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Synthesis of Long-Chain Oligomeric Donor and Acceptors via Direct Arylation for Organic Solar Cells

Chinese Journal of Chemistry 2024年第5期42卷 523-532页

作者： Yu Wu Xin-Yu He Xu-Min Huang Ling-Jun Yang Peng liu Na Chen Chang-Zhi Li shi-yong liu Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry College of MaterialsMetallurgical and ChemistryJiangxi University of Science and TechnologyGanzhouJiangxi341000 China Department of Polymer Science and Engineering Zhejiang UniversityHangzhouZhejiang310027 China

The rapid synthesis of structurally complicated electron donors&acceptors still remains a major challenge in organic solar cells(OSC).In this work,we developed a highly efficient strategy to access long-chain oligomeric donor and acceptors for OSC applications.A series of cyclopentadithiophene(CPDT)and benzothiadiazole(BT)-basedπ-conjugated oligomers,i.e.,three oligomeric acceptors(BTDT)n-IC(n=1—3)and one long-chain oligomeric donor(BTDT)4-RD,are facilely synthesized by an atom-and step-economical,and labor-saving direct C—H arylation(DACH)reaction(i.e.,C—H/C—Br cross coupling).Note that(BTDT)4-RD involving five CPDT,four BT and two rhodamine(RD)building blocks is the longest oligomeric donor in the fullerene-free OSC devices ever reported.The dependence of the structure-property-performance correlation of(BTDT)n-IC(n=1—3)and(BTDT)4-RD on theπ-conjugation lengths is thoroughly investigated by opto-electrochemical measurements,bulk heterojunction(BHJ)OSC devices and microscopies.The(BTDT)1-IC:PBDB-T and(BTDT)4-RD:Y6 BHJs achieve power conversion efficiencies of 9.14%and 4.51%,respectively.Our findings demonstrate that DACH reaction is a powerful tool to tune the opto-electronic properties and device performances by regulating the lengths ofπ-conjugated oligomers with varied numbers of repeating units.

关键词： Long-chainπ-conjugated oligomer Organic solar cells Direct arylation Atom-economical synthesis Cyclopentadithiophene Benzothiadiazole C—H activation Conjugation Oligomers

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Recent Progress in π-Conjugated Polymer-Inorganic Heterostructures for Photocatalysis

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Chinese Journal of Structural Chemistry 2022年第9期41卷 56-68页

作者： Yu-Qin Xing shi-yong liu Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry Jiangxi University of Science and TechnologyGanzhou 341000China

Polymer-inorganic(P-Ⅰ) soft-hard heterostructures & heterojunction photocatalysts,featured by large interfacial contact, efficient charge separation, broad light absorption and maximized redox capacity, have received great attention for their applications in energy conversion and environmental remediation. In this minireview, the classification and mechanism of P-Ⅰ heterojunctions, i.e., type-Ⅰ/Ⅱ, p-n, Z-scheme and S-scheme heterojunctions, and their preparation methods are firstly introduced. Next, the photocatalytic applications of P-Ⅰ heterojunctions, including water splitting, environmental remediation and carbon dioxide reduction, are extensively reviewed. Lastly,a brief summary and perspectives on ongoing challenges and opportunities to construct high performance P-Ⅰ soft-hard photocatalysts are intensively highlighted. We envision this review will provide a picture of the state-of-the-art achievements and promote the photocatalytic applications of P-Ⅰ heterostructures in energy conversion and environmental remediation.

关键词： polymer-inorganic hybrid heterojunction photocatalytic water splitting photocatalytic CO_(2)reduction photocatalytic environmental remediation

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Controlled Fabrication of Uniform Digital Nanorods from Precise Sequence-Defined Amphiphilic Polymers in Aqueous Media

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Chinese Journal of Polymer Science 2023年第5期41卷 768-777,I0010页

作者： Qiang-Qiang shi Xin Zhou Jie Xu Ning Wang Jia-Lin Zhang Xiang-Long Hu shi-yong liu CAS Key Laboratory of Soft Matter Chemistry Department of Polymer Science and EngineeringUniversity of Science and Technology of ChinaHefei 230026China School of Biomedical Engineering and Suzhou Institute for Advanced Research University of Science and Technology of ChinaSuzhou 215123China

