Abstract
The amount of ethylene oxide oligomerization for functionalization of poly(styryl)lithium in benzene at 25 °C has been determined using MALDI−TOF MS and 1H and 13C NMR. Chemically insignificant amounts of oligomer were found using 4 equiv of ethylene oxide ([EO]/[PLi]) after 12 h. For reactions times ranging from 12 h to 4 weeks using 10 equiv of ethylene oxide, the corresponding amounts of dimeric oligomerization varied from 4% to 34%. Trimeric oligomerization of ethylene oxide was detected after 1 week (1%) and 4 weeks (4%) by MALDI−TOF MS. The quantitative results from MALDI−TOF MS were in good agreement with results from both 1H and 13C NMR analyses. The quantitative aspects of MALDI−TOF MS compared to 1H and 13C NMR for the determination of the amount of EO oligomerization have been established through the synthesis and characterization of the model dimeric oligomer product, ω-(2-(2-hydroxyethoxy)ethyl)polystyrene.
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