C<sub>60</sub>‐Mediated Molecular Shape Sorting: Separation and Purification of Geometrical Isomers

Rana, Moumita; Reddy, R. Bharathanatha; Rath, Bibhuti Bhusan; Gautam, Ujjal K.

doi:10.1002/anie.201408981

Cited by 26 publications

(27 citation statements)

References 46 publications

(18 reference statements)

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“…This is of great importance in VOC sensing due to the different toxicity of these two compounds 57 . In addition, NUS-24 nanosheets also demonstrate a good discrimination among xylene isomers ( o -xylene/ m -xylene/ p -xylene), which is currently a big challenge in chemical sensing due to their similar structures and physicochemical properties 58 . For example, the I R values of nanosheets⊃ o -xylene, nanosheets⊃ m -xylene, and nanosheets⊃ p -xylene are 3.24, 2.80, and 3.77, respectively.…”

Section: Resultsmentioning

confidence: 99%

Ultrathin two-dimensional porous organic nanosheets with molecular rotors for chemical sensing

et al. 2017

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Molecular rotors have played an important role in recent materials chemistry. Although several studies on functional materials containing molecular rotors have been reported for fluorescence sensing, this concept has yet to be realized in two-dimensional (2D) materials. Here we report the preparation of all-carbon, π-conjugated 2D porous organic nanosheets, named NUS-24, which contain flexible tetraphenylethylene (TPE) units as the molecular rotors. NUS-24 nanosheets exhibit high stability, large lateral size, and ultrathin thickness (2–5 nm). The dynamic TPE rotors exposed on the surface of NUS-24 nanosheets can be restricted in the aggregated state with different water fractions, which is reminiscent of the aggregation-induced emission mechanism, thereby leading to the size-selective turn-on fluorescence by volatile organic compounds. Significantly, the ultrathin 2D nanosheets and its composite membranes show much higher sensitivity and selectivity toward Fe3+ ions and nitro-containing compounds sensing, suggesting their potential applications in explosive detection and environmental monitoring.

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Section: Resultsmentioning

confidence: 99%

Ultrathin two-dimensional porous organic nanosheets with molecular rotors for chemical sensing

et al. 2017

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“…Xylene and many other disubstituted benzene derivatives are generally produced as mixtures of the ortho - ( o -), meta - ( m -) and para - ( p -) isomers. Separation, detection and identification of such isomers with very similar chemical and physical properties are of great importance and challenge in industry and environmental sciences 1 2 3 4 5 6 7 8 9 10 11 . Compared with conventional distillation or crystallization methods, separating mixtures by differential interaction with solid surface could be more energy saving 6 .…”

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confidence: 99%

Structural, energetic and dynamic insights into the abnormal xylene separation behavior of hierarchical porous crystal

Lin

Liao

et al. 2015

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Separation of highly similar molecules and understanding the underlying mechanism are of paramount theoretical and practical importance, but visualization of the host-guest structure, energy, or dynamism is very difficult and many details have been overlooked. Here, we report a new porous coordination polymer featuring hierarchical porosity and delicate flexibility, in which the three structural isomers of xylene (also similar disubstituted benzene derivatives) can be efficiently separated with an elution sequence inversed with those for conventional mechanisms. More importantly, the separation mechanism is comprehensively and quantitatively visualized by single-crystal X-ray crystallography coupled with multiple computational simulation methods, in which the small apertures not only fit best the smallest para-isomer like molecular sieves, but also show seemingly trivial yet crucial structural alterations to distinguish the meta- and ortho-isomers via a gating mechanism, while the large channels allow fast guest diffusion and enable the structural/energetic effects to be accumulated in the macroscopic level.

