GB297129A - The manufacture of derivatives and condensation products of anthraquinone - Google Patents
The manufacture of derivatives and condensation products of anthraquinoneInfo
- Publication number
- GB297129A GB297129A GB1280827A GB1280827A GB297129A GB 297129 A GB297129 A GB 297129A GB 1280827 A GB1280827 A GB 1280827A GB 1280827 A GB1280827 A GB 1280827A GB 297129 A GB297129 A GB 297129A
- Authority
- GB
- United Kingdom
- Prior art keywords
- heating
- phenyl
- derivatives
- cinnamic aldehyde
- phenylbenzanthrone
- 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
-
- 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
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/02—Benzathrones
- C09B3/04—Preparation by synthesis of the nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Photoreceptors In Electrophotography (AREA)
Abstract
297,129. Carpmael, W., (I. G. Farbenindustrie Akt.-Ges.). May 12, 1927. Cinnamylideneanthrone or its derivatives are obtained by heating anthrone or its derivatives with cinnamic aldehyde or its addition products, such as the bisulphite compound, with or without an acid condensing-agent, such as sulphuric acid, zinc chloride, or phosphorus oxychloride. In an example, anthrone and cinnamic aldehyde are condensed in sulphuric acid solution; a-oxyanthrone or #-chloranthrone react similarly. Benzanthrotte or its derivatives are obtained by heating the cinnamylideneanthrones with aluminium chloride, the phenyl residue being split off; an example is given of the production of benzanthrone. Bz-1-Phenylbenzanthrone or its derivatives are obtained bv heating the cinnamylideneanthrones - to about 250-300‹ C., alone or in suspension or solution, e.g. in fused potassium bisulphate, or - a mixture of sodium and potassium acetates; according to examples, Bz-1-phenylbenzanthrone is obtained by heating' cinnamylideneanthrone alone, or in solution in alpha-chlornaphthalene, pphenetidine, or a molten mixture of potassium and sodium acetates; Bz-1-phenyl-alpha-oxybenzanthrone and Bz-1-phenyl-#-chlorbenzanthrone are prepared similarly. Alternatively, cinnamic aldehyde may be condensed with anthrone or its derivatives and the condensation products converted without isolation into the Bz-1-phenylbenzanthrones by further heating, with or without acid condensing-agents or solvents; according to examples, Bz-1-phenylbenzanthrone is obtained by heating anthrone with cinnamic aldehyde, then adding phosphorus oxychloride and heating further, or by heating anthrone and cinnamic aldehyde in a-chlornaphthalene or with potassium acetate and acetic anhydride, Bz-1-phenyl-a-oxybenzanthrone is obtained by heating a-oxyanthrone and cinnamic aldehyde with zinc chloride and Bz-1-phenyl-#-chlorbenzanthrone by heating #.chloranthrone and cinnamic aldehyde with achlornaphthalene and phosphorus oxychloride. Bz-2-Phenylbenzanthrone or its derivatives are obtained by isomerizing the Bz-1-phenylbenzanthrones by heating with aluminium chloride, or aluminium chloride and common salt; the melts containing the Bz-1-phenyl compounds may without isolation of the products be subjected to this further treatment; examples are given of the treatment of Bz-1-phenylbenzanthrone or the cinnamylideneanthrone melt containing it, and of Bz-1-phenyl-a-oxybenzanthrone and Bz-1-phenyl- #-chlorbenzanthrone. alpha-Oxyanthrone referred to above is prepared by reduction of a-oxyanthraquinone by means of copper or aluminium in sulphuric acid. #-Chloranthrone is prepared similarly from #- chloranthraquinone. Specification 1817/05 is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1280827A GB297129A (en) | 1927-05-12 | 1927-05-12 | The manufacture of derivatives and condensation products of anthraquinone |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1280827A GB297129A (en) | 1927-05-12 | 1927-05-12 | The manufacture of derivatives and condensation products of anthraquinone |
Publications (1)
Publication Number | Publication Date |
---|---|
GB297129A true GB297129A (en) | 1928-09-12 |
Family
ID=10011517
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1280827A Expired GB297129A (en) | 1927-05-12 | 1927-05-12 | The manufacture of derivatives and condensation products of anthraquinone |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB297129A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0005757A1 (en) * | 1978-05-26 | 1979-12-12 | Bayer Ag | Process for preparing benzanthrones |
-
1927
- 1927-05-12 GB GB1280827A patent/GB297129A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0005757A1 (en) * | 1978-05-26 | 1979-12-12 | Bayer Ag | Process for preparing benzanthrones |
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