Compared with spherical micelles,rod/worm-like micelles not only have extended blood circulation duration,but also exhibit favorable cellular uptake behavior,which is promising for next-generation nanomedicine and biomaterials.However,the controllable fabrication of narrowly dispersed nanorods in aqueous media is still challenging.Herein,the methodology of thermal annealing was developed for the fabrication of helical nanorods as well as a series of nanorods with different lengths.The thermal annealing process generally consisted of adding a percentage of organic solvent(10%(V/V)or 20%(V/V))to the digital micellar aqueous dispersion,followed by heating at 90℃for 1 h,then cooling naturally to room temperature,and dialyzing against water to remove the organic solvent.Right-handed helical nanorods were afforded by the treatment of 45 nm digital micelles in the presence of 10%(V/V)dioxane,while left-handed helical nanorods were obtained in the presence of 20%(V/V)dioxane.Meanwhile,the controlled growth of rod-like digital micelles was achieved after thermal annealing in the presence of different types of organic solvents,and the length of the annealed nanorods was correlated with the types of organic solvent.Furthermore,no matter the size of initial digital micelles,they all exhibited similar trend of rod growth in the presence of a certain amount of organic solvent,allowing for controllable formulation of narrowly dispersed nanorods.In addition,supramolecular self-assembly by amphiphilic dendritic oligourethane readily fabricated diverse uniform nanorods in aqueous media.Overall,this work provided an attractive methodology to fabricate uniform digital nanorods.

关键词： Sequence-defined amphiphilic polymers Digital nanorods Thermal annealing Dendritic oligourethane Self-assembly

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Special Issue: Biomedical Polymers

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Chinese Journal of Polymer Science 2022年第9期40卷 1003-1003页

作者： Xue-Si Chen shi-yong liu 不详

Biomedical polymers are currently one kind of the most fascinating but challenging functional polymers. With the benefits of tunable chemical structures, excellent physicochemical performances, and remarkable biofunctionality,the facilely synthesized biomedical polymers could be widely used as bioactive agents and carriers or for controlled drug and gene delivery, tissue engineering, medical devices, and so forth.

关键词： Biomedical facile chemical

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One-Pot Synthesis of 3-to 15-Mer π-Conjugated Discrete Oligomers with Widely Tunable Optical Properties

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Chinese Journal of Chemistry 2021年第3期39卷 577-584页

作者： Hui liu Xiao-Feng Zhang Li-Hong Wang Yan Chen Dong-Nai Ye Long Chen He-Rui Wen shi-yong liu Faculty of Materials Metallurgy and Chemistry Jiangxi University of Science and TechnologyGanzhouJiangxi 341000China

Main observation and conclusion A series of all-donor type alternating(D1-D2)monodisperse oligomers based on cyclopentadithiophene(CPDT)and 1,4-difluoro-benzene(DFB)with gradually increasing chain lengths containing 3 to 15 monomers were successfully synthesized via one-pot C-H direct arylation reaction.As confirmed by various structural characterizations,all these long-chain oligomers are monodispersed with defined structures.The length-dependent optical and electrochemical properties with the evolution from the shortest oligomer(01)to the longest oligomer(07)and their parent polymer P1 have been studied in details.By simply tuning the mixing ratio of discrete oligomers,the photoluminescence(PL)in a wide range of color emissions extending to near-white can be facilely modulated,ilus-trating the potential of these monodisperse conjugated oligomers for light emission application.The atom-,step-and pot-economic synthetic strategy here developed will open the door toward efficient and controllable synthesis ofπ-conjugated oligomers for accu-rate structure-property relationship study and optic&electronic device applications.

关键词： π-Conjugated monodisperse oligomers C-H direct arylation Cyclopentadithiophene 15-Mer Photoluminescence

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A-D-A small molecule donors based on pyrene and diketopyrrolopyrrole for organic solar cells

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Science China Chemistry 2017年第4期60卷 561-569页

作者： Jing-Qi Xu Wenqing liu shi-yong liu Jun Ling Jiangquan Mai Xinhui Lu Chang-Zhi Li Alex K.-Y. Jen Hongzheng Chen Key Laboratory of Macromolecular Synthesis and Functionalization Ministry of Education State Key Laboratory of Silicon Materials Department of Polymer Science and Engineering Zhejiang University Hangzhou 310027 China Department of Physics Chinese University of Hong Kong New Territories China Department of Materials Science & Engineering University of Washington Seattle Washington 98195 USA

