1,4-Dihydropyrrolo[3,2-<i>b</i>]pyrroles as a Single Component Photoactive Layer: A New Paradigm for Broadband Detection

Balasubramanyam, Ram Kumar Canjeevaram; Kandjani, Ahmad Esmaielzadeh; Harrison, Christopher J.; Rashid, Sulthan Syed Alaudeen Abdul Haroon; Sabri, Ylias M.; Bhargava, Suresh K.; Narayan, Ramanuj; Basak, Pratyay; Ippolito, Samuel J.

doi:10.1021/acsami.7b08906

Cited by 20 publications

(27 citation statements)

References 44 publications

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“…[34] Nevertheless, for the convenience of the readers, the same is provided as supporting information (see Scheme S1 and Figures S1-S3 in the Supporting Information). [34] Nevertheless, for the convenience of the readers, the same is provided as supporting information (see Scheme S1 and Figures S1-S3 in the Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

“…The detailed protocol of synthesis, structural confirmation, basic optical/electrochemical characterizations, and optoelectronic property evaluation of the active molecule DNTPP under this study has been presented in a recent report from our group . Nevertheless, for the convenience of the readers, the same is provided as supporting information (see Scheme S1 and Figures S1–S3 in the Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

“…[34] Briefly, in a 50 mL round-bottom flask, glacial acetic acid (15 mL) was added followed by 5-nitrothiophene 2-carbaxaldehyde (10 mmol), 4-butyl aniline (10 mmol) and TsOH (1 mmol). [34] Briefly, in a 50 mL round-bottom flask, glacial acetic acid (15 mL) was added followed by 5-nitrothiophene 2-carbaxaldehyde (10 mmol), 4-butyl aniline (10 mmol) and TsOH (1 mmol).…”

Section: Methodsmentioning

confidence: 99%

“…Moreover, clarifying the underlying switching mechanism is crucial to achieve reliable and reproducible resistive switching characteristics with minimal technological impasse from a commercialization stand‐point. In this context, 1,4‐dihydropyrrolo[3,2‐ b ]pyrroles (DHPPs) are an upcoming class of heteropentalenes with exotic optical and optoelectronic characteristics . Recent studies from our group, showcased DHPP derivatives as potential resistive switching elements for the first time and attributed the observed WORM and flash memory behaviors to the altered charge‐trap dynamics as a function of terminal substituents.…”

Section: Introductionmentioning

confidence: 99%

“…[29] Moreover, clarifying the underlying switching mechanism [26] is crucial to achieve reliable and reproducible resistive switching characteristics with minimal technological impasse from a commercialization stand-point. [33][34][35] Recent studies from our group, [36] showcased DHPP derivatives as potential resistive switching elements for the first time and attributed the observed WORM and flash memory behaviors to the altered charge-trap dynamics as a function of terminal substituents. [33][34][35] Recent studies from our group, [36] showcased DHPP derivatives as potential resistive switching elements for the first time and attributed the observed WORM and flash memory behaviors to the altered charge-trap dynamics as a function of terminal substituents.…”

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confidence: 99%

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Nanostructured Fused Pyrrole Thin Films: Encoding Nano “Bits” with Temporary Remanence

