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 same

Info

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
Application number
GB39702/56A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB805247A publication Critical patent/GB805247A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B48/00Quinacridones

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  • 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.
GB39702/56A 1956-01-13 1956-12-31 4,9-dinitroquin-(3,2-a)-acridine-13,14(5,8)-dione and process of preparing same Expired GB805247A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (4)

* Cited by examiner, † Cited by third party
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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