CN114944287A - Brush-shaped solid ion conductor material and preparation method thereof - Google Patents

Brush-shaped solid ion conductor material and preparation method thereof Download PDF

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CN114944287A
CN114944287A CN202210367950.2A CN202210367950A CN114944287A CN 114944287 A CN114944287 A CN 114944287A CN 202210367950 A CN202210367950 A CN 202210367950A CN 114944287 A CN114944287 A CN 114944287A
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lithium
preparation
product
brush
solution
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王旭
谭禹
郭松
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Shandong Zhengu New Material Technology Co ltd
Shandong University
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Shandong Zhengu New Material Technology Co ltd
Shandong University
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    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/54—Electrolytes
    • H01G11/56—Solid electrolytes, e.g. gels; Additives therein
    • 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

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  • Chemical Kinetics & Catalysis (AREA)
  • Electrochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Power Engineering (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Conductive Materials (AREA)

Abstract

The invention relates to a brush-shaped solid ion conductor material and a preparation method thereof. The method polymerizes nonionic polymers and derivatives thereof and lithium salts under appropriate conditions, thereby realizing an ionic conductor structure of a brush-like network. The non-ionic polymer and the derivatives thereof are mutually crosslinked to form a brush-shaped polymer network, so that the conductivity and tensile property of the polymer solid-state ion conductor are improved. The preparation method of the brush-shaped solid ion conductor provided by the invention has the characteristics of simple and rapid operation, high synthesis efficiency, controllable process and low cost.

