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超分子化学
CHEMICAL ENGINEERING JOURNAL · 2019 · IF 8.355

Supramolecular chemistry assisted construction of ultra-stable solvent-resistant membranes for angstrom-sized molecular separation

Yanqiu Zhang,Hongguang Sun,Hussain Sadam,Yuyan Liu,Lu Shao

Organic solvent nanofiltration (OSN) membrane is an embryonic technology in chemical engineering for simultaneously purifying organic solvents and recycling nano-scale molecules. Although the inherent nano-cavity cyclodextrins (CDs) as powerful molecular hosts in supramolecular science ensure promise for separation technology, the limited synthesis toolbox and material choice impede the CDs deployment in membrane separations, especially for OSN applications. Herein, biocompatible β-cyclodextrin (β-CD) and mussel-inspired polydopamine (pDA) were discovered as the building blocks to simultaneously construct OSN membranes assisted by the host-guest interactions of supramolecular chemistry and hydrogen-bonds via one-step “green” process. Honeycomb microstructures were formed in this process, which adds the molecular transportation pathways. Such biopolymer membranes can remain extraordinarily stable in organic solvent environments, whilst achieving high rejection against angstrom-sized molecule with different charges toward environmental and energy benefits.

研究领域: 高分子科学 · 膜分离技术 · 化学工程 · 纳米材料 · 绿色化学 · 生物医用材料 · 超分子化学
✓ 已验证 DOI 高影响因子
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ANALYTICA CHIMICA ACTA · 2017 · IF 4.95

Enhancement of visual chiral sensing via an anion-binding approach: Novel ionic liquids as the chiral selectors

Datong Wu,Qiuhong Yin,Pengfei Cai,Xiaoyong Zhao,Yuanjiang Pan

Novel task-specific ionic liquids derived from (S)-phenyl amino acid were prepared as a chiral sensor for the first time. It was found that the ionic liquids exhibited different chiral visual responses to the enantiomers . When (S)-tryptophan was treated with the sensor and Cu(II) in water, the clear solution would change to a sapphire suspension. Differently, another enantiomer could not produce the precipitate. Furthermore, the enantiomers could generate different colors in DMSO under the same conditions. The substantial difference contributes to the easy discrimination with visual determination. Four racemates were successfully tested with this strategy. The precipitation was isolated in the range of 90–94% yields after complete formation of the coordinative bonds, which could be as a simple way for enantioseparation. The responsive mechanism of the sensor was studied by NMR spectroscopy , FTIR and SEM . UV-vis spectrophotometer was used to monitor the colorimetric signal of the racemate with different e.e. values.

研究领域: 分析化学 · 有机化学 · 超分子化学 · 药物化学 · 化学生物学 · 材料科学 · 分子识别
✓ 已验证 DOI 高影响因子
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CHEMICAL RESEARCH IN CHINESE UNIVERSITIES · 2020 ·Vol. 36 ·期 5 ·816-820 · IF 1.063

Catalyst-free 2+2 Photodimerization of 1,4-Bis[2-(4-pyridyl)ethenyl]-benzene in Solution Under Low Power UV Irradiation

Chu Ning,Xu Shuping,Xu Weiqing

Two different kinds of configurations of 1,4-bis[2-(4-pyridyl)ethenyl]-benzene( trans -bpeb and cis -bpeb) were achieved, and a bpeb dimer was synthesized in dimethyl sulfoxide(DMSO). Compared with the previous work that synthesized the bpeb dimer or polymer in crystal with a template agent needed, the reaction occurred in a solution phase in the present method. A hand-held ultraviolet lamp(365 nm) with the power of 12 W and the Watt density of 0.35 mW/cm 2 can realize the photodimerization of bpeb, instead of the high-power mercury lamp in most previous studies. Unlike other 2+2 cycloaddition in liquid state using catalysts even noble metals, no catalysts were required here, which is cost-saving. Only the trans -pbeb can start the cycloaddition and the formation of the close J-aggregations of trans -pbeb in DMSO is a precondition for explaining the 2+2 photodimerization. The productivity for the 2+2 cycloaddition product was achieved as 55.6%.

