DD148878A3 - METHOD FOR THE PRODUCTION OF DIAZONIUM COMPOUNDS OF HEAVY DIAZOTIABLE AROMATIC AMINE - Google Patents
METHOD FOR THE PRODUCTION OF DIAZONIUM COMPOUNDS OF HEAVY DIAZOTIABLE AROMATIC AMINE Download PDFInfo
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- DD148878A3 DD148878A3 DD21737879A DD21737879A DD148878A3 DD 148878 A3 DD148878 A3 DD 148878A3 DD 21737879 A DD21737879 A DD 21737879A DD 21737879 A DD21737879 A DD 21737879A DD 148878 A3 DD148878 A3 DD 148878A3
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- German Democratic Republic
- Prior art keywords
- nonionic surfactants
- diazonium compounds
- diazotiable
- heavy
- production
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Abstract
Die Erfindung betrifft ein Verfahren zur Herstellung von Diazoniumverbindungen schwer diazotierbarer aromatischer Amine durch Diazotierung mit Natriumnitrit in waeszrig-saurem Medium in Gegenwart nichtionogener Tenside. Erfindungsgemaesz werden nichtionogene Tenside auf Basis Alkylphenol-Aethylenoxid eingesetzt.The invention relates to a process for the preparation of diazonium compounds difficult diazotierbarer aromatic amines by diazotization with sodium nitrite in acidic-acidic medium in the presence of nonionic surfactants. According to the invention, nonionic surfactants based on alkylphenol-ethylene oxide are used.
Description
173 78 -"-173 78 - "-
VEB CHEHIEKOMBINAT BITTEEFELD Bitterfeld, 3. Dez. 1979VEB CHEHIEKOMBINAT BITTEEFELD Bitterfeld, 3 Dec. 1979
20112011
Verfahren zur Herstellung von Diazoniumverbindungen schwer diazotierb ar er aromatischer AmineProcess for the preparation of diazonium compounds of difficult diazotization of aromatic amines
Anwertdunff.sfieb3,et. der Erf $.ηδ.ιχηκ Anwertdunff.s fi eb 3, et. he erf $ .ηδ.ιχηκ
Die Erfindung betrifft ein Verfahren zur Herstellung von Diazoniumverbindungen schwer diazotierbarer aromatischer Amine der Benzol- oder Naphthalinreihe.The invention relates to a process for the preparation of diazonium compounds of diazotizable aromatic amines of the benzene or naphthalene series.
Charakteristik der bekannten technischen Zösun^en Characteristic of the known technical solutions
Aus den DE-PS 615 744, GB-PS 809 350 und SÜ-ÜHS 466 216 sind Verfahren zur Herstellung von Diazoniumverbindungen schwer diazotierbarer aromatischer Amine in wäßrig-salzsaurem Medium mittels Hatriumnitrit in Anwesenheit von Dispergiermitteln, α· a. verschiedenen Typen nichtionogener Tenside, bekannt· Diesen Verfahren ist der Mangel gemeinsam, daß die verwendeten Hilfsmittel ungünstige Auswirkungen zeigen, indem sie die Stabilität der Diazoniumverbindungen negativ beeinflussen oder Rebenreaktionen begünstigen«Are known from DE-PS 615 744, GB-PS 809 350 and 466 216 SÜ-ÜHS process for the preparation of diazonium difficult diazotizable aromatic amines in aqueous hydrochloric acid medium by means of Hatriumnitrit in the presence of dispersants, α · a. various types of nonionic surfactants, known · These methods have the common feature that the adjuvants used have unfavorable effects, by negatively influencing the stability of the diazonium compounds or favoring vat reactions «
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der Erfindungthe invention
Das Siel der Erfindung besteht im Auffinden eines Dispergier hilf ssiittels, das die Mängel des Standes der Technik bei der Herstellung von Diazoniumverbindungen schwer diazotierbarer Imine nicht aufweist·The aim of the invention is to find a dispersing aid which does not have the deficiencies of the prior art in the preparation of diazonium compounds of diazotizable imines which are difficult to diazonium.
des Wesens der Erfindung the essence of the invention
Es wurde gefunden, daß bei Einsatz von nichtionogenen üüensiden auf der Basis Alkylphenol-Äthylenoxid bei der Diazotierung in wäßrig-mineralsaurem Medium die Umsetzung des aromatiselien Amins der Benzol- bzw. Naphthalinreihe zur Diazoniumverfexndung wesentlich rascher und vollständiger erfolgt und daß öie sich bildende Diazoniumverbindung in einer reaktionsfähigen Porm anfällt. Diese Hilfsmittel werden während der Anscihlämmung des aromatischen Amins in Wasser zugesetzt. Man rührt kurze Zeit nach (kalt oder warm), gibt dann die notwendige Menge Mineralsäure zu und diazotiert anschließend auf übliche Weise. Die Menge des Hilfsmittels, bezogen auf die Einsatzmenge des Amins, liegt zwischen 1 und 25 Gew.-^. In besonderen Pällen kann sie auch in weiteren Grenzen schwanken.It has been found that when using nonionic üüensiden based on alkylphenol-ethylene oxide in the diazotization in aqueous-mineral acid medium, the reaction of aromatiselien amine of the benzene or naphthalene series to Diazoniumverfexndung takes place much faster and more complete and that the diazonium compound forming in a reactive Porm accumulates. These aids are added during the mixing of the aromatic amine in water. The mixture is stirred for a short time (cold or warm), then the necessary amount of mineral acid and then diazotized in the usual way. The amount of auxiliary, based on the amount of amine used, is between 1 and 25% by weight. In special cases, it can also fluctuate in other limits.
