CH241823A - Process for the preparation of a new amide derivative. - Google Patents

Process for the preparation of a new amide derivative.

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Publication number
CH241823A
CH241823A CH241823DA CH241823A CH 241823 A CH241823 A CH 241823A CH 241823D A CH241823D A CH 241823DA CH 241823 A CH241823 A CH 241823A
Authority
CH
Switzerland
Prior art keywords
triethanolamine
amide derivative
methylolamide
formaldehyde
preparation
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 CH241823A publication Critical patent/CH241823A/en

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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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines neuen     Amidderivates.       Es     wurde    gefunden, dass man zu einem  neuen     Amiddorivat    gelangt, wenn man etwa  1     Mol        technisches        Olsäuream#d,    etwa 1     Mol     Formaldehyd     und    etwa     '/3        Mol        Triäthanol-          amin    aufeinander     einwirken    lässt.  



  Die     Umsetzung    wird vorteilhaft in der       Wärme,    z. B. bei 100-l40 , vorgenommen,  zweckmässig unter Zusatz von die Reaktion  beschleunigenden Stoffen;     beispielsweise    in       Gegenwart    von     Alkalicarbonaten,    wie     Na-          triumcarbonat.     



  Als Stoffe, die die Reaktion befördern,       können    auch     konz.    wasserlösliche organische  Säuren, wie     Eisessig    oder     Ameisensäure,    die  ;     nen.    Es ist zweckmässig, das     Amid    erst mit       Formaldeh-yd    in bekannter Weise zum N  Methylolamid umzusetzen und anschliessend       Triäthanolamin    auf das     N-Methylolamid    ein  wirken zu lassen.  



  Das Acetat des neuen     Amidderivates,    eine  weiche     Masse,    wird von Wasser zu einer  schwach     opaleszieTenden    Lösung aufgenom  men. Es     kann    als     Weichmachungsmittel,    z. B:  für     Viskosekunstseide,        verwendet    werden.

      <I>Beispiel 1:</I>    184,2 Teile     technisches        Ölsäureamid:    wer  den mit Hilfe von 43,6     Teilen        Paräform-          aldehyd    in     bekannter    Weise ins     Ölsäure-N-          methylolamid    übergeführt. 18,7 Teile des so       erhaltenen        Olsäure-N-methylolamids    werden:  mit 3 Teilen     Triäthanölamin    und 37,5 Teilen  wasserfreiem     Natriumcarbonat    gut     vermischt     und     unter    Rühren 2 Stunden auf 130-135   erhitzt.

   Man behandelt das Reaktionsprodukt  bei Raumtemperatur mit 250-300 Teilen  Wasser und     trocknet    den ungelöst bleibenden  Rückstand. Das so erhaltene Kondensations  erzeugnis wird anschliessend mit     Esisigsäure     neutralisiert und durch Zusatz von     Wasser     in eine Paste übergeführt.

   Diese eignet sich  sehr .gut als     Weichmachungsmittel    für     Vis-          kosekunstseide.       <I>Beispiel 2:</I>       Technisches        Ölsäureamid    wird in bekann  ter     Weise    ins     Olsäure-N-methylolamid    über  geführt.

   18,7 Teile     technisches        Ölsäure-N-me-          thylolamid,    3 Teile     Triäthanolamin    und 45      Teile     Eisessig    werden während 3     Stunden    bei  80-85  erhitzt, worauf man den Eisessig  unter     vermindertem        Druck        abdestilliert.    Das  als     Acetat    erhaltene     Kondensationsprodukt,     eine weiche Masse,     wird        von.        Wasser    zu einer  opaleszierenden Lösung aufgenommen.



  Process for the preparation of a new amide derivative. It has been found that a new amide derivative is obtained if about 1 mol of technical oleic acid am # d, about 1 mol of formaldehyde and about 1/3 mol of triethanolamine are allowed to act on one another.



  The reaction is advantageous in the heat, e.g. B. at 100-140 made, expediently with the addition of substances which accelerate the reaction; for example in the presence of alkali carbonates, such as sodium carbonate.