Three new electron donating small molecules(SMs),Pyr(EH-DPP)_2,Pyr(HD-DPP)_2 and PyrA(EH-DPP)_2,are designed and synthesized through coupling electron rich pyrene core with electron deficient diketopyrrolopyrrole(DPP) terminals,of which the derived organic solar cells(OSCs) exhibit interesting structure-performance correlation.It shows that the tune of their solubilizing side chains and π-bridge for the acceptor-donor-acceptor(A-D-A) SMs can significantly alter the resultant short-circuit current density and power conversion efficiency(PCE) in OSCs.The Pyr(EH-DPP)_2 with short side chains displays broader absorption and higher hole mobility than the Pyr(HD-DPP)_2 with long side chains.Although showing planar structure,the acetylene bridge-incorporated PyrA(EH-DPP)_2 adapts an undesired edge-on packing and strong aggregation in film,leading to non-ideal morphology and poor miscibility with fullerene acceptors.As a result,the PCE of the solar cell based on Pyr(EH-DPP)_2 is several times higher than those based on Pyr(HD-DPP)_2 and PyrA(EH-DPP)_2,indicating the A-D-A combination of polyaromatics with DPP would be the promising skeleton for developing photovoltaic semiconductors.

关键词：有机太阳能电池吡咯并吡咯二酮小分子芘功率转换效率短路电流密度空穴迁移率结构性能

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Atomistic study on the microscopic mechanism of grain boundary embrittlement induced by small dense helium bubbles in iron

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Nuclear Science and Techniques 2024年第3期35卷 84-95页

作者： Lei Peng yong-Jie Sun Jing-Yi shi Yi-Fei liu Shang-Ming Chen liu-liu Li State Key Laboratory of Particle Detection and Electronics University of Science and Technology of ChinaHefei 230026China School of Nuclear Science and Technology University of Science and Technology of ChinaHefei 230027China Science and Technology on Reactor System Design Technology Laboratory Nuclear Power Institute of ChinaChengdu 610213China

The helium bubbles induced by 14 MeV neutron irradiation can cause intergranular fractures in reduced activation ferritic martensitic steel,which is a candidate structural material for fusion reactors.In order to elucidate the susceptibility of different grain boundaries(GBs)to helium-induced embrittlement,the tensile fracture processes of 10 types of GBs with and without helium bubbles in body-centered cubic(bcc)iron at the relevant service temperature of 600 K were investigated via molecular dynamics methods.The results indicate that in the absence of helium bubbles,the GBs studied here can be classified into two distinct categories:brittle GBs and ductile GBs.The atomic scale analysis shows that the plastic deformation of ductile GB at high temperatures originates from complex plastic deformation mechanisms,including the Bain/Burgers path phase transition and deformation twinning,in which the Bain path phase transition is the most dominant plastic deformation mechanism.However,the presence of helium bubbles severely inhibits the plastic deformation channels of the GBs,resulting in a significant decrease in elongation at fractures.For bubble-decorated GBs,the ultimate tensile strength increases with the increase in the misorientation angle.Interestingly,the coherent twin boundary∑3{112}was found to maintain relatively high fracture strength and maximum failure strain under the influence of helium bubbles.

关键词： Helium bubble Grain boundary Embrittlement Reduced activation ferritic martensitic steel Molecular dynamics Bain path

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Microstructural characterization and mechanical properties of(TiC+TiB)/TA15 composites prepared by an in-situ synthesis method

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China Foundry 2024年第2期21卷 168-174页

作者： Zhi-yong Zhang Jiao-jiao Cheng Jia-qi Xie shi-bing liu Kun shi Jun Zhao Shenyang Research Institute of Foundry Co. Ltd.CAMShenyang 110022China National Key Laboratory of Advanced Casting Technologies Shenyang 110022China

Titanium matrix composites reinforced with ceramic particles are considered a promising engineering material due to their combination of high specific strength,low density,and high modulus.In this study,the TA15-based composites reinforced with a volume fraction of 10% to 25%(TiB+TiC)were prepared using powder metallurgy and casting technique.Microstructural characterization and phase constitution were examined using optical microscopy(OM),scanning electron microscopy(SEM),and X-ray diffraction(XRD).In addition,the microhardness,room temperature(RT)and high temperature(HT)tensile properties of the composites were evaluated.Results revealed that the reinforcements are distributed uniformly even in the composites with a high volume of TiB and TiC.However,as the volume fraction exceeds 15%,TiB and TiC particles become coarsening and exhibit rod-like and dendritic-like morphology.Microhardness increases gradually from 321.2 HV for the base alloy to a maximum of 473.3 HV as the reinforcement increases to 25vol.%.Tensile test results indicate that a reinforcement volume fraction above 20% is beneficial for enhancing tensile strength and yield strength at high temperatures,but it has an adverse effect on room temperature elongation.Conversely,if the reinforcement volume fraction is below 20%,it can improve high-temperature elongation when the temperature exceeds 600℃.

