Supramolecular Polymer Chemistry E-Book

• Herausgeber: Wiley-VCH
• Kategorie: Wissenschaft und neue Technologien
• Sprache: Englisch

Seitenzahl: 582

Veröffentlichungsjahr: 2012

Beschreibung

Presenting the work of pioneering experts in this exciting field of supramolecular polymer chemistry, this monograph covers an extensive range of applications, including drug delivery and catalysis. It focuses on new structures and phenomena of cyclodextrin-based supramolecular polymers and many other compound classes. While providing a deeper insight in macromolecular recognition and the mechanisms of living systems, this book also introduces fascinating novel phenomena beyond natural systems.

Leseprobe

Contents

Cover

Related Titles

Title Page

Copyright

Preface

List of Contributors

Part One: Formation of Supramolecular Polymers

Chapter 1: Multiple Hydrogen-Bonded Supramolecular Polymers

1.1Introduction

1.2 General Concepts of Hydrogen-Bonding Motifs

1.3 Hydrogen-Bonded Main-Chain Supramolecular Polymers

1.4 From Supramolecular Polymers to Supramolecular Materials

1.5 Future Perspectives

References

Chapter 2: Cyclodextrin-Based Supramolecular Polymers

2.1 Introduction

2.2 Supramolecular Polymers in the Solid State

2.3 Formation of Homo-Intramolecular and Intermolecular Complexes by CDs–Guest Conjugates

2.4 Formation of Intermolecular Complexes by CD and Guest Dimers

2.5 Artificial Molecular Muscle Based on c2-Daisy Chain

2.6 Conclusion and Outlook

References

Chapter 3: Supra-Macromolecular Chemistry: Toward Design of New Organic Materials from Supramolecular Standpoints

3.1 Introduction

3.2 Small Molecules, Macromolecules, and Supramolecules: Design of their Composite Materials

3.3 Conclusion and Outlook

3.4 Acknowledgments

References

Chapter 4: Polymerization with Ditopic Cavitand Monomers

4.1 Introduction

4.2 Cavitands

4.3 Self-Assembly of Ditopic Cavitand Monomers

4.4 Conclusions and Outlook

4.5 Acknowledgements

References

Part Two: Supramolecular Polymers with Unique Structures

Chapter 5: Polymers Containing Covalently Bonded and Supramolecularly Attached Cyclodextrins as Side Groups

