Molecular design, synthesis and electro-optic properties of novel Y-type polyurethanes with high thermal stability of second harmonic generation |
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Authors: | Ju-Yeon Lee Han-Bae Bang Tae-Sun Kang Eun-Ju Park |
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Affiliation: | Institute for Nanotechnology Applications, School of Advanced Materials Engineering, Inje University, 607 Obang-dong, Kimhae 621-749, Seoul, South Korea |
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Abstract: | 2,4-Di-2′-hydroxyethoxy)benzylidenemalononitrile (3) was prepared and condensed with 2,4-toluenediisocyanate and 3,3′-dimethoxy-4,4′-biphenylenediisocyanate to yield unprecedented novel Y-type polyurethanes (4-5) containing 2,4-dioxybenzylidenemalononitrile group as a nonlinear optical (NLO) chromophore, which constitutes a part of the polymer backbone. The resulting polyurethanes 4-5 were soluble in common organic solvents such as acetone and DMF. Polymers 4-5 showed a thermal stability up to 260 °C from thermogravimetric analysis (TGA) with differential scanning calorimetry (DSC) giving Tg values around 143-156 °C. The approximate lengths of aligned NLO-chromophores estimated from AFM images of poled polymer films were about 10 nm. The SHG coefficients (d33) of poled polymer films were around 7.4 × 10−9 esu. These Poled polymers exhibited a greater thermal stability of dipole alignment even at 10 °C higher than Tg, and no SHG decay was observed below 155 °C due to the partial main chain character of the polymer structure and extensive hydrogen bonds between urethane linkage, which is acceptable for NLO device applications. |
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Keywords: | 2,4-Di-(2&prime -hydroxyethoxy)benzylidenemalononitrile Polyurethanes NLO Poling DSC TGA AFM SHG coefficient |
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