DE745473C - Process for the production of high molecular weight polycondensation products suitable for shaping - Google Patents

Process for the production of high molecular weight polycondensation products suitable for shaping

Info

Publication number
DE745473C
DE745473C DEP79483D DEP0079483D DE745473C DE 745473 C DE745473 C DE 745473C DE P79483 D DEP79483 D DE P79483D DE P0079483 D DEP0079483 D DE P0079483D DE 745473 C DE745473 C DE 745473C
Authority
DE
Germany
Prior art keywords
shaping
production
molecular weight
high molecular
polycondensation products
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
DEP79483D
Other languages
German (de)
Inventor
Dr Helmut Bock
Dr Otto Moldenhauer
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.)
KURMAERKISCHE ZELLWOLLE
RHEINISCHE KUNSTSEIDE AG
RHEINISCHE ZELLWOLLE AG
SCHLESISCHE ZELLWOLLE AG
ZELLULOSE AG
ZELLULOSE AG KUESTRIN
ZELLWOLLE
ZUSAMMENGESCHLOSSEN IN DER PHR
Original Assignee
KURMAERKISCHE ZELLWOLLE
RHEINISCHE KUNSTSEIDE AG
RHEINISCHE ZELLWOLLE AG
SCHLESISCHE ZELLWOLLE AG
ZELLULOSE AG
ZELLULOSE AG KUESTRIN
ZELLWOLLE
ZUSAMMENGESCHLOSSEN IN DER PHR
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 KURMAERKISCHE ZELLWOLLE, RHEINISCHE KUNSTSEIDE AG, RHEINISCHE ZELLWOLLE AG, SCHLESISCHE ZELLWOLLE AG, ZELLULOSE AG, ZELLULOSE AG KUESTRIN, ZELLWOLLE, ZUSAMMENGESCHLOSSEN IN DER PHR filed Critical KURMAERKISCHE ZELLWOLLE
Priority to DEP79483D priority Critical patent/DE745473C/en
Application granted granted Critical
Publication of DE745473C publication Critical patent/DE745473C/en
Expired legal-status Critical Current

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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
    • C08G73/00Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/08Polyhydrazides; Polytriazoles; Polyaminotriazoles; Polyoxadiazoles

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyamides (AREA)

Description

Verfahren zur Herstellung von für die Formgebung geeigneten hochmolekularen _ Polykondensationsprodukten ßekamltlich kann man durch Kondensation von Dicarbonsäuren und Diaminen oder ihren funktionellen Derivaten oder aber durch Selbstkondensation von co-Aminocarbon:säuren, ihren Laktamen oder funktionellen Derivaten zu wertvollen Produkten gelangen, die besonders für die Herstellung von Fasern und Filmen geeignet sind.Process for the production of high molecular weight materials suitable for shaping _ Polycondensation products can commonly be obtained by condensing dicarboxylic acids and diamines or their functional derivatives or by self-condensation from co-aminocarboxylic acids, their lactams or functional derivatives to valuable Products that are particularly suitable for the production of fibers and films are.

Es hat sich nun: ;gezeigt, daß man, vom Hydrazindicarbonsäureamid ausgehend, besonders vorteilhaft zu Superpolymeren gelangen kann. Zwar ist es bereits bekannt, Hvdrazindicarbonsäureamid durch Erhitzen auf höhere Temperatur zur Selbstkondensation zu bringen, doch konnte man auf diesem Wege keine .linearen Polykondensate mit den gewiinschten fadenziehenden Eigenschaften gewinnen.It has now been shown that, from the hydrazinedicarboxamide starting, can particularly advantageously arrive at superpolymers. It is already known, Hvdrazindicarbonsäureamid by heating to a higher temperature for self-condensation but it was not possible to use linear polycondensates with the win desired thread-pulling properties.

