A study of silylated tris(styryl)benzenes as potential fluorescent sensors for aqueous fluoride

Sánchez-Ruíz, Antonio; González-Alfaro, Sergio; Garcı́a-Martı́nez, Joaquín C.; Rodríguez‐López, Julián

doi:10.1016/j.dyepig.2020.108610

Cited by 8 publications

(10 citation statements)

References 29 publications

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“…The limits of detection (LoD) and quantitation (LoQ) were determined to be 14.5 μM and 48.3 μM, respectively. These values are similar to other fluorescent fluoride sensors 15 and below the maximum permissible drinking water contamination level of 4 ppm (210 μM). 31 The selectivity was studied in an initial screening by exposing SP-OSi to excess of different salts (1 mM final concentration for each salt), such as KCl, KBr, tetrabutylammonium chloride (TBAC), tetrabutylammonium bromide (TBAB), K 2 CO 3 , KNO 3 , MgSO 4 , KOH, NaCN, and sodium acetate (AcONa).…”

Section: Resultssupporting

confidence: 87%

“…We have recently demonstrated how, by dissolving the sensor in DMSO, it is possible to use aqueous fluoride samples with excellent sensitivities. 15 …”

Section: Resultsmentioning

confidence: 99%

“…We have recently developed a methodology in which by dissolving the sensor molecule in DMSO it is possible to add the fluoride analyte in water and obtain very good sensitivities. 15 …”

Section: Resultsmentioning

confidence: 99%

“…We have recently demonstrated how, by dissolving the sensor in DMSO, it is possible to use aqueous fluoride samples with excellent sensitivities. 15 For this reason, Table 1 includes the results obtained for both compounds in DMSO solution, along with on a quartz disc and on a paper disc. The silylated compound SP-OSi showed a hypsochromic shift of absorbance and emission from DMSO solution to solid (thin film and μPAD), as well as a decrease of the quantum yield in the emission spectrum (Figure 1 and Table 1).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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Reversal of a Fluorescent Fluoride Chemosensor from Turn-Off to Turn-On Based on Aggregation Induced Emission Properties

et al. 2022

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Here we present a new approach for the development of fluoride chemosensors taking advantage of aggregation induced emission (AIE) properties. Although AIE-based chemosensors have been described, they rely primarily on the analyte causing aggregation and hence fluorescence. We propose a new concept in the use of AIE for the development of fluorescent sensors. Our hypothesis is based on the fact that a turn-off chemosensor in solution can be transformed into turn-on in the solid state if the properties of ACQ and AIE are properly combined between the fluorescent molecules involved. To demonstrate this hypothesis, we have selected a fluorescent chemosensor for the fluoride anion with a conjugated structure of bis(styryl)pyrimidine that, while showing turn-off behavior in solution, becomes turn-on when it is brought to the solid state. We have also combined it with the advantages of a detection system based on the microfluidic paper-based analytical devices (μPAD). The system is fully characterized spectroscopically both in solution and in the solid state, and quantum mechanical calculations were performed to explain how the sensor works. The prepared device presents a high sensitivity, with no interference and with an LoD and LoQ that allow determination of fluoride concentrations in water 2 orders of magnitude below the maximum allowed by WHO.

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Section: Resultssupporting

confidence: 87%

“…We have recently demonstrated how, by dissolving the sensor in DMSO, it is possible to use aqueous fluoride samples with excellent sensitivities. 15 …”

Section: Resultsmentioning

confidence: 99%

“…We have recently developed a methodology in which by dissolving the sensor molecule in DMSO it is possible to add the fluoride analyte in water and obtain very good sensitivities. 15 …”

Section: Resultsmentioning

confidence: 99%

Section: ■ Results and Discussionmentioning

confidence: 99%

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Reversal of a Fluorescent Fluoride Chemosensor from Turn-Off to Turn-On Based on Aggregation Induced Emission Properties

et al. 2022

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“…Such properties enable F − to form strong hydrogen bonds with -NH groups or easily deprotonate the -NH protons of the designed receptor, resulting in an evident optical spectrum change either in the absorption or emission spectrum (Kaur and Choi, 2015;Feng et al, 2018). Some sensors can even change their color under ambient light or UV light, with the change detectable by the naked eye (Wang et al, 2018;Antonio et al, 2020). Recently, Zhang et al (2018) reported polymers containing 1,4-diketo-pyrrolo[3,4-c]pyrrole (DPP)-substituted t-butoxy carbonyl (t-Boc) units with good solubility.…”

Section: Introductionmentioning

confidence: 99%

IDTI Dyes for Fluoride Anion Chemosensors

et al. 2020

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Fluoride anions play a key role in human health and chemical engineering, such as in organic synthesis and biological processes. The development of high-sensitivity naked-eye detection sensors for fluoride anions in organic solutions is crucial and challenging. In this study, (3Z,3 ′ Z)-3,3 ′-[4,4,9,9-tetrakis(4-hexylphenyl)-4, 9-dihydro-s-indaceno(1,2-b:5,6-b ′)dithiophene]-2,7-diylbis(methan-1-yl-1-ylidene) bis (6-bromo-indolin-2-one) (IDTI) was designed and used as a fluoride chemosensor for the first time. IDTI is a highly sensitive fluoride sensor with a detection limit of as low as 1 × 10 −7 M. In addition, upon the reaction of IDTI with fluoride anions in a tetrahydrofuran (THF) solution, color changes from red to yellow under ambient light and from purple to green under UV light were detectable by the naked eye. These studies indicate that IDTI is a promising fluoride chemosensor.

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Development of indole-based fluorescent probe for detection of fluoride and cell imaging of HepG2

Wang

Rao

et al. 2021

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A study of silylated tris(styryl)benzenes as potential fluorescent sensors for aqueous fluoride

Cited by 8 publications

References 29 publications

Reversal of a Fluorescent Fluoride Chemosensor from Turn-Off to Turn-On Based on Aggregation Induced Emission Properties

Reversal of a Fluorescent Fluoride Chemosensor from Turn-Off to Turn-On Based on Aggregation Induced Emission Properties

IDTI Dyes for Fluoride Anion Chemosensors

Development of indole-based fluorescent probe for detection of fluoride and cell imaging of HepG2

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