Syntheses and electrochemical characterization of new water soluble octaarylthiosubstituted manganese phthalocyanines

Dyes and Pigments

Volumn 89, Issue 2, 2011, Pages 111-119

  Booysen, Irvin ^a   Matemadombo, Fungisai ^a   Durmu, Mahmut ^b   Nyokong, Tebello ^a  

^a RHODES UNIVERSITY   (South Africa)

^b GEBZE TECHNICAL UNIVERSITY   (Turkey)

Author keywords

Manganese; Octaarylthio substituted phthalocyanine; Quaternization; Spectroelectrochemistry; Water soluble

Indexed keywords

2-MERCAPTOPYRIDINE; ELECTROCHEMICAL CHARACTERIZATIONS; GOLD ELECTRODES; ION PERMEABILITY; MACROCYCLES; OCTAARYLTHIO-SUBSTITUTED PHTHALOCYANINE; QUATERNIZATION; SAMS; SULPHATES; SURFACE COVERAGES; SYNTHESIS AND CHARACTERIZATIONS; WATERSOLUBLE;

MANGANESE; NITROGEN COMPOUNDS; SPECTROELECTROCHEMISTRY;

SELF ASSEMBLED MONOLAYERS;

EID: 78649472734     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2010.09.012     Document Type: Article

References (41)

