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Electrochemical Synthesis of Poly pyrrole-co-[Cu salabza ] : its Electrocatalytic Activity Towards the Oxidation of Catechol

Year 2016, Volume: 44 Issue: 4, 425 - 434, 01.11.2016

Abstract

This paper presents the study of the electrochemical synthesis of poly pyrrole-co-[Cu salabza ] and its app- lication to the electrocatalytic oxidation of catechol. The synthesis has been achieved by cyclic voltammetry CV technique on the platinum electrode in non-aqueous acetonitrile solution. The characterization of the copolymer was done by using FT-IR, UV-vis, CV, Scanning Electron Microscopy SEM , TG-DTA techniques. The SEM micrographs clearly indicate that the copolymer film has different structure from [Cu salabza ] and polyp- yrrole films. Moreover, electrochemical studies show that the copolymer film has good stability and electro ac- tivity. As well, the electrocatalytic studies show that the copolymer coating exhibited catalytic activity towards the oxidation of catechol.

References

  • 1. M.G. Wankhede, P.M. Koinkar, M. A. More, P.P. Patil, S.A. Gangal, Poly( O-anisidine) coatings on low carbon steel, Mat. Sci. & Eng. A., 332 (2002) 161-166.
  • 2. S. Yalçınkaya, T. Tüken, B. Yazıcı, E. Erbil, Electrochemical synthesis and corrosion behaviour of poly (pyrrole-coo-anisidine-co-o-toluidine), Current Applied Physics., 10 (2010)783–789.
  • 3. S. Ivanov, P. Mokreva, V. Tsakova, L. Terlemezyan, Electrochemical and surface structural characterization of chemically and electrochemically synthesized polyaniline coating, Thin Solid Films, 441 (2003) 44–49.
  • 4. T. Jeevananda, S. Siddaramaiah Seetharamu, S. Saravanan L. D’Souza, Synthesis and characterization of poly(anilineco-acrylonitrile) using organic benzoyl peroxide by inverted emulsion method, Synth Synth. Met., 140 (2004) 247–260.
  • 5. D. D. Borole, U. R. Kapadi, P. P. Mahulikar, D. G. Hundivale, Electrochemical synthesis and characterization of conducting copolymer: poly(o-aniline-co-toluidine), Mat. Let., 60 (2006) 2447-2452.
  • 6. P, Herrasti, F. J. Recio, P. Ocon, E. Fatas, Effect of the polymer layers and bilayers on the corrosion behaviour of mild steel: comparison with polymers containing Zn microparticles, Prog. Org. Coat., 54 (2005). 285-291.
  • 7. D. D. Borole, U.R. Kapadi, P.P. Mahulikar, D. G. Hundiwale, Influence of TiO2 and SiO2 on electrochemical, optical and electrical conductivity of polyaniline, poly(otoluidine) and their co-polymer, Des. Mon. Polym., 12 (2009) 523–532.
  • 8. S. Yalçınkaya, T. Tüken, B. Yazıcı, M. Erbil, Electrochemical synthesis and characterization of poly(pyrrole-co-otoluidine), Prog. Org. Coat., 63 (2008) 424-433.
  • 9. S. Yalçınkaya, Electrochemical synthesis of poly(oanisidine)/chitosan composite on platinum and mild steel electrodes, Prog. Org. Coat., 76 (2013) 181-187.
  • 10. D. Sazou, Electrodeposition of ring-substituted polyanilines on Fe surfaces from aqueous oxalic acid solutions and corrosion protection of Fe, Synth. Met., 118 (2001) 133-147.
  • 11. S. Yalçınkaya, C. Demetgül, M. Timur, N. Çolak, Electrochemical synthesis and characterization of polypyrrole/chitosan composite on platinum electrode: its electrochemical and thermal behaviors, Carbohydr. Polym., 79 (2010) 908- 913.
  • 12. J. Wang, M. Chicharro, G. Rivas, P. Farias, DNA deduction of hydrazines, Anal. Chem., 68 (1996) 2251.
  • 13. F. Miomandre, P. Audebert, M. Maumy, L. Uhl, Electrochemical behaviour of iron(III) salen and poly(iron-salen). Application to the electrocatalytic reduction of hydrogen peroxide and oxygen, J. Electroanal. Chem., 516 (2001) 66.
  • 14. Y. Zhang, J. Li, F. Gao, F. Kang, X. Wang, F. Ye, J. Yang, Electropolymerization and electrochemical performance of salen type redox polymer on different carbon supports for supercapacitors, Electrochim. Acta., 76 (2012) 1-7.
  • 15. F. Goa, J. Y. Zhang, X. Wang, F. Kang, Redox poly[Ni(saldMp)] modified activated carbon electrode in electrochemical supercapasitors, Electrochim Acta., 55 (2010) 6101-6108.
  • 16. G. Bidan, B. Divisia-Blohorn, M. Lapkowski, J.M. Kern, J.P. Sauvage, Electroactive films of polypyrroles containing complexing cavities performed by entwining ligands on metallic center, J. Am. Chem. Soc., 114 (1992) 5986.
  • 17. S. Daunert, S. Wallace, A. Florido, S. Bachas, Anionselective electrodes based on electropolymerized porphyrin films, J. Am. Chem. Soc., 63 (1991) 1676.