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“…As already demonstrated, only mesitylene and m ‐xylene gel could give fiber like crystal, which could be attributed to selective co‐crystallization of C 60 and solvent . As discussed in ref.…”

Section: Methodsmentioning

confidence: 53%

“…As discussed in ref. , suitable solvent molecules (e.g., m ‐xylene or mesitylene) could fit into the C 3 ‐symmetric cavity of fullerene aggregates and form fibrous crystals, and o ‐ or p ‐xylene could not be included in solvated fiber crystals because of steric effect. SEM, XRD, and theoretical examination confirmed fiber‐like crystallization.…”

Section: Methodsmentioning

confidence: 99%

Spatially Confined Growth of Fullerene to Super‐Long Crystalline Fibers in Supramolecular Gels for High‐Performance Photodetector

et al. 2019

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been developed to grow 1D C 60 crystals including template method, slow evaporation, precipitation, liquid/liquid interface precipitation (LLIP), volatile diffusion, and gel-assisted method in general. While early attempts to grow C 60 crystals resulted in various morphologies, it was the use of crystalline C 60 fibers that had attracted particular interest because of their outstanding properties with high surface area and low dimensionality. [14] Although some methods were used to grow 1D fullerene crystals, it is still a great challenge to grow them with tunable sizes owing to their naturally 0D structures. Thus, to develop a method for the controlled growth of 1D C 60 crystals is still challenging and demanding for its promising applications, e.g., photodetector.As a recently developed medium for crystal growth, supramolecular gels derived from low-molecular-mass gelators (LMMGs), are a typical class of soft materials in which gelator molecules can be assembled into dynamic 3D networks via cooperative noncovalent interactions. [15][16][17][18][19][20][21][22] The gel matrix commonly entraps solvent molecules and prevents the macroscopic flow of the solvent within its networks. Sedimentation or aggregation of the crystals is suppressed in supramolecular gels and the arbitrary growths along faces in contact with the vessel walls or other crystals are also limited. Furthermore, the supramolecular gel could act as an inert matrix repressing heterogenous nucleation and making homogenous nucleation dominant. Or it affords an activated gel As a superstar organic semiconductor, fullerene (C 60 ) is versatile in nature for its multiple photoelectric applications. However, owing to its natural 0D structure, a challenge still remains unbeaten as to growth of 1D fullerene crystals with tunable sizes. Herein, reported is an efficient approach to grow C 60 as super-long crystalline fibers with tunable lengths and diameters in supramolecular gel by synergic changes of anti-solvent, gel length, crystallization time or fullerene concentration. As a result, the crystalline C 60 fibers can be modulated to as long as 70 mm and 70 000 in their length-to-width ratio. In this case, the gel 3D network provides spatial confinements for the growth of 1D crystal along the directional dispersion of anti-solvent. The fabricated fullerene device exhibits high responsivity (2595.6 mA W -1 ) and high specific detectivity (2.7 × 10 12 Jones) at 10 V bias upon irradiation of 400 nm incident light. The on/off ratio and its quantum efficiency are near to 540 and about 800%, respectively, and importantly, its photoelectric property remains very stable after storage in air for six months. Therefore, spatially confined growth of fullerene in supramolecular gels will be another crucial strategy to synthesize 1D semiconductor crystals for photoelectrical device applications in near future. 1D Fullerene CrystallizationAs a typical 0D carbon-based material, fullerene (C 60 ) is one of the important organic semiconductors and is versatile in nature on a...

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C₆₀‐Mediated Molecular Shape Sorting: Separation and Purification of Geometrical Isomers

Cited by 26 publications

References 46 publications

Ultrathin two-dimensional porous organic nanosheets with molecular rotors for chemical sensing

Ultrathin two-dimensional porous organic nanosheets with molecular rotors for chemical sensing

Structural, energetic and dynamic insights into the abnormal xylene separation behavior of hierarchical porous crystal

Spatially Confined Growth of Fullerene to Super‐Long Crystalline Fibers in Supramolecular Gels for High‐Performance Photodetector

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C60‐Mediated Molecular Shape Sorting: Separation and Purification of Geometrical Isomers

Cited by 26 publications

References 46 publications

Ultrathin two-dimensional porous organic nanosheets with molecular rotors for chemical sensing

Ultrathin two-dimensional porous organic nanosheets with molecular rotors for chemical sensing

Structural, energetic and dynamic insights into the abnormal xylene separation behavior of hierarchical porous crystal

Spatially Confined Growth of Fullerene to Super‐Long Crystalline Fibers in Supramolecular Gels for High‐Performance Photodetector

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C₆₀‐Mediated Molecular Shape Sorting: Separation and Purification of Geometrical Isomers