CN113122128B - Heat-resistant bio-based lithium battery diaphragm and preparation method thereof - Google Patents
Heat-resistant bio-based lithium battery diaphragm and preparation method thereof Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D177/00—Coating compositions based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Coating compositions based on derivatives of such polymers
- C09D177/06—Polyamides derived from polyamines and polycarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
- H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
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- C08K2003/2227—Oxides; Hydroxides of metals of aluminium
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- C08K2003/3045—Sulfates
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- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
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Abstract
A furan-based polymer coating liquid, a heat-resistant bio-based lithium battery diaphragm and a preparation method thereof are provided, and the preparation method of the furan-based polymer coating liquid comprises the following steps: adding 2, 5-furandicarboxylic acid dichloride into an organic solvent containing m-phenylenediamine in an inert atmosphere, heating to 35-45 ℃, adjusting the pH, and performing polymerization reaction to form a first solution; adding ceramic particles into the first solution, mixing and stirring to form a second solution; and mixing the second solution with a viscosity regulator to obtain the furan-based polymer coating liquid. The preparation method is green and environment-friendly, and has simple process; the lithium battery diaphragm prepared by the invention has good heat resistance, and the thermal shrinkage rate can avoid the phenomenon of short circuit caused by diaphragm fracture due to inertia temperature rise.
Description
Technical Field
The invention belongs to the technical field of battery diaphragms, and particularly relates to a heat-resistant bio-based lithium battery diaphragm and a preparation method thereof.
Background
Lithium ion batteries have entered the public at the end of the 20 th century, and compared with other rechargeable batteries, they have the advantages of high energy density, long cycle life, no memory effect, no pollution, etc., and have become an indispensable part of the industrial development process at present. Lithium ion batteries have greatly promoted social development in a plurality of fields such as power batteries, energy storage power stations, new energy traffic and portable electric tools, and as a key material influencing the performance of lithium ion batteries, lithium ion battery diaphragms have great commercial value, and the performance and cost of the lithium ion battery diaphragms have very important influence on the lithium ion batteries.
The traditional lithium battery diaphragm coating material mainly comprises aramid fiber and ceramic. However, aramid has poor solubility, strict requirements on the molecular weight of aramid in the processing process, difficult coating due to overlarge molecular weight, too small molecular weight and poor heat resistance. And the aramid fiber dissolving process is time-consuming and power-consuming, which results in high coating process cost. The ceramic diaphragm is used for a long time, and the coating is easy to fall off. The traditional aramid fiber is not degradable and causes environmental pollution.
The furan-based high molecular compound has oxygen atoms in the furan ring, so that the acting force of hydrogen bonds in the molecule is reduced; meanwhile, oxygen atoms are introduced to easily form intermolecular hydrogen bonds, intermolecular van der waals force is enhanced, polymer solubility and processability are obviously enhanced, and the rigid furan ring endows the material with higher strength and better heat resistance and has the advantage of degradability.
The stronger the scale development capability of biomass furan-based materials and biological processes, the higher and higher the specific gravity of furan-based products in industrial chemicals.
Therefore, the development of a green environment-friendly bio-based polymer coating lithium battery diaphragm with high heat resistance and easy processing has great significance.
Disclosure of Invention
In view of the above, one of the main objectives of the present invention is to provide a heat-resistant bio-based lithium battery separator and a method for preparing the same, so as to at least partially solve at least one of the above technical problems.
In order to achieve the above object, as one aspect of the present invention, there is provided a method for preparing a furan-based polymer coating liquid, comprising:
adding 2, 5-furandicarboxylic acid dichloride into an organic solvent containing m-phenylenediamine in an inert atmosphere, heating to 35-45 ℃, adjusting the pH, and performing polymerization reaction to form a first solution; adding ceramic particles into the first solution, mixing and stirring to form a second solution;
and mixing the second solution with a viscosity regulator to obtain the furan-based polymer coating liquid.
As another aspect of the invention, the invention also provides a furan-based polymer coating liquid obtained by the preparation method.
As still another aspect of the present invention, there is also provided a method of preparing a heat-resistant lithium battery separator, including:
coating the furan-based polymer coating solution on one side of a base film to form an oily coating;
extracting the oily coating by using an extracting agent;
and drying the oily coating extracted by the extractant to obtain the lithium battery diaphragm.
