Handbook of metathesis: 3 Polymer synthesis
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| Format: | Book |
| Language: | English |
| Published: |
Weinheim
Wiley-VCH
2015
|
| Edition: | 2. ed. |
| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | XVIII, 403 S. Ill., graph. Darst. |
| ISBN: | 9783527339501 |
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Record in the Search Index
| _version_ | 1804153066105077760 |
|---|---|
| adam_text | CONTENTS
PREFACE
XIII
LIST OF CONTRIBUTORS
XV
1 SYNTHESIS OF HOMOPOLYMERS AND COPOLYMERS 1
CHRISTIAN SLUGOVC
1.1 INTRODUCTION 1
1.2 INITIATORS 2
1.3 MONOMERS 5
1.4 SYNTHESIS OF POLYMERS WITH COMPLEX ARCHITECTURES 9
1.5 STEREOCHEMISTRY AND SEQUENCE CONTROL IN ROMP IS
1.6 CONCLUSION 16
REFERENCES 16
2
ROMP IN DISPERSED MEDIA 25
VALINE HEROGUEZ,
ABRAHAM CHEMTOB AND
DAMIEN QUEMENER
2.1 INTRODUCTION 25
2.2 EMULSION ROMP 25
2.2.1 MINI-EMULSION ROMP 27
2.2.2 MICRO-EMULSION ROMP 28
2.2.3 MICELLAR ROMP 30
2.2.4 ROMP IN NONAQUEOUS EMULSIONS 30
2.3 DISPERSION ROMP 31
2.3.1 BIOMEDICAL APPLICATIONS OF PNBE - PEO CORE - SHELL
NANOPARTICLES 32
2.4 SUSPENSION ROMP 35
2.5 FORMATION OF NANOPARTICLES 36
2.5.1 PHOTOACTIVE ROMP ASSEMBLIES 39
2.5.2 MISCELLANEOUS 41
2.6 CONCLUSION 42
REFERENCES 42
HTTP://D-NB.INFO/1063375665
VII CONTENTS
3 TELECHELIC POLYMERS
45
NILS HANIK AND ANDREAS F.M. KILBINGER
3.1 INTRODUCTION 45
3.2 MONO-TELECHELIC POLYMERS 47
3.2.1 REACTION WITH SUBSTITUTED VINYL ETHERS 47
3.2.2 VINYL LACTONE QUENCHING 48
3.2.3 TERMINAL CROSS METATHESIS 48
3.2.3.1 USING SYMMETRICAL OLEFINS 48
3.2.3.2 USING ASYMMETRICAL OLEFINS 51
3.2.4 REACTION WITH OXYGEN 51
3.2.5 SACRIFICIAL DIBLOCK COPOLYMER SYNTHESIS 51
3.2.6 CATALYST PREFUNCTIONALIZATION 53
3.2.6.1 FUNCTIONAL CATALYSTS FROM PRECURSOR COMPLEXES S3
3.2.6.2 FUNCTIONAL CATALYSTS VIA CROSS METATHESIS 53
3.2.7 ALDEHYDE QUENCHING 54
3.3 HOMO-TELECHELIC POLYMERS 55
3.3.1 DEGRADATION OF UNSATURATED POLYMERS AND ADMET
POLYMERIZATION 56
3.3.2 ROMP/CHAIN TRANSFER 58
3.3.3 SACRIFICIAL MULTIBLOCK COPOLYMERS 63
3.4 HETERO-TELECHELIC POLYMERS 64
3.4.1 PREFUNCTIONALIZATION WITH FUNCTIONAL ALKYLIDENE INITIATORS 64
3.4.2 PREFUNCTIONALIZATION WITH SACRIFICIAL SYNTHESIS 64
3.5 CONCLUSIONS AND OUTLOOK 66
ACKNOWLEDGMENTS
66
REFERENCES 67
4 SUPRAMOLECULAR POLYMERS
71
ELIZABETH ELACQUA, NIELS TEN
BRUMMELHUIS,
AND MARCUS
WEEK
4.1 INTRODUCTION 71
4.2 MAIN-CHAIN SUPRAMOLECULAR POLYMERS 73
4.2.1 MACROMONOMERS 73
4.2.2 ABC TRIBLOCK COPOLYMERS 75
4.3 SIDE-CHAIN-FUNCTIONALIZED SUPRAMOLECULAR POLYMERS 77
4.3.1 HYDROGEN-BONDING RECOGNITION MOTIFS 77
4.3.2 METAL COORDINATION-BASED RECOGNITION MOTIFS 84
