The manufacturing process of fluorinated dialkylcarbonate compounds

• Main Authors: KWAG, CHONG YUN, KWON, DA EUN, HONG, MYENG CHAN, CHOI, YOUNG SEOP
• Format: Patent
• Language: English; Korean
• Published: 25.01.2018
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY

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. 본원발명은 이차전지에 사용되는 비수계 전해액의 비수 용매로서 적합한, 플루오린 함유 디알킬카보네이트 화합물의 제조방법에 관한 것이다. 에테르 함유 이미다졸 유도체 염기 존재 하에 알킬클로로포메이트와 알코올을 반응시키면 종래기술에 비해 상온에서도 반응이 가능하며, 생성물을 반응물에서 빠른 시간에 분리가 가능하다. 이는 경제적인 공정으로서 본원발명에 따르면 용매, 반응 중에 생성된 염, 그리고 부생성물을 제거하는 것 등에 어려움이 없이 간단하게 플루오린 원자가 포함된 알킬카보네이트를 얻을 수 있다. 따라서, 본원발명의 제조방법은 리튬이온 이차전지의 전해액, 의약 정밀화학, 농약, 극성 비양자성 용매, 합성 윤활유 등 다양한 용도로 사용되는 플루오린 함유 디알킬카보네이트의 제조에 효과적으로 적용될 수 있다.