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The marriage of dual-acceptor strategy and C-H activation polymerization:naphthalene diimide-based n-type polymers with adjustable molar mass and decent performance

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Science china chemistry 2023年第2期66卷 548-561页

作者： ying-Han Zhao Wenhao Li Tao Shen Yan Zhao yunqi {2. Yang Wang laboratory of molecular Materials and Devices Department of Materials ScienceFudan UniversityShanghai200438China beijing national {2. for molecular sciences Key Laboratory of Organic SolidsInstitute of ChemistryChinese Academy of SciencesBeijing100190China

The development of readily accessible high-mobility n-type semiconducting polymers is in great demand for realizing highperformance p-n junction-based organic *** this study,we demonstrate that with the combination of dual-acceptor strategy and C-H direct arylation polymerization(DAr P),unipolar n-type semiconducting polymers can be conveniently *** tuning the monomer concentration,three dual-acceptor polymers,namely,poly(naphthalene diimide-alt-dithiophenyl pyrrolopyrrole-dione)(PNDI-DPP),poly(naphthalene diimide-alt-dithiophenyl isoindigo)(PNDI-IID),and poly(naphthalene diimide-alt-dithiophenyl bezothiadiazole)(PNDI-BT)can be obtained via C-H activation with decent number average molecular weight of~10 to 30 kg mol^(-1)and relatively narrow polydispersity index of~*** addition,these polymers are defect-free in nature as evidenced by the nuclear magnetic ***,we attribute the different molar masses of the three copolymers under the same DAr P condition to the differentα-C-H acidity,which may stem from different electronwithdrawing capability of the hydrogenated acceptor ***,the influence of the hydrogenated acceptor monomers on the optical,electrochemical and charge transporting properties is comprehensively *** the three dual-acceptor polymers,PNDI-BT demonstrates the highest electron mobilities of up to 0.6 cm^(2.V^(-1)s^(-1)in unipolar n-type organic transistors because of its relatively planar backbone,larger overlaps of the lowest unoccupied molecular orbital and strong *** that the transistor performance of PNDI-BT synthesized via C-H activation in this study is at least comparable to the one made by conventional C(sp^(2.)-C(sp^(2.)Stille or Suzuki cross-coupling *** study demonstrates the presented protocol can be a useful platform for sustainable and convenient synthesis of high-performance n-type semiconducting polymers.

关键词： n-type polymers C-H activation dual-acceptor strategy naphthalene diimide organic thin-film transistors

A H_(4)SiW_(12.O_(40)-catalyzed three-component tandem reaction for the synthesis of 3,3-disubstituted isoindolinones

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chinese Chemical Letters 2024年第1期35卷 233-236页

作者： yufeng liu Guodong Zeng yutao Cheng Lei Chen yunhai liu Yongge Wei Guoping Yang School of chemistry Biology and Material ScienceJiangxi Province Key Laboratory of Synthetic ChemistryJiangxi Key Laboratory for Mass Spectrometry and InstrumentationEast China University of TechnologyNanchang 330013China key Lab of organic Optoelectronics&{2. Engineering of Ministry of Education Department of ChemistryTsinghua UniversityBeijing 100084China

A H_(4)SiW_(12.O_(40)-catalyzed three-component tandem reaction of 2.acylbenzoic acids,primary amines and phosphine oxides to form 3,3-disubstituted isoindolinones was *** employing A H_(4)SiW_(12.O_(40)as the catalyst and dimethyl carbonate(DMC)as the solvent,a diverse range of 2.acylbenzoic acid derivatives and primary amines worked well to give the C3-phosphinoyl-functionalized 3,3-disubstituted isoindolinones with the yield range of 61%-87%.Advantages of this transformation include green catalyst and solvent,available starting materials,broad substrate scope,high efficiency and operational simplicity with water as the sole *** strategy achieved an efficient and green molecular fragment assembly to access isoindolinones,which would provide opportunities for the synthesis of potential biologically active molecules in a green manner.

