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Mechanically Responsive Materials for Soft Robotics PDF

432 Pages·2020·25.366 MB·English
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MechanicallyResponsiveMaterialsforSoftRobotics Mechanically Responsive Materials for Soft Robotics Editedby HidekoKoshima Editor AllbookspublishedbyWiley-VCH arecarefullyproduced.Nevertheless, Prof.HidekoKoshima authors,editors,andpublisherdonot WasedaUniversity warranttheinformationcontainedin ResearchOrganizationforNano&Life thesebooks,includingthisbook,to Innovation befreeoferrors.Readersareadvised 513Wasedatsurumaki-cho,Shinjuku tokeepinmindthatstatements,data, Tokyo162-0041 illustrations,proceduraldetailsorother Japan itemsmayinadvertentlybeinaccurate. LibraryofCongressCardNo.: appliedfor BritishLibraryCataloguing-in-Publication Data Acataloguerecordforthisbookis availablefromtheBritishLibrary. Bibliographicinformationpublishedby theDeutscheNationalbibliothek TheDeutscheNationalbibliotheklists thispublicationintheDeutsche Nationalbibliografie;detailed bibliographicdataareavailableonthe Internetat<http://dnb.d-nb.de>. ©2020Wiley-VCHVerlagGmbH& Co.KGaA,Boschstr.12,69469 Weinheim,Germany Allrightsreserved(includingthoseof translationintootherlanguages).No partofthisbookmaybereproducedin anyform–byphotoprinting, microfilm,oranyothermeans–nor transmittedortranslatedintoa machinelanguagewithoutwritten permissionfromthepublishers. Registerednames,trademarks,etc.used inthisbook,evenwhennotspecifically markedassuch,arenottobe consideredunprotectedbylaw. PrintISBN:978-3-527-34620-2 ePDFISBN:978-3-527-82219-5 ePubISBN:978-3-527-82221-8 oBookISBN:978-3-527-82220-1 Typesetting SPiGlobal,Chennai,India PrintingandBinding Printedonacid-freepaper 10 9 8 7 6 5 4 3 2 1 v Contents Preface xiii PartI MechanicallyResponsiveCrystals 1 1 PhotomechanicalBehaviorofPhotochromicDiarylethene Crystals 3 SeiyaKobatakeandDaichiKitagawa 1.1 Introduction 3 1.2 CrystalDeformationExhibitingExpansion/Contractionupon Photoirradiation 6 1.3 PhotoresponsiveBending 7 1.4 DependenceofBendingBehavioronIrradiationWavelength 11 1.5 PhotomechanicalWorkofDiaryletheneCrystalsThatExhibit Bending 13 1.6 NewTypesofPhotomechanicalMotion 15 1.7 PhotosalientEffect 20 1.8 Summary 22 References 23 2 PhotomechanicalCrystalsMadefromAnthracene Derivatives 29 FeiTong,ChristopherJ.Bardeen,andRabihO.Al-Kaysi 2.1 Introduction 29 2.2 ElementsofPhotomechanicalMolecularCrystals 30 2.3 TheAdvantageofUsingAnthraceneDerivativesinPhotomechanical Crystals 33 2.4 TypesofAnthracenePhotomechanicalCrystals 34 2.4.1 NR-TypeAnthraceneDerivatives 34 2.4.1.1 9-AnthraceneCarboxylateEsterDerivatives 34 2.4.1.2 9-Methylanthracene 36 2.4.1.3 9-Cyanoanthracne,9-Anthealdehyde,and9,10-Dinitroanthracene 37 2.4.1.4 ConjugatedAnthraceneDerivativeswithTrans-to-Cis Photochemistry 38 2.4.2 T-TypePhotomechanicalCrystalsBasedonReversible4π+4π Photodimerization 39 vi Contents 2.4.3 P-TypeAnthraceneDerivatives 44 2.5 SynthesisofAnthraceneDerivatives 46 2.6 FutureDirectionandOutlook 47 2.6.1 ModelingReactionDynamicsinMolecularCrystals 47 2.6.2 NewAnthraceneDerivativesandCrystalShapes 48 2.6.3 InterfacingPhotomechanicalMolecularCrystalswithOther Materials 49 2.7 Conclusion 50 Acknowledgments 50 References 50 3 MechanicallyResponsiveCrystalsbyLightandHeat 57 HidekoKoshima,TakuyaTaniguchi,andToruAsahi 3.1 Introduction 57 3.2 PhotomechanicalBendingofCrystalsbyPhotoreactions 59 3.2.1 Azobenzene 59 3.2.1.1 Bending 59 3.2.1.2 TwistedBending 61 3.2.2 SalicylideneanilineandAnalogues 61 3.2.2.1 BendingandtheMechanism 63 3.2.2.2 ComparisonofChiralandRacemicCrystals 64 3.2.3 Fulgide 64 3.2.4 CarbonylCompounds 66 3.3 LocomotionofCrystalsbyThermalPhaseTransition 67 3.3.1 Inchworm-LikeWalking 70 3.3.2 FastRollingLocomotion 71 3.4 DiversificationofMechanicalMotionbyPhoto-triggeredPhase Transition 72 3.4.1 DiscoveryandtheMechanismofPhoto-triggeredPhase Transition 72 3.4.2 StepwiseBending 75 3.5 WhyCrystals? 