A Diacetylene-Containing Wedge-Shaped Compound: Synthesis, Morphology, and Photopolymerization

Authors

  • Dr. Martin Rosenthal ,

    1. Institut de Sciences des Matériaux de Mulhouse (IS2M-CNRS), 15 rue Jean Starcky, 68057 Mulhouse (France), Fax: (+33) 389-60-87-99
    2. Moscow State University, Faculty of Fundamental Physical and Chemical Engineering, GSP-1, 1-51 Leninskie Gory, Moscow, 119991 (Russian Federation)
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    • These authors contributed equally.

  • Lei Li ,

    1. Interactive Materials Research - DWI an der RWTH Aachen e.V. and Institute for Technical and Macromolecular Chemistry of RWTH Aachen University, Forckenbeckstrasse 50, 52056 Aachen (Germany), Fax: (+49) 241-80-233-01
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    • These authors contributed equally.

  • Jaime J. Hernandez,

    1. Institut de Sciences des Matériaux de Mulhouse (IS2M-CNRS), 15 rue Jean Starcky, 68057 Mulhouse (France), Fax: (+33) 389-60-87-99
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  • Dr. Xiaomin Zhu,

    Corresponding author
    1. Interactive Materials Research - DWI an der RWTH Aachen e.V. and Institute for Technical and Macromolecular Chemistry of RWTH Aachen University, Forckenbeckstrasse 50, 52056 Aachen (Germany), Fax: (+49) 241-80-233-01
    • Xiaomin Zhu, Interactive Materials Research - DWI an der RWTH Aachen e.V. and Institute for Technical and Macromolecular Chemistry of RWTH Aachen University, Forckenbeckstrasse 50, 52056 Aachen (Germany), Fax: (+49) 241-80-233-01

      Dimitri A. Ivanov, Institut de Sciences des Matériaux de Mulhouse (IS2M-CNRS), 15 rue Jean Starcky, 68057 Mulhouse (France), Fax: (+33) 389-60-87-99

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  • Dr. Dimitri A. Ivanov,

    Corresponding author
    1. Institut de Sciences des Matériaux de Mulhouse (IS2M-CNRS), 15 rue Jean Starcky, 68057 Mulhouse (France), Fax: (+33) 389-60-87-99
    2. Moscow State University, Faculty of Fundamental Physical and Chemical Engineering, GSP-1, 1-51 Leninskie Gory, Moscow, 119991 (Russian Federation)
    • Xiaomin Zhu, Interactive Materials Research - DWI an der RWTH Aachen e.V. and Institute for Technical and Macromolecular Chemistry of RWTH Aachen University, Forckenbeckstrasse 50, 52056 Aachen (Germany), Fax: (+49) 241-80-233-01

      Dimitri A. Ivanov, Institut de Sciences des Matériaux de Mulhouse (IS2M-CNRS), 15 rue Jean Starcky, 68057 Mulhouse (France), Fax: (+33) 389-60-87-99

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  • Prof. Dr. Martin Möller

    1. Interactive Materials Research - DWI an der RWTH Aachen e.V. and Institute for Technical and Macromolecular Chemistry of RWTH Aachen University, Forckenbeckstrasse 50, 52056 Aachen (Germany), Fax: (+49) 241-80-233-01
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Abstract

A novel wedge-shaped compound containing two diacetylene tails, namely, methyl 3,5-bis(trideca-2,4-diyn-1yloxyl)benzoate (DDABM), was synthesized. As shown by UV/Vis spectroscopy this compound can be polymerized under UV irradiation. The crystalline structure of DDABM was investigated by grazing-incidence wide-angle X-ray diffraction on oriented crystalline films deposited on PTFE-rubbed silicon wafer substrates. Furthermore, the spherulites formed in thicker films were analyzed by wide-angle X-ray diffraction. A molecular packing model of DDABM based on the X-ray diffraction data is proposed. The diacetylene units are oriented along a defined lattice direction with a reticular distance of 4.85 Å, which fulfills the requirements for topochemical polymerization. It was observed that UV polymerization does not affect the phase behavior of the compound, but mainly alters its optical properties.

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