924894-85-9

Basic information

• Product Name: 2,5-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-b]thiophene
• Synonyms: 2,5-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-b]thiophene;Thieno[3,2-b]thiophene, 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;Thieno[3,2-b]thiophene-2,5-bis(boronic acid pinacol ester);Thieno[3,2-b]thiophene-2,5-bis-boronic acid pinacol ester;Thieno[3,2-b]thiophene-2,5-diboronic acid bis(pinacol ester);2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl);4,4,5,5-tetramethyl-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-b]thiophen-2-yl]-1,3,2-dioxaborolane
• CAS NO: 924894-85-9
• Molecular Formula: C₁₈H₂₆B₂O₄S₂
• Molecular Weight: 392.14864
• Mol File: 924894-85-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 290-294°C
• Boiling Point: 501.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.18±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,5-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-b]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-b]thiophene(924894-85-9)
• EPA Substance Registry System: 2,5-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-b]thiophene(924894-85-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 924894-85-9(Hazardous Substances Data)

Usage

Uses

Used as a charge transport material in field effect transitors.

General Description

Thieno[3,2-b]thiophene-2,5-diboronic acid bis(pinacol ester) is a charge transport material commonly used in thin film transistors. They have very high carrier mobility because of the conjugation of the fused ring system and also due to the high concentration of sulphur atoms. The boronic acid ester group improves the solubility and also enhances the charge transport properties.

Upstream product

• 25121-87-3 2,5-dibromothieno[3,2-b]thiophene 
• 73183-34-3 bis(pinacol)diborane 
• 251-41-2 thieno[3,2-b]thiophene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Copolymers of diketopyrrolopyrrole and thienothiophene for photovoltaic cells

Three copolymers of thieno[3,2-b]thiophene (TT) and diketopyrrolo[3,4-c] pyrrole (DPP) with a varying number of interconnecting thiophene units (nT) were synthesized by Suzuki polymerization. The PDPPnT-TT polymers display optical band gaps in the range of 1.33 to 1.52 eV and show ambipolar charge transport when applied in a field-effect transistor (FET) with hole and electron mobilities up to 3 × 10-2 and 2 × 10-3 cm 2 V-1 s-1, respectively. Organic solar cells based on the PDPPnT-TT polymers as donors and the fullerene derivative [60]PCBM as acceptor achieve power conversion efficiencies up to 3.4% when the layer is deposited with the use of a co-solvent. The co-solvent strongly affects the morphology of the active layer and improves the performance. For these polymers the LUMO-LUMO offset with [60]PCBM correlates with the photocurrent and the maximum external quantum efficiency.

Iridium-bipyridine periodic mesoporous organosilica catalyzed direct C-H borylation using a pinacolborane

Heterogeneous catalysis for direct C-H borylation of arenes and heteroarenes in the combination of iridium (Ir) complex fixed on periodic mesoporous organosilica containing bipyridine ligands within the framework (Ir-BPy-PMO) and pinacolborane (HBpin) is reported. Ir-BPy-PMO showed higher catalytic activity toward the borylation of benzene with inexpensive HBpin compared to expensive bis(pinacolato)diboron (B2pin2). The precatalyst could be handled without the use of a glove box. The catalyst was easily recovered from reaction mixtures by simple filtration under air. The recovered catalyst still showed good catalytic activity for at least three more times for the borylation of benzene. A variety of arenes and heteroarenes were successfully borylated with high boron efficiency by Ir-BPy-PMO using HBpin, whereas almost no activity was observed for borylation of some heteroarenes with B2pin2. The system using Ir-BPy-PMO and HBpin was also utilized in syntheses of multi-boronated thiophene-based building blocks containing ladder-, acenefused-, and fused-thiophene skeletons. The combination of a stable and reusable solid catalyst and inexpensive HBpin is expected to be superior to conventional approaches for the development of industrial applications.

ANALOGUES FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS

Compounds represented by Formula (I) or pharmaceutically acceptable salts thereof, wherein A, B, B', X, Y, R1; R2, R2', R3, R3', R4, R5, R5'm, n, or p are as defined h