Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins:
Saved in:
| Main Author: | |
|---|---|
| Format: | Thesis Book |
| Language: | English |
| Published: |
München
Verl. Dr. Hut
2011
|
| Edition: | 1. Aufl. |
| Series: | Makromolekulare Chemie
|
| Subjects: | |
| Online Access: | Volltext https://nbn-resolving.org/urn:nbn:de:bvb:91-diss-20110811-1079636-1-4 Inhaltsverzeichnis |
| Physical Description: | 183 S. graph. Darst. |
| ISBN: | 9783843901727 |
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MARC
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| 100 | 1 | |a Anselment, Timo Martin Jürgen |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins |c Timo Martin Jürgen Anselment |
| 250 | |a 1. Aufl. | ||
| 264 | 1 | |a München |b Verl. Dr. Hut |c 2011 | |
| 300 | |a 183 S. |b graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 490 | 0 | |a Makromolekulare Chemie | |
| 502 | |a Zugl.: München, Techn. Univ., Diss., 2011 | ||
| 650 | 0 | 7 | |a Phosphine |0 (DE-588)4174379-9 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Polymerisation |0 (DE-588)4046704-1 |2 gnd |9 rswk-swf |
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| 912 | |a ebook | ||
| 999 | |a oai:aleph.bib-bvb.de:BVB01-024592924 | ||
Record in the Search Index
| _version_ | 1804148634509377536 |
|---|---|
| adam_text | IMAGE 1
INDEX
1. INTRODUCTION 1
2. SULPHONATED PHOSPHINES IN HOMOGENEOUS CATALYSIS 3
2.1. INTRODUCTION AND GENERAL REMARKS CONCERNING PHOSPHINE LIGANDS 3
2.2. MEFA-SULPHONATED ARYLPHOSPHINES 5
3. COPOLYMERISATION O F OLEFINS WITH POLAR-FUNCTIONALISED OLEFIN
COMONOMERS 11
3.1. LATE TRANSITION METAL-BASED OLEFIN POLYMERISATION CATALYSTS 11
3.2. POLYMERISATION REACTIONS WITH [K 2-(P,0)-PHOSPHINE
SULPHONATE]PD(II)-BASED
CATALYSTS 13
3.2.1. GENERAL INFORMATION ON POLYMERISATION REACTIONS WITH K
2-(P,0)-CHELATED LATE
TRANSITION METAL CATALYSTS 13
3.2.2. MECHANISM O F THE ETHENE HOMOPOLYMERISATION REACTION WITH
PHOSPHINE
SULPHONATE-BASED PD(II) CATALYSTS 15
3.3. CONCEPT AND CHALLENGES FOR (CO-)POLYMERISATION.REACTIONS IN THE
PRESENCE O F POLAR
FUNCTIONALISED OLEFINS 2 0
3.3.1. EARLY TRANSITION METALS - INHIBITION B Y CR-COORDINATION 20
3.3.2. LATE TRANSITION METALS - COORDINATION AND INSERTION O F OLEFINS
21
3.3.3. INFLUENCE O F THE OLEFIN COORDINATION EQUILIBRIUM 21
3.4. COPOLYMERISATION REACTIONS WITH [{K 2-(P,0)-PHOSPHINE SULPHONATE}
PD(II)]-BASED
CATALYSTS 2 4
3.4.1. ETHENE/METHYL ACRYLATE COPOLYMERISATION 24
3.4.2. FUNCTIONAL OLEFIN COPOLYMERISATION REACTIONS WITH LOW
INCORPORATION RATIOS...
