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Polymorphism-Dependent Emission for Di(p-methoxylphenyl)dibenzofulvene and Analogues: Optical Waveguide/Amplified Spontaneous Emission Behaviors

Authors

  • Xinggui Gu,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solid, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Jingjing Yao,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solid, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Guanxin Zhang,

    Corresponding author
    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solid, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
    • Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solid, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China.
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  • Yongli Yan,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Chuang Zhang,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Qian Peng,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solid, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Qing Liao,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Yishi Wu,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Zhenzhen Xu,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Yongsheng Zhao,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Hongbing Fu,

    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
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  • Deqing Zhang

    Corresponding author
    1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solid, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
    • Beijing National Laboratory for Molecular Sciences, Key Laboratory of Organic Solid, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China.
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Abstract

The synthesis and optical investigations of di(p-methoxylphenyl)dibenzofulvene (1) and its analogues 2, 3, 4, 5, 6, and 7 with different lengths of alkoxyl chains are presented. All of these molecules exhibit emission in the solid state. The following interesting properties are reported for compound 1: 1) the solid-state fluorescence of 1 is dependent on the polymorphism forms; the two crystalline forms 1a and 1b are strongly blue- and yellow-green-emissive, whereas the amorphous solid is weakly fluorescent with orange emission; 2) on the basis of crystal-structural analysis, the intermolecular interactions will restrict the internal rotations, leading to fluorescence enhancement for the two crystalline forms 1a and 1b; however, the difference in emission color between 1a and 1b is ascribed to the molecular conformational alteration; 3) the solid-state fluorescence of 1 can be tuned by heating and cooling as well as grinding. Importantly, microrods of 1a and 1b exhibit outstanding optical waveguide behaviors. Moreover, amplified spontaneous emission for 1b and multimode-lasing behavior for 1a are presented. Besides the studies of compound 1, the crystal structures and solid-state fluorescence behaviors of 2, 3, 4, 5, 6, and 7 are also described.

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