研究领域: 有机化学 · 光化学 · 超分子化学 · 材料化学 · 合成方法学
✓ 已验证 DOI 高影响因子
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2016 · IF 2.653

Determination of dopamine hydrochloride by host-guest interaction based on water-soluble pillar[5]arene

Xue-Dong Xiao,Lin Shi,Li-Hui Guo,Jun-Wen Wang,Xiang Zhang

The supramolecular interaction between the water-soluble pillar[5]arene (WP[5]) as host and dopamine hydrochloride (DH) as guest was studied by spectrofluorometry . The fluorescence intensity of DH gradually decreased with increasing WP[5] concentration, and the possible interaction mechanism between WP[5] and DH was confirmed by 1 H NMR, 2D NOESY , and molecular modelling. Based on significant DH fluorescence, a highly sensitive and selective method for DH determination was developed for the first time. The fluorescence intensity was measured at 312   nm, with excitation at 285   nm. The effects of pH, temperature, and reaction time on the fluorescence spectra of the WP[5]-DH complex were investigated. A linear relationship between fluorescence intensity and DH concentration in the range of 0.07–6.2   μg   mL −   1 was obtained. The corresponding linear regression equation is Δ F   =   25.76 C   +   13.56 (where C denotes the concentration in μg   mL −   1 ), with the limit of detection equal to 0.03   μg   mL −   1 and the correlation coefficient equal to 0.9996. This method can be used for the determination of dopamine in injection and urine samples. In addition, the WP[5]-DH complex has potential applications in fluorescent sensing and pharmacokinetics studies of DH.

研究领域: 分析化学 · 超分子化学 · 药物代谢 · 生物分析 · 药代动力学
✓ 已验证 DOI 高影响因子
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FLAVOUR AND FRAGRANCE JOURNAL · 2012 ·Vol. 27 ·期 5 ·378-385 · IF 1.424

Side chain influencing the interaction between β-cyclodextrin and vanillin

Zhangfu Zeng,Yanxiong Fang,Hongbing Ji

The reason for low encapsulation efficiency of vanillin compared to p -hydroxybenzaldehyde within β -cyclodextrin was investigated. Fourier transform infrared spectra proved intermolecular interaction between guest and β -cyclodextrin. UV–visible studies indicated that vanillin and p -hydroxybenzaldehyde form 1:1 inclusion complexes with β -cyclodextrin. Nuclear magnetic resonance and quantum computational methods gave the most favourable orientation in which the guest molecule (vanillin or p -hydroxybenzaldehyde) is totally sequestered in the hydrophobic cavity of the cyclodextrin with the phenolic end located near the primary hydroxyls of the β -cyclodextrin and the aldehyde group near the secondary hydroxyls with hydrogen bonding formation. Encapsulation efficiency of the β -cyclodextrin inclusion with vanillin is about 29% lower than that with p -hydroxybenzaldehyde. This result could be attributable to the effect that the side chain methoxy group weakened the guest/host non-covalent intermolecular interaction, specifically, hydrogen bond interaction. Copyright © 2012 John Wiley & Sons, Ltd.

研究领域: 药物化学 · 超分子化学 · 分析化学 · 药剂学 · 分子识别 · 计算化学
✓ 已验证 DOI 高影响因子
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JOURNAL OF THE CHINESE CHEMICAL SOCIETY · 2017 ·Vol. 64 ·期 4 ·412-419 · IF 0.935

Tetranuclear Zn(II) Complex Based on an Asymmetrical Salamo-Type Chelating Ligand: Synthesis, Structural Characterization, and Fluorescence Property

Xiu-Yan Dong,Sunday Folaranmi Akogun,Wei-Min Zhou,Wen-Kui Dong

A new tetranuclear Zn(II) complex, [{Zn(L)(μ-OAc)Zn(H 2 O)} 2 ], based on an asymmetrical salamo-type bisoxime chelating ligand H 3 L (6-hydroxy-4′-chloro-2,2′-[ethylenediyldioxybis(nitrilomethylidyne)]diphenol) was synthesized and characterized by elemental analyses, differential thermal methods, single-crystal X-ray crystallography, and IR, UV–vis, and fluorescence spectra. The Zn(II) complex crystallizes in the triclinic system, space group P -1 with cell parameters a = 9.0742(6) Å, b = 11.8225(5) Å, c = 12.4182(8) Å, Z = 2, V = 1212.56(12) Å 3 , R 1 = 0.0572, and wR 2 = 0.1734. The environment of the tetranuclear Zn(II) complex is penta-coordinated having a slightly distorted trigonal bipyramidal geometry. Moreover, a 1D chain supramolecular structure is formed along the c -axis by the intermolecular C1–H1B⋯O14 hydrogen bonds; in the same manner, C2–H2C⋯Cg2 functions in the formation of supramolecular structures along the a -axis of the 1D chain. A 2D supramolecular structure along the ac plane extends infinitely under the force of intermolecular hydrogen bonds. Differential scanning calorimetry-thermogravimetry thermal analysis provides evidence of the coordination of Zn(II) atoms to the ligand H 3 L. The Zn(II) complex shows intense photoluminescence with a maximum emission at ~453 nm upon excitation at 360 nm.

