Preparation of a graphene oxide-phthalocyanine hybrid through strong π-π interactions

Carbon

Volumn 48, Issue 1, 2010, Pages 211-216

  Zhang, Xuequan ^a,b   Feng, Yiyu ^a,b   Tang, Saide ^a,b   Feng, Wei ^a,b  

^a TIANJIN UNIVERSITY   (China)

^b TIANJIN KEY LABORATORY OF COMPOSITE AND FUNCTIONAL MATERIALS   (China)

Author keywords

[No Author keywords available]

Indexed keywords

DILUTION PROCESS; GRAPHENES; INTERMOLECULAR INTERACTIONS; LAYERED STRUCTURES; MASS RATIO; NAPHTHALOCYANINES; PHTHALOCYANINE DERIVATIVES; SPECTROSCOPIC EVIDENCE; SPECTROSCOPIC MEASUREMENTS; SUPERMOLECULAR METHOD; TWO-COMPONENT;

CELL MEMBRANES; NITROGEN COMPOUNDS; STOICHIOMETRY;

GRAPHITE;

EID: 70350018311     PISSN: 00086223     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbon.2009.09.007     Document Type: Article

References (38)

1. Novoselov K.S., Geim A.K., Morozov S.V., Jiang D., Zhang Y., Dubonos S.V., et al. Electric field effect in atomically thin carbon films. Science 306 (2004) 666-669
2. Berger C., Song Z.M., Li X.B., Wu X.S., Brown N., Naud C., et al. Electronic confinement and coherence in patterned epitaxial graphene. Science 312 (2006) 1191-1196
3. Meric I., Han M.Y., Young A.F., Ozyilmaz B., Kim P., and Shepard K.L. Current saturation in zero-bandgap, topgated graphene field-effect transistors. Nat Nanotechnol 3 (2008) 654-659
4. Avouris P., Chen Z.H., and Perebeinos V. Carbon-based electronics. Nat Nanotechnol 2 (2007) 605-615
5. Schedin F., Geim A.K., Morozov S.V., Hill E.W., Blake P., Katsnelson M.I., et al. Detection of individual gas molecules adsorbed on grapheme. Nat Mater 6 (2007) 652-655
6. Bunch J.S., van der Zande A.M., Verbridge S.S., Frank I.W., Tanenbaum D.M., Parpia J.M., et al. Electromechanical resonators from graphene sheets. Science 315 (2007) 490-493
7. Niyogi S., Bekyarova E., Itkis M.E., McWilliams J.L., Hamon M.A., and Haddon R.C. Solution properties of graphite and graphene. J Am Chem Soc 128 (2006) 7720-7721
8. Hummers W.S., and Offeman R.E. Preparation of graphitic oxide. J Am Chem Soc 80 (1958) 1339
9. Szabo T., Tombacz E., Illes E., and Dekany I. Enhanced acidity and pH dependent surface charge characterization of successively oxidized graphite oxides. Carbon 44 (2006) 537-545
10. Titelman G.I., Gelman V., Bron S., Khalfin R.L., Cohen Y., and Bianco-Peled H. Characteristics and microstructure of aqueous colloidal dispersions of graphite oxide. Carbon 43 (2005) 641-649
11. Stankovich S., Dikin D.A., Dommett G.H.B., Kohlhaas K.M., Zimney E.J., Stach E.A., et al. Graphene-based composite materials. Nature 442 (2006) 282-286
12. Stankovich S., Dikin D.A., Piner R.D., Kohlhaas K.A., Kleinhammes A., Jia Y., et al. Synthesis of graphene-based nanosheets via chemical reduction of exfoliated graphite oxide. Carbon 45 (2007) 1558-1565
13. Liu Z.F., Liu Q., Huang Y., Ma Y.F., Yin S.G., Zhang X.Y., et al. Photovoltaic devices based on a novel acceptor material: graphene. Adv Mater 20 (2008) 3924-3930
14. Xu Y.X., Bai H., Lu G.W., Li C., and Shi G.Q. Flexible graphene films via the filtration of water-soluble noncovalent functionalized graphene sheets. J Am Chem Soc 130 (2008) 5856-5857
15. Yang X.Y., Zhang X.Y., Liu Z.F., Ma Y.F., Huang Y., and Chen Y.S. High-efficiency loading and controlled release of doxorubicin hydrochloride on graphene oxide. J Phys Chem C 112 (2008) 17554-17558
16. Claessens C.G., Hahn U., and Torres T. Phthalocyanines: from outstanding electronic properties to emerging applications. Chem Rec 8 (2008) 75-97
17. Craciun M.F., Rogge S., den Boer M.J.L., Margadonna S., Prassides K., Iwasa Y., et al. Electronic transport through electron-doped metal phthalocyanine materials. Adv Mater 18 (2006) 320-324
18. Feng W., Li Y., Feng Y.Y., and Wu J. Enhanced photoresponse from the ordered microstructure of naphthalocyanine-carbon nanotube composite film. Nanotechnology 17 (2006) 3274-3279
