CN114149404A - Purification method of 1-propylene-1, 3-sultone - Google Patents
Purification method of 1-propylene-1, 3-sultone Download PDFInfo
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- CN114149404A CN114149404A CN202010926748.XA CN202010926748A CN114149404A CN 114149404 A CN114149404 A CN 114149404A CN 202010926748 A CN202010926748 A CN 202010926748A CN 114149404 A CN114149404 A CN 114149404A
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- Prior art keywords
- drying
- sultone
- propylene
- temperature
- washing
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- 238000000034 method Methods 0.000 title claims abstract description 27
- 238000000746 purification Methods 0.000 title description 4
- 238000001035 drying Methods 0.000 claims abstract description 35
- 239000013078 crystal Substances 0.000 claims abstract description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000005406 washing Methods 0.000 claims abstract description 20
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000047 product Substances 0.000 claims abstract description 13
- 239000012043 crude product Substances 0.000 claims abstract description 10
- 238000001816 cooling Methods 0.000 claims abstract description 8
- 238000001914 filtration Methods 0.000 claims abstract description 8
- 239000012153 distilled water Substances 0.000 claims abstract description 7
- 230000009471 action Effects 0.000 claims abstract description 4
- KLLQVNFCMHPYGL-UHFFFAOYSA-N 5h-oxathiole 2,2-dioxide Chemical compound O=S1(=O)OCC=C1 KLLQVNFCMHPYGL-UHFFFAOYSA-N 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000012535 impurity Substances 0.000 abstract description 4
- 238000004090 dissolution Methods 0.000 abstract description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 8
- 229910052744 lithium Inorganic materials 0.000 description 8
- 239000000706 filtrate Substances 0.000 description 6
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 239000003792 electrolyte Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000003825 pressing Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/04—Five-membered rings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for purifying 1-propylene-1, 3-sultone, which comprises the steps of dissolving a 1-propylene-1, 3-sultone crude product in water, decoloring and filtering with activated carbon, cooling and separating to obtain crystals, and drying the crystals, wherein the key is that a washing step and a re-drying step are added after drying, and the method specifically comprises the following steps: adding distilled water at the temperature of 1-5 ℃, washing for 3-10 minutes under the action of 180-Hz ultrasonic wave, and drying at the temperature of 50-60 ℃ to obtain the purified 1-propylene-1, 3-sultone pure product. The invention has the advantages that through adding the procedures of washing and drying, impurities adhered to the surface of the crystal are removed again, and finally the purity of the product can reach 99.985 percent; meanwhile, if the temperature of the crude product during dissolution, the temperature of primary drying and the temperature of secondary drying are well controlled, the final purity of the product can reach 99.993%.
Description
Technical Field
The invention belongs to the technical field of preparation of organic materials, and relates to a method for purifying 1-propylene-1, 3-sultone, in particular to a method capable of greatly improving the purity of a product.
Background
1-propylene-1, 3-sultone (PST) is an important medical intermediate, the unique structure of the PST enables the PST to have irreplaceable effects in synthesizing heterocyclic drugs, and the PST can be used as an additive of lithium battery electrolyte to prolong the service life of a lithium battery.
Patent 201610545725.8 describes a method for purifying 1-propene-1, 3-sultone, but with the continuous development of lithium batteries, the demand of electric vehicles for lithium batteries is higher and higher, and how to improve the output power and output current of lithium batteries under the premise of keeping the weight of the batteries unchanged becomes a topic of increasing attention in the industry. Wherein, the 1-propylene-1, 3-sultone is used as the additive of the lithium battery electrolyte, and if the purity is higher, the requirement of the industry can be continuously solved. However, even though the patent 201610545725.8 proposes some research and improvement, the purity of the product can reach 99.9%, but the company finds that the purity can reach 99.67% at most when measuring by using a more precise instrument after repeated experiments and groping. Since the additive for lithium battery electrolyte is a relatively mature product, it is difficult to improve the purity of even 0.01%, but the purity of 0.01% brings relatively large changes to the performance of the lithium battery, so we must want to improve the purity as much as possible. The reason why the comparison patent does not reach ten thousand grades of purity woolen cloth is that the method is still disadvantageous, which is mainly reflected in that some impurities are adhered to the separated crystal, but how to solve the impurities adhered to the crystal becomes the key content of the research of the company.
Disclosure of Invention
The invention aims to provide a novel purification method, which can improve the purity of the product again by adding the processes of washing and drying again on the basis of the existing purification process.
