The present work reports the synthesis of a macrocyclic arylene ether
sulfone, 4, in two steps. In the first step dichlorodiphenyl sulfone (
1) was substituted with two Bisphenol A (2) moieties by a nucleophilic
substitution reaction using three solvents and reagent systems: (a) p
otassium carbonate/dimethylacetamide, (b) sodium hydride/dimethylforma
mide, or (c) aqueous caustic/dimethyl sulfoxide. The product 3 was cyc
lized with dichlorodiphenyl sulfone to form 4 using the first and seco
nd procedures. For economy and convenience, the first system is the me
thod of choice for this synthesis. The products were characterized by
elemental analysis, solubility, IR, NMR, GPC, MS, TGA (in air and nitr
ogen atmospheres), and DSC.