CH249007A - Process for the preparation of a new quaternary ammonium compound. - Google Patents

Process for the preparation of a new quaternary ammonium compound.

Info

Publication number
CH249007A
CH249007A CH249007DA CH249007A CH 249007 A CH249007 A CH 249007A CH 249007D A CH249007D A CH 249007DA CH 249007 A CH249007 A CH 249007A
Authority
CH
Switzerland
Prior art keywords
new quaternary
quaternary ammonium
ammonium compound
preparation
compound
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH249007A publication Critical patent/CH249007A/en

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Zusatzpatent    zum Hauptpatent Nr. 248598.         Verfahren    zur     Herstellung        einer    neuen     quaternären        Ammoniumverbindung.       Es wurde gefunden, dass man zu einer  neuen     quaternären        Ammoniumverbindung    ge  langt, wenn man 1     Mol        Tetra-(ss-oxyäthyl)

  -          ammoniumchlorid    mit 2     Mol    einer den Rest  
EMI0001.0013     
    abgebenden Verbindung     umsetzt.     Als eine den Rest  
EMI0001.0015     
    abgebende Verbindung kann man     Capronsäure,     vorteilhafter jedoch ein     Capronsäurehalo-          genid    oder ferner     Capronsäureanhydrid,    ver  wenden.  



  Die Umsetzung wird vorteilhaft in der  Wärme, bei Anwendung von     Säurehalogeni-          den    zweckmässig unter Zusatz von säurebin  denden Mitteln,     wie        Pyridin,    vorgenommen.  



  Die     neue        quaternäre    Verbindung, der     Di-          capronsäureester    des     Tetra-(ss-oxyäthyl)-          ammoniumchlorids,    bildet eine ölige Masse,  die von Wasser zu einer klaren, ,schäumen  den Lösung aufgenommen wird. Sie kann  als Netzmittel verwendet werden.  



  <I>Beispiel:</I>  Man     suspendiert    8,4 Teile     Tetra-(ss-oxy-          äthyl)-a.mmoniumchlorid    in 20 Teilen     trok-          kenem        Pyridin,    lässt 4,0 Teile     Capronsäure-          chlorid    langsam unter Rühren     hinzufliessen     und erhitzt innert einer Stunde auf etwa 98 .

    Nach 2stündigem     Nachrühren    bei der ange  gebenen Temperatur wird das     Pyridin        unter     vermindertem     Druck        abdestilliert    und der    Rückstand mit     Diäthyläther    behandelt. Der  in     diesem        Lösungsmittel    unlösliche Anteil  wird in einer     Methanol-Diäthyläthermischung     gelöst, worauf man durch     Wasserzusatz    ent  mischt.

   Das nach dem Verdampfen der     wäss-          rig    alkoholischen Schicht hinterbleibende  neue     quaternäre        Ammoniumchlarid    bildet  eine ölige Masse, die von     Wasser    zu einer  klaren, schäumenden Lösung     aufgenommen     wird.



      Additional patent to main patent No. 248598. Process for the production of a new quaternary ammonium compound. It has been found that a new quaternary ammonium compound is obtained if 1 mole of tetra- (ss-oxyethyl)

  - ammonium chloride with 2 moles of one the rest
EMI0001.0013
    transferring connection. As one the rest
EMI0001.0015
    The releasing compound can be caproic acid, but more advantageously a caproic acid halide or, furthermore, caproic anhydride.



  The reaction is advantageously carried out in the heat, if acid halides are used, advantageously with the addition of acid-binding agents such as pyridine.



  The new quaternary compound, the dicaproic acid ester of tetra- (ss-oxyethyl) ammonium chloride, forms an oily mass that is absorbed by water to form a clear, foaming solution. It can be used as a wetting agent.



  <I> Example: </I> 8.4 parts of tetra- (β-oxy-ethyl) -a.mmonium chloride are suspended in 20 parts of dry pyridine, 4.0 parts of caproic acid chloride are allowed to slowly flow in with stirring and the mixture is heated to about 98 within an hour.

    After stirring for 2 hours at the given temperature, the pyridine is distilled off under reduced pressure and the residue is treated with diethyl ether. The portion which is insoluble in this solvent is dissolved in a methanol-diethyl ether mixture, whereupon it is mixed by adding water.

   The new quaternary ammonium chloride remaining after evaporation of the aqueous alcoholic layer forms an oily mass which is absorbed by water to form a clear, foaming solution.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer neuen quaternären Ammoniumverbindung, dadurch gekennzeichnet, dass man. 1 Mol Tetra- (ss-oxyäthyl)-ammoniumehlorid mit 2 Mol einer den Rest EMI0001.0065 abgebenden Verbindung umsetzt. Die neue quaternäre Verbindung, der Di- capronsäureester des Tetra-(ss-oxyäthyl) PATENT CLAIM: Process for the production of a new quaternary ammonium compound, characterized in that one. 1 mole of tetra- (ss-oxyäthyl) ammonium chloride with 2 moles of the remainder EMI0001.0065 transferring connection. The new quaternary compound, the dicaproic acid ester of tetra- (ss-oxyethyl) - ammoniumchlorids, bildet eine ölige Masse, die von Wasser zu einer klaren, schäumen den Lösung aufgenommen wird. Sie kann als Netzmittel Anwendung finden. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als eine den Rest EMI0001.0078 abgebende Verbindung Capronsäurechlorid verwendet. , - ammonium chloride, forms an oily mass that is absorbed by water to form a clear, foaming solution. It can be used as a wetting agent. SUBClaim: Method according to claim, characterized in that one of the remainder EMI0001.0078 donating compound caproic acid chloride used. ,
CH249007D 1943-08-13 1943-08-13 Process for the preparation of a new quaternary ammonium compound. CH249007A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH243598T 1943-08-13
CH249007T 1943-08-13

Publications (1)

Publication Number Publication Date
CH249007A true CH249007A (en) 1947-05-31

Family

ID=25728829

Family Applications (1)

Application Number Title Priority Date Filing Date
CH249007D CH249007A (en) 1943-08-13 1943-08-13 Process for the preparation of a new quaternary ammonium compound.

Country Status (1)

Country Link
CH (1) CH249007A (en)

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