Synthesis, spectroscopic and electrochemical properties of squaraine polymers:
Gespeichert in:
| 1. Verfasser: | |
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| Format: | Abschlussarbeit Buch |
| Sprache: | English |
| Veröffentlicht: |
2014
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| Schlagworte: | |
| Online-Zugang: | Volltext Inhaltsverzeichnis |
| Beschreibung: | Zsfassung in dt. und engl. Sprache |
| Beschreibung: | VIII, 367 S. Ill., graph. Darst. |
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Datensatz im Suchindex
| _version_ | 1804152632570281984 |
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| adam_text | SYNTHESIS, SPECTROSCOPIC AND
ELECTROCHEMICAL PROPERTIES OF SQUARAINE
POLYMERS
DISSERTATION ZUR ERLANGUNG
DES NATURWISSENSCHAFTLICHEN DOKTORGRADES DER
JULIUS-MAXIMILIANS-UNIVERSITAT WURZBURG
VORGELEGT VON
SEBASTIAN FABIAN VOLKER
AUS NECKARELZ
WURZBURG 2014
HTTP://D-NB.INFO/1058766619
CONTENTS
I
CONTENTS
1 INTRODUCTION 1
1.1 SQUARAINES 1
CLASSIFICATION 1
HISTORY AND EVOLUTION 2
SYNTHESIS AND MECHANISM 4
VARIETY AND PROPERTIES 6
APPLICATIONS 10
1.2 OLIGO- AND POLYSQUARAINES 14
OLIGOSQUARAINES 14
POLYSQUARAINES 15
1.3 EXCITON COUPLING 20
1.3.1 INTERACTION OF CONJUGATED CHROMOPHORES 20
H- AND J-AGGREGATES 21
1.3.2 KASHA AND THE EXCITON MODEL 22
QUANTUM CHEMICAL
APPROACH 29
2 SCOPE OF THE WORK 42
3 RESULTS & DISCUSSION 45
3.1 REFERENCE SQUARAINES AND FUNCTIONALISED SQUARAINES 45
3.1.1 INTRODUCTION 45
3.1.2 SYNTHESIS 45
REFERENCE SQUARAINES 45
FUNCTIONALISED SQUARAINES 47
3.1.3 ABSORPTION SPECTROSCOPY 49
3.1.4 FLUORESCENCE SPECTROSCOPY 53
3.1.5 CYCLIC VOLTAMMETRY 55
II
CONTENTS
3.1.6 CONCLUSION 59
3.2 HOMOPOLYMERS & SQUARAINE-SQUARAINE COPOLYMER 60
3.2.1 INTRODUCTION 60
3.2.2 STANDARD SQUARAINE HOMOPOLYMERS 61
SYNTHESIS 61
ABSORPTION SPECTROSCOPY 62
FLUORESCENCE SPECTROSCOPY 63
CYCLIC VOLTAMMETRY 64
EXCITON COUPLING 66
SEMIEMPIRICAL CALCULATIONS 68
CONCLUSION 70
3.2.3 DICYANOMETHYLENE-SUBSTITUTED C/S-SQUARAINE HOMOPOLYMERS 72
SYNTHESIS 72
ABSORPTION SPECTROSCOPY ; 74
FLUORESCENCE SPECTROSCOPY 78
CYCLIC VOLTAMMETRY 81
EXCITON COUPLING 82
CONCLUSION 88
3.2.4 SQUARAINE-SQUARAINE COPOLYMER 89
SYNTHESIS 89
CYCLIC VOLTAMMETRY 89
EXTENSION OF THE EXCITON COUPLING THEORY FOR ALTERNATING COPOLYMERS...
