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Highly selective and eco-friendly dihydroisoquinoline synthesis via Cu/Co synergistic catalysis in Cu NPs@MOFs catalyst under mild conditions

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Science China Chemistry 2024年第5期67卷 1561-1568页

作者： Peng-Fei Guo Ze-Long Liang Yue-E Jiao Hang Xu Bin Zhao Key Laboratory of Advanced energy Material Chemistry Renewable Energy Conversion and Storage CenterDepartment of ChemistryNankai UniversityTianjin 300071China

3,4-Dihydroisoquinoline(DHIQ)is an important precursor used in the production of drugs for treating cancer,HIV,Alzheimer's disease,etc.Major studies on DHIQ synthesis show low catalytic selectivity due to the susceptible over-oxidation feedstock of1,2,3,4-tetrahydroisoquinoline(THIQ),which often requires alkali co-catalysts.Therefore,it is desirable yet challenging to explore a highly selective and efficient oxydehydrogenation capacity for DHIQ synthesis under eco-friendly reaction conditions.Herein,a novel framework 1 was synthesized,exhibiting 1D channels with the size of 4.6 A×9.6 A and high solvent/p H/thermal stability.A stable framework allows it to encapsulate Cu nanoparticles(NPs)to form Cu NPs@1-x(x=1,2,3,and 4)with varying loading amounts of Cu NPs at 2.0 wt%,3.0 wt%,4.0 wt%,and 6.0 wt%,respectively.Cu NPs@1-3 could selectively catalyze the reaction from THIQ to DHIQ with a high selectivity of 98%and a recorded turnover frequency(TOF)of 22.1 h-1under eco-friendly mild conditions.The corresponding catalytic activity can maintain at least five recyclings and can be further applied to gram-scale experiments.Additionally,the efficient preparation of DHIQ catalyzed by Cu NPs@1-3 could be realized even under air conditions.Importantly,the anticancer molecule precursor synthesis of 6,7-dimethoxy-3,4-dihydroisoquinoline was also selectively catalyzed by Cu NPs@1-3.Mechanism investigations revealed that high catalytic performance can be attributed to the stable framework and the synergistic catalytic effect of the loaded Cu NPs and Co metal centers.More importantly,this work represents the first example of MOF catalysts for selectively thermo-catalytic DHIQ synthesis and demonstrates a simple approach to obtain efficient catalysts for selective oxydehydrogenation in the production of unsaturated compounds.

关键词： metal-organic frameworks Cu NPs@MOFs 3 4-dihydroisoquinoline selective oxydehydrogenation synergistic catalysis

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High-speed flexible near-infrared organic photodiode for optical communication

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National Science Review 2024年第3期11卷 227-238页

作者： Yu Zhu Hongbin Chen Ruiman Han Hao Qin Zhaoyang Yao Hang Liu Yanfeng Ma Xiangjian Wan Guanghui Li Yongsheng Chen The Centre of Nanoscale Science and Technology and Key Laboratory of Functional Polymer Materials Institute of Polymer ChemistryTianjin Key Laboratory of Functional Polymer Materials College of Chemistry and Renewable Energy Conversion and Storage Center(RECAST) Nankai University State Key Laboratory of Elemento-Organic Chemistry Nankai University

Optical communication is a particularly compelling technology for tackling the speed and capacity bottlenecks in data communication in modern society. Currently, the silicon photodetector plays a dominant role in high-speed optical communication across the visible-near-infrared spectrum. However, its intrinsic rigid structure, high working bias and low responsivity essentially limit its application in next-generation flexible optoelectronic devices. Herein, we report a narrow-bandgap non-fullerene acceptor（NFA） with a remarkable π-extension in the direction of both central and end units（CH17） with respect to the Y6 series, which demonstrates a more effective and compact 3D molecular packing, leading to lower trap states and energetic disorders in the photoactive film. Consequently, the optimized solution-processed organic photodetector（OPD） with CH17 exhibits a remarkable response time of 91 ns（λ = 880 nm） due to the high charge mobility and low parasitic capacitance, exceeding the values of most commercial Si photodiodes and all NFA-based OPDs operating in self-powered mode. More significantly, the flexible OPD exhibits negligible performance attenuation（<1%） after bending for 500 cycles, and maintains 96% of its initial performance even after 550 h of indoor exposure. Furthermore, the high-speed OPD demonstrates a high data transmission rate of 80 MHz with a bit error rate of 3.5 × 10-4, meaning it has great potential in next-generation high-speed flexible optical communication systems.

