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donor-acceptor Oligomers and Polymers Composed of Benzothiadiazole and 3-Hexylthiophene： Effect of Chain Length and Regioregularity

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Chinese Journal of Chemistry 2013年第11期31卷 1367-1379页

作者： Jintu Wang Huaiying Ye Hongjiao Li Chongyu Mei Jun Ling Weishi Li Zhiquan Shen Laboratory of Organic Functional Materials and Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China Department of Polymer Science and Engineering Zhejiang University Hangzhou Zhejiang 310027 China

A series of donor-acceptor oligomer OBTThn （n = 1- 7） and polymer PBTThl and PBTTh2 composed of al- ternative 2,1,3-benzothiadiazole and 3-hexylthiophene have been designed and synthesized for the purpose of in- vestigation on the effect of chain length and side-chain regioregularity on their basic properties and photovoltaic performance. In the OBTThn oligomers and PBTThl polymer, all the hexyl side chains on thienyl units orient to- ward the same direction. Upon elongation of the chain length, the intramolecular charge transfer （ICT） absorption band in solution gradually redshifts from 398 nm for OBTThl to 505 nm for OBTThT, then to 512 nm for PBTThl polymer. Meanwhile, the HOMO energy level increases from -5.45 eV （OBTTh0 to -5.08 eV （OBTThT） and -5.09 eV （PBTThl）, and the LUMO energy level decreases from -3.11 eV （OBTTh0 to -3.30 eV （OBTThT） and -3.33 eV （PBTThl）, thus giving a smaller and smaller energy bandgap for higher oligomers and polymers. Theo- retical calculation suggests straight line-like backbone geometry for this series of oligomers and polymer. On the other hand, polymer PBTTh2 possesses a different side-chain regioregularity, in which every two neighbor hexyl side chains are arranged in different orienting direction. It is theoretically suggested to have curved line-like back- bone geometry. In solution, it shows similar photophysical and electrochemical properties as PBTThl. However in film state, it displays a less redshift in the ICT band as refer to that in solution than PBTThl. In combination with [6,6]-phenyl-C61-butyric acid methyl ester （PC61BM）, these oligomers and polymers were used as donor material to fabricate organic bulk heterojunction solar cells. Again, chain length-dependent device photovoltaic performance was observed. The device based on OBTTh4 showed a power conversion efficiency of 0.16%, while it increased to 0.36% and 0.49% for the devices based on OBTTh6 and PBTThb respectively. However, the side-chain regio- regularity ha

关键词： conjugated polymers organic solar cells regioregularity donor-acceptor oligomers

Primitive functional groups directed distinct photocatalytic performance of imine-linked donor-acceptor covalent organic frameworks

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Nano Research 2024年第6期17卷 4994-5001页

作者： Xitong Ren Jiajie Sun Yusen Li Feng Bai Key Laboratory for Special Functional Materials of Ministry of Education National and Local Joint Engineering Research Center for High-Efficiency Display and Lighting TechnologySchool of Materials Science and Engineeringand Collaborative Innovation Center of Nano Functional Materials and ApplicationsHenan UniversityKaifeng 475004China School of Physics and Electronics Henan UniversityKaifeng 475004China

The combination of donor-acceptor(D-A)structures presents a viable strategy for fabricating covalent organic frameworks(COFs)with exceptional photocatalytic ***,the selection of functional groups on donor or acceptor building blocks and their effect on the macroscopic properties of COFs are *** this study,we tactfully synthesized a pair of Py-DBT-COFs from the same pyrene(Py)donor and 4,7-diphenylbenzo[c][1,2,5]thiadiazole(DBT)acceptor cores with distinct primitive functional *** primitive functional groups of building units determine the photocatalytic properties of corresponding ***,Py-C-DBT-COF synthesized from Py-4CHO and DBT-2NH_(2)showcases a splendid H_(2)evolution rate as high as 21,377.7μmol/(g·h)(with 5 wt.%Pt)originating from better charge transfer capacity,which is significantly superior to that of Py-N-DBT-COF constructed from Py-4NH_(2)and *** distinct photocatalytic performances of the two COFs are demonstrated to originate from the different charge separation and transfer *** work supplies a new avenue for optimizing the photocatalytic performance of D-A COFs from the perspective of primitive functional group selections.

