Ossila 2,5-Dihydro-3,6-di-2-thienyl-pyrrolo[3,4-c]pyrrole-1,4-dione B961

2,5-Dihydro-3,6-di-2-thienyl-pyrrolo[3,4-c]pyrrole-1,4-dione (CAS 850583-75-4) is a diketopyrrolopyrrole (DPP) compound carrying 2-thienyl substituents at the 3 and 6 positions. DPP units rank among the most widely used organic building blocks for making oligomers and polymers with semiconducting behaviour, targeted at OFETs, OLEDs and organic photovoltaics. It is supplied as a dark red/brown powder or crystals with a purity of >95% by 1H NMR.

The two amine sites can be alkylated to improve the solubility and film morphology of the final molecules, while bromination of the thienyl rings gives brominated DPP intermediates suited to C-C coupling reactions for modifying the DPP core.

Because the DPP core is electron deficient, DPP materials show a relatively high oxidation potential, which can give high-energy charge separated states with fullerene or non-fullerene acceptors and high open voltages in solar cells. Their absorption can reach into the near infrared, and the planar fused core promotes intermolecular π-π interactions that support strong charge mobility; OTFTs based on high molecular weight DPP-DTT have reached mobilities up to 10.5 cm2 V−1 s−1 with on/off ratios ≥10^6.

• Synthesis of DPP-based oligomers and polymers for organic field-effect transistors (OFETs).
• Preparation of semiconducting materials for OLEDs.
• Development of donor materials for organic photovoltaics paired with fullerene or non-fullerene acceptors.
• Production of brominated DPP intermediates for C-C bond forming reactions.
• Research into near infrared absorbing materials for photodetectors and photothermal therapy.

• Product code: B961
• M​olecular Weight: 300.36 g/mol
• Synonyms: 3,6-Di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione; DPP
• Classification / Family: Diketopyrrolopyrroles, semiconductor synthesis intermediates, low band gap polymers, OLED, OFETs, organic photovoltaics

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