Efficient room temperature catalytic synthesis of alternating conjugated copolymers via C-S bond activation

Zijie Li, Qinqin Shi (), Xiaoying Ma, Yawen Li, Kaikai Wen, Linqing Qin, Hao Chen, Wei Huang, Fengjiao Zhang, Yuze Lin, Tobin J. Marks () and Hui Huang ()
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Zijie Li: University of Chinese Academy of Sciences
Qinqin Shi: University of Chinese Academy of Sciences
Xiaoying Ma: University of Chinese Academy of Sciences
Yawen Li: Chinese Academy of Sciences
Kaikai Wen: University of Chinese Academy of Sciences
Linqing Qin: University of Chinese Academy of Sciences
Hao Chen: University of Chinese Academy of Sciences
Wei Huang: Northwestern University
Fengjiao Zhang: University of Chinese Academy of Sciences
Yuze Lin: Chinese Academy of Sciences
Tobin J. Marks: Northwestern University
Hui Huang: University of Chinese Academy of Sciences

Nature Communications, 2022, vol. 13, issue 1, 1-8

Abstract: Abstract Structural defects in conjugated copolymers are severely detrimental to the optoelectronic properties and the performance of the resulting electronic devices fabricated from them. Therefore, the much-desired precision synthesis of conjugated copolymers with highly regular repeat units is important, but presents a significant challenge to synthetic materials chemists. To this end, aryl sulfides are naturally abundant substances and offer unrealized potential in cross-coupling reactions. Here we report an efficient room temperature polycondensation protocol which implements aryl disulfide C-S activation to produce defect-minimized semiconducting conjugated copolymers with broad scope and applicability. Thus, a broad series of arylstannanes and thioethers are employed via the present protocol to afford copolymers with number-average molecular weights (Mns) of 10.0–45.0 kDa. MALDI and NMR analysis of selected copolymers reveals minimal structural defects. Moreover, the polymer trap density here is smaller and the field effect mobility higher than that in the analogous polymer synthesized through thermal-activation Stille coupling.

Date: 2022
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DOI: 10.1038/s41467-021-27832-1

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