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Dependence of the surface-assisted fullerene-based complex structure on the template molecule design

Nano Research 2019年第7期12卷 1509-1537页

作者： yanfang geng Qingdao Zeng Chen Wang CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in NanoscienceNational Center for Nanoscience and TechnologyBeijing 100190China

Fullerene derivatives as a kind of star carbon materials have received intense investigation because of their three-dimensional shape,anisotropic electron mobility,and high electron ***,the cutting-edge developments of fullerene nanomaterials have had a tremendous impact on a wide range of applications,such as organic solar cells,field effect transistors,and *** explore their full potential applications,research into fullerene-based multilevel nanostructures relying on hierarchical interactions from bottom to top is rapidly *** is of great theoretical and practical significance to prepare multilevel fullerene nanostructures with structural and properties controlled by optimizing the influencing *** review would offer several aspects including the chemical structures of organic molecules and the nanostructures of the organic molecules and fullerene-organic *** monolayers or multilayers,fullerene molecules tend to fall into a space of suitable size,in which the located positions are affected by the intermolecular *** the covered surfaces,fullerenes are more likely to approach the electron-withdrawing units through the donor-acceptor and charge transfer *** the implementation of this review,an exhaustive analysis on the chemical modification,including the molecular backbone and substituents,preformed network synergies,and adsorption sites is *** addition,the relationship between the molecules and structures that illustrates the importance of the molecular design for the controlled fullerenes hybrid nanostructures can be further understood based on the results of the joined experimental and computational investigations.

关键词： fullerene organic molecule nanostructure property molecular design

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Guest selectivity in the supramolecular host networks fabricated by van der Waals force and hydrogen bond

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Nano Research 2019年第3期12卷 537-542页

作者： Xuan Peng yanfang geng Min Zhang Faliang Cheng Linxiu Cheng Ke Deng Qingdao Zeng CAS Key Laboratory of Standardization and Measurement far Nanotechnology CAS Center for Excellence in Nanoscience National Center far Nanoscience and Technology (NCNST) No. 11 ZhongguancunBeiyitiao Beijing 100190 China Guangdong Engineering and Technology Research Center for Advanced Nanomaterials School of Environment and Civil Engineering Dongguan University of Technology Dongguan 523808 China Center of Materials Science and Optoelectonics Engineering University of Chinese Academy of Sciences Beijing 100049 China

Here, the structural transformations of H4ETTC induced by coronene (COR) and selective adsorption behaviors of COR in different templates were investigated by seanning tunnelling microscope (STM). It was discovered that the assembled architecture of H4ETTC at the HOPG/ heptanoic acid interface depended on the concentration of COR, and the clusters of COR were obtained in the kagome nanoporous network of H4ETTC molecules at a high concentration of COR solution. In addition, COR clusters can also be formed in the hexagonal porous structure of hexaphenylbenzene (HPB) molecules modified by alkyl chains at the HOPG/heptanoic acid interface. When both H4ETTC and HPB assembly structures, based on hydrogen bonding and van der Waals force respectively, were selected as the host templates, COR showed selectivity for HPB template to form HPB/COR hexagonal host-guest architecture. Density functional theory (DFT) calculations were also performed to disclose the mechanisms involved.

关键词： selective adsorption COR host-guest architecture

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Gradually modulating the three parts of D-π-A type polymers for high-performance organic solar cells

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Journal of Energy Chemistry 2021年第11期30卷 532-537,I0012页

作者： Jialing Zhou Peiqing Cong Lie Chen Bao Zhanga yanfang geng Ailing Tang Erjun Zhou CAS Key Laboratory of Nanosystem and Hierarchical Fabrication CAS Center for Excellence in NanoscienceNational Center for Nanoscience and TechnologyBeijing 100190China Center of Materials Science and Optoelectronics Engineering University of Chinese Academy of SciencesBeijing 100049China College of Chemistry Nanchang UniversityNanchang 330031China Henan Institutes of Advanced Technology Zhengzhou UniversityZhengzhou 450003China

