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Polyesters with main and side chain phosphoesters as structural motives for biocompatible electrospun fibres

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journal contribution
posted on 16.04.2021, 14:18 by André E Polloni, Viviane Chiaradia, Ronaldo José FC Do Amaral, Cathal KearneyCathal Kearney, Brian Gorey, Débora De Oliveira, José V De Oliveira, Pedro HH De Araújo, Claudia Sayer, Andreas HeiseAndreas Heise
Phosphoester containing polymers are promising materials in biomedical applications due to their biocompatibility and biodegradability. Utilising thiol–ene chemistry, the synthesis of two novel structural polymer motives combining polyesters and phophoester groups was explored. The first polymer was obtained by coupling ene-functional poly(thioether-phosphoester) with thiol functional poly(pentadecalactone). While the coupling reaction was successful, yields remained low presumably due to inadequate endgroup stoichiometry. The second polymer comprised phosphoester side groups conjugated to unsaturated poly(globalide). Double bond conversions up to 84% were achieved depending of the type of phosphoester thiol and relative reactant ratios. The resulting polymers transitioned from solid semicrystaline to liquid amorphous with increasing degree of phosphoester conjugation. Electrospun fibres from polymers with 14% phosphoester conjugation allowed attachment and survival of human dermal fibroblasts, indicating their biocompatibility. These polymers represent a new class of easily accessible biocompatible polyester–phosphoester hybrid materials as potential building blocks for tunable biomaterials

Funding

Science Foundation Ireland (SFI), European Regional Development Fund (Grant Number 13/RC/2073)

CAPES (Coordenação de Aperfeiçoamento de Pessoal de Nível Superior)

CNPq (Conselho Nacional de Desenvolvimento Científico e Tecnológico)

History

Comments

The original article is available at https://pubs.rsc.org

Published Citation

Polloni AE, Chiaradia V, do Amaral RJFC, Kearney C, Gorey B, de Oliveira D, de Oliveira JV, de Araújo PHH, Sayer C, Heise A. Polyesters with main and side chain phosphoesters as structural motives for biocompatible electrospun fibres. Polymer Chemistry. 2020;12:2157-2165

Publication Date

12 February 2020

Department/Unit

  • Amber (Advanced Material & Bioengineering Research) Centre
  • Anatomy and Regenerative Medicine
  • Chemistry
  • RCSI Tissue Engineering Group (TERG)
  • Cu00daRAM Centre for Research in Medical Devices

Research Area

  • Chemistry and Pharmaceutical Sciences
  • Biomaterials and Regenerative Medicine

Publisher

Royal Society of Chemistry (RSC)

Version

  • Accepted Version (Postprint)