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Processes 2017, 5(2), 18; doi:10.3390/pr5020018

Biodegradable and Biocompatible PDLLA-PEG1k-PDLLA Diacrylate Macromers: Synthesis, Characterisation and Preparation of Soluble Hyperbranched Polymers and Crosslinked Hydrogels

1
School of Chemistry, Bangor University, Deiniol Road, Bangor, Gwynedd LL57 2UW, UK
2
Charles Institute of Dermatology, University College Dublin, Dublin 4, Ireland
*
Author to whom correspondence should be addressed.
Academic Editor: Alexander Penlidis
Received: 5 March 2017 / Revised: 8 April 2017 / Accepted: 17 April 2017 / Published: 20 April 2017
(This article belongs to the Special Issue Water Soluble Polymers)
View Full-Text   |   Download PDF [1143 KB, uploaded 20 April 2017]   |  

Abstract

A series of PDLLA-PEG1k-PDLLA tri-block co-polymers with various compositions, i.e., containing 2–10 lactoyl units, were prepared via ring opening polymerisation of d,l-lactide in the presence of poly (ethylene glycol) (PEG) (Mn = 1000 g·mol−1) as the initiator and stannous 2-ethylhexanoate as the catalyst at different feed ratios. PDLLA-PEG1k-PDLLA co-polymers were then functionalised with acrylate groups using acryloyl chloride under various reaction conditions. The diacrylated PDLLA-PEG1k-PDLLA (diacryl-PDLLA-PEG1k-PDLLA) were further polymerised to synthesize soluble hyperbranched polymers by either homo-polymerisation or co-polymerisation with poly(ethylene glycol) methyl ether methylacrylate (PEGMEMA) via free radical polymerisation. The polymer samples obtained were characterised by 1H NMR (proton Nuclear Magnetic Resonance), FTIR (Fourier Transform Infra-red spectroscopy), and GPC (Gel Permeation Chromatography). Moreover, the diacryl-PDLLA-PEG1k-PDLLA macromers were used for the preparation of biodegradable crosslinked hydrogels through the Michael addition reaction and radical photo-polymerisation with or without poly(ethylene glycol) methyl ether methylacrylate (PEGMEMA, Mn = 475 g·mol−1) as the co-monomer. It was found that fine tuning of the diacryl-PDLLA-PEG1k-PDLLA constituents and its combination with co-monomers resulted in hydrogels with tailored swelling properties. It is envisioned that soluble hyperbranched polymers and crosslinked hydrogels prepared from diacryl-PDLLA-PEG1k-PDLLA macromers can have promising applications in the fields of nano-medicines and regenerative medicines. View Full-Text
Keywords: poly (ethylene glycol); d,l-lactide; macromers; triblock co-polymers; hyperbranched polymers; biodegradable hydrogels poly (ethylene glycol); d,l-lactide; macromers; triblock co-polymers; hyperbranched polymers; biodegradable hydrogels
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MDPI and ACS Style

Hughes, A.; Tai, H.; Tochwin, A.; Wang, W. Biodegradable and Biocompatible PDLLA-PEG1k-PDLLA Diacrylate Macromers: Synthesis, Characterisation and Preparation of Soluble Hyperbranched Polymers and Crosslinked Hydrogels. Processes 2017, 5, 18.

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