GB298696A - 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
GB298696A
GB298696A GB1906627A GB1906627A GB298696A GB 298696 A GB298696 A GB 298696A GB 1906627 A GB1906627 A GB 1906627A GB 1906627 A GB1906627 A GB 1906627A GB 298696 A GB298696 A GB 298696A
Authority
GB
United Kingdom
Prior art keywords
chloranthraquinone
benzoylamino
methoxy
hydroxy
aminoanthraquinone
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
GB1906627A
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 GB1906627A priority Critical patent/GB298696A/en
Publication of GB298696A publication Critical patent/GB298696A/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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/48—Anthrimides

Landscapes

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

Abstract

298,696. Carpmael, A., (I. G. Farbenindustrie Akt.-Ges,). July 18, 1927. Anthraquinone vat dyes. -Dianthraquinonylamines containing a benzoylamino group in each anthraquinone nucleus, and also at least one alkoxy group, are prepared by several processes; either (1) halogenbenzoylaminoanthnaquinone is condensed with an aminohydroxybenzoylaminoanthraquinone, and the product alkylated, or (2) a halogenhydroxybenzoylaminoanthraquinone is condensed with a benzoylaminoanthraquinone containing at least one free amino group, and the product alkylated, or (3) a halogenalkoxybenzoylaminoanthraquinone is condensed with an aminobenzoylaminoanthraquinone, or (4) a halogenhydroxybenzoylaminoanthraquinone is condensed with an aminohydroxybenzoylaminoanthraquinone and the product alkylated, or (5) a halogenalkoxybenzoylaminoanthraquinone is condensed with an aminoalkoxybenzoylaminoanthraquinone. In examples, the following pairs of starting materials are employed, the products being alkylated by means of p-toluene sulphonic ester when they contain hydroxy groups:- 1 - benzoylamino-4- hydroxy - 5 - chloranthraquinone and 1-benzoylamino-4-aminoanthraquinone; 1-benzoylamino-4- hydroxy - 5 - aminoanthraquinone and 1-benzoylamino-4-chloranthraquinone ; 1 - benzoylamino-4- methoxy - 5 - chloranthraquinone and 1-benzoylamino-5-aminoanthraquinone; 1-benzoylamino-4- methoxy - 5 - aminoanthraquinone and 1-benzoylamino-4-methoxy-5-chloranthraquinone; 1-benzoylamino - 4 - hydroxy-5-chloranthraquinone and 1- benzoylamino - 4 -hydroxy-,5-aminoanthraquinone. By allowing sulphuric acid solutions of the above dianthraquinonylamines to stand for a short time and then diluting, and oxidizing the precipitated dye, further condensations occurs. Specifications 25986/09 and 29138/09 are referred to. Benzoylaminoathraquinones.-1-Benzoylamino- 4-hydroxy-5-chloranthraquinone and 1 - benzoylamino-4-methoxy - 5 - chloranthraquinone are obtained by benzoylation of the corresponding amino derivatives. 1-Benzoylamino-4-hydroxy-5-aminoanthraquinome is obtained by partial hydrolysis of 1 : 5-dibenzoylamino-4-hydroxyanthraquinone. 1-Benzoylamino-4-methoxy-5-aminoanthraquinone is obtained by condensation of 1-benzoylamino-4- methoxy-5-chloranthraquinone with p-toluene sulphonamide and hydrolysis of the sulphonamido group. 1-Amin,o-4-hydroxy-5-chloranthraquinone is prepared by the reduction of 1-nitro-5-chloranthraquinone with sulphur sesquioxide, or by rearrangement of 1-hydroxylamino-5-chloranthraquinone, or by nitration and reduction of 1- hydroxy-8-chloranthraquinone. 1-Methoxy-8-chloranthraquinone is obtained by the action of methyl alcoholic potash on 1:8- dichloranthraquinone or 1-nitro-8-chloranthraquinone. 1 - Amino - 4-methoxy-5-chloranthraquinone is obtained by nitration and reduction of 1-methoxy- 8-chloranthraquinone.
GB1906627A 1927-07-18 1927-07-18 Process for the manufacture of vat dyestuffs of the anthraquinone series Expired GB298696A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1906627A GB298696A (en) 1927-07-18 1927-07-18 Process for the manufacture of vat dyestuffs of the anthraquinone series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1906627A GB298696A (en) 1927-07-18 1927-07-18 Process for the manufacture of vat dyestuffs of the anthraquinone series

Publications (1)

Publication Number Publication Date
GB298696A true GB298696A (en) 1928-10-18

Family

ID=10123193

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1906627A Expired GB298696A (en) 1927-07-18 1927-07-18 Process for the manufacture of vat dyestuffs of the anthraquinone series

Country Status (1)

Country Link
GB (1) GB298696A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2487110A (en) * 1947-06-05 1949-11-08 Du Pont Preparation of 1-amino-4-hydroxy-5-chloroanthraquinone

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2487110A (en) * 1947-06-05 1949-11-08 Du Pont Preparation of 1-amino-4-hydroxy-5-chloroanthraquinone

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