Biobased chiral semi-crystalline or amorphous high-performance polyamides and their scalable stereoselective synthesis.
Journal
Nature communications
ISSN: 2041-1723
Titre abrégé: Nat Commun
Pays: England
ID NLM: 101528555
Informations de publication
Date de publication:
24 01 2020
24 01 2020
Historique:
received:
08
08
2019
accepted:
16
12
2019
entrez:
26
1
2020
pubmed:
26
1
2020
medline:
9
4
2020
Statut:
epublish
Résumé
The use of renewable feedstock is one of the twelve key principles of sustainable chemistry. Unfortunately, bio-based compounds often suffer from high production cost and low performance. To fully tap the potential of natural compounds it is important to utilize their functionalities that could make them superior compared to fossil-based resources. Here we show the conversion of (+)-3-carene, a by-product of the cellulose industry into ε-lactams from which polyamides. The lactams are selectively prepared in two diastereomeric configurations, leading to semi-crystalline or amorphous, transparent polymers that can compete with the thermal properties of commercial high-performance polyamides. Copolyamides with caprolactam and laurolactam exhibit an increased glass transition and amorphicity compared to the homopolyamides, potentially broadening the scope of standard polyamides. A four-step one-vessel monomer synthesis, applying chemo-enzymatic catalysis for the initial oxidation step, is established. The great potential of the polyamides is outlined.
Identifiants
pubmed: 31980642
doi: 10.1038/s41467-020-14361-6
pii: 10.1038/s41467-020-14361-6
pmc: PMC6981233
doi:
Substances chimiques
Lactams
0
Nylons
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
509Références
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