DE734139C - Process for the production of resinous condensation products - Google Patents

Process for the production of resinous condensation products

Info

Publication number
DE734139C
DE734139C DEI65494D DEI0065494D DE734139C DE 734139 C DE734139 C DE 734139C DE I65494 D DEI65494 D DE I65494D DE I0065494 D DEI0065494 D DE I0065494D DE 734139 C DE734139 C DE 734139C
Authority
DE
Germany
Prior art keywords
condensation products
production
resinous condensation
aldehydes
parts
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
DEI65494D
Other languages
German (de)
Inventor
Dr Max Schubert
Dr Werner Zerweck
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.)
IG Farbenindustrie AG
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
Priority to DEI65494D priority Critical patent/DE734139C/en
Application granted granted Critical
Publication of DE734139C publication Critical patent/DE734139C/en
Expired legal-status Critical Current

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
    • C08G12/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08G12/34—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds and acyclic or carbocyclic compounds
    • 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
    • C08G12/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • 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
    • C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
    • C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
    • C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
    • C08G14/06—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols and monomers containing hydrogen attached to nitrogen

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 von harzartigen Kondensationsprodukten Es wurde gefunden, daß man zu wertvollen harzartigen Kondensationsprodukten gelangt, wenn man auf Barbitursäure Aldehyde, insbesondere niedrigmolekulare aliphatische Aldehyde, wie vor ,allem Formaldehyd bzw. aldehydabgebende Stoffe, in Gegenwart eines sauer reagierenden Kondensationsmittels einwirken läßt.Process for the preparation of resinous condensation products Es it has been found that valuable resinous condensation products are obtained, when looking at barbituric aldehydes, especially low molecular weight aliphatic Aldehydes, such as, above all, formaldehyde or aldehyde-releasing substances, in the presence an acidic condensing agent can act.

Die Reaktion kann in An- oder Abwesenheit von Verdünnungsmitteln, gegebenenfalls stufenweise über die lösliche Alkylolverbindung durchgeführt werden.The reaction can take place in the presence or absence of diluents, optionally be carried out gradually over the soluble alkylol compound.

Man kann bei diesem Verfahren auch andere mit Aldehyden kondensierbare Körper, z. B. Harnstoff und seine Abkömmlinge, wie Thioharnstoff, N-substituierte Harnstoffe und Guanidin, Dicyandiamid, Amine von sechsgliedrigen und fünfgliedrigen heterocyclischen Ringsystemen, z. B. Melamin, Diaminopyrimidin, Phenylguanazol, bzw. die entsprechenden Hydrazinverbindungen, ferner Sulfonamide, Mono- und Polycarbonsäureamide, Anilin oder Phenole den Reaktionskomponenten zusetzen. Man hat :es auf diese Weise in der Hand, die Eigenschaften der Reaktionsprodukte in verschiedenen Richtungen abzuwandeln.Other aldehydes condensable can also be used in this process Body, e.g. B. Urea and its derivatives, such as thiourea, N-substituted Urea and guanidine, dicyandiamide, amines of six-membered and five-membered heterocyclic ring systems, e.g. B. melamine, diaminopyrimidine, phenylguanazole, or the corresponding hydrazine compounds, also sulfonamides, mono- and polycarboxamides, Add aniline or phenols to the reaction components. One has: it this way in hand, the properties of the reaction products in different directions to modify.

Die so :erhaltenen Kondensationsprodukte sind harzarfigz Körper und stellen meist durchsichtige und farblose, in allen gebräuchlichen Lösungsmitteln unlösliche Massen von beträchtlicher mechanischer Festigkeit und hervorragender chemischer Widerstandsfähigkeit dar.The condensation products obtained in this way are resinous bodies and mostly transparent and colorless, in all common solvents insoluble masses of considerable mechanical strength and excellent chemical resistance.

Durch die Unlöslichkeit in allen gebräuchlichen Lösungsmitteln unterscheiden sie sich von den in Wasser und Alkoholen löslichen Produkten der amerikanischen Patentschrift 2 121 697, bei denen die Kondensation der gleichen Körper in alkalischem Medium vorgenommen wird.Differentiate by their insolubility in all common solvents they differ from the water and alcohol soluble products of the American Patent 2 121 697, in which the condensation of the same body in alkaline Medium is made.