Es wurde nun gefunden, daß sich solche werftvollen linearen Polykondensate durch Kupplung von Hydrazindicarbonsäureamid mit Dicarbonsäuren mit einer Kettenlänge! von mindestens 6 oder ihren funktionellen Derivaten, wie Anhydride, Ester oder Amide, darstellen lassen. So erhält man bei der Einwirkung von Hydrazindicarbonsäureamid auf beispielsweise Adipinsäureanhydrid oder auf Sebacinsäureanhydrid beim Erhitzen auf Temperaturei von vorzugsweise 19o bis 29o' und unter Einwirkung von Vakuum Kondensationsprodukte, die stark Eigenschaften besitzen. Auch bei der Umsetzung von Hydrazin- dicarbonsäitreriniid mit Dicarbowäureamiden lassen sich geeignete Kondensationsprodukte gewinnen. Die dabei eintretende Anrimoniak# abspaltung wird so weit getrieben, daß eine fadenziehende Schmelze entsteht, aus der wasserunlösliclic Fäden., Filme usw. in be- kannter Weise hergestellt i`- erden können. Die auf diese Weise erhaltenen Produkte zeigen in mehr o-ler weniger großem Maße hydrophile Eigenschaften. Beispiel I 59 Gewichtsteile Ilyd@razin:dicarbonsiure- ami.d und roo Gewichtsteile Scbacinsäure- diamid werden in einem AutoklaCen 3 Stun- den auf 19o biss Zoo' erhitzt. Im Innern des Autolzlaven ist nach dem Abkühlen starker Ammoniakdruck @ orbanden. Das Reaktions- produkt wird dann im Vakuum kondensiert. Nach 4 stüncligem Erhitzen auf 23o' erhält man eine plastische Masse, die gute faden- ziehende Eigenschaften besitzt und sich leicht verformcir lifat. Sie ist unlöslich in den Üblichen Lösungsmitteln. Der E.rweichungs- punkt des unter vorgenannten Bedingungen er- haltenen Kondensationsproduktes liegt bei 98'. Beispiel z 184 Gewichtsteile Sebacinsäureatihydrid werden mit iao Gewichtsteilen Hydrazin- dicarbonsüureamid innig vermischt und schnell auf 29o' erhitzt. Fei erreichter Tem- peratur evakuiert man das Reaktionsgefäß und kondensiert 4. Stunden. Das Konden- sationsprodukt ist heil und durchsichtig und kann bei einer Temperatur von über i-65° leicht verformt werden. It has now been found that such impressive linear polycondensates can be produced by coupling hydrazinedicarboxamide with dicarboxylic acids with a chain length! of at least 6 or their functional derivatives, such as anhydrides, esters or amides. Thus, when hydrazinedicarboxamide acts on, for example, adipic anhydride or on sebacic anhydride on heating to temperatures of preferably 19o to 29o 'and under the action of vacuum Condensation products that are strong Possess properties. Also in the implementation of hydrazine dicarboxylic acid nitride with dicarbow acid amides can be suitable condensation products to win. The anrimonia that occurs in the process # secession is carried so far that a stringy melt arises from which water-insoluble threads, films etc. in produced in a known way. The products obtained in this way show to a greater or lesser extent hydrophilic properties. Example I. 59 parts by weight of Ilyd @ razin: dicarboxylic acid ami.d and roo parts by weight of scbacic acid diamid are stored in an autoclave for 3 hours heated to 19o biss zoo '. Inside the Autolzlave is stronger after cooling Ammonia pressure @ orbanden. The reaction product is then condensed in vacuo. Obtained after 4 hours of heating to 23o ' one a plastic mass, the good thread- Has pulling properties and is easy deformcir lifat. It is insoluble in the Usual solvents. The softening point of the above mentioned conditions retained condensation product is 98 '. Example 184 parts by weight of sebacic acid dihydride are with iao parts by weight of hydrazine dicarbonsüureamid intimately mixed and quickly heated to 29o '. When the temperature is reached temperature is evacuated the reaction vessel and condensed 4th hours. The condensate sation product is intact and transparent and can be used at a temperature of over i-65 ° easily deformed.

Claims (1)

PATENTANSPRÜCHE: r. Verfahren zur Herstellung für die Formgebung geeigneten linchniolekularen Kondensationsprodukten, dadurch gekenn- zeichnet, daß Hydrazbi.clicarliniis:iureaniid mit Dicarbonsäuren mit einer hettetilätige von mindestens. 6, ihren Anhydriden, Estern oder Amiden durch längeres Er- hitzen auf Höhere Temperatur l:@nia@iiicrt wird. 2. Verfahren nach Anspruch t. #l;idiii-cli gekennzeichnet, daß die Kondünsation unter Druck eingeleitet und ohne Druck bz\%#. im Vakuum beendet «-:r-c:.
Gut- Abgrenzung cle s @njneldwi;nc;:c n- s,tandes vorn Stand der Technik sind iiii Erteilungsverfahren keine hruchchriftc-ii ;:i Betracht gezogei: worden.
PATENT CLAIMS: r. Method of manufacture for the Shaping suitable linchniolecular Condensation products, thus identified draws that Hydrazbi.clicarliniis: iureaniid with dicarboxylic acids with a hettetilätige of at least. 6, their anhydrides, Esters or amides by prolonged heat to higher temperature l: @ nia @ iiicrt will. 2. The method according to claim t. #l; idiii-cli characterized that the condensation initiated under pressure and without pressure bz \% #. finished in vacuum «-: rc :.
Good delimitation cle s @njneldwi; nc;: c n- s, tandes of the state of the art are iiii Granting procedure no document c-ii;: i Considered: been.
DEP79483D 1939-07-22 1939-07-22 Process for the production of high molecular weight polycondensation products suitable for shaping Expired DE745473C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEP79483D DE745473C (en) 1939-07-22 1939-07-22 Process for the production of high molecular weight polycondensation products suitable for shaping

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEP79483D DE745473C (en) 1939-07-22 1939-07-22 Process for the production of high molecular weight polycondensation products suitable for shaping

Publications (1)

Publication Number Publication Date
DE745473C true DE745473C (en) 1944-03-13

Family

ID=7393558

Family Applications (1)

Application Number Title Priority Date Filing Date
DEP79483D Expired DE745473C (en) 1939-07-22 1939-07-22 Process for the production of high molecular weight polycondensation products suitable for shaping

Country Status (1)

Country Link
DE (1) DE745473C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3393180A (en) * 1962-06-15 1968-07-16 Bayer Ag Process for preparing polymers containing co-nh-nh-co-groups

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3393180A (en) * 1962-06-15 1968-07-16 Bayer Ag Process for preparing polymers containing co-nh-nh-co-groups

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