CN114878722A - Method for detecting content of dimethyl carbonate in lithium difluorooxalato borate - Google Patents
Method for detecting content of dimethyl carbonate in lithium difluorooxalato borate Download PDFInfo
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- CN114878722A CN114878722A CN202210656770.6A CN202210656770A CN114878722A CN 114878722 A CN114878722 A CN 114878722A CN 202210656770 A CN202210656770 A CN 202210656770A CN 114878722 A CN114878722 A CN 114878722A
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- G—PHYSICS
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Abstract
The invention discloses a method for detecting the content of dimethyl carbonate in lithium difluoro-oxalato-borate, which comprises the following detection steps: dissolving a lithium difluoro (oxalato) borate raw material into a non-aqueous solvent, wherein the weight ratio of the lithium difluoro (oxalato) borate raw material to the non-aqueous solvent is 1: 10-1: 100, and preparing a sample to be detected; performing chromatographic analysis on the prepared sample to be detected by using a gas chromatographic instrument method, and reading an analysis result after the chromatographic detection is finished; the method of the gas chromatography instrument is a temperature programming method, the temperatures of a sample injector and a detector are respectively set to be 280 ℃, the initial temperature of a column incubator is set to be 60 ℃, and the temperature is kept for 2 minutes; heating to 220 ℃ at a heating rate of 10 ℃/min, and keeping for 2 minutes; the invention provides a method for detecting dimethyl carbonate in lithium salt additive lithium difluoro-oxalato-borate used in lithium hexafluorophosphate electrolyte, which is simple and rapid to operate and high in accuracy.
Description
Technical Field
The invention relates to the technical field of detection of lithium ion battery electrolyte, in particular to a method for detecting the content of dimethyl carbonate in lithium difluoro oxalato borate.
Background
The lithium ion battery has the characteristics of high energy density, large specific power, good cycle performance, no memory effect, no pollution and the like, and is a green energy widely applied at present.
The lithium hexafluorophosphate electrolyte is the 'blood' of the lithium ion battery, and carries the insertion and the extraction of lithium ions, thereby realizing the energy transmission function. Lithium hexafluorophosphate is the lithium salt used in the largest amount at present, but is limited by the tendency of lithium hexafluorophosphate to decompose at high temperatures. Recently, researchers at home and abroad develop other lithium salt additives such as LiBOB, LiODFB, LiFSi, LiTFsi and the like as supplements, but because the dosage of the additives is less, the production and the detection are not paid enough attention by suppliers; before using these lithium salt additives, manufacturers of lithium ion battery electrolytes need to detect and control the quality of the lithium salt additives to meet the use requirements. In the prior art, a reliable detection method is not formed basically in the quality detection of small types of additives, and certain obstacles are caused particularly to the wide application and the clear action mechanism of the lithium salt additives.
Lithium difluoro (oxalato) borate (LiODFB) is a multifunctional additive widely applied in the field of lithium ion batteries, and lithium hexafluorophosphate electrolyte added with the lithium difluoro (oxalato) borate can form a film on a graphite cathode more stably and has lower impedance. The lithium ion battery has the advantages of good high and low temperature performance, rate capability and positive and negative pole compatibility, and has wide application prospect in the field of batteries.
The main quality indexes of the lithium ion electrolyte are items such as moisture, HF, impurities and the like, the quality of the whole batch of electrolyte is seriously influenced by the overhigh content of dimethyl carbonate in lithium difluorooxalato borate in part of the lithium ion battery electrolyte, and the content of dimethyl carbonate serving as an impurity has certain negative influence on the quality of a soft package battery and a battery with high voltage and high temperature requirements, so the dimethyl carbonate impurity in the lithium difluorooxalato borate can also be listed as a quality monitoring item. At present, the main flow route for synthesizing lithium difluoro (oxalato) borate is to synthesize the lithium difluoro (oxalato) borate by using solvents such as dimethyl carbonate and the like at low temperature, and a certain amount of dimethyl carbonate residue may exist in a produced lithium difluoro (oxalato) borate finished product. However, no supplier or user has taken dimethyl carbonate residue as a quality control indicator for the dimethyl carbonate residue in lithium difluoroborate. Lithium difluorooxalato borate belongs to solid powder and is not convenient to detect through simple instruments and equipment.
