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Synthesis, spectroscopic and electrochemical characterization of polyurethanes containing triphenylamine derivative

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Abstract

A series of novel conducting polyurethanes (PUs) with methoxyl triphenylamine (methoxyl-TPA) were synthesized from a new isocyanate with various dihydroxy monomers. The new isocyanate was prepared with p-anisidine and 4-fluoronitrobenzene. The structures of the designed polymers had been determined by FT-IR and 1H NMR. These polymers are amorphous and readily soluble in many polar organic solvents, such as N,N-dimethylformamide, dimethylacetamide and dimethyl sulfoxide. Similarly, the optical band gaps of PU-1, PU-2 and PU-3 are found to be 2.41, 2.51 and 2.44 eV, respectively. In addition, the polymers display excellent thermal stability, reversible electrochemical oxidation, high optical contrast ratio and electrochromic behavior from brown to cyan in the range of 0–1.5 V. High coloration efficiency of PU-2 arrives to 94.17 cm2 C−1.

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Acknowledgements

We thank National Natural Science Foundation of China (nos. 51572058, 51502057), the International Science and Technology Cooperation Program of China (2013DFR10630, 2015DFE52770), National Key Research and Development Program (2016YFB0303903), and the Foundation of Science and Technology on Advanced Composites in Special Environment Laboratory.

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin, 150001, People’s Republic of China

    Kun Zhang, Xiaoxuan Ma, Jiupeng Zhao & Liangsheng Qiang

  2. Center for Composite Materials and Structures, Harbin Institute of Technology, Harbin, 150001, People’s Republic of China

    Yuemin Wang, Panpan Zhang, Yi Wang & Yao Li

  3. China Construction Fourth Engineering Division Corp. LTD, Guangzhou, 510000, People’s Republic of China

    Xingang Li

Authors
  1. Kun Zhang
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  2. Yuemin Wang
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  3. Xiaoxuan Ma
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  4. Panpan Zhang
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  5. Yi Wang
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  6. Jiupeng Zhao
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  7. Xingang Li
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  8. Liangsheng Qiang
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  9. Yao Li
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Correspondence to Jiupeng Zhao or Yao Li.

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Zhang, K., Wang, Y., Ma, X. et al. Synthesis, spectroscopic and electrochemical characterization of polyurethanes containing triphenylamine derivative. Polym. Bull. 75, 3459–3472 (2018). https://doi.org/10.1007/s00289-017-2219-4

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  • DOI: https://doi.org/10.1007/s00289-017-2219-4

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