  • 18. C. Friebe, M. D. Hager, A. Winter, U. S. Schubert, Metalcontaining Polymers via Electropolymerization, Adv. Mater. Rev., (2011) 1-14
  • 19. G. C. Junior, A. P. S. Silva, L. S. Guinesi, Synthesis, characterization and electropolymerization of a new polypyrrole iron(II) Schiff-base complex, Polyhedr., 23 (2004) 1953-1960.
  • 20. H.L. Chen, J. Yao, F. Wang, M.M.F. Choi, E. Bramanti, G. Zaray, Study on the toxic effects of diphenol compounds on soilmicrobial activity by a combination of methods, J. Hazard. Mater., 167 (2009) 846–851.
  • 21. N. Schweigert, J. Alexander, J. Zehnder, R. Eggen, Chemical properties of catechols and their molecular modes of toxic action in cells from microorganisms to mammals, Environm. Micro., 3 (2001) 81–91.
  • 22. A. Nudelman, Z. Bem-Ishai, M. Ruse, J. Shamroth, Skindepigmenting prodrugs of hydroquinone, Euro. Journl of Medic. Chem., 28 (1993) 159–164.
  • 23. D.M. Zhao, X.H. Zhang, L.J. Feng, S.F. Wang, Simultaneous determination of hydroquinone and catechol at PASA/MWNTs composite film modified glassy carbon electrode, Colloids Surf., B 74 (2009) 317–321.
  • 24. P. Nagaraja, R. Vasantha, K. Sunitha, J. Pharm, A new sensitive and selective spectrophotometric method for the determination of catechol derivatives and its pharmaceutical preparations, Biomed. Anal., 25 (2001) 417-424.
  • 25. M.F. Pistonesi, M.S. Di Nezio, M.E. Centuri_on, M.E. Palomeque, A.G. Lista, B.S.F. Band, Determination of phenol, resorcinol and hydroquinone in air samples by synchronous fluorescence using partial least-squares (PLS), Talanta, 69 (2006) 1265-1268.
  • 26. M.A. Ghanem, Electrocatalytic activity and simultaneous determination of catechol and hydroquinone at mesoporous platinum electrode, Electrochem. Commun., 9 (2007) 2501–2506.
  • 27. D. Deletioğlu, S. Yalçınkaya, C. Demetgül, M. Timur, S.Serin, Electropolymerization of CuII-(N,N-bis(3- methoxysalicylidene)-2-aminobenzylamine) on platinum electrode: Application to the electrocatalytic reduction of hydrogen peroxide, Mat. Chem. Phys., 128 (2011) 500- 506.
  • 28. T Tüken, B. Yazıcı, M. Erbil, Graphite Intercalated Polymer Coatings On Stainless Steel, Surf. Coat. Technol., 202 (2007) 425-432.
  • 29. M. A. Chougule, S. G. Pawar, P. R. Godse, R. N. Mulik, S. Sen, V. B. Patil, Synthesis and characterization of polypyrrole (PPy) thin films, Soft Nanosci. Lett., 1 (2011) 6-10.
  • 30. X. Li, M. Huang, L. Wang, M. Zhu, A. Menner, J. Springer, Synthesis and characterization of pyrrole and m-toluidine copolymers, Synth. Met., 123 (2001) 435- 441.
  • 31. C. Demetgül, D. Deletioğlu, F. Karaca, S. Yalçınkaya, M. Timur, S. Serin, Synthesis and characterization of a Schiff base derived from 2- aminobenzylamine and its Cu(II) complex: electropolymerization of the complex on a platinum electrode, J. Coord. Chem., 63 (2010) 2181-2191.
  • 32. A. B. B. Cruz, J. L. Wardel, V. D. Rangel, R. A. Simao, A. M. Rocco, preparation and characterization of a polypyrrole hybrid film with [Ni(dmit)2] 2−, bis(1,3- dithiole-2-thione-4,5-dithiolate)nickellate(II), Synth. Met., 157 (2007) 80-90.
  • 33. N. Karaböcek, S. Karaböcek, F. Kormalı, Mono-, di- and trinuclear copper(II) complexes of a Schiff base ligand, 2-{(E)-[(6-{[(1E)-(2-hydroxyphenyl)methylene]amino} pyridin-2-yl)imino]-methyl} phenol, Turk. J. Chem., 31 (2007) 271 – 277.
  • 34. P.H. Aubert, A. Neudeck, L. Dunsch, P. Audebert, P. Capdevielle, M. Maumy, Electrochemical synthesis and structural studies of copolymers based on the electrooxidation of pyrrole and some salen compounds, J. Electroanal. Chem., 470 (1999) 77-88.
  • 35. S. Yalçınkaya, T. Tüken, B. Yazıcı, M. Erbil, Electrochemical synthesis and corrosion performance of poly(pyrrole-co-o-anisidine), Prog. Org. Coat., 62 (2008) 236-244.
  • 36. S. Singh, D. V. S. Jain, M. L. Singla, Sol-gel based composite of gold nanoparticiles as matrix for tyrosinase for amperometric catechol biosensor, Sens. and Actu. b : Chemical., 182 (2013) 161-169.
  • 37. R. Ramya, M. V. Sangaranarayanan, Polypyrrole microfibers synthesized with Quillaja Saponin for sensing of catechol, Sens. Act. Chem., 173 (2012) 40-51.
  • 38. C. Chen, C. Sun, Y. Gao, Application of electrosynthesized poly(aniline-co-p-aminophenol) as a catecol sensor, Electrochim Acta., 54 (2009) 2575-2580.
  • 39. H.S. Han, J.M. You, H. Seol, H. Jeong, S. Jeon, Electrochemical sensor for hydroquinone and catechol based on electrochemically reduced GO-terthiopheneCNT, Sens. Act. Chem., 194 (2014) 460-469.