关键词： flexible organic photodetector high-speed NIR organic photodetector optical communication light fidelity narrow-bandgap non-fullerene acceptors

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A case study of comparing two dimerized acceptor molecules built by different branch-connected and terminal-connected approaches

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Science China Chemistry 2024年第5期67卷 1687-1696页

作者： Kangqiao Ma Huazhe Liang Yuxin Wang Tengfei He Tainan Duan Xiaodong Si Wendi Shi Guankui Long Xiangjian Cao Zhaoyang Yao Xiangjian Wan Chenxi Li Bin Kan Yongsheng Chen State Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic MatterThe Centre of Nanoscale Science and Technology and Key Laboratory of Functional Polymer MaterialsInstitute of Polymer ChemistryRenewable Energy Conversion and Storage Center(RECAST)College of ChemistryNankai UniversityTianjin 300071China School of Materials Science and Engineering National Institute for Advanced MaterialsRenewable Energy Conversion and Storage Center(RECAST)Nankai UniversityTianjin 300350China Chongqing Institute of Green and Intelligent Technology Chongqing SchoolUniversity of Chinese Academy of Sciences(UCAS Chongqing)Chinese Academy of SciencesChongqing 400015China

Dimerized small-molecule acceptors(SMAs) built by the conventional connection of terminal groups of monomers have contributed to exciting long-term stabilities of organic solar cells(OSCs). However, device efficiencies, especially fill factors(FFs), still need to be improved. This probably originates from unsymmetrical molecular structure/conformation-determined less compact/ordered molecular stackings, such as ineffective stackings of constraint terminals. Herein, an exotic dimerized SMA of BC-Th is established by bridging the branched groups(BC-type, branch coupling) of two monomers rather than conventional terminal units(TC-type, terminal coupling). Benefiting from the three-dimensional conformation and more uncurbed terminals,BC-Th exhibits multiple molecular orientations along with a larger dielectric constant and electron mobility compared with TCTh. Finally, an efficiency of 17.43% is achieved by BC-Th-based OSCs, along with the highest FF of 79.13% among all dimerized SMAs-based OSCs to date. When introducing L8-BO as the third component, overall enhanced efficiency of 18.05%and FF of 80.11% are further afforded. Contrarily, TC-Th-based OSCs exhibit much inferior PCE of 16.29% and FF of 74.81%,demonstrating the great advantages of “branch coupling” over “terminal coupling” when building dimerized SMAs.

关键词： organic solar cells dimerized acceptor molecules branch coupling morphology control stability

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Stable α-CsPbI3 with extremely red emission for expanding the color gamut

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Science China(Information Sciences) 2024年第5期67卷 311-317页

作者： Yong ZHANG Xin WEI Lei GAO Weijie ZHAO Changjiu SUN Junli WEI Mingjian YUAN Zhenhua NI Junpeng LU Hongwei LIU School of Physics and Key Laboratory of MEMS of the Ministry of Education Southeast University Key Laboratory of Advanced energy Materials Chemistry (Ministry of Education) Renewable Energy Conversion and Storage Center (RECAST) College of Chemistry Nankai University Jiangsu Key Lab on Opto-Electronic Technology School of Physics and TechnologyNanjing Normal University

