4',4''',4''''',4'''''''-(Ethene-1,1,2,2-tetrayl)tetrakis(([1,1'-biphenyl]-4-carbonitrile))
[CAS# 608129-43-7]

Identification

• Classification: Organic raw materials >> Nitrile compound
• Name: 4',4''',4''''',4'''''''-(Ethene-1,1,2,2-tetrayl)tetrakis(([1,1'-biphenyl]-4-carbonitrile))
• Synonyms: 4-[4-[1,2,2-tris[4-(4-cyanophenyl)phenyl]ethenyl]phenyl]benzonitrile
• Molecular Formula: C₅₄H₃₂N₄
• Molecular Weight: 736.86
• CAS Registry Number: 608129-43-7
• SMILES: C1=CC(=CC=C1C#N)C2=CC=C(C=C2)C(=C(C3=CC=C(C=C3)C4=CC=C(C=C4)C#N)C5=CC=C(C=C5)C6=CC=C(C=C6)C#N)C7=CC=C(C=C7)C8=CC=C(C=C8)C#N

Properties

• Density: 1.3±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.740, Calc.^*
• Boiling Point: 908.3±65.0 °C (760 mmHg), Calc.^*
• Flash Point: 392.3±28.2 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319
• Safety Statements: 608129-43-7

Discovery and Applications

4',4''',4''''',4'''''''-(Ethene-1,1,2,2-tetrayl)tetrakis([1,1'-biphenyl]-4-carbonitrile) is a remarkable compound in the realm of advanced organic materials, known for its extensive conjugation and unique properties. This molecule features a central ethene core, connected to four [1,1'-biphenyl]-4-carbonitrile groups, resulting in a highly conjugated and planar structure. Its discovery and application highlight significant advancements in materials science, particularly in optoelectronics and sensor technologies.

The synthesis of 4',4''',4''''',4'''''''-(Ethene-1,1,2,2-tetrayl)tetrakis([1,1'-biphenyl]-4-carbonitrile) involved sophisticated organic synthesis techniques to create a highly conjugated system. This structure was designed to explore the impact of extended conjugation on the molecule’s electronic and optical properties. The compound's extended π-conjugation allows for unique interactions with light and electrons, making it valuable for various high-tech applications.

In optoelectronics, this compound is used in the development of organic light-emitting diodes (OLEDs). The extensive conjugation in 4',4''',4''''',4'''''''-(Ethene-1,1,2,2-tetrayl)tetrakis([1,1'-biphenyl]-4-carbonitrile) enhances its ability to emit light efficiently when excited. This property is leveraged to create OLEDs with improved brightness, color purity, and energy efficiency. By incorporating this compound into OLED materials, researchers can achieve better performance in displays and lighting applications.

Another application is in organic photovoltaics (OPVs). The molecule's strong conjugated system facilitates efficient charge transport and absorption of light, crucial for enhancing the power conversion efficiency of solar cells. 4',4''',4''''',4'''''''-(Ethene-1,1,2,2-tetrayl)tetrakis([1,1'-biphenyl]-4-carbonitrile) aids in optimizing the photovoltaic performance by improving charge carrier mobility and light absorption.

In the field of sensing, this compound's unique fluorescence properties enable its use in chemical sensors. The molecule can interact with various analytes, and changes in its fluorescence upon interaction provide a means for detecting and quantifying different substances. This capability is useful for developing sensors in environmental monitoring, medical diagnostics, and industrial applications.

The molecule also serves as a model compound for studying the effects of extended conjugation in organic materials. Its design allows researchers to investigate how changes in the molecular structure impact electronic and optical properties, contributing to the broader understanding of organic semiconductor behavior and helping to design new materials with tailored properties.

In summary, 4',4''',4''''',4'''''''-(Ethene-1,1,2,2-tetrayl)tetrakis([1,1'-biphenyl]-4-carbonitrile) represents a significant advancement in organic materials science. Its unique structure and properties have led to applications in OLEDs, OPVs, and sensing technologies, showcasing its impact on modern electronic and optical technologies.

References

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