DE701208C - Process for the production of synthetic resins - Google Patents

Process for the production of synthetic resins

Info

Publication number
DE701208C
DE701208C DE1938I0062009 DEI0062009D DE701208C DE 701208 C DE701208 C DE 701208C DE 1938I0062009 DE1938I0062009 DE 1938I0062009 DE I0062009 D DEI0062009 D DE I0062009D DE 701208 C DE701208 C DE 701208C
Authority
DE
Germany
Prior art keywords
parts
production
synthetic resins
formaldehyde
dioxohexahydrotriazine
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
DE1938I0062009
Other languages
German (de)
Inventor
Dr Heinz Fahrenhorst
Dr Hans Scheuermann
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 DE1938I0062009 priority Critical patent/DE701208C/en
Priority to FR855271D priority patent/FR855271A/en
Application granted granted Critical
Publication of DE701208C publication Critical patent/DE701208C/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
    • C08G12/26Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08G12/263Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with at least two compounds covered by more than one of the groups C08G12/28 - C08G12/32
    • C08G12/266Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with at least two compounds covered by more than one of the groups C08G12/28 - C08G12/32 one being melamine
    • 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
    • C08G12/26Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08G12/30Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with substituted triazines

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 Kunstharzen Es wurde gefunden, daß man durch Kondensation des durch Erhitzen von Methylendiharnstoff gemäß Patent 694823 erhaltenen Dioxohexahydrotriazins oder des tautomeren Dioxydihydrotriazins mit Formaldehyd für sich allein oder mit anderen mit Aldehyden zu- Harzen kondensierbaren Stoffen, z. B. Phenolen, _ Harnstoff, Melamin, oder deren Derivaten oder Gemischen nicht härtbare bzw. mehr oder minder härtbare, harzartige Erzeugnisse erhält.Process for the preparation of synthetic resins It has been found that by condensing the dioxohexahydrotriazine obtained by heating methylenediurea according to patent 694823 or the tautomeric dioxydihydrotriazine with formaldehyde alone or with other substances condensable with aldehydes to form resins, eg. B. phenols, _ urea, melamine, or their derivatives or mixtures, non-hardenable or more or less hardenable, resin-like products are obtained.

Die Kondensation des genannten Triazins kann dabei sowohl in alkalischer wie in saurer Lösung, bei gewöhnlicher oder erhöhter Temperatur erfolgen. Die aus dem Triazin allein erhaltenen harzartigen Kondensationsprodukte sind nicht härtbar. je nach der Mitkondensation anderer kondensationsfähiger Stoffe werden jedoch mehr oder weniger weit härtbare, noch lösliche oder in Wasser unlösliche Kondensationsprodukte erhalten, die sich für Lackzwecke und zur Herstellung von gut wärmebeständigen Formkörpern eignen.- Bei der Kondensation soll mindestens i Mol Förmaldehyd auf i Mol Triazin angewandt werden. Die besten Ergebnisse werden bei einem Verhältnis von i Mol Triazin zu 2 bis 3 Mol Formaldehyd erreicht.The condensation of said triazine can be in alkaline as in acidic solution, at ordinary or elevated temperature. From Resin-like condensation products obtained from the triazine alone are not curable. however, depending on the co-condensation of other condensable substances, more or condensation products which are less hardenable, still soluble or insoluble in water obtained, which are suitable for paint purposes and for the production of good heat-resistant moldings Suitable.- In the condensation, at least one mole of formaldehyde to one mole of triazine should be used can be applied. The best results are obtained with a ratio of 1 mole of triazine reached to 2 to 3 moles of formaldehyde.

Beispiel i 115 Teile Dioxohexahydrotriazin werden mit Zoo Teilen 3oo/oigem wäßrigem Formaldehyd i Stunde lang zum Sieden erhitzt. Man erhält eine Harzlösung, die in jedem Verhältnis mit Wasser verdünnbar ist. Sie kann z. B. als Klebelösung verwendet werden und ist unbegrenzt haltbar.Example i 115 parts of dioxohexahydrotriazine are mixed with zoo parts of 300 per cent aqueous formaldehyde heated to boiling for 1 hour. A resin solution is obtained which can be diluted with water in any ratio. You can z. B. as an adhesive solution can be used and has an unlimited shelf life.

