Abstract
The structure and reactivity of dialkylmagnesium–2-alkoxyethanol system as an initiator for styrene polymerization were studied. Dialkylmagnesium coupled with an equimolar quantity of 2-alkoxyethanol was found to initiate styrene polymerization, although the use of dialkylmagnesium alone could not induce polymerization. Metalation reaction of fluorene and addition reaction to 1, 1-diphenylethylene were possible with dialkylmagnesium–2-alkoxyethanol system. Measurements of the electronic spectra of these carbanion solutions indicated that coordination-agentseparated ion pairs were produced in the system. The colorless prism crystal, which was formed in di-n-butylmagnesium–2-methoxyethanol system, was found to possess a composition such as n-C4H9MgOCH2OCH3·OCH3·Mg(OCH2CH2OCH3)2. This complex exhibited high reactivity for styrene polymerization.
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T. Narita, A. Masaki, and T. Tsuruta, J. Macromol. Sci., Chem., A4, 277 (1970).
T. Narita and T. Tsuruta, J. Organometal. Chem., 30, 289 (1971).
K. H. Wong, G. Konizer, and J. Smid, J. Am. Chem. Soc., 92, 666 (1970).
U. Takaki, T. H. Hogen-Esch, and J. Smid, J. Am. Chem. Soc., 93, 6760 (1971).
C. F. H. Allen and S. Converse, “Organic Syntheses,” Vol. 1, John Wiley & Sons, Inc., New York, N.Y., 1941, p 226.
D. L. Cottle and W. C. Hollyday, Jr., J. Org. Chem., 12, 510 (1947).
U. S. Patent 3347912 (1967).
M. Tomoi and H. Kakiuchi, Kogyo Kagaku Zasshi (J. Chem. Soc. Japan, Ind. Chem. Sect.), 73, 2367 (1970).
T. H. Hogen-Esch and J. Smid, J. Am. Chem. Soc., 87, 669 (1965).
T. H. Hogen-Esch and J. Smid, J. Am. Chem. Soc., 88, 307 (1966).
L. L. Chan and J. Smid, J. Am. Chem. Soc., 89, 4547 (1967).
L. L. Chan and J. Smid, J. Am. Chem. Soc., 90, 4654 (1968).
R. Waack and M. A. Doran, J. Organometal. Chem., 29, 329 (1971).
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Narita, T., Yasumura, T. & Tsuruta, T. Structure and Reactivity of the Magnesium Alkyl–2-Alkoxyethanol System as an Initiator for Styrene Polymerization. Polym J 4, 421–425 (1973). https://doi.org/10.1295/polymj.4.421
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DOI: https://doi.org/10.1295/polymj.4.421