研究领域: 无机化学 · 配位化学 · 超分子化学 · 材料化学 · 分析化学 · 物理化学 · 晶体学
✓ 已验证 DOI 高影响因子
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RSC Advances · 2015 ·Vol. 5 ·期 54 ·43489-43495 · IF 3.84

Self-assembled core–shell nanospheres and dendritic nanostructure of novel tetra-(3-phenyprop-2-allyloxy) phthalocyanine in different solvents

Yinghui Bian,Jinshe Chen,Shaotang Xu,Lijun Zhu,Yulu Zhou,Yuzhi Xiang,Daohong Xia

Novel metal-free tetra-(3-phenyprop-2-allyloxy) phthalocyanine (TPAO-Pc) was synthesized and characterized by nuclear magnetic resonance spectrum (1H NMR), MALDI-TOF MS, Fourier-transform infrared (FT-IR) and UV-Visible absorption (UV-Vis) spectra. The effects of concentrations and solvents on the properties of self-assembly were investigated via absorption and fluorescence spectra, transmission electron microscopy (TEM). TPAO-Pc was stable in most organic solvents, such as toluene, acetone and dimethylsulfoxide (DMSO). However, the TPAO-Pc exhibited the tendency of forming “face-to-face” stacking mode self-assemblies (H-aggregate) in DMSO–water and acetone–water mixed solutions. Self-assembly of the TPAO-Pc was also demonstrated by fluorescence spectra. The TEM images displayed the core–shell nanospheres and dendritic nanostructure of TPAO-Pc formed in the DMSO–water and acetone–water mixed solutions, respectively. The mechanism of the self-assemblies growth was proposed on the basis of the experimental results. The morphology of the TPAO-Pc self-assemblies was related with the selected solvent conditions and the aggregation time. H-bond, π–π interaction may be the main driving force for the formation of core–shell nanospheres and dendritic nanostructure.

研究领域: 材料科学 · 纳米技术 · 超分子化学 · 有机化学
✓ 已验证 DOI 高影响因子
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LANGMUIR · 2016 · IF 3.993

Facile Stimuli-Responsive Transformation of Vesicle to Nanofiber to Supramolecular Gel via ω-Amino Acid-Based Dynamic Covalent Chemistry

Yajie Wang,Pengyao Xing,Shangyang Li,Mingfang Ma,Minmin Yang,Yimeng Zhang,Bo Wang,Aiyou Hao

This paper reports an interesting type of self-assembly systems based on dynamic covalent bonds. The systems are pH-responsible and reversible, which could be utilized for controlling the morphology transformation of the assemblies. In alkaline conditions, the amine group of 11-aminoundecanoic acid (AUA) can connect with the aldehyde group of benzaldehyde (BA) or 1-naphthaledhyde (NA) by dynamic covalent bond to form a small organic building block accompanied by the morphological transformation from vesicles to fibers. When pH is lowered to a neutral value, the dynamic covalent bonds (imine bonds) can be hydrolyzed, leading to the dissociation of fibers and appearance of spherical aggregates. The transformation was confirmed reversible as fibers appeared again when the pH was changed back to alkaline value. In addition, a reversibly controlled gel was designed based on the nanofiber formation. NaCl, which is capable of greatly enhance the nanofiber density and cross-linking, was used to induce the growth of free-standing gel from free-flowing nanofiber system, and the resultant gel was proven to be pH-reversible.

研究领域: 超分子化学 · 材料科学 · 纳米技术 · 刺激响应材料 · 软物质
✓ 已验证 DOI 高影响因子
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Journal of the American Chemical Society · 2015 · IF 12.113

Photolysis of an Amphiphilic Assembly by Calixarene-Induced Aggregation

Yi-Xuan Wang,Ying-Ming Zhang,Yu Liu

Photosensitizers generally show great tendency for self-aggregation in aqueous media, leading to quenched fluorescence and lower photosensitizing ability. Herein, we report that amphiphilic anthracene is highly photoreactive after aggregation induced by p-sulfonatocalix[4]arene in water. The formation of a host–guest supramolecular assembly and the photolysis of the anthryl core are identified by UV–vis and NMR spectroscopy, dynamic light scattering, and transmission electron microscopy. Additionally, the assembly exhibited efficient photolysis with visible light in the presence of exogenous photosensitizers. This approach could be extended to various photoresponsive self-assemblies and applications in phototherapy and the design of photodegradable materials.

