1160106-12-6

Basic information

• Product Name: 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene
• Synonyms: 3,3'-Dioctylsilylene-2,2'-bithiophene;4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene;4,4-Bis(octyl)-dithieno[3,2-b:2,3-d]silole;7,7-Dioctyl-7H-3,4-dithia-7-sila-cyclopenta[a]pentalene;4,4-Di-n-octyldithieno[3,2-b:2,3-d']silole;4,4-Di-n-octyldithieno[3,2-b:2,3-d']silole;4,4-Dioctyl-4H-silolo[3,2-b
• CAS NO: 1160106-12-6
• Molecular Formula: C24H38S2Si
• Molecular Weight: 418.77402
• Mol File: 1160106-12-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 497.6±33.0 °C(Predicted)
• Appearance: /
• Density: 1.02
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene(1160106-12-6)
• EPA Substance Registry System: 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene(1160106-12-6)

Safety Data

• Hazardous Substances Data: 1160106-12-6(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 1160106-12-6 differently. You can refer to the following data:
1. 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b']dithiophene is a dithienosilole-benzothiadiazole copolymers used for electrochemistry methods of polymer packing and future material study and device applications.
2. 4,4-Dioctyl-4H-silolo[3,2-b:4,5-b'']dithiophene is a dithienosilole-benzothiadiazole copolymers used for electrochemistry methods of polymer packing and future material study and device applications.

Upstream product

• 1203451-18-6 4,4-dioctyl-2,6-bis(trimethylsilyl)-4H-dithieno[3,2-b:2',3'-d]silole 
• 18416-07-4 dichloro(dioctyl)silane 
• 207742-50-5 3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene 
• 492-97-7 2,2'-Bithiophene 
• 125143-53-5 3,3',5,5'-tetrabromo-2,2'-bithiophene 
• 51751-44-1 3,3'dibromo-2,2'-bithiophene 

Downstream Products

• 1160106-15-9 4,4-di-n-octyl-2,6-bis(trimethylstannyl)dithieno[3,2-b:2',3'-d]silole 
• 1160106-14-8 4,4’-bis(octyl)-5,5’-dibromo-dithieno[3,2-b:2',3'-d]silole 

Relevant articles and documents

Synthetic principles directing charge transport in low-band-gap dithienosilole-benzothiadiazole copolymers

Given the fundamental differences in carrier generation and device operation in organic thin-film transistors (OTFTs) and organic photovoltaic (OPV) devices, the material design principles to apply may be expected to differ. In this respect, designing organic semiconductors that perform effectively in multiple device configurations remains a challenge. Following "donor-acceptor" principles, we designed and synthesized an analogous series of solution-processable π-conjugated polymers that combine the electron-rich dithienosilole (DTS) moiety, unsubstituted thiophene spacers, and the electron-deficient core 2,1,3-benzothiadiazole (BTD). Insights into backbone geometry and wave function delocalization as a function of molecular structure are provided by density functional theory (DFT) calculations at the B3LYP/6-31G(d,p) level. Using a combination of X-ray techniques (2D-WAXS and XRD) supported by solid-state NMR (SS-NMR) and atomic force microscopy (AFM), we demonstrate fundamental correlations between the polymer repeat-unit structure, molecular weight distribution, nature of the solubilizing side-chains appended to the backbones, and extent of structural order attainable in p-channel OTFTs. In particular, it is shown that the degree of microstructural order achievable in the self-assembled organic semiconductors increases largely with (i) increasing molecular weight and (ii) appropriate solubilizing-group substitution. The corresponding field-effect hole mobilities are enhanced by several orders of magnitude, reaching up to 0.1 cm2 V-1 s-1 with the highest molecular weight fraction of the branched alkyl-substituted polymer derivative in this series. This trend is reflected in conventional bulk-heterojunction OPV devices using PC71BM, whereby the active layers exhibit space-charge-limited (SCL) hole mobilities approaching 10-3 cm2 V-1 s-1, and yield improved power conversion efficiencies on the order of 4.6% under AM1.5G solar illumination. Beyond structure-performance correlations, we observe a large dependence of the ionization potentials of the polymers estimated by electrochemical methods on polymer packing, and expect that these empirical results may have important consequences on future material study and device applications.

New D-π-A system dye based on dithienosilole and carbazole: Synthesis, photo-electrochemical properties and dye-sensitized solar cell performance

New donor-linker-acceptor pattern organic dye containing a dithienosilole unit as a π-conjugated system, a carbazole moiety as an electron donor, and a cyanoacrylic acid unit as an electron acceptor was synthesized for application in dye-sensitized solar cell (DSSC). Its photophysical and electrochemical properties were investigated, the dithienosilole unit could dramatically lower the lowest unoccupied molecular orbital (LUMO) level and energy gap. Its performances as sensitizers in solar cells were measured, and possessed a power conversion efficiency of 4.80%.

Semiconductor materials prepared from dithienylvinylene copolymers

Disclosed are new semiconductor materials prepared from dithienylvinylene copolymers with aromatic or heteroaromatic π-conjugated systems. Such copolymers, with little or no post-deposition heat treatment, can exhibit high charge carrier mobility and/or good current modulation characteristics. In addition, the polymers of the present teachings can possess certain processing advantages such as improved solution-processability and low annealing temperature.