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Surface doping effect on the optoelectronic performance of 2D organic crystals based on cyano-substituted perylene diimides

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Chinese Chemical Letters 2024年第9期35卷 193-197页

作者： Jaeyong Ahn Zhenping Li Zhiwei Wang Ke Gao Huagui Zhuo Wanuk Choi Gang Chang Xiaobo Shang Joon Hak Oh School of Chemical and Biological Engineering Institute of Chemical ProcessesSeoul National UniversitySeoul 08826South Korea State Key Laboratory for Mechanical Behavior of Materials Shaanxi International Research Center for Soft MatterSchool of Materials Science and EngineeringXi’an Jiaotong UniversityXi’an 710049China Center for Ordered Nanoporous Materials Synthesis School of Environmental Science and EngineeringPohang University of Science and TechnologyGyeongbuk 37673South Korea Instrumental Analysis Center of Xi’an Jiaotong University Xi’an 710049China

Compared to organic thin films,organic single crystals offer significant potential in organic phototransistors(OPTs)due to their enhanced charge transport,large surface area,and defect-free ***,the development of n-type semiconductors has lagged behind p-type *** enhance semiconductor device performance,a doping process can be employed,which typically involves the introduction of charged impurities into the crystalline semiconducting *** aim is to reduce the Ohmic losses,increase carrier density,improve transport capabilities,and facilitate effective carrier injection,ultimately enhancing the electrical properties of the *** doping processes,however,often pose a risk of damaging the structure of single *** this study,we have synthesized novel cyanosubstituted chiral perylene diimides,which self-assemble into two-dimensional single crystals that can be used for n-type semiconductor *** have employed a surface doping strategy using diethylamine vapor without disrupting the crystal *** fabricated devices exhibit significantly higher charge transport properties after doping,achieving a maximum electron mobility of 0.14 cm^(2)V^(-1)s^(-1),representing an improvement of over ***,the optoelectronic performance of the doped devices has significantly improved,with the external quantum efficiency increased by over 9 times and the significantly improved response *** results suggest that our surface doping technology is a promising way for enhancing the performance of 2D organic single-crystal OPTs.

关键词： Doping effect Phototransistors Perylene diimides organic crystals Cyano substitution

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Anisotropic electrical conductivity, phase transition and thermal hysteresis of a charge-transfer salt dibutylammonium bis-7,7,8,8-tetracyanoquinodimethane DBA(TCNQ)_2

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Chinese Physics B 2008年第6期17卷 2251-2256页

作者：龙云泽陈兆甲彭海琳刘忠范 College of Physics Science Qingdao University Beijing National Laboratory for Condensed Matter Physics Institute of Physics Chinese Academy of Sciences Center for Nanoscale Science and Technology College of Chemistry and Molecular Engineering Peking University

This paper reports that a charge-transfer salt dibutylammonium bis-7,7,8,8-tetraeyanoquinodimethane [DBA （TCNQ）2] has been prepared. The temperature dependences of the DC electrical conductivity of the DBA （TCNQ）2 single crystal measured along the crystallographic a, b, and c axes are reported. The crystal shows semicondueting behaviour and the room-temperature conductivities are highly anisotropic （σa = 3.63× 10^-4S/cm, σb = 2.84× 10^-6S/cm, and （σe = 1.82 × 10^-5S/cm）. Particularly, a sharp semiconductor to semiconductor transition has been observed around 270 K on the resistivity curves measured under cooling and heating. In addition, thermal hysteresis phenomena on conductivity and differential scanning calorimetry curves are also reported.

关键词： organic crystals charge-transfer salt conductivity anisotropy

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Reactivity of triacetone triperoxide and diacetone diperoxide： Insights from nuclear Fukui function

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Frontiers of Chemical Science and Engineering 2015年第1期9卷 114-123页

作者： Matthew J. SWADLEY Panpan ZHOU Tonglei LI Pharmaceutical Sciences University of Kentucky Lexington Kentucky 40536 USA Department of Chemistry Lanzhou University Lanzhou 730000 Gansu China Industrial & Physical Pharmacy Purdue University West Lafayette Indiana 47907 USA

Triacetone triperoxide （TATP） is more sensitive than diacetone diperoxide （DADP） in the solid-state explosion. To explain this reactivity difference, we analyzed the electronic structures and properties of the crystals of both compounds by using Ab initio method to calculate the structures of their individual molecules as well as their lattice structures and particularly calculating Nuclear Fukui function to gain insight into the sensitivity of the initial, rate-determining step of their decomposition. Our results indicate that TATP and DADP crystal structures exhibit significantly different electronic proper- ties. Most notably, the electronic structure of the TATP crystal shows asymmetry among its reactive oxygen atoms as supported by magnitudes of their nuclear Fukui functions. The greater explosion sensitivity of crystalline TATP may be attributed to the properties of its electronic structure. The electronic calculations provided valuable insight into the decomposition sensitivity difference between TATP and DADP crystals.

