Dechlorination of poly(vinyl chloride) by 1-butyl-3-methylimidazoliumhydroxide

Highly efficient dechlorination of PVC has been realized at 180 degrees C and at atmospheric pressure, using 1-butyl-3-methylimidazoliumhydroxide ([Bmim]OH) as an environment-friendly reaction medium: in the absence of an external base or solvent the dechlorination efficiency is as high as 91.2%, while it is only 38.1% for PVC without ionic liquids. The dechlorination process follows first-order kinetics with apparent activation energy of 44 kJ mol(-1). Mechanistic analysis provides evidence for the equilibrium presence of carbene species, together with the hydroxide ions in [Bmim]OH, thus enhancing the dechlorination of PVC via a combined elimination and substitution mechanism. (C) 2011 Elsevier Ltd. All rights reserve