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Design, synthesis, and optical/electronic properties of a series of sphere-rod shape amphiphiles based on the C60-oligofluorene conjugates

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Abstract

A series of sphere-rod shape amphiphiles were designed and synthesized by connecting the rod-like oligofluorenes with different lengths (OF n ) to the different positions of the spherical [60]fullerene (C60) through a rigid linkage. The conjugates were characterized by 1H-NMR, 13C-NMR, FTIR, EA and MALDI-TOF mass spectrometry. The optical and electronic properties of the conjugates were studied by UV-Vis absorption spectroscopy, fluorescence spectrometry, and cyclic voltammetry. The results from UV-Vis absorption spectroscopy and cyclic voltammetry indicated that the energy profiles of C60 and OF n remained unchanged when different lengths of OF n were attached to C60. The electron affinities of the OF n -C60 conjugates were close to that of C60, while slight electronic interaction was found between the two individual chromophores (C60 and OF n ) in their ground states. The fluorescence spectra exhibited a complete fluorescence quenching in the toluene solution, suggesting an effective energy transfer from OF n to C60. It presents a systematic study on the self-assembly, structure-property relationship, and potential technical applications of the conjugates.

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Acknowledgments

The authors thank Prof. Yi-tao Long and Mr. Bao-qin Chen at East China University and Science and Technology for the help with the cyclic voltammetry tests.

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Authors and Affiliations

  1. School of Materials Science and Engineering, East China University of Science and Technology, Shanghai, 200237, China

    Fu-ai Teng, Feng-li Liu, Lu Han, Zheng-ju Zhu, Yi-fang Zhang, Zhi-jin Wu, Zhe-wen Han  (韩哲文) & Hui Li  (李慧)

  2. Key Laboratory of Polymer Chemistry and Physics of Ministry of Education, College of Chemistry and Molecular Engineering, Center for Soft Matter Science and Engineering, Peking University, Beijing, 100871, China

    Wen-bin Zhang  (张文彬)

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  1. Fu-ai Teng
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  2. Feng-li Liu
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  3. Lu Han
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Correspondence to Zhe-wen Han  (韩哲文), Wen-bin Zhang  (张文彬) or Hui Li  (李慧).

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This work was financially supported by the International Science & Technology Cooperation Program of China (No. 2010DFB70470) and the Natural Science Foundation of Shanghai (No. 10ZR1407600).

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10118_2017_1899_MOESM1_ESM.pdf

Design, Synthesis, and Optical/Electronic Properties of a Series of Sphere-Rod Shape Amphiphiles Based on the C60-oligofluorene Conjugates

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Teng, Fa., Liu, Fl., Han, L. et al. Design, synthesis, and optical/electronic properties of a series of sphere-rod shape amphiphiles based on the C60-oligofluorene conjugates. Chin J Polym Sci 35, 503–514 (2017). https://doi.org/10.1007/s10118-017-1899-4

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  • DOI: https://doi.org/10.1007/s10118-017-1899-4

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