91
ABSORPTION SPECTROSCOPY 93
FLUORESCENCE SPECTROSCOPY 98
EXCITON COUPLING 100
TRANSIENT ABSORPTION SPECTROSCOPY 101
EXCITON DIFFUSION 109
CONCLUSION 111
3.3 DONOR-SUBSTITUTED SQUARAINE MONOMERS 113
CONTENTS
III
3.3.1 INTRODUCTION 113
3.3.2 SYNTHESIS 113
DIARYLAMINE-SUBSTITUTED SQUARAINE MONOMERS 113
TRIARYLAMINE-SUBSTITUTED SQUARAINE
MONOMER 114
CARBAZOLE-SUBSTITUTED SQUARAINE MONOMERS 115
PIPERAZINE-SUBSTITUTED SQUARAINE MONOMER 117
3.3.3 ABSORPTION SPECTROSCOPY 118
3.3.4 FLUORESCENCE SPECTROSCOPY 124
3.3.5 CYCLIC VOLTAMMETRY 125
3.3.6 BAND GAPS 129
3.3.7 SQUARAINES AS BRIDGE BETWEEN TWO REDOX CENTRES 130
INTRODUCTION 130
OXIDATION SEQUENCE 133
SPECTROELECTROCHEMISTRY 136
DFT & TDDFT-CALCULATIONS 140
CONCLUSION 151
3.4 DONOR-SQUARAINE COPOLYMERS 153
3.4.1 INTRODUCTION 153
3.4.2 SYNTHESIS 154
TRIARYLAMINE-SQUARAINE COPOLYMERS 154
CARBAZOLE-SQUARAINE COPOLYMERS 155
PIPERAZINE-SQUARAINE COPOLYMER 157
3.4.3 ABSORPTION SPECTROSCOPY 158
3.4.4 FLUORESCENCE SPECTROSCOPY 161
3.4.5 SPECTROSCOPY SUMMARY 163
,3.4.6 CYCLIC VOLTAMMETRY 164
3.4.7 BAND GAPS 167
3.4.8 SEMIEMPIRICAL CALCULATIONS & EXCITON COUPLING 168
IV
CONTENTS
3.4.9 CONCLUSION 172
3.5 ACCEPTOR-SUBSTITUTED SQUARAINE MONOMERS AND COPOLYMER 173
3.5.1 TRIARYLBORANE-SQUARAINE MONOMER 174
SYNTHESIS 174
ABSORPTION SPECTROSCOPY 174
FLUORESCENCE SPECTROSCOPY 175
CYCLIC VOLTAMMETRY 176
CONCLUSION 177
3.5.2 NDI-SQUARAINE MONOMERS AND COPOLYMER 178
SYNTHESIS 178
ABSORPTION SPECTROSCOPY 180
CYCLIC VOLTAMMETRY 185
SPECTROELECTROCHEMISTRY 187
TRANSIENT ABSORPTION SPECTROSCOPY 189
CONCLUSION 195
3.6 CYCLIC SQUARAINES 197
3.6.1 TRIARYLAMINE-SQUARAINE DIMER 197
SYNTHESIS 197
ABSORPTION SPECTROSCOPY 198
FLUORESCENCE SPECTROSCOPY 199
3.6.2 CYCLIC TRIMERS 200
SYNTHESIS 200
ABSORPTION SPECTROSCOPY 201
FLUORESCENCE SPECTROSCOPY 203
CYCLIC VOLTAMMETRY 205
3.6.3 CYCLIC TETRAMER 206
SYNTHESIS 206
ABSORPTION SPECTROSCOPY 207
FLUORESCENCE SPECTROSCOPY 207
CONTENTS
V
3.6.4 CONCLUSION 209
3.7 POLYMER CHARACTERISATION 210
3.7.1 GEL PERMEATION CHROMATOGRAPHY (GPC) 210
3.7.2 IR-SPECTROSCOPY 211
3.8 APPLICATIONS 213
3.8.1 INTRODUCTION TO ORGANIC SOLAR CELLS 213
THEORY
1219
-
2812851
213
3.8.2 BINARY BULK-HETEROJUNCTION SOLAR CELLS 216
3.8.3 TERNARY SOLAR CELLS 224
THEORY 224
P1A 227
P4-1 228
P13 229
M14 229
CONCLUSION 231
3.8.4 DYE DOPED OLEDS 232
4 SUMMARY 236
5 EXPERIMENTAL SECTION 242
5.1 MATERIALS & METHODS 242
5.1.1 ABSORPTION SPECTROSCOPY 242
5.1.2 FLUORESCENCE SPECTROSCOPY 243
5.1.3 FLUORESCENCE LIFETIMES 244
5.1.4 CYCLIC VOLTAMMETRY (CV), DIFFERENTIAL PULSE VOLTAMMETRY (DPV), AND
OSTERYOUNG SQUARE WAVE VOLTAMMETRY (OSWV) 245
5.1.5 SPECTROELECTROCHEM ISTRY 246
5.1.6 NMR SPECTROSCOPY 246
5.1.7 MASS SPECTROMETRY 247
VI
CONTENTS
5.1.8 GEL PERMEATION CHROMATOGRAPHY (GPC) 247
5.1.9 HIGH PRESSURE LIQUID CHROMATOGRAPHY (HPLC) 247
5.1.10 FEMTOSECOND TRANSIENT ABSORPTION PUMP-PROBE SPECTROSCOPY 247
5.1.11 COMPUTATIONAL DETAILS 248
5.1.12 BINARY SOLAR CELL PREPARATION 249
5.1.13 TERNARY SOLAR CELL PREPARATION 249
5.2 SYNTHESIS 250
5.2.1 SYNTHESIS OF PRECURSORS 1-36 250
5.2.2 SYNTHESES OF SQUARAINE MONOMERS M1-M22 280
5.2.3 SYNTHESIS OF POLYMERS P1-P13 309
