BODIPY–diketopyrrolopyrrole–porphyrin conjugate small molecules for use in bulk heterojunction solar cells

Bucher, Léo; Desbois, Nicolas; Koukaras, Emmanuel Ν.; Devillers, Charles H.; Biswas, Shyamal; Sharma, Ganesh D.; Gros, Claude P.

doi:10.1039/c8ta01291a

Cited by 48 publications

(28 citation statements)

References 60 publications

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“…The highest efficiency for BODIPY small molecule-based OSC was obtained by Bucher and co-worker [ 68 ] in 2018. The group designed and synthesized two small molecules comprised of a central BODIPY core, surrounded with two diketopyrrolopyrrole (DPP) and two porphyrin side units, differing only from each other in the aromatic bridge between BODIPY and porphyrins: in one case phenylene ( 12a , Scheme 2 ) was used, in the other case thienyl ( 12b , Scheme 1 ).…”

Section: Bodipy-based Active Materials In Opvmentioning

confidence: 99%

BODIPY-Based Molecules, a Platform for Photonic and Solar Cells

Squeo¹,

Ganzer

Virgili

et al. 2020

Molecules

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The 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-based molecules have emerged as interesting material for optoelectronic applications. The facile structural modification of BODIPY core provides an opportunity to fine-tune its photophysical and optoelectronic properties thanks to the presence of eight reactive sites which allows for the developing of a large number of functionalized derivatives for various applications. This review will focus on BODIPY application as solid-state active material in solar cells and in photonic devices. It has been divided into two sections dedicated to the two different applications. This review provides a concise and precise description of the experimental results, their interpretation as well as the conclusions that can be drawn. The main current research outcomes are summarized to guide the readers towards the full exploitation of the use of this material in optoelectronic applications.

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Section: Bodipy-based Active Materials In Opvmentioning

confidence: 99%

BODIPY-Based Molecules, a Platform for Photonic and Solar Cells

Squeo¹,

Ganzer

Virgili

et al. 2020

Molecules

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“…Organic solar cells (OSCs) have emerged as one of the promising photovoltaic technology, owing to their superior performance and capacity for low-cost and scalable solution-processing fabrication. [1][2][3][4][5][6] In comparison with traditional fullerene-based electron acceptor, the non-fullerene acceptors (NFAs) with acceptor-donor-acceptor (A-D-A) structure exhibited significant advantages, such as variability of energy levels and absorption range, strong absorption strength and adjustable chemical structure. Among the families of NFA small molecule, the fused-ring electron-acceptors (FREAs) have achieved dramatic progress in realizing high-performance bulk-heterojunction (BHJ) OSCs.…”

Section: Tocmentioning

confidence: 99%

Nonfullerene Acceptor for Organic Solar Cells with Chlorination on Dithieno[3,2-b:2′,3′-d]pyrrol Fused-Ring

