Coordination-induced gelation of an <scp>l</scp>-glutamic acid Schiff base derivative: the anion effect and cyanide-specific selectivity

Sun, Jinguo; Liu, Yucun; Jin, Longyi; Chen, Tie; Yin, Bo

doi:10.1039/c5cc07903a

Cited by 57 publications

(19 citation statements)

References 51 publications

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“…Gels capable of optically sensing the environmentally problematic cyanide anion have also been reported by Sun and co-workers. 91 They used copper and zinc metallogels based on an L-glutamic acid Schiff base derivative which fluorescently respond to CN À . Specifically, the mixed-metal gel incorporating both copper and zinc responded to the presence of cyanide via a change in its optical properties as a result of competitive cyanide coordination to the copper yielding Cu(CN 4 ) 2À .…”

Section: Supramolecular Gels For Sensing and Remediating Anions In Watermentioning

confidence: 99%

Applying low-molecular weight supramolecular gelators in an environmental setting – self-assembled gels as smart materials for pollutant removal

2016

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This review explores supramolecular gels as materials for environmental remediation. These soft materials are formed by self-assembling low-molecular-weight building blocks, which can be programmed with molecular-scale information by simple organic synthesis. The resulting gels often have nanoscale 'solid-like' networks which are sample-spanning within a 'liquid-like' solvent phase. There is intimate contact between the solvent and the gel nanostructure, which has a very high effective surface area as a result of its dimensions. As such, these materials have the ability to bring a solid-like phase into contact with liquids in an environmental setting. Such materials can therefore remediate unwanted pollutants from the environment including: immobilisation of oil spills, removal of dyes, extraction of heavy metals or toxic anions, and the detection or removal of chemical weapons. Controlling the interactions between the gel nanofibres and pollutants can lead to selective uptake and extraction. Furthermore, if suitably designed, such materials can be recyclable and environmentally benign, while the responsive and tunable nature of the self-assembled network offers significant advantages over other materials solutions to problems caused by pollution in an environmental setting.

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Section: Supramolecular Gels For Sensing and Remediating Anions In Watermentioning

confidence: 99%

Applying low-molecular weight supramolecular gelators in an environmental setting – self-assembled gels as smart materials for pollutant removal

2016

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“…Easy alteration of these weak interactions endows supramolecular gels, especially fluorescence π‐gels, with ability to respond to external stimuli. For example, fluorescence π‐gels have been widely utilized as sensing materials to detect metal cations, anions, and dangerous gases and acid vapors because of their large surface area and porous microstructure. As a porous xerogel film is also used as a sensing material, fluorescence quenching induced by analytes, such as explosives and organic amine vapors, is amplified because of the exciton migration within self‐assemblies .…”

Section: Introductionmentioning

confidence: 99%

Strong Fluorescence Film of Dicyano Oligo(P‐Phenylenevinylene) Supramolecular Gel for Aromatic Amine Vapors Detection

et al. 2017

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Based on quantum chemical calculation, two cyano groups were introduced to an oligo(p-phenylenevinylene) unit to obtain a fluorophore with a low highest-occupied molecular orbital (HOMO) energy level and a strong emissive efficiency in an aggregate state. An alkyl-substituted phenylalaninamide moiety was linked to this fluorophore to produce a new gelator as a sensing material for the detection of organic amine vapors. Results revealed that the wet gels and xerogel nanofiber film generated strong emission. The fluorescence of the xerogel film could be rapidly and efficiently quenched by aromatic amine vapors at low concentrations. The detection limits for aniline, N-methylaniline, and N,N-dimethylaniline were as low as 21, 5, and 11 ppb, respectively. By contrast, the xerogel film emission was poorly sensitive to aliphatic amines because the gelator fluorophore possessed an appropriate HOMO energy level located between aromatic amines and aliphatic amines. Consequently, the sensing film became highly selective for aromatic amines.[a] Dr. Scheme 1. Molecular structure of C12PhPDCP and representation of hydrogen bonding moieties, proper HOMO energy level and strong emission in aggregate state owing to the presence of two cyano units.

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“…These noncovalent interactions can provide highly organized molecular architectures that display reversible, instant, and visual changes in response to external stimuli, such as ultrasound, shearing stress, light, heating, magnetism, ions, pH, chiral compounds, enzymes, and gases. Typically, supramolecular gels are formed by heating a low‐molecular‐weight (LMW) gelator in an appropriate solvent at a specific concentration, then cooling . The transcription of intrinsic molecular features from the molecular level to complex supramolecular structures is realized in the sol‐to‐gel transition process.…”

Section: Introductionmentioning

confidence: 99%

“…Typically,s upramolecular gels are formed by heatingalow-molecular-weight (LMW) gelator in an appropriate solvent at as pecific concentration, then cooling. [26][27][28][29] The transcription of intrinsic molecular features from the molecularl evel to complex supramolecular structures is realized in the sol-to-gel transition process. However,n ot all self-assemblies of LMW molecules result in gelation.…”

Section: Introductionmentioning

confidence: 99%

Steric‐Structure‐Dependent Gel Formation, Hierarchical Structures, Rheological Behavior, and Surface Wettability

Cao

Zhao

et al. 2016

Chemistry An Asian Journal

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A series of bicholesteryl-based gelators with different central linker atoms C, N, and O (abbreviated to GC, GN, and GO, respectively) have been designed and synthesized. The self-assembly processes of these gelators were investigated by using gelation tests, field-emission scanning electron microscopy, field-emission transmission electron microscopy, UV/Vis absorption, IR spectroscopy, X-ray diffraction, rheology, and contact-angle experiments. The gelation ability, self-assembly morphology, rheological, and surface-wettability properties of these gelators strongly depend on the central linker atom of the gelator molecule. Specifically, GC and GN can form gels in three different solvents, whereas GO can only form a gel in N,N-dimethylformamide (DMF). Morphologies from nanofibers and nanosheets to nanospheres and nanotubes can be obtained with different central atoms. Gels of GC, GN, and GO formed in the same solvent (DMF) have different tolerances to external forces. All xerogels gave a hydrophobic surface with contact angles that ranged from 121 to 152°. Quantum-chemical calculations indicate that the GC, GN, and GO molecules have very different steric structures. The results demonstrate that the central linker atom can efficiently modulate the molecular steric structure and thus regulate the supramolecular self-assembly process and properties of gelators.

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Coordination-induced gelation of an l-glutamic acid Schiff base derivative: the anion effect and cyanide-specific selectivity

Cited by 57 publications

References 51 publications

Applying low-molecular weight supramolecular gelators in an environmental setting – self-assembled gels as smart materials for pollutant removal

Applying low-molecular weight supramolecular gelators in an environmental setting – self-assembled gels as smart materials for pollutant removal

Strong Fluorescence Film of Dicyano Oligo(P‐Phenylenevinylene) Supramolecular Gel for Aromatic Amine Vapors Detection

Steric‐Structure‐Dependent Gel Formation, Hierarchical Structures, Rheological Behavior, and Surface Wettability

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