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Issue 3, 2014
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Synthesis of ferrocene-functionalized monomers for biodegradable polymer formation

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Abstract

Cyclic carbonate and δ-valerolactone substrates functionalized with ferrocene were synthesized via alkyne–azide “click” cycloaddition. The cyclic carbonates were polymerized using 1,8-diazabicycloundec-7-ene, 1-(3,5-bis(trifluoromethyl)phenyl)-3-cyclohexylthiourea, and benzyl alcohol. The resulting polymers were characterized by GPC, NMR spectroscopy, and cyclic voltammetry studies. It was found that polycarbonate molecular weights fall in the range of 4.1–5.2 × 103 g mol−1 with polydispersities as low as 1.26. Electrochemistry studies allowed us to identify the monomer/polymer pair with the most desirable redox potential for biological studies.

Graphical abstract: Synthesis of ferrocene-functionalized monomers for biodegradable polymer formation

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Article information


Submitted
18 Sep 2013
Accepted
16 Jan 2014
First published
14 Feb 2014

Inorg. Chem. Front., 2014,1, 271-277
Article type
Paper

Synthesis of ferrocene-functionalized monomers for biodegradable polymer formation

B. M. Upton, R. M. Gipson, S. Duhović, B. R. Lydon, N. M. Matsumoto, H. D. Maynard and P. L. Diaconescu, Inorg. Chem. Front., 2014, 1, 271
DOI: 10.1039/C3QI00041A

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