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Enhanced photocatalytic hydrogen production performance of Pillararene-doped mesoporous TiO_(2) with extended visible-light response

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Chinese Chemical Letters 2022年第4期33卷 1983-1987页

作者： Haimei Wu Mengyuan Wang Fang Jing Derui Kong Yifan Chen Chunman Jia Jianwei Li Hainan Provincial Key Laboratory of Fine Chemicals Advanced Materials of Tropical Island Resources of Ministry of EducationCollege of Chemical Engineering and TechnologyHainan UniversityHaikou 570228China MediCity Research Laboratory University of TurkuTykistökatu 6Turku 20520Finland

Pillararenes are a new type of supramolecular hosts,and they have been widely applied in drug delivery,catalysis,separation process,and sensors.However,they have rarely been used to produce hydrogen.Here,we report that Pillararenes were used as functional molecules to explore photocatalysts and efficiently promoted hydrogen production from water.The most common and easily synthesized pdimethoxy pillar[5]arene(PI-OMe) was employed to form an organic-inorganic hybrid material with titanium dioxide(TiO_(2)),denoted as PI-OMe-TiO_(2).using a convenient sol-gel method.When the material was loaded with Pt nanoparticles,the resulting Pt/PI-OMe-TiO_(2)had a good activity and stability in catalyzing water splitting to produce hydrogen under visible light.The optimized catalyst Pt/PI-OMe-TiO_(2)(5.2 wt%)had a photocatalytic hydrogen production rate of 1736 μmol g^(-1)h^(-1) under visible light(λ> 420 nm)irradiation.The catalyst with a Pt loading of 0.5 wt% and a PI-OMe content of 5.2 wt% also showed good long-term durability after 10 cycles of 50 h testing.The total amount of hydrogen produced was65.01 mmol/g,and the corresponding turnover number(TON) value was 2084.Our findings suggest that Pillararene derivatives are promising functional molecules to make efficient and stable hybrid photocatalysts with TiO_(2)and open a new door to hydrogen production using visible light.

关键词： Pillararene Organic-inorganic hybrid materials Visible-light photocatalysis Water splitting Hydrogen production

Multistimuli responsive supramolecular polymer networks via host-guest complexation of Pillararene-containing polymers and sulfonium salts

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Chinese Chemical Letters 2022年第12期33卷 5111-5115页

作者： Feihong Lu Yi Chen Boqiao Fu Shigui Chen Lu Wang The Institute for Advanced Studies Hubei Clinical Center&Key Lab of Intestinal&Colorectal DiseasesWuhan UniversityWuhan 430072China Institute of Biomedical Materials Industry Technology Hubei co-Innovation Center for Utilization of Biomass WasteCollege of Chemistry and Materials ScienceHubei Engineering UniversityXiaogan 432000China

A stimuli-responsive supramolecular polymer network has been constructed based on the host-guest interactions between the copolymer poly-P[5]A with pendent Pillararene units and bis(sulfonium)diction guest G2.The formation mechanism of the supramolecular polymer network has been explored by the intensive study.With the addition of the competitive molecules and heating,the supramolecular polymer network could be dissociated and lead to clear changes in NMR spectroscopy and viscosity property.

关键词： Supramolecular polymer network Pillararene Sulfonium salt Stimuli-responsive Supramolecular gel

Pillararene-based fluorescent sensors for the tracking of organic compounds

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Chinese Chemical Letters 2019年第10期30卷 1758-1766页

作者： Derong Cao Herbert Meier School of Chemistry and Chemical Engineering South China University of TechnologyGuangzhou 510641China Institute of Organic Chemistry University of MainzD-55099 MainzGermany

Fluorescent chemosensors based on Pillararene complexes represent a new, promising branch in sensor technology. Because of CH-π interactions, aliphatic chains are well suited for the columnar cavities of Pillararenes and bulky or sheet-like(sub)structures can be arranged on the portals. Thus, Pillararenes form versatile receptors and an alteration of the fluorescence behavior upon complexation ensures the function of these chemosensors as the reporter. Although this field of research exists only since a few years, remarkable chemosensors were developed for substances as diverse as medical drugs,biochemicals, herbicides and explosives.

