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Edited and authored by top international experts, this first book on conjugated polymers with a focus on synthesis provides a detailed overview of all modern synthetic methods for these highly interesting compounds. As such, it describes every important compound class, including polysilanes, organoboron compounds, and ferrocene-containing conjugated polymers. An indispensable source for every synthetic polymer chemist.
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Seitenzahl: 470
Veröffentlichungsjahr: 2011
Contents
Preface
List of Contributors
1 Organometallic polycondensation for Conjugated polymers
1.1 Basic Organometallic C–C Coupling
1.2 Syntheses of π-Conjugated polymers
1.3 Optical properties
1.4 Redox Behavior and Electrical Conductivity
1.5 Linear Structure and Alignment on the Surface of Substrates
1.6 Stacking in the Solid and Colloid
1.7 Chemical Reactivity and Catalysis
1.8 Electronic and Optical Devices (ECD, Battery, EL, Diode, Transistor, Nonlinear Optical Device, etc.)
1.9 Conclusions
References
2 Catalyst-Transfer Condensation polymerization for precision Synthesis of π-Conjugated polymers
2.1 Introduction
2.2 Kumada–Tamao Coupling polymerization with Ni Catalyst
2.3 Suzuki–Miyaura Coupling polymerization with pd Catalyst
2.4 Conclusion
References
3 Regioregular and Regiosymmetric polythiophenes
3.1 Introduction
3.2 Synthesis of polythiophene and Regioirregular polythiophenes
3.3 Head-to-Tail Coupled Regioregular poly(3-Alkylthiophene)s
3.4 Side Chain Functionalized HT Regioregular polythiophenes
3.5 End Group Functionalized HT Regioregular polythiophenes
3.6 Block Copolymers Derived from HT Regioregular polythiophenes
3.7 Universal Use of the GRIM Method
3.8 Regiosymmetric polythiophenes
3.9 Summary
References
4 Functional Hyperbranched polymers Constructed from Acetylenic An-Type Building Blocks
4.1 Introduction
4.2 Hyperbranched polymers Constructed from Acetylenic An-Type Building Blocks
4.3 Conclusions
References
5 Through-Space Conjugated polymers
5.1 Introduction
5.2 Through-Space Conjugated polymers with the Layered π-Electron Systems in the Side Chain
5.3 Through-Space Conjugated polymers with the Layered p-Electron Systems in the Main Chain
5.4 Conclusion
References
6 Fully Conjugated Nano-Sized Macrocycles: Syntheses and Versatile properties
6.1 Introduction
6.2 Synthesis of π-Conjugated Macrocycles
6.3 Isolation and Self-Association in Solution and in the Solid State
6.4 Versatile properties of Giant π-Conjugated Macrocycles
6.5 Conclusion
References
7 Organoboron Conjugated polymers
7.1 Introduction
7.2 Tricoordinate Boron π-Conjugated polymers
7.3 Tetracoordinate Boron π-Conjugated polymers
7.4 π-Conjugated Carborane-Based polymers
7.5 Conclusions
References
8 Recent Developments in π-Conjugated Macromolecules with phosphorus Atoms in the Main Chain
8.1 Introduction
8.2 poly(phosphole) and Related polymers
8.3 poly(p-phenylenephosphine) and Related polymers
8.4 poly(Vinylenephosphine)s and Related polymers
8.5 poly(p-phenylenephosphaalkene)s and Related polymers
8.6 poly(p-phenylenediphosphene)s and Related polymers
8.7 Summary
References
9 Organo-Arsenic, phosphorus, and Antimony Conjugated polymers
9.1 Introduction
9.2 Survey of Group 15 Element-Containing polymers
9.3 Carbon–Main Group Element Bond Formation Via Bismetallation
9.4 Homocyclic Compounds of Group 15 Elements
9.5 poly(Vinylene-Arsine)s
9.6 poly(Vinylene-phosphine)s
9.7 poly(Vinylene-Stibine)s
9.8 periodic Terpolymerization of Cyclooligoarsine, Cyclooligostibine, and an Acetylenic Compound
9.9 Stability
9.10 Optical properties
9.11 Coordination Ability of poly(Vinylene-Arsine)s Towards Transition Metal Ions
9.12 Cross-Linked poly(Vinylene-Arsine)s
9.13 Conclusion
References
10 Synthetic Strategies to Conjugated Main-Chain Metallopolymers
10.1 Introduction
10.2 π-Conjugated polymers with Terpyridine Units and Other Tridentate Ligands as part of the Main Chain
10.3 π-Conjugated polymers with porphyrin Units as part of the Main Chain
10.4 Rigid-Rod polymetallaynes
10.5 Conclusion and Outlook
References
11 Helical polyacetylene prepared in a Liquid Crystal Field
11.1 Introduction
11.2 Chiral Dopants and Chiral Nematic LCs
11.3 Acetylene polymerization in Chiral Nematic LC
11.4 Characterization of Helical polyacetylene Film
11.5 Summary
References
Index
The Editor
Prof. Yoshiki Chujo
Kyoto University
Graduate School of Engineering
Department of Polymer Chemistry
Katsura Nishikyo-ku
Kyoto 615-8510
Japan
All books published by Wiley-VCH are carefully produced. Nevertheless, authors, editors, and publisher do not warrant the information contained in these books, including this book, to be free of errors. Readers are advised to keep in mind that statements, data, illustrations, procedural details or other items may inadvertently be inaccurate.
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A catalogue record for this book is available from the British Library.
