GB275220A - Manufacture of azo-dyestuffs - Google Patents
Manufacture of azo-dyestuffsInfo
- Publication number
- GB275220A GB275220A GB19493/27A GB1949327A GB275220A GB 275220 A GB275220 A GB 275220A GB 19493/27 A GB19493/27 A GB 19493/27A GB 1949327 A GB1949327 A GB 1949327A GB 275220 A GB275220 A GB 275220A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- chlor
- amino
- sulphobenzoic
- light
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- JGSAMPZLJLDOKW-UHFFFAOYSA-N 5-amino-2-chloro-4-sulfobenzoic acid Chemical compound NC1=CC(C(O)=O)=C(Cl)C=C1S(O)(=O)=O JGSAMPZLJLDOKW-UHFFFAOYSA-N 0.000 abstract 3
- 230000008878 coupling Effects 0.000 abstract 3
- 238000010168 coupling process Methods 0.000 abstract 3
- 238000005859 coupling reaction Methods 0.000 abstract 3
- 239000000975 dye Substances 0.000 abstract 3
- SNGTVPLHEFXZJG-UHFFFAOYSA-N 4-amino-2-chloro-5-sulfobenzoic acid Chemical compound NC1=CC(Cl)=C(C=C1S(O)(=O)=O)C(O)=O SNGTVPLHEFXZJG-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
- 230000001590 oxidative effect Effects 0.000 abstract 2
- LLYXJBROWQDVMI-UHFFFAOYSA-N 2-chloro-4-nitrotoluene Chemical compound CC1=CC=C([N+]([O-])=O)C=C1Cl LLYXJBROWQDVMI-UHFFFAOYSA-N 0.000 abstract 1
- SUFIGSRKBSSLAT-UHFFFAOYSA-N 3-amino-2-sulfobenzoic acid Chemical compound NC1=CC=CC(C(O)=O)=C1S(O)(=O)=O SUFIGSRKBSSLAT-UHFFFAOYSA-N 0.000 abstract 1
- UPMIEBBZKWZYEZ-UHFFFAOYSA-N 3-chloro-4-methylbenzenesulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1Cl UPMIEBBZKWZYEZ-UHFFFAOYSA-N 0.000 abstract 1
- QYFYIOWLBSPSDM-UHFFFAOYSA-N 6-aminonaphthalen-1-ol Chemical compound OC1=CC=CC2=CC(N)=CC=C21 QYFYIOWLBSPSDM-UHFFFAOYSA-N 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 abstract 1
- 229910052788 barium Inorganic materials 0.000 abstract 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract 1
- 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 1
- 230000000802 nitrating effect Effects 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- -1 sulpho group Chemical group 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
275,220. Geigy Akt.-Ges., J. R. July 29, 1926, [Convention date]. Monoazo dyes; lakes. - Monoazo dyes are obtained by diazotizing an aminosulphobenzoic acid having the sulpho group in the o-position to the amino group and coupling with a usual coupling component. The use as components of 1 : 8- naphthylenediamine-3 : 6-disulphonic acid or of compounds containing a cyanuric nucleus is excepted. In examples, (1) 2-chlor-5-amino-4- sulphobenzoic acid is diazotized and coupled with #-naphthol; the product is a fiery red powder giving a calcium or barium lake of more fiery tint and faster to light than Lake red C, and (2) diazotized 2-chlor-5-amino-4-sulphobenzoic acid is coupled in acid solution with 2 : 8 : 6-aminonaphthol sulphonic acid; the product dyes wool in a sulphuric acid bath vivid bluish-red tints fast to light, the fastness can be increased by after-chroming. By using pyrazolones as coupling components, dyestuffs giving greenish or yellow tints, very fast to light, are obtained. 2-Chlor-4-amino-5-sulphobenzoic acid is also specified as a diazo component. 2-Chlor-5-amino-4-sulphobenzoic acid is made by oxidizing o-chlor-p-toluenesulphonic acid, nitrating the carboxylic acid thus produced, and reducing the product. 2-Chlor-4-amino-5-sulphobenzoic acid is made by sulphonating o-chlor-p-nitrotoluene, oxidizing to produce the carboxylic acid, and then reducing the nitro group.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE275220X | 1926-07-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB275220A true GB275220A (en) | 1928-03-29 |
Family
ID=6024384
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB19493/27A Expired GB275220A (en) | 1926-07-29 | 1927-07-22 | Manufacture of azo-dyestuffs |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB275220A (en) |
-
1927
- 1927-07-22 GB GB19493/27A patent/GB275220A/en not_active Expired
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