1H,1H,2H,2H-Perfluorodecyltrimethoxysilane
[CAS# 83048-65-1]

Identification

• Classification: Chemical reagent >> Organic reagent >> Silane
• Name: 1H,1H,2H,2H-Perfluorodecyltrimethoxysilane
• Synonyms: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl(trimethoxy)silane
• Molecular Formula: C₁₃H₁₃F₁₇O₃Si
• Molecular Weight: 568.30
• CAS Registry Number: 83048-65-1
• EC Number: 617-434-7
• SMILES: CO[Si](CCC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(OC)OC

Properties

• Density: 1.5±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.325, Calc.^*
• Boiling Point: 250.0±40.0 °C (760 mmHg), Calc.^*
• Flash Point: 105.0±27.3 °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

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovery and Applications

1H,1H,2H,2H-Perfluorodecyltrimethoxysilane is a fluorinated organosilicon compound known for its unique combination of fluorine and silicon atoms, which imparts distinctive properties that make it valuable in various industrial and scientific applications. This compound consists of a perfluorodecyl group (-C10F21), a trimethoxysilane group (-Si(OCH3)3), and is widely used in surface treatment, coatings, and materials science.

The discovery of 1H,1H,2H,2H-perfluorodecyltrimethoxysilane can be traced back to the mid-20th century, during a period of increased interest in organosilicon chemistry and the development of compounds with enhanced hydrophobic and oleophobic properties. Researchers found that incorporating fluorine into silane molecules resulted in materials with superior water and oil repellency, which led to the synthesis of perfluorinated silane derivatives like 1H,1H,2H,2H-perfluorodecyltrimethoxysilane.

The synthesis of 1H,1H,2H,2H-perfluorodecyltrimethoxysilane involves the reaction of perfluorodecyl alcohol with trimethoxysilane, typically under anhydrous conditions. The resulting compound features a long perfluorinated tail, which provides excellent chemical resistance, and the trimethoxysilane group, which can react with various substrates to form strong bonds.

One of the most notable applications of 1H,1H,2H,2H-perfluorodecyltrimethoxysilane is in surface modification. The perfluorodecyl group imparts water and oil-repellent properties to treated surfaces, making the compound ideal for use in coatings and treatments for materials such as glass, metals, ceramics, and textiles. This application is especially valuable in industries like automotive manufacturing, electronics, and construction, where surfaces must be resistant to water, dirt, and other environmental contaminants. By modifying the surface of materials with this silane, products become more durable and easier to clean, enhancing both their performance and longevity.

The compound is also widely used in the production of hydrophobic coatings for optical and electronic devices. In these applications, 1H,1H,2H,2H-perfluorodecyltrimethoxysilane improves the durability and reliability of components by providing a protective barrier that resists moisture and oils, which can damage sensitive devices. Additionally, it is employed in the fabrication of anti-fingerprint coatings, where the silane's ability to resist smudging and staining is highly beneficial.

Another key area of application is in the field of adhesives and sealants. When used as a primer or coupling agent, 1H,1H,2H,2H-perfluorodecyltrimethoxysilane enhances the bonding between different materials, especially in situations where one or both surfaces are challenging to bond due to their hydrophobic nature. This property makes it especially useful in the production of high-performance adhesives for industrial, automotive, and construction applications.

In the area of textiles, this compound is applied to fabrics to impart water- and stain-repellent properties. It is commonly used in the production of outdoor fabrics, clothing, and upholstery, where resistance to moisture and dirt is essential. By treating textiles with 1H,1H,2H,2H-perfluorodecyltrimethoxysilane, manufacturers can significantly increase the lifespan and functionality of their products.

In addition to these uses, 1H,1H,2H,2H-perfluorodecyltrimethoxysilane is explored in research for potential applications in drug delivery systems. The hydrophobic nature of the compound allows it to be used in formulations that require controlled release or the targeting of specific tissues, particularly in pharmaceutical and biomedical research.

In conclusion, 1H,1H,2H,2H-perfluorodecyltrimethoxysilane is a versatile and valuable compound with significant applications across a range of industries, including surface treatments, coatings, adhesives, textiles, and electronics. Its unique combination of fluorine and silicon makes it an essential tool for enhancing the performance and durability of materials, particularly in challenging environments.

References

2024. Development and characterization of fluorosilane-modified expandable graphite for fire suppression. Journal of Thermal Analysis and Calorimetry, 149(20).
DOI: 10.1007/s10973-024-13642-2

2024. Preparation of a Stable Super-Amphiphobic Coating via a Simple Sol-Gel Method. Colloid Journal, 86(5).
DOI: 10.1134/s1061933x24600301

2024. Advanced omniphobic membrane: Fabrication via NIPS method using PVDF-HFP, TEOS, and PFDTMS. Journal of Polymer Research, 31(9).
DOI: 10.1007/s10965-024-04121-1