Rapid DNT fluorescent films detection with high sensitivity and selectivity

Ma, Hongwei; Li, Feng; Zhang, Zhaoxia; Zhang, Ming

doi:10.1016/j.snb.2017.01.098

Cited by 22 publications

(9 citation statements)

References 44 publications

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“…Fibres that had been used in an exposure experiment did recover 85% of their initial fluorescence intensity after 40 hrs storage under dynamic vacuum at 50 o C, similar as it was observed for other fluorescent nitroaromatic explosive sensors previously [23]. This suggests that the fluorophore/nitroaromatic complex is slowly reversible, but not the photodegradation that is independent of complexation.…”

Section: Figsupporting

confidence: 75%

Adaptive and sensitive fibre-optic fluorimetric transducer for air- and water-borne analytes

Alshammari

Kirwa

Dunbar

et al. 2019

Talanta

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Section: Figsupporting

confidence: 75%

Adaptive and sensitive fibre-optic fluorimetric transducer for air- and water-borne analytes

Alshammari

Kirwa

Dunbar

et al. 2019

Talanta

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“…The concentration-dependent emission and solid-state emission behavior of hexagonal ring-fused NBN systems motivated us to examine the possible application of these compounds as aggregation-induced excimer emission (AIEE) materials. , Unfortunately, the poor solubility of the symmetrical hexagonal ring-fused NBN system 5a in organic solvents as a result of the large conjugated system is a significant barrier to its application. Thus, we selected 3a as the model compound and investigated its AIEE behavior by examining its fluorescence spectra in an array of mixed THF/H 2 O solvents (Figure a).…”

Section: Results and Discussionmentioning

confidence: 99%

Modular Synthesis of Pentagonal and Hexagonal Ring-Fused NBN-Phenalenes Leading to an Excited-State Aromatization-Induced Structural Planarization Molecular Library

et al. 2021

J. Am. Chem. Soc.

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Although polycyclic aromatic hydrocarbons (PAHs) with a nitrogen–boron–nitrogen (NBN) moiety have recently attracted tremendous interest due to their intriguing electronic and optoelectronic properties, all of the NBN-fused π-systems reported to date are called NBN-dibenzophenalenes and were synthesized by electrophilic aromatic substitution. The synthesis of NBN-phenalenes remains challenging, and transition-metal catalysis has never been utilized to construct NBN-embedded π-scaffolds. Herein, a palladium-catalyzed cyclization/bicyclization strategy was developed for the synthesis of diverse pentagonal and hexagonal ring-fused NBN-phenalenes and half-NBN-phenalenes. All of the NBN-embedded π-scaffolds presented in our paper are fluorescent in both solution and the solid state. Further investigations showed that the five-membered NBN rings exhibit the properties of traditional luminogens, while those with a six-membered NBN ring generally undergo photoinduced structural planarization (PISP) and exhibit different colors and quantum yields of fluorescence with different concentrations in solution. Time-resolved spectroscopy and TD-DFT calculations revealed that excited-state aromatization is the driving force for PISP in hexagonal ring-fused NBN-π systems, leading to the formation of excimers. Notably, the scope of PISP compounds is still quite limited, and PISP has never been observed in NBN-π systems before. These hexagonal ring-fused NBN-π systems constitute a novel PISP molecular library and appear to be a new class of aggregation-induced excimer emission (AIEE) materials. Finally, the AIEE behavior of these six-membered NBN rings was applied to the detection of nitro explosives, achieving excellent sensitivity. In general, this work provides a new viewpoint for synthesizing NBN-fused π-systems and understanding the excited-state motion of luminogens.