Organic solar cells(OSCs)have received great attention for the prominent advantage of low-cost,light-weight and potential for fabricating flexible and semi-transparent device via roll-to-roll printing toward making be... 详细信息

关键词： Organic solar cells Non-fullerene acceptor Benzotriazole Side-chain strategy

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The first application of isoindigo-based polymers in non-fullerene organic solar cells

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Science China Chemistry 2020年第9期63卷 1262-1271页

作者： Bao Zhang Ning An Hongbo Wu yanfang geng Yanming Sun Zaifei Ma Weiwei Li Qiang Guo Erjun Zhou Henan Institutes of Advanced Technology Zhengzhou UniversityZhengzhou 450003China CAS Key Laboratory of Nanosystem and Hierarchical Fabrication CAS Center for Excellence in NanoscienceNational Center for Nanoscience and TechnologyBeijing 100190China School of Chemistry Beihang UniversityBeijing 100191China Center for Advanced Low-dimension Materials College of Materials Science and EngineeringDonghua UniversityShanghai 201620China State Key Laboratory of Organic-Inorganic Composites Beijing University of Chemical TechnologyBeijing 100029China

Although isoindigo(IID)-based polymers can realize high charge mobility,these materials are currently confined to fullerenebased organic solar cells(OSCs).Herein,we designed a pair of alternative D-π-A type copolymers,PE71 and PE72,to expand the application in non-fullerene OSCs,where benzo[1,2-b:4,5-b′]thiophene(BDT),thieno[3,2-b]thiophene(TT)and IID units were used as D,A andπ-bridge,*** aim of optimizing the length of alkyl chains on TT bridge is to ensure polymer solubility,crystallinity as well as miscibility with acceptor *** find that PE71 and PE72 exhibit similar optical and electronic properties,but PE71 with shorter hexyl chain tends to aggregate into fiber-like *** the end,Y6 is selected as the electron acceptor because of suitable energy levels and complementary absorption ***,PE71:Y6 device realizes a power conversion efficiency(PCE)of 12.03%,which is obviously higher than that of PE72:Y6 device(9.74%)and is also the highest value for IID-based photovoltaic *** charge transport,molecular aggregation,film morphology and energy loss analysis were systematically *** improved photovoltaic performance of PE71:Y6 mainly originates from the better interpenetrating network structure toward facilitating exciton seperation and free charge carrier *** results indicate that IID-based D-π-A polymers can also be utilized in non-fullerene OSCs and the alkyl chains on the thieno[3,2-b]thiopheneπ-bridge have a vital effect on the photovoltaic performance.

关键词： isoindigo thieno[3,2-b]thiophene alkyl chain non-fullerene organic solar cells

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Gradual chlorination at different positions of D-π-A copolymers based on benzodithiophene and isoindigo for organic solar cells

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Materials Reports(Energy) 2021年第4期1卷 68-76页

作者： Jialing Zhou Bao Zhang yanfang geng Qing Guo Qiang Guo Erjun Zhou CAS Key Laboratory of Nanosystem and Hierarchical Fabrication CAS Center for Excellence in NanoscienceNational Center for Nanoscience and TechnologyBeijing 100190PR China Center of Materials Science and Optoelectronics Engineering University of Chinese Academy of SciencesBeijing 100049PR China Henan Institute of Advanced Technology Zhengzhou UniversityZhengzhou 450001PR China

