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Insight into the structural transformation of tetraphenylethylene acids at liquid–solid interface induced by linear aminofunctionalized triazine derivatives and annealing treatment

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Nano Research 2023年第12期16卷 13335-13342页

作者： Ting Meng Xuan Peng xunwen xiao Ke Deng Yu-Wu Zhong Qingdao Zeng CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in NanoscienceNational Center for Nanoscience and Technology(NCNST)Beijing 100190China Center of Materials Science and Optoelectronics Engineering University of Chinese Academy of SciencesBeijing 100049China School of Science Nanchang Institute of TechnologyNanchang 330099China Beijing National Laboratory for Molecular Sciences CAS Key Laboratory of PhotochemistryInstitute of ChemistryChinese Academy of SciencesBeijing 100190China College of Materials and Chemical Engineering Ningbo University of TechnologyNingbo 315211China

The interaction between organic photoelectric molecules leads to the formation of a certain aggregation structure,which plays a pivotal role in the charge transport at the intermolecular *** view of this,we investigated the mechanism and law of intermolecular interaction by detecting the self-assembled behaviors between organic photoelectric molecules at the interface by scanning tunneling microscopy(STM).In this work,the structural transformations of tetraphenylethylene acids(H_(4)ETTCs)on graphite surface induced by temperature and triazine derivatives(zcy-19,zcy-27,and zcy-38 molecules)were studied by STM technology and density functional theory(DFT)*** room temperature,zcy-19 and H_(4)ETTC molecules formed a small range of ordered co-assembled nanostructure,while for zcy-27 or zcy-38 molecules,no co-assembled nanostructures were observed and only their own self-assembled structures existed on graphite surface,*** the thermal annealing trials,the original co-assembled H_(4)ETTC/zcy-19 structure disappeared,and only zcy-19 and H_(4)ETTC self-assembled in separate ***,new well-ordered H_(4)ETTC/zcy-27 or H_(4)ETTC/zcy-38 co-assembled structures appeared at different annealing temperatures,*** with DFT calculations,we further analyzed the mechanism of such structural transformations by triazine derivatives and *** reveal that triazine derivatives could interact with H_(4)ETTC by N–H···O and O–H···N hydrogen bondings,and whether temperature or zcy series compounds could achieve successful regulation of H_(4)ETTC assembly behavior is closely associated with the conjugated skeleton length of zcy series compounds.

关键词： tetraphenylethylene acids triazine derivatives annealing treatment scanning tunneling microscopy(STM)

The effect of multiple pairs of meta-dicarboxyl groups on molecular self-assembly and the selective adsorption of coronene by hydrogen bonding and van der Waals forces

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Nano Research 2022年第2期15卷 1691-1697页

作者： Jianqiao Li Wendi Luo Siqi Zhang Chunyu Ma xunwen xiao Wubiao Duan Qingdao Zeng CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in NanoscienceNational Center for Nanoscience and Technology(NCNST)Beijing 100190China Department of Chemistry School of ScienceBeijing Jiaotong UniversityBeijing 100044China School of Materials and Chemical Engineering Ningbo University of TechnologyNingbo 315211China

The prediction of two-dimensional molecular self-assembly structures has always been a problem to be *** molecules with meta-dicarboxyl groups can self-assemble into a specific hexagonal cavity,which has an important influence on the prediction of molecular self-assembly structures and the application of functional molecules with meta-dicarboxyl *** kinds of molecules with four pairs of meta-dicarboxyl groups,1,3,6,8-tet「akis(3,5-isophthalic acid)pyrene(H_(8)TIAPy)and 4′,4′",4′"",4""-(ethene-1,1,2,2-tetrayl)tetrakis(([1,1′-biphenyl]-3,5-dicarboxylic acid))(H8ETTB)molecules were chosen to observe the self-assembly behavior at the heptanoic acid/highly oriented pyrolytic graphite(HA/HOPG)interface.H8TIAPy molecules self-assembled into well-ordered quadrilateral structures and could be regulated into kagome networks with hexagonal pores by coronene(COR)molecules.H8ETTB molecules self-assembled into lamellar structures and transformed into acid-COR-acid-COR co-assembled structures at low concentration of COR solution and acid-COR dimer-acid-COR dimer co-assembled structures at high concentration of COR *** reason that H8ETTB molecules could not be regulated into hexagonal porous architecture was attributed to the steric hindrance by the similar length and width of H8ETTB *** H8ETTB templates had stronger adsorption for COR than that of hexaphenylbenzene(HPB),regardless of the order of molecular introduction.

