Multi-stimuli-responsive tetraphenylethene-based thiazole compound: Time-dependently enhanced blue-shift emission, reversible acidichromism and mechanochromism

Sun, Hao; Sun, Wenhao; Jiang, Yan; Wei, Jianhua; Zhao, Yun; Zhang, Ran; Ni, Zhong‐Hai

doi:10.1016/j.dyepig.2019.107938

Cited by 27 publications

(9 citation statements)

References 32 publications

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“…Owing to the high contrast of W4 before and after grinding (Table 1), it might have great potential application in the area of anti-counterfeiting. 54 The writing and erasing example of W4 is shown in Fig. 7C.…”

Section: Resultsmentioning

confidence: 99%

Development of a new type of multi-functional mechanochromic luminescence material by infusing a phenyl rotator into the structure of 3,4-diphenylmaleic anhydride

et al. 2022

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Section: Resultsmentioning

confidence: 99%

Development of a new type of multi-functional mechanochromic luminescence material by infusing a phenyl rotator into the structure of 3,4-diphenylmaleic anhydride

et al. 2022

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“…Based on reversible tunable emission property of Y7, it may have great potential application in the area of anticounterfeiting. 45 The stimuli-responsive writing and erasing examples for Y7 are displayed in Figure 5c, smearing the solid powder with a cotton swab on the filter paper, and the filter paper turned into an orange-red background. Then, taking acetone as ink and writing on the paper, the yellow characters "AIE" appeared, which could be wiped by the swabbing method.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

New Rofecoxib-Based Mechanochromic Luminescent Materials and Investigations on Their Aggregation-Induced Emission, Acidochromism, and LD-Specific Bioimaging

Chen

Wang

et al. 2022

J. Phys. Chem. B

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Development of new mechanochromic luminescent (MCL) materials from aggregation-induced emission luminogens (AIEgens) has attracted wide attention due to their potential application in multiple areas. However, rational design and crafting of new MCL materials from the simple AIEgens skeleton is still a big challenge because of the undesirable concentration quenching effect. In this study, we have constructed a new class of MCL materials by adding one phenyl as a new rotator and incorporating one pair of electron donor (D) and acceptor (A) into the system of rofecoxib skeleton. This strategy endowed the compounds (Y1−Y8) with tunable emission behavior and some of them with the AIE effect and reversible MCL behavior. These properties may be caused by the highly twisted conformation and loosely molecular packing modes, which were elucidated clearly by analyzing the data of single-crystal X-ray diffraction, powder X-ray diffraction, and differential scanning calorimetry. Further investigation revealed that Y7 displayed acidochromic property due to the protonation of the nitrogen atom. Moreover, Y7, as a typical compound, showed its potential applications in the area of anticounterfeiting, pH sensor, and LD-specific bioimaging.

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“…Based on the reversible MCL properties of compound PYR2, it may have potential in anti-counterfeiting applications. [58] The stimuli-responsive writing and erasing examples for compound PYR2 are showed in Figure 6c. Smearing the solid powder with cotton swab on the weighing paper, the paper turned into orange-red background.…”

Section: Crystal Structural Analysismentioning

confidence: 99%

“…Therefore, besides security ink, compound PYR2 could be used as a fluorescent sensor for acidic vapors due to obvious color change and it may have potential in the application of anticounterfeiting as well. [58]…”

Section: Acidochromic Properties and The Application As A Security Inkmentioning

confidence: 99%

Development of Rofecoxib‐Based Fluorophores from ACQ to AIE by Positional Regioisomerization

Wang

Chen

et al. 2022

ChemPlusChem

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The development of aggregation‐induced emission luminogens (AIEgens) has attracted increasing attention due to their potential applications in various areas in recent years. In this study, a facile conversion from aggregation‐caused quenching (ACQ) to aggregation‐induced emission (AIE) was achieved by an efficient regioisomerization strategy based on the rofecoxib scaffold. Two compounds, named PYR2 and PYR4, were identified as regioisomers of rofecoxib derivatives to show dramatically different fluorescent properties. Compound PYR2 with an ortho‐substituted piperidine group showed typical AIE activity while compound PYR4 with a para‐piperidine group exhibited typical ACQ behavior. Notably, compound PYR2 showed polymorphism with two forms of crystals. It was also endowed with reversible mechanochromic luminescence and acidochromic properties. The different fluorescent properties were elucidated by UV/Vis absorption spectroscopy, powder X‐ray diffraction, differential scanning calorimetry, and thermogravimetric analyses. Its application as a security ink and in lipid droplets imaging have been demonstrated.

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Multi-stimuli-responsive tetraphenylethene-based thiazole compound: Time-dependently enhanced blue-shift emission, reversible acidichromism and mechanochromism

Cited by 27 publications

References 32 publications

Development of a new type of multi-functional mechanochromic luminescence material by infusing a phenyl rotator into the structure of 3,4-diphenylmaleic anhydride

Development of a new type of multi-functional mechanochromic luminescence material by infusing a phenyl rotator into the structure of 3,4-diphenylmaleic anhydride

New Rofecoxib-Based Mechanochromic Luminescent Materials and Investigations on Their Aggregation-Induced Emission, Acidochromism, and LD-Specific Bioimaging

Development of Rofecoxib‐Based Fluorophores from ACQ to AIE by Positional Regioisomerization

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