GB814391A - New stilbene monoazo-dyestuffs and process for their manufacture - Google Patents
New stilbene monoazo-dyestuffs and process for their manufactureInfo
- Publication number
- GB814391A GB814391A GB21299/55A GB2129955A GB814391A GB 814391 A GB814391 A GB 814391A GB 21299/55 A GB21299/55 A GB 21299/55A GB 2129955 A GB2129955 A GB 2129955A GB 814391 A GB814391 A GB 814391A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methoxy
- group
- nitro
- naphthylamine
- chloro
- 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
- C09B56/00—Azo dyes containing other chromophoric systems
- C09B56/04—Stilbene-azo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyestuffs of formula <FORM:0814391/IV (c)/1> where R1 is a benzene residue, R2 is a naphthalene residue fused to the triazole in the 1,2-positions and R3 is an acetoacetylaminobenzene residue free from groups imparting solubility in water, the groups -NHCO-and N2 being in p-position to each other. They may be made by coupling appropriately substituted diazotized anilines with the required acetoacetylaminobenzenes. An indirect method of diazotization is preferred. The aniline starting derivatives are made by acylating compounds of formula <FORM:0814391/IV (c)/2> to introduce the group OC-R1-NO2 with subsequent reduction of the nitro group. The stilbene amines are made by coupling, advantageously in an acid medium, a diazotized 4-nitro - 41 - aminostilbene - 2,21 - disulphonic acid with a naphthylamine which couples in a vicinal position to the amino group, oxidizing, e.g. with copper-tetramine solutions, the o-amino-azo-group to yield a triazole and subsequently reducing the nitro group. Naphthylamine mono- and di-sulphonic acids are mentioned, specified being 1-naphthylamine-4 or -5-mono- and -5,7-di-sulphonic acids and 2-naphthylamine-6 and -7-mono- and -3,5, -3,6 and -5,7-di-sulphonic acids. Specified acylating agents are 4-nitro- and 3-methyl- and -chloro-4-nitro-benzoyl chlorides. The acetoacetylaminobenzenes advantageously contain a further substituent in the benzene ring attached to the NH group. Methyl, ethyl, methoxy ethoxy, bromine, chlorine and acetylamino substituents are specified, methoxy and ethoxy groups being preferred. Specified coupling components are acetoacetylaminobenzene, 1-acetoacetylamino-2-and -4-methoxy-, 2-methoxy - 5 - methyl -, - 2,4 - dimethyl -, -2,5 - dimethoxy -, 2 - methoxy - and - ethoxy - 4 - chloro - and - bromo - 5 - methyl - and - 5-methoxy - 4 - acetylamino - 2 - chloro - benzenes. The dyestuffs dye or print animal fibres such a wool, silk and leather but are especially suitable on cellulosic fibres such as cotton, linen, artificial silk and regenerated cellulose. Greenish yellow tints are obtained. In examples illustrating the preparation of the dyes and their use in dyeing processes reactants used are chosen from those given above with the addition of 1-acetoacetylamino-2,5-dimethoxy-4-chloro-benzene. Specification 659,130 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH814391X | 1954-07-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB814391A true GB814391A (en) | 1959-06-03 |
Family
ID=4538815
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21299/55A Expired GB814391A (en) | 1954-07-23 | 1955-07-22 | New stilbene monoazo-dyestuffs and process for their manufacture |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB814391A (en) |
-
1955
- 1955-07-22 GB GB21299/55A patent/GB814391A/en not_active Expired
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