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Synthesis of Functionalized Thiophene Based Materials

机译：官能化噻吩基材料的合成

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摘要

Functionalized thiophene based materials are promising candidates in many organic electronic applications such as organic field effect transistors, photovoltaic devices, organic light emitting diodes and sensors. Low temperature deposition and solution processing make these materials particularly interesting as their fabrication processes are much less complex than conventional silicon technology. Furthermore, the mechanical flexibility of organic materials makes them well-suited for plastic substrates in light weight and flexible products. Incorporation of different functional moieties can alter the optoelectronic properties of these materials. Attaching stimuli responsive compounds make these materials responsive towards the particular stimulus, and electron donating and withdrawing moieties can be used to tune the HOMO and LUMO energy levels. Spiropyrans are photochromic compounds which shows large structural variation upon absorption of light, and developing new synthetic methodologies to incorporate these units into thiophene based materials via a conjugated pathway is crucial in order to study the effect of photochromism on optoelectronic properties of a conjugated material. Functionalization of thiophene based materials with alkoxy substituents raise the HOMO level of the materials and thus lower the band gap. Application of alkoxy substituted polythiophene on organic electronic devices can demonstrate how charge transportation of the material is affected by the substituent.;Chapter 1 discusses the thiophene based conjugated materials and their electronic properties including band structure, conductivity and charge transport mechanism. The operation mechanism of organic field effect transistors and effect of functionalization of thiophene based materials with photochromic spiropyrans and alkoxy groups with respect to organic electronic applications is discussed.;Chapter 2 demonstrates development of synthetic methodologies to incorporate photochromic spiropyran as a backbone unit into thiophene based polymers via a conjugated pathway.;Chapter 3 illustrates a new synthetic method to incorporate photochromic spiropyran substituents as pendent groups to thiophene repeat units through a conjugated pathway.;Chapter 4 discusses the synthesis of triethylene glycol monomethyl ether substituted polythiophene, optoelectronic properties and the charge carrier mobility with field-effect transistors and in Schottky diode. It also describes the applicability of doped polymer as an alternative to commercially available PEDOT: PSS.
机译：官能化的噻吩基材料是许多有机电子应用中有希望的候选物，例如有机场效应晶体管，光电器件，有机发光二极管和传感器。低温沉积和固溶处理使这些材料特别有趣，因为它们的制造过程比传统的硅技术复杂得多。此外，有机材料的机械柔韧性使其非常适合轻质和柔韧性产品的塑料基材。结合不同的功能部分可以改变这些材料的光电性能。附着刺激反应性化合物可使这些材料对特定刺激产生反应，并且可以使用供电子和撤离电子的部分来调节HOMO和LUMO的能级。螺吡喃是光致变色化合物，其在吸收光后显示出大的结构变化，并且开发新的合成方法以通过共轭途径将这些单元结合到噻吩基材料中对于研究光致变色对共轭材料的光电性能的影响是至关重要的。具有烷氧基取代基的噻吩基材料的功能化提高了材料的HOMO能级，因此降低了带隙。烷氧基取代的聚噻吩在有机电子器件上的应用可以证明该取代基如何影响材料的电荷传输。第一章​​讨论了噻吩基共轭材料及其电子性质，包括能带结构，电导率和电荷传输机理。讨论了有机场效应晶体管的工作机理以及有关光致变色螺吡喃和烷氧基的噻吩基材料对有机电子应用的功能化作用。第二章论证了将光致变色螺吡喃作为骨架单元并入噻吩基的合成方法的发展。第3章说明了一种新的合成方法，该方法通过共轭途径将光致变色螺吡喃取代基作为侧基结合到噻吩重复单元上。第4章讨论了三乙二醇单甲醚取代的聚噻吩的合成，光电性能和电荷场效应晶体管和肖特基二极管的载流子迁移率。它还描述了掺杂聚合物作为市售PEDOT：PSS的替代品的适用性。

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  • 作者

    Dissanayake, Dushanthi Shamila.;

  • 作者单位

    The University of Texas at Dallas.;

  • 授予单位 The University of Texas at Dallas.;
  • 学科 Polymer chemistry.;Organic chemistry.
  • 学位 Ph.D.
  • 年度 2017
  • 页码 183 p.
  • 总页数 183
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 康复医学;
  • 关键词

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