Synthesis and Photophysical Characterizations of Thermal -Stable Naphthalene Benzimidazoles

Microwave-assisted synthesis, photophysical and electrochemical properties of thermal-stable naphthalene benzimidazoles and naphthalimides are studied in this paper. Microwave-assisted synthesis of naphthalene benzimidazoles provide higher yields than the conventional thermal synthesis. Comparative...

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Bibliographic Details
Published in:Journal of fluorescence 2011-07, Vol.21 (4), p.1565-1573
Main Authors: Erten-Ela, Sule, Ozcelik, Serdar, Eren, Esin
Format: Article
Language:English
Subjects:
Analytical Chemistry
Anchoring
Benzimidazoles - chemical synthesis
Benzimidazoles - chemistry
Biochemistry
Biological and Medical Physics
Biomedical and Life Sciences
Biomedicine
Biophysics
Biotechnology
Conjugation
Derivatives
Dyes
Electrochemistry
Fluorescence
Mathematical analysis
Microwaves
Molecular Structure
Naphthalene
Naphthalenes - chemical synthesis
Naphthalenes - chemistry
Naphthalimides - chemical synthesis
Naphthalimides - chemistry
Original Paper
Photochemical Processes
Stereoisomerism
Synthesis
Temperature
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Summary:Microwave-assisted synthesis, photophysical and electrochemical properties of thermal-stable naphthalene benzimidazoles and naphthalimides are studied in this paper. Microwave-assisted synthesis of naphthalene benzimidazoles provide higher yields than the conventional thermal synthesis. Comparative photophysical properties of naphthalene benzimidazoles and naphthalimides are revealed that conjugation of electron-donating group onto naphthalimide moiety increases fluorescence quantum yields. Fluorophore-solvent interactions are also investigated using Lippert-Mataga equation for naphthalimides and naphthalene benzimidazoles. Thermal stabilities of naphthalene benzimidazoles are better than naphthalimides due to increased aromaticity. The experimental E LUMO levels of naphthalene benzimidazoles are found to be between 3.15 and 3.28 eV. Therefore, naphthalene benzimidazole derivatives consisting of anchoring groups are promising materials in organic dye sensitized solar cells.
ISSN:1053-0509
1573-4994
DOI:10.1007/s10895-011-0845-z