Skip to main content
SpringerLink
Log in

Preparation and characterization of free-standing pure porphyrin nanoparticles

  • Published:
Journal of Chemical Sciences Aims and scope Submit manuscript

Abstract

Preparation and characterization of absolutely pure and stable nanoparticles of 5,10,15,20-meso-tetrakis phenyl porphyrin (TPP) and catalytically repute 5,10,15,20-meso-tetrakis pentaflurophenyl porphyrin (H2F20TPP) by improved ‘reprecipitation method’ is described. The innovation of this modified ‘reprecipitation method’ lies on the judicial selection of organic solvent and amount of porphyrin solution to be injected in the aqueous media. Exactly similar process produces relatively small nanoparticles for TPP than that of H2F20TPP while the stability of the H2F20TPP nanoparticles is bit higher than nanoparticles of TPP. Absorption and emission spectra reveal that the formation of nanoparticles for both the cases is induced by J-and H-type aggregation. DFT calculations predict the optimized geometries and frontier molecular orbital, which favours the strength of face-to-face interaction with neighbour molecules to be more facile for TPP than that of H2F20TPP helping the latter to form bigger and relatively more stable and free-standing nanoparticles. The use of no other compounds except dichloromethane, a highly volatile organic solvent and respective porphyrins give absolutely pure nanoparticles. This improved method will lead to produce organic nanoparticles of π-conjugated systems easily and efficiently.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Hulst H C van der 1981 in Light scattering by small particles (New York: Dover Publications Inc.)

    Google Scholar 

  2. Murray C B, Norris D J and Bawendi M G 1993 J. Am. Chem. Soc. 115 8706

    Article  CAS  Google Scholar 

  3. Masuhara H and Kawata S 2004 in Nanophotonics (New York: Elsevier) vol 1

    Google Scholar 

  4. Masuhara H, Nakanishi H and Sasaki K 2003 in Single organic nanoparticles (Heidelberg: Springer)

    Google Scholar 

  5. Kasai H, Nalwa H S, Oikawa H, Okada S, Matsuda H, Minami N, Kakuta A, Ono K, Mukoh A and Nakanishi H 1992 Jpn. J. Appl. Phys. Part 2 31 L1132

  6. Kasai H, Kamatani H, Yoshikawa Y, Okada S, Oikawa H, Watanabe A, Ito O and Nakanishi H 1997 Chem. Lett. 1181

  7. Ai-Dong Peng, De-Bao Xaio, Ying Ma, Wen Sheng and Jain-Nain Yao 2005 Adv. Mater. 17 2070

    Article  Google Scholar 

  8. Drain C M, Smeureanu G, Patel S, Gong X, Garno J and Arijeloye J 2006 New J. Chem. 30 1834

    Article  CAS  Google Scholar 

  9. Sun W O and Young S K 2005 Colloids and Surfaces A: Physicochemical and Engineering Aspects 415 257–258

    Google Scholar 

  10. Takahashi Y, Kasai H, Nakanishi H and Suzuki T M 2006 Angew Chem. Int. Ed. 45 913

    Article  CAS  Google Scholar 

  11. Gesquiere A J, Uwada T, Asahi T, Masuhara H and Barbara Paul F 2005 Nano Lett. 5 1321

    Article  CAS  Google Scholar 

  12. Kim H Y, Bjorklund T G, Lim S-H and Bardeen C J 2003 Langmuir. 19 3941

    Article  CAS  Google Scholar 

  13. Jin-Song Hu, Yu-Guo Guo, Han-Pu Liang, Li-Jun Wan and Li Jiang 2005 J. Am. Chem. Soc. 127 17090

    Article  Google Scholar 

  14. Zhang X, Zhang Xiaohong, Zou Kai, Lee Chun-Sing and Lee Shuit-Tong 2007 J. Am. Chem. Soc. 129 3527

    Article  CAS  Google Scholar 

  15. Fu H B and Yao J N 2001 J. Am. Chem. Soc. 123 1434

    Article  CAS  Google Scholar 

  16. Al-Kaysi R O, Muller A M, Ahn Tai-Sang, Lee S and Bardeen C J 2005 Langmuir. 21 7990

    Article  CAS  Google Scholar 

  17. Shayu Li, Liming He, Fei Xiong, Yi Li and Guoqiang Y 2004 J. Phys. Chem. B108 10887

    Google Scholar 

  18. Wang X, Li Z, Medforth C J and Shelnutt J A 2007 J. Am. Chem. Soc. 129 2440

    Article  CAS  Google Scholar 

  19. Gong X, Milic T, Xu C, Batteas J D and Drain C M 2002 J. Am. Chem. Soc. 124 14290

    Article  CAS  Google Scholar 

  20. Gaussian 03, Revision-B.03, Gaussian, Inc., Pittsburgh PA, 2003

  21. Li L L, Yang C J, Chen W H and Lin K J 2003 Angew. Chem. Ind. Ed. 42 1505

    Article  CAS  Google Scholar 

  22. Lin K J 1999 Angew. Chem. Ind. Ed. 38 2730

    Article  CAS  Google Scholar 

  23. Diskin-Posner Y, Dahal S and Golberg I 2000 Angew. Chem. Ind. Ed. 39 1288

    Article  CAS  Google Scholar 

  24. Li G, Fudickar W, Skupin M, Klyszcz A, Draeger C, Lauer M and Fuhrhop J H 2002 Angew. Chem. Ind. Ed. 41 1828

    Article  CAS  Google Scholar 

  25. De Schryver F C, Rowan A E and Nolte R J 1999 Langmuir. 15 3582

    Article  Google Scholar 

  26. Koti A S and Periasamy R N 2002 J. Mater. Chem. 12 2312

    Article  CAS  Google Scholar 

  27. van der Boom T, Hayes R T, Zahao Y, Bushard P J, Weiss E A and Wasielewski M R 2002 J. Am. Chem. Soc. 124 9582

    Article  Google Scholar 

  28. Tsuda A, Sakamoto S, Yamaguchi K and Aida T 2003 J. Am. Chem. Soc. 125 15722

    Article  CAS  Google Scholar 

  29. Balaban T S, Goddard R, Linke-Schaetzel M and Leng J M 2003 J. Am. Chem. Soc. 125 4233

    Article  CAS  Google Scholar 

  30. Takahashi R and Kobuke Y J 2003 J. Am. Chem. Soc. 125 2372

    Article  CAS  Google Scholar 

  31. Kuroda Y, Sugou K and Sasaki K 2000 J. Am. Chem. Soc. 122 7833

    Article  CAS  Google Scholar 

  32. Koti A S R and Periasamy N 2002 J. Mater. Chem. 12 2312

    Article  CAS  Google Scholar 

  33. Doon S C, Shanmughan S, Aston D E and Mettal J L 2005 J. Am. Chem. Soc. 127 5885

    Article  Google Scholar 

  34. Gouterman M 1961 J. Mol. Spectrosc. 6 138

    Article  CAS  Google Scholar 

  35. Mulliken R S 1934 J. Chem. Phys. 2 782

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Organic Chemistry Division-II, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500 007, India

    Arun Kumar Perepogu

  2. Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500 007, India

    Prakriti Ranjan Bangal

Authors
  1. Arun Kumar Perepogu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Prakriti Ranjan Bangal
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Prakriti Ranjan Bangal.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Perepogu, A.K., Bangal, P.R. Preparation and characterization of free-standing pure porphyrin nanoparticles. J Chem Sci 120, 485–491 (2008). https://doi.org/10.1007/s12039-008-0076-2

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12039-008-0076-2

Keywords

Search

Navigation