Highly coplanar bis(thiazol-2-yl)-diketopyrrolopyrrole based donor–acceptor copolymers for ambipolar field effect transistors

Gao, Dong; Chen, Zhihui; Mao, Zupan; Huang, Jianyao; Zhang, Weifeng; Li, Dizao; Yu, Gui

doi:10.1039/c6ra17241e

Cited by 18 publications

(21 citation statements)

References 74 publications

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“…Thieno[3,2‐ b ]thiophene‐flanked DPP‐based copolymer P9 also exhibited higher mobility of 0.205 cm 2 V −1 s −1 , than 0.038 cm 2 V −1 s −1 of P10 in the same device configuration . Especially, thiazole‐flanked DPP‐based copolymers, P11 and P12, both afforded higher hole and electron mobilities than those of P13 and P14, respectively . Thin film microstructure investigations indicated that these DTE‐based copolymers all formed more ordered thin films than their respective DSE‐based copolymers.…”

Section: Types Of Aryl Groups and Dae‐based Polymer Semicondcutorssupporting

confidence: 75%

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Rational design of diarylethylene‐based polymeric semiconductors for high‐performance organic field‐effect transistors

Zhang

2016

J. Polym. Sci. Part A: Polym. Chem.

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Constructing planar, rigid, and high electronically delocalized p-conjugated molecular system is the most basic requirements of obtaining high-performance polymeric semiconductors for organic field-effect transistors (OFETs). In this regard, diarylethylene (DAE)-based polymers show great potential because many substantive progresses related to polymer field-effect transistors had been achieved from the kind of polymer materials in recent years. In the brief review, series of DAE-based polymer are highlighted, based on which several design strategies have been summarized by the way of comparative research method. These strategies have important guiding significance not only for further developing new DAEbased and other polymeric semiconductors for OFETs but also for developing specific polymeric semiconductors for other organic electronics, such as organic photovoltaics and organic light-emitting diodes. V C 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 585-603 KEYWORDS: design strategies; diarylethylene; organic fieldeffect transistors; polymeric semiconductors; synthesis INTRODUCTION Solution-processable semiconducting polymers have attracted great interest during the recent decades because of the traits of excellent film forming property, and adjustable chemical structure and property, as well as the potential to fabricate various lightweight and flexible electronic devices such as organic field-effect transistors (OFETs) via cost-effective large-area graphic printing processes.

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Section: Types Of Aryl Groups and Dae‐based Polymer Semicondcutorssupporting

confidence: 75%

“…DAE are a kind of π ‐extended vinyl‐bridged biaryl building blocks, in which the aryl groups could be the same, or different (Fig. ) . Some representative DAE units 1 − 15 are shown in Figure .…”

Section: Introductionmentioning

confidence: 99%

Rational design of diarylethylene‐based polymeric semiconductors for high‐performance organic field‐effect transistors

Zhang

2016

J. Polym. Sci. Part A: Polym. Chem.

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“…[21,27] After that, Majumdar et al prepared polymers spin valve with LSMO/P3HT/Co structure, and analyzed that P3HT and LSMO electrodes occurred certain chemical interaction leading to a spin-selective tunneling interface. [49][50][51][52][53][54] In the D−A structure polymers, it is favorable for intramolecular charge transfer, resulting in low band gap, efficient carrier injection, and easy D−A interaction. [43][44][45] In addition, some π-conjugated polymeric materials like poly(3-hexylthiophene) (P3HT), [28,46] poly(2,5-dioctyloxy-p-phenylenevinylene), [47] and P(NDI2OD-T2) [48] were also applied successfully in the OSV devices.…”

Section: Introductionmentioning

confidence: 99%

“…Although some research results have been achieved as mentioned above, preferential polymer structures for organic spintronics are less reached, and the subject is very important for future polymers spintronic applications. In recent years, donor−acceptor (D−A)‐conjugated polymers have attracted widespread attention and are used to prepare highly efficient organic photovoltaics and organic field effect transistors (OFETs) . In the D−A structure polymers, it is favorable for intramolecular charge transfer, resulting in low band gap, efficient carrier injection, and easy D−A interaction.…”

Section: Introductionmentioning

confidence: 99%

Magnetoresistance and Spinterface of Organic Spin Valves Based on Diketopyrrolopyrrole Polymers

