Quadrupolar D-pi-A-pi-D chromophores with central tetrafluorobenzene acceptor and two peripheral N,N-dimethylamino and methoxy donors

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F14%3A39898040" target="_blank" >RIV/00216275:25310/14:39898040 - isvavai.cz</a>

Výsledek na webu

<a href="http://www.sciencedirect.com/science/article/pii/S0022113914000463" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0022113914000463</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jfluchem.2014.02.002" target="_blank" >10.1016/j.jfluchem.2014.02.002</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Quadrupolar D-pi-A-pi-D chromophores with central tetrafluorobenzene acceptor and two peripheral N,N-dimethylamino and methoxy donors

Popis výsledku v původním jazyce

1,2,4,5-Tetrafluorobenzene has been utilized as suitable central acceptor moiety in push-pull chromophores having D-pi-A-pi-D quadrupolar arrangement. Starting from commercially available 1,4-diiodotetrafluorobenzene, nine novel chromophores with systematically extended pi-system were synthesized via cross-coupling reactions. Further electronic tuning has been achieved by variation of the appended donor (N,N-dimethylamino and methoxy groups). Target chromophores were further investigated by X-ray analysis, electrochemical measurements, absorption and emission spectra and theoretical calculations and structure-property relationships were elucidated. Whereas target chromophores showed weak second-order nonlinear responses with beta of 0.18-6.09 x 10(-30)esu, which is primarily given by their centrosymmetric arrangement, third-order polarizabilities gamma of 0.84-22.5 x 10(-27) esu notably exceeded the standard Disperse Red 1 (gamma = 3.47 x 10(-27) esu).

Název v anglickém jazyce

Quadrupolar D-pi-A-pi-D chromophores with central tetrafluorobenzene acceptor and two peripheral N,N-dimethylamino and methoxy donors

Popis výsledku anglicky

1,2,4,5-Tetrafluorobenzene has been utilized as suitable central acceptor moiety in push-pull chromophores having D-pi-A-pi-D quadrupolar arrangement. Starting from commercially available 1,4-diiodotetrafluorobenzene, nine novel chromophores with systematically extended pi-system were synthesized via cross-coupling reactions. Further electronic tuning has been achieved by variation of the appended donor (N,N-dimethylamino and methoxy groups). Target chromophores were further investigated by X-ray analysis, electrochemical measurements, absorption and emission spectra and theoretical calculations and structure-property relationships were elucidated. Whereas target chromophores showed weak second-order nonlinear responses with beta of 0.18-6.09 x 10(-30)esu, which is primarily given by their centrosymmetric arrangement, third-order polarizabilities gamma of 0.84-22.5 x 10(-27) esu notably exceeded the standard Disperse Red 1 (gamma = 3.47 x 10(-27) esu).

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2014

Kód důvěrnosti údajů

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

Název periodika

Journal of Fluorine Chemistry

ISSN

0022-1139

e-ISSN

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Svazek periodika

161

Číslo periodika v rámci svazku

May 2014

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

9

Strana od-do

15-23

Kód UT WoS článku

000336188600003

EID výsledku v databázi Scopus

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