Non-fullerene polymer solar cells based on quinoxaline units with fluorine atoms

Keum, Sangha; Song, Suhee; Cho, Hye Won; Park, Chan Beom; Park, Seong Soo; Lee, Won‐Ki; Kim, Jin Young; Jin, Youngeup

doi:10.1016/j.synthmet.2020.116655

Cited by 10 publications

(2 citation statements)

References 31 publications

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“…By using the alkyl side chains, Jin et al reported Qx-based polymers PB-FQx with one fluorine substitution and PB-DFQx with two fluorine substitutions. [91] Compared with PB-FQx, the performance of PB-DFQx-based devices had clearly improved due to the higher V OC caused by difluoro-substitutions. By introducing thiophene π-bridge, P(BDTT-2TffQ) and P(BDTT-2TfQ) were reported by Park et al [92] Compared with P(BDTT-2TfQ), polymer P(BDTT-2TffQ) has higher absorption coefficient, lower HOMO level and higher film crystallinity because of the difluoro-substitutions.…”

Section: Fluorinated Quinoxaline (Qx)mentioning

confidence: 99%

Fluorinated Polymer Donors for Nonfullerene Organic Solar Cells

Li,

Wang,

Chen

et al. 2024

Chemistry A European J

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The rapid development of narrow‐bandgap non‐fullerene acceptors (NFAs) has boosted the efficiency of organic solar cells over 19%. The new features of high‐performance NFAs, such as visible‐NIR light absorption, moderate HOMO, and high crystallinity, require polymer donors with matching physical properties. This emphasizes the importance of methods that can effectively tune the physical properties of polymers. Owning to very small atom size and strongest electronegativity, the fluorination has been proved the most efficient strategy to regulate the physical properties of polymer donors, including frontier energy level, absorption coefficient, dielectric constant, crystallinity and charge transport. Owing to the success of fluorination strategy, the vast majority of high‐performance polymer donors possess one or more fluorine atoms. In this review, the fluorination synthetic methods, the synthetic route of well‐known fluorinated building blocks, the fluorinated polymers which are categorized by the type of donor or acceptor units, and the relationships between the polymer structures, properties, and photovoltaic performances are comprehensively surveyed. We hope this review could provide the readers a deeper insight into fluorination strategy and lay a strong foundation for future innovation of fluorinated polymers.

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Section: Fluorinated Quinoxaline (Qx)mentioning

confidence: 99%

Fluorinated Polymer Donors for Nonfullerene Organic Solar Cells

Li,

Wang,

Chen

et al. 2024

Chemistry A European J

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“…As the relatively weak electron-deficient characteristic, quinoxaline (Qx) and its derivative units have been incorporated into a polymer or small molecule used as donor or acceptor, benefiting from several typical advantages, such as rigid planar structure, strong quinoid resonance, easy chemical modification, and multiple substitution positions. ,– Since the report of high-performance D–A copolymer, copolymer donors with Qx, difluoro-Qx, or dialkoxy-Qx as the A unit have received increasing attention as illustrated in Scheme . – However, monosubstituted Qx moieties have rarely been coupled with electron-rich moieties over the past decades. To our knowledge, only mono fluorine, cyanide (CN), and alkoxy have been reported to functionalize Qx so far. – Unlike many polymer counterparts, the Qx moiety has been used in a relatively limited number of small molecular acceptors. For example, Huang et al recently designed two A–D–A′–D–A-type small molecules, in which the difluoro-Qx unit was utilized as the A′ unit .…”

Section: Introductionmentioning

confidence: 99%

Monohalogenated Quinoxaline-Based Nonfullerene Acceptor to Modulate Photovoltaic Performance

Meng,

Dai,

Zhou

et al. 2023

ACS Appl. Energy Mater.

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Quinoxaline (Qx) is an important electron-deficient unit; however, the role played by the substituted halogen atoms on it has not been fully understood yet, although they have significantly promoted the performance of organic photovoltaics. Herein, we designed a wide-band-gap small molecule Cl-Qx3b, in which only one chloride atom was selectively substituted on the position of Qx near the central indaceno[2,1-b:6,5-b′]-dithiophene unit. Together with the other fluorinated analogue F-Qx3b previously reported by ourselves, we clarified the effect of halogen atoms on the photovoltaic property by choosing two polymers J52-Cl and J52-F as the donors, in which chlorine and fluorine atoms are substituted on the conjugated side chain. It was found that (1) chlorination shows lower nonradiative voltage loss and (2) fluorination exhibits suppressed charge carrier recombination. Our work gives a detailed explanation of the effect of monohalogenation on Qx on the photovoltaic property of Qx-based acceptors and thus an insight into heteroatom substitutions on Qx especially in both donor and acceptor.

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Quinoxaline‐Based D–A Copolymers for the Applications as Polymer Donor and Hole Transport Material in Polymer/Perovskite Solar Cells

et al. 2021

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Polymer solar cells (PSCs) have achieved great progress recently, benefiting from the rapid development of narrow bandgap small molecule acceptors and wide bandgap conjugated polymer donors. Among the polymer donors, the D-A copolymers with quinoxaline (Qx) as A-unit have received increasing attention since the report of the low-cost and high-performance D-A copolymer donor based on thiophene D-unit and difluoro-quinoxalline A-unit in 2018. In addition, the weak electron-deficient characteristic and the multiple substitution positions of the Qx unit make it an ideal A-unit in constructing the wide bandgap polymer donors with different functional substitutions. In this review article, recent developments of the Qx-based D-A copolymer donors, including synthetic method of the Qx unit, backbone modulation, side chain optimization, and functional substitution of the Qx-based D-A copolymers, are summarized and discussed. Furthermore, the application of the Qx-based D-A copolymers as hole transport material in perovskite solar cells (pero-SCs) is also introduced. The focus mainly on the molecular design strategies and structure-properties relationship of the Qx-based D-A copolymers, aiming to provide a guideline for developing high-performance Qx-based D-A copolymers for the applications as donor in PSCs and as hole transport material in pero-SCs.

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Non-fullerene polymer solar cells based on quinoxaline units with fluorine atoms

Cited by 10 publications

References 31 publications

Fluorinated Polymer Donors for Nonfullerene Organic Solar Cells

Fluorinated Polymer Donors for Nonfullerene Organic Solar Cells

Monohalogenated Quinoxaline-Based Nonfullerene Acceptor to Modulate Photovoltaic Performance

Quinoxaline‐Based D–A Copolymers for the Applications as Polymer Donor and Hole Transport Material in Polymer/Perovskite Solar Cells

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