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

Socpus ID

84938403660 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/84938403660

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