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Open AccessArticle

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

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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