352-87-4

Basic information

• Product Name: 2,2,2-Trifluoroethyl methacrylate
• Synonyms: TRIFLUOROETHANOLMETHACRYLATE;2,2,2-Trifluorethylmethacrylat;2,2,2-Trifluoroethyl 2-methyl-2-propenoate;2,2,2-Trifluoroethyl methacrylate, 98%, stab. with 30-50ppm 4-methoxyphenol;2,2,2-Trifluoroethyl Methacrylate (stabilized with MEHQ);Acryester 3FE;Fluorester;Light Ester M 3F
• CAS NO: 352-87-4
• Molecular Formula: C₆H₇F₃O₂
• Molecular Weight: 168.11
• EINECS: 206-525-3
• Product Categories: monomer;Acrylic Monomers;C6 to C7Monomers;Carbonyl Compounds;Esters;Fluorinated AcrylicsPhotonic and Optical Materials;Low Refractive Index Monomers;Waveguide Materials;Halogenated Heterocycles
• Mol File: 352-87-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 59 °C100 mm Hg(lit.)
• Flash Point: 62 °F
• Appearance: White/Crystals or Crystalline Powder
• Density: 1.181 g/mL at 25 °C(lit.)
• Vapor Pressure: 40.9mmHg at 25°C
• Refractive Index: n20/D 1.361(lit.)
• Storage Temp.: Keep Cold
• Water Solubility: 906mg/L at 20℃
• BRN: 4175872
• CAS DataBase Reference: 2,2,2-Trifluoroethyl methacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-Trifluoroethyl methacrylate(352-87-4)
• EPA Substance Registry System: 2,2,2-Trifluoroethyl methacrylate(352-87-4)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-37/39
• RIDADR: UN 3272 3/PG 2
• WGK Germany: 2
• TSCA: T
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 352-87-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 352-87-4 differently. You can refer to the following data:
1. 2,2,2-TRIFLUOROETHYL METHACRYLATE is a useful research chemical.
2. 2,2,2-Trifluoroethyl methacrylate is mainly used for coating to improve its weather resistance, water resistance and pollution resistance. It can also be used as a charge regulator for cladding and core materials of optical fibers, contact lenses, toner and carrier particles of computers.
3. TFEMA can be used in the preparation of poly(TFEMA), which can be used in the development of acrylic protective coatings.

Chemical Properties

clear colorless liquid

General 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.

Flammability and Explosibility

Highlyflammable

InChI:InChI=1/C3H6BrF/c4-2-1-3-5/h1-3H2

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 75-89-8 2,2,2-trifluoroethanol 
• 920-46-7 Methacryloyl chloride 
• 75-84-3 2,2-dimethyl-propanol-1 
• 67-66-3 chloroform 
• 67-64-1 acetone 

Downstream Products

• 133832-52-7 2-Methyl-acrylic acid (S)-2-methyl-3-phenyl-propyl ester 

Relevant articles and documents

Radical copolymerization of 2,2,2-trifluoroethyl methacrylate with cyano compounds for dielectric materials: Synthesis and characterization

The copolymerization of cyano (nitrile) monomers and a fluoroalkylmethacrylate is used to develop new dielectric polymers containing C-CN and C-F substituents. Methacrylonitrile (MAN), acrylonitrile (AN) and methylvinylidene cyanide (MVCN) were chosen as cyano monomers. 2,2,2-Trifluoroethyl methacrylate (MATRIF) was used as a fluorinated comonomer. The copolymers based on cyano monomers such as AN, MAN or MVCN, and MATRIF comonomers were synthesized by radical process initiated by AIBN. The yields of the copolymerizations were ranging between 40 and 60%. These copolymers were characterized by 1H, 13C, 19F NMR and IR spectroscopy which showed that the percentages of incorporation of AN and MAN in the copolymers were 45%. However, only 5% of MVCN was incorporated into poly(MVCN-co-MATRIF) copolymer. Thermogravimetric analyses showed that the thermal decomposition occurred from 200, 230 or 240°C for copolymers of MVCN, MAN or AN, respectively, and indicated that the process of degradation depends on the nature of cyano monomer.

Production method of trifluoroethyl methacrylate

The invention relates to the technical field of chemical synthesis and particularly relates to a production method of trifluoroethyl methacrylate. The production method comprises the following steps of: (1) preparation of methylpropenoyl chloride: adding triethylamine hydrochloride and a polymerization inhibitor into methacrylic acid, adding solid phosgene in 1 hour at a room temperature, reactingfor 5-8 hours at a temperature of 30-70 DEG C, distilling at a normal pressure, collecting fractions with the temperature of 95-98 DEG C to obtain methylpropenoyl chloride, wherein the mass ratio ofthe solid phosgene to methacrylic acid is 1:0.5; (2) preparation of trifluoroethyl methacrylate: leading trifluoroethanol, methylpropenoyl chloride and the polymerization inhibitor for 8-12 hours at the temperature of 40-75 DEG C, then collecting a target product of trifluoroethyl methacrylate from reaction products. The production method has the advantages of mild condition in the reaction process, stable product quality and cost reduction, and is suitable for industrial production.

Esterfication process for production of fluoroalkyl (meth)acrylate by pervaporation-aided membrane reactor

The present invention relates to a process for preparing fluoroacrylic acid ester using a pervaporation composite membrane, in particular, to a process for preparing fluoroacrylic acid ester performed in such a manner that water and unreacted fluoroalcohol generated in esterification between fluoroalcohol and (meth)acrylic acid in the presence of an acid catalyst are condensed and then passed through a pervaporation membrane to effectively remove water, followed by recycling the unreacted fluoroalcohol removed of water. The present process exhibits much higher conversion rate of fluoroacrylic acid ester, allows the decrease of energy consumption and could be performed in environment-friendly manner.