Chemoselective Synthesis of Tyrosine-Based Polymers and Comparison of Their Thermal, Kinetic, and Dielectric Properties

Both synthetic chemistry and polymer science, benefiting from click chemistry, have paved the way for the easy synthesis and use of polymer compounds in various application areas. In this work, a chemoselective polymerization reaction (for the synthesis of polymer 1) in which click reaction occurred in a further step (for the synthesis of polymer 2) was carried out through the monomer obtained from the reaction of tyrosine with propargyl amine (PA) and methyl methacrylate. Polymer 2 was synthesized from azido end chalcone and the polymer carrying alkyne in its side chain by using the click chemistry. The average activation energy of polymers 1 and 2 were 116.95 and 81.54 kJ mol(-1), respectively. The thermal and dielectric properties of both polymers were compared. The results indicated that the alkyne ends in polymer 1 are completely converted into triazole rings after the click reaction, and polymer 2 gained more thermal stability and dielectric property compared to polymer 1. Dielectric constant (epsilon ') of polymer 2 (16.42) increased about 2.70 fold after the addition of the chalcone group to polymer 1 (6.09). These results indicate that polymer 2 with a high dielectric constant is a potential compound to use in electronic applications such as capacitors.

Automated summary

Click chemistry has facilitated the synthesis of polymer compounds. This study successfully synthesized polymer 2 through a chemoselective polymerization reaction, and compared its thermal and dielectric properties with polymer 1.