Protected N-heterocyclic carbenes as thermally latent polymerization catalysts:
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| Main Author: | |
|---|---|
| Format: | Thesis Book |
| Language: | English |
| Published: |
2014
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| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Item Description: | Zsfassung in dt. und engl. Sprache |
| Physical Description: | XXIII, 183 S. |
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| adam_text | PROTECTED N-HETEROCYCLIC CARBENES AS
THERMALLY LATENT
POLYMERIZATION CATALYSTS
VON DER FAKULTAT CHEMIE DER UNIVERSITAT STUTTGART
ZUR ERLANGUNG DERWURDE EINES
DOKTORS DER NATURWISSENSCHAFTEN (DR. RER. NAT.) GENEHMIGTE ABHANDLUNG
VORGELEGT VON
STEFAN NAUMANN
AUS HEILBRONN
HAUPTBERICHTER:
1. MITBERICHTER:
2. MITBERICHTER:
PROF. DR. MICHAEL R. BUCHMEISER
PROF. DR. BERND PLIETKER
PROF. DR. ELIAS KLEMM
TAG DER MUNDLICHEN PROFUNG: 19.02.2014
INSTITUT FUR POLYMERCHEMIE DER UNIVERSITAT STUTTGART
2014
HTTP://D-NB.INFO/105605543X
| AIM AND INTRODUCTION
CONTENTS
LIST OF ABBREVIATIONS VII
ZUSAMMENFASSUNG XI
ABSTRACT XVI
AIM AND
INTRODUCTION XX
1.
BACKGROUND AND
THEORY
1
1.1 NHCS: MORE THAN
BETTER PHOSPHINES 1
1.1.1 BRIEF HISTORICAL SURVEY OF DEVELOPMENT 1
1.1.2 ELECTRONIC SITUATION AND PROPERTIES
6
1.1.3 GENERATION OF FREE CARBENES AND SYNTHETIC ROUTES TO NHC-PRECURSORS
12
1.2
NHCS
IN ORGANOCATALYSIS 17
1.2.1 ACYL ANION AND HOMOENOLATE EQUIVALENTS. 18
1.2.2 ENOLATE EQUIVALENTS 21
1.2.3 CONJUGATE ADDITION 21
1.2.4 ACYLAZOLIUM INTERMEDIATES AND BMNSTEDT BASE BEHAVIOUR 23
1.2.5 OTHER REACTIONS IN NHC ORGANOCATALYSIS 24
1.3
NHCS
IN ORGANOPOLYMERIZATION 26
1.3.1 STEP-GROWTH POLYMERIZATION
26
1.3.2 POLYMERIZATION OF ACRYLIC MONOMERS
29
1.3.3 RING-OPENING POLYMERIZATION OF CYCLIC ESTERS
32
1.3.4 RING-OPENING POLYMERIZATION OF CYCLIC ETHERS 36
1.3.5 RING-OPENING POLYMERIZATION OF OTHER MONOMERS 38
1.4 PROTECTED
NHCS
39
1.4.1 METAL SALT-PROTECTED NHCS 40
1.4.2 COG-PROTECTED NHCS AND RELATED COMPOUNDS 42
1.4.3 NHCS PROTECTED BY ORGANIC COMPOUNDS 46
1.5 A SHORT INTRODUCTION TO REACTION INJECTION
MOULDING AND REACTIVE
EXTRUSION 48
1.6 REFERENCES CHAPTER 1 51
2. RESULTS AND
DISCUSSION 59
2.1 PREPARATION OF
PROTECTED NHCS 59
2.2 POLYMERIZATION OF METHYL METHACRYLATE BY C0
2
-PROTECTED NHCS 71
2.2.1 POTY(METHYL METHACRYLATE) 72
2.2.2 IMIDAZOLIUM-AND IMIDAZOLINIUM-CARBOXYLATES AS LATENT INITIATORS
FOR MM A POLYMERIZATION.. 74
2.2.3 TETRAHYDROPYRIMIDINIUM- AND DIAZEPINIUM-CARBOXYLATES AS LATENT
INITIATORS FOR MMA-
POLYMERIZATION 77
2.2.4 POLYMERIZATION MECHANISM IN DMSO OR DMF 80
I AIM AND INTRODUCTION
2.2.5 POLYMERIZATION MECHANISM UNDER NEAT CONDITIONS OR IN TOLUENE 82
2.2.6 THERMAL POLYMERIZATION 83
2.2.7 CONCLUSION AND OUTLOOK 84
2.3 POLYMERIZATION OF D-CAPROLACTONE BY
PROTECTED NHCS 85
2.3.1 ON POLY(D-CAPROLACTONE) 86
2.3.2 POLYMERIZATION OF D-CL BY NHC-CARBOXYLATES 89
2.3.3 POLYMERIZATION OF Q-CI. BY METAL-PROTECTED NHCS 93
2.3.4 SUMMARY 98
2.4 ANIONIC RING-OPENING HOMO- AND COPOLYMERIZATION OF LACTAMS BY
LATENT NHCS 100
2.4.1 ON POLY(AMIDE)S 101
2.4.2 HOMOPOLYMERIZATION OF O-CAPROLACTAM 103
2.4.3. HOMOPOLYMERIZATION OF LAUROLACTAM 107
2.4.4 COPOLYMERIZATION OF LAUROLACTAM AND O-CAPROLACTAM 114
2.4.5 CONCLUSION AND OUTLOOK 116
2.5 PROTECTED NHCS FOR OLIGOMERIZATION OF PROPYLENE OXIDE AND CURING OF
EPOXY RESINS ....
