Abstract

The study and development of new biocompatible materials to be applied as UV-curable adhesives is extremely important to grant the preparation of matrices with suitable mechanical, biological and thermal properties with a fast curing rate. Herein, photocrosslinkable biodegradable copolymers composed of unsaturated polyesters (UP) and lactic acid oligomers functionalized with 2-isocyanatoethyl methacrylate (IEMA) were produced. Henceforth, three different stoichiometric proportions were tested, which, after the addition of a biocompatible photoinitiator (Irgacure® 2959), resulted in flexible, resistant and uniform matrices after 2 min and 30 s of crosslinking.The synthesized materials were then further characterized in terms of chemical composition and thermal/mechanical behavior. The gel content, dynamic contact angles, water sorption capacity and hydrolytic degradation were also assessed. The biocompatibility and antibacterial activity of the produced materials was also evaluated.Taking into account all the data obtained, it may be concluded that the new synthesized biodegradable bioadhesives present promising properties to be used as surgical adhesives.

Highlights

  • Surgical adhesives emerge as an alternative to traditional methods used in the treatment and regeneration of biological tissues

  • The present work aimed to accomplish the synthesis of copolymers, based on lactic acid oligomers (OligLA) and an unsaturated polyesters (UP) prepared from polyethylene glycol (PEG) and fumaric acid by bulk polycondensation

  • Regarding the preparation of macLA-isocyanatoethyl methacrylate (IEMA), low molecular weight oligomers with OH terminal groups were synthesized by direct dehydration of a L(+)-lactic acid solution using 1,4-butanediol as a reactive co-monomer

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Summary

March 2019 2 May 2019 11 May 2019

This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. Preparation of biodegradable functionalized polyesters aimed to be used as surgical adhesives. A CIEPQPF, Department of Chemical Engineering, University of Coimbra, P-3030 790 Coimbra, Portugal b CICS-UBI, Health Sciences Research Center, University of Beira Interior, P-6200 506 Covilhã, Portugal

Introduction
Materials
Synthesis of the unsaturated polyester
Synthesis of the lactic acid oligomers and further functionalization
Preparation of the copolymers and respective photocrosslinking
Characterization techniques
Water sorption capacity
Hydrolytic degradation
Dynamic mechanical thermal analysis
Characterization of the biological properties of the produced bioadhesives
Evaluation of the antibacterial activity of the films
Synthesis
Rheological studies
Gel content
Thermal properties
Antibacterial activity
Conclusions
Full Text
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