Phenyltrimethoxysilane
[CAS# 2996-92-1]

Identification

• Classification: Chemical reagent >> Organic reagent >> Siloxane
• Name: Phenyltrimethoxysilane
• Synonyms: Trimethoxysilylbenzene
• Molecular Formula: C₉H₁₄O₃Si
• Molecular Weight: 198.29
• CAS Registry Number: 2996-92-1
• EC Number: 221-066-9
• SMILES: CO[Si](C1=CC=CC=C1)(OC)OC

Properties

• Density: 1.0±0.1 g/cm³, Calc.^*, 1.062 g/mL (20 ºC) (Expl.)
• Melting Point: -25 ºC (Expl.)
• Index of Refraction: 1.475, Calc.^*,1.4735 (Expl.)
• Boiling Point: 185.7±9.0 ºC (760 mmHg), Calc.^*, 211 ºC (Expl.)
• Flash Point: 63.8±26.2 ºC, Calc.^*, 86 ºC (Expl.)

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

Safety Data

• Hazard Symbols: GHS02;GHS07;GHS08 Warning
• Hazard Statements: H226-H302-H315-H319-H335
• Precautionary Statements: P210-P233-P240-P241-P242-P243-P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P370+P378-P403+P233-P403+P235-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Flammable liquids	Flam. Liq.	3	H226
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335

• Transport Information: UN 1993

Discovory and Applicatios

Phenyltrimethoxysilane is an organosilicon compound that has garnered attention for its versatility in a wide range of industrial and commercial applications. It is a silane compound with the chemical formula C6H5Si(OCH3)3, consisting of a phenyl group (C6H5-) attached to a silicon atom, which in turn is bonded to three methoxy groups (-OCH3). This structure makes phenyltrimethoxysilane a valuable compound in various fields, including surface treatment, coatings, and the synthesis of composite materials.

The discovery of phenyltrimethoxysilane dates back to the early development of silane chemistry, which began in the mid-20th century. Researchers were seeking to create compounds that could modify surfaces, enhance bonding, and improve material properties. Silanes, including phenyltrimethoxysilane, were found to be highly effective in these applications due to their unique ability to form strong covalent bonds with both organic and inorganic materials. The compound was developed as a result of these efforts, with an emphasis on its utility in surface modification and its role in the creation of hybrid materials.

Phenyltrimethoxysilane is widely used in the production of coatings and surface treatments. Its primary application is as a coupling agent, which enhances the adhesion between organic polymers and inorganic materials such as glass, metals, and ceramics. In the coatings industry, it is used to improve the durability and performance of coatings, particularly in automotive and industrial applications. By bonding to both the substrate and the coating material, phenyltrimethoxysilane creates a strong interface that enhances the overall performance of the coated surface.

Additionally, phenyltrimethoxysilane plays an important role in the development of advanced composite materials. It is used as a silane coupling agent in the preparation of composites that incorporate inorganic fillers, such as silica, glass fibers, or carbon nanotubes. By promoting the bonding between the inorganic fillers and the polymer matrix, phenyltrimethoxysilane improves the mechanical properties and overall strength of the composite materials. This makes it highly valuable in the manufacturing of materials used in the aerospace, automotive, and construction industries.

The compound is also employed in the synthesis of hybrid materials, such as sol-gel-derived coatings and films. When combined with other precursors, phenyltrimethoxysilane can form a variety of materials with enhanced optical, electrical, and mechanical properties. This has led to its use in applications ranging from electronics and sensors to protective coatings for various substrates.

In conclusion, phenyltrimethoxysilane is an important chemical compound with diverse applications in materials science, particularly in surface modification, coatings, and composite materials. Its ability to improve adhesion and enhance the properties of hybrid materials has made it indispensable in a range of industrial and commercial sectors.

References

2024. High-temperature resistance and thermal insulation performance of continuous SiMOC ceramic fibers fabricated by the modified sol-gel method combined with dry spinning. Journal of Sol-Gel Science and Technology, 112(3).
DOI: 10.1007/s10971-024-06628-x

2024. Regulating the hydrophobicity and pore structure of silica aerogel for thermal insulation under humid and high temperature conditions. Journal of Porous Materials, 31(5).
DOI: 10.1007/s10934-024-01691-9

2024. Electrolytic growth of phenyl-modified silica isoporous membrane for non-polar extraction and electrochemical detection of pentachloronitrobenzene. Microchimica Acta, 191(10).
DOI: 10.1007/s00604-024-06719-0