The wider color gamut represents the better reproducibility of the real natural colors. Perovskite materials exhibit promising potential in full-color wide-gamut displays because of the wide tunability and high saturability of their photon emission. However, the full-color wide gamut(>100% Rec.2020) has not been constructed due to the lack of the extreme red primary color(～700 nm). Herein, the widest color gamut is realized, whereinα-CsPbI3 is used to generate the extreme red primary color. An in-situ encapsulation approach is advised to stabilizeα-CsPbI3 at room temperature by means of polyvinylpyrrolidone(PVP).Theα-CsPbI3 encapsulated by PVP(denoted as P-CPI) shows highly saturated(FWHM(full width at half maximum) ～28 nm) and extremely(～697 nm) red emission. The green emission is provided by P-CPBr(CsPbBr3 with PVP) which is also synthesized using the universal in-situ encapsulation approach. With the assistance of a commercial Ga N chip, the RGB gamut is extended to the widest(151% NTSC, 113%Rec.2020).

关键词： all-inorganic perovskite wide color gamut LED display carrier recombination

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Selective nickel-electrocatalyzed benzylic C-H oxygenation of functionalized alkyl arenes

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Chinese Chemical Letters 2024年第2期35卷 396-401页

作者： Shunyao Tang Siyi Wang Dongmei Zhang Xinxing Zhang Guang Yang Yanwei Wang Youai Qiu State Key Laboratory of Elemento-Organic Chemistry Frontiers Science Center for New Organic MatterCollege of ChemistryNankai UniversityTianjin 300071China College of Chemistry Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education)Renewable Energy Conversion and Storage Center (RECAST)Frontiers Science Center for New Organic MatterNankai UniversityTianjin 300071China

Herein, a site-selective paired electrochemical C–H oxidation of functionalized alkyl arenes promoted by nickel catalyst is disclosed. A Ni(Ⅱ)-dioxygen species formed in situ efficiently enable the oxidation process under mild conditions with a broad substrate scope with excellent functional group compatibilities,such as free carboxylic acid, aldehyde, halogen(including aryl iodide), amide and amino acid. The use of the nickel catalyst in combination with water provides a safe, green and economical method for oxidation of a range of molecules varying in complexity and drug derivatives, demonstrating its potential application in organic synthesis and the pharmaceutical industry. Reaction outcomes and mechanistic studies revealed the key role of the in situ Ni(Ⅱ)-dioxygen species for the subsequent oxidation of C(sp^(3))–H bonds,and short-lived reactive intermediates(aryl radical cation) was rapidly captured by the combination of a bipolar ultramicroelectrode(BUME) with nano-electrospray ionization mass spectrometry.

关键词： Electrochemical C-H oxidation Functionalized alkyl arenes Paired nickel-electrocatalysis H_(2)O oxidation Ketones

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Classification and technical target of water electrolysis for hydrogen production

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Journal of energy Chemistry 2024年第8期95卷 554-576页

作者： Kahyun Ham Sooan Bae Jaeyoung Lee Ertl center for Electrochemistry and Catalysis Gwangju Institute of Science and Technology(GIST) Department of Heterogeneous Reactions Max Planck Institute for Chemical Energy Conversion School of Earth Sciences and Environmental Engineering GIST International Future Research center of Chemical energy storage and conversion Processes GIST eSuS Co. Ltd. #408 S6 Building School of Environment and Energy Engineering GIST

Continuous efforts are underway to reduce carbon emissions worldwide in response to global climate change. Water electrolysis technology, in conjunction with renewable energy, is considered the most feasible hydrogen production technology based on the viable possibility of large-scale hydrogen production and the zero-carbon-emission nature of the process. However, for hydrogen produced via water electrolysis systems to be utilized in various fields in practice, the unit cost of hydrogen production must be reduced to $1/kg H2. To achieve this unit cost, technical targets for water electrolysis have been suggested regarding components in the system. In this paper, the types of water electrolysis systems and the limitations of water electrolysis system components are explained. We suggest guideline with recent trend for achieving this technical target and insights for the potential utilization of water electrolysis technology.

