GB753764A - Improvements relating to sulphur dyestuffs - Google Patents

Improvements relating to sulphur dyestuffs

Info

Publication number
GB753764A
GB753764A GB13086/54A GB1308654A GB753764A GB 753764 A GB753764 A GB 753764A GB 13086/54 A GB13086/54 A GB 13086/54A GB 1308654 A GB1308654 A GB 1308654A GB 753764 A GB753764 A GB 753764A
Authority
GB
United Kingdom
Prior art keywords
dyestuff
hydroxydiphenylamine
sulphur
ring
water
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
GB13086/54A
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.)
Novartis AG
National Starch and Chemical Investment Holding Corp
Original Assignee
JR Geigy AG
National Starch and Chemical Investment Holding Corp
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 JR Geigy AG, National Starch and Chemical Investment Holding Corp filed Critical JR Geigy AG
Publication of GB753764A publication Critical patent/GB753764A/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
    • C09B49/00Sulfur dyes
    • C09B49/10Sulfur dyes from diphenylamines, indamines, or indophenols, e.g. p-aminophenols or leucoindophenols

Landscapes

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

Abstract

Sulphur dyes are made by fusing 1 part of a 4-hydroxydiphenylamine of the formula:- <FORM:0753764/IV(c)/1> in which ring A can be substituted with halogen and ring B can be substituted with alkyl of 1-4 carbon atoms, whilst at least one position ortho to the -NH- group in ring B is free, with 1.5 to 3 parts of the iron-free alkali polysulphide Me2Sx (where x is 5-7) or a corresponding mixture of alkali sulphide and sulphur, in presence of water-soluble organic solvents which boil over 100 DEG C. and water, isolating the raw dyestuff obtained and oxidizing in an alkaline dispersion in absence of inorgaic sulphur compounds. The products dye cellulose or vegetable fibres red-brown shades. Organic solvents specified are pyridine, picoline, collidine, butanol, cyclohexanal, ethylene glycol and its ethyl or methyl ether, diethylene glycol and its methyl ether. The dyestuff may be isolated by diluting the sulphurization melt with water, removing the solvent by steam distillation, and either precipitating the dyestuff as its leuco compound by salting out or by addition of acids, or by oxidizing with air. After freeing from adherent inorganic sulphur compounds, the dyestuff may be airblown in caustic soda solution. Examples describe the application of the foregoing treatment to (1) 4-hydroxydiphenylamine, (2) 4-hydroxy-41 (or 31 or 21)- methyldiphenylamine, (3) 2-methyl-5-isopropyl-41-hydroxydiphenylamine, (4) 4-hydroxy - 21.51 - dimethyldiphenylamine. Dyeing examples are given.
GB13086/54A 1953-05-08 1954-05-05 Improvements relating to sulphur dyestuffs Expired GB753764A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH753764X 1953-05-08

Publications (1)

Publication Number Publication Date
GB753764A true GB753764A (en) 1956-08-01

Family

ID=4534104

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13086/54A Expired GB753764A (en) 1953-05-08 1954-05-05 Improvements relating to sulphur dyestuffs

Country Status (1)

Country Link
GB (1) GB753764A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4403995A (en) 1981-04-07 1983-09-13 Cassella Aktiengesellschaft Sulphur dyestuffs, a process for their manufacture and their use from hydroxy-diphenylamine compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4403995A (en) 1981-04-07 1983-09-13 Cassella Aktiengesellschaft Sulphur dyestuffs, a process for their manufacture and their use from hydroxy-diphenylamine compounds

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