关键词： covalent organic frameworks functional group donor-acceptor photocatalysis

Recent Progress in donor-acceptor Type Conjugated Polymers for Organic Field-effect Transistors

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Chinese Journal of Polymer Science 2023年第5期41卷 652-670,I0006页

作者： Yi-Fan Li Yun-Long Guo Yun-Qi Liu Beijing National Laboratory for Molecular Sciences Key Laboratory of Organic solidsInstitute of ChemistryChinese Academy of SciencesBeijing 100190China University of Chinese Academy of Sciences Beijing 100049China

The recent progress in the design and synthesis of high-performance donor-acceptor conjugated polymeric semiconducting materials is reviewed from the perspective of multiscale *** multiscale of conjugated polymers is from the primary one-dimensional polymer molecular scale to the secondary polymer-chains interaction scale,and then to the tertiary polymer aggregate *** review focuses on the design and synthesis of polymer molecules,proposes new classification rules,and rationally summarizes the design strategies and modulation methods of *** describe the recent progress from these three aspects:(1)the modification ofπ-conjugated backbone,(2)the evolution of the polymerization methods,and(3)the regulation of aggregate-state structure.

关键词： Conjugated polymers donor-acceptor Organic field-effect transistors Multiscale optimization

Photoactive donor-acceptor conjugated macrocycles:New opportunities for supramolecular chemistry

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Chinese Chemical Letters 2023年第8期34卷 28-48页

作者： Shanyuan Zhong Lingyun Zhu Shuai Wu Yuanming Li Meijin Lin Key Laboratory of Molecule Synthesis and Function Discovery and Fujian Provincial Key Laboratory of Electrochemical Energy Storage MaterialsCollege of ChemistryFuzhou UniversityFuzhou 350116China College of Materials Science and Engineering Fuzhou UniversityFuzhou 350116China

The design and synthesis of photoactive macrocyclic molecules continue to attract attention because such species play important roles in supramolecular chemistry as well as photoelectronic ***(D-A)conjugated macrocycles are an emerging class of photoactive molecules due to their D-A conjugated structural characteristics and tunable optical *** addition,the well-defined cavities in such D-A macrocycles endow them with versatile host-guest *** this review,we provide a comprehensive summary of D-A conjugated macrocycle chemistry,detailing recent progress in the area of synthetic methods,optical properties,host-guest chemistry and applications of the underlying chemistry to chemical sensors,bioimaging and photoelectronic *** objective is to provide not only a review of the fundamental findings,but also to outline future research directions where D-A conjugated macrocycles and their constructs may have a role to play.

关键词： Conjugated macrocycles donor-acceptor Photoactive Supramolecular chemistry Photoelectronic materials

Charge Transfer in Excited donor-acceptor Phenothiazine Derivatives

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Chinese Journal of Chemistry 2005年第10期23卷 1430-1436页

作者：刘涛魏用刚袁燕秋郭庆祥 Department of Chemistry University of Science and Technology of China Hefei Anhui 230026 China

A series of N-bonded donor-acceptor derivatives of phenothiazine containing phenyl （PHPZ）, anisyl （ANPZ）, pyridyl （PYPZ）, naphthyl （NAPZ）, acetylphenyl （APPZ）, and cyanophenyl （CPPZ） as an electron acceptor have been synthesized. Their photophysical properties were investigated in solvents of different polarities by absorption and emission techniques. These studies clearly revealed the existence of an intramolecular charge transfer （ICT） excited state in the latter four compounds. The solvent dependent Stokes shift values were analyzed by the modified Lippert-Mataga equation to obtain the excited state dipole moment values. The large excited state dipole moment suggests that the full （or nearly full） electron transfer take place in the A-D systems. In the system of A-D phenothiazine derivatives, the transition dipole moments Mflu were determined mainly by direct interactions between the solvent-equilibrated fluorescence ^1CT state and ground state because of their lack of significant change with increase of the solvent polarity. The electron structure and molecular conformation of phenothiazine derivatives will be significantly changed with the increase of the electron affinity of the N-10 substituent.

关键词： phenothiazine intramolecular charge transfer donor-acceptor dipole moment

Synthesis and Optoelectronic Properties of donor-acceptor Molecules Containing Pyromellitic Diimide Chromophore

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Chemical Research in Chinese Universities 2013年第6期29卷 1083-1088页

作者： ZHANG Qian LU Xue-feng WANG Zhong-sheng ZHOU Gang Laboratory of Advanced Materials Department of ChemistryFudan University Shanghai 200438 P.R.China

Three donor-acceptor molecules containing pyromellitic diimide chromophore were designed and synthe- sized. The synthetic route towards the target compounds was systematically investigated and discussed in detail. The resulted organic semiconductors have shown promising optoelectronic properties as further revealed by UV-Vis ab- sorption spectroscopy, cyclic voltammetry, and theoretic calculation.

