Methacrylic acid 3,3,3-trifluoro-2-hydroxy-1,1-dimethyl-2-(trifluoromethyl)propyl ester
[CAS# 944480-10-8]

Identification

• Name: Methacrylic acid 3,3,3-trifluoro-2-hydroxy-1,1-dimethyl-2-(trifluoromethyl)propyl ester
• Synonyms: [4,4,4-trifluoro-3-hydroxy-2-methyl-3-(trifluoromethyl)butan-2-yl] 2-methylprop-2-enoate
• Molecular Formula: C₁₀H₁₂F₆O₃
• Molecular Weight: 294.19
• CAS Registry Number: 944480-10-8
• SMILES: CC(=C)C(=O)OC(C)(C)C(C(F)(F)F)(C(F)(F)F)O

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319
• Safety Statements: P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Discovery and Applications

3,3,3-Trifluoro-2-hydroxy-1,1-dimethyl-2-(trifluoromethyl)propyl methacrylate is a synthetic compound with a unique chemical structure that has been widely used in polymer chemistry, coatings, and biomedical applications. The synthesis and exploration of methacrylic acid derivatives began with the enhancement of functional properties of polymers and materials. Researchers have attempted to introduce fluorination and hydroxyl groups into the methacrylic acid backbone to improve properties such as hydrophobicity, chemical resistance, and thermal stability. 3,3,3-Trifluoro-2-hydroxy-1,1-dimethyl-2-(trifluoromethyl)propyl methacrylate is the result of these efforts, designed to meet specific requirements in industries ranging from healthcare to electronics. The methacrylic acid backbone provides stability and polymerizability, which is essential for the formation of crosslinked networks in polymer applications. The trifluoromethyl and hydroxyl groups contribute to the hydrophobicity and chemical inertness of the compound, enhancing its resistance to solvents and environmental factors. The ester functionality provides versatility in polymerization reactions and compatibility with a variety of matrices.

The compound is used as a monomer or additive in the synthesis of fluorinated polymers and copolymers. It imparts hydrophobicity and chemical resistance to the resulting materials, making them suitable for coatings, adhesives, and specialty films. Its ester functional groups undergo crosslinking reactions, enhancing the mechanical strength and thermal stability of the polymer. This facilitates the development of high-performance materials for the automotive, aerospace, and electronics industries.

The compound is added to coatings to create hydrophobic surfaces that are water and fouling resistant. This property can be used in marine coatings, medical devices, and architectural finishes, where moisture resistance is critical. The compound provides corrosion-resistant coatings for metals and alloys, extending their service life in harsh environments such as marine and industrial settings.

The compound is used to design biocompatible polymers in medical implants and drug delivery systems. Its inertness and compatibility with biological systems ensure minimal adverse reactions and optimal performance in medical applications. Modified versions of the compound are used in bioconjugation reactions, facilitating the attachment of biomolecules to surfaces or polymers for diagnostic and therapeutic purposes.

References

none