关键词： Pillararene Fluorescent chemosensor Complex Host-guest Fluorescent cavity

Calixarene/Pillararene-based supramolecular selective binding and molecular assembly

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Chinese Chemical Letters 2019年第6期30卷 1190-1197页

作者： Peiyu Li Yong Chen Yu Liu College of Chemistry State Key Laboratory of Elemento-Organic Chemistry Nankai University Tianjin 300071 China Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) Tianjin 300072 China

Calixarenes and Pillararenes are cyclic oligomers containing repeating units of phenol and methane. The modification of ionized groups bring calixarenes and Pillararenes derivates both good water solubility and strong binding affinities towards various organic/inorganic/biological guest molecules in both water and the solid state. Meanwhile, the pre-organized structures of these compounds are indispensable in constructing of stimuli-responsive supramolecular assembly. With these properties, the supramolecular selective binding and molecular assembly based on calixarene/Pillararene are widely used in enzyme tandem assay, stimuli-responsive nanostructure, drug delivery, organelle fluorescent imaging, photo-controlled morphological change, organic and inorganic hybrid material, solid tunable photo-luminescence and so on. This review summarized the recent research progresses on the calixarene/Pillararene-based supramolecular systems and discussed the expectation of the future development.

关键词： Calixarene Pillararene Water soluble Selective binding Molecular assembly

Pillararene/Calixarene-based systems for battery and supercapacitor applications

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eScience 2021年第1期1卷 28-43页

作者： Shuai Cao Huacheng Zhang Yuxin Zhao Yanli Zhao School of Chemical Engineering and Technology Xi’an Jiaotong UniversityXi’anShaanxi 710049China Division of Chemistry and Biological Chemistry School of Physical and Mathematical SciencesNanyang Technological University21 Nanyang Link637371Singapore

Pillararene/calixarene-based functional materials have garnered significant attention for their unique topological/chemical structures and physicochemical properties,and their extended applications in electro-chemistry have given rise to a promising area of research.This review details current advance in developing electrochemical energy materials based on Pillararene/calixarene systems from the viewpoint of both fundamental theoretical simulations and research on practical applications.First,we discuss the underlying mechanisms of applying Pillararene/calixarene-based systems for electrochemical energy applications.Second,we summarize simulation studies on pillarquinone and calixquinone with intrinsic structures for applications in batteries.In addition,state-of-the-art applications of Pillararene/calixarene-based systems in electrochemical energy storage devices such as lithium/sodium-ion batteries and supercapacitors are highlighted.The diverse roles they play and the various design strategies that have been investigated for high-performance Pillararene/calixarene-based batteries are analyzed.Finally,we discuss the prospects for further developments in this emerging field.This review not only describes recent advances in Pillararene/calixarene-based batteries and supercapacitors but also lays a firm groundwork for their further application in electrochemical energy engineering.

关键词： Calixarene Electrochemistry Energy Storage Pillararene Theoretical Simulations

Engineering and Application of Pillar[6]arene Functionalized Chiral Surface in Selective Adsorption of R-Adrenaline

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Chinese Journal of Chemistry 2022年第8期40卷 925-930页

作者： Ming Cheng Wen Gong Mingxiang Lu Junkai Ma Zhiyan Lu Haibing Li Hubei Key Laboratory of Wudang Local Chinese Medicine Research Department of ChemistrySchool of PharmacyHubei University of MedicineShiyanHubei 442000China Department of Forensic Medicine Zhongnan Hospital of Wuhan UniversityNo.169 East Lake RoadWuchang DistrictWuhanHubei 430071China Key Laboratory of Pesticide and Chemical Biology(CCNU) Ministry of EducationCollege of ChemistryCentral China Normal UniversityWuhanHubei 430079China Department of Cardiology The Third People's Hospital of Hubei Province Hospital of Hubei ProvinceWuhanHubei 430030China

Chiral properties of biological surface is of importance as they dominate interactions with biomolecules(such as proteins,nucleic acids,hormones)in a living system.Inspired by this phenomenon,we designed and constructed a L-/D-N-acetyl-cysteine-pillar[6]arene functionalized Si surface(L-/D-NACP surface)for studying the influence of superficial chirality on selective adsorption of R-adrenaline.The fabricated chiral L-/D-NACP surface with consistency in hydrophilia and elementary composition exhibited a strong mirror-symmetric circular dichroism signal.In the adsorption study,the contact-angle of R-adrenaline droplet on D-NACP surface was more hydrophilic from macroscopical view,and the size and quantity of R-adrenaline aggregation on D-NACP surface was larger than L-NACP surface,implying selective adsorption of R-adrenaline appeared on the D-NACP surface.The possible mechanism was due to the stronger host-guest interaction between D-NACP and R-adrenaline,which facilitated the selective adsorption.Besides,the D-NACP surface with good selectivity can be used for chiral separation of racemic adrenaline.The results enhance the under-standing of hormones adsorption affected by surface chirality,and may provide some helpful inspiration for practical application of chiral surface.

