Synthesis and characterization of photo-crosslinked poly(carbonate anhydrides)

Biodegradable poly(carbonate anhydrides) based on poly(trimethylene carbonate) were synthesized by ring-opening polymerization. The hydroxyl-terminated oligomers were acid-functionalized with succinic anhydride and subsequently methacrylated to obtain photo-crosslinkable three-armed macromers with a...

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Main Authors: B. van Bochove, J. V. Seppala
Format: Article
Language:English
Published: Budapest University of Technology and Economics 2020-04-01
Series:eXPRESS Polymer Letters
Subjects:
Online Access:http://www.expresspolymlett.com/letolt.php?file=EPL-0010367&mi=cd
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author B. van Bochove
J. V. Seppala
author_facet B. van Bochove
J. V. Seppala
author_sort B. van Bochove
collection DOAJ
description Biodegradable poly(carbonate anhydrides) based on poly(trimethylene carbonate) were synthesized by ring-opening polymerization. The hydroxyl-terminated oligomers were acid-functionalized with succinic anhydride and subsequently methacrylated to obtain photo-crosslinkable three-armed macromers with anhydride bonds. The degree of acid-functionalization was over 96%, and the degree of methacrylation was over 80%. The macromers were photo-crosslinked into networks at room temperature in a nitrogen atmosphere. In vitro degradation experiments in phosphate-buffered solution (pH 7.4) at 37 °C showed that the networks degraded rapidly with complete mass loss within 72 h. For networks prepared from the higher molecular weight, the presence of an alkenyl chain in the anhydride bond resulted in lower water uptake and consequently in a decrease in the degradation rate. The degradation mechanism of these networks showed characteristics of surface erosion.
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series eXPRESS Polymer Letters
spelling doaj-art-df18d08ad8ba47bdaa3543def0b09d162025-08-20T03:38:50ZengBudapest University of Technology and EconomicseXPRESS Polymer Letters1788-618X2020-04-0114435836710.3144/expresspolymlett.2020.30Synthesis and characterization of photo-crosslinked poly(carbonate anhydrides)B. van BochoveJ. V. SeppalaBiodegradable poly(carbonate anhydrides) based on poly(trimethylene carbonate) were synthesized by ring-opening polymerization. The hydroxyl-terminated oligomers were acid-functionalized with succinic anhydride and subsequently methacrylated to obtain photo-crosslinkable three-armed macromers with anhydride bonds. The degree of acid-functionalization was over 96%, and the degree of methacrylation was over 80%. The macromers were photo-crosslinked into networks at room temperature in a nitrogen atmosphere. In vitro degradation experiments in phosphate-buffered solution (pH 7.4) at 37 °C showed that the networks degraded rapidly with complete mass loss within 72 h. For networks prepared from the higher molecular weight, the presence of an alkenyl chain in the anhydride bond resulted in lower water uptake and consequently in a decrease in the degradation rate. The degradation mechanism of these networks showed characteristics of surface erosion.http://www.expresspolymlett.com/letolt.php?file=EPL-0010367&mi=cdbiodegradable polymerspoly(trimethylene carbonate)poly(anhydrides)polymer degradationpolymer networks
spellingShingle B. van Bochove
J. V. Seppala
Synthesis and characterization of photo-crosslinked poly(carbonate anhydrides)
eXPRESS Polymer Letters
biodegradable polymers
poly(trimethylene carbonate)
poly(anhydrides)
polymer degradation
polymer networks
title Synthesis and characterization of photo-crosslinked poly(carbonate anhydrides)
title_full Synthesis and characterization of photo-crosslinked poly(carbonate anhydrides)
title_fullStr Synthesis and characterization of photo-crosslinked poly(carbonate anhydrides)
title_full_unstemmed Synthesis and characterization of photo-crosslinked poly(carbonate anhydrides)
title_short Synthesis and characterization of photo-crosslinked poly(carbonate anhydrides)
title_sort synthesis and characterization of photo crosslinked poly carbonate anhydrides
topic biodegradable polymers
poly(trimethylene carbonate)
poly(anhydrides)
polymer degradation
polymer networks
url http://www.expresspolymlett.com/letolt.php?file=EPL-0010367&mi=cd
work_keys_str_mv AT bvanbochove synthesisandcharacterizationofphotocrosslinkedpolycarbonateanhydrides
AT jvseppala synthesisandcharacterizationofphotocrosslinkedpolycarbonateanhydrides