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Synthesis, characterization and curing behavior of propyl-tri(phenylethynyl)silane

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Abstract

Propyl-tri(phenylethynyl)silane ((ph-C≡C)3–Si–CH2CH2CH3) monomer (PTPES) was synthesized via Grignard reaction of propyl-trichlorosilane and phenylacetylene in the presence of magnesium and ethylbromide. Its chemical structure was characterized by nuclear magnetic resonance spectroscopy (1H-NMR, 13C-NMR, and 29Si-NMR). The curing behavior and rheological characteristics of the PTPES were analyzed by differential scanning calorimetry (DSC), Fourier transform infrared spectroscopy (FTIR) and rheology techniques. The corresponding kinetic parameters and curing mechanism were also discussed by four well-known kinetic methods, i.e., Kissinger, Ozawa, Flynn–Wall–Ozawa and Friedman methods. Results showed that PTPES possessed a low melting point of 75 °C, a high gelatinization temperature of 333 °C and wide processing window of 258 °C. The cure schedule of PTPES could be determined as follows: (312 °C, 1 h) + (339 °C, 2 h) + (355 °C, 1 h) by dynamic DSC which was further verified by FTIR and rheology. The activation energy E a was calculated as 122.83, 126.88 and 122.17 kJ/mol by Kissinger, Ozawa and Flynn–Wall–Ozawa methods, respectively. The pre-exponential factor lnA and the reaction orders n and m were 23.15 (s−1), 1.43 and 0.36, respectively. The autocatalytic kinetic model was found to be the best description of the curing process by the Friedman method.

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Acknowledgments

We gratefully acknowledge the financial support of the National Nature Science Foundation of China (Nos. 51507003, 51303005), the Educational Commission of Anhui Province of China (Nos. KJ2013A087 and KJ2013A095) and the Doctor Foundation of the Anhui University of Science and Technology.

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Authors and Affiliations

  1. School of Chemical Engineering, Anhui University of Science and Technology, Huainan, 232001, China

    Dexin Tan, Xiaole Wu, Meng Wang & Ruiwen Shu

  2. School of Materials Science and Engineering, Anhui University of Science and Technology, Huainan, 232001, China

    Yanli Wang

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  1. Dexin Tan
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  2. Xiaole Wu
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  3. Meng Wang
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Correspondence to Yanli Wang.

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Tan, D., Wu, X., Wang, M. et al. Synthesis, characterization and curing behavior of propyl-tri(phenylethynyl)silane. Iran Polym J 25, 687–695 (2016). https://doi.org/10.1007/s13726-016-0457-1

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  • DOI: https://doi.org/10.1007/s13726-016-0457-1

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