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Single-step synthesis of disiloxanetetraols

  • Brief Communication: Nano-structured materials (particles, fibers, colloids, composites, etc.)
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Abstract

Disiloxanetetraols are very useful synthetic precursors for various siloxane compounds. In addition, they are effective starting materials in sol–gel chemistry for the fabrication of well-defined structures. We herein described a facile single-step synthesis of disiloxanetetraols ([RSi(OH)2]2O) with various substituents (R = Pr, i-Pr, i-Bu, cyclopentyl, hexyl, cyclohexyl, Ph) by hydrolytic condensation of trichlorosilanes, where the reaction was quenched at an early stage. [PrSi(OH)2]2O has the smallest substituents among the disiloxanetetraols reported so far. The results of X-ray crystallography of [C5H9Si(OH)2]2O showed a supramolecular sheet structure formed by intermolecular hydrogen bonding. We also found that disiloxanetetraols and cyclotetrasiloxanetetraols with isobutyl groups can be synthesized from isobutyltrichlorosilane by simply changing the quenching time and reaction temperature.

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Authors and Affiliations

  1. Department of Chemistry and Chemical Biology, Faculty of Science and Technology, Gunma University, Kiryu, 376-8515, Japan

    Hisayuki Endo, Nobuhiro Takeda & Masafumi Unno

Authors
  1. Hisayuki Endo
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  2. Nobuhiro Takeda
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  3. Masafumi Unno
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Corresponding author

Correspondence to Masafumi Unno.

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The authors declare that they have no conflict of interest.

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Highlights

  • Facile single-step synthesis of disiloxanetetraols ([RSi(OH)2]2O) with various substituents were realized.

  • Target compounds were obtained from substituted trichlorosilanes by the reaction in acetone-water at 0 °C for 1 hour.

  • No purification was necessary except work up, concentration, and washing by a solvent.

  • With this method, [PrSi(OH)2]2O that is the disiloxanetetraols with the smallest substituents was synthesized.

  • Crystallographic analysis for cyclopentyl-substituted [C5H11Si(OH)2]2O was performed and a sheet-like supramolecular structure was revealed.

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Endo, H., Takeda, N. & Unno, M. Single-step synthesis of disiloxanetetraols. J Sol-Gel Sci Technol 89, 37–44 (2019). https://doi.org/10.1007/s10971-018-4635-9

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  • DOI: https://doi.org/10.1007/s10971-018-4635-9

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