Journal of Polymer Science Part A: Polymer Chemistry, Vol.43, No.6, 1248-1254, 2005
Syntheses of cyclic polycarbonates by the direct phosgenation of bisphenol M
Bisphenol M was subjected to interfacial polycondensations in an NaOH/ CH2Cl2 system with triethylamine as a catalyst. Regardless of the catalyst concentration, similar molecular weights were obtained, and matrix-assisted laser desorption/ ionization time-of-flight mass spectra exclusively displayed mass peaks of cycles (detectable up to 15,000 Da). With triethyl benzyl ammonium chloride as a catalyst, linear chains became the main products, but the contents of the cycles and the molecular weights strongly increased with higher catalyst/bisphenol ratios. When the pseudo-high-dilution method was applied, both diphosgene and triphosgene yielded cyclic polycarbonates of low or moderate molecular weights. Size exclusion chromatography measurements, evaluated with the triple-detection method, yielded bimodal mass distribution curves with polydispersities of 5-12. Furthermore, a Mark-Houwink equation was elaborated, and it indicated that the hydrodynamic volume of poly(bisphenol M carbonate) was quite similar to that of poly(bisphenol A carbonate)s with similar concentrations of cyclic species. (C) 2005 Wiley Periodicals, Inc.