New BODIPY derivatives with triarylamine and truxene substituents as donors for organic bulk heterojunction photovoltaic cells

“…The 4,4-difluoro-4-bora-3a,4a-diaza- s -indacene (BODIPY) unit as an essential class of multipurposed fluorophore has attracted tremendous interest due to its remarkable optical properties such as a relatively high absorption coefficient, low optical band gap, high fluorescence quantum yield, excellent photochemical and thermal toughness, promising redox properties, and the suitable highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energy levels. − Moreover, BODIPY derivatives have been synthesized, and their electrochemical and photophysical features can be straightforwardly fine-tuned through a suitable synthetic adjustment on the BODIPY core. , Their spectra also could be easily tuned toward the near-IR region. , Notably, the BODIPY π-core retains a deep HOMO level (<5.2 eV) and well-organized π-stacking in the solid state. These outstanding photophysical and electrochemical properties of BODIPYs make them attractive candidates for OSC applications. − …”

Section: Introductionmentioning

confidence: 99%

Truxene π-Expanded BODIPY Star-Shaped Molecules as Acceptors for Non-Fullerene Solar Cells with over 13% Efficiency

Fang

et al. 2022

ACS Appl. Energy Mater.

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An electron acceptor in a bulk heterojunction (BHJ) is one of the significant factors for the performance of organic solar cells (OSCs). Acceptors are required to possess an appropriate energy level to be well fitted with donors and a complementary absorption profile in the near-infrared (NIR) region of solar spectra. Herein, two novel star-shaped electron acceptors TBT-1 and TBT-2 denoted as 3a and 3b, respectively, based on a planar truxene core conjugated with three 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) units were designed. Both 3a and 3b show strong absorption in both visible and NIR regions in solution and in films. Due to the strong electron-donating capability of the dimethylamino group and a good π-conjugative effect, 3a displays a slightly higher highest occupied molecular orbital (HOMO) level (−5.40 eV) and a deeper lowest unoccupied molecular orbital (LUMO) level (−3.96 eV) compared to 3b (HOMO = −5.52 eV and LUMO = −3.94 eV), resulting in red-shifted absorption, showing a narrower optical band gap of 1.44 eV than that of 3b (1.58 eV). When blended with a donor polymer P, the OSCs based on P:3a and P:3b exhibit a superior short-circuit current density (J sc ), high electron mobility, and open-circuit voltage (V oc ). OSCs based on optimized P:3a and P:3b exhibit the best power conversion efficiency (PCE) values of 13.41 and 11.75%, respectively. To the best of our knowledge, this is among the best values for OSCs with a non-fullerene small-molecule acceptor (NFSMA) based on BODIPY derivatives. These outcomes suggest that integrating extended conjugation into a star-shaped building block encourages designing high-performance NFSMAs for application in OSCs.

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“…On the other hand, 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes are a type of popular organic dyes showing high fluorescence yields, strong absorptivity, good photostability, exceptional photochemical and thermal toughness, and good solubility in common solvents. − Additionally, the derivatives of BODIPY have been easily synthesized, − and their photophysical and electrochemical features can be conveniently adjusted via a proper synthetic modification in the BODIPY core. , These remarkable advantages of BODIPYs make them attractive aspirants for their use in OSCs. − BODIPY derivatives have been used to construct a variety of electron-donor and nonfullerene small-molecule acceptors and displayed good PCEs. − Nevertheless, to the best of our knowledge, to date, there has been no report on 3D star-shaped PDI small-molecule acceptors based on BODIPY derivatives as the core. In addition, BODIPY derivatives have a large coplanar configuration and a conjugated system, which can supplement the absorption spectrum of the PDI unit, resulting in a broader absorption region, and further improve the electron transport of the small-molecule acceptors.…”

Section: Introductionmentioning

confidence: 99%

Alkynyl BODIPY-Core Bridged Perylene Diimide Star-Shaped Nonfullerene Acceptors for Efficient Polymer Solar Cells

Zong

Dahiya

Song

et al. 2022

ACS Appl. Energy Mater.

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Two new star-shaped perylene diimide (PDI)-based small-molecule acceptors denoted as BDP-3PDI and BDP-4PDI with BODIPY derivatives as the core and PDI units as peripheral groups were designed and successfully synthesized, and their photophysical and electrochemical properties were studied. When paired with a compatible D–A polymer donor P(BTT-DPP), the polymer solar cells based on the bulk heterojunction active layer attained power conversion efficiencies (PCEs) of about 10.97 and 13.94% for BDP-3PDI and BDP-4PDI, respectively. The higher value of PCE for BDP-4PDI is mainly owing to the enhanced values of the fill factor and short circuit current as compared to BDP-3PDI and related to the more balanced charge transport and blocked charge recombination owing to the appropriate phase separation in the P(BTT-DPP):BDP-4PDI active layer as compared to P(BTT-DPP):BDP-3PDI.

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New BODIPY derivatives with triarylamine and truxene substituents as donors for organic bulk heterojunction photovoltaic cells

Cited by 14 publications

References 73 publications

Influence of triphenylamine derivatives in efficient dye-sensitized/organic solar cells

Influence of triphenylamine derivatives in efficient dye-sensitized/organic solar cells

Truxene π-Expanded BODIPY Star-Shaped Molecules as Acceptors for Non-Fullerene Solar Cells with over 13% Efficiency

Alkynyl BODIPY-Core Bridged Perylene Diimide Star-Shaped Nonfullerene Acceptors for Efficient Polymer Solar Cells

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