Facile Synthesis of Dopa-Functional Polycarbonates viaThiol-Ene-Coupling Chemistry towards Self-Healing Gels
2016 (English)In: Journal of Polymer Science Part A: Polymer Chemistry, ISSN 0887-624X, E-ISSN 1099-0518, Vol. 54, no 15Article in journal (Refereed) Published
Since extraction of the naturally occurring mussel-foot proteins is expensive and time-consuming, routes towards synthetic analogues are continuously being explored. Often, these methods involve several protection and deprotection steps, making the synthesis of synthetic analogues time-consuming and expensive as well. Herein, we show that UV-initiated thiol-ene coupling between a thiol-functional dopamine derivative and an allyl-functional aliphatic polycarbonate can be used as a fast and facile route to dopa-functional materials. Different thiol-to-allyl ratios and irradiation protocols were used and it was found that nearly 50% of the allyl groups could be functionalized with dopa within short reaction times, without the need of protecting the catechol. It is also demonstrated herein that the dopa-functional polymers can be used to form self-healing gels through complexation with Fe3+ ions at increased pH.
Place, publisher, year, edition, pages
Wiley-Blackwell, 2016. Vol. 54, no 15
Dopa, Photochemistry, Post-polymerization functionalization, Ring-opening-polymerization, Synthetic methods, Thiol-ene coupling
IdentifiersURN: urn:nbn:se:kth:diva-180887DOI: 10.1002/pola.28111ISI: 000381302400013OAI: oai:DiVA.org:kth-180887DiVA: diva2:897401
QC 201606012016-01-252016-01-252016-09-20Bibliographically approved