1-Phenyl-4-[1,2,2-tris(4-phenylphenyl)ethenyl]benzene
[CAS# 7146-38-5]

Identification

• Name: 1-Phenyl-4-[1,2,2-tris(4-phenylphenyl)ethenyl]benzene
• Molecular Formula: C₅₀H₃₆
• Molecular Weight: 636.82
• CAS Registry Number: 7146-38-5
• SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(=C(C3=CC=C(C=C3)C4=CC=CC=C4)C5=CC=C(C=C5)C6=CC=CC=C6)C7=CC=C(C=C7)C8=CC=CC=C8

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.656, Calc.^*
• Boiling Point: 763.4±60.0 °C (760 mmHg), Calc.^*
• Flash Point: 424.7±27.0 °C, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Discovery and Applications

1-Phenyl-4-[1,2,2-tris(4-phenylphenyl)ethenyl]benzene is a notable compound in the field of organic electronics due to its unique structure and properties. This molecule features a central ethene core linked to three para-phenylphenyl groups and a phenyl group at one end. Its distinctive design allows for extensive conjugation, which impacts its electronic and optical characteristics.

The discovery of 1-Phenyl-4-[1,2,2-tris(4-phenylphenyl)ethenyl]benzene involved advanced synthetic techniques to achieve a highly conjugated organic material. The molecule's structure provides a large π-electron system, which plays a crucial role in its electronic behavior.

In organic electronics, this compound is valuable for its application in organic light-emitting diodes (OLEDs). The extensive conjugation in 1-Phenyl-4-[1,2,2-tris(4-phenylphenyl)ethenyl]benzene results in high photoluminescence efficiency. This means it can emit light very efficiently when excited, making it an excellent candidate for high-performance OLED materials. OLEDs incorporating this compound can achieve brighter displays with better color purity and energy efficiency.

Another significant application of this compound is in organic photovoltaic (OPV) cells. The strong conjugated system enhances the material’s ability to absorb light and transport charge carriers, which is crucial for improving the efficiency of solar cells. By integrating 1-Phenyl-4-[1,2,2-tris(4-phenylphenyl)ethenyl]benzene into OPV materials, researchers can create solar cells with improved power conversion efficiency and stability.

In addition, the compound’s fluorescence properties make it useful in sensor applications. Its ability to interact with various analytes through changes in fluorescence can be harnessed to develop sensors for detecting environmental pollutants, chemical substances, or biological markers. These sensors benefit from the high sensitivity and specificity provided by the conjugated structure of the molecule.

Overall, 1-Phenyl-4-[1,2,2-tris(4-phenylphenyl)ethenyl]benzene represents a significant advancement in organic material science. Its discovery has led to enhanced performance in OLEDs and OPVs, as well as promising applications in sensing technologies. The compound's ability to effectively harness and manipulate light makes it a valuable asset in modern electronic and optoelectronic devices.

References

2024. Highly crystallization-induced emissive luminophores with mechanoluminescent features for two-photon harvesting fluorescence imaging and latent fingerprint identification. Nano Research, 17(8).
DOI: 10.1007/s12274-024-6618-1