Abstract
The phase-transfer catalyzed polycondensation of α,α′-dichloro-p-xylene with 2,2-bis(4-hydroxyphenyl)propane was carried out in the presence of benzyltriethylammonium chloride in a two-phase system of an aqueous alkaline solution and its solution-immiscible organic solvents such as benzene, tetrahydrofuran (THF), and N-methyl-2-pyrrolidone. Addition of dimethyl sulfoxide (DMSO) to the system not only enhanced the reaction but also suppressed side reactions to give a completely soluble, high molecular weight polyether. Optimal solvent systems at 60°C were THF–DMSO (3: 1)/ or nitrobenzene–DMSO (3: 1)/50 wt% aqueous sodium hydroxide, which gave the polymer having an inherent viscosity of 0.54 dlg−1. The reaction temperature also affected the inherent viscosity of the resulting polymer causing it to become 0.62 dlg−1 at 100°C in a toluene–DMSO (3:1)/50wt% aqueous sodium hydroxide system.
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K. Soga, S. Hosoda, and S. Ikeda, J. Polym. Sci., Polym. Lett. Ed., 15, 611 (1977).
K. Soga, S. Hosoda, and S. Ikeda, J. Polym. Sci., Polym. Chem. Ed., 17, 517 (1979).
Y. Imai, J. Macromol. Sci., Chem., A15, 833 (1981).
G. G. Cameron and K. S. Law, Polymer, 22, 272 (1981).
G. G. Cameron, G. M. Buchan, and K. S. Law, Polymer, 22, 558 (1981).
T. D. Guyen and S. Boileau, Polym. Prepr., Am. Chem. Soc., Div. Polym. Chem., 23(1), 154 (1982).
T. D. Guyen and S. Boileau, Polym. Bull., 1, 817 (1979).
G. G. Cameron and K. S. Law, Makromol. Chem., Rapid. Commun., 3, 99 (1982).
J. I. Jin and J. H. Chang, Polym. Prepr., Am. Chem. Soc., Div. Polym. Chem., 23(1), 156 (1982).
Y. Imai, N. Yamazaki, and M. Sakamoto, Polym. Prepr., Jpn., 31, 259 (1982).
N. Yamazaki and Y. Imai, unpublished results.
A. Jonczyk, M. Ludwikow, and M. Makosza, Roczniki Chem., 47, 89 (1973).
D. J. Cram, B. Rickborn, and G. R. Knox, J. Am. Chem. Soc., 82, 6412 (1960).
R. G. Smith, A. Vanterpool, and H. J. Kulak, Can. J. Chem., 47, 2015 (1969).
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Yamazaki, N., Imai, Y. Phase-Transfer Catalyzed Polycondensation of α,α′-Dichloro-p-xylene with 2,2-Bis(4-hydroxyphenyl)propane. Polym J 15, 603–608 (1983). https://doi.org/10.1295/polymj.15.603
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DOI: https://doi.org/10.1295/polymj.15.603
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