Second International Collaborative and Cooperative Chemistry Symposium Program: Monday 31 October Lecture Theatre 358; 11.15 am – 12.45 pm CHEMISTRY FOR THE FUTURE – DEEP BLUE PHOSPHORESCENCE FOR OLE LIGHTING AND DISPLAYS Professor Paul Burn University of Queensland Innovation in materials has played a crucial role in development of organic light-emitting diodes, and most research has concentrated either on small organic molecules or conjugated polymers. We have pursued an alternative approach to materials for LEDs based on conjugated dendrimers. These molecules consist of a core, conjugated dendrons (branches) and surface groups, and by suitable choice of these components, extremely efficient solution-processed LEDs can be made. In addition, dendrimers have proved convenient model systems in which to study important issues for all OLED materials such as the role of intermolecular interactions. One of the key challenges in materials development is the creation of compounds that emit saturated blue phosphorescence at room temperature. While small molecules based in iridium(III) complexes with carbene or phenyltriazolyl based ligands have been reported a question remains as to whether it is possible to design optimal hosts that are require to prevent the intermolecular interactions of the small molecule emissive chromophores within a film. In this presentation we will report recent advances in dendrimer design that enable the production of solution processed films that give deep blue phosphorescence with high photoluminescence quantum yields and will discuss how the dendron structure can effect the emissive properties of the films. Acknowledgment: The authors thank the University of Queensland, CDTOxford Ltd (Sumitomo), and the EPSRC for financial support. 22 Second International Collaborative and Cooperative Chemistry Symposium Professor Paul Burn University of Queensland [email protected] 1989 PhD in Organic Chemistry University of Sydney, Australia 1988-89 Post-doctoral Researcher University of Cambridge, UK 1989-92 Dow Research Fellow Christ’s College, Cambridge, UK 1992-07 UK Lecturer in Organic Chemistry University of Oxford, 1992-07 Tutorial Fellow University College, Oxford, UK 20072007- Prof Chemistry University of Queensland, Australia ARC Federation Fellow University of Queensland, Australia Cofounder of Cambridge Display Technology Ltd, and developed Technologies for start-up companies Opsys Ltd and Arborescent2 Ltd. 23 Second International Collaborative and Cooperative Chemistry Symposium Program: Monday 31 October Lecture Theatre 358; 11.15 am – 12.45 pm TRANSPORT THROUGH CHEMICAL STRUCTURES AND PRINTABLE ELECTRONICS: ORGANIC SEMICONDUCTORS, NANOFIBERS FROM ORGANOGELS, AND CRYSTALS. Professor Seonghoon Lee Seoul National University I’ll present the transport through chemical structures such as organic semiconductors, organic single nanofibers obtained from organogel, or solution-processable organic crystals. In organic electronics, the electronic function of organics is very much dependent on the movement of holes. The facilitation of holes into the active channel in organic devices is crucial. Tuning energy levels involved in the transport will be given. The transport characteristics through TIPS-pentacene organic molecules, a single organic nanofiber of DOTVAnT, and crystalline TIPS-pentacenes will be given. The crystalline organic transistors exhibit higher carrier mobility as a result of the regular orientation of molecules in the crystal. A practical solution-based approach to place crystalline organic materials in an active channel region in organic transistors will be explained. I’ll show how electronic and electrical molecules can be utilized to realize printable electronics. References 1. 2. 3. 4. S. Lee, et al, Appl. Phys. Lett. 92. 143311 (2008) S. Lee, et al., Chem. Comm. 310-312 (2009) J. –P. Hong and S. Lee, Angew. Chem. Int. Ed. 48. 3096 (2009) S. Lee et al, Org. Electronics, 11, 1103 (2010) 24 Second International Collaborative and Cooperative Chemistry Symposium Professor Seonghoon Lee Seoul National University [email protected] Education: 1984 B.S. Chemistry, Seoul National University, Seoul Korea 1986 M.S. Physical Chemistry, Seoul National University, Seoul, Korea 1993. Ph. D. Physical Chemistry, Harvard University, Cambridge, U.S.A. Professional Career: 2003-Present: Professor, School of Chemistry, Seoul National University 2007-2009: Chairman of Nanoscience and Nanotechnology Interdisc. Progm 1997-2003: Professor, Dept. of Materials Science & Engineering, GIST 1994-1997: Research Fellow, UCSB, Santa Barbara, U.S.A. 25 Second International Collaborative and Cooperative Chemistry Symposium Program: Monday 31 October Lecture Theatre 358; 11.15 am – 12.45 pm SELF-ASSEMBLY MEDIATED BY ARENEPERFLUOROARENE INTERACTION Professor Yuguo Ma Peking University The noncovalent interactions between arenes and perfluorinated arenes are mainly attributed to dispersion and quadrupolar interactions. The alternative face-to-face stacking feature of the arene-perfluoroarene system has attracted much recent attention due to the exhibited unique properties. By introducing arene and perfluoroarene moieties and harnessing such specific faceto-face stacking motif in designed molecules, a 1,3-dipolar cycloaddition between azide and alkyne proceeded in the crystals at room temperature in the absence of copper(I) catalyst, and the reaction was confirmed to be a highly regioselective process giving 1,4-triazole product. In addition, facilitated by arene-perfluoroarene interaction in such designed molecules, acidresponsive gel formation from low molecular weight gelator can be achieved. Taking advantage of the facile cleavage of the imine bond in the gelator, gel-sol transition was realized in the presence of catalytic amount of acid. Study on structurally different arene-perfluoroarene based gelators and their non-perfluoroarene containing analogue suggested that the areneperfluoroarene interaction played a critical role in aggregation of such gelators. In the bulk state, due to similar interaction, formation of the columnar liquid crystalline phase has also been achieved. Acknowledgment: The authors thank the Ministry of Science and Technology (973), Ministry of Education, and the National Natural Science Foundation of China for financial support. Figure 1. Schematic representation of the acid responsive behavior of low molecular weight gelator (a) and columnar liquid crystalline phase (b) based on arene-perfluoroarene interactions. 26 Second International Collaborative and Cooperative Chemistry Symposium Professor Yuguo Ma Peking University [email protected] Prof. Yuguo Ma obtained his B.Sc. with honor in 1994 and a Master degree in 1997 from College of Chemistry at Peking University under supervision of Prof. Qi-Feng Zhou. He then continued his graduate study in Chemistry at University of Illinois at Urbana-Champaign with Prof. Steven C. Zimmerman, and obtained his Ph.D. in December 2002. From January 2003 to August 2005, he was a postdoc research associate with Prof. Geoffrey W. Coates at Cornell University. In September 2005, he returned to Peking University as an Associate Professor at College of Chemistry. He was promoted to full Professor in 2011. 27
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