88949-34-2

Usage

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

Relevant academic research and scientific papers

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.

A furan-containing conjugated polymer for high mobility ambipolar organic thin film transistors

Furan substituted diketopyrrolopyrrole (DBF) combined with benzothiadiazole based polymer semiconductor PDPP-FBF has been synthesized and evaluated as an ambipolar semiconductor in organic thin-film transistors. Hole and electron mobilities as high as 0.20 cm2 V-1 s-1 and 0.56 cm2 V-1 s-1, respectively, are achieved for PDPP-FBF.

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

Polar diketopyrrolopyrrole-imidazolium salts as selective probes for staining mitochondria in two-photon fluorescence microscopy

Three rationally designed polar derivatives of diketopyrrolopyrrole consisting of 1,3-dimethylimidazolium cationic units and benzene, thiophene, or furan rings as π spacers were synthesized and thoroughly studied. The obtained salts are soluble in polar organic solvents and show satisfactory solubility in water, which makes them suitable for the applications in bioimaging. Photophysical measurements revealed that the obtained derivatives are characterized by strong absorption and good fluorescence quantum yields. The corresponding two-photon properties were also examined and showed that the synthesized salts exhibit large two-photon absorption cross-sections reaching 4000 GM (GM=Goeppert-Mayer unit, 1 GM=10-50 cm4 s photon-1) and very high two-photon brightness values exceeding 2000 GM. It was demonstrated that these salts can be safely applied in two-photon fluorescence microscopy for selective staining of mitochondria in living cells. Clearly visible: Three quadrupolar compounds bearing diketopyrrolopyrroles as a central core conjugated with imidazolium salt moieties as an additional acceptor were designed and synthesized. The two-photon brightness (>2000 GM, 1 GM=10-50 cm4 s photon-1) for these red-emitting dyes was found to be larger than for any previously studied diketopyrrolopyrrole. A strong dependence of the two-photon absorption cross-section on the dihedral angle between the core and the peripheral aryls was revealed (see figure; TPFM=two-photon fluorescence microscopy).

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.

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

COMPOUNDS FOR INFRARED LIGHT SENSING DEVICES, INFRARED LIGHT SENSING DEVICES, IMAGE SENSORS, AND ELECTRONIC DEVICES INCLUDING THE SAME

A compound for an infrared light sensing device may be represented by a particular chemical formula and may be included in an infrared light sensing device. An image sensor may include the infrared light sensing device, and an electronic device may include the image sensor.

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.

Narrow band-gap donor-acceptor copolymers based on diketopyrrolopyrrole and diphenylethene: Synthesis, characterization and application in field effect transistor

Three low band-gap diketopyrrolopyrrole based polymers with varying donor groups of furan, thiophene and phenyl were synthesized and then copolymerized with diphenylethene. We investigate the influence of different donor groups and comonomers on the band-gap and field effect transistors. The efficient synthesis of the diketopyrrolopyrrole based copolymers was clearly characterized by a variety of measurements. Two dimensional Grazing Incident X-ray Diffraction was measured to prove that furan and thiophene based copolymers have ordered edge-on structure. These copolymers exhibited strong π-π stacking and excellent hole mobilities when applied in the electric double layer field effect transistors. The high mobility of 2.36 cm2 V-1 s-1 with an on/off ratio of 103 was achieved.