ChemInform Abstract: REACTIVITY OF GEOMETRIC ISOMERS OF 2‐METHYL‐2‐ISOPROPENYL‐1‐ETHOXYCARBONYLCYCLOPROPANES

Guliev, A. M.; Safaralieva, G. M.; Lishanskii, I.S.; Shakhtakhtinskii, T. N.

doi:10.1002/chin.197843153

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“…It is interesting to mention that the radical copolymerization of three binary mixtures in a benzene solution with AIBN at 60 8 C did not revealed a significantly reactivity difference between them 96,97) . This result was explained with the assumption that the rate of ring-opening of CH 3 -substituted 1-ethoxycarbonyl-2-vinylcyclopropanes was governed by the stability of the terminal group of the growing polymer chain.…”

Section: A 11-dihalo-2-vinylcyclopropanesmentioning

confidence: 96%

Synthesis and polymerization of vinylcyclopropanes

Moszner

Zeuner

Völkel

et al. 1999

Macromol. Chem. Phys.

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SUMMARY: Vinylcyclopropanes are important synthetic intermediates in organic chemistry and are mostly synthesized by the simultaneous introduction of the cyclopropane and the vinyl unit, e. g., by the reaction of trans-1,4-dihalobutenes with b -dicarbonyl compounds or the addition of carbenes to dienes. The polymerization of vinylcyclopropane itself results in vinyl polymers with predominantly 1,2-structural units. The radical polymerization of substituted vinylcyclopropanes results in polymers with mainly 1,5-ring-opened units, whereby radical stabilizing substituents or electron-withdrawing groups increase the radical polymerizability and the ring-opening ability. The vinylcyclopropanes undergo a radical copolymerization with other vinyl monomers, such as methacrylates, and, in comparison to the polymerization of these linear vinyl monomers, the vinylcyclopropanes show a significantly lower volume shrinkage during ring-opening polymerization. Hybrid vinylcyclopropanes are polymerized step-by-step under formation of reactive polymers or polymer networks. Multifunctional cross-linking vinylcyclopropanes can be used as new low-shrinking matrix monomers for photopolymerizable materials. In addition, the sol-gel process of trialkoxysilyl-functionalized vinylcyclopropanes affords low shrinking organic-inorganic nanocomposites.

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Section: A 11-dihalo-2-vinylcyclopropanesmentioning

confidence: 96%