Aggregation-Induced Emission

ANJUN QINDepartment of Polymer Science and Engineering, Zhejiang University, ChinaBEN ZHONG TANGDepartment of Chemistry, The Hong Kong University of Science and Technology, China

• List of Contributors xiiiPreface xvii1 Synthesis of Siloles (and Germoles) that Exhibit the AIE Effect 1Joyce Y. Corey1.1 Introduction 11.2 Background 21.3 Synthesis of Siloles 41.4 Modification of Preformed Siloles 141.5 Related Germole Methodology 151.6 Metallaindenes and Metallafluorenes of Si and Ge 191.7 Oligomers and Polymers of Metalloles and Benzene-Annulated Metalloles 251.8 Summary and Future Directions 312 Aggregation-Induced Emission in Group 14 Metalloles (Siloles, Germoles, and Stannoles): Spectroscopic Considerations, Substituent Effects, and Applications 39Jerome L. Mullin and Henry J. Tracy2.1 Introduction 392.2 Characteristics of AIE in the Group 14 Metalloles 442.3 Origins of AIE in Group 14 Metalloles: Restricted Intramolecular Rotation 482.4 Polymer Films and Polymerized Siloles 512.5 Applications of AIE-Active Metalloles 533 Aggregation-Induced Emission of 9,10-Distyrylanthracene Derivatives and Their Applications 61Bin Xu, Jibo Zhang and Wenjing Tian3.1 Introduction 613.2 AIE Molecules Based on 9,10-Distyrylanthracene 633.3 AIE Mechanism of 9,10-Distyrylanthracene Molecule Systems 653.4 Application of AIE Luminogens Based on 9,10-Distyrylanthracene 673.5 Conclusion 804 Diaminobenzene-Cored Fluorophores Exhibiting Highly Efficient Solid-State Luminescence 83Masaki Shimizu4.1 Introduction 834.2 1,4-Bis(alkenyl)-2,5-dipiperidinobenzenes 864.3 1,4-Diamino-2,5-bis(arylethenyl)benzenes 894.4 2,5-Diaminoterephthalates 934.5 2,5-Bis(diarylamino)-1,4-diaroylbenzenes 954.6 Applications 994.7 Conclusion 1025 Aggregation-Induced Emission in Organic Ion Pairs 105Suzanne Fery-Forgues5.1 Introduction 1055.2 Historical Background 1065.3 Preparation and Control of the Fluorophore Arrangement 1075.4 AIE-Active Organic Ion Pairs in Nano- and Microparticles 1115.5 Applications as Fluorescent Probes and Sensors for Analytical Purposes 1155.6 Perspectives 1226 Aggregation-Induced Emission Materials: the Art of Conjugation and Rotation 127Jing Huang, Qianqian Li and Zhen Li6.1 Introduction 1276.2 Rotation and Conjugation in AIE Molecules 1286.3 Design of Functional Materials by Tuning the Conjugation Effect and Restricting Rotations 1346.4 Outlook 1517 Red-Emitting AIE Materials 155Xiao Yuan Shen, Anjun Qin and Jing Zhi Sun7.1 Introduction 1557.2 Basic Principles of Molecular Design for Red-Emitting Materials 1567.3 Acquirement of Red-Emitting AIE Materials by Reconstruction of Traditional Red-Emitting Molecules 1587.4 Preparation of Red-Emitting Materials by Introduction of Electron Donors/Acceptors into AIE-Active Molecules 1627.5 Outlook 1648 Properties of Triarylamine Derivatives with AIE and Large Two-Photon Absorbing Cross-Sections 169Jianli Hua, He Tian and Hao Zhang8.1 Introduction 1698.2 Design and Synthesis of Triarylamine Derivatives with AIE and 2PA 1708.3 AIE Properties of Triarylamine Derivatives 1708.4 One-Photon and Two-Photon Absorption Properties of Triarylamine Derivatives with AIE 1768.5 Application of Triarylamine Materials with AIE and 