CN115377516A - Sulfamate type electrolyte and preparation method thereof - Google Patents
Sulfamate type electrolyte and preparation method thereof Download PDFInfo
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- CN115377516A CN115377516A CN202111383889.2A CN202111383889A CN115377516A CN 115377516 A CN115377516 A CN 115377516A CN 202111383889 A CN202111383889 A CN 202111383889A CN 115377516 A CN115377516 A CN 115377516A
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- sulfamate
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- stabilizer
- zinc
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- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 title claims abstract description 79
- 239000003792 electrolyte Substances 0.000 title claims abstract description 64
- 238000002360 preparation method Methods 0.000 title abstract description 9
- 239000003381 stabilizer Substances 0.000 claims abstract description 55
- 239000002904 solvent Substances 0.000 claims abstract description 41
- 150000001491 aromatic compounds Chemical class 0.000 claims abstract description 39
- 238000003756 stirring Methods 0.000 claims abstract description 36
- 239000000706 filtrate Substances 0.000 claims abstract description 25
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 239000002994 raw material Substances 0.000 claims abstract description 14
- 238000011282 treatment Methods 0.000 claims abstract description 14
- 238000001914 filtration Methods 0.000 claims abstract description 13
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 claims description 62
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 44
- QDWYPRSFEZRKDK-UHFFFAOYSA-M sodium;sulfamate Chemical compound [Na+].NS([O-])(=O)=O QDWYPRSFEZRKDK-UHFFFAOYSA-M 0.000 claims description 42
- MAXCWSIJKVASQC-UHFFFAOYSA-N n-methyl-n-phenylnitrous amide Chemical compound O=NN(C)C1=CC=CC=C1 MAXCWSIJKVASQC-UHFFFAOYSA-N 0.000 claims description 39
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 39
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 38
- JJKVMNNUINFIRK-UHFFFAOYSA-N 4-amino-n-(4-methoxyphenyl)benzamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1=CC=C(N)C=C1 JJKVMNNUINFIRK-UHFFFAOYSA-N 0.000 claims description 34
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 34
- 239000003960 organic solvent Substances 0.000 claims description 34
- 229960001413 acetanilide Drugs 0.000 claims description 31
- 229920002319 Poly(methyl acrylate) Polymers 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 13
- 238000001816 cooling Methods 0.000 claims description 11
- 238000010438 heat treatment Methods 0.000 claims description 11
- 239000000047 product Substances 0.000 claims description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 claims description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 3
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 claims description 2
- 229920002292 Nylon 6 Polymers 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- SAPIQCCFEBULSH-UHFFFAOYSA-M lithium;sulfamate Chemical compound [Li+].NS([O-])(=O)=O SAPIQCCFEBULSH-UHFFFAOYSA-M 0.000 claims description 2
- KEXSCPNGYFGPFU-UHFFFAOYSA-L manganese(2+);disulfamate Chemical compound [Mn+2].NS([O-])(=O)=O.NS([O-])(=O)=O KEXSCPNGYFGPFU-UHFFFAOYSA-L 0.000 claims description 2
- KERTUBUCQCSNJU-UHFFFAOYSA-L nickel(2+);disulfamate Chemical compound [Ni+2].NS([O-])(=O)=O.NS([O-])(=O)=O KERTUBUCQCSNJU-UHFFFAOYSA-L 0.000 claims description 2
- 229920003214 poly(methacrylonitrile) Polymers 0.000 claims description 2
- 229920002401 polyacrylamide Polymers 0.000 claims description 2
- 229920000058 polyacrylate Polymers 0.000 claims description 2
- 229920000515 polycarbonate Polymers 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 abstract description 9
- 238000002156 mixing Methods 0.000 abstract description 4
- 229920000642 polymer Polymers 0.000 abstract description 3
- 239000006181 electrochemical material Substances 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 description 46
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 29
- 239000000126 substance Substances 0.000 description 27
- 239000011701 zinc Substances 0.000 description 25
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 18
- 229910052725 zinc Inorganic materials 0.000 description 18
- 230000000052 comparative effect Effects 0.000 description 13
- 238000005516 engineering process Methods 0.000 description 10