Poli Pirol-ko-[Cu salabza ] ’nın Elektrokimyasal Sentezi: Katekolün Oksidasyonunda Elektrokatalitik Aktivitesi

Year 2016, Volume: 44 Issue: 4, 425 - 434, 01.11.2016

Abstract

B u makale, poli pirol-ko-[Cu salabza ] kopolimerinin elektrokimyasal sentezini ve onun katekol elektro katalitik oksidasyonu üzerindeki uygulamasını içermektedir. Sentez işlemi platin elektrot yüzeyine susuz ortamda asetonitril çözeltisinde dönüşümlü voltametri tekniği ile gerçekleştirilmiştir. Kopolimerin karakterizasyonu FT-IR, UV-vis, CV, taramalı elektron mikroskopu SEM , TG-DTA teknikleri kullanılarak yapılmıştır. SEM görüntüleri kopolimer filminin, [Cu salabza ] ve polipirol filmlerinden farklı bir yapıya sahip olduğunu açıkça göstermektedir. Bunun yanı sıra elektrokimyasal çalışmalar kopolimer filminin kararlılığının ve elektro aktivitesinin iyi olduğunu göstermiştir. Elektro katalitik çalışmalar kopolimer kaplamanın katekol oksidasyonu için katalitik aktiviteye de sahip olduğunu göstermiştir