研究领域: 超分子化学 · 光化学 · 材料科学 · 纳米技术 · 光动力治疗
✓ 已验证 DOI 高影响因子
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2022 · IF 5.518

Preparation of sulfobutylether-β-cyclodextrin bonded Fe3O4/SiO2 core-shell nanoparticles and its application in enantioselective liquid-liquid extraction

Ben Chen,Tingting Lin,Haibo You,Liqun Fang,Chu Chu,Jintao Yang,Shengqiang Tong

The surface of SiO 2 coated magnetic nanoparticles (NMPs) was modified by bonding with sulfobutylether- β -cyclodextrin (SBE- β -CD) via carbodiimide activation for the first time. The magnetic nanoparticles were synthesized by chemical coprecipitation method under alkaline condition, and the magnetic particles were modified by citric acid . Then the surface of obtained magnetic nanoparticles was coated with SiO 2, and SBE- β -CD modified by citric acid was bonded to the surface of Fe 3 O 4 /SiO 2 MNPs under carbodiimide activation method. The synthesized functionalized magnetic nanoparticles were characterized by X-ray Diffraction, Fourier Transform Infra-Red spectroscopy, thermogravimetric analyses and transmission electron microscopy . These functional nano-sized particles were scrutinized for enantioselective liquid-liquid extraction of five racemic drugs/intermediates, including trans -paroxol, N-methyl duloxetine , fluoxetine , tropic acid and acetyltropic acid, and it was found that compared with traditional SBE- β -CD, the present magnetic silica nanoparticles bonded with SBE- β -CD showed higher enantiorecognition with some racemates using enantioselective liquid-liquid extractions. To our knowledge, this is the first-time report on preparation and application of magnetic nanoparticles bonded with SBE- β -CD in enantioselective liquid-liquid extraction for chiral separations .

研究领域: 纳米材料 · 分析化学 · 手性分离 · 磁性材料 · 超分子化学
✓ 已验证 DOI 高影响因子
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DALTON TRANSACTIONS · 2015 ·Vol. 44 ·期 37 ·16528-16533 · IF 4.197

Water-soluble host–guest system from β-cyclodextrin as a fluorescent sensor for aluminium ions: synthesis and sensing studies

Z. C. Liu,W. P. Zhu,Y. H. Chen,Y. X. Li,Y. J. Ding,W. J. Yang,K. Li

In this paper, a simple small molecule (L) based on 4-(diethylamino)-2-hydroxy-benzaldehyde and carbohydrazide has been synthesized and characterized. Moreover, under ultrasonic conditions, a host–guest system with β-cyclodextrin and L was obtained. According to the hybridization process, the host–guest system showed excellent water solubility. The investigation of the fluorescence spectra revealed that the host–guest system exhibited a characteristic fluorescence behavior toward Al3+ in a pure water environment. Upon addition of Al3+, the host–guest system showed a strong blue fluorescence, which resulted from the fluorophore of L after the coordination of β-CD–L and Al3+ with a high binding constant (k = 3.1626 × 1011 M−1). In addition, SEM images demonstrated that the host–guest system expressed good crystallization behavior. Fluorescence microscope images of onion epidermal cells with β-CD–L–Al3+ proved that the water-soluble host–guest system possessed a high ability for cell permeability.

研究领域: 分析化学 · 超分子化学 · 荧光传感 · 环境监测 · 生物成像
✓ 已验证 DOI 高影响因子
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JOURNAL OF PHYSICAL CHEMISTRY B · 2010 · IF 3.471

Highly Fluorescent Aggregates Modulated by Surfactant Structure and Concentration

Defeng Yu,Qun Zhang,Chunxian Wu,Yingxiong Wang,Lihua Peng,Deqing Zhang,Zhibo Li,Yilin Wang

The effects of anionic surfactants on the aggregation-induced emission (AIE) feature of cationic M-silole molecules have been studied. The electrostatic binding of M-silole with the surfactants greatly promotes the aggregation of the mixtures. The M-silole/surfactant aggregates at 1:1 charge ratio exhibit the maximum fluorescence intensity. Excess surfactant molecules will distribute the M-silole molecules into different micelles and weaken the fluorescence. The fluorescence intensity of the mixed M-silole/surfactant aggregates can be effectively modulated by choosing different surfactants. The gemini surfactants display a much stronger ability of enhancing fluorescence intensity than do the single-chain surfactants. Especially, the gemini surfactant with benzene rings shows the best performance in enhancing fluorescence of M-silole due to both the strongest aggregation ability and the π−π interaction with M-silole.

研究领域: 材料化学 · 物理化学 · 超分子化学 · 荧光材料
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