Phenyltris(dimethylsiloxy)silane
[CAS# 18027-45-7]

Identification

• Classification: Chemical reagent >> Silane reagent
• Name: Phenyltris(dimethylsiloxy)silane
• Synonyms: 3-((dimethylsilyl)oxy)-1,1,5,5-tetramethyl-3-phenyltrisiloxane
• Molecular Formula: C₁₂H₂₆O₃Si₄
• Molecular Weight: 330.68
• CAS Registry Number: 18027-45-7
• EC Number: 241-940-3
• SMILES: C[Si](C)O[Si](C1=CC=CC=C1)(O[Si](C)C)O[Si](C)C

Properties

• Density: 0.942 g/mL
• Refraction index: 1.442 (Expl.)
• Boiling Point: 275.9±23.0 ºC (760 mmHg), Calc.^*, 91 ºC (2 mmHg) (Expl.)
• Flash Point: 120.7±22.6 ºC, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H227
• Precautionary Statements: P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Flammable liquids	Flam. Liq.	3	H226

Discovory and Applicatios

Phenyltris(dimethylsiloxy)silane is an important organosilicon compound that has found a wide range of applications due to its unique combination of properties. This compound features a silicon backbone bonded to three dimethylsiloxy groups and one phenyl group, creating a highly versatile structure. The phenyl group introduces aromaticity to the molecule, which enhances its thermal stability and chemical resistance, while the dimethylsiloxy groups provide flexibility and low surface tension, making it ideal for use in various industrial and commercial applications.

The discovery of phenyltris(dimethylsiloxy)silane can be traced back to the increasing interest in organosilicon chemistry during the mid-20th century. Researchers were focused on creating new compounds with enhanced thermal stability, electrical insulating properties, and chemical resistance, which could be used in a variety of industries. The introduction of the phenyl group into the siloxane structure was a significant development because it provided the compound with better high-temperature stability and improved mechanical properties. This led to the synthesis of phenyltris(dimethylsiloxy)silane as a versatile intermediate in the production of other functional siloxane-based materials.

The synthesis of phenyltris(dimethylsiloxy)silane typically involves the reaction of chlorophenylsilane with dimethylsiloxy-containing reagents. The reaction conditions are carefully controlled to ensure the desired substitution pattern is achieved, with the phenyl group being attached to the silicon atom while the dimethylsiloxy groups are added in a way that maintains the compound's stability and reactivity. The product is a stable organosilicon compound that can be used as an intermediate in the production of more complex materials.

One of the primary applications of phenyltris(dimethylsiloxy)silane is in the formulation of silicone fluids and oils. These materials are widely used in industries such as automotive, electronics, and textiles, where their excellent lubricating properties, low surface tension, and high thermal stability are essential. The compound’s ability to form stable siloxane networks also makes it useful in the development of silicone rubbers and elastomers. These materials are used in a range of products, including gaskets, seals, and medical devices, due to their resistance to heat, moisture, and oxidation.

In the electronics industry, phenyltris(dimethylsiloxy)silane is used in the production of electronic encapsulants and thermal management materials. The compound's excellent electrical insulating properties and resistance to high temperatures make it ideal for protecting sensitive electronic components from damage caused by excessive heat and environmental stress. It is used in the development of heat-resistant coatings and other materials that ensure the longevity and reliability of electronic devices.

Another significant application of phenyltris(dimethylsiloxy)silane is in surface modification processes, particularly for enhancing water-repellent properties. It is commonly used in the formulation of hydrophobic coatings that provide surfaces such as glass, metals, and textiles with enhanced resistance to water and moisture. These coatings find applications in the automotive industry, construction, and textiles, where durability and water resistance are critical.

The compound is also used as an intermediate in the production of specialty chemicals and as a precursor in the synthesis of other organosilicon compounds. Its ability to participate in various chemical reactions, such as condensation and cross-linking, makes it a valuable building block in the development of more complex siloxane-based materials.

In conclusion, phenyltris(dimethylsiloxy)silane is a highly versatile compound with important applications in a variety of industries, including automotive, electronics, textiles, and materials science. Its unique combination of properties, including thermal stability, chemical resistance, and low surface tension, makes it an essential intermediate in the production of silicone-based materials and a valuable component in the development of high-performance products.