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A kind of method for preparing pentafluorophenyl methanesulfonate at low cost

A technology for pentafluorophenyl methanesulfonate and pentafluorophenol, which is applied in the field of low-cost preparation of pentafluorophenyl methanesulfonate, can solve the problems of easily causing danger, difficult to control, and high cost, and achieves mild and controllable reaction conditions, Easy to transport and store, good effect of industrial production

Active Publication Date: 2021-01-01
SHANSHAN ADVANCED MATERIALS QUZHOU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, this method has the following disadvantages: firstly, methanesulfonyl chloride is a flammable liquid and is a highly toxic chemical, which has many safety hazards during transportation, use and storage; secondly, the reactivity of methanesulfonyl chloride is too high. High, it is difficult to control in the reaction, and it is easy to cause danger; third, it is easy to introduce chloride ions in the reaction process, and chloride ions are very harmful to lithium-ion batteries, and the purification cost is relatively high
However, due to the large molecular weight of methanesulfonic anhydride, the reaction molar ratio with pentafluorophenol is 1:1, and the price is relatively expensive, making the cost of industrialization very high

Method used

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  • A kind of method for preparing pentafluorophenyl methanesulfonate at low cost
  • A kind of method for preparing pentafluorophenyl methanesulfonate at low cost
  • A kind of method for preparing pentafluorophenyl methanesulfonate at low cost

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Embodiment

[0038] Weigh a certain amount of pentafluorophenol and a certain amount of methanesulfonic anhydride in the glove box, and dissolve them in dichloromethane; add pentafluorophenol / dichloromethane to a three-necked flask, and add a certain amount of Triethylamine; under the protection of ice-water bath and nitrogen, add the mixed solution of methanesulfonic anhydride / dichloromethane containing acid-binding agent dropwise, and then add a certain amount of acid chloride reagent dropwise, and the dropping time is 1h. After the dropwise addition, the ice-water bath was removed, and the reaction was continued for a period of time (see Table 1 for the reaction time and temperature of each embodiment and comparative example). After the reaction, extract the above reaction solution with ice water several times, extract the organic phase, and then carry out rotary evaporation to remove the organic solvent and residual water, and the liquid volume will not decrease to obtain the product pe...

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Abstract

The invention discloses a method for preparing pentafluorophenyl methanesulfonate. The method comprises the following steps: dissolving pentafluorophenol in an organic solvent, and then adding an acidbinding agent to form a mixed solution; dropwise adding an organic mixed solution containing methanesulfonic anhydride and an acyl chlorination reagent to the solution, and carrying out a reaction toobtain crude pentafluorophenyl methanesulfonate; and purifying and drying then the crude pentafluorophenyl methanesulfonate to obtain the finished pentafluorophenyl methanesulfonate. The use danger of highly toxic chemicals is avoided, and the sulfonating reagent methanesulfonic anhydride is a white crystalline solid, and is convenient to transpor and store; the acyl chlorination reagent added inthe reaction improves the reaction activity and the yield, so the cost is reduced; and additionally, the purification process is simple, and extraction using ice water is used to reduce the hydrolysis of the sulfonate, so the yield is increased.

Description

technical field [0001] The invention relates to the field of chemical industry, in particular to a low-cost method for preparing pentafluorophenyl methanesulfonate. Background technique [0002] At present, research on new electrolyte additives for silicon-carbon anodes has become a hot spot. Fluoroethylene carbonate (FEC) is an excellent additive that can well form an SEI film on the surface of the negative electrode, prevent the embedding of solvent molecules in the graphite negative electrode, and protect the negative electrode material. However, with the increase in energy density requirements, silicon-carbon anode materials with high specific energy density have developed rapidly, and silicon has a large volume expansion rate during charge and discharge, which makes the formed SEI film rupture, resulting in continuous consumption of FEC. Pentafluorophenyl methanesulfonate (shown in chemical formula (1)) has a higher reduction potential than FEC, and can preferentially ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C303/28C07C309/66
CPCC07C303/28C07C309/66
Inventor 杜建委周彤杨冰曹青青吴杰
Owner SHANSHAN ADVANCED MATERIALS QUZHOU CO LTD
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