266357-54-4

Basic information

• Product Name: 3,6?bis(4?bromophenyl)?2,5?dihexylpyrrolo[3,4?c]pyrrole?1,4(2H,5H)?dione
• Synonyms: 3,6?bis(4?bromophenyl)?2,5?dihexylpyrrolo[3,4?c]pyrrole?1,4(2H,5H)?dione
• CAS NO: 266357-54-4
• Molecular Weight: 614.42
• Mol File: 266357-54-4.mol

Chemical Properties

• CAS DataBase Reference: 3,6?bis(4?bromophenyl)?2,5?dihexylpyrrolo[3,4?c]pyrrole?1,4(2H,5H)?dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6?bis(4?bromophenyl)?2,5?dihexylpyrrolo[3,4?c]pyrrole?1,4(2H,5H)?dione(266357-54-4)
• EPA Substance Registry System: 3,6?bis(4?bromophenyl)?2,5?dihexylpyrrolo[3,4?c]pyrrole?1,4(2H,5H)?dione(266357-54-4)

Safety Data

• Hazardous Substances Data: 266357-54-4(Hazardous Substances Data)

Upstream product

• 111-25-1 1-bromo-hexane 
• 84632-54-2 3,6-bis(4-bromophenyl)-2,5-dihydropyrrolo[3, 4-c]pyrrole-1,4-dione 
• 638-45-9 1-Iodohexane 

Downstream Products

• 917099-82-2 1,4-diketo-2,5-dihexylpyrrolo[3,4-c]pyrrole-3,6-diphenyl-4-pinacolato boron ester 
• 1428876-42-9 C₆₁H₆₇N₃O₃S 
• 1428876-40-7 C₅₅H₆₃N₃O₃S 
• 1428876-39-4 C₃₅H₃₇BrN₂O₃S 
• 1259859-02-3 2,5-dihexyl-3,6-bis[4-(2,2'-bithiophene-5-yl)phenyl]pyrrolo[3,4-c]-pyrrole-1,4-dione 
• 1259858-97-3 2,5-dihexyl-3,6-bis[4-(5-hexyl-2,2':5',2''-terthiophene-5''-yl)phenyl]pyrrolo[3,4-c]-pyrrole-1,4-dione 
• 1259858-95-1 2,5-dihexyl-3,6-bis[4-(5-hexyl-2,2'-bithiophene-5-yl)phenyl]pyrrolo[3,4-c]-pyrrole-1,4-dione 
• 1259858-93-9 2,5-dihexyl-3,6-bis[4-(5-hexylthiophene-2-yl)phenyl]pyrrolo[3,4-c]-pyrrole-1,4-dione 

Relevant articles and documents

Synthesis, photophysical, electrochemical and computational study of indolocarbazole based donor acceptor type conjugated polymers

This research reports the synthesis and characterization of two new donor–acceptor type conjugated polymers carrying indolocarbazole as donor, benzothiadiazole and diketopyrrolopyrrole as acceptor via stille coupling polymerization reactions. The structures of the polymer were established by spectroscopic techniques and polymer molecular weight by gel permeation chromatography. Further the linear optical and electrochemical properties of the polymers have been investigated. Polymers showed broad absorption and good fluorescence behaviour with good quantum yields. Optical bandgaps of the polymers were estimated using UV–visible absorption edge and found to be 2.34 and 2.12?eV respectively. Further, theoretical evaluation of the polymers was carried using density functional theory to investigate their geometrical, electrochemical and optical properties using DFT/B3LYP. The obtained results are in good agreement with the experimental results.

