1057401-13-4

Basic information

• Product Name: 3,6-Bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,4-dione
• Synonyms: 3,6-Bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,4-dione;2,5-di(2-ethylhexyl)-3,6-bis(5-broMothiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione;3,6‐bis(5‐broMo‐2‐ thienyl)‐2,5‐dioctyl‐2,5‐ dihydropyrrolo[3,4‐ c]pyrrole‐1,4‐dione;DPP‐nC8;Pyrrolo[3,4-c]pyrrole-1,4-dione, 3,6-bis(5-broMo-2-thienyl)-2,5-dihydro-2,5-dioctyl-;3,6-Bis(5-broMothiophen-2-yl)-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione;3,6-bis(5-broMo-2-thienyl)-2,5-dioctyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione DPP-nC8;3,6-Bis(5-bromo-2-thienyl)-2,5-di-n-octylpyrrolo[3,4-c]pyrrole-1,4-dione
• CAS NO: 1057401-13-4
• Molecular Formula: C₃₀H₃₈Br₂N₂O₂S₂
• Molecular Weight: 682.57292
• EINECS: 200-258-5
• Mol File: 1057401-13-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 195℃
• Boiling Point: 750.6±60.0 °C(Predicted)
• Appearance: /
• Density: 1.45
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• PKA: -5.01±0.60(Predicted)
• CAS DataBase Reference: 3,6-Bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,4-dione(1057401-13-4)
• EPA Substance Registry System: 3,6-Bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,4-dione(1057401-13-4)

Safety Data

• Hazardous Substances Data: 1057401-13-4(Hazardous Substances Data)

Usage

General Description

3,6-Bis(5-bromo-2-thienyl)-2,5-dihydro-2,5-dioctylpyrrolo[3,4-c]pyrrole-1,4-dione is a complex chemical compound with a long molecular structure. It is a pyrrolopyrrole-based material that is commonly used as a semiconductor in various electronic devices such as organic thin film transistors and solar cells. The compound exhibits high charge carrier mobility and is known for its strong absorption in the visible region of the electromagnetic spectrum, making it suitable for optoelectronic applications. Additionally, it has been studied for its potential as a red-light emitting material in organic light emitting diodes (OLEDs) and as a component in organic photovoltaic devices. This chemical compound has shown promise in the field of organic electronics due to its unique properties and potential for use in efficient and sustainable electronic devices.

Upstream product

• 18908-66-2 3-bromomethylheptane 
• 111-83-1 1-bromo-octane 
• 1003-31-2 thiophene-2-carbonitrile 
• 1057401-08-7 3,6-dithien-2-yl-2,5-dioctyl-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrole-1,4-dione 

Relevant articles and documents

Design of medium band gap random terpolymers containing fluorene linked diketopyrrolopyrrole and thiophene co-monomers: An experimental and theoretical study

In this study, new polymers PTFDPP, PBTFDPP, PTTFDPP, PTCNEFDPP, PTDCNFDPP and PTPTFDPP were designed and synthesized by employing a D-A random copolymer strategy involving 9,9-dihexylfluorene (electron donor) linked to diketopyrrolopyrrole (electron acceptor) and thiophene comonomer (as donor as well as acceptor). Their optical band gap and HOMO and LUMO energy levels were estimated from ultraviolet-visible spectroscopy and cyclic voltammetry. By changing the nature of thiophene from donor to acceptor state, the HOMO and LUMO energy levels and optical band gaps were modified, which varied from 1.75 to 1.65 eV. A series of systematic density functional theory (DFT) calculations have been performed on model co-polymers to gain insights into the structural, electronic, optical and charge transport properties. The experimental values are in close agreement with calculated electronic properties. Salient findings from both experimental and calculated values indicate that these new polymers can be efficiently exploited for the development of new donor materials for OPV applications.

A novel bis-lactam acceptor with outstanding molar extinction coefficient and structural planarity for donor-acceptor type conjugated polymer

A novel electron-accepting bis-lactam building block, 3,7-dithiophen-2-yl-1,5-dialkyl-1,5-naphthyridine-2,6-dione (NTDT), and a conjugated polymer P(NTDT-BDT) comprising NTDT as an electron acceptor and benzo[1,2-b:4,5-b′]dithiophene (BDT) as an electron donor are designed and synthesized for producing efficient organic solar cells. The thermal, electronic, photophysical, electrochemical, and structural characteristics of NTDT and P(NTDT-BDT) are studied in detail and compared with those of the widely used bis-lactam acceptor 3,6-dithiophen-2-yl-2,5-dialkylpyrrolo[3,4-c]pyrrole-1,4-dione (DPPT) and its polymer P(DPPT-BDT). Compared to DPPT derivatives, NTDT and P(NTDT-BDT) exhibit remarkably higher absorption coefficients, deeper highest occupied molecular orbital energy levels, and more planar conformations. A bulk heterojunction solar cells based on P(NTDT-BDT) exhibit power conversion efficiency of up to 8.16% with high short circuit current (Jsc) of 18.51 mA cm-2, one of the highest Jsc values yet obtained for BDT-based polymer. Thus, it is successfully demonstrated that the novel bis-lactam unit NTDT is a promising building block for use in organic photovoltaic devices.

Synthesis, characterization and photovoltaic properties of platinum-containing poly(aryleneethynylene)polymers with electron-deficient diketopyrrolopyrrole unit

Three new solution-processable Pt(II)-containing poly(aryleneethynylene)polymers based on diketopyrrolopyrrole moiety and their corresponding diplatinum model complexes were synthesized via the Sonogashira-type coupling reaction of the platinum(II)chloride precursor and each of the diethynyl ligands. The photophysical, thermal stability, electrochemical, carrier mobility and photovoltaic properties of these polymers were fully investigated. These polymers exhibit strong absorption bands in the range of 550–750 nm, and fluorescent bands between 650 and 850 nm. One thiophene flanked diketopyrrolopyrrole based polymer with linear n-octyl chains shows a better photovoltaic performance than that made from the branched 2-ethylhexyl analogue.