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Curing the vulnerable heterointerface via organic-inorganic hybrid hole transporting bilayers for efficient inverted perovskite solar cells

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Chinese Chemical Letters 2024年第6期35卷 254-257页

作者： Kangrong Yan Ziqiu Shen Yanchun Huang Benfang Niu Hongzheng Chen chang-zhi li State Key Laboratory of Silicon and Advanced Semiconductor Materials Department of Polymer Science and EngineeringZhejiang UniversityHangzhou 310027China

To promote the practices of perovskite photovoltaics,it requires to develop efficient perovskite solar cells(PVSCs)standing long-time operation under the adverse environments.Herein,we demonstrate that the tailor-made conjugated polymers as conductive adhesives stabilized the originally redox-reactive heterointerface between perovskite and metal oxide,facilitating the access of efficient and stable inverted PVSCs.It was revealed that bithiophene and phenyl alternating conjugated polymers with partial glycol chains atop of the metal oxide layer has resulted in effective organic-inorganic hybrid hole transporting bilayers,which allow maintaining efficient hole extraction and transport,meanwhile preventing halide migration to directly contact with the nickel oxide(NiO_(x))layer.As a result,the corresponding inverted PVSCs with the organic-inorganic hole transporting bilayers have achieved an excellent power conversion efficiency of 23.22%,outperforming 20.65% of bare NiO_(x)-based devices.Moreover,the encapsulated PVSCs with organic-inorganic bilayers exhibited the excellent photostability with 91% of the initial efficiency after 1000-h one-sun equivalent illumination in ambient conditions.Overall,this work provides new insights into stabilizing the vulnerable heterointerface for perovskite solar cells.

关键词： Perovskite solar cells Conjugated polymer Hole transporting bilayer Charge extraction Heterointerface degradation

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

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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

Non-fused medium bandgap electron acceptors for efficient organic photovoltaics

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Journal of Energy Chemistry 2022年第7期31卷 576-582,I0014页

作者： Tian-Jiao Wen Jiale Xiang Nakul Jain zhi-Xi liu Zeng Chen Xinxin Xia Xinhui Lu Haiming Zhu Feng Gao chang-zhi li State Key Laboratory of Silicon Materials MOE Key Laboratory of Macromolecular Synthesis and FunctionalizationDepartment of Polymer Science and EngineeringZhejiang UniversityHangzhou 310027ZhejiangChina Department of Physics Chemistry and Biology(IFM) Link?ping UniversityLinköping SE-58183Sweden Department of Chemistry Zhejiang UniversityHangzhou 310027ZhejiangChina Department of Physics The Chinese University of Hong KongNew TerritoriesHong Kong 999077China

The cost-effective organic semiconductors are strongly needed in organic photovoltaics(OPVs). Herein,two medium bandgap(MBG) electron acceptors, TPT4F and TPT4Cl are developed via the new design of multi-noncovalent interaction assisted unfused core, flanked with two electron withdrawing end groups. These fullly non-fused MBG acceptors adapt the planar and rigid conformation in solid, therefore exhibiting the ordered face-on stacking and strong photoluminescence in films. As results, TPT4Cl^(-)based OPVs, upon blending with the PBDB-TF polymer donor, have achieved a power conversion efficiency of 10.16% with a low non-radiative loss of 0.27 e V, representing one of the best fullly non-fused medium bandgap acceptors with desirable cost-efficiency balance.

关键词： Organic photovoltaic Medium bandgap Electron withdrawing unit Non-covalent interaction

A multifunctional and scalable fullerene electron transporting material for efficient inverted perovskite solar cells and modules

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Science China Chemistry 2023年第6期66卷 1795-1803页

作者： Kangrong Yan Ziqiu Shen Benfang Niu Yanchun Huang Di Wang Emely Gu Buyi Yan Jizhong Yao Hongzheng Chen chang-zhi li State Key Laboratory of Silicon Materials Department of Polymer Science and EngineeringZhejiang UniversityHangzhou 310027China Hangzhou Microquanta Semiconductor Co.LTD. Innovation ParkHangzhou 310027China

The interfacial properties between charge transporting material and perovskite(PVSK)play critical roles in governing the photovoltaic performances of perovskite solar cells(PVSCs).Herein,we develop a multifunctional fulleropyrrolidine(FMG)as an electron transporting material(ETM),which facilitates the construction of efficient and stable inverted PVSCs and modules.It revealed that the facile and scalable FMG possesses not only excellent electron extraction capabilities,but also multi-groups to simultaneously passivate PVSKs via Lewis acid-base and hydrogen bonding interactions.The coating of FMG onto PVSK interestingly yields a dense and interactive layer with the graded ETM-PVSK heterojunction architecture.As a result,FMGbased PVSCs demonstrate a champion efficiency of 23.8%,outperforming 21.0%of PCBM-based devices.FMG could also be utilized to improve photovoltaic performance of large-scale modules.In addition,FMG has successfully elongated the lifetime of the corresponding PVSCs,maintaining 85%of the initial performance after the continuous 60-day one sun equivalent illumination in ambient.