5.1 Polymers with Covalently Bonded Cyclodextrins as Side Groups

5.2 Side Chain Polyrotaxanes and Polypseudorotaxanes

References

Chapter 6: Antibody Dendrimers and DNA Catenanes

6.1 Molecular Recognition in Biological Systems

6.2 Antibody Supramolecules

6.3 DNA Supramolecules

6.4 Conclusions

References

Chapter 7: Crown Ether-Based Polymeric Rotaxanes

7.1 Introduction

7.2 Daisy Chains

7.3 Supramolecular Polymers

7.4 Dendritic Rotaxanes

7.5 Dendronized Polymers

7.6 Main chain Rotaxanes Based on Polymeric Crowns (Including Crosslinked Systems)

7.7 Side Chain Rotaxanes Based on Pendent Crowns

7.8 Poly[2]rotaxanes

7.9 Poly[3]rotaxanes

7.10 Polymeric End Group Pseudorotaxanes

7.11 Chain Extension and Block Copolymers from End Groups

7.12 Star Polymers from Crown Functionalized Polymers

References

Part Three: Properties and Functions

Chapter 8: Processive Rotaxane Catalysts

8.1 Introduction

8.2 Results and Discussion

8.3 Conclusion

Acknowledgments

References

Chapter 9: Emerging Biomedical Functions through ‘Mobile’ Polyrotaxanes

9.1 Introduction

9.2 Multivalent Interaction using Ligand-Conjugated Polyrotaxanes

9.3 The Formation of Polyrotaxane Loops as a Dynamic Interface

9.4 Cytocleavable Polyrotaxanes for Gene Delivery

9.5 Conclusion

Acknowledgments

9.6 Appendix

References

Chapter 10: Slide-Ring Materials Using Polyrotaxane

10.1 Introduction

10.2 Pulley Effect of Slide-Ring Materials

10.3 Synthesis of Slide-Ring Materials

10.4 Scattering Studies of Slide-Ring Gels

10.5 Mechanical Properties of Slide-Ring Gels

10.6 Sliding Graft Copolymers

10.7 Recent Trends of Slide-Ring Materials

10.8 Concluding Remarks

Acknowledgments

References

Chapter 11: Slide-Ring Materials Using Polyrotaxane

11.1 Introduction

11.2 Stimuli and Responses

11.3 Examples of Stimuli-Responsive Supramolecular Polymer Systems

11.4 Concluding Remarks

Acknowledgment

References

Chapter 12: Physical Organic Chemistry of Supramolecular Polymers

12.1 Introduction and Background

12.2 Linear Supramolecular Polymers

12.3 Cross-Linked SPs Networks

12.4 Hybrid Polymer Gels

12.5 Conclusion

References

Chapter 13: Topological Polymer Chemistry: A Quest for Strange Polymer Rings

13.1 Introduction

13.2 Systematic Classification of Nonlinear Polymer Topologies

13.3 Topological Isomerism

13.4 Designing Unusual Polymer Rings by Electrostatic Self-Assembly and Covalent Fixation

13.5 Conclusion and Future Perspectives

Acknowledgments

References

Chapter 14: Structure and Dynamic Behavior of Organometallic Rotaxanes

14.1 Introduction

14.2 Conclusion

14.3 Appendix: Experimental Section (Data of Compounds Reported in Reference [24])

Acknowledgments

References

Chapter 15: Polyrotaxane Network as a Topologically Cross-Linked Polymer: Synthesis and Properties

15.1 Introduction

15.2 Linking of Wheels of Main-Chain-Type Polyrotaxane – Structurally Defined Polyrotaxane Network

15.3 Linking of Macrocyclic Units of Polymacrocycle with Axle Unit to Directly Yield a Polyrotaxane Network

15.4 Linking of Wheels of Polyrotaxane Cross-linker to Afford Polyrotaxane Network: Design of the Cross-linker

15.5 Conclusion

References

Chapter 16: From Chemical Topology to Molecular Machines

16.1 Introduction

16.2 Copper(I)-Templated Synthesis of Catenanes: the ‘Entwining’ Approach and the ‘Gathering and Threading’ Strategy

16.3 Molecular Knots

16.4 Molecular Machines Based on Catenanes and Rotaxanes

16.5 Two-Dimensional Interlocking Arrays

16.6 A [3]rotaxane Acting as an Adjustable Receptor: Toward a Molecular ‘Press’

16.7 Conclusion

Acknowledgments

References

Index

Related Titles

Schalley, C. A. (ed.)Analytical Methods inSupramolecular ChemistrySecond Edition2012ISBN: 978-3-527-31505-5

Urban, M. W. (Ed.)Handbook of Stimuli-Responsive Materials2011ISBN: 978-3-527-32700-3

Samori, P., Cacialli, F. (Eds.)Functional SupramolecularArchitecturesfor Organic Electronics andNanotechnology2011ISBN: 978-3-527-32611-2

Sauvage, J.-P., Gaspard, P. (Eds.)From Non-Covalent Assembliesto Molecular Machines2011ISBN: 978-3-527-32277-0

Atwood, J. L., Steed, J. W. (Eds.)Organic Nanostructures2008ISBN: 978-3-527-31836-0

van Leeuwen, P. W. N. M. (Ed.)Supramolecular Catalysis2008ISBN: 978-3-527-32191-9

Diederich, F., Stang, P. J.,Tykwinski, R. R. (Eds.)Modern SupramolecularChemistryStrategies for Macrocycle Synthesis2008ISBN: 978-3-527-31826-1

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Preface

The chemistry of molecular recognition began more than 50 years ago with the discovery of crown ethers as selective host molecules for alkali metal ions by Dr. Pedersen. In the last 30 years, the chemistry of molecular recognition has greatly expanded. For example, Cram et al. incorporated host–guest chemistry and Lehn created supramolecular chemistry. To date, numerous studies have been published on supramolecular complexes.

