Synthesis of Novel Chromophore Based on Tricyanocyclopentenone Acceptor and Its NLO Property

Abstract

Novel organic second Nonlinear optical (NLO) chromophore GZP-T based on tricyanocyclopentenone electronic acceptor group were designed and synthesized in this paper. The structure of chromophore GZP-T is characterized by mass spectrum and nuclear magnetic resonance spectroscopy. And chromophore FTC based on traditional tricyanofuran electronic acceptor was also prepared as the contrast. Their delocalized energy levels were estimated by UV–VIS spectra. Their thermal properties were studied by thermogravimetric analysis (TGA). Obviously, chromophore GZP-T showed lower delocalized energy levels and higher thermal decomposition temperature (just about 290 °C). The poled films showed the largest second-order nonlinear optical coefficients of 103.1 and 68.6 pm/V, respectively, for chromophore GZP-T and FTC. These advantages of chromophore GZP-T are attributed to the improvement of first-order hyperpolarizability and the attenuatation of intermolecular dipole interaction by the introduction of tricyanocyclopentenone electronic acceptor. And in another word, tricyanocyclopentenone electronic acceptor may be a promising way to drastically change the nonlinear optical features of the titled compounds and show a direction of designing new electron acceptor in the field of nonlinear optical materials.

Keywords:

• Chromophore
• electron acceptor
• nonlinear optic
• tricyanocyclopentenone

Disclosure statement

No potential conflict of interest was reported by the authors.