Synthesis and Properties of Rational Designed Chemosensor Based on 9,9’-Spirobifluorene
Date Issued
2005
Date
2005
Author(s)
Lin, Xiauo-Yun
DOI
zh-TW
Abstract
We have designed novel chemosensors based on spirobifluorene as a core for sensing nitric oxide and cations. We have introduced a π- conjugated donor onto one branch of spirobifluorene, where as a π- conjugated acceptor was attached to another branch. The resulting spiro - configured bipolar systems exhibit strong photoinduced electron transfer reaction upon excitation with light, resulting in weak fluorescence. Upon reacting with the analytes, i.e. nitric oxide or cations, the efficient PET pathway was strongly blocked, leading to light on the fluorescence.
Nitric oxide can be detected by DAO and DAS. When DAO reacted with nitric oxide, the mechanism of PET was suppressed, rendering the intensity of fluorescence strongly enhanced. On the other hand, DAS can also sense nitric oxide. Upon reacting with nitric oxide the emission wavelength of DAS had changed dramatically from 393 nm to 494 nm.
The cations can be sensed by CN-AC、OXD-AC, we introduced aza-18-crown-6 as the cations recognition site. From our titration experiments, we found that CN-AC and OXD-AC have excellent selectivity to Cu（I）. The fluorescent intensity have enhanced 20-folds for CN-AC and 150-folds for OXD- AC upon treating CuClO4. The color of solution have also changed from yellowish to light red.
Subjects
分子感測器
旋環雙芴
sensor
spirobifluorene
Type
thesis
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