Synthesis Of Novel Phenylenevinylene Linkers With Electron-Donating Substituents By The Heck Reaction
Keywords
Luminescent; Mizoroki-Heck reaction; Oligo-phenylenevinylene; Quantum yield
Abstract
Three new carboxylic-acid substituted oligo-phenylenevinylenes (OPVs) with electron-donating substituents in the central ring were synthesized in high yield by the Mizoroki-Heck reaction. The linkers were optically characterized by UV-vis absorption spectrophotometry, fluorescence spectroscopy in solution and the solid state, and measurement of the emission quantum yield. A comparison of substituted and unsubstituted OPVs shows that the electron-donating groups significantly affect the luminescent properties of the linkers. As the electron-donating strength of the substituent increases, the absorption bands strengthen, the emission wavelength shifts bathochromically, and the emission quantum yield increases. Moreover, fluorescence analysis of the OPVs in the solid state shows that the nature of the substituent significantly affects the inter-chromophore interactions. These results suggest that the new linkers have potential for electro-optic applications in which high emission efficiency is required, such as chemical sensing.
Publication Date
8-3-2015
Publication Title
Synthetic Metals
Volume
209
Number of Pages
183-187
Document Type
Article
Personal Identifier
scopus
DOI Link
https://doi.org/10.1016/j.synthmet.2015.07.024
Copyright Status
Unknown
Socpus ID
84938403660 (Scopus)
Source API URL
https://api.elsevier.com/content/abstract/scopus_id/84938403660
STARS Citation
Carvajal, Tatiana Rios; Kuebler, Stephen M.; and Sierra, Cesar A., "Synthesis Of Novel Phenylenevinylene Linkers With Electron-Donating Substituents By The Heck Reaction" (2015). Scopus Export 2015-2019. 456.
https://stars.library.ucf.edu/scopus2015/456