New Bio-Polyamides from Terpenes: α-Pinene and (+)-3-Carene as Valuable Resources for Lactam Production.


Journal

Macromolecular rapid communications
ISSN: 1521-3927
Titre abrégé: Macromol Rapid Commun
Pays: Germany
ID NLM: 9888239

Informations de publication

Date de publication:
Jun 2019
Historique:
received: 17 12 2018
revised: 03 03 2019
pubmed: 21 3 2019
medline: 26 11 2019
entrez: 21 3 2019
Statut: ppublish

Résumé

The synthesis and polymerization of two β-lactams and two ε-lactams derived from the terpenes α-pinene and (+)-3-carene are reported. The new biopolymers can be considered as polyamide 2 (PA2) and polyamide 6 (PA6)-types with aliphatic stereoregular side chains, which lead to remarkable new properties. The macromolecules are investigated by gel permeation chromatography (GPC), nuclear magnetic resonance (NMR), differential scanning calorimetry (DSC), and infrared (IR). The (+)-3-carene-derived PA6-type is of particular interest, since it reaches a molecular weight of over 30 kDa, which is the highest value for lactam-based polyamides derived from terpenes reported to date. Additionally, a glass transition temperature (T

Identifiants

pubmed: 30892749
doi: 10.1002/marc.201800903
doi:

Substances chimiques

Bicyclic Monoterpenes 0
Lactams 0
Monoterpenes 0
Nylons 0
Terpenes 0
3-carene H2M15SNR6N
alpha-pinene JPF3YI7O34

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e1800903

Informations de copyright

© 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Auteurs

Paul N Stockmann (PN)

Fraunhofer IGB, Straubing Branch Bio, Electro and Chemocatalysis BioCat, Schulgasse 11a, 94315, Straubing, Germany.

Dominik L Pastoetter (DL)

Fraunhofer IGB, Straubing Branch Bio, Electro and Chemocatalysis BioCat, Schulgasse 11a, 94315, Straubing, Germany.

Marion Woelbing (M)

Fraunhofer IGB, Straubing Branch Bio, Electro and Chemocatalysis BioCat, Schulgasse 11a, 94315, Straubing, Germany.

Claudia Falcke (C)

Fraunhofer IGB, Straubing Branch Bio, Electro and Chemocatalysis BioCat, Schulgasse 11a, 94315, Straubing, Germany.

Malte Winnacker (M)

WACKER-Chair of Macromolecular Chemistry, Technical University of Munich, Lichtenbergstraße 4, 85748, Garching bei München, Germany.

Harald Strittmatter (H)

Fraunhofer IGB, Straubing Branch Bio, Electro and Chemocatalysis BioCat, Schulgasse 11a, 94315, Straubing, Germany.

Volker Sieber (V)

Fraunhofer IGB, Straubing Branch Bio, Electro and Chemocatalysis BioCat, Schulgasse 11a, 94315, Straubing, Germany.
Chair of Chemistry for Biogenic Resources, Campus Straubing for Biotechnology and Sustainability, Technical University of Munich, Schulgasse 16, 94315, Straubing, Germany.
Catalysis Research Center, Technical University of Munich, 85748, Garching bei München, Germany.

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Classifications MeSH