Design and synthesis of benzothiadiazole-based molecular systems: self-assembly, optical and electronic properties
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F22%3A00554827" target="_blank" >RIV/61388955:_____/22:00554827 - isvavai.cz</a>
Result on the web
<a href="http://hdl.handle.net/11104/0329464" target="_blank" >http://hdl.handle.net/11104/0329464</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d1nj04559h" target="_blank" >10.1039/d1nj04559h</a>
Alternative languages
Result language
angličtina
Original language name
Design and synthesis of benzothiadiazole-based molecular systems: self-assembly, optical and electronic properties
Original language description
A set of small benzothiadiazole (BTD)-based derivatives with a D-A-D architecture were synthesized and characterized as building blocks of organic semiconducting materials by applying an experimental-theoretical approach. The four derivatives tend to self-assemble into highly ordered crystalline solids, with varying degrees of responsiveness to mechanical and thermal stimuli. The featured derivatives exhibit absorption maxima in solution and molar extinction coefficient values related to pi-pi* electronic transitions with minor solvatochromic responses, displaying broad fluorescence profiles with large Stokes shifts and high fluorescence quantum yields. In the solid-state, the BTD derivatives display absorption maxima in the visible range and intense fluorescence emission of the n-butoxy and fluorene derivatives. The stability of the one-electron reduced and oxidized forms of all compounds was assessed by means of cyclic voltammetry, which complemented by DFT calculations allowed the identification of one BTD derivative (BuO-BTD) as a strong candidate for use as an electron transport layer in organoelectronic devices.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
New Journal of Chemistry
ISSN
1144-0546
e-ISSN
1369-9261
Volume of the periodical
46
Issue of the periodical within the volume
11
Country of publishing house
GB - UNITED KINGDOM
Number of pages
10
Pages from-to
4992-5001
UT code for WoS article
000754547000001
EID of the result in the Scopus database
2-s2.0-85127364309