88949-34-2

Basic information

• Product Name: 3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• Synonyms: DPP02;3,6-Di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,3-dione;Pyrrolo[3,4-c]pyrrole-1,4-dione, 3,6-di-2-furanyl-2,5-dihydro-
• CAS NO: 88949-34-2
• Molecular Formula: C14H8N2O4
• Molecular Weight: 268.22432
• Mol File: 88949-34-2.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione(88949-34-2)
• EPA Substance Registry System: 3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione(88949-34-2)

Safety Data

• Hazardous Substances Data: 88949-34-2(Hazardous Substances Data)

Usage

General Description

3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione is a chemical compound that contains two furan rings and a pyrrolopyrrole core. It is a deep red solid with potential applications in organic electronics and photovoltaics due to its unique optical and electronic properties. 3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione has attracted interest for its ability to efficiently absorb sunlight and transport charge, making it a promising candidate for use in solar cell devices. As a result, it is the subject of ongoing research aimed at further understanding and optimizing its properties for potential technological applications.

Upstream product

• 617-90-3 2-furancarbonitrile 
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• 106-65-0 Dimethyl succinate 
• 141-03-7 dibutyl succinate 
• 75-85-4 tert-Amyl alcohol 
• 926-26-1 di-tert-Butyl succinate 
• 924-88-9 diisopropyl succinate 

Relevant articles and documents

3,6-Di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione and bithiophene copolymer with rather disordered chain orientation showing high mobility in organic thin film transistors

Pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione or diketopyrrolopyrrole (DPP) is a useful electron-withdrawing fused aromatic moiety for the preparation of donor-acceptor polymers as active semiconductors for organic electronics. This study uses a DPP-furan-containing building block, 3,6-di(furan-2-yl)pyrrolo[3,4- c]pyrrole-1,4(2H,5H)-dione (DBF), to couple with a 2,2′-bithiophene unit, forming a new donor-acceptor copolymer, PDBFBT. Compared to its structural analogue, 3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DBT), DBF is found to cause blue shifts of the absorption spectra both in solution and in thin films and a slight reduction of the highest occupied molecular orbital (HOMO) energy level of the resulting PDBFBT. Despite the fact that its thin films are less crystalline and have a rather disordered chain orientation in the crystalline domains, PDBFBT shows very high hole mobility up to 1.54 cm 2 V-1 s-1 in bottom-gate, top-contact organic thin film transistors.

Small band gap copolymers based on furan and diketopyrrolopyrrole for field-effect transistors and photovoltaic cells

Four small band gap semiconducting copolymers based on electron deficient diketopyrrolopyrrole alternating with electron rich trimers containing furan and benzene or thiophene have been synthesized via Suzuki polymerization. The polymers have optical band

Novel DPP derivatives functionalized with auxiliary electron-acceptor groups and characterized by narrow bandgap and ambipolar charge transport properties

Four novel diketopyrrolopyrrole (DPP) derivatives have been synthesized and characterized: the dyes are based on a DPP electron acceptor core symmetrically functionalized with donor bi-furyl moieties and end capped with four different auxiliary electron-a

DIKETO-PYRROLO-PYRROLE DISPERSION, AND BIOIMAGING FLUORESCENT LABELING AGENT USING THAT DISPERSION

To provide: a dispersion that is safe and has high fluorescence intensity and high light fastness; and a bioimaging fluorescent labeling agent using the dispersion.SOLUTION: A dispersion comprises a compound represented by the general formula in the figure, a surfactant, and water, where the compound is dispersed in the water. (Rand Rare each independently a substituted or unsubstituted aliphatic hydrocarbon group or the like; and Arand Arare each independently a substituted or unsubstituted aromatic hydrocarbon group or the like.)SELECTED DRAWING: None

Synthesis and Characterization of Diketopyrrolopyrrole-based D-π-A-π-D Small Molecules for Organic Solar Cell Applications

Four new small molecules – CTDP, BCTDP, CFDP, and BCFDP having D-π-A-π-D molecular architecture, possessing carbazole and benzocarbazole as electron donors, diketopyrrolopyrrole core as acceptor and thiophene/furan acting as spacer/bridge between donor (carbazole and benzocarbazole) and acceptor (diketopyrrolopyrrole) units are synthesized. All the four compounds exhibited absorption in the range of 300 to 700 nm, and, in particular, more intense absorption found in the 500 to 660 nm region. The estimated band gaps are found to be 1.92 eV for CTDP, 1.92 eV for BCTDP, 1.94 eV for CFDP, and 1.92 eV for BCFDP from their intersection point of absorption and emission spectra. The electrochemical studies revealed that the highest occupied molecular orbital/lowest unoccupied molecular orbital energy levels of all the four compounds, CTDP (?5.03/?3.65 eV), BCTDP (?5.03/?3.65 eV), CFDP (?4.94/?3.65 eV), and BCFDP (?4.90/?3.62 eV) are well matched with PCBM and expected to be act as donor materials in small molecule bulk hetero junction organic solar cells. All the compounds are thermally stable up to 382–416°C.