关键词： Polyoxometalates Dehydrative coupling Three-component tandem reaction 3,3-Disubstituted isoindolinones organic carbonate

Molecule-based vertical transistor via intermolecular charge transport throughπ-πstacking

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Nano Research 2024年第5期17卷 4573-4581页

作者： Cheng liu Cheng Fu Lingyu Tang Jianghua Wu Zhangyan Mu Yamei Sun Yanghang Pan Bailin Tian Kai Bao Jing Ma Qiyuan He Mengning Ding key laboratory of Mesoscopic {2. School of Chemistry and Chemical EngineeringNanjing UniversityNanjing 210023China Jiangsu key laboratory of Advanced {2. Materials School of Chemistry and Chemical EngineeringNanjing UniversityNanjing 210023China national laboratory of Solid State Microstructures Jiangsu Key Laboratory of Artificial Functional MaterialsCollege of Engineering and Applied SciencesCollaborative Innovation Center of Advanced MicrostructuresNanjing UniversityNanjing 210093China Department of Materials Science and Engineering City University of Hong KongHong Kong 999077China

Theπ-πstacking is a well-recognized intermolecular interaction that is responsible for the construction of electron hopping channels in numerous conducting frameworks/***,the exact role ofπ-to-πchannels within typical single crystalline organic semiconductors remains unclear as the orientations of these molecules are diverse,and their control usually requires additional side chain groups that misrepresent the intrinsic properties of the original semiconducting ***,the construction of conduction channels with intrinsicπ-πstacking in the molecule-based device is crucial for the utilization of their unique transport characteristics and understanding of the transport *** this end,we present a molecular intercalation strategy that integrates two-dimensional layered materials with functional organic semiconductor molecules for functional molecule-based *** organic semiconductor molecules can be effectively intercalated into the van der Waals gaps of semi-metallic TaS_(2. withπ-πstacking configuration and controlled intercalant *** results show that the vertical charge transport in the stacking direction shows a tunneling-dominated mechanism that strongly depends on the molecular ***,we demonstrated a new type of molecule-based vertical transistor in which TaS_(2. andπ-πstacked organic molecules function as the electrical contact and the active channel,***/off ratios as high as 447 are achieved under electrostatic modulation in ionic liquid,comparable to the current state-of-the-art molecular *** study provides an ideal platform for probing intrinsic charge transport acrossπ-πstacked conjugated molecules and also a feasible approach for the construction of high-performance molecule-based electronic devices.

关键词： π-πstacking electrochemical intercalation organic semiconductor electrical transport tunneling field effect transistor

Mechanisms of the epitaxial growth of two-dimensional polycrystals

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npj Computational Materials 2022年第1期8卷 1016-1026页

作者： Jichen Dong yunqi liu Feng Ding Centre for Multidimensional Carbon Materials Institute for Basic ScienceUlsan44919Korea beijing national {2. for molecular sciences Key Laboratory of Organic SolidsInstitute of ChemistryChinese Academy of SciencesBeijing100190P.R.China University of chinese academy of sciences Beijing100049P.R.China School of Materials Science and Engineering Ulsan National Institute of Science and TechnologyUlsan44919Korea

In the epitaxial growth of two-dimensional(2.)materials on substrates,2. polycrystals with various shapes have been broadly observed,but their formation mechanisms are still highly *** we present a complete study on the formation mechanisms of various 2. *** structures of the 2. polycrystals are dependent on the symmetries of both the 2. material and the *** build four complete libraries of 2. polycrystals for(i)threefold symmetric 2. materials on two-or six-fold symmetric substrates(i.e.,family-Ⅲ/Ⅱor-Ⅲ/Ⅵ),(ii)threefold symmetric 2. materials on fourfold symmetric substrates(***-Ⅲ/Ⅳ),(iii)fourfold symmetric 2. materials on three-or six-fold symmetric substrates(i.e.,family-Ⅳ/Ⅲor-Ⅳ/Ⅵ),and(iv)sixfold symmetric 2. materials on fourfold symmetric substrates(i.e.,family-Ⅵ/Ⅳ),*** four libraries of 2. polycrystals are consistent with many existing experimental observations and can be used to guide the experimental synthesis of various 2. polycrystals.

关键词： symmetric polycrystals epitaxial

A Fluorine-Functionalized 3D Covalent organic Framework with Entangled 2. Layers

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chinese Journal of Polymer Science 2024年第8期42卷 1210-1216页

作者： Li-Bang Xiao Zi-Han Wu Jun-Jie Xin yuan-Peng Cheng Bo gui Jun-Liang Sun Cheng Wang College of chemistry and molecular {2. Wuhan UniversityWuhan 430072China College of chemistry and molecular Engineering Beijing National Laboratory for Molecular SciencesPeking UniversityBeijing 100871China

Constructing three dimensional(3D)covalent organic frameworks(COFs)through the entanglement of two dimensional(2.)nets is a promising but underdeveloped ***,we report the design and synthesis of a fluorine functionalized 3DCOF(3D-An-COF-F)formed by entangled 2. sql *** structure of 3D-An-COF-F was determined by the combination of continuous rotation electron diffraction technique and modelling based on the chemical information from real ***,compared to the isostructural 3D-An-COF without F atom s,3DAn-COF-F showed an improved CO_(2.sorption ability and higher CO_(2./N_(2.*** study not only demonstrated the generality of constructing 3D COFs with entangled 2. nets by introducing bulky groups vertically in planar building blocks,but also will expand the diversity of 3D COFs for various applications.