关键词： Electrochemistry Hydrogen production Technical target Water electrolysis

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Flower-like CuS/γ-Fe_(2)O_(3) van der Waals heterostructures with highefficient electromagnetic wave absorption

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Nano Research 2024年第4期17卷 3324-3333页

作者： Na Lu Jingshen Xu Mengwei Yuan Genban Sun Beijing Key Laboratory of energy conversion and storage Materials Institution College of ChemistryBeijing Normal UniversityBeijing 100875China center for Advanced Materials Research Beijing Normal UniversityZhuhai 519087China

The escalating electromagnetic(EM)pollution issues and the demand to elevate military stealth technology make it imperative to develop cost-effective and high-performance electromagnetic wave(EMW)absorbing materials.In this paper,the flower-like CuS/γ-Fe_(2)O_(3) van der Waals(vdW)heterostructures have been synthesized via a facile two-step solvothermal approach.The flower-like CuS skeleton increases the attenuation path of EMW while reducing the material density.Different contents ofγ-Fe_(2)O_(3) nanoparticles anchor between the flower-like CuS nanosheets to constitute a heterogeneous structure,which enables dielectric and magnetic loss synergistically to optimize impedance matching and remarkably improve the EMW absorption performance.The minimum reflection loss(RLmin)is-49.36 dB with a thickness of only 1.6 mm and the effective absorption bandwidth(EAB)reaches 4.64 GHz(13.36–18 GHz).By adjusting the thickness of the absorber,the EAB can cover 96%of the GHz band.Notably,the superior absorption of-61.53 dB at middle frequency band can be obtained by adjusting the amount of Fe_(2)O_(3) addition.In this study,the adjustment of EM parameters and the optimization of impedance matching have been achieved by constructing a novel vdW heterogeneous structure,which provides fresh ideas and references for the design of high-performance EMW absorbing materials.

关键词： flower-like CuS γ-Fe_(2)O_(3) van der Waals heterostructures impedance matching electromagnetic wave absorption

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Intramolecular Hydrogen Bond Improved Durability and Kinetics for Zinc‑Organic Batteries

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Nano-Micro Letters 2024年第3期16卷 138-148页

作者： Tianjiang Sun Jun Pan Weijia Zhang Xiaodi Jiang Min Cheng Zhengtai Zha Hong Jin Fan Zhanliang Tao Key Laboratory of Advanced energy Materials Chemistry(Ministry of Education) Renewable Energy Conversion and Storage CenterCollege of ChemistryNankai UniversityHaihe Laboratory of Sustainable Chemical TransformationsTianjin 300071People’s Republic of China School of Physical and Mathematical Sciences Nanyang Technological UniversitySingapore 637371Singapore Shanghai Key Laboratory of Special Artificial Microstructure Materials and Technology School of Physics Science and EngineeringTongji UniversityShanghai 200092People’s Republic of China

Organic compounds have the advantages of green sustainability and high designability,but their high solubility leads to poor durability of zinc-organic batteries.Herein,a high-performance quinone-based polymer(H-PNADBQ)material is designed by introducing an intramolecular hydrogen bonding(HB)strategy.The intramolecular HB(C=O⋯N-H)is formed in the reaction of 1,4-benzoquinone and 1,5-naphthalene diamine,which efficiently reduces the H-PNADBQ solubility and enhances its charge transfer in theory.In situ ultraviolet-visible analysis further reveals the insolubility of H-PNADBQ during the electrochemical cycles,enabling high durability at different current densities.Specifically,the H-PNADBQ electrode with high loading(10 mg cm^(-2))performs a long cycling life at 125 mA g^(-1)(>290 cycles).The H-PNADBQ also shows high rate capability(137.1 mAh g^(−1)at 25 A g^(−1))due to significantly improved kinetics inducted by intramolecular HB.This work provides an efficient approach toward insoluble organic electrode materials.

