Structure, mechanism, and electronic properties of organic molecular n-dopants and n-doped materials

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Abstract/Contents

Abstract
The low ionization potentials of highly reducing organic n-dopants and host radical anions makes n-doping a much greater challenge than p-doping. However, many modern electronics such as transistors, complementary circuits, light-emitting diodes, photovoltaics, and thermoelectrics either require or benefit from both n- and p-type conduction. It is a long-standing and partially realized goal of the organic electronics community to mass produce devices by exploiting modern printing processes. To accomplish this will require new materials, device architectures, and processing methods. The goal of this thesis was to advance the state of solution-processable conductive n-type organic materials for use in printed organic solar cells, transistors, and thermoelectric devices. In this thesis, a bottom-up mechanistic approach was used to design new organic n-dopants and n-dopable host semiconductors. First, the n-doping mechanism of 1,3-dimethylbenzimidazole (DMBI) derived dopants was studied in solution, and it was discovered that DMBI dopants react with fullerenes by hydride transfer. Following this study, a new class of dimeric dopants ((DMBI)2) were developed to eliminate the dependence of the doping reaction on the hydrogenation thermodynamics of the host. The (DMBI)2 dopants were employed in a thorough synthetic, spectroscopic, and electrical study of new n-dopable conjugated polymers. Ultimately, several polymers with higher conductivities when n-doped than current state-of-the-art materials were identified. The results of this study indicate that the polaron delocalization length is the most relevant parameter to optimize to achieve high conductivity n-doped polymer films. Building upon this work, a class of self-n-doped polymers with remarkable stability in air were developed. Finally, as a demonstration of the utility of the new materials reported in this thesis, fully solution-processed logic gates and organic solar cells with n-doped layers were fabricated.

Description

Type of resource text
Form electronic; electronic resource; remote
Extent 1 online resource.
Publication date 2015
Issuance monographic
Language English

Creators/Contributors

Associated with Naab, Benjamin D
Associated with Stanford University, Department of Chemistry.
Primary advisor Bao, Zhenan
Thesis advisor Bao, Zhenan
Thesis advisor Kanan, Matthew William, 1978-
Thesis advisor Salleo, Alberto
Advisor Kanan, Matthew William, 1978-
Advisor Salleo, Alberto

Subjects

Genre Theses

Bibliographic information

Statement of responsibility Benjamin D. Naab.
Note Submitted to the Department of Chemistry.
Thesis Thesis (Ph.D.)--Stanford University, 2015.
Location electronic resource

Access conditions

Copyright
© 2015 by Benjamin Dexter Naab
License
This work is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported license (CC BY-NC).

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