关键词： 3D covalent organic frameworks Fluorine Entangled 2. layers Electron diffraction CO_(2.adsorption

Future climate change decreases multi-pathway but increases respiratory human health risks of PAHs across china

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national Science Open 2024年第2期3卷 128-147页

作者： Jiaao Bao Xinghui Xia ying Zhu Bingxiang Zhao Erxue Gu Yanan liu Xiao {2.n Zhenrui Zhang Nannan Xi Yong Geng ying Xu Zhifeng Yang Derek C.G.Muir key laboratory of Water and Sediment {2. of Ministry of Education State Key Laboratory of Water Environment SimulationSchool of EnvironmentBeijing Normal UniversityBeijing 100875China State Environmental Protection key laboratory of Environmental Health Impact Assessment of Emerging Contaminants School of Environmental Science and EngineeringShanghai Jiao Tong UniversityShanghai 200240China College of Urban and Environmental sciences Laboratory for Earth Surface ProcessesSino-French Institute for Earth System SciencePeking UniversityBeijing 100871China national Climate Center China Meteorological AdministrationBeijing 100081China key laboratory for City Cluster Environmental Safety and Green Development of the Ministry of Education Institute of Environmental and Ecological EngineeringGuangdong University of TechnologyGuangzhou 510006China Aquatic Contaminants Research Division Environment and Climate Change CanadaBurlington L7S 1A1Canada

Future climate change will affect the environmental fate of hydrophobic organic contaminants(HOCs)and associated human health risks,yet the extent of these effects remains ***,we couple a high-resolution environmental multimedia model with a bioaccumulation model to study the multimedia distribution of 16 priority polycyclic aromatic hydrocarbons(PAHs),a group of HOCs,and assess future PAH-related human health risks under varying climate change scenarios over{2. at a continental *** removing the effects of PAH emission changes,we find that the total PAH concentrations would decrease in the air,freshwater,sediment,soil,and organisms,while the high-molecular-weight PAH would increase in the air with climate warming from 1.5°C to 4°***,the multi-pathway exposure human health risks predominately influenced by dietary ingestion are expected to decrease by 1.7%–2..5%,while the respiratory risks are projected to rise by 0.2.–5.8%in the ***,the persistently high multi-pathway human health risks underscore the need for reducing future PAH emissions by 69%compared with 2.09 levels in *** study demonstrates the urgency of limiting PAH emissions under future climate change for public health and highlights the importance of including the contribution of dietary ingestion in human health risk assessment.

关键词： polycyclic aromatic hydrocarbons future climate change human health risks emission reduction

Monolayer organic field-effect transistors

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Science china chemistry 2019年第3期62卷 313-330页

作者： Jie liu Lang Jiang Wenping Hu yunqi liu Daoben Zhu beijing national {2. for molecular sciences Key Laboratory of Organic Solids Institute of Chemistry Chinese Academy of Sciences Tianjin key laboratory of {2. Optoelectronic sciences Department of Chemistry School of Science

Monolayer organic field-effect transistors(OFETs) are attracting worldwide interest in device physics and novel applications due to their ultrathin active layer for two-dimensional charge transport. The monolayer films are generally prepared by thermal evaporation, the Langmuir technique or self-assembly process, etc., but their electrical performance is relatively lower than corresponding thick films. From 2.11, the performance of monolayer OFETs has been boosted by using the monolayer molecular crystals(MMCs) as active channels, which opened up a new era for monolayer OFETs. In this review, recent progress of monolayer OFETs, including the preparation of monolayer films, their OFET performance and applications are ***, perspectives of monolayer OFETs in the near future are also discussed.