The invention adopts the technical scheme that the method for purifying the 1-propylene-1, 3-sultone comprises the following steps of dissolving a crude product of the 1-propylene-1, 3-sultone in water, decoloring and filtering active carbon, cooling and separating to obtain crystals, and drying the crystals, wherein the key is that a washing step and a re-drying step are added after drying, and the method specifically comprises the following steps: adding distilled water at the temperature of 1-5 ℃, washing for 3-10 minutes under the action of 180-Hz ultrasonic wave, and drying at the temperature of 50-60 ℃ to obtain the purified 1-propylene-1, 3-sultone pure product.
In the step of dissolving the 1-propylene-1, 3-sultone crude product in water, the temperature of the water is controlled to be 78-83 ℃.
In the step of drying the crystal, the environment temperature is controlled to be 45-50 ℃.
In the washing step, the temperature of the distilled water was controlled to 5 ℃.
The invention has the advantages that through adding the procedures of washing and drying, impurities adhered to the surface of the crystal are removed again, and finally the purity of the product can reach 99.985 percent; meanwhile, if the temperature of the crude product during dissolution, the temperature of primary drying and the temperature of secondary drying are well controlled, the final purity of the product can reach 99.993%.
Detailed Description
A method for purifying 1-propylene-1, 3-sultone comprises the steps of dissolving a 1-propylene-1, 3-sultone crude product in water, decoloring and filtering with activated carbon, cooling and separating to obtain crystals, and drying the crystals, wherein the key is that a washing step and a re-drying step are added after drying, and specifically comprises the following steps: adding distilled water at the temperature of 1-5 ℃, washing for 3-10 minutes under the action of 180-Hz ultrasonic wave, and drying at the temperature of 50-60 ℃ to obtain the purified 1-propylene-1, 3-sultone pure product.
In the step of dissolving the 1-propylene-1, 3-sultone crude product in water, the temperature of the water is controlled to be 78-83 ℃.
In the step of drying the crystal, the environment temperature is controlled to be 45-50 ℃.
In the washing step, the temperature of the distilled water was controlled to 5 ℃.
The key point of the invention is to add the procedures of washing and drying again, the procedure of drying the crystal for the first time can be taken as the procedure of drying the crystal for the first time and then washing, and the drying for the second time after washing is called drying again. The procedures of dissolving the 1-propylene-1, 3-sultone crude product in water, decoloring and filtering with activated carbon, cooling and separating to obtain crystals and drying the crystals belong to the known technology, so the invention is not explained in detail. However, it has been found in the study that the purity of the product can be similarly improved if the temperature parameter in the conventional process can be appropriately controlled, and the effects of the embodiment of the present invention will be described by referring to examples.
Example one
1. 100g of crude 1-propene-1, 3-sultone and 1000g of water are put into a 2000mL four-neck flask. Heating to 80 deg.C, stirring to dissolve the solid;
2. adding 1g of activated carbon for decoloring, and filtering while the solution is hot after decoloring;
3. cooling the filtrate to 10 ℃, carrying out filter pressing separation on the crystals, and collecting the filtrate for next use;
4.1-propylene-1, 3-sultone crystal is primarily dried for 12 hours in vacuum at the temperature of 45 ℃;
5. putting the crystal into water with the temperature of 3 ℃ for ultrasonic washing, and controlling the frequency at 200 Hz;
6. and drying the crystal for 12h in a vacuum environment at 50 ℃ to obtain the 1-propylene-1, 3-sultone, wherein the purity of the 1-propylene-1, 3-sultone is 99.978 percent through detection.
Example two
1. 100g of crude 1-propene-1, 3-sultone and 1000g of water are put into a 2000mL four-neck flask. Heating to 83 ℃ and stirring to dissolve the solid;
2. adding 1g of activated carbon for decoloring, and filtering while the solution is hot after decoloring;
3. cooling the filtrate to 10 ℃, carrying out filter pressing separation on the crystals, and collecting the filtrate for next use;
4.1-propylene-1, 3-sultone crystal is primarily dried for 12 hours in vacuum at 48 ℃;
5. putting the crystal into water with the temperature of 5 ℃ for ultrasonic washing, and controlling the frequency at 190 Hz;
6. and drying the crystal for 12h in a vacuum environment at 55 ℃ again to obtain the 1-propylene-1, 3-sultone, wherein the purity of the 1-propylene-1, 3-sultone is 99.993% by detection.
