347838-12-4

Basic information

• Product Name: 3,4-Difluoro-2,5-bis(trimethylsilyl)thiophene
• Synonyms: 3,4-Difluoro-2,5-bis(trimethylsilyl)thiophene
• CAS NO: 347838-12-4
• Molecular Formula: C10H18F2SSi2
• Molecular Weight: 264.48
• Product Categories: Functional Materials;Reagents for Conducting Polymer Research;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Thiophene Derivatives (for Conduting Polymer Research)
• Mol File: 347838-12-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 98 °C / 8mmHg
• Flash Point: 72.037°C
• Appearance: /
• Density: 1.021g/cm³
• Vapor Pressure: 0.586mmHg at 25°C
• Refractive Index: 1.4720-1.4770
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 3,4-Difluoro-2,5-bis(trimethylsilyl)thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Difluoro-2,5-bis(trimethylsilyl)thiophene(347838-12-4)
• EPA Substance Registry System: 3,4-Difluoro-2,5-bis(trimethylsilyl)thiophene(347838-12-4)

Safety Data

• Hazardous Substances Data: 347838-12-4(Hazardous Substances Data)

Usage

General Description

3,4-Difluoro-2,5-bis(trimethylsilyl)thiophene is a chemical compound with a molecular formula of C10H15F2SSi2. It has a molecular weight of 274.40 g/mol and is commonly used in the field of organic synthesis. This chemical is characterized by its unique structure which consists of a thiophene ring that is substituted with two fluorine atoms and trimethylsilyl groups. 3,4-Difluoro-2,5-bis(trimethylsilyl)thiophene is known for its potential applications in the development of organic semiconductors and materials for electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells. It is also utilized as a building block in the synthesis of various organic compounds and materials for research and industrial purposes.

InChI:InChI=1/C10H18F2SSi2/c1-14(2,3)9-7(11)8(12)10(13-9)15(4,5)6/h1-6H3

Upstream product

• 175658-90-9 3,4-dibromo-2,5-bis(trimethylsilanyl)thiophene 

Downstream Products

• 347838-15-7 2,5-dibromo-3,4-difluorothiophene 

Relevant articles and documents

Simple organic donors based on halogenated oligothiophenes for all small molecule solar cells with efficiency over 11%

Recent work has emphasized the pivotal role of halogen substituents in the development of polymer donors or small-molecule (SM) acceptors for efficient bulk-heterojunction (BHJ) solar cells. However, the application of-F or-Cl substitutions in the design of SM donors is yet to receive similar considerations. In this contribution, we report a set of oligothiophene derivatives (2F7T and 2Cl7T) with halogenation at the central thienyl moiety. Such halogenation is shown to induce a sufficient increase in ionization potential (IP; i.e. deeper HOMO) to modify the electron-donating and-transporting characteristics of the molecules. When combined with a low-bandgap SM acceptor (Y6), the devices with 2Cl7T achieved power conversion efficiencies (PCEs) of up to ca. 11.5% (vs. ca. 2.5% for non-halogenated donor DRCN7T based devices), representing the best photovoltaic performance of oligothiophene donors.

Isoindigo-3,4-Difluorothiophene Polymer Acceptors Yield “All-Polymer” Bulk-Heterojunction Solar Cells with over 7 % Efficiency

Poly(isoindigo-alt-3,4-difluorothiophene) (PIID[2F]T) analogues used as “polymer acceptors” in bulk-heterojunction (BHJ) solar cells achieve >7 % efficiency when used in conjunction with the polymer donor PBFTAZ (model system; copolymer of benzo[1,2-b:4,5

Synthesis and characterization of perfluorinated arylenevinylene polymers

Fully fluorinated arylenevinylene polymers have been synthesized via a methodology based on the Stille cross-coupling reaction and characterized by FTIR spectroscopy and MALDI-TOF mass spectrometry. Investigation of thin film properties by cyclic voltammetry and ellipsometry shows that complete substitution of hydrogen atoms with fluorine atoms on the conjugated backbone of the poly(arylenevinylene)s results in a strong increase of the band gap.