Abstract
Six-membered spiro orthocarbonates with methyl substituents were prepared from cyclic dibutylstannyl glycolates and carbon disulfide, then polymerized using boron triftuoride etherate as the catalyst in 1,2-dichloroethane at 30°C. The methyl substituent caused a decrease in the polymer yield. The 2,8-dimethyl and 2,4,8,10-tetramethyl spiro monomers were polymerized by a 1,10-transfer reaction to bring about polyethercarbonates analogously to the unsubstituted spiro monomer. The spiro-monomer having 3,3,9,9-tetramethyl substituents underwent a 1,10-transfer polymerization at 30°C accompanied with the formation of polycarbonate segment which was partially depolymerized to the corresponding cyclic carbonate monomer at refiuxing temperature of 1,2-dichloroethane. Contrary to the above, no polymer was obtained from the 2,2,4,8,8,10-hexamethyl spiro monomer.
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Fujinami, T., Tsuji, H. & Sakai, S. Effect of Substituents on Cationic Polymerization of Six-Membered Spiro Orthocarbonates. Polym J 9, 553–560 (1977). https://doi.org/10.1295/polymj.9.553
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DOI: https://doi.org/10.1295/polymj.9.553