1. 4- macrocyclic metal complexes 2006 Springer United States of America
2. T. Ceyhan, A. Altindal, A.R. Özkaya, B. Salih, and O. Bekaroglu Synthesis, characterization, and electrocatalytic and electrical properties of novel ball-type four cyclopentyldisilanoxy-POSS bridged metallophthalocyanines Dalton Transactions 2009 10318 10329
3. A. Koca, H.A. Dincer, E. Gonca, and A. Gül Voltammetric and spectroelectrochemical characterization and electrocatalytic application of metallo phthalocyanines carrying pendant bulky units Journal of Porphyrins and Phthalocyanines 1 3 2009 669 680
4. K.I. Ozoemena, R.I. Stefan-van Staden, and T. Nyokong Metallophthalocyanine based carbon paste electrodes for the determination of 2′3′-dideoxyinosine Electroanalysis 21 2009 1651 1654
5. I. Koc, M. Camur, M. Bulut, and A.R. Özkaya Electrocatalytic performances of carbon supported metallophthalocyanine and Pt/ metallophthalocyanine catalysts towards dioxygen reduction in acidic medium Catalysis Letters 131 2009 370 380
6. I. Ko, M. Ozer, A.R. Ozkaya, and O. Bekarolu Electrocatalytic activity, methanol tolerance and stability of perfluoroalkyl-substituted mononuclear, and ball-type dinuclear cobalt phthalocyanines for oxygen reduction in acidic medium Dalton Transactions 2009 6368 6376
7. T. Nyokong, and H. Isago The renaissance in optical spectroscopy of phthalocyanines and other tetraazaporphyrins Journal of Porphyrins and Phthalocyanines 8 2004 1083 1090
8. N. Sehlotho, M. Durmu, V. Ahsen, and T. Nyokong The synthesis and electrochemical behaviour of water soluble manganese phthalocyanines: anion radical versus Mn(I) species Inorganic Chemistry Communications 11 2008 479 483
9. J. Zhu, F. Gu, and J. Zhag Preparation and photovoltaic properties of near-infrared absorbing manganese(II) phthalocyanine polymer films Materials Letters 61 2007 1296 1298
10. W. Posiuk-Bronikoswska, M. Krajewska, and I. Pfis-Kabulska Transformations of manganesetetrasulphophthalocyanine in oxidative conditions Polyhedron 18 1998 561 570
11. S. Knecht, K. Dürr, G. Schmid, L.R. Subramanian, and M. Hanack Synthesis and properties of soluble phthalocyaninatomanganese(III) Complexes Journal of Porphyrins and Phthalocyanines 3 1999 292 298
12. D.K. Rittenberg, L. Baarrs-Hibbe, A. Böhm, and J.S. Miller Manganese(II) octabutoxynaphthalocyanine and its ferrimagnetic electron-transfer salt with TCNE Journal of Materials Chemistry 10 2000 241 244
13. G. Mbambisa, P. Tau, E. Antunes, and T. Nyokong Synthesis and electrochemical properties of purple manganese(III) and red titanium(IV) phthalocyanine complexes octa-substituted at non-peripheral positions with pentylthio groups Polyhedron 26 2007 5355 5364
14. C.C. Leznoff, L.S. Black, A. Heibert, P.W. Causey, D. Christendat, and A.B.P. Lever Red manganese phthalocyanines from highly hindered hexadecaalkoxyphthalocyanines Inorganica Chimica Acta 359 2006 2690 2699
15. M.J. Stillman, and T. Nyokong C.C. Leznoff, A.B.P. Lever, Phthalocyanines: properties and applications vol. 1 1989 VCH New York (Chapter 3)
16. K. Ozoemena, T. Nyokong, and P. Westbroek Self-assembled monolayers of cobalt and iron phthalocyanine complexes on gold electrodes: comparative surface electrochemistry and electrocatalytic interaction with thiols and thiocyanate Electroanalysis 15 2003 1762 1770
17. D. Wöhrle, M. Eskes, K. Shigehara, and A. Yamada A simple synthesis of 4,5-disubstituted 1,2-dicyanobenzenes and 2,3,9,10,16,17,23,24- Octasubstituted phthalocyanines Synthesis 2 1993 194 196
18. D.D. Perrin, and W.L.F. Armarego Purification of laboratory chemicals second ed. 1989 Pegamon Press Oxford
19. J. Obirai, and T. Nyokong Synthesis, spectral and electrochemical characterization of mercaptopyrimidine-substituted cobalt, manganese and Zn (II) phthalocyanine complexes Electrochimica Acta 50 2005 3296 3304 (Pubitemid 40654825)
20. A.B.P. Lever, J.P. Wilshire, and S.K. Quan Oxidation of manganese(II) phthalocyanine by molecular oxygen Inorganic Chemistry 20 1981 761 768
21. 2 Polyhedron 22 2003 2689 2697
22. T. Nyokong Electronic spectral and electrochemical behavior of near infrared absorbing metallophthalocyanines Structure and Bonding 135 2010 45 87
23. A.B.P. Lever, E.R. Milaeva, and G. Speier C.C. Leznoff, A.B.P. Lever, Phthalocyanines: properties and applications vol. 3 1993 VCH Publishers New York p. 1
24. N. Nombona, P. Tau, N. Sehlotho, and T. Nyokong Electrochemical and electrocatalytic properties of α-substituted manganese and titanium phthalocyanines Electrochimica Acta 53 2008 3139 3148
25. H.O. Finklea A.J. Bard, I. Rubenstein, Electroanalytical chemistry vol. 3 1996 Marcel Dekker New York
26. D.L. Pilloud, X. Chen, P.L. Dutton, and C.C. Moser Electrochemistry of self-assembled monolayers of iron protoporphyrin IX attached to modified gold electrodes through thioether linkage Journal of Physical Chemistry B 104 2000 2868 2877
27. F. Matemadombo, M. Durmu, C. Togo, J. Limson, and T. Nyokong Characterization of manganese tetraarylthiosubstituted phthalocyanines self assembled monolayers Electrochimica Acta 54 2009 5557 5565
28. F. Matemadombo, S. Griveau, F. Bedioui, and T. Nyokong Electrochemical characterization of self-assembled monolayer of a novel manganese tetrabenzylthio-substituted phthalocyanine and its use in nitrite oxidation Electroanalysis 20 2008 1863 1872
29. E. Sabatani, and I. Rubinstein Organized self-assembling monolayers on electrodes. 2. Monolayer-based ultramicroelectrodes for the study of very rapid electrode kinetics Journal of Physical Chemistry 91 1987 6663 6669
30. K. Ozoemena, and T. Nyokong Voltammetric characterization of the self-assembled monolayer (SAM) of octabutylthiophthalocyaninatoiron(II): a potential electrochemical sensor Electrochimica Acta 47 2002 4035 4043
31. M.D. Porter, T.B. Bright, D. Allara, and C.E.D. Chidsey Spontaneously organized molecular assemblies. 4. Structural characterization of n-alkyl thiol monolayers on gold by optical ellipsometry, infrared spectroscopy, and electrochemistry Journal of American Chemical Society 109 1987 3559 3568
32. J.E. Hutchison, T.A. Postlethwaite, and R.W. Murray Molecular films of thiol-derivatized tetraphenylporphyrins on gold: film formation and electrocatalytic dioxygen reduction Langmuir 9 1993 3277 3283
33. N. Kobayashi, P. Janda, and A.B.P. Lever Cathodic reduction of oxygen and hydrogen peroxide at cobalt and iron crowned phthalocyanines adsorbed on highly oriented pyrolytic graphite electrodes Inorganic Chemistry 31 1992 5172 5177
34. J.H. Zagal, M.A. Guilppi, C. Depretz, and D. Lelievre Synthesis and electrocatalytic properties of Octaalkoxycobalt phthalocyanine for the oxidation of 2-mercaptoethanol Journal of Porphyrins and Phthalocyanines 3 1999 355 363
35. B. Agboola, and T. Nyokong Synthesis and electrocatalytic properties of octaalkoxycobalt phthalocyanine for the oxidation of 2-mercaptoethanol Analytica Chimica Acta 587 2007 116 123
36. M.E.G. Lyons, C.A. Fitzgerald, and M.R. Smyth Glucose oxidation at ruthenium dioxide based electrodes Analyst 119 1994 855 861
37. A.J. Bard, and L.R. Faulkner Electrochemical methods: fundamentals and applications 2001 John Wiley & Sons Inc. USA
38. C.A. Caro, F. Bedioui, and J.H. Zagal Electrocatalytic oxidation of nitrite on a vitreous carbon electrode modified with cobalt phthalocyanine Electrochimica Acta 47 2002 1489 1494
39. M.H. Pournaghi-Azar, and H. Dastangoo Electrocatalytic oxidation of nitrite at an aluminum electrode modified by a chemically deposited palladium pentacyanonitrosylferrate film Journal of Electroanalytical Chemistry 567 2004 211 218
40. W.J.R. Santos, A.L. Sousa, R.C.S. Luz, F.S. Damos, L.T. Kubota, and A.A. Tanaka Amperometric sensor for nitrite using a glassy carbon electrode modified with alternating layers of iron(III) tetra-(N-methyl-4-pyridyl)-porphyrin and cobalt(II) tetrasulfonated phthalocyanine Talanta 70 2006 588 594
41. P. Tau, and T. Nyokong Electrocatalytic oxidation of nitrite by tetra-substituted oxotitanium(IV) phthalocyanines adsorbed or polymerised on glassy carbon electrode Journal of Electroanalytical Chemistry 611 2007 10 18