Small Heterocyclic D-pi-D-pi-A Push-Pull Molecules with Complex Electron Donors
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F21%3A39917638" target="_blank" >RIV/00216275:25310/21:39917638 - isvavai.cz</a>
Výsledek na webu
<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.202100137" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejoc.202100137</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.202100137" target="_blank" >10.1002/ejoc.202100137</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Small Heterocyclic D-pi-D-pi-A Push-Pull Molecules with Complex Electron Donors
Popis výsledku v původním jazyce
A large series of small push-pull chromophores based on electron-withdrawing N,N'-dibutylthiobarbituric acid has been designed and successfully synthesized. The electron donating part involves common mesomeric donors such as methoxy, N,N-dimethylamino, N,N-diphenylamino, and piperidin-1-yl groups. Five-membered heteroaromatics, namely thiophene, N-methylpyrrole, and furan have been employed as electron rich pi-linkers and auxiliary donors. Structural analogues bearing aromatic 1,4-phenylene linker were also synthesized for comparison. Fundamental thermal and optoelectronic properties were studied by differential scanning calorimetry, cyclic voltammetry, and absorption spectroscopy. Thorough structure-property relationships were elucidated, focusing mostly on type of the used pi-linker and donor. All experimental conclusions are corroborated by theoretical calculations. The study has shown that a complex donor moiety may be built by properly combining mesomeric and auxiliary donors. Whereas strong mesomeric donor (amino) suppresses the donating effect of auxiliary donors/pi-linkers, a combination of weak donor (methoxy) appended at a five-membered heterocycle pronounces the donating ability of the latter.
Název v anglickém jazyce
Small Heterocyclic D-pi-D-pi-A Push-Pull Molecules with Complex Electron Donors
Popis výsledku anglicky
A large series of small push-pull chromophores based on electron-withdrawing N,N'-dibutylthiobarbituric acid has been designed and successfully synthesized. The electron donating part involves common mesomeric donors such as methoxy, N,N-dimethylamino, N,N-diphenylamino, and piperidin-1-yl groups. Five-membered heteroaromatics, namely thiophene, N-methylpyrrole, and furan have been employed as electron rich pi-linkers and auxiliary donors. Structural analogues bearing aromatic 1,4-phenylene linker were also synthesized for comparison. Fundamental thermal and optoelectronic properties were studied by differential scanning calorimetry, cyclic voltammetry, and absorption spectroscopy. Thorough structure-property relationships were elucidated, focusing mostly on type of the used pi-linker and donor. All experimental conclusions are corroborated by theoretical calculations. The study has shown that a complex donor moiety may be built by properly combining mesomeric and auxiliary donors. Whereas strong mesomeric donor (amino) suppresses the donating effect of auxiliary donors/pi-linkers, a combination of weak donor (methoxy) appended at a five-membered heterocycle pronounces the donating ability of the latter.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
—
OECD FORD obor
10401 - Organic chemistry
Návaznosti výsledku
Projekt
<a href="/cs/project/LTAIN19101" target="_blank" >LTAIN19101: Konjugované 2D kovalentní organické konstrukce na bázi uhlíku a alternujících D-A-D/A-D-A systémů s výraznými optoelektronickými vlastnostmi</a><br>
Návaznosti
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Ostatní
Rok uplatnění
2021
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
European Journal of Organic Chemistry
ISSN
1434-193X
e-ISSN
—
Svazek periodika
2021
Číslo periodika v rámci svazku
22
Stát vydavatele periodika
DE - Spolková republika Německo
Počet stran výsledku
11
Strana od-do
3223-3233
Kód UT WoS článku
000664610800010
EID výsledku v databázi Scopus
2-s2.0-85108329794