关键词： nuclear Fukui function electronic perturbation Hellmann-Feynman force organic crystals unimole-cular decomposition

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Synthesis and Structure of the Inclusion Compound COF300-ALA

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Chinese Journal of Chemistry 2023年第22期41卷 2957-2962页

作者： Yuexian Hong Mingxuan Zhang Zhipeng Zhou Zhenyu Zhu Jiaxing Lu Junliang Sun Zhikun Zheng Key Laboratory for Polymeric Composite and Functional Materials of Ministry of Education School of Chemistryand State Key Laboratory of Optoelectronic Materials and TechnologiesSun Yat-sen UniversityGuangzhouGuangdong 510275China College of Chemistry and Molecular Engineering Beijing National Laboratoryfor Molecular SciencesPeking UniversityBeijing 100871China School of Chemical Engineering and Light Industry Guangdong University of TechnologyGuangzhouGuangdong 510006China

Background and Originality Content,Inclusion single crystals(IsCs)are characterized by the encapsulation of guest molecules within the crystal lattice of a host framework,resulting in,well-defined channels or cavities throughout the material. Host molecules can be broadly *** wo main categories.i)The more widespreadgroup is unimolecular inclusion compounds where one host molecule interacts with one guest *** examples of this cate-gory include calixarenes,cyclodextrins,crown ethers,bai ***,uoaciyclophanes,and various carcerands,ii) the other is multimoiecular inclusion caompounds where two or more host molecules are involved in forming cavities,channels,or layers in the crystal structure to accommodate guest *** molecules of,this kind include urea,choleic acis,Dianin's compound,etc.,and crystline porous materials such as metal-organic poliyhedrali and porous organic[18]cagesll are well-known examples.

关键词： Covalent organic frameworks Inclusion compound organic crystals

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Synthesis of a Highly Crystalline Amide-Linked Covalent organic Framework

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Chinese Journal of Chemistry 2023年第4期41卷 405-410页

作者： Yuyao Li Zhipeng Zhou Yuexian Hong Xin Dong Yonghang Yang Zihao Liang Junliang Sun Xudong Chen Wei Liu Zhikun Zheng Key Laboratory for Polymeric Composite and Functional Materials of Ministry of Education School of Chemistryand State Key Laboratory of Optoelectronic Materials and TechnologiesSun Yat-sen UniversityGuangzhouGuangdong510275 China College of Chemistry and Molecular Engineering Beijing National Laboratory for Molecular SciencesPeking UniversityBeijing100871 China School of Chemical Engineering and Light Industry Guangdong University of TechnologyGuangzhouGuangdong510006 China Jieyang Branch of Chemistry and Chemical Engineering Guangdong Laboratory JieyangGuangdong515200 China Key Laboratory of Low-Carbon Chemistry&Energy Conservation of Guangdong Province Key Laboratory for Polymeric Composite and Functional Materials of Ministry of EducationSchool of Materials Science and Engineeringand State Key Laboratory of Optoelectronic Materials and TechnologiesSun Yat-sen UniversityGuangzhouGuangdong510275 China

The dilemma for the synthesis of covalent organic frameworks(COFs)is crystallinity and ***,we present the synthesis of a single-crystalline amide-linked COF,and demonstrate its excellent chemical as well as thermal *** study will inspire the synthesis of a wide spectrum of highly crystalline and stable COFs,promote their structure-property investigations and boost their applications in selective gas adsorption,storage and separation.

关键词： Covalent organic frameworks Polymers Amides organic crystals Microporous materials

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Recent advances in room temperature phosphorescence of crystalline boron containing organic compounds

Aggregate

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Aggregate 2022年第4期3卷 15-22页

作者： Hannah E.Hackney Dmitrii F.Perepichka Department of Chemistry McGill UniversityMontrealQCCanada

In organic compounds,room temperature phosphorescence(RTP)is a rare,yet highly desirable,property that is important for a wide variety of applications,including tissue imaging,anticounterfeiting technologies,photodynamic therapy,and organic light-emitting *** most organic RTP molecules rely on heavy atoms or carbonyl functional groups to accelerate singlet-to-triplet intersystem crossing,in the past few years there have been several reports of RTP induced by boroncontaining functional *** minireview covers the recent literature on RTP of crystalline boroorganic compounds and analyzes the connections between molecular structure,intermolecular interactions,and the resulting phosphorescence.

关键词： luminescence organic crystals organoboron chemistry room temperature phosphorescence

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organic molecular aggregates:From aggregation structure to emission property

Aggregate

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Aggregate 2021年第4期2卷 72-86页

作者： Suqian Ma Sijia Du Guocui Pan Shuting Dai Bin Xu Wenjing Tian State Key Laboratory of Supramolecular Structure and Materials Jilin UniversityChangchunChina The Key Laboratory of Bionic Engineering Ministry of EducationJilin UniversityChangchunChina

organic molecular aggregates have attracted widespread attention over the past decade owing to their unique optoelectronic properties in the aggregate state,which mainly involves the effects of aggregation structure as well as molecular packing *** many examples of H-and J-aggregates defined by molecular exciton model have been found,there are also other types of unconventional aggregates,especially for aggregation-induced emission(AIE)*** this review,the recent progress of some examples of basic and novel aggregate forms,as well as coassembled forms,presenting distinctive optical features,such as optical waveguide and polarization emission,polymorph-dependent emission and stimuli-responsive luminescence are *** systematic insight into the relationship between the aggregation structure and emission property is *** are therefore anticipated and will direct the future preprogramming molecular design so as to fine-tune the emission feature through a specific aggregation model for developing organic molecular aggregates with desirable optoelectronic properties.

关键词： molecular stacking organic crystals organic luminogens

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