CH204701A - Process for the production of a condensation product. - Google Patents

Process for the production of a condensation product.

Info

Publication number
CH204701A
CH204701A CH204701DA CH204701A CH 204701 A CH204701 A CH 204701A CH 204701D A CH204701D A CH 204701DA CH 204701 A CH204701 A CH 204701A
Authority
CH
Switzerland
Prior art keywords
production
condensation product
ether
produced
reaction
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH204701A publication Critical patent/CH204701A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

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

Description

  

  Verfahren zur Herstellung eines Kondensationsproduktes.    Es wurde     gefunden"        @dass    man eine neue       Verbindung,        Isooctylphenylaminotriglykol-          ä.ther,    herstellen kann, wenn man     Isooetyl-          phenyltriglykoläth.erchlorid,    das erhältlich  ist durch Kondensation von Phenol mit     Iso-          oetylen,    hergestellt durch     Dimerisation    von       Isobutylen,    Umsetzung :

  des     Isooetylphenols     mit 3     Mol        Xthylenoxyd    und Austausch der       endständigen        GH-Gruppe    gegen Cl mit     Tlhi-          onylchlorid,    auf Ammoniak zur Einwirkung  bringt. Die     Umsetzung    kann durch Zusatz  von Kontaktsubstanzen beschleunigt werden.  Die Reaktion kann auch in Gegenwart     eines     indifferenten Lösungsmittels erfolgen.  



  Das neue Produkt ist ein     leieht    gefärbtes  01, das in verdünnten Säuren löslich ist. Es  besitzt     kapillaraktive        Eigenschaften    und  kann in der     Textilindustrie    Verwendung fin  den.  



  <I>Beispiel:</I>  356 Gewichtsteile     1sooetylphenyltriglykol-          ätherchlorid,    hergestellt durch Austausch des         endständigen        Hydroxyls    in     Isooetylphenyl-          triglykoläther    nach bekannten Methoden,  werden in einem Druckgefäss in 700 Ge  wichtsteilen Methanol .gelöst und 50 Ge  wichtsteile wasserfreies Ammoniak aufge  drückt.

   Man erwärmt etwa 6 Stunden bei  100     bis        13,0      C, lässt ,erkalten und trennt von  ,dem gebildeten     Ammoniumchlorid    durch Fil  tration ab.     Aus    der Lösung, welche das     Re-          aktionsprodukt    enthält, entfernt man durch  Destillation     überschüssiges        Ammoniak    und  Methanol.

   Es     hinterbleibt        ein    leicht gefärb  tes 01, das im wesentlichen aus dem Amin  nachfolgender Konstitution besteht:  
EMI0001.0041     
    Das     Produkt    ist     löslich    in     verdünnten    Säuren,



  Process for the production of a condensation product. It has been found that a new compound, isooctylphenylaminotriglycol Ä.ther, can be produced if isooetylphenyltriglycol ether chloride, which is obtainable by condensation of phenol with isoethylene, produced by dimerization of isobutylene, reaction:

  of isooetylphenol with 3 moles of ethylene oxide and exchange of the terminal GH group for Cl with Tlhi- onylchlorid, brings ammonia into action. The implementation can be accelerated by adding contact substances. The reaction can also take place in the presence of an inert solvent.



  The new product is a slightly colored oil that is soluble in dilute acids. It has capillary-active properties and can be used in the textile industry.



  <I> Example: </I> 356 parts by weight of 1sooetylphenyltriglycol ether chloride, produced by replacing the terminal hydroxyl in isooetylphenyl triglycol ether according to known methods, are dissolved in 700 parts by weight of methanol in a pressure vessel and 50 parts by weight of anhydrous ammonia are pressed.

   It is heated for about 6 hours at 100 to 13.0 C, allowed to cool and separated from the ammonium chloride formed by filtration. Excess ammonia and methanol are removed from the solution which contains the reaction product by distillation.

   A slightly colored 01 remains, which essentially consists of the amine of the following constitution:
EMI0001.0041
    The product is soluble in dilute acids,

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Isooctyl- phenylaminotriglykoläther, dadurch .gekenn- zeichnet, dass man IsooctyIphenyltrigIykol- ätherchlorid, das erhältlich ist dureh Kon- densation von Phenol mit Isooctylen, herge- stellt durch Dimerisation von Isobutylen, PATENT CLAIM: Process for the production of isooctylphenylaminotriglycol ether, characterized in that isooctylphenyltriglycol ether chloride, which is obtainable by condensation of phenol with isooctylene, produced by the dimerization of isobutylene, Umsetzung des Isooctylphenols mit ä Mol Äthylenogyd und Austausch der endstän- digen 011-Gruppe gegen Cl mit Thionyl- ehlorid, mit Ammoniak kondensiert. Das neue Kondensationsprodukt besitzt die For mel: EMI0002.0021 Es ist ein leicht gefärbtes <I>Öl,</I> das in ver dünnten Säuren löslich ist. Reaction of isooctylphenol with 1 mole of ethylene oxide and exchange of the terminal 011 group for Cl with thionyl chloride, condensed with ammonia. The new condensation product has the formula: EMI0002.0021 It is a lightly colored <I> oil </I> that is soluble in dilute acids.
CH204701D 1936-09-24 1937-09-23 Process for the production of a condensation product. CH204701A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE204701X 1936-09-24
CH200665T 1937-09-23
DE204699X 1937-09-24

Publications (1)

Publication Number Publication Date
CH204701A true CH204701A (en) 1939-05-15

Family

ID=27177855

Family Applications (2)

Application Number Title Priority Date Filing Date
CH204699D CH204699A (en) 1936-09-24 1937-09-23 Process for the production of a condensation product.
CH204701D CH204701A (en) 1936-09-24 1937-09-23 Process for the production of a condensation product.

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CH204699D CH204699A (en) 1936-09-24 1937-09-23 Process for the production of a condensation product.

Country Status (1)

Country Link
CH (2) CH204699A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2523177A (en) * 1948-09-01 1950-09-19 Standard Oil Dev Co Ethylene diamine condensation products and parasiticidal compositions containing them
US2769839A (en) * 1950-06-23 1956-11-06 Monsanto Chemicals Preparation of mercapto amines

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2523177A (en) * 1948-09-01 1950-09-19 Standard Oil Dev Co Ethylene diamine condensation products and parasiticidal compositions containing them
US2769839A (en) * 1950-06-23 1956-11-06 Monsanto Chemicals Preparation of mercapto amines

Also Published As

Publication number Publication date
CH204699A (en) 1939-08-01

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