2-(Trimethylsilyloxy)ethyl Methacrylate (CAS 17407-09-9) is a silicon-containing functional methacrylate monomer featuring a polymerizable methacrylate group and a trimethylsilyloxy-functional side chain. The methacrylate group enables free-radical polymerization and copolymerization, while the trimethylsilyl group provides protected hydroxyl functionality.
This monomer is particularly useful in research involving functional polymer materials, hydrogel systems, biomedical polymers, dental materials, and post-polymerization functionalization. It is also specifically identified as a monomer and adhesive promoter in dental application materials.
2-(Trimethylsilyloxy)ethyl Methacrylate contains a reactive methacrylate double bond that can undergo free-radical polymerization and copolymerization with other vinyl monomers.
The trimethylsilyloxy group serves as a protected hydroxyl functionality. After polymerization, appropriate deprotection can expose hydroxyl groups, allowing the resulting polymer to undergo further chemical modification. Research applications describe the use of this protecting-group strategy to prepare controlled polymer architectures and subsequently obtain PHEMA-type materials.
This protected-functional-group strategy enables researchers to introduce hydroxyl functionality into polymer systems while controlling the timing of subsequent functionalization.
Simplified reaction pathway:
2-(Trimethylsilyloxy)ethyl Methacrylate
→ Polymerization / Copolymerization
→ TMS-Protected Functional Polymer
→ Deprotection
→ Hydroxyl-Functional Polymer
2-(Trimethylsilyloxy)ethyl Methacrylate is used as a functional monomer and adhesive promoter in dental materials research.
Applications include:
Its polymerizable methacrylate group enables incorporation into resin systems, while its silicon-containing structure provides an additional chemical feature for studying adhesion and interfacial interactions in dental materials. Commercial dental-material literature specifically identifies this compound as a monomer and adhesive promoter.
2-(Trimethylsilyloxy)ethyl Methacrylate is a useful protected-functional monomer for developing functional polymer networks and hydrogel materials.
Applications include:
The trimethylsilyl group protects the hydroxyl functionality during polymer synthesis and can subsequently be removed to generate hydroxyl-containing polymers. This provides a route for controlling polymer architecture and modifying hydrogel functionality and hydration behavior.
2-(Trimethylsilyloxy)ethyl Methacrylate can be used as a functional building block for biomedical polymer and hydrogel research.
Applications include:
Its protected hydroxyl functionality provides a synthetic route toward hydroxyl-containing polymer materials that can be further modified for biomedical research. Research literature and application protocols describe its use as a precursor to PHEMA-type materials and polymeric systems investigated for drug-delivery applications.
2-(Trimethylsilyloxy)ethyl Methacrylate provides a protected hydroxyl functionality for post-polymerization modification of functional polymers.
Applications include:
The trimethylsilyl protecting group can be removed after polymerization to expose hydroxyl groups, providing reactive sites for subsequent chemical modification. This approach allows researchers to develop functional polymers with controlled structures and tailored chemical properties.
| Research Area | Specific Industry / Application |
|---|---|
| Dental Materials | Dental adhesives, methacrylate-based dental resins, resin–substrate adhesion |
| Hydrogel Materials | Functional hydrogels, polymer networks, hydration and swelling studies |
| Biomedical Polymer Materials | Biomedical hydrogels, functional polymers, polymeric biomaterials |
| Polymer Chemistry | Functional methacrylate polymers, controlled polymerization and copolymer research |
| Surface Engineering | Polymer surface functionalization, grafting and interface modification |
| Drug Delivery Materials | Functional hydrogel carriers, polymeric drug-delivery systems |
| Advanced Polymer Materials | Functional polymer platforms and structure–property studies |
2-(Trimethylsilyloxy)ethyl Methacrylate is a silicon-containing functional methacrylate monomer with CAS No. 17407-09-9. It contains a polymerizable methacrylate group and a trimethylsilyloxy-functional side chain.
The molecular formula is C₉H₁₈O₃Si.
The molecular weight is 202.32 g/mol.
Yes. It is a functional methacrylate monomer that can undergo polymerization and copolymerization through its methacrylate double bond. TCI classifies it among monomers and silicon compounds.
It is used in research involving dental materials, hydrogels, biomedical polymer materials, functional polymer modification, surface engineering, specialty resin systems, and advanced polymer research.
Yes. Sigma-Aldrich's dental materials documentation specifically identifies CAS 17407-09-9 as a monomer and adhesive promoter for dental applications.
The trimethylsilyl group functions as a protected hydroxyl functionality. It can remain protected during polymer synthesis and subsequently be removed to generate hydroxyl-containing polymer structures, providing a route for further functionalization.
Storage conditions depend on the specific grade. TCI recommends a cool, dark environment below 15°C, under inert gas and protected from moisture.
