Synthesis, characterization, and nonlinear optical (NLO) properties of truxene-cored diphenylamine derivatives

Abstract

Three star-shaped compounds based on a truxene core (FS11, FS12 and FS13) were prepared. The truxene core is incorporating with asymmetric diphenylamines, including one phenyl of diphenylamine substituted by methoxy group and the other phenyl substituted by tolyl, fluorophenyl and phenylethynyl for FS11, FS12 and FS13, respectively. Their one-photon, two-photon absorption, geometric structures, electrochemical behavior and thermal properties were investigated. The absorption maxima of charge transfer band for FS11, FS12 and FS13 are 375nm, 373nm and 383nm, and the corresponding molar extinction coefficients of FS11, FS12 and FS13 is 79,950M−1cm−1, 67,220M−1cm−1 and 108,780M−1cm−1. The “pull-push” structure promotes charge transfer between asymmetric diphenylamine branches and the truxene core. Their two-photon absorbtion property is measured by two-photon induced fluorescence. The maximum two-photon cross-sections values of FS11, FS12 and FS13 are excited at 750nm, which are 260 GM, 204GM and 367 GM, respectively.