Synthesis and Physical Properties of the Conjugated Dendrons Bearing Twisted Acenes Used in Solution Processing of Organic Light-Emitting Diodes

Citations Over TimeTop 10% of 2013 papers

Abstract

Five novel organic conjugated derivatives containing multifraction twisted acene units have been synthesized and characterized. These compounds and the model molecule 2-methyl-5,12-diphenyl-6:7,10:11-bisbenzotetracene emit strong blue light in diluted solution with quantum yields of 0.21-0.67, while in the solid state, except for the 1,2,3,4,5,6-hexa(2-(5,12-diphenyl-6:7,10:11-bis(4'-tert-butylbenzo)tetracene))benzene, green luminance is seen. The experimental results also indicate that the multifraction structure leads to a significant fluorescence enhancement (over two times) compared to the monomer, which might be attributed to the formation of delocalized excited state in multibranch structures. The quantum-chemical calculation implies that only two branches are involved in formation of the delocalized system for the multibranched derivatives. Furthermore, the organic light-emitting diode (OLED) devices using compounds 1,4-di(2-(5,12-diphenyl-6:7,10:11-bis(4'-tert-butylbenzo)tetracene))benzene, 1,3-di(2-(5,12-diphenyl-6:7,10:11-bis(4'-tert-butylbenzo)tetracene))benzene, and 1,3,5-tri(2-(5,12-diphenyl-6:7,10:11-bis(4'-tert-butylbenzo)tetracene))benzene as emitters exhibit good electroluminescent performance. Our systematic studies might provide more chances to challenge the rational design and synthesis of new- and high-generation branched dendrimers.

Related Papers

• → Conjugated Oligomers and Polymers Based on Anthracene, Tetracene, Pentacene, Naphthodithiophene, and Anthradithiophene Building Blocks(2011)44 cited
• → A Golden Access to Acenopentalenes(2017)26 cited
• → Mesityl‐Substituted Acene Radical Cations: Decent Stability Comparable to Their Neutral States under Ambient Light and Air(2016)11 cited
• → Picosecond Near-Field Microspectroscopic Study of a Single Anthracene Microcrystal in Evaporated Anthracene−Tetracene Film: Inhomogeneous Inner Structure and Growth Mechanism(2000)16 cited
• → Orientation of anthracene molecules in naphthalene and tetracene molecules in anthracene single crystals(1978)11 cited