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Synthesis and properties of novel polymers based on PD electron-withdrawing unit

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Abstract

In this article, we designed and synthesized a series of 5-(2,6-dimethyl-4H-pyran-4-ylidene)-1,3-diethyl-2-thioxodihydropyrimidine- 4,6(1H, 5H)-dione (PD) unit based polymers (PFTDT, CZTDT, PHTDT and THTDT) for the first time. In these polymers, fluorene, 2,7-carbazole, phenothiazine and thiophene are employed as electron-donating groups and PD as electron-withdrawing group. TGA measurements demonstrated that these polymers possess good thermal stability (all above 377 °C). Very broad absorption spectrum was also obtained from the polymer THTDT (300–850 nm). CV characterization found that these polymers owned low highest occupied molecular orbital (HOMO) energy levels (–5.39 eV for THTDT,–5.49 eV for CZTDT and–5.78 eV for PFTDT) except for PHTDT (–5.17 eV). The geometry and electronic properties of PFTDT, CZTDT, PHTDT and THTDT were investigated by means of theoretical calculation. All the above advantages demonstrate that PD based polymers could be candidates for electronic devices.

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Correspondence to Wen-jing Tian  (田文晶) or Zai-fang Li  (李在房).

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Electronic Supplementary Material Supplementary material is available in the online version of this article at http://dx.doi.org/10.1007/s10118-016-1738-z.

This work was financially supported by the Research Program of 973 Program (No. 2014CB643506), the National Natural Science Foundation of China (No. 21401053), Project of Scientific Research and Development of Xiangyang (Year of 2013), Open Foundation of Hubei Key Laboratory of Low Dimensional Optoelectronic Materials and Devices (HLOM141003), Opening Project of Guangxi Colleges and Universities Key Laboratory of Beibu Gulf Oil and Natural Gas Resource Effective Utilization (No. 2014KLOG03).

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Zhao, Q., Qian, Jy., Liang, Y. et al. Synthesis and properties of novel polymers based on PD electron-withdrawing unit. Chin J Polym Sci 34, 34–43 (2016). https://doi.org/10.1007/s10118-016-1738-z

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  • DOI: https://doi.org/10.1007/s10118-016-1738-z

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