Mechanofluorochromic properties of β-iminoenolate boron complexes tuned by the electronic effects of terminal phenothiazine and phenothiazine-S,S-dioxide

Zhang, Zhenqi; Wu, Zhu; Sun, Jingbo; Yao, Binbin; Zhang, Gonghe; Xue, Pengchong; Lu, Ran

doi:10.1039/c5tc00463b

Cited by 107 publications

(37 citation statements)

References 77 publications

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“…[39][40][41][42] By grinding powder samples in the crystal state, materials typically convert into the amorphous state; the resulting molecular distribution would thus be randomized, and the degree of intermolecular interactions should be significantly different. As a result, changes in emission color or intensity can thus be observed.…”

Section: Mechanofluorochromic (Mfc) Materialsmentioning

confidence: 99%

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

2015

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The synthesis and application of organoboron complexes are a highly relevant topic owng to their unique characteristics. Based on their emissive properties, these complexes have been used to make novel optical materials and devices; boron β-diketonate is a simple and robust organoboron complex. From a series of recent studies, unique and versatile optical properties have been reported. In this review, we introduce the results of primarily recent studies on boron diketonate and related compounds containing polymers and particularly explain their optical properties. Initially, the multi-emission of boron diketonate derivatives and its application to biotechnology are explained. Next, the formation of nanostructures and its emission properties are demonstrated. The modulation of optical properties by mechanical stress is also presented. Finally, recent progress in the development of solid-emissive materials are shown with boron diketonates and their derivatives, which have aggregation-induced emission properties. The versatility of boron diketonates as a building block for the preparation of functional optical materials is the focus of this review.

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Section: Mechanofluorochromic (Mfc) Materialsmentioning

confidence: 99%

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

2015

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“…Change in color and emission wavelength were also investigated upon annealing the ground sample at 200 °C and fuming of the annealed sample with DCM (fumed again samples). The results were quite different from original state of hydrazones 2–5 suggesting the destruction of π‐aggregates in ground samples which could not be reformed after annealing thereby leading to alterations in molecular packing from as‐synthesized sample …”

Section: Resultsmentioning

confidence: 80%

“…Also, disappearance of diffraction peaks upon annealing the ground samples of all the hydrazones showed complete destruction of molecular crystalline state to amorphous state. Further fuming of annealed sample with DCM led to the recovery of few diffraction peaks in hydrazones 2 and 3 with lesser intensity; signifying the existence of poorer long order of molecules than in as‐synthesized samples . Whereas, no such recovery of crystalline state was observed in case of hydrazones 4 and 5 .…”

Section: Resultsmentioning

confidence: 95%

“…Hydrazones 2 and 4 displayed single emission peak in solution, while in solid state dual fluorescence was observed. This might also be attributed to low energy gap between two lowest excited states of π‐aggregated molecules which facilitates various electronic transition which reduces the barrier for dual fluorescence ,. It must be noted that hydrazones 3 and 5 were found to be weakly fluorescent in solid state.…”

Section: Resultsmentioning

confidence: 99%

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Multi‐Stimuli Response Displaying Novel Phenothiazine‐Based Non‐Planar D‐π‐A Hydrazones: Synthesis, Characterization, Photophysical and Thermal studies

2017

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Multi‐stimuli responsive non‐planar D‐π‐A hydrazones bearing non‐planar phenothiazine as donor (D) and benzothiazole and dinitrophenyl rings as acceptor (A) were synthesized and their structural, photophysical, thermochromic, mechanofluorochromic (MFC) and acidochromic properties were studied. Thermal gravimetric analysis (TGA) and spectrophotometric studies revealed higher thermal stability, better ICT character and enhanced D‐A intramolecular interactions in phenothiazine hydrazone bearing phenyl pendant ring. Hydrazones bearing benzothiazole ring as A displayed aggregation induced emission enhancement (AIEE) as well as acidochromism in presence of volatile acids like TFA. Greater extent of change in color and emission wavelength under external pressure revealed better MFC behavior of phenothiazine hydrazone bearing phenyl pendant ring. Two of the hydrazones exhibited reversible mechanofluorochromism on fuming their ground samples with DCM vapors. Structure‐property relationship studied by single crystal X‐ray diffraction patterns suggested the existence of twisted molecular conformation and weak intermolecular interactions such as π–π, C‐H–π and S–S which played a vital role in the phase transition from crystalline to amorphous state under mechanical stress which was further justified by powder X‐ray diffraction patterns.

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“…Under this hypothesis, Ni/NiO core-shell nanostructures are formed, in which, the coverage of the highly conductive Ni nanoparticles with a thin layer of NiO, promotes the electronic transport in comparison to bulk NiO nanoparticles. Finally, the improved ability to transport electrons, favoring the efficiency of the redox process, leads to a more effective electrocatalysis of the glucose, then to excellent sensing properties [40]. The selectivity of Ni based electrodes towards glucose determination respect to typical interfering species in alkaline solution, has been widely demonstrated [41][42][43].…”

Section: Electrocatalysis Of Glucose At the Ni-carbon Composite Electmentioning

confidence: 99%

Non‐enzymatic Glucose Sensor Based on Nickel/Carbon Composite

et al. 2018

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Nickel/carbon composites (Ni−C) have been synthesized by a pyrolysis treatment carried out at the temperature of 675 °C, of NiO incorporated into a pyrogallol‐formaldehyde organic wet gel. Structural and morphological characterizations of the Ni−C samples were performed by XRD and SEM analysis, respectively. Electrochemical non‐enzymatic glucose sensors were fabricated modifying the working electrode surface of screen printed carbon electrodes. Cyclic voltammetry and amperometric tests were performed in order to investigate the electrocatalytic activity of differently Ni loaded carbon towards the oxidation of glucose in alkaline 0.1 M KOH solution. The sensor based on 30 % Ni/carbon showed the best sensing performance towards glucose monitoring with a sensitivity of 670 μA/mM cm−1 in the a liner range from 20 to 500 μM, and a detection limit lower than 8 μM at S/N=3.

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Mechanofluorochromic properties of β-iminoenolate boron complexes tuned by the electronic effects of terminal phenothiazine and phenothiazine-S,S-dioxide

Abstract: β-Iminoenolate boron complexes bearing phenothiazine exhibited high-contrast mechanofluorochromic behavior compared with that containing a phenothiazine-S,S-dioxide unit.

Cited by 107 publications

References 77 publications

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

Recent progress of optical functional nanomaterials based on organoboron complexes with β-diketonate, ketoiminate and diiminate

Multi‐Stimuli Response Displaying Novel Phenothiazine‐Based Non‐Planar D‐π‐A Hydrazones: Synthesis, Characterization, Photophysical and Thermal studies

Non‐enzymatic Glucose Sensor Based on Nickel/Carbon Composite

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