New anthracene derivatives as triplet acceptors for efficient green-to-blue low-power upconversion

Chemphyschem. 2013 Oct 21;14(15):3517-22. doi: 10.1002/cphc.201300571. Epub 2013 Sep 11.

Abstract

Three new anthracene derivatives [2-chloro-9,10-dip-tolylanthracene (DTACl), 9,10-dip-tolylanthracene-2-carbonitrile (DTACN), and 9,10-di(naphthalen-1-yl)anthracene-2-carbonitrile (DNACN)] were synthesized as triplet acceptors for low-power upconversion. Their linear absorption, single-photon-excited fluorescence, and upconversion fluorescence properties were studied. The acceptors exhibit high fluorescence yields in DMF. Selective excitation of the sensitizer Pd(II)octaethylporphyrin (PdOEP) in solution containing DTACl, DTACN, or DNA-CN at 532 nm with an ultralow excitation power density of 0.5 W cm(-2) results in anti-Stokes blue emission. The maximum upconversion quantum yield (Φ(UC) =17.4%) was obtained for the couple PdOEP/DTACl. In addition, the efficiency of the triplet-triplet energy transfer process was quantitatively studied by quenching experiments. Experimental results revealed that a highly effective acceptor for upconversion should combine high fluorescence quantum yields with efficient quenching of the sensitizer triplet.

Keywords: Stern-Volmer quenching constants; anthracene; fluorescence; triplet acceptors; upconversion.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemical synthesis
  • Anthracenes / chemistry*
  • Energy Transfer
  • Naphthalenes / chemical synthesis
  • Naphthalenes / chemistry*
  • Palladium / chemistry
  • Porphyrins / chemistry
  • Quantum Theory
  • Spectrometry, Fluorescence

Substances

  • Anthracenes
  • Naphthalenes
  • Porphyrins
  • octaethylporphyrin
  • Palladium