References

  • 1. M.G. Wankhede, P.M. Koinkar, M. A. More, P.P. Patil, S.A. Gangal, Poly( O-anisidine) coatings on low carbon steel, Mat. Sci. & Eng. A., 332 (2002) 161-166.
  • 2. S. Yalçınkaya, T. Tüken, B. Yazıcı, E. Erbil, Electrochemical synthesis and corrosion behaviour of poly (pyrrole-coo-anisidine-co-o-toluidine), Current Applied Physics., 10 (2010)783–789.
  • 3. S. Ivanov, P. Mokreva, V. Tsakova, L. Terlemezyan, Electrochemical and surface structural characterization of chemically and electrochemically synthesized polyaniline coating, Thin Solid Films, 441 (2003) 44–49.
  • 4. T. Jeevananda, S. Siddaramaiah Seetharamu, S. Saravanan L. D’Souza, Synthesis and characterization of poly(anilineco-acrylonitrile) using organic benzoyl peroxide by inverted emulsion method, Synth Synth. Met., 140 (2004) 247–260.
  • 5. D. D. Borole, U. R. Kapadi, P. P. Mahulikar, D. G. Hundivale, Electrochemical synthesis and characterization of conducting copolymer: poly(o-aniline-co-toluidine), Mat. Let., 60 (2006) 2447-2452.
  • 6. P, Herrasti, F. J. Recio, P. Ocon, E. Fatas, Effect of the polymer layers and bilayers on the corrosion behaviour of mild steel: comparison with polymers containing Zn microparticles, Prog. Org. Coat., 54 (2005). 285-291.
  • 7. D. D. Borole, U.R. Kapadi, P.P. Mahulikar, D. G. Hundiwale, Influence of TiO2 and SiO2 on electrochemical, optical and electrical conductivity of polyaniline, poly(otoluidine) and their co-polymer, Des. Mon. Polym., 12 (2009) 523–532.
  • 8. S. Yalçınkaya, T. Tüken, B. Yazıcı, M. Erbil, Electrochemical synthesis and characterization of poly(pyrrole-co-otoluidine), Prog. Org. Coat., 63 (2008) 424-433.
  • 9. S. Yalçınkaya, Electrochemical synthesis of poly(oanisidine)/chitosan composite on platinum and mild steel electrodes, Prog. Org. Coat., 76 (2013) 181-187.
  • 10. D. Sazou, Electrodeposition of ring-substituted polyanilines on Fe surfaces from aqueous oxalic acid solutions and corrosion protection of Fe, Synth. Met., 118 (2001) 133-147.
  • 11. S. Yalçınkaya, C. Demetgül, M. Timur, N. Çolak, Electrochemical synthesis and characterization of polypyrrole/chitosan composite on platinum electrode: its electrochemical and thermal behaviors, Carbohydr. Polym., 79 (2010) 908- 913.
  • 12. J. Wang, M. Chicharro, G. Rivas, P. Farias, DNA deduction of hydrazines, Anal. Chem., 68 (1996) 2251.
  • 13. F. Miomandre, P. Audebert, M. Maumy, L. Uhl, Electrochemical behaviour of iron(III) salen and poly(iron-salen). Application to the electrocatalytic reduction of hydrogen peroxide and oxygen, J. Electroanal. Chem., 516 (2001) 66.
  • 14. Y. Zhang, J. Li, F. Gao, F. Kang, X. Wang, F. Ye, J. Yang, Electropolymerization and electrochemical performance of salen type redox polymer on different carbon supports for supercapacitors, Electrochim. Acta., 76 (2012) 1-7.
  • 15. F. Goa, J. Y. Zhang, X. Wang, F. Kang, Redox poly[Ni(saldMp)] modified activated carbon electrode in electrochemical supercapasitors, Electrochim Acta., 55 (2010) 6101-6108.
  • 16. G. Bidan, B. Divisia-Blohorn, M. Lapkowski, J.M. Kern, J.P. Sauvage, Electroactive films of polypyrroles containing complexing cavities performed by entwining ligands on metallic center, J. Am. Chem. Soc., 114 (1992) 5986.
  • 17. S. Daunert, S. Wallace, A. Florido, S. Bachas, Anionselective electrodes based on electropolymerized porphyrin films, J. Am. Chem. Soc., 63 (1991) 1676.
  • 18. C. Friebe, M. D. Hager, A. Winter, U. S. Schubert, Metalcontaining Polymers via Electropolymerization, Adv. Mater. Rev., (2011) 1-14
  • 19. G. C. Junior, A. P. S. Silva, L. S. Guinesi, Synthesis, characterization and electropolymerization of a new polypyrrole iron(II) Schiff-base complex, Polyhedr., 23 (2004) 1953-1960.
  • 20. H.L. Chen, J. Yao, F. Wang, M.M.F. Choi, E. Bramanti, G. Zaray, Study on the toxic effects of diphenol compounds on soilmicrobial activity by a combination of methods, J. Hazard. Mater., 167 (2009) 846–851.