关键词： meta-dicarboxyl groups hexagonal cavity selective adsorption self-assembly steric hindrance

Advances in self-assembly and regulation of aromatic carboxylic acid derivatives at HOPG interface

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Chinese Chemical Letters 2020年第1期31卷 10-18页

作者： Jianqiao Li xiaoyi Zu Yuxin Qian Wubiao Duan xunwen xiao Qingdao Zeng Department of Chemistry School of ScienceBeijing Jiaotong UniversityBeijing 100044China CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in NanoscienceNational Center for Nanoscience and Technology(NCNST)Beijing 100190China bCAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in NanoscienceNational Center for Nanoscience and Technology(NCNST)Beijing 100190China College of Chemical Engineering Ningbo University of TechnologyNingbo 315211China

Aromatic carboxylic acid self-assembly has been a hot research field for many scientists due to its strong coordination ability and flexible coordination *** hydrogen bond formed between aromatic carboxylic acids is a strong intermolecular force and has directionality and saturation,which plays a very important role in the self-assembly and regulation of aromatic carboxylic *** this review,we introduce surface organization formed by aromatic carboxylic acids with the aid of scanning tunneling microscopy(STM).These two-dimensional structures include molecular templates,host-guest systems,and photo-isomerization *** also emphasize the thermodynamics and dynamics,which are important research topics of current and future study.

关键词： Aromatic carboxylic acid Self-assembly Molecular templates Host-guest systems Photo-isomerization Scanning tunneling microscopy(STM)

Coronene and Bipyridine Derivatives Inducing Diversified Structural Transitions of Carboxylic Acids at the Liquid/Solid Interface

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Chinese Journal of Chemistry 2022年第23期40卷 2727-2733页

作者： Ting Meng Peng Lei Yufei Zhang Ke Deng xunwen xiao Qingdao Zeng CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Centerfor Excellence in NanoscienceNational Center forNanoscienceandTechnology(NCNST)Beijing 100190China Center of Materials Scienceand Optoelectronics Engineering University of Chinese Academy of SciencesBeijing 100049China School of Materials and Chemical Engineering Ningbo University of TechnologyNingboZhejiang 315211China

In recent years, the construction of stable multicomponent assembled structures on surfaces and the exploration of the assembled mechanism have become research hotspots. In this paper, the azobenzene-carboxylic acid called (E)-4’,4”’-(diazene-1,2-diyl) bis(([1,1’-biphenyl]-3,5-dicarboxylic acid)) (H4DBBD) could self-assemble into regular network structure at heptanoic acid/graphite via hydrogen bonding, and could be regulated into analogous kagomé network by coronene (COR) molecules. In addition, a series of bipyridine derivatives were further introduced to construct bi-component systems with H4DBBD molecules, and successfully induced diversified structural transitions of H4DBBD on the graphite surface. Combined with scanning tunneling microscope (STM) and density functional theory (DFT) calculations, we have investigated the diversified structural transitions and analyzed the formation mechanism of the assembled systems.

关键词： Self-assembly Supramolecular chemistry Scanning tunneling microscope DFT calculations Hydrogen bonds

现代产业学院应用型石化人才培养探索、问题及对策——以宁波工程学院为例

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大学教育 2024年第16期 104-107,112页

作者：黄辉胡敏杰仇丹肖勋文宁波工程学院材料与化学工程学院(安全工程学院) 浙江宁波315211

现代产业学院是教育链、产业链和创新链有效衔接,多主体协同的新组织形式,已成为培养适应和引领现代产业发展的卓越工程师的主平台。文章以宁波工程学院为例,介绍绿色石化现代产业学院在应用型石化人才培养方面的具体做法,并基于“三螺... 详细信息

现代产业学院是教育链、产业链和创新链有效衔接,多主体协同的新组织形式,已成为培养适应和引领现代产业发展的卓越工程师的主平台。文章以宁波工程学院为例,介绍绿色石化现代产业学院在应用型石化人才培养方面的具体做法,并基于“三螺旋”理论探讨政校企高效协同存在的主要问题,提出相应的育人生态优化对策措施,以期为现代产业学院建设和石化人才培养提供参考。

