Skip to main content
Log in

Fluorescence Anisotropy of Branched Molecules Containing 1-Aminopyrene Chromophores

  • Original Paper
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

Fluorescence anisotropy measurements were performed on a set of multichromophoric compounds, which contain a different number of aminopyrenyl moieties linked to a triazine ring, in order to reveal the nature of both the electronic excited states and relaxation pathways of the compounds. Our experimental results complement quantum chemical calculations. We propose that the lowest excited state from which fluorescence proceeds is localized on a single individual aminopyrene moiety. In contrast, excitation to a higher excited state is likely followed by a migration of energy to another nearby aminopyrene chromophore before the internal conversion to the emitting state takes place. We suggest that this migration is responsible for the experimentally measured decrease of fluorescence anisotropy of the studied compounds.

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

Access this article

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

Instant access to the full article PDF.

Chart 1
Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. Aviram A, Ratner M (eds) (1998) Molecular electronics: science and technology. New York Academy of Sciences, New York

    Google Scholar 

  2. Tour JM (2003) Molecular electronics: commercial insights, chemistry, devices, architecture and programming. World Scientific, New Jersey

    Book  Google Scholar 

  3. Reina JH, Quiroga L, Johnson NF (2000) Quantum entanglement and information processing via excitons in optically-driven quantum dots. Phys Rev A 62:012305

    Article  Google Scholar 

  4. Heijs DJ, Malyshev VA, Knoester J (2005) Decoherence of excitons in multichromophore systems: thermal line broadening and destruction of superradiant emission. Phys Rev Lett 95:177402

    Article  PubMed  CAS  Google Scholar 

  5. Minevičiute I, Gulbinas V, Franckevicius M, Vaišnoras R, Marcos M, Serrano JL (2009) Exciton migration and quenching in poly(propylene imine) dendrimers. Chem Phys 359:65–70

    Article  Google Scholar 

  6. Choi Jun-Ho, Cho M (2007) Nonlinear optical activity measurement spectroscopy of coupled multi-chromophore systems. Chem Phys 341:57–70

    Article  CAS  Google Scholar 

  7. Katan C et al (2007) Two-photon transitions in quadrupolar and branched chromophores: experiment and theory. J Phys Chem B 111:9468–9483

    Article  PubMed  CAS  Google Scholar 

  8. Flors C et al (2007) Energy and electron transfer in ethynylene bridged perylene diimide multichromophores. J Phys Chem C 111:4861–4870

    Article  CAS  Google Scholar 

  9. Baba H, Nakajima A, Aoi M, Chihara K (1971) Fluorescence from the second excited singlet state and radiationless processes in pyrene vapor. J Chem Phys 55:2433. doi:10.1063/1.1676429

    Article  CAS  Google Scholar 

  10. Foggi P, Pettini L, Santa I, Righini R, Califano S (1995) Transient absorption and vibrational relaxation dynamics of the lowest excited singlet state of pyrene in solution. J Phys Chem 99(19):7439–7445

    Article  CAS  Google Scholar 

  11. Pandurski E, Fiebig T (2002) Femtosecond dynamics in directly linked pyrenyl donor–acceptor systems: orbital control of optical charge transfer in the excited state. Chem Phys Lett 357:272–278

    Article  CAS  Google Scholar 

  12. Šoustek P, Michl M, Almonasy N, Machalický O, Dvořák M, Lyčka A (2008) The synthesis and fluorescence of N-substituted 1- and 2-aminopyrenes. Dyes and Pigments 78:139–147

    Article  Google Scholar 

  13. Almonasy N, Nepraš M, Hyková Š, Lyčka A, Čermák J, Dvořák M, Michl M (2009) The synthesis of bi- and trichromophoric dyes bearing an s-triazinyl ring spacer. Dyes and Pigments 82:416–421

    Article  CAS  Google Scholar 

  14. Lakowicz JR (1999) Principles of fluorescence spectroscopy, 2nd edn. Kluwer Academic/Plenum, New York

    Google Scholar 

  15. Frisch MJ et al. (2004) Gaussian 03, Revision C.02, Gaussian, Inc., Wallingford CT

  16. Thompson MA (2009) ArgusLab 4.0, Planaria Software LLC, Seattle, WA, http://www.arguslab.com., as seen in October 29, 2009

  17. Thulstrup EW, Michl J (1989) Elementary polarization spectroscopy. VCH, New York

    Google Scholar 

  18. Michl J, Thulstrup EW (1986) Spectroscopy with polarized light. VCH, New York

    Google Scholar 

  19. Platt JR (1949) Classification of spectra of cata-condensed hydrocarbons. J Chem Phys 17:484

    Article  CAS  Google Scholar 

  20. Raytchev M, Pandurski E, Buchvarov I, Modrakowski C, Fiebig T (2003) Bichromophoric interactions and time-dependent excited state mixing in pyrene derivatives. A femtosecond broad-band pump-probe study. J Phys Chem A 107:4592–4600

    Article  CAS  Google Scholar 

Download references

Acknowledgements

We gratefully thank Professor Jörg Schroeder from University in Göttingen for valuable discussions.

This work has been supported by the Ministry of Education and Youth of the Czech Republic—grant No. MSM 6840770022.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Miroslav Dvořák.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Dvořák, M., Michl, M., Almonasy, N. et al. Fluorescence Anisotropy of Branched Molecules Containing 1-Aminopyrene Chromophores. J Fluoresc 21, 971–974 (2011). https://doi.org/10.1007/s10895-010-0668-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-010-0668-3

Keywords

Navigation