Terminal defined chain-growth polycondensation of 4-chloropyridine

This work examines the polycondensation of 4-chloropyridine derivatives using an N-(4-tert-butylbenzyl)-4-chloropyridinium (BPymCl) initiator and ion exchange reagents NaBPh4, NaBF4, and TBABF4. The 1H NMR spectra demonstrate that the product quantity is proportional to the total conversion of the monomer and the initiator. The MALDI-TOF MS spectrum shows that the product contains more than 9 monomer units. The polymerization was well-terminated via the addition of dimethylaminopyridine. These results indicate that the polycondensation proceeds in a chain-growth manner. This polycondensation could be a new example of a controlled polymerization with a well-defined end group.