Fh. Roos et al., NMR CHARACTERIZATION OF SUBSTITUTED AROMATIC POLY(ETHER SULFONE)S, Journal of macromolecular science. Pure and applied chemistry, A33(3), 1996, pp. 275-290
The synthesis of a variety of substituted bisphenol A polysulfones, in
cluding nitro, amino, aminomethyl, ethyl, and methyl derivatives, is d
escribed. Nuclear magnetic resonance (NMR) (both proton and carbon, an
d several 2-D experiments) data confirm conclusions on the substitutio
n site based on arguments on inductive effects in the phenyl rings. Th
e proton ortho to the oxygen in the bisphenol A (BPA) residue is repla
ced in electrophilic substitution reactions. The degree of substitutio
n was also calculated from the NMR results. The ethyl and methyl deriv
atives were expected, from the starting reactants, to each have a BPA
ring substituted. The NMR data showed that, on the average, this is tr
ue. The nitro derivative also has substitution in every BPA ring, whil
e the amino and aminomethyl derivatives have only intermittent BPA rin
gs substituted. Measured degrees of substitution (DS) varied from 0.11
to 2.25.