Effect of substitution on the electrochemical and xerographic properties of triarylamines: Correlation to the Hammett parameter of the substituent and calculated HOMO energy level

被引:79
作者
Bender, TP [1 ]
Graham, JF [1 ]
Duff, JM [1 ]
机构
[1] Xerox Res Ctr Canada Ltd, Mississauga, ON L5K 2L1, Canada
关键词
D O I
10.1021/cm010281p
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
It has been found that both the electrochemical and xerographic properties of a series of triarylamines vary with the nature (quantified by its Hammett parameter, sigma) and the frequency of substituents that make up a triarylamine. Three series of triarylamines, encompassing a total of 35 compounds, have been synthesized by Ullman condensation of an appropriately substituted aniline with an excess of an appropriately substituted iodophenylene by a published procedure [Goodbrand, H. B.; Hu, N. X. J. Org. Chem. 1999, 64 (2), 670-674]. The xerographic properties, including transport properties, of a select number of compounds have been measured as solid-state solutions in polycarbonate-Z. The recorded xerographic properties varied with the measured oxidation potential (E-1/2) of the molecule, which in turn correlates to both the Hammett parameter of the substituent and the calculated HOMO energy level of the triarylamine.
引用
收藏
页码:4105 / 4111
页数:7
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