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Issue 15, 2016
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Structure–function relationship exploration for enhanced thermal stability and electro-optic activity in monolithic organic NLO chromophores

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Abstract

We have developed a series of novel monolithic materials based on molecules previously explored as dopants in guest–host systems to study intrinsic structure–function relationships in organic electro-optic (EO) materials. In a library of EO molecules with varied bridge segments, molecular modification of the donor with bis(tert-butyldiphenylsilyl) groups led to improvement in formation of amorphous films and led to enhanced poling efficiency. Further modification to include a carbazole site-isolation group on the bridge effectively reduced intermolecular dipole–dipole interactions, led to a material with poling efficiency of approximately 3 (nm V−1)2, and an increased glass transition temperature to 20–40 °C higher than similar reported monolithic materials. This level of thermal stability is comparable to common guest/host systems, which incorporated poly(methyl methacrylate) (PMMA) as the host. Our research showed that π-bridge length and type impacted first molecular hyperpolarizability β of a chromophore, which is accordingly reflected in the EO response. These findings further promote the utility of monolithic materials for their increased EO behavior and improved thermal stability, making this material system a competitor of guest–host systems in commercial applications.

Graphical abstract: Structure–function relationship exploration for enhanced thermal stability and electro-optic activity in monolithic organic NLO chromophores

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Supplementary files

Article information


Submitted
26 Jan 2016
Accepted
18 Mar 2016
First published
18 Mar 2016

J. Mater. Chem. C, 2016,4, 3119-3124
Article type
Communication

Structure–function relationship exploration for enhanced thermal stability and electro-optic activity in monolithic organic NLO chromophores

W. Jin, P. V. Johnston, D. L. Elder, K. T. Manner, K. E. Garrett, W. Kaminsky, R. Xu, B. H. Robinson and L. R. Dalton, J. Mater. Chem. C, 2016, 4, 3119
DOI: 10.1039/C6TC00358C

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