Moreover, in biological systems, macromolecular recognition by other macromolecules plays an important role in maintaining life (e.g., DNA duplication as well as enzyme–substrate and antigen–antibody interactions). Supramolecular polymer complexes are crucial for the construction of biological structures such as microtubules, microfilaments, and cell–cell interactions.

Synthetic supramolecular polymers have great potential in the construction of new materials with unique structures and functions, because polymers contain vast amounts of information on their main-chains and side-chains. For example, in 1990, supramolecular polymers consisting of cyclodextrins and synthetic polymers were reported. Prof. Lehn's textbook, Supramolecular Chemistry, which was published in 1995, mentions supramolecular polymers. Prof. Meijer and Prof. Zimmerman reported supramolecular polymers linked by multiple hydrogen bonds. Since then numerous other reports on supramolecular polymers have been published.

This book is geared toward current supramolecular polymer researchers as well as other interested individuals, including young researchers and students. Each chapter is written by experts who are actively engaged in supramolecular polymer research and have published important papers in the field.

I am honored to be a part of this project, and have eagerly anticipated receiving each chapter. They have all exceeded my expectations, and together they form a book that will become a cornerstone in the field of supramolecular polymer research and, I believe, will help to shape research in the future.

Finally, I would like to express my sincere appreciation to the authors and to all who have assisted in the preparation of this book.

Akira Harada

Osaka

May 2011

List of Contributors

Tomoko AbeTokyo Institute of TechnologyChemical Resources LaboratoryR1-3, 4259 Nagatsuta, Midori-kuYokohama 226-8503Japan

Wilco P.J. AppelEindhoven University of TechnologyInstitute for Complex MolecularSystems, Laboratory of Macromolecularand Organic ChemistryDen Dolech 25612 AZ EindhovenThe Netherlands

Takayuki AraiTokyo Institute of TechnologyDepartment of Organic and Polymeric Materials2-12-1 (H-126), Ookayama, Meguro-kuTokyo 152-8552Japan

Eriko ChiharaTokyo Institute of TechnologyChemical Resources LaboratoryR1-3, 4259 Nagatsuta, Midori-kuYokohama 226-8503Japan

Stephen L. CraigDuke UniversityCenter for Biologically InspiredMaterials and Material SystemsDepartment of Chemistry3221 FFSC124 Science DriveDurham, NC 27708-0346USA

Enrico DalcanaleUniversity of ParmaDepartment of Organic and IndustrialChemistryViale G. P. Usberti 17/A43124 ParmaItaly

Johannes A.A.W. ElemansRadboud University NijmegenCluster for Molecular ChemistryHeyendaalseweg 1356525 AJ NijmegenThe Netherlands

Harry W. GibsonVirginia Polytechnic Institute & StateUniversityDepartment of Chemistry2105 Hahn HallBlacksburg, VA 24061-0001USA

Akira HaradaOsaka UniversityGraduate School of ScienceDepartment of Macromolecular Science1-1 Machikaneyama-cho, ToyonakaOsaka 560-0043Japan

Akihito HashidzumeOsaka UniversityGraduate School of ScienceDepartment of Macromolecular Science1-1 Machikaneyama-cho, ToyonakaOsaka 560-0043Japan

Masaki HorieNational Tsing Hua UniversityDepartment of Chemical EngineeringHsinchu, 30013Taiwan

Kohzo ItoThe University of TokyoGraduate School of Frontier SciencesDepartment of Advanced MaterialsScience, Group of New Materials andInterfaces5-1-5 Kashiwanoha, KashiwaChiba 277-8561Japan

Kazuaki KatoThe University of TokyoGraduate School of Frontier SciencesDepartment of Advanced MaterialsScience, Group of New Materials andInterfaces5-1-5 Kashiwanoha, KashiwaChiba 277-8561Japan

Yasuhiro KohsakaTokyo Institute of TechnologyDepartment of Organic and Polymeric Materials2-12-1 (H-126), Ookayama, Meguro-kuTokyo 152-8552Japan

Yasuhito KoyamaTokyo Institute of TechnologyDepartment of Organic and Polymeric Materials2-12-1 (H-126), Ookayama, Meguro-kuTokyo 152-8552Japan

