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Supramolecular Amphiphiles

Supramolecular Amphiphiles

Xi Zhang

(2017)

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Book Details

Abstract

An amphiphile is a molecule that contains a hydrophilic part and a hydrophobic part, linked by covalent bonding. Supramolecular amphiphiles (supra-amphiphiles) are amphiphiles linked by non-covalent interactions. As they employ non-covalent interactions, these species demonstrate adaptability and reversibility in conformational transformation, making them one of the most important emerging species in supramolecular chemistry. They have proven important in bridging the gap between molecular architecture and functional assembly.
This book is written and edited by the current leaders in the topic and contains a foreword from Professor Jean-Marie Lehn, a father of the supramolecular chemistry field. Bringing together supramolecular chemistry and colloidal and interfacial science, the book provides a detailed and systematic introduction to supramolecular amphiphiles. Chapters explain how to employ non-covalent interactions to fabricate supra-amphiphiles. The book opens with an introduction to the history and development of the field, followed by chapters focussing on each type of interaction, including host-guest interaction, electrostatic interaction, charge-transfer interaction, hydrogen bonding and dynamic covalent bonds.
This book will be a valuable resource for students new to this field and experienced researchers wanting to explore the wider context of their work.
Prof. Xi Zhang, received his B.S. degree (1986) and Ph.D (1992) from the Department of Chemistry, Jilin University. As a joint-training Ph.D student, he worked with Prof. Helmut Ringsdorf, University of Mainz, Germany, between 1991 and 1992. He became a full professor of Jilin University in 1994. Since 2003, he has been a full professor of the Department of Chemistry, Tsinghua University. Currently, he is also the Department Chair.

Table of Contents

Section Title Page Action Price
Cover Cover
Supramolecular Amphiphiles i
Foreword v
Contents vii
Chapter 1 - Evolution of Supra-Amphiphiles from Amphiphiles 1
1.1 Molecular Amphiphiles 1
1.2 Molecular Amphiphiles for Self-Assembly 3
1.2.1 One-Dimensional Assemblies from Molecular Amphiphiles 4
1.2.2 Two-Dimensional Assemblies from Molecular Amphiphiles 5
1.2.3 Stimuli-Responsive Molecular Amphiphiles 10
1.2.3.1 CO2-Responsive Amphiphiles 10
1.2.3.2 Enzyme-Responsive Amphiphiles 13
1.2.3.3 Photo-Responsive Amphiphiles 15
1.3 Molecular Engineering of Supra-Amphiphiles 17
1.4 Nomenclature of Amphiphiles and Supra-Amphiphiles 19
1.5 Characterization of Supra-Amphiphiles and Assemblies Formed by Self-Assembly of Supra-Amphiphiles 19
1.6 Supra-Amphiphiles: from Molecular Architecture to Functional Assembly 20
1.7 Outlook 21
References 21
Chapter 2 - Supra-Amphiphiles Based on Host–Guest Interactions 23
2.1 Macrocyclic Molecules for Host–Guest\rInteractions 23
2.1.1 Crown Ethers 24
2.1.2 Cyclodextrins 25
2.1.3 Calixarenes and Pillararenes 27
2.1.4 Cucurbiturils 28
2.2 Supra-Amphiphiles Based on Crown Ethers 30
2.3 Supra-Amphiphiles Based on Cyclodextrin 32
2.4 Supra-Amphiphiles Based on Calixarene or Pillararene 38
2.5 Supra-Amphiphiles Based on Cucurbiturils 41
2.6 Summary and Outlook 43
References 44
Chapter 3 - Supramolecular Amphiphiles Based on Multiple Hydrogen Bonds 47
3.1 Introduction 47
3.2 Amphiphilic Self-Assembly in Aqueous, Organic and Ionic Media 48
3.3 Lessons from Complementary Hydrogen Bonding of DNA 51
3.4 Multiple Hydrogen Bond Mediated Aqueous Supramolecular Amphiphiles 53
3.4.1 Supramolecular Membranes 53
3.4.2 Reconstitution of Supramolecular Membranes in Water 57
3.4.3 Oligonucleotide-Templated Self-Assembly Systems 59
3.4.4 Rosette Nanotubes 61
3.4.5 Self-Assembly of Two-Component RNTs via Dynamic Chemistry 64
3.5 Conclusions 66
Acknowledgements 66
References 66
Chapter 4 - Electrostatic Supra-Amphiphiles 71
4.1 Introduction 71
4.2 Definition of Supra-Amphiphiles 73
4.3 Electrostatic Supra-Amphiphiles 74
4.4 Classes and Examples of Electrostatic SAs 77
4.4.1 Polymeric eSAs 78
4.4.2 Small Molecule eSAs 83
4.4.3 Calixarene-type eSAs 87
4.4.4 Pillararene-Based eSAs 89
4.4.5 Tuneable Conjugated eSAs 94
4.5 Conclusions 95
References 96
Chapter 5 - Supra-Amphiphiles Based on Charge Transfer Interactions 99
5.1 Introduction 99
5.2 D–A Small Molecule Supra-Amphiphiles in Aqueous Media 102
5.3 D–A Supra-Amphiphiles in Hydrocarbon Solvents 112
5.4 D–A Polymeric Supra-Amphiphiles 118
5.5 Summary and Outlook 122
References 122
Chapter 6 - Supra-Amphiphiles Based on Coordination Bonds 124
6.1 Introduction 124
6.2 Topology and Self-Assembly Behavior 126
6.2.1 Small Molecular Supra-Amphiphiles Based on Coordination Bonds 126
6.2.1.1 Single-Tail Supra-Amphiphiles 126
6.2.1.2 Double-Tail Supra-Amphiphiles 128
6.2.1.3 Multi-Tail Supra-Amphiphiles 129
6.2.1.4 Bola-Form Supra-Amphiphiles 131
6.2.1.5 Gemini-Form Supra-Amphiphiles 132
6.2.2 Polymer-Type Supra-Amphiphiles Based on Coordination Bonds 133
6.2.2.1 Linear-Type Polymer Supra-Amphiphiles 133
6.2.2.2 Star-Type Polymer Supra-Amphiphiles 135
6.2.2.3 Brush-Type Supra-Amphiphiles 136
6.3 Functional Supra-Amphiphiles Based on Coordination Bonds 137
6.3.1 Stimuli-Responsive Properties 137
6.3.2 Magnetic Properties 140
6.3.3 Luminescent Properties 142
6.3.4 Electrochemical Properties 145
6.3.5 Catalytic Properties 146
6.4 Conclusions and Outlook 147
References 148
Chapter 7 - Dynamic Covalent Surfactants and Amphiphiles 150
7.1 Introduction 150
7.2 Dynamic Covalent Bonds 151
7.3 Small Molecule Amphiphiles 154
7.4 Macromolecular Amphiphiles 160
7.5 Conclusions and Outlook 166
References 166
Subject Index 169