关键词： R-Adrenaline Pillararene Chiral surface Molecular recognition Host-guest systems

Hexnut[12]arene and its derivatives: Synthesis, host-guest properties, and application as nonporous adaptive crystals

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Science China Chemistry 2022年第3期65卷 539-545页

作者： Jian Cheng Bingbing Gao Hao Tang Zhihong Sun Linxian Xu Lingyun Wang Derong Cao State Key Laboratory of Luminescent Materials and Devices School of Chemistry and Chemical EngineeringSouth China University of TechnologyGuangzhou 510641China

Hexnut[12]arene(HN[12])and its derivatives,a new class of sixfold macrocyclic arenes,were designed and synthesized in reasonable yield by a one-pot reaction at room temperature using dimethoxymethane as a methylene source.HN[12],which bears a large,symmetric,and rigid cavity,was easily functionalized at both the methylene bridges and the hydroquinone units.A water-soluble fluorescent HN[12]was synthesized and used as a host to encapsulate benzyl viologen dichloride in water with a high binding affinity of(3.4±0.2)×10^(6)M^(-1).The nonporous adaptive crystal(NAC)of HN[12]was found to capture not only inorganic molecules(iodine)but also trace amounts of large organic molecules(basic fuchsine)from water,which greatly expands the scope of NACs for adsorption.

关键词： hexnutarene nonporous adaptive crystals macrocycle macrocyclic arene Pillararene iodine capture dye capture

Accelerating the thermal fading rate of photochromic naphthopyrans by pillar[5]arene-based conjugated macrocycle polymer

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Chinese Chemical Letters 2022年第1期33卷 239-242页

作者： Shuangyan Liu Taishan Yan Qiuxia Wu Zheng Xu Jie Han Key Laboratory of Advanced Energy Materials Chemistry(Ministry of Energy) College of ChemistryNankai UniversityTianjin 300071China State Key Laboratory of Elemento-Organic Chemistry College of ChemistryNankai UniversityTianjin 300071China

A new micro-spherical conjugated macrocycle polymer(P[5]-TFB-CMP)was prepared by the condensation reaction between dihydrazide functionalized pillar[5]arene and 1,3,5-triformylbenzene under ambient conditions.P[5]-TFB-CMP exhibits large surface area with excellent thermal stability and has been used as additive to prepare composite PMMA film of photochromic naphthopyrans.The results showed that the addition of P[5]-TFB-CMP could dramatically accelerate the thermal fading rate of the photochromic composite film by up to 12 times.This is a new strategy to overcome the drawback of the matrix effect.

关键词： Pillararene Conjugated macrocycle polymer Naphothopyran Photochromism Thermal fading rate Matrix effect

Pillar[6]arene-based supramolecular self-assemblies for twopronged GSH-consumption-augmented chemo/photothermal therapy

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Nano Research 2023年第7期16卷 9921-9929页

作者： Yang Bai Xihua Li Sijie Song Jing Yang Xia Liu Zhaowei Chen Shaanxi Key Laboratory of Chemical Additives for Industry College of Chemistry and Chemical EngineeringShaanxi University of Science and TechnologyXi’an 710021China Institute of Food Safety and Environment Monitoring College of ChemistryFuzhou UniversityFuzhou 350108China

The abundant intracellular glutathione(GSH)in cancer cells severely undermines the therapeutic efficacy of different treatments due to their role in protecting cancer cells from the associated oxidative stress.Developing a highly integrated system to consume GSH would help to improve the therapeutic outcomes.In this study,supramolecular prodrug self-assemblies(SPSAs)with IR825 loaded inside were developed to consume GSH via two-pronged pathways while augmenting the therapeutic potency of chemo/photothermal treatment.SPSAs were prepared using water-soluble pillar[6]arene(WP[6])as host units and H_(2)O_(2)-responsive nitrogen mustard prodrug,chlorambucil-(phenylboronic acid pinacol ester)conjugates(Cb-BE),as the guests.When SPSAs were internalized by cancer cells,the generation of quinone methide(QM)from Cb-BE and singlet oxygen(^(1)O_(2))from irradiation-activated IR825 could consume GSH in a concerted way.As such,the therapeutic efficacies of the released chlorambucil and the accompanied hyperthermia were augmented toward synergistically inhibiting tumor growth.

关键词： supramolecular self-assemblies Pillararene glutathione consumption chemo/photothermal therapy