Beispiel 2 i 15 Teile Dioxohexahydrotriazin werden mit 3oo Teilen 3ooJoigem Formaldehyd i Stunde lang am Rückflußkühler zum Sieden erhitzt. Dann werden 225 Teile Phenol, o,5 Teile Magnesiumoxyd und i o Teile 2 5 % ige Ammoniaklösung dazugegeben. Das Ganze wird 3o Minuten lang am Rückflußkühler bis zur beginnenden Harzabscheidung gekocht. Die Lösung wird dann bis zur Syrupdicke im Vakuum eingeengt, in Formen gegossen und bei ioo' gehärtet.Example 2 15 parts of dioxohexahydrotriazine are mixed with 300 parts 300% formaldehyde was heated to boiling on the reflux condenser for 1 hour. Then will 225 parts of phenol, 0.5 parts of magnesium oxide and 10 parts of 2 5% ammonia solution added. The whole will 30 minutes on the reflux condenser until boiled until the resin begins to deposit. The solution will then be up to the syrup thickness concentrated in vacuo, poured into molds and cured at ioo '.

Beispiel 3 63 Teile Melamin werden in 3oo Teilen wäßrigem 3 o @ ö igem Formaldehyd vom pH 3, I in der Siedehitze gelöst, mit 57 Teilen Dioxohexahydrotriazin versetzt und 5 Minuten lang gekocht. Das erhaltene in der Kälte feste, wasserhaltige Kondensationsprodukt wird in Stücke zerschlagen, bei 60" getrocknet, zu einem feinen Pulver zermahlen und bei 16ö' verpreßt. Man erhält so durchscheinende Formkörper von guter Festigkeit. Beispiel 4 In 5oo Teile 3oo'oigen wäßrigen Formaldehyds werden bei pH 8,1 I5o Teile Harnstoff eingetragen und die erhaltene Lösung 30 Minuten lang auf 45° erwärmt. Nach Ansäuern mit Ameisensäure auf PH 5,0 werden 75 Teile Dioxohexahydrotriazin zugegeben und die Mischung 3o Minuten lang am Rückflußkühler erhitzt. Die erhaltene Lösung wird mit 25o Teilen Holzmehl vermischt und bei 6o° getrocknet; dann wird mit 4,5 Teilen x, x'-Dichlorhydrin versetzt und gemahlen. Beim Verpressen des so erhaltenen Pulvers bei I45° unter 25o at Druck werden einwandfreie Preßkörper erhalten.EXAMPLE 3 63 parts of melamine are dissolved in 300 parts of aqueous 30% formaldehyde with a pH of 3.1 at boiling point, 57 parts of dioxohexahydrotriazine are added and the mixture is boiled for 5 minutes. The water-containing condensation product obtained, which is solid in the cold, is broken into pieces, dried at 60 ", ground to a fine powder and pressed at 16 °. This gives translucent moldings of good strength. EXAMPLE 4 300 parts of 300% aqueous formaldehyde are obtained in this way added at pH 8.1 150 parts of urea and the resulting solution heated for 30 minutes to 45 ° After acidification with formic acid to pH 5.0 , 75 parts of dioxohexahydrotriazine are added and the mixture is refluxed for 30 minutes 250 parts of wood flour are mixed together and dried at 60 °, then 4.5 parts of x, x'-dichlorohydrin are added and the mixture is ground.If the powder thus obtained is compressed at 145 ° under 25 ° atmospheric pressure, perfect compacts are obtained.

Claims (2)

PATENTANSPRIICIIL: i. Verfahren zur Herstellung von harzartigen Kondensationsprodukten, dadurch gekennzeichnet, daß man Dioxohexahydrotriazin mit mindestens i ,Mol Formaldehyd kondensiert. PATENT CLAIM: i. Process for the production of resinous condensation products, characterized in that one dioxohexahydrotriazine with at least i, mol of formaldehyde condensed. 2. Ausführungsform des Verfahrens nach Anspruch i, dadurch gekennzeichnet, daß man andere mit Aldehyden zu Harzen kondensierbare Stoffe mitkondensiert.2. Embodiment of the method according to claim i, characterized in that that other substances condensable with aldehydes to form resins are also condensed.
DE1938I0062009 1938-07-22 1938-07-22 Process for the production of synthetic resins Expired DE701208C (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE1938I0062009 DE701208C (en) 1938-07-22 1938-07-22 Process for the production of synthetic resins
FR855271D FR855271A (en) 1938-07-22 1939-05-25 Process for preparing artificial resins

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1938I0062009 DE701208C (en) 1938-07-22 1938-07-22 Process for the production of synthetic resins

Publications (1)

Publication Number Publication Date
DE701208C true DE701208C (en) 1941-01-10

Family

ID=7195581

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1938I0062009 Expired DE701208C (en) 1938-07-22 1938-07-22 Process for the production of synthetic resins

Country Status (2)

Country Link
DE (1) DE701208C (en)
FR (1) FR855271A (en)

Also Published As

Publication number Publication date
FR855271A (en) 1940-05-07

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