王稼书, 焦扬声, 李瑨. Studies on the Polycondensation of Friedel-CraftsReaction for Aralkyl Ethers and Aromatics (Ⅱ) Kinetics and Mechanism of Polycondensation[J]. CIESC Journal, 1984, (3).
王稼书, 焦扬声, 李瑨. Studies on the Polycondensation of Friedel-CraftsReaction for Aralkyl Ethers and Aromatics (Ⅱ) Kinetics and Mechanism of Polycondensation[J]. CIESC Journal, 1984, (3).DOI:
The kinetics of polycondensation of aralkyl ethers such as p-di(methoxy) xylene and 4
4/-di(methoxymethyl) diphenyl ether with ten kinds of aro-matics has been studied in the presence of catalysts for Friedel-Crafts reaction. The kinetic expression was found to be V=k [catalyst]0[aromatics]. A series of rate constants and activation energies was calculated. With the nuclear magnetic resonance method
the intermediate product
the carbon-ium ion
was determined
and the following polycondensation mechanism of electrophilic substitution by the carbonium ion was suggested: It was found that the order of reactivity for aromatics reacting with aralkyl ethers is as follows: phenol > p-cresol > 4-tert-butyl-phenol >o-cresol > salicylic acid > acenaphthene > acenaphthylene > 1
2
4
5-tetramethyl-benzene > phenyl ether > naphthalene. The electrophobic group present on the rings of aromatics is favorable to the reactivity of the aromatics.