CH133373A - Process for the preparation of a quaternary ammonium compound. - Google Patents

Process for the preparation of a quaternary ammonium compound.

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Publication number
CH133373A
CH133373A CH133373DA CH133373A CH 133373 A CH133373 A CH 133373A CH 133373D A CH133373D A CH 133373DA CH 133373 A CH133373 A CH 133373A
Authority
CH
Switzerland
Prior art keywords
salts
base
preparation
benzyl
ammonium compound
Prior art date
Application number
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German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH133373A publication Critical patent/CH133373A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Verfahren    zur Darstellung einer     quaternären        Ammoniumverbindung.       Es wurde gefunden, dass man zu einer       quaternären        Ammoniumverbindung    gelangen  kann, indem man     Oleyl-diäthyl-äthylendiamin     der Formel       C17        #        H8$        #    CO     #        NH        #        CH2        #        CH2        #        N(C2H5)

  2     mit reaktionsfähigen     Benzylestern    umsetzt  und aus den erhaltenen Salzen die Base  nach üblichen Methoden in Freiheit setzt.  



  Das     Betizyl-diäthyl-oleylamidoäthyl-am-          moniumhydroxyd    stellt eine dicke salbenar  tige Masse dar, die in Wasser oder Alkohol  leicht löslich ist. Die verdünnte wässrige  Lösung reagiert stark alkalisch. Mit Säuren  gibt die Base in Wasser und organischen  Lösungsmitteln leicht lösliche, neutrale Salze,  welche in wasserfreiem Zustande ebenfalls  salbenartige     Massen    bilden. Sowohl die freie  Base, wie ihre Salze besitzen in     wässriger     Lösung starkes Schaumvermögen.  



  Die neue Verbindung soll zu technischen  Zwecken, zum Beispiel als     Benetzungsmittel     oder als Zusatz zu Farbbädern, Verwendung  finden.         Beispiel:       380 Teile     Oleyl-diäthyl-äthylendiamin     werden mit 126,5 Teilen     Benzylchlorid    einige  Stunden auf 100-120  erhitzt, bis das     Benzyl-          chlorid    verschwunden ist. Man löst das ent  standene, kristallinisch erstarrte     Benzylam-          moniumehlorid    in Wasser auf, setzt die Base  durch Zugabe von 150 Teilen frisch gefäll  tem Silberoxyd in Freiheit und verdampft  die von den Silbersalzen befreite Lösung.

    Das     Benzyl    -     diäthyl    -     oleylamidoäthyl    - am     -          moniumhydroxyd        hinterbleibt    als salbenartige       Masse.     



  Die     Benzylierung    kann auch in Gegen  wart geeigneter Lösungsmittel ausgeführt  werden. Ferner lassen sich andere reaktions  fähige     Benzylester,    wie zum Beispiel     Benzyl-          nitrat,    andere     Benzylhalogenide,    aromatische       Sulfosäurebenzylester    usw. verwenden.



      Process for the preparation of a quaternary ammonium compound. It has been found that a quaternary ammonium compound can be obtained by adding oleyl diethyl ethylenediamine of the formula C17 # H8 $ # CO # NH # CH2 # CH2 # N (C2H5)

  Reacts 2 with reactive benzyl esters and sets the base free from the salts obtained by conventional methods.



  Betizyl-diethyl-oleylamidoethyl-ammonium hydroxide is a thick ointment-like mass that is easily soluble in water or alcohol. The dilute aqueous solution has a strong alkaline reaction. With acids, the base gives easily soluble, neutral salts in water and organic solvents, which in an anhydrous state also form ointment-like masses. Both the free base and its salts have a strong foaming power in aqueous solution.



  The new compound should be used for technical purposes, for example as a wetting agent or as an additive to dye baths. Example: 380 parts of oleyl diethyl ethylenediamine are heated to 100-120 for a few hours with 126.5 parts of benzyl chloride until the benzyl chloride has disappeared. The resulting, crystalline solidified benzylammonium chloride is dissolved in water, the base is released by adding 150 parts of freshly precipitated silver oxide and the solution from which the silver salts have been removed is evaporated.