- 239000011152 fibreglass Substances 0.000 description 10
- YDJJYISOOCYHQU-UHFFFAOYSA-L zinc;disulfamate Chemical group [Zn+2].NS([O-])(=O)=O.NS([O-])(=O)=O YDJJYISOOCYHQU-UHFFFAOYSA-L 0.000 description 9
- 210000001787 dendrite Anatomy 0.000 description 6
- 230000014759 maintenance of location Effects 0.000 description 6
- 238000007086 side reaction Methods 0.000 description 5
- 239000003814 drug Substances 0.000 description 4
- 230000004907 flux Effects 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 230000008021 deposition Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 150000003751 zinc Chemical class 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
- FFDNCLQDXZUPCF-UHFFFAOYSA-N [V].[Zn] Chemical compound [V].[Zn] FFDNCLQDXZUPCF-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000001351 cycling effect Effects 0.000 description 2
- 238000004146 energy storage Methods 0.000 description 2
- 230000001939 inductive effect Effects 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000012983 electrochemical energy storage Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- -1 nitrosoaniline compound Chemical class 0.000 description 1
- 239000006259 organic additive Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- H01M10/36—Accumulators not provided for in groups H01M10/05-H01M10/34
-
- 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
- H01M10/36—Accumulators not provided for in groups H01M10/05-H01M10/34
- H01M10/38—Construction or manufacture
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
Landscapes
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Secondary Cells (AREA)
Abstract
The invention relates to the technical field of electrochemical materials, has an IPC classification number of H01M10/38, and particularly relates to an aminosulfonate electrolyte and a preparation method thereof. The raw materials for preparing the sulfamate electrolyte comprise the following components in parts by weight: 50-65 parts of sulfamate, 5-8 parts of solvent, 10-20 parts of aromatic compound and 15-20 parts of stabilizer. The preparation method comprises the steps of stirring and fully mixing the sulfamate, the solvent and the aromatic compound, adding the polymer and the stabilizer, stirring and mixing at a high temperature, filtering to obtain a mixture filtrate, and performing high-temperature treatment on the mixture filtrate to prepare the sulfamate electrolyte.
Description
Technical Field
The invention relates to the technical field of electrochemical materials, has an IPC classification number of H01M10/38, and particularly relates to an aminosulfonate electrolyte and a preparation method thereof.
Background
With the continuous energy consumption and the aggravation of environmental pollution, renewable clean energy is particularly important for the development of society, and the electrochemical energy storage technology is widely applied as a clean energy storage technology, wherein a lithium ion battery has good cycle stability and low self-discharge performance and is widely used, but the cost is high, and unsafe factors exist in the using process, so that the lithium ion battery cannot be widely used.
The water system zinc ion battery uses the aqueous solution as the electrolyte, has the characteristics of high conductivity, safety and nonflammability and relatively simple preparation, attracts people's attention in recent years, develops the zinc ion battery electrolyte technology, is expected to solve the problems of poor metal zinc interface stability, dendrite phenomenon, interface side reaction and the like in the zinc ion battery, and further applies the zinc ion battery to the energy storage field on a large scale to gradually replace the lead-acid battery.
Patent CN112652825A discloses a low-cost aqueous zinc ion battery electrolyte and a preparation method and application thereof, wherein the electrolyte preparation raw materials comprise soluble zinc salt and fluoride additive, fluoride additive powder is added into the soluble zinc salt, and the mixture is uniformly stirred to prepare the aqueous zinc ion battery electrolyte, so that the problems of uncontrollable dendritic crystal growth and irreversible side reaction in the application process of the zinc ion battery are solved, but the electrolyte is applied to the zinc ion battery, and the battery circulation capacity is poor.
