Synthesis method of 1,4-bis(methylsulfonyl) piperazine

A methylsulfonyl group and synthesis method technology, which is applied in the field of synthesis of 1,4-bispiperazine, can solve the problems of battery cycle performance degradation, structural damage, low design value of battery specific capacity, etc., and achieve a mild and stable reaction process, Simple synthetic route and high product purity

Inactive Publication Date: 2020-06-30
SHIJIAZHUANG SAN TAI CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This will not only make the actual specific capacity of the battery lower than the design value, but also cause structural damage to the positive electrode material due to overcharging, and reduce the cycle performance of the battery.

Method used

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  • Synthesis method of 1,4-bis(methylsulfonyl) piperazine
  • Synthesis method of 1,4-bis(methylsulfonyl) piperazine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Add 43g (0.5mol) of piperazine, 300ml of dichloromethane, and 202g (2mol) of triethylamine into a four-neck flask, cool down to 0°C, add 127g (1.1mol) of methanesulfonyl chloride dropwise, and complete the dropwise addition within 1 hour. Start to raise the temperature to 8°C, and keep the temperature for 4 hours. After the reaction, wash with water, dry, and concentrate to obtain the crude product, which is then recrystallized with DMC to obtain 108.6 g of the product with a yield of 89.75%.

[0019] The purity of the product detected is 96.9%, and the density is 48.86g / cm 3 , the boiling point is 420.6°C (760mmHg).

Embodiment 2

[0021] Add 43g (0.5mol) of piperazine and 300ml of dichloroethane into a four-neck flask, add 212g (2.1mol) of triethylamine, lower the temperature to 0°C, add dropwise 114.5g (1mol) of methanesulfonyl chloride, dropwise for 1.2h After the addition was completed, the temperature was raised to 5°C, and the reaction was kept for 5 hours. After the reaction was completed, the crude product was washed, dried, and concentrated to obtain a crude product, which was then recrystallized with DMC to obtain 102.9 g of the product, with a yield of 85%.

[0022] The purity of the product detected is 95.3%, and the density is 48.33g / cm 3 , the boiling point is 428.7°C (760mmHg).

Embodiment 3

[0024] Add 43g (0.5mol) of piperazine and 300ml of chloroform into a four-neck flask, add 253g (2.5mol) of triethylamine, cool down to 0°C, add 143g (1.25mol) of methanesulfonyl chloride dropwise, and complete the dropwise addition in 1.1h. Start to raise the temperature to 10°C, and keep the temperature for 4.5 hours. After the reaction, wash with water, dry, and concentrate to obtain the crude product, which is then recrystallized with DMC to obtain 105.7 g of the product, with a yield of 87.35%.

[0025] The purity of the product obtained by testing is 96.2%, and the density is 48.51g / cm 3 , the boiling point is 423.4°C (760mmHg).

[0026] 2. Performance test

[0027] After the assembled battery of the present invention is tested for cycle performance, lithium cobalt oxide is used as the positive electrode material, mesophase carbon microspheres are used for the negative electrode, the current collectors of the positive and negative electrodes are distributed as aluminum f...

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Abstract

The invention discloses a synthetic method of 1,4-bis(methylsulfonyl) piperazine, and belongs to the technical field of battery electrolytic solution additives. The preparation method comprises the following steps: taking piperazine as a raw material, adding a solvent and an organic alkali, cooling to 0 DEG C, adding methylsulfonyl chloride in a dropwise manner for 1-1.2 h, heating to 5-10 DEG C,carrying out a heat preservation reaction for 4-5 h, washing with water after the reaction is completed, drying, and concentrating to obtain 1,4-bis(methylsulfonyl) piperazine. The synthesis method issimple, the reaction process is mild and stable, and the yield is high.

Description

technical field [0001] The invention belongs to the technical field of battery electrolyte additives, and relates to the use of 1,4-bis(methylsulfonyl)piperazine as a battery electrolyte additive, in particular to the synthesis of 1,4-bis(methylsulfonyl)piperazine method. Background technique [0002] Commonly used lithium-ion battery negative electrodes are mainly various carbon materials (such as graphite, porous carbon, etc.), silicon-based materials (including silicon-carbon composite materials and SiOx materials), and tin-based materials. During the charging and forming process of the battery, the electrolyte will decompose and form an electronically insulating solid electrolyte interface (SEI) film on the surface of the negative electrode. During the subsequent use of the battery, due to various possible factors, this layer of SEI film will continue to grow, resulting in poor conductivity of the negative electrode. Some other reasons will also cause the internal resi...

Claims

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Application Information

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IPC IPC(8): C07D295/26H01M10/0567H01M10/0525
CPCC07D295/26H01M10/0567H01M10/0525Y02E60/10
Inventor 武利斌闫彩桥苗强强王军葛建民郝俊张民侯荣雪
Owner SHIJIAZHUANG SAN TAI CHEM CO LTD
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