Synthesis, Characterization and Thermal Degradation Kinetics of a New Pyrazole Derived Methacrylate Polymer, Poly(1,3-Diphenyl-1H-Pyrazol-5-Yl Methacrylate)

Abstract

Since the behavior and properties of macromolecular pyrazole derived polymers differ from their small molecules, such polymers are in the class of well-defined functional polymers due to the fact that the pyrazole ring contains two π-bonds as well as two hetero atoms in its structure, and this feature makes them important in the fields of scientific and technological applications. In present study, therefore, we synthesized a new pyrazole derived methacrylate monomer, 1,3-diphenyl-1H-pyrazol-5-yl methacrylate, 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(DPPMA), 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(DPPMA) 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 is a one-dimensional diffusion type deceleration mechanism.

Poly(N-cyclohexylacrylamide-co-divinylbenzene-co-N-vinylimidazole) for the Removal of Tartrazine from Commercial Beverages

“…The maximum decomposition temperature was found as 445 °C. These findings are in accordance with the previous studies. , …”

“…These findings are in accordance with the previous studies. 33,34 The zero point charge (pH pzc ) of the particles was determined by the batch equilibration method, as reported in a previous article, by plotting a graph using initial solution pH (pH i ) vs final solution pH (pH f ). 35 As a result, the pH pzc of the adsorbent was evaluated as 3.4 (Figure 2b).…”

Blending of Poly(methyl methacrylate) with Poly(1,3-diphenyl-1H-pyrazol-5-yl methacrylate): Investigation of its Optical Properties

“…The initial decomposition temperature of the blend polymer is measured as 275.4 °C. In our previous study, this value was determined as 238.8 °C for the poly(1,3diphenyl-1H-pyrazol-5-yl methacrylate) homopolymer [17]. As a result of the blending of this homopolymer with poly(MMA), an increase in thermal stability occurred.…”

“…Then, poly(MMA) was synthesized by free radical polymerization using 1.00 g of MMA, 3 ml of THF, and 0.01 g benzoyl peroxide (1 %wt of MMA) at 60 ºC for 24 h. After that, polymer was precipitated in ethyl alcohol, filtrated, and dried. Synthesis and characterization of pyrazol derived polymer poly(1,3-diphenyl-1H-pyrazol-5-yl methacrylate), poly(DPMA), was reported in our previous study [17]. Blend of poly(MMA) with poly(DPMA) was prepared by solution method in THF.…”

Thermal Degradation Kinetics of a Novel Pyrazole Based Copolymer [poly(1,3-diphenyl-1H-pyrazol-5-yl methacrylate-co-styrene)]

“…Benzoil peroksit etanol içinde kristallendirildi. 1,3difenil-1H-pirazol-5-il metakrilat (DPMA) monomerinin sentez ve karakterizasyonu önceki çalışmamızda rapor edilmiştir (Kurt and Koca 2022). DPMA monomerinin stiren ile olan kopolimeri serbest radikalik polimerizasyon yöntemi kullanılarak ilk defa sentezlendi.…”