GB576270A - New yellow azo dyestuffs - Google Patents

New yellow azo dyestuffs

Info

Publication number
GB576270A
GB576270A GB866044A GB866044A GB576270A GB 576270 A GB576270 A GB 576270A GB 866044 A GB866044 A GB 866044A GB 866044 A GB866044 A GB 866044A GB 576270 A GB576270 A GB 576270A
Authority
GB
United Kingdom
Prior art keywords
azobenzene
chloromethyl
dibenzthiazyl
obtainable
ethoxybenzthiazyl
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
GB866044A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB866044A priority Critical patent/GB576270A/en
Publication of GB576270A publication Critical patent/GB576270A/en
Priority to FR925614D priority patent/FR925614A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/006—Preparation of azo dyes from other azo compounds by introduction of hydrocarbon radicals on C-atom of azo dye
    • 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
    • C09B44/00—Azo dyes containing onium groups
    • C09B44/02—Azo dyes containing onium groups containing ammonium groups not directly attached to an azo group

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

Yellow azo dyestuffs are made by heating a 4 : 41 - dibenzthiazyl - (2) - azobenzene which has directly substituted in it at least one chloromethyl group, and may optionally carry one or more alkyl (1-4C) or alkoxy (1-4C) substituents, with a tertiary amine. The products, which appear to be quaternary ammonium salts, dye cellulosic materials yellow from a dyebath containing mild alkali, e.g. sodium carbonate or bicarbonate. In examples, dyestuffs are made from di-(chloromethyl)-4 : 41-di-(6-methylbenzthiazyl-2)-azobenzene and pyridine, tetramethylthiourea, triethylamine or hexahydro-dimethylaniline and the dyeing of cotton yarn is described. Other components specified are di-(chloromethyl)-4 : 41-di-(benzthiazyl-2)-azobenzene and di-(chloromethyl)-4 : 41-di-(6-ethoxybenzthiazyl - 2) - azobenzene, and triethanolamine and b -diethylaminoethyl alcohol. A sample has been furnished under Sect. 2 (5) of the dyestuff obtained by the action of pyridine on di-(chloromethyl)-4 : 41-bis-(4 : 6-dimethylbenzthiazyl - 2) - 2 : 21 - dimethylazobenzene (obtainable by the action of sym.-dichlordimethyl ether on 4 : 41-bis-(4 : 6-dimethylbenzthiazyl - 2) - 2 : 21 - dimethylazobenzene, which may be obtained by oxidizing dehydrothio-m-xylidine with sodium hypochlorite). 4 : 41-Dibenzthiazyl-(2)-azobenzene derivatives used as starting materials above are made by treating the appropriate 4 : 41-dibenzthiazyl-(2) - azobenzene with sym. - dichlorodimethyl ether. 4 : 41-Di-(benzthiazyl-2)-azobenzene is made by the oxidation of 2-p-aminophenylbenzthiazole. 4 : 41-Di-(6-ethoxybenzthiazyl-2)-azobenzene is made by the oxidation of 2-p-aminophenyl-6-ethoxybenzthiazole, obtainable by the reduction of 2-p-nitrophenyl-6-ethoxybenzthiazole, itself obtainable by condensation of the zinc salt of 2-amino-5-ethoxythiophenol with p-nitrobenzoyl chloride.
GB866044A 1944-05-08 1944-05-08 New yellow azo dyestuffs Expired GB576270A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB866044A GB576270A (en) 1944-05-08 1944-05-08 New yellow azo dyestuffs
FR925614D FR925614A (en) 1944-05-08 1946-04-15 New yellow azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB866044A GB576270A (en) 1944-05-08 1944-05-08 New yellow azo dyestuffs

Publications (1)

Publication Number Publication Date
GB576270A true GB576270A (en) 1946-03-26

Family

ID=9856764

Family Applications (1)

Application Number Title Priority Date Filing Date
GB866044A Expired GB576270A (en) 1944-05-08 1944-05-08 New yellow azo dyestuffs

Country Status (2)

Country Link
FR (1) FR925614A (en)
GB (1) GB576270A (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2599371A (en) * 1947-07-10 1952-06-03 Ici Ltd Printing with onium dyestuffs and buffer mixtures
US2829129A (en) * 1953-10-16 1958-04-01 Ici Ltd Dyestuff-polyphosphate composition
US4550158A (en) * 1980-05-08 1985-10-29 Sandoz Ltd. Metal-free disazo compounds containing at least two basic water-solubilizing groups and having a 1-phenylpyrazole middle component radical and a 6-hydroxyprid-2-one terminal coupling component
US5562739A (en) 1994-06-01 1996-10-08 Courtaulds Fibres (Holdings) Limited Lyocell fiber treatment method
US5580356A (en) * 1993-03-10 1996-12-03 Courtaulds Fibres (Holdings) Limited Fibre treatment method
US5580354A (en) * 1991-10-21 1996-12-03 Courtaulds Plc Process for reducing the fibrillation tendency of solvent-spun cellulose fibre
US5759210A (en) * 1994-05-03 1998-06-02 Courtaulds Fibres (Holdings) Limited Lyocell fabric treatment to reduce fibrillation tendency
US5779737A (en) * 1994-04-15 1998-07-14 Courtaulds Fibres Holdings Limited Fibre treatment
US5882356A (en) * 1992-10-21 1999-03-16 Courtaulds Fibres (Holdings) Limited Fibre treatment

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0014677B1 (en) * 1979-02-02 1982-10-27 Ciba-Geigy Ag Basic monoazo dyes of the bis-benzothiazole-azobenzene series, process for their preparation and their use in dyeing and printing textiles, paper, leather and in preparing inks

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2599371A (en) * 1947-07-10 1952-06-03 Ici Ltd Printing with onium dyestuffs and buffer mixtures
US2829129A (en) * 1953-10-16 1958-04-01 Ici Ltd Dyestuff-polyphosphate composition
US4550158A (en) * 1980-05-08 1985-10-29 Sandoz Ltd. Metal-free disazo compounds containing at least two basic water-solubilizing groups and having a 1-phenylpyrazole middle component radical and a 6-hydroxyprid-2-one terminal coupling component
US4587292A (en) * 1980-05-08 1986-05-06 Sandoz Ltd. Sulfo group-free azo compounds having on average at least 1.3 basic water-solubilizing groups in metal-free, 1:1 metal complex or 1:2 metal complex form
US4665162A (en) * 1980-05-08 1987-05-12 Sandoz Ltd. 1:1 and 1:2 metal complexes of sulfo group-free azo compound having on average at least 1.3 basic water-solubilizing groups
US5580354A (en) * 1991-10-21 1996-12-03 Courtaulds Plc Process for reducing the fibrillation tendency of solvent-spun cellulose fibre
US5882356A (en) * 1992-10-21 1999-03-16 Courtaulds Fibres (Holdings) Limited Fibre treatment
US5580356A (en) * 1993-03-10 1996-12-03 Courtaulds Fibres (Holdings) Limited Fibre treatment method
US5779737A (en) * 1994-04-15 1998-07-14 Courtaulds Fibres Holdings Limited Fibre treatment
US5759210A (en) * 1994-05-03 1998-06-02 Courtaulds Fibres (Holdings) Limited Lyocell fabric treatment to reduce fibrillation tendency
US5562739A (en) 1994-06-01 1996-10-08 Courtaulds Fibres (Holdings) Limited Lyocell fiber treatment method

Also Published As

Publication number Publication date
FR925614A (en) 1947-09-09

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