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Thiacalix[3]Triazine-centered regioregular poly(3-hexylthiophene) star: synthesis, structure and anion binding

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Abstract

The first synthesis of a well-defined star polymer consisting of three regioregular poly(3-hexylthiophene) (rr-P3HT) arms emanating from an electron acceptor thiacalix[3]wtriazine core via direct arylation polymerization is described. Its structural characteristics as well as optical and thermal properties were evaluated using Fourier transform infrared spectroscopy (FTIR), 1H and 13C nuclear magnetic resonance (NMR), X-ray diffraction (XRD), gel permeation chromatography (GPC), differential scanning calorimetry (DSC) and atomic force microscopy (AFM) methods. The UV-vis and photoluminescence spectroscopy results evidenced the impact of the electron-withdrawing feature of the thiacalix[3]triazine core and the star structure on the optical behavior of the star-shaped material, as compared to the rr-P3HT linear analogue. The anion-binding property of the star-shaped P3HT resulting in fluorescence quenching was also studied.

A regioregular star P3HT with an electron acceptor thiacalix[3]triazine (T3A) core was prepared via firect arylation polymerization and characterized. The star structure is critical in P3HT arm aggregation and optical properties. The star P3HT with T3A core exhibited anion-binding property.

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Acknowledgements

This research was fully supported by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant number “104.02-2016.56”.

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Authors and Affiliations

  1. Faculty of Materials Technology, Ho Chi Minh City University of Technology, Vietnam National University, 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam

    Thu Anh Nguyen, Anh Tuan Luu, Tam Huu Nguyen, Nhut Minh Le, Hoan Minh Tran, Le-Thu T. Nguyen & Ha Tran Nguyen

  2. Department of Chemical Engineering, Sungkyunkwan University, Suwon, 16419, Republic of Korea

    Thu Anh Nguyen & Jun Young Lee

  3. Materials Technology Key Laboratory (Mtlab), Ho Chi Minh City University of Technology, Vietnam National University, Ho Chi Minh City, 268 Ly Thuong Kiet, District 10, Ho Chi Minh City, Vietnam

    Ha Tran Nguyen

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Nguyen, T.A., Luu, A.T., Nguyen, T.H. et al. Thiacalix[3]Triazine-centered regioregular poly(3-hexylthiophene) star: synthesis, structure and anion binding. J Polym Res 24, 180 (2017). https://doi.org/10.1007/s10965-017-1346-9

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