Balasubramanyam

Kandjani

Jones

et al. 2018

Adv Elect Materials

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faces constraints in manufacture and geometrical reduction in scaling. [2] In this context, π-conjugated organic molecules (COMs) represent a niche technology within the plastic electronics community that has gained tremendous attention due to their well-defined molecular architecture, high purity and reliable batch to batch synthesis. [3] The versatile scalability of organic molecules opens up a suite of inventive fabrication strategies [1] and presents a compelling incentive for device miniaturization [4,5] as well as large scale fabrication. Their immense prospects were envisaged to have major implications in myriad of applications like organic field-effect transistors (OFETs), [6,7] optoelectronic textiles, [8,9] organic electrochromic devices (OECDs), [10,11] organic light emitting diodes (OLEDs), [12,13] organic solar cells (OSCs), [14,15] organic photodetectors (OPDs), [16,17] and organic resistive memory devices (ORMs), [18,19] etc., which are expected to transform the electronics industry. Displaying attractive properties such as low power consumption, high speed switching, [20] 3D stacking capability, [21] and impressive endurance, COMs are strong contenders to realize low-cost ORM devices with an impetus to design nanoscale or molecular scale memory for achieving high density data storage (HDDS). [5,22] A comprehensive understanding of resistive switching phenomenon and its dependence on molecular structure is imperative for enhancing the consistency and reliability of organic resistive memory (ORM) devices. Here, the efforts are directed to establish a premise for providing detailed insights into the molecular property, thin film assembly, and digital memory performance of a 1,4-dihydropyrrolo[3,2-b]pyrrole (DHPP) derivative. The fabricated devices display switching characteristics with an I ON/OFF ratio of ≈10 5 , howbeit, with a "temporary remanence" of ≈2 min. The ON state can be sustained under a constant electrical duress of −1 V and can be repeatedly reprogrammed for >110 cycles. Conductive atomic force microscope (C-AFM) studies demonstrate that the thin film can be electrically written to a "0" or "1" state under extremely low compliance currents of ±250 pA with an appreciable ON/OFF ratio of 10 2 . Conservative estimates for the switching area of ≈150 nm 2 with energy as low as 15 fJ to induce a switching event underscore the possibility of nanoscale data storage with high areal density. The role of charge transfer interactions during the OFF to ON transitions and the origin of volatile memory behaviour are further elucidated in conjunction with electrochemical impedance studies (EIS) and theoretical simulations. Volatile Memory

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

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Nanostructured Fused Pyrrole Thin Films: Encoding Nano “Bits” with Temporary Remanence

Balasubramanyam

Kandjani

Jones

et al. 2018

Adv Elect Materials

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The State‐of‐the‐Art Solution‐Processed Single Component Organic Photodetectors Achieved by Strong Quenching of Intermolecular Emissive State and High Quadrupole Moment in Non‐Fullerene Acceptors

Park,

Labanti,

Pacalaj

et al. 2023

Advanced Materials

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A bulk‐heterojunction (BHJ) blend is commonly used as the photoactive layer in organic photodetectors (OPDs) to utilize the donor (D)/acceptor (A) interfacial energetic offset for exciton dissociation. However, this strategy often complicates optimization procedures, raising serious concerns over device processability, reproducibility and stability. Herein, we demonstrate highly efficient OPDs fabricated with single‐component organic semiconductors via solution‐processing. The non‐fullerene acceptors (NFAs) with strong intrinsic D/A character are used as the photoactive layer, where the emissive intermolecular charge transfer excitonic (CTE) states are formed within <1 ps, and efficient photocurrent generation is achieved via strong quenching of these CTE states by reverse bias. Y6 and IT‐4F based OPDs show excellent OPD performances; low dark current density (∼10−9 A cm−2), high responsivity (≥ 0.15 A W−1), high specific detectivity (> 1012 Jones) and fast photo‐response time (< 10 µs), comparable to the state‐of‐the‐art BHJ OPDs. Together with strong CTE state quenching by electric field, these excellent OPD performances are also attributed to the high quadrupole moments of NFA molecules, which can lead to large interfacial energetic offset for efficient CTE dissociation. Our work opens a new way to realize efficient OPDs using single‐component systems via solution‐processing and provides important molecular design rules.This article is protected by copyright. All rights reserved

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Ground‐ and Excited‐State Symmetry Breaking and Solvatofluorochromism in Centrosymmetric Pyrrolo[3,2‐b]pyrroles Possessing two Nitro Groups

et al. 2020

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1,4-Dihydropyrrolo[3,2-b]pyrroles as a Single Component Photoactive Layer: A New Paradigm for Broadband Detection

Cited by 20 publications

References 44 publications

Nanostructured Fused Pyrrole Thin Films: Encoding Nano “Bits” with Temporary Remanence

Nanostructured Fused Pyrrole Thin Films: Encoding Nano “Bits” with Temporary Remanence

The State‐of‐the‐Art Solution‐Processed Single Component Organic Photodetectors Achieved by Strong Quenching of Intermolecular Emissive State and High Quadrupole Moment in Non‐Fullerene Acceptors

Ground‐ and Excited‐State Symmetry Breaking and Solvatofluorochromism in Centrosymmetric Pyrrolo[3,2‐b]pyrroles Possessing two Nitro Groups

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