Transistor Paint: High Mobilities in Small Bandgap Polymer Semiconductor Based on the Strong Acceptor, Diketopyrrolopyrrole and Strong Donor, Dithienopyrrole

Nelson, Toby L.; Young, T. M.; Liu, Junying; Mishra, Smita; Belot, John A.; Balliet, Courtney Lyn; Javier, Anna E.; Kowalewski, Tomasz; McCullough, Richard D.

doi:10.1002/adma.201001599

Cited by 151 publications

(111 citation statements)

References 38 publications

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“…Among these, the diketopyrrolopyrrole (DPP)-based copolymers form good π -π interchain stacking interactions involving fused aromatic rings and donor-acceptor dyads, leading to record-high fi eld-effect mobilities. [ 5,[9][10][11][12] The most attractive feature of these polymers is that their molecules can be strategically designed to assume planar conjugated structures that lead to strong π -π interactions and effi cient charge transport. [ 12,13 ] Device fabrication processes may be optimized to achieve highly ordered molecular patterns by introducing self-assembled monolayers (SAMs) onto polar dielectric layers, thereby minimizing the number of surface functional groups that prevent the formation of favorable molecular order among the organic semiconductor molecules.…”

Section: Doi: 101002/adma201301438mentioning

confidence: 99%

Solvent Additive to Achieve Highly Ordered Nanostructural Semicrystalline DPP Copolymers: Toward a High Charge Carrier Mobility

Kang

Yun

et al. 2013

Advanced Materials

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A facile spin-coating method in which a small percentage of the solvent additive, 1-chloronaphthalene (CN), is found to increase the drying time during film deposition, is reported. The field-effect mobility of a PDPPDBTE film cast from a chloroform-CN mixed solution is 0.46 cm(2) V(-1) s(-1). The addition of CN to the chloroform solution facilitates the formation of highly crystalline polymer structures.

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Section: Doi: 101002/adma201301438mentioning

confidence: 99%

Solvent Additive to Achieve Highly Ordered Nanostructural Semicrystalline DPP Copolymers: Toward a High Charge Carrier Mobility

Kang

Yun

et al. 2013

Advanced Materials

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“…35,36 More recently, DPP-containing materials, often based on the 3,6-dithien-2-yl-2,5-dialkylpyrrolo [3,4-c]pyrrole-1,4-dione (DTDPP) segment, have also attracted attention in optoelectronic devices. [37][38][39][40][41][42][43][44][45][46][47][48][49][50][51] In particular, many conjugated copolymers with DPP groups, 37,38,41,42,[46][47][48][49][50][51] as well as DPP-based small molecules, 43,[52][53][54][55] have been used in BHJ solar cells. Some covalently linked systems of DPP derivatives with PCBM have also been reported.…”

Section: -34mentioning

confidence: 99%

Sensitization of fullerenes by covalent attachment of a diketopyrrolopyrrole chromophore

et al. 2012

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In an effort to develop new materials for organic solar cell applications, we have synthesized triads of 3,6-dithien-2-yl-2,5-dialkylpyrrolo [3,4-c]pyrrole-1,4-dione (DTDPP) covalently linked at the nitrogen positions to two [6,6]-phenyl-C 61 -butyric acid ester (PCB) units via alkyl chains of different lengths. We present here the excited-state properties of the compounds in solution, as investigated by (timeresolved) spectroscopy. The absorption spectra of the triads are the composite of the ones recorded with the separate fullerene and DTDPP parent molecules, indicating weak electronic coupling between the sub-units. However, the fluorescence quantum yield drops from 74% in pure DTDPP to <1% in the triads, in both polar o-dichlorobenzene (DCB) and non-polar toluene (TOL). According to the energy levels determined by cyclic voltammetry for the parent compounds, charge separation (CS) or excitation energy transfer (EET) could be responsible for the quenching. However, femtosecondresolved transient absorption (TA) measurements revealed the quenching mechanism to be highly efficient EET from the DTDPP to the PCB moieties. Ultrafast fluorescence spectroscopy showed multiphasic EET dynamics, due to different molecular conformations induced by the flexibility of the alkyl linkers, with time constants ranging from the sub-picosecond to the 100-150 ps scale. The DTDPP chromophore thus acts as a sensitizer (or light-absorbing antenna) to channel light towards the fullerenes, which have low absorbance in the visible range. The ultrafast time scale of the EET leading to fast population of the PCB singlet excited state is particularly interesting for potential use of the systems to increase light harvesting in photovoltaic devices containing fullerenes.

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confidence: 99%

“…[4][5][6][7][8] In DPP based bulkheterojunction solar cells power conversion efficiencies over 5% are obtained 9 and high hole mobilities are found in fieldeffect transistors ͑FETs͒. 4,6,7 For FETs even ambipolar operation is observed. 4,5,8 Efficient injection and transport of both electrons and holes allows for the fabrication of complementary metal-oxide semiconductor ͑CMOS͒ logic based on ambipolar transistors, i.e., CMOS-like logic, which combines the robustness and good noise margin of truly complementary logic with the ease of processing of unipolar logic.…”

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confidence: 99%

Fast ambipolar integrated circuits with poly(diketopyrrolopyrrole- terthiophene)

Roelofs

Mathijssen

Bijleveld

et al. 2011

Applied Physics Letters

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Ambipolar integrated circuits were prepared with poly(diketopyrrolopyrrole-terthiophene) as the semiconductor. The field-effect mobility of around 0.02 cm2/V s for both electrons and holes allowed for fabrication of functional integrated complementary metal-oxide semiconductor (CMOS)-like inverters and ring oscillators. The oscillation frequency was found to have a near quadratic dependence on the supply bias. The maximum oscillation frequency was determined to be 42 kHz, which makes this ring oscillator the fastest CMOS-like organic circuit reported to date.

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Transistor Paint: High Mobilities in Small Bandgap Polymer Semiconductor Based on the Strong Acceptor, Diketopyrrolopyrrole and Strong Donor, Dithienopyrrole

Cited by 151 publications

References 38 publications

Solvent Additive to Achieve Highly Ordered Nanostructural Semicrystalline DPP Copolymers: Toward a High Charge Carrier Mobility

Solvent Additive to Achieve Highly Ordered Nanostructural Semicrystalline DPP Copolymers: Toward a High Charge Carrier Mobility

Sensitization of fullerenes by covalent attachment of a diketopyrrolopyrrole chromophore

Fast ambipolar integrated circuits with poly(diketopyrrolopyrrole- terthiophene)

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