GB435349A - Manufacture of indigoid vat-dyestuffs - Google Patents
Manufacture of indigoid vat-dyestuffsInfo
- Publication number
- GB435349A GB435349A GB26941/34A GB2694134A GB435349A GB 435349 A GB435349 A GB 435349A GB 26941/34 A GB26941/34 A GB 26941/34A GB 2694134 A GB2694134 A GB 2694134A GB 435349 A GB435349 A GB 435349A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxythionaphthene
- chlor
- dimethyl
- methyl
- dyestuffs
- 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
- C09B7/00—Indigoid dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Indigoid dyestuffs are produced by oxidation or by condensation with the usual components of oxythionaphthene having the formula <FORM:0435349/IV/1> in which X is halogen and Y is methyl. The oxythionaphthene may be replaced by the corresponding 2 : 3-quinone or 2-derivatives thereof, and the dyestuffs may be halogenated. In examples: (1) 4 : 6-dimethyl-5 : 7-dichlor-3-oxythionaphthene is oxidized by means of sulphur in alcoholic soda solution; (2) 4 : 6-dimethyl - 5 : 7 - dichlor - 3 - oxythionaphthene is condensed with the following components: the 2 - p - dimethylaminoanil of 3 - oxythionaphthene, 5 : 7 - dibromisatinchloride, 5 : 7 - dichlorisatinchloride and 4 - methyl - 5 - chlor - 7 - methoxyisatinchloride. The properties of the following dyestuffs are tabulated (a) dyestuffs obtained by condensing 4 : 6 - dimethyl - 5 : 7 - dichlor - 3 - oxythionaphthene with acenaphthenequinone and the 2-p-dimethylaminoanils of 5 - chlor - 7 - methyl - 3 - oxythionaphthene, 5 - methyl - 6 - chlor - 3 - oxythionaphthene, 4 - methyl - 6 - chlor - 3 - oxythionaphthene, 6 - chlor - 3 - oxythionaphthene, 6 - ethoxy - 3 - oxythionaphthene, 5 : 7 - dibrom - 3 - oxythionaphthene, 4 : 6 - dimethyl - 7 - chlor - 3 - oxythionaphthene, 1 : 2 -, 2 : 1 - and 2 : 3 - naphththioindoxyl and of 1-chlor-2 : 3-naphththioindoxyl; (b) dyestuffs obtained by condensing 4 : 6-dimethyl-5 : 7-dibrom-3-oxythionaphthene with the p-dimethylamionanils of 6-ethoxy-3-oxythionaphthene, 4-methyl-6-chlor - 3 - oxythionaphthene, 5 - methyl - 6 - chlor - 3 - oxythionaphthene, 5 - chlor - 7 - methyl - 3 - oxythionaphthene and of 6 - chlor - 3 - oxythionaphthene; (c) dyestuffs obtained by condensing 4 : 6-dimethyl-5-chlor-7-brom-3-oxythionaphthene with the p-dimethylaminoanils of 4-methyl-6-chlor-3-oxythionaphthene, 5 - chlor - 7 - methyl - 3 - oxythionaphthene, 6-ethoxy-3-oxythionaphthene and 5-methyl-6-chlor-3-oxythionaphthene; (d) dyestuffs obtained by condensing 4 : 6-dimethyl-5-brom-7-chlor-3-oxythionaphthene with the p-dimethylaminoanils of 4-methyl-6-chlor-3-oxythionaphthene and of 5-chlor-7-methyl-3-oxythionaphthene and (e) dyestuffs obtained by condensing 4 : 6 - dimethyl - 5 - brom - 7 - chlor - 3 - oxythionaphthene with the p-dimethylamionanils of 5 - methyl - 6 - chlor - 3 - oxythionaphthenes and of 6 - ethoxy - 3 - oxythionaphthenes. As coupling components are also mentioned naphthols, oxyanthracenes and naphthisatins. Samples have been furnished under Sect. 2(5) of dyestuffs obtained by condensing the 2-p-dimethylaminoanil of 4 : 7-dimethyl-5-chlor-3-oxythionaphthene with 4 : 6-dimethyl-5 : 7 - dibrom - 3 - oxythionaphthene, 4 : 6 - dimethyl - 5 - chlor - 7 - brom - 3 - oxythionaphthene and with 4 : 6-dimethyl - 5 - brom - 7 - chlor-3-oxythionaphthene. 4 : 6 - Dimethyl - 5 : 7 - dichlor - 3 - oxythionaphthene may be prepared as follows: 1-amino-2 : 4 - dimethyl - 6 - benzenesulphonic acid is converted into 1 - chlor - 2 : 4 - dimethyl - 6 - benzenesulphonic acid by diazotizing and treating with cuprous chloride, the sulphonic acid is reacted with phosphorus pentachloride. The resulting 1 - chlor - 2 : 4 - dimethyl - 6 - benzenesulphochloride is reduced, condensed with chloracetic acid and ring closure of the thioglycollic acid thus produced effected after further chlorination by means of sulphuryl chloride. The Specification as open to inspection under Sect. 91 comprises also the production of dyestuffs by condensation of 4 : 6-dimethyl-5 : 7-dibrom-3-oxythionaphthene with 2-p-dimethylaminoanil of 4 : 7 - dimethyl - 5 - chlor - 3 - oxythionaphthene, 4 : 6 - dimethyl - 5 - chlor - 7 - brom - 3 - oxythionaphthene with 2 - p - dimethylaminoanil of 4 : 7 - dimethyl - 5 - chlor - 3 - oxythionaphthene and 4 : 6 - dimethyl - 5 - brom - 7 - chlor - 3 - oxythionaphthene with 2 - p - dimethylaminoanil of 4 : 7 - dimethyl - 5 - chlor - 3 oxythionaphthene. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH435349X | 1933-09-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB435349A true GB435349A (en) | 1935-09-19 |
Family
ID=4515058
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26941/34A Expired GB435349A (en) | 1933-09-22 | 1934-09-19 | Manufacture of indigoid vat-dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB435349A (en) |
-
1934
- 1934-09-19 GB GB26941/34A patent/GB435349A/en not_active Expired
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