Polymer Synthesis (Advances in Polymer Science)

224 Pages·2008·2.59 MB·English

171
Advances in Polymer Science
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A. Abe · A.-C. Albertsson · R. Duncan · K. Du(cid:1)sek · W. H. de Jeu
J. F. Joanny · H.-H. Kausch · S. Kobayashi · K.-S. Lee · L. Leibler
T. E. Long · I. Manners · M. M(cid:1)ller · O. Nuyken · E. M. Terentjev
B. Voit · G. Wegner
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Polymer Synthesis
With contributions by
Y. Furusho · Y. Ito · N. Kihara · K. Osakada · M. Suginome
T. Takata · D. Takeuchi
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Editorial Board
Prof.AkihiroAbe Prof.S.Kobayashi
DepartmentofIndustrialChemistry DepartmentofMaterialsChemistry
TokyoInstituteofPolytechnics GraduateSchoolofEngineering
1583Iiyama,Atsugi-shi243-02,Japan KyotoUniversity
E-mail:[email protected] Kyoto615-8510,Japan
E-mail:[email protected]
Prof.A.-C.Albertsson
Prof.Prof.Kwang-SupLee
DepartmentofPolymerTechnology
TheRoyalInstituteofTechnology DepartmentofPolymerScience&Engineering
S-10044Stockholm,Sweden HannamUniversity
E-mail:[email protected] 133Ojung-Dong
Taejon300-791,Korea
E-mail:[email protected]
Prof.RuthDuncan
WelshSchoolofPharmacy
Prof.L.Leibler
CardiffUniversity
RedwoodBuilding Mati(cid:4)reMolleetChimie
KingEdwardVIIAvenue EcoleSup(cid:4)rieuredePhysique
CardiffCF103XF etChimieIndustrielles(ESPCI)
UnitedKingdom 10rueVauquelin
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E-mail:[email protected]
Prof.KarelDu(cid:1)sek
Prof.TimothyE.Long
InstituteofMacromolecularChemistry,Czech
DepartmentofChemistryandResearchInstitute
AcademyofSciencesoftheCzechRepublic
VirginiaTech
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FOM-InstituteAMOLF
DepartmentofChemistry
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E-mail:[email protected]
M5S3H6Ontario,Canada
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Prof.Jean-Fran(cid:3)oisJoanny
InstituteCharlesSadron Prof.Dr.MartinM(cid:5)ller
6,rueBoussingault DeutschesWollforschungsinstitut
F-67083StrasbourgCedex,France anderRWTHAachene.V.
E-mail:[email protected] Veltmanplatz8
52062Aachen,Germany
Prof.Hans-HenningKausch E-mail:[email protected]
c/oIGCI,Lab.ofPolyelectrolytes
Prof.OskarNuyken
andBiomacromolecules
EPFL-Ecublens Lehrstuhlf(cid:2)rMakromolekulareStoffe
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Dr.E.M.Terentjev Prof.GerhardWegner
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Contents
PolyrotaxanesandPolycatenanes:RecentAdvancesinSyntheses
andApplicationsofPolymersComprisingofInterlockedStructures
T.Takata·N.Kihara·Y.Furusho ................................ 1
TransitionMetal-MediatedPolymerizationofIsocyanides
M.Suginome·Y.Ito........................................... 77
CoordinationPolymerizationofDienes,Allenes,
andMethylenecycloalkanes
K.Osakada·D.Takeuchi....................................... 137
AuthorIndexVolumes101–171 ................................. 195
SubjectIndex................................................ 211
AdvPolymSci(2004)171:1--76
DOI10.1007/b95529
(cid:1)Springer-Verlag2004
Polyrotaxanes and Polycatenanes:
Recent Advances in Syntheses and Applications
of Polymers Comprising of Interlocked Structures
ToshikazuTakata1(*)·NobuhiroKihara2·YoshioFurusho2
1DepartmentofOrganicandPolymericMaterials,TokyoInstituteofTechnology,
152-8552Ookayama,Meguro-ku,Tokyo,Japan
[email protected]
2DepartmentofAppliedChemistry,OsakaPrefectureUniversity,
599-8531Gakuen-cho,Sakai,Osaka,Japan
1 Introduction—ChemistryofPolyrotaxanesandPolycatenanes:
AnOverview . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2
1.1 StructuresofInterlockedPolymers. . . . . . . . . . . . . . . . . . . . . . . . 3
1.2 WheelComponent. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 4
1.3 SynthesisofInterlockedPolymers . . . . . . . . . . . . . . . . . . . . . . . . 7
2 SynthesisandApplicationofPolyrotaxanes . . . . . . . . . . . . . . . . . . 9
2.1 MainChain-TypePolyrotaxanesBearingCrownEthers
asTheWheelComponents . . . . . . . . . . . . . . . . . . . . . . . . . . . . 9
2.1.1 (Pseudo)polyrotaxaneSynthesizedbyStatisticalApproach . . . . . . . . . . 9
2.1.2 (Pseudo)polyrotaxaneSynthesizedby“Directed”Approach. . . . . . . . . . 11
2.1.2.1CTInteractionUsedforComplexationtoRotaxaneStructure. . . . . . . . . 11
2.1.2.2HydrogenBondingInteractionUsedforComplexationtoRotaxaneStructure 13
2.2 Main-chainTypePolyrotaxanesHavingCyclodextrins
asThewheelComponents. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 19
2.2.1 SynthesisofPseudopolyrotaxane. . . . . . . . . . . . . . . . . . . . . . . . . 19
2.2.1.1PolymerizationofPseudorotaxane . . . . . . . . . . . . . . . . . . . . . . . . 19
2.2.1.2ComplexationwithPolymer. . . . . . . . . . . . . . . . . . . . . . . . . . . . 21
2.2.2 SynthesisofPolyrotaxane. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 22
2.2.2.1Doubly-strandedPseudopolyrotaxane . . . . . . . . . . . . . . . . . . . . . . 26
2.2.3 ApplicationofCyclodextrinPolyrotaxane. . . . . . . . . . . . . . . . . . . . 27
2.2.3.1MolecularAbacus . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 27
2.2.3.2InsulatedMolecularWires. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 27
2.2.3.3AntennaMolecules. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 29
2.2.3.4BiodegradablePolyrotaxanes . . . . . . . . . . . . . . . . . . . . . . . . . . . 30
2.2.3.5Stimuli-ResponsivePolyrotaxanes . . . . . . . . . . . . . . . . . . . . . . . . 31
2.3 PolyrotaxanesHavingCyclodextrinNanotubesasTheWheelComponents . 32
2.4 PolyrotaxanesBearingMiscellaneousRingSystemsastheWheelComponents 33
2.4.1 Cucurbituril . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 33
2.4.2 MacrocycleBearingBidentateNitrogenLigand . . . . . . . . . . . . . . . . . 38
2.4.3 Cyclophane. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 40
2.4.4 CyclophaneBearingBis(4,40-bipyridinium)Moiety. . . . . . . . . . . . . . . 41
2.4.5 Amide-TypeMacrocycle. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 42
3 SideChain-TypePolyrotaxanes. . . . . . . . . . . . . . . . . . . . . . . . . . 44
3.1 CrownEthers. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 44