26
3.4.3. ACRYLONITRILE INSERTION AS AN EXAMPLE FOR PROBLEMS WITH INSERTION
REACTIONS
O F FUNCTIONALISED OLEFINS ,. 29
3.4.4. THE NON-ALTERNATING ETHENE/CO COPOLYMERISATION 31
4. CONCEPT O F THIS WORK 37
5. SYNTHESIS O F NON-SYMMETRICALLY SULPHONATED TRIARYLPHOSPHINE LIGANDS
39
HTTP://D-NB.INFO/1017746656
IMAGE 2
5.1. PROSPECTS FOR THE SULPHONATION O F O-TPPMS 39
5.2. GENERAL DESCRIPTION O F THE SULPHONATION O F O-TPPMS 40
5.3. OPTIMISATION O F REACTION CONDITIONS FOR THE SULPHONATION O F
O-TPPMS 42
5.3.1. OBSERVED REACTION PRODUCTS IN THE SULPHONATION O F O-TPPMS 42
5.3.2. INTERPRETATION O F THE OBTAINED O-TPPMS SULPHONATION REACTION
DATA 44
5.3.3. KINETIC INVESTIGATION O F THE SULPHONATION REACTION O F O-TPPMS 4
6
5.3.4. SULPHONE FORMATION AND CONCLUSIONS CONCERNING THE OVERALL
REACTION
MECHANISM IN THE SULPHONATION O F O-TPPMS 4 8
5.3.5. DETAILED DISCUSSION O F THE PRODUCT ISOLATION 51
5.4. NON-SYMMETRIC SULPHONATION O F ACTIVATED TPP DERIVATIVES 52
5.5. PHASE TRANSFER REACTIONS WITH NON-SYMMETRICALLY SULPHONATED TPP
DERIVATIVES AND
COMPLEX FORMATION CONCEPT WITH PD(II) COMPOUNDS 53
5.5.1. GENERAL CONCEPT FOR PHASE TRANSFER AND LIGAND COORDINATION IN
PD(II)
COMPLEXES 53
5.5.2. PHASE TRANSFER BY ION EXCHANGE 55
5.5.3. PHASE TRANSFER B Y ALKALI METAL COMPLEXATION 56
5.6. SYNTHESIS O F PHOSPHINE SULPHONATE-PD(II) BASED (PRE-)CATALYSTS 60
5.7. OLEFIN POLYMERISATION REACTIONS WITH ANIONIC PHOSPHINE SULPHONATE
BASED PD(II)
COMPLEXES 70
5.8. SYNTHESIS O F DIMERIC 6/S-CHELATED NEUTRAL [{IC 2-(P,0)}2PD]
COMPLEXES 77
6. STRUCTURAL MODIFICATION OFNEUTRAL [{IC 2-(P,0)-PHOSPHINE SULPHONATE}
PDME(PYRIDINE)]
CATALYSTS FOR INVESTIGATION O F SUBSTITUTION EFFECTS 81
6.1. GENERAL CATALYST SYNTHESIS AND MODIFICATION CONCEPT 81
6.2. SYNTHESIS O F PHOSPHINE SULPHONATE LIGANDS AND DERIVED PALLADIUM
COMPLEXES FOR
THE INVESTIGATION O F SUBSTITUTION EFFECTS 87
6.3. SYNTHESIS O F THE METHOXY SUBSTITUTED [{K 2-(P,0)-0-TPPMS(0ME)}PDME
(PYRIDINE)] AS REFERENCE CATALYST 89
6.4. THIOETHER SUBSTITUTED PHOSPHINE SULPHONATE LIGANDS 94
IMAGE 3
6.5.I REGIOSELECTIVE LITHIATION O F RAETHOXYLATED NAPHTHALENE
DERIVATIVES 101
6.6. SYNTHESIS O F NEUTRAL METHOXYLATED NAPHTHALENE-BASED [{K
2-(P,0)-PHOSPHINE
SULPHONATE}PDME (PYRIDINE)] CATALYSTS FROM PHOSPHINE SULPHONATE LIGANDS
102
6.6.1. SYNTHESIS AND CHARACTERISATION O F PHOSPHINE SULPHONATE LIGANDS
BASED ON
METHOXYLATED NAPHTHALENES 102
6.6.2. SYNTHESIS AND CHARACTERISATION O F NEUTRAL [{K 2-(P,0)-PHOSPHINE
SULPHONATE}
PDME(PYRIDINE)] COMPLEXES WITH METHOXYLATED NAPHTHALENE SUBSTITUENTS 109
6.7. ETHENE HOMOPOLYMERISATION AS TEST REACTION FOR THE DETERMINATION O
F SUBSTITUTION
EFFECTS ON THE CATALYST STRUCTURE/ACTIVITY RELATION 118
7. SUMMARY 125
8. ZUSAMMENFASSUNG 131
9. EXPERIMENTAL PART 137
9.1. GENERAL INFORMATION 137
9.2. SYNTHESIS O F MATERIALS 138
9.2.1.2-(DIPHENYLPHOSPHINE)BENZENESULPHONIC ACID (O-TPPMS), 8 138
9.2.2.2-(DIPHENYLPHOSPHINE)BENZENESULPHONATE, POTASSIUM SALT,
[K][O-TPPMS],
9A(K) 139
9.2.3. GENERAL PROCEDURE FOR THE SULPHONATION O F O-TPPMS 8 140
9.2.4. SYNTHESIS O F [K]2[RAC-O,M-TPPDS] 9B(K) 141
9.2.5. SYNTHESIS O F [NA] 3[O,M,M-TPPTS] 9C(NA) 142
9.2.6. SYNTHESIS O F THE
10-(3-SULPHONATOPHENYL)-10//-9-THIA-10-PHOSPHAANTHRACENE-9,9,10-TRIOXIDE,
SODIUM SALT 11 143
9.2.7. 31P N M R SPECTROSCOPIC KINETIC INVESTIGATION O F THE
SULPHONATION REACTION
144
