GB584609A - Improvements in or relating to photographic light-sensitive materials - Google Patents
Improvements in or relating to photographic light-sensitive materialsInfo
- Publication number
- GB584609A GB584609A GB2616844A GB2616844A GB584609A GB 584609 A GB584609 A GB 584609A GB 2616844 A GB2616844 A GB 2616844A GB 2616844 A GB2616844 A GB 2616844A GB 584609 A GB584609 A GB 584609A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrazolone
- methyl
- furfural
- prepared
- dye
- 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
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 4
- 239000000975 dye Substances 0.000 abstract 4
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 abstract 2
- ZRHUHDUEXWHZMA-UHFFFAOYSA-N 1,4-dihydropyrazol-5-one Chemical compound O=C1CC=NN1 ZRHUHDUEXWHZMA-UHFFFAOYSA-N 0.000 abstract 2
- CWJQQASJVVAXKL-UHFFFAOYSA-N 4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonic acid Chemical compound O=C1CC(C)=NN1C1=CC=C(S(O)(=O)=O)C=C1 CWJQQASJVVAXKL-UHFFFAOYSA-N 0.000 abstract 2
- 150000001299 aldehydes Chemical class 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 229940117916 cinnamic aldehyde Drugs 0.000 abstract 2
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 2
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- QELUYTUMUWHWMC-UHFFFAOYSA-N edaravone Chemical compound O=C1CC(C)=NN1C1=CC=CC=C1 QELUYTUMUWHWMC-UHFFFAOYSA-N 0.000 abstract 1
- AMQFXTJAXOEZDA-UHFFFAOYSA-N furan-2-carbaldehyde;prop-2-enal Chemical compound C=CC=O.O=CC1=CC=CO1 AMQFXTJAXOEZDA-UHFFFAOYSA-N 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 235000017281 sodium acetate Nutrition 0.000 abstract 1
- 239000001632 sodium acetate Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 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
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/825—Photosensitive materials characterised by the base or auxiliary layers characterised by antireflection means or visible-light filtering means, e.g. antihalation
- G03C1/83—Organic dyestuffs therefor
- G03C1/832—Methine or polymethine dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Dyes of the formula <FORM:0584609/IV/1> wherein R1 and R2 are the same or different and are hydrogen atoms or substituted or unsubstituted hydrocarbon groups, R3 is an aromatic nucleus or heterocyclic nucleus, and n is 0 or 1 are prepared by reacting a 5-pyrazolone with an aldehyde of the formula R3-(CH=CH)n-CHO, preferably in the presence of a base. The 5-pyrazolone may be substituted in the 1- and/or 3-position by methyl or higher alkyl, by aralkyl such as benzyl, or by aryl such as phenyl or naphthyl. Such substituent groups may be substituted by further groups such as sulphonic acid groups. The aldehyde may be furfural, furfural acrolein, cinnamaldehyde, or p-dimethylaminobenzaldehyde. In example 1, a dye is prepared by refluxing together 1-phenyl-3-methyl-5-pyrazolone, furfural and aqueous sodium acetate solution. In example 2, a dye is prepared by heating together 1-p-sulphophenyl-3-methyl-5-pyrazolone, cinnamaldehyde and pyridine. In example 3, a dye is prepared by heating together 1-p-sulphophenyl-3-methyl-5-pyrazolone, furfural and pyridine. Specifications 396,646; 540,382, 548,411, [both in Group XX], and 575,512 are referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2616844A GB584609A (en) | 1944-12-30 | 1944-12-30 | Improvements in or relating to photographic light-sensitive materials |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2616844A GB584609A (en) | 1944-12-30 | 1944-12-30 | Improvements in or relating to photographic light-sensitive materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB584609A true GB584609A (en) | 1947-01-20 |
Family
ID=10239407
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2616844A Expired GB584609A (en) | 1944-12-30 | 1944-12-30 | Improvements in or relating to photographic light-sensitive materials |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB584609A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2433774A1 (en) * | 1978-08-16 | 1980-03-14 | Wolfen Filmfab Veb | PHOTOGRAPHIC MATERIAL BASED ON SILVER HALIDE EMULSIONS COMPRISING FILTERED DYES |
| EP0200502A2 (en) | 1985-04-30 | 1986-11-05 | Konica Corporation | Light-sensitive silver halide color photographic material |
| US4764455A (en) * | 1985-08-06 | 1988-08-16 | Fuji Photo Film Co., Ltd. | Color image-forming process |
| US4818659A (en) * | 1986-04-07 | 1989-04-04 | Fuji Photo Film Co., Ltd. | Silver halide photographic materials for photochemical process which can be used in a bright room |
| US4830950A (en) * | 1986-01-14 | 1989-05-16 | Fuji Photo Film Co., Ltd. | Silver halide photographic material |
| US5139930A (en) * | 1984-04-20 | 1992-08-18 | Konishiroku Photo Industry Co., Ltd. | Silver halide photographic light-sensitive material |
| WO2007114196A1 (en) | 2006-03-28 | 2007-10-11 | Fujifilm Corporation | Conductive film, method for producing same, and light-transmitting electromagnetic shielding film |
| WO2008038764A1 (en) | 2006-09-28 | 2008-04-03 | Fujifilm Corporation | Spontaneous emission display, spontaneous emission display manufacturing method, transparent conductive film, electroluminescence device, solar cell transparent electrode, and electronic paper transparent electrode |
| EP1975698A1 (en) | 2007-03-23 | 2008-10-01 | FUJIFILM Corporation | Method and apparatus for producing conductive material |
| EP2009977A2 (en) | 2007-05-09 | 2008-12-31 | FUJIFILM Corporation | Electromagnetic shielding film and optical filter |
-
1944
- 1944-12-30 GB GB2616844A patent/GB584609A/en not_active Expired
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2433774A1 (en) * | 1978-08-16 | 1980-03-14 | Wolfen Filmfab Veb | PHOTOGRAPHIC MATERIAL BASED ON SILVER HALIDE EMULSIONS COMPRISING FILTERED DYES |
| US5139930A (en) * | 1984-04-20 | 1992-08-18 | Konishiroku Photo Industry Co., Ltd. | Silver halide photographic light-sensitive material |
| EP0200502A2 (en) | 1985-04-30 | 1986-11-05 | Konica Corporation | Light-sensitive silver halide color photographic material |
| US4764455A (en) * | 1985-08-06 | 1988-08-16 | Fuji Photo Film Co., Ltd. | Color image-forming process |
| US4830950A (en) * | 1986-01-14 | 1989-05-16 | Fuji Photo Film Co., Ltd. | Silver halide photographic material |
| US4818659A (en) * | 1986-04-07 | 1989-04-04 | Fuji Photo Film Co., Ltd. | Silver halide photographic materials for photochemical process which can be used in a bright room |
| WO2007114196A1 (en) | 2006-03-28 | 2007-10-11 | Fujifilm Corporation | Conductive film, method for producing same, and light-transmitting electromagnetic shielding film |
| WO2008038764A1 (en) | 2006-09-28 | 2008-04-03 | Fujifilm Corporation | Spontaneous emission display, spontaneous emission display manufacturing method, transparent conductive film, electroluminescence device, solar cell transparent electrode, and electronic paper transparent electrode |
| EP1975698A1 (en) | 2007-03-23 | 2008-10-01 | FUJIFILM Corporation | Method and apparatus for producing conductive material |
| EP2009977A2 (en) | 2007-05-09 | 2008-12-31 | FUJIFILM Corporation | Electromagnetic shielding film and optical filter |
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