1-, 2- and 3-dimensional phenylene-based materials for optoelectronic applications [Elektronische Ressource] / vorgelegt von Luke D. Oldridge

Oldridge

Informations

• Publié par: johannes_gutenberg-universitat_mainz
• Publié le: 01 janvier 2006
• Nombre de lectures: 25
• Langue: English
• Poids de l'ouvrage: 3 Mo

Extrait

‘1-, 2- and 3-Dimensional Phenylene-based Materials for
Optoelectronic Applications’



Dissertation zur Erlangung des Grades
„Doktor der Naturwissenschaften“
am Fachbereich
Chemie, Pharmazie und Geowissenschaften
der Johannes Gutenberg-Universität Mainz





Vorgelegt von





Luke D. Oldridge
Geb. in Dunedin, New Zealand






Mainz 2005


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1 INTRODUCTION................................................................................................1
1.1 General introduction............................................................................1
1.2 Conjugated Polymers.....................................2
1.2.1 Phenylene as the backbone-Poly(para-phenylene) derivatives..............4
1.3 Organic Light Emitting Diodes............................................................8
1.3.1 Introduction....................................................................8
1.3.2 Multilayer OLED’s.....................................................12
1.3.3 Electron transporting materials............................................................14
1.3.4 Blue emission from OLED’s ................18
1.3.5 Long wavelength emission: excimers or defects? ...............................22
1.4 Oligomers-linear conjugated segments........................................................27
1.5 Columnar bypass-sidestepping the defects ..........................29
1.5.1 Introduction to hexa-peri-hexabenzocoronene (HBC).........................29
1.5.2 Discotic materials in OFET’s-scope of HBC.......................................32
1.6 General motivation.......................................................................................35
1.6.1 Dendronised polymers.................................................
1.6.2 Electron transporting materials............................................................38
1.6.3 Indenofluorene based materials...................................39
1.6.4 Columnar bypass material....................41
1.7 References............................................................................43
2 DENDRONISED POLYMERS-INTRODUCING BULK .............................49
2.1 Introduction..................................................................................................49
2.1.1 Dendrimers...................................................................
2.1.2 Dendronised Polymers.................................................49
2.1.3 De poly(fluorene)-separating the conjugated main chains...50
2.2 Results and Discussion ................................................................................54
2.2.1 Dendronised poly(fluorene).........................................54
2.2.2 De poly(indenofluorene)-towards a better blue ...................79
2.2.3 Dendronised copolymers.............................................82
2.2.4 De PPE-shielding the rigid, linear chain ..............................88
2.3 Conclusion...................................................................................................92
2.4 References.........................................................96
3 ELECTRON TRANSPORTING MATERIALS.............................................99
3.1 Introduction..................................................................................................99
Results and Discussion ...........................................100
3.1.1 Oxadiazole containing poly(fluorene)...............................................100
3.1.2 Soluble Poly(fluorenone)...................................................................104
3.2 Conclusion.........................................................................116
3.3 References.......................................................119
4 INDENOFLUORENE BASED MATERIALS..............................................121
4.1 Introduction................................................................................................121
4.2 Results and Discussion...............................122
4.2.1 Oligomers of indenofluorene .....................................122
4.2.2 Dye end-capped indenofluorene oligomers-straightening the linker.140
vii 4.2.3 Indenofluorene monoketone..............................................................147
4.2.3.1 Tetraphenylene diketone........................................159
4.3 Conclusion.........................................................................164
4.4 References.......................................................166
5 DEFECT BYPASS-BRIDGING THE GAP BETWEEN COLUMNS .......169
5.1 Introduction................................................................................................169
5.2 Results and Discussion......................................................170
5.2.1 Superindenofluorene..................................................170
5.2.2 HBC dimer-indenofluorene linker .....................................................179
5.2.2.1 Mixing experiments..............................................193
5.3 Conclusion.........................................................................202
5.4 References.......................................................204
6 EXPERIMENTAL...................................................................205
6.1 General procedures....................................................................................205
6.2 Synthetic procedures.................................206
7 ACKNOWLEDGMENTS ........................................................243

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