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Focused Microwave-assisted Synthesis of 2,5-Dihydrofuran Derivatives as Electron Acceptors for Highly Efficient Nonlinear Optical Chromophores

Published online by Cambridge University Press:  15 February 2011

Sen Liu ,
Marnie A. Haller ,
Jingdong Luo ,
Sei-Hum Jang ,
Hong Ma ,
Larry R. Dalton  and
Alex K.-Y. Jen
Sen Liu
Affiliation:
Departments of Materials Science and Engineering and Chemistry University of Washington Seattle, WA 98195
Marnie A. Haller
Affiliation:
Departments of Materials Science and Engineering and Chemistry University of Washington Seattle, WA 98195
Jingdong Luo
Affiliation:
Departments of Materials Science and Engineering and Chemistry University of Washington Seattle, WA 98195
Sei-Hum Jang
Affiliation:
Departments of Materials Science and Engineering and Chemistry University of Washington Seattle, WA 98195
Hong Ma
Affiliation:
Departments of Materials Science and Engineering and Chemistry University of Washington Seattle, WA 98195
Larry R. Dalton
Affiliation:
Departments of Materials Science and Engineering and Chemistry University of Washington Seattle, WA 98195
Alex K.-Y. Jen
Affiliation:
Departments of Materials Science and Engineering and Chemistry University of Washington Seattle, WA 98195
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Abstract

A diversified family of 2,5-dihydrofuran derivatives has been synthesized as a new class of highly efficient and tunable electron acceptors using the single-mode focused microwave irradiation. High poling efficiency and very large electro-optic coefficients (r33 values of 128 and 116 pm/V at 1.3 μm) have been demonstrated using 2-dicyanomethylen-3-cyano-4,5,-dimethyl-5-trifluoromethyl-2,5-dihydrofuran (CF3-TCF)-based chromophores as dopant in poly(methyl methacrylate) (PMMA) and a high glass-transition temperature polyquinoline (PQ-100) respectively. Excellent dipole alignment stability has also been demonstrated in the guest/host composite at 85°C. Multi-functionalized NLO chromophores based on hydroxy containing 2,5-dihydrofuran acceptors were also synthesized through microwave methodology for further characterizations.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 771: Symposium L – Organic and Polymeric Materials and Devices , 2003 , L10.48
Copyright
Copyright © Materials Research Society 2003

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