As still another aspect of the present invention, there is also provided a heat-resistant lithium battery separator obtained by the above-described preparation method.
Based on the technical scheme, the heat-resistant bio-based lithium battery diaphragm and the preparation method thereof have at least one or part of the following advantages compared with the prior art:
1. the preparation method is green and environment-friendly, and has simple process;
2. the lithium battery diaphragm prepared by the invention has good heat resistance, the thermal shrinkage rate is 2.5% (120 ℃, 1h), the closed pore temperature is 149 ℃, and the phenomenon of short circuit caused by diaphragm rupture due to inertia temperature rise can be avoided.
Drawings
FIG. 1 is a diagram of a sample bio-based lithium battery separator in an embodiment of the invention;
FIG. 2 is an electron microscope image of a bio-based lithium battery separator in an embodiment of the invention.
Detailed Description
In order that the objects, technical solutions and advantages of the present invention will become more apparent, the present invention will be further described in detail with reference to the accompanying drawings in conjunction with the following specific embodiments.
The invention discloses a preparation method of a furan-based polymer coating liquid, which comprises the following steps:
adding 2, 5-furandicarboxylic acid dichloride into an organic solvent containing m-phenylenediamine in an inert atmosphere, heating to 35-45 ℃, adjusting the pH, and performing polymerization reaction to form a first solution; adding ceramic particles into the first solution, mixing and stirring to form a second solution;
and mixing the second solution with a viscosity regulator to obtain the furan-based polymer coating liquid.
In some embodiments of the present invention, the temperature of the addition of 2, 5-furandicarboxylic acid dichloride to the organic solvent containing m-phenylenediamine is raised to 35 to 45 ℃, for example, 35 ℃, 36 ℃, 37 ℃, 38 ℃, 39 ℃, 40 ℃, 41 ℃, 42 ℃, 43 ℃, 44 ℃ and 45 ℃.
In some embodiments of the present invention, the ratio of the amount of the m-phenylenediamine-containing organic solvent to the amount of the m-phenylenediamine is (4 to 12) to 1 by mass, for example, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1, 10: 1, 11: 1, 12: 1;
in some embodiments of the invention, the molar ratio of m-phenylenediamine to 2, 5-furandicarboxylic acid dichloride is 1: 1 (1 to 1.3), for example 1: 1, 1: 1.1, 1: 1.2, 1: 1.3;
in some embodiments of the invention, the mass ratio of the ceramic particles to the organic solvent is (5 to 10) to 100, for example 5: 100, 6: 100, 7: 100, 8: 100, 9: 100, 10: 100.
In some embodiments of the invention, the reaction time of the polymerization reaction is 0.5 to 6 hours, e.g., 0 hour, 1 hour, 1.5 hours, 2 hours, 2.5 hours, 3 hours;
in some embodiments of the invention, the source of 2, 5-furandicarboxylic acid dichloride comprises biomass.
In some embodiments of the invention, in the adjusting pH step, the pH is adjusted to (7 to 8), for example 7, 7.5, 8;
in some embodiments of the invention, the pH adjusting agent comprises any one of lithium hydroxide, potassium hydroxide, and sodium hydroxide.
In some embodiments of the invention, the viscosity adjusting step adjusts the viscosity to 200 to 500mpa.s, such as 200mpa.s, 300mpa.s, 400mpa.s, 500 mpa.s.
In some embodiments of the invention, the viscosity modifier comprises at least one of dimethyl carbonate, N-methyl pyrrolidone, diphenyl carbonate, dimethyl acetamide.
In some embodiments of the invention, the ceramic particles comprise at least one of alumina, silica, magnesium hydroxide, barium titanate, or barium sulfate;
in some embodiments of the invention, the ceramic particles have a particle size of 0.2 to 0.9 μm, such as 0.2 μm, 0.3 μm, 0.4 μm, 0.5 μm, 0.6 μm, 0.7 μm, 0.8 μm, 0.9 μm;
in some embodiments of the invention, the organic solvent comprises at least one of dimethylacetamide, N-dimethylacetamide, N-methylpyrrolidone, acetone.