  • 21. N. Schweigert, J. Alexander, J. Zehnder, R. Eggen, Chemical properties of catechols and their molecular modes of toxic action in cells from microorganisms to mammals, Environm. Micro., 3 (2001) 81–91.
  • 22. A. Nudelman, Z. Bem-Ishai, M. Ruse, J. Shamroth, Skindepigmenting prodrugs of hydroquinone, Euro. Journl of Medic. Chem., 28 (1993) 159–164.
  • 23. D.M. Zhao, X.H. Zhang, L.J. Feng, S.F. Wang, Simultaneous determination of hydroquinone and catechol at PASA/MWNTs composite film modified glassy carbon electrode, Colloids Surf., B 74 (2009) 317–321.
  • 24. P. Nagaraja, R. Vasantha, K. Sunitha, J. Pharm, A new sensitive and selective spectrophotometric method for the determination of catechol derivatives and its pharmaceutical preparations, Biomed. Anal., 25 (2001) 417-424.
  • 25. M.F. Pistonesi, M.S. Di Nezio, M.E. Centuri_on, M.E. Palomeque, A.G. Lista, B.S.F. Band, Determination of phenol, resorcinol and hydroquinone in air samples by synchronous fluorescence using partial least-squares (PLS), Talanta, 69 (2006) 1265-1268.
  • 26. M.A. Ghanem, Electrocatalytic activity and simultaneous determination of catechol and hydroquinone at mesoporous platinum electrode, Electrochem. Commun., 9 (2007) 2501–2506.
  • 27. D. Deletioğlu, S. Yalçınkaya, C. Demetgül, M. Timur, S.Serin, Electropolymerization of CuII-(N,N-bis(3- methoxysalicylidene)-2-aminobenzylamine) on platinum electrode: Application to the electrocatalytic reduction of hydrogen peroxide, Mat. Chem. Phys., 128 (2011) 500- 506.
  • 28. T Tüken, B. Yazıcı, M. Erbil, Graphite Intercalated Polymer Coatings On Stainless Steel, Surf. Coat. Technol., 202 (2007) 425-432.
  • 29. M. A. Chougule, S. G. Pawar, P. R. Godse, R. N. Mulik, S. Sen, V. B. Patil, Synthesis and characterization of polypyrrole (PPy) thin films, Soft Nanosci. Lett., 1 (2011) 6-10.
  • 30. X. Li, M. Huang, L. Wang, M. Zhu, A. Menner, J. Springer, Synthesis and characterization of pyrrole and m-toluidine copolymers, Synth. Met., 123 (2001) 435- 441.
  • 31. C. Demetgül, D. Deletioğlu, F. Karaca, S. Yalçınkaya, M. Timur, S. Serin, Synthesis and characterization of a Schiff base derived from 2- aminobenzylamine and its Cu(II) complex: electropolymerization of the complex on a platinum electrode, J. Coord. Chem., 63 (2010) 2181-2191.
  • 32. A. B. B. Cruz, J. L. Wardel, V. D. Rangel, R. A. Simao, A. M. Rocco, preparation and characterization of a polypyrrole hybrid film with [Ni(dmit)2] 2−, bis(1,3- dithiole-2-thione-4,5-dithiolate)nickellate(II), Synth. Met., 157 (2007) 80-90.
  • 33. N. Karaböcek, S. Karaböcek, F. Kormalı, Mono-, di- and trinuclear copper(II) complexes of a Schiff base ligand, 2-{(E)-[(6-{[(1E)-(2-hydroxyphenyl)methylene]amino} pyridin-2-yl)imino]-methyl} phenol, Turk. J. Chem., 31 (2007) 271 – 277.
  • 34. P.H. Aubert, A. Neudeck, L. Dunsch, P. Audebert, P. Capdevielle, M. Maumy, Electrochemical synthesis and structural studies of copolymers based on the electrooxidation of pyrrole and some salen compounds, J. Electroanal. Chem., 470 (1999) 77-88.
  • 35. S. Yalçınkaya, T. Tüken, B. Yazıcı, M. Erbil, Electrochemical synthesis and corrosion performance of poly(pyrrole-co-o-anisidine), Prog. Org. Coat., 62 (2008) 236-244.
  • 36. S. Singh, D. V. S. Jain, M. L. Singla, Sol-gel based composite of gold nanoparticiles as matrix for tyrosinase for amperometric catechol biosensor, Sens. and Actu. b : Chemical., 182 (2013) 161-169.
  • 37. R. Ramya, M. V. Sangaranarayanan, Polypyrrole microfibers synthesized with Quillaja Saponin for sensing of catechol, Sens. Act. Chem., 173 (2012) 40-51.
  • 38. C. Chen, C. Sun, Y. Gao, Application of electrosynthesized poly(aniline-co-p-aminophenol) as a catecol sensor, Electrochim Acta., 54 (2009) 2575-2580.
  • 39. H.S. Han, J.M. You, H. Seol, H. Jeong, S. Jeon, Electrochemical sensor for hydroquinone and catechol based on electrochemically reduced GO-terthiopheneCNT, Sens. Act. Chem., 194 (2014) 460-469.
There are 39 citations in total.

