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

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

Used in Coatings Industry:
2,2,2-Trifluoroethyl methacrylate is used as a component in the development of acrylic protective coatings for enhancing their weather resistance, water resistance, and pollution resistance. This improves the durability and performance of the coatings in various environmental conditions.
Used in Optical Fibers and Contact Lenses:
In the Optical Fibers Industry, TFEMA is used as a charge regulator for the cladding and core materials of optical fibers, ensuring efficient transmission of light and reducing signal loss. It is also utilized in the manufacturing of contact lenses, providing improved properties such as better oxygen permeability and comfort for the wearer.
Used in Computer Toner and Carrier Particles:
TFEMA is employed in the production of toner and carrier particles for computers, contributing to the high-quality printing and efficient functioning of the devices.
Used in Research and Development:
2,2,2-Trifluoroethyl methacrylate is a useful research chemical, enabling the development of new materials and applications in various fields due to its unique properties.
Used in the Preparation of Poly(TFEMA):
TFEMA can be polymerized to form poly(TFEMA), which has potential applications in the development of advanced materials and products with improved properties, such as enhanced chemical resistance, wear resistance, and low dielectric constant.

Flammability and Explosibility

Highlyflammable

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

Upstream product

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

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.

Cyanide-Free One-Pot Synthesis of Methacrylic Esters from Acetone

Methacrylic esters, represented by methyl methacrylate (MMA), are widely used as commodity chemicals. Here, the one-pot synthesis of methacrylic esters from acetone, a haloform and alcohols in the presence of an organic base is described. Using DBU as the organic base for the reaction of acetone, chloroform and methanol in acetonitrile afforded MMA in 66 % yield. When the solvent was replaced by benzonitrile, the product MMA was successfully purified by distillation. Applicability of this process to various alcohols was also investigated to show ethyl, phenyl, CF3CH2, and n-C6F13CH2CH2 esters were obtained in moderate yields. The use of bromoform instead of chloroform resulted in the improvement of the yield, for example, methyl and n-C6F13CH2CH2 esters up to 81 and 70 %, respectively. The reaction with deuterated starting materials acetone-d6 and MeOH-d4, with DBU in acetonitrile afforded deuterated MMA (MMA-d8) in 70 % yield.

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.

Composition (by machine translation)

[Problem] this invention, facilitate the purification of the acrylic acid derivative, and to improve efficiency. [Solution] A: (I) of formula:[In the formula, R1 The, 1 - 4 carbon alkyl group, 1 - 4 carbon atoms or a fluoroalkyl group, and R2 The, a halogen atom, a methyl group, a fluoroalkyl group, or a hydrogen atom. ]The acrylic acid derivative represented, and[B] 120 °C compositions containing ionic liquid at a temperature of liquid. [Drawing] no (by machine translation)

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.