Reactive imidazole intermediates: simplified synthetic approach to functional aliphatic cyclic carbonates
2014 (English)In: Polymer Chemistry, ISSN 1759-9954, Vol. 5, no 23, 6651-6655 p.Article in journal (Refereed) Published
Reactive imidazole intermediates based on AB(2) and A(3) monomers, i.e. bis(methylol) propionic acid (bis-MPA) and trimethylolpropane (TMP) have successfully been synthesized and isolated on a 100 gram scale via a facile synthetic protocol using 1,1' -carbonyldiimidazole (CDI) as a key reagent. The robustness of the imidazole intermediates as bench stable precursors enabled the synthesis of a library of functional cyclic carbonates bearing relevant functionalities including hydrophilic PEGs, bioactive cholesterol and clickable groups. A number of functional polycarbonates were obtained by ring-opening polymerization, and their relevance in biomedical applications was highlighted by their low cytotoxicity on human dermal fibroblasts (hDF).
Place, publisher, year, edition, pages
2014. Vol. 5, no 23, 6651-6655 p.
Cyclic carbonates, Synthetic approach
IdentifiersURN: urn:nbn:se:kth:diva-157251DOI: 10.1039/c4py00911hISI: 000344374500003ScopusID: 2-s2.0-84908471876OAI: oai:DiVA.org:kth-157251DiVA: diva2:769538
FunderKnut and Alice Wallenberg Foundation, 2012-0196Swedish Research Council, 2010-453
QC 201412082014-12-082014-12-082015-04-08Bibliographically approved