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Stilbene-containing polyactylenes: Molecular design, synthesis, and relationship between molecular structure and NLO properties

Authors

  • Xinyan Su,

    1. College of Material Science and Engineering and State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, Donghua University, Shanghai 201620, China
    2. School of Chemistry and Chemical Engineering, Anhui University, Hefei 230039, China
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  • Hongyao Xu,

    Corresponding author
    1. College of Material Science and Engineering and State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, Donghua University, Shanghai 201620, China
    2. School of Chemistry and Chemical Engineering, Anhui University, Hefei 230039, China
    • College of Material Science and Engineering and State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, Donghua University, Shanghai 201620, China
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  • Quanzhen Guo,

    1. School of Chemistry and Chemical Engineering, Anhui University, Hefei 230039, China
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  • Guang Shi,

    1. Department of Physics, Suzhou University, Suzhou 215008, China
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  • Junyi Yang,

    1. Department of Physics, Suzhou University, Suzhou 215008, China
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  • Yinglin Song,

    1. Department of Physics, Suzhou University, Suzhou 215008, China
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  • Xiangyang Liu

    1. Department of Physics, National University of Singapore, Singapore 117542
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Abstract

Polyacetylenes (P1–P4) containing different stilbene groups, [BOND][(CH[DOUBLE BOND]C) [BOND]Ph[BOND]CH[DOUBLE BOND]CH[BOND]Ph[BOND]R]n[BOND](R[DOUBLE BOND]OCmH2m+1 (m = 4 (P1), 10 (P2), 16 (P3)), or NO2 (P4)) were designed and synthesized, respectively, using [Rh(nbd)Cl]2 as a catalyst. Their structures and properties were characterized and evaluated by FTIR, 1H-NMR, 13C-NMR, GPC, and UV, PL, respectively. The optical limiting and nonlinear optical properties were investigated by using a frequency doubled, Q-switched, mode-locked Continuum ns/ps Nd:YAG laser system and their optical limiting mechanism was discussed. It is surprising to see that the stilbene pendants endow the polyacetylenes with a high thermal stability (Td ≥ 270 °C), novel optical limiting properties and large third-order nonlinear optical susceptibilities (up to 4.61 × 10−10 esu). The optical limiting mechanism is mainly originated from reverse saturable absorption of molecules. In addition, it is found that the polymer with electron accepted NO2 moiety exhibits better optical properties than that with electron donated alkoxy group because of larger π electron delocalization and dipolar effect. The strong interaction between stilbene pendants and the polyene main chain significantly results in red-shift of fluorescence emitting peak. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 4529–4541, 2008

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