E.W. Bert MeijerEindhoven University of TechnologyInstitute for Complex MolecularSystems, Laboratory of Macromolecularand Organic ChemistryDen Dolech 25612 AZ EindhovenThe Netherlands

Bernd-Kristof MüllerPharmpur GmbHMesserschmittring 3386343 KönigsbrunnGermany

Shintaro MurataTokyo Institute of TechnologyChemical Resources LaboratoryR1-3, 4259 Nagatsuta, Midori-kuYokohama 226-8503Japan

Marko M.L. NieuwenhuizenEindhoven University of TechnologyInstitute for Complex MolecularSystems, Laboratory of Macromolecular andOrganic ChemistryDen Dolech 25612 AZ EindhovenThe Netherlands

Roeland J.M. NolteRadboud University NijmegenCluster for Molecular ChemistryHeyendaalseweg 1356525 AJ NijmegenThe Netherlands

Kohtaro OsakadaTokyo Institute of TechnologyChemical Resources LaboratoryR1-3, 4259 Nagatsuta, Midori-kuYokohama 226-8503Japan

Terry L. Price Jr.Virginia Polytechnic Institute & State UniversityDepartment of Chemistry2105 Hahn HallBlacksburg, VA 24061-0001USA

Helmut RitterHeinrich Heine UniversityInstitute of Organic and Macromolecular ChemistryUniversitätsstr. 140225 DüsseldorfGermany

Alan E. RowanRadboud University NijmegenInstitute for Molecules and MaterialsHeyendaalseweg 1356525 AJ NijmegenThe Netherlands

Jean-Pierre SauvageUniversity Louis Pasteur/CNRSInstitute of Chemistry, Laboratory ofOrganic – Inorganic ChemistryInstitut Le Bel, U.M.R. 717767070 Strasbourg-CedexFrance

Seiji ShinkaiFukuoka, Japan and Sojo UniversityInstitute of Systems, InformationTechnologies and Nanotechnologies(ISIT)KumamotoJapan

Masahiro ShioyaTokyo Institute of TechnologyDepartment of Organic and PolymericMaterials2-12-1 (H-126), Ookayama, Meguro-kuTokyo 152-8552Japan

Kazunori SugiyasuNational Institute for Materials Science(NIMS)Organic Nanomaterials CenterMacromolecules Group1-2-1 SengenTsukuba 305-0047Japan

Yuji SuzakiTokyo Institute of TechnologyChemical Resources LaboratoryR1-3, 4259 Nagatsuta, Midori-kuYokohama 226-8503Japan

Monir TabatabaiHeinrich Heine UniversityInstitute of Organic andMacromolecular ChemistryUniversitätsstr. 140225 DüsseldorfGermany

Yoshinori TakashimaOsaka UniversityGraduate School of ScienceDepartment of Macromolecular Science1-1 Machikaneyama-cho, ToyonakaOsaka 560-0043Japan

Toshikazu TakataTokyo Institute of TechnologyDepartment of Organic andPolymeric Materials2-12-1 (H-126), Ookayama, Meguro-kuTokyo 152-8552Japan

Francesca TanciniUniversity of ParmaDepartment of Organic and IndustrialChemistryViale G. P. Usberti 17/A43124 ParmaItaly

Yasuyuki TezukaTokyo Institute of TechnologyDepartment of Organic andPolymeric Materials2-12-1-S8-41 Ookayama, Meguro-kuTokyo 152-8552Japan

Donghua XuDuke UniversityCenter for Biologically InspiredMaterials and Material SystemsDepartment of Chemistry3221 FFSC124 Science DriveDurham, NC 27708-0346USA

Hiroyasu YamaguchiOsaka UniversityGraduate School of ScienceDepartment of Macromolecular Science1-1 Machikaneyama-cho, ToyonakaOsaka 560-0043Japan

Nobuhiko YuiTokyo Medical and Dental UniversityInstitute of Biomaterials andBioengineering2-3-10, Kanda-Surugadai, ChiyodaTokyo 101-0062JapanandJST CRESTTokyo 102-0075Japan

Part One

Formation of Supramolecular Polymers