2,2,2-Trifluoroethyl methacrylate

Catalog Number	ACM352874-9
CAS	352-87-4
Structure
Description	2,2,2-Trifluoroethyl methacrylate (TFEMA) is a semifluorinated monomer that can be synthesized from methacryloyl chloride and 2,2,2-trifluoroethanol in presence of triethylamine. Its properties include chemical inertness, good wear resistance and low dielectric constant.
Synonyms	2,2,2-Trifluoroethyl 2-methylprop-2-enoate
Molecular Weight	168.11
Molecular Formula	C6H7F3O2
Canonical SMILES	CC(=C)C(=O)OCC(F)(F)F
InChI	1S/C6H7F3O2/c1-4(2)5(10)11-3-6(7,8)9/h1,3H2,2H3
InChI Key	QTKPMCIBUROOGY-UHFFFAOYSA-N
Boiling Point	59 °C/100 mmHg (lit.)
Flash Point	16°C
Density	1.181
Appearance	Colorless clear liquid
Application	TFEMA can be used in the preparation of poly(TFEMA), which can be used in the development of acrylic protective coatings.
Storage	Store below -20 degrees celsius
Assay	0.9999
Glass Transition Temperature	80°C
Handing	Gloves & chemical goggles
Packaging	1 kg
Refractive Index	1.36-1.362
Storage Temperature	2-8°C
Unit Size	25 g

Case Study

Preparation of 2,2,2-Trifluoroethyl Methacrylate and Methyl Acrylate Copolymer Coatings

Xu, An-hou, et al. Journal of Coatings Technology and Research, 2016, 13, 795-804.

A series of copolymers of 2,2,2-trifluoroethyl methacrylate (FMA) and methyl acrylate (MA) with different copolymer compositions were successfully prepared by solution polymerization, which can be used as fluorinated coatings. The poly(FMA-co-MA) copolymer coatings have comparable surface properties and thermal stability to the fluorinated homopolymer PFMA, and the glass transition temperature of the copolymers can be reduced to room temperature.
Preparation of poly(FMA-co-MA) copolymer coatings
· The glass reactor was first filled with the solvent THF, purged with nitrogen for 30 minutes, and then heated to 70°C. A mixture of monomers and AIBN was then swiftly introduced into the reactor through a constant pressure funnel.The polymerizations were stopped in a short time at low monomer conversions, aiming to calculate the monomer reactivity ratios.
· After 15-30 minutes, the polymerizations were halted by cooling the solution to 0°C. The resulting copolymers were then purified by precipitating them into a methanol/water mixture (90/10 vol) and washed with methanol.
· Poly(FMA-co-PMA) copolymer coatings were created by dissolving 15% w/v polymer in acetone and pouring the solution onto glass sheets. The coatings were allowed to dry at room temperature and pressure before being placed under vacuum for 12 hours (also at room temperature). The thickness of the coating on the glass sheets ranged from 200 to 300 μm.

Preparation of Fluorinated Diblock Copolymers via RAFT Polymerization from 2,2,2-Trifluoroethyl Methacrylate

Li, Guanghan, et al. Journal of Fluorine Chemistry, 2014, 165, 132-137.

During reversible addition-fragmentation chain transfer (RAFT) polymerization, a fluorinated diblock copolymer containing methyl methacrylate (MMA) and 2,2,2-trifluoroethyl methacrylate (TFEMA) was synthesized using cumyl dithiobenzoate (CDB) as the chain transfer agent (CTA).
Synthesis of P(MMA-b-TFEMA)
· In a reaction kettle, a mixture composed of 3 g (0.03 mol) MMA, 0.025 g (0.00025 mol) AIBN, and 0.27 g (0.001 mol) CDB was placed. The air was removed by degassing through three cycles of nitrogen evacuation before sealing the kettle under N2. Subsequently, the kettle was immersed in a water bath at 70 °C for a specific period. The resulting polymer was dissolved in THF, then precipitated in a water-methanol mixture (50:50), filtered, and dried in a vacuum oven at 40 °C.
· Subsequently, 0.5 g (0.000175 mol) PMMA-CTA, 0.9 g (0.00525 mol) TFEMA, 0.008 g (0.00008 mol) AIBN, and 2 mL THF were combined in a reaction kettle. The mixture was degassed by performing three cycles of nitrogen evacuation, followed by sealing the kettle under N2. It was then heated in a water bath at 70 °C for a predetermined duration. The resulting polymer was precipitated in a water-methanol mixture (50:50), filtered, and dried in a vacuum oven at 40 °C.

Custom Q&A

What is the product name of the chemical with CAS number 352-87-4?

The product name is 2,2,2-Trifluoroethyl methacrylate.

How can 2,2,2-Trifluoroethyl methacrylate be synthesized?

It can be synthesized from methacryloyl chloride and 2,2,2-trifluoroethanol in the presence of triethylamine.

What are the properties of 2,2,2-Trifluoroethyl methacrylate?

Its properties include chemical inertness, good wear resistance, and a low dielectric constant.

What is the molecular formula of 2,2,2-Trifluoroethyl methacrylate?

The molecular formula is C6H7F3O2.

What is the boiling point of 2,2,2-Trifluoroethyl methacrylate?

The boiling point is 59 °C/100 mmHg (lit.).

How should 2,2,2-Trifluoroethyl methacrylate be stored?

It should be stored below -20 degrees celsius.

What is the application of TFEMA?

TFEMA can be used in the preparation of poly(TFEMA), which can be used in the development of acrylic protective coatings.

What is the quality level of 2,2,2-Trifluoroethyl methacrylate?

The quality level is 200.

What are the features and benefits of 2,2,2-Trifluoroethyl methacrylate?

The features and benefits include high-quality products, fast delivery, and the option to order additional products.

What is the packaging size of 2,2,2-Trifluoroethyl methacrylate?

It is packaged in 1 kg.

If you have any other questions or need other size, please get a quote.

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