GB824443A - Improvements in or relating to water-insoluble azo dyestuffs containing urea or urethane groups - Google Patents
Improvements in or relating to water-insoluble azo dyestuffs containing urea or urethane groupsInfo
- Publication number
- GB824443A GB824443A GB22702/57A GB2270257A GB824443A GB 824443 A GB824443 A GB 824443A GB 22702/57 A GB22702/57 A GB 22702/57A GB 2270257 A GB2270257 A GB 2270257A GB 824443 A GB824443 A GB 824443A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitro
- radicle
- methylsulphonyl
- dyestuffs
- groups
- 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/06—Disazo dyes in which the coupling component is a diamine or polyamine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Dyestuffs of formula <FORM:0824443/IV(c)/1> where m is 1 or 2, x is H, Hlg, Me, Et, MeO or EtO, y is H, Hlg, Me, Et, CF3, MeO, EtO or an alkanoylamino radicle of not more than 18 C atoms, R1 an alkylene radicle of 1-4 C atoms, R2 an alkylene radicle of 2-4 C atoms, Z an oxygen or imino group, R3 a cycloaliphatic or aromatic radicle which may contain substituents other than water-solubilizing groups, or when Z is O also an aliphatic radicle, V an oxygen or imino group when Z is imino, or imino only when Z is O, M is H, Hlg, MeO, EtO, CHF2, CF3, CN or carbalkoxy or -ZCO-V-R3 where R3, Z and V are as above and m is 1, or a simple linkage when m is 2 and R4 a mononuclear aromatic, mono- or di-nuclear heterocyclic radicle containing substituents but not water-solubilizing groups. Preferred are dyestuffs of formulae <FORM:0824443/IV(c)/2> where y is H, Cl, Me, CF3 or the above alkanoylamino radicle, w is H or Me, R5 is Et, C2H4CN, C2H3F2 or C2H2F3, R3 is phenyl or ethyl and R4 is as above containing Cl, No2, CF3 or SO2Me substituents. The dystuffs are made by acid coupling appropriate diazo compounds with the required amines of formula <FORM:0824443/IV(c)/3> Indicated as diazo compounds are anilines and amino-thiophenes, -thiazoles, -thiodiazoles and -benzothiazoles containing halogen atoms or nitro, acyl, cyano and/or alkylsulphonyl groups. The dyestuffs may be mixed with such compounds as wetting, dispersing and emulsifying agents and Glauber's salt. The dyestuffs dye cellulose triacetate and secondary cellulose acetate and some of them also dye wool, silk, cellulose ester, polyamide, polyvinyl and terephthalic acid ester fibres. Some may be used as pigments, e.g. in oils, lacquers and synthetic resins. Fibres are given yellow-orange to violet shades. In examples dyestuffs are made and dyeing processes described values of x, y, m, M, z v and the R's being chosen from those listed above, the diazo compounds used being 4-nitro-and - methylsulphonyl - 2 - chloro -, 4 - nitro-2 - cyano -, - methylsulphonyl -, - fluorosulphonyl - and - trifluoromethyl -, 4 - nitro - and - methylsulphonyl - and 2,4 - bis - methylsulphonyl - 1 - aminobenzenes, 5 - nitro - thiazole, 6 - nitro - and 5 - methylsulphonyl - benzthiazole - 2 and 3 - nitro - 5 - acetyl - thiophene, the alkanoylamino groups being acetyl-, chloracetyl -, trifluoracetyl -, propyl -, butyryl-, decanoyl -, hexadecanoyl - and octa decanoyl-amino-groups, R1 is CH2, C2H4, C3H6 and C4H8, R2 is C2H4 and C3H6, R3 is methyl, ethyl, propyl, butyl, cyclohexyl, phenyl and 41-methyl-, -isopropyl, -methoxy- and 21 : 41-dimethyl-phenyl.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH824443X | 1956-07-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB824443A true GB824443A (en) | 1959-12-02 |
Family
ID=4539777
