| Abstract: | Di‐2,2,2‐trichloroethyl cis‐epoxysuccinate, di‐2‐cyanoethyl cis‐epoxysuccinate, and di‐2‐methoxyethyl cis‐epoxysuccinate were synthesized, and the substituent effect of the epoxysuccinates on the polycondensation with diamine was studied. The order of reactivities of the epoxysuccinates with m‐xylylenediamine was as follows: di‐trichloroethyl ester ? di‐cyanoethyl ester > di‐methoxyethyl ester, such was also confirmed by the model reaction of the epoxysuccinate with benzylamine. 1H NMR and IR spectroscopic study and ab initio calculation also well explained the reactivity order. © 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 38: 504–508, 2000 |