关键词： fullerene derivative interface electron transporting material perovskite solar cells

Unaxisymmetric Non-Fused Electron Acceptors for Efficient Polymer Solar Cells

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Chinese Journal of Polymer Science 2022年第8期40卷 944-950,I0009页

作者： Si-Ya liu Di Wang Tian-Jiao Wen Guan-Qing Zhou Hai-Ming Zhu Hong-Zheng Chen chang-zhi li State Key Laboratory of Silicon Materials MOE Key Laboratory of Macromolecular Synthesis and FunctionalizationDepartment of Polymer Science and EngineeringZhejiang UniversityHangzhou310027China Department of Chemistry Zhejiang UniversityHangzhou310027China

To develop photovoltaics embracing the both features of high performance and low cost has drawn attentions of researchers,yet representing the significant challenges.In this work,two non-fused ring acceptors(NFRAs),namely p-PTIC4Cl and t-PTIC4Cl,were developed via a short synthetic route.By tethering unaxisymmetric aromatic chains to thienyl bridge of NFRAs,we revealed that the tuning of aromatic chains allows modulating the self-assembly and stacking of NFRAs in solid,hence influencing their optoelectronic and photovoltaic properties.As results,p-PTIC4Cl,consisting of 3-hexylbenzene with large axial angle to backbone,can achieve superior PCE of 11.30%than that of t-PTIC4Cl with 2-hexylthiophene chains(PCE of 6.49%),when pairing with polymer donor PBDB-TF.Despite of the only subtle structural difference,the p-PTIC4Cl based blend films possess better exciton dissociation and charge transfer rates,as well as photostability,to those of t-PTIC4Cl based blends.

关键词： Polymer solar cells Non-fused ring acceptor Unaxisymmetric aromatic chains Photostability

Key progresses of MOE key laboratory of macromolecular synthesis and functionalization in 2020

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Chinese Chemical Letters 2022年第4期33卷 1650-1658页

作者： Jie Ren Xiao Shu Ya Wang Di Wang Guangpeng Wu Xinghong Zhang Qiao Jin Jianzhao liu Ziliang Wu Zhen Xu chang-zhi li Hanying li MOE Key Laboratory of Macromolecular Synthesis and Functionalization Department of Polymer Science and EngineeringZhejiang UniversityHangzhou 310027China

In 2020, the MOE Key Laboratory of Macromolecular Synthesis and Functionalization in Zhejiang University had made progresses in several aspects. First, a series of metal-free organoboron catalysts had been designed and synthesized facilely, exhibiting outstanding reactivity, thermalstability and productivity in different kinds of polymerization and cycloaddition reactions. Second, a variety of chalcogen(O, S, Se)-rich polymers had been synthesized via organocatalysis and fabricated to be the ionic conductive and photoluminescent materials. Third, diverse microenvironment-sensitive nanoparticles had been designed,and novel strategies had been realized, to enhance the therapeutic efficacy in cancer as well as biofilmassociated infections. Fourth, m6 A modification on cellular transcriptome-wide messenger RNA had been successfully mapped at single base resolution using a metabolic labeling method. Fifth, a hydrogel-based robot had been developed, showing swift locomotion as a response to dynamic light stimulations. Sixth,the conformation-size scaling law and the conformation evolution map of 2 D macromolecules in solution had been elucidated experimentally, in the single-layer graphene oxide model. Seventh, semitransparent polymer solar cells, promising as building-integrated photovoltaics, have been developed with the fine balance among power conversion efficiency, visible light transparency and infrared photon radiation rejection. Finally, long-range ordered bulk-heterojunctions of organic semiconductors had been achieved,and their superior optoelectronic properties and potential application in photoelectric conversion had been revealed. The related work progresses are reviewed in this paper.