Disclosure of Invention
The invention aims to overcome the defects in the prior art and provide a method for detecting dimethyl carbonate in lithium difluorooxalato-borate serving as a lithium salt additive in lithium hexafluorophosphate electrolyte, which is simple and rapid to operate and high in accuracy.
In order to achieve the purpose, the invention provides a method for detecting the content of dimethyl carbonate in lithium difluoro-oxalato-borate, which comprises the following detection steps:
a. dissolving a lithium difluoro (oxalato) borate raw material into a non-aqueous solvent, wherein the weight ratio of the lithium difluoro (oxalato) borate raw material to the non-aqueous solvent is 1: 10-1: 100, and preparing a sample to be detected;
b. c, performing chromatographic analysis on the sample to be detected prepared in the step a by using a gas chromatography instrument method, and reading an analysis result after the chromatographic detection is finished;
the method of the gas chromatography instrument is a temperature programming method, the temperatures of a sample injector and a detector are respectively set between 270 ℃ and 290 ℃, the initial temperature of a column incubator is set between 50 ℃ and 70 ℃, and the temperature is kept for 2 to 3 minutes; heating to 210-230 ℃ at a heating rate of 8-12 ℃/min, and keeping for 2-3 min.
Preferably, the gas chromatography apparatus employs a gas chromatograph with a FID detector.
Preferably, the gas chromatograph adopts a medium-polarity chromatographic column; the model is DB-1701; specification: 30 m.times.0.32 mm.times.0.25 um.
Preferably, the non-aqueous solvent of step a is any one of anhydrous methyl formate, anhydrous ethyl propionate, anhydrous ethyl acetate or anhydrous acetone.
Preferably, the weight ratio of the lithium difluoro oxalate borate raw material to the anhydrous ethyl acetate in the step a is 1: 10-1: 100.
Preferably, the weight ratio of the lithium difluoro-oxalato-borate raw material to the anhydrous ethyl acetate in the step a is 1: 10.
Preferably, the gas chromatography method of step b is a temperature programming mode, the sample injector and detector temperatures are respectively set to 280 ℃, the initial temperature of the column oven is set to 60 ℃ and kept for 2 minutes; the temperature was raised to 220 ℃ at a rate of 10 ℃ per minute and held for 2 minutes.
Preferably, the weight ratio of the lithium difluoro-oxalato-borate raw material to the anhydrous ethyl acetate in the step a is 1: 100.
Preferably, in the step b, the sample to be tested prepared in the step a is subjected to gas chromatography analysis by a gas chromatograph.
Compared with the prior art, the invention has the beneficial effects that:
the invention provides a method for detecting the content of dimethyl carbonate in lithium difluorooxalato borate as a lithium salt additive used in a lithium hexafluorophosphate electrolyte, which is characterized in that a non-aqueous solvent is adopted to dissolve a lithium difluorooxalato borate raw material, a gas chromatography instrument is utilized to detect the content of dimethyl carbonate in a sample to be detected, the detection is convenient and accurate, and the residual dimethyl carbonate in the lithium difluorooxalato borate raw material is visually detected, so that the accuracy of the detection result is improved; a new reliable detection means is provided for judging the content of dimethyl carbonate in the lithium difluoro-oxalato-borate raw material; the detection method disclosed by the invention is simple to operate, good in repeatability and accuracy, and has a good application significance in controlling the quality of the lithium salt additive lithium difluoro oxalate borate raw material of the lithium ion battery electrolyte.
Detailed Description
The technical solutions in the embodiments of the present invention are clearly and completely described below, and it is obvious that the described embodiments are one embodiment of the present invention, and not all embodiments. All other embodiments obtained by a person skilled in the art based on the embodiments of the present invention without any creative work belong to the protection scope of the present invention.
