Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials

Hinzmann A, Druhmann SS, Gröger H (2020)
Sustainable Chemistry 1(3): 275-289.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Hinzmann, AlessaUniBi ; Druhmann, Selina Sophie; Gröger, HaraldUniBi
Abstract / Bemerkung
Currently, investigations of polymer-building blocks made from biorenewable feedstocks such as, for example, fatty acids, are of high interest for the chemical industry. An alternative synthesis of nitrile-substituted aliphatic carboxylic acids as precursors for ω-amino acids, which are useful to produce polymers, was investigated starting from biorenewable fatty acids. By hydroformylation of unsaturated fatty acids or unsaturated acids being accessible from unsaturated fatty acids by cross-metathesis reactions, aldehydes are formed. In this work, the hydroformylation of such unsaturated acids led to the formation of the corresponding aldehydes, which were afterwards converted with hydroxylamine to aldoximes. Subsequent dehydration by an aldoxime dehydratase as a biocatalyst or by CuII acetate led to the desired nitriles. Within this work, C7-, C9- and C11-carboxylic acids with a terminal nitrile functionality as well as a branched nitrile-functionalized stearate derivative were synthesized by means of this approach. As these nitriles serve as precursors for amino acids being suitable for polymerization, this work represents an alternative synthetic access to polyamide precursors, which starts directly from unsaturated fatty acids as biorenewable resources and avoids harsh reaction conditions as well as and by-product formation.
Erscheinungsjahr
2020
Zeitschriftentitel
Sustainable Chemistry
Band
1
Ausgabe
3
Seite(n)
275-289
eISSN
2673-4079
Page URI
https://pub.uni-bielefeld.de/record/2949826

Zitieren

Hinzmann A, Druhmann SS, Gröger H. Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials. Sustainable Chemistry. 2020;1(3):275-289.
Hinzmann, A., Druhmann, S. S., & Gröger, H. (2020). Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials. Sustainable Chemistry, 1(3), 275-289. doi:10.3390/suschem1030018
Hinzmann, A., Druhmann, S. S., and Gröger, H. (2020). Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials. Sustainable Chemistry 1, 275-289.
Hinzmann, A., Druhmann, S.S., & Gröger, H., 2020. Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials. Sustainable Chemistry, 1(3), p 275-289.
A. Hinzmann, S.S. Druhmann, and H. Gröger, “Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials”, Sustainable Chemistry, vol. 1, 2020, pp. 275-289.
Hinzmann, A., Druhmann, S.S., Gröger, H.: Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials. Sustainable Chemistry. 1, 275-289 (2020).
Hinzmann, Alessa, Druhmann, Selina Sophie, and Gröger, Harald. “Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials”. Sustainable Chemistry 1.3 (2020): 275-289.

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