High‐Hole‐Mobility Field‐Effect Transistors Based on <i>Co‐</i>Benzobisthiadiazole‐Quaterthiophene

Fan, Jian; Yuen, Jonathan D.; Cui, Weibin; Seifter, Jason; Mohebbi, Ali; Wang, Mingfeng; Zhou, Huiqiong; Heeger, Alan J.; Wudl, Fred

doi:10.1002/adma.201202195

Cited by 107 publications

(100 citation statements)

References 28 publications

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“…Although the polymer contains BBT rings that acts as strong acceptor units, the devices for P1 showed predominantly p-type characteristics with good carrier mobilities of 0.02 cm 2 V 1 s 1 , threshold voltages of 9 and on/off ratios of 10 4 . These results are consistent with exclusive p-type behavior in similar polymers [14]. Since the donor unit proportions are decreased in P2, it is expected that the charge carrier type would change in P2.…”

Section: Ofet Device Characteristicssupporting

confidence: 87%

“…However, there is a wide variety of choice for the acceptor units. We have focused on benzo[1,2-c:4,5-c']bis- [1,2,5]thiadiazole (BBT), which is a quinoidal heterocycle with hypervalent sulfur atoms [11][12][13][14][15][16][17][18][19]. This system has a high electron affinity and forms a unique molecular network, resulting in excellent building blocks for n-type semiconductors.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of Narrow Bandgap Polymers based on Benzobis(thiadiazole) and their Application to Organic Transistor Devices

Mamada

Uemura

Teraoka

et al. 2014

J. Photopol. Sci. Technol.

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Two newly developed narrow bandgap polymers containing benzobis(thiadiazole) (BBT) have been synthesized using the Stille coupling reaction. The polymers showed absorption in the near infrared region due to strong charge-transfer interactions in the donor-acceptor (D-A) units, suggesting a rigid planarized structure. Although both the HOMO-LUMO levels of the polymers lie close to the work function of gold electrodes, a BBT-quaterthiophene polymer showed only p-type semiconducting behavior. In addition, the dominant charge-carrier type is holes even in BBT-thiazole-thiophene polymers, which consists mainly of acceptor units, and indicates that the thiophene ring in these polymers has a strong influence on the charge transport properties.

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Section: Ofet Device Characteristicssupporting

confidence: 87%

Section: Introductionmentioning

confidence: 99%

Synthesis of Narrow Bandgap Polymers based on Benzobis(thiadiazole) and their Application to Organic Transistor Devices

Mamada

Uemura

Teraoka

et al. 2014

J. Photopol. Sci. Technol.

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“…The structural features of these polymer layers seem to be divers and a high charge-carrier mobility is attributed to structures with an enhanced π-π stacking [20], increased intermolecular interactions [19], (edge-on) lamellar arrangements [74,75], high film crystallinity [76,77] and/or molecular orientation/order [1,76,78]. While many open questions, thus, still remain, it is clear from the above that experimental data point towards an anisotropic nature of charge transport in macromolecular semiconductors.…”

Section: Influence Of Molecular Conformation Order and Chain Intercomentioning

confidence: 99%

Influence of Molecular Conformations and Microstructure on the Optoelectronic Properties of Conjugated Polymers

Botiz

Stingelin

2014

Materials

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It is increasingly obvious that the molecular conformations and the long-range arrangement that conjugated polymers can adopt under various experimental conditions in bulk, solutions or thin films, significantly impact their resulting optoelectronic properties. As a consequence, the functionalities and efficiencies of resulting organic devices, such as field-effect transistors, light-emitting diodes, or photovoltaic cells, also dramatically change due to the close structure/property relationship. A range of structure/optoelectronic properties relationships have been investigated over the last few years using various experimental and theoretical methods, and, further, interesting correlations are continuously revealed by the scientific community. In this review, we discuss the latest findings related to the structure/optoelectronic properties interrelationships that exist in organic devices fabricated with conjugated polymers in terms of charge mobility, absorption, photoluminescence, as well as photovoltaic properties.

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“…We have focused on benzo [1,2-c:4,5-c']bis [1,2,5]thiadiazole (BBT) as the core structure, which has a high electron affinity based on a quinoidal structure with hypervalent sulfur atoms ( Figure 1). [35][36][37][38][39][40][41] Recently, Yamashita et al reported a high electron mobility of 0.77 cm 2 V −1 s −1 and the high ambient-stability for the vacuum-deposited devices based on the compound with BBT and p-(trifluoromethylphenyl)thiophene (compound 1), although its solubility was apparently low. 42 The para-(trifluoromethylphenyl)aryl group definitely affords good n-type semiconducting properties.…”

Section: Introductionmentioning

confidence: 99%

A Unique Solution-Processable n-Type Semiconductor Material Design for High-Performance Organic Field-Effect Transistors

et al. 2014

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There have been only a limited number of reports on solution-processed n-channel organic thin-film transistor (OTFT) devices with high levels of electrical performance, because the material design process for the n-type organic semiconductors are relatively difficult compared to p-type semiconductors, and further chemical modification of the functional groups are required. As a result, the development of soluble n-type organic semiconductors with high carrier mobilities has remained a challenge. Our work addresses this by introducing a novel molecular design to realize soluble n-type organic semiconductors with high electron mobilities, through the simple substitution of trifluoromethyl or trifluoromethoxy groups at meta-positions support sufficient solubility, creating suitable LUMO energy levels and high crystallinity. These newly designed benzobisthiadiazole (BBT)-based molecules showed electron mobilities as high as 0.61cm 2 V −1 s −1 in solution-processed OTFT devices. As a practical application in printed electronics, we demonstrated an organic complementary inverter circuit with OTFT devices using the developed soluble organic semiconductors. Due to their high solubility level and superior electrical properties compared to common para-derivatives, the utilization of meta-substituents is a new strategy for the design of soluble organic semiconductors in the field of OTFT device fabrication.

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High‐Hole‐Mobility Field‐Effect Transistors Based on Co‐Benzobisthiadiazole‐Quaterthiophene

Cited by 107 publications

References 28 publications

Synthesis of Narrow Bandgap Polymers based on Benzobis(thiadiazole) and their Application to Organic Transistor Devices

Synthesis of Narrow Bandgap Polymers based on Benzobis(thiadiazole) and their Application to Organic Transistor Devices

Influence of Molecular Conformations and Microstructure on the Optoelectronic Properties of Conjugated Polymers

A Unique Solution-Processable n-Type Semiconductor Material Design for High-Performance Organic Field-Effect Transistors

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