Bis-lactam-based donor polymers for organic solar cells: Evolution by design

Rumer, Joseph W.; Schroeder, Bob C.; Nielsen, Christian B.; Ashraf, Raja Shahid; Beatrup, Daniel; Bronstein, Hugo; Cryer, Samuel J.; Donaghey, Jenny E.; Holliday, Sarah; Hurhangee, Michael; James, David I.; Lim, Stefanie; Meager, Iain; Zhang, Weimin; McCulloch, Iain

doi:10.1016/j.tsf.2013.10.089

Cited by 3 publications

(2 citation statements)

References 57 publications

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“…1 For example, similar bis-lactam-based conjugated materials such as diketopyrrolopyrrole, 2 isoindigo 3 and dihydropyrroloindoledione 4,5 oen exhibit high performance in organic eld-effect transistors (OFETs) [6][7][8] and solar cells. 9,10 Such devices are particularly interesting due to their solution processed nature, facilitating printing of large-scale, exible and light-weight displays. 11 However, recent progress in achieving ultra-high hole mobilities 12,13 and well balanced ambipolarity 14,15 garners renewed interest in electron transporting (n-type) organic semiconductor materials.…”

Section: Introductionmentioning

confidence: 99%

Reduced roughness for improved mobility in benzodipyrrolidone-based, n-type OFETS

et al. 2014

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Six phenyl-flanked benzodipyrrolidone-based copolymers are designed, synthesised and characterised. Three exhibit backbone in-plane curvature or out-of-plane twisting, while the other three remain planar and co-linear. While the first three appear less crystalline by X-ray diffraction, they afford a smoother solid-state film surface topology and increased electron mobility in top-gate, bottom-contact OFETs.

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Section: Introductionmentioning

confidence: 99%

Reduced roughness for improved mobility in benzodipyrrolidone-based, n-type OFETS

et al. 2014

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“…Various building blocks have been employed to construct new n-type OSCs. Among them, bis-lactams are of particular interest owing to their strong electron-withdrawing ability because of their carbonyl groups, which facilitate strong intermolecular interactions [5][6][7]. Based on bis-lactam design strategies, various novel electron-deficient building blocks for high-performance OSCs have been reported [8,9].…”

Section: Introductionmentioning

confidence: 99%

Tuning the Photophysical Properties of Acceptor–Donor–Acceptor Di-2-(2-oxindolin-3-ylidene) Malononitrile Materials via Extended π–Conjugation: A Joint Experimental and Theoretical Study

Ren,

Habibi,

et al. 2023

Materials

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Many optoelectronic applications require organic semiconductor (OSC) materials with high electron affinity. In this work, a series of novel acceptor–donor–acceptor (A–D–A) materials with low-lying LUMO energy levels were designed and characterized. In this strategy, two acceptor dyes, bis-isatin and di-2-(2-oxindolin-3-ylidene) malononitrile, were connected by various π–bridges (benzene ring, benzo[c][1,2,5]thiadiazole, monothiophene, trithiophene). We varied the length of the π–conjugation of the central core and the linkage position of the acceptor core (4- vs. 6-position of the phenyl ring) to investigate the effect on the optical and electrochemical properties of the materials. We performed density functional theory (DFT) and time-dependent DFT (TD–DFT) studies to gain insight into the dyes’ electronic properties by determining the energy levels. Our findings demonstrate that with increasing acceptor strength and π–conjugation length of the core, the wavelength of the longest absorption maximum as well as their respective extinction coefficients are enhanced, which results in band-gap reduction either by lowering the LUMO and/or raising the HOMO energy level of the molecules. The potential practical utility of these materials as electron-transport materials for perovskite solar cells (PSCs) has been demonstrated.

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Thieno[3,2‐b]thiophene Flanked Isoindigo Polymers for High Performance Ambipolar OFET Applications

Meager

Nikolka

Schroeder

et al. 2014

Adv Funct Materials

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The synthesis of a new thieno[3,2‐b]thiophene isoindigo (iITT) based monomer unit, and its subsequent incorporation into a series of alternating copolymers is reported. Copolymerisation with benzothiadiazole, bithiophene and thiophene comonomer units by palladium catalysed cross coupling gives three new narrow band gap semiconducting polymers for OFET applications. Extending the fused nature of the isoindigo core serves to further enhance molecular orbital overlap along the polymer backbones and facilitate good charge transport characteristics thus demonstrating the potential of extending the fused ring system that is attached to the isoindigo core. When used as the semiconducting channel in top‐gate/bottom‐contact OFET devices, good ambipolar properties are observed, with hole and electron mobilities up to 0.4 cm2/Vs and 0.7 cm2/Vs respectively. The three new polymers show good stability, with high temperature annealing showing an increase in the crystallinity of the polymers which corresponds directly to charge carrier mobility improvement as shown by X‐ray diffraction, atomic force microscopy and photothermal deflection spectroscopy.

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Bis-lactam-based donor polymers for organic solar cells: Evolution by design

Cited by 3 publications

References 57 publications

Reduced roughness for improved mobility in benzodipyrrolidone-based, n-type OFETS

Reduced roughness for improved mobility in benzodipyrrolidone-based, n-type OFETS

Tuning the Photophysical Properties of Acceptor–Donor–Acceptor Di-2-(2-oxindolin-3-ylidene) Malononitrile Materials via Extended π–Conjugation: A Joint Experimental and Theoretical Study

Thieno[3,2‐b]thiophene Flanked Isoindigo Polymers for High Performance Ambipolar OFET Applications

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