120762-66-5

Basic information

• Product Name: 2,2'-Bithiophene, 4,4'-dioctyl-
• CAS NO: 120762-66-5
• Molecular Formula: C24H38S2
• Molecular Weight: 390.698
• Mol File: 120762-66-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2,2'-Bithiophene, 4,4'-dioctyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-Bithiophene, 4,4'-dioctyl-(120762-66-5)
• EPA Substance Registry System: 2,2'-Bithiophene, 4,4'-dioctyl-(120762-66-5)

Safety Data

• Hazardous Substances Data: 120762-66-5(Hazardous Substances Data)

Usage

Chemical composition

A derivative of bithiophene with octyl substituents at the 4 and 4' positions.

Molecular structure

Consists of two thiophene rings.

Applications

Used in the production of organic electronic materials such as OLEDs, organic photovoltaic cells, and organic thin film transistors.

Thermal stability

Known for its high thermal stability.

Charge transport properties

Exhibits excellent charge transport properties, making it an important building block for the development of advanced electronic devices.

Electronic properties

Has favorable electronic properties.

Compatibility

Compatible with solution-based processing techniques.

Potential for future applications

Has attracted significant attention in the field of organic electronics and is considered a promising material for future technological applications.

Upstream product

• 65016-62-8 3-octylthiophene 

Downstream Products

• 885481-70-9 C₆₂H₈₁BrN₄O₄S₂ 
• 885481-69-6 C₆₂H₈₂N₄O₄S₂ 

Relevant articles and documents

Robust Direct (Hetero)arylation Polymerization in Biphasic Conditions

The synthesis of conjugated polymers from direct (hetero)arylation polymerization (DHAP) has been achieved for the first time using biphasic water/toluene conditions. This protocol is robust enough to form polymers even when air is introduced in the system. General reactivity is demonstrated for a single set of polymerization conditions with thienyl- or phenyl-based substrates, whether they are electron-rich or electron-poor. Complete characterization from differential scanning calorimetry and 1H NMR and UV-vis-NIR spectroscopies is presented, demonstrating this DHAP protocol offers comparable or better properties than the very best values published thus far. High molecular weights are obtained, showcasing the perfect equilibrium of reactivity and selectivity attained with this method. Moreover, this efficient and versatile methodology, which also uses low-cost, "wet" reagents, is scalable and done at ambient pressure.

Synthesis and optical properties of 1,1-binaphthyl-thiophene alternating copolymers with main chain chirality

A series of axially chiral 1,1-binaphthyl-thiophene copolymers were synthesized by Migita-Kosugi-Stille polycondensation and electrochemical polymerization. The polymers exhibit circular dichroism not only in the ultraviolet region but also in the visible region, both in solution and film states. Optical and electrochemical properties of the polymers are in good agreement with theoretical results obtained by density functional theory calculations. Although effective conjugation of the polymers was cleaved at the orthogonally oriented two naphthalene rings in the 1,1-binaphthyl unit, the electrochemically synthesized polymer film shows good electrochemical redox behavior with repeatable changes in optical absorption and circular dichroism. The changes in circular dichroism may reflect a change in the dihedral angle of the binaphthyl unit caused by reorientation of conjugated main chains between oxidized and neutral states. The Royal Society of Chemistry 2012.

Synthesis of 5-alkyl[3,4-c]thienopyrrole-4,6-dione-based polymers by direct heteroarylation

Don't stand Stille: A direct heteroarylation polycondensation reaction was used for the synthesis of high-molecular-weight thienopyrroledione-based polymers (see scheme) in an impressive yield (up to 96 %) and in only a few synthetic steps. This new method is an alternative to the standard Stille coupling reaction and thus avoids formation of toxic tin by-products. Copyright