Description

Brush-shaped solid ion conductor material and preparation method thereof
Technical Field
The invention belongs to the technical field of materials, and particularly relates to a brush-shaped solid ion conductor material and a preparation method thereof.
Background
The information in this background section is only for enhancement of understanding of the general background of the invention and is not necessarily to be construed as an admission or any form of suggestion that this information forms the prior art that is already known to a person of ordinary skill in the art.
Flexible conductors are mainly two types of electrical conductors, namely electronic conductors and ionic conductors, the ionic conductors being easily stretchable based on polymer networks and capable of maintaining good electrical conductivity while most electronic conductors under large strains cause damage or breakage of the conductive elements. However, in the conventional hydrogel, the ionic gel is easily dehydrated or the solvent is evaporated at a high temperature, so that the ionic conductivity and the stretchability are seriously deteriorated, and meanwhile, considering that the liquid electrolyte is mostly flammable and explosive, is corrosive to the electrode, and has insufficient stability, a safety problem may be caused after leakage.
The polymer solid ion conductor has the advantages of high stability, no leakage of ions, large-scale production, low price and the like on the basis of the ion conductor. However, the solid-state ion conductor has low ionic conductivity at room temperature, poor mechanical strength, and many of them do not have tensile properties.
Disclosure of Invention
The traditional polymer solid ion conductor material is widely used due to the excellent characteristics of high stability, no ion leakage and the like, but has low ion conductivity at room temperature, poor mechanical strength and no tensile property in most cases. The problem of how to modify the solid-state ion conductor material, namely how to endow the solid-state ion conductor material with higher conductivity and better mechanical properties, needs to be solved urgently. In order to solve the technical problems, the invention provides a brush-shaped solid ion conductor material and a preparation method thereof. The invention polymerizes the non-ionic polymer and the derivatives thereof and the lithium salt under proper conditions, thereby realizing the ionic conductor structure of the brush-shaped network, endowing the ionic conductor with higher conductivity and mechanical tensile strength, and having higher practical applicability.
In order to achieve the above technical effects, the present application provides the following technical solutions:
a preparation method of a brush-shaped solid ion conductor material comprises the following steps:
(1) adding functional micromolecules and a cross-linking agent into a non-ionic polymer solution, and stirring for reaction to obtain a product A;
(2) adding functional micromolecules and a cross-linking agent into the nonionic polymer derivative solution, and stirring for reaction to obtain a product B;
(3) and mixing the product A and the product B to obtain an AB solution, adding lithium salt, stirring, carrying out polymerization reaction, and drying to obtain the brush-shaped solid ion conductor material.
Preferably, the non-ionic polymer can be one of polyvinyl alcohol, lignin, sorbitol, polyethylene glycol, polytetrahydrofuran, chitosan, sodium alginate, polyethylene, polystyrene, polyurethane and undecylenic acid.
Preferably, the nonionic polymer derivative is one of carboxymethylated polyvinyl alcohol, hydroxymethylated lignin, isosorbide dimethyl ether, polyethylene glycol monomethyl ether, 3-tetrahydrofuran methanol, carboxymethyl chitosan, methyl propionylated sodium alginate, polypropylene, polyvinyl chloride, polyurethane and arachidonic acid.
Preferably, the functional small molecule and the cross-linking agent can be retinoic acid, vitamin C, folic acid, lipoic acid, 3-pyridinecarboxylic acid amide, vitamin E, cholic acid, rhein, cholesterol, lysine, arginine, I-2959.
Preferably, the lithium salt phase material used can be one or more of lithium trifluoromethanesulfonate, lithium difluorosulfonimide, lithium bistrifluoromethanesulfonimide, lithium 4, 5-dicyano-1, 2, 3-triazolate, lithium 4,5, dicyano-2-trifluoromethylimidazole, lithium tetrafluoroborate and lithium bisoxalato borate.
Preferably, the solvent can be water, ethanol, dichloromethane, N-methylpyrrolidone, acetonitrile, methanol, chloroform, N-dimethylformamide, dimethyl sulfoxide, diethyl ether, cyclohexane, toluene, benzene.
Preferably, the mass fraction of the non-ionic polymer solute can be 10-50%.
Preferably, the concentration of the functional micromolecules and the cross-linking agent added into the nonionic polymer solution can be 0.01-1 g/mL, and the stirring reaction time can be 6-72 h.
Preferably, the mass fraction of the solute of the non-ionic polymer derivative can be 10-50%.
Preferably, the concentration of the functional micromolecules and the cross-linking agent added into the nonionic polymer derivative solution can be 0.01-1 g/mL, and the stirring reaction time can be 6-72 h.
Preferably, the ratio of the AB solution solute A, B can be 1: 10-10: 1.
Preferably, the mass ratio of the lithium salt to the solute AB can be 40-4: 1.
Preferably, the polymerization mode can be ammonium persulfate polymerization, thermal polymerization at 20-150 ℃ and ultraviolet irradiation polymerization; the drying temperature can be 20-150 ℃, and the drying time can be 2-36 h.
The invention has the beneficial effects that:
1) the brush-shaped solid ion conductor synthesized by the method has higher conductivity and better tensile property.