Patent CN113097576A discloses an electrolyte of a water-based zinc ion battery for protecting a vanadium-containing compound anode and its use, wherein the electrolyte preparation raw materials of the water-based zinc ion battery comprise soluble zinc salt, organic additives and water, and the prepared water-based electrolyte is assembled into a zinc-vanadium-containing compound battery which has good rate capability and stable cycle performance, but is applied to the zinc-vanadium-containing compound battery in the field of small current charging and discharging, and has a small application range.
Disclosure of Invention
In order to solve the above problems, a first aspect of the present invention provides an sulfamate-type electrolyte, which is prepared from raw materials comprising, in parts by weight: 12-395 parts of sulfamate, 100-200 parts of solvent, 10-20 parts of aromatic compound and 15-20 parts of stabilizer.
As a preferred technical solution, the sulfamate is one or a combination of more of zinc sulfamate, lithium sulfamate, manganese sulfamate, ammonium sulfamate, nickel sulfamate and sodium sulfamate;
as a more preferable technical scheme, the sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.4-1.7:1.3-1.5;
as a preferred technical solution, the solvent is a combination of an organic solvent and water;
as a preferable technical scheme, the adding amount of the water is 90-120 parts by weight;
as a preferred technical scheme, the organic solvent is one or a combination of more of ethylene carbonate, propylene carbonate, methanol, dimethyl sulfoxide, formamide, isopropanol, methyl formate and trichloromethane;
as a more preferable technical scheme, the solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the ethylene carbonate to the propylene carbonate is 0.3-0.6:0.4-0.7;
as a preferred technical scheme, the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.5-0.7:0.9-1.2;
as a preferred technical solution, the stabilizer is one or a combination of more of polyacrylamide, polycarbonate, polycaprolactam, polyacrylate, polyethylene oxide, polymethacrylonitrile, polymethyl acrylate and polymethyl methacrylate;
as a more preferable technical scheme, the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.1-1.4:0.9-1.2.
A second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, comprising the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 2-3 h to obtain a mixture for later use;
(2) And (2) adding a stabilizer into the container in the step (1), stirring for 2-3 h, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 150-200 ℃ for 3-4 h, and cooling to room temperature to obtain a product.
Advantageous effects
(1) The sulfamate electrolyte is prepared by mixing sulfamate, a solvent, an aromatic compound, a polymer and a stabilizer at a high temperature, and can effectively reduce side reactions of a zinc ion battery, improve the capacity, the retention rate and the cycle capacity of the zinc ion battery and have a wide application prospect after being applied to the zinc ion battery.
(2) The invention can improve the circulating capacity of the prepared sulfamate electrolyte used for the ion battery by adding sulfamate, particularly the sulfamate is the compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the zinc sulfamate to the sodium sulfamate is 1.4-1.7:1.3-1.5, the battery cycle performance is excellent after the prepared sulfamate type electrolyte is used in a zinc ion battery, probably because Zn capable of providing ionized state of zinc sulfamate 2+ Promoting the transmission of zinc ions on the surface of the zinc negative electrode, increasing the capacity of the zinc negative electrode and inducing Zn 2+ Uniformly deposited, sodium sulfamate can provide ionized Na 2+ An electrostatic shielding layer with positive charge can be formed on the surface of the zinc negative electrode, the generation of zinc dendrites is inhibited through the electrostatic shielding effect, and the zinc sulfamate and the sodium sulfamate act together to optimize the deposition position of zinc ions and inhibit Zn 2+ The uneven deposition phenomenon on a zinc negative electrode effectively inhibits the generation of zinc dendrite, and improves the cycling capacity of the prepared sulfamate electrolyte used for a zinc ion battery, the sulfamate electrolyte and a stabilizer are compounded by polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the sulfamate electrolyte to the polymethyl methacrylate is 1.1-1.4:0.9-1.2 of Zn in free state with synergistic effect 2+ The zinc ion flux is adsorbed on the surface of a cross-linked network structure