Novel synthesis of single- and double-cyclic polystyrenes by electrostaticself-assembly and covalent fixation with telechelics having cyclic ammonium salt groups
H. Oike et al., Novel synthesis of single- and double-cyclic polystyrenes by electrostaticself-assembly and covalent fixation with telechelics having cyclic ammonium salt groups, MACROMOLEC, 34(9), 2001, pp. 2776-2782
A novel telechelic polystyrene having moderately strained cyclic ammonium,
i.e., six-membered bicyclic quinuclidinium salt groups, has been synthesize
d, and mono-, di-, and tetracarboxylate counteranions were introduced by th
e ion-exchange reaction. A monocarboxylate, i.e., benzoate,counteranion was
found to cause a selective ring-opening reaction of the quinuclidinium sal
t end group by the heat treatment at 110 degreesC. A single-cyclic polystyr
ene 2 was then produced in a high yield from the polymer precursor carrying
a dicarboxylate, i.e., terephthalate, counteranion by the heat treatment i
n a diluted (0.1g/L) toluene solution. Furthermore, a double-cyclic (8-shap
ed) polystyrene 3 was produced relevantly from another precursor carrying a
tetracarboxylate, i.e., tetrakis((4-carboxylatopkienyl)oxymethyl)methane c
ounteranion.