75 3.6 SummaryandOutlook 77 References 77 4 CrawlingMotionofCrystalsonSolidSurfacesby Photo-inducedReversibleCrystal-to-MeltPhaseTransition 83 YasuoNorikaneandKoichiroSaito 4.1 Introduction 83 4.2 IsomerizationofAzobenzene 84 4.3 PhaseTransitionsinLiquidCrystals(Liquid-Crystal-to-Isotropic) 86 4.4 PhaseTransitionsinCrystalPhase(Crystal-to-Melt) 87 4.4.1 CharacteristicsoftheCrystal-to-MeltPhaseTransition 87 4.4.2 PotentialApplicationsofCrystal-to-MeltTransition 89 4.4.3 MechanicalMotionsDerivedfromtheCrystal-to-LiquidPhase Transition 92 4.5 Photo-inducedCrawlingMotionofAzobenzeneCrystals 94 4.5.1 DiscoveryoftheCrawlingMotionofCrystalonSolidSurface 94 Contents vii 4.5.2 CharacteristicsoftheCrawlingMotionofCrystals 95 4.5.3 MechanismoftheCrawlingMotion 98 4.5.4 CrawlingMotionofAzobenzeneCrystals 98 4.6 Conclusion 98 References 99 5 Bending,Jumping,andSelf-HealingCrystals 105 PancˇeNaumov,StanislavChizhik,PatrickCommins,andElenaBoldyreva 5.1 BendingCrystals 105 5.1.1 GeneralMechanismofCrystalBending 105 5.1.2 KineticModeloftheTransformation 108 5.1.3 MechanicalResponseofaCrystaltoIrradiation 112 5.1.4 ACaseStudy,LinkageIsomerizationof[Co(NH ) NO ]Cl(NO ) 116 3 5 2 3 5.1.5 ConcludingRemarks 117 5.2 SalientCrystals 118 5.2.1 SalientEffects 118 5.2.2 MechanismoftheThermosalientTransition 120 5.2.3 ThermalSignatureoftheThermosalientEffect 123 5.2.4 DirectionalityofMotion 124 5.2.5 EffectofIntermolecularInteractions 125 5.2.6 EffectofCrystalHabit 127 5.2.7 PhotosalientandMechanosalientEffects 128 5.2.8 ApplicationsoftheSalientEffects 130 5.3 Self-healingCrystals 131 References 133 6 ShapeMemoryMolecularCrystals 139 SatoshiTakamizawa Introduction 139 6.1 DiscoveryofOrganosuperelasticity 141 6.2 TwinningOrganosuperelasticity 149 6.3 OrganosuperplasticityThroughMultilayeredSliding 156 6.4 TwinningFerroelasticity 158 6.5 Summary 173 References 173 PartII MechanicallyResponsivePolymersand Composites 177 7 MechanicalPolymericMaterialsBasedonCyclodextrinsas ArticialMuscles 179 AkiraHarada,YoshinoriTakashima,AkihitoHashidzume,andHiroyasu Yamaguchi 7.1 Introduction 179 7.2 ArtificialMuscleRegulatedbyCross-LinkingDensity 180 7.2.1 AHost–GuestGelwithαCDandAzo 180 viii Contents 7.2.2 Photo-ResponsiveVolumeChangeofαCD-AzoGels 181 7.2.3 Photo-ResponsivePropertyofαCD-AzoGels 184 7.3 ArtificialMuscleRegulatedbySlidingMotion 187 7.3.1 PreparationofaTopologicalHydrogel(αCD-AzoHydrogel) 188 7.3.2 MechanicalandPhoto-ResponsivePropertiesoftheαCD-Azo Hydrogel 188 7.3.3 UVandVisLight-ResponsiveActuationoftheαCD-AzoXerogel 192 7.4 AnArtificialMolecularActuatorwitha[c2]DaisyChain ([c2]AzoCD ) 192 2 7.4.1 Photo-ResponsiveActuationofthe[c2]AzoCD Hydrogel 194 2 7.4.2 Photo-ResponsiveActuationofthe[c2]AzoCD Xerogel 196 2 7.5 SupramolecularMaterialsConsistingofCDandSti 199 7.5.1 (αCD-Sti) Hydrogel 199 2 7.5.2 (αCD-Sti) DryGel 202 2 7.6 ConcludingRemarks 204 References 205 8 Cross-LinkedLiquid-CrystallinePolymersasPhotomobile Materials 209 ToruUbeandTomikiIkeda Introduction 209 8.1 StructuresandFunctionsofPhotomobileMaterialsBasedon LCPs 211 8.1.1 Polysiloxanes 211 8.1.2 Polyacrylates 213 8.1.3 PolyacrylateElastomersPreparedfromLCMacromers 218 8.1.4 SystemswithMultiplePolymerComponents 218 8.1.5 Composites 220 8.1.6 LinearPolymers 222 8.1.7 RearrangeableNetworkwithDynamicCovalentBonds 224 