1089687-05-7

Basic information

• Product Name: 2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene
• Synonyms: 2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene;2,6‐dibroMo‐(4,4‐di‐2‐ ethylhexyldithieno[ 3,2‐b:2',3'‐ d]silole;4,4'-Bis(2-ethyl-hexyl)-5,5'-dibroMo-dithieno[3,2-b:2',3'-d]silole;4H-Silolo[3,2-b:4,5-b']dithiophene, 2,6-dibroMo-4,4-bis(2-ethylhexyl)-;2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b
• CAS NO: 1089687-05-7
• Molecular Formula: C24H36Br2S2Si
• Molecular Weight: 576.56614
• EINECS: 200-258-5
• Product Categories: OPV,OLED
• Mol File: 1089687-05-7.mol

Chemical Properties

• Boiling Point: 551.3±50.0 °C(Predicted)
• Appearance: /
• Density: 1.32
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene(1089687-05-7)
• EPA Substance Registry System: 2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene(1089687-05-7)

Safety Data

• Hazardous Substances Data: 1089687-05-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronics Industry:
2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene is used as a semiconducting material for its high electron mobility and favorable optoelectronic properties, contributing to the advancement of organic electronics research and development.
Used in Photovoltaic Devices:
In the photovoltaic industry, 2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene is utilized as a key component in the fabrication of organic solar cells due to its strong absorption in the visible region of the electromagnetic spectrum, which enhances the efficiency of solar energy conversion.
Used in Field-Effect Transistors:
2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene is employed as a semiconductor in the development of field-effect transistors, leveraging its high electron mobility and stability for improved device performance.

Upstream product

• 1089687-04-6 4,4'-bis(2-ethylhexyl)-5,5'-bis(trimethylsilyl)dithieno[3,2-b:2',3'-d]silole 
• 222058-04-0 trichloro(2-ethylhexyl)silane 
• 1089687-03-5 dichloro-bis(2-ethylhexyl)silane 
• 207742-50-5 3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene 
• 51751-44-1 3,3'dibromo-2,2'-bithiophene 
• 125143-53-5 3,3',5,5'-tetrabromo-2,2'-bithiophene 
• 492-97-7 2,2'-Bithiophene 
• 1207627-85-7 4,4'-bis-(2-ethylhexyl)-dithieno[3,2-b:2',3'-d]silole 

Downstream Products

• 1089687-06-8 2,2′-bistrimethylstannyl-4,4′-bis-(2-ethylhexyl)dithieno[3,2-b:2′,3′-d]silole 

Relevant articles and documents

Synthesis and photophysical properties of semiconductor molecules D1-A-D2-A-D1-type structure based on derivatives of quinoxaline and dithienosilole for organics solar cells

A novel small molecule with D1-A-D2-A-D1 structure denoted as DTS(QxHT2)2 based on quinoxaline acceptor and dithienosilone donor units was synthesized and its optical and electrochemical properties were investigated. The thin film of DTS(QxHT2)2 showed a broad absorption profile covering the solar spectrum from 350?nm to 780?nm with an optical bandgap of 1.63?eV. The energy levels estimated from the cyclic voltammetry indicate that this small molecule is suitable as donor along with PC71BM as acceptor for the fabrication solution processed bulk heterojunction solar cells for efficient exciton dissociation and high open circuit voltage. The organic solar cells based on optimized DTS(QxHT2)2:PC71BM active layers processed with chloroform and DIO/CF showed overall power conversion efficiency of 3.16% and 6.30%, respectively. The higher power conversion efficiency of the solar cell based on the DIO/CF processed active layer is attributed to enhanced short circuit photocurrent and fill factor may be related to better phase separation between donor and acceptor in the active layer and more balanced charge transport, induced by the solvent additive. The power conversion efficiency of the organic solar cell was further improved up to 7.81% based on active layer processed with solvent additive, using CuSCN as hole transport layer instead of PEDOT:PSS and mainly attributed to increased fill factor and open circuit voltage due the formation of better Ohmic contact between the active layer and the CuSCN layer.

