Selective Benzene Recognition in Competitive Solvent System (Cyclohexene, Cyclohexane, Tri- and Hexafluorobenzenes) Using Perfluorinated Dinuclear Cu(II) Complex DOI Creative Commons

K. Shiomoto,

Nanako Oimatsu,

Satoshi Hirano

et al.

Crystals, Journal Year: 2025, Volume and Issue: 15(4), P. 322 - 322

Published: March 28, 2025

The selective adsorption and separation of benzene from structurally similar six-membered hydrocarbons fluorocarbons remain a significant challenge due to their comparable physical properties. In this study, we investigated the molecular recognition properties perfluorinated triketonate Cu(II) complex (1) as Nonporous Adaptive Crystal (NAC). addition previously reported (2)-encapsulated crystal 1•(2)3, report here structures guest-free 1 cyclohexene (3)-encapsulated 1•(O)2•3, where (O)2 represents two water molecules. Single-crystal analysis demonstrated that selectively encapsulates 2 while excluding other hydrocarbons, including 3, cyclohexane (4), trifluorobenzene (5), hexafluorobenzene (6). Gas experiments confirmed high affinity for 2, reflected in its preferential behavior mixed solvent vapor environments. selectivity was attributed strong π-hole···π metal···π interactions, which favor electron-rich aromatic guests. Additionally, crystallization competitive systems consistently led formation reinforcing 2. These findings highlight unique capabilities NACs, providing valuable insights into rational design advanced materials industrial applications involving hydrocarbons. Hirshfeld surface revealed contribution F···F interactions packing decreased upon guest (48.8% 1, 34.2% 22.2% 1•(2)3), F···H/H···F increased (8.6% 35.4% 1•(2)3). Regarding Cu self-assembled columnar structure results close contacts at coordination sites, Cu···Cu (0.1%), Cu···O (0.7%), Cu···C (1.3%). However, guest-incorporated 1•(O)2•3 disappears; instead, exhibits increase (1.2%), corresponding coordination, 1•(2)3 shows an (1.5%), indicative benzene.

Language: Английский

Separation of benzene and toluene associated with vapochromic behaviors by hybrid[4]arene-based co-crystals DOI Creative Commons
Jingyu Chen, Wenjie Zhang, Wenzhi Yang

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Feb. 10, 2024

Abstract The combination of macrocyclic chemistry with co-crystal engineering has promoted the development materials vapochromic behaviors in supramolecular science. Herein, we develop a macrocycle based on hybrid[4]arene and 1,2,4,5-tetracyanobenzene that is able to construct materials. After capture benzene toluene vapors, activated hybrid[4]arene-based forms new structures, accompanied by color changes from brown yellow. However, when captures cyclohexane pyridine, neither structures nor colors change. Interestingly, can separate benzene/cyclohexane equal-volume mixture allow be removed toluene/ pyridine purities reaching 100%. In addition, process adsorptive separation visually monitored. selectivity attributed different charge-transfer interaction between vapors. Moreover, reused without losing performance. This work constructs material for hydrocarbon separation.

Language: Английский

Citations

33

Fluorinated Nonporous Adaptive Cages for the Efficient Removal of Perfluorooctanoic Acid from Aqueous Source Phases DOI

Yanlei He,

Jianqiao Zhou, Yi Li

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(9), P. 6225 - 6230

Published: Feb. 22, 2024

Per- and polyfluoroalkyl substances (PFAS) accumulate in water resources pose serious environmental health threats due to their nonbiodegradable nature long persistence times. Strategies for the efficient removal of PFAS from contaminated are needed address this concern. Here, we report a fluorinated nonporous adaptive crystalline cage (F-Cage 2) that exploits electrostatic interaction, hydrogen bonding, F–F interactions achieve perfluorooctanoic acid (PFOA) aqueous source phases. F-Cage 2 exhibits high second-order kobs value approximately 441,000 g mg–1 h–1 PFOA maximum adsorption capacity 45 mg g–1. can decrease concentrations 1500 6 ng L–1 through three rounds flow-through purification, conducted at flow rate 40 mL h–1. Elimination PFOA-loaded is readily achieved by rinsing with mixture MeOH saturated NaCl. Heating 80 °C under vacuum then makes ready reuse, as demonstrated across five successive uptake release cycles. This work thus highlights potential utility suitably designed crystals platforms remediation.

Language: Английский

Citations

20

Aromatic-aliphatic hydrocarbon separation with oriented monolayer polyhedral membrane DOI

Hao Sun,

Naixin Wang,

Yinghui Xu

et al.

Science, Journal Year: 2024, Volume and Issue: 386(6725), P. 1037 - 1042

Published: Nov. 28, 2024

Aromatic - aliphatic hydrocarbon separation is a challenging but important industrial process. Pervaporation membrane technology has the potential for separating these mixtures. We developed an oriented monolayer polyhedral (OMP) that consists of ordered particles and anchored by hyperbranched polymers. It contains high density straight, selective nanochannels, enabling preferential transport aromatic molecules. Compared with traditional mixed-matrix membranes random orientations, OMP improves pervaporation index aromatic-aliphatic mixtures C 6 7 compounds, surpassing performance existing 3 to 10 times. This demonstrates molecular their application in value-added naphtha feedstocks.

