Dithienophospholes - new materials for molecular electronic devices

In this work, new pi-conjugated materials, that combine the advantageous properties of thiophenes and phospholes, have been synthesized. The optoelectronic features of these phosphorus bridged bithiophenes and their suitability for optoelectronic applications such as OLEDs or OTFTs, are of particular interest. The influence of facile chemical modifications on the HOMO-LUMO band gap and packing properties of the system has been investigated. Small changes of the functional groups were found to have a strong influence not only on the optoelectronic properties, but also on the packing (structural) properties and intermolecular interactions. The dithieno[3,2-b:2’,3’-d]phosphole core provided materials with intriguing properties for an application in organic electronic devices with exceptionally high quantum yields. A series of dithieno[3,2-b:2,3-d]phosphole-based transition metal complexes, including Au, Fe, Pt, Rh and W as central metals were synthesized in high yields via facile chemical procedures. The influence of different complex geometries, functionalizations of the dithienophosphole core and different transitions metals was systematically studied. In order to yield different color emissions and a smaller band gap, two different strategies were pursued in this work. In a first attempt suitable functionalization of the dithienophosphole moiety via cross-coupling reactions with arenes and heteroarenes was performed. Secondly, annelated materials containing the dithienophosphole moiety with extended pi-conjugation have been prepared. All these derivatives with extended pi-conjugation show red-shifted optoelectronic properties. It was shown that after ‘regeneration’ of the trivalent phosphorus in the cross-coupled derivatives further fine-tuning and optimization of the materials is possible. The emission colors of the dithieno[3,2-b:2,3-d]phosphole derivatives can be tuned from blue to orange via these facile chemical procedures.

Grantor dc:publisher

Publikationsserver der RWTH Aachen University

Year dc:date

2008

Author dc:creator

• Dienes, Yvonne

Contributors dc:contributor

• Okuda, Jun

• info:eu-repo/classification/ddc/540
• Fluoreszenz
• Thiophen
• Thiophenderivate
• Phosphole
• OLED
• Suzuki-Reaktion
• Kupplungsreaktion
• Metallkomplexe
• Konjugiertes System
• Chemie
• Fluorescence
• Cross-Coupling Reactions
• Thiophene

Statement dc:rights

• info:eu-repo/semantics/openAccess

Language dc:language

eng

Identifier

https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-112801%22

OAI record oai:identifier

https://publications.rwth-aachen.de/oai2d?verb=GetRecord&metadataPrefix=oai_dc&identifier=oai%3Apublications.rwth-aachen.de%3A50249