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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.

Author information

1
College of Chemistry, Xiangtan University, Xiangtan City, Hunan, 411105, P.R. China. qiji830404@hotmail.com.
2
College of Chemistry, Xiangtan University, Xiangtan City, Hunan, 411105, P.R. China.
3
School of Chemistry and Chemical Engineering, Hunan Institute of Engineering, Xiangtan, 411104, P.R. China.
4
Department of Chemistry, Wuhan University, Wuhan, Hubei, 430072, P.R. China. guohua.xie@whu.edu.cn.

Abstract

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.

KEYWORDS:

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

PMID:
27441790
DOI:
10.1002/asia.201600727

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