156783-98-1Relevant academic research and scientific papers
Transesterification of dialkyl carbonates with fluorine-containing alcohols
Ezhikova, M. A.,Kodess, M. I.,Pervova, M. G.,Pestov, A. V.,Semenova, A. M.,Zapevalov, A. Ya.
, p. 933 - 936 (2021/06/07)
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.
Preparation method of hydrocarbyl fluoroalkyl asymmetric chain carbonate
-
Paragraph 0033; 0034, (2019/04/17)
The invention discloses a preparation method of hydrocarbyl fluoroalkyl asymmetric chain carbonate. The preparation method includes adopting a one-pot method, taking aryl carbonate as an ester exchange matrix, and adding fluoroalkane ester under the action of a basic catalyst to carry out a reaction to obtain fluoroalkyl aryl carbonate, adding hydrocarbyl alcohol for reaction, and performing rectification to obtain the hydrocarbyl fluoroalkyl asymmetric chain carbonate. The preparation method has the advantages of simple technological process, easiness in raw material acquisition, high yield and the like; the purity of the obtained hydrocarbyl fluoroalkyl asymmetric chain carbonate is higher than or equal to 99.9%, the moisture thereof is less than or equal to 100ppm, and the yield thereofis higher than or equal to 80%, so that the application requirements of lithium-ion battery electrolyte additives can be met.
Transesterification of Dialkyl Carbonates with 2,2,3,3-Tetrafluoropropan-1-ol
Semenova,Pervova,Ezhikova,Kodess,Zapevalov, A. Ya.,Pestov
, p. 771 - 774 (2019/08/02)
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.
The manufacturing process of fluorinated dialkylcarbonate compounds
-
Paragraph 0044-0048, (2018/03/03)
The present invention relates to a preparation method of a fluorine-containing dialkyl carbonate compound which is suitable as a non-aqueous solvent of a non-aqueous electrolyte used in a secondary battery. A preparation method of dialkyl carbonate of the present invention is represented by chemical formula 3 by making an alkyl chloroformate represented by chemical formula 1 react with an alcohol represented by chemical formula 2, R_2OH, under the presence of a base, wherein the base is one or more selected from 1-(methoxymethyl)imidazole, 1-(ethoxymethyl)imidazole, 1-(propoxymethyl)imidazole, 1-(butoxymethyl)imidazole, 1-(2-methoxyethyl)imidazole, 1-(2-ethoxyethyl)imidazole, 1-(2-propoxyethyl)imidazole, 1-(2-butoxyethyl)imidazole, 1-(3-methoxypropyl)imidazole, and 1-(3-ethoxypropyl)imidazole. In chemical formulas 1 to 3, R_1 and R_2 each independently represent an unsubstituted C_1-C_20 alkyl group and a fluorine-substituted C_1-C_20 alkyl group. The preparation method according to the present invention enables a reaction process to be performed even at room temperature, and can separate a product from a reactant in a short period of time compared to the prior art by making the alkyl chloroformate react with the alcohol under the presence of an ether-containing imidazole derivative base. The preparation method according to the present invention can simply obtain alkyl carbonate including a fluorine atom without any difficulty in removing a solvent, a salt produced during the reaction, and a by-product by performing the foregoing process that is an economic process. Therefore, the preparation method according to the present invention may be effectively applied to the preparation of fluorine-containing dialkyl carbonate that is widely used in a secondary battery electrolyte, medicines and fine chemicals, agricultural chemicals, a polar aprotic solvent, synthetic lubricating oil and the like.COPYRIGHT KIPO 2018
MULTIFUNCTIONAL SULFONE/FLUORINATED ESTER SOLVENTS
-
Page/Page column 3, (2012/06/16)
Novel multifunctional sulfone/fluorinated ester compounds are described. These compounds may be useful as non-aqueous electrolyte solvents, specialty solvents, and starting materials and intermediates for synthesis of dyes, agricultural chemicals, and pharmaceuticals.
MULTIFUNCTIONAL SULFONE/FLUORINATED ESTER SOLVENTS
-
Page/Page column 3, (2013/02/27)
Novel multifunctional sulfone/fluorinated ester compounds are described. These compounds may be useful as non-aqueous electrolyte solvents, specialty solvents, and starting materials and intermediates for synthesis of dyes, agricultural chemicals, and pharmaceuticals.
NOVEL METHYL CARBONATES, AND METHOD FOR PRODUCTION THEREOF AND NON-AQUEOUS ELECTROLYTE
-
Page/Page column 8, (2008/06/13)
A compound represented by R-OC(=O)OCH3 [wherein R represents -CH(CH2F)(CH3) or -CH2CHFCH3]; a method for producing a compound represented by R-OC(=O)OCH3, characterized in that it comprises reacting a compound represented by R-OH with dimethyl carbonate in the presence of a basic catalyst; and an electrolytic solution composed of an electrolyte and a non-aqueous polar solvent, characterized in that the electrolytic solution comprises a compound represented by R-OC(=O)OCH3 ,as a non-aqueous polar solvent, in an amount of 5 mass % or more. The above compound is novel, has a wide potential window and exhibits high ability to dissolve an electrolyte having high polarity, and can be suitably used as an aprotic polar solvent.
Non-aqueous electrolytic solutions and batteries comprising non-aqueous electrolytic solutions
-
, (2008/06/13)
A novel carbonate compound represented by the general formula [I]: wherein R1 represents a hydrogen atom, an alkyl group or an alkyl group substituted with one or more halogen atoms, and R2 represents an alkyl group having no hydrogen atom at the α-position thereof or an alkyl group substituted with one or more halogen atoms having no hydrogen atom at the α-position thereof, with the proviso that R1 is not identical to R2, which has excellent properties as solvent, is disclosed. A non-aqueous electrolytic solution and a battery utilizing the novel carbonate compound are also disclosed.
KINETICS OF SOLVOLYSIS OF ALKYL CHLOROFORMATES IN ALIPHATIC ALCOHOLS
Orlov, S. I.,Chimishkyan, A. L.,Elinevskii, A. V.,Grabarnik, M. S.
, p. 417 - 420 (2007/10/02)
The kinetics of the solvolysis of methyl and 2,2,3,3-tetrafluoropropyl chloroformate in aliphatic alcohols were investigated.The sensitivity to change in the structure of the alcohol decreases with increase in the reactivity of the chloroformate, and this is consistent with the selectivity principle.The effect of the structure of the substituent in the alcohol and the activation parameters confirm the addition-elimination mechanism.
