Hexaethylcyclotrisiloxane
[CAS# 2031-79-0]

Identification

• Classification: Organic raw materials >> Hydrocarbon compounds and their derivatives >> Cyclic hydrocarbon
• Name: Hexaethylcyclotrisiloxane
• Synonyms: 1,1,3,3,5,5-Hexaethylcyclotrisiloxane
• Molecular Formula: C₁₂H₃₀O₃Si₃
• Molecular Weight: 306.62
• CAS Registry Number: 2031-79-0
• EC Number: 217-984-4
• SMILES: CC[Si]1(O[Si](O[Si](O1)(CC)CC)(CC)CC)CC

Properties

• Density: 0.9±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.435, Calc.^*
• Boiling Point: 252.1±8.0 ºC (760 mmHg), Calc.^*
• Flash Point: 94.3±18.8 ºC, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Discovory and Applicatios

Hexaethylcyclotrisiloxane is a chemical compound with the molecular formula C18H54O3Si3, commonly known for its cyclic structure, consisting of three silicon atoms and three oxygen atoms, each bonded to ethyl groups. It is a member of the organosilicon compounds, a category known for their utility in various industrial applications, particularly in the fields of materials science, electronics, and chemical manufacturing. The compound's distinctive features, such as its silicon-oxygen backbone and ethyl substitution, contribute to its chemical reactivity and versatility in different applications.

The discovery of hexaethylcyclotrisiloxane is often attributed to the broader exploration of siloxane chemistry, which dates back to the early 20th century. Siloxanes, also known as polysiloxanes or silicone compounds, are known for their flexible and durable properties, which make them desirable for a wide range of commercial and industrial uses. Hexaethylcyclotrisiloxane was developed as part of ongoing research into the synthesis of cyclic siloxanes, which possess unique properties compared to their linear counterparts. The cyclic structure of hexaethylcyclotrisiloxane imparts different physical and chemical characteristics, such as a higher degree of stability and reactivity, making it a valuable compound for various industrial processes.

One of the most important aspects of hexaethylcyclotrisiloxane is its synthesis. Typically, it is produced through a process known as the etherification of trichlorosilane with ethyl alcohol, followed by condensation and cyclization reactions. This synthetic pathway involves the careful manipulation of reaction conditions to ensure that the desired cyclic structure is formed. The synthesis of hexaethylcyclotrisiloxane is often carried out under controlled conditions, where temperature, solvent, and reaction time are adjusted to optimize yield and minimize side reactions. The process is relatively straightforward, but it requires expertise in siloxane chemistry to achieve the desired results.

Hexaethylcyclotrisiloxane is most commonly used in the production of silicone resins, which are widely employed in coatings, adhesives, and sealants. These silicone resins offer excellent thermal stability, water resistance, and electrical insulating properties, making them ideal for use in harsh environments. Hexaethylcyclotrisiloxane, as a precursor in the synthesis of these resins, plays a critical role in enhancing the performance and durability of the final product. The compound's cyclic structure is particularly beneficial in the creation of resins that can withstand high temperatures and extreme conditions, which are essential properties for aerospace, automotive, and electronic applications.

In addition to its role in silicone resin production, hexaethylcyclotrisiloxane is also used as a key ingredient in the formulation of lubricants, especially those designed for high-performance applications. The presence of silicon in the molecule contributes to the lubrication properties, as silicon-based compounds tend to provide superior resistance to wear and tear compared to traditional lubricants. This makes hexaethylcyclotrisiloxane an important component in the production of lubricants for machinery, automotive engines, and various industrial equipment that require high levels of performance under stress.

Another area where hexaethylcyclotrisiloxane has found application is in the field of electronics. The compound is used in the production of electronic components, such as semiconductors and integrated circuits, due to its excellent insulating properties. Its use in these applications helps protect sensitive components from environmental factors such as moisture and temperature fluctuations, ensuring their longevity and reliability. The ability of hexaethylcyclotrisiloxane to form stable and durable films also makes it useful in coating applications, where it serves as a protective barrier against corrosion and degradation.

The versatility of hexaethylcyclotrisiloxane in industrial applications underscores its significance in modern manufacturing processes. As researchers continue to explore the potential of organosilicon compounds, new uses for hexaethylcyclotrisiloxane are likely to emerge. Its stability, reactivity, and adaptability make it a valuable chemical compound in industries ranging from aerospace to electronics, contributing to innovations in material science and product development.

In conclusion, hexaethylcyclotrisiloxane is an essential organosilicon compound with a wide range of applications, from silicone resin production to lubricants and electronics. Its discovery and development have been driven by advances in siloxane chemistry, which have allowed for the creation of materials with enhanced performance characteristics. The compound's unique cyclic structure and reactivity continue to make it a valuable tool in various industrial and commercial applications.

References

2017. Refractive index of hexaethylcyclotrisiloxane. Optical Constants.
DOI: 10.1007/978-3-662-49236-9_49

2013. Polymerization of hexaethylcyclotrisiloxane during the synthesis of carbofunctional oligo(diethylsiloxane diols). Polymer Science, Series B, 55(5-6).
DOI: 10.1134/s1560090413050035

1999. Living polymerization of hexaethylcyclotrisiloxane. Polymer Bulletin, 43(6).
DOI: 10.1007/s002890050543