2PA 1808.6 Conclusion 1819 Photoisomerization and Light-Driven Fluorescence Enhancement of Azobenzene Derivatives 185Mina Han and Yasuo Norikane9.1 Introduction 1859.2 Photoisomerization and Fluorescence of Azobenzene Derivatives 1869.3 Aggregation-Induced Emission (AIE) 1919.4 Fluorescence from Azobenzene-Based Aggregates 1939.5 Conclusion 19910 Supramolecular Structure and Aggregation-Induced Emission 205Hongyu Zhang and Yue Wang10.1 Introduction 20510.2 Hydrogen Bonding-Based Molecular Dimer and AIE 20610.3 Quinacridine Derivatives with 1D Aggregation-Induced Red Emission 21010.4 Multi-Stimuli-Responsive Fluorescence Switching of AIE/AIEE Luminogens 21710.5 Pt Pt Interaction-Induced Emissive and Conductive 1D Crystals 22210.6 Conclusion 22611 Aggregation-Induced Emission in Supramolecular p-Organogels 233Pengchong Xue and Ran Lu11.1 Introduction 23311.2 Organogels Based on Discotic Molecules with AIE 23411.3 Organogels Based on Rod-Like Molecules with AIE 23811.4 Organogels Based on Banana-Shaped Molecules with AIE 24211.5 Organogels Based on Dendritic Molecules with AIE 24611.6 Conclusion 24912 AIE-Active Polymers 253Rongrong Hu, Jacky W.Y. Lam and Ben Zhong Tang12.1 Introduction 25312.2 Polyolefins 25412.3 Polyacetylenes 25812.4 Polydiynes 25912.5 Polyarylenes 26312.6 Polytriazoles 26912.7 Polysilylenevinylenes 27112.8 Poly(Vinylene Sulfide)s 27212.9 Other Systems 27712.10 Conclusion 28013 Enhanced Emission by Restriction of Molecular Rotation 285Jin-Long Hong13.1 Background 28513.2 Strategy to Restrict Molecular Rotation 28613.3 Characterizations of Hindered Molecular Rotations 29713.4 Conclusion 30214 Restricted Intramolecular Rotations: a Mechanism for Aggregation-Induced Emission 307Junwu Chen and Ben Zhong Tang14.1 Introduction: 2,3,4,5-Tetraphenylsilole, the Prototype Molecule of Aggregation-Induced Emission (AIE) 30714.2 Crystal Structures of 2,3,4,5-Tetraphenylsiloles 31014.3 Restricted Intramolecular Rotation (RIR) 31214.4 Conclusion 32015 Crystallization-Induced Emission Enhancement 323Yongqiang Dong15.1 Introduction 32315.2 Traditional Luminogens 32415.3 Crystallization-Induced Emission Enhancement (CIEE) 32415.4 Conclusion 33316 Time-Resolved Spectroscopic Study of the Aggregation-Induced Emission Mechanism 337Bing-rong Gao, Hai-yu Wang, Qi-dai Chen and Hong-bo Sun16.1 Introduction 33716.2 Time-Resolved Spectroscopy 33816.3 AIE Molecules Without Electron Donor–Acceptor Units 34116.4 AIE Molecules with Electron Donor–Acceptor Units 34416.5 Conclusion 35317 Theoretical Understanding of AIE Phenomena Through Computational Chemistry 357Qian Peng, Yingli Niu, Qunyan Wu, Xing Gao and Zhigang Shuai17.1 Introduction 35717.2 Fundamental Photophysics Relating to AIE Phenomena 35817.3 Computational Approaches to Investigate AIE Molecules 36017.4 Computational Results 37017.5 Summary and Outlook 38918 Recent Theoretical Advances in Understanding the Mechanism of Aggregation-Induced Emission for Small Organic Molecules 399Jun-Ling Jin, Yun Geng and Zhong-Min Su18.1 Introduction 39918.2 Theoretical Methods 40018.3 Recent Theoretical Advances in Understanding the Mechanism of Aggregation-Induced Emission 40618.4 Prospects 413Acknowledgments 414References 414Index 419