The present invention will be described in detail with reference to specific examples.
The principle of the detection method of the present invention is as follows: because lithium difluoro (oxalato) borate can be well dissolved in the non-aqueous solvent, the lithium difluoro (oxalato) borate can be uniformly dispersed in the non-aqueous solvent, and the dimethyl carbonate and the non-aqueous solvent can also be uniformly dissolved in each other; wherein the non-aqueous solvent is any one of anhydrous methyl formate, anhydrous ethyl propionate, anhydrous ethyl acetate or anhydrous acetone.
The dimethyl carbonate and the non-aqueous solvent can well detect the respective contents by a gas chromatograph, so the invention adopts the gas chromatograph to analyze and detect during detection.
The above principle will be verified below using two verification examples and an embodiment of the present invention.
Preparation of reagents: 1. 100 ml of a standard dimethyl carbonate solution containing 10ppm, wherein the non-aqueous solvent is ethyl acetate; 2. 100 ml of a standard dimethyl carbonate solution containing 100ppm of ethyl acetate as a nonaqueous solvent; 3. supplier a lithium difluorooxalato borate 50 grams, with the non-aqueous solvent being ethyl acetate; 4. supplier B lithium difluorooxalato borate 50 grams with the nonaqueous solvent being ethyl acetate.
Specifically, the lithium difluorooxalato borate provided by supplier a is analytical grade (AR); the purity is more than or equal to 99.5 percent; specification: 1 kg/bottle; brand name: plehua.
The lithium difluorooxalato borate provided by supplier B is analytical grade (AR); the purity is more than or equal to 99.5 percent; specification: 0.5 kg/bottle; brand name: guangdong river chemical reagent.
The standard dimethyl carbonate is superior pure; the purity is more than or equal to 99.99 percent; water content is less than 100 ppm; specification: 1 kg/bottle; brand name: shi Da Sheng Hua.
Ethyl acetate as a non-aqueous solvent is superior pure; the purity is more than or equal to 99.98 percent; water content is less than 100 ppm; specification: 0.5 kg/bottle; brand name: a Chinese medicine reagent.
Instruments and auxiliary facilities: glove box, gas chromatograph, electronic scale, 100 ml beaker, etc. The model of the chromatograph is GC-2014; the FID detector is made by Shimadzu, Japan; the model of the medium-polarity chromatographic column is DB-1701; specification: 30m 0.32mm 0.25 um; brand name: agilent.
In order to verify the accuracy of the detection result of the gas chromatograph applied in the present invention, the gas chromatograph is first verified by the following two verification examples. Under the same operating conditions, two parallel determinations are made, and the analysis results are obtained twice respectively.
Verification example 1
The temperature of a sample injector and a detector of the chromatograph is respectively set to 280 ℃, the initial temperature of a column incubator is set to 60 ℃ and kept for 2 minutes, and the temperature is raised to 220 ℃ at the speed of 10 ℃/minute and kept for 2 minutes by utilizing a gas chromatograph. Two standard dimethyl carbonate solutions containing 10ppm are transferred by a sample injection bottle and placed on an automatic sample injection bracket respectively in a volume of 3 ml, the sample name is input on chromatographic software, and the sample analysis is clicked, so that the sample injection and the detection are automatically completed by an instrument. After the detection procedure was completed, the chromatographic detection of dimethyl carbonate was checked to be 12ppm for the first sample analysis and 14ppm for the second sample analysis.
Verification example two
The temperature of a sample injector and a detector of the chromatograph is respectively set to 280 ℃, the initial temperature of a column incubator is set to 60 ℃ and kept for 2 minutes, and the temperature is raised to 220 ℃ at the speed of 10 ℃/minute and kept for 2 minutes by utilizing a gas chromatograph. Two standard dimethyl carbonate solutions containing 100ppm are transferred by a sample injection bottle and placed on an automatic sample injection bracket respectively in a volume of 3 ml, the sample name is input on chromatographic software, and the sample analysis is clicked, so that the sample injection and the detection are automatically completed by an instrument. After the detection procedure was completed, the chromatographic detection of dimethyl carbonate was checked to be 96ppm for the first sample analysis and 94ppm for the second.
