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Conjugated opto/electroactive ethynylene-carbazole polymers with TTF as pendant group

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Abstract

Three conjugated ethynylene-carbazole polymers with Tetrathiafulvalene (TTF) as pendant group (P1–P3) were synthesized by using sonogashira coupling reaction and characterized by 1H NMR, GPC, CV, UV–Vis, FL, and TGA. CV and UV–Vis spectra showed that an intramoleular interaction existed between the electron-rich moiety TTF and electron-deficient moiety polyethynylcarbazole of the polymers. A strong fluorescence quench (ca. 99%) could be observed, compared to the polyethynylene-carbazole without TTF units, which could be ascribed to the photo-induced electron transfer (PET) interaction from TTF moiety to the polyethynylene-carbazole backbone. The observed onset decomposition temperatures (T d) for P1–P3 varied from 256 to 298 °C. The polymers mentioned above exhibited good thermal properties and higher conductivity (neutral conductivity ~7–11 × 10−7 S cm−1; doped conductivity ~6–11 × 10−4 S cm−1).

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Acknowledgments

This work was supported by National Natural Science Foundation of China (No. 20676036, 20872035), Specialized Research Fund for the Doctoral Program of Higher Education (No. 20070251018).

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Authors and Affiliations

  1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130, Mei Long Road, Shanghai, 200237, People’s Republic of China

    Xue-Chao Zhang, Cheng-Yun Wang, Lei Zhang & Yong-Jia Shen

  2. Key Lab of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, People’s Republic of China

    Guo-Qiao Lai

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  1. Xue-Chao Zhang
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  2. Cheng-Yun Wang
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  3. Guo-Qiao Lai
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  4. Lei Zhang
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  5. Yong-Jia Shen
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Correspondence to Cheng-Yun Wang or Yong-Jia Shen.

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Zhang, XC., Wang, CY., Lai, GQ. et al. Conjugated opto/electroactive ethynylene-carbazole polymers with TTF as pendant group. Polym. Bull. 66, 893–903 (2011). https://doi.org/10.1007/s00289-010-0322-x

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  • DOI: https://doi.org/10.1007/s00289-010-0322-x

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