Reactive imidazole intermediates: simplified synthetic approach to functional aliphatic cyclic carbonates

Reactive imidazole intermediates : simplified synthetic approach to functional aliphatic cyclic carbonates

QC 20141208
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).

Hult, DanielKTH,Fiber- och polymerteknologi(Swepub:kth)u1jscf5u (författare)
Cai, YanlingKTH,Fiber- och polymerteknologi(Swepub:kth)u11jzl1h (författare)
Garcia-Gallego, SandraKTH,Fiber- och polymerteknologi(Swepub:kth)u17t75ap (författare)
Malkoch, MichaelKTH,Ytbehandlingsteknik(Swepub:kth)u18z6ljf (författare)
KTHYtbehandlingsteknik (creator_code:org_t)

Ingår i:Polymer Chemistry: Royal Society of Chemistry5:23, s. 6651-66551759-99541759-9962

Av författaren/redakt...: Olsson, Johan V.; Hult, Daniel; Cai, Yanling; Garcia-Gallego, ...; Malkoch, Michael

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