Limits on anion reduction in an ionically functionalized fullerene by cyclic voltammetry with in situ conductivity and absorbance spectroscopy

Bradley, Colin; Lonergan, Mark C.

doi:10.1039/c6ta01479h

Cited by 4 publications

(2 citation statements)

References 43 publications

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“…The manner in which these properties are altered by the addition of amine/ ammonium functional groups is non-trivial, and indeed may not be universal among the various host materials. For example, the limitations of anion reduction in self-n-doped fullerenes are disputed, [33][34][35] but well established in self-n-doped fluorene derivatives. 36 In the interest of providing a thorough and indepth review, we have limited our discussion to what is arguably the most common scaffold: perylene diimides (PDIs).…”

Section: Luisa Whittaker-brooksmentioning

confidence: 99%

Concepts and principles of self-n-doping in perylene diimide chromophores for applications in biochemistry, energy harvesting, energy storage, and catalysis

Powell

Whittaker‐Brooks

2022

Mater. Horiz.

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Section: Luisa Whittaker-brooksmentioning

confidence: 99%

Concepts and principles of self-n-doping in perylene diimide chromophores for applications in biochemistry, energy harvesting, energy storage, and catalysis

Powell

Whittaker‐Brooks

2022

Mater. Horiz.

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“…The manner in which these properties are altered by the addition of amine/ammonium functional groups is nontrivial, and indeed may not be universal among the various host materials. For example, the limitations of anion reduction in self-n-doped fullerenes are disputed, [33][34][35] but well established in self-n-doped fluorene derivatives. 36 In the interest of providing a thorough and in-depth review, we have limited our discussion to what is arguably the most common scaffold: perylene diimides (PDIs).…”

Section: Introductionmentioning

confidence: 99%

Concepts and principles of self-n-doping in perylene diimide chromophores for applications in biochemistry, energy harvesting, energy storage, and catalysis

Powell

Whittaker‐Brooks

2022

Preprint

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Self-doping is an important method of increasing carrier concentrations in organic electronics that completely eliminates the need to tailor host—dopant miscibility; a necessary step when employing molecular dopants. Self-n-doping can be accomplished using amine or ammonium moieties as an electron source, and is being incorporated into an ever-increasingly diverse range of organic materials spanning many applications. Self-n-doped materials have demonstrated good, and in many cases, benchmark performances in a variety of applications. However, an in-depth review of the method is lacking. Perylene diimide (PDI) chromophores are an important mainstay in the semiconductor literature with well-known structure-function characteristics and are also one of the most widely utilized scaffolds for self-n-doping. In this review, we describe the unique properties of self-n-doped PDIs, delineate structure-function relationships, and discuss self-n-doped PDI performance in a range of applications. In particular, the impact of amine/ammonium incorporation into the PDI scaffold on doping efficiency is reviewed with regard to attachment mode, tether distance, counterion selection, and steric encumbrance. Self-n-doped PDIs are a unique set of PDI structural derivatives whose properties are amenable to a broad range of applications in biochemistry, solar energy conversion, thermoelectric modules, batteries, and photocatalysis. Finally, we discuss challenges and the future outlook of self-n-doping principles.

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Self‐Doped, n‐Type Perylene Diimide Derivatives as Electron Transporting Layers for High‐Efficiency Polymer Solar Cells

Wang

Zheng

Zhang

et al. 2017

Advanced Energy Materials

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Perylene diimide (PDI) with high electron affinities are promising candidates for applications in polymer solar cells (PSCs). In addition, the strength of π‐deficient backbones and end‐groups in an n‐type self‐dopable system strongly affects the formed end‐group‐induced electronic interactions. Herein, a series of amine/ammonium functionalized PDIs with excellent alcohol solubility are synthesized and employed as electron transporting layers (ETLs) in PSCs. The electron transfer properties of the resulting PDIs are dramatically tuned by different end‐groups and π‐deficient backbones. Notably, electron transfer is observed directly in solution in self‐doped PDIs for the first time. A significantly enhanced power conversion efficiency of 10.06% is achieved, when applying the PDIs as ETLs in PTB7‐Th:PC71BM‐based PSCs. These results demonstrate the potential of n‐type organic semiconductors with stable n‐type doping capability and facile solution processibility for future applications of energy transition devices.

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Limits on anion reduction in an ionically functionalized fullerene by cyclic voltammetry with in situ conductivity and absorbance spectroscopy

Cited by 4 publications

References 43 publications

Concepts and principles of self-n-doping in perylene diimide chromophores for applications in biochemistry, energy harvesting, energy storage, and catalysis

Concepts and principles of self-n-doping in perylene diimide chromophores for applications in biochemistry, energy harvesting, energy storage, and catalysis

Concepts and principles of self-n-doping in perylene diimide chromophores for applications in biochemistry, energy harvesting, energy storage, and catalysis

Self‐Doped, n‐Type Perylene Diimide Derivatives as Electron Transporting Layers for High‐Efficiency Polymer Solar Cells

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