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Synthesis and properties of zwitterionic nonlinear optical chromophores with large hyperpolarizability for poled polymer applications

Beaudin, A.M.R.; Song, N.H.; Bai, Y.W.; Men, L.Q.; Gao, H.P.; Wang, Z.Y.; Szablewski, M.; Cross, G.H.; Wenseleers, W.; Campo, J.; Goovaerts, E.


A.M.R. Beaudin

N.H. Song

Y.W. Bai

L.Q. Men

H.P. Gao

Z.Y. Wang

G.H. Cross

W. Wenseleers

J. Campo

E. Goovaerts


The electric-field-dependent change in refractive index in nonlinear optical (NLO) materials can be utilized for electrical-to-optical signal conversion, such as fast electrooptic (EO) modulators needed in optical telecommunication. Compared to inorganic NLO crystals (e.g., LiNbO3), organic NLO materials offer advantages such as higher EO coefficients, lower dielectric constants, and good processibility. To obtain a large EO response, chromophores with a high molecular nonlinearity (hyperpolarizability ) need to be oriented to form a macroscopically noncentrosymmetric material. For chromophores with a large dipole moment (), one way to achieve such a polar ordering is by electric-field poling of the chromophores in a polymer matrix. Consequently, the main figure of merit describing the performance of NLO chromophores in such EO polymer applications is the scalar product . Among many types of organic NLO chromophores, zwitterionic derivatives of 7,7,8,8-tetracyanoquinodimethane (TCNQ) such as (Z)-4-[1-cyano-3-(diethylamino)-2-propenylidene]-2,5-cyclohexadiene-1-ylidenepropanedinitrile (DEMI; Figure 1) are known to possess very high molecular hyperpolarizabilities and show the largest values reported to date

Journal Article Type Article
Publication Date Mar 1, 2006
Deposit Date Jul 16, 2007
Journal Chemistry of Materials
Print ISSN 0897-4756
Electronic ISSN 1520-5002
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 18
Issue 5
Pages 1079-1084
Public URL