Oxidative synthesis of a novel polyphenol having pendant Schiff base group: Synthesis, characterization, non-isothermal decomposition kinetics

Thermochimica Acta

Volumn 518, Issue 1-2, 2011, Pages 72-81

  Dilek, Deniz ^a   Doan, Fatih ^a   Bilici, Ali ^b   Kaya, Ismet ^a  

^a ÇANAKKALE ONSEKIZ MART UNIVERSITY   (Turkey)

^b Control Laboratory of Agricultural and Forestry Ministry ^*  (Turkey)

Author keywords

Non isothermal decomposition kinetics; Oxidative polymerization; Thermal analysis

Indexed keywords

FACILE SYNTHESIS; FLYNN-WALL-OZAWA; KINETIC METHOD; KISSINGER; KISSINGER METHODS; MAIN CHAINS; NITROGEN ATMOSPHERES; NON-ISOTHERMAL DECOMPOSITION; OXIDATIVE POLYMERIZATION; PENDANT GROUPS; POLYPHENOLS; SCHIFF-BASE; SOLID-STATE CONDUCTIVITY MEASUREMENT; SPECTRAL ANALYSIS; TG/DTG-DTA; THERMAL ANALYSIS; THERMAL CHARACTERIZATION; THERMAL DECOMPOSITIONS; THERMAL PROPERTIES; THREE STAGES;

BENZENE; FUNCTIONAL GROUPS; POLYMER BLENDS; POLYMERIZATION; POLYMERS; PYROLYSIS; REACTION KINETICS; SPECTRUM ANALYSIS; THERMODYNAMIC PROPERTIES; THERMOGRAVIMETRIC ANALYSIS;

CYCLIC VOLTAMMETRY;

EID: 79953865787     PISSN: 00406031     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tca.2011.02.009     Document Type: Article

References (46)

