Thieno[3,2-b]thiophene-Diketopyrrolopyrrole-Containing Polymers for High-Performance Organic Field-Effect Transistors and Organic Photovoltaic Devices

Imperial College London, London SW7 2AZ, UK.
Journal of the American Chemical Society (Impact Factor: 12.11). 02/2011; 133(10):3272-5. DOI: 10.1021/ja110619k
Source: PubMed


We report the synthesis and polymerization of a novel thieno[3,2-b]thiophene-diketopyrrolopyrrole-based monomer. Copolymerization with thiophene afforded a polymer with a maximum hole mobility of 1.95 cm(2) V(-1) s(-1), which is the highest mobility from a polymer-based OFET reported to date. Bulk-heterojunction solar cells comprising this polymer and PC(71)BM gave a power conversion efficiency of 5.4%.

Download full-text


Available from: Zhuoying Chen
  • Source
    • "However, their restricted absorption to below 600 nm limits their efficiency to also below 5%. Some of the most promising candidates that are being synthesized nowadays to enhance the light harvesting include carbazole–benzothiadiazole copolymers [38] [39] [40], diketopyrrolopyrrole (DPP) based copolymers [41] [42], benzodithiophene (BDT) derivatives [43] [44] [45] as well as indacenodithiophene (IDT) based copolymers [46]. This new generation of semiconducting copolymers combine electron rich segments with electron deficient units such as DPPs along the polymer backbone. "
    [Show abstract] [Hide abstract]
    ABSTRACT: Organic photovoltaics will become 30 years old relatively soon. In spite of the impressive development achieved throughout these years, especially in terms of reported power conversion efficiencies, there are still important technological and fundamental obstacles to circumvent before they can be implemented into reliable and long-lasting applications. Regarding device processing, the synthesis of highly soluble polymeric semiconductors first, and fullerene derivatives then, was initially considered as an important breakthrough that would definitely change the fabrication of photovoltaics once for all. Nowadays, the promise of printing solar cells by low-cost and high throughput mass production techniques still stands. However, the potential and the expectation raised by this technology is such that it is considerably difficult to keep track of the most significant progresses being now published in different and even monographic journals. There is therefore the need to compile the most remarkable advances in well-documented reviews than can be used as a reference for future ideas and works. In this letter, we review the development of polymeric solar cells from its origin to the most efficient devices published to date. After analyzing their fundamental limits, we separate these achievements into three different categories traditionally followed by the scientific community to push devices over 10% power conversion efficiency: Active materials, strategies -fabrication/processing procedures- that can mainly modify the active film morphology and result in improved efficiencies for the same starting materials, and all the different cell layout/architectures that have been used in order to extract as high photocurrent as possible from the Sun. The synthesis of new donors and acceptors, the use of additives and post-processing techniques, buffer interlayers, inverted and tandem designs are some of the most important aspects that are in detailed reviewed in this letter. All have equally contributed to develop this technology and leave it at doors of commercialization.
    Full-text · Article · Apr 2015 · Organic Electronics
  • Source
    • "The bulk heterojunction solar cells (BHJSCs) with the simple architecture have been widely produced and investigated [7] [8] [9]. The active layers in BHJSCs typically consist of a blend of donor and acceptor materials which interpenetrate into conductive networks [10] [11] [12]. Diketopyrrolopyrrole (DPP) is commonly used as the acceptor material in conjugated polymers [13]. "
    [Show abstract] [Hide abstract]
    ABSTRACT: Extending conjugation length, involving strong π-π interactions and large electron-withdrawing functional groups have been experimentally proved to be the efficient strategies for performance enhancement of donor-acceptor (D-A) polymers used in organic solar cells. In this paper, considering above strategies, a series of novel D-A conjugated polymers have been designed and theoretically investigated on their electronic structures, energy levels, and optical absorption, using first principles calculation methods under the PBE0/6-311G∗∗ and TD-B3LYP/6-31G∗∗ level. The results show, compared with those base polymers, the newly designed polymers exhibit better performances including narrower band gaps, deeper HOMO energy levels (broadband optical absorption), and better theoretical power conversion efficiencies (PCEs) predicted by Scharber diagrams. These polymers can be used as the active layers in high performance organic solar cells.
    Full-text · Article · Jan 2015 · Computational and Theoretical Chemistry
  • Source
    • "Recently, much consideration and attention have been given to the p-type semiconducting material of functional polymer in order to boost up the performance of organic electronics devices such as organic solar cells (OSCs), organic field effect transistors (OFETs), and organic light emitting diodes (OLEDs) [1] [2] [3] [4]. One of the auspicious semiconducting polymers with the great optical properties is poly[2,7-(9,9- dioctylfluorene)-alt-4,7-bis(thiophen-2-yl)benzo-2,1,3-thia- diazole] (PFO-DBT). "
    [Show abstract] [Hide abstract]
    ABSTRACT: Immersion of template into solution is used to synthesize the Y-shaped poly[2,7-( 9,9-dioctylfluorene)-alt-4,7-bis(thiophen-2-yl) benzo-2,1,3-thiadiazole] (PFO-DBT) nanotubes. Solution annealing and different aging times (1, 24, and 72 hours) are conducted to synthesize the Y-shaped PFO-DBT nanotubes and the effects on themorphological, structural, and optical properties of Y-shaped PFO-DBT nanotubes are investigated. The dense, aligned, and elongated Y-shaped PFO-DBT nanotubes have been successfully fabricated by aging the PFO-DBT solution for 72 hours. Enhanced light absorption with less light scattering can be exhibited from the elongated Y-shaped PFO-DBT nanotubes. Partial and complete infiltration is governed by 1 hour and 72 hours of aging time, respectively. Preformed nanofibres are initiated by the process of annealing and aging of PFO-DBT solution. During the aging process, PFO-DBT nanofibres are formed to coat the pores' wall and replicated the Y-branched nanopores for the production of Y-shaped PFO-DBT nanotubes. The effects of solution annealing and aging process are essential for the improvement on the morphological, structural, and optical properties of Y-shaped PFO-DBT nanotubes.
    Full-text · Article · Nov 2014 · Journal of Nanomaterials
Show more