Dialkylthienosilole and N-alkyldithienopyrrole-based copolymers: Synthesis, characterization, and photophysical study

We synthesized and characterized a set of D-π-A conjugated copolymers containing thiophene π-bridge. While benzothiadiazole serves as an acceptor (A) unit, the 4,4-dialkyldithieno[3,2-b:2′,3′-d]silole (DTSi) or N-alkyldithieno[3,2-b:2′,3′-d]pyrrole (DTP) act as a donor (D) unit. The copolymers were synthesized via the commonly Stille cross-coupling reaction and exhibited molecular weights of 18.6 to 31.3 kg/mol. The main structural differences among the copolymers are the type of donor moiety (DTSi or DTP) and the position of hexyl side chains on the thiophene π-bridge units between the D and A moieties. The ultimate goal of this work is to explore the effect of three structural factors that could control the photophysical properties of polymers in order to help in the rational design of polymers having specific properties used in optoelectronic devices. The physical properties include thermal stability, photophysical, and electrochemical properties. The structural factors are (a) the power of donor moiety, (b) the position of alkyl side chain on the thiophene π-bridge, and (c) the nature of the alkyl side chain. Also, we utilized the density functional theory calculations to calculate the geometric and electronic structures. A good agreement was remarked between the experimental and theoretical findings.

Low band gap dithieno[3,2-b:2′,3′-d]silole-containing polymers, synthesis, characterization and photovoltaic application

A series of low band gap silole-containing polymers were synthesized with different alkyl side chains and a power conversion efficiency (PCE) of 3.43% was obtained.

FUSED RING DERIVATIVE AND ORGANIC SOLAR CELL COMPRISING THE SAME

The present invention relates to a condensed cyclic derivative represented by chemical formula 1, and an organic solar cell containing the same. According to an embodiment of the present invention, the condensed cyclic derivative exhibits excellent coating properties by having a hydroxyl group, an alkyl group, an alkoxy group, and a sulfide group as a substituent.COPYRIGHT KIPO 2017

The end-capped group effect on dithienosilole trimer based small molecules for efficient organic photovoltaics

Three new small molecules, FBT-tDTS, DFBT-tDTS and RHO-tDTS, were designed and synthesized by using a rigid dithienosilole trimer (tDTS) as the novel donor unit and 5-fluorobenzothiadiazole (FBT), 5,6-difluorobenzothiadiazole (DFBT) and 3-ethylrhodanine (RHO) as acceptor units, respectively. According to the density functional theory calculations, RHO-tDTS has a more rigid structure due to the linkage between the donor and acceptor units. As a result, RHO-tDTS exhibits a red-shifted absorption spectrum and a higher hole mobility in comparison with FBT-tDTS and DFBT-tDTS. Small molecule solar cells based on RHO-tDTS show a power conversion efficiency of 7.56%, significantly performing better than the other two analogues. The mechanism of the good photovoltaic performance of RHO-tDTS was discussed. We also demonstrated that the end-capped groups on small molecules play an important role in tuning the performance of the organic photovoltaic devices.

HETEROCYCLIC QUINOID THIOPHENE ORGANIC PHOTOELECTRIC MATERIAL, PREPARATION METHOD AND APPLICATION THEREOF

A heterocyclic quinoid thiophene organic photoelectric material, which comprises a compound represented by formula (1), in which R1, R2, R5 and R6, which may be identical or different, are H or C1-C20 alkyl or alkoxyl; R3 and R4, which may be identical or different, are C1-C20 alkyl or alkoxyl; a and b, which may be identical or different, are integer of 1-12; X is Si or C. A preparation method of said heterocyclic quinoid thiophene organic photoelectric material and the use thereof are also disclosed.

HETEROCYCLOQUINOID THIOPHENE ORGANIC PHOTOELECTRIC MATERIAL, PREPARATION METHOD AND USE THEREOF

A heterocyclic quinoid thiophene organic photoelectric material, which comprises a compound represented by formula (1), in which R1, R2, R5 and R6, which may be identical or different, are H or C1-C20 alkyl or alkoxyl; R3 and R4, which may be identical or different, are C1-C20 alkyl or alkoxyl; a and b, which may be indentical or different, are integer of 1-12; X is Si or C. A preparation method of said heterocyclic quinoid thiophene organic photoelectric material and the use thereof are also disclosed.

Synthesis, characterization, and photovoltaic properties of a low band gap polymer based on silole-containing polythiophenes and 2,1,3-benzothiadiazole

A new low band gap silole-containing conjugated polymer, PSBTBT, was designed and synthesized. Photovoltaic properties of PSBTBT were initially investigated, and an average power conversion efficiency (PCE) of 4.7 % with a best PCE of 5.1 % was recorded under illumination (AM 1.5G, 100 mW/cm2). The response range of the device covers the whole visible range from 380 to 800 nm. These results indicate that PSBTBT is a promising polymer material for applications in polymer solar cells. Copyright