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

Description

3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione is a deep red solid chemical compound that features two furan rings and a pyrrolopyrrole core. It possesses unique optical and electronic properties, which make it a promising candidate for various applications in the field of organic electronics and photovoltaics.

Uses

Used in Organic Electronics:
3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione is used as a component in organic electronics for its ability to efficiently absorb sunlight and transport charge, contributing to the development of advanced electronic devices with improved performance.
Used in Photovoltaics:
In the photovoltaic industry, 3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione is utilized as a material in solar cell devices due to its potential to enhance the efficiency of solar energy conversion. Its unique properties allow for better absorption of sunlight and charge transport, which are crucial for improving the overall performance of solar panels.
Used in Solar Cell Devices:
3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione is employed as a key material in the development of solar cell devices. Its ability to efficiently absorb sunlight and transport charge makes it a valuable component in the ongoing research and optimization of solar energy technologies, with the aim of achieving higher energy conversion efficiencies and more sustainable energy solutions.

Upstream product

• 617-90-3 2-furancarbonitrile 
• 924-88-9 diisopropyl succinate 
• 141-03-7 dibutyl succinate 
• 106-65-0 Dimethyl succinate 
• 75-85-4 tert-Amyl alcohol 
• 926-26-1 di-tert-Butyl succinate 
• 123-25-1 succinic acid diethyl ester 

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

Preparation method and application of diketopyrrolopyrrole derivative

The invention discloses a preparation method and an application of a diketopyrrolopyrrole derivative. The invention relates to the technical field of diketopyrrolopyrrole catalysts. The preparation method comprises the following steps: adding a cyano heterocyclic compound into a sodium tert-amyl alcohol solution, heating the solution to 110-115 DEG C, dropwise adding a tert-amyl alcohol solution of diethyl succinate, performing reaction, and filtering, washing and drying the reaction solution after the reaction is finished to obtain the diketopyrrolopyrrole derivative. The invention also discloses an application of the diketopyrrolopyrrole derivative in photo-catalytic polar monomer polymerization reaction. The diketopyrrolopyrrole derivative can be used as a catalyst for photo-catalytic polar monomer polymerization reaction, so that the polymerization reaction can be carried out under a visible light condition, and the reaction can be carried out only by adding an initiator, a catalyst and a monomer subjected to the polymerization reaction without adding a reducing agent and other assistants in the polymerization reaction.

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.