Die nach dem vorliegenden Verfahren erhältlichen Produkte können zur Herstellung von plastischen Massen, Preßmassen, Klebstoffen, Lacken, Filmen und sonstigen Kunststoffen, gegebenenfalls in Mischung mit anderen Natur- oder @ Kunstharzen Verwendung finden. -Beispiel i io Teile Barbitursäure werden in 5o Teilen einer 3o(.oigen Formaldehydlösung unter Erwärmen gelöst und nach Zusatz von 4 Teilen konzentrierter Salzsäure auf dem Wasserbad zur Trockne verdampft. Man erhält 11,2 Teile eines klaren, sehr festen, in allen gebräuchlichen Lösungsmitteln unlöslichen, farblosen Harzes, das durch mehrstündiges Erwärmen auf i2o bis i3o= gehärtet werden kann. Es zeichnet sich durch große Beständigkeit gegen Wasser und organische Lösungsmittel aus. Beispiel 2 13 Teile Barbitursäure werden in etwa 6o Teilen Wasser unter Erwärmen gelöst. Nach Zusatz von 21 Teilen Paraformaldehyd wird die Reaktionsmasse im Wasserbad unter Rühren bis zur klaren Lösung erwärmt, filtriert und nach Zusatz von i Teil konzentrierter Salzsäure auf dem Wasserbad zur Trockne: verdampft. Man erhält 14,5 Teile eines durchsichtigen, farblosen, in allen gebräuchlichen Lösungsmitteln unlöslichen. festen Harzes, das vorteilhaft noch kurze Zeit auf j -2o bis i3o- erwärmt werden kann.The products obtainable by the present process can be used for Production of plastic compounds, molding compounds, adhesives, Lacquers, Films and other plastics, possibly mixed with other natural or @ synthetic resins are used. -Example i io parts will be barbituric acid dissolved in 50 parts of a 30% formaldehyde solution with heating and after addition evaporated to dryness from 4 parts of concentrated hydrochloric acid on a water bath. Man receives 11.2 parts of a clear, very solid, in all common solvents insoluble, colorless resin, which by heating for several hours to i2o to i3o = can be hardened. It is characterized by great resistance to water and organic solvents. Example 2 13 parts of barbituric acid are about 6o Part of water dissolved with heating. After adding 21 parts of paraformaldehyde the reaction mass is heated in a water bath with stirring until a clear solution is obtained, and the mixture is filtered and after adding i part of concentrated hydrochloric acid to dryness on a water bath: evaporates. 14.5 parts of a transparent, colorless, in all common ones are obtained Solvents insoluble. solid resin, which is advantageous for a short time on j -2o to i3o- can be heated.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von harzartigen Kondensationsprodukten aus Barbitursäure und Aldehyden, dadurch gekennzeichnet, daß man auf Barbitursäure Aldehyde, insbesondere niedrigmolekulare alipliatische Aldehyde, wie vor allem Formaldehyd bzw. aldehydabgebende Stoffe, in Gegenwart eines sauer reagierenden Kondensationsmittels einwirken hiht.PATENT CLAIM: Process for the production of resinous condensation products from barbituric acid and aldehydes, characterized in that one uses barbituric acid Aldehydes, in particular low molecular weight aliphatic aldehydes, such as above all formaldehyde or aldehyde-releasing substances, in the presence of an acidic condensing agent act hiht.
DEI65494D 1939-08-23 1939-08-23 Process for the production of resinous condensation products Expired DE734139C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI65494D DE734139C (en) 1939-08-23 1939-08-23 Process for the production of resinous condensation products

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI65494D DE734139C (en) 1939-08-23 1939-08-23 Process for the production of resinous condensation products

Publications (1)

Publication Number Publication Date
DE734139C true DE734139C (en) 1943-04-10

Family

ID=7196348

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI65494D Expired DE734139C (en) 1939-08-23 1939-08-23 Process for the production of resinous condensation products

Country Status (1)

Country Link
DE (1) DE734139C (en)

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