Diketopyrrolopyrrole Based Organic Semiconductor Materials for Field-Effect Transistors

Zou, Xiangyu; Cui, Shuaiwei; Li, Junqiang; Wei, Xueling; Zheng, Meng

doi:10.3389/fchem.2021.671294

Cited by 35 publications

(31 citation statements)

References 37 publications

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“…Research on conjugated conductive polymers has become an important aspect in OFETs owing to advantages including flexibility, easy processing, rich variety, and low cost. Further breakthroughs in the business and industry of OFETs is expected ( Zou et al, 2021 ). However, the low carrier mobility of these conjugated polymers compared to the silicon-based field-effect transistors is a major disadvantage which needs to be addressed.…”

Section: Organic Field Effect Transistormentioning

confidence: 99%

Conjugated Conductive Polymer Materials and its Applications: A Mini-Review

Xun-lai

Liu

2021

Front. Chem.

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Since their discovery 50 years ago, conjugated conducting polymers have received increasing attention owing to their unique conductive properties and potential applications in energy storage, sensors, coatings, and electronic devices such as organic field-effect transistors, photovoltaic cells, and light-emitting devices. Recently, these materials have played a key role in providing a more comfortable environment for humans. Consequently, the development of novel, high-performance conjugated conductive materials is crucial. In this mini-review, the progress of conjugated conductive materials in various applications and the relationship between the chemical structures and their performances is reviewed. This can aid in the molecular design and development of novel high-performance conjugated polymer materials.

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Section: Organic Field Effect Transistormentioning

confidence: 99%

Conjugated Conductive Polymer Materials and its Applications: A Mini-Review

Xun-lai

Liu

2021

Front. Chem.

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“…Diketopyrrolopyrrole (DPP), besides being a strong electron-deficient group, has several other advantages as a promising building block in the construction of dual-acceptor-type polymers. , First, the flanking groups of DPP can effectively tune the electron affinity of resultant DPP derivatives, which enables fine-tuning of charge carrier polarity of DPP-based polymers in OFETs. − In our recent study, we demonstrated that, by simply varying the flanking groups of DPP-based polymers, it can achieve p-type dominant ambipolar, balanced ambipolar, or unipolar n-type carrier transport in OFETs . Second, DPP-based polymers tend to have ambipolar transport properties because the flanking groups are generally electron-donating or weak electron-accepting units. ,, Ambipolar semiconductors are more suitable candidates for the study of charge carrier polarity tunability because they allow both holes and electrons flowing in the conducting channel of OFETs under negative and positive gate voltage, respectively.…”

Section: Introductionmentioning

confidence: 99%

Directional Carrier Polarity Tunability in Ambipolar Organic Transistors Based on Diketopyrrolopyrrole and Bithiophene Imide Dual-Acceptor Semiconducting Polymers

Liu

Shi

et al. 2022

Chem. Mater.

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An organic ambipolar transistor allows the integration of p-type and n-type charge carrier transport in a single device. However, the tunability of carrier polarity to meet specific requirements for practical applications is challenging and thus rarely studied. In this work, two dual-acceptor-type polymers (FuI and SeI) based on diketopyrrolopyrrole (DPP) and bithiophene imide (BTI) are reported. By varying the flanking groups of DPP (furan for FuI and selenophene for SeI) and through an ionic additive strategy, the charge carrier polarity of both polymers in organic field-effect transistors (OFETs) can be directionally tuned. Specifically, pristine polymers exhibited an ambipolar property with the μe/μh values of 2.79 for FuI and 4.9 for SeI. Notably, the average electron mobility of SeI reaches as high as 0.122 cm2 V–1 s–1. More encouragingly, with 11.76% tetrabutylammonium iodide (TBAI, mole percentage) as an additive to the FuI polymer, the μe/μh of resultant OFETs varied from 2.79 to 0.71, showing the conversion from n-type dominant to p-type dominant transport. With the same mole percentage of the TBAI to SeI polymer, a dramatic increment of μe/μh from 4.9 to 264 was observed, demonstrating the significant conversion from n-type dominant ambipolar to unipolar n-type transport. Overall, this study demonstrates the possibility of directional tunability of carrier polarity in organic ambipolar transistors with DPP- and BTI-based dual-acceptor polymers through molecular modification and the ionic additive strategy, being significantly beneficial for complementary circuits.

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“…Among the family of D-A-D π-conjugated polymers, the diketopyrrolopyrrole (DPP) unit served as an excellent electron acceptor and attracted a great deal of attention not only for their outstanding photophysical and optoelectronic properties but also for their self-assembly properties. − The molecular structure of DPP contains a planar conjugated backbone and a cyclic amide functional group, which can be substituted with a variety of alkyl chains . In addition, the substituted DPP with the appropriate donor group shows high thermal stability, fluorescent quantum yield, and exhibit enhanced charge-carrier mobility.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Emergent Photophysical Properties of Diketopyrrolopyrrole-Based Supramolecular Self-Assembly

et al. 2022

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Diketopyrrolopyrrole (DPP)-based molecular semiconductors exhibit intriguing optical and charge transport properties. Herein, we rationally design a series of electronically identical but structurally distinct Hamilton receptor (HR)-based supramolecular assembly of DPP. The HR endows supramolecular assemblies via hydrogen bonding with enhanced structural ordering and excitonic couplings. The mechanism of supramolecular self-assembly was probed by diffusion ordered spectroscopy (DOSY) nuclear magnetic resonance (NMR) and solid-state IR spectroscopy studies. We investigated the morphology of self-assembly, photophysical and electrochemical properties and compared them with the identical DPP molecular structures without HRs. The microstructure of self-assembly was probed with atomic force microscopy in thin films. Subsequently, the influence of solid-state packing was studied by single-crystal X-ray diffraction. The single-crystal structure of HR-TDPP-C 20 reveals slipped stack arrangements between the two neighboring chromophores with π–π stacking distance and slip angle of 3.55 Å and 35.4°, respectively. Notably, the slight torsional angle of 1° between thiophene and lactam rings and small π–π stacking distance suggest a significant intermolecular coupling between thiophene (D) and lactam (A) rings. This intramolecular coupling between two π–π chromophore stacks manifests in their optical properties. In this manuscript, we report rational design and synthesis of supramolecular self-assembly of DPP with a collection of compelling structural and optical properties.

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Diketopyrrolopyrrole Based Organic Semiconductor Materials for Field-Effect Transistors

Cited by 35 publications

References 37 publications

Conjugated Conductive Polymer Materials and its Applications: A Mini-Review

Conjugated Conductive Polymer Materials and its Applications: A Mini-Review

Directional Carrier Polarity Tunability in Ambipolar Organic Transistors Based on Diketopyrrolopyrrole and Bithiophene Imide Dual-Acceptor Semiconducting Polymers

Synthesis and Emergent Photophysical Properties of Diketopyrrolopyrrole-Based Supramolecular Self-Assembly

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