DE1131694B - Process for the preparation of polyquaternary compounds - Google Patents

Process for the preparation of polyquaternary compounds

Info

Publication number
DE1131694B
DE1131694B DEF32503A DEF0032503A DE1131694B DE 1131694 B DE1131694 B DE 1131694B DE F32503 A DEF32503 A DE F32503A DE F0032503 A DEF0032503 A DE F0032503A DE 1131694 B DE1131694 B DE 1131694B
Authority
DE
Germany
Prior art keywords
water
amount
diethyl
hydrochloride
polyquaternary compounds
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.)
Pending
Application number
DEF32503A
Other languages
German (de)
Inventor
Dr Klaus Boeckmann
Dr Carl Taube
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Priority to DEF32503A priority Critical patent/DE1131694B/en
Publication of DE1131694B publication Critical patent/DE1131694B/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/06Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
    • C07C209/12Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of quaternary ammonium compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Herstellung von polyquaternären Verbindungen Zusatz zur Patentanmeldung F 21192 IV b 112 q (Auslegeschrift 1 126 396) Die Hauptpatentanmeldung F 21192 IV b/12 q betrifft ein Verfahren zur Herstellung von polyquaternäreA Verbindungen durch Erwärmen monohalogenierter tertiärer Amine der allgemeinen Zusammensetzung worin R1 und R2 gleiche oder voneinander verschiedene Kohlenwasserstoffreste, die gegebenenfalls ringgeschlossen sind, und R3 einen gegebenenfalls Heteroatome enthaltenden Kohlenwasserstoffrest bedeuten, während X für Halogen steht, in Gegenwart von Wasser in heterogenem System; das Verfahren ist dadurch gekennzeichnet, daß die angewandte Menge Wasser die angewandte Menge Amin nicht übersteigt.Process for the production of polyquaternary compounds Addendum to patent application F 21192 IV b 112 q (Auslegeschrift 1 126 396) The main patent application F 21192 IV b / 12 q relates to a process for the production of polyquaternary compounds by heating monohalogenated tertiary amines of the general composition wherein R1 and R2 are identical or different hydrocarbon radicals which are optionally ring-closed, and R3 is a hydrocarbon radical optionally containing heteroatoms, while X is halogen, in the presence of water in a heterogeneous system; the process is characterized in that the amount of water used does not exceed the amount of amine used.

Gegenstand der vorliegenden Erfindung ist nun eine besondere Ausführungsform des Verfahrens der Hauptpatentanmeldung. Sie besteht darin, daß man statt der dort genannten freien Amine das Diäthylchloräthylamin-hydrochlorid und Natronlauge einsetzt. Es gelingt in diesem Fall, polyquaternäre Verbindungen der . in der Hauptpatentanmeldung beschriebenen Art herzustellen, auch wenn die bei der Umsetzung im heterogenen System vorhandene Gesamtmenge an Wasser die in dem angewandten Aminsalz enthaltene Menge Amin um etwa das Dreifache übersteigt. Durch das entstehendeNatriumchlorid wird die Löslichkeit des nunmehr freien Amins in dem wäßrigen Medium herabgesetzt. Dies wirkt sich auf den Ablauf der Reaktion so aus, als sei statt eines Überschusses an der die Alkalisalze enthaltenden Lösung ein Unterschuß an reinem Wasser zugegen. The present invention now relates to a particular embodiment of the main patent application process. It consists in being instead of there called free amines which uses diethylchloroethylamine hydrochloride and sodium hydroxide solution. It succeeds in this case, polyquaternary connections of the. in the main patent application described type, even if the implementation in the heterogeneous system total amount of water present is the amount contained in the amine salt used Amin by about three times. The resulting sodium chloride becomes the solubility of the now free amine in the aqueous medium is reduced. this affects the course of the reaction as if instead of an excess a deficit of pure water is present in the solution containing the alkali salts.

Beispiel Eine Mischung aus 86 g Diäthyl-chloräthylaminhydrochlond, 20 g Natriumhydroxyd und 280 g Wasser wird 2 Stunden bei Raumtemperatur innig gerührt und zur Vervollständigung der hierbei vor sich gehenden Umsetzung noch 2 Stunden auf 80 bis 900 C erhitzt. Die so erhaltene klare, neutral reagierende Lösung läßt sich mit Wasser in jedem Verhältnis mischen. Example A mixture of 86 g of diethyl chloroethylamine hydrochloride, 20 g of sodium hydroxide and 280 g of water are stirred intimately at room temperature for 2 hours and 2 hours to complete the reaction that is going on here heated to 80 to 900 C. The clear, neutrally reacting solution thus obtained leaves mix with water in any proportion.

Claims (1)

PATENTANSPRUCH: Weitere Ausbildungsform des Verfahrens der Hauptpatentanmeldung F 21192 IV b/12 q zur Herstellung von polyquaternären Verbindungen durch Erwärmen monohalogenierter tertiärer Amine der allgemeinen Formel worin R1 und R2 gleiche oder voneinander verschiedene Kohlenwasserstoffreste, die gegebenenfalls ringgeschlossen sind, und R3 einen gegebenenfalls Heteroatome enthaltenden Kohlenwasserstoffrest bedeuten, während X für Halogen steht, in Gegenwart von Wasser in heterogenem System, dadurch gekennzeichnet, daß man statt der freien Amine das Diäthyl-chloräthylaminhydrochlorid und Natriumhydroxyd in äquivalenten Mengen einsetzt, wobei die angewandte Menge Wasser etwa das Dreifache der Menge an Diäthyl-chloräthyl-hydrochlorid beträgt.PATENT CLAIM: Another embodiment of the process of the main patent application F 21192 IV b / 12 q for the production of polyquaternary compounds by heating monohalogenated tertiary amines of the general formula where R1 and R2 are identical or different hydrocarbon radicals, which are optionally ring-closed, and R3 is a hydrocarbon radical optionally containing heteroatoms, while X is halogen, in the presence of water in a heterogeneous system, characterized in that instead of the free amines, the diethyl chloroethylamine hydrochloride and sodium hydroxide are used in equivalent amounts, the amount of water used being about three times the amount of diethyl chloroethyl hydrochloride.
DEF32503A 1960-11-09 1960-11-09 Process for the preparation of polyquaternary compounds Pending DE1131694B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF32503A DE1131694B (en) 1960-11-09 1960-11-09 Process for the preparation of polyquaternary compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF32503A DE1131694B (en) 1960-11-09 1960-11-09 Process for the preparation of polyquaternary compounds

Publications (1)

Publication Number Publication Date
DE1131694B true DE1131694B (en) 1962-06-20

Family

ID=7094661

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF32503A Pending DE1131694B (en) 1960-11-09 1960-11-09 Process for the preparation of polyquaternary compounds

Country Status (1)

Country Link
DE (1) DE1131694B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3432409A (en) * 1965-06-10 1969-03-11 Du Pont Electrolytic process for making tetraalkylammonium polybromides

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3432409A (en) * 1965-06-10 1969-03-11 Du Pont Electrolytic process for making tetraalkylammonium polybromides

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