School of Chemistry and Biochemistry and Center for Organic Photonics and Electronics, Georgia Institute of Technology , Atlanta, Georgia 30332-0400, United States.
Division of Physical Sciences and Engineering, King Abdullah University of Science and Technology, KAUST , Thuwal 23955-6900, Kingdom of Saudi Arabia.
Chem Rev. 2016 Jun 22;116(12):7117-58. doi: 10.1021/acs.chemrev.6b00061. Epub 2016 May 26.
Transparent conducting oxides (TCOs), such as indium tin oxide and zinc oxide, play an important role as electrode materials in organic-semiconductor devices. The properties of the inorganic-organic interface-the offset between the TCO Fermi level and the relevant transport level, the extent to which the organic semiconductor can wet the oxide surface, and the influence of the surface on semiconductor morphology-significantly affect device performance. This review surveys the literature on TCO modification with phosphonic acids (PAs), which has increasingly been used to engineer these interfacial properties. The first part outlines the relevance of TCO surface modification to organic electronics, surveys methods for the synthesis of PAs, discusses the modes by which they can bind to TCO surfaces, and compares PAs to alternative organic surface modifiers. The next section discusses methods of PA monolayer deposition, the kinetics of monolayer formation, and structural evidence regarding molecular orientation on TCOs. The next sections discuss TCO work-function modification using PAs, tuning of TCO surface energy using PAs, and initiation of polymerizations from TCO-tethered PAs. Finally, studies that examine the use of PA-modified TCOs in organic light-emitting diodes and organic photovoltaics are compared.
透明导电氧化物(TCO),如氧化铟锡和氧化锌,在有机半导体器件中作为电极材料起着重要作用。无机-有机界面的性质——TCO 费米能级与相关输运能级之间的偏移、有机半导体在氧化物表面的润湿性程度以及表面对半导体形态的影响——显著影响着器件性能。本综述调查了关于用膦酸(PAs)修饰 TCO 的文献,这越来越多地被用于设计这些界面性质。第一部分概述了 TCO 表面修饰在有机电子学中的相关性,调查了合成 PAs 的方法,讨论了它们与 TCO 表面结合的模式,并将 PAs 与其他有机表面修饰剂进行了比较。下一节讨论了 PA 单层沉积的方法、单层形成的动力学以及关于 TCO 上分子取向的结构证据。接下来的几节讨论了用 PAs 修饰 TCO 的功函数、用 PAs 修饰 TCO 的表面能以及从 TCO 键合的 PAs 引发聚合。最后,比较了用 PA 修饰的 TCO 在有机发光二极管和有机光伏中的应用研究。