5.2.4 SYNTHESIS OF CYCLIC SQUARAINES 322
6 LITERATURE 328
7 TABLE OF FORMULAS 347
8 ZUSAMMENFASSUNG 354
9 APPENDIX 360
9.1 LIST OF PUBLICATIONS 360
9.2 CONFERENCE CONTRIBUTIONS... 361
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| spelling | Völker, Sebastian Fabian Verfasser (DE-588)1059941783 aut Synthesis, spectroscopic and electrochemical properties of squaraine polymers von Sebastian Fabian Völker Synthese, Spektroskopische und Elektrochemische Eigenschaften von Squaraine Polymeren 2014 VIII, 367 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Zsfassung in dt. und engl. Sprache Würzburg, Univ., Diss., 2014 Konjugierte Polymere (DE-588)4236284-2 gnd rswk-swf UV-VIS-Spektroskopie (DE-588)4117315-6 gnd rswk-swf Squaraine (DE-588)4642464-7 gnd rswk-swf Elektrochemie (DE-588)4014241-3 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Squaraine (DE-588)4642464-7 s Konjugierte Polymere (DE-588)4236284-2 s Elektrochemie (DE-588)4014241-3 s UV-VIS-Spektroskopie (DE-588)4117315-6 s DE-604 Erscheint auch als Online-Ausgabe urn:nbn:de:bvb:20-opus-101638 https://nbn-resolving.org/urn:nbn:de:bvb:20-opus-101638 Resolving-System kostenfrei Volltext DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027584975&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Völker, Sebastian Fabian Synthesis, spectroscopic and electrochemical properties of squaraine polymers Konjugierte Polymere (DE-588)4236284-2 gnd UV-VIS-Spektroskopie (DE-588)4117315-6 gnd Squaraine (DE-588)4642464-7 gnd Elektrochemie (DE-588)4014241-3 gnd |
| subject_GND | (DE-588)4236284-2 (DE-588)4117315-6 (DE-588)4642464-7 (DE-588)4014241-3 (DE-588)4113937-9 |
| title | Synthesis, spectroscopic and electrochemical properties of squaraine polymers |
| title_alt | Synthese, Spektroskopische und Elektrochemische Eigenschaften von Squaraine Polymeren |
| title_auth | Synthesis, spectroscopic and electrochemical properties of squaraine polymers |
| title_exact_search | Synthesis, spectroscopic and electrochemical properties of squaraine polymers |
| title_full | Synthesis, spectroscopic and electrochemical properties of squaraine polymers von Sebastian Fabian Völker |
| title_fullStr | Synthesis, spectroscopic and electrochemical properties of squaraine polymers von Sebastian Fabian Völker |
| title_full_unstemmed | Synthesis, spectroscopic and electrochemical properties of squaraine polymers von Sebastian Fabian Völker |
| title_short | Synthesis, spectroscopic and electrochemical properties of squaraine polymers |
| title_sort | synthesis spectroscopic and electrochemical properties of squaraine polymers |
| topic | Konjugierte Polymere (DE-588)4236284-2 gnd UV-VIS-Spektroskopie (DE-588)4117315-6 gnd Squaraine (DE-588)4642464-7 gnd Elektrochemie (DE-588)4014241-3 gnd |
| topic_facet | Konjugierte Polymere UV-VIS-Spektroskopie Squaraine Elektrochemie Hochschulschrift |
| url | https://nbn-resolving.org/urn:nbn:de:bvb:20-opus-101638 http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=027584975&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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