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Holder, Simon J.; Achilleos, Mariliz; Jones, Richard G. (2005)
Languages: English
Types: Article
Subjects: Q, QD
The synthesis of poly(n-hexylmethylsilane) in crude yields from 50 to 83% and poly(di-n-hexylsilane) in crude yields from 67 to 82%, was accomplished by performing Wurtz-type reductive-coupling polymerizations of the corresponding dicholorodiorganosilanes in THF at room temperature. After purification, both polymers were obtained in isolated yields of greater than 50%, which are the highest achieved for such polysilanes to date. The general applicability of the synthetic procedure was also demonstrated by syntheses of poly(methyl-n-octylsilane) and poly(methyl-n-propylsilane) in good yields. The results indicate that the reductive coupling of dichlorodiorganosilanes in THF at room temperature offers not only greatly improved polymer yields but also provides a general route to polydiorganosilanes that is a considerable improvement on Wurtz-type syntheses carried out in toluene at 110 degreesC.
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    • (11) For example, see: (a) Yuan, C. H.; West, R. Macromolecules 1994, 27, 629-630. (b) Karikari, E. K.; Greso, A. J.; Farmer B. L.; Miller, R. D.; Rabolt, J. F. Macromolecules 1993, 26, 3937-3945. (c) Sanji, T.; Sakamoto, K.; Sakurai, H.; Ono, K. Macromolecules 1999, 32, 3788-3794. (d) Bukalov, S. S.; Leites, L. A.; West, R. Macromolecules 2001, 34, 6003-6004. (e) Sato, T.; Nagayama, N.; Yokoyama, M. J. Mater. Chem. 2004, 14, 287-289. (f) Fujino, M.; Isaka, H. J. Chem. Soc., Chem. Commun. 1989, 466-467.
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    • (13) Worsfold, D. J. In Inorganic and Organometallic Polymers; ACS Symp. Ser. 360; Zeldin, M., Wynne, K. J., Allcock, H. R., Eds.; American Chemical Society, Washington, DC, 1988; pp101-111.
    • (14) R West, private communication.
    • (15) To date, we have been unable to find any reported data on the synthesis of poly(methyl-n-octylsilane) in the literature.
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