1. Y.J. Kim, H. Uyama, and S. Kobayashi Peroxidase-catalyzed oxidative polymerization of phenol with a nonionic polymer surfactant template in water Macromol. Biosci. 4 2004 497 502 (Pubitemid 39249356)
2. H. Mart Oxidative polycondensation reaction Des. Monomers Polym. 9 2006 551 588 (Pubitemid 46102642)
3. I. Kaya, D. Emdi, and M. Sacak Synthesis, characterization and antimicrobial properties of oligomer and monomer/oligomer-metal complexes of 2-[(pyridine-3-yl-methylene)amino]phenol J. Inorg. Organomet. Polym. 19 3 2009 286 297
4. S.I. Tawaki, Y. Uchida, Y. Maeda, and I. Ikeda HRP-catalyzed polymerization of sugar-based phenols in aqueous organic solvents Carbohydr. Polym. 59 2005 71 74
5. I. Yamaguchi, and T. Yamamoto Enzymatic polymerization of a ferrocenophane to give poly(oxyphenylene) with ferrocenophane pendant groups Inorg. Chim. Acta 348 2003 249 253
6. I. Kaya, A. etiner, and M. Saak Synthesis, characterization and thermal degradation oligomer and monomer/oligomer metal complex compounds of 2-methylquinolin-8-ol J. Macromol. Sci. Pure 44 2007 463 468 (Pubitemid 46395578)
7. I. Kaya, A. Era, and S. ulhaolu Synthesis and characterization of oligo-2-[(2-hydroxymethylphenylimino) methyl] phenol and oligo-2-[(2- hydroxymethylphenyl imino) methyl]-4-bromo-phenol Turk. J. Chem. 31 2007 55 63
8. I. Kaya, and M. Yildirim Synthesis, characterization, thermal stability, conductivity and band gap of a new aromatic polyether containing an azomethine as a side J. Appl. Polym. Sci. 106 2007 2282 2289 (Pubitemid 47549287)
9. I. Kaya, and A. Bilici Syntheses, structures, electric conduction, electrochemical properties and antimicrobial activity of azomethine monomer and oligomer based on 4-hydroxybenzaldehyde and 2-aminopyridine Polimery 52 2007 827 835 (Pubitemid 350273377)
10. I. Kaya, A. Bilici, and M. Saak Synthesis, characterization and antimicrobial properties of oligo-4-[pyridine-3-yl-methylene) amino]phenol J. Appl. Polym. Sci. 102 2006 3327 3333
11. M. Karakaplan, C. Demetgul, and S. Serin Synthesis and thermal properties of a novel Schiff base oligomer with a double azomethine group and its Co(II) and Mn(II) complexes J. Macromol. Sci. Pure 45 2008 406 414 (Pubitemid 351456821)
12. I. Kaya, and M. Yildirim Synthesis and characterization of novel polyphenol species derived from bis(4-aminophenyl)ether: substituent effects on thermal behavior, electrical conductivity, solubility, and optical band gap J. Appl. Polym. Sci. 110 2008 539 549
13. E. Tsuchida, H. Nishide, and T. Nishiyama The Cu-catalyzed oxidative polyme-rization of phenols Makromol. Chem. 176 1975 1349 1358
14. T. Tema, and S. Habaue Highly selective oxidative cross-coupling polymerization with copper(I)-bisoxazoline catalysts J. Polym. Sci. Part A: Polym. Chem. 43 2005 6287 6294 (Pubitemid 41815740)
15. R. Cervini, X.C. Li, G.W.C. Spencer, A.B. Holmes, S.C. Moratti, and R.H. Friend Electrochemical and optical studies of PPV derivatives and poly(aromatic oxadiazoles) Synth. Met. 84 1997 359 360 (Pubitemid 127401423)
16. T. Oguchi, S. Tawaki, H. Uyama, and S. Kobayashi Soluble polyphenol Macromol. Rapid Commun. 20 1999 401 403 (Pubitemid 129715653)
17. Y. Peng, H. Liu, X. Zhang, Y. Li, and S. Liu CNT templated regioselective enzymatic polymerization of phenol in water and modification of surface of MWNT thereby J. Polym. Sci. Part A: Polym. Chem. 47 2009 1627 1635
18. 2 type schiff base monomer and its metal complexes: synthesis and thermal, optical and electrochemical properties J. Inorg. Organomet. Polym. 20 2010 124 133
19. F. Bruno, R. Nagarajan, P. Stenhouse, K. Yang, J. Kumar, S.K. Tripathy, and L.A. Samuelson Polymerization of water-soluble conductive polyphenol using horseradish peroxidase J. Macromol. Sci. Pure A38 2001 1417 1426 (Pubitemid 34055615)
20. X.G. Li, J. Li, and M.R. Huang Facile optimal synthesis of inherently electroconductive polythiophene nanoparticles Chem. Eur. J. 15 2009 6446 6455
21. K. Colladet, M. Nicolas, L. Goris, L. Lutsen, and D. Vanderzande Low-band gap polymers for photovoltaic applications Thin Solid Films 451 2004 7 11