Zheng

Feng

Gao

et al. 2019

Adv Elect Materials

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recombination in organic light-emitting diodes and organic magnetoresistance (MR) devices. [9][10][11][12] Moreover, organic semiconductors have obvious advantages, lower cost, and better flexibility, and they have greater possibility in wearable and large area applications. [13][14][15][16][17][18][19][20] The most common prototype organic device using spin freedom is organic spin valves (OSVs), [5,11,[21][22][23][24][25] which consist of a nonmagnetic spacer sandwiched between two ferromagnetic (FM) electrodes, and based on the alignment of the electron spin relative to the FM layer magnetization orientation. In this research field, there are tunneling and diffusive regimes. [26] The tunneling regimes occur in relatively thinner spacers (<15 nm), and the mode is weakly dependent on temperature. The diffusive regimes are also called hoping in organic spintronics. This mode occurs in relatively thicker layers (≥15 nm), and it is strongly dependent on temperature. In addition, the present study lies in the diffusive regime owing of the conductivity mismatch problem and more abundant phenomena like Hanle effect in organic spintronics. For organic semiconductor, both spin-orbit interaction and the hyperfine interaction play very significant parts in determining the spin relaxation, but the origin of determining the spin relaxation in organic semiconductors is still unknown. Herein, OSV effect is characterized by the MR ratios, defined as MR = (R ap − R p )/R p , where R ap and R p denote the resistance in the antiparallel and parallel states of FM electrode magnetization direction, respectively. There are lots of efforts to explore organic spintronics Organic materials are proposed to be excellent spin transport layers due to their weak hyperfine and spin-orbit coupling interaction. Donor−acceptortype polymers PTDCNTVT-420 and PTDCNTVT-320 with diketopyrrolopyrrole (DPP) units are employed as the spacers in the organic spin valves, which have more advantages such as solution processing, higher mobility, and large area fabrication. The performance of polymers spin valves based on DPP units with different alkyl side chain lengths are studied. The different top ferromagnetic (FM) electrodes Co and Ni 80 Fe 20 are used for spin detection resulting in obvious distinct magnetoresistance (MR) values. The MR ratio of approaching 30% at 10 K is achieved with the Ni 80 Fe 20 electrodes using PTDCNTVT-420 with longer alkyl side chain lengths. Moreover, the MR behaviors are observed depending on various temperatures, which are related with the FM electrodes spin injection efficiency. The direct spinterface are also investigated by transmission electron microscopy (TEM) and atomic force microscopy (AFM). In addition, the series of results indicate that the PTDCNTVT polymers can be used as good spin transport model materials and give clues for future polymers spintronic studies.

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“…The differences between the optical band gaps and the electrochemical band gaps of these compounds are 0.26-0.40 eV within the acceptable experimental error range according to the literature. 22…”

Section: Electrochemical Propertiesmentioning

confidence: 99%

Synthesis and Performance of (E)-3-Phenyl-2-(thiophen-2-yl)acrylonitrile-Based Small-Molecule Semiconductors

Wang

et al. 2019

Organic Materials

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Based on diketopyrrolopyrrole (DPP) and (E)-3-phenyl-2-(thiophen-2-yl)acrylonitrile (BVCNT)-linked conjugated backbones, three donor–acceptor type conjugated organic small-molecule compounds DPP-BVCNT, DPP-2FBVCNT, and DPP-3FBVCNT were designed and synthesized. Among them, the 2-decyltetradecyl side chain on the DPP acceptor unit was used to ensure the solubility of the material. The fluorine (F) atoms combined with the nitrile on the BVCNT donor unit were used to adjust electronic structures and charge carrier transport properties of the conjugated system. All the three small molecules exhibited good solution dispersibility and thermal stability, providing an important guarantee for the solution processing and annealing optimization of organic field-effect transistors (OFETs). The top-gate-bottom-contact OFET devices based on these compounds showed good ambipolar or p-type performances. The relationship between molecular structures and OFET performances indicated that the F-substitution and its position significantly affected their charge carrier transport properties. The F-substitution could remarkably change the performance from p-type to ambipolar especially for the outer-side-F-substituted compound DPP-2FBVCNT, which showed the best OFET performances with the maximum hole/electron mobilities of 0.023/0.220 cm2 V−1 s−1. These results provided a promising idea for developing small-molecule OFET materials with good solution processability, good thermal stability, and high ambipolar performances.

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Highly coplanar bis(thiazol-2-yl)-diketopyrrolopyrrole based donor–acceptor copolymers for ambipolar field effect transistors

Abstract: Highly coplanar bis(thiazol-2-yl)-diketopyrrolopyrrole based donor–acceptor copolymers were synthesized and their field-effect transistors exhibited ambipolar charge carrier transporting performance.

Cited by 18 publications

References 74 publications

Rational design of diarylethylene‐based polymeric semiconductors for high‐performance organic field‐effect transistors

Rational design of diarylethylene‐based polymeric semiconductors for high‐performance organic field‐effect transistors

Magnetoresistance and Spinterface of Organic Spin Valves Based on Diketopyrrolopyrrole Polymers

Synthesis and Performance of (E)-3-Phenyl-2-(thiophen-2-yl)acrylonitrile-Based Small-Molecule Semiconductors

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