Abstract
The catalytic activities of eight different types of triphase catalyst (immobilized phase transfer catalyst) were examined in the displacement reaction of several anions with benzyl bromide and n-octyl methanesulfonate at 70 and 90°C, respectively. The catalysts were prepared by the reaction of 1% cross-linked chloromethylated polystyrene with such tertiary amines as R3N (R=ethyl, n-propyl, n-butyl) and R (CH3)2N (R=ethyl, n-butyl, n-dodecyl, n-hexadecyl) and trin-butylphosphine. The catalytic activity for the reaction of n-octyl methanesulfonate increased with increasing size of the immobilized quaternary cation. The catalysts with bulky cations having different central atoms ([resin]-CH2N+(C4H9)3, [resin]-CH2P+(C4H9)3) showed almost the same catalytic activity in every reaction tested. Variation of the structure of the immobilized cation was concluded to modify the catalytic activity not only by changing the anion-cation interaction energy but also by changing the reaction environment around the active site.