As can be seen from the detection results of the first and second verification examples, the detection result of the gas chromatograph itself is relatively accurate, and the reproducibility of the result is high.
Example one
Weighing 1 g of lithium difluorooxalato borate from supplier A in a glove box, dissolving the lithium difluorooxalato borate in 9 g of an ethyl acetate non-aqueous solvent in a ratio of 1:10, detecting the lithium difluorooxalato borate by using a gas chromatograph after the lithium difluorooxalato borate is uniformly dissolved, respectively setting the temperatures of a sample injector and a detector of a chromatograph to 280 ℃, setting the initial temperature of a column incubator to 60 ℃ for 2 minutes, heating the temperature to 220 ℃ at the speed of 10 ℃/minute, and keeping the temperature for 2 minutes. And (3) moving two 1:10 mixed solutions by using a sample injection bottle, placing the two mixed solutions on an automatic sample injection bracket, inputting sample names on chromatographic software, and clicking sample analysis to automatically complete sample injection and detection by an instrument. After the detection procedure was completed, the chromatographic detection result of dimethyl carbonate in the first sample analysis was 2160ppm, and the detection result in the second was 2172 ppm.
Example two
Weighing 1 g of lithium difluoro (oxalato) borate from supplier B in a glove box, dissolving the lithium difluoro (oxalato) borate in 99 g of ethyl acetate non-aqueous solvent according to the proportion of 1:100, detecting the lithium difluoro (oxalato) borate uniformly by using a gas chromatograph, respectively setting the temperatures of a sample injector and a detector of the chromatograph to 280 ℃, setting the initial temperature of a column incubator to 60 ℃, keeping the temperature for 2 minutes, heating the temperature to 220 ℃ at the speed of 10 ℃/minute, and keeping the temperature for 2 minutes. And (3) moving two 1:100 mixed solutions by using a sample injection bottle, placing the two mixed solutions on an automatic sample injection bracket respectively, inputting sample names on chromatographic software, clicking sample analysis, and automatically completing sample injection and detection by an instrument. After the detection procedure was completed, the chromatographic detection of dimethyl carbonate was found to be 951ppm for the first sample analysis and 960ppm for the second sample analysis.
Table 1: the result of the detection
| Serial number | Detection sample | Test result 1 | Test results 2 |
| Verification example 1 | Standard containing 10ppm of dimethyl carbonate | 12ppm | 14ppm |
| Verification example two | Standard containing 100ppm of dimethyl carbonate | 96ppm | 94ppm |
| Example one | Supplier A1: 10 blend solution | 2160ppm | 2172ppm |
| Example two | Supplier B1: 100 blend solution | 951ppm | 960ppm |
As can be seen from the analytical results of the chromatographic instrument in Table 1, the results of the gas chromatography detection in the verification example of the present invention are very close to the standard content, the detection accuracy is high, and the method is reliable and feasible. The detection results of solutions prepared by different proportions of lithium difluorooxalate borate by chromatographs are good in parallelism, the content of impurity dimethyl carbonate can be rapidly detected, a new reliable detection means is provided for judging the quality condition of lithium difluorooxalate borate, and the method has better operability and practicability.
According to the invention, the content of dimethyl carbonate in the lithium difluoro-oxalato-borate is detected by using a gas chromatography through the dissolution of a non-aqueous solvent, and the residual dimethyl carbonate in the lithium difluoro-oxalato-borate raw material is visually detected, so that the accuracy of a detection result is improved. A new reliable detection means is provided for judging the content of dimethyl carbonate in the lithium difluoro-oxalato-borate raw material; the detection method disclosed by the invention is simple to operate, good in repeatability and accuracy, and has a good application significance in controlling the quality of the lithium salt additive lithium difluoro oxalate borate raw material of the lithium ion battery electrolyte.
