1482447-24-4

Basic information

• Product Name: Benzo[1,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,8-bis[5-(2-ethylhexyl)-2-thienyl]-
• Synonyms: Benzo[1,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,8-bis[5-(2-ethylhexyl)-2-thienyl]-;4,5-b']dithiophene, 2,6-dibroMo-4,8-bis[5-(2-ethylhexyl)-2-thienyl]-
• CAS NO: 1482447-24-4
• Molecular Formula: C34H40Br2S4
• Molecular Weight: 736.75
• Mol File: 1482447-24-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 734.8±55.0 °C(Predicted)
• Appearance: /
• Density: 1.356±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzo[1,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,8-bis[5-(2-ethylhexyl)-2-thienyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[1,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,8-bis[5-(2-ethylhexyl)-2-thienyl]-(1482447-24-4)
• EPA Substance Registry System: Benzo[1,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,8-bis[5-(2-ethylhexyl)-2-thienyl]-(1482447-24-4)

Safety Data

• Hazardous Substances Data: 1482447-24-4(Hazardous Substances Data)

Usage

General Description

Benzo[1,2-b:4,5-b']dithiophene, 2,6-dibromo-4,8-bis[5-(2-ethylhexyl)-2-thienyl]- is a chemical compound used in the development of organic semiconducting materials for applications in electronic devices such as solar cells and transistors. It contains a dithiophene core with bromine substituents at the 2 and 6 positions and two 2-ethylhexyl-2-thienyl groups at the 4 and 8 positions. Benzo[1,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,8-bis[5-(2-ethylhexyl)-2-thienyl]- is known for its high electron mobility and excellent charge transport properties, making it a valuable building block for the fabrication of efficient and high-performance organic electronic devices.

Upstream product

• 1352642-35-3 4-(5-(2-ethylhexyl)thiophen-2-yl)-8-(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b:4,5-b']dithiophene 

Relevant articles and documents

Thieno[3,4-b ]thiophene acceptors with alkyl, aryl, perfluoroalkyl, and perfluorophenyl pendants for donor-acceptor low bandgap polymers

We report the design, synthesis, and characterization of a series of thieno[3,4-b]thiophene acceptor blocks with octyl (T8), phenyl (TP), perfluorooctyl (TF8), and perfluorophenyl (TFP) side groups. Their subsequent copolymerization with dithienylbenzodithiophene by direct arylation polymerization afforded novel low bandgap poly(thienothiophene-alt- dithienylbenzodithiophene) (PTB) polymers. The strongly electron withdrawing TF8 and TFP groups were shown to significantly lower both EHOMO and ELUMO levels and gave computed copolymer ground-to-excited state dipole changes (Δμge) that were relatively higher than for the nonfluorinated analogues. These materials show favorably aligned energy levels relative to conventional fullerene-type acceptors, which should allow them to perform well in organic photovoltaics.

Enhanced and controllable open-circuit voltage using 2D-conjugated benzodithiophene (BDT) homopolymers by alkylthio substitution

In this study, we explore the effects of alkylthiophene (T) and alkylthiothiophene (T-S) substituents on the benzo[1,2-b;4,5-b′]dithiophene (BDT) unit by comparing the BDTT homopolymer (PBDTT), the BDTT-alt-BDTT-S copolymer (PBDTT-BDTT-S), and the BDTT-S homopolymer (PBDTT-S) in terms of UV-visible absorption spectra, cyclic voltammetry (CV) results, computational calculations, and experimental results. The T-S substituent increased the hole mobility of the polymer and down-shifted the highest occupied molecular orbital (HOMO) energy level of the polymer, leading to slight red-shifting of the absorption spectrum. The organic photovoltaic (OPV) cells based on PBDTT-S as a donor and [6,6]-phenyl-C71-butylic acid methyl ester (PC71BM) as an acceptor demonstrated a high power conversion efficiency (PCE) of 7.05% under AM 1.5G illumination (100 mW cm-2). To the best of our knowledge, this PCE value is one of the highest values reported for homopolymer donor-based OPVs. Compared to the well-known P3HT homopolymer, which shows a similar absorption profile, PBDTT-S is a promising candidate for organic photodiodes.