关键词：现代产业学院应用型协同育人石化人才

Self-assemblies of TTF derivatives with fluorinated phenyls and pyridine group

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Chinese Chemical Letters 2022年第2期33卷 1100-1104页

作者： Jianghua Fang xiaoyang Zhu Wendi Luo Jianxun Shi Lejia Wang Bin Tu Qingdao Zeng xunwen xiao College of Material Science and Chemical Engineering Ningbo University of TechnologyNingbo 315211China CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in NanoscienceNational Center for Nanoscience and Technology(NCNST)Beijing 100190China Zhejiang Pharmaceutical College Ningbo 315100China

The self-assembly characteristics of tetrathiafulvalene(TTF) derivatives molecules 1-3 at the 1-phenyloctane/HOPG(HOPG = highly oriented pyrolytic graphite) interface had been carefully studied by scanning tunneling microscopy(STM) method. The number of F atoms on the phenyl group had significantly affected the self-assembly structures. High-resolution STM images make clear the different assembly structures between the molecules 1-3, which attribute to the different F atom numbers and pyridine group in the molecule. Density functional theory(DFT) calculations have been performed to reveal the formation mechanism.

关键词： TTF Self-assembly STM DFT calculation Hydrogen bonds

Aza-BODIPY molecular assembly at the liquid-solid interface driven by Br…F-BF interactions

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Chinese Chemical Letters 2021年第11期32卷 3566-3569页

作者： Yuchuan xiao Fangjian Cai Xuan Peng Xiyuan Kang Peng Lei Xin Li Haijun Xu xunwen xiao Bin Tu Qingdao Zeng CAS Key Laboratory of Standardization and Measurement for Nanotechnology CAS Center for Excellence in NanoscienceNational Center for Nanoscience and Technology(NCNST)Beijing 100190China Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources College of Chemical EngineeringNanjing Forestry UniversityNanjing 210037China School of Materials and Chemical Engineering Ningbo University of TechnologyNingbo 315211China Center of Materials Science and Optoelectronics Engineering University of Chinese Academy of SciencesBeijing 100049China CAS Center for Excellence in Nanoscience Beijing Key Laboratory of Micro-Nano Energy and SensorBeijing Institute of Nanoenergy and NanosystemsChinese Academy of SciencesBeijing 100083China School of Chemistry and Chemical Engineering Henan Normal UniversityXinxiang 453002China

In this work,two aza-BODIPY derivatives,3,5-diphenyl-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY(CJF)and 3,5-di(p-bromophenyl)-1,7-di(p-dodecyloxyphenyl)-aza-BODIPY(2Br-CJF)acted as model molecules to form the self-assembly monolayers on the solid-liquid *** the utilizing of scanning tunnelling microscope(STM),we demonstrated that intermolecular Br…F-BF interactions existed in 2Br-CJF self-assembly structure and played an important role in strengthening the stability of 2Br-CJF self-assembly *** result is supported by density functional theory(DFT)calculation.

关键词： Aza-BODIPY STM Br…F interaction Self-assembly Surface assembly

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

TTA as a potential hole transport layer for application in conventional polymer solar cells

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Journal of Energy Chemistry 2020年第3期29卷 210-216页

作者： Le Liu Saisai Zhou Chengjie Zhao Tonggang Jiu Fuzhen Bi Hongmei Jian Min Zhao Guodong Zhang Lejia Wang Fenfen Li xunwen xiao College of Material Science and Chemical Engineering Ningbo University of TechnologyNingbo 315211ZhejiangChina Center of Materials Science and Optoelectronics Engineering University of Chinese Academy of SciencesBeijing 100049China Qingdao Institute of Bioenergy and Bioprocess Technology Chinese Academy of SciencesQingdao 266101ShandongChina

Hole transport layers(HTLs)play a vital role in organic solar cells(OSCs).In this work,a derivative of tetrathiafulvalene with four carboxyl groups TTA was introduced as a novel HTL to fabricate OSC with high *** a better energy level match between HTL and active layers,the TTA based devices show a peak power conversion efficiency of 9.09%,which is comparable to the devices based on PEDOT:*** favorable surface morphology recorded via atomic force microscopy,low series loss and charge recombination indicated by electrochemical impedance spectroscopy,synchronously verify the potential of TTA for application in OSCs as a valid kind of HTLs.

关键词： Organic solar cells Hole transport layer TTA Energy level Charge recombination