GB973238A - New chromium-complex and cobalt-complex compounds of monoazo-dyestuffs, their manufacture and use - Google Patents
New chromium-complex and cobalt-complex compounds of monoazo-dyestuffs, their manufacture and useInfo
- Publication number
- GB973238A GB973238A GB2980262A GB2980262A GB973238A GB 973238 A GB973238 A GB 973238A GB 2980262 A GB2980262 A GB 2980262A GB 2980262 A GB2980262 A GB 2980262A GB 973238 A GB973238 A GB 973238A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- dyes
- acid
- monoazo
- cobalt
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/523—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl amido or hydroxyalkyl amino sulfonyl group, a quaternised or non-quaternised amino alkyl sulfonyl amido group, or a substituted alkyl amino sulfonyl group, or a halogen alkyl sulfonyl amido or halogen alkyl amino sulfonyl group or a vinyl sulfonylamido or a substituted vinyl sulfonamido group
- C09B62/527—Azo dyes
- C09B62/535—Metal complex azo dyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/515—Metal complex azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises chromium complex or cobalt complex compounds of ortho-hydroxyortho1 - amino - monoazo - dyestuffs of the azo naphthalene series that contain a sulphonic acid alkyl amide group, the alkyl group of which is substituted by the acid radical of an inorganic oxy acid and that contain as residue of the coupling component that of a naphthylamine bound to the azo group vicinal to the amino group. The inorganic oxy acid referred to may be for example phosphoric or sulphuric acid. Particularly useful dyes are those of the kind defined having a sulphonic acid amide group of the formula <FORM:0973238/C4-C5/1> in which m and n each represent a whole number not greater than 3. The characteristic sulphonic amide group can be bound to an aromatic nucleus or in the residue of a coupling or diazo component or both. Especially valuable are the cobalt- and chromium-complexes of ortho-hydroxy-ortho1-amino-monoazo dyes that contain nitro groups and a sulphonamide group of the kind defined e.g. a sulphonic acid-N-a -sulphatoalkylamide group, especially 1 : 2-eobalt complexes of monoazo dyes of the formula <FORM:0973238/C4-C5/2> in which R represents a nitrobenzene residue bound to the azo bridge in ortho-position to the hydroxyl group, R1 represents a naphthylamine residue bound to the azo bridge in a position vicinal to the amino group, preferably a phenyl-amino group, one X represents a -SO2-NH-CH2CH2-OSO3H grouping, or 1 : 2-chromium or cobalt complexes of monoazo dyes of the formula <FORM:0973238/C4-C5/3> in which 2 represents an acylamino group or a hydrogen or a chlorine atom or a methyl or nitro group or an -SO2NH-CH2CH2-OSO3H grouping. Also mentioned are mixed complexes that contain a nitrophenol-azo-b -naphthylamine dye of the kind defined above and an ortho : ortho1-dihydroxy - dihydroxy - monoazo-dye of the keto methylene series. The metal complexes are obtained by treating the appropriate metal free dyes with chromium- or cobalt yielding agents in slightly acid to slightly alkaline media. The monoazo dyes used as starting materials can be obtained by esterification of appropriate dyes containing a sulphonic acid-N-hydroxyalkylamide group with e.g. phosphorus pentoxide, phosphorus oxychloride, concentrated sulphuric acid or chlorosulphonic acid. The esterification may be carried out in an inert organic solvent, e.g. dimethyl formamide. Additional substituents which may be present include halogen atoms, nitro, nitrile, acylamino, alkyl, alkoxy, sulphone, carboxylic acid, carboxylic ester, sulphonic and other sulphonamide groups. The dyes may also be made by esterifying appropriate complexes containing cobalt or chromium. The dyes are suitable for wool, silk, leather, polyamides and polyhydroxylated materials of fibrous structure, e.g. cellulose, especially cotton. Examples of the preparation of the dyes and their use in dyeing are furnished.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH904761A CH411171A (en) | 1961-08-02 | 1961-08-02 | Process for the production of new chromium and cobalt complex compounds of monoazo dyes |
Publications (1)
Publication Number | Publication Date |
---|---|
GB973238A true GB973238A (en) | 1964-10-21 |
Family
ID=4347736
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2980262A Expired GB973238A (en) | 1961-08-02 | 1962-08-02 | New chromium-complex and cobalt-complex compounds of monoazo-dyestuffs, their manufacture and use |
Country Status (5)
Country | Link |
---|---|
AT (2) | AT239400B (en) |
CH (1) | CH411171A (en) |
DE (1) | DE1444595A1 (en) |
ES (1) | ES279725A1 (en) |
GB (1) | GB973238A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002033006A1 (en) * | 2000-10-14 | 2002-04-25 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Metal complex colouring agents based on bucherer naphthols |
-
1961
- 1961-08-02 CH CH904761A patent/CH411171A/en unknown
-
1962
- 1962-08-01 DE DE19621444595 patent/DE1444595A1/en active Pending
- 1962-08-01 AT AT1019063A patent/AT239400B/en active
- 1962-08-01 AT AT621262A patent/AT239396B/en active
- 1962-08-01 ES ES279725A patent/ES279725A1/en not_active Expired
- 1962-08-02 GB GB2980262A patent/GB973238A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002033006A1 (en) * | 2000-10-14 | 2002-04-25 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Metal complex colouring agents based on bucherer naphthols |
US6809187B2 (en) | 2000-10-14 | 2004-10-26 | Oystar Textil Farben Gmbh & Co. | Metal complex dyes based on Bucherer naphthols |
CN100363433C (en) * | 2000-10-14 | 2008-01-23 | 德意志戴斯达纺织品及染料两合公司 | Metal complex colouring agents based on bucherer naphthols |
Also Published As
Publication number | Publication date |
---|---|
ES279725A1 (en) | 1963-05-01 |
CH411171A (en) | 1966-04-15 |
AT239400B (en) | 1965-04-12 |
DE1444595A1 (en) | 1970-05-06 |
AT239396B (en) | 1965-04-12 |
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