DE1547664C3 - Mehrschichtiges f a rbphotografisches Aufzeichnungsmaterial - Google Patents
Mehrschichtiges f a rbphotografisches AufzeichnungsmaterialInfo
- Publication number
- DE1547664C3 DE1547664C3 DE1547664A DE1547664A DE1547664C3 DE 1547664 C3 DE1547664 C3 DE 1547664C3 DE 1547664 A DE1547664 A DE 1547664A DE 1547664 A DE1547664 A DE 1547664A DE 1547664 C3 DE1547664 C3 DE 1547664C3
- Authority
- DE
- Germany
- Prior art keywords
- dione
- silver halide
- sensitized
- groups
- halide emulsion
- 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
Links
- 239000000463 material Substances 0.000 title claims description 14
- 239000000839 emulsion Substances 0.000 claims description 49
- -1 silver halide Chemical class 0.000 claims description 43
- 229910052709 silver Inorganic materials 0.000 claims description 26
- 239000004332 silver Substances 0.000 claims description 26
- 230000035945 sensitivity Effects 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- UDATXMIGEVPXTR-UHFFFAOYSA-N 1,2,4-triazolidine-3,5-dione Chemical group O=C1NNC(=O)N1 UDATXMIGEVPXTR-UHFFFAOYSA-N 0.000 claims description 5
- 230000003595 spectral effect Effects 0.000 claims description 2
- 238000001228 spectrum Methods 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- GOSUFRDROXZXLN-UHFFFAOYSA-N 4-phenyl-1,2,4-triazolidine-3,5-dione Chemical compound O=C1NNC(=O)N1C1=CC=CC=C1 GOSUFRDROXZXLN-UHFFFAOYSA-N 0.000 description 12
- 239000000975 dye Substances 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 125000001624 naphthyl group Chemical group 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 125000003944 tolyl group Chemical group 0.000 description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- SURCGQGDUADKBL-UHFFFAOYSA-N 2-(2-hydroxyethylamino)-5-nitrobenzo[de]isoquinoline-1,3-dione Chemical compound [O-][N+](=O)C1=CC(C(N(NCCO)C2=O)=O)=C3C2=CC=CC3=C1 SURCGQGDUADKBL-UHFFFAOYSA-N 0.000 description 2
- VBBOTNFXUMPCFP-UHFFFAOYSA-N 4,4-dimethylcyclopentane-1,3-dione Chemical compound CC1(C)CC(=O)CC1=O VBBOTNFXUMPCFP-UHFFFAOYSA-N 0.000 description 2
- FTLPCUOUNXWZMN-UHFFFAOYSA-N 4-ethyl-1,2,4-triazolidine-3,5-dione Chemical compound CCN1C(=O)NNC1=O FTLPCUOUNXWZMN-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- LOGSONSNCYTHPS-UHFFFAOYSA-N cyclopentane-1,3-dione Chemical compound O=C1CCC(=O)C1 LOGSONSNCYTHPS-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- BADXJIPKFRBFOT-UHFFFAOYSA-N dimedone Chemical group CC1(C)CC(=O)CC(=O)C1 BADXJIPKFRBFOT-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000002344 gold compounds Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000002560 nitrile group Chemical group 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- OZXIZRZFGJZWBF-UHFFFAOYSA-N 1,3,5-trimethyl-2-(2,4,6-trimethylphenoxy)benzene Chemical compound CC1=CC(C)=CC(C)=C1OC1=C(C)C=C(C)C=C1C OZXIZRZFGJZWBF-UHFFFAOYSA-N 0.000 description 1
- YITWNMPHWRUYOK-UHFFFAOYSA-N 1-ethyl-4-phenyl-1,2,4-triazolidine-3,5-dione Chemical compound O=C1N(CC)NC(=O)N1C1=CC=CC=C1 YITWNMPHWRUYOK-UHFFFAOYSA-N 0.000 description 1
- CUMUWTFQLAKMSQ-UHFFFAOYSA-N 2,2-dimethyl-4,6-dioxocyclohexane-1,3-dicarbonitrile Chemical compound CC1(C)C(C#N)C(=O)CC(=O)C1C#N CUMUWTFQLAKMSQ-UHFFFAOYSA-N 0.000 description 1
- HDOYKMMLTJTTEK-UHFFFAOYSA-N 2,4-dioxo-6-phenylcyclohexane-1-carbonitrile Chemical compound N#CC1C(=O)CC(=O)CC1C1=CC=CC=C1 HDOYKMMLTJTTEK-UHFFFAOYSA-N 0.000 description 1
- KZTWOUOZKZQDMN-UHFFFAOYSA-N 2,5-diaminotoluene sulfate Chemical compound OS(O)(=O)=O.CC1=CC(N)=CC=C1N KZTWOUOZKZQDMN-UHFFFAOYSA-N 0.000 description 1
- PVLKSJIUOKAUMV-UHFFFAOYSA-N 3-oxohexanal Chemical compound CCCC(=O)CC=O PVLKSJIUOKAUMV-UHFFFAOYSA-N 0.000 description 1
- NZDQKWGZFQLSLR-UHFFFAOYSA-N 4,6-dimethyl-5-phenylcyclohexane-1,3-dione Chemical compound CC1C(=O)CC(=O)C(C)C1C1=CC=CC=C1 NZDQKWGZFQLSLR-UHFFFAOYSA-N 0.000 description 1
- QCHXSULUWKRHNA-UHFFFAOYSA-N 4-octyl-1,2,4-triazolidine-3,5-dione Chemical compound CCCCCCCCN1C(=O)NNC1=O QCHXSULUWKRHNA-UHFFFAOYSA-N 0.000 description 1
- PUBZRMAQQOWXBJ-UHFFFAOYSA-N 5,5-diethyl-4-phenylcyclohexane-1,3-dione Chemical compound CCC1(CC)CC(=O)CC(=O)C1C1=CC=CC=C1 PUBZRMAQQOWXBJ-UHFFFAOYSA-N 0.000 description 1
