DE618110C - Process for the production of curable and soluble condensation products from aromatic amines and formaldehyde - Google Patents

Process for the production of curable and soluble condensation products from aromatic amines and formaldehyde

Info

Publication number
DE618110C
DE618110C DEA66455D DEA0066455D DE618110C DE 618110 C DE618110 C DE 618110C DE A66455 D DEA66455 D DE A66455D DE A0066455 D DEA0066455 D DE A0066455D DE 618110 C DE618110 C DE 618110C
Authority
DE
Germany
Prior art keywords
formaldehyde
curable
condensation products
production
aromatic amines
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEA66455D
Other languages
German (de)
Inventor
Hermann Burmeister
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AEG AG
Original Assignee
AEG 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
Priority to DE1930598444D priority Critical patent/DE598444C/en
Application filed by AEG AG filed Critical AEG AG
Priority to DE1930639881D priority patent/DE639881C/en
Priority to DEA66455D priority patent/DE618110C/en
Application granted granted Critical
Publication of DE618110C publication Critical patent/DE618110C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/06Amines
    • C08G12/08Amines 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 härtbarer und löslicher Kondensationsprodukte aus aromatischen Aminen und Formaldehyd Gegenstand des Hauptpatents 598 444 ist ein Verfahren zür Herstellung härtbarer und löslicher Kondensationsprodukte, bei dem die Einwirkung von Formaldehyd auf Anilin in alkoholischer Lösung bei Gegenwart einer mehrbasischen organischen Säure, insbesondere Phthalsäure, geg'eb'enenfalls unter Zusatz einer Kontaktsubstanz erfolgt.Process for the production of curable and soluble condensation products from aromatic amines and formaldehyde is the subject of main patent 598 444 a process for the production of curable and soluble condensation products which the action of formaldehyde on aniline in alcoholic solution in the presence a polybasic organic acid, in particular phthalic acid, if necessary takes place with the addition of a contact substance.

Die vorliegende Erfindung betrifft eine weitere Ausbildung dieses Verfahrens, die darin besteht, daß an Stelle des Anilins hier [3-Naphthylamin zur Umsetzung gebracht wird.The present invention relates to a further embodiment of this Process which consists in that instead of the aniline here [3-naphthylamine for Implementation is brought.

Beispiel 42,9 g ß-Naphthylamin, 9,9 g Phthalsäure und o, i g Natriumstannichlorid werden in ioo ccm Alkohol gelöst. Diese Lösung wird auf 40` erwärmt und mit ioo ccm einer Boo/oigen Formaldehydlösung versetzt. Durch die Reaktionswärme steigt die Temperatur ungefähr bis auf 75° an; unter tüchtigem Rühren läßt man langsam erkalten. Nach 2 Stunden wird zur Vervollständigung der Abscheidung des Harzes destilliertes Wasser zugegeben, bis ein weiterer Zusatz keinen Niederschlag mehr hervorruft. Dann läßt man 24 Stunden absitzen, gießt die wäßTige Mutterlauge ab, sammelt das Harz und wäscht es. Auch ohne Zusatz von Wasser setztsich das gebildete Harz nach geraumer Zeit von selbst ab. Das erhaltene Harz ist bei gewöhnlicher Temperatur pulverförmig, und @es unterscheidet sich somit von den Harzen, die aus Anilin, Toluidin u. dgl. in derselben Weise hergestellt werden. Die mit den letzteren erhältlichen Harze sind klebrig und zähflüssig und machen eine Reinigung mit 40 % igem Alkohol notwendig. Eine solche Behandlung erübrigt sich im vorliegenden Falle. Das pulverförmige Harz ist in Benzol, Aceton, Chloroform, Anilin :oder einem Gemisch von 2 Teilen Benzol und i Teil Alkohol löslich. Auch in Eisessig löst es sich auf. Man kann die Lösung zur Imprägnierung von Füllstoffen benutzen und beispielsweise 45 g getrocknetes Holzmehl mit einer Lösung tränken, die -45 g Harz und 75 ccm Benzol :enthält. Nach dem Verdunsten des Lösungsmittels wird das Harz durch Hitze unter Druck gehärtet, beispielsweise bei etwa ioo bis i5o° und einem Druck von Zoo bis 5oo at.Example 42.9 g of β-naphthylamine, 9.9 g of phthalic acid and 0.1 g of sodium stannous chloride are dissolved in 100 cc alcohol. This solution is heated to 40 'and ioo ccm of a boo / oigen formaldehyde solution. The heat of reaction increases the temperature up to about 75 °; leave slowly while stirring vigorously to cool off. After 2 hours, distillation is carried out to complete the deposition of the resin Water added until another addition no longer causes precipitation. then It is allowed to settle for 24 hours, the aqueous mother liquor is poured off and the resin is collected and washes it. Even without the addition of water, the resin formed sets after a considerable amount of time Time by itself. The resin obtained is powdery at ordinary temperature, and @it is thus different from the resins made from aniline, toluidine and the like. can be made in the same way. The resins obtainable with the latter are sticky and viscous and require cleaning with 40% alcohol. Such a treatment is unnecessary in the present case. The powdery resin is in benzene, acetone, chloroform, aniline: or a mixture of 2 parts benzene and i part alcohol soluble. It also dissolves in glacial acetic acid. One can have the solution use to impregnate fillers and, for example, 45 g dried Soak wood flour with a solution that contains -45 g of resin and 75 cc of benzene: To the evaporation of the solvent, the resin is hardened by heat under pressure, for example at about 100 to 150 degrees and a pressure of zoo to 500 at.

Claims (1)

PATRNTANSPRUCIi: Verfahren zur Herstellung härtbarer und löslicher Kondensationsprodukte aus aromatischen Aminen und Formaldehyd nach dem Verfahren des Patents 598 444, gekennzeichnet durch den Ersatz des Anilins durch ß-1\Taphthylamin.PATRNTANSPRUCIi: Process for producing hardenable and soluble Condensation products from aromatic amines and formaldehyde by the process of the patent 598 444, characterized by the replacement of the aniline by β-1 \ taphthylamine.
DEA66455D 1930-05-15 1930-09-08 Process for the production of curable and soluble condensation products from aromatic amines and formaldehyde Expired DE618110C (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
DE1930598444D DE598444C (en) 1930-05-15 1930-05-15 Process for the production of curable and soluble condensation products from aromatic amines and formaldehyde
DE1930639881D DE639881C (en) 1930-05-15 1930-09-08 Process for the production of condensation products from formaldehyde and aniline
DEA66455D DE618110C (en) 1930-09-08 1930-09-08 Process for the production of curable and soluble condensation products from aromatic amines and formaldehyde

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEA66455D DE618110C (en) 1930-09-08 1930-09-08 Process for the production of curable and soluble condensation products from aromatic amines and formaldehyde

Publications (1)

Publication Number Publication Date
DE618110C true DE618110C (en) 1935-09-02

Family

ID=6944135

Family Applications (1)

Application Number Title Priority Date Filing Date
DEA66455D Expired DE618110C (en) 1930-05-15 1930-09-08 Process for the production of curable and soluble condensation products from aromatic amines and formaldehyde

Country Status (1)

Country Link
DE (1) DE618110C (en)

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