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Fluoroethylene carbonate

CAS No.
114435-02-8
Chemical Name:
Fluoroethylene carbonate
Synonyms
FLUOROETHYLENE CARBONATE;4-Fluoro-1,3-dioxolan-2-one 97%;FLUOROETHYLENE CARBONATE (FEC);an-2-one;4-Fluoro-1;uoro-1,3-dioxoL;3-dioxolan-2-one;Pumped vinyl carbonate;FloroEthylene carbonate;4-Fluoroethylene carbonate
CBNumber:
CB9420252
Molecular Formula:
C3H3FO3
Molecular Weight:
106.05
MDL Number:
MFCD06247543
MOL File:
114435-02-8.mol
MSDS File:
SDS
Last updated:2024-12-18 14:15:32

Fluoroethylene carbonate Properties

Melting point 18-23 °C
Boiling point 212℃
Density 1.454
vapor pressure 51Pa at 25℃
refractive index 1.3960 to 1.4000
Flash point >102°(216°F)
storage temp. 2-8°C
form Liquid
color Colorless
Water Solubility Slightly miscible with water.
InChI InChI=1S/C3H3FO3/c4-2-1-6-3(5)7-2/h2H,1H2
InChIKey SBLRHMKNNHXPHG-UHFFFAOYSA-N
SMILES O1CC(F)OC1=O
LogP -0.435 at 20.1℃
CAS DataBase Reference 114435-02-8(CAS DataBase Reference)
EPA Substance Registry System 1,3-Dioxolan-2-one, 4-fluoro- (114435-02-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H317-H319
Precautionary statements  P261-P264-P280-P333+P313-P337+P313-P362+P364
Hazard Codes  Xn
Risk Statements  22-36/38-43-48/22
Safety Statements  26-36/37
WGK Germany  1
TSCA  Yes
HS Code  29329990
NFPA 704
1
2 0

Fluoroethylene carbonate price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 757349 Fluoroethylene carbonate 99% 114435-02-8 25g $765 2024-03-01 Buy
Sigma-Aldrich 901686 Fluoroethylene carbonate ≥99%, acid <200 ppm, anhydrous 114435-02-8 10G $395 2023-06-20 Buy
Sigma-Aldrich 901686 Fluoroethylene carbonate ≥99%, acid <200 ppm, anhydrous 114435-02-8 50G $755 2023-06-20 Buy
TCI Chemical F0731 4-Fluoro-1,3-dioxolan-2-one >98.0%(GC) 114435-02-8 5g $47 2024-03-01 Buy
TCI Chemical F0731 4-Fluoro-1,3-dioxolan-2-one >98.0%(GC) 114435-02-8 25g $150 2024-03-01 Buy
Product number Packaging Price Buy
757349 25g $765 Buy
901686 10G $395 Buy
901686 50G $755 Buy
F0731 5g $47 Buy
F0731 25g $150 Buy

Fluoroethylene carbonate Chemical Properties,Uses,Production

Chemical Properties

Fluoroethylene carbonate (FEC) is a clear, colorless liquid with a high dielectric constant of 102, higher than that of EC, which helps dissociate lithium salts. Its melting point is about 10 degrees lower than EC. Additionally, the fluorine atoms in its structure help it integrate better into the battery system, improving both battery capacity and low-temperature performance.

Uses

4-Fluoro-1,3-dioxolan-2-one is used as an electrolyte additive in lithium ion batteries. It also enables the formation of thin, smooth and stable passive solid electrolyte interphase (SEI) layer, which increases the cycling efficiency and discharge capacity retention of the secondary battery. Further, it is used as an intermediate in organic synthesis.

Preparation

The preparation of Fluoroethylene carbonate is as follows:Add 114g of liquid ethylene carbonate at 50, 1.14g of palladium acetate (II) and 114g of dry acetonitrile (water 100ppm) to a 500ml Monel reactor containing the monophenyl iodine difluoride prepared in step (1) , Stir at 50°C for 0.5h, raise the temperature to 70°C and react for 5h (the molar ratio of ethylene carbonate to hydrogen fluoride in step (1) is 1.1:2.5, the molar ratio of ethylene carbonate to acetonitrile is 1.1:2.8, palladium acetate (II) The dosage is 1.0% of the mass of ethylene carbonate). The tail gas during the reaction was absorbed by potassium hydroxide solution with a mass fraction of 10%. After the reaction, vacuum distillation was carried out under the condition of 3mmHg. The 65-71°C fraction was collected to obtain 103.3g of fluoroethylene carbonate with a GC content of 99.3%. The yield of FEC was 75%.