2) The synthesis method has the characteristics of simple and rapid operation, high synthesis efficiency, controllable process and low cost, and solves the problems of low conductivity and poor mechanical strength of the room-temperature solid electrolyte.
Drawings
The accompanying drawings, which are incorporated in and constitute a part of this application, illustrate embodiments of the application and, together with the description, serve to explain the application and are not intended to limit the application.
FIG. 1 is a thermogram of the product of example 1;
FIG. 2 is a drawing of the products of example 2 and comparative example; FIG. 2a is example 2 and FIG. 2b is a comparative example;
FIG. 3 is a stretch sensorgram for the product made in example 2;
FIG. 4 is a graph of the AC impedance of the products of example 3 and comparative example; fig. 4a shows example 3 and fig. 4b shows a comparative example.
FIG. 5 is a cyclic voltammogram of the products of example 7 and comparative example preparation; FIG. 5a shows example 7 and FIG. 5b shows a comparative example.
FIG. 6 is a schematic diagram illustrating the synthetic principle of the brush-shaped solid ion conductor material according to the present invention.
Detailed Description
It is to be understood that the following detailed description is exemplary and is intended to provide further explanation of the invention as claimed. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs.
It is noted that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of example embodiments in accordance with the present application. As used herein, the singular forms "a", "an" and "the" are intended to include the plural forms as well, and it should be understood that when the terms "comprises" and/or "comprising" are used in this specification, they specify the presence of stated features, steps, operations, devices, components, and/or combinations thereof, unless the context clearly indicates otherwise.
Example 1
(1) Preparing a solution with the mass fraction of lignin of 50%, adding 0.75g/mL of 3-pyridine carboxylic acid amide, and stirring for reacting for 24 hours to obtain a product A;
(2) preparing a solution with the mass fraction of hydroxymethylated lignin of 50%, adding 0.75g/mL of 3-pyridine carboxylic acid amide, and stirring for reacting for 24 hours to obtain a product B;
(3) preparing a mixed solution AB of the product A and the product B, adding lithium bis (fluorosulfonyl) imide into the mixed solution AB at a solute A, B ratio of 1:10, stirring the mixture to react, wherein the mass ratio of lithium salt to solute AB is 20:1, polymerizing the mixture at the ammonium persulfate concentration of 1g/mL, and drying the mixture at the temperature of 65 ℃ for 12 hours to obtain the brush-shaped solid ion conductor.
Example 2
(1) Preparing a solution with the undecylenic acid mass fraction of 60%, adding cholesterol, dicyclohexylcarbodiimide and 4-dimethylaminopyridine, wherein the concentrations of the cholesterol, the dicyclohexylcarbodiimide and the 4-dimethylaminopyridine in the solution are all 0.5g/mL, and stirring for reacting for 24 hours to obtain a product A;
(2) preparing a solution with the arachidonic acid mass fraction of 60%, adding cholesterol, wherein the concentration of the cholesterol in the solution is 0.5g/mL, and stirring for reacting for 24 hours to obtain a product B;
(3) preparing a mixed solution AB of the product A and the product B, wherein the ratio of the solute A, B is 1:10, adding lithium bis (fluorosulfonyl) imide, stirring for reaction, wherein the mass ratio of lithium salt to the solute AB is 10:1, performing ultraviolet irradiation polymerization at the mass fraction of I-2959 of 5%, and drying at the temperature of 55 ℃ for 24 hours to obtain the brush-shaped solid ion conductor.
Example 3
(1) Preparing a solution with the mass fraction of 50% of polyethylene glycol, and then adding lipoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentrations of the lipoic acid, the dicyclohexylcarbodiimide and the 4-dimethylaminopyridine in the solution are all 1 g/mL; stirring and reacting for 24 hours to obtain a product A;
(2) preparing a solution with 50% of polyethylene glycol monomethyl ether by mass, and then adding lipoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentrations of the lipoic acid, the dicyclohexylcarbodiimide and the 4-dimethylaminopyridine in the solution are all 1 g/mL; stirring and reacting for 24 hours to obtain a product B;
(3) preparing a mixed solution AB of the product A and the product B, adding lithium bistrifluoromethanesulfonimide into the mixed solution AB of the solute A, B in a ratio of 1:5, stirring the mixture to react, wherein the mass ratio of lithium salt to the solute AB is 10:1, polymerizing the mixture under ultraviolet irradiation, and drying the mixture at 55 ℃ for 24 hours to obtain the brush-shaped solid ion conductor.
Example 4
(1) Preparing a solution with sorbitol mass percentage of 30%, and then adding retinoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentration of retinoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine in the solution is 0.75g/mL, and the reaction is stirred for 24 hours to obtain a product A;
(2) preparing a solution with isosorbide dimethyl ether mass fraction of 30%, and then adding rhein, dicyclohexylcarbodiimide and 4-dimethylaminopyridine, wherein the concentrations of the rhein, the dicyclohexylcarbodiimide and the 4-dimethylaminopyridine in the solution are all 0.25 g/mL; stirring and reacting for 24 hours to obtain a product B;
(3) preparing a mixed solution AB of the product A and the product B, wherein the ratio of the solute A, B is 1:8, adding 4, 5-dicyano-1, 2, 3-lithium triazolate, stirring for reaction, the mass ratio of the lithium salt to the solute AB is 15:1, polymerizing at the ammonium persulfate concentration of 1g/mL, the drying temperature is 50 ℃, and the drying time is 24 hours, thus obtaining the brush-shaped solid ion conductor.
