Self-assembly and Luminescence Properties of Intramolecular Charge Transfer Compound of Carbazole Derivatives
- Corresponding author: YANG Jien, yjen@htu.edu.cn
Citation:
CHEN Songhua, CHEN Xin, LIU Yongqi, HE Meiyun, FU Shanshan, PENG Li, YANG Jien. Self-assembly and Luminescence Properties of Intramolecular Charge Transfer Compound of Carbazole Derivatives[J]. Chinese Journal of Applied Chemistry,
;2020, 37(9): 1022-1029.
doi:
10.11944/j.issn.1000-0518.2020.09.200015
Zheng H, Li Y, Liu H. Construction of Heterostructure Materials Toward Functionality[J]. Chem Soc Rev, 2011,40(9):4506-4524. doi: 10.1039/c0cs00222d
Kivla M, Diederich F. Acetylene-Derived Strong Organic Acceptors for Planar and Nonplanar Push-Pull Chromophores[J]. Acc Chem Res, 2008,42(2):235-248.
Li Y, Liu T, Liu H. Self-Assembly of Intramolecular Charge-Transfer Compounds into Functional Molecular Systems[J]. Acc Chem Res, 2014,47(4):1186-1198. doi: 10.1021/ar400264e
Tasior M, Clermont G, Blancherdb-Desce M. Synthesis of Bis(arylethynyl)pyrrolo[3, 2-b] pyrroles and Effect of Intramolecular Charge Transfer on their Photophysical Behavior[J]. Chem-Eur J, 2019,25(2):598-608. doi: 10.1002/chem.201804325
Wang M, Hu X, Liu P. Donor-Acceptor Conjugated Polymer Based on Aphtho[1, 2-c:5, 6-c]bis[1, 2, 5] thiadiazole for High-Performance Polymer Solar Cells[J]. J Am Chem Soc, 2011,133(25):9638-9641. doi: 10.1021/ja201131h
Dou L, Chen C C, Yoshimura K. Synthesis of 5H-Dithieno[3, 2-b:2', 3'-d]pyran as an Electron-Rich Building Block for Donor-Acceptor Type Low-Bandgap Polymers[J]. Macromolecules, 2013,46(9):3384-3390. doi: 10.1021/ma400452j
Jordan B J, Ofir Y, Patra D. Controlled Self-Assembly of Organic Nanowires and Platelets Using Dipolar and Hydrogen-Bonding Interactions[J]. Small, 2008,4(11):2074-2078. doi: 10.1002/smll.200800811
Chi W, Qiao Q, Lee R. A Photoexcitation-Induced Twisted Intramolecular Charge Shuttle[J]. Angew Chem Int Ed, 2019,58(21):7073-7077. doi: 10.1002/anie.201902766
Qin R, Yang W, Li S. Enhanced Intramolecular Chargetransfer of Unfused Electron Acceptors for Efficient Organic Solar Cells[J]. Mater Chem Front, 2019,3(3):513-519. doi: 10.1039/C8QM00609A
Baek Y, Kwon Y, Maeng C. Pyrazinoindole-Based Lewis-Acid/Base Assembly:Intriguing Intramolecular Charge-Transfer Switching Through the Dual-sensing of Fluoride and Acid[J]. J Org Chem, 2019,84(7):3843-3852. doi: 10.1021/acs.joc.8b02942
Du R, Duan C, Li Y. Spirobicyclic Host Material with Pseudo-Intramolecular Charge Transfer:Improving Color Purity of High-Performance Pure-Blue and White Thermally Activated Delayed Fluorescence Diodes[J]. Chem Eng J, 2019,374:471-478. doi: 10.1016/j.cej.2019.05.192
Lou A J T, Marks T J. A Twist on Nonlinear Optics:Understanding the Unique Response of π-Twisted Chromophores[J]. Acc Chem Res, 2019,52(5):1428-1438.