关键词： Pyromellitic diimide donor-acceptor Charge transfer

Fine Tuning of donor-acceptor Structures in Fused-Carbazole Containing Thermally Activated Delayed Fluorescence Materials towards High-Efficiency OLEDs

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Chinese Journal of Chemistry 2023年第15期41卷 1829-1835页

作者： Wenbo Yuan Weiyang Hu Jian Wang Mengyuan Zhu Changsheng Shi Ning Sun Youtian Tao Key Lab for Flexible Electronics&Institute of Advanced Materials(IAM) Nanjing Tech University30 South Puzhu RoadNanjingJiangsu 211816China Department of Physics Center for Optoelectronics Engineering ResearchYunnan UniversityKunmingYunnan 65091China

Comprehensive Summary Conjugated fused-ring structures have attracted extensive attention due to their high molecular rigidity to restrain excited-state relaxation and non-radiative decay,and further to enhance the luminance efficiency for emissive ***,we develop a series of donor-acceptor type thermally activated delayed fluorescence(TADF)emitters by introducing fused-ring 5H-benzofuro[3,2-c]carbazole(32BFCz)as electron donating *** optimizing the numbers and structure of donor and acceptor moieties,three compounds named 32BFCzA,mCF3BFCzOXD and dCF3BFCzOXD are designed,which are composed by mono-32BFCz/trifluoromethylpicolinonitrile,penta-BFCz/3-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)benzene and penta-32BFCz/3,5-bis(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2-yl)benzene as donor/acceptor groups,respectively.

关键词： donor-acceptor Dipole moment Thermally activated delayed fluorescence Organic light-emitting diodes External quantum efficiency

Embedding pyridine units in acceptors to construct donor-acceptor conjugated polymers

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Chinese Chemical Letters 2019年第1期30卷 25-30页

作者： Zi-Yuan Wang Jie-Yu Wang Jian Pei Beijing National Laboratory for Molecular Sciences Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education Key Laboratory of Polymer Chemistry and Physics of Ministry of Education Center for Soft Matter Science and Engineering College of Chemistry and Molecular Engineering Peking University

The development of donor-acceptor(D-A) conjugated polymers greatly promotes the device performance in organic electronics. Recently, the strategy of embedding pyridine units into D-A conjugated polymer backbones has attracted much attention due to the resulted lowered LUMO levels. In addition, the possible non-bonding interactions resulted from the nitrogen atoms also improve the coplanarity of the polymer backbones. All these factors have great contribution to enhance the device performance. In this review, we summarized the recent development of pyridine-embedded D-A conjugated polymers and their applications in organic field-effect transistors(OFETs).

关键词： donor-acceptor Conjugated polymers Coplanarity Pyridine-embedded Organic electronics

Carbazole-Based donor-acceptor Conjugated Microporous Polymers for Efficient Visible-Light-Driven Photocatalytic H_(2) Evolution

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Chinese Journal of Chemistry 2023年第19期41卷 2518-2524页

作者： Linchu Xu Chen Yang Zhonghua Cheng Qihang Huang Shizhe Zhang Cheng Qian Yaozu Liao State Key Laboratory for Modification of Chemical Fibers and Polymer Materials College of Materials Science and EngineeringDonghua UniversityShanghai201620 China

Conjugated microporous polymers (CMPs) featuring extended π-structures, large specific surface area and tailor-made functionalities are a class of promising organic photocatalysts for hydrogen evolution reaction (HER) from water. However, the photocatalytic activities of most CMPs are severely hindered by slow charge transfer rate and fast charge recombination process. Herein, we develop a strategy for the synthesis of donor-acceptor CMPs through nickel(0)-catalyzed Yamamoto cross-coupling of 3,6-dibromo-9-(4-bromophenyl)carbazole (CZ) with 5,5'-dibromo-2,2'-bipyridine (DBPy) for efficient HER from water. The PCZN-4 prepared with a 2 : 3 stoichiometric ratio of CZ to DBPy exhibited the highest photocatalytic hydrogen evolution rate of 7160 μmol·g^(–1)·h^(–1), which was nearly equal to 179 times and 143 times that of PCZN-1 (40 μmol·g^(–1)·h^(–1)) and PCZN-6 (50 μmol·g^(–1)·h^(–1)) obtained by Yamamoto homocoupling of CZ and DBPy, respectively. Compared to the homocoupling counterparts, the enhanced photocatalytic activity of PCZN-4 results from improved separation efficiency of charge carriers. Interestingly, the photocatalytic H2 evolution performance of PCZN-4 could be further improved up to 17080 μmol·g^(–1)·h^(–1) by adjusting pH of the aqueous solution. This work offers a novel approach for improving photocatalytic efficiency by tuning the chemical structures and surrounding microenvironment of the polymer backbone.

关键词： Carbazole Bipyridine donor-acceptor Microenvironment Conjugated polymers Photocatalytic hydrogen evolution