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Identifier 000444620
Title Synthesis of biocompatible, pH-responsive and biodegradable polyesters
Alternative Title Σύνθεση βιοσυμβατών, pH-αποκρίσιμων και βιοδιασπώμενων πολυεστέρων
Author Μουντάκη, Στυλιανή Αφροδίτη Γ.
Thesis advisor Στρατάκης, Μανώλης
Reviewer Βαμβακάκη, Μαρία
Χατζηνικολαΐδου, Μαρία
Abstract Aliphatic polyesters have been extensively used in the biomedical field, for tissue engineering applications. Despite their numerous benefits, such as biocompatibility and biodegradability, these materials are mostly inert and lack specific functionalities that would provide them with extra biological and responsive characteristics, such as pH, temperature, mechanical stimuli etc., whereas the synthetic route followed usually requires multistep synthesis with strict conditions. In this work, pH-responsive aliphatic polyesters have been prepared by a facile condensation polymerization of a vinyl functionalized diol with a diacid chloride, followed by a carboxylic acidfunctionalization along the polymer chains, via a photo-induced thiol-ene click reaction. The postsynthesis functionalization was conducted using two different mercaptocarboxylic acids, namely 3-mercaptopropionic and thioglycolic acid allowing the variation of the alkyl chain length of the side pendant groups. Furthermore, by adjusting the irradiation period during the click reaction, the degree of modification, and hence the carboxylic acid content of the polymers, could be easily controlled. Both of these characteristics were shown to have a significant impact on the responsive behavior of the polyesters with adjustable pKa values and water solubilities. To assess the biological properties of the materials in vitro, thin film of the difunctional polyesters bearing both alkene and carboxylic acid moieties were prepared by chemically linking the pendant vinyl bonds of a silanized substrate with the polymers’ side groups. The polymeric thin films with the shorter alkyl chain and the highest functionalization degree (PE-Glyc50) were found to promote greatly the cell viability, proliferation, and attachment when assessed in L929 fibroblast cultures. Next the PE-Glyc50 polyester, as well as a blend of the same polyester with laponite, were blended with PEGDMA as the crosslinker, to develop stable 3D scaffolds via an extrusion-based printing method. Finally, the optimized printing conditions resulted in structures that were investigated for their degradability and the influence of the pH on their swelling behavior, porosity.
Language English
Issue date 2022-03-31
Collection   School/Department--School of Sciences and Engineering--Department of Chemistry--Post-graduate theses
  Type of Work--Post-graduate theses
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