Studies on The Synthesis and Electrochemiluminecent Properties of Donor-Acceptor Substituted PhenyleneEthynyleneVinylene Conjugated Systems
Date Issued
2006
Date
2006
Author(s)
Hsu, Chi-Wei
DOI
zh-TW
Abstract
We have synthesized two series of donor-acceptor substituted pi-conjugated phenylvinylene/phenylethynylene systems by the Sonogashira coupling reactions : namely, the 1-phenylethynyl-4-(trans-4- pyridylethenyl)benzenes, (1), and the 1-phenylethynyl-4-(trans-2- pyridylethenyl)benzenes, (2). We report, in this dissertation, their synthesis, photophysical, electrochemical and Electrogenerated ChemiLuminescence(ECL) properties.
All the measurements of UV-Vis absorption, fluorescence emission, electrochemistry, and ECL for 1 and 2 were carried out in acetonitrile solutions. The UV-Vis absorption maxima of 1 and 2 are between 335 and 369 nm, and their fluorescence emission maxima between 390 and 550 nm. Those with stronger donors (i.e., a＜b＜c＜d＜e) possess longer wavelengths of both the absorption and fluorescence maxima. The fluorescence spectra are more sensitive than the UV-Vis spectra to the nature of the donor group. All these compounds have high fluorescence quantum yield(ΦFlu), and amound them, 2d has the highest value(ΦFlu = 0.77).
The ECL of 1 and 2 in outgassed acetonitrile solutions were measured under a condition in which the substrates can be reduced and oxidized. The ECL maxima are all in the range of 440-470 nm, except for 2e located at 540 nm. These observation indicate that the ECL of 1 and 2 are insensitive to position and nature of substituent. This can be attributed to the ECL emission from excited dimmers.
Subjects
電致化學發光
推拉電子基
苯乙烯吡
啶
ECL
donor-acceptor
stilbazole
Type
thesis
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