118
2.5.1 POLYPROPYLENE OXIDE) 119
2.5.2 PROTECTED NHCS FOR OLIGOMERIZATION OF PROPYLENE OXIDE 121
2.5.3 A LATENT PROCESS FOR THE PREPARATION OF EPOXY RESINS BY PROTECTED
NHCS 127
2.5.4 OUTLOOK 130
2.6 OVERALL
CONCLUSION 132
2.7 REFERENCES CHAPTER 2 134
3. EXPERIMENTAL PART 139
3.1 CHEMICALS AND CHARACTERIZATION 139
3.2 SYNTHETIC PROCEDURES 141
3.2.
1 POLYMERIZATIONS AND KINETIC EXPERIMENTS 141
3.2.2 SYNTHESIS OFAMIDINES 143
3.2.3 CYDISATION REACTIONS FOR GENERATION OF NHC-PRECURSOR SALTS 146
3.2.4 PROTACTTON OF NHCS BY C0
2
150
3.2.5 METAL-PROTECTED NHCS. 156
3.3 ADDITIONAL INFORMATION 161
3.3.1 APPENDIX CHAPTER 2.1 161
3.3.2 APPENDIX CHAPTER 2.2 172
3.3.3APPENDIX CHAPTER2.4 175
3.3.4 APPENDIX CHAPTER 2.5 178
3.4 REFERENCES CHAPTER 3 179
4. CV AND
DECLARATION OF AUTHORSHIP 180
DECLARATION OF AUTHORSHIP 1
83
|
| any_adam_object | 1 |
| author | Naumann, Stefan 1986- |
| author_GND | (DE-588)1050439554 |
| author_facet | Naumann, Stefan 1986- |
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| author_sort | Naumann, Stefan 1986- |
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| bvnumber | BV041958166 |
| ctrlnum | (OCoLC)893624317 (DE-599)BSZ404716024 |
| dewey-full | 547.28 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547.28 |
| dewey-search | 547.28 |
| dewey-sort | 3547.28 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie |
| format | Thesis Book |
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| spelling | Naumann, Stefan 1986- Verfasser (DE-588)1050439554 aut Protected N-heterocyclic carbenes as thermally latent polymerization catalysts vorgelegt von Stefan Naumann 2014 XXIII, 183 S. txt rdacontent n rdamedia nc rdacarrier Zsfassung in dt. und engl. Sprache Stuttgart, Univ., Diss., 2014 (DE-588)4113937-9 Hochschulschrift gnd-content DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027401043&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Naumann, Stefan 1986- Protected N-heterocyclic carbenes as thermally latent polymerization catalysts |
| subject_GND | (DE-588)4113937-9 |
| title | Protected N-heterocyclic carbenes as thermally latent polymerization catalysts |
| title_auth | Protected N-heterocyclic carbenes as thermally latent polymerization catalysts |
| title_exact_search | Protected N-heterocyclic carbenes as thermally latent polymerization catalysts |
| title_full | Protected N-heterocyclic carbenes as thermally latent polymerization catalysts vorgelegt von Stefan Naumann |
| title_fullStr | Protected N-heterocyclic carbenes as thermally latent polymerization catalysts vorgelegt von Stefan Naumann |
| title_full_unstemmed | Protected N-heterocyclic carbenes as thermally latent polymerization catalysts vorgelegt von Stefan Naumann |
| title_short | Protected N-heterocyclic carbenes as thermally latent polymerization catalysts |
| title_sort | protected n heterocyclic carbenes as thermally latent polymerization catalysts |
| topic_facet | Hochschulschrift |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027401043&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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