1422-70-4

Usage

Physical state

Colorless liquid

Solubility

Soluble in polar solvents such as water

Uses

+ Electrolyte additive in lithium-ion batteries (improves performance and stability)
+ Potential use as a solvent in industrial processes
+ Potential use as a fluid for heat transfer applications
+ Potential use as a solvent in the pharmaceutical industry

Safety precautions

Can be harmful if ingested or inhaled, can cause irritation to the skin and eyes.

Upstream product

• 102-09-0 bis(phenyl) carbonate 
• 546-68-9 titanium(IV) isopropylate 
• 76-37-9 2,2,3,3-tetrafluoropropanol 
• 616-38-6 carbonic acid dimethyl ester 
• 116-16-5 1,1,1,3,3,3-hexachloro-propan-2-one 

Downstream Products

• 1338600-43-3 m-xylylene bis(2,2,3,3-tetrafluoropropylcarbamate) 
• 1338600-49-9 C₁₈H₂₆F₈N₂O₄ 
• 1338600-48-8 dicyclohexylmethane-4,4'-bis(2,2,3,3,3-pentafluoropropyl carbamate) 
• 1304029-59-1 dicyclohexylmethane-4,4'-bis(2,2,2-trifluoroethyl carbamate) 
• 1304029-61-5 dicyclohexylmethane-4,4'-bis(2,2,3,3-tetrafluoropropyl carbamate) 
• 1303610-72-1 hexahydro-m-xylylene bis(2,2,3,3-tetrafluoropropyl carbamate) 

Relevant academic research and scientific papers

Phosgene-free synthesis of symmetric bis(polyfluoroalkyl) carbonates

A phosgene-free synthesis of symmetric bis(polyfluoroalkyl) carbonates involves the transesterification of diphenyl carbonate with polyfluoroalkanols promoted by stoichiometric amounts of titanium(iv) alkoxides.

Transesterification of dialkyl carbonates with fluorine-containing alcohols

Reactions of transesterification of dimethyl, diethyl and dibutyl carbonates with 2,2,3,3-tetrafluoroethyl-, 2,2,3,3,4,4,5,5-octafluorobutyl- and 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluorohexyl-carbinols were investigated in the presence of various catalysts. It was found that the conversion of starting dialkyl carbonate increases upon increasing the length of fluorine-containing radical in the presence of sodium alkoxide. It was shown that the maximum conversion of dimethyl carbonate (90%) was achieved in its reaction with 2,2,3,3,4,4,5,5-octafluoropentan-1-ol upon using catalysts such as K2CO3, NaOH, and sodium alkoxide. To achieve similar values of the conversion, Ti(OEt)4 and Ti(OiPr)4 should be used in the cases of diethyl and dibutyl carbonates, respectively.

Transesterification of Dialkyl Carbonates with 2,2,3,3-Tetrafluoropropan-1-ol

Transesterification of dialkyl carbonates with 2,2,3,3-tetrafluoropropan-1-ol in the presence of various bases leads to the formation of mixtures of bis(2,2,3,3-tetrafluoropropyl) carbonate and alkyl 2,2,3,3-tetrafluoropropyl carbonate. The best catalyst for the synthesis of alkyl 2,2,3,3-tetrafluoropropyl carbonates was found to be tetramethylammonium hydroxide which ensured 81% selectivity for methyl 2,2,3,3-tetrafluoropropyl carbonate, the conversion of dimethyl carbonate being 50%. Lithium alkoxides showed a comparable catalytic efficiency.

METHOD FOR PRODUCING CARBONATE COMPOUND

The present invention is to provide a production process capable of selectively producing various kinds of fluorine-containing carbonate compounds without any inhibition in high yields without using phosgene and without producing hydrogen chloride as a by-product. The present invention relates to a process for producing a fluorine-containing compound having a carbonate bond by reacting a compound (1) with a fluorine-containing compound having an OH group. In the formula (1) shown below, X1 to X6 each represents a hydrogen atom or a halogen atom, at least one of X1 to X3 is a halogen atom, and at least one of X4 to X6 is a halogen atom.