GB1197376A - Diazotype Material - Google Patents

Diazotype Material

Info

Publication number
GB1197376A
GB1197376A GB10909/68A GB1090968A GB1197376A GB 1197376 A GB1197376 A GB 1197376A GB 10909/68 A GB10909/68 A GB 10909/68A GB 1090968 A GB1090968 A GB 1090968A GB 1197376 A GB1197376 A GB 1197376A
Authority
GB
United Kingdom
Prior art keywords
chloro
nitro
reduced
amino
alkoxy
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
Application number
GB10909/68A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kalle GmbH and Co KG
Original Assignee
Kalle GmbH and Co KG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kalle GmbH and Co KG filed Critical Kalle GmbH and Co KG
Publication of GB1197376A publication Critical patent/GB1197376A/en
Expired legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/52Compositions containing diazo compounds as photosensitive substances
    • G03C1/54Diazonium salts or diazo anhydrides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Pyrrole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

1,197,376. Diazonium compounds. KALLE A.G. 6 March, 1968 [8 March, 1967], No. 10909/68. Heading C2C. [Also in Division G2] Diazonium compounds of formula wherein R 1 , and R 2 are unsubstituted or substituted alkyl, aralkyl or cycloalkyl, or together form an unsubstituted or substituted heterocyclic ring, R 3 is hydrogen, alkoxy or fluorinated alkoxy, R 4 and R 5 are hydrogen, halogen, alkyl, alkoxy or fluorinated alkoxy and X is an anion; at least one of R 4 and R 5 being hydrogen and at least one of R 3 , R 4 and R 5 being a flurinated alkoxy radical may be prepared by one of the following methods. (1) 1-chloro-2-nitro-alkoxybenzene is reacted under alkaline conditions with a fluorinated alcohol to give the nitro-hydroquinone-diether. The diether is reduced, diazotized and then by the Sandmeyer reaction produces the chloro-hydroquinone-diether. This diether is nitrated in the para position to the chlorine then reacted with a secondary amine or a heterocyclic base and the product is reduced and diazotized (ii) 2,5-dichloro-nitrobenzene is reacted under alkaline conditions with a fluorinated alcohol to give the 4-chloro-2-nitrofluoroalkyl ether which is reduced and the resulting amine is alkylated or aralkylated. This compound is nitrated to produce the 4-chloro-5- nitro-2-dialkylamino-phenyl-fluoroalkyl ether which is reduced and diazotized to give the diazonium compound, (iii) 3-chloro-4-nitroaniline is reacted with a fluorinated alcohol under alkaline conditions to yield the 2-nitro-5- amino-phenyl-fluoroalkyl ether. The amino group is now alkylated or aralkylated and the nitro group is reduced and diazotized to yield the diazonium compound. Specific diazonium compounds referred to are those prepared from 1 -amino-4-pyrrolidino-; -4-morpholino- and -4- piperidino - 2 - methoxy - 5 - (2<SP>1</SP>,2<SP>1</SP>,2<SP>1</SP> - trifluoro ethoxy) - benzene; 1 - amino - 4 - morpholino - 2,5 - diethoxybenzene and 1-amino-4-dimethylamino - 2 - chloro - 3 - (2,2,2-trifluoroethoxy) benzene and are in the forms of zinc chloride double salts or tetrafluoroborate.
GB10909/68A 1967-03-08 1968-03-06 Diazotype Material Expired GB1197376A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1967K0061652 DE1572098B2 (en) 1967-03-08 1967-03-08 BENZOL DIAZONIUM COMPOUNDS

Publications (1)

Publication Number Publication Date
GB1197376A true GB1197376A (en) 1970-07-01

Family

ID=7230191

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10909/68A Expired GB1197376A (en) 1967-03-08 1968-03-06 Diazotype Material

Country Status (14)

Country Link
US (1) US3539347A (en)
AT (1) AT282345B (en)
BE (1) BE711687A (en)
BR (1) BR6897370D0 (en)
CH (1) CH489823A (en)
DE (2) DE1797615C2 (en)
DK (1) DK116489B (en)
ES (1) ES351305A1 (en)
FI (1) FI44089B (en)
FR (1) FR1559274A (en)
GB (1) GB1197376A (en)
NL (1) NL6802734A (en)
SE (1) SE342703B (en)
ZA (1) ZA6801453B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1793331C3 (en) * 1968-09-03 1979-11-22 Hoechst Ag, 6000 Frankfurt Benzene diazonium compounds
US3719491A (en) * 1968-06-18 1973-03-06 Gaf Corp Diazo-type reproduction process
US3985724A (en) * 1974-10-15 1976-10-12 Salsbury Laboratories 1-(4'-Diazoniumphenyl)-pyridinium salts and the process of preparation

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2657141A (en) * 1947-07-14 1953-10-27 Grinten Chem L V D Diazotype developer composition containing a potassium borate and process of using same
BE521426A (en) * 1952-08-13
US2990281A (en) * 1956-12-17 1961-06-27 Monsanto Chemicals Photosensitive resinous compositions and photographic elements
GB867630A (en) * 1958-06-04 1961-05-10 Grinten Chem L V D Diazotype material
NL233065A (en) * 1958-11-10
GB1080576A (en) * 1965-05-14 1967-08-23 Hall Harding Ltd Improvements in or relating to diazotype materials
US3281246A (en) * 1964-11-30 1966-10-25 Keuffel & Esser Co Diazotype reproduction material
DE1244575C2 (en) * 1965-02-24 1974-01-10 DIAZOTYPE MATERIAL

Also Published As

Publication number Publication date
BE711687A (en) 1968-09-05
NL6802734A (en) 1968-09-09
US3539347A (en) 1970-11-10
ZA6801453B (en)
BR6897370D0 (en) 1973-02-27
AT282345B (en) 1970-06-25
DE1797615B1 (en) 1977-07-21
SE342703B (en) 1972-02-14
DE1572098B2 (en) 1976-05-26
ES351305A1 (en) 1976-09-01
FR1559274A (en) 1969-03-07
DE1797615C2 (en) 1978-03-16
DK116489B (en) 1970-01-12
DE1572098A1 (en) 1970-02-19
FI44089B (en) 1971-04-30
CH489823A (en) 1970-04-30

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLE Entries relating assignments, transmissions, licences in the register of patents
PE20 Patent expired after termination of 20 years