关键词： Polymer Catalyst Drug nanocarrier RNA methylation Gel 2D Macromolecule Organic optoelectronics

Healing the degradable organic–inorganic heterointerface for highly efficient and stable organic solar cells

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InfoMat 2022年第2期4卷 162-170页

作者： Yangdan Tao Haoran liu Di Wang Feng Zhao Zeng Chen Haiming Zhu Hongzheng Chen chang-zhi li State Key Laboratory of Silicon Materials MOE Key Laboratory of Macromolecular Synthesis and FunctionalizationDepartment of Polymer Science and EngineeringZhejiang UniversityHangzhouChina Department of Chemistry Zhejiang UniversityHangzhouChina

The heterointerface between the contacted organic and inorganic semiconductors critically affects the charge extraction,hence overall performance of organic optoelectronics,especially for organic solar cells(OSCs).Herein,we develop an effective interfacial strategy that simultaneously boosts the chemical,electric,and electronic properties of the organic–inorganic heterointerface of the derived OSCs,through implanting conjugated molecules as selfassemble monolayers(SAMs)to metal oxide nanoparticles(MO NPs).As results,SAM passivated zinc oxide nanoparticles(ZnO NPs)as electron transport layers(ETLs)not only enable the best performed OSCs containing MO ETLs,but also exhibit the most desirable thickness insensitive features(up to 300 nm).In addition,SAM-ZnO ETLs help also substantially improving the photostability of the derived OSCs.Overall,this work can be beneficial to the further development of high-performance and cost-effective OSCs.

关键词： charge extraction organic-inorganic heterointerface organic solar cells photostability

Organic functional materials based buffer layers for efficient perovskite solar cells

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Chinese Chemical Letters 2017年第3期28卷 503-511页

作者： Fateh Ullah Hongzheng Chen chang-zhi li MOE Key Laboratory of Macromolecular Synthesis and Functionalization State Key Laboratory of Silicon Materials Department of Polymer Science and Engineering Zhejiang University Hangzhou 310027 China

In this review, we highlight the recent development of organic π-functional materials as buffer layers in constructing efficient perovskite solar cells（PVSCs）. By following a brief introduction on the PVSC development, device architecture and material design features, we exemplified the exciting progresses made in field by exploiting organic π-functional materials based hole and electron transport layers（HTLs and ETLs） to enable high-performance PVSCs.

关键词： Perovskite solar cells Organic functional material Hole transport layer Electron transport layer Power conversion efficiency

Key progresses of MOE key laboratory of macromolecular synthesis and functionalization in 2021

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Chinese Chemical Letters 2023年第5期34卷 174-186页

作者： Quan Wen Qiuquan Cai Ping Fu Dan chang Xiaoyi Xu Tian-Jiao Wen Guang-Peng Wu Weipu Zhu ling-Shu Wan Chengjian Zhang Xing-Hong Zhang Qiao Jin Zi-liang Wu Chao Gao Haoke Zhang Ning Huang chang-zhi li Hanying li MOE Key Laboratory of Macromolecular Synthesis and Functionalization Department of Polymer Science and EngineeringZhejiang UniversityHangzhou 310027China

In 2021,The MOE Key Laboratory of Macromolecular Synthesis and Functionalization in Zhejiang University had achieved several important results.First,a series of versatile organoboron catalysts were synthesized for ring-opening(co)polymerizations.Second,a catalyst-free polycondensation mechanism was proposed for the production of polyesters with high molecular weights.Third,a co-assembly method that can fabricate films and coatings with controllable structures and properties on various substrates was demonstrated,providing a platform for the construction of novel surface coatings.Forth,facile methods for producing high-productivity poly(propylene carbonate)and semicrystalline polyester have been discovered.And linear non-conjugated polyesters exhibiting yellow-green clusteroluminescence were developed for the first time.Fifth,a supramolecular prodrug nano-assembly strategy has been developed for reactive nitrogen species potentiated chemotherapy.Sixth,a series of tough and stiff supramolecular hydrogels with shape memory properties have been used for information encryption.Seventh,reversible fusion and fission of wet-spun graphene oxide fibers has been successfully achieved.Eighth,three non-conjugated polypeptides were synthesized and the mechanism of clusteroluminescence was studied.Ninth,a series of conducting covalent organic frameworks with high electrical conductivity and carrier mobility have been used as high-performance chemiresistor,electrocatalyst,and organic field-effect transistor.Tenth,the exploration of non-fused electron acceptors,and their photostable mechanism are exemplified for developing high-performance,low-cost and eco-friendly polymer solar cells.Finally,gel-grown long-range ordering bulk-heterojunctions has achieved improved X-ray detector performance.

关键词： Polymer Catalyst Surface coating Drug delivery Gel Graphene Organic optoelectronics