ABSTRACT
DESIGN, SYNTHESIS AND ELECTROPOLYMERIZATION OF A NEW
CHEMILUMINESCENT TERTHIENYL SYSTEM
Atilgan, Nurdan
M.Sc. Department of Chemistry
Supervisor: Prof. Dr. Ahmet M. Ö / nal
Co-Supervisor: Assist. Prof. Dr. Atilla Cihaner
September 2008, 57 pages
A novel monomer, possessing chemiluminescence properties, 5,7-di-ethylenedioxythiophen-2-yl-2,3-dihydro-thieno[3,4-d]pyridazine-1,4-dione (ETE-Lum) was synthesized. Chemiluminescence properties of ETE-Lum were investigated in alkaline water solution in the presence of H2O2 and this reaction was catalyzed by Fe+3 ion and blood. This study submits a new opportunity to investigate forensic and analytical application instead of 5-amino-2,3-dihydro-1,4-phthalazine-dione (luminol). Response of other metalic cations was also investigated under the same reaction conditions. Electrochemical properties of ETE-Lum were studied in 0.1 M acetonitrile/tetrabutylammonium perchlorate solvent system containing BF3-Et2O and also in neat BF3-Et2O solution. In addition, the corresponding polymer film of ETE-Lum (PETE-Lum) was synthesized successfully via repetitive cycling by cyclic voltammetry and its electrochemical properties were investigated in a monomer-free electrolyte solution.
Spectroelectrochemical behavior of the polymer film on indium tin oxide working electrode was also investigated by recording the electronic absorption spectra, in-situ, in monomer-free electrolyte solution at different potentials. Furthermore, spectroelectrochemical studies revealed that PETE-Lum had an electronic band gap of 1.66 eV. The results of electrochemical and electroluminesence measurements indicated that chemiluminecent unit of monomer was protected during polymerization. In addition, PETE-Lum film was found to be electrochemiluminescence active, maintaining its activitiy over 1000 cycles.
| Identifer | oai:union.ndltd.org:METU/oai:etd.lib.metu.edu.tr:http://etd.lib.metu.edu.tr/upload/3/12609858/index.pdf |
| Date | 01 September 2008 |
| Creators | Atilgan, Nurdan |
| Contributors | Onal, Ahmet Muhtar |
| Publisher | METU |
| Source Sets | Middle East Technical Univ. |
| Language | English |
| Detected Language | English |
| Type | M.S. Thesis |
| Format | text/pdf |
| Rights | To liberate the content for public access |
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