9.2.8. SYNTHESIS O F 2-[BIS-(2-METHOXYPHENYL)PHOSPHINE]BENZENESULPHONIC
ACID [O TPPMS(OME)] 7 145
9.2.9. SYNTHESIS O F THE [K][O-TPPMS(OME)] SALT 146
9.2.10. SYNTHESIS O F [K] 3[O,M,7-TPPTS(OME)] 12(K) 147
IMAGE 4
9.2.11. SYNTHESIS O F [NBU4]2[RAC-O,W-TPPDS] 14B 148
9.2.12. SYNTHESIS O F [NBU4] 3[O,M,M-TPPTS] 14C 149
9.2.13. SYNTHESIS O F [NBU4] 3[O,M,7W-TPPTS(OME)] 15 150
9.2.14. SYNTHESIS O F [K(18-CROWN-6][O-TPPMS] 16A 151
9.2.15. SYNTHESIS O F [K(18-CROWN-6)]2[RAC-O,M-TPPDS] 16B 152
9.2.16. SYNTHESIS O F [NA(15-CROWN-5)]3[O,M,M-TPPTS] 16C 153
9.2.17. SYNTHESIS O F [K(18-CROWN-6)] 3[O,M,M-TPPMS(OME)] 17 154
9.2.18. SYNTHESIS O F (COD)PDCL 2 155
9.2.19. SYNTHESIS O F (COD)PDMECL 155
9.2.20. SYNTHESIS O F [K(18-CROWN-6)][(O-TPPMS)PDMECL] 19 156
9.2.21. SYNTHESIS O F [K(18-CROWN-6)]2[(RAC-O,M-TPPDS)PDMECL] 20 157
9.2.22. SYNTHESIS O F [K(18-CROWN-6)] 3[{O,M,W-TPPTS(OME)}PDMECL] 22 158
9.2.23. SYNTHESIS O F [NBU4] 2[(RAC-O,/-TPPDS)PDMECL] 23 159
9.2.24. SYNTHESIS O F [NBU 4]3[(O,/,M-TPPTS)PDMECL] 24 160
9.2.25. SYNTHESIS O F [NBU 4]3[{O,M,/N-TPPTS(OME)}PDMECL] 25 161
9.2.26. INVESTIGATION ON THE COD INSERTION ON ANIONIC PHOSPHINE
SULPHONATE-BASED
PD(II) COMPLEXES 162
9.2.27. CHLORIDE ABSTRACTION AND PYRIDINE STABILISATION BASED ON THE
ANIONIC
PHOSPHINE SULPHONATE-BASED PD(II) COMPLEXES 19 AND 20 163
9.2.28. SYNTHESIS O F [BIS{K
2-(P,0)-2-(BIS-2-METHOXYPHENYLPHOSPHINE)BENZENESULPHONATE}PD] 30 164
9.2.29. SYNTHESIS O F
2-(BIS-2-THIOMETHYLPHENYLPHOSPHINE)BENZENESULPHONIC ACID
33 164
9.2.30. SYNTHESIS O F [ {K
2-(P,0)-2-(BIS-2-THIOMETHYLPHENYLPHOSPHINE)BENZENESULPHONATE}PDME(PYRIDINE)]
34 166
9.2.31. SYNTHESIS O F 2-(BIS-L-METHOXYNAPHTHALENE-2-PHOSPHINE)BENZENE
SULPHONIC
ACID 35 167
IMAGE 5
9.2.32. SYNTHESIS O F [{K
2-(P,0)-2-(BIS-L-METHOXYNAPHTHALENE-2-PHOSPHINE)
BENZENE SULPHONATE}PDME(PYRIDINE)] 39 168
9.2.33. SYNTHESIS O F 8-LITHIO-L-METHOXYNAPHTHALENE 38 169
9.2.34. SYNTHESIS O F 2-(BIS-8-METHOXYNAPHTHALENE-L-PHOSPHINE)BENZENE
SULPHONIC
ACID 37 170
9.2.35.SYNTHESIS O F [{K
2-(P,0)-2-(BIS-8-METHOXYNAPHTHALENE-L-PHOSPHINE)BENZENE
SULPHONATE}PDME(PYRIDINE)] 40 172
9.2.36.SYNTHESIS O F [ {K 2-(P,0)-2-(BIS-8-METHOXYNAPHTHALENE-1
-PHOSPHINE)BENZENE
SULPHONATE}PDME]2[K-(N, N )-TMEDA] 41 173
9.2.37. SYNTHESIS O F [ {K
2-(P,0)-2-[BIS-(2-METHOXYPHENYL)PHOSPHINE]BENZENE
SULPHONATE}PDME(PYRIDINE)] 4 174
9.3. GENERAL PROCEDURES FOR HOMO- AND CO-POLYMERISATION EXPERIMENTS 175
9.4. DETAILS FOR THE DETERMINATION O F MOLECULAR STRUCTURES BY X-RAY
DIFFRACTOMETRY.. 176
10. LITERATURE 177
|
| any_adam_object | 1 |
| author | Anselment, Timo Martin Jürgen |
| author_facet | Anselment, Timo Martin Jürgen |
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| classification_tum | CHE 334d CHE 376d CHE 731d |
| collection | ebook |
| ctrlnum | (OCoLC)772902016 (DE-599)BVBBV039745350 |
| dewey-full | 547.056362 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547.056362 |
| dewey-search | 547.056362 |
| dewey-sort | 3547.056362 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie Chemie |
| edition | 1. Aufl. |
| format | Thesis Book |
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| open_access_boolean | 1 |
| owner | DE-384 DE-473 DE-BY-UBG DE-703 DE-1051 DE-824 DE-29 DE-12 DE-91 DE-BY-TUM DE-19 DE-BY-UBM DE-1049 DE-92 DE-739 DE-898 DE-BY-UBR DE-355 DE-BY-UBR DE-706 DE-20 DE-1102 |
