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Synthesis and Unprecedented Electro-Optic Response Properties of Twisted π-System Chromophores

Published online by Cambridge University Press:  01 February 2011

Hu Kang ,
Antonio Facchetti ,
Hua Jiang ,
Peiwang Zhu  and
Tobin J. Marks
Hu Kang
Affiliation:
Department of Chemistry and the Materials Research Center, Northwestern University, Evanston, IL 60208-3113, USA
Antonio Facchetti
Affiliation:
Department of Chemistry and the Materials Research Center, Northwestern University, Evanston, IL 60208-3113, USA
Hua Jiang
Affiliation:
Department of Chemistry and the Materials Research Center, Northwestern University, Evanston, IL 60208-3113, USA
Peiwang Zhu
Affiliation:
Department of Chemistry and the Materials Research Center, Northwestern University, Evanston, IL 60208-3113, USA
Tobin J. Marks
Affiliation:
Department of Chemistry and the Materials Research Center, Northwestern University, Evanston, IL 60208-3113, USA
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Abstract

A series of unconventional twisted intramolecular charge-transfer (TICT) chromophores was designed and synthesized. These chromophores exhibit ultra-large first hyperpolarizabilities. The structural characteristic that promotes this unusual nonlinear optical response is a sterochemically enforced reduction of the D- π-A conjugation that enforces zwitterionic behavior in the ground state and provides a low-energy, large-oscillator strength intramolecular excitation feature. The consequence is that molecules with relatively small numbers of π-electrons exhibit responses far larger than those of traditional planar π-conjugated chromophores. At 1907 nm, non-resonant νβ values as high as -466,000 × 10-48 esu are observed.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 866 , 2005 , V4.5/FF4.5
Copyright
Copyright © Materials Research Society 2005

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