GB507967A - Manufacture of disazo dyestuffs - Google Patents
Manufacture of disazo dyestuffsInfo
- Publication number
- GB507967A GB507967A GB14699/38A GB1469938A GB507967A GB 507967 A GB507967 A GB 507967A GB 14699/38 A GB14699/38 A GB 14699/38A GB 1469938 A GB1469938 A GB 1469938A GB 507967 A GB507967 A GB 507967A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- phenol
- aminobenzene
- coupling
- sulphonic acid
- 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000000975 dye Substances 0.000 abstract 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 5
- 230000008878 coupling Effects 0.000 abstract 4
- 238000010168 coupling process Methods 0.000 abstract 4
- 238000005859 coupling reaction Methods 0.000 abstract 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 150000008049 diazo compounds Chemical class 0.000 abstract 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 abstract 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 abstract 2
- JEFSTMHERNSDBC-UHFFFAOYSA-N 1,2-dimethylcyclohexa-2,4-dien-1-ol Chemical compound CC1=CC=CCC1(C)O JEFSTMHERNSDBC-UHFFFAOYSA-N 0.000 abstract 1
- PRZBKPZAIUXQQG-UHFFFAOYSA-N 5-acetamido-2-amino-4-methylbenzenesulfonic acid Chemical compound CC=1C=C(C(=CC1NC(C)=O)S(=O)(=O)O)N PRZBKPZAIUXQQG-UHFFFAOYSA-N 0.000 abstract 1
- PHRVJZNHPVJYOM-UHFFFAOYSA-N 5-acetamido-2-aminobenzenesulfonic acid Chemical compound CC(=O)NC1=CC=C(N)C(S(O)(=O)=O)=C1 PHRVJZNHPVJYOM-UHFFFAOYSA-N 0.000 abstract 1
- VPXCXBHLKDPWQV-UHFFFAOYSA-N 5-amino-2-chlorobenzenesulfonic acid Chemical compound NC1=CC=C(Cl)C(S(O)(=O)=O)=C1 VPXCXBHLKDPWQV-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000000987 azo dye Substances 0.000 abstract 1
- JESCPVSKEGXYSC-UHFFFAOYSA-N chlorobenzene;sulfurochloridic acid Chemical compound OS(Cl)(=O)=O.ClC1=CC=CC=C1 JESCPVSKEGXYSC-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/04—Disazo dyes characterised by the tetrazo component the tetrazo component being a benzene derivative
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
507,967. Dyes. GEIGY AKT.-GES., J. R. May 17, 1938, No. 14699: Convention date, May 19, 1937. [Class 2 (iii)] Disazo dyes of the general formula. (where X = H, alkyl or alkoxy, R = the residue of a phenol coupled in p-position and A = aryl) are made by coupling the diazo compound of a mono-azo dye of the formula and coupling with a phenol capable of coupling in p-position, and treating the disazo dye with an arylsulphochloride, or by coupling the diazo compound of a monoazo dye of the formula with 2 : 8 : 6-acid in acid solution, and treating the disazo dye with an arylsulphochloride. In examples : (1) the dyestuff 4-nitro- or 4-acetylamino - 1 - aminobenzene - 6 sulphonic acid # 2 : 8 : 6-acid is reduced or saponified, diazotized, coupled with phenol and the product treated with p-toluenesulpho-chloride (violet on wool); other components specified are m-cresol and 1 : 3 : 6-xylenol ; 3-methoxy- or 3 - methyl - 4 - acetylamino - 1 - aminobenzene - 6-sulphonic acid; benzene- or p-chlorbenzene sulphochloride; (2) the dyestuff 4-amino-4<1>- oxyazobenzene-3-sulphonic acid (from 4-nitro- or 4 - oxalylamino - 1 - aminobenzene - 3 - sulphonic acid # phenol and reducing or saponifying or by heating with ammonia under pressure the dyestuff 4-chlor-1-aminobenzene-3- sulphonic acid# phenol) is diazotized and coupled with 2 : 8 : 6-acid in acid solution and the product treated with p-toluenesulphochloride. Specification 25866/12, [Class 2 (iii)], is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH507967X | 1937-05-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB507967A true GB507967A (en) | 1939-06-23 |
Family
ID=4517277
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14699/38A Expired GB507967A (en) | 1937-05-19 | 1938-05-17 | Manufacture of disazo dyestuffs |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB507967A (en) |
-
1938
- 1938-05-17 GB GB14699/38A patent/GB507967A/en not_active Expired
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