Semiconducting alkyl derivatives of 2,5-bis(2,2'-bithiophene-5-yl)-1,3,4-thiadiazole-effect of the substituent position on the spectroscopic, electrochemical, and structural properties

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389013%3A_____%2F13%3A00394402" target="_blank" >RIV/61389013:_____/13:00394402 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1021/jp4033832" target="_blank" >http://dx.doi.org/10.1021/jp4033832</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/jp4033832" target="_blank" >10.1021/jp4033832</a>

Result language
angličtina
Original language name
Semiconducting alkyl derivatives of 2,5-bis(2,2'-bithiophene-5-yl)-1,3,4-thiadiazole-effect of the substituent position on the spectroscopic, electrochemical, and structural properties
Original language description
Unsubstituted 2,5-bis(2,2-bithiophene-5-yl)-1,3,4-thiadiazole and four of its derivatives containing solubilizing octyl groups in different positions of the terminal thiophene ring were synthesized. Their UV?vis absorption and emission spectra turned outto be strongly dependent on the position of the substituent and showed significant bathochromic shifts of the dominant transition for compounds with the substituents attached to C? of the terminal ring. A good correlation was found for the experimentally determined and theoretically calculated excitation energies employing the TD CAM-B3LYP functional. The calculations showed, in addition, that the alkyl substituents improved the planarity of the molecule and its aromaticity, and that they raised the HOMO and LUMO levels via electron-donating effects. The only exception was the compound with the substituent attached to the inner C? position. In this case, the absorption band originating from the dominant transition was hypsochromically
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
BM - Solid-state physics and magnetism
OECD FORD branch
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Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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