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Polymer Bulletin, Vol.43, No.1, 1-7, 1999
Polymerization of cyclic monomers 9. Synthesis and radical polymerization of spirocyclic 2-vinylcyclopropanes
6,6-Diethyl- (1a) and 6-methyl-6-propyl-5, 7-dioxa-4,8-dioxo-1-vinylspiro[2.5]octane (1b) were synthesized by the acetalization of 2-vinylcyclopropane-1,1-dicarrboxylic acid with 2- or 3-pentanone. The new monomers were characterized by IR, H-1 NMR and C-13 NMR spectroscopy. The radical polymerization of the monomers 1a and 1b, in addition of 6,6-methyl-5,7-dioxa-4,8-dioxo-1-vinylspiro[2.5]octane (1c) and (exo/endo) >7-ethoxycarbonyl-2-oxo-7-vinyl-biocyclo[4.1.0]-heptane (1d), was carried out in bulk with 2,2'-azoisobutyronitrile (AIBN) as the initiator. The polymer yield with Id was only low. The polymerization of the monomers 1a and 1c resulted in cross-linked polymers, whereas in case of the polymerization of monomer Ib soluble polymers in a high yield were obtained.