8.2 Summary 226 References 226 9 PhotomechanicalLiquidCrystalPolymersandBioinspiredSoft Actuators 233 ChongyuZhu,LangQin,YaoLu,JiahaoSun,andYanleiYu 9.1 Background 233 9.2 ActuationPrinciples 234 9.2.1 PhotochemicalPhaseTransition 235 9.2.2 WeigertEffect 237 9.2.3 PhotothermalEffect 239 9.3 BioinspiredActuatorsandTheirApplications 242 9.3.1 SoftActuatorsDrivenbyPhotothermalEffect 243 9.3.2 PhotoinducedActuationofSoftActuators 245 9.4 Conclusion 251 References 253 Contents ix 10 Organic–InorganicHybridMaterialswithPhotomechanical Functions 257 SufangGuoandAtsushiShimojima 10.1 Introduction 257 10.2 AzobenzeneasOrganicComponents 258 10.3 Siloxane-BasedOrganic–InorganicHybrids 258 10.4 PhotoresponsiveAzobenzene–SiloxaneHybridMaterials 261 10.4.1 NanostructuralControlbySelf-AssemblyProcesses 261 10.4.2 LamellarSiloxane-BasedHybridswithPendantAzobenzene Groups 262 10.4.3 LamellarSiloxane-BasedHybridswithBridgingAzobenzene Groups 264 10.4.4 Photo-InducedBendingofAzobenzene–SiloxaneHybridFilm 265 10.4.5 ControloftheArrangementofAzobenzeneGroups 268 10.5 OtherAzobenzene–InorganicHybrids 270 10.5.1 IntercalationCompounds 270 10.5.2 HybridizationwithCarbon-BasedMaterials 270 10.6 SummaryandOutlook 272 References 272 11 Multi-responsivePolymerActuatorsbyThermo-reversible Chemistry 277 AntoniyaToncheva,LoïcBlanc,PierreLambert,PhilippeDubois,and Jean-MarieRaquez 11.1 Introduction 277 11.2 CovalentAdaptiveNetworks 279 11.2.1 AssociativeCANs 279 11.2.2 DissociativeCANs 280 11.3 Thermo-reversibleChemistry 280 11.4 DAReactionsforThermo-reversibleNetworks 282 11.4.1 BasicDefinitions 282 11.4.2 DAReactionsforPolymerSynthesis 282 11.4.3 DAReactionsforThermo-reversiblePolymerNetwork 283 11.4.3.1 Self-healingMaterials 283 11.4.3.2 Hydrogels 287 11.5 SoftActuators 289 11.6 DA-basedSMPsforSoftRoboticsApplication 292 11.7 OntheRoadto3DPrinting 293 11.8 PerspectivesandChallenges 295 Acknowledgments 298 References 298 12 MechanochromicPolymersasStress-sensingSoft Materials 307 DaisukeAokiandHideyukiOtsuka 12.1 Introduction 307 12.2 ClassificationofMechanochromicPolymers 307 x Contents 12.3 MechanochromophoresBasedonDynamicCovalentChemistry 309 12.4 MechanochromicPolymersBasedonDynamicCovalent Chemistry 310 12.4.1 PolystyreneswithMechanochromophoresattheCenterofthe PolymerChain 310 12.4.2 PolyurethaneElastomerswithMechanophoresintheRepeating Units 310 12.4.3 MechanochromicElastomersBasedonPolymer–Inorganic CompositeswithDynamicCovalentMechanochromophores 312 12.5 MechanochromicPolymersExhibitingMechanofluorescence 315 12.6 RainbowMechanochromismBasedonThreeRadical-type Mechanochromophores 316 12.7 MulticolorMechanochromismBasedonRadical-type Mechanochromophores 318 12.8 Foresight 321 References 323 PartIII ApplicationofMechanicallyResponsiveMaterialsto SoftRobots 327 13 SoftMicrorobotsBasedonPhotoresponsiveMaterials 329 StefanoPalagi 13.1 SoftRoboticsattheMicroScale 329 13.2 LCEsforMicrorobotics 330 13.2.1 ThermalResponseofLCEs 330 13.2.2 PhotothermalActuationofLCEs 331 13.3 Light-ControlledSoftMicrorobots 335 13.3.1 StructuredLight 337 13.3.2 ControlledActuation 338 13.3.2.1 RoleofControlParameters 338 13.3.3 SwimmingMicrorobots 341 13.4 Outlook 344 References 344 14 4DPrinting:AnEnablingTechnologyforSoftRobotics 347 CarlosSánchez-Somolinos 14.1 Introduction 347 14.2 3DPrintingTechniques 348 14.2.1 MaterialExtrusion-BasedTechniques 349 14.2.2 VatPhotopolymerizationTechniques 350 14.3 4DPrintingofResponsiveMaterials 352 14.3.1 ShapeMemoryPolymers 352 14.3.2 Hydrogels 355 14.3.3 LiquidCrystallineElastomers 356 14.4 4DPrintingTowardSoftRobotics 358

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