关键词： titanium matrix composites microstucture microhardness tensile properties in-situ synthesis

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Triclosan-conjugated,Lipase-responsive Polymeric Micelles for Eradication of Staphylococcal Biofilms

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Chinese Journal of Polymer Science 2024年第6期42卷 718-728页

作者： Yan-Qiang Huang Yuan-Feng Li yong liu Lin-Qi shi Guangxi Technology Innovation Cooperation Base of Prevention and Control Pathogenic Microbes with Drug Resistance Youjiang Medical University for NationalitiesBaise533000China Translational Medicine Laboratory the First Affiliated Hospital of Wenzhou Medical UniversityWenzhou325035China Wenzhou Institute University of Chinese Academy of SciencesWenzhou325001China State Key Laboratory of Medicinal Chemical Biology Key Laboratory of Functional Polymer Materials of Ministry of Educationand Institute of Polymer ChemistryCollege of ChemistryNankai UniversityTianjin300071China

Bacterial biofilms present a significant challenge in treating drug-resistant infections,necessitating the development of innovative nanomedicines.In this study,we introduce triclosan-conjugated,lipase-responsive polymeric micelles designed to exploit biofilm properties and serve as a responsive drug delivery platform.The micelles were created using an amphiphilic block polymer synthesized via ring-opening polymerization ofε-caprolactone(CL)and triclosan-containing cyclic trimethylene carbonate(MTC-Tri).Poly(ethylene glycol)(PEG-OH)acted as the macro-initiator,resulting in micelles with a PEG shell that facilitated their penetration into bacterial biofilms.An important advantage of our micelles lies in their interaction with local bacterial lipases within biofilms.These lipases triggered rapid micelle degradation,releasing triclosan in a controlled manner.This liberated triclosan effectively eliminated bacteria embedded in the biofilms.Notably,the triclosan-conjugated micelles displayed minimal toxicity to murine fibroblasts,indicating their biocompatibility and safety.This finding emphasizes the potential application of these micelles in combatting drug resistance observed in bacterial biofilms.Our triclosan-conjugated,lipase-responsive polymeric micelles exhibit promising characteristics for addressing drug resistance in bacterial biofilms.By harnessing biofilm properties and implementing a responsive drug delivery system,we seek to provide an effective solution in the fight against drug-resistant bacteria.

关键词： Self-assembly Polymer prodrug Ring-opening polymerization Biofilm eradication Cytotoxicity

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Polyimide covalent organic frameworks as efficient solid-state Li^(+) electrolytes

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Science China Chemistry 2024年第5期67卷 1647-1652页

作者： Xu liu shi Wang Siqi liu Chengfang liu Xiangchun Li Jian Wu Dazhi Li shihao Xu Chongyang liu Wen-yong Lai State Key Laboratory of Organic Electronics and Information Displays(SKLOEID) Institute of Advanced Materials(IAM)School of Chemistry and Life SciencesNanjing University of Posts&TelecommunicationsNanjing 210023China

Covalent organic frameworks(COFs) are attractive porous crystalline materials with extremely high stability, easy functionalization, and open channels, which are expected to be unique ion conductors/transporters in lithium ion batteries(LIBs). Despite recent advances, low ion conductivity and low transference number, resulting in low charging/discharging rate, low energy density, and short battery life, are the main issues that limit their direct application as solid electrolytes in LIBs. Here, we designed and synthesized a novel polyimide COF, namely, TAPA-PDI-COF, with abundant C=O groups, which has been successfully employed as high-performance solid electrolytes by doping TAPA-PDI-COF and succinonitrile(SN). Both the well-defined nanochannels of COFs and SN confined in the well-aligned channels restricted the free migration of anions, while C=O on COFs and CN groups of SN enhanced Li^(+) transport, thus achieving a high ion conductivity of 0.102 m S cm^(-1)at 80 °C and a high lithium-ion transference number of 0.855 at room temperature. According to density functional theory(DFT)calculations, Li-ion migration mainly adopted in-plane transport rather than the axial pathway, which may be due to the shorter hopping distances in the planar pathway. The results suggest an effective strategy for the design and development of all-solidstate ionic conductors for achieving high-performance LIBs.

关键词： lithium ion batteries(LIBs) covalent organic frameworks(COFs) solid-state ion conductors solid-state electrolytes ion conductivity

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