22. R.S. Premachandran, S. Banerjee, X.-K. Wu, V.T. John, G.L. Mcpherson, J. Akkara, M. Ayyagari, and D. Kaplan Macromolecules 29 1996 6452 6460
23. I. Kaya, F. Dogan, and A. Bilici Schiff base-substituted polyphenol: synthesis, characterisation and non-isothermal degradation kinetics Polym. Int. 58 2009 570 578
24. I. Kaya, and M. Yildirim Synthesis, characterization, thermal stability and electrochemical properties of poly-4-[(2-methylphenyl)iminomethyl]phenol Eur. Polym. J. 43 2007 127 138 (Pubitemid 44894435)
25. S. Dubey, D. Singh, and R.A. Misra Enzymatic synthesis and various properties of poly(catechol) Enzyme Microbiol. Technol. 23 1998 432 437 (Pubitemid 29070745)
26. F.R. Diaz, J. Moreno, L.H. Tagle, G.A. East, and D. Radic Synthesis, characterization and electrical properties of polyimines derived from selenophene Synth. Met. 100 1999 187 1931
27. V. Sinigersky, G. Kossmehl, L. Mladenovad, and I. Schopov Doped non-conjugated polymers with enhanced electrical conductivity Macromol. Chem. Phys. 197 1996 1713 1720 (Pubitemid 126464473)
28. J. Flynn, and L. Wall A quick, direct method for the determination of activation energy from thermogravimetric data J. Polym. Sci. Part B: Polym. Lett. 4 1966 323 328
29. T. Ozawa A new method of analysing thermogravimetric data Bull. Chem. Soc. Jpn. 38 1965 1881 1886
30. W. Tang, Y. Liu, X. Yang, and C. Wang Kinetic Studies of the calcination of ammonium metavanadate by thermal methods Ind. Eng. Chem. Res. 43 9 2004 2054 2059
31. H.F. Kissinger Reaction kinetics in different thermal analysis Anal. Chem. 29 1957 1702 1706
32. T. Akahira, T. Sunose, Research Report of Chiba Institute Technology, no. 16 (1971) 22.
33. H.L. Friedman Kinetics of thermal degradation of char-forming plastics from thermogravimetry. Application to a phenolic plastic J. Polym. Sci. C 6 1965 183 195
34. J.M. Criado, P.E. Sanchez-Jimenez, and L.A. Perez-Maqueda Critical study of the isoconversional methods of kinetic analysis J. Therm. Anal. Calorim. 92 2008 199 203
35. S. Vyazovkin Modification of the integral isoconversional method to account for variation in the activation energy J. Comput. Chem. 22 2001 178 183 (Pubitemid 33646622)
36. T. Wanjun, L. Yuwen, Z. Hen, W. Zhiyong, and W. Cunxin New temperature integral approximate formula for non-isothermal kinetic analysis J. Therm. Anal. Calorim. 74 1 2003 309 315
37. J. Criado, J. Malek, and A. Ortega Applicability of the master plots in kinetic analysis of non-isothermal data Thermochim. Acta 147 1989 377 385
38. F.J. Gotor, J.M. Criado, J. Malek, and N. Koga Kinetic analysis of solid-state reactions: the universality of master plots for analyzing isothermal and nonisothermal experiments J. Phys. Chem. A 104 2000 10777 10782 (Pubitemid 32023512)
39. L.A. Perez-Maqueda, J.M. Criado, F.J. Gotor, and J. Malek Advantages of combined kinetic analysis of experimental data obtained under any heating profile J. Phys. Chem. A 106 2002 2862 2868 (Pubitemid 35264148)
40. F. Doan, H. Akat, M. Balcan,. Kaya, and M. Yürekli Synthesis, characterization and thermal degradation kinetics of Poly (decametyhlene 2-oxoglutarate) J. Appl. Polym. Sci. 108 2008 2328 2336 (Pubitemid 351613289)
41. 3 composites J. Macromol. Sci. Pure 46 2009 949 958
42. 3 filler component on thermal decomposition process of PP/LDPE/DAP ternary blend Polym. Adv. Technol. 21 2010 512 519
43. J.H. Sharp, and Sa. Wentwort Kinetic analysis of thermogravimetric data Anal. Chem. 41 1969 2060
44. W. Komatsu Reactivity of solids Proceedings of the 5th International Symposium 1965 Elsevier Amsterdam 182
45. P.E. Sanchez-Jimenez, L.A. Perez-Maqueda, A. Perejon, and J.M. Criado Combined kinetic analysis of thermal degradation of polymeric materials under any thermal pathway Polym. Degrad. Stabil. 94 2009 2079 2085
46. P.E. Sanchez-Jimenez, L.A. Perez-Maqueda, A. Perejon, and J.M. Criado Generalized kinetic master plots for the thermal degradation of polymers following a random scission mechanism J. Phys. Chem. A 114 2010 7868 7876