PMID: 11325287Apr 28, 2001Paper

Steps to demarcate the effects of chromophore aggregation and planarization in poly(phenyleneethynylene)s. 2. The photophysics of 1,4-diethynyl-2-fluorobenzene in solution and in crystals

The Journal of Organic Chemistry
M LevitusM A Garcia-Garibay

Abstract

Crystals of 1,4-bis(2-hydroxy-2-methyl-3-butynyl)-2-fluorobenzene 4 have a rich packing structure with four distinct molecules in the unit cell. A complex hydrogen bonding network results in the formation of cofacial trimers, cofacial dimers, and monomers within the same unit cell. Given a remarkable opportunity to investigate the effect of aggregation on the photophysics of 1,4-diethynylbenzenes, we analyzed the absorption, diffuse reflectance, and emission spectra of compound 4 in solutions and in crystals. Diffuse reflectance and fluorescence excitation revealed a red-shifted absorption that is absent in dilute solution but becomes observable at high concentrations and low temperatures. The fluorescence emission in the solid state is dual with components assigned to monomers and aggregates. The excitation and emission assigned to the monomer are nearly identical in crystals and dilute solutions. The absorption and emission bands assigned to aggregates are broad and red-shifted by 60--80 nm. As expected for a sample with absorbers and emitters with different energies and incomplete equilibration, efficient monomer-to-aggregate energy transfer was observed by a proper selection of excitation wavelengths. The fluorescence quant...Continue Reading

References

Mar 18, 1997·Proceedings of the National Academy of Sciences of the United States of America·K BrejcS J Remington
Dec 26, 2001·Chemical Reviews·D T McQuadeT M Swager

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Citations

Nov 17, 2007·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Francisco Torrens
Apr 1, 2017·Journal of the American Chemical Society·Seth A SharberSamuel W Thomas Iii
Sep 29, 2017·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Additi Roy ChowdhuryPriyabrata Banerjee
Nov 2, 2001·The Journal of the Royal Society for the Promotion of Health·L Ashton
Jun 15, 2011·Advanced Materials·Yong YuBen Zhong Tang
Jul 17, 2018·Chemical Science·Seth A SharberSamuel W Thomas
Aug 12, 2010·The Journal of Physical Chemistry. a·Guang-Jiu ZhaoPeter J Stang

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