Redl, Franz X. and Koethe, Oliver and Roeckl, Karl and Bauer, Walter and Daub, Joerg (2000) Azulene appended cellulose: Synthesis, optical and chiroptical properties, film formation by electrochemical oxidation. MACROMOLECULAR CHEMISTRY AND PHYSICS, 201 (15). pp. 2091-2100. ISSN 1022-1352
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Regioselective synthesis using protecting-strategy yields azulene-cellulose conjugates 6-(azulene-2-carboxylate)-2,3-di-O-methyl cellulose AzC-1, 6-(4-azulene-1-yl-benzoate)-2,3-di-O-methyl cellulose AzC-2, and 6-(azulene-1-carboxylate)-2,3-di-O-methyl cellulose AzC-3. The spectral and electrochemical proper properties were investigated and compared with the azulene alkylesters Ib, 2b, and 3b. The relative fluorescence quantum yield of methyl 2-azulenecarboxylate Ib exceeds that 5% azulene cellulose AzC-1 by an order of magnitude. Cellulose derivative AzC-3 exhibits weak dual emission around 400 nm and 520 nm at room temperature. The circular dichroism (CD) of AzC-1, AzC-2, and AzC-3 are reported. intensity and feature of the CD signals depend on the degree of substitution (DS) as shown by AzC-1. The CD-split signals at 280 nm (3A(1) transition of azulene) are likely to result from interacting azulene groups. A regular (helical) structure of the cellulose backbone is postulated, leading to the (M)-configuration of the spatial Unlike esters 2b and 3b azulene appended celluloses AzC-1 and AzC-2 electropolymerize under potentiodynamic conditions. Chemically modified electrodes are formed. Dotation sates were characterized by UV-Vis-NIR-spectroelectrochemistry. Azulene appended celluloses are suitable for making conducting electrodes with tine materials.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CONDUCTING POLYMERS; CIRCULAR-DICHROISM; LIQUID-CRYSTALS; POLYAZULENES; SUBSTITUENTS; DERIVATIVES; SYSTEMS; LUMINESCENCE; CELL; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Prof. Dr. Jörg Daub |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 21 Mar 2022 09:21 |
| Last Modified: | 21 Mar 2022 09:21 |
| URI: | https://pred.uni-regensburg.de/id/eprint/42137 |
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