GB467919A - The manufacture of new vat dyestuffs - Google Patents

The manufacture of new vat dyestuffs

Info

Publication number
GB467919A
GB467919A GB3587035A GB3587035A GB467919A GB 467919 A GB467919 A GB 467919A GB 3587035 A GB3587035 A GB 3587035A GB 3587035 A GB3587035 A GB 3587035A GB 467919 A GB467919 A GB 467919A
Authority
GB
United Kingdom
Prior art keywords
product
bromobenzanthrone
condensed
treated
dichlorbenzene
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
GB3587035A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB3587035A priority Critical patent/GB467919A/en
Publication of GB467919A publication Critical patent/GB467919A/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
    • C09B5/00Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/2409Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62
    • C09B5/2436Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62 only nitrogen-containing hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Indole Compounds (AREA)
  • Materials For Photolithography (AREA)
  • Optical Filters (AREA)

Abstract

Vat dyestuffs are manufactured by condensing an a :a <1>-diaminodiphthaloylcarbazole with one molecular proportion of a Bz1-halogenbenzanthrone and treating the condensation product formed with an alkaline condensing agent and an acylating agent, or by condensing an a - acylamino - a <1> - aminodiphthaloylcarbazole with a Bz1-halogenbenzanthrone and treating the condensation product formed with an alkaline condensing agent free from hydroxyl groups, or by employing in the latter process an alkaline condensing agent containing a hydroxyl group, whereby the acylamino group is saponified, and subsequently acylating the free amino group. The products dye cotton brownish to olive to greenish shades. In examples: (1) Bz1-bromobenzanthrone is condensed with 5 - amino - 5<1> - benzoylaminodiphthaloylcarbazole, or with the 5 : 5<1>-diamino compound with subsequent benzoylation, and the product is heated with a solution of sodium anilide in aniline; (2) 5 : 5<1>-diaminodiphthaloyl-carbazole is condensed with Bz1-bromobenzanthrone and the product is fused with alcoholic caustic potish and then treated with benzoyl chloride or a halogen derivative thereof in o - dichlorbenzene; the product may be sulphonated by dissolving it in sulphuric acid and subsequently precipitating it; (3) the condensation product of (2) is boiled with acetic anhydride; the product may be treated with sulphuric acid as in (2); (4) the condensation product of (2) is refluxed in o-dichlorbenzene with anthraquinone-2-carboxylic acid chloride or its 1-nitro derivative; (5) 4-benzoylamino - 4<1> - aminodiphthaloylcarbazole is condensed with Bz1-bromobenzanthrone and the product is fused with alcoholic caustic potash and then treated with benzoyl chloride or benzoic anhydride in o-dichlorbenzene; the product may be treated with sulphuric acid as in (2); (6) 4 : 5<1>-diaminodiphthaloylcarbazole is condensed with Bz1 - bromobenzanthrone and the product is fused with alcoholic caustic potash and then benzoylated as in (2). Specification 347,100 is referred to.
GB3587035A 1935-12-27 1935-12-27 The manufacture of new vat dyestuffs Expired GB467919A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3587035A GB467919A (en) 1935-12-27 1935-12-27 The manufacture of new vat dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3587035A GB467919A (en) 1935-12-27 1935-12-27 The manufacture of new vat dyestuffs

Publications (1)

Publication Number Publication Date
GB467919A true GB467919A (en) 1937-06-25

Family

ID=10382461

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3587035A Expired GB467919A (en) 1935-12-27 1935-12-27 The manufacture of new vat dyestuffs

Country Status (1)

Country Link
GB (1) GB467919A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2505234A (en) * 1948-03-10 1950-04-25 Du Pont Vat dyes of benzanthrone diacridine series
US2901479A (en) * 1956-05-18 1959-08-25 Bayer Ag Process for the production of new vat dyestuffs

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2505234A (en) * 1948-03-10 1950-04-25 Du Pont Vat dyes of benzanthrone diacridine series
US2901479A (en) * 1956-05-18 1959-08-25 Bayer Ag Process for the production of new vat dyestuffs

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