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Conjugated polymers with regularly spaced m‐phenylene units and post‐polymerization modification to yield stimuli‐responsive materials
Authors:Ashley A Buelt  Catherine A Conrad  William D Mackay  Mina F Shehata  Virginia D Smith  Rhett C Smith
Affiliation:1. Department of Chemistry, Clemson University, Clemson, SC, USA;2. Laboratory for Creative Inquiry in Chemistry, Clemson University, Clemson, SC, USA;3. Center for Optical Materials Science and Engineering Technology, Clemson University, Anderson, SC, USA
Abstract:Two π‐conjugated polymers featuring main‐chain m‐phenylene linkers as well as iodo substituents were initially prepared. The presence of the iodo functionality allowed for the preparation of six additional polymers from the initial two iodo‐substituted polymers via facile post‐polymerization modification using Sonogashira‐type coupling chemistry. The post‐polymerization modification led to crosslinking, to the incorporation of a pyridyl‐bearing functionality for potential use as a ligand for transition metals or to the introduction of a ferrocenyl substituent as a possible redox‐active unit. The m‐phenylene units were incorporated into the polymer main‐chain structure in order to periodically disrupt conjugation, thereby allowing for more uniformity in the effective conjugation length and thus in absorption and emission profiles. The thermal stability and photophysical properties of all eight polymers, as well as the stimuli‐responsiveness of relevant materials to nitroaromatics and metal ions, are reported. © 2015 Society of Chemical Industry
Keywords:PPV  stimuli‐responsive  fluorescence  nitroaromatic  metal ion
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