Bevorzugte Verbindungen, die nach diesem Verfahren diazotiert werden können, sind:Preferred compounds which can be diazotized by this process are:
SO2-O-< SO 2 -O- <
»3- 217378 2011»3- 217378 2011
worin die beiden E, die gleich oder voneinander verschieden sein können, Wasserstoff, Alkyl mit 1 bis 4 C-Atomen oder Halogen bedeuten,in which the two Es, which may be identical or different, denote hydrogen, alkyl having 1 to 4 C atoms or halogen,
E·e ·
worin die beiden E die oben angegebene Bedeutung haben und E1 s Wasserstoff oder Alkyl mit 1 bis 4 C-Atomen bedeutet,in which the two E have the abovementioned meaning and E 1 s is hydrogen or alkyl having 1 to 4 C atoms,
-KH,KH,
worin die beiden E, die gleich oder voneinander verschieden sein können, Wasserstoff oder Alkyl mit 1 bis 4 C-Atomen bedeuten·in which the two Es, which may be identical or different, denote hydrogen or alkyl having 1 to 4 C atoms ·
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Das nachfolgende Beispiel dient der näheren Erläuterung der Erfindung, ohne diese hierauf beschranken zu wollen.The following example serves to explain the invention in more detail without wishing to be limited thereto.
Ausfülarungsbeispiel A usefull example
24|8 g 3-Aminobenzol-i-sulfonsäure-anilid werden in 200 ml Wasser mit 0,8g eines nichtionogenen Tensids auf Basis Alkylphenol-A'thylenoxid (Dispergator BO des VEB Chemische Werke Buna) etwa 15 Minuten bei Raumtemperatur angeschlämmt« Dann gibt man 105 ml 1 K Nitrit-Lösung zu und kühlt mit Eis auf 0 bis 15 0C ab. Dazu gibt man zügig 26 ml Salzsäure (200Be). Uach etwa 1 Stunde ist die Diazotierung beendet.24 | 8 g of 3-aminobenzene-i-sulfonic acid anilide are suspended in 200 ml of water with 0.8 g of a nonionic surfactant based on alkylphenol-A'thylenoxid (Dispersator BO of VEB Chemische Werke Buna) for about 15 minutes at room temperature Add 105 ml of 1 K nitrite solution and cool with ice to 0 to 15 0 C. This is done quickly 26 ml of hydrochloric acid (20 0 Be). After about 1 hour, the diazotization is completed.
Claims (3)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD21737879A DD148878A3 (en) | 1979-12-05 | 1979-12-05 | METHOD FOR THE PRODUCTION OF DIAZONIUM COMPOUNDS OF HEAVY DIAZOTIABLE AROMATIC AMINE |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD21737879A DD148878A3 (en) | 1979-12-05 | 1979-12-05 | METHOD FOR THE PRODUCTION OF DIAZONIUM COMPOUNDS OF HEAVY DIAZOTIABLE AROMATIC AMINE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD148878A3 true DD148878A3 (en) | 1981-06-17 |
Family
ID=5521420
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD21737879A DD148878A3 (en) | 1979-12-05 | 1979-12-05 | METHOD FOR THE PRODUCTION OF DIAZONIUM COMPOUNDS OF HEAVY DIAZOTIABLE AROMATIC AMINE |
Country Status (1)
| Country | Link |
|---|---|
| DD (1) | DD148878A3 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1983003254A1 (en) * | 1982-03-11 | 1983-09-29 | Arthur Babson | Stabilization of diazonium salt solutions |
| WO2005065298A2 (en) * | 2003-12-31 | 2005-07-21 | Sun Chemical Corporation | Process for conditioning azo pigments |
-
1979
- 1979-12-05 DD DD21737879A patent/DD148878A3/en not_active IP Right Cessation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1983003254A1 (en) * | 1982-03-11 | 1983-09-29 | Arthur Babson | Stabilization of diazonium salt solutions |
| WO2005065298A2 (en) * | 2003-12-31 | 2005-07-21 | Sun Chemical Corporation | Process for conditioning azo pigments |
| WO2005065298A3 (en) * | 2003-12-31 | 2007-03-29 | Sun Chemical Corp | Process for conditioning azo pigments |
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