Issue 18, 2017

Synthesis of photoresponsive main-chain oligomers with azobenzene moieties via ADMET oligomerization and their micellization properties

Abstract

We report the synthesis of azobenzene functionalized linear unsaturated/saturated polyolefin-oligomers. Using mild reaction conditions and different ruthenium-based catalysts, the azobenzene moieties are precisely placed in olefin chains via acyclic diene metathesis (ADMET) reaction (Mn,SEC = 3.0 kDa–8.0 kDa). Subsequent hydrogenation reactions with p-toluenesulfonhydrazide yield the fully saturated azobenzene oligomers, which are thoroughly characterized by 1H-NMR, FTIR and liquid chromatography under critical conditions (LCCC). The obtained saturated and unsaturated azobenzene oligomers are proven to form micelles in solution, where their sizes and morphologies are characterized by DLS and TEM. As a result of photo-isomerisation from the trans to cis state, the aggregates reduce in size, which is accompanied by a visible change of the solution from turbid to clear.

Graphical abstract: Synthesis of photoresponsive main-chain oligomers with azobenzene moieties via ADMET oligomerization and their micellization properties

Supplementary files

Article information

Article type
Paper
Submitted
13 Mar 2017
Accepted
07 Apr 2017
First published
10 Apr 2017

Polym. Chem., 2017,8, 2752-2763

Synthesis of photoresponsive main-chain oligomers with azobenzene moieties via ADMET oligomerization and their micellization properties

C. Appiah, G. Woltersdorf and W. H. Binder, Polym. Chem., 2017, 8, 2752 DOI: 10.1039/C7PY00426E

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