Selective employment of electronic effects of the pentafluorosulfanyl group across linear and tripodal push-pull chromophores with two-photon absorption

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F25%3A39923156" target="_blank" >RIV/00216275:25310/25:39923156 - isvavai.cz</a>

Výsledek na webu

<a href="https://doi.org/10.1039/d5ma00350d" target="_blank" >https://doi.org/10.1039/d5ma00350d</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/d5ma00350d" target="_blank" >10.1039/d5ma00350d</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Selective employment of electronic effects of the pentafluorosulfanyl group across linear and tripodal push-pull chromophores with two-photon absorption

Popis výsledku v původním jazyce

Twelve model amino-based linear D-pi-A and tripodal D-(pi-A)3 chromophores bearing electron-withdrawing SF5-group(s) at different peripheral positions were designed and prepared in a straightforward way. The influence of the position and the number of SF5-groups was studied with the aid of single crystal X-ray analysis, thermal and electrochemical measurements, (non)linear steady-state and time resolved spectroscopies, and DFT calculations. Significant property tuning can be achieved when modulating the number and position of the (peripheral) SF5-group(s), e.g. increase of the thermal robustness from 300 to 420 degrees C, the HOMO-LUMO gap is tuned through an exclusive manipulation of the LUMO, and the absorption/emission maxima can be red-shifted. The para-positioning allowing their hyperconjugation and the increasing number of the appended SF5-groups along with a polar environment support the intramolecular charge-transfer and open a non-radiative deexcitation channel, while the two-photon absorption cross-section is generally enhanced for the para-substituted octupolar chromophores. Thus, properly placing the SF5-group(s) along the pi-conjugated backbone allows a principal tuning of the push-pull chromophore fundamental function(s).

Název v anglickém jazyce

Selective employment of electronic effects of the pentafluorosulfanyl group across linear and tripodal push-pull chromophores with two-photon absorption

Popis výsledku anglicky

Twelve model amino-based linear D-pi-A and tripodal D-(pi-A)3 chromophores bearing electron-withdrawing SF5-group(s) at different peripheral positions were designed and prepared in a straightforward way. The influence of the position and the number of SF5-groups was studied with the aid of single crystal X-ray analysis, thermal and electrochemical measurements, (non)linear steady-state and time resolved spectroscopies, and DFT calculations. Significant property tuning can be achieved when modulating the number and position of the (peripheral) SF5-group(s), e.g. increase of the thermal robustness from 300 to 420 degrees C, the HOMO-LUMO gap is tuned through an exclusive manipulation of the LUMO, and the absorption/emission maxima can be red-shifted. The para-positioning allowing their hyperconjugation and the increasing number of the appended SF5-groups along with a polar environment support the intramolecular charge-transfer and open a non-radiative deexcitation channel, while the two-photon absorption cross-section is generally enhanced for the para-substituted octupolar chromophores. Thus, properly placing the SF5-group(s) along the pi-conjugated backbone allows a principal tuning of the push-pull chromophore fundamental function(s).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/EH23_021%2F0008593" target="_blank" >EH23_021/0008593: Inovativní materiály vhodné pro aplikace s vysokou přidanou hodnotou</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

Rok uplatnění

2025

Kód důvěrnosti údajů

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

Název periodika

Materials advances

ISSN

—

e-ISSN

2633-5409

Svazek periodika

6

Číslo periodika v rámci svazku

16

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

13

Strana od-do

5713-5725

Kód UT WoS článku

001528731600001

EID výsledku v databázi Scopus

2-s2.0-105010588631