Diarylethene Molecular Photoswitches: Concept and Functionalities provides the fundamental concepts of molecular photoswitches and includes information on how the bistable photoswitches of diarylethenes modulate the functions of materials and biological activities. Written by Masahiro Irie (the inventor of photochromic diarylethene compound), the book explores the reaction mechanism, photoswitching performance, photoswitchable crystals, and the myriad applications of diarylethenes based photoswitches.
This book offers academics, chemists, and engineers an essential resource for understanding the molecular photoswitches and provides a guide to the development of new photoresponsive materials. The author explores the applications based on diarylethene and its dirivatives to Field-Effect Transistors, Metal-Organic Frameworks including nanoparticles, super-resolution fluorescence microscopies, drug release, and self-healing materials. This important book:
Offers a guide to diarylethene derivatives, the most widely studied compounds worldwide among the photochromic compounds
Includes the basic concepts of molecular photoswitches
Explores the myraid applications grounded in diarylethene and its derivatives
Presents an authortative text from the inventor of the photochromic diarylethene compound
Written for materials scientists, organic, polymer, and physical chemists, and electronics engineers, Diarylethene Molecular Photoswitches offers an introduction to the topic and includes recent developments in the field.
Table of Contents
Preface ix
1 Introduction 1
1.1 General Introduction 1
1.2 Discovery of Diarylethene Molecular Photoswitches 4
References 12
2 Reaction Mechanism 15
2.1 Basic Concepts 15
2.2 Theoretical Study 20
2.3 Reaction Dynamics 22
2.3.1 Cyclization Reaction 22
2.3.2 Cycloreversion Reaction 27
References 29
3 Photoswitching Performance 31
3.1 Quantum Yield 31
3.1.1 Photocyclization Quantum Yield 31
3.1.2 Solvent Effect on Cyclization Quantum Yield 42
3.1.3 Photocycloreversion Quantum Yield 44
3.2 Thermal Stability 49
3.3 Fatigue Resistance 53
3.4 Fluorescence Property 60
3.4.1 Turn-Off Mode Photoswitching 61
3.4.2 Turn-On Mode Photoswitching 76
3.5 Chiral Property 80
References 86
4 Photoswitchable Crystals 93
4.1 Dichroism 93
4.2 X-Ray Crystallographic Analysis 97
4.3 Quantum Yield 101
4.4 Multicolored Systems and Nano-Layered Periodic Structures 106
4.5 Fluorescent Crystals 108
4.6 Photomechanical Response 110
4.6.1 Surface Morphology Change 112
4.6.2 Reversible Shape Change 113
4.6.3 Bending Response of Mixed Crystals 116
References 121
5 Memory 125
5.1 Single-Molecule Memory 125
5.2 Near-Field Optical Memory 128
5.3 Three-Dimensional Optical Memory 130
5.4 Readout Using Infrared Absorption, Raman Scattering, and Refractive Index Changes 132
References 134
6 Switches 137
6.1 Single-Molecule Conductance Photoswitch 137
6.2 Optical Switch Based on Refractive Index Change 141
6.3 Magnetism 141
References 146
7 Surface Properties 149
7.1 SurfaceWettability 149
7.2 Selective Metal Deposition 151
7.3 Subwavelength Nanopatterning 154
References 155
8 Polymers and Liquid Crystals 157
8.1 Polymers 157
8.2 Liquid Crystals 175
References 178
9 Applications 183
9.1 Organic Field-Effect Transistors (OFETs) 183
9.2 Metal Organic Frameworks (MOFs) 185
9.3 Super-Resolution Fluorescence Microscopy 188
9.3.1 Control of Cycloreversion Quantum Yield 189
9.3.2 Fatigue Resistance 191
9.3.3 Photoswitching with Single-Wavelength Visible Light 192
9.3.4 Super-Resolution Bioimaging 195
9.4 Chemical Reactivity Control 197
9.5 Biological Activity 201
9.6 Color Dosimeters 204
References 209
A Synthesis Procedures of Typical Diarylethenes 213
A.1 1,2-Bis(2,4-dimethyl-5-phenyl-3-thienyl)perfluorocyclopentene 213
A.2 1,2-Bis(2-ethyl-6-phenyl-1-benzothiophene-1,1-dioxide-3-yl)-perfluorocyclopenetene 215
References 217
Index 219