Improved spectral coverage and fluorescence quenching in donor-acceptor systems involving indolo[3-2-b]carbazole and boron-dipyrromethene or diketopyrrolopyrrole

Abstract A novel π-conjugated triad and a polymer incorporating indolo[3,2-b]-carbazole (ICZ) and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) were synthesized via a Sonogashira coupling. Compared to the parent BODIPY the absorption and fluorescenc

Synthesis, two-photon absorption and aggregation-induced emission properties of multi-branched triphenylamine derivatives based on diketopyrrolopyrrole for bioimaging

In this work, three new diketopyrrolopyrrole (DPP)-based multi-branched derivatives (YJ-1, YJ-2 and YJ-3) with triphenylamine, 2,4,6-tri([1,1′-biphenyl]-4-yl)-1,3,5-triazine and 2,2′,2′′-(nitrilotr-is([1,1′-biphenyl]-4′,4-diyl))tris(3-phenylacrylonitrile)

Aggregation induced emission of diketopyrrolopyrrole (DPP) derivatives for highly fluorescent red films

A large number of diketopyrrolopyrrole (DPP) compounds showing aggregation induced emission (AIE) have been reported in the past few years. However, although DPP compounds exhibited AIE and excellent luminescence properties, their luminescence properties in solid or film states were not much focused on. Here we synthesized and characterized a series of DPP compounds with triphenylamine (TPA) moieties to investigate the AIE properties in the solid film state depending on the functional groups (TPA, BTPA, and MTPA) attached to the TPA moieties. T2 and D2 thin films showed excellent fluorescence quantum yields of 31% and 26%, respectively, compared to an M2 thin film (9%). The restriction of an intramolecular rotation process could inhibit the aggregation induced quenching process and play a key role in achieving highly fluorescent molecules in the solid state.

A novel compact DPP dye with enhanced light harvesting and charge transfer properties for highly efficient DSCs

A novel compact diketopyrrolopyrrole (DPP) dye was designed and synthesized using DPP core as a bridge to connect bis(4-tert-butylphenyl)phenylamine and cyanoacetic acid units with the D-π-A configuration, and employed as a sensitizer in dye-sensitized so

Influence of structural variation on the solid-state properties of diketopyrrolopyrrole-based oligophenylenethiophenes: Single-crystal structures, thermal properties, optical bandgaps, energy levels, film morphology, and hole mobility

Five new compounds, based on diketopyrrolopyrrole (DPP) and phenylene thiophene (PT) moieties, were synthesized to investigate the effect of structural variations on solid state properties, such as single-crystal structures, optical absorption, energy lev

Synthesis of diketopyrrolopyrrole containing copolymers: A study of their optical and photovoltaic properties

The diketopyrrolopyrrole-based copolymers PDPP-BBT and TDPP-BBT were synthesized and used as a donor for bulk heterojunction photovoltaic devices. The photophysical properties of these polymers showed absorption in the range 500-600 nm with a maximum peak around 563 nm, while TDPP-BBT showed broadband absorption in the range 620 - 800 nm with a peak around 656 nm. The power conversion efficiencies (PCE) of the polymer solar cells based on these copolymers and [6,6]-phenyl C61 butyric acid methyl ester (PCBM) were 0.68% (as cast PDPP-BBT:PCBM), 1.51% (annealed PDPP-BBT:PCBM), 1.57% (as cast TDPPBBT:PCBM), and 2.78% (annealed TDPP-BBT:PCBM), under illumination of AM 1.5 (100 mW/cm2). The higher PCE for TDPP-BBT-based polymer solar cells has been attributed to the low band gap of this copolymer as compared to PDPP-BBT, which increases the numbers of photogenerated excitons and corresponding photocurrent of the device. These results indicate that PDPP-BBT and TDPP-BBT act as excellent electron donors for bulk heterojunction devices. ? 2010 American Chemical Society.

Red emitting N-functionalized poly(1,4-diketo-3,6-diphenylpyrrolo[3,4-c] pyrrole) (poly-DPP): A deeply colored polymer with unusually large stokes shift

New π-conjugated polymers are described, which entirely consist of aryl-aryl-coupled 1,4-diketo-2,5-dialkyl-3,6-diphenylpyrrolo[3,4-c]pyrrole (DPP) units. The alkyl groups are n-hexyl (4a) or 2-ethylhexyl (4b) groups. The polymers are synthesized using ni