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373761

Sigma-Aldrich

2,2,2-Trifluoroethyl methacrylate

contains 50-200 ppm MEHQ as inhibitor, 99%

Synonym(s):
2,2,2-Trifluoroethyl 2-methylprop-2-enoate
Linear Formula:
H2C=C(CH3)CO2CH2CF3
CAS Number:
Molecular Weight:
168.11
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

99%

form

liquid

contains

50-200 ppm MEHQ as inhibitor

refractive index

n20/D 1.361 (lit.)

bp

59 °C/100 mmHg (lit.)

density

1.181 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

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

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1 of 4

This Item
M55909234893371998
Methyl methacrylate contains ≤30 ppm MEHQ as inhibitor, 99%

Sigma-Aldrich

M55909

Methyl methacrylate

Ethyl methacrylate contains 15-20 ppm monomethyl ether hydroquinone as inhibitor, 99%

Sigma-Aldrich

234893

Ethyl methacrylate

form

liquid

form

-

form

liquid

form

liquid

contains

50-200 ppm MEHQ as inhibitor

contains

≤30 ppm MEHQ as inhibitor

contains

15-20 ppm monomethyl ether hydroquinone as inhibitor

contains

BHT as stabilizer

refractive index

n20/D 1.361 (lit.)

refractive index

n20/D 1.414 (lit.)

refractive index

n20/D 1.413 (lit.)

refractive index

n20/D 1.373 (lit.)

bp

59 °C/100 mmHg (lit.)

bp

100 °C (lit.)

bp

118-119 °C (lit.)

bp

124 °C (lit.)

density

1.181 g/mL at 25 °C (lit.)

density

0.936 g/mL at 25 °C (lit.)

density

0.917 g/mL at 25 °C (lit.)

density

1.25 g/mL at 25 °C (lit.)

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.

Application

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

Pictograms

FlameSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

62.6 °F - closed cup

Flash Point(C)

17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Radical copolymerization of 2, 2, 2-trifluoroethyl methacrylate with cyano compounds for dielectric materials: Synthesis and characterization
Raihane M and Ameduri B
Journal of Fluorine Chemistry, 127(3), 391-399 (2006)
Antonios M Douvas et al.
Analytical and bioanalytical chemistry, 381(5), 1027-1032 (2005-02-03)
A new methodology for protein microarray fabrication is proposed based on the ablation of polymer film using laser at 157 nm (F2). The polymer has been selected among others with the criterion of negligible protein adsorption. Improved results have been
[Properties of 2,2,2-Trifluoroethyl methacrylate copolymers].
Y Yokoyama et al.
Iyo Kizai Kenkyujo hokoku. Reports of the Institute for Medical and Dental Engineering, Tokyo Medical and Dental University, 18, 1-9 (1984-01-01)
Honglin Zhang et al.
Sensors (Basel, Switzerland), 20(21) (2020-11-04)
A ratiometric oxygen sensor based on a platinum octaethylporphyrin (PtOEP)-coumarin 6 (C6)/poly (styrene-trifluoroethyl methacrylate) (poly (St-TFEMA)) film was developed for automatic dissolved oxygen (DO) detection. The oxygen-sensing film according to the dynamic quenching mechanism was prepared by embedding platinum octaethylporphyrin
Photochemical stability of partially fluorinated acrylic protective coatings I. Poly (2, 2, 2-trifluoroethyl methacrylate) and poly (1H, 1H, 2H, 2H-perfluorodecyl methacrylate-co-2-ethylhexyl methacrylate) s
Chiantore O, et al.
Polymer Degradation and Stability, 67(3), 461-467 (2000)

Articles

Materials for High and Low Refractive Index Coatings

Refractive index (RI or n) is of critical importance for photonics applications such as optical waveguides and ophthalmic devices. Based on their unique refractive index characteristics and good optical clarity, polymeric materials are also used as anti-reflective coatings for solar cells, displays and contact lenses.

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