Potential of nonporous adaptive crystals for hydrocarbon separation

Yan, Miaomiao; Wang, Yuhao; Chen, Jingyu; Zhou, Jiong

doi:10.1039/d2cs00856d

Cited by 40 publications

(17 citation statements)

References 262 publications

(313 reference statements)

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“…Among them, adsorptive separation utilizing porous materials holds immense significance due to its energy-efficient, cost-effective, and environmentally friendly nature. A wide range of porous materials including zeolites, metal–organic frameworks, covalent–organic frameworks, , porous organic polymers, porous organic cages, and macrocycle-based nonporous adaptive crystals − have been extensively employed for adsorptive separation purposes.…”

Section: Introductionmentioning

confidence: 99%

Luminescent Porous Organic Crystals for Adsorptive Separation of Toluene and Methylcyclohexane

Hu,

Zhao,

Liang

et al. 2024

ACS Appl. Mater. Interfaces

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A butterfly-shaped phenothiazine derivative, PTTCN, was synthesized to obtain pure organic porous crystals for the highly efficient absorptive separation of toluene (Tol) and methylcyclohexane (Mcy). Due to the presence of three polar cyano groups and nonplanar conformation, these molecules selfassembled into a hydrogen-bonded organic framework (X-HOF-5) with distinct cavities capable of accommodating Tol molecules through multiple hydrogen-bonding interactions. Upon solvent removal via heating, the activated X-HOF-5 retained its cavity structure albeit with altered stacking arrangements, accompanied by a remarkable fluorescent color change from cyan to green. X-HOF-5a can undergo a phase transformation into X-HOF-5 upon reabsorption of Tol, while exhibiting no accommodation of Mcy due to the weak intermolecular interaction between PTTCN and Mcy. This suggests that the activated HOF material prefers Tol over Mcy. Moreover, X-HOF-5a may selectively accommodate Tol in a Tol/Mcy equimolar mixture, and the purity of Tol can reach 97% after release from the framework. Additionally, it is noteworthy that the HOF material exhibits recyclability without any discernible loss in performance.

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Section: Introductionmentioning

confidence: 99%

Luminescent Porous Organic Crystals for Adsorptive Separation of Toluene and Methylcyclohexane

Hu,

Zhao,

Liang

et al. 2024

ACS Appl. Mater. Interfaces

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“…Recently, nonporous adaptive crystals (NACs) based on supramolecular hosts have shown tremendous potential in adsorption and separation due to their unique structures and outstanding host–guest properties. − NACs are nonporous initially due to tightly packed modes. However, their pores can be induced by appropriate guest molecules via supramolecular interactions, thus creating corresponding host–guest structures and inducing crystalline phase transformations.…”

Section: Introductionmentioning

confidence: 99%

Selectivity Separation of Ortho-Chlorotoluene Using Nonporous Adaptive Crystals of Hybrid[3]arene

Wang,

Wu,

Wei

et al. 2024

Chem. Mater.

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Ortho-chlorotoluene serves as a vital raw material in the petrochemical industries. However, due to alkylation and chlorination, ortho-chlorotoluene is often mixed with metachlorotoluene and para-chlorotoluene. The selective separation of ortho-chlorotoluene from chlorotoluene isomers is a crucial step in industrial production. However, owing to the close boiling points of chlorotoluene isomers, traditional separation methods demand a large amount of energy. Therefore, there is an urgent need to develop new methods to achieve the efficient separation of chlorotoluene isomers. Herein, we developed an adsorptive separation strategy to achieve the separation of ortho-chlorotoluene using nonporous adaptive crystals of hybrid[3]arene H (Hα). Hα was proved to be highly effective in the separation of orthochlorotoluene from the binary or ternary mixture of chlorotoluene isomers. Single-crystal structure analysis and electrostatic potential maps indicated that the selectivity was derived from the stable host−guest structure between ortho-chlorotoluene and H. Besides, Hα exhibited high recyclability due to the reversible transformation between guest-free and guest-contained structures.

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“…Supramolecular cavitands like cyclodextrins, micelles, pillar-arenes, and cucurbiturils which are often employed for solubilization of hydrophobic molecules, drug delivery, etc. can also be employed as an external agent for disaggregation through simple and dynamic synergistic host–guest interactions. − Among various supramolecular systems, cyclodextrins (CDs) have been well applied for the dissociation of aggregated probes and diminution of ACQ effects. ,− Aggregates of α-synuclein proteins which are responsible for Parkinson’s disease could be disaggregated by treating with the mixture of curcumin and β-CD . Das et al employed β-CD to break the aggregates of coumarins (C7 and C30) through inclusion complexation .…”

Section: Introductionmentioning

confidence: 99%

Critical Assessment of Micellar Surface Charge-Dependent Disaggregation and Reaggregation of a Bis-Indole Self-Aggregate: What Should Be Our Case-Dependent Choice?

Samanta,

Paul,

Chatterjee

et al. 2024

Langmuir

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Metrics & MoreArticle Recommendations * sı Supporting Information ABSTRACT: "Aggregation-caused quenching" is a deep-seated mechanism and has been widely used by the researchers as the possible basis for new sensor development. Contrast to aggregation, its turn around process, disaggregation, has gained much less consideration so far. Unfortunately, study of the further scope for reaggregation of the disaggregated probe assembly in the same solution, as and when required, is still under the rare category. The central theme of the current study is focused on this aspect. For this purpose, the effects of headgroup charge (cationic, anionic, and nonionic) and polarity of the micelles on the degree of disaggregation and subsequent emission amelioration of a synthesized bis-indole derivative, 3,3′-bisindolyl(phenyl)methane (BIPM), are studied using steady-state and time-resolved spectroscopic techniques. The relative emission yield of BIPM (φ f = 0.01) is significantly enhanced in the presence of cetyltrimethylammonium bromide (φ f = 0.21) and polyoxyethylene (20) sorbitan monolaurate (φ f = 0.24), whereas comparatively less emission enhancement is recorded within the sodium dodecyl sulfate system (φ f = 0.07). In contrast, addition of an external biophilic agent, uric acid, causes requenching of the enhanced emission because of the reaggregation of the disaggregated probes. Detailed microscopic and calorimetric studies are also adopted to investigate the disaggregation-reaggregation mechanism of BIPM associations. The study will provide prior insights about the use of suitable micellar systems for the required degree of disaggregation as well as for the modulation of emission efficiency by controlled tuning of the disaggregation-reaggregation equilibrium for similar probe associations in pure aqueous medium avoiding any chemical transformation.

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Potential of nonporous adaptive crystals for hydrocarbon separation

Abstract: The adsorptive separation based on nonporous adaptive crystals (NACs) is an attractive green separation technology. Herein, we comprehensively summarize recent advances in various supramolecular hosts-based NACs for hydrocarbon separation.

Cited by 40 publications

References 262 publications

Luminescent Porous Organic Crystals for Adsorptive Separation of Toluene and Methylcyclohexane

Luminescent Porous Organic Crystals for Adsorptive Separation of Toluene and Methylcyclohexane

Selectivity Separation of Ortho-Chlorotoluene Using Nonporous Adaptive Crystals of Hybrid[3]arene

Critical Assessment of Micellar Surface Charge-Dependent Disaggregation and Reaggregation of a Bis-Indole Self-Aggregate: What Should Be Our Case-Dependent Choice?

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