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“…[12] It is known that AIE molecules exhibit excellent TNT sensory properties,w hich are attributed to the charge-transfer luminescence quenching effect between TNT,a ne lectron-deficient molecule,a nd electron-rich AIE molecules. [13] TheT NT sensory investigations of AIE diazaborinines were carried out, using 1a as an example.U pon addition of TNT to as olution of 1a (0.05 mg mL À1 )i n9 0% mixtures of H 2 O/MeOH (vol %), the luminescent intensity of 1a solution decreases rapidly,d elivering more than 80 %o f fluorescence quenching ratio with 25 ppb of TNT,asshown in Figures 4A and B. When the fluorescence quenching ratio is lower than 50 %, al inear relationship develops between fluorescence quenching ratio and TNT amount.…”

Section: Angewandte Chemiementioning

confidence: 99%

NBN‐Doped Conjugated Polycyclic Aromatic Hydrocarbons as an AIEgen Class for Extremely Sensitive Detection of Explosives

et al. 2018

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As imple and efficient synthesis of NBN-doped conjugated polycyclic aromatic hydrocarbons (sucha sd iazaborinines) has been accomplished by ac atalyst-free intermolecular dehydration reaction at room temperature between boronic acid and diamine moieties with yields up to 99 %. Polycyclic aromatic hydrocarbons with as ix-membered NBN ring are an ew class of aggregation-induced emissive luminogens.E xtremely sensitive detection of ppb levels of TNT by phenyl naphthodiazaborinine is straightforward. Visual detection of TNT is illustrated by fabrication of TNT test strips, which can detect as little as 100 ng of TNT powder.This simple and sensitive detection of TNT has potential applications in the area of public safety and security against terrorist activities.Doping of polycyclica romatic hydrocarbons (PAHs) with boron-nitrogen units,t hat is,i soelectronic and isosteric replacement of aC =Cb ond with aB ÀNb ond (Scheme 1), has emerged as av ersatile strategy for the preparation of novel hybrid PA Hs with unusual and attractive optical, electronic,a nd chemical properties that are absent from their C=Cc ongeners. [1] Them olecular design of boronnitrogen-doped PA Hs therefore expands the structure and functionality library of p-systems,and such chemistry is highly desirable in the development of useful materials. [2] For example,since the pioneering work on BN doped p-systems, namely azaborinines,b yD ewar and White in the 1960s, considerable research effort has been devoted by,for example Ashe,L iu, Braunschweig,S chäfer,a nd Jäkle [3] to the synthesis,p roperties,a nd reactivity of azaborinines.S ince Weberspioneering work on NBN-doped compounds,specifically diazaborinines,t here have been numerous investigations of their synthesis,o na ccount of their potential applications as drugs and as reagents that can be used in the Suzuki-Mayaura reaction. [4] Although considerable progress has been made in boron-nitrogen doped p-systems,t he currently available preparative methods suffer from the need for rigorous reaction conditions including the requirement for conditions which are air-and/or moisture-free,multiple steps and unsatisfactory total yield. Finding as imple and mild strategy with which to synthesize boron-nitrogen-doped PA Hs is therefore significant and highly desirable.Boron-containing p-systems have attracted considerable research attention since the 1960s due to their desirable optical, electronic, and sensory properties. [5] With the presence of an empty porbital of the boron center in p-systems, such compounds are luminogens and are widely utilized as such. [6] Tr aditional luminogens fluoresce strongly in dilute solution but are subject to aggregation-caused quenching (ACQ) [7] and the luminogens are quenched at higher concentrations or in aggregation states.I n2 001, Tang described the aggregation-induced emission (AIE) of luminogens (AIEgens), [8] which fluoresce weakly when dissolved, but emit strongly when aggregated. As an important class of luminogens,b oron containing p-systems featuring AIE,...

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Rapid DNT fluorescent films detection with high sensitivity and selectivity

Cited by 22 publications

References 44 publications

Adaptive and sensitive fibre-optic fluorimetric transducer for air- and water-borne analytes

Adaptive and sensitive fibre-optic fluorimetric transducer for air- and water-borne analytes

Modular Synthesis of Pentagonal and Hexagonal Ring-Fused NBN-Phenalenes Leading to an Excited-State Aromatization-Induced Structural Planarization Molecular Library

NBN‐Doped Conjugated Polycyclic Aromatic Hydrocarbons as an AIEgen Class for Extremely Sensitive Detection of Explosives

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