Application

Fluoroethylene carbonate (FEC) can be used as organic solvents, synthetic intermediates, pharmaceutical intermediates, electronic chemicals and electrolyte additives, and is mainly used as electrolyte additives for lithium-ion batteries. FEC can inhibit the decomposition of the electrolyte, and form a tightly bonded improved SEI film on the anode, which enhances the low-temperature performance of the electrolyte and improves the specific capacity, cycle stability, and cycle life of lithium-ion batteries. It can improve the specific capacity, cycle stability and cycle life of lithium-ion battery. It plays a crucial role in improving the range, service life and safety of lithium-ion batteries.

General Description

Fluoroethylene carbonate (FEC) can be used as a co-solvent for the formation of electrolytes, which can exhibit a reversible capacity of 2.5 Ah g?1. It can be further used in the fabrication of lithium-ion batteries. FEC enables the formation of thin, smooth and stable passive solid electrolyte interphase (SEI) layer, which is insoluble in the electrolyte, in turn increasing the cycling efficiency and discharge capacity retention of the secondary battery.

Flammability and Explosibility

Not classified

References

[1] Yanting Jin. “Understanding Fluoroethylene Carbonate and Vinylene Carbonate Based Electrolytes for Si Anodes in Lithium Ion Batteries with NMR Spectroscopy.” Journal of the American Chemical Society 140 31 (2018): 9854–9867.
[2] Rod McMillan. “Fluoroethylene carbonate electrolyte and its use in lithium ion batteries with graphite anodes.” Journal of Power Sources 81 (1999): Pages 20-26.
[3] J. HEINE. Fluoroethylene Carbonate as Electrolyte Additive in Tetraethylene Glycol Dimethyl Ether Based Electrolytes for Application in Lithium Ion and Lithium Metal Batteries[J]. Journal of The Electrochemical Society, 2015, 162 1. DOI:10.1149/2.0011507JES.
[4] XUE-QIANG ZHANG. Fluoroethylene Carbonate Additives to Render Uniform Li Deposits in Lithium Metal Batteries[J]. Advanced Functional Materials, 2017, 27 10. DOI:10.1002/adfm.201605989.
[5] OKUNO Y, USHIROGATA K, SODEYAMA K, et al. Decomposition of the fluoroethylene carbonate additive and the glue effect of lithium fluoride products for the solid electrolyte interphase: an ab initio study?[J]. Physical Chemistry Chemical Physics, 2016, 12: 8643-8653. DOI:10.1039/C5CP07583A.

96-49-1
114435-02-8
Synthesis of Fluoroethylene carbonate from Ethylene carbonate

Fluoroethylene carbonate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Fluoroethylene carbonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Fluoro-1,3-dioxolan-2-one pictures 2024-12-26 4-Fluoro-1,3-dioxolan-2-one
114435-02-8
US $10.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
4-FLUORO-1,3-DIOXOLAN-2-ONE pictures 2024-12-26 4-FLUORO-1,3-DIOXOLAN-2-ONE
114435-02-8
US $0.00-0.00 / kg 1kg 99% 20tons Hubei Lidu New Material Technology Co., Ltd
4-Fluoro-1,3-dioxolan-2-one pictures 2024-11-06 4-Fluoro-1,3-dioxolan-2-one
114435-02-8
US $10.00 / KG 1KG 99% 100 mt Hebei Weibang Biotechnology Co., Ltd

Fluoroethylene carbonate Spectrum

4-FLUORO-1,3-DIOXOLAN-2-ONE 4-Fluoroethylene carbonate 4-FLUORO-1,3-DIOXALAN-2-ONE [(2R,3S,5S)-3-hydroxy-5-[(5S)-5-methyl-2,4-dioxo-1,3-diazinan-1-yl]oxolan-2-yl]methyl [hydroxy(phosphonooxy)phosphoryl] hydrogen phosphate [(2R,3S,5S)-5-[(5S)-2,4-diketo-5-methyl-hexahydropyrimidin-1-yl]-3-hydroxy-tetrahydrofuran-2-yl]methyl [hydroxy(phosphonooxy)phosphoryl] hydrogen phosphate 4-Fluoro-2-oxo-1,3-dioxolane 4-Fluoro-2-oxo-1,3-dioxolane Fluoroethylene Carbonate 1,3-Dioxolan-2-one,4-fluoro- Fluoroethylene carbonate 99% FloroEthylene carbonate 3-dioxolan-2-one 4-Fluoro-1 4-Fluoro-1,3-dioxolan-2-one> an-2-one uoro-1,3-dioxoL 4-Fluoro-1,3-dioxolan-2-one ISO 9001:2015 REACH FLUOROETHYLENE CARBONATE FLUOROETHYLENE CARBONATE (FEC) 4-Fluoro-1,3-dioxolan-2-one 97% (FEC)4-Fluoro-1,3-dioxolan-2-one Pumped vinyl carbonate Fluorinated ethylene carbonate (FEC) FloroEthylene carbonate (FEC) Fluorovinyl carbonate (FEC) Fluorinated vinyl carbonate 4-fluoro-1,3-dioxo-2-one 114435-02-8 14435-02-8 8114435-02-8 C3H3FO3 OLED