CH100854A - Process for the preparation of an acidic monoazo dye. - Google Patents
Process for the preparation of an acidic monoazo dye.Info
- Publication number
- CH100854A CH100854A CH100854DA CH100854A CH 100854 A CH100854 A CH 100854A CH 100854D A CH100854D A CH 100854DA CH 100854 A CH100854 A CH 100854A
- Authority
- CH
- Switzerland
- Prior art keywords
- monoazo dye
- preparation
- red
- blue
- acidic
- Prior art date
Links
- 230000002378 acidificating effect Effects 0.000 title claims description 4
- 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 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- DILXLMRYFWFBGR-UHFFFAOYSA-N 2-formylbenzene-1,4-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(S(O)(=O)=O)C(C=O)=C1 DILXLMRYFWFBGR-UHFFFAOYSA-N 0.000 description 1
- RPKWNMFDAOACCX-UHFFFAOYSA-N 4-chloro-3-nitrobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 RPKWNMFDAOACCX-UHFFFAOYSA-N 0.000 description 1
- 230000000397 acetylating effect Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000000802 nitrating effect Effects 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/04—Apparatus specially adapted for manufacture or treatment of cocoa or cocoa products
- A23G1/042—Manufacture or treatment of liquids, creams, pastes, granules, shreds or powders
-
- 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
-
- 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/095—Amino naphthalenes
- C09B29/0955—Amino naphthalenes containing water solubilizing groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines sauren Monoazofarbstoffes. Es wurde gefunden, dass man einen sauren Monoazofarbstoff herstellen kann, wenn man die Diazoverbindung des in 5'- Stellung acetylierten 2,5'-Diamino-4-sulfo- 4'-methyl-1,1-diphenylsulfons mit Ä.thyl-ss- naphtylamin kuppelt. Der neue Farbstoff bildet ein braunrotes Pulver, das sich in Wasser mit blauroter und in konzentrierter Schwefelsäure mit brauner Farbe löst.
Er färbt Wolle aus schwefelsaurer Flotte in sehr egalen, licht- und waschechten, blau roten Tönen an. <I>Beispiel</I> 41,3 Teile der Diazoverbindung des in 5'- Stellung acetylierten 2,5-Diamino-4-sulfo-4'- methyl-1,1'-diphenylsulfons (erhalten zum Beispiel durch Kondensieren der p-Toluol- sulfinsäure mit 1-Chlor-2-nitrobenzol-4-sulfo- säure, Nitrieren, Reduzieren, Acetylieren und Diazotieren des Kondensationsproduktes)
werden in eine Lösung von 20,7 Teilen .Ä.thyl-ss-naphtylaminchlorhydrat eingetra gen. Die Kupplung findet rasch statt; der entstandene Farbstoff wird alkalisch aus gesalzen und filtriert.
Process for the preparation of an acidic monoazo dye. It has been found that an acidic monoazo dye can be produced if the diazo compound of the 2,5'-diamino-4-sulfo-4'-methyl-1,1-diphenylsulfone, acetylated in the 5'-position, is mixed with ethyl-ss - naphthylamine couples. The new dye forms a brown-red powder that dissolves in water with a blue-red color and in concentrated sulfuric acid with a brown color.
He dyes wool from sulfuric acid liquor in very even, lightfast and washfast, blue-red tones. <I> Example </I> 41.3 parts of the diazo compound of 2,5-diamino-4-sulfo-4'-methyl-1,1'-diphenylsulfone acetylated in the 5'-position (obtained for example by condensing the p -Toluenesulfinic acid with 1-chloro-2-nitrobenzene-4-sulfonic acid, nitrating, reducing, acetylating and diazotizing the condensation product)
are in a solution of 20.7 parts .Ä.thyl-ss-naphtylamine chlorohydrate einetra conditions. The coupling takes place quickly; the resulting dye is alkaline, salted out and filtered.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH90093T | 1918-12-14 | ||
| CH100854T | 1922-04-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH100854A true CH100854A (en) | 1923-08-16 |
Family
ID=25704105
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH100854D CH100854A (en) | 1918-12-14 | 1922-04-29 | Process for the preparation of an acidic monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH100854A (en) |
-
1922
- 1922-04-29 CH CH100854D patent/CH100854A/en unknown
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