Crystalline low band-gap alternating indolocarbazole and benzothiadiazole-cored oligothiophene copolymer for organic solar cell applications

Lü, Jianping; Liang, Fushun; Drolet, Nicolas; Ding, Jianfu; Tao, Ye; Movileanu, Raluca

doi:10.1039/b811031j

Cited by 133 publications

(96 citation statements)

References 36 publications

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“…The dibromonated monomer 4 Th 2 BTD-2Br was synthesized from commercially available 2,1,3-benzothiadiazole via a divergent method according to our recent publication. 13 4 (46 mg, 0.04 mmol) was added to a solution of Th 2 BTD-2Br (2.14 g, 2.0 mmol) and trimethyl-(4-hexyl-2-thienyl)stannane (2.15 g, 6.0 mmol) in anhydrous DMF (15 mL). The mixture was stirred under argon for 24 h at 100°C and then allowed to cool to room temperature.…”

Section: Methodsmentioning

confidence: 99%

Design and Synthesis of Alternating Regioregular Oligothiophenes/Benzothiadiazole Copolymers for Organic Solar Cells

et al. 2009

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Received May 4, 2009; Revised Manuscript Received July 6, 2009 ABSTRACT: Low-bandgap regioregular polythiophene derivatives, PTh 6 BTD, PTh 8 BTD, and PTh 4 TTBTD, were synthesized through Stille coupling reaction. These are alternating copolymers of an electron-deficient benzothiadiazole unit and oligothiophene units including hexathiophene, octathiophene, and thieno[3,2-b]thiophene-bridged quarterthiophene, respectively. The polymers are soluble in halogenated solvents such as o-dichlorobenzene, affording good processability in solar cell fabrication. Meanwhile, the synthesized alternating copolymers show much broader absorption than P3HT, covering the spectral region from 350 to 800 nm. DSC analysis showed that all three polymers readily crystallized, indicating highly ordered intermolecular packing, which is beneficial for achieving higher charge carrier mobility. Bulkheterojunction solar cells using 1:1 w/w PTh n BTD:PC 61 BM ([6,6]-phenyl C 61 -butyric acid methyl ester) blends as the photovoltaic active layers were fabricated and characterized. Best power conversion efficiency of 1.7% was obtained from PTh 8 BTD-based devices under a simulated AM 1.5 G solar irradiation of 100 mW/cm 2 .

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Section: Methodsmentioning

confidence: 99%

Design and Synthesis of Alternating Regioregular Oligothiophenes/Benzothiadiazole Copolymers for Organic Solar Cells

et al. 2009

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“…16 In addition, there have also been some reports on polymers containing the INC moiety. [26][27][28][29] For example, Li et al 15 synthesized a new class of polyindolocarbazole via the coupling polymerization of 2,8-dichloroindolo [3,2-b]carbazole derivatives, a film of which could be manufactured by spin coating and exhibited a field-effect transistor mobility of 0.02 cm 2 V À1 s À1 . However, INC derivatives have drawbacks, including poor solubility in organic solvents and a lack of chemical stability.…”

Section: Introductionmentioning

confidence: 99%

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Akimoto

Kawano

Iwasawa

et al. 2011

Polym J

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Novel copolymers containing the indolo [3,2-b]carbazole (INC) moiety were synthesized, and the effects of the INC content on their physical properties were investigated. The homopolymer of the INC-containing monomer, 1-octyl-7-(4-vinylbenzyl) indolo [3,2-b]carbazole and copolymers with styrene were prepared by radical polymerization. Four kinds of copolymers with different compositions were obtained. The glass transition temperatures (Tgs) were observed in the range of 101-112 1C, and the decomposition temperatures were nearly 400 1C. The photonic properties of the copolymers were also evaluated in solution in tetrahydrofuran and for spin-coated films on a fused silica substrate. In the ultraviolet-visible absorption spectra, maximum absorption peaks were observed at 340-345 nm in both the solutions and the films. In the case of the solutions, the photoluminescence intensities of the copolymers increased with increasing INC monomer units in the copolymer. On the contrary, the photoluminescence intensities of the copolymer films decreased with increasing INC content in the copolymer, which is likely due to the concentration quenching caused by the condensation of intermolecular interactions derived from INC components. The copolymer with a low content of the INC moiety exhibited high emission and good film-forming ability.

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“…In the past decade, many polymers based on 2,1,3-benzothiadiazole with the donor unit such as fluorene [91,92], carbazole [93][94][95], indolocarbazole [96,97], silafluorene [98,99], cyclopentadithiophene [26,[100][101][102][103], dithienosilole [104,105], dithienopyrole [106] and so on have been reported. Some of them showed promising photovoltaic performance with the various devices engineering.…”

Section: Polymers Containing 213-benzothiadiazolementioning

confidence: 99%

Recent Development on Narrow Bandgap Conjugated Polymers for Polymer Solar Cells

et al. 2017

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Abstract:There have been exciting developments in the field of polymer solar cells (PSCs) as the potential competitor to the traditional silicon-based solar cells in the past decades. The most successful PSCs are based on the bulk hetero-junction (BHJ) structure, which contains a bicontinuous nanoscale interpenetrating network of a conjugated polymer and a fullerene blend. The power conversion efficiencies (PCEs) of BHJ PSCs have now exceeded 11%. In this review, we present an overview of recent emerging developments of narrow bandgap conjugated polymers for PSCs. We focus on a few important acceptors used in the donor-acceptor type conjugated polymers for highly efficient PSCs. We also reviewed the emerged donor-π-acceptor (D-π-A) side chains polymers. The band-gaps and energy levels as well as the photovoltaic performances of conjugated polymers are discussed.

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Crystalline low band-gap alternating indolocarbazole and benzothiadiazole-cored oligothiophene copolymer for organic solar cell applications

Cited by 133 publications

References 36 publications

Design and Synthesis of Alternating Regioregular Oligothiophenes/Benzothiadiazole Copolymers for Organic Solar Cells

Design and Synthesis of Alternating Regioregular Oligothiophenes/Benzothiadiazole Copolymers for Organic Solar Cells

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Recent Development on Narrow Bandgap Conjugated Polymers for Polymer Solar Cells

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