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Synthesis, characterization and thermal degradation kinetics of a new pyrazole derived methacrylate polymer, poly(1,3-diphenyl-1H-pyrazol-5-yl methacrylate)

Adnan Kurt, Murat Koca


A new pyrazole derived methacrylate monomer, 1,3-diphenyl-1H-pyrazol-5-yl methacrylate, was synthesized from the reaction of 1,3-diphenyl-5-pyrazolone with methacryloyl chloride in the presence of triethylamine. After that, its homopolymerization was carried out by free radical polymerization method at 60 °C initiated with benzoyl peroxide. Spectral characterizations were achieved by 1H-NMR and FTIR spectroscopies. The kinetics of thermal degradation of the new polymer, poly(1,3-diphenyl-1H-pyrazol-5-yl methacrylate), poly(DFPMA), were investigated by thermogravimetric analysis (TGA) at different heating rates. The initial decomposition temperature of the polymer changed from 216.3 °C to 243.5 °C depending on the increasing heating rate. The thermal decomposition activation energies in a conversion range of 7–19% were 79.45 kJ/mol and 81.56 kJ/mol by the Flynn–Wall–Ozawa and Kissinger methods, respectively. Thermodegradation mechanism of the poly(DFPMA) were investigated in detail by using different kinetic methods available in the literature such as Coats-Redfern, Tang, Madhusudanan and Van Krevelen. Among all these methods, the best result was obtained for Coats-Redfern method (E =90.93 kJ/mol) at the optimum heating rate of 15 °C/min for D1 mechanism. That means the thermodegradation mechanism of poly(DFPMA) proceeds over a one-dimensional diffusion type deceleration mechanism.


Pyrazole derived polymer; synthesis and characterization; thermal degradation kinetics; activation energy; reaction mechanism

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