JCP Nameplate
  • Volume/Page
  • Keyword
  • DOI
  • Citation
  • Advanced
   
 
 
 

You Tube Flickr Twitter UniPHY Group iResearch App Facebook

Journal of Chemical Physics / Volume 135 / Issue 12 / ARTICLES / Condensed Phase Dynamics, Structure, and Thermodynamics: Spectroscopy, Reactions, and Relaxation

J. Chem. Phys. 135, 124509 (2011); http://dx.doi.org/10.1063/1.3643151 (6 pages)

Excited-state switching by per-fluorination of para-oligophenylenes

Begoña Milián-Medina1,2, Shinto Varghese1, Roberta Ragni3, Herbert Boerner4, Enrique Ortí2, Gianluca M. Farinola3, and Johannes Gierschner1

1Madrid Institute for Advanced Studies, IMDEA Nanoscience, UAM, Modulo C-IX, Av. Tomás y Valiente 7, Campus de Cantoblanco, E-28049 Madrid, Spain
2Instituto de Ciencia Molecular (ICMOL), Universidad de Valencia, E-46980 Paterna (Valencia), Spain
3Dipartimento di Chimica, Università degli Studi di Bari “Aldo Moro,” via Orabona, 4, I-70126 Bari, Italy
4Philips Technologie GmbH - Philips Research, Weisshausstr. 2, D-52066 Aachen, Germany

View MapView Map

(Received 17 June 2011; accepted 3 September 2011; published online 29 September 2011)

Fluorination has become a versatile route to tune the electronic and optical properties of organic conjugated materials. Herein we report a new phenomenon, excited-state switching by per-fluorination of para-oligophenylenes, placing a low intensity 11B2 state below the 11B1 state, giving rise to large Stokes shifts. The switching is attributed to the specific impact of fluorine on the delocalized and localized frontier orbitals as elucidated by quantum-chemical calculations. The sterical demands of the fluorine atom additionally diminish efficient conjugation along the chain, leading to hypsochromic shifts with respect to the unsubstituted counterparts and to a weak chain length dependence of the absorption and unstructured emission spectra and enhanced internal conversion.

© 2011 American Institute of Physics

Article Outline

  1. INTRODUCTION
  2. RESULTS AND DISCUSSIONS
    1. Unsubstituted para -oligophenylenes n Ps
    2. Per-fluorinated para -oligophenylenes PF n Ps
  3. CONCLUSIONS

RELATED DATABASES

To view database links for this article, you need to log in.

KEYWORDS and PACS

Keywords

excited states, luminescence, nonradiative transitions, organic compounds, quantum chemistry, spectral line shift

PACS

  • 33.50.Hv

    Radiationless transitions, quenching

  • 33.70.Jg

    Line and band widths, shapes, and shifts

  • 31.15.-p

    Calculations and mathematical techniques in atomic and molecular physics

ARTICLE DATA

Digital Object Identifier
http://dx.doi.org/10.1063/1.3643151

PUBLICATION DATA

ISSN

0021-9606 (print)  
1089-7690 (online)

Publisher

$abstract.society.value is a Member of CrossRef American Institute of Physics

For access to fully linked references, you need to log in.
    B. Milián Medina, D. Beljonne, H.-J. Egelhaaf, and J. Gierschner, J. Chem. Phys. 126, 111101 (2007)JCPSA6000126000011111101000001.

    J. Gierschner, M. Ehni, H.-J. Egelhaaf, B. Milián Medina, D. Beljonne, H. Benmansour, and G. C. Bazan, J. Chem. Phys. 123, 144914 (2005)JCPSA6000123000014144914000001.

    J. Gierschner, H.-G. Mack, L. Lüer, and D. Oelkrug, J. Chem. Phys. 116, 8596 (2002)JCPSA6000116000019008596000001.

    G. Heimel, M. Daghofer, J. Gierschner, E. J. W. List, A. C. Grimsdale, K. Müllen, D. Beljonne, J. L. Brédas, and E. Zojer, J. Chem. Phys. 122, 054501 (2005)JCPSA6000122000005054501000001.

    M. Z. Zgierski, T. Fujiwara, and E. C. Lim, J. Chem. Phys. 122, 144312 (2005)JCPSA6000122000014144312000001.


Figures (5) Tables (2)

Access to article objects (figures, tables, multimedia) requires a subscription; log in to view available files.
(Access to supplementary files, where available, is free for this journal.)

Access to article objects (figures, tables, multimedia) requires a subscription; log in to view available files.
(Access to supplementary files, where available, is free for this journal.)


Close

Google Calendar

ADVERTISEMENT

Your Recent History Recent History Help

Recently Viewed

  1. Excited-state switching by per-fluorination of para-oligophenylenes
  2. Note: Second virial coefficient of the water-hydrogen complex from an explicitly correlated potential energy surface
  3. Thermodynamics of twisted DNA with solvent interaction
  4. A single centre water splitting dye complex adsorbed on rutile TiO2(110): Photoemission, x-ray absorption, and optical spectroscopy
  5. Valence anions of N-acetylproline in the gas phase: Computational and anion photoelectron spectroscopic studies
Go to AIP Home
Copyright © American Institute of Physics
close