Language: Английский

Citations

14

Efficient separation of xylene isomers by nonporous adaptive crystals of hybrid[3]arene in both vapor and liquid phases DOI
Yuhao Wang, Zhenyu Wang,

Shiqi Wei

et al.

Materials Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 8(10), P. 2273 - 2281

Published: Jan. 1, 2024

An efficient strategy for separation of xylene isomers in both vapor and liquid phases based on nonporous adaptive crystals hybrid[3]arene is developed, showing good performance high recyclability o -xylene, providing a new method isomers.

Language: Английский

Citations

11

Selectivity Separation of Ortho-Chlorotoluene Using Nonporous Adaptive Crystals of Hybrid[3]arene DOI
Yuhao Wang,

Sha Wu,

Shiqi Wei

et al.

Chemistry of Materials, Journal Year: 2024, Volume and Issue: 36(3), P. 1631 - 1638

Published: Jan. 18, 2024

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

Language: Английский

Citations

10

Applications of cell penetrating peptide-based drug delivery system in immunotherapy DOI Creative Commons
Jingjing Du, Ruyan Zhang, Shuqi Jiang

et al.

Frontiers in Immunology, Journal Year: 2025, Volume and Issue: 16

Published: Jan. 22, 2025

Cell penetrating peptides (CPPs) are usually positive charged and have good cell membrane permeability. Meanwhile, CPPs facile to synthesize, can be functionalized satisfy different demands, such as cyclization, incorporating unnatural amino acids, lipid conjugation. These properties made them efficient drug-delivery tools deliver therapeutic molecules cells tissues in a nontoxic manner, including small molecules, DNA, siRNA, proteins other various nanoparticles. However, the poor serum stability low tumor targeting ability also hindered their broad application. Besides, inappropriate chemical modification lead disruption nonspecific toxicity. In this paper, we first reviewed recent advances CPP applications for cancer therapy via covalent or non-covalent manners. We carefully analyzed advantages disadvantages of each modifications drug delivery. Then, concluded progress clinical trials diseases. Finally, discussed challenges opportunities met translate into applications. This review presented new insight delivery, which could provide advice on design clinically effective systemic delivery systems using CPPs.

Language: Английский

Citations

2

Luminescent Porous Organic Crystals for Adsorptive Separation of Toluene and Methylcyclohexane DOI

Siwen Hu,

He Zhao, Liang Meng

et al.

ACS Applied Materials & Interfaces, Journal Year: 2024, Volume and Issue: 16(4), P. 4863 - 4872

Published: Jan. 18, 2024

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 presence three polar cyano groups nonplanar conformation, these molecules self-assembled into a hydrogen-bonded framework (X-HOF-5) with distinct cavities capable accommodating Tol through multiple hydrogen-bonding interactions. Upon solvent removal via heating, activated X-HOF-5 retained its cavity structure albeit altered stacking arrangements, accompanied by remarkable fluorescent color change from cyan green. X-HOF-5a can undergo phase transformation upon reabsorption Tol, while exhibiting no accommodation Mcy due weak intermolecular interaction between PTTCN Mcy. This suggests that HOF material prefers over Moreover, may selectively accommodate in Tol/Mcy equimolar mixture, purity reach 97% after release framework. Additionally, it is noteworthy exhibits recyclability without any discernible loss performance.

Language: Английский

Citations

9

Regulating the Si/Al ratio of GIS zeolite with bulky primary particles for selective CO2 capture from hydrocarbons DOI

Deng Guangjian,

Ke Cheng, Biao Meng

et al.

Separation and Purification Technology, Journal Year: 2024, Volume and Issue: 340, P. 126764 - 126764

Published: Feb. 12, 2024

Language: Английский

Citations

8

Deep eutectic solvent self-assembled reverse nanomicelles for transdermal delivery of sparingly soluble drugs DOI Creative Commons
Bin Li,

Siwen Jiao,

Shiqi Guo

et al.

Journal of Nanobiotechnology, Journal Year: 2024, Volume and Issue: 22(1)

Published: May 21, 2024

Transdermal delivery of sparingly soluble drugs is challenging due to their low solubility and poor permeability. Deep eutectic solvent (DES)/or ionic liquid (IL)-mediated nanocarriers are attracting increasing attention. However, most them require the addition auxiliary materials (such as surfactants or organic solvents) maintain stability formulations, which may cause skin irritation potential toxicity.

Language: Английский

Citations

7

Host-appended reusable polymeric films for the quantitative separation of pyridine from azeotropic pyridine/toluene/benzene mixture DOI
Rakesh Biswas, Youngil Lee, Hyung‐il Lee

et al.

European Polymer Journal, Journal Year: 2025, Volume and Issue: unknown, P. 113724 - 113724

Published: Jan. 1, 2025

Language: Английский

Citations

1