• Title/Summary/Keyword: oxidative polycondensation

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Synthesis, Characterization, and Thermal Degradation of Oligo-2-[(pyridin-4-yl-)methyleneamino]pyridine-3-ol and Oligomer-Metal Complexes (올리고피리디닐메틸렌아미노피리딘올과 금속 착화물의 합성, 분석 및 열분해 특성 연구)

  • Kaya, Ismet;Gul, Murat
    • Polymer(Korea)
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    • v.32 no.4
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    • pp.295-304
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    • 2008
  • This study examined the oxidative polycondensation reaction of 2-[(pyridin-4-yl-) methyleneamino] pyridine-3-ol (2-PMAP) using air $O_2$ and NaOCl oxidants at various temperatures and times in aqueous alkaline and acidic media. Under these reactions, the optimum reaction conditions using air $O_2$ and NaOCl oxidants were determined for 2-PMAP. The number-average molecular weight ($M_n$), weight average molecular weight ($M_w$), and polydispersity index (PDI) values of O-2-PMAP synthesized in aqueous alkaline media were found to be 960, 1230, and $1.281\;g\;mol^{-1}$ using NaOCl, and 1030, 1520, and $1.476\;g\;mol^{-1}$ using air $O_2$, respectively. At the optimum reaction conditions, the yield of O-2-PMAP in aqueous alkaline media was 92.50% and 85.70% for air $O_2$ and NaOCl oxidants, respectively. The yield of O-2-PMAP in aqueous acidic media was 88.5% and 88.0% for NaOCl and air $O_2$ oxidants, respectively. O-2-PMAP was characterized by $^1H-$, $^{13}C$-NMR, FT-IR, UV-vis, SEC, and elemental analysis. TGA-DTA analysis revealed O-2-PMAP and its oligomer metal complex compounds, such as $Co^{+2}$, $Ni^{+2}$, and $Cu^{+2}$, to be stable against thermal decomposition and their weight losses at $1000^{\circ}C$ were found to be 73.0, 58.0, 53.5%, and 50.0%, respectively. In addition, the antimicrobial activities of the monomer and oligomer were tested against E. Coli (ATCC 25922), E. Faecelis (ATCC 29212), P. Auroginasa (ATCC 27853), and S. Aureus (ATCC 25923).

The Mechanism to Oxidative Polymerization of N-Methyl-p-Aminophenol and Thermal Characteristics of the Polymer Formed (N-Methyl-p-Aminophenol의 酸化重合機構 및 生成重合體의 熱特性)

  • Choi Kyu Suck
    • Journal of the Korean Chemical Society
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    • v.16 no.5
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    • pp.314-319
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    • 1972
  • N-Methyl-p-aminophenol was polymerized by oxidative couplng in the aqueous iron chelate solution in the presence of oxygen, and black precipitate of oligo-(N-methyl-p-aminophenol) was formed quantitatively. In this oxidative polymerization reaction, methyl group attached to N in the monomer was partly eliminated, and it was clarified by the infrared spectra from the fact that the absorption of ${\delta}\;asym\;CH_3\;1460\;cm^{-1}$ and ${\delta}\;sym\;CH_3\;1380\;cm^{-1}$ in acetone insoluble fraction was much weaker than that in acetone soluble fraction. From Thermo-gravimetric analysis, oligo-(N-methyl-p-aminophenol) showed about 40% weight loss at $600^{\circ}C$ and it was less heat-resistant than oligo (p-aminophenol) that methyl group was not contained. In pyrolysis of oligo-(N-methyl-p-aminophenol) in He atmosphere, monomer N-methyl-p-aminophenol and water were formed, and in the pyrolytic gases, $H_2,\;CO,\;CO_2$ were detected by gas chromatography. From the above facts, to the structural change on oligo-(N-methyl-p-aminophenol) when it was heat-treated, it was considered that original linear structure was partly degraded, and the most of the oligomer was to go in with melt polycondensation to form polymer, and heat-resistant cyclic structure was formed at a time.

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A STUDY ON THE LYOTROPIC LIQUID CRYSTALLINE COPOLYAMIDE

  • Lee, Chul-Joo;Min, Byoung-Gill;Son, Tea-Won;Yoon, Han-Sik
    • Proceedings of the Korean Fiber Society Conference
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    • 1987.06b
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    • pp.12-12
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    • 1987
  • To improve the fibrillation phenomenon and processibili to of poly(p-phenyleneterephthalamide) (PPD-T) , a P/E copolyamide was prepared by introducing 4,4'-ethylene dianiline (EDA) into rigid chain backbone. The effects of semi-flexible segment on the liquid crystalline properties were investigated. The EDA, used as a comonomer, was prepared by catalylitic reduction of p,p'-dinitrophenyl , obtained by oxidative coupling of p,p'-dinitrotoluene. Various high molecular weight PIE copolyamides were prepared by low temperature solution polycondensation of terephthaloyl chloride (TPC) with various mixtures of p-phenylene diamine (PPD) and EOA. The PfE copolyamides were completely dissolved in 100% svlfuric acid, and the phase transition of P/E copolyamide-sulfuric acid systems was examined in teams of concentration and temperature. Over the chemical compositions, PIE=911, 812, and 713, solutions of anisotropic single phase were acquired. In particular, the two mixing ratios, 911 and 812, gave a good anisotropic spinning dope.

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Pyrolysis kinetics and microstructure of thermal conversion products on toluene soluble component from two kinds of modified pitch

  • Zhu, Yaming;Zhao, Xuefei;Gao, Lijuan;Cheng, Junxia
    • Carbon letters
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    • v.28
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    • pp.38-46
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    • 2018
  • Modified pitch A (MPA) and modified pitch B (MPB) were prepared by oxidative polymerization and thermal polycondensation reaction with refined pitch as the raw material, respectively. The toluene soluble components (TS-1 and TS-2) were obtained by solvent extraction from MPA and MPB, separately. The Flynn-Wall-Ozawa method and Kissinger-Akahira-Sunose method were used to calculate the pyrolysis activation energy of TS. The Satava-Sestak method was used to investigate the pyrolysis kinetic parameters of TS. Moreover, the optical microstructure of the thermal conversion products (TS-1-P and TS-2-P) by calcination shows that TS-1-P has more contents of mosaic structure and lower contents of fine fiber structure than TS-2-P. The research result obtained by a combination of X-ray diffraction and the curve-fitting method revealed that the ratios of ordered carbon crystallite (Ig) in TS-1-P and TS-2-P were 0.3793 and 0.4417, respectively. The distributions of carbon crystallite on TS-1-P and TS-2-P were calculated by Raman spectrum and curve-fitting analysis. They show that the thermal conversion product of TS-2 has a better graphite crystallite structure than TS-1.