EXAMPLE III
1. 100g of crude 1-propene-1, 3-sultone and 1000g of water are put into a 2000mL four-neck flask. Heating to 78 deg.C, stirring to dissolve the solid;
2. adding 1g of activated carbon for decoloring, and filtering while the solution is hot after decoloring;
3. cooling the filtrate to 10 ℃, carrying out filter pressing separation on the crystals, and collecting the filtrate for next use;
4.1-propylene-1, 3-sultone crystal is primarily dried for 12 hours in vacuum at the temperature of 45 ℃;
5. putting the crystal into water at 1 ℃ for ultrasonic washing, and controlling the frequency at 180 Hz;
6. and drying the crystal for 12h at 60 ℃ in a vacuum environment to obtain 1-propylene-1, 3-sultone, wherein the purity of the 1-propylene-1, 3-sultone is 99.987% by detection.
The above-described embodiments are merely exemplary embodiments of the present invention, which should not be construed as limiting the invention, and any modifications, equivalents, improvements, etc. made within the spirit and principle of the present invention should be included in the scope of the present invention.
Claims (4)
1. A method for purifying 1-propylene-1, 3-sultone comprises the working procedures of dissolving a crude product of 1-propylene-1, 3-sultone in water, decoloring and filtering active carbon, cooling and separating to obtain crystals and drying the crystals, and is characterized in that: after drying, a washing procedure and a re-drying procedure are added, and the method specifically comprises the following steps: adding distilled water at the temperature of 1-5 ℃, washing for 3-10 minutes under the action of 180-Hz ultrasonic wave, and drying at the temperature of 50-60 ℃ to obtain the purified 1-propylene-1, 3-sultone pure product.
2. The method for purifying 1-propene-1, 3-sultone according to claim 1, characterized in that: in the step of dissolving the 1-propylene-1, 3-sultone crude product in water, the temperature of the water is controlled to be 78-83 ℃.
3. The method for purifying 1-propene-1, 3-sultone according to claim 1, characterized in that: in the step of drying the crystal, the environment temperature is controlled to be 45-50 ℃.
4. The method for purifying 1-propene-1, 3-sultone according to claim 1, characterized in that: in the washing step, the temperature of the distilled water was controlled to 5 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010926748.XA CN114149404A (en) | 2020-09-07 | 2020-09-07 | Purification method of 1-propylene-1, 3-sultone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010926748.XA CN114149404A (en) | 2020-09-07 | 2020-09-07 | Purification method of 1-propylene-1, 3-sultone |
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| Publication Number | Publication Date |
|---|---|
| CN114149404A true CN114149404A (en) | 2022-03-08 |
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| CN202010926748.XA Pending CN114149404A (en) | 2020-09-07 | 2020-09-07 | Purification method of 1-propylene-1, 3-sultone |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104557853A (en) * | 2013-10-25 | 2015-04-29 | 石家庄圣泰化工有限公司 | Refining and purifying method of prop-1-ene-1, 3-sultone |
| CN106187987A (en) * | 2016-07-12 | 2016-12-07 | 武汉松石科技股份有限公司 | A kind of environmental protection method of purification of acrylic 1,3 sultones |
| CN107556286A (en) * | 2017-09-27 | 2018-01-09 | 荆楚理工学院 | A kind of synthetic method of 1,3 propene sultone |
-
2020
- 2020-09-07 CN CN202010926748.XA patent/CN114149404A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104557853A (en) * | 2013-10-25 | 2015-04-29 | 石家庄圣泰化工有限公司 | Refining and purifying method of prop-1-ene-1, 3-sultone |
| CN106187987A (en) * | 2016-07-12 | 2016-12-07 | 武汉松石科技股份有限公司 | A kind of environmental protection method of purification of acrylic 1,3 sultones |
| CN107556286A (en) * | 2017-09-27 | 2018-01-09 | 荆楚理工学院 | A kind of synthetic method of 1,3 propene sultone |
Non-Patent Citations (3)
| Title |
|---|
| 周邵云等: "1-丙烯-1, 3-磺酸内酯对高电压锂离子电池的影响", 电池, vol. 46, no. 4, 30 August 2016 (2016-08-30), pages 189 - 192 * |
| 李华等: "金属磷酸盐微孔材料研究进展及其应用", 30 September 2018, 北京：中央民族大学出版社, pages: 207 * |
| 钮晓呜: "纳米科技发展 2006年上海纳米科技与产业发展研讨会论文选", 31 October 2006, 上海：华东理工大学出版社, pages: 112 * |
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