Galievsky V A, Druzhinin S I, DemeterR A. Ultrafast Intramolecular Charge Transfer with N-(4-cyanophenyl) Carbazole. Evidence for a LE Precursor and Dual LE+ICT Fluorescence[J]. J Phys Chem A, 2010,114(48):12622-12638. doi: 10.1021/jp1070506
Shi H, Xin D, Gu X. The Synthesis of Novel AIE Emitters with the Triphenylethene-Carbazole Skeleton and Para-/Meta-Substituted Arylboron Groups and Their Application in Efficient Non-doped OLEDs[J]. J Mater Chem C, 2016,4(6):1228-1237. doi: 10.1039/C5TC04008F
Fan L, Gao S Q, Li Z B. An Indole-Carbazole-Based Ratiometricemission pH Fluorescent Probe for Imaging Extreme Acidity[J]. Sens Actuators B, 2015,221:1069-1076. doi: 10.1016/j.snb.2015.07.076
Hou J, Chen H Y, Zang S. Synthesis, Characterization, and Photovoltaic Properties of a Low Band Gap Polymer Based on Silole-Containing Polythiophenes and 2, 1, 3-Benzothiadiazole[J]. J Am Chem Soc, 2008,130(48):16144-16145. doi: 10.1021/ja806687u
Hou Q, Zhou Q, Zang Y. Synthesis and Electroluminescent Properties of High-Efficiency Saturated Red Emitter Based on Copolymers from Fluorene and 4, 7-Di(4-hexylthien-2-yl)-2, 1, 3-benzothiadiazole[J]. Macromolecules, 2004,37(17):6299-6305. doi: 10.1021/ma049204g
Chen S, Chen N, Liu T. Controlling Growth of Molecular Crystal Aggregates for Efficient Optical Waveguides[J]. Chem Comm, 2012,48(72):9011-9013. doi: 10.1039/c2cc32501b
Anant P, Lucas N T, Jacob J. A Simple Route Toward the Synthesis of Bisbenzothiadiazole Derivatives[J]. Org Lett, 2008,10(24):5533-5536. doi: 10.1021/ol8022837
Chen C H, Lin J T, Yeh M C P. Nonconjugated Red-Emitting Dendrimers with P-Type and/or N-Type Peripheries[J]. Org Lett, 2006,8(11):2233-2236. doi: 10.1021/ol060493y
Grabowski Z R, Rotkiewicz K, Rettig W. Structural Changes Accompanying Intramolecular Electron Transfer:Focus on Twisted Intramolecular Charge-Transfer States and Structures[J]. Chem Rev, 2003,103(10):3899-4032. doi: 10.1021/cr940745l
Chen S, Qin Z, Liu T. Aggregation-Induced Emission on Benzothiadiazole Dyads with Large Third-order Optical Nonlinearity[J]. Phys Chem Chem Phys, 2013,15(30):12660-12666. doi: 10.1039/c3cp51273h
Frisch M J, Trucks G W, Schlegel L H B, et al. Gaussian 03, Ver.5.6[CP]; Gaussian, Inc.: Pittsburgh PA, 2003.
Huo Q S, Zhao D Y, Feng J L. Room Temperature Growth of Mesoporous Silica Fibers:A New High-Surface-Area Optical Waveguide[J]. Adv Mater, 1997,9(12):974-978. doi: 10.1002/adma.19970091210
Zhao Y S, Fu H, Peng A. Construction and Optoelectronic Properties of Organic One-Dimensional Nanostructures[J]. Acc Chem Res, 2010,43(3):409-418. doi: 10.1021/ar900219n
Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
Ruoxi Sun , Yiqian Xu , Shaoru Rong , Chunmiao Han , Hui Xu . The Enchanting Collision of Light and Time Magic: Exploring the Footprints of Long Afterglow Lifetime. University Chemistry, 2024, 39(5): 90-97. doi: 10.3866/PKU.DXHX202310001
Yonghui ZHOU , Rujun HUANG , Dongchao YAO , Aiwei ZHANG , Yuhang SUN , Zhujun CHEN , Baisong ZHU , Youxuan ZHENG . Synthesis and photoelectric properties of fluorescence materials with electron donor-acceptor structures based on quinoxaline and pyridinopyrazine, carbazole, and diphenylamine derivatives. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 701-712. doi: 10.11862/CJIC.20230373
Shihui Shi , Haoyu Li , Shaojie Han , Yifan Yao , Siqi Liu . Regioselectively Synthesis of Halogenated Arenes via Self-Assembly and Synergistic Catalysis Strategy. University Chemistry, 2024, 39(5): 336-344. doi: 10.3866/PKU.DXHX202312002
Wenjian Zhang , Mengxin Fan , Wenwen Fei , Wei Bai . Cultivation of Critical Thinking Ability: Based on RAFT Polymerization-Induced Self-Assembly. University Chemistry, 2025, 40(4): 108-112. doi: 10.12461/PKU.DXHX202406099
Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd6(L)4]8+-type macrocyclic complexes for fluorescent sensing of HSO3-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
Yanglin Jiang , Mingqing Chen , Min Liang , Yige Yao , Yan Zhang , Peng Wang , Jianping Zhang . Experimental and Theoretical Investigations of Solvent Polarity Effect on ESIPT Mechanism in 4′-N,N-diethylamino-3-hydroxybenzoflavone. Acta Physico-Chimica Sinica, 2025, 41(2): 100012-. doi: 10.3866/PKU.WHXB202309027
Caixia Lin , Zhaojiang Shi , Yi Yu , Jianfeng Yan , Keyin Ye , Yaofeng Yuan . Ideological and Political Design for the Electrochemical Synthesis of Benzoxathiazine Dioxide Experiment. University Chemistry, 2024, 39(2): 61-66. doi: 10.3866/PKU.DXHX202309005
Yanyang Li , Zongpei Zhang , Kai Li , Shuangquan Zang . Ideological and Political Design for the Comprehensive Experiment of the Synthesis and Aggregation-Induced Emission (AIE) Performance Study of Salicylaldehyde Schiff-Base. University Chemistry, 2024, 39(2): 105-109. doi: 10.3866/PKU.DXHX202307020
Runhua Chen , Qiong Wu , Jingchen Luo , Xiaolong Zu , Shan Zhu , Yongfu Sun . 缺陷态二维超薄材料用于光/电催化CO2还原的基础与展望. Acta Physico-Chimica Sinica, 2025, 41(3): 2308052-. doi: 10.3866/PKU.WHXB202308052
Aidang Lu , Yunting Liu , Yanjun Jiang . Comprehensive Organic Chemistry Experiment: Synthesis and Characterization of Triazolopyrimidine Compounds. University Chemistry, 2024, 39(8): 241-246. doi: 10.3866/PKU.DXHX202401029
Fan JIA , Wenbao XU , Fangbin LIU , Haihua ZHANG , Hongbing FU . Synthesis and electroluminescence properties of Mn2+ doped quasi-two-dimensional perovskites (PEA)2PbyMn1-yBr4. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1114-1122. doi: 10.11862/CJIC.20230473
Shahua Huang , Xiaoming Guo , Lin Lin , Guangping Chang , Sheng Han , Zuxin Zhou . Application of “Integration of Industry and Education” in Engineering Chemistry: Improvement of the Pesticide Fipronil Production. University Chemistry, 2024, 39(3): 199-204. doi: 10.3866/PKU.DXHX202309064
Tao Jiang , Yuting Wang , Lüjin Gao , Yi Zou , Bowen Zhu , Li Chen , Xianzeng Li . Experimental Design for the Preparation of Composite Solid Electrolytes for Application in All-Solid-State Batteries: Exploration of Comprehensive Chemistry Laboratory Teaching. University Chemistry, 2024, 39(2): 371-378. doi: 10.3866/PKU.DXHX202308057
Lianghong Ye , Junqing Ni , Zhongyi Yan , Zhanming Zhang , Can Zhu , Mo Sun . Chemical Fuel-Driven Non-Equilibrium Color Change. University Chemistry, 2025, 40(3): 349-354. doi: 10.12461/PKU.DXHX202406109
Liangzhen Hu , Li Ni , Ziyi Liu , Xiaohui Zhang , Bo Qin , Yan Xiong . A Green Chemistry Experiment on Electrochemical Synthesis of Benzophenone. University Chemistry, 2024, 39(6): 350-356. doi: 10.3866/PKU.DXHX202312001
Wenqi Gao , Xiaoyan Fan , Feixiang Wang , Zhuojun Fu , Jing Zhang , Enlai Hu , Peijun Gong . Exploring Nernst Equation Factors and Applications of Solid Zinc-Air Battery. University Chemistry, 2024, 39(5): 98-107. doi: 10.3866/PKU.DXHX202310026
Xinyu ZENG , Guhua TANG , Jianming OUYANG . Inhibitory effect of Desmodium styracifolium polysaccharides with different content of carboxyl groups on the growth, aggregation and cell adhesion of calcium oxalate crystals. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1563-1576. doi: 10.11862/CJIC.20230374
Zizheng LU , Wanyi SU , Qin SHI , Honghui PAN , Chuanqi ZHAO , Chengfeng HUANG , Jinguo PENG . Surface state behavior of W doped BiVO4 photoanode for ciprofloxacin degradation. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 591-600. doi: 10.11862/CJIC.20230225
Qingjun PAN , Zhongliang GONG , Yuwu ZHONG . Advances in modulation of the excited states of photofunctional iron complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 45-58. doi: 10.11862/CJIC.20240365