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Triazine-containing blue emitting Hyperbranched polyamide with donor-acceptor architecture: synthesis, characterization, optoelectronic properties, and sensing behaviors toward ferric ions

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Abstract

Two novel blue-emitting triazine-containing hyperbranched amides with donor-acceptor architecture were designed and synthesized via a one-pot polycondensation using 2,4,6-tris(4-carboxyphenyl)-1,3,5-triazine (H3TATB) and p-phenylenediamine as reaction materials. The prepared polymers were characterized using fourier transform infrared spectroscopy (FTIR), 1H–nuclear magnetic resonance (1H–NMR), and gel permeation chromatography (GPC) analyses. The two polymers are almost amorphous and are soluble in DMSO. Their solutions mainly emitted strong blue light (457–476 nm). The fluorescence quantum yields (QYs) in DMSO were calculated as 41% and 8% for P1–1 and P2–1, respectively. Density functional theory (DFT) calculations demonstrated that the highest occupied molecular orbit (HOMO) and lowest unoccupied molecular orbit (LUMO) were effectively separated with p-phenylenediamine as a donor unit and H3TATB as an acceptor unit. The effective HOMO−LUMO separation helps to induce intramolecular charge transfer from the HOMO to the LUMO. This results a relatively small energy gap between the singlet and triplet excited states, and as a consequence, these polymers are expected to harness both singlet and triplet excitons for light emission, leading to high external electroluminescence efficiency. The merits of the two polymers are organo-solubility and high fluorescence quantum yield. Both P1–1 and P2–1 are sensitive fluorescent indicators for Fe3+ ion. They are potential useful in the area of blue light emitting, display and fluorescent chemosensor for Fe3+ ion.

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Acknowledgements

The author thanks the Scientific research project fund of Shaanxi Province Key Laboratory of Phytochemistry of China (14JS006), the Doctoral research start-up project fund of Baoji University of Arts and Sciences (ZK2017032), the Nature science project fund of Shaanxi Educational Committee of China (16JK1050) and the project fund of Baoji University of Arts and Sciences (ZK15049) for the support.

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  1. College of Chemistry and Chemical Engineering, Baoji University of Arts and Sciences, Shaanxi Province Key Laboratory of Phytochemistry, Baoji, Shaanxi, 721013, People’s Republic of China

    Xiaobing Hu, Yaning Guo, Dongmei Wang, Xiaohua Pu & Qiang Chen

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Hu, X., Guo, Y., Wang, D. et al. Triazine-containing blue emitting Hyperbranched polyamide with donor-acceptor architecture: synthesis, characterization, optoelectronic properties, and sensing behaviors toward ferric ions. J Polym Res 25, 67 (2018). https://doi.org/10.1007/s10965-018-1456-z

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