Synthesis, thermal degradation and dielectric properties of poly[2-hydroxy,3-(1-naphthyloxy)propyl methacrylate]

Abstract

2-Hydroxy-3-(1-naphthyloxy)propyl methacrylate (NOPMA) monomer was synthesized from reaction of 2-[(2-naphthyloxy)methyl]oxirane with methacrylic acid in the presence of pyridine. The polymerization of NOPMA was carried out by free radical polymerization method in the presence of AIBN at 60°C. The structure of monomer and polymer was characterized by 1 H-NMR, 13 C-NMR and FT-IR spectroscopy techniques. The glass transition temperature and averagemolecular weights of poly(NOPMA) were measured using differential scanning calorimetry and gel permeation chromatography, respectively. The thermal degradation behavior of poly(NOPMA) has been investigated by FT-IR studies of the partially degraded polymer and thermogravimetry. The cold ring fractions (CRFs) were collected at two different temperatures, initially fraction-1 (CRF 1 ) is from room temperature to 320°C, and the other fraction-2 (CRF 2 ) is from 320 to 500°C. The volatile products of the degradation were trapped at -195°C (in liquid nitrogen). All the fractions were characterized by FT-IR, 1 H and 13 C-NMR spectroscopic techniques, and the cold ring fractions (CRFs) were also characterized by GC-MS. For the degradation of polymer, the major compound between products of CRFs is a-naphthol. The GC-MS, FT-IR and NMR data showed that depolymerization corresponding to monomer was not prominent below 320°C in the thermal degradation of poly(NOPMA). The mode of thermal degradation containing formation of the major products was identified. The dielectric permittivity (e 0 ), the loss factor (e 00 ) and conductivity (r ac ) were measured using a dielectric analyzer in the frequency range of 50 Hz to 20 kHz.

Electrical properties, characterization, and preparation of composite materials containing a polymethacrylate with α-naphthyl side group and nanographene fillers

“…Thermal decomposition temperatures of pure poly(NOEMA) was compared with that of poly(NOEMA)/ x wt% nanographene composites and poly(NOPMA) bearing hydroxyl side group prepared in our previous study. 19 The initial decomposition temperature of pure poly(NOPMA) was higher than those of pure poly(NOEMA) and poly(NOEMA)/ x wt% nanographene composites. In this context, the initial decomposition temperature of poly(NOPMA) was 187°C and its residual was 21%.…”

“…The T g of pure poly(NOEMA) prepared by free-radical polymerization method is 102°C, whereas the T g value of pure poly(2-hydroxy-3-(1-naphthyloxy)propyl methacrylate) (NOPMA)) bearing hydroxyl side group has been recorded as 110°C in the literature. 19 The T g of the polymer reflects the movement ability of the chain or side group. The T g slightly decreased because there is no hydrogen bond intermolecular of the poly(NOEMA), which is a similar polymer to poly(NOPMA).…”

A Study on Copolymer Systems of Styrene with Diethanolamine Side Group and Methyl Methacrylate

“…The activation energy of the copolymer including 0.19DEAMSt in the polymer chain decreased. The number of transported ions and the conductivity increased with decreasing activation energy [27] and the super-ionic structure was sustained in high-temperature region. This situation is in accordance with the results obtained in the previous literature [31,32].…”

“…In addition, the dielectric constant and conductivity showed a sudden increase in increasing temperature at any certain point. It was considered that this increase is due to the increase in the free volume due to the structures of the polymer molecules [27]. The activation energy values were calculated using the Arrhenius equation (9) which relates the conductivity to temperature exponentially [28].…”

Preparation and Characterization of Styrene Bearing Diethanolamine Side Group, Styrene Copolymer Systems, and Their Metal Complexes

“…When the temperature increases, number of the load carriers increases, which increases polarity of the polymer and, in this case, the conductivity reaches a maximum value [46]. Consequently, the load carriers gain a basic activity with sufficient activation energy [42] which also increases the mobility and free volume of the polymer.…”