CH162897A - 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
CH162897A
CH162897A CH162897DA CH162897A CH 162897 A CH162897 A CH 162897A CH 162897D A CH162897D A CH 162897DA CH 162897 A CH162897 A CH 162897A
Authority
CH
Switzerland
Prior art keywords
mixture
aromatic amine
polynuclear aromatic
preparation
amine bases
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 CH162897A publication Critical patent/CH162897A/en

Links

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)
  • Phenolic Resins Or Amino Resins (AREA)

Description

  

  Verfahren     zur    Herstellung eines Gemisches     mehrkerniger    aromatischer     Aminbasen.       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     a-Naphtylamin    und einer aktive       Methylengruppen    enthaltenden Formaldehyd  verbindung des Anilins, dadurch gekennzeich  net, dass man die     Methylenverbindung    auf  das     a-Naphtylatnin    in Gegenwart von Säuren  und unter Vermeidung eines beträchtlichen       Aminüberschusses    bei Temperaturen unter  120' zur Einwirkung bringt. Die     Methylen-          verbindung    des Anilins kann auch in statu  nascendi verwendet werden.  



  Das neue     Basengemisch    stellt ein niedrig  schmelzendes sprödes Harz dar.  



  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>-</I>     Beispiel:     143 Teile     a-Naphtylamin    (1     Mol)    werden  mit 1     Mol    konzentrierter Salzsäure verrieben  und in 500 Teilen Alkohol suspendiert. Nun  mehr werden 140 Teile     Anhydroformaldehyd-          anilin    (1,3     Mol)    eingetragen und längere Zeit  erwärmt. Zwecks Isolierung des neuen     Basen-          gemiscbes    wird die Reaktionslösung mit fester  Soda neutralisiert, filtriert und vom Alkohol  durch Destillation befreit.



  Process for the preparation of a mixture of polynuclear aromatic amine bases. 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 is, from a-naphthylamine and a formaldehyde compound of the aniline containing active methylene groups, characterized in that the methylene compound is brought into action on the a-naphthylamine in the presence of acids and avoiding a considerable excess of amine at temperatures below 120 '. The methylene compound of aniline can also be used in statu nascendi.



  The new base mixture is a brittle resin with a low melting point.



  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> - </I> Example: 143 parts of a-naphthylamine (1 mol) are triturated with 1 mol of concentrated hydrochloric acid and suspended in 500 parts of alcohol. 140 parts of anhydroformaldehyde aniline (1.3 mol) are now introduced and the mixture is heated for a longer period of time. To isolate the new base mixture, the reaction solution is neutralized with solid soda, filtered and freed from alcohol by distillation.

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 production 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 a-Naphtylamin und einer aktive Methylengruppen enthaltenden Formaldehyd verbindung des Anilins, dadurch gekennzeich net, dass man die Methylenverbindung auf das a-Naphtylamin in Gegenwart von Säuren und unter Vermeidung eines - beträchtlichen Aminüberschusses bei Temperaturen unter 120' zur Einwirkung bringt. Das neue $asengemisch stellt- ein niedrig schmelzendes sprödes Harz -dar.. UNTERANSPRt1CHE 1. Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass die Reaktion in Ge genwart von Lösungsmitteln vorgenommen wird. 2. 1 is, from a-naphthylamine and a formaldehyde compound of the aniline containing active methylene groups, characterized in that the methylene compound is brought into action on the a-naphthylamine in the presence of acids and avoiding a considerable excess of amine at temperatures below 120 '. The new mixture of ases represents a low-melting, brittle resin .. SUBClaims 1. Process according to patent claim, characterized in that the reaction is carried out in the presence of solvents. 2. Verfahren gemäss Patentanspruch, dadurch gekennzeichnet, dass die Methylenverbin- Jung des Anilins in statu nascendi ver wendet wird. Process according to claim, characterized in that the methylene compound of the aniline is used in statu nascendi.
CH162897D 1932-02-03 1932-02-03 Process for the preparation of a mixture of polynuclear aromatic amine bases. CH162897A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH162897T 1932-02-03
CH161309T 1932-02-03

Publications (1)

Publication Number Publication Date
CH162897A true CH162897A (en) 1933-07-15

Family

ID=25717412

Family Applications (1)

Application Number Title Priority Date Filing Date
CH162897D CH162897A (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) CH162897A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0512950A1 (en) * 1991-05-07 1992-11-11 Ciba-Geigy Ag Substituted 1-aminonaphtalenes and stabilized compositions
US5244953A (en) * 1991-05-07 1993-09-14 Ciba-Geigy Corporation Substituted 1-aminonaphthalenes and stabilized compositions

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0512950A1 (en) * 1991-05-07 1992-11-11 Ciba-Geigy Ag Substituted 1-aminonaphtalenes and stabilized compositions
US5244953A (en) * 1991-05-07 1993-09-14 Ciba-Geigy Corporation Substituted 1-aminonaphthalenes and stabilized compositions

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