19. Basiuk E.V., Basiuk V.A., Santiago P., and Puente-Lee I. Noncovalent functionalization of carbon nanotubes with porphyrins: meso-tetraphenylporphine and its transition metal complexes. J Nanosci Nanotechnol 7 (2007) 1530-1538
20. Mhuircheartaigh E.M.N., Blau W.J., Prato M., and Giordani S. Spectroscopic changes induced by sonication of porphyrin-carbon nanotube composites in chlorinated solvents. Carbon 45 (2007) 2665-2671
21. Xu Y.F., Liu Z.B., Zhang X.L., Wang Y., Tian J.G., Huang Y., et al. A graphene hybrid material covalently functionalized with porphyrin: synthesis and optical limiting property. Adv Mater 21 (2009) 1275-1279
22. Becerril H.A., Mao J., Liu Z.F., Stoltenberg R.M., Bao Z.N., and Chen Y.S. Evaluation of solution-processed reduced graphene oxide films as transparent conductors. ACS Nano 2 (2008) 463-470
23. Durmuş M., and Nyokong T. Synthesis and solvent effects on the electronic absorption and fluorescence spectral properties of substituted zinc phthalocyanines. Polyhedron 26 (2007) 2767-2776
24. Ceyhan T., Alti{dotless}ndal A., Özkaya A.R., Çelikbiçak O., Salih B., Erbil M.K., et al. Synthesis, characterization and electrochemical properties of novel metal free and zinc(II) phthalocyanines of ball and clamshell types. Polyhedron 26 (2007) 4239-4249
25. Enkelkamp H., and Nolte R.J.M. Molecular materials based on crown ether functionalized phthalocyanines. J Porphyrins Phthalocyanines 4 (2000) 454-459
26. Guldi D.M., Rahman G.M.A., Jux N., Tagmatarchis N., and Prato M. Integrating single-wall carbon nanotubes into donor-acceptor nanohybrids. Angew Chem Int Ed 43 (2004) 5526-5530
27. Guldi D.M., Rahman G.M.A., Jux N., Balbinot D., Hartnagel U., Tagmatarchis N., et al. Functional single-wall carbon nanotube nanohybrids: associating SWNTs with water-soluble enzyme model systems. J Am Chem Soc 127 (2005) 9830-9838
28. Guldi D.M., Rahman G.M.A., Qin S.H., Tchoul M., Ford W.T., Marcaccio M., et al. Versatile coordination chemistry towards multifunctional carbon nanotube nanohybrids. Chem Eur J 12 (2006) 2152-2161
29. Kobayashi N., and Lever A.B. Cation or solvent-induced supermolecular phthalocyanine formation: crown ether substituted phthalocyanines. J Am Chem Soc 109 (1987) 7433-7441
30. Yokoyama T., Yokoyama S., Kamikado T., Okuno Y., and Mashiko S. Selective assembly on a surface of supramolecular aggregates with controlled size and shape. Nature 413 (2001) 619-621
31. Balakrishnan K., Datar A., Naddo T., Huang J., Oitker R., Yen M., et al. Effect of side-chain substituents on self-assembly of perylene diimide molecules: morphology control. J Am Chem Soc 128 (2006) 7390-7398
32. Chen G.H., Wu D.J., Weng W.G., and Wu C.L. Exfoliation of graphite flake and its nanocomposites. Carbon 41 (2003) 619-621
33. Bourlinos A.B., Gournis D., Petridis D., Szabó T., Szeri A., and Dékány I. Graphite oxide: chemical reduction to graphite and surface modification with primary aliphatic amines and amino acids. Langmuir 19 (2003) 6050-6055
34. Kimura M., Muto T., Takimoto H., Wada K., Ohta K., Hanabusa K., et al. Fibrous assemblies made of amphiphilic metallophthalocyanines. Langmuir 16 (2000) 2078-2082
35. Kimura M., Wada K., Ohta K., Hanabusa K., Shirai H., and Kobayashi N. Organic-inorganic composites comprised of ordered stacks of amphiphilic molecular disks. J Am Chem Soc 123 (2001) 2438-2439
36. Dunaeva A.V., Arkhangelskya I.V., Zubavichusb Y.V., and Avdeeva V.V. Preparation, structure and reduction of graphite intercalation compounds with hexachloroplatinic acid. Carbon 46 (2008) 788-795
37. Xu G.D., Zhu B., Han Y., and Bo Z.S. Covalent functionalization of multi-walled carbon nanotube surface by conjugated polyfluorenes. Polymer 48 (2007) 7510-7515
38. Valentini L., Trentini M., Mengoni F., Alongi J., Armentano I., Ricco L., et al. Synthesis and photoelectrical properties of carbon nanotube-dendritic porphyrin light harvesting molecule systems. Diam Relat Mater 16 (2007) 658-663