关键词： monolayer films organic field-effect transistors monolayer molecular crystals(MMCs) mobility

New sustainable polymers with on-demand depolymerization property

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Science china chemistry 2024年第9期67卷 2803-2841页

作者： Yangyang Sun Zesheng An Yanshan Gao Rongrong Hu Ye liu Hua Lu Xiao-Bing Lu Xuan Pang Anjun Qin Yong Shen Youhua Tao yu-Zhong Wang Junpeng Wang Gang Wu Guang-Peng Wu Tie-Qi Xu Xing-Hong Zhang yuetao Zhang Zhenbiao Zhang Jian-Bo Zhu Miao Hong Zhibo Li State key laboratory of Organometallic {2. Shanghai Institute of Organic ChemistryChinese Academy of SciencesShanghai 200032China State key laboratory Base of Eco-Chemical Engineering College of Chemical EngineeringQingdao University of Science and TechnologyQingdao266042China State key laboratory of Supra{2. Structure and Materials College of ChemistryJilin UniversityChangchun 130012China State key laboratory of Luminescent Materials and Devices Guangdong Provincial Key Laboratory of Luminescence from Molecular AggregatesSouth China University of TechnologyGuangzhou 510640China State key laboratory of Fine Chemicals Frontiers Science Center for Smart MaterialsDalian University of TechnologyDalian 116024China beijing national {2. for molecular sciences Center for Soft Matter Science and EngineeringKey Laboratory of Polymer Chemistry and Physics of Ministry of EducationCollege of Chemistry and Molecular EngineeringPeking UniversityBeijing 100871China key laboratory of Polymer Ecomaterials Changchun Institute of Applied ChemistryChinese Academy of SciencesChangchun 130022China The Collaborative Innovation Center for Eco-Friendly and Fire-Safety Polymeric Materials(MoE) National Engineering Laboratory of Eco-Friendly Polymeric Materials(Sichuan)College of ChemistryState Key Laboratory of Polymer Materials EngineeringSichuan UniversityChengdu 610064China School of Polymer Science and Polymer Engineering the University of AkronAkronOH 44325USA MOE key laboratory of Macro{2. Synthesis and Functionalization Department of Polymer Science and EngineeringZhejiang UniversityHangzhou 310027China State and Local Joint Engineering laboratory for Novel Functional Polymeric Materials Jiangsu Key Laboratory of Advanced Functional Polymer Design and ApplicationSuzhou Key Laboratory of Macromolecular Design and Precision SynthesisCollege of ChemistryChemical Engineering and Materials ScienceSoochow UniversitySuzhou 215123China

To combat the crisis of today's synthetic polymers arising from unsustainable production and disposal,it is essential for the synthetic polymer community to reshape the current polymer industry with sustainable *** an emerging class of sustainable polymers,the development of chemically depolymerizable polymers(CDPs),which can undergo closed-loop depolymerization/repolymerization cycles to reproduce virgin polymers without the loss of properties from recovered monomers,offers an ideal solution to preserve finite natural resources,provides a feasible solution to the end-of-life issue of polymer waste,and thereby establishes a circular materials ***,two grand key challenges have been encountered in the establishment of practically useful CDPs:how to balance polymerization and depolymerization ability and how to unify conflicted depolymerizability and physical ***,this critical review article presents our vision for summarizing feasible strategies to overcome the above two significant challenges and the design principles for constructing an ideal CDP by highlighting selected major progress made in this rapidly expanding field.

关键词： chemically depolymerizable polymers sustainable polymers depolymerization monomer recovery degradation plastics

Customizable 2. Covalent organic Frameworks for Optoelec-tronic Applications

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chinese Journal of chemistry 2023年第10期41卷 1260-1285页

作者： Mingchao Shao yunqi liu {2.nlong Guo beijing national {2. for molecular sciences Institute of ChemistryChinese Academy of SciencesBeijing 100190China University of chinese academy of sciences Beijing 100049China

2. covalent organic framework(2.-COF),a modular three-dimensional material,is easily influenced by the component *** assembly of different functionalized modules gives 2.-COF unique *** modular structure not only allows for customi-zation but also allows for variety,which gives 2.-COF a wide range of ***,many building blocks with catalytic,ligand,semiconductor,luminescent,and redox centers are integrated into the COF *** connection and assembly of such modules determine the nature of the final block *** intra-layer connections of the modules form a monolayer mesh chemical structure,and the subsequent stacking of the monolayer mesh structure produces the final crystalline porous *** review describes in detail the potential of COF materials as optoelectronic materials and our understanding of optoelectronic processes,starting from monolayer reticulation chemistry to final 3D stacked structures,thus establishing a new paradigm for the ra-tional design of well-defined novel 2.-COF optoelectronic materials and devices.

关键词： 2. covalent organic frameworks Optoelectronic π-Conjugation Stacking Doping Charge transfer organic electronics Donor-acceptor systems