Aromatic/aliphatic copolyesters containing hydrophilic moieties in the main chain or side chain were synthesized by bulk polycondensation of aromatic monomers without or with solubilizing substituents and aliphatic monomers. Hydrolytic and enzymatic degradation studies were carried out in vitro at 37 degrees C in pH 7.4 phosphate buffer and in Tris-HCl buffer containing proteinase K. The results indicate that liquid-crystalline aromatic/aliphatic copolyesters are degradable hydrolytically as well as enzymatically. The change in composition and morphology of the polyester films were monitored by nuclear magnetic resonance and scanning electron microscopy. The results suggested that aromatic species and aliphatic moieties could be released into aqueous solution during hydrolytic degradation of aromatic/aliphatic copolyesters with ethyleneoxy groups on the side chain. Modifying aromatic species with hydrophilic groups in aromatic/aliphatic copolyesters was an efficient method to improve degradability and biocompatibility due to improved solubility of degradation products in aqueous solution. Mechanical tests indicated that the copolyesters exhibited good mechanical properties prior to degradation, which can be of relevance for bone tissue engineering.
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http://dx.doi.org/10.1021/bm034388c | DOI Listing |
Biomacromolecules
December 2023
Key Laboratory of Bio-based Polymeric Materials Technology and Application of Zhejiang Province, Ningbo Institute of Materials Technology and Engineering, Chinese Academy of Sciences, Ningbo 315201, People's Republic of China.
RSC Adv
July 2023
West Pomeranian University of Technology, Szczecin, Faculty of Chemical Technology and Engineering, Department of Polymer and Biomaterials Science Al. Piastow 45 71-311 Szczecin Poland
A more environmentally friendly method for creating sustainable alternatives to traditional aromatic-aliphatic polyesters is a valuable step towards resource-efficiency optimization. A library of furan-based block copolymers was synthesized temperature-varied two-step polycondensation reaction in diphenyl ether using lipase B (CAL-B) as a biocatalyst where dimethyl 2,5-furandicarboxylate (DMFDCA), α,ω-aliphatic linear diols (α,ω-ALD), and bio-based dilinoleic diol (DLD) were used as the starting materials. Nuclear magnetic spectroscopy (H and C NMR), Fourier transform spectroscopy (FTIR) and size exclusion chromatography (SEC) were used to analyze the resulting copolymers.
View Article and Find Full Text PDFMolecules
May 2023
Department of Civil, Chemical, Environmental, and Materials Engineering, University of Bologna, 40138 Bologna, Italy.
High molecular weight, fully biobased random copolymers of 2,5-furandicarboxylic acid (2,5-FDCA) containing different amounts of (1R, 3S)-(+)-Camphoric Acid (CA) have been successfully synthesized by two-stage melt polycondensation and compression molding in the form of films. The synthesized copolyesters have been first subjected to molecular characterization by nuclear magnetic resonance spectroscopy and gel-permeation chromatography. Afterward, the samples have been characterized from a thermal and structural point of view by means of differential scanning calorimetry, thermogravimetric analysis, and wide-angle X-ray scattering, respectively.
View Article and Find Full Text PDFNat Commun
November 2020
Junior Research Group Microbial Biotechnology, Leibniz Institute DSMZ-German Collection of Microorganisms and Cell Cultures, Inhoffenstraße 7B, 38124, Braunschweig, Germany.
The degradation of synthetic polymers by marine microorganisms is not as well understood as the degradation of plastics in soil and compost. Here, we use metagenomics, metatranscriptomics and metaproteomics to study the biodegradation of an aromatic-aliphatic copolyester blend by a marine microbial enrichment culture. The culture can use the plastic film as the sole carbon source, reaching maximum conversion to CO and biomass in around 15 days.
View Article and Find Full Text PDFACS Macro Lett
December 2018
Faculty of Materials Science and Engineering, South China University of Technology, Guangzhou 510640, People's Republic of China.
One-step synthesis of block copolymer from mixed monomers is of great interest and challenge. Using a simple non-nucleophilic organobase as the catalyst, we have achieved sequence-selective terpolymerization from a mixture of phthalic anhydride (PA), an epoxide, and -lactide (LA). Alcohol-initiated alternating copolymerization of PA and epoxide occurs first and exclusively because PA is substantially more active than LA for reacting with base-activated hydroxyl.
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