초록 |
Since the discovery of diphenylketene in 1905 by Staudinger, ketenes have emerged as one of the most versatile functional groups in organic chemistry. However, the powerful chemistry of ketene, as opposed to a monomer, has seen limited applications in polymer systems. In this context, we have developed an efficient strategy for generating ketene functionality in a polymer matrix by thermolysis of Meldrum’s acid fragments. Meldrum’s acid containing polymers can be easily prepared via free radical polymerization and ring opening metathesis polymerization (ROMP). Thermal (TGA) or spectroscopic (IR) analyses of the thermolysis process of the resulting polymers revealed that the Meldrum’s acid fragments were cleanly converted into ketenes with concomitant partial self-dimerization. The dual function of ketene, conjugation with nucleophiles and self-dimerization, makes these polymers very useful in preparing reactive polymer surface and polymeric nanoparticles by chain collapsing. |