Multistimuli-responsive diaryldibenzofulvene derivatives and fluorescent detection of volatile organic vapors

Qian, Yao; Zeng, Renping; Jin, Qiu; Bai, Weibin; Zhang, Xu; Jian, Rongkun; Lin, Yucai; Yang, Mingxing

doi:10.1016/j.dyepig.2024.111979

Cited by 2 publications

(1 citation statement)

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“…Fluorescent molecular switches (FMSs) with tunable luminescent behavior using external stimuli had attracted great attention in recent years due to a broad range of applications in data encryption, information storage, sensors, and anticounterfeiting . Recently, FMSs that responded to a diverse range of triggers, such as UV/vis light, acid/base, heat, mechanical force, and chemical vapor, had been achieved. However, most of these switches functioned only in solution because traditional π-conjugated FMSs often suffer from the aggregation-caused quenching (ACQ) effect in aggregated/solid state, which greatly limited their practical applications in the solid state .…”

Section: Introductionmentioning

confidence: 99%

Toward High Contrast and Noninvasive Fluorescence Switches via an O-Fused Ring 5,7-Dihydroxy-4-methyl-2,2,3-triphenylbenzofuran-6(2H)-one Strategy

Lu,

Huang,

Luo

et al. 2024

J. Org. Chem.

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An unprecedented O-fused ring 5,7-dihydroxy-4methyl-2,2,3-triphenylbenzofuran-6(2H)-one (3) was first time synthesized. Further, a series of novel dialkyl/fluoroalkyl derivatives of compound 3, 5,7-dialkoxy/fluoroalkoxy-4-methyl-2,2,3-triphenylbenzofuran-6(2H)-one, were obtained with noninvasive fluorescence switching characteristics and aggregationinduced emission properties. Compared with fluoroalkyl derivatives, the alkyl analogs exhibited a significant bathochromic shift in solid-state fluorescence emission. Notably, these noninvasive fluorescent molecular switches could be facilely tuned through light and heat stimulation, which successfully achieved high contrast and reversible fluorescent emission between orange and yellow endowing them with potential applications in data encryption materials. In addition, the single crystal data of compounds 3 and 7-CF 3 displayed weak intermolecular interactions in different directions, resulting in twisted conformation and antiparallel slip stacking. Interestingly, the polymer dimethyl silicone film doped with 7-C 3 F 7 also showed an evident light-responsive behavior, meeting the criterion for fluorescent materials in the optical field.

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