Isoindigo(IID)has been widely used as strong acceptor unit(A)to construct narrow bandgap polymers in organic field effect transistors(OFETs)and organic solar cells(OSCs).Combing with IID,we chose benzodithiophene(BDT)as the donor unit(D)and thieno[3,2-b]thiophene(TT)as theπbridge to construct a new type of D-π-A polymer *** on PE70,we adopt the chlorination strategy to fine-tune photoelectric characteristics and film morphology,and then developed PE74 and *** blending with non-fullerene acceptor(NFA)Y6,device based on PE74 with chloride substitution on the BDT unit showed increasing photovoltaic *** addition,further chlorine substitution on the IID(PE75)would greatly reduce the non-radiative voltage loss(ΔV3),and the distorted molecular conformation also took responsible for the excessive *** results,PE74:Y6-based device achieves a power conversion efficiency(PCE)of 11.06%with open-circuit voltage(VOC)of 0.76 V,which are higher than those of PE70:Y6(PCE of 10.40%and VOC of 0.72 V)and PE75:Y6-based device(PCE of 6.24%and VOC of 0.84 V).This work demonstrates the regularity of the photovoltaic performance caused by chlorination strategy in polymer in the non-fullerene OSC devices,which provide important insights into highperformance photovoltaic materials.

关键词： Isoindigo Polymer donor materials D-π-A polymer Chlorination strategy Non-fullerene acceptor Voltage loss

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Tuning the optoelectronic properties of vinylene linked perylenediimide dimer by ring annulation at the inside or outside bay positions for fullerene-free organic solar cells

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Journal of Energy Chemistry 2020年第1期29卷 112-119,I0005页

作者： Jing Yang Fan Chen Peiqing Cong Hongjun Xiao yanfang geng Zhihui Liao Lie Chen Bao Zhang Erjun Zhou CAS Key Laboratory of Nanosystem and Hierarchical Fabrication CAS Center for Excellence in NanoscienceNational Center for Nanoscience and TechnologyBeijing 100190China Center of Materials Science and Optoelectronics Engineering University of Chinese Academy of SciencesBeijing 100049China College of Chemistry Nanchang University999 Xuefu AvenueNanchang 330031JiangxiChina Henan Institutes of Advanced Technology Zhengzhou University97 Wenhua RoadZhengzhou 450003HenanChina

Among various perylenediimide(PDI)-based small molecular non-fullerene acceptors(NFAs),PDI dimer can effectively avoid the excessive aggregation of single PDI and improve the photovoltaic ***,the twist of perylene core in PDI dimer will destroy the effective ***,ring annulation of PDI dimer is a feasible method to balance the film quality and electron transport,but the systematic study has attracted few ***,we choose a simple vinylene linked PDI dimer,V-PDI2,and then conduct further studies on the structure-property-performance relationship of four kinds of derived fused-PDI dimers,namely V-TDI2,V-FDI2,V-PDIS2 and V-PDISe2 *** former two are incorporated thianaphthene and benzofuran at the inside bay positions,and the latter two are fused thiophene and selenophene at the outside bay positions,*** calculations reveal the inside-and outside-fused structures largely affect the skeleton configuration,the former two tend to be planar structure and the latter two maintain the distorted *** photovoltaic characterizations show that the inside-fused PDI dimers offer high open circuit voltage(VOC),while the outside-fused PDI dimers afford large short-circuit current density(JSC).This variation tendency results from the reasonably tunable energy levels,light absorption,molecular crystallinity and film *** a result,PBDB-T:V-PDISe2 device exhibits the highest power conversion efficiency(PCE)of 6.51%,and PBDB-T:VFDI2 device realizes the highest VOC of 1.00 *** contribution indicates that annulation of PDI dimers in outside or inside bay regions is a feasible method to modulate the properties of PDI-based non-fullerene acceptors.

