Multi-functionalized materials have been widely used in materials science. The current methods of the preparation typically involves high temperature and transition metal catalyst, adding up the expense for industrial preparation and posing safety issues. A significant demand for simple synthetic protocols to prepare multi-functionalized materials need to meet. In this work, a novel polymerization method has been developed using thiol-yne nucleophilic addition reaction strategy. Two bi-functional thiol-based monomer with activated alkyne termini were prepared and used for polymerization study. Under mild conditions, monomers can be polymerized conveniently to yield linear structures with high molecular weight. The reaction conditions have been optimized regarding the catalyst, solvent, temperature, monomer concentration as well as reaction time. This new methodology is able to efficiently yield polymers with high molecular weight (within 3 hrs. at room temperature with minimum catalyst dosage). Moreover, the resulted polymer containing alkene backbone can be subjected to a second thiol specie to realize multi-functional capabilities. The post-modification polymers with dithioacetal units in their backbone can later on be degrade in the presence of reactive oxygen species (ROS, e.g. H<sub>2</sub>O<sub>2</sub>), which provide the opportunity to design materials with high sustainability.

Sequential nucleophilic click reaction for functional degradable polymers: Design, synthesis and application

255th National Meeting (2018)

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