Aggregation-Induced Emission

Aggregation-Induced Emission (AIE) is a novel photophysical
phenomenon which offers a new platform for researchers to look
into the light-emitting processes from luminogen aggregates, from
which useful information on structure-property relationships
may be collected and mechanistic insights may be gained. The
discovery of the AIE effect opens a new avenue for the development
of new luminogen materials in the aggregate or solid state. By
enabling light emission in the practically useful solid state, AIE
has the potential to expand significantly the technological
applications of luminescent materials.

Aggregation-Induced Emission: Fundamentals is the first
book to explore the fundamental issues of AIE, including the
design, synthesis, and photophysical behavior of AIE-active
molecules and polymers. The control of the morphological structures
of the aggregates of AIE-active materials, and the experimental
investigation and theoretical understanding of the AIE mechanism,
are also covered in this volume.

Topics covered include:

• AIE in group 14 metalloles

• AIE in organic ion pairs

• Red light-emitting AIE materials

• Supramolecular structure and AIE

• AIE-active polymers

• Enhanced emission by restriction of molecular rotation

• Crystallization-induced emission enhancement

• Theoretical understanding of AIE phenomena

This book is essential reading for scientists and engineers who
are designing optoelectronic materials and biomedical sensors, and
will also be of interest to academic researchers in materials
science and physical and synthetic organic chemistry, as well as
physicists and biological chemists.

Auteur

ANJUN QIN
Department of Polymer Science and Engineering, Zhejiang University, China

BEN ZHONG TANG
Department of Chemistry, The Hong Kong University of Science and Technology, China

Résumé
Aggregation-Induced Emission (AIE) is a novel photophysical phenomenon which offers a new platform for researchers to look into the light-emitting processes from luminogen aggregates, from which useful information on structureproperty relationships may be collected and mechanistic insights may be gained. The discovery of the AIE effect opens a new avenue for the development of new luminogen materials in the aggregate or solid state. By enabling light emission in the practically useful solid state, AIE has the potential to expand significantly the technological applications of luminescent materials. Aggregation-Induced Emission: Fundamentals is the first book to explore the fundamental issues of AIE, including the design, synthesis, and photophysical behavior of AIE-active molecules and polymers. The control of the morphological structures of the aggregates of AIE-active materials, and the experimental investigation and theoretical understanding of the AIE mechanism, are also covered in this volume.

Topics covered include:

• AIE in group 14 metalloles
• AIE in organic ion pairs
• Red light-emitting AIE materials
• Supramolecular structure and AIE
• AIE-active polymers
• Enhanced emission by restriction of molecular rotation
• Crystallization-induced emission enhancement
• Theoretical understanding of AIE phenomena
  This book is essential reading for scientists and engineers who are designing optoelectronic materials and biomedical sensors, and will also be of interest to academic researchers in materials science and physical and synthetic organic chemistry, as well as physicists and biological chemists.

Contenu

List of Contributors xiii

Preface xvii

1 Synthesis of Siloles (and Germoles) that Exhibit the AIE Effect 1
Joyce Y. Corey

1.1 Introduction 1

1.2 Background 2

1.3 Synthesis of Siloles 4

1.4 Modification of Preformed Siloles 14

1.5 Related Germole Methodology 15

1.6 Metallaindenes and Metallafluorenes of Si and Ge 19

1.7 Oligomers and Polymers of Metalloles and Benzene-Annulated Metalloles 25

1.8 Summary and Future Directions 31

2 Aggregation-Induced Emission in Group 14 Metalloles (Siloles, Germoles, and Stannoles): Spectroscopic Considerations, Substituent Effects, and Applications 39
Jerome L. Mullin and Henry J. Tracy

2.1 Introduction 39

2.2 Characteristics of AIE in the Group 14 Metalloles 44

2.3 Origins of AIE in Group 14 Metalloles: Restricted Intramolecular Rotation 48

2.4 Polymer Films and Polymerized Siloles 51

2.5 Applications of AIE-Active Metalloles 53

3 Aggregation-Induced Emission of 9,10-Distyrylanthracene Derivatives and Their Applications 61
Bin Xu, Jibo Zhang and Wenjing Tian

3.1 Introduction 61

3.2 AIE Molecules Based on 9,10-Distyrylanthracene 63

3.3 AIE Mechanism of 9,10-Distyrylanthracene Molecule Systems 65

3.4 Application of AIE Luminogens Based on 9,10-Distyrylanthracene 67

3.5 Conclusion 80

4 Diaminobenzene-Cored Fluorophores Exhibiting Highly Efficient Solid-State Luminescence 83
Masaki Shimizu

4.1 Introduction 83

4.2 1,4-Bis(alkenyl)-2,5-dipiperidinobenzenes 86

4.3 1,4-Diamino-2,5-bis(arylethenyl)benzenes 89

4.4 2,5-Diaminoterephthalates 93

4.5 2,5-Bis(diarylamino)-1,4-diaroylbenzenes 95

4.6 Applications 99

4.7 Conclusion 102

5 Aggregation-Induced Emission in Organic Ion Pairs 105
Suzanne Fery-Forgues

5.1 Introduction 105

5.2 Historical Background 106

5.3 Preparation and Control of the Fluorophore Arrangement 107

5.4 AIE-Active Organic Ion Pairs in Nano- and Microparticles 111

5.5 Applications as Fluorescent Probes and Sensors for Analytical Purposes 115

5.6 Perspectives 122

6 Aggregation-Induced Emission Materials: the Art of Conjugation and Rotation 127
Jing Huang, Qianqian Li and Zhen Li

6.1 Introduction 127

6.2 Rotation and Conjugation in AIE Molecules 128

6.3 Design of Functional Materials by Tuning the Conjugation Effect and Restricting Rotations 134

6.4 Outlook 151

7 Red-Emitting AIE Materials 155
Xiao Yuan Shen, Anjun Qin and Jing Zhi Sun

7.1 Introduction 155

7.2 Basic Principles of Molecular Design for Red-Emitting Materials 156

7.3 Acquirement of Red-Emitting AIE Materials by Reconstruction of Traditional Red-Emitting Molecules 158

7.4 Preparation of Red-Emitting Materials by Introduction of Electron Donors/Acceptors into AIE-Active Molecules 162

7.5 Outlook 164

8 Properties of Triarylamine Derivatives with AIE and Large Two-Photon Absorbing Cross-Sections 169
Jianli Hua, He Tian and Hao Zhang

8.1 Introduction 169

8.2 Design and Synthesis of Triarylamine Derivatives with AIE and 2PA 170

8.3 AIE Properties of Triarylamine Derivatives 170

8.4 One-Photon and Two-Photon Absorption Properties of Triarylamine Derivatives with AIE 176

8.5 Application of Triarylamine Materials with AIE and 2PA 180

8.6 Conclusion 181

9 Photoisomerization and Light-Driven Fluorescence Enhancement of Azobenzene Derivatives 185
Mina Han and Yasuo Norikane

9.1 Introduction 185

9.2 Photoisomerization and Fluorescence of Azobenzene Derivatives 186

9.3 Aggregation-Induced Emission (AIE) 191 9.4 Fluorescence from Azobenzene-Based Agg...