关键词： Perylenediimide Vinylene Inside-fused Outside-fuse Fullerene-free solar cell

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Pyridine-induced interfacial structural transformation of tetraphenylethylene derivatives investigated by scanning tunneling microscopy

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Nano Research 2018年第11期11卷 5823-5834页

作者： Xuan Peng Linxiu Cheng Xiaoyang Zhu yanfang geng Fengying Zhao Kandong Hu Xuan Guo Ke Deng Qingdao Zeng CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in Nanoscience National Center for Nanoscience and Technology (NCNST) No. 1 ZhongguancunBeiyitiao Beijing 100190 China Jiangxi College of Applied Technology Ganzhou 341000 China Engineering Research Center of Nano-Geo Materials of Ministry of Education China University of Geosciences Wuhan 430074 China

The two-dimensional self-assembly behaviors of tetraphenylethylene (TPE) molecules are significant for further applications, but reports are rare. The self-assembled structures of two C2-symmetry TPE derivatives (H4TCPE and H4ETTC) possessing propeller structures and their stimulus responses to the addition of vinylpyridine derivatives were thoroughly studied with the assistance of scanning tunneling microscopy (STM) technique in combination with density functional theory (DFT) calculations. Although their chemical structures were similar, the H4TCPE and H4ETTC molecules self-assembled into closely packed lamellar and quadrilateral structures, respectively, at the 1-heptanoic acid/HOPG interface. After the addition of pyridine derivatives (DPE, PEBP-C4, and PEBP-C8), H4TCPE and H4ETTC showed different responsiveness resulting in different co-assembly structures. The results indicated that the structures of pyridine derivatives—including backbones and substituents—affected the intermolecular interactions of both H4TCPE/pyridine and H4ETTC/pyridine systems. The modification of the self-assembly behaviors of propeller-shaped H4TCPE and H4ETTC would contribute to the construction of more complex multilevel nanostructures.

关键词： tetraphenylethylene derivatives propeller structures self-assembly pyridine hydrogen bonding scanning tunneling microscopy (STM)

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Specific distribution of orientated C70-fullerene triggered by solvent-tuned macrocycle adlayer

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Nano Research 2017年第3期10卷 991-1000页

作者： yanfang geng Ping Li Jindong Xue Dapeng Luo Junyong Zhang Lijin Shu Ke Deng Jingli Xie Qingdao Zeng CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in Nanoscience National Cen ter for Nanoscience and Technology (NCNST) No. 11 Beiyitiao Zhongguancun Beijing 100190 China Key Laboratory of Organosilicol Chemistry and Material Technology of Ministry of Education Hangzhou Normal University Hangzhou 310012 China College of Biological Chemical Science and Engineering Jiaxing University Jiaxing 314001 China

The precise localization of organic molecules in controllable positions is an important step towards constructing functional nanostructures via the bottom-up strategy. Herein, supramolecularly organized C70-fullerene assemblies on macrocycle-modified surfaces were investigated using scanning tunneling microscopy （STM） in combination with theoretical calculations. The results revealed that an up-assembly of C70-fullerene adlayers was successfully formed on top of the bottom macrocycle arrays. Density functional theory （DFT） calculations confirmed that the macrocycle networks along with the co-adsorbed solvent 1-phenyloctane served as a selective template for trapping C70-fullerene molecules in the spectral sites and acted as a support for the C70-fullerene molecules. The periodical distribution of the C70-fullerene molecules should facilitate understanding of the strong dependence of the arrangement of C70-fullerene upon the specific interactions （apart from spatial recognition） derived from modification of the sub-monolayers.

关键词： C70-fullerene macrocycle supramolecular assembly scanning tunnelingmicroscopy

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Side chain engineering of quinoxaline-based small molecular nonfullerene acceptors for high-performance poly(3-hexylthiophene)-based organic solar cells

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Science China Chemistry 2020年第2期63卷 254-264页

作者： Bo Xiao Qianqian Zhang Gongqiang Li Mengzhen Du yanfang geng Xiangnan Sun Ailing Tang Yingliang Liu Qiang Guo Erjun Zhou CAS Key Laboratory of Nanosystem and Hierarchical Fabrication CAS Center for Excellence in NanoscienceNational Center for Nanoscience and TechnologyBeijing 100190China Center of Materials Science and Optoelectronics Engineering.University of Chinese Academy of Sciences Beijing 100049China Key Laboratory of Flexible Electronic(KLOFE)&Institute of Advanced Materials(IAM) Jiangsu National Synergistic Innovation Center for Advanced Materials(SICAM)Nanjing Tech University(Nanjing Tech)Nanjing 211816China Henan Institutes of Advanced Technology1 Zhengzhou UniversityZhengzhou 450003China

