GB328248A - Process for the manufacture of vat dyestuffs of the anthraquinone series - Google Patents

Process for the manufacture of vat dyestuffs of the anthraquinone series

Info

Publication number
GB328248A
GB328248A GB117029A GB117029A GB328248A GB 328248 A GB328248 A GB 328248A GB 117029 A GB117029 A GB 117029A GB 117029 A GB117029 A GB 117029A GB 328248 A GB328248 A GB 328248A
Authority
GB
United Kingdom
Prior art keywords
derivative
product
thioxanthone
benzoylamino
acridone
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
GB117029A
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 GB117029A priority Critical patent/GB328248A/en
Publication of GB328248A publication Critical patent/GB328248A/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
    • C09B5/38—Compounds containing acridone and carbazole rings
    • 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
    • C09B5/342—Anthraquinone thioxanthrones
    • C09B5/345—Compounds containing thioxanthrone and carbazole rings

Landscapes

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

Abstract

328,248. Carpmael, A., (I. G. Farbenindustrie Akt.-Ges.). Jan. 12, 1929. Anthraquinone vat-dyes are prepared by the action of sulphuric acid at a low temperature on a 1.1<1>-dianthraquinonarylamine derivative containing in addition to a thioxanthone ring in the 3.4(S)-position an acridone ring in the 3<1>-4<1>-position or at least one acylamino group in the anthraquinone nucleus not containing the thioxanthone ring. The condensation products may be subsequently oxidized, carbazolisation apparently resulting from these processes. In examples (1) the condensation product of 4-aminoanthraquinone-thioxanthone (Specification 4065/11) and 1-benzoylamino-5-chloranthraquinone is converted to a carbazole derivative by treatment with sulphuric acid followed by sodium nitrite, the product dyeing blackish-brown shades; (2) the same treatment applied to the product from 4-aminoanthraquinone-thioxanthone and 1-benzoylamino- 4-chloro-5-methoxyanthraquinone yields a similar dyestuff; (3) the treatment applied to the product from 4-aminoanthraquinonethioxanthone and 4: 3<1>: 5<1>-trichloranthraquinone-acridone (obtained by chlorination of the acridone in nitrobenzene by means of sulphuryl chloride) yields a derivative dyeing greyish green shades. Specification 29352/10 is referred to. 1 - Benzoylamino - 4 - chloro-5-methoxyanthraquinone is prepared by heating anthraquinone- 1.8-disulphonic acid with an aqueous lime suspension under pressure, treating the oxysulphonic derivative with sodium chlorate and hydrochloric acid to give a 1.8-oxychloro derivative, nitrating this, reducing and benzoylating the product, and finally methylating the free hydroxy group.
GB117029A 1929-01-12 1929-01-12 Process for the manufacture of vat dyestuffs of the anthraquinone series Expired GB328248A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB117029A GB328248A (en) 1929-01-12 1929-01-12 Process for the manufacture of vat dyestuffs of the anthraquinone series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB117029A GB328248A (en) 1929-01-12 1929-01-12 Process for the manufacture of vat dyestuffs of the anthraquinone series

Publications (1)

Publication Number Publication Date
GB328248A true GB328248A (en) 1930-04-14

Family

ID=9717378

Family Applications (1)

Application Number Title Priority Date Filing Date
GB117029A Expired GB328248A (en) 1929-01-12 1929-01-12 Process for the manufacture of vat dyestuffs of the anthraquinone series

Country Status (1)

Country Link
GB (1) GB328248A (en)

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