Synthesis and characterization of tetra-substituted palladium phthalocyanine complexes

Dyes and Pigments

Volumn 96, Issue 1, 2013, Pages 269-277

  Lokesh, Koodlur Sannegowda ^a   Adriaens, Annemie ^a  

^a GHENT UNIVERSITY   (Belgium)

Author keywords

Electrochemistry; Palladium substituted phthalocyanines; Raman; Synthesis; TGA; UV Vis

Indexed keywords

ABSORPTION PEAKS; BENZENE RING; CENTRAL METALS; DECOMPOSITION PROCESS; ELECTRON-DONATING SUBSTITUENTS; ELECTRONWITHDRAWING; MACROCYCLIC RINGS; MONOMERIC SPECIES; PALLADIUM-SUBSTITUTED; PHTHALOCYANINE COMPLEXES; RAMAN; REDOX PROCESS; REDUCTION PROCESS; STABILITY STUDY; TGA; UV-VIS; UV-VIS SPECTRA; VOLTAMMETRIC DATA; XPS SPECTRA; XRD;

BENZENE; CHLORINE COMPOUNDS; ELECTROCHEMISTRY; ELECTRONS; METAL IONS; NITROGEN COMPOUNDS; OLIGOMERS; SYNTHESIS (CHEMICAL); THERMODYNAMIC STABILITY; X RAY PHOTOELECTRON SPECTROSCOPY;

PALLADIUM COMPOUNDS;

EID: 84865973909     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2012.08.018     Document Type: Article

References (46)

