Abstract
The crosslinking reaction of polyfunctional spiro ortho esters (SOE) i.e., polymers (resins) that bear SOE structure, by carbon black was investigated. The copolymers of 2-methylene-1,4,6-trioxaspiro[4.6]undecane with vinyl monomers were crosslinked in solution upon heating (150°C) together with carbon black to give gels. Furthermore, carbon black was found to be able to cure the SOE resins, which are prepared from epoxy resins and ε-caprolactone, at 120—180°C in bulk. The curing ability of carbon black was enhanced with an increase in the content of carboxyl and phenolic hydroxyl groups on carbon black. By the neutralization of carboxyl group on carbon black, the curing ability of the carbon black decreased remarkably. Carbon black lost the curing ability upon the blocking of both carboxyl and phenolic hydroxyl group by the treatment with diazomethane. Based on these results, it was concluded that both carboxyl and phenolic hydroxyl groups on carbon black play an important role in the curing of polyfunctional SOE resins.
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