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Convenient Fullerene Derivatization: A Solvothermal Method for the Acquisition of Polyarylated Fullerenes with Aryl Group Number Above Five

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Abstract

Multi-modificated [60]fullerenes have better compatibility and application possibility than parent or mono-modificated C60. Friedel–Crafts reaction of chlorofullerene is a low-cost way to acquire useful multifunctional [60]fullerenes, yet products obtained by which bearing more than six function groups are rarely involved owing to their low yields. Herein chlorofullerene oligomer (CFO), a by-product during C60Cl6 synthesis, was used for fullerene phenylation by a facile solvothermal method and the insoluble CFO was converted completely into highly phenylated fullerenes with good solubility in common organic solvents. Two phenylfullerenes among the product, C60Ph9OH and C60Ph12O2, were isolated for spectroscopic characterizations. The electrochemical properties of the two compounds were as well investigated for the first time which exhibit electroreductions with distinct negative potential shifts relative to C60. So the solvothermal approach provides convenient production of polyfunctional fullerenes and paves the way for their promising application investigation in material science.

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Acknowledgments

This work is supported by Ph.D. Fund of Southwest University of Science and Technology (No. 11zx7143, No. 13zx7104), the Open Project of State Key Laboratory Cultivation Base for Nonmetal Composites and Functional Materials (No. 11zxfk26, No. 13zxfk09).

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Authors and Affiliations

  1. State Key Laboratory Cultivation Base for Nonmetal Composites and Functional Materials, Southwest University of Science and Technology, Mianyang, 621010, China

    Hua Liang & Rufang Peng

  2. Department of Chemistry, School of Materials Science and Engineering, Southwest University of Science and Technology, Mianyang, 621010, China

    Baihua Cui & Ke Dai

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  1. Hua Liang
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  2. Baihua Cui
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Correspondence to Hua Liang.

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Liang, H., Cui, B., Dai, K. et al. Convenient Fullerene Derivatization: A Solvothermal Method for the Acquisition of Polyarylated Fullerenes with Aryl Group Number Above Five. J Clust Sci 27, 115–125 (2016). https://doi.org/10.1007/s10876-015-0914-6

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