DESIGN OF MONOMERS FOR NONSHRINKING POLYMERIZATIONS, AND SYNTHESIS OFSOME N,S-ANALOGS OF SPIROORTHOCARBONATES

The design of spiroorthocarbonate monomers (SOCs) and related structur es is discussed with the aim of maximizing monomer polymerizability in the absence of undesirable by-products. The successful syntheses of N ,S-analogs of aryl- and alkaryl-SOCs are reported; these are monomers of structure [GRAPHICS] where P and Q are -O- and -OC(CH3)2-, mp 156-1 58-degrees-C; and P and Q are -OCH2- and -OCH2-, MP 148-150-degrees-C. As is indicated by infrared spectra, the polymerization of both monom ers is initiated by boron trifluoride etherate.