首页|(A)symmetric chromophores based on cyano and fluorine-substituted 2,3-bis(5-arylthiophen-2-yl)quinoxalines:Synthesis,photophysical properties and application prospects
(A)symmetric chromophores based on cyano and fluorine-substituted 2,3-bis(5-arylthiophen-2-yl)quinoxalines:Synthesis,photophysical properties and application prospects
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NSTL
A series of novel V-shaped D-π-A-π-D push-pull chromophores,containing two aminoaryl electron donors(D),1,5-thiophenylene π-conjugated spacer and a 6-cyano-or 6,7-difluoroquinoxaline electron acceptor(A),was designed,synthesized,and characterized.6-Cyano derivatives demonstrated red shift of absorption and emission maxima compared with 6,7-difluoro counterparts.The compounds displayed positive emission solvatochromism with increasing solvent polarity.Additionally,emission behavior of all compounds in THF/water mixture and solid state was investigated.Moreover,the two-photon excited fluorescence(2 PE)spectra of carbazolyl-containing chromophores were measured.Replacement of 6,7-difluoroquinoxaline core by 6-cyanoquinoxaline increases two-photon absorption cross section(δ_(2PA))value by more than 10 times.6,7-Difluoroquinoxalines demonstrated changes in emission maxima or/and intensity after mechanic stimulation.Electronic-structure calculations with the use of quantum-chemistry methods were performed to have a deeper insight into experi-mental data.In summary,the obtained results show multifunctional nature of V-shaped 2,3-bis(5-arylthiephen-2-yl)quinoxalines and their potential utility in diverse applications.
NSTL
