GB805247A - 4,9-dinitroquin-(3,2-a)-acridine-13,14(5,8)-dione and process of preparing same - Google Patents
4,9-dinitroquin-(3,2-a)-acridine-13,14(5,8)-dione and process of preparing sameInfo
- Publication number
- GB805247A GB805247A GB39702/56A GB3970256A GB805247A GB 805247 A GB805247 A GB 805247A GB 39702/56 A GB39702/56 A GB 39702/56A GB 3970256 A GB3970256 A GB 3970256A GB 805247 A GB805247 A GB 805247A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenylene diamine
- acid
- carboxy
- nitro
- phenyl
- 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
- C09B48/00—Quinacridones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
N.N1 - Di - (2 - carboxy - 6 - nitro - phenyl) - p-phenylene diamine is obtained by condensing 2 mols. 2-halo-3-nitrobenzoic acid with one mol. phenylene diamine; or (b) two mols. 3-nitroanthranilic acid with one mol. p-dihalobenzene. Examples in presence of cupric acetate and potassium carbonate describe such a condensation in ethylene glycol.ALSO:The invention comprises 4,9-dinitroquin-(3,2-a)-acridine-13,14(5,8)-dione of the formula <FORM:0805247/IV (c)/1> and yellow-to-orange pigments comprising said compound in finely-divided form having a surface area greater than 60 square metres per gram. The compound is prepared from N,N1-di - (2 - carboxy - 6 - nitro - phenyl) - p - phenylene diamine (see Group IV (b)) by heating to effect ring closure. In examples, 2-bromo-3-nitrobenzoic acid is condensed with p-phenylene diamine in ethylene glycol in presence of potassium carbonate and cupric acetate to give N,N1-di-(2-carboxy-6-nitro-phenyl)-p-phenylene diamine which is cyclized to the quinacridone of the above formula by heating in phosphorus oxychloride, sulphuric acid, or phosphoric acid. The product is reduced in particle size by acid-pasting or by salt-milling.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US805247XA | 1956-01-13 | 1956-01-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB805247A true GB805247A (en) | 1958-12-03 |
Family
ID=22157936
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB39702/56A Expired GB805247A (en) | 1956-01-13 | 1956-12-31 | 4,9-dinitroquin-(3,2-a)-acridine-13,14(5,8)-dione and process of preparing same |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB805247A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3107248A (en) * | 1961-01-24 | 1963-10-15 | Du Pont | Process for producing quinacridones |
US3257405A (en) * | 1961-10-02 | 1966-06-21 | Allied Chem | Preparation of quinacridone pigments |
US3261836A (en) * | 1962-10-15 | 1966-07-19 | Du Pont | Process for producing linear quinacridones |
US3342823A (en) * | 1960-10-24 | 1967-09-19 | Allied Chem | Preparation of quinacridones using polyphosphoric acid |
-
1956
- 1956-12-31 GB GB39702/56A patent/GB805247A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3342823A (en) * | 1960-10-24 | 1967-09-19 | Allied Chem | Preparation of quinacridones using polyphosphoric acid |
US3107248A (en) * | 1961-01-24 | 1963-10-15 | Du Pont | Process for producing quinacridones |
US3257405A (en) * | 1961-10-02 | 1966-06-21 | Allied Chem | Preparation of quinacridone pigments |
US3261836A (en) * | 1962-10-15 | 1966-07-19 | Du Pont | Process for producing linear quinacridones |
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