GB784672A - Improvements in or relating to the production of acid derivatives of ortho-naphthoquinone-diazide-carboxylic acids, particularly aromatic esters and aromatic amides - Google Patents
Improvements in or relating to the production of acid derivatives of ortho-naphthoquinone-diazide-carboxylic acids, particularly aromatic esters and aromatic amidesInfo
- Publication number
- GB784672A GB784672A GB552956A GB552956A GB784672A GB 784672 A GB784672 A GB 784672A GB 552956 A GB552956 A GB 552956A GB 552956 A GB552956 A GB 552956A GB 784672 A GB784672 A GB 784672A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diazide
- naphthoquinone
- acid
- chloride
- hydroxy
- 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
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/022—Quinonediazides
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises (a) a process of preparing o - naphthoquinone - diazide - carboxylic acid chlorides by heating the acids with excess thionyl chloride, and also (b) a process of reacting these acid chlorides with aromatic hydroxy compounds or aromatic amines with or without acid-binding agents to produce the esters or amides. The naphthoquinone-(1.2)-diazide-(1)-carboxylic acids may be made by coupling a 2-hydroxynaphthoic acid with a diazo compound to give an azo compound, reducing this to give an amino-hydroxy-naphthoic acid and diazotizing. The naphthoquinone-(1.2)-diazide (2)-carboxylic acids may be made by nitrosating a 1-hydroxy naphthoic acid, reducing the 2-nitroso compound so obtained to the amino-hydroxy-naphthoic acid and diazotizing. The esters and amides are suitable for the production of light-sensitive layers on metallic carriers. In examples, (1) naphthoquinone-(1.2)-diazide-(1)-carboxylic acid (3) is converted to its chloride with thionyl chloride, and the chloride is reacted with phenol, 71-hydroxy-N-(n-propyl)-C-(2)-ethyl naphtho - 11.21.4.5 - imidazole, b -naphthol, p - nitrophenol, 4.41 - dihydroxydiphenyl, or N - benzylaniline; (2) naphthoquinone-(1.2)-diazide-(1)-carboxylic acid (6) (which is prepared by coupling diazotized aniline with 2-hydroxy-6-naphthoic acid, reducing the azo body, and diazotizing) is converted to its chloride and this is reacted with phenol or diphenylamine; (3) naphthoquinone - (1.2) - diazide - (2) - carboxylic acid-(5) (prepared by nitrosation of 1-hydroxy-5-naphthoic acid, reduction of the 2-nitroso compound, and diazotization) is converted to its chloride and this is reacted with phenol or with 1 - amino - 2 - ethoxy - naphthalene; (4) naphthoquinone - (1.2) - diazide - (2) - carboxylic acid-(3) is converted to its acid chloride, and this is reacted with b -naphthol; (5) naphthoquinone-(1.2) - diazide - (2) - carboxylic acid-(4) (prepared from 1-hydroxy-4-naphthoic methyl ester by nitrosation, saponification, reduction, and diazotization) is converted to its acid chloride and reacted with b -naphthol; (6) naphthoquinone-(1.2) - diazide - (1) - carboxylic acid-(4) is converted to its acid chloride and this is reacted with diphenylamine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK25044A DE957392C (en) | 1955-03-02 | 1955-03-02 | Process for the preparation of aromatic esters and aromatic amides of o-naphthoquinonediazidecarboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB784672A true GB784672A (en) | 1957-10-16 |
Family
ID=7217198
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB552956A Expired GB784672A (en) | 1955-03-02 | 1956-02-22 | Improvements in or relating to the production of acid derivatives of ortho-naphthoquinone-diazide-carboxylic acids, particularly aromatic esters and aromatic amides |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE957392C (en) |
| GB (1) | GB784672A (en) |
-
1955
- 1955-03-02 DE DEK25044A patent/DE957392C/en not_active Expired
-
1956
- 1956-02-22 GB GB552956A patent/GB784672A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE957392C (en) | 1957-01-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB804975A (en) | Improvements relating to process for preparing dye developers | |
| NL7106458A (en) | ||
| GB784672A (en) | Improvements in or relating to the production of acid derivatives of ortho-naphthoquinone-diazide-carboxylic acids, particularly aromatic esters and aromatic amides | |
| GB788975A (en) | Improvements in or relating to photo-reproduction | |
| GB856348A (en) | Improvements in or relating to water-insoluble monoazo dyestuffs containing carboxylic ester groups | |
| GB918129A (en) | Pyrazolinobenzimidazole developing agents | |
| GB880021A (en) | Improvements in or relating to photographic azo dye developers and the manufacture thereof | |
| ES367836A1 (en) | Process for the production of azo pigments | |
| GB988973A (en) | New carboxylic acid amide disazo-dyestuffs and processes for their manufacture | |
| GB857028A (en) | Improvements in or relating to the production of coloured photographic images | |
| GB689977A (en) | Manufacture of condensation products | |
| US2695298A (en) | Fast bases of the azole series | |
| US2725376A (en) | Ice colors of the quinoline series | |
| GB1264071A (en) | ||
| GB907757A (en) | Photographic material suitable for the silver-dye bleaching process and containing azo dyestuffs | |
| GB750068A (en) | Light sensitive diazotype material | |
| GB977472A (en) | New monoazo compounds containing halogeno-triazinylamino groups | |
| GB844419A (en) | Process for the production of coupling phthalocyanine derivatives | |
| GB830797A (en) | New colour couplers for use in colour photography | |
| GB761054A (en) | Improved process for the manufacture of diazo compounds and derivatives thereof | |
| GB715663A (en) | Improvements relating to photomechanical processes and light-sensitive diazotype materials therefor | |
| GB1046644A (en) | Azo dyes containing thiosulphonic acid ester groups and method of preparing the same | |
| GB924299A (en) | Process for the manufacture of 2,3,4,5-tetrachlorophenol | |
| GB774612A (en) | New trisazo dyestuffs | |
| GB507153A (en) | Improved light-sensitive diazotype layers |