The above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such changes, modifications, substitutions, combinations, and simplifications are intended to be included in the scope of the present invention.
Claims (9)
1. A method for detecting the content of dimethyl carbonate in lithium difluoro oxalato borate is characterized by comprising the following steps: the method comprises the following detection steps:
a. dissolving a lithium difluoro (oxalato) borate raw material into a non-aqueous solvent, wherein the weight ratio of the lithium difluoro (oxalato) borate raw material to the non-aqueous solvent is 1: 10-1: 100, and preparing a sample to be detected;
b. c, performing chromatographic analysis on the sample to be detected prepared in the step a by using a gas chromatography instrument method, and reading an analysis result after the chromatographic detection is finished;
the method of the gas chromatographic instrument is a temperature programming method, the temperatures of a sample injector and a detector are respectively set between 270 ℃ and 290 ℃, the initial temperature of a column incubator is set between 50 ℃ and 70 ℃, and the temperature is kept for 2 to 3 minutes; heating to 210-230 ℃ at a heating rate of 8-12 ℃/min, and keeping for 2-3 min.
2. The method for detecting the content of dimethyl carbonate in lithium difluorooxalato borate according to claim 1, which is characterized in that: the gas chromatography apparatus employs a gas chromatograph with a FID detector.
3. The method for detecting the content of dimethyl carbonate in lithium difluorooxalato borate according to claim 2, which is characterized in that: the gas chromatograph adopts a medium-polarity chromatographic column; the model is DB-1701; specification: 30 m.times.0.32 mm.times.0.25 um.
4. The method for detecting the content of dimethyl carbonate in lithium difluoro-oxalato-borate according to claim 1, wherein the method comprises the following steps: the non-aqueous solvent in the step a is any one of anhydrous methyl formate, anhydrous ethyl propionate, anhydrous ethyl acetate or anhydrous acetone.
5. The method for detecting the content of dimethyl carbonate in lithium difluorooxalato borate according to claim 4, which is characterized in that: the weight ratio of the lithium difluoro-oxalato-borate raw material in the step a to the anhydrous ethyl acetate is 1: 10-1: 100.
6. The method for detecting the content of dimethyl carbonate in lithium difluorooxalato borate according to claim 5, wherein the method comprises the following steps: the weight ratio of the lithium difluoro-oxalato-borate raw material to the anhydrous ethyl acetate in the step a is 1: 10.
7. The method for detecting the content of dimethyl carbonate in lithium difluorooxalato borate according to claim 1, which is characterized in that: the gas chromatography method in the step b is a temperature programming mode, the temperatures of a sample injector and a detector are respectively set to be 280 ℃, the initial temperature of a column incubator is set to be 60 ℃ and kept for 2 minutes; the temperature was raised to 220 ℃ at a rate of 10 ℃ per minute and held for 2 minutes.
8. The method for detecting the content of dimethyl carbonate in lithium difluorooxalato borate according to claim 5, wherein the method comprises the following steps: the weight ratio of the lithium difluoro-oxalato-borate raw material to the anhydrous ethyl acetate in the step a is 1: 100.
9. The method for detecting the content of dimethyl carbonate in lithium difluorooxalato borate according to any one of claims 1 to 8, wherein the method comprises the following steps: and in the step b, performing gas chromatography analysis on the sample to be detected prepared in the step a through a gas chromatograph.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116223284A (en) * | 2022-12-15 | 2023-06-06 | 福建德尔科技股份有限公司 | Method for detecting content of insoluble substances insoluble in DMC in LiODFB |
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- 2022-06-11 CN CN202210656770.6A patent/CN114878722A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116223284A (en) * | 2022-12-15 | 2023-06-06 | 福建德尔科技股份有限公司 | Method for detecting content of insoluble substances insoluble in DMC in LiODFB |
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