About: Quadrupolar D-pi-A-pi-D chromophores with central tetrafluorobenzene acceptor and two peripheral N,N-dimethylamino and methoxy donors     Goto   Sponge   NotDistinct   Permalink

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Description
  • 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).
  • 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). (en)
Title
  • Quadrupolar D-pi-A-pi-D chromophores with central tetrafluorobenzene acceptor and two peripheral N,N-dimethylamino and methoxy donors
  • Quadrupolar D-pi-A-pi-D chromophores with central tetrafluorobenzene acceptor and two peripheral N,N-dimethylamino and methoxy donors (en)
skos:prefLabel
  • Quadrupolar D-pi-A-pi-D chromophores with central tetrafluorobenzene acceptor and two peripheral N,N-dimethylamino and methoxy donors
  • Quadrupolar D-pi-A-pi-D chromophores with central tetrafluorobenzene acceptor and two peripheral N,N-dimethylamino and methoxy donors (en)
skos:notation
  • RIV/00216275:25310/14:39898040!RIV15-MSM-25310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(EE2.3.30.0021), P(GAP106/12/0392), P(LG13053)
http://linked.open...iv/cisloPeriodika
  • May 2014
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 41000
http://linked.open...ai/riv/idVysledku
  • RIV/00216275:25310/14:39898040
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Structure-property relationships; Nonlinear optics; Absorption/emission spectra; Electrochemistry; Push-pull chromophore; Tetrafluorobenzene (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • CH - Švýcarská konfederace
http://linked.open...ontrolniKodProRIV
  • [0E66997D4BC7]
http://linked.open...i/riv/nazevZdroje
  • Journal of Fluorine Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 161
http://linked.open...iv/tvurceVysledku
  • Bureš, Filip
  • Kulhánek, Jiří
  • Ludwig, Miroslav
  • Padělková, Zdeňka
  • Mikysek, Tomáš
  • Pytela, Oldřich
  • Danko, Martin
  • Pippig, Falko
http://linked.open...ain/vavai/riv/wos
  • 000336188600003
issn
  • 0022-1139
number of pages
http://bibframe.org/vocab/doi
  • 10.1016/j.jfluchem.2014.02.002
http://localhost/t...ganizacniJednotka
  • 25310
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