Example 5
(1) Preparing a solution with the mass fraction of sodium alginate of 50%, and then adding vitamin C, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentrations of the vitamin C, the dicyclohexylcarbodiimide and the 4-dimethylaminopyridine in the solution are all 0.5 g/mL; stirring and reacting for 24 hours to obtain a product A;
(2) preparing a solution with the mass fraction of the methyl propionylated sodium alginate being 50%, and then adding vitamin E, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentrations of vitamin E, dicyclohexylcarbodiimide and 4-dimethylaminopyridine in the solution are all 1 g/mL; stirring and reacting for 24 hours to obtain a product B;
(3) preparing a mixed solution AB of the product A and the product B, adding lithium tetrafluoroborate into the mixed solution AB at a solute A, B ratio of 1:8, carrying out thermal polymerization at 80 ℃ at a drying temperature of 55 ℃ for 24h, and obtaining the brush-shaped solid ion conductor, wherein the mass ratio of the lithium salt to the solute AB is 12: 1.
Example 6
(1) Preparing a solution with the mass fraction of polytetrahydrofuranol of 40%, and then adding retinoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentrations of retinoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine are all 1 g/mL; stirring and reacting for 24 hours to obtain a product A;
(2) preparing a solution with the mass fraction of 3-tetrahydrofuran methanol being 40%, and then adding 1g/mL retinoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentrations of retinoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine are all 1 g/mL; stirring and reacting for 24 hours to obtain a product B;
(3) preparing a mixed solution AB of the product A and the product B, wherein the ratio of the solute A, B is 5:1, adding 4, 5-dicyano-1, 2, 3-lithium triazolate, stirring for reaction, the mass ratio of the lithium salt to the solute AB is 15:1, carrying out thermal polymerization at 80 ℃, drying at 55 ℃ for 24 hours, and obtaining the brush-shaped solid ion conductor.
Example 7
(1) Preparing a solution with the undecylenic acid mass fraction of 30%, and then adding lysine, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentrations of lysine, dicyclohexylcarbodiimide and 4-dimethylaminopyridine are all 0.25 g/mL; stirring and reacting for 24 hours to obtain a product A;
(2) preparing a solution with isosorbide dimethyl ether mass fraction of 30%, and then adding retinoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine; wherein the concentrations of retinoic acid, dicyclohexylcarbodiimide and 4-dimethylaminopyridine are all 0.5g/mL, and the mixture is stirred to react for 24 hours to obtain a product B;
(3) preparing a mixed solution AB of the product A and the product B, wherein the ratio of the solute A, B is 5:1, adding lithium bis (trifluoromethane sulfonyl) imide, stirring for reaction, the mass ratio of the lithium salt to the solute AB is 8:1, performing ultraviolet irradiation polymerization at the mass fraction of I-2959 of 5%, and drying at the temperature of 55 ℃ for 24 hours to obtain the brush-shaped solid ion conductor.
Comparative example
Preparing polyethylene glycol 600k solution, adding bis (trifluoromethanesulfonimide) lithium and polyethylene glycol at a mass ratio of 8:1, and drying to obtain the product.
FIG. 1 is a thermogravimetric plot of the product of example 1 with a 5% loss on heat at 350 ℃ only, indicating that the material reaction solvent has been removed.
Fig. 2 is a drawing of the product prepared in example 2 and the product in comparative example, it can be seen from fig. 2a that the tensile strain of the all-solid ion conductor prepared in example 2 can reach 1000%, and the stress is 90kPa, and it can be seen from fig. 2b that the strain of the product in comparative example can reach 250%, and the stress is 40kPa, and the tensile strength of the material is obviously improved by the all-solid ion conductor prepared in example 2.
FIG. 3 is a tensile sensor plot of the product of example 2, illustrating that the material has different resistance responses under different strains, which indicates that the material has sensing properties.
Fig. 4 is a graph showing the ac impedance of the product prepared in example 3 and the product in comparative example, and it can be seen from fig. 4a and 4b that the ac impedance of the product in comparative example is greater than that of the sample prepared in example 3, and the method of preparing the present invention significantly improves the conductivity of the solid electrolyte.
Fig. 5 is a cyclic voltammogram of the product prepared in example 7 and the product in comparative example, and it can be seen from fig. 5a and 5b that the current density of the product in comparative example is greater than that of the sample prepared in example 7, and the symmetrical supercapacitor prepared by the preparation method of the present invention has better effect.
FIG. 6 is a schematic diagram of the synthetic principle, the present invention can realize graft crosslinking between molecules by ATRP, RAFT, (nitroxide-mediated radical polymerization) NMP, anion/cation polymerization, (ring-opening metathesis polymerization) ROMP and click reaction to form brush polymers (most of the nonionic polymers are double-ended nonionic polymers.
The above description is only a preferred embodiment of the present application and is not intended to limit the present application, and various modifications and changes may be made to the present application by those skilled in the art. Any modification, equivalent replacement, improvement and the like made within the spirit and principle of the present application shall be included in the protection scope of the present application.