of a stabilizer, so that the zinc ion flux distribution on the surface of a zinc electrode can be further regulated and controlled, the zinc ion flux distribution is induced to be uniformly deposited on the surface of a zinc negative electrode, the generation of zinc dendrites is greatly reduced, and a solvent is a compound of ethylene carbonate and propylene carbonate, wherein the mass ratio of the ethylene carbonate to the propylene carbonate is 0.3-0.6:0.4-0.7, zinc has excellent stability in organic solvent, can stabilize zinc electrode, and reduce side reaction, and when sulfamate and aromatic compound (acetanilide and N-methyl-N-methyl compound) are usedThe mass ratio of the-nitrosoaniline compound to the nitrosoaniline compound is 0.5-0.7: 0.9-1.2) the weight ratio of the aminosulfonate to the solvent is 4, the aminosulfonate, the solvent, the aromatic compound and the stabilizer have good chemical compatibility, and after the molten aminosulfonate electrolyte prepared by stirring and mixing the aminosulfonate, and high-temperature treatment is used for a zinc ion battery, the side reaction and the zinc dendrite generation in the zinc ion battery can be reduced to the maximum extent, and the cycling capability of the prepared aminosulfonate electrolyte used for the ion battery is improved.
(3) The invention can improve the capacity and the retention rate of the prepared sulfamate electrolyte used for the zinc ion battery by adding the stabilizer, particularly the stabilizer is the compound of polymethyl acrylate and polymethyl methacrylate, the molecular weight of the polymethyl acrylate is 176.215, the molecular weight of the polymethyl methacrylate is 395.32542, and the mass ratio of the polymethyl acrylate to the polymethyl methacrylate is 1.1-1.4:0.9-1.2, the capacity and retention rate of the battery when the prepared sulfamate electrolyte is used for a zinc ion battery can be greatly improved, probably because the macromolecular chains between the polymethyl acrylate and the polymethyl methacrylate are connected through chemical bonds to form a dense cross-linked network structure, an ion transfer channel can be provided, electrolyte ions can be effectively transmitted in the three-dimensional network structure, the utilization efficiency of an electrode and the capacity and retention rate of the battery are improved, the surface of the cross-linked network structure formed by the polymethyl acrylate and the polymethyl methacrylate has rich polar functional groups and Zn 2+ Has strong interaction force between them and is Zn 2+ Providing a large number of adsorption sites, regulating and controlling the flux distribution of zinc ions on the surface of the zinc electrode, inhibiting the 'tip effect' of the zinc ions and inducing Zn 2+ Uniform deposition, reduced generation of zinc dendrite, and further improved battery cycle performance of the prepared sulfamate electrolyte used in zinc ion battery.
(4) The sulfamate, the solvent and the aromatic compound are stirred and fully mixed, the polymer and the stabilizer are added and stirred and mixed at high temperature, the mixture filtrate obtained by filtering is subjected to high-temperature treatment, and the sulfamate electrolyte is prepared.
Detailed Description
Example 1
Embodiment 1 provides an sulfamate electrolyte, which is prepared from the following raw materials in parts by weight: 12 parts of sulfamate, 100 parts of solvent, 10 parts of aromatic compound and 15 parts of stabilizer.
The sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.4:1.3, the CAS number of zinc sulfamate is 13770-90-6, which is purchased from the chemical industry Co., ltd of Beiqi Fei medicine in lake, the CAS number of sodium sulfamate is 13845-18-6, which is purchased from the chemical technology Co., ltd of Shanghai Yi En;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 90 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.3:0.4, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology Co., ltd, propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology Co., ltd;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.5:0.9 acetanilide having a CAS number of 959-66-0 available from Sigma Aldrich trade, inc., N-methyl-N-nitrosoaniline having a CAS number of 614-00-6 available from Shanghai Michelin Biotechnology, inc.;
the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.1:0.9, polymethyl acrylate CAS number 9003-21-8, molecular weight 176.215, available from Sigma Aldrich trade, inc., polymethyl methacrylate CAS number 25188-98-1, molecular weight 395.32542, available from Hubei Ferry chemical, inc.
