Dye responsive optical-electrochemical-wettability on a naphthalene-appended calix[4]arene clicking surface

Mao, Xiaowei; Yang, Lanlan; Zou, Zhenwei; Luo, Li; Zhang, Xiaoyan; Tian, Demei; Deng, Hongtao; Li, Haibing

doi:10.1016/j.snb.2015.02.036

Cited by 10 publications

(5 citation statements)

References 36 publications

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“…A supramolecular-modified silicon surface was used as a functional surface . The method of preparation of the d -TP5-modified silicon surfaces has been reported in our previous work. , The properties of the d -TP5-modified silicone surfaces were characterized by contact angle (CA) measurements and attenuated total reflection-Fourier-transform infrared spectroscopy (ATR-FTIR) and X-ray photoelectron spectroscopy analyses.…”

Section: Resultsmentioning

confidence: 99%

“…The method of preparation of the d -TP5-modified silicon substrates has been reported in our previous work. , …”

Section: Methodsmentioning

confidence: 99%

“…The method of preparation of the D-TP5-modified silicon substrates has been reported in our previous work. 28,29 Scheme 1. Illustration of the Assembly of His Enantiomer Droplets on a D-TP5 Surface…”

Section: ■ Introductionmentioning

confidence: 99%

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Enantioselective Dynamic Self-Assembly of Histidine Droplets on Pillar[5]arene-Modified Interfaces

Yan

Quan

et al. 2018

ACS Appl. Mater. Interfaces

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The self-assembly of macroscopic droplets on interfaces has attracted much attention and shown promising potential in the field of materials as a sensing or delivery system. Herein, we reported a new strategy to construct a Dtartaric acid-functionalized pillar[5]arene (D-TP5) interface for macroscopic differentiation of histidine enantiomers. At the molecular level, it has been proved that D-TP5 has the ability to distinguish between L-Histidine and D-Histidine (K L / K D = 4.6). Furthermore, a functional D-TP5 surface was constructed by a click reaction and characterized by contact angle measurements and attenuated total reflection-Fourier-transform infrared spectroscopy and X-ray photoelectron spectroscopy analyses. The D-TP5 surface exhibited the selective dynamic adhesion of L-His droplets on the tilted interface. It means that a D-TP5 surface can distinguish histidine enantiomers at a macrolevel. The amount of D/L-His absorbed by a D-TP5 surface and the morphology of His particles formed by removing the solvent have been investigated to prove that the self-assembly of His occurs on the D-TP5 surface. The possible mechanism has been discussed from host−guest interaction and chiral recognition. The proposed chiral material displays rapidly remarkable selectivity and is convenient to be utilized, which should be suitable for comprehending chiral recognition processing and applied to chiral recognition detection of histidine in a living body.

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Section: Resultsmentioning

confidence: 99%

“…The method of preparation of the d -TP5-modified silicon substrates has been reported in our previous work. , …”

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Enantioselective Dynamic Self-Assembly of Histidine Droplets on Pillar[5]arene-Modified Interfaces

Yan

Quan

et al. 2018

ACS Appl. Mater. Interfaces

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“…Naphthalene derivatives, on the other hand, exhibit strong uorescence properties, offering an excellent platform for the detection of target analytes through uorescence quenching or enhancement mechanisms. [26][27][28][29] The electron-rich nature of naphthalene-based derivatives makes them particularly attractive for the development of nitroaromatic explosive sensors. They facilitate hostguest complexation through a charge transfer mechanism between the electron-rich part of the ligand and the electron-withdrawing nature of the analyte, leading to enhanced sensitivity and selectivity.…”

Section: Introductionmentioning

confidence: 99%

Fluorescence Quenching and the Chamber of Nitroaromatics: A Dinaphthoylated Oxacalix[4]arene’s(DNOC) Adventure Captured through Computational and Experimental Study

Desai,

Panchal,

Parikh

et al. 2023

Preprint

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This research introduces Dinaphthoylated Oxacalix[4]arene (DNOC) as a novel fluorescent receptor for selective detection of nitroaromatic compounds (NACs). DNOC was characterized using 1H-NMR, 13C-NMR, and ESI-MS spectroscopic techniques. The receptor exhibited remarkable selectivity in acetonitrile towards various nitroaromatic analytes, including MNA; 2,4-DNT; 2,3-DNT; 1,3-DNB; 2,6-DNT and 4-NT as confirmed through emission spectra analysis. Investigation of binding constants, Stern-volmer analysis, lowest of detection limit (3σ/Slope) and fluorescence quenching sheds light on DNOC's inclusion behaviour. Additionally, Density Functional Theory (DFT) calculations using Gaussian 09 program elucidate the selectivity trend of the ligand DNOC for NAC detection. Analysing energy gaps between molecular orbitals (HOMO and LUMO) offers insights into electron-transfer mechanisms and electronic interactions. Smaller energy gaps indicate higher selectivity through favourable electron-transfer processes, while larger gaps imply reduced selectivity due to weaker electronic interactions. This interdisciplinary study combines experimental and computational approaches to comprehensively understand DNOC's selective binding behaviour, rendering it a promising chemical sensor for nitroaromatic explosives.

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“…Exhausting colorimetric methods, researchers turned to other visual signals, such as volumetric methods like hydrogels and gas‐driven microfluidics chips . Although they are widely used in the characterization of surfaces, contact angle (CA) has been rarely considered for use as the single indicator in detection . Choi and co‐workers had worked on a first example of the detection based on the surface contact angle variation.…”

Section: Introductionmentioning

confidence: 99%

Facile On‐Site Detection Based on Reactional Wettability Variation

Lin

Zheng

Chen

et al. 2018

Adv Materials Inter

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A new on‐site detection strategy is developed based on reactional wettability variation (RWV), which is induced by the coordination reaction between azoimidazole (AzoIm) ligands on an electrospun polymer membrane and the analytes. A sensor unit is fabricated by implanting photoresponsive AzoIm ligands on an electrospun polymer membrane. Contact angle of analyte solution droplets on the membrane surface is varied by coordination reaction between ligands and analytes. The response variation of each analyte is influenced by the membrane‐forming polymer and the conformation of AzoIm. Based on these two factors, the sensor is expanded into a sensor array to offer on‐site detection. The principle component analysis is further applied to evaluate the detection performance and influential structural factors of the array on those ions. The differential response it works on results from varied binding constants of ion–AzoIm complexes and pH of the analyte solutions. Moreover, the detection of metal ions is extended to the bioinorganic molecule of hemin in the same mechanism. It is envisioned that the application of the RWV general pattern can open new possibilities for detection.

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Dye responsive optical-electrochemical-wettability on a naphthalene-appended calix[4]arene clicking surface

Cited by 10 publications

References 36 publications

Enantioselective Dynamic Self-Assembly of Histidine Droplets on Pillar[5]arene-Modified Interfaces

Enantioselective Dynamic Self-Assembly of Histidine Droplets on Pillar[5]arene-Modified Interfaces

Fluorescence Quenching and the Chamber of Nitroaromatics: A Dinaphthoylated Oxacalix[4]arene’s(DNOC) Adventure Captured through Computational and Experimental Study

Facile On‐Site Detection Based on Reactional Wettability Variation

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