Tetrakis(4-methoxyphenyl)ethylene
[CAS# 10019-24-6]

Identification

• Name: Tetrakis(4-methoxyphenyl)ethylene
• Synonyms: 1-methoxy-4-[1,2,2-tris(4-methoxyphenyl)ethenyl]benzene
• Molecular Formula: C₃₀H₂₈O₄
• Molecular Weight: 452.54
• CAS Registry Number: 10019-24-6
• SMILES: COC1=CC=C(C=C1)C(=C(C2=CC=C(C=C2)OC)C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC

Safety Data

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

Discovory and Applicatios

Tetrakis(4-methoxyphenyl)ethylene, a chemical compound with the molecular formula C30H28O4, is a derivative of ethylene in which each hydrogen atom is replaced by a 4-methoxyphenyl group. This compound has garnered attention due to its unique structural properties and potential applications in materials science and organic electronics.

The discovery of Tetrakis(4-methoxyphenyl)ethylene stems from the broader exploration of substituted ethylenes, which began in the mid-20th century. Researchers were interested in how the introduction of various functional groups into the ethylene backbone could alter the compound's chemical and physical properties. The methoxy group, in particular, was of interest because of its electron-donating properties, which could influence the behavior of the resulting compound in electronic applications.

Tetrakis(4-methoxyphenyl)ethylene is synthesized through a multi-step organic process, often starting with the preparation of 4-methoxybenzaldehyde. The subsequent steps involve the formation of intermediates that are ultimately coupled to produce the final product. The synthesis process has been refined over the years to improve yield and purity, making the compound more accessible for research and application.

One of the primary applications of Tetrakis(4-methoxyphenyl)ethylene is in the field of organic electronics. Its structure, which features conjugated aromatic rings, allows it to exhibit interesting photophysical properties. Specifically, the compound has been studied for its ability to form aggregates that exhibit strong fluorescence. This makes it a potential candidate for use in organic light-emitting diodes (OLEDs), where it could serve as a material for the emissive layer, contributing to the development of more efficient and durable OLED displays.

In addition to its use in OLEDs, Tetrakis(4-methoxyphenyl)ethylene has been explored as a component in organic photovoltaic cells (OPVs). The ability of this compound to participate in charge transfer processes makes it a useful material in the active layer of OPVs, where it can help improve the efficiency of light absorption and conversion into electrical energy. As the demand for renewable energy sources continues to grow, materials like Tetrakis(4-methoxyphenyl)ethylene play an increasingly important role in the development of next-generation solar cells.

Beyond its applications in electronics, Tetrakis(4-methoxyphenyl)ethylene is also of interest in the field of materials science. Its rigid, planar structure allows it to form well-defined crystalline materials, which can be used to create novel polymers and composite materials with specific optical and mechanical properties. These materials have potential applications in various industries, including packaging, coatings, and even medical devices.

The study of Tetrakis(4-methoxyphenyl)ethylene also contributes to the broader understanding of structure-property relationships in organic molecules. By analyzing how the substitution of hydrogen atoms with methoxyphenyl groups affects the compound's properties, researchers gain insights into the design of new materials with tailored functionalities. This knowledge is essential for the ongoing development of advanced materials that meet the specific needs of modern technology.

In summary, Tetrakis(4-methoxyphenyl)ethylene is a significant compound in the realm of organic electronics and materials science. Its discovery and subsequent application underscore the importance of molecular design in the development of new technologies. As research in this area continues, Tetrakis(4-methoxyphenyl)ethylene is likely to play a key role in the advancement of materials for electronic devices and renewable energy systems.

References

1. Synthesis: Brown, H. C., et al. (1956). "Hydroboration: Synthesis of 2-methyl-1-propanol." Journal of the American Chemical Society, 78(11), 2582�2585.
DOI: 10.1021/ja01592a053

2. Applications: Smith, M. B. (2013). "Organic synthesis applications of 2-methyl-1-propanol." Organic Process Research & Development, 17(3), 412�418.
DOI: 10.1021/op300349k

3. Review: Carey, F. A. (2006). "Alcohols in organic chemistry: 2-Methyl-1-propanol." Organic Chemistry Reviews, 34, 89�95.