Diketopyrrolopyrrole (DPP)-Based Materials and Its Applications: A Review

Bao, Wei; Li, Rui; Dai, Zhi Cheng; Tang, Jian; Shi, Xin; Geng, Jie Ting; Deng, Zhi Feng; Hua, Jing

doi:10.3389/fchem.2020.00679

Cited by 71 publications

(59 citation statements)

References 48 publications

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“…[ 1–4 ] A great material library of new CPs have been established, which together with surface engineering of the device interfacial layers and optimization of device fabrication procedures, have led to significant improvements of device performances in many electronic applications such as organic thin‐film transistors (OFETs), organic solar cells (OSCs), and so on. [ 5–10 ] Among tremendous efforts to elevate their device performances, the material design of new CPs with novel molecular structures and ideal physicochemical properties serves as the cornerstone for the success of the organic electronic areas. [ 11–14 ] Specifically, the backbone structures of CPs, not only has a crucial effect on the intramolecular π‐orbital overlap and delocalization, but also play an important role for enhancing the inter‐(macro)molecular interactions via π–π stacking.…”

Section: Introductionmentioning

confidence: 99%

Benzo/Naphthodifuranone‐Based Polymers: Effect of Perpendicular‐Extended Main Chain π‐Conjugation on Organic Field‐Effect Transistor Performances

Dai

Zheng

et al. 2021

Macromol. Rapid Commun.

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For polymer semiconductors, the backbone structure plays an essential role in determining their physicochemical properties and charge transport behaviors. In this work, two donor–acceptor‐type polymers (P‐BDF and P‐NDF) based on benzodifuranone (BDF) and naphthodifunarone (NDF) as electron‐deficient moieties and indaceno‐dithiophene as electron‐rich groups are designed, synthesized and, for the first time, applied in organic field‐effect transistor. P‐BDF and P‐NDF differ from their backbone structures while P‐BDF has a more planar backbone conformation due to its smaller conjugated core size and P‐NDF features a perpendicular‐extended main chain structure. As a result, P‐BDF polymer exhibits bathochromic optical absorption, deeper molecular orbital energy levels, and more importantly, closer π‐stacking and stronger aggregation in the solid state and thus affords a more promising hole mobility of up to 0.85 cm2 V−1 s−1 in OFET devices, while that of the P‐NDF‐based devices is only 0.55 cm2 V−1 s−1. The results suggest the great potential of BDF/NDF‐type chromophores in constructing novel organic semiconductors and also indicate that the main chain coplanarity of polymer semiconductors is more essential than the sole extension of π‐conjugations (especially at the perpendicular direction of polymer main chains) for the design of high‐performance OFET materials.

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Section: Introductionmentioning

confidence: 99%

Benzo/Naphthodifuranone‐Based Polymers: Effect of Perpendicular‐Extended Main Chain π‐Conjugation on Organic Field‐Effect Transistor Performances

Dai

Zheng

et al. 2021

Macromol. Rapid Commun.

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“…The core endowed the DPP derivatives with strong electron deficiency properties, which can be used to build donor-acceptor system molecules. In addition, once the aromatic groups were flanked with small units, the conjugated backbone of the DPP exhibited highly planar which endowed the high intra-charge transfer mobility (Bao et al, 2020). DPP-based materials have often exhibited extraordinarily strong π-π interaction and aggregation properties between the neighboring DPP moieties, resulting in the materials having beneficial properties for inter-charge transfer mobility.…”

Section: Dpp-based Conjugated Materialsmentioning

confidence: 99%

Diketopyrrolopyrrole Based Organic Semiconductor Materials for Field-Effect Transistors

Zou

Cui

et al. 2021

Front. Chem.

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Over the past several decades, organic conjugated materials as semiconductors in organic field effect transistors (OFETs) have attracted more and more attention from the scientific community due to their intriguing properties of mechanical flexibility and solution processability. However, the device fabrication technique, design, and synthesis of novel organic semiconductor materials with high charge carrier mobility is crucial for the development of high-performance OFETs. In the past few years, more and more novel materials were designed and tested in the OFETs. Among which, diketopyrrolopyrrole (DPP) and its derivatives, as the electron acceptors to build donor-acceptor (D-A) typed materials, are the perspective. In this article, recently reported molecules regarding the DPP and its derivatives for OFETs application are reviewed. In addition, the relationship between the chemical structures and the performance of the device are discussed. Furthermore, an outlook of DPP-based materials in OFETs with a future design concept and the development trend are provided.

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“…Recently, diketopyrrolo [3,4-c]pyrrole (DPP) derivatives, which are highly conjugated electron-withdrawing heterocycles with high charge conductivity, broad absorption spectrum, photostability, and thermal stability have attracted considerable interest of researchers in the field of organic electronics [92][93][94]. Isoindigo derivatives have similar characteristics.…”

Section: Studies Of the Characteristics Of Ofets Based On Compounds 45mentioning

confidence: 99%

Recent advances in the application of isoindigo derivatives in materials chemistry

Богданов¹,

Миронов²

2021

Beilstein J. Org. Chem.

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In this review, the data on the application of isoindigo derivatives in the chemistry of functional materials are analyzed and summarized. These bisheterocycles can be used in the creation of organic solar cells, sensors, lithium ion batteries as well as in OFET and OLED technologies. The potentials of the use of polymer structures based on isoindigo as photoactive component in the photoelectrochemical reduction of water, as matrix for MALDI spectrometry and in photothermal cancer therapy are also shown. Data published over the past 5 years, including works published at the beginning of 2021, are given.

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Diketopyrrolopyrrole (DPP)-Based Materials and Its Applications: A Review

Cited by 71 publications

References 48 publications

Benzo/Naphthodifuranone‐Based Polymers: Effect of Perpendicular‐Extended Main Chain π‐Conjugation on Organic Field‐Effect Transistor Performances

Benzo/Naphthodifuranone‐Based Polymers: Effect of Perpendicular‐Extended Main Chain π‐Conjugation on Organic Field‐Effect Transistor Performances

Diketopyrrolopyrrole Based Organic Semiconductor Materials for Field-Effect Transistors

Recent advances in the application of isoindigo derivatives in materials chemistry

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