Influence of Donor‐Substituents on Triphenylamine Chromophores Bearing Pyridine Fragments

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F19%3A39914552" target="_blank" >RIV/00216275:25310/19:39914552 - isvavai.cz</a>

Výsledek na webu

<a href="https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201900026" target="_blank" >https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201900026</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/ejoc.201900026" target="_blank" >10.1002/ejoc.201900026</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Influence of Donor‐Substituents on Triphenylamine Chromophores Bearing Pyridine Fragments

Popis výsledku v původním jazyce

Efficient synthetic routes that combine different palladium-catalyzed cross-coupling reactions have been developed for the preparation of a new family of push-pull derivatives in which pyridine was used as the acceptor group and different para-substituted diphenylamines as the donor groups. All compounds showed absorption in the UV/Vis region and blue-green emission with high quantum yields. Significant red shifts were observed in the absorption and fluorescence emission maxima on increasing the electron-donating ability of the substituents or on incorporating a pi-conjugated linker. This finding can be explained on the basis of enhanced intramolecular charge transfer (ICT). Strong emission solvatochromism confirmed the formation of an intramolecular charge-separated emitting state. The HOMO-LUMO energy gaps have been estimated by experimental electrochemical measurements and the results were interpreted with the aid of DFT calculations. The thermal behavior of all materials has also been studied by differential scanning calorimetry.

Název v anglickém jazyce

Influence of Donor‐Substituents on Triphenylamine Chromophores Bearing Pyridine Fragments

Popis výsledku anglicky

Efficient synthetic routes that combine different palladium-catalyzed cross-coupling reactions have been developed for the preparation of a new family of push-pull derivatives in which pyridine was used as the acceptor group and different para-substituted diphenylamines as the donor groups. All compounds showed absorption in the UV/Vis region and blue-green emission with high quantum yields. Significant red shifts were observed in the absorption and fluorescence emission maxima on increasing the electron-donating ability of the substituents or on incorporating a pi-conjugated linker. This finding can be explained on the basis of enhanced intramolecular charge transfer (ICT). Strong emission solvatochromism confirmed the formation of an intramolecular charge-separated emitting state. The HOMO-LUMO energy gaps have been estimated by experimental electrochemical measurements and the results were interpreted with the aid of DFT calculations. The thermal behavior of all materials has also been studied by differential scanning calorimetry.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/EF17_048%2F0007376" target="_blank" >EF17_048/0007376: Senzory s vysokou citlivostí a materiály s nízkou hustotou na bázi polymerních nanokompozitů-NANOMAT</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2019

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

European Journal of Organic Chemistry

ISSN

1434-193X

e-ISSN

—

Svazek periodika

2019

Číslo periodika v rámci svazku

9

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

10

Strana od-do

"1921–1930"

Kód UT WoS článku

000460580000008

EID výsledku v databázi Scopus

2-s2.0-85061769038