Poly(3-hexylthiophene)(P3HT)is one of the most used semiconducting polymers for organic photovoltaics because it has potential for commercialization due to its easy synthesis and *** the rapid development of the small molecular non-fullerene acceptors(NFAs)have largely improved the power conversion efficiency(PCE)of organic solar cells(OSCs)based on other complicated p-type polymers,the PCE of P3HT-based OSCs is still *** addition,the design principle and structure-properties correlation for the NFAs matching well with P3HTare still unclear and need to be investigated in *** we designed a series of NFAs comprised of acceptor(A)and donor(D)units with an A2-A1-D-A1-A2 *** NFAs are abbreviated as Qx3,Qx3 b and Qx3c,where indaceno[1,2-b:5,6-b′]dithiophene(IDT),quinoxaline(Qx)and 2-(1,1-dicyanomethylene)rhodanine serve as the middle D,bridged A1 and the end group A2,*** subtracting the phenyl side groups appended on both IDT and Qx skeletons,the absorption spectra,energy levels and crystallinity could be regularly *** paired with P3 HT,three NFAs show totally different photovoltaic performance with PCEs of 3.37%(Qx3),6.37%(Qx3b)and 0.03%(Qx3 c),*** Qx3 to Qx3b,the removing of phenyl side chain in the middle IDT unit results in the increase of crystallinity and electron ***,after subtracting all the grafted phenyl side groups on both IDT and Qx units,the final molecule Qx3 c exhibits the lowest PCE of only 0.03%,which is mainly attributed to the serious phase-separation of the blend *** results demonstrate that optimizing the substituted position of phenyl side groups for A2-A1-D-A1-A2 type NFAs is vital to regulate the optoelectronic property of molecule and morphological property of active layer for high performance P3HT-based OSCs.

关键词： P3HT non-fullerene acceptor phenyl quinoxaline organic solar cells

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Hydrogen bonding networks controllable by the substitution position of tetrathiafulvalene on the pyridine ring

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Chinese Chemical Letters 2019年第3期30卷 767-770页

作者： Jing Xu Yibao Li Lejia Wang Xiaoyang Zhu Xunwen Xiao yanfang geng Ke Deng Qingdao Zeng CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in Nanoscience National Center for Nanoscience and Technology (NCNST) Key Laboratory of Organo-pharmaceutical Chemistry InstitutionGannan Normal University College of Chemical Engineering Ningbo University of Technology

Tetrathiafulvalene(TTF), as a classical building unit, has attracted considerable attention, especially its functional derivatives. Hydrogen bonding(H-bonding) networks are a class of traditional and stable nanostructures, which play an important role in two-dimensional self-assembly and multi-component co-assembly. In this paper, we studied the regulation of H-bonding networks by functional groups in TTF derivatives. The results indicate that the position of pyridine on TTF not only affects their self-assembly structures in different solvents, but also controls the H-bonding networks through different mechanisms. Both para-TTF and meta-TTF molecules show different co-assembled structures with solvents depending on whether or not the presence of carboxylic acid group. On the pre-prepared H-bonding networks formed by famous 1,3,5-tris(10-carboxydecyloxy)-benzene(TCDB) molecule, both para-TTF and meta-TTF disturbed the original network structures with different degree of TCDB deformation. The formed new H-bonding networks with or without TTF derivatives participation are mainly attributed to the position of pyridine in TTF-based molecules. These results would be important for design of exceptional and functional nanostructures starting with the design of building block.

关键词： Tetrathiafulvalene Pyridine Solvent Network Self-assembly

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