CH209100A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH209100A CH209100A CH209100DA CH209100A CH 209100 A CH209100 A CH 209100A CH 209100D A CH209100D A CH 209100DA CH 209100 A CH209100 A CH 209100A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- dye
- parts
- sulfonic acid
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000010985 leather Substances 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- BHUUIODLTNMQLE-UHFFFAOYSA-N 2-amino-3-bromo-5-nitrobenzenesulfonic acid Chemical compound NC1=C(Br)C=C([N+]([O-])=O)C=C1S(O)(=O)=O BHUUIODLTNMQLE-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- NEGPZGPAOPCNPD-UHFFFAOYSA-N 2-amino-3-chloro-5-nitrobenzenesulfonic acid Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1S(O)(=O)=O NEGPZGPAOPCNPD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 238000001816 cooling Methods 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
- 239000013078 crystal Substances 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Azofarbstoffes. Gegenstand des Hauptpatentes ist ein Verfahren zur Herstellung eines Azofarb- stoffes, der Wolle und Leder in braunen Tö nen anfärbt, welches dadurch gekennzeichnet ist, dass man 2-Chlor-4-nitro-l-aminobenzol- 6-sulfonsäure diazotiert und mit Dioxyäthyl- m-toluidin kuppelt.
Es wurde nun gefunden, dass man einen Farbstoff mit ähnlichen Eigenschaften erhält, wenn man 2-Brom-4-nitro-l-aminobenzol-6- sulfonsäure diazotiert und mit Dioxyäthyl-m- chloranilin kuppelt.
<I>Beispiel:</I> 31,9 Teile 2-brom-4-nitranilin-6-sulfon- saures Natrium werden mit 100 Teilen einer etwa 18 %igen Salzsäure einige Stunden ver- mahlen. Danach wird der feine Kristallbrei mit 200 Teilen Wasser verdünnt und unter Eiskühlung durch Zusatz einer 20%igen Lö sung von 6,9 Teilen Natriumnitrit diazotiert. Nach Beendigung der Diazotierung wird die Masse allmählich zu einer Lösung von 25,
2 Teilen Diogyäthyl - m - chloranilinchlor- hydrat in 500 Teilen Wasser gegeben. Nach beendeter Kupplung wird der Farbstoff ab gesaugt und mit Natriumhydroxydlösung neutral gestellt und getrocknet. Der Farb stoff ist ein braunes Pulver von sehr guter Löslichkeit in. Wasser. Er färbt Leder- und Wolle in gelbbraunen Tönen völlig gleich mässig durch.
Process for the preparation of an azo dye. The subject of the main patent is a process for the production of an azo dye which dyes wool and leather in brown tones, which is characterized in that 2-chloro-4-nitro-1-aminobenzene-6-sulfonic acid is diazotized and treated with dioxyethyl m-toluidine couples.
It has now been found that a dye with similar properties is obtained if 2-bromo-4-nitro-1-aminobenzene-6-sulfonic acid is diazotized and coupled with dioxyethyl-m-chloroaniline.
<I> Example: </I> 31.9 parts of 2-bromo-4-nitraniline-6-sulfonic acid sodium are ground for a few hours with 100 parts of an approximately 18% strength hydrochloric acid. The fine crystal pulp is then diluted with 200 parts of water and diazotized with ice cooling by adding a 20% solution of 6.9 parts of sodium nitrite. After the diazotization is complete, the mass gradually becomes a solution of 25,
2 parts of diogyethyl - m - chloroaniline chlorohydrate in 500 parts of water. After the coupling has ended, the dye is filtered off with suction, rendered neutral with sodium hydroxide solution and dried. The dye is a brown powder with very good solubility in water. It dyes leather and wool in yellow-brown tones completely evenly.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE209100X | 1937-03-27 | ||
| CH203691T | 1938-08-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH209100A true CH209100A (en) | 1940-03-15 |
Family
ID=25723955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH209100D CH209100A (en) | 1937-03-27 | 1938-01-21 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH209100A (en) |
-
1938
- 1938-01-21 CH CH209100D patent/CH209100A/en unknown
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