GB491525A - Process for the manufacture of vat dyestuffs - Google Patents

Process for the manufacture of vat dyestuffs

Info

Publication number
GB491525A
GB491525A GB6463/37A GB646337A GB491525A GB 491525 A GB491525 A GB 491525A GB 6463/37 A GB6463/37 A GB 6463/37A GB 646337 A GB646337 A GB 646337A GB 491525 A GB491525 A GB 491525A
Authority
GB
United Kingdom
Prior art keywords
acid
amino
acids
anilidoanthraquinone
sulphonic
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
GB6463/37A
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
Publication of GB491525A publication Critical patent/GB491525A/en
Expired legal-status Critical Current

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
    • C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24—Dyes 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
    • C09B5/34—Anthraquinone acridones or thioxanthrones
    • C09B5/36—Amino acridones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Vat dyes are made by ringclosing 4-amino-1 - anilidoanthraquinone - 31 - halogen - 21-carboxylic acids or the esters or chlorides thereof or the corresponding 3-sulphonic acids, the 4-amino group being arolyated prior to or after the ring closure. Ring-closure is effected by splitting off water from the acids, treating the acid chlorides with aluminium chloride or vatting the esters. The aroylation is preferably carried out in a solvent such as nitrobenzene, and aroylating agents specified are the chlorides of benzoic acid, halogen or alkoxy benzoic acids, naphthoic acids and diphenyl carboxylic acids. The products dye vegetable fibres blue shades fast to chlorine and boiling. In examples: (1) 1-amino-4-benzoylaminoanthraquinone is condensed with 2-bromo-6-chlorobenzoic acid methyl ester in naphthalene in presence of copper and potassium acetates, and the 4-benzoylamino-1-anilidoanthraquinone - 31 - chloro - 21 - carboxylic acid methylester so obtained is vatted with sodium hydrosulphite to give the acridone; (2) 2-amino-6-chlorobenzoic acid is condensed with 1-bromo-4-aminoanthraquinone - 3 - sulphonic acid, the 4 - amino - 3-sulpho - 1 - anilidoanthraquinone - 31 - chloro-21 - carboxylic acid so obtained is ring-closed with sulphuric acid, splitting off the sulphonic group, and the acridone so obtained is aroylated with 4,6-dichlorbenzoyl chloride or any other carboxylic acid chloride; (3) 4-amino-3-sulpho-1 - anilidoanthraquinone - 31 - chloro - 21-carboxylic acid is vatted with sodium hydrosulphite, splitting off the sulphonic acid group, and ring-closed with chlorsulphonic acid, the product being then acylated as in example 2.
GB6463/37A 1936-03-04 1937-03-04 Process for the manufacture of vat dyestuffs Expired GB491525A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE491525X 1936-03-04

Publications (1)

Publication Number Publication Date
GB491525A true GB491525A (en) 1938-09-05

Family

ID=6544287

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6463/37A Expired GB491525A (en) 1936-03-04 1937-03-04 Process for the manufacture of vat dyestuffs

Country Status (1)

Country Link
GB (1) GB491525A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1027346B (en) * 1955-08-18 1958-04-03 Hoechst Ag Process for the production of Kuepen dyes of the anthraquinone acridone series

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1027346B (en) * 1955-08-18 1958-04-03 Hoechst Ag Process for the production of Kuepen dyes of the anthraquinone acridone series

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