Epoxidation dialkenes

Under favorable conditions, low molecular weight organics may polymerize on surface of adsorbent (dialkenes, 1-alkenes, alkynes, conjugated double-bond systems, and epoxides are especially susceptible to this behavior). 

Selective epoxidation of one of the double bonds in dialkenes is of practical interest (Table XVI). Although monoepoxides predominate at low H2O2 concentrations, the diepoxides are also formed at higher concentrations. The diallyl epoxides of bisphenol A are major intermediates in the adhesives industry, and their synthesis in solid-catalyzed reactions in an eco-friendly manner remains a challenge. 

The resulting chlorine end groups can easily be converted into other interesting end groups such as epoxide, ionomer, acid, silane, alkenes and hydroxy (Scheme 45). a,o)-Dialkene telechelics have been converted into diepoxides and used as precursors for dialdehydes (equation (44), Scheme 45). Alternatively, sulfonation of a,o)-dialkenic PIB with acetyl sulfate yielded the corresponding sulfonate ( ionomer ) quantitatively (equation (45), Scheme 45). " Hydrosilations of alkenic telechelics in the presence of suitable catalysts yield telechelics with reactive Si-Cl groups. ... 

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