甲氧基修饰平面化三苯胺电子给体的合成与性能研究

Synthesis and properties of methoxy-modified planarized triphenylamine electron donor

以2-氨基苯甲酸甲酯为原料,经过Ullmann反应、亲核加成等反应,合成了一种甲氧基修饰的平面化三苯胺电子给体CMo,通过1H NMR确定结构的正确性。与常见电子给体三苯胺TPA、吲哚啉YD作对比,紫外吸收光谱显示,CMo的最大吸收波长为304 nm,相比YD(298 nm)和TPA(297 nm)发生了红移,且最大吸收峰随极性的增强变化率大,表明CMo可离域化程度很大,给电子能力更好;循环伏安测试表明,CMo的HOMO能级(-5.21 eV)和LUMO能级(-1.48 eV)都高于YD(-5.38 eV、-1.70 eV)和TPA(-5.53 eV、-1.79 eV),可以作为新的电子给体材料应用于有机光电器件中。

Using methyl 2-aminobenzoate as starting material,the Ullmann reaction and nucleophilic ad-dition 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 tri-phenylamine TPA and indoline YD,the ultraviolet absorption spectrum shows that the maximum absorp-tion 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.