4.3.3 MIXED ORTHOGONAL RECOGNITION MOTIFS 86
4.4 SUPRAMOLECULAR ARCHITECTURES BY DESIGN 88
4.5 CONCLUSION 89
REFERENCES 90
5 SYNTHESIS OF MATERIALS
WITH NANOSTRUCTURED PERIODICITY
93
GARRET M. MIYAKE,
RAYMOND A. WEITEKAMP, AND ROBERT H. GRUBBS
5.1 INTRODUCTION 93
5.2 SEQUENTIAL ROMP 94
5.3 INORGANIC COMPOSITE MATERIALS 96
5.4 ABA TRIBLOCK COPOLYMERS 98
5.5 NANOSTRUCTURES WITH DOMAIN SIZES EXCEEDING 100 NM
5.6 CONCLUSIONS
111
REFERENCES 111
6 SYNTHESIS OF NANOPARTICLES
115
ANTHONY M. RUSH,
CARRIE R. JAMES,
AND NATHAN C. GIANNESCHI
6.1 INTRODUCTION 115
6.2 FORMATION OF NANOPARTICLES 116
6.3 SYNTHESIS VIA GRAFTING-THROUGH APPROACH 117
6.4 SYNTHESIS VIA GRAFTING-TO APPROACH 134
6.4.1 GRAFTING-TO POLYMER BACKBONES VIA AN ACTIVATED ESTER 135
6.4.2 GRAFTING-TO POLYMER BACKBONES VIA COPPER-CATALYZED CLICK
REACTION 140
6.5 SYNTHESIS VIA GRAFTING-FROM APPROACH 141
6.6 SUMMARY 144
REFERENCES 145
7 SYNTHESIS OF BIODEGRADABLE COPOLYMERS
149
IZABELA CZELUSNIAK AND
EZAT KHOSRAVI
7.1 INTRODUCTION 149
7.2 POLYESTER-FUNCTIONALIZED POLYMERS 150
7.3 PEPTIDE-FUNCTIONALIZED POLYMERS 152
7.4 CARBOHYDRATE-FUNCTIONALIZED POLYMERS 154
7.5 ANTIMICROBIAL POLYMERS 156
7.6 POLYMERIC BETAINES 157
7.7 ROMP POLYMERS AS DRUG CARRIERS 158
7.8 ROMP POLYMERS FOR TISSUE SCAFFOLDS 161
7.9 CONCLUSION 164
REFERENCES 164
8 BIOLOGICALLY ACTIVE POLYMERS
169
LAURA L. KIESSLING AND JOSHUA M. FISHMAN
8.1 INTRODUCTION 169
8.2 BENEFITS OF ROMP FOR BIOACTIVE POLYMER SYNTHESIS 170
8.3 BIOLOGICALLY ACTIVE POLYMERIC DISPLAYS 170
8.3.1 CATALYST DESIGN 171
8.3.2 MONOMER DESIGN FOR BIOACTIVE POLYMERS 172
8.3.3 TROUBLESHOOTING IN POLYMERIZATION OF BIOACTIVE MONOMERS 173
8.3.4 ROUTES TO FUNCTIONALIZED POLYMERS 175
8.4 - EXPLOITING THE BULK PROPERTIES OF POLYMERS 177
8.4.1 HYDROGELS 177
8.4.2 COATINGS 178
8.4.2.1 NONFOULING SURFACES 178
CONTENTS I VII
101
VIII CONTENTS
8.4.2.2 ANTIMICROBIAL PEPTIDES 179
8.4.2.3 INTEGRIN-BINDING MATERIALS FOR CELL ADHESION AND
SPREADING 181
8.4.2.4 BIOLUBRICANTS 182
8.4.3 DRUG DELIVERY 183
8.4.3.1 SELF-ASSEMBLED POLYMER NANOPARTICLES 183
8.4.3.2 BOTTLEBRUSH ROMP POLYMERS 184
8.4.4 ANALYTICAL TOOLS FOR BIODETECTION 18S
8.4.4.1 ON-CHIP ASSAYS 185
8.4.4.2 IMAGING AGENTS 187
8.5 PROBES OF BIOLOGICAL PROCESSES 188
8.5.1 INHIBITORS 189
8.5.1.1 THE SELECTINS AND THE INFLAMMATORY RESPONSE 189
8.5.1.2 INTEGRINS AND CELLULAR ADHESION 190
8.5.1.3 GAG SURROGATES 192
8.5.2 EFFECTORS 192
8.5.2.1 CHEMOTAXIS 193
8.5.2.2 MULTIVALENT ANTIGENS IN B-CELL SIGNALING 193
8.5.3 CELL PENETRATION POLYMERS 195
8.5.3.1 TRANSLOCATION DOMAINS AND POLYPLEXES 195
8.5.3.2 TARGETED DELIVERY: B CELL INTERNALIZATION 196
