2006 Fiscal Year Final Research Report Summary
Study of Chemiluminescence Mechanism and Application
| Project/Area Number |
16550122
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Functional materials chemistry
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| Research Institution | Shinshu University |
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Principal Investigator |
MOTOYOSHIYA Jiro Shinshu University, Faculty of Textile Science and Technology, Associate Professor, 繊維学部, 准教授 (60126711)
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| Project Period (FY) |
2004 – 2006
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| Keywords | chemiluminescence / oxalic acid ester / CIEEL / phthalhydrazide / luminol / fluorescence / fluorescence quenching / stilbene |
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| Research Abstract |
In this study, the mechanism of chemiluminescence was examined by an organic synthetic method in order to explain those that have been unclear. We investigated peroxyoxalate chemiluminescence as well as phthalhydrazide chemiluminescence. Additionally, application of the fluorescent stilbene dyes was also investigated to use them for molecular sensing.
The several oxalates with the electron-donating groups caused the intramolecular interaction between the eliminating groups and the high energy intermediates to form the excimers of the phenols, which supports the important role of the electronic interaction such as a CIEEL process during peroxyoxalate chemiluminescence,
The reactions of 4-styrylphthalhydrazides revealed that the chemiluminescence behavior was highly dependent on the electronic nature of the substituents. The strongly electron-donating groups increased the fluorescence quantum yields of the emitters, phthalic acid anions, resulting in enhancement of the chemiluminescence in
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tensities. Control of the chemiluminescence feature by such the effect provides a new finding in the phthalhydrazide chemiluminescence.
To develop a molecular sensing using chemiluminescence, the strongly fluorescent distyrylbenzenes were examined for the use as the fluorophores that reflect the change in the microenvironment around them. The pull-push type of distyrylbenzenes responded toward various protic solvents, water and alcohols, to be fluorescence-quenched. The close relation between the fluorescence-quenching efficiency and the pKa values of the solvent was established, which might provide the sensor of the substrates with protic characters.
Organic chloro- and nitro compounds that are harmful residues of agricultural chemicals and explosives also quenched the strongly fluorescent distyrylbenzenes with the strongly electron-donating substituents. Phenylboronic acid and calcium ion also quenched the fluorescence of these distyrylbenzenes. Such fluorescence quenching was due to the photo-induced electron transfer (PET) process.
Thus, this study provides some new aspects useful to develop the organic chemiluminescence. Less
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