3-BPIC-F is a self-assembled monolayer (SAM) material that consists of a 3,8-difluoroindolo[2,3-a]carbazole terminal functional group with two phosphonic acid anchors and propanyl spacers that join the anchors to the electron rich terminal. 3-BPIC-F is the fluorinated derivative of 3-BPIC. The incorporation of electron-withdrawing fluorine atoms enables the ITO/3-BPIC-F substrate with an enlarged work function (WF), showing a deeper highest occupied molecular orbital (HOMO) energy level and a larger dipole moment while compared to those of 3-BPIC.
As the hole selective contact, the self-assembled 3-BPIC-F monolayer not only improves the hole extraction rate within the device but also lowers the interfacial impedance to reduce nonradiative recombination at the interface. Moreover, organic solar cells based on 3-BPIC-F as the interface between the anode and photoactive layer exhibit enhanced operational stability compared to those based on PEDOT:PSS as the hole extraction layer (HEL). Record high device power conversion efficiency (PCE) of 19.71% was achieved for polymeric organic non-fullerene solar cell based on PM6:L8-BO:BTP-ec9 (1:1:0.3 w/w) as the active layer, and 3-BPIC-F as the SAM interface with a simplified structure of ITO/3-BPIC-F/PM6:L8-BO:BTP-ec9/PNDIT-F3N/Ag.
Serving as hole selective contact for organic solar cells and perovskite solar cells, 3-BPIC-F is an alternative to PEDOT:PSS with superior performance with the convenience of solution deposition at low concentration, i.e. 1 mM.
Solution Processing Procedure
Typical processing solvents: Ethanol, methanol, IPA, DMF, THF
Typical concentration: 1 mM - 1.0 mg/ml
Typical processing procedure: 3-BPIC-F is dissolved in ethanol at the concentration of 0.9 mg/mL. The ITO/SAM monolayer film is deposited by spin-coating the solution on the top of the ITO glass substrate at 3000 rpm for 20 s and then annealed in air for 10 min. The ITO/SAM substrate is dynamically washed with the same solution at 5000 rpm for 20 s (DOI: 10.1021/jacs.4c03917).
General Information
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CAS Number
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3038707-50-2
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Chemical Formula
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C24H24F2N2O6P2
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Molecular Weight
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536.4 g/mol
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Absorption
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λmax (n.a.)
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Fluorescence
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λem (n.a.)
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HOMO/LUMO
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HOMO = 5.39 eV, LUMO = 1.16 eV
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Synonyms
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IDCz-2F, (3,8-Difluoroindolo[2,3-a]carbazole-11,12-diyl)bis(propane-3,1-diyl)diphosphonic acid
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Classification or Family
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Indolo[2,3-a]carbazole derivatives, Self-assembly monolayers, Hole transport layer, Hole extraction layer, p-i-n Perovskite solar cells, Organic photovoltaics
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Product Details
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Purity
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> 98% (HPLC)
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Melting Point
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N/A
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Appearance
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White powder/crystals
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