8.5.4 ASSEMBLING MULTIPROTEIN COMPLEXES 197
8.5.4.1 REGULATION OF IMMUNE RESPONSES 198
8.6 OUTLOOK 198
REFERENCES 199
9 COMBINATION OF OLEFIN METATHESIS POLYMERIZATION WITH CLICK
CHEMISTRY
207
STEFFEN KURZHALS AND
WOLFGANG H. BINDER
9.1 INTRODUCTION 207
9.2 ATTACHING FUNCTIONAL GROUPS FOR CLICK REACTION 208
9.2.1 ALKYNE(S) 209
9.2.2 AZIDE(S) 210
9.2.3 THIOL(S) 211
9.2.4 ACRYLATE(S)/MALEIMIDE(S) 212
9.2.5 ANTHRACENE(S) 212
9.2.6 CLICK REACTION BEFORE ROMP 212
9.3 COPPER-CATALYZED AZIDE/ALKYNE CLICK REACTION 213
9.3.1 POLYMERS WITH HYDROGEN-BONDING MOTIFS 213
9.3.2 - BIOMEDICAL APPLICATIONS 215
9.3.3 COMPLEX POLYMERIC ARCHITECTURES VIA AZIDE/ALKYNE CLICK
CHEMISTRY 216
9.3.4 GRAFTING-FROM AND CATALYST DESIGN 218
9.4 DIELS-ALDER CLICK REACTION 219
CONTENTS | IX
9.5 THIOL-ENE REACTION 220
9.6 THIOL-MICHAEL ADDITION 222
9.7 MELDRUM S ACID-CONTAINING POLYMERS AS PRECURSOR FOR KETENE
COUPLING 223
9.8 NITRILE OXIDE CYCLOADDITION 224
ACKNOWLEDGMENT 225
REFERENCES 225
10 SELF-HEALING POLYMERS 229
TIMOTHY
C. MAULDIN
AND DYLAN J. BODAY
10.1 INTRODUCTION 229
10.2 MONOMER STORAGE 232
10.2.1 ENCAPSULATION 232
10.2.2 MONOMER-FILLED DISCREET AND CONNECTED CHANNELS 234
10.3 CATALYST STABILITY AND PROTECTION 235
10.4 CATALYST AND MONOMER CHOICE 237
10.4.1 PRE-MACROSCOPIC GELATION: MONOMER DELIVERY AND CATALYST
DISSOLUTION 238
10.4.2 PRE-VITRIFICATION: CATALYST DIFFUSION AND POLYMERIZATION 241
10.4.3 POST-VITRIFICATION: HEALED POLYMER 243
10.5 INTRINSIC SELF-HEALING POLYMERS 246
10.5.1 MECHANOCHEMICAL ACTIVATION OF ALKYLIDENE RUTHENIUM
COMPLEXES 246
10.5.2 DYNAMIC CROSS-METATHESIS IN UNSATURATED POLYMERS 247
10.6 CONCLUSIONS 248
REFERENCES 248
11 FUNCTIONAL SUPPORTS AND MATERIALS
253
EMILY B. ANDERSON
AND MICHAEL R. BUCHMEISER
11.1 INTRODUCTION 253
11.2 PREPARATION OF FUNCTIONAL SUPPORTS 254
11.2.1 PRECIPITATION POLYMERIZATION METHODS 254
11.2.2 GRAFTING TECHNIQUES 257
11.2.3 COATING TECHNIQUES 262
11.2.4 NANOPARTICLE LOADING 264
11.3 FUNCTIONAL MONOLITHIC SUPPORTS 267
11.3.1 CONCEPTS 267
11.3.2 SYNTHESIS OF MONOLITHIC SUPPORTS 267
11.3.3 FUNCTIONALIZATION, METAL REMOVAL, AND METAL CONTENT 268
11.3.4 APPLICATIONS 270
11.3.4.1 CATALYSIS 270
11.3.4.2 SEPARATION SCIENCE 274
11.3.4.3 TISSUE ENGINEERING 275
11.4 TWENTY-FIRST CENTURY FUNCTIONAL SUPPORTS 276
X J CONTENTS
11.5 SUMMARY AND OUTLOOK 276
ACKNOWLEDGMENT 276
REFERENCES 277
12 LATENT RUTHENIUM CATALYSTS FOR RING
OPENING METATHESIS
POLYMERIZATION (ROMP)
283
EYAL TZUR
AND GABRIEL LEMCOFF
12.1 INTRODUCTION 283
12.2 THERMAL ACTIVATION 284
12.2.1 CIS-DIANION TYPE CATALYSTS 284
12.2.2 CATALYSTS BEARING ELECTRON-RICH CARBENE LIGANDS 285
