Redox-active molecules as electrical dopants for OLED transport materials (Conference Presentation)

S. Barlow, Michael A. Fusella, Samik Jhulki, A. Kahn, N. Koch, E. Longhi, Kyung Min Lee, Xin Lin, S. Marder, K. Moudgil, Barry P Rand, C. Risko, Berthold Wegner, Fengyu Zhang
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Abstract

Electrical doping of organic semiconductors increases conductivity and reduces injection barriers from electrode materials, both of which effects can improve the performance of organic light-emitting diodes (OLEDs). However, the low electron affinities of typical OLED electron-transport materials make the identification of suitable n-dopants particularly challenging; electropositive metals such as the alkali metals are not easily handled and form monoatomic ions that are rather mobile in host materials, whereas molecular dopants that operate as simple one-electron reductants must have low ionization energies, which leads to severe air sensitivity. This presentation will discuss approaches to circumventing this issue by coupling electron transfer to other chemical reactivity. In particular, dimers formed by certain highly reducing organometallic sandwich compounds and organic radicals can be handled in air, yet have effective reducing potentials, corresponding to formation of the corresponding monomeric cations and contribution of two electrons to the semiconductor, of ca. –2.0 V vs. ferrocene. These values fall a little short of what is required for typical OLED materials; approaches to further extending the doping reach of these dimers will be described. One such approach involving photoirradiation of a dimer:semiconductor blend leads to metastable doping of a material with a redox potential of –2.24 V, which allows the fabrication of efficient OLEDs in which even high-workfunction electrodes, such as indium tin oxide, can be used as electron-injection contacts.
氧化还原活性分子作为OLED传输材料的电掺杂剂(会议报告)
有机半导体的电掺杂增加了电导率,减少了电极材料的注入障碍,这两种效应都可以改善有机发光二极管(oled)的性能。然而,典型的OLED电子输运材料的低电子亲和力使得合适的n掺杂剂的识别特别具有挑战性;正电金属,如碱金属,不易处理,形成单原子离子,在宿主材料中相当可移动,而分子掺杂剂作为简单的单电子还原剂必须具有低电离能,这导致严重的空气敏感性。本报告将讨论通过将电子转移耦合到其他化学反应中来规避这个问题的方法。特别是,由某些高度还原的有机金属夹层化合物和有机自由基形成的二聚体可以在空气中处理,但具有有效的还原电位,对应于形成相应的单体阳离子和两个电子对半导体的贡献,ca. -2.0 V比二茂铁。这些值略低于典型OLED材料的要求;进一步扩大这些二聚体的掺杂范围的方法将被描述。其中一种方法涉及到二聚体的光辐射:半导体混合物导致一种氧化还原电位为-2.24 V的材料的亚稳态掺杂,这使得制造高效的oled成为可能,即使是高工作功能的电极,如氧化铟锡,也可以用作电子注入触点。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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