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Linear and Non-linear Optical Properties of 2,5-disubstituted Pyrroles Supported by a Catalyst-free SiO2 Sonogel Matrix

Gloria Huerta 1Omar G. Morales-Saavedra 2Lioudmila Fomina 1Roberto Ortega Ramirez 2

1. Universidad Nacional Autónoma de México, Instituto de Investigaciones en Materiales (UNAM), Circuito Exterior S/N Cd. Universitaria Coyoacan Mexico D.F. Mexico, México 70-360, Mexico
2. Universidad Nacional Autonoma de Mexico-Centro de Ciencias Aplicadas Desarrollo Tecnologico (CCADET), Circuito Ext. S/N Ciudad Universitaria Coyoacan, México 70-186, Mexico

Abstract

A modification of the Schulte-Reisch reaction was employed to obtain several 2,5-disubstituted pyrroles: 1,2,5-triphenylpyrrole, 1-(p-metoxiphenyl)- 2,5-diphenylpyrrole and 1-(p-nitrophenyl)-2,5- diphenylpyrrole were obtained by amine addition to diacetylenes. This procedure is versatile and applicable for the synthesis of a wide variety of pyrrole derivatives. Pyrrole ring with multiple aromatic ring substitutions have applications as electroluminiscent devices. Pyrroles were dissolved at different concentrations in tetrahidrofurane (THF) and were optimally embedded into a catalyst-free SiO2 sonogel network. By this method, solid state hybrid samples suitable for optical characterization were obtained. Due to the high porosity exhibited by the sonogel samples, several lightly and heavily doped composites were obtained. The adequate purity level displayed by the sonogel route allowed us to perform optimal optical characterizations of these hybrids, in order to evaluate their photo-physical properties and potential applications in photonic sciences. In this work, we present a comparative absorption-, Raman- and PL-spectroscopy studies of these novel composites. Since the SiO2 sonogel network exhibit an amorphous structure, therefore we performed a comparative cubic nonlinear optical study of these composites according to the third harmonic generation (THG) and the Z-Scan techniques.

 

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Related papers

Presentation: poster at 18th Conference on Physical Organic Chemistry, Posters, by Gloria Huerta
See On-line Journal of 18th Conference on Physical Organic Chemistry

Submitted: 2006-05-25 22:27
Revised:   2009-06-07 00:44