12.2.3 CATALYSTS BEARING CHELATING LIGANDS 286
12.3 LIGHT-INDUCED ACTIVATION 293
12.4 CHEMICAL ACTIVATION 302
12.5 MECHANICAL ACTIVATION 308
12.6 CONCLUSIONS 309
REFERENCES 310
13 ADMET POLYMERIZATION
313
MICHAEL D. SCHULZ
AND KENNETH B. WAGENER
13.1 INTRODUCTION 313
13.2 ADMET: THE METATHESIS POLYCONDENSATION REACTION 316
13.2.1 IMPLICATIONS OF STEP GROWTH 316
13.2.2 CYCLIZATION VERSUS POLYMERIZATION 316
13.2.3 INTERCHANGE REACTIONS 317
13.2.4 MONOMER PURITY 318
13.2.5 CATALYST CONSIDERATIONS 318
13.2.5.1 ISOMERIZATION 318
13.2.5.2 CATALYST ACTIVITY AND FUNCTIONAL GROUP TOLERANCE 319
13.2.6 SOLVENT 320
13.2.7 HYDROGENATION 320
13.3 ADMET OF NONCONJUGATED HYDROCARBON DIENES 321
13.3.1 TERMINAL DIENES 321
13.3.2 BRANCHED TERMINAL DIENES 322
13.3.3 1,1-DISUBSTITUED OLEFINS 323
13.3.4 1,2-DISUBSTITUTED OLEFINS 323
13.3.5 TRISUBSTITUTED OLEFINS 323
13.4 ADMET COPOLYMERIZATION 324
13.5 ADMET OF FUNCTIONALIZED DIENES 325
13.5.1 ETHERS, ACETALS, AND ALCOHOLS 326
13.5.2 AMINES 327
13.5.3 THIOETHERS 328
13.5.4 CARBONYL COMPOUNDS 328
13.5.5 NEGATIVE NEIGHBORING GROUP EFFECT 330
13.5.6 HALIDES 330
CONTENTS I XI
13.5.7 CARBOXYLIC AND PHOSPHONIC ACIDS 331
13.5.8 SILICON COMPOUNDS 331
13.5.9 LONOMERS 334
13.5.10 ORGANOMETALLIC COMPOUNDS 334
13.6 FUNCTIONAL MATERIALS 335
13.6.1 BIOLOGICAL APPLICATIONS 335
13.6.2 ELECTROACTIVE POLYMERS 336
13.6.3 LIQUID-CRYSTALLINE POLYMERS 336
13.7 MODELING POLYETHYLENE 337
13.7.1 MODELING BRANCHING IN POLYETHYLENE 337
13.7.2 MODELING COPOLYMERS OF ETHYLENE AND VINYL MONOMERS 339
13.8 CONJUGATED POLYMERS 340
13.8.1 POLYACETYLENES 340
13.8.2 POLY(PHENYLENE VINYLENE)S 341
13.8.3 POLY(THIENYLENE VINYLENE) 342
13.8.4 OTHER CONJUGATED POLYMERS 343
13.9 SOLID-STATE POLYMERIZATION 343
13.10 ADMET DEPOLYMERIZATION 344
13.11 TELECHELIC OLIGOMERS 344
13.12 COMPLEX POLYMER ARCHITECTURES 345
13.12.1 HYPERBRANCED POLYMERS 345
13.12.2 MECHANICALLY INTERLOCKED POLYMERS 346
13.13 BIORENEWABLE POLYMERS 346
13.14 CONCLUSIONS AND OUTLOOK 348
REFERENCES 348
14 BIORENEWABLE POLYMERS
357
JOHN H. PHILLIPS
14.1 INTRODUCTION 357
14.2 ADMET 359
14.2.1 PLANT OILS 359
14.2.2 POSTMODIFICATION 361
14.2.3 ACYCLIC TRIENE METATHESIS (ATMET) 362
14.2.4 SPECIALIZED POLYMERS 363
14.2.4.1 POLYMERS FOR ISOMERIZATION STUDIES 363
14.2.4.2 PHOSPHORUS-CONTAINING POLYMERS 364
14.2.4.3 NYLON 365
14.3 ROMP 365
14.3.1 CASTOR OIL 366
14.3.2 DILULIN 367
14.3.3 NORBORNYL-MODIFIED FATTY ACIDS 370
14.3.4 TERPENES 371
14.4 CONCLUSION 372
REFERENCES 372
XIII CONTENTS
15 POLYMERIZATION OF SUBSTITUTED ACETYLENES
375
TOSHIO MASUDA AND
AFANG ZHANG
15.1 INTRODUCTION 375
15.2
POLYMERIZATION REACTIONS 375
