GB580175A - Manufacture of new dyestuffs - Google Patents
Manufacture of new dyestuffsInfo
- Publication number
- GB580175A GB580175A GB5326/42A GB532642A GB580175A GB 580175 A GB580175 A GB 580175A GB 5326/42 A GB5326/42 A GB 5326/42A GB 532642 A GB532642 A GB 532642A GB 580175 A GB580175 A GB 580175A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- residue
- group
- methoxy
- ethoxy
- 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
- C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Polyazo dyes of the general formula <FORM:0580175/IV/1> wherein R1 represents a residue of the benzene series carrying an o-hydroxycarboxylic acid grouping, R2 and R3 represent benzene or naphthalene residues of middle components, two x's each represent H and one x represents a residue <FORM:0580175/IV/2> containing a residue of the benzene series carrying an o-hydrocycarboxylic acid grouping, the NH being connected to such residue through a CO group or a carbon atom of a <FORM:0580175/IV/3> grouping of a 6-membered heterocyclic ring containing 3 or 4 carbon atoms and 3 or 2 nitrogen atoms and containing the grouping <FORM:0580175/IV/4> at least twice, and through a bridge containing at least 1 nitrogen atom (including a bridge containing an azo group), are obtained by (a) coupling a diazotised aminodisazo compound of the formula R1-N=N-R2-N=N-R3-NH2, containing at least one sulphonic acid group, with the appropriate aminonaphtholsulphonic acid derivative, or (b) coupling such a diazotised aminodisazo compound with a corresponding aminonaphtholsulphonic acid derivative in which two x's each represent H and one x represents a primary amino group or an amino group containing as a substituent the residue of a carboxylic acid containing an aromaticallybound primary amino group, e.g. an amino group acylated by an aminoaroyl or arylcarbamic acid group and linking the product by means of a compound carrying 2 replaceable halogen atoms with an amine containing a residue of the benzene series carrying an o-hydroxycarboxylic acid grouping. Specified first components R1-NH2 are 1-amino-4-hydroxybenzene-3-carboxylic acid and its 5-methyl and 5-sulphonic acid derivatives and the 5-chloro, 5-nitro and 5-sulphonic acid derivatives of 1-amino-2-hydroxybenzene-3-carboxylic acid. Specified middle components providing the residues R2 and R3 (which may be used in some cases in the form of their -methanesulphonic acids) are 1-aminonaphthalene and its 2 - ethoxy derivative, 1 - aminonaphthalene - 6 - and 7-sulphonic acids and their 2-methoxy or 2-ethoxy derivatives, aniline and its 3-methyl, 2 : 5-dimethyl, 2- or 3-methoxy, 2 : 5-dimethoxy or diethoxy, 2-methoxy- or ethoxy-5-methyl, 3-acetylamino and 2-methoxy- or ethoxy-5-acetylamino derivatives. Specified compounds providing the CO and heterocyclic linkages by condensation with amino compounds are phosgene, terephthaloyl chloride, cyanuryl chloride or bromide, 2 : 4-dichloroquinazoline, 2 : 4 : 6-tribromopyrimidine, 2 : 4 - dichloro - 6 - methyl - pyrimidine and 1 : 3 - dichloro - 5 - phenyl - or methyl - 2 : 4 : 6 - triazine. The products dye natural or artificial fibres of cellulose grey shades of which the fastness to light and to wet treatments is improved by treatment with metal (e.g. copper) salts, during or after the dyeing operation. Numerous examples are given. 2-Methoxy- and 2-ethoxy-5-acetylaminoanilines are obtainable by nitrating 4-methoxy- or 4-ethoxy-aniline in concentrated sulphuric acid, acetylating the product and reducing the nitro-group. The Specification as open to inspection under Sect. 91 comprises also a reference to a dye-stuff in which the residue A of the grouping <FORM:0580175/IV/5> is separated from the -NH- group by a link <FORM:0580175/IV/6> This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH580175X | 1942-04-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB580175A true GB580175A (en) | 1946-08-29 |
Family
ID=4521447
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5326/42A Expired GB580175A (en) | 1942-04-02 | 1943-04-02 | Manufacture of new dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB580175A (en) |
-
1943
- 1943-04-02 GB GB5326/42A patent/GB580175A/en not_active Expired
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