1089687-06-8

Basic information

• Product Name: 4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole
• Synonyms: 4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole;2,3-d]silole;4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b
• CAS NO: 1089687-06-8
• Molecular Formula: C₃₀H₅₄S₂SiSn₂
• Molecular Weight: 744.39
• Mol File: 1089687-06-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 617.3±65.0 °C(Predicted)
• Appearance: /
• CAS DataBase Reference: 4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole(1089687-06-8)
• EPA Substance Registry System: 4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole(1089687-06-8)

Safety Data

• Hazardous Substances Data: 1089687-06-8(Hazardous Substances Data)

Usage

Description

4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole, also known as DTS-EH-Sn, is a chemical compound that serves as an intermediate for the synthesis of low bandgap semiconducting polymers. These polymers, such as PSBTBT and PBBTSiD, are widely utilized in various electronic devices, including OLEDs, OPVs, and OFETs, due to their unique electronic properties.

Uses

Used in Electronics Industry:
4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole is used as an intermediate compound for the synthesis of low bandgap semiconducting polymers in the electronics industry. The application reason is that these polymers are essential components in the manufacturing of OLED, OPV, and OFET devices, which are crucial for their efficient performance and functionality.
Used in OLED Devices:
In the OLED industry, 4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole is used as a precursor for the development of low bandgap semiconducting polymers. These polymers are vital for enhancing the efficiency and performance of OLED devices, as they contribute to better light emission and energy conversion.
Used in Organic Photovoltaic (OPV) Devices:
In the OPV industry, 4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole is utilized as a key component in the synthesis of semiconducting polymers that are crucial for the functioning of OPV devices. These polymers play a significant role in improving the efficiency of solar cells by facilitating better charge transport and light absorption.
Used in Organic Field-Effect Transistor (OFET) Devices:
In the OFET industry, 4,4'-Bis(2-ethyl-hexyl)-5,5'-bis(triMethyltin)-dithieno[3,2-b:2,3-d]silole is employed as a precursor for the production of low bandgap semiconducting polymers. These polymers are essential for the development of high-performance OFET devices, as they contribute to enhanced charge carrier mobility and improved device operation.

Upstream product

• 1089687-05-7 2,6-dibromo-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b']dithiophene 
• 1066-45-1 trimethyltin(IV)chloride 
• 1089687-03-5 dichloro-bis(2-ethylhexyl)silane 
• 222058-04-0 trichloro(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 
• 1089687-04-6 4,4'-bis(2-ethylhexyl)-5,5'-bis(trimethylsilyl)dithieno[3,2-b:2',3'-d]silole 

Downstream Products

• 1207627-85-7 4,4'-bis-(2-ethylhexyl)-dithieno[3,2-b:2',3'-d]silole 
• 1228237-08-8 5-trimethylstannyl-3,3′-bis(2-ethylhexyl)silylene-2,2′-bithiophene 

Relevant articles and documents

Synthesis and structure study of copolymers from thiadiazole fused indolocarbazole and dithienosilole

We report synthesis and characterization of two D-A polymers (PSDT-C12 and PSDT-EH) with different side chains. Both polymers are based on alternate 12,13-dioctyl-indolo[2,3-a][1,2,5]thiadiazolo[3,4-c]carbazole (TDZIC) and dithienosilole derivative units in polymer main chain. We used TDZIC to enlarge the 2D conjugated plane of acceptor monomers by fusing benzothiadiazole (BT) unit with an indole unit having alkyl groups. PSDT-C12 exhibited 10 nm redshift compared to PSDT-EH in solid films, while their absorption spectra were almost identical in solutions. Since the backbone and side chains on the indolocarbazole group are the same, the redshift on PSDT-C12 could be resulted from the dodecyl (C12) side chain on the dithienosilole unit and different molecular weight between these two polymers. PSDT-C12 has a larger molecular weight than PSDT-EH. Therefore possibly both side chains and molecular weight contributed to the difference in the absorption spectra in solid films. The straight C-12 side chain has less steric hindrance than the branched EH side chain in solid films. PSDT-C12 has a longer main chain (larger molecule weight) than PSDT-EH, which can favour a more extended main chain interaction. The vibronic peak at 519 nm and shoulder at 563 nm in the PSDT-C12 film further confirmed stronger main chain interaction. Geometry optimization showed that head-tail (HT)-PSDT had a more twisting conjugated backbone with larger dihedral angle between dithienosilole unit and thiadiazole-fused ring compared to head-head/tail-tail (HH/TT)-PSDT.

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

Electronic area comprising rich and lean of electronic area of the organic compounds and their use in the application of electronic (by machine translation)

The donor-acceptor strategy based on a semiconductive or conductive organic small molecule, oligomer and polymer, characterized in that the receptor unit core of heavy section 16 group element (Se and Te). Small molecule, oligomer and polymer can have the

Synthesis and photovoltaic properties of A-D-A type non-fullerene acceptors containing isoindigo terminal units

Four solution-processable acceptor-donor-acceptor (A-D-A) structured organic molecules with isoindigo as terminal acceptor units and different aromatic rigid planar cores such as indacenodithiophene (IDT), dithienosilole (DTS), anthracene, and pyrene as d