3-Methacryloxypropyltrimethoxysilane
[CAS# 2530-85-0]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ester >> Acid ester compound
• Name: 3-Methacryloxypropyltrimethoxysilane
• Synonyms: 3-Trimethoxysilyl-propyl-methacrylate; [3-(Methacryloyloxy)propyl]trimethoxysilane; Silane A-174; MEMO
• Molecular Formula: C₁₀H₂₀O₅Si
• Molecular Weight: 248.35
• CAS Registry Number: 2530-85-0
• EC Number: 219-785-8
• SMILES: CC(=C)C(=O)OCCC[Si](OC)(OC)OC

Properties

• Density: 1.045
• Boiling point: 190 ºC
• Refractive index: 1.43-1.432
• Flash point: 92 ºC

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

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
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Specific target organ toxicity - single exposure	STOT SE	1	H370
Specific target organ toxicity - repeated exposure	STOT RE	1	H372
Acute toxicity	Acute Tox.	4	H302

Discovory and Applicatios

3-Methacryloxypropyltrimethoxysilane is an organosilane compound that has become important in material science and industrial applications due to its dual functionality, combining organic and inorganic reactivity. The discovery of organosilanes, including 3-methacryloxypropyltrimethoxysilane, can be traced back to the early 20th century, as chemists explored ways to improve the adhesion between organic polymers and inorganic surfaces. This compound, with its unique structure, facilitates strong bonding between materials that traditionally do not interact well, such as plastics and metals or glass.

3-Methacryloxypropyltrimethoxysilane consists of a methacrylate group and a trimethoxysilyl group, both of which play key roles in its chemical behavior. The methacrylate group can participate in polymerization reactions with other monomers, particularly in the production of acrylic and methacrylic resins, while the trimethoxysilyl group can hydrolyze to form silanol groups. These silanol groups bond strongly with hydroxylated surfaces, such as glass, metals, and ceramics. This dual functionality makes 3-methacryloxypropyltrimethoxysilane an effective coupling agent, promoting adhesion between organic and inorganic components.

One of the primary applications of 3-methacryloxypropyltrimethoxysilane is in the production of composite materials, especially those that combine polymers with glass or mineral fillers. When used as a coupling agent in fiberglass-reinforced plastics, it enhances the bond between the glass fibers and the polymer matrix, leading to improved mechanical properties such as increased strength, durability, and resistance to environmental degradation. This makes it valuable in industries like automotive, aerospace, and construction, where strong, lightweight materials are crucial.

In addition to its use in composites, 3-methacryloxypropyltrimethoxysilane is widely employed in adhesives, sealants, and coatings. It improves the adhesion of organic resins to inorganic substrates, making it indispensable in applications where strong, long-lasting bonds are required. In coatings, it enhances surface adhesion and provides better resistance to moisture, chemicals, and abrasion. This is particularly useful in protective coatings for metal, glass, and ceramics, where durability under harsh conditions is essential.

The compound is also used in the surface treatment of inorganic fillers, such as silica and alumina, in polymer formulations. By treating these fillers with 3-methacryloxypropyltrimethoxysilane, manufacturers can improve the dispersion of the fillers within the polymer matrix, enhancing the overall properties of the material, such as mechanical strength, thermal stability, and resistance to wear.

Furthermore, 3-methacryloxypropyltrimethoxysilane plays a role in dental and medical materials, where it is used as a coupling agent in dental composites and adhesives. Its ability to bond organic resins with mineral-based fillers or tooth structures makes it valuable in restorative dentistry, ensuring strong, durable restorations.

The versatility of 3-methacryloxypropyltrimethoxysilane has led to ongoing research into its potential applications in emerging fields, such as nanotechnology and advanced materials. Its ability to modify surfaces and improve interfacial adhesion continues to make it an essential compound in the development of high-performance materials across various industries.