| owner_facet | DE-384 DE-473 DE-BY-UBG DE-703 DE-1051 DE-824 DE-29 DE-12 DE-91 DE-BY-TUM DE-19 DE-BY-UBM DE-1049 DE-92 DE-739 DE-898 DE-BY-UBR DE-355 DE-BY-UBR DE-706 DE-20 DE-1102 |
| physical | 183 S. graph. Darst. |
| psigel | ebook |
| publishDate | 2011 |
| publishDateSearch | 2011 |
| publishDateSort | 2011 |
| publisher | Verl. Dr. Hut |
| record_format | marc |
| series2 | Makromolekulare Chemie |
| spelling | Anselment, Timo Martin Jürgen Verfasser aut Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins Timo Martin Jürgen Anselment 1. Aufl. München Verl. Dr. Hut 2011 183 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier Makromolekulare Chemie Zugl.: München, Techn. Univ., Diss., 2011 Phosphine (DE-588)4174379-9 gnd rswk-swf Polymerisation (DE-588)4046704-1 gnd rswk-swf Palladiumorganische Verbindungen (DE-588)4353954-3 gnd rswk-swf Katalysator (DE-588)4029919-3 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Palladiumorganische Verbindungen (DE-588)4353954-3 s Phosphine (DE-588)4174379-9 s Katalysator (DE-588)4029919-3 s Polymerisation (DE-588)4046704-1 s DE-604 Erscheint auch als Online-Ausgabe urn:nbn:de:bvb:91-diss-20110811-1079636-1-4 http://mediatum.ub.tum.de/node?id=1079636 Verlag kostenfrei Volltext https://nbn-resolving.org/urn:nbn:de:bvb:91-diss-20110811-1079636-1-4 Resolving-System DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024592924&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Anselment, Timo Martin Jürgen Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins Phosphine (DE-588)4174379-9 gnd Polymerisation (DE-588)4046704-1 gnd Palladiumorganische Verbindungen (DE-588)4353954-3 gnd Katalysator (DE-588)4029919-3 gnd |
| subject_GND | (DE-588)4174379-9 (DE-588)4046704-1 (DE-588)4353954-3 (DE-588)4029919-3 (DE-588)4113937-9 |
| title | Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins |
| title_auth | Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins |
| title_exact_search | Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins |
| title_full | Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins Timo Martin Jürgen Anselment |
| title_fullStr | Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins Timo Martin Jürgen Anselment |
| title_full_unstemmed | Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins Timo Martin Jürgen Anselment |
| title_short | Development of novel phosphine sulphonate-based palladium catalysts for ethene homo- and co-polymerisation reactions with polar-functionalised olefins |
| title_sort | development of novel phosphine sulphonate based palladium catalysts for ethene homo and co polymerisation reactions with polar functionalised olefins |
| topic | Phosphine (DE-588)4174379-9 gnd Polymerisation (DE-588)4046704-1 gnd Palladiumorganische Verbindungen (DE-588)4353954-3 gnd Katalysator (DE-588)4029919-3 gnd |
| topic_facet | Phosphine Polymerisation Palladiumorganische Verbindungen Katalysator Hochschulschrift |
| url | http://mediatum.ub.tum.de/node?id=1079636 https://nbn-resolving.org/urn:nbn:de:bvb:91-diss-20110811-1079636-1-4 http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024592924&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT anselmenttimomartinjurgen developmentofnovelphosphinesulphonatebasedpalladiumcatalystsforethenehomoandcopolymerisationreactionswithpolarfunctionalisedolefins |