CH189307A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH189307A CH189307A CH189307DA CH189307A CH 189307 A CH189307 A CH 189307A CH 189307D A CH189307D A CH 189307DA CH 189307 A CH189307 A CH 189307A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- disazo dye
- diazotized
- dye
- acid
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 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 9
- 239000002253 acid Substances 0.000 claims description 6
- 229920000742 Cotton Polymers 0.000 claims description 3
- 229920000297 Rayon Polymers 0.000 claims description 3
- DMVOXQPQNTYEKQ-UHFFFAOYSA-N biphenyl-4-amine Chemical group C1=CC(N)=CC=C1C1=CC=CC=C1 DMVOXQPQNTYEKQ-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 150000008049 diazo compounds Chemical class 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- -1 1-amino-2-naphthol alkyl ethers Chemical class 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- CYSPWCARDHRYJX-UHFFFAOYSA-N 9h-fluoren-1-amine Chemical class C12=CC=CC=C2CC2=C1C=CC=C2N CYSPWCARDHRYJX-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 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
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000000987 azo dye 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
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000001046 green dye Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Paper (AREA)
- Coloring (AREA)
Description
Verfabren zur Herstellung eines Disazofarbstoffes. Es wurde gefunden, dass wertvolle grüne bis blaugrüne Farbstoffe erhalten werden, wenn man die Diazoverbindungen aromati scher mehrkerniger Monamine, wie Naph- thylamin, Aminodiphenyle, Aminofluorene und dergleichen mit 1-Amino-2-naphthol- alkyläthern kuppelt,
die erhaltenen Amino- azofarbstoffe weiterdiazotiert und mit 1- Acylamino-8-naphtholsulfonsäuren vereinigt. Die erhaltenen Farbstoffe färben Baumwolle in klaren grünen bis blaugrünen Tönen und eignen sich zum Teil besonders zum Färben von Viskose, Leder, Papier, Jute und der gleichen.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines Disazo- farbstoffes, dadurch gekennzeichnet, dass man diazotierte 4-Aminodiphenyl-3-sulfon- säure mit 1-Amino-2-äthogynapIhthalin-6-sul- fonsäure kuppelt, weiterdiazotiert und mit 1-Benzoylamino -8-naphthol-4,6-disulf onsäure vereinigt.
<I>Beispiel:</I> 24,9 Gewichtsteile 4-Aminodiphenyl-3- sulfonsäure werden normal mit 6,9 Gewichts teilen Natriumnitrit und Salzsäure diazotiert und 28,9 Gewichtsteilen 1-amino-2-äthogy- naphthalinsulfonsaurem Natrium in essig saurer Lösung gekuppelt. Nach beendeter Kupplung wird mit Natronlauge neutrali siert, mit 6,9 Gewichtsteilen Natriumnitrit und darauf mit 75 Gewichtsteilen 30%iger Salzsäure versetzt.
Die Diazotierung ist nach kurzem Rühren bei 30 bis 33 beendet. Die ausgefallene Diazoverbindung wird abge saugt, mit Wasser angerührt und zu einer mit Pyridin versetzten bicarbonatalkalischen Lösung von 42,3 Gewichtsteilen 1-Benzoyl- amino-8-naphthol-4,6-disulfonsäure gegeben. Der isolierte Farbstoff färbt Baumwolle und Viskose in klaren grünen Tönen.
Procedure for making a disazo dye. It has been found that valuable green to blue-green dyes are obtained if the diazo compounds of aromatic polynuclear monamines, such as naphthylamine, aminodiphenyls, aminofluorenes and the like, are coupled with 1-amino-2-naphthol alkyl ethers,
the amino azo dyes obtained are further diazotized and combined with 1-acylamino-8-naphtholsulfonic acids. The dyes obtained dye cotton in clear green to blue-green shades and are in some cases particularly suitable for dyeing viscose, leather, paper, jute and the like.
The subject of the present patent is a process for the preparation of a disazo dye, characterized in that diazotized 4-aminodiphenyl-3-sulfonic acid is coupled with 1-amino-2-ethogynapIhthalin-6-sulfonic acid, further diazotized and with 1- Benzoylamino-8-naphthol-4,6-disulfonic acid combined.
<I> Example: </I> 24.9 parts by weight of 4-aminodiphenyl-3-sulfonic acid are normally diazotized with 6.9 parts by weight of sodium nitrite and hydrochloric acid and 28.9 parts by weight of sodium 1-amino-2-ethogynaphthalenesulfonic acid in acetic acidic acid Solution coupled. After coupling has ended, the mixture is neutralized with sodium hydroxide solution, 6.9 parts by weight of sodium nitrite and then 75 parts by weight of 30% strength hydrochloric acid are added.
The diazotization is complete after brief stirring at 30 to 33. The precipitated diazo compound is filtered off with suction, stirred up with water and added to an alkaline bicarbonate solution of 42.3 parts by weight of 1-benzoylamino-8-naphthol-4,6-disulfonic acid to which pyridine has been added. The isolated dye dyes cotton and viscose in clear green tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE189307X | 1934-08-02 | ||
| CH185947T | 1935-07-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH189307A true CH189307A (en) | 1937-02-15 |
Family
ID=25721309
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH189307D CH189307A (en) | 1934-08-02 | 1935-07-06 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH189307A (en) |
-
1935
- 1935-07-06 CH CH189307D patent/CH189307A/en unknown
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