Abstract:

Preparation of dicyclopentadiene dioxide(DCPDDO) by the epoxidation of dicyclopentadiene(DCPD) with 50% industrial hydrogen peroxide as oxidant and the macroporous crosslinked polystyrene resin(PS) grafted N-benzyl-N,N-dimethyl-N-dodecyl quaternary ammonium phosphor tungsten heterpoly acid salts as tri-phase phase transfer catalyst was reported. The product was characterized by FTIR and ¹H NMR. Effects of the volume of solvent, the amount of catalyst, the molar ratio of reactants, reaction temperature and reaction time on the reaction were studied. The optimal reaction conditions obtained by means of orthogonal test were (based on 0.05 mol DCPD): dichloroethane 18 mL, catalyst 2.25 g, n(DCPD)∶n(H₂O₂)=1∶2.75, reaction temperature 60 ℃, reaction time 12 h. Under these conditions, the yield of DCPDDO can reach 89%. The catalyst can be easily recycled and no significant decrease in terms of catalytic activity could be observed after seven recycles.

Key words: tri-phase phase transfer catalysis, dicyclopentadiene dioxide, dicyclopentadiene, epoxidation, hydrogen peroxide