CH278839A - Process for the preparation of an ester having several ethyleneimino groups. - Google Patents

Process for the preparation of an ester having several ethyleneimino groups.

Info

Publication number
CH278839A
CH278839A CH278839DA CH278839A CH 278839 A CH278839 A CH 278839A CH 278839D A CH278839D A CH 278839DA CH 278839 A CH278839 A CH 278839A
Authority
CH
Switzerland
Prior art keywords
ester
several
preparation
ethyleneimino groups
ethylene glycol
Prior art date
Application number
Other languages
German (de)
Inventor
Michael Dr Erlenbach
Adolf Dr Sieglitz
Original Assignee
Michael Dr Erlenbach
Adolf Dr Sieglitz
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 Michael Dr Erlenbach, Adolf Dr Sieglitz filed Critical Michael Dr Erlenbach
Publication of CH278839A publication Critical patent/CH278839A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom

Landscapes

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

Description

  

  Verfahren zur Herstellung eines Esters mit mehreren     Äthyleniminogruppen.       Es wurde gefunden, dass man zu einem  neuen Ester mit mehreren     Äthyleniminogrup-          pen    gelangt, wenn man an     Äthylenglykoldi-          erotonat    Ä     thylenimin    anlagert.  



  Die Anlagerung kann zum Beispiel bei  Raumtemperatur oder bei höherer Tempera  tur durchgeführt werden. Man kann in     An-          oder    Abwesenheit von     Lösungs-    oder Verdün  nungsmitteln arbeiten. Man kann die Reaktion  auch mit einem     Lberschuss    an     Äthylenimin     durchführen, das dann gleichzeitig als Ver  dünnungsmittel dient. Man erreicht dadurch,       class    die Umsetzung schneller zu Ende geht,  und kann das überschüssige     Äthylenimin          durch        Abdest.illieren    leicht     zurüekgewinnen.     



  Die Anlagerung kann in An- oder Ab  wesenheit von Katalysatoren durchgeführt  werden. Es kommen praktisch nur neutrale  oder alkalische Katalysatoren in Betracht,  z. B.     :Metallsalze    von gesättigten oder unge-    sättigten     Carbonsäuren,        Alkoholate,    wie     Na-          triummethylat,        Aluminiumäthylat,    ferner     Na-          triumamid    u. a.  



  Das erfindungsgemäss erhaltene     Äthylen-          glykol-bis-(,B-äthylen-imino-butyrat)    siedet.  bei 0,5 mm     Queeksilbersäule        zwischen   <B>150</B> und  <B>1600.</B> Das Produkt kann in der Textil-, Kunst  stoff- und     Laekindustrie        Verwendung    finden.  <I>Beispiel:</I>  198 g     Äthylenglykoldicrotonat    (hergestellt  aus 2     Mol        Crotonsäure    und 1     Mol        Äthylengly-          kol)    und 86 g     Äthylenimin    werden gut durch  gemischt.

   Die Flüssigkeit erwärmt sich lang  sam bis nahe zum Sieden. Sobald die Wärme  tönung nachlässt, erwärmt man 24 Stunden  auf     l.00 .    Bis auf einen geringen Teil hat sich  das     Äthylenimin    an den     Crotonsäureester    an  gelagert. Das gebildete     Äthylenglykol-bis-(ss          äthylenimino-butyrat)    der Formel  
EMI0001.0043     
    siedet bei 0,5     nim    Quecksilbersäule zwischen  150 und     1.601'.  



  Process for the preparation of an ester having several ethyleneimino groups. It has been found that a new ester with several ethyleneimino groups is obtained if ethyleneimine is added to ethylene glycol dierotonate.



  The addition can be carried out, for example, at room temperature or at a higher temperature. You can work in the presence or absence of solvents or diluents. The reaction can also be carried out with an excess of ethyleneimine, which then also serves as a diluent. This ensures that the reaction ends more quickly and the excess ethyleneimine can easily be recovered by distilling off.



  The addition can be carried out in the presence or absence of catalysts. There are practically only neutral or alkaline catalysts into consideration, for. B.: metal salts of saturated or unsaturated carboxylic acids, alcoholates such as sodium methylate, aluminum ethylate, also sodium amide and the like. a.



  The ethylene glycol bis (, B-ethylene imino-butyrate) obtained according to the invention boils. with 0.5 mm Queek silver column between <B> 150 </B> and <B> 1600. </B> The product can be used in the textile, plastics and laek industries. <I> Example: </I> 198 g of ethylene glycol dicrotonate (made from 2 moles of crotonic acid and 1 mole of ethylene glycol) and 86 g of ethylene imine are mixed thoroughly.

   The liquid warms up slowly to near boiling. As soon as the heat tint subsides, heat to 1:00 for 24 hours. Except for a small part, the ethyleneimine has accumulated on the crotonic acid ester. The formed ethylene glycol bis (ss äthylenimino-butyrat) of the formula
EMI0001.0043
    boils between 150 and 1,601 'at 0.5 nm of mercury.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Esters mit mehreren Äthyleniminogruppen, dadurch gekennzeichnet, dass man an Äthylenglykoldi- crotonat Äthylenimin anlagert. Das so erhaltene Äthylenglykol-bis-(f äthy- lenimino-butyrat) siedet bei 0,5 mm Quecksil bersäule zwischen 150 und 160 . PATENT CLAIM: Process for the preparation of an ester with several ethyleneimino groups, characterized in that ethyleneimine is added to ethylene glycol dicrotonate. The ethylene glycol bis (ethylene imino butyrate) obtained in this way boils between 150 and 160 mm at a mercury column of 0.5 mm.
CH278839D 1948-10-01 1949-04-28 Process for the preparation of an ester having several ethyleneimino groups. CH278839A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE278839X 1948-10-01
CH275434T 1949-04-28

Publications (1)

Publication Number Publication Date
CH278839A true CH278839A (en) 1951-10-31

Family

ID=25731607

Family Applications (1)

Application Number Title Priority Date Filing Date
CH278839D CH278839A (en) 1948-10-01 1949-04-28 Process for the preparation of an ester having several ethyleneimino groups.

Country Status (1)

Country Link
CH (1) CH278839A (en)

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