Combination of Two Diketopyrrolopyrrole Isomers in One Polymer for Ambipolar Transport

Guo, Xin; Puniredd, Sreenivasa Reddy; He, Bo; Marszałek, Tomasz; Baumgarten, Martin; Pisula, Wojciech; Müllen, Kläus

doi:10.1021/cm5017245

Cited by 42 publications

(40 citation statements)

References 31 publications

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“…The carrier mobilities of both holes and electrons have recently exceeded >1 cm 2 V -1 s -1 , surpassing the carrier mobilities in amorphous silicon semiconductor-based devices. [4][5][6] Most recently-developed highperformance OTFT materials consist of an electron-rich donor moiety (D), 7-10 an electron-deficient moiety (A), [11][12][13][14][15][16] and long alkyl side chains. [17][18][19][20][21][22][23] These donor-acceptor (D-A) conjugated polymers display a highly crystallinity and tight packing in the film state.…”

Section: Introductionmentioning

confidence: 99%

Low-Band-Gap Polymer-Based Ambipolar Transistors and Inverters Fabricated Using a Flow-Coating Method

et al. 2016

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The performances of organic thin film transistors (OTFTs) produced by polymer solution casting are tightly correlated with the morphology and chain-ordering of semiconducting polymer layers, which depends on the processing conditions applied. The slow evaporation of a high boiling point (bp) solvent permits sufficient time for the assembly of polymer chains during the process, resulting in improving the film crystallinity and inducing favorable polymer chain orientations for charge transport. The use of high bp solvents, however, often results in de-wetting of thin films formed on hydrophobic surfaces, such as the commonly used octadecyltrichlorosilane (ODTS)-treated SiO 2 gate dielectric. De-wetting hampers the formation of uniform and highly crystalline semiconducting active channel layers. In this manuscript, we demonstrated the formation of highly crystalline dithienothienyl diketopyrrolopyrrole (TT-DPP)-based polymer films using a flow-coating method to enable the fabrication of ambipolar transistors and inverters.Importantly, unlike conventional spin-coating methods, the flow-coating method allowed us to use high bp solvents, even on a hydrophobic surface, and minimized the polymer solution waste. The crystalline orientations of the TT-DPP-based polymers were tuned depending on the solvent used (four different bp solvents were tested) and the employment of a thermal annealing step. The use of high bp solvents and thermal annealing of the polymer films significantly enhanced the crystalline microstructures in the flowcoated films, resulting in considerable carrier mobility increase in the OTFTs compared to the spin-coated films. Our simple, inexpensive, and scalable flow-coating method, for the first time employed in printing semiconducting polymers, presents a significant step toward optimizing the electrical performances of organic ambipolar transistors through organic semiconducting layer film crystallinity engineering.

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Section: Introductionmentioning

confidence: 99%

Low-Band-Gap Polymer-Based Ambipolar Transistors and Inverters Fabricated Using a Flow-Coating Method

et al. 2016

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“…To date, the majority of soluble polymers of high performance are either p-type semiconductors or n-type semiconductors [6,8,10,[18][19][20][21]. On the other hand, ambipolar polymers with balanced charge carrier transport are only a few, especially for OFET [10,15,[22][23][24].…”

Section: Introductionmentioning

confidence: 99%

“…In the past five years, polymers based on donor-acceptor (D-A) strategy have been successful in fabricating good thin films with very small p-stacking distances ($0.35 nm) [10,11,24], and thus resulting in efficient charge carrier transport. However, most of them did not show n-type characteristics due to their high energy levels of LUMOs (3.3-3.5 eV).…”

Section: Introductionmentioning

confidence: 99%

“…To lower the LUMO energy levels of polymers, one strategy is to synthesize new acceptors with strong electron-drawing ability. The current polymers of appreciable electron charge carrier mobilities (>0.1 cm 2 V À1 s À1 ) span only a limited range of acceptors such as diketopyrrolo (DPP), benzo(bis)thiadiazole (BTZ), and naphthalenediimide (NDI) [4,10,18,19,21,[24][25][26]. BTZ is an acceptor with relatively low LUMO energy level.…”

Section: Introductionmentioning

confidence: 99%

“…A small molecule containing DTCDI for bulk heterojunction (BHJ) organic solar cell also performed with power conversion efficiency (PCE) of 1.42% [27]. Most recently, Müllen's group reported that a new copolymer with two kinds of acceptors exhibited balanced ambipolar charge transport, with hole and electron mobility up to 0.02 cm 2 V À1 s À1 [24].…”

Section: Introductionmentioning

confidence: 99%

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A Timely Synthetic Tailoring of Biaxially Extended Thienylenevinylene‐Like Polymers for Systematic Investigation on Field‐Effect Transistors

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Considering there is growing interest in the superior charge transport in the ( E )-2-(2-(thiophen-2-yl)-vinyl)thiophene (TVT)-based polymer family, an essential step forward is to provide a deep and comprehensive understanding of the structure-property relationships with their polymer analogs. Herein, a carefully chosen set of DPP-TVT-n polymers are reported here, involving TVT and diketopyrrolopyrrole (DPP) units that are constructed in combination with varying thiophene content in the repeat units, where n is the number of thiophene spacer units. Their OFET characteristics demonstrate ambipolar behavior; in particular, with DPP-TVT-0 a nearly balanced hole and electron transport are observed. Interestingly, the majority of the charge-transport properties changed from ambipolar to p -type dominant, together with the enhanced hole mobilities, as the electron-donating thiophene spacers are introduced. Although both the lamellar d -spacings and π-stacking distances of DPP-TVT-n decreased with as the number of thiophene spacers increased, DPP-TVT-1 clearly shows the highest hole mobility (up to 2.96 cm 2 V −1 s −1 ) owing to the unique structural conformations derived from its smaller paracrystalline distortion parameter and narrower plane distribution relative to the others. These in-depth studies should uncover the underlying structure-property relationships in a relevant class of TVT-like semiconductors, shedding light on the future design of top-performing semiconducting polymers.

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Combination of Two Diketopyrrolopyrrole Isomers in One Polymer for Ambipolar Transport

Cited by 42 publications

References 31 publications

Low-Band-Gap Polymer-Based Ambipolar Transistors and Inverters Fabricated Using a Flow-Coating Method

Low-Band-Gap Polymer-Based Ambipolar Transistors and Inverters Fabricated Using a Flow-Coating Method

Ambipolar copolymer of dithienocoronenedi-imide and benzo(bis)thiadiazole with balanced hole and electron mobility

A Timely Synthetic Tailoring of Biaxially Extended Thienylenevinylene‐Like Polymers for Systematic Investigation on Field‐Effect Transistors

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