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Chem Asian J. 2016 Sep 20;11(18):2555-63. doi: 10.1002/asia.201600727. Epub 2016 Sep 8.

Engineering the Interconnecting Position of Star-Shaped Donor-π-Acceptor Molecules Based on Triazine, Spirofluorene, and Triphenylamine Moieties for Color Tuning from Deep Blue to Green.

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College of Chemistry, Xiangtan University, Xiangtan City, Hunan, 411105, P.R. China.
College of Chemistry, Xiangtan University, Xiangtan City, Hunan, 411105, P.R. China.
School of Chemistry and Chemical Engineering, Hunan Institute of Engineering, Xiangtan, 411104, P.R. China.
Department of Chemistry, Wuhan University, Wuhan, Hubei, 430072, P.R. China.


Pi-conjugated organic molecules featuring the donor-bridge-acceptor (D-π-A) structure have been widely used in semiconducting materials owing to their rigid structure, good thermal stability, excellent charge transfer, and high emission efficiency. To investigate the effect of the D-π-A molecular structure on the photophysical properties, in this contribution, three star-shaped D-π-A isomers based on the 2,4,6-triphenyl-1,3,5-triazine, spirofluorene, and triphenylamine moieties, that is, p-TFTPA, mp-TFTPA, and m-TFTPA, were synthesized by elaborately engineering the interconnecting position in the building-block units. The optophysical properties of these compounds were systematically explored by experiments and theory calculations. Definitively, changing the interconnecting position in these molecules played a significant role in the degree of π conjugation, which resulted in tunable emission colors from deep blue to green. Moreover, these isomers were employed as emissive dopants in organic light-emitting diodes. The highest external quantum efficiency of 2.3 % and current efficiency of 6.2 cd A(-1) were achieved by using the p-TFTPA based device. This research demonstrates a feasible way to realize blue emitters by engineering D-π-A conjugation.


conjugation; donor-acceptor systems; interconnecting position; photophysics; solvatochromism


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