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Polymers 2017, 9(9), 427; https://doi.org/10.3390/polym9090427

Synthesis, Chemosensory Properties, and Self-Assembly of Terpyridine-Containing Conjugated Polycarbazole through RAFT Polymerization and Heck Coupling Reaction

Department of Chemical Engineering and Materials Science, Yuan Ze University, Chung-Li, Taoyuan City 32003, Taiwan
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Received: 10 August 2017 / Revised: 1 September 2017 / Accepted: 4 September 2017 / Published: 7 September 2017
(This article belongs to the Special Issue Polymers for Chemosensing)
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Abstract

We report the responsive fluorescence chemosensory phenomena of a carbazole-functionalized crosslinked polymer (PCaT) with pendent terpyridine (tpy) groups as receptors of metal ions. The polymer was synthesized using Heck polymerization between 3,6-dibromide groups in a carbazole-based polymer (PC2Br) and divinyl tpy monomer. The effects of the polymeric structure on the optical and chemosensory properties of the PCaT were compared with those of a carbazole-tpy alternating conjugated polymer (PCT). Photoluminescence titrations demonstrated that the PCaT and PCT had the high sensing ability toward Fe3+ ions, with Stern–Volmer constants of 8.10 × 104 and 6.68 × 104 M−1, respectively. The limit of detection (LOD) toward Fe3+ of the PCaT and PCT was estimated to be 1.31 × 10−6 and 1.81 × 10−6 M, respectively, and the superior LOD of the PCaT was ascribed to its lowly crosslinked structure. The fluorescence of the solutions of these polymers that were quenched by Fe3+ ions recovered when trace CN anions were added because of the high stability constant of the CN–Fe3+ complex. Micellar aggregates with a mean diameter of approximately 239.5 nm were formed by dissolving the PCaT in tetrahydrofuran (THF) solution. Our results suggest that the PCaT is a promising material for chemosensory applications. View Full-Text
Keywords: carbazole; reversible addition-fragmentation transfer (RAFT); Heck reaction; sensing carbazole; reversible addition-fragmentation transfer (RAFT); Heck reaction; sensing
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Yang, P.-C.; Li, S.-Q.; Chien, Y.-H.; Tao, T.-L.; Huang, R.-Y.; Chen, H.-Y. Synthesis, Chemosensory Properties, and Self-Assembly of Terpyridine-Containing Conjugated Polycarbazole through RAFT Polymerization and Heck Coupling Reaction. Polymers 2017, 9, 427.

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