56316-86-0

Usage

Uses

Used in Organic Electronics:
2,5-Bis(4-biphenylyl)thiophene is used as a key component in organic light-emitting diodes (OLEDs) for its ability to enhance device performance and efficiency. Its strong absorption in the visible spectrum and good electrical properties contribute to improved light emission and overall device stability.
Used in Organic Photovoltaics (OPVs):
In the photovoltaic industry, 2,5-Bis(4-biphenylyl)thiophene is utilized as a material in organic solar cells due to its potential to improve the power conversion efficiency and stability of the devices. Its strong absorption in the visible spectrum and suitable energy levels facilitate efficient charge generation and transport.
Used in Organic Field-Effect Transistors (OFETs):
2,5-Bis(4-biphenylyl)thiophene is employed as a semiconductor material in organic field-effect transistors, where its high thermal stability and electronic properties are advantageous for creating high-performance and reliable transistor devices.
Used in Organic Semiconductors:
As a component of organic semiconductors, 2,5-Bis(4-biphenylyl)thiophene contributes to the development of advanced electronic materials with tailored properties for specific applications, such as sensors, memory devices, and other electronic components. Its unique molecular structure and electronic properties make it a valuable candidate for further exploration and innovation in the field of organic semiconductors.

InChI:InChI=1/C28H20S/c1-3-7-21(8-4-1)23-11-15-25(16-12-23)27-19-20-28(29-27)26-17-13-24(14-18-26)22-9-5-2-6-10-22/h1-20H

Upstream product

• 38071-57-7 4-bromo-2-(1-cyclohexenyl)thiophene 
• 5122-94-1 4-biphenylboronic acid 
• 75867-42-4 ([1,1'-biphenyl]-4-ylethynyl)trimethylsilane 
• 29079-15-0 1,4-di[(1,1′-biphenyl)-4-yl]buta-1,3-diyne 
• 1591-31-7 4-iodo-biphenyl 
• 108-94-1 cyclohexanone 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 625-88-7 2,5-diiodothiophene 

Relevant academic research and scientific papers

Pseudo five-component synthesis of 2,5-di(hetero)arylthiophenes via a one-pot Sonogashira-Glaser cyclization sequence

Based upon a consecutive one-pot Sonogashira-Glaser coupling-cyclization sequence a variety of 2,5-di(hetero)arylthiophenes were synthesized in moderate to good yields. A single Pd/Cu-catalyst system, without further catalyst addition, and easily available, stable starting materials were used, resulting in a concise and highly efficient route for the synthesis of the title compounds. This novel pseudo five-component synthesis starting from iodo(hetero)arenes is particularly suitable as a direct access to well-defined thiophene oligomers, which are of peculiar interest in materials science.

Javelin-, hockey stick-, and boomerang-shaped liquid crystals. Structural variations on p-quinquephenyl

The ramifications of changing molecular geometry in a series of all-aromatic liquid crystals derived from p-quinquephenyl are reported. Substituting heterocyclic rings such as thiophene, oxadiazole, oxazole, or 1,3-phenylene into the p-quinquephenylene core affects molecular shape changes via the substituent's exocyclic bond angle. In general, we found that introducing nonlinearity into molecules depresses the melting transition temperature. The symmetric (boomerang-shaped) molecules, 2,5-bisbiphenyl-4-yl-1,3,4-oxadiazole, 2,5-bisbiphenyl-4-yl-oxazole, and 1,3-bisbiphenyl-4-yl-benzene, melt into isotropic phases showing small monotropic mesophases. By contrast, the asymmetric (hockey stick-shaped) mesogens, 2-terphenyl-4-yl-5-phenyl thiophene and 2-terphenyl-4-yl-5-phenyl-1,3,4-oxadiazole, exhibit more stable enantiotropic liquid crystalline phases. The hockey stick-shaped mesogens exhibit a smectic phase as well as a nematic phase. High-temperature X-ray determination of the smectic layer spacing gives an unambiguous picture of interdigitated, bilayerlike supramolecular architecture in the smectic phase. There are associated changes in the mesogen's electrostatic profile when a heterocycle is introduced into the quinquiphenylene framework (e.g., conjugation is perturbed). Our findings suggest that steric packing considerations dominate the phase preferences (nematic versus smectic phases). However, electronic considerations (conjugation) appear to control the range of mesomorphism in this new family of nonlinear liquid crystals.

Synthesis of thiophene/phenylene co-oligomers. II [1]. Block and alternating co-oligomers

We report the synthesis of block and alternating thiophene/phenylene co- oligomers that is based either on the Suzuki coupling reaction or on the Grignard reaction. These reaction schemes enable us to obtain the target compounds at reasonably high yields.