1. C.C. Leznoff, and A.B.P. Lever Phthalocyanines: properties and applications vols. 1-4 1989 VCH New York 1992, 1993, 1996
2. 4-macrocyclc metal complexes 2006 Springer NY
3. K.S. Lokesh, K.D. Wael, and A. Adriaens Self-assembled supramolecular array of polymeric phthalocyanine on gold for the determination of hydrogen peroxide Langmuir 26 22 2010 17665 17673
4. W. Eberhardt, and M. Hanack Synthesis of hexadecaalkoxy-substituted nickel and iron phthalocyanines Synthesis 1 1997 95 100
5. C.C. Leznoff, S.M. Marcuccio, S. Greenberg, A.B.P. Lever, and K.B. Tomer Metallophthalocyanine dimers incorporating five-atom covalent bridges Can J Chem 63 1985 623 631
6. B.N. Achar, and K.S. Lokesh Studies on tetra-amine phthalocyanines J Organomet Chem 689 2004 3357 3361
7. V.N. Romannikov, N.V. Klueva, N.N. Bobrov, and K.G. Ione Catalytic activity of palladium containing zeolites in the complete oxidation of benzene React Kinet Catal Lett 5 1976 217 222
8. W. Wei, Y. Qin, M. Luo, P. Xia, and M.S. Wong Synthesis, structure and catalytic activity of palladium(II) complexes of new CNC prince-type-N heterocyclic carbine ligands Organometallics 27 2008 2268 2272
9. A. Corma, H. Garcia, and A. Leyva Catalytic activity of palladium supported on single wall carbon nanotubes compared to palladium supported on activated carbon: study of the Heck and Suzuki couplings, aerobic alcohol oxidation and selective hydrogenation J Mole Catal A: Chem 230 2005 97 105
10. C. Bianchini, and P.K. Shen Palladium-based electrocatalysts for alcohol oxidation in half cells and in direct fuel cells Chem Rev 109 2009 4183 4206
11. P.A. Barrett, C.E. Dent, and R.P. Linstead Phthalocyanines. VII. Phthalocyanine as a coordinating group. A general investigation of the metallic derivatives J Chem Soc 1936 1719 1736
12. B.S. Sesalan, A. Koca, and A. Gul Water soluble novel phthalocyanines containing dodeca-amino groups Dyes Pigment 79 2008 259 264
13. A. Koca, M.K. Sener, M.B. Kocak, and A. Gul Electrochemical characterization of phthalocyanine derivatives carrying a bulky triester unit on each benzo group Trans Met Chem 30 2005 399 403
14. R.J. Brown, A.R. Kucernak, N.J. Long, and C.M. Batalla Spectroscopic and electrochemical studies on platinum and palladium phthalocyanines New J Chem 28 2004 676 680
15. A. Koca, H.A. Dincer, M.B. Kocak, and A. Gul Electrochemical characterization of Co(II) and Pd(II) phthalocyanines carrying diethoxymalonyl and carboxymethyl substituents Russ J Chem 42 2006 31 37
16. T.B. Ogunbayo, and T. Nyokong Photophysical and photochemical properties of Ni(II), Pd(II) and Pt(II) aryloxo and alkylthio derivatised phthalocyanine J Mole Str 973 2010 96 103
17. N.P. Kanyaev, and A.A. Spryskov Determination of copper in Manstrol blue Zh Prikl Khim 25 1952 1220 1221
18. B.N. Achar, T.M. Mohan Kumar, and K.S. Lokesh A comparative study of microwave versus conventional synthesis of lead phthalocyanine complexes J Porphyrins Phthalocyanines 9 12 2005 872 879
19. K.S. Lokesh, N. Uma, and B.N. Achar The microwave-assisted syntheses and a conductivity study of a platinum phthalocyanine and its derivatives Polyhedron 28 5 2009 1022 1028
20. B.N. Achar, T.M. Mohan Kumar, and K.S. Lokesh Synthesis, characterization, pyrolysis kinetics and conductivity studies of chloro substituted cobalt phthalocyanines J Coord Chem 60 17 2007 1833 1846
21. Achar BN, Fohlen GM, Parker JA. Metal phthalocyanine polymers. US patent; May 22, 1984; 4,450,268.
22. N. Nombona, and T. Nyokong The synthesis, cyclic voltammetry and spectroelectrochemical studies of Co(II) phthalocyanines tetra-substituted at the α and β positions with phenylthio groups Dyes Pigments 80 1 2009 130 135
23. K.M. Kadish, K.M. Smith, and R. Guilard Handbook of porphyrin science Synthetic methodology vol. 3 2010 World Scientific Publishing Co. Ple. Ltd Singapore
24. M. Durmus, S. Yesilot, and V. Ahsen Separation and mesogenic properties of tetraalkoxy-substituted phthalocyanine isomers New J Chem 30 2006 675 678
25. A.N. Sidorov, and I.P. Kotlyar Infrared spectra of phthalocyanines. I. Effect of crystal structure and the central position of the metal atom on the phthalocyanine molecule in the solid state Opt Spektrosk 11 1961 175 184
26. L. Ottaviano, S. Di Nardo, L. Lozzi, M. Passacantando, P. Pcozzi, and S. Santucci Thin and ultra-thin films of nickel phthalocyanine grown on highly oriented pyrolitic graphite: an XPS, UHV-AFM and air tapping-mode AFM study Surf Sci 373 1997 318 332
27. A. Ghosh, P.C. Gassman, and J. Almlof Substituent effects in porphyrazines and phthalocyanines J Am Chem Soc 116 1994 1932 1940
28. A.B.P. Lever The phthalocyanine Adv Inorg Chem Radiochem 7 1965 27 114
29. L. Edwards, and M. Gouterman Porphyrins: XV. Vapor absorption spectra and stability: phthalocyanines J Mol Spectrosc 33 1970 292 310
30. D.W. Boyd, and T.D. Smith An electron spin resonance study of the metal ion separations in dimeric copper(II) and vanadyl chelates of 4,4,4,4″′-tetrasulphophthalocyanine J Chem Soc Dalton Trans 1972 839 843
31. F. Lu, M. Bao, C. Ma, X. Zhang, D.P. Arnold, and J. Jiang Infrared spectra of phthalocyanine and naphthalocyanine in sandwich-type (na)phthalocyaninato and porphyrinato rare earth complexes. Part 3. The effects of substituents and molecular symmetry on the infrared characteristics of phthalocyanine in bis(phthalocyaninato) rare earth complexes Spectrochimica Acta Part A 59 2003 3273 3286
32. A. McConnell, J.A. Nimmo, and W.E. Smith Surface-enhanced resonance Raman spectroscopy of sulphonated copper phthalocyanine at a silver electrode J Raman Spectrosc 20 1989 375 380
33. B. Simic-Glavaski, S. Zecevic, and E.B. Yeager Study of phthalocyanines in aqueous solutions and adsorbed on electrode surfaces J Electroanal Chem 150 1983 469 479
34. K.S. Lokesh, N.S. Venkatanarayana, and S. Sampath Phthalocyanine macrocycle as stabilizer for gold and silver nanoparticles Microchim Acta 167 2009 97 102
35. R. Aroca, R.E. Clavijo, C.A. Jennings, G.J. Kovacs, J.M. Duff, and R.O. Loutfy Vibrational spectra of lutetium and ytterbium bis-phthalocyanine in thin solid films and SER(R)S on silver island films Spectrochim Acta 45A 1989 957 962
36. L. Gaffo, D. Gonçalves, R.C. Faria, W.C. Moreira, and O.N. Oliveira Jr. Spectroscopic, electrochemical, and microgravimetric studies on palladium phthalocyanine films J Porphyrins Phthalocyanines 9 2005 16 21
37. B.N. Achar, and K.S. Lokesh Studies on phthalocyanine sheet polymers J Organomet Chem 689 2004 2601 2605
38. A.A. Ebert Jr., and H.B. Gottlieb Infrared spectra of organic compounds exhibiting polymorphism J Am Chem Soc 74 1952 2806
39. R. Seoudi, G.S. El Bahy, and Z.A. El Sayed FTIR, TGA and DC electrical conductivity studies of phthalocyanine and its complexes J Mole Str 753 2005 119 126
40. D.G. Rodríguez, T. Torres, E.L.G. Denardin, D. Samios, V. Stefani, and D.S. Corrêa Thermal stability of boron subphthalocyanines as a function of the axial and peripheral substitution J Organomet Chem 694 2009 1617 1622
41. A. Koca Copper phthalocyanine complex as electrocatalyst for hydrogen evolution reaction Electrochem Commun 11 2009 838 841
42. X.H. Mu, and F.A. Schultz Heterogeneous electron transfer at electrodes coated with electronically conducting nickel-tetraaminophthalocyanine polymer films J Electroanal Chem 361 1993 49 56
43. A.R. Ozkaya, I. Yilmaz, and O. Bekaroglu Electrochemical and adsorption properties of novel phthalocyanines with four 16-membered diazadithia macrocycles J Porphyr Phthalocya 2 1998 483
44. A.B.P. Lever, and P.C. Minor Electrochemistry of main-group phthalocyanines Inorg Chem 20 1980 4015 4017
45. K. Sakamoto, and E.O. Okumura Synthesis of octasubstituted cobalt phthalocyanines and their redox properties J Porphyr Phthalocya 3 1999 634
46. M. Kimura, Y. Sugihara, T. Muto, K. Hanabusa, H. Shirai, and N. Kobayashi Dendritic metallophthalocyanines - synthesis, electrochemical properties, and catalytic activities Chem Eur J 5 1999 3495 3500