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    Synthesis and Fabrication of a Betulin-Containing Polyolefin Electrospun Fibrous Mat for Antibacterial Applications

    Year: 2022

    Journal: ACS Biomater. Sci. Eng., Volume 8, DEC 12, page 5110–5118

    Authors: Ma, Zhiyuan; Chen, Yuwen; Zuo, Weiwei; Zhu, Meifang

    Organizations: National Natural Science Foundation of China; Fundamental Research Funds for the Central Universities; Initial Research Funds for Young Teachers of Donghua University; [52003047]; [2232020D-05]

    Keywords: betulin; acyclic diene metathesis; electrospinning; antibacterial

    Biocompounds play a significant role in the area of renewable polymers in terms of sustainability, as they can be employed or converted into monomers for polymerization in a manner similar to many petroleum-derived monomers. In this work, betulin, a plant-derived triterpene with antibacterial and antiviral properties, was converted to two kinds of alpha,omega-diene derivatives with different methylene spacer lengths between the olefin and the ester group via an esterification reaction. Polyolefins were subsequently made by acyclic diene metathesis (ADMET) polymerization of betulin-based alpha,omega-diene. The polymer consists of rigid betulin and flexible unsaturated aliphatic segments, which was confirmed by NMR spectroscopy and gel permeation chromatography (GPC). The influence of different parameters including temperature, catalysts, and catalyst loading on ADMET polymerization was investigated. These polyolefins with high molar mass (up to 20.0 kg/mol) were obtained in an elevated yield (>= 95%). Thermal analysis of these (co)polymers showed excellent thermal stability (up to 360 degrees C) and tunable glass transition temperatures depending on the nature of betulin and alkene segments. To evaluate the antimicrobial potential of betulin-containing polymers, the fabrication of polyolefin fibrous mats (ca. 400 nm diameter) via the electrospinning technique was successfully achieved. Their morphology and hydrophobicity were studied by scanning electron microscopy (SEM) and water contact angle analyses. The fibrous mats possessed broad-spectrum antibacterial property, providing a feasible strategy to design betulin-based polymeric fibers for many applications in the biomedical field.
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