Aggregation induced emission of diketopyrrolopyrrole (DPP) derivatives for highly fluorescent red films

Hwang, Tae Gyu; Kim, Jeong Yun; Namgoong, Jin Woong; Yuk, Sim Bum; Kim, Se Hun; Kim, Jae Pil

doi:10.1039/c8pp00403j

Cited by 28 publications

(24 citation statements)

References 38 publications

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“…Methoxy substituted TPA molecule exhibited highest fluorescence quantum in thin film, followed by the phenyl and then naked substituents. [162] This work clearly demonstrated the AIE behaviour for such kind of materials. Afterwards, a series of analogous materials based on TPA and DPPh units with diverse side groups on TPA or DPPh were developed.…”

Section: Luminescent Materialssupporting

confidence: 56%

Developments of Diketopyrrolopyrrole‐Dye‐Based Organic Semiconductors for a Wide Range of Applications in Electronics

2019

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In recent times, fused aromatic DiketoPyrroloPyrrole-(DPP)-based functional semiconductors have attracted considerable attention in the developing field of organic electronics. Over the past few years, DPP-based semiconductors have demonstrated remarkable improvements in the performance of both organic field-effect transistor (OFET) and organic photovoltaic (OPV) devices due to the favourable features of the DPP unit, such as excellent planarity and better electron-withdrawing ability. Driven by this success, DPPbased materials are now being exploited in various other electronic devices including complementary circuits, memory devices, chemical sensors, photodetectors, perovskite solar cells, organic light-emitting diodes, and more. Recent developments in the use of DPP-based materials for a wide range of electronic devices are summarized, focusing on OFET, OPV, and newly developed devices with a discussion of device performance in terms of molecular engineering. Useful guidance for the design of future DPP-based materials and the exploration of more advanced applications is provided.

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Section: Luminescent Materialssupporting

confidence: 56%

Developments of Diketopyrrolopyrrole‐Dye‐Based Organic Semiconductors for a Wide Range of Applications in Electronics

2019

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“…Here, we employed η QY of 31% which is the same as of the experimentally measured value. 47 The analytical model calculates the η opt values based on the emissions from all edges of the LSC device as illustrated in configuration C (Supporting information, Figure S1). The results suggest that η opt declines with the increasing length of LSC under different light conditions (Figure 5A).…”

Section: Measurementsmentioning

confidence: 99%

“…4-yl)amino)benzldehyde (TPE-TPA-CHO), and compounds 1-7 were prepared efficiently according to the literatures. [45][46][47] 4-(Diphenylamino)phenylboronic (TPA-BO) acid was obtained from TCI, Japan, and was used without further purification. The rest of the chemicals were acquired from local suppliers and utilized as received.…”

Section: Introductionmentioning

confidence: 99%

Luminescent solar concentrator utilizing energy transfer paired aggregation‐induced emissive fluorophores

Mateen

Hwang

Boesel

et al. 2021

Intl J of Energy Research

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Recently, semitransparent luminescent solar concentrators (LSCs) have attracted considerable attention because they offer an easy and cost-effective route to harvest incident light. Various fluorophores including semiconducting quantum dots and organic dyes have been prepared and utilized for LSC fabrication. However, the narrow light absorption range, reabsorption losses, and limited photostability of the fluorophores still hinder the widespread use of LSCs under outdoor and indoor light conditions. Here, we rationally designed an LSC utilizing aggregation-induced emissive fluorophores (AIEgens) and an energy transfer (ET) strategy. We employ diketopyrrolopyrrole with triphenylamine moiety as a highly stable AIEgen that functions as an emissive ET acceptor in LSC; for a donor, we use tetraphenylethene containing triphenylamine moiety that shows good aggregation-induced emission features and excellent spectral overlap with the acceptor to yield an efficient ET process. A thin-film LSC device with an optimized donor:acceptor ratio (1:0.5) was fabricated. Under AM 1.5G solar spectrum, an LSC coupled with three side reflectors and a backside diffuser exhibits 18% optical conversion efficiency and a concentration factor of 1.18. Under indoor white LED illumination, the values were 27% and 1.68%, respectively. After exposed to intense UV radiations for 5 hours, the LSCs preserved 98% fluorescence which suggests their superior long-term photostability. Our results suggest that the combination of AIEgens and ET holds the potential for enhancing the efficiency of the device and extended stability of the fluorophores, two of the major requirements to allow industrial production and large-scale use of outdoor/indoor light harvesting LSCs.

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“…DPPs are gaining a prominent position among organic dyes for optics and electronics thanks to their simple synthesis, intense color, high photostability, and good charge transport properties. 6,7 Several studies have been reported on the control of the DPP aggregation varying the conjugation of the core or the N-substitution, [8][9][10][11] while less explored is the impact on the DPP self-assembly given by the presence of terminal non-conjugated exible chains. 12,13 In our previous works we observed that varying the length of terminal aliphatic side chains (C 8 vs. C 16 ) in a donor-acceptor-donor (DAD) triazole-thiophene-DDP derivative, it was possible to induce the formation of H-or J-aggregates in thin lms and organic nanoparticles (ONPs).…”

mentioning

confidence: 99%

Peripherical thioester functionalization induces J-aggregation in bithiophene-DPP films and nanoparticles

et al. 2021

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Aggregation induced emission of diketopyrrolopyrrole (DPP) derivatives for highly fluorescent red films

Abstract: Triphenylamine moieties substituted diketopyrrolopyrrole derivatives showed highly emissive characteristics in solid film state by aggregation induced emission.

Cited by 28 publications

References 38 publications

Developments of Diketopyrrolopyrrole‐Dye‐Based Organic Semiconductors for a Wide Range of Applications in Electronics

Developments of Diketopyrrolopyrrole‐Dye‐Based Organic Semiconductors for a Wide Range of Applications in Electronics

Luminescent solar concentrator utilizing energy transfer paired aggregation‐induced emissive fluorophores

Peripherical thioester functionalization induces J-aggregation in bithiophene-DPP films and nanoparticles

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