    The benzyl diethyl oleylamidoethyl ammonium hydroxide remains as an ointment-like mass.



  The benzylation can also be carried out in the presence of suitable solvents. In addition, other reactive benzyl esters, such as, for example, benzyl nitrate, other benzyl halides, aromatic sulfonic acid benzyl esters, etc., can be used.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung einer Am moniumverbindung, dadurch gekennzeichnet, dass man Oleyl-diäthyl-äthylendiamin der Formel <B>017</B> # 133 ' CC # N$ # C$2 ' C$2 # N(C2H5)2 mit reaktionsfähigen Benzylestern umsetzt und aus den erhaltenen Salzen die Base in Freiheit setzt. PATENT CLAIM: A process for the preparation of an ammonium compound, characterized in that oleyl diethyl ethylenediamine of the formula <B> 017 </B> # 133 'CC # N $ # C $ 2' C $ 2 # N (C2H5) 2 with reactive Reacts benzyl esters and sets the base free from the salts obtained. Das Benzyl-diäthyl-oleylamidoätliyl-ain- moniumhydrogyd stellt eine dicke salben artige Klasse dar, die in Wasser oder Alkohol leicht löslich ist. Die verdünnte wässrige Lösung reagiert stärk alkalisch. Mit Säuren gibt die Base in Wasser und organischen Lösungsmitteln leicht lösliche, neutrale Salze, welche in wasserfreiem Zustande ebenfalls salbenartige Massen bilden. Sowohl die freie Base, wie ihre Salze besitzen in wässriger Lösung starkes Schaumvermögen. Benzyl-diethyl-oleylamidoätliyl-ain- moniumhydrogyd is a thick ointment-like class that is easily soluble in water or alcohol. The dilute aqueous solution has a strong alkaline reaction. With acids, the base gives easily soluble, neutral salts in water and organic solvents, which in an anhydrous state also form ointment-like masses. Both the free base and its salts have a strong foaming power in aqueous solution. Die neue Verbindung soll zu technischen Zwecken, zum Beispiel als Benetzungsmittel oder als Zusatz zu Farbbädern, Verwendung finden. UNTERANSPRUCH: Verfahren nach Patentanspruch; dadurch gekennzeichnet, dass man die Benzylierung in Gegenwart von Lösungsmitteln ausführt. The new compound should be used for technical purposes, for example as a wetting agent or as an additive to dye baths. SUBCLAIM: Method according to claim; characterized in that the benzylation is carried out in the presence of solvents.
CH133373D 1927-07-26 1927-07-26 Process for the preparation of a quaternary ammonium compound. CH133373A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH133373T 1927-07-26
CH130881T 1927-07-26

Publications (1)

Publication Number Publication Date
CH133373A true CH133373A (en) 1929-05-31

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ID=25711519

Family Applications (1)

Application Number Title Priority Date Filing Date
CH133373D CH133373A (en) 1927-07-26 1927-07-26 Process for the preparation of a quaternary ammonium compound.

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CH (1) CH133373A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE745221C (en) * 1931-07-01 1944-03-01 Egon Vogt Dr Protective colloids, wetting and dispersing agents
DE763310C (en) * 1937-05-28 1953-05-04 Hydrierwerke A G Deutsche Process for the production of quaternary ammonium compounds
DE879388C (en) * 1938-05-15 1953-06-11 Hoechst Ag Process for the preparation of quaternary ammonium salts
DE890958C (en) * 1940-06-11 1953-09-24 Bayer Ag Process for the preparation of sulfonamide compounds

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE745221C (en) * 1931-07-01 1944-03-01 Egon Vogt Dr Protective colloids, wetting and dispersing agents
DE763310C (en) * 1937-05-28 1953-05-04 Hydrierwerke A G Deutsche Process for the production of quaternary ammonium compounds
DE879388C (en) * 1938-05-15 1953-06-11 Hoechst Ag Process for the preparation of quaternary ammonium salts
DE890958C (en) * 1940-06-11 1953-09-24 Bayer Ag Process for the preparation of sulfonamide compounds

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