Bibliographic information publishd by the Deutsche Nationalbibliothek
The Deutsche Nationalbibliothek lists this publication in the Deutsche Nationalbibliografie; detailed bibliographic data are available on the Internet at http://dnb.d-nb.de.
© 2010 WILEY-VCH Verlag & Co. KGaA, Boschstr. 12, 69469 Weinheim, Germany
All rights reserved (including those of translation into other languages). No part of this book may be reproduced in any form–by photoprinting, microfilm, or any other means–nor transmitted or translated into a machine language without written permission from the publishers. Registered names, trademarks, etc. used in this book, even when not specifically marked as such, are not to be considered unprotected by law.
ISBN: 978-3-527-32267-1
Preface
This book “Conjugated Polymer Synthesis–Methods and Reactions“ aims to summarize the major developments in the topics of synthesis of new conjugated polymers, novel methodologies for the preparation of conjugated polymers, and inorganic-elements containing mainchain-type conjugated polymers. These new compounds and materials are all set to be very important in the fields of electrical, optical, and magnetic applications.
Much effort has been devoted to the design and synthesis of a wide variety of conjugated polymers such as polyacetylene, polythiophene, polypyrrole, poly(p-phenylene), poly(p-phenylenevinylene), poly(p-phenylene-ethynylene), polyfluorene and their derivatives. This is not only due to an academic interest in their particular characteristic properties, but also owing to various industrial utilizations. Potential applications here include organic light-emitting diodes, flat panel displays, sensory materials, semiconductors, field-effect transistors, photovoltaic cells, and so on. To achieve high performance in these applications, it is now necessary to explore new, more conjugated polymers. These new conjugated systems might be expected to show high emission efficiency, fine-tunability of their band-gaps, processability, dramatic improvements in durability, thermal-, air- and photo-stabilities, and other important characteristic properties.
In each of the chapters, all of them written by internationally acclaimed experts, the book covers the whole spectrum of the synthesis of new conjugated polymers from fundamentals to material science applications. I hope that the readers will enjoy this new chemistry and methodology developed throughout the book.
August 2010
Yoshiki Chujo
List of Contributors
Kazuo Akagi
Kyoto University
Department of Polymer Chemistry
Katsura
Kyoto 615-8510
Japan
Yoshiki Chujo
Kyoto University
Graduate School of Engineering
Department of Polymer Chemistry
Katsura, Nishikyo-ku
Kyoto 615-8510
Japan
Derek P. Gates
University of British Columbia
Department of Chemistry
2036 Main Mall
Vancouver, British Columbia
Canada V6T 1Z1
Martin D. Hager
Friedrich-Schiller-University Jena
Laboratory of Organic and
Macromolecular Chemistry
Humboldtstr. 10
07743 Jena
Germany
Masahiko Iyoda
Department of Chemistry
Graduate School of Science
Tokyo Metropolitan University
Hachioji
Tokyo 192-0397
Japan
Jacky W.Y. Lam
The Hong Kong University of
Science & Technology
Department of Chemistry
Clear Water Bay
Kowloon, Hong Kong
China
Jianzhao Liu
The Hong Kong University of
Science & Technology
Department of Chemistry
Clear Water Bay
Kowloon, Hong Kong
China
Richard D. McCullough
Carnegie Mellon University
Department of Chemistry
4400 Fifth Ave.
Pittsburgh, PA 15213
USA
Yasuhiro Morisaki
Kyoto University
Graduate School of Engineering
Department of Polymer Chemistry
Katsura, Nishikyo-ku
Kyoto 615-8510
Japan
Atsushi Nagai
Kyoto University
Graduate School of Engineering
Department of Polymer Chemistry
Katsura, Nishikyo-ku
Kyoto 615-8510
Japan
Kensuke Naka
Kyoto Institute of Technology
Graduate School of Science and
Technology
Department of Chemistry and Materials
Technology
Goshokaido-cho, Matsugasaki, Sakyo-ku
Kyoto 606-8585
Japan
Itaru Osaka
Graduate School of Engineering
Department of Applied Chemistry
1-4-1 Kagamiyama, Higashi-hiroshima
Hiroshima 739-8527
Japan
Ulrich S. Schubert
Friedrich-Schiller-University Jena
Laboratory of Organic and
Macromolecular Chemistry
Humboldtstr. 10
07743 Jena
Germany
Paul W. Siu
University of British Columbia
Department of Chemistry
2036 Main Mall
Vancouver, British Columbia
Canada V6T 1Z1
Masayoshi Takase
Tokyo Metropolitan University
Graduate School of Science
Department of Chemistry
Hachioji
Tokyo 192-0397
Japan
Ben Zhong Tang
The Hong Kong University of Science & Technology
Department of Chemistry
Clear Water Bay
Kowloon, Hong Kong
China
and
Zhejiang University
Department of Polymer Science & Engineering
Hangzhou 310027
China
Andreas Wild
Friedrich-Schiller-University Jena
Laboratory of Organic and
Macromolecular Chemistry
Humboldtstr. 10
07743 Jena
Germany
Andreas Winter
Friedrich-Schiller-University Jena
Laboratory of Organic and
Macromolecular Chemistry
Humboldtstr. 10
07743 Jena
Germany
Takakazu Yamamoto
Tokyo Institute of Technology
Chemical Resources Laboratory
4259 Nagatsuta, Midori-ku
Yokohama 226-8503
Japan
Tsutomu Yokozawa
Kanagawa University
Department of Material and Life
Chemistry
Rokkakubashi, Kanagawa-ku
Yokohama 221-8686
Japan