (1) | BE570596A (en(2012)) |
| DE (1) | DE1111936B (en(2012)) |
| FR (1) | FR1210863A (en(2012)) |
| GB (1) | GB891767A (en(2012)) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3194837A (en) * | 1960-11-12 | 1965-07-13 | Hoechst Ag | N-arylalkyl-phenylalkyl amines |
| US3496181A (en) * | 1966-10-24 | 1970-02-17 | Upjohn Co | 2 - aminocycloalkyl hydroquinones,esters,ethers and n-oxides thereof,and a process for preparing the same |
| US3992449A (en) * | 1973-11-16 | 1976-11-16 | Fuji Photo Film Co., Ltd. | 2-(γ-Aminopropyl)hydroquinones and process for producing the same |
| US4704407A (en) * | 1984-12-20 | 1987-11-03 | Eli Lilly And Company | Soluble dobutamine salts |
| US5981599A (en) * | 1996-05-01 | 1999-11-09 | Nps Pharmaceuticals, Inc. | Inorganic ion receptor active compounds |
| US6001884A (en) * | 1991-08-23 | 1999-12-14 | Nps Pharmaceuticals, Inc. | Calcium receptor-active molecules |
| US6011068A (en) * | 1991-08-23 | 2000-01-04 | Nps Pharmaceuticals, Inc. | Calcium receptor-active molecules |
| US6211244B1 (en) | 1994-10-21 | 2001-04-03 | Nps Pharmaceuticals, Inc. | Calcium receptor-active compounds |
| US6313146B1 (en) | 1991-08-23 | 2001-11-06 | Nps Pharmaceuticals, Inc. | Calcium receptor-active molecules |
| US6479198B2 (en) * | 2000-02-01 | 2002-11-12 | Fuji Photo Film Co., Ltd. | Silver halide light-sensitive material containing tanning developing agent |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL86359C (en(2012)) * | ||||
| US2006114A (en) * | 1931-04-27 | 1935-06-25 | Rosenmund Karl Wilhelm | Aliphatic-aromatic amine and process of making same |
| US2276619A (en) * | 1942-03-17 | N-phentlaliphatic-dihtoroxyphentnl | ||
| US2604399A (en) * | 1949-07-07 | 1952-07-22 | Eastman Kodak Co | Photographic developers comprising bis-(di-hydroxyalkyl aminomethyl)-hydroquinones |
| US2647929A (en) * | 1951-04-26 | 1953-08-04 | Upjohn Co | Separation of the diastereoisomeric bis [beta-(ortho-methoxyphenyl) isopropyl] amines |
| US2653977A (en) * | 1953-09-29 | Chxnx | ||
| US2688625A (en) * | 1953-04-29 | 1954-09-07 | Eastman Kodak Co | 2, 2'-alkylidenebis (4-alkoxy-6-vinylphenols), derivatives thereof, and compositionsstabilized therewith |
| US2698244A (en) * | 1946-10-08 | 1954-12-28 | Polaroid Corp | Photographic transfer process utilizing a primary color developer for producing a colored photographic transfer image |
| US2797242A (en) * | 1953-08-11 | 1957-06-25 | Parke Davis & Co | Substituted alpha-benzylphenethylamines and methods for producing the same |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE954391C (de) * | 1953-06-05 | 1956-12-13 | Agfa Ag Fuer Photofabrikation | Entwicklersubstanzen enthaltende Halogensilberschichten |
| BE536578A (en(2012)) * | 1954-03-18 |
-
0
- BE BE570596D patent/BE570596A/xx unknown
-
1957
- 1957-08-26 US US680405A patent/US2949359A/en not_active Expired - Lifetime
-
1958
- 1958-08-12 DE DEI15224A patent/DE1111936B/de active Pending
- 1958-08-14 GB GB26188/58A patent/GB891767A/en not_active Expired
- 1958-08-25 FR FR1210863D patent/FR1210863A/fr not_active Expired
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL86359C (en(2012)) * | ||||
| US2276619A (en) * | 1942-03-17 | N-phentlaliphatic-dihtoroxyphentnl | ||
| US2653977A (en) * | 1953-09-29 | Chxnx | ||
| US2006114A (en) * | 1931-04-27 | 1935-06-25 | Rosenmund Karl Wilhelm | Aliphatic-aromatic amine and process of making same |
| US2698244A (en) * | 1946-10-08 | 1954-12-28 | Polaroid Corp | Photographic transfer process utilizing a primary color developer for producing a colored photographic transfer image |
| US2604399A (en) * | 1949-07-07 | 1952-07-22 | Eastman Kodak Co | Photographic developers comprising bis-(di-hydroxyalkyl aminomethyl)-hydroquinones |
| US2647929A (en) * | 1951-04-26 | 1953-08-04 | Upjohn Co | Separation of the diastereoisomeric bis [beta-(ortho-methoxyphenyl) isopropyl] amines |
| US2688625A (en) * | 1953-04-29 | 1954-09-07 | Eastman Kodak Co | 2, 2'-alkylidenebis (4-alkoxy-6-vinylphenols), derivatives thereof, and compositionsstabilized therewith |
| US2797242A (en) * | 1953-08-11 | 1957-06-25 | Parke Davis & Co | Substituted alpha-benzylphenethylamines and methods for producing the same |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3194837A (en) * | 1960-11-12 | 1965-07-13 | Hoechst Ag | N-arylalkyl-phenylalkyl amines |
| US3496181A (en) * | 1966-10-24 | 1970-02-17 | Upjohn Co | 2 - aminocycloalkyl hydroquinones,esters,ethers and n-oxides thereof,and a process for preparing the same |
| US3992449A (en) * | 1973-11-16 | 1976-11-16 | Fuji Photo Film Co., Ltd. | 2-(γ-Aminopropyl)hydroquinones and process for producing the same |
| US4704407A (en) * | 1984-12-20 | 1987-11-03 | Eli Lilly And Company | Soluble dobutamine salts |
| US6001884A (en) * | 1991-08-23 | 1999-12-14 | Nps Pharmaceuticals, Inc. | Calcium receptor-active molecules |
| US6011068A (en) * | 1991-08-23 | 2000-01-04 | Nps Pharmaceuticals, Inc. | Calcium receptor-active molecules |
| US6313146B1 (en) | 1991-08-23 | 2001-11-06 | Nps Pharmaceuticals, Inc. | Calcium receptor-active molecules |
| US6211244B1 (en) | 1994-10-21 | 2001-04-03 | Nps Pharmaceuticals, Inc. | Calcium receptor-active compounds |
| US5981599A (en) * | 1996-05-01 | 1999-11-09 | Nps Pharmaceuticals, Inc. | Inorganic ion receptor active compounds |
| US6342532B1 (en) | 1996-05-01 | 2002-01-29 | Nps Pharmaceuticals, Inc. | Inorganic ion receptor active compounds |
| US6710088B2 (en) | 1996-05-01 | 2004-03-23 | Nps Pharmaceuticals, Inc. | Inorganic ion receptor-active compounds |
| US6479198B2 (en) * | 2000-02-01 | 2002-11-12 | Fuji Photo Film Co., Ltd. | Silver halide light-sensitive material containing tanning developing agent |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1210863A (fr) | 1960-03-11 |
| BE570596A (en(2012)) | |
| GB891767A (en) | 1962-03-21 |
| DE1111936B (de) | 1961-07-27 |
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