- LPYAFCLXZCLDEK-UHFFFAOYSA-N 5-(2-decoxyphenyl)cyclohexane-1,3-dione Chemical compound CCCCCCCCCCOC1=CC=CC=C1C1CC(=O)CC(=O)C1 LPYAFCLXZCLDEK-UHFFFAOYSA-N 0.000 description 1
- AHYCBDWPHFFKFK-UHFFFAOYSA-N 5-(4-methoxyphenyl)cyclohexane-1,3-dione Chemical compound C1=CC(OC)=CC=C1C1CC(=O)CC(=O)C1 AHYCBDWPHFFKFK-UHFFFAOYSA-N 0.000 description 1
- IYUHIAGDLSLWOQ-UHFFFAOYSA-N 5-methyl-5-phenylcyclohexane-1,3-dione Chemical compound C=1C=CC=CC=1C1(C)CC(=O)CC(=O)C1 IYUHIAGDLSLWOQ-UHFFFAOYSA-N 0.000 description 1
- JAJIPIAHCFBEPI-UHFFFAOYSA-N 9,10-dioxoanthracene-1-sulfonic acid Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)O JAJIPIAHCFBEPI-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical compound CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical class OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229940101006 anhydrous sodium sulfite Drugs 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000298 carbocyanine Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- HJSLFCCWAKVHIW-UHFFFAOYSA-N cyclohexane-1,3-dione Chemical compound O=C1CCCC(=O)C1 HJSLFCCWAKVHIW-UHFFFAOYSA-N 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- OWIRKKJZQNWUGF-UHFFFAOYSA-N diethyl 2-methyl-4,6-dioxocyclohexane-1,3-dicarboxylate Chemical compound CCOC(=O)C1C(C)C(C(=O)OCC)C(=O)CC1=O OWIRKKJZQNWUGF-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- 150000002941 palladium compounds Chemical class 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 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
- 239000007858 starting material Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 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
- G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42748165A | 1965-01-22 | 1965-01-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1547664A1 DE1547664A1 (de) | 1969-12-04 |
| DE1547664C3 true DE1547664C3 (de) | 1975-05-22 |
Family
ID=23695057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1547664A Expired DE1547664C3 (de) | 1965-01-22 | 1966-01-21 | Mehrschichtiges f a rbphotografisches Aufzeichnungsmaterial |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3447926A (enExample) |
| BE (1) | BE675347A (enExample) |
| DE (1) | DE1547664C3 (enExample) |
| GB (1) | GB1129623A (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6024459B2 (ja) * | 1980-07-17 | 1985-06-13 | 富士写真フイルム株式会社 | ハロゲン化銀写真感光材料 |
| DE3037912A1 (de) * | 1980-10-08 | 1982-05-27 | Agfa-Gevaert Ag, 5090 Leverkusen | Lichtempfindliches fotografisches silberhalogenid-aufzeichnungsmaterial |
| AU568488B2 (en) | 1982-02-24 | 1988-01-07 | Konishiroku Photo Industry Co., Ltd. | Light-sensitive silver halide colour photographic material |
| US4782018A (en) * | 1986-01-17 | 1988-11-01 | Eastman Kodak Company | Detection of hydrolyzing enzymes |
| US7014989B1 (en) * | 2005-04-18 | 2006-03-21 | Eastman Kodak Company | Photothermographic materials containing 4-substituted urazoles |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2708162A (en) * | 1954-04-29 | 1955-05-10 | Eastman Kodak Co | Urazole stabilizer for emulsions sensitized with alkylene oxide polymers |
| US2857275A (en) * | 1954-11-08 | 1958-10-21 | Polaroid Corp | Photographic compositions and processes |
| US2944899A (en) * | 1956-10-04 | 1960-07-12 | Eastman Kodak Co | Stabilization of photographic silver halide emulsions |
| US2895827A (en) * | 1956-10-24 | 1959-07-21 | Eastman Kodak Co | Photographic paper base |
| US3140182A (en) * | 1963-06-11 | 1964-07-07 | Eastman Kodak Co | Non-ionized polymethine sensitizing dyes |
-
1965
- 1965-01-22 US US427481A patent/US3447926A/en not_active Expired - Lifetime
-
1966
- 1966-01-19 BE BE675347D patent/BE675347A/xx unknown
- 1966-01-21 DE DE1547664A patent/DE1547664C3/de not_active Expired
- 1966-01-24 GB GB3053/66A patent/GB1129623A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE675347A (enExample) | 1966-05-16 |
| DE1547664A1 (de) | 1969-12-04 |
| US3447926A (en) | 1969-06-03 |
| GB1129623A (en) | 1968-10-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |