Synthesis, characterization, conductivity, band gap and thermal analysis of poly-2-[(4-mercaptophenyl) imino methyl] phenol and some of its polymer–metal complexes

Kaya, İsmet; Baycan, Fatma

doi:10.1016/j.synthmet.2007.07.007

Cited by 8 publications

(8 citation statements)

References 23 publications

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“…Additionally, it was observed from the thermo‐IR spectra that the peaks corresponding to –OH and C‐O vibrations which are characteristic for polyphenols were preserved up to 1000°C. It can be concluded by taking into account these results that because of the long conjugated band systems, the thermal resistance of the synthesized P(2‐MBAP) is very high compared to that of the monomer …”

Section: Resultsmentioning

confidence: 93%

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Poly‐2‐[(4‐methylbenzylidene)amino]phenol: Investigation of thermal degradation and antimicrobial properties

Baran

Demir

Kostekçi

et al. 2014

J of Applied Polymer Sci

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A new polyphenol (poly‐2‐[(4‐methylbenzylidene)amino]phenol) (P(2‐MBAP)) containing an azomethine group was synthesized by oxidative polycondensation reaction of 2‐[(4‐methylbenzylidene)amino]phenol (2‐MBAP) with NaOCl, H2O2, and O2 oxidants in an aqueous alkaline medium. The structures of 2‐MBAP and P(2‐MBAP) were characterized by UV‐vis, FT‐IR, and 1H NMR spectra. While the monomer decomposed completely up to 350°C and 57.2% of the polymer decomposed up to 1000°C. The thermal degradation of P(2‐MBAP) was also supported by the Thermo‐IR spectra recorded in the temperature range of 25–800°C. Electrical conductivity of the polymer was observed to increase 108 fold after doping with I2. Antimicrobial activities of the P(2‐MBAP) and 2‐MBAP against Sarcina lutea, Enterobacter aerogenes, Escherichia coli, Enterococcus feacalis, Klebsiella pneumoniae, Bacillus subtilis, Candida albicans, and Saccharomyces cerevisiae were also investigated. The number average molecular weight (Mn), weight average molecular weight (Mw) and polydispersity index (PDI) of the polymers were determined by gel permeation chromatography (GPC). © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 41758.

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Section: Resultsmentioning

confidence: 93%

“…In the first step, 4.5% (calculated: 4.1%) weight loss was observed between 30°C and 172°C. This weight loss could be attributed to the removal of 0.5 mol water of crystallization . The maximum endothermic peak at 136°C in the DTA curve corresponds to this degradation step.…”

Section: Resultsmentioning

confidence: 95%

Poly‐2‐[(4‐methylbenzylidene)amino]phenol: Investigation of thermal degradation and antimicrobial properties

Baran

Demir

Kostekçi

et al. 2014

J of Applied Polymer Sci

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“…It was observed from the TG-DTG curves of P(4-MMAP) that the weight losses occurred in three steps within the temperature range of 30e1000 C. In the first step with a minimum of DTG at 190 C, 7.9% (theoretically calculated: 7.9%) weight loss was observed in the temperature range of 30e200 C, which indicates the removal of crystallization water [30,31]. In addition, in the thermo-IR spectra of P(4-MMAP), there was a decrease in the intensity of the eOH peak around 3200 cm À1 with the increase in the temperature in the range of 30e200 C, which was further evidence for the water loss.…”

Section: Thermal Analysis and Thermal Degradation Process Of P(4-mmap)mentioning

confidence: 96%

Synthesis, characterization, conductivity and antimicrobial study of a novel thermally stable polyphenol containing azomethine group

Baran

Karakışla

Demir

et al. 2016

Journal of Molecular Structure

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“…The oxidative polycondensation reaction conditions of 2-MPIMP with 30% NaOCl solution in an aqueous acidic medium are given in , at 60 C for 10 h. It is seen that in Table I, the yield of polymer decreased in increasing of reaction temperature. But the yield of [28][29][30][31][32][33][34][35][36] in Aqueous HCl…”

Section: Synthesis Of P-2-mpimpmentioning

confidence: 99%

“…The initial degradation temperature of P-2-MPIMP was lower than poly-2-[(4-mercaptophenyl) imino methyl] phenol (257 C). 28 The reason for this is formation of CAC coupling bonding at high amount at the structure of polymeric product. The weight losses of 2-MPIMP and P-2-MPIMP were found to be 95.93% and 76.41%, respectively, at 1000…”

Section: Electrochemical Properties Of 2-mpimp and P-2-mpimpmentioning

confidence: 99%

Synthesis, characterization, conductivity, band gap, and kinetic of thermal degradation of poly‐4‐[(2‐mercaptophenyl) imino methyl] phenol

Kaya

Baycan

Doğan

2009

J of Applied Polymer Sci

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The oxidative polycondensation reaction conditions of 4-[(2-mercaptophenyl) imino methyl] phenol (2-MPIMP) were studied in an aqueous acidic medium between 40 and 90 C by using oxidants such as air, H 2 O 2 , and NaOCl. The structures of the synthesized monomer and polymer were confirmed by FTIR, 1 H NMR, 13 C NMR, and elemental analysis. The characterization was made by TGA-DTA, size exclusion chromatography (SEC) and solubility tests. At the optimum reaction conditions, the yield of poly-4-[(2-mercaptophenyl) imino methyl]phenol (P-2-MPIMP) was found to be 92% for NaOCl oxidant, 84% for H 2 O 2 oxidant 54% for air oxidant. According to the SEC analysis, the number-average molecular weight (M n ), weight-average molecular weight (M w ), and polydispersity index values of P-2-MPIMP were found to be 1700 g mol À1 , 1900 g mol À1, and 1.118, using H 2 O 2 ; 3100 g mol À1 , 3400 g mol À1, and 1.097, using air; and 6750 g mol À1, 6900 g mol À1 , and 1.022, using NaOCl, respectively. According to TG analysis, the weight losses of 2-MPIMP and P-2-MPIMP were found to be 95.93% and 76.41% at 1000 C, respectively. P-2-MPIMP showed higher stability against thermal decomposition. Also, electrical conductivity of the P-2-MPIMP was measured, showing that the polymer is a typical semiconductor. The highest occupied molecular orbital, the lowest unoccupied molecular orbital, and the electrochemical energy gaps (E 0 g ) of 2-MPIMP and P-2-MPIMP were found to be À6. 13, À6.09; À2.65, À2.67; and 3.48, 3.42 eV, respectively. Kinetic and thermodynamic parameters of these compounds investigated by MacCallum-Tanner and van Krevelen methods. The values of the apparent activation energies of thermal decomposition (E a ), the reaction order (n), pre-exponential factor (A), the entropy change (DS*), enthalpy change (DH*), and free energy change (DG*) were calculated from the TGA curves of compounds.

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Synthesis, characterization, conductivity, band gap and thermal analysis of poly-2-[(4-mercaptophenyl) imino methyl] phenol and some of its polymer–metal complexes

Cited by 8 publications

References 23 publications

Poly‐2‐[(4‐methylbenzylidene)amino]phenol: Investigation of thermal degradation and antimicrobial properties

Poly‐2‐[(4‐methylbenzylidene)amino]phenol: Investigation of thermal degradation and antimicrobial properties

Synthesis, characterization, conductivity and antimicrobial study of a novel thermally stable polyphenol containing azomethine group

Synthesis, characterization, conductivity, band gap, and kinetic of thermal degradation of poly‐4‐[(2‐mercaptophenyl) imino methyl] phenol

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