CH162896A - Process for the preparation of a mixture of polynuclear aromatic amine bases. - Google Patents

Process for the preparation of a mixture of polynuclear aromatic amine bases.

Info

Publication number
CH162896A
CH162896A CH162896DA CH162896A CH 162896 A CH162896 A CH 162896A CH 162896D A CH162896D A CH 162896DA CH 162896 A CH162896 A CH 162896A
Authority
CH
Switzerland
Prior art keywords
mixture
aromatic amine
preparation
polynuclear aromatic
methylene
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH162896A publication Critical patent/CH162896A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/06—Amines
    • C08G12/08—Amines aromatic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines Gemisches mehrkerniger aromatischer     A.minbasen.       Gegenstand vorliegender Erfindung ist ein  Verfahren zur Herstellung eines Gemisches  mehrkerniger aromatischer     Aminbasen,    deren  Reste durch     Methylengruppen    derart ver  knüpft sind, dass das     Molekularverhältnis    der       Methylengruppen    zu den aromatischen Amin  resten mehr als 0,5 : 1 und weniger als 1 :

   1  beträgt, aus     o-Toluidin    und einer aktive     Me-          thylengruppen    enthaltenden     Formaldehydver-          bindung    des Anilins, dadurch gekennzeichnet,  dass man die     Methylenverbindung    auf das     o-          Toluidin    in Gegenwart von Säuren und unter  Vermeidung eines beträchtlichen     Aminüber-          schusses    bei Temperaturen unter 1201 zur  Einwirkung bringt. Die     Methylenverbindung     des Anilins kann auch in statu nascendi ver  wendet werden.  



  Das neue     Basengemisch    stellt eine bräun  liche, dicke Masse dar, die in der Wärme  dünnflüssig wird und in     Alkohol-Benzol    leicht  löslich ist.  



  Es ist mannigfacher Anwendung in der  Technik fähig, so zum Beispiel als Zusatz    zu     Dekapiersäuren,    in der Kautschukindustrie  und als Ausgangsmaterial für die Herstellung  von Kunstharzen und dergleichen.    <I>Beispiel:</I>  160 Teile o -     Toluidin   <B>(1</B>1/2     Mol)    werden  in 80 Teilen Eisessig gelöst und 160 Teile       Anhydroformaldehydanilin    (11/2     Mol),    das  zwecks besserer     Benetzbarkeit    mit 40 Teilen  Alkohol angerieben wurde, kalt eingetragen.  Die Lösung wird durch Zugabe von 50 Tei  len Eisessig beschleunigt.

   Man lässt über  Nacht stehen, neutralisiert die Essigsäure mit  Soda. und destilliert das überschüssige     Tolui-          din    im Dampfstrom ab. Das im Rückstand  verbleibende     Basengemisch    enthält 0,78     Mol          Methylen    auf 1     Mol    Base.



  Process for the production of a mixture of polynuclear aromatic A.minbases. The present invention relates to a process for the preparation of a mixture of polynuclear aromatic amine bases, the residues of which are linked by methylene groups in such a way that the molecular ratio of the methylene groups to the aromatic amine residues is more than 0.5: 1 and less than 1:

   1, from o-toluidine and a formaldehyde compound of the aniline containing active methylene groups, characterized in that the methylene compound is applied to the o-toluidine in the presence of acids and avoiding a considerable excess of amine at temperatures below 1201 for action brings. The methylene compound of aniline can also be used in statu nascendi.



  The new base mixture is a brownish, thick mass that becomes thin when heated and is easily soluble in alcohol-benzene.



  It is capable of many uses in technology, for example as an additive to pickling acids, in the rubber industry and as a starting material for the production of synthetic resins and the like. <I> Example: </I> 160 parts of o - toluidine <B> (1 </B> 1/2 mol) are dissolved in 80 parts of glacial acetic acid and 160 parts of anhydroformaldehyde aniline (11/2 mol), which for the purpose of better wettability 40 parts of alcohol was rubbed, entered cold. The solution is accelerated by adding 50 parts of glacial acetic acid.

   It is left to stand overnight, the acetic acid is neutralized with soda. and the excess toluidine is distilled off in a stream of steam. The base mixture remaining in the residue contains 0.78 mol of methylene per 1 mol of base.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines Gemisches mehrkerniger aromatischer Aminbasen, deren Reste durch Methylengruppen derart ver knüpft sind, dass das Molekularverhältnis der Methylengruppen zu den aromatischen Amin resten mehr als 0,5 : 1 und weniger als 1 : PATENT CLAIM Process for the preparation of a mixture of polynuclear aromatic amine bases, the residues of which are linked by methylene groups in such a way that the molecular ratio of the methylene groups to the aromatic amine residues is more than 0.5: 1 and less than 1: 1 beträgt, aus o-Toluidin und einer aktive Me- thylengruppen enthaltenden Förmaldehydver- bindung des Anilins, dadurch gekennzeichnet, dass man die Methylenverbinduvg auf das o= Toluidin in Gegenwart von Säuren und unter Vermeidung eines beträchtlichen Aminüber- schusses bei Temperaturen unter 1201 zur Einwirkung bringt. 1, from o-toluidine and a formaldehyde compound containing active methylene groups of the aniline, characterized in that the methylene compound is applied to the o = toluidine in the presence of acids and avoiding a considerable excess of amine at temperatures below 1201 for action brings. Das neue Basengemisch stellt eine bräun liche, dicke Masse dar, die in der Wärme dünnflüssig wird und in Alkohol-Benzol leicht löslich ist. LTNTERANSPRüCHE 1. Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass die Reaktion in Ge genwart von Lösungsmitteln vorgenommen wird. 2. Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, . dass die Methylenverbin- dung des Anilins in statu nascendi ver wendet wird. The new base mixture is a brownish, thick mass that becomes thin when heated and is easily soluble in alcohol-benzene. Claims 1. The method according to claim, characterized in that the reaction is carried out in the presence of solvents. 2. The method according to claim, characterized in that. that the methylene compound of the aniline is used in statu nascendi.
CH162896D 1932-02-03 1932-02-03 Process for the preparation of a mixture of polynuclear aromatic amine bases. CH162896A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH162896T 1932-02-03
CH161309T 1932-02-03

Publications (1)

Publication Number Publication Date
CH162896A true CH162896A (en) 1933-07-15

Family

ID=25717411

Family Applications (1)

Application Number Title Priority Date Filing Date
CH162896D CH162896A (en) 1932-02-03 1932-02-03 Process for the preparation of a mixture of polynuclear aromatic amine bases.

Country Status (1)

Country Link
CH (1) CH162896A (en)

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