Strong Acceptor Annulation Enables Control of Electronic Structure and Spin Configuration in Donor–Acceptor Conjugated Polymers

Eedugurala, Naresh; Steelman, Michael; Paramasivam, Mahalingavelar; Adams, Daniel J.; Mayer, Kevin S.; Liu, Chih‐Ting; Benasco, Anthony R.; Ma, Guorong; Gu, Xiaodan; Bowman, Michael K.; Azoulay, Jason D.

doi:10.1021/acs.chemmater.2c03548

Cited by 4 publications

(1 citation statement)

References 42 publications

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“…The transition from a closed-shell aromatic state to a high-spin quinoidal form resulted in favorable changes in the bandgap, electron affinity, and delocalization of spin density. These changes have the potential to improve charge transport and efficient charge separation in all-PSCs such as switching from p-type dominated behaviour of polymer Qx5 to n-type dominated behaviour of Q6, with no off state due to presence of free charge carriers in the latter case [21].…”

Section: Review Quinoxalines As Polymer Acceptorsmentioning

confidence: 99%

Quinoxaline derivatives as attractive electron-transporting materials

Abid,

Ali,

Gulzar

et al. 2023

Beilstein J. Org. Chem.

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This review article provides a comprehensive overview of recent advancements in electron transport materials derived from quinoxaline, along with their applications in various electronic devices. We focus on their utilization in organic solar cells (OSCs), dye-sensitized solar cells (DSSCs), organic field-effect transistors (OFETs), organic-light emitting diodes (OLEDs) and other organic electronic technologies. Notably, the potential of quinoxaline derivatives as non-fullerene acceptors in OSCs, auxiliary acceptors and bridging materials in DSSCs, and n-type semiconductors in transistor devices is discussed in detail. Additionally, their significance as thermally activated delayed fluorescence emitters and chromophores for OLEDs, sensors and electrochromic devices is explored. The review emphasizes the remarkable characteristics and versatility of quinoxaline derivatives in electron transport applications. Furthermore, ongoing research efforts aimed at enhancing their performance and addressing key challenges in various applications are presented.

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Section: Review Quinoxalines As Polymer Acceptorsmentioning

confidence: 99%

Quinoxaline derivatives as attractive electron-transporting materials

Abid,

Ali,

Gulzar

et al. 2023

Beilstein J. Org. Chem.

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Large Room‐Temperature Magnetoresistance in a High‐Spin Donor–Acceptor Conjugated Polymer

Tahir,

Eedugurala,

Hsu

et al. 2023

Advanced Materials

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Open‐shell conjugated polymers (CPs) offer new opportunities for the development of emerging technologies that utilize the spin‐degree of freedom. Their light‐element composition, weak spin orbit coupling, synthetic modularity, high chemical stability, and solution‐processability offer attributes that are unavailable from other semiconducting materials. However, developing an understanding of how electronic structure correlates with emerging transport phenomena remains central to their application. Here, we provide the first connections between molecular, electronic, and solid‐state transport in a high‐spin donor‐acceptor CP, poly(4‐(4‐(3,5‐didodecylbenzylidene)‐4H‐cyclopenta[2,1‐b:3,4‐b’]dithiophen‐2‐yl)‐6,7‐dimethyl‐[1,2,5]‐thiadiazolo[3,4‐g]quinoxaline). At low temperatures (T < 180 K) a giant negative magnetoresistance (MR) is achieved in a thin‐film device with a value of –98% at 10 K, which surpasses the performance of all other organic materials. The thermal depopulation of the high‐spin manifold and negative MR decrease as temperature increases and at T > 180 K, the MR becomes positive with a relatively large MR of 13.5% at room temperature. Variable temperature electron paramagnetic resonance spectroscopy and magnetic susceptibility measurements demonstrate that modulation of both the sign and magnitude of the MR correlates with the electronic and spin structure of the CP. These results indicate that donor‐acceptor CPs with open‐shell and high‐spin ground states offer new opportunities for emerging spin‐based applications.This article is protected by copyright. All rights reserved

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Ultrasensitive Room Temperature Infrared Photodetection Using a Narrow Bandgap Conjugated Polymer

Liu,

Vella,

Eedugurala

et al. 2023

Advanced Science

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Photodetectors operating across the short‐, mid‐, and long‐wave infrared (SWIR–LWIR, λ = 1–14 µm) underpin modern science, technology, and society in profound ways. Narrow bandgap semiconductors that form the basis for these devices require complex manufacturing, high costs, cooling, and lack compatibility with silicon electronics, attributes that remain prohibitive for their widespread usage and the development of emerging technologies. Here, a photoconductive detector, fabricated using a solution‐processed narrow bandgap conjugated polymer is demonstrated that enables charge carrier generation in the infrared and ultrasensitive SWIR–LWIR photodetection at room temperature. Devices demonstrate an ultralow electronic noise that enables outstanding performance from a simple, monolithic device enabling a high detectivity (D*, the figure of merit for detector sensitivity) >2.44 × 109 Jones (cm Hz1/2 W−1) using the ultralow flux of a blackbody that mirrors the background emission of objects. These attributes, ease of fabrication, low dark current characteristics, and highly sensitive operation overcome major limitations inherent within modern narrow–bandgap semiconductors, demonstrate practical utility, and suggest that uncooled detectivities superior to many inorganic devices can be achieved at high operating temperatures.

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Strong Acceptor Annulation Enables Control of Electronic Structure and Spin Configuration in Donor–Acceptor Conjugated Polymers

Cited by 4 publications

References 42 publications

Quinoxaline derivatives as attractive electron-transporting materials

Quinoxaline derivatives as attractive electron-transporting materials

Large Room‐Temperature Magnetoresistance in a High‐Spin Donor–Acceptor Conjugated Polymer

Ultrasensitive Room Temperature Infrared Photodetection Using a Narrow Bandgap Conjugated Polymer

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