A second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, including the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 2h to obtain a mixture for later use;
(2) Adding a stabilizer into the container in the step (1), stirring for 2 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 150 ℃ for 3 hours, and cooling to room temperature to obtain a product.
Example 2
Embodiment 2 provides an sulfamate electrolyte, which is prepared from the following raw materials in parts by weight: 395 parts of sulfamate, 200 parts of solvent, 20 parts of aromatic compound and 20 parts of stabilizer.
The sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.7:1.5, the CAS number of the zinc sulfamate is 13770-90-6, the zinc sulfamate is purchased from the pharmaceutical and chemical company Limited in northern lake, and the CAS number of the sodium sulfamate is 13845-18-6, the zinc sulfamate is purchased from the chemical and technical company Limited in Shanghai Yi En;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 120 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.6:0.7, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology, inc., propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology, inc.;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.7:1.2 acetanilide having a CAS number of 959-66-0 available from Sigma Aldrich trade company, shanghai, N-methyl-N-nitrosoaniline having a CAS number of 614-00-6 available from Shanghai Meclin Biochemical technology company, inc.;
the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.4:1.2, polymethyl acrylate CAS number 9003-21-8, molecular weight 176.215, available from Sigma Aldrich trade, inc., polymethyl methacrylate CAS number 25188-98-1, molecular weight 395.32542, available from Hubei Ferry chemical, inc.
A second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, comprising the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 3h to obtain a mixture for later use;
(2) Adding a stabilizer into the container in the step (1), stirring for 3 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 200 ℃ for 4 hours, and cooling to room temperature to obtain a product.
Example 3
Embodiment 3 provides an sulfamate electrolyte, which is prepared from the following raw materials in parts by weight: 200 parts of sulfamate, 150 parts of solvent, 15 parts of aromatic compound and 17 parts of stabilizer.
The sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.6:1.4, the CAS number of zinc sulfamate is 13770-90-6, which is purchased from the chemical industry Co., ltd of Beiqi Fei medicine in lake, the CAS number of sodium sulfamate is 13845-18-6, which is purchased from the chemical technology Co., ltd of Shanghai Yi En;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 100 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.5:0.6, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology, inc., propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology, inc.;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.6:1.0 acetanilide having a CAS number of 959-66-0 available from Sigma Aldrich trade, inc., N-methyl-N-nitrosoaniline having a CAS number of 614-00-6 available from Shanghai Michelin Biotechnology, inc.;
the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.2:1.0, polymethyl acrylate CAS number 9003-21-8, molecular weight 176.215, available from Sigma Aldrich trade, inc., polymethyl methacrylate CAS number 25188-98-1, molecular weight 395.32542, available from Hubei Ferry chemical, inc.
A second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, comprising the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 2.5h to obtain a mixture for later use;
(2) And (2) adding a stabilizer into the container in the step (1), stirring for 2.5 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 170 ℃ for 3.5 hours, and cooling to room temperature to obtain a product.
Comparative example 1
Comparative example 1 provides an sulfamate-type electrolyte, which is prepared from the following raw materials in parts by weight: 200 parts of sulfamate, 150 parts of solvent, 15 parts of aromatic compound and 17 parts of stabilizer.
The sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.2:0.2, the CAS number of the zinc sulfamate is 13770-90-6, the zinc sulfamate is purchased from lake northern Qifei pharmaceutical chemical company, and the CAS number of the sodium sulfamate is 13845-18-6, the zinc sulfamate is purchased from Shanghai Yi En chemical technology company, inc.;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 100 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.5:0.6, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology, inc., propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology, inc.;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.6:1.0 acetanilide CAS number 959-66-0 available from Sigma Aldrich trade company, shanghai, N-methyl-N-nitrosoaniline CAS number 614-00-6 available from Shanghai Meclin Biochemical technology company, inc.;
the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.2:1.0, polymethyl acrylate CAS number 9003-21-8, molecular weight 176.215, available from Sigma Aldrich trade, inc., polymethyl methacrylate CAS number 25188-98-1, molecular weight 395.32542, available from Hubei Ferry chemical, inc.
A second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, comprising the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 2.5h to obtain a mixture for later use;
(2) Adding the stabilizer into the container in the step (1), stirring for 2.5 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 170 ℃ for 3.5 hours, and cooling to room temperature to obtain a product.
Comparative example 2
Comparative example 2 provides an sulfamate-type electrolyte, which was prepared from the following raw materials in parts by weight: 200 parts of sulfamate, 150 parts of solvent, 15 parts of aromatic compound and 17 parts of stabilizer.
The sulfamate is zinc sulfamate, the CAS number of the zinc sulfamate is 13770-90-6, and the zinc sulfamate is purchased from Hubei Qifei pharmaceutical chemical company;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 100 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.5:0.6, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology, inc., propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology, inc.;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.6:1.0 acetanilide having a CAS number of 959-66-0 available from Sigma Aldrich trade, inc., N-methyl-N-nitrosoaniline having a CAS number of 614-00-6 available from Shanghai Michelin Biotechnology, inc.;
the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.2:1.0, polymethyl acrylate CAS number 9003-21-8, molecular weight 176.215, available from Sigma Aldrich trade, inc., polymethyl methacrylate CAS number 25188-98-1, molecular weight 395.32542, available from Hubei Ferry chemical, inc.
A second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, comprising the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 2.5h to obtain a mixture for later use;
(2) Adding the stabilizer into the container in the step (1), stirring for 2.5 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 170 ℃ for 3.5 hours, and cooling to room temperature to obtain a product.
Comparative example 3
Comparative example 3 provides an sulfamate-type electrolyte, which is prepared from the following raw materials in parts by weight: 200 parts of sulfamate, 150 parts of solvent, 15 parts of aromatic compound and 17 parts of stabilizer.
The sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.6:1.4, the CAS number of zinc sulfamate is 13770-90-6, which is purchased from the lake QIEJIFEI pharmaceutical and chemical company, the CAS number of sodium sulfamate is 13845-18-6, which is purchased from Shanghai Yi En chemical technology company;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 100 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.5:0.6, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology, inc., propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology, inc.;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.6:1.0 acetanilide having a CAS number of 959-66-0 available from Sigma Aldrich trade, inc., N-methyl-N-nitrosoaniline having a CAS number of 614-00-6 available from Shanghai Michelin Biotechnology, inc.;
the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.2:1.0, polymethyl acrylate CAS number 9003-21-8, molecular weight 176.215, available from Sigma Aldrich trade, inc., polymethyl methacrylate CAS number 25188-98-1, molecular weight 395.32542, available from Hubei ferry chemical, inc.;
a second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, comprising the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 2.5h to obtain a mixture for later use;
(2) Adding the stabilizer into the container in the step (1), stirring for 2.5 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 170 ℃ for 3.5 hours, and cooling to room temperature to obtain a product.
Comparative example 4
Comparative example 4 provides an sulfamate-type electrolyte, which was prepared from the following raw materials in parts by weight: 200 parts of sulfamate, 150 parts of solvent, 15 parts of aromatic compound and 17 parts of stabilizer.
The sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.6:1.4, the CAS number of zinc sulfamate is 13770-90-6, which is purchased from the chemical industry Co., ltd of Beiqi Fei medicine in lake, the CAS number of sodium sulfamate is 13845-18-6, which is purchased from the chemical technology Co., ltd of Shanghai Yi En;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 100 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.1:0.4, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology, inc., propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology, inc.;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.6:1.0 acetanilide CAS number 959-66-0 available from Sigma Aldrich trade company, shanghai, N-methyl-N-nitrosoaniline CAS number 614-00-6 available from Shanghai Meclin Biochemical technology company, inc.;
the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.2:1.0, polymethyl acrylate CAS No. 9003-21-8, molecular weight 176.215, available from sigma aldrich trade, inc, polymethyl methacrylate CAS No. 25188-98-1, molecular weight 395.32542, available from north Hu ferry chemical, inc;
a second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, comprising the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 2.5h to obtain a mixture for later use;
(2) Adding the stabilizer into the container in the step (1), stirring for 2.5 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 170 ℃ for 3.5 hours, and cooling to room temperature to obtain a product. 866-84-2, available from Shandong Fengtai Biotech, inc.
Comparative example 5
Comparative example 5 provides an sulfamate-type electrolyte, which was prepared from the following raw materials in parts by weight: 200 parts of sulfamate, 150 parts of solvent, 15 parts of aromatic compound and 17 parts of stabilizer.
The sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.6:1.4, the CAS number of zinc sulfamate is 13770-90-6, which is purchased from the lake QIEJIFEI pharmaceutical and chemical company, the CAS number of sodium sulfamate is 13845-18-6, which is purchased from Shanghai Yi En chemical technology company;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 100 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.5:0.6, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology, inc., propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology, inc.;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.6:1.0 acetanilide having a CAS number of 959-66-0 available from Sigma Aldrich trade, inc., N-methyl-N-nitrosoaniline having a CAS number of 614-00-6 available from Shanghai Michelin Biotechnology, inc.;
the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.1:0.3, polymethyl acrylate CAS number 9003-21-8, molecular weight 176.215, available from Sigma Aldrich trade, inc., polymethyl methacrylate CAS number 25188-98-1, molecular weight 395.32542, available from Hubei ferry chemical, inc.;
a second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, including the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastic, and stirring for 2.5h to obtain a mixture for later use;
(2) Adding the stabilizer into the container in the step (1), stirring for 2.5 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 170 ℃ for 3.5 hours, and cooling to room temperature to obtain a product.
Comparative example 6
Comparative example 6 provides an sulfamate-type electrolyte, which was prepared from the following raw materials in parts by weight: 200 parts of sulfamate, 150 parts of solvent, 15 parts of aromatic compound and 17 parts of stabilizer.
The sulfamate is a compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the sodium sulfamate is 1.6:1.4, the CAS number of zinc sulfamate is 13770-90-6, which is purchased from the chemical industry Co., ltd of Beiqi Fei medicine in lake, the CAS number of sodium sulfamate is 13845-18-6, which is purchased from the chemical technology Co., ltd of Shanghai Yi En;
the solvent is a combination of an organic solvent and water;
the addition amount of the water is 100 parts by weight;
the organic solvent is a compound of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.5:0.6, ethylene carbonate CAS number 96-49-1, available from Shanghai Aladdin Biotechnology, inc., propylene carbonate CAS number 108-32-7, available from Shanghai Aladdin Biotechnology, inc.;
the aromatic compound is a compound of acetanilide and N-methyl-N-nitrosoaniline, and the mass ratio of the acetanilide to the N-methyl-N-nitrosoaniline is 0.6:1.0 acetanilide CAS number 959-66-0 available from Sigma Aldrich trade company, shanghai, N-methyl-N-nitrosoaniline CAS number 614-00-6 available from Shanghai Meclin Biochemical technology company, inc.;
the stabilizer is polymethyl acrylate having a CAS number of 9003-21-8 and a molecular weight of 176.215, available from sigma aldrich (shanghai) trade ltd;
a second aspect of the present invention provides a method for preparing an sulfamate-type electrolyte, comprising the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container made of glass fiber reinforced plastics, and stirring for 2.5h to obtain a mixture for later use;
(2) And (2) adding a stabilizer into the container in the step (1), stirring for 2.5 hours, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 170 ℃ for 3.5 hours, and cooling to room temperature to obtain a product.
