GB726726A - Improvements in or relating to dis- and polyazo dyestuffs - Google Patents
Improvements in or relating to dis- and polyazo dyestuffsInfo
- Publication number
- GB726726A GB726726A GB15765/53A GB1576553A GB726726A GB 726726 A GB726726 A GB 726726A GB 15765/53 A GB15765/53 A GB 15765/53A GB 1576553 A GB1576553 A GB 1576553A GB 726726 A GB726726 A GB 726726A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- derivative
- mols
- stilbene
- stilbene derivative
- 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/145—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents with polycarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The Specification comprises (1) condensing a dicarboxylic acid halide Hal-CO-CX = CH-CO-Hal (X = hydrogen, chlorine, bromine or methyl) with 1 mol. of an aminoazo compound of the formula <FORM:0726726/IV (c)/1> and 1 mol. of the same or a different aminoazo compound or of an amino compound which is capable (after the condensation) of coupling with a diazonium salt (R is a benzene or naphthalene residue which may contain further azo groups); (2) preparing the disazo and polyazo dyestuffs of (1) by coupling 2 mols. of the appropriate diazonium salts simultaneously or successively with the dicarboxylic acid bis-(pyrazonyl-stilbene amide); and (3) the products so obtained, those covered by the parent Specification being excluded. When R contains an o-metallizable group the dyestuff can be metallized in substance or on the fibre; alternatively, metallization may be effected before the condensation. The products of (1) or (2) may be coupled with diazonium salts. The condensation of (1) is carried out in water at 0-30 DEG C. in the presence of an acid binding agent and, if desired, an inert solvent. A slight excess of acid halide is used to compensate for losses due to hydrolysis. When two different amines are condensed they may be taken in any proportions and the product will be a mixture of three products. Similarly, in method (2) the two diazo components may be used in any proportion. The products are suitable for dyeing cotton and regenerated cellulose. In the examples, the following are condensed with fumaric dichloride: (1) 2 : 5-diaminotoluene --> anthranilic acid --> 1-(p-sulphophenyl)-3-methyl-5-pyrazolone and anthranilic acid --> 4-amino-41-(311-methyl-511-pyrazonyl-111) - stilbene - 2 : 21 - disulphonic acid; (2) the copper derivative of chromotropic acid \sM o-dianisidine --> H acid and 5-sulphoanthranilic acid --> same stilbene derivative as in (1); (3) 5-amino-3-sulphosalicylic acid --> m-aminoacetanilide and azo-stilbene derivative of (1); (4) 3-aminopyrenedisulphonic acid --> m-toluidine and azo-stilbene derivative of (2); (5) 5-sulphoanthranilic acid --> 1-(p-aminophenyl)-3-methyl-5-pyrazolone and azostilbene derivative of (2); after-coppered; (6) 5-aminoanthranilic acid --> acetoacetanilide-m-sulphonic acid and azostilbene derivative of (1); (7) 2 mols. of anthranilic acid 5-sulphomethylamide --> stilbene derivative as in (1); after-coppered and nickeled; (8) 2 mols. of sulphanilic acid --> stilbene derivative as in (1); (9) 2 mols. of sulphanilic acid --> amino-p-cresol --> stilbene derivative as in (1); (10) 2 mols. of copper complex of 2-hydroxy-6-nitro-1-naphthylamine-4-sulphonic acid --> stilbene derivative as in (1); (11) 2 mols of 5-aminosalicylic acid --> anthranilic acid --> stilbene derivative as in (1). In additional examples: (12) the dyestuff 5-aminoanthranilic acid --> acetoacetanilide-m-sulphonamide and the azo-stilbene derivative of (2) are condensed with maleic dichloride; (13) the stilbene derivative of (1) and the azostilbene derivative of (7) are condensed with fumaric acid dichloride and the product coupled with diazotized anthranilic acid 5-sulphomethylamide, giving the same product as in (7); (14) 2 mols. of anthranilic acid 5-sulphomethylamide \sQ bis-amide of fumaric acid with 4-amino-41-(311-methyl-511-pyrazonyl-111) -stilbene-2 : 21-disulphonic acid; converted into nickel complex; (15) 2 mols. 2-aminophenol-4-sulphonamide \sQ bis-amide of (14); (16) 2 mols. of (sulphanilic acid --> cresidine) \sQ bis-amide of (14), coppered under dealkylating conditions; product is same as that of (a); (17) cotton is dyed with the product of (1) and after-coppered; (18) cotton is dyed with the copper derivative of (5). A table is given of other dyestuffs obtained by the condensation method, and other suitable components are mentioned.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH726726X | 1952-06-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB726726A true GB726726A (en) | 1955-03-23 |
Family
ID=4532005
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB15765/53A Expired GB726726A (en) | 1952-06-16 | 1953-06-08 | Improvements in or relating to dis- and polyazo dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB726726A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114199867A (en) * | 2022-02-21 | 2022-03-18 | 广东江门中医药职业学院 | Method for detecting chlordimeform in aquatic product |
-
1953
- 1953-06-08 GB GB15765/53A patent/GB726726A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114199867A (en) * | 2022-02-21 | 2022-03-18 | 广东江门中医药职业学院 | Method for detecting chlordimeform in aquatic product |
CN114199867B (en) * | 2022-02-21 | 2022-04-19 | 广东江门中医药职业学院 | Method for detecting chlordimeform in aquatic product |
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