关键词： Zn-organic batteries H-PNADBQ polymer Intramolecular hydrogen bond Reduced solubility Improvedπ-conjugated level

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A solubility limited pyrene-4,5,9,10-tetraone-based covalent organic framework for high-performance aqueous zinc-organic batteries

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Nano Research 2024年第6期17卷 5095-5103页

作者： Min Cheng Shibing Zheng Tianjiang Sun Diantao Li Weijia Zhang Zhengtai Zha Qiong Sun Jing Tian Kai Zhang Zhanliang Tao Frontiers Science center for New Organic Matter State Key Laboratory of Advanced Chemical Power SourcesKey Laboratory of Advanced Energy Materials Chemistry(Ministry of Education)Collaborative Innovation Center of Chemical Science and Engineering(Tianjin)Renewable Energy Conversion and Storage CentreNankai UniversityTianjin 300071China Haihe Laboratory of Sustainable Chemical Transformations Tianjin 300192China

Pyrene-4,5,9,10-tetraone(PTO),with a high theoretical capacity of 408 mAh·g^(−1),is a promising candidate for rechargeable aqueous zinc-ion batteries(RAZIBs),but its zincated products during discharge process suffer from high solubility in electrolytes.Herein,aβ-ketoenamine-linked two-dimensional(2D)covalent organic framework(COF)based on a 2,7-diaminopyrene-4,5,9,10-tetraone(4KT-BD)monomer and a 2,4,6-trihydroxy-benzene-1,3,5-tricarbaldehyde(Tp)node(4KT-Tp-COF)is synthesized to address the above issue.The well-designed 4KT-Tp-COF displays low solubility in 3 M Zn(CF3SO3)2 owing to the favorableπ-πstacking as well as extended structure.Besides,the ingenious structural design of the active molecule and the long-range ordered nano-channels alter the intramolecular electron distribution,which facilitates the ionic diffusion.Consequently,the 4KT-Tp-COF cathode exhibits a stable capacity of 181 mAh·g^(−1)at 0.2 A·g^(−1),superior rate capability of 139 mAh·g^(−1)at 20 A·g^(−1),and a long lifetime of 1000 cycles without capacity loss at 30 A·g^(−1).Even at a low temperature of−20°C,the electrode also performs an ultralong cycling life of 9000 cycles with a capacity of 106 mAh·g^(−1)at 5 A·g^(−1).The comprehensive characterizations of ex-situ analyses together with the theoretical calculations validate that the groups of C=O can contribute highly accessible redox-active sites for Zn^(2+)storage.The ultra-stable 4KT-Tp-COF cathode provides important insights for designing robust organic electrodes for sustainable and large-scale electrochemical energy storage.

关键词： pyrene-4,5,9,10-tetraone solubility limited covalent organic framework zinc batteries

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Coupling interface constructions of hollow Co-Mo mixed multiple oxidation states heterostructure for high-performance aprotic Li-O_(2) battery

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Nano Research 2024年第5期17卷 4100-4107页

作者： Xingzi Zheng Mengwei Yuan Jingshen Xu Zihan Li Caiyun Nan Genban Sun Beijing Key Laboratory of energy conversion and storage Materials College of ChemistryBeijing Normal UniversityBeijing 100875China center for Advanced Materials Research Beijing Normal UniversityZhuhai 519087China

Constructing interfaces in heterostructures is effective for modulating the electronic properties of electrocatalysts.The hollow CoMoO_(4)-Co_(3)O_(4) heterostructure(HCMCH)was prepared as a bifunctional electrocatalyst for Li-O_(2) battery.The different components in CoMoO_(4)-Co_(3)O_(4) heterostructure presented the efficient coupling and enhanced the electrocatalytic activity for aprotic oxygen reduction reaction(ORR)and oxygen evolution reaction(OER),in which it improved the obviously reduced overpotential of 300 mV(compared with the pure Ketjen black(KB)electrode),enhanced reversibility of 80%capacity retention after 6 full cycles and the superior cyclability of more than 200 cycles with an optimized strategy.The battery performance of the HCMCH was not only associated with the unique hollow structure and rich active sites but also with coupling interface constructions synergetic effects attaching to the improving conductivity and optimized the discharge conversion.These results suggested that this HCMCH electrocatalyst was a promising candidate for the Li-O_(2) battery and it gave a novel insight for high performance electrocatalyst designing.

关键词： Li-oxygen battery heterostructure electrocatalyst coupling interface

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