首页|Finely tuning electronic and steric structures of spiro [fluorene-9,9 '-xanthene] (SFX)-based emitters by isomerization strategy towards efficient electroluminescence

Finely tuning electronic and steric structures of spiro [fluorene-9,9 '-xanthene] (SFX)-based emitters by isomerization strategy towards efficient electroluminescence

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Considering the advantages of spiro [fluorene-9,9'-xanthene] (SFX) on facilitating radiative transition and suppressing concentration quenching, a pair of isomers, namely F-BT-F and X-BT-X, were designed and synthesized with benzoic] [1,2,5]thiadiazole (BT) as an acceptor core to bridge fluorene moieties (F-BT-F) or xanthene moieties (X-BT-X) of SFXs. The pair of isomers with D-A-D architecture presented almost the same energy gap in chloroform solution, providing a delicate model to probe the electronic and steric differences between binary structure of SFX. Single-crystal diffractions reveal that SFX-donor units are in antiparallel arrangement on the both sides of the BT core, and X-BT-X molecules have more discrete and ordered packing compared to F-BT-F in crystal phase. Photophysical, electrochemical measurements and DFT calculations manifest that the pair of emitters possess excellent photoluminescence quantum yields up to 95%, and the X-BT-X shows weaker charge-transfer character compared with the F-BT-F, attributed to the strong electron-donating nature and partly interrupted conjugation pathway of xanthene-end relative to fluorene-end. In doped organic light-emitting devices (OLEDs), the F-BT-F and X-BT-X displayed nearly uniform electroluminescence (EL) with the emission peaks at 515 and 518 nm, as well as the maximum external quantum efficiencies (EQEs) approaching 5.0%. In non-doped OLEDs, however, the X-BT-X had more remarkable EL performance with the emission peak at 525 nm, maximum current efficiencies of 14.02 cd A(-1), maximum power efficiencies of 8.81 lm W-1 and maximum EQE of 4.25%, exceeding the efficiency values of 13.75 cd A(-1), 7.71 lm W-1, and 4.08% of F-BT-F based device. By illuminating the electronic and steric features of xanthene moiety, this work opens a new door to construct high-efficiency and low-cost SFX-based fluorescence emitters.

Organic light-emitting devicesSpiro[fluorene-9-9 '-xanthene]IsomerStructure-function relationshipLIGHT-EMITTING-DIODESA-D TYPEHOLE-TRANSPORTING MATERIALSHIGHLY EFFICIENTLOW-COSTPHOSPHINE OXIDESOLAR-CELLSBLUEFLUORESCENCEGREEN

Ren, Bao-Yi、Lan, Xia、Tan, Yan-Mei、Xiong, Gang、Sun, Ya-Guang、Guo, Run-Da、Lv, Mei-Heng、Xie, Ling-Hai

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Shenyang Univ Chem Technol

Huazhong Univ Sci & Technol

Nanjing Univ Posts Telecommunicat

2022

Dyes and Pigments

Dyes and Pigments

EISCI
ISSN:0143-7208
年,卷(期):2022.198
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