Electronic energy levels in lyotropic chromonic liquid crystals formed by ionic perylene diimide derivatives

Boiko, O. P.; Lenyk, Bohdan; Posudievskiy, Oleg Yu.; Slominskiy, Yurii. L.; Tsybulia, S. A.; Nastishin, Yu. A.; Nazarenko, V. G.

doi:10.1016/j.synthmet.2019.116147

Cited by 5 publications

(6 citation statements)

References 51 publications

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“…The energetic values are consistent with the previous reports, considering the fact that PDI's energy levels can be tailored by principally modifying their bay-, and to a lesser extent, the N-substituents. 16,22,27,[53][54][55] Absolute energy values without solvent effects can be derived from ultraviolet photoemission spectroscopy. The measurement is complementary to the cyclic voltammetry data because it is a superficial analysis.…”

Section: Resultsmentioning

confidence: 99%

A multifunctional binder capable of harvesting light, electronic transport, and photocharging a lithium-ion photobattery

Briqueleur,

Dollé,

Skene

2024

J. Mater. Chem. C

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Section: Resultsmentioning

confidence: 99%

A multifunctional binder capable of harvesting light, electronic transport, and photocharging a lithium-ion photobattery

Briqueleur,

Dollé,

Skene

2024

J. Mater. Chem. C

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“…111 Additionally, many N-PDIs are amphiphilic mesogens capable of forming lyotropic liquid crystal mesophases and have been investigated for use in optical applications. [112][113][114][115][116][117][118][119][120][121] 3.2 Self-n-doping mechanism Due to the unfavorable energy level alignment between the amine/ammonium dopants and the LUMO of PDI, self-ndoping proceeds through a photoinduced electron transfer mechanism. A graphical depiction of the doping mechanism is outlined in Fig.…”

Section: Physical Propertiesmentioning

confidence: 99%

“…111 Additionally, many N-PDIs are amphiphilic mesogens capable of forming lyotropic liquid crystal mesophases and have been investigated for use in optical applications. 112–121…”

Section: Amine/ammonium Functionalized Pdis (N-pdis)mentioning

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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“…112 Additionally, many N-PDIs are amphiphilic mesogens capable of forming lyotropic liquid crystal mesophases and have been investigated for use in optical applications. [113][114][115][116][117][118][119][120][121][122] 3.2 Self-n-doping mechanism Due to the unfavorable energy level alignment between the amine/ammonium dopants and the LUMO of PDI, self-n-doping proceeds through a photoinduced electron transfer mechanism.…”

Section: Physical Propertiesmentioning

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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Electronic energy levels in lyotropic chromonic liquid crystals formed by ionic perylene diimide derivatives

Cited by 5 publications

References 51 publications

A multifunctional binder capable of harvesting light, electronic transport, and photocharging a lithium-ion photobattery

A multifunctional binder capable of harvesting light, electronic transport, and photocharging a lithium-ion photobattery

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

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