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

Result code in 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>

Result on the web

<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>

Result language

angličtina

Original language name

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

Original language description

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).

Czech name

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Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10401 - Organic chemistry

Project

<a href="/en/project/EH23_021%2F0008593" target="_blank" >EH23_021/0008593: Innovative materials with high added value suitable for applications</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2025

Confidentiality

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

Name of the periodical

Materials advances

ISSN

—

e-ISSN

2633-5409

Volume of the periodical

6

Issue of the periodical within the volume

16

Country of publishing house

GB - UNITED KINGDOM

Number of pages

13

Pages from-to

5713-5725

UT code for WoS article

001528731600001

EID of the result in the Scopus database

2-s2.0-105010588631