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB22702/57A Expired GB824443A (en) | 1956-07-18 | 1957-07-17 | Improvements in or relating to water-insoluble azo dyestuffs containing urea or urethane groups |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB824443A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4609727A (en) * | 1981-12-21 | 1986-09-02 | Sandoz Ltd. | 5-C1-4 alkoxy-2-C1-2 alkyl-2',4'-dinitro-6'-halo-4-substituted amino-azobenzenes |
EP0337948A1 (en) * | 1988-04-14 | 1989-10-18 | Ciba-Geigy Ag | Disperse dyes |
EP0378510A2 (en) * | 1989-01-13 | 1990-07-18 | Ciba-Geigy Ag | Disperse dyes |
CN109517407A (en) * | 2018-09-30 | 2019-03-26 | 绍兴文理学院 | A kind of novel amido-containing acid ester azo dispersion dyes and its preparation and purposes |
-
1957
- 1957-07-17 GB GB22702/57A patent/GB824443A/en not_active Expired
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4609727A (en) * | 1981-12-21 | 1986-09-02 | Sandoz Ltd. | 5-C1-4 alkoxy-2-C1-2 alkyl-2',4'-dinitro-6'-halo-4-substituted amino-azobenzenes |
EP0337948A1 (en) * | 1988-04-14 | 1989-10-18 | Ciba-Geigy Ag | Disperse dyes |
US5055567A (en) * | 1988-04-14 | 1991-10-08 | Ciba-Geigy Corporation | Disperse dyes which are convertible into a thermo-migration fast form |
EP0378510A2 (en) * | 1989-01-13 | 1990-07-18 | Ciba-Geigy Ag | Disperse dyes |
EP0378510A3 (en) * | 1989-01-13 | 1991-10-30 | Ciba-Geigy Ag | Disperse dyes |
US5116958A (en) * | 1989-01-13 | 1992-05-26 | Ciba-Geigy Corporation | Disperse dyes which are convertible into a thermomigration fast form |
CN109517407A (en) * | 2018-09-30 | 2019-03-26 | 绍兴文理学院 | A kind of novel amido-containing acid ester azo dispersion dyes and its preparation and purposes |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB909843A (en) | New monoazo dyestuffs containing ester groups | |
GB1505538A (en) | Disperse mono-and disazo dyes derived from 2-amino-4,5-dicyanoimidazoles | |
GB1033266A (en) | Improvements relating to mono-and dis-azo dispersion dyestuffs and their use | |
GB1168650A (en) | Azo Dyestuffs and their Metal Complex Compounds and process for preparing them | |
GB824443A (en) | Improvements in or relating to water-insoluble azo dyestuffs containing urea or urethane groups | |
ES260905A1 (en) | Water-dispersible monoazo dyestuffs | |
GB899376A (en) | New naphthalene monoazo triazine dyestuffs | |
GB756079A (en) | New monoazo dyes of the benzene-azo-benzene series | |
GB1233065A (en) | ||
GB1109628A (en) | Improvements relating to difficultly soluble azo dyestuffs which can be dispersed in water, and their use | |
GB901692A (en) | New monoazo dyestuffs containing sulphonoxy groups, their preparation and their application to dyeing | |
GB944250A (en) | Improvements in and relating to the manufacture of azo dyes and the dyeing of synthetic thermoplastic material therewith | |
GB1034489A (en) | Azo dyestuffs containing an amino-pyrazole residue which are sparingly soluble in water, and their use | |
GB1071473A (en) | Water-insoluble benzene-azo-benzene dyes | |
GB859899A (en) | New monoazo dyestuffs derived from benzthiazole | |
GB928675A (en) | New monoazo dyes containing 3-chlorotetrahydrofuryl-(2)-oxy groups and their manufacture and use | |
GB1072887A (en) | Water-soluble azo dyestuffs | |
GB774611A (en) | 2-amino-3-nitro-5-acylthiophene azo dye compounds and materials coloured therewith | |
GB791443A (en) | New disazo dyestuffs derived from bis-aminopyrazoles | |
GB949502A (en) | New azophthalocyanine dyestuffs and their manufacture and use | |
GB856898A (en) | New thiazole-monoazo-benzene dyestuffs | |
GB877293A (en) | New water-insoluble monoazo-dyestuffs | |
GB952463A (en) | New monoazo dyestuffs of the benzene-azo-indandione series, their production and application | |
JPS56120763A (en) | Azo dye for synthetic fiber | |
GB859900A (en) | New monoazo dyestuffs derived from benzthiazole |