GB609275A - Azo dyestuffs - Google Patents
Azo dyestuffsInfo
- Publication number
- GB609275A GB609275A GB749146A GB749146A GB609275A GB 609275 A GB609275 A GB 609275A GB 749146 A GB749146 A GB 749146A GB 749146 A GB749146 A GB 749146A GB 609275 A GB609275 A GB 609275A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aminophenyl
- components
- sulphuric
- ether
- hydroxyethyl ether
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/06—Disazo dyes from a coupling component "C" containing a directive hydroxyl group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Water-soluble secondary disazo dyestuffs are manufactured by coupling a diazotized aminoazo compound of the general formula R-O-X-N=N-Y-NH2 (wherein R represents a monohydroxyalkyl group or the sulphuric ester thereof, X an aryl nucleus of the benzene series which may carry substituents other than nitro, carboxylic acid or sulphonic acid groups and in which the azo group is in m- or p-position to the R-O-grouping, and Y a benzene or naphthalene nucleus in which the diazotizable amino group is in p-position to the azo group and which may carry further substituents other than nitro, carboxylic acid or sulphonic acid groups) with a phenol of the benzene series which is capable of coupling in the p-position to the hydroxy group and which is substituted in the 2-position with a hydrocarbon radical of at least four carbon atoms attached directly or through an oxygen atom, and which may carry further substituents other than nitro, carboxylic or sulphonic acid groups, and, where R is a monohydroxyalkyl group, further treating the product with a known agent suited to give the sulphuric ester thereof. The products, in the form of their alkali metal or ammonium salts, dye cellulose acetate artificial silk in dischargeable orange shades from a neutral, slightly acid or slightly alkaline bath, e.g. from a neutral bath containing common salt, and are suitable for application from dilute or "long liquor" dyebaths such as are employed in dyeing with the winch. They may also be employed for printing cellulose acetate artificial silk and for dyeing other artificial fibres (especially those from nylon), wool, natural silk, tin-weighted silk and leather. Examples describe the production of the following dyestuffs: p-aminophenyl b -hydroxyethyl ether sulphuric ester --> a -naphthylamine or 2 : 5-dimethoxyaniline or 2-methoxy-5-methylaniline --> 2-hydroxydiphenyl; p-aminophenyl b -hydroxyethyl ether sulphuric ester --> sodium m-toluidinomethanesulphonate (hydrolysed) --> o-n-butylphenol; p-aminophenyl b -hydroxyethyl ether sulphuric ester --> 2 : 5-dimethoxyaniline --> o-benzylphenol or o-cyclohexylphenol; p-aminophenyl b -hydroxyamyl ether sulphuric ester --> 2 : 5 - dimethoxyaniline --> o - benzyl - phenol. A table gives further examples in which the following additional components are used: first components: the sulphuric esters of m-aminophenyl b -hydroxyethyl ether, p-aminophenyl b -hydroxyamyl ether and 2-chloro- and 2-methyl-4-aminophenyl b -hydroxyethyl ether; middle components: o-toluidine, p-xylidine, o- and m-anisidine, and aniline; end components: o-n-butoxyphenol and o-hydroxydiphenyl ether. In a further example, p-aminophenyl b -hydroxyethyl ether is diazotized and coupled with sodium m - toluidino - methansulphonate, the monoazo dyestuff is hydrolysed with aqueous sodium hydroxide, diazotized and coupled with o-benzylphenol, and the product is treated with 70-80 per cent sulphuric acid. Other components specified are: first components: p-aminophenyl g -hydroxypropyl and d -hydroxybutyl ethers, g -(p-aminophenoxy)-n-butanol and 3-methyl-4-aminophenyl b -hydroxyethyl ether, or their sulphuric esters; middle components: 3 - amino - 4 - methoxyacetanilide and 2 : 5 - diethoxyaniline; end components: o-n-amyloxyphenol, o-n-hexyloxyphenol and o-benzyloxyphenol. Specification 455,643 is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB749146A GB609275A (en) | 1946-03-11 | 1946-03-11 | Azo dyestuffs |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB749146A GB609275A (en) | 1946-03-11 | 1946-03-11 | Azo dyestuffs |
Publications (1)
Publication Number | Publication Date |
---|---|
GB609275A true GB609275A (en) | 1948-09-28 |
Family
ID=9834134
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB749146A Expired GB609275A (en) | 1946-03-11 | 1946-03-11 | Azo dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB609275A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4055560A (en) * | 1972-06-08 | 1977-10-25 | E. I. Du Pont De Nemours And Company | Sulfophenyl-azo-phenyl-azo-(4-hydroxyalkoxyphenyl) compounds |
-
1946
- 1946-03-11 GB GB749146A patent/GB609275A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4055560A (en) * | 1972-06-08 | 1977-10-25 | E. I. Du Pont De Nemours And Company | Sulfophenyl-azo-phenyl-azo-(4-hydroxyalkoxyphenyl) compounds |
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