  As substances that promote the reaction, conc. water-soluble organic acids such as glacial acetic acid or formic acid, the; nen. It is advisable to first react the amide with formaldehyde in a known manner to form N-methylolamide and then to allow triethanolamine to act on the N-methylolamide.



  The acetate of the new amide derivative, a soft mass, is taken up by water to form a slightly opalescent solution. It can be used as a plasticizer, e.g. B: for viscose rayon, can be used.

      <I> Example 1 </I> 184.2 parts of technical oleic acid amide: who are converted into oleic acid-N-methylolamide in a known manner with the aid of 43.6 parts of paraformaldehyde. 18.7 parts of the oleic acid-N-methylolamide obtained in this way are: mixed well with 3 parts of triethanolamine and 37.5 parts of anhydrous sodium carbonate and heated to 130-135 for 2 hours with stirring.

   The reaction product is treated with 250-300 parts of water at room temperature and the residue which remains undissolved is dried. The condensation product obtained in this way is then neutralized with acetic acid and converted into a paste by adding water.

   This is very suitable as a plasticizer for viscose rayon. <I> Example 2 </I> Technical oleic acid amide is converted into oleic acid-N-methylolamide in a known manner.

   18.7 parts of technical-grade oleic acid-N-methylolamide, 3 parts of triethanolamine and 45 parts of glacial acetic acid are heated at 80-85 for 3 hours, after which the glacial acetic acid is distilled off under reduced pressure. The condensation product obtained as acetate, a soft mass, is of. Water added to an opalescent solution.

Claims (1)

PATENTANSPRUCH: Verfahren. zur Herstellung eines neuen Amidderivates, dadurch gekennzeichnet, -dass man, etwa 1 Moltechnisches .Ölsäureamid, etwa 1 Mal Formaldehyd und etwa '/3 Mol Tri- äthanolamin aufeinander einwirken lässt. Das Acetat des neuen Amidderivates, eine weiche Masse, PATENT CLAIM: Process. for the preparation of a new amide derivative, characterized in that about 1 mol of technical oleic acid amide, about once formaldehyde and about 1/3 mol of triethanolamine are allowed to act on one another. The acetate of the new amide derivative, a soft mass, wird von Wasser zu einer schwach opaleszierenden Lösung aufgenom men. Es kann als. Weichmachungsmittel, z. B. für-Viskosekunstseide, verwendet werden. UNTERANSPRüCHE 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass die Umsetzung bei 100-120 vorgenommen wird. 2. is taken up by water to form a slightly opalescent solution. It can be used as. Plasticizers, e.g. B. for viscose rayon, can be used. SUBClaims 1. Method according to claim, characterized in that the implementation is carried out at 100-120. 2. Verfahren nach Patentanspruch, da,- durch gekennzeichnet, dass man das technische Ölsäureamid mit Formaldehyd zum N-Me= thylolamid umsetzt und @ anschliessend Tri- äthanolamin auf das N-Methylolämid bei 100 bis 140 .einwirken lässt. 3. Process according to patent claim, characterized in that the technical oleic acid amide is reacted with formaldehyde to form N-methylolamide and then triethanolamine is allowed to act on the N-methylolemide at 100 to 140. 3. Verfahren nach Patentanspruch und Unteranspruch 2, dadurch gekennzeichnet, dä,ss man. die Umsetzung des aus technischem 01säureamid und Formaldehyd vorgebildeten N-Methylolamids mit Triäthanolamin in Ge genwart eines Alkalicarbonates bei 100-140 vornimmt. Method according to patent claim and dependent claim 2, characterized in that one. the implementation of the N-methylolamide preformed from technical acid amide and formaldehyde with triethanolamine in the presence of an alkali metal carbonate at 100-140.
CH241823D 1943-04-08 1943-04-22 Process for the preparation of a new amide derivative. CH241823A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH242782T 1943-04-08
CH237621T 1943-04-22
CH241823T 1943-04-22

Publications (1)

Publication Number Publication Date
CH241823A true CH241823A (en) 1946-03-31

Family

ID=27177985

Family Applications (1)

Application Number Title Priority Date Filing Date
CH241823D CH241823A (en) 1943-04-08 1943-04-22 Process for the preparation of a new amide derivative.

Country Status (1)

Country Link
CH (1) CH241823A (en)

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