The invention also discloses a furan-based polymer coating solution which is obtained by adopting the preparation method.
The invention also discloses a preparation method of the heat-resistant lithium battery diaphragm, which comprises the following steps:
coating the furan-based polymer coating solution on one side of a base film to form an oily coating;
extracting the oily coating by using an extracting agent;
and drying the oily coating extracted by the extractant to obtain the lithium battery diaphragm.
In some embodiments of the present invention, the thickness of the coating liquid of the furan-based polymeric compound in the oily coating layer is formed to be 4 μm to 5 μm, for example, 4 μm, 4.5 μm, 5 μm;
in some embodiments of the invention, the extractant comprises at least one of water, dimethyl carbonate, ethanol;
in some embodiments of the invention, the drying temperature is 50-120 ℃, such as 50 ℃, 60 ℃, 70 ℃, 80 ℃, 90 ℃, 100 ℃, 110 ℃, 120 ℃;
in some embodiments of the present invention, the base film comprises a polyethylene base film or a polypropylene base film.
The invention also discloses a heat-resistant bio-based lithium battery diaphragm which is obtained by adopting the preparation method.
The technical solution of the present invention is further illustrated by the following specific embodiments in conjunction with the accompanying drawings. It should be noted that the following specific examples are given by way of illustration only and the scope of the present invention is not limited thereto.
The chemicals and raw materials used in the following examples were either commercially available or self-prepared by a known preparation method.
Example 1
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000g of dimethylacetamide and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 192g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 50g of aluminum oxide, and stirring to obtain a first mixed solution. Adding N, N-dimethylacetamide and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 2
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000G N-methyl pyrrolidone and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 192g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 50g of aluminum oxide, and stirring to obtain a first mixed solution. Adding N, N-dimethylacetamide and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 3
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000g of dimethylacetamide and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 195.8g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 50g of aluminum oxide, and stirring to obtain a first mixed solution. Adding N, N-dimethylacetamide and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 4
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000g N-methyl pyrrolidone and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 192g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 75g of aluminum oxide, and stirring to obtain a first mixed solution. Adding N, N-dimethylacetamide and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 5
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000g N-methyl pyrrolidone and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 192g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 100g of aluminum oxide, and stirring to obtain a first mixed solution. Adding N, N-dimethylacetamide and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 6
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000g N-methyl pyrrolidone and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 192g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 75g of aluminum oxide, and stirring to obtain a first mixed solution. Adding dimethyl carbonate and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 7
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000g N-methyl pyrrolidone and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 192g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 75g of silicon dioxide, and stirring to obtain a first mixed solution. Adding dimethyl carbonate and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 8
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000g N-methyl pyrrolidone and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 192g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 75g of magnesium hydroxide, and stirring to obtain a first mixed solution. Adding dimethyl carbonate and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 9
The preparation method of the furan-based polymer coating liquid of the embodiment comprises the following steps:
under the protection of inert gas, sequentially adding 1000g N-methyl pyrrolidone and 108g of m-phenylenediamine, cooling to 0-10 ℃ after stirring, adding 192g of 2, 5-furandicarboxylic acid dichloride, stirring for 1 hour, heating to 40-45 ℃ after stirring, adding 48g of lithium hydroxide, stirring, adding 75g of barium sulfate, and stirring to obtain a first mixed solution. Adding dimethyl carbonate and the first mixed solution, mixing and stirring to obtain the furan-based high molecular compound coating solution.
Example 10
The preparation method of the bio-based polymer coated separator of the embodiment includes the following steps:
the coating solution prepared in example 1 was coated on a polyethylene-based film or a polypropylene film having a thickness of 12 μm, extracted with water to obtain a separator, and dried at 100 c to prepare a separator sample as shown in fig. 1.
An electron micrograph of the bio-based polymer-coated membrane obtained in example 10 is shown in fig. 2, and the membrane is a three-dimensional network structure, so that pores are uniformly formed in the electron micrograph, and the coverage rate of the bio-based polymer compound is high.
