CH130881A - Process for the preparation of a quaternary ammonium compound. - Google Patents
Process for the preparation of a quaternary ammonium compound.Info
- Publication number
- CH130881A CH130881A CH130881DA CH130881A CH 130881 A CH130881 A CH 130881A CH 130881D A CH130881D A CH 130881DA CH 130881 A CH130881 A CH 130881A
- Authority
- CH
- Switzerland
- Prior art keywords
- salts
- base
- ointment
- water
- preparation
- Prior art date
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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-äthylendiamiii der Formel <B>C, CO.</B> NH. CH-, C1I2. <B>N</B> (CII-15)2 mit reaktionsfähigen Ivlethylestern umsetzt und aus den erhaltenen Salzen die Base nach üblichen Methoden in Freiheit setzt-,.
Das -Methyl-diäthv1-olev <B>1</B> ja.m'doäthyl-ain- moniumhydroxyd stellt eine dicke, salben artige Masse dar, die in Wasser oder<B>Al-</B> kohol leicht löslich ist. Die verdünnte wäs serige Lösung reagiert stark alkalisch. Mit Säuren gibt die Base in Wasser und orga nischen Lösungsmitteln leicht lösliche, neu trale Salze, welche in wasserfreiem Zu stande ebenfalls salbenartige Ma.ssen bilden Sowohl die freie Base, wie ihre Salze be sitzen in wässeriger Lösung starkes Schaum vermögen.
Die neue Verbindung soll zu technischen Zwecken, zum Beispiel als Benetzungs- mittel oder als Zusatz zu Farbbädern, Ver wendung finden.
<I>Beispiel<B>1:</B></I> <B>380</B> Teile Oleyl-diäthyl#äthylendiamin werden mit 142 Teilen Jodmethyl gemischt. Unter starker Wärmeentwkklung tritt Um setzung ein. Man löst das entstandene sal- bena.Hige Jodmethylat in Wasser auf, setzt die Base durch Zugabe von<B>150</B> Teilen frisch gefälltem Süberoxyd in Freiheit und ver- da,mpft die von den Silbersalzen befreite Lö sung.
Das Methyl-diäthvl-olc--\,#lamido,#thvl- ammoniumhydroxyd hinierblei#t als salbe"n-. artige Masse.
<I>Beispiel 2:</I> <B>380</B> Teile Oleyl-diät.'hyl-äthylendiamin werden mit<B>126</B> Teilen DimetliyIsulfat und 4000 Teilen Wasser kräftig verrührt. Nach zirka einer Stunde ist die Reaktion beendet und das Methyl-diä;thyl-oleylamidoäthyl-am- monium-suliometliylat in Lösung gegangen. Dann setzt man<B>160</B> Teile Bariumhydroxyd zu, verdampft das Wasser und zieht mit Alkohol aus. Nach Vertreibung des Lösun s- mittels hinterbleibt die neue Base, wie in Beispiel<B>1,</B> in salbenartiger Form.
Die Methylierung hann auch in Gegen wart anderer geeigneter Lösungsmittel aus geführt werden. Ferner lassen sich andere reaktionsfähige Methylester, wie zum Bei spiel Methylnitrat, andere Methylha.logenide, aromatische Sulfosäuremethylester usw., ver wenden.
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 <B> C, CO. </B> NH. CH-, C1I2. <B> N </B> (CII-15) 2 is reacted with reactive ethyl esters and the base is liberated from the salts obtained by customary methods.
The -Methyl-diethv1-olev <B> 1 </B> ja.m'doäthyl-ain- monium hydroxide is a thick, ointment-like mass that is easily soluble in water or <B> Al- </B> alcohol . The diluted aqueous solution has a strong alkaline reaction. With acids, the base gives neutral salts which are readily soluble in water and organic solvents, which in the anhydrous state also form ointment-like proportions. Both the free base and its salts have a strong foam capacity in an aqueous solution.
The new compound should be used for technical purposes, for example as a wetting agent or as an additive to dye baths.
<I>Example <B>1:</B> </I> <B> 380 </B> parts oleyl diethyl ethylenediamine are mixed with 142 parts iodomethyl. Conversion occurs with strong heat development. The resulting ointment is dissolved in water, the base is released by adding 150 parts of freshly precipitated superoxide and the solution freed from the silver salts is evaporated.
The methyl-diethyl-olc - \, # lamido, # thvl- ammonium hydroxide is left as an ointment-like mass.
Example 2: 380 parts of oleyl diethyl ethylenediamine are vigorously stirred with 126 parts of dimethyl sulfate and 4000 parts of water. After about an hour the reaction is over and the methyl-diethyl-oleylamidoethyl-ammonium-suliomethylate has gone into solution. Then <B> 160 </B> parts of barium hydroxide are added, the water is evaporated and extracted with alcohol. After the solvent has been driven off, the new base remains in an ointment-like form, as in Example <B> 1 </B>.
The methylation can also be carried out in the presence of other suitable solvents. Other reactive methyl esters, such as methyl nitrate, other methyl halides, aromatic sulfonic acid methyl esters, etc., can also be used.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH130881T | 1927-07-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH130881A true CH130881A (en) | 1929-01-15 |
Family
ID=4389181
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH130881D CH130881A (en) | 1927-07-26 | 1927-07-26 | Process for the preparation of a quaternary ammonium compound. |
Country Status (1)
Country | Link |
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CH (1) | CH130881A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE879388C (en) * | 1938-05-15 | 1953-06-11 | Hoechst Ag | Process for the preparation of quaternary ammonium salts |
EP0327379A2 (en) * | 1988-02-05 | 1989-08-09 | CRODA INTERNATIONAL plc | Humectants |
-
1927
- 1927-07-26 CH CH130881D patent/CH130881A/en unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE879388C (en) * | 1938-05-15 | 1953-06-11 | Hoechst Ag | Process for the preparation of quaternary ammonium salts |
EP0327379A2 (en) * | 1988-02-05 | 1989-08-09 | CRODA INTERNATIONAL plc | Humectants |
EP0327379A3 (en) * | 1988-02-05 | 1991-01-09 | CRODA INTERNATIONAL plc | Humectants |
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