Effect of substitution on the electrochemical and xerographic properties of triarylamines: Correlation to the Hammett parameter of the substituent and calculated HOMO energy level
Tp. Bender et al., Effect of substitution on the electrochemical and xerographic properties of triarylamines: Correlation to the Hammett parameter of the substituent and calculated HOMO energy level, CHEM MATER, 13(11), 2001, pp. 4105-4111
It has been found that both the electrochemical and xerographic properties
of a series of triarylamines vary with the nature (quantified by its Hammet
t parameter, sigma) and the frequency of substituents that make up a triary
lamine. Three series of triarylamines, encompassing a total of 35 compounds
, have been synthesized by Ullman condensation of an appropriately substitu
ted 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 me
asured oxidation potential (E-1/2) of the molecule, which in turn correlate
s to both the Hammett parameter of the substituent and the calculated HOMO
energy level of the triarylamine.