Abstract
Poly(2,6-dimethyl-l,4-phenylene ether) (PPE) was successfully prepared by the biphasic polymerization of 4-bromo-2,6-dimethylphenol (BDMP) with the use of silica gel as a promoter at 20 °C under air. Silica gel was hydrolyzed with alkaline to afford water-soluble siloxane oligomers, which acted as an effective phase transfer agent for the biphasic polymerization of BDMP. The pure PPE was easily separated from the siloxane oligomers by the ordinal reprecipitation process, and the oligomers were reassembled into silica gel by the condensation of silanol groups in an acidic medium. The morphologies of the reassembled silica gel are worm-like and spherical with wormholes in it.
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References
W. P.Weber and G. W. Gokel, “Phase Transfer Catalysis in Organic Synthesis“ Springer Verlag, 1977.
P. M. Morgan, “Condensation Polymers by Interfacial and Solution Methods“ Inerscience, New York, 1965.
V. V. Korshak and V. A. Vasnev, in “Comprehensive Polymer Science“ G. Allen, Jr. and C. Bevington, Ed., Pergamon Press, 1989, vol. 5, p 167.
K. Sakuda, Mater. Technol., 17, 323 (1999).
G. Engelhardt and D. Michael, in “High-Resolution Solid-State NMR of Zeolites and Related Systems“ John Wiley and Sons, Condon, 1987, chapter III, p75.
S. D. Kinrade, C. T. G. Knight, D. L. Pole, and R. T. Syvitski, Inorg. Chem. 37, 4272 (1998).
C. E. A. Kirschhock, R. Ravishnkar, F. Verspeurt, P. J. Grobet, P. A. Jacobs, and J. A. Martens, J. Phys. Chem. B., 103, 4965 (1999).
D. M. White, in “Comprehensive Polymer Science“ G. Allen, Jr. and C. Bevington, Ed., Pergamon Press, 1989, vol. 5, p 473.
A. S. Hay, J. Polym. Sci, Part A: Polym. Chem., 36, 505 (1998).
O. Olabisi, L. M. Robeson, and M. T. Shaw, “Polymer-polymer miscibility“ Academic Press, New York, 1979.
Y. Zhong, C. F. Adams, and P. K. Lim, Ind. Eng. Chem. Res., 34, 1529 (1995).
Y. M. Chung, W. S. Ahn, and P. K. Lim, Appl. Catal, A., 192, 165 (2000).
P. Gamez, J. A. P. P. van Dijk, W. L. Driessen, G. Challa, and J. Reedijk, Adv. Synth. Catal., 344, 890 (2002).
K. Saito, T. Tago, T. Masuyama, and H. Nishide, Angew. Chem., Int. Ed., 43, 730 (2004).
G. D. Staffin and C. C. Price, J. Am. Chem. Soc., 82, 3632 (1960).
C. C. Price and N. S. Chu, J. Polym. Sci., 61, 135 (1962).
V. Percec and T. D. Shaffer, J. Polym. Sci, Polym. Lett. Ed., 24, 439 (1986).
K. Mühlbach and V. Percec, J. Polym. Sci, Polym. Chem. Ed., 25, 2605 (1987).
V. Percec and J. H. Wang, J. Polym. Sci., Polym. Chem. Ed., 29, 63 (1991).
A. S. Araujo and M. Jaroniec, Thermochim. Acta, 363, 175 (2000).
Nakajima, M. Matsuoka, S. Mishima, and I. Matsuzaki, Nippon Kagaku kaishi., 11, 972 (1994).
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Shibasaki, Y., Takahashi, M., Tanaka, M. et al. Biphasic Polycondensation of 4-Bromo-2,6-dimethylphenol Using Silica Gel as a Promoter. Polym J 41, 63–68 (2009). https://doi.org/10.1295/polymj.PJ2008197
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DOI: https://doi.org/10.1295/polymj.PJ2008197
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