15.3 CATALYSTS 376
15.4 RECENT CATALYSTS FOR LIVING POLYMERIZATION 379
15.4.1 METAL HALIDE-BASED CATALYSTS 379
15.4.2 SINGLE-COMPONENT CATALYSTS 380
15.5
POLYMERIZATION OF MONOSUBSTITUTED ACETYLENES 381
15.6 POLYMERIZATION OF DISUBSTITUTED ACETYLENES 381
15.7
POLYMER MODIFICATION REACTIONS 382
15.8
PROPERTIES OF POLYMERS 386
REFERENCES 387
INDEX
391
|
| any_adam_object | 1 |
| author2 | Grubbs, Robert H. 1942-2021 |
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| id | DE-604.BV042407336 |
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| indexdate | 2024-07-10T01:20:41Z |
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| isbn | 9783527339501 |
| language | English |
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| physical | XVIII, 403 S. Ill., graph. Darst. |
| publishDate | 2015 |
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| publisher | Wiley-VCH |
| record_format | marc |
| spelling | Handbook of metathesis 3 Polymer synthesis ed. by Robert H. Grubbs ... 2. ed. Weinheim Wiley-VCH 2015 XVIII, 403 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Polymere (DE-588)4046699-1 gnd rswk-swf Metathese Chemie (DE-588)4169656-6 gnd rswk-swf Metathese Chemie (DE-588)4169656-6 s Polymere (DE-588)4046699-1 s DE-604 Grubbs, Robert H. 1942-2021 (DE-588)124993532 edt (DE-604)BV025307693 3 Erscheint auch als Online-Ausgabe, EPUB 978-3-527-69405-1 Erscheint auch als Online-Ausgabe, MOBI 978-3-527-69406-8 Erscheint auch als Online-Ausgabe, PDF 978-3-527-69407-5 DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027842907&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Handbook of metathesis Polymere (DE-588)4046699-1 gnd Metathese Chemie (DE-588)4169656-6 gnd |
| subject_GND | (DE-588)4046699-1 (DE-588)4169656-6 |
| title | Handbook of metathesis |
| title_auth | Handbook of metathesis |
| title_exact_search | Handbook of metathesis |
| title_full | Handbook of metathesis 3 Polymer synthesis ed. by Robert H. Grubbs ... |
| title_fullStr | Handbook of metathesis 3 Polymer synthesis ed. by Robert H. Grubbs ... |
| title_full_unstemmed | Handbook of metathesis 3 Polymer synthesis ed. by Robert H. Grubbs ... |
| title_short | Handbook of metathesis |
| title_sort | handbook of metathesis polymer synthesis |
| topic | Polymere (DE-588)4046699-1 gnd Metathese Chemie (DE-588)4169656-6 gnd |
| topic_facet | Polymere Metathese Chemie |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027842907&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| volume_link | (DE-604)BV025307693 |
| work_keys_str_mv | AT grubbsroberth handbookofmetathesis3 |