Electrochemistry and Electrogenerated Chemiluminescence of a Novel Donor-Acceptor FPhSPFN Red Fluorophore

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/50698

Title:	Electrochemistry and Electrogenerated Chemiluminescence of a Novel Donor-Acceptor FPhSPFN Red Fluorophore
Authors:	Shen,M;Rodriguez-Lopez,J;Lee,YT;Chen,CT;Fan,FRF;Bard,AJ
Contributors:	化學學系
Keywords:	EMISSION;BIPOLAR;ELECTROCHEMILUMINESCENCE;LUMINESCENCE;DERIVATIVES;EFFICIENCY;MOLECULE;SYSTEMS;ECL
Date:	2010
Issue Date:	2012-03-27 18:08:11 (UTC+8)
Publisher:	國立中央大學
Abstract:	We report here the electrogenerated chemiluminescence (ECL) of a red fluorophore diphenylaminospirobifluorenylfumaronitrile (FPhSPFN). FPhSPFN contains two diphenylamino groups as strong electron donors at the ends linked through a nonplanar bulky spirobifluorene linker to a common fumaronitrile group as a strong electron acceptor. The cyclic voltammetry of this compound shows two one-electron transfer reduction waves and one single overall two-electron oxidation wave consisting of closely spaced waves with a peak separation of 63 mV. Chronoamperometry with an ultramicroelectrode (UME) confirmed that each reduction wave involves a le transfer and that the oxidation wave contains an overall 2e transfer. The first reduction wave is Nernstian, E(1,red)degrees = -1.09 V versus SCE, and the second reduction wave, E(2,red)degrees = -1.50 V versus SCE, produces a film on the electrode. By comparison to a digital simulation, the oxidation is assigned to two reversible, closely spaced, one-electron processes for oxidation with E(1,ox)degrees = 1.05 V and E(2,ox)degrees = 1.11 V versus SCE. A large wavelength shift (similar to 35 nm) was observed in ECL as compared to photoluminescence (PL). The ECL spectrum showed a maximum emission at 708 not with a red-shifted shoulder at around 750 nm. ECL was studied in mixtures of benzene/acetonitrile at different composition ratios; an increase in the ratio of the ECL intensity of the shoulder with respect to the main peak emission was observed with increasing solvent polarity. ECL generated with BPO as a coreactant also showed the red-shifted shoulder at the same ratio as that with annihilation.
Relation:	JOURNAL OF PHYSICAL CHEMISTRY C
Appears in Collections:	[Department of Chemistry] journal & Dissertation

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