Details

Primary Language English
Journal Section Research Article
Authors

Süleyman Yalçınkaya This is me

Didem Çakmak This is me

Publication Date November 1, 2016
Published in Issue Year 2016 Volume: 44 Issue: 4

Cite

APA Yalçınkaya, S., & Çakmak, D. (2016). Electrochemical Synthesis of Poly pyrrole-co-[Cu salabza ] : its Electrocatalytic Activity Towards the Oxidation of Catechol. Hacettepe Journal of Biology and Chemistry, 44(4), 425-434.
AMA Yalçınkaya S, Çakmak D. Electrochemical Synthesis of Poly pyrrole-co-[Cu salabza ] : its Electrocatalytic Activity Towards the Oxidation of Catechol. HJBC. November 2016;44(4):425-434.
Chicago Yalçınkaya, Süleyman, and Didem Çakmak. “Electrochemical Synthesis of Poly Pyrrole-Co-[Cu Salabza ] : Its Electrocatalytic Activity Towards the Oxidation of Catechol”. Hacettepe Journal of Biology and Chemistry 44, no. 4 (November 2016): 425-34.
EndNote Yalçınkaya S, Çakmak D (November 1, 2016) Electrochemical Synthesis of Poly pyrrole-co-[Cu salabza ] : its Electrocatalytic Activity Towards the Oxidation of Catechol. Hacettepe Journal of Biology and Chemistry 44 4 425–434.
IEEE S. Yalçınkaya and D. Çakmak, “Electrochemical Synthesis of Poly pyrrole-co-[Cu salabza ] : its Electrocatalytic Activity Towards the Oxidation of Catechol”, HJBC, vol. 44, no. 4, pp. 425–434, 2016.
ISNAD Yalçınkaya, Süleyman - Çakmak, Didem. “Electrochemical Synthesis of Poly Pyrrole-Co-[Cu Salabza ] : Its Electrocatalytic Activity Towards the Oxidation of Catechol”. Hacettepe Journal of Biology and Chemistry 44/4 (November 2016), 425-434.
JAMA Yalçınkaya S, Çakmak D. Electrochemical Synthesis of Poly pyrrole-co-[Cu salabza ] : its Electrocatalytic Activity Towards the Oxidation of Catechol. HJBC. 2016;44:425–434.
MLA Yalçınkaya, Süleyman and Didem Çakmak. “Electrochemical Synthesis of Poly Pyrrole-Co-[Cu Salabza ] : Its Electrocatalytic Activity Towards the Oxidation of Catechol”. Hacettepe Journal of Biology and Chemistry, vol. 44, no. 4, 2016, pp. 425-34.
Vancouver Yalçınkaya S, Çakmak D. Electrochemical Synthesis of Poly pyrrole-co-[Cu salabza ] : its Electrocatalytic Activity Towards the Oxidation of Catechol. HJBC. 2016;44(4):425-34.

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