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Chemcial Industry and Engineering 2023, Vol. 40 Issue (4) :15-22    DOI: 10.13353/j.issn.1004.9533.20210350
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Synthesis and properties of methoxy-modified planarized triphenylamine electron donor
ZHANG Ye1, ZHOU Xueqin1,2, LIU Dongzhi1,2, LI Wei1,2
1. School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China;
2. Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, China

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Abstract Using methyl 2-aminobenzoate as starting material, the Ullmann reaction and nucleophilic addition reaction were used to obtain a methoxy-modified planarized triphenylamine electron donor CMo. The elucidation of chemical structure were proved by 1H NMR, compared with common electron donor triphenylamine TPA and indoline YD, the ultraviolet absorption spectrum shows that the maximum absorption wavelength of CMo is 304 nm, which is red-shifted compared to YD (298 nm) and TPA (297 nm), and the maximum absorption peak has a large change rate with the enhancement of polarity, indicating that CMo can be delocalized to a large extent and has better electron donating ability. Cyclic voltammetry test shows that HOMO energy level (-5.21 eV) and LUMO energy level (-1.48 eV) of CMo are higher than that of YD (-5.38 eV, -1.70 eV) and TPA (-5.53 eV, -1.79 eV), and can be used as a new electron donor material in organic optoelectronic devices.
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ZHANG Ye
ZHOU Xueqin
LIU Dongzhi
LI Wei
Keywordsplanarization   electron donors   triphenylamine derivatives   organic photoelectric functional materials     
Received 2021-04-20;
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ZHANG Ye, ZHOU Xueqin, LIU Dongzhi, LI Wei.Synthesis and properties of methoxy-modified planarized triphenylamine electron donor[J]  Chemcial Industry and Engineering, 2023,V40(4): 15-22
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