et al. 2019

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A narrow bandgap molecular acceptor, IPIC-4Cl, featuring an indacenobis(dithieno[3,2-b:2ʹ,3ʹ-d]pyrrol) (INP) core with 2-butyl-1-octyl sidechains and chlorinated (dicyanomethylidene)-indan-1-one (IC) as electron-accepting endgroup, has been rationally designed as non-fullerene acceptors (NFAs) for organic solar cells (OSCs). The impact of chlorination on the acceptor unit is revealed by a comparison study with two counterpart NFAs bearing fluorinated or non-halogenated IC unit. The synergetic photophysical and morphological analyses reveal that PBDB-T:IPIC-4Cl blend possesses efficient exciton dissociation and charge collection integrated with higher crystallinity and optimized phase separation. Consequently, the OSCs constructed by PBDB-T:IPIC-4Cl obtain a champion power conversion efficiency (PCE) of 13.4% with an extremely low energy loss of 0.51 eV. More encouragingly, we achieve a higher photovoltaic performance of 14.3% for ternary solar cells by using a combination of optimal amount of PC71BM with PBDB-T:IPIC-4Cl blend. 3 TOC Organic solar cells (OSCs) have emerged as one of the promising photovoltaic technology, owing to their superior performance and capacity for low-cost and scalable solution-processing fabrication. 1-6 In comparison with traditional fullerene-based electron acceptor, the non-fullerene acceptors (NFAs) with acceptor-donor-acceptor (A-D-A) structure exhibited significant advantages, such as variability of energy levels and 4 absorption range, strong absorption strength and adjustable chemical structure. Among the families of NFA small molecule, the fused-ring electron-acceptors (FREAs) have achieved dramatic progress in realizing high-performance bulk-heterojunction (BHJ) OSCs. 7-14 The power conversion efficiencies (PCEs) of the single-junction OSCs based on FREAs were boosted to 15.7 % as a result of optimization of the central core units, electron-withdrawing terminal groups, and the sidechain in core units. 15-18 Moreover, in combination with tandem cell architecture, the photovoltaic performance containing FREAs can further be improved to over 17%. 19 Rational design and synthesis of novel FREA as well as relationship of their structure-to-performance (especially the energetic loss (Eloss, Eloss = Eg opt -eVoc, Eg opt : opticl bandgap, Voc: open-circuited voltage) vs the short-circuited current densities (Jsc)) are indispensable to develop highly efficient OSCs for real-world application. 20-22 Summarizing the literature about FREA, benefitting from the well-balanced feature between open-circuited voltage (Voc) and Jsc, FREA material with bandgap between

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“…donor material for solution-processed bulk heterojunction solar cells. [78] The BODIPY core was linked to DPP units via ethynyl linkages at 2,6-positions and connected to porphyrin unit via phenyl-vinyl (28) and thiophene-vinyl (29) linkers to enable intramolecular energy transfers. In their previous report, [134] BODIPY was directly linked to porphyrin and the connection between BODIPY core and thiophene was enabled via ethynyl linker to obtain donor copolymers.…”

Section: Semiconductors With a Central Bodipy π-Unitmentioning

confidence: 99%

“…Two novel small molecular BODIPY semiconductors 28 and 29 (Figure ) were very recently synthesized by Bucher et al. as donor material for solution‐processed bulk heterojunction solar cells . The BODIPY core was linked to DPP units via ethynyl linkages at 2,6‐positions and connected to porphyrin unit via phenyl‐vinyl ( 28 ) and thiophene‐vinyl ( 29 ) linkers to enable intramolecular energy transfers.…”

Section: Introductionmentioning

confidence: 99%

BODIPY‐Based Semiconducting Materials for Organic Bulk Heterojunction Photovoltaics and Thin‐Film Transistors

et al. 2018

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The rapid emergence of organic (opto)electronics as a promising alternative to conventional (opto)electronics has been achieved through the design and development of novel π‐conjugated systems. Among various semiconducting structural platforms, 4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐s‐indacene (BODIPY) π‐systems have recently attracted attention for use in organic thin‐films transistors (OTFTs) and organic photovoltaics (OPVs). This Review article provides an overview of the developments in the past 10 years on the structural design and synthesis of BODIPY‐based organic semiconductors and their application in OTFT/OPV devices. The findings summarized and discussed here include the most recent breakthroughs in BODIPYs with record‐high charge carrier mobilities and power conversion efficiencies (PCEs). The most up‐to‐date design rationales and discussions providing a strong understanding of structure‐property‐function relationships in BODIPY‐based semiconductors are presented. Thus, this review is expected to inspire new research for future materials developments/applications in this family of molecules.

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BODIPY–diketopyrrolopyrrole–porphyrin conjugate small molecules for use in bulk heterojunction solar cells

Abstract: Two small molecules denoted as BD-pPor and BD-tPor composed of a central BODIPY core surrounded with two DPP and two porphyrin units have been designed and synthesized.

Cited by 48 publications

References 60 publications

BODIPY-Based Molecules, a Platform for Photonic and Solar Cells

BODIPY-Based Molecules, a Platform for Photonic and Solar Cells

Nonfullerene Acceptor for Organic Solar Cells with Chlorination on Dithieno[3,2-b:2′,3′-d]pyrrol Fused-Ring

BODIPY‐Based Semiconducting Materials for Organic Bulk Heterojunction Photovoltaics and Thin‐Film Transistors

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