Synthese Grösserer Cyclischer Amide Aus ε‐Aminocapronsäure

Zahn, Helmut; Kunde, Joachim

doi:10.1002/jlac.19586180118

Cited by 19 publications

(2 citation statements)

References 12 publications

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“…Herman Stetter and Helmut Zahn pioneered the stepwise synthesis of well-defined caprolactam cyclic AB oligomers and linear 66 nylon AABB oligomers. − Stetter later used interfacial polycondensation at high dilution to synthesize AABB cyclic oligomers …”

Section: Introductionmentioning

confidence: 99%

Cyclic and Linear Polyamides from Polycondensations of Hexamethylenediamine and m-Xylylenediamine with Adipic, Isophthalic, and Terephthalic Acids

et al. 2009

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Cyclic and linear oligoamides were extracted with methanol in 0.1-0.9% yield from condensation polymers of hexamethylenediamine or m-xylylenediamine with mixtures of adipic, isophthalic, and terephthalic acids. The parent polymers and methanol extracts were analyzed using mass spectrometry, and the extracts, in which the smaller molecules were concentrated by a factor of about 200, were studied by nuclear magnetic resonance (NMR) spectroscopy. Small cyclic oligoamides dominated all of the extract spectra. Cyclic monomers were observed with adipic acid but not with the aromatic acids. Cyclic dimers and trimers predominated and yields of higher cyclics decreased rapidly with increasing ring size, especially in the extracts. The degree of incorporation of the acids into small cyclics was adipic > isophthalic > terephthalic. NMR spectra of extracts from all polymers containing terephthalic and/or isophthalic acid units showed linear oligomers with benzoyl end groups, which presumably arose from thermal decarboxylation during polymerization, lowering the polymer molecular weight and affecting other polymer properties.

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Section: Introductionmentioning

confidence: 99%

Cyclic and Linear Polyamides from Polycondensations of Hexamethylenediamine and m-Xylylenediamine with Adipic, Isophthalic, and Terephthalic Acids

et al. 2009

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“…In the present paper are reported two further polymer homologous series of nylon 6 studied by x-ray methods. These series are C,H,CO-[Cap],-NHC,H, (series 2), where n is 1 to 3, 5 to 10, and 12 (4) and the series of the cyclic oligomers cap],, (series 3) where n is 2 to 6 (5)(6)(7). The results on all three series are compared.…”

Section: Introductionmentioning

confidence: 99%

X‐Ray Diffraction Studies on Linear and Cyclic Oligomers of Nylon 6

Halboth

1969

J. polym. sci., C Polym. symp.

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SynopsisLinear and cyclic oligomers of nylon 6 were studied by x-ray diffraction methods and the results compared with data on their chain length.In the case of the linear oligomers the transition from low molecular weight to typical high molecular weight behavior could be found at relatively low degrees of polymerization. Short-chain linear oligomers tend to crystallize in the typical way of low molecular weight substances.They form relatively large and well-ordered crystals. Long-chain linear oligomers crystallize to smaller and more disturbed crystals nearly as does high molecular weight nylon 6. The crystal quality and quantity change stepwise in the curve of melting points versus chain length of, linear oligomers and asymptotically approach the value of the polymer. The degrees of crystallinity of the cyclic oligomers, however, correlate with their melting points. The more crystalline of the substances melt at higher temperatures. C2 Hs CO -[Cap],,-NHCJ H, 100-80. 60. LO. 2 0 736 t \ \ \ \-.-1----.

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Synthetische Fasern Tendenz in Produktion, Entwicklung und Forschung

et al. 1962

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Nach einer tabellarischen Zusammeiistellung der im Handel befindlichen Synthesefasern und ihrer chemischen Konstitution wird ein uberblick iiber die Entwicklung der Synthesefaser-Produktion gegeben. Auf neue VerwendungsmCgIichkeiten wird hingewiesen. Die wichtigsten Ziele der Synthesefaserindustrie sind die Verbilligung der Rohstoflbasis (Petrochemie) und die Verbesserung der Fasereigenschaften. Einige neu entwickelte Synthesefasern werden besprochen. Schwerpunkte der Grundlagenforschung an Synthesefasern sindFeinslrukturiin tersuchungen und die Oligomerenforschung. ~ Polyrnerentyp PolyLthylen Polypropylen Pol yvin ylchlorid Polyvinylidenchlorid Pol yacrylni t ri I Polyvinylidencyanid Polyvinylalkohol Grundmolekul [ -CHz-CH>--] [ CHz CH-] I CH3

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Synthese Grösserer Cyclischer Amide Aus ε‐Aminocapronsäure

Abstract: Entsprechend der früher3) beschriebenen Synthese cyclischer Oligomerer der ε‐Aminocapronsäure wurden das Hepta‐, Okta‐ und Nonamere (n = 7, 8, 9) [NH(CH2)5CO]n dargestellt. Die Synthese gelang mit der Azid‐Methode aus Carbobenzoxy‐oligo‐ε‐aminocapronsäure‐hydrazid.

Cited by 19 publications

References 12 publications

Cyclic and Linear Polyamides from Polycondensations of Hexamethylenediamine and m-Xylylenediamine with Adipic, Isophthalic, and Terephthalic Acids

Cyclic and Linear Polyamides from Polycondensations of Hexamethylenediamine and m-Xylylenediamine with Adipic, Isophthalic, and Terephthalic Acids

X‐Ray Diffraction Studies on Linear and Cyclic Oligomers of Nylon 6

Synthetische Fasern Tendenz in Produktion, Entwicklung und Forschung

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