And (3) performance testing:
1: battery capacity and cycle performance
A zinc cell assembled with the sulfamate-type electrolytes obtained in examples 1 to 3 and comparative examples 1 to 6 was subjected to a cycle test with the discharge current set at 300mA · g -1 The test results are as follows:
the test result shows that: after the zinc battery is assembled by the sulfamate type electrolyte prepared in the embodiments 1 to 3, the capacity retention rate of the zinc battery is higher than 97 percent, which shows that the sulfamate is the compound of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the zinc sulfamate is 1.4-1.7:1.3-1.5, the prepared sulfamate electrolyte has excellent battery cycle performance after being used for a zinc ion battery, the stabilizer is a compound of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the sulfamate electrolyte to the polymethyl methacrylate is 1.1-1.4: when the content of the amino sulfonate type electrolyte is 0.9-1.2, the capacity and the retention rate of the battery when the prepared amino sulfonate type electrolyte is used for a zinc ion battery can be greatly improved.
Claims (10)
1. The sulfamate type electrolyte is characterized by comprising the following raw materials in parts by weight: 12-395 parts of sulfamate, 100-200 parts of solvent, 10-20 parts of aromatic compound and 15-20 parts of stabilizer.
2. The sulfamate-type electrolyte according to claim 1, wherein the sulfamate is one or more selected from the group consisting of zinc sulfamate, lithium sulfamate, manganese sulfamate, ammonium sulfamate, nickel sulfamate, and sodium sulfamate.
3. The sulfamate electrolyte of claim 2, wherein the sulfamate is a complex of zinc sulfamate and sodium sulfamate, and the mass ratio of the sulfamate to the zinc sulfamate is 1.4-1.7:1.3-1.5.
4. The sulfamate-type electrolyte according to claim 1, wherein the solvent is a combination of an organic solvent and water.
5. The sulfamate-type electrolyte according to claim 4, wherein the organic solvent is one or more selected from the group consisting of ethylene carbonate, propylene carbonate, methanol, dimethyl sulfoxide, formamide, isopropanol, methyl formate, and chloroform.
6. The sulfamate electrolyte of claim 5, wherein the organic solvent is a mixture of ethylene carbonate and propylene carbonate, and the mass ratio of the organic solvent to the propylene carbonate is 0.3-0.6:0.4-0.7.
7. The sulfamate-type electrolyte according to claim 1, wherein the aromatic compound is a complex of acetanilide and N-methyl-N-nitrosoaniline in a mass ratio of 0.5 to 0.7:0.9-1.2.
8. The sulfamate-type electrolyte of claim 1, wherein the stabilizer is one or more of polyacrylamide, polycarbonate, polycaprolactam, polyacrylate, polyethylene oxide, polymethacrylonitrile, polymethyl acrylate, and polymethyl methacrylate.
9. The sulfamate electrolyte of claim 2, 3 or 8, wherein the stabilizer is a mixture of polymethyl acrylate and polymethyl methacrylate, and the mass ratio of the stabilizer to the polymethyl methacrylate is 1.1-1.4:0.9-1.2.
10. A method for preparing a sulfamate-type electrolyte according to any one of claims 1 to 9, which comprises the steps of:
(1) Placing sulfamate, solvent and aromatic compound in a cylindrical container, and stirring for 2-3 h to obtain a mixture for later use;
(2) Adding a stabilizer into the container in the step (1), stirring for 2-3 h, filtering to obtain a mixed filtrate, placing the mixed filtrate into a sealed high-temperature container for high-temperature treatment, heating and stirring at the temperature of 150-200 ℃ for 3-4 h, and cooling to room temperature to obtain a product.
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