GB576234A - New yellow azo dyestuffs - Google Patents
New yellow azo dyestuffsInfo
- Publication number
- GB576234A GB576234A GB865944A GB865944A GB576234A GB 576234 A GB576234 A GB 576234A GB 865944 A GB865944 A GB 865944A GB 865944 A GB865944 A GB 865944A GB 576234 A GB576234 A GB 576234A
- Authority
- GB
- United Kingdom
- Prior art keywords
- azobenzene
- methylbenzthiazyl
- methylmercaptomethyl
- action
- prepared
- 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
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
- 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 carries as substituents two alkyl (1-4C)-mercapto or two alkyl (1-4C)- or aralkyl-mercaptomethyl groups and optionally, directly attached to itself or to the said aralkyl-mercaptomethyl groups, one or more halogen, alkyl (1-4C) or alkoxy (1-4C) radicals as nuclear substituents, with a dialkyl (1-4C) sulphate. The products, which are apparently ternary sulphonium salts, dye cellulosic material in bright yellow shades from a dyebath containing mild alkali, such as sodium carbonate or bicarbonate. In the examples dyes are made from dimethyl sulphate and chloro-di-(methylmercapto)-4.41-di-(6 - methylbenzthiazyl - 2) - azobenzene, di - (methylmercaptomethyl) - 4.41 - di - (benzthiazyl - 2) - azobenzene, di - (methylmercaptomethyl) - 4.41 - di - (6 - ethoxybenzthiazyl - 2) - azobenzene or di-(methyl-, ethyl-, butyl- or benzyl - mercaptomethyl) - 4.41 - di - (6 - methylbenzthiazyl-2)-azobenzene, and the dyeing of cotton yarn is described. Reference is also made to the action of dimethyl sulphate on dimethylmercapto-4 : 41-di-(6-methylbenzthiazyl-2)-azobenzene. A sample has been furnished under Sect. 2 (5) of the dyestuff produced by the action of dimethyl sulphate on di-(methylmercaptomethyl) - 4 : 41 - bis - (4 : 6 - dimethylbenzthiazyl-2)-2 : 21-dimethylazobenzene (obtainable by the action of sodium methyl mercaptide in the presence of b -ethoxyethanol on di-(chloromethyl)-4 : 41-bis-(4 : 6-dimethylbenzthiazyl-2)-2 : 21-dimethylazobenzene. Chlorodi - (methylmercapto) - 4 : 41 - di - (6 - methylbenzthiazyl - 2) - azobenzene may be prepared by treating 4 : 41-di-(6-methylbenzthiazyl-2)-azobenzene with sulphur chloride-aluminium chloride by the process of Specification 573,831, reducing with sodium sulphide in caustic soda solution, and methylating with dimethyl sulphate or methyl iodide. Di - (methylmercaptomethyl) - 4 : 41 - di - (benzthiazyl-2)-azobenzene may be prepared by chlormethylating 4 : 41-di-(benzthiazyl-2)-azobenzene (obtainable by oxidation of 2-p-aminophenylbenzthiazole) with dichlorodimethyl ether, and treating the resulting dichloromethyl derivative with methyl mercaptan in the presence of b -ethoxyethanol. Di - (methylmercaptomethyl) - 4 : 41 - di - (6 - methylbenzthiazyl-2)-azobenzene may be prepared in an analogous manner. Di - (methylmercaptomethyl) - 4 : 41 - di - (6 - ethoxybenzthiazyl-2)-azobenzene may be similarly prepared from 4 : 41-di-(6-ethoxybenzthiazyl-2)-azobenzene (obtainable by oxidation of 2-p-aminophenyl-6-ethoxybenzthiazole which may be made by reduction of the corresponding nitro compound obtainable by condensing the zinc salt of 2-amino-5-ethoxythiophenol with p-nitrobenzoyl chloride). Di-(ethyl-, butyl- and benzyl-mercaptomethyl)-4 : 41-di-(6-methylbenzthiazyl-2)-azobenzene may be made by the action of ethyl, butyl and benzyl mercaptans on di-(chloromethyl)4 : 41-di - (6 - methylbenzthiazyl - 2) - azobenzene in the presence of b -ethoxyethanol in which a small amount of sodium has been dissolved. Dimethylmercapto-4 : 41 - di - (6 - methylbenzthiazyl-2)-azobenzene may be prepared by the action of dimethyl sulphate on the mercaptan solution obtained in the example in the Provisional Specification of Specification 549,532.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB865944A GB576234A (en) | 1944-05-08 | 1944-05-08 | New yellow azo dyestuffs |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB865944A GB576234A (en) | 1944-05-08 | 1944-05-08 | New yellow azo dyestuffs |
Publications (1)
Publication Number | Publication Date |
---|---|
GB576234A true GB576234A (en) | 1946-03-25 |
Family
ID=9856743
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB865944A Expired GB576234A (en) | 1944-05-08 | 1944-05-08 | New yellow azo dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB576234A (en) |
Cited By (1)
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 |
-
1944
- 1944-05-08 GB GB865944A patent/GB576234A/en not_active Expired
Cited By (1)
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 |
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