Comparative example 1
The furan-based polymer-coated separator prepared in example 10 was tested with a commercially available aramid separator, and the results are shown in table 1:
TABLE 1 Bio-based Membrane Performance
As can be seen from the data in Table 1, the closed pore temperature of the bio-based polymer coating diaphragm provided by the invention is higher than that of a commercially available aramid diaphragm, and the thermal shrinkage rate of the bio-based polymer coating diaphragm is lower than that of the aramid diaphragm, so that the safety of a lithium battery is improved, and the service life of the lithium battery is prolonged.
The above-mentioned embodiments are intended to illustrate the objects, technical solutions and advantages of the present invention in further detail, and it should be understood that the above-mentioned embodiments are only exemplary embodiments of the present invention and are not intended to limit the present invention, and any modifications, equivalents, improvements and the like made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (8)
1. A method for preparing a heat-resistant lithium battery separator, comprising:
preparing a furan-based polymer coating solution;
the furan-based polymer coating liquid is coated on one side of the base film to form an oily coating;
extracting the oily coating by using an extracting agent;
drying the oily coating extracted by the extractant to obtain the lithium battery diaphragm;
wherein the preparation step of the furan-based polymer coating solution comprises the following steps:
adding 2, 5-furandicarboxylic acid dichloride into an organic solvent containing m-phenylenediamine under an inert atmosphere, heating to 35-45 ℃, adjusting the pH value, and performing polymerization reaction to form a first solution, wherein the molar ratio of the m-phenylenediamine to the 2, 5-furandicarboxylic acid dichloride is 1: (1 to 1.3); adding ceramic particles into the first solution, mixing and stirring to form a second solution;
and mixing the second solution with a viscosity regulator to obtain the furan-based polymer coating liquid.
2. The production method according to claim 1,
the mass ratio of the organic solvent to the m-phenylenediamine in the organic solvent containing the m-phenylenediamine is (4-12): 1;
the mass ratio of the ceramic particles to the organic solvent is (5 to 10): 100.
3. the production method according to claim 1,
the reaction time of the polymerization reaction is 0.5 to 6 hours;
the source of the 2, 5-furandicarboxylic acid dichloride comprises biomass.
4. The production method according to claim 1,
in the step of adjusting the pH, the pH is adjusted to be (7 to 8);
the regulator used for adjusting the pH comprises any one of lithium hydroxide, potassium hydroxide and sodium hydroxide.
5. The production method according to claim 1,
in the step of adjusting the viscosity, the viscosity is adjusted to 200 to 500 mpa.s;
the viscosity regulator comprises at least one of dimethyl carbonate, N-methyl pyrrolidone, diphenyl carbonate and dimethyl acetamide.
6. The production method according to claim 1,
the ceramic particles comprise at least one of alumina, silica, magnesium hydroxide, barium titanate or barium sulfate;
the ceramic particles have a particle size of 0.2 to 0.9 μm;
the organic solvent comprises at least one of dimethylacetamide, N-dimethylacetamide, N-methylpyrrolidone and acetone.
7. The production method according to claim 1,
the thickness of the coating liquid of the furan-based polymer compound in the oily coating is 4-5 μm;
the extractant comprises at least one of water, dimethyl carbonate and ethanol;
the drying temperature is 50-120 ℃;
the base film comprises a polyethylene base film or a polypropylene base film.
8. A heat-resistant bio-based lithium battery separator obtained by the preparation method according to any one of claims 1 to 7.
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| CN114891206A (en) * | 2022-05-06 | 2022-08-12 | 中国科学技术大学先进技术研究院 | Preparation method of bio-based heat-resistant packaging film stock solution and application of bio-based heat-resistant packaging film stock solution |
| CN115332722A (en) * | 2022-08-16 | 2022-11-11 | 合肥国轩高科动力能源有限公司 | Modified high-heat-resistance polyamide coating diaphragm and preparation method and application thereof |
| CN115536839B (en) * | 2022-10-31 | 2024-02-02 | 中科国生(杭州)科技有限公司 | Bio-based aromatic polyamide lithium battery diaphragm and preparation method thereof |
| CN116462838B (en) * | 2023-06-15 | 2023-09-05 | 烟台泰和新材高分子新材料研究院有限公司 | Polymer and preparation method and application thereof |
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