Claims (10)

1. A preparation method of a brush-shaped solid ion conductor material is characterized by comprising the following steps:
(1) adding functional micromolecules and a cross-linking agent into a non-ionic polymer solution, and stirring for reaction to obtain a product A;
(2) adding functional micromolecules and a cross-linking agent into the nonionic polymer derivative solution, and stirring for reaction to obtain a product B;
(3) and mixing the product A and the product B to obtain an AB solution, adding lithium salt, stirring, carrying out polymerization reaction, and drying to obtain the brush-shaped solid ion conductor material.
2. The preparation method of claim 1, wherein the non-ionic polymer is one of polyvinyl alcohol, lignin, sorbitol, polyethylene glycol, polytetrahydrofuran, chitosan, sodium alginate, polyethylene, polystyrene, polyurethane and undecylenic acid;
the nonionic polymer derivative is one of carboxymethylated polyvinyl alcohol, hydroxymethylated lignin, isosorbide dimethyl ether, polyethylene glycol monomethyl ether, 3-tetrahydrofuran methanol, carboxymethyl chitosan, methyl propionyl sodium alginate, polypropylene, polyvinyl chloride, polyurethane and arachidonic acid.
3. The method of claim 1, wherein the functional small molecule and the cross-linking agent are one or more of retinoic acid, vitamin C, folic acid, lipoic acid, 3-pyridinecarboxylic acid amide, vitamin E, cholic acid, rhein, cholesterol, lysine, arginine, and I-2959.
4. The method according to claim 1, wherein the lithium salt is one or more of lithium trifluoromethanesulfonate, lithium difluorosulfonimide, lithium bistrifluoromethanesulfonimide, lithium 4, 5-dicyano-1, 2, 3-triazolate, lithium 4,5, dicyano-2-trifluoromethylimidazole, lithium tetrafluoroborate, and lithium bisoxalato borate.
5. The method according to claim 1, wherein the solvent is one or more selected from the group consisting of water, ethanol, dichloromethane, N-methylpyrrolidone, acetonitrile, methanol, chloroform, N-dimethylformamide, dimethyl sulfoxide, diethyl ether, cyclohexane, toluene, and benzene.
6. The preparation method according to claim 1, wherein the mass fraction of the solute of the non-ionic polymer is 10-50%; the concentration of the functional micromolecules and the cross-linking agent added into the non-ionic polymer solution can be 0.01-1 g/mL, and the stirring reaction time is 6-72 h.
7. The preparation method according to claim 1, wherein the mass fraction of the solute of the non-ionic polymer derivative is 10-50%; the concentrations of the functional micromolecules and the cross-linking agent in the nonionic polymer derivative solution are 0.01-1 g/mL, and the stirring reaction time is 6-72 h.
8. The preparation method of claim 1, wherein the mass ratio of the AB solution solute A, B is 1: 10-10: 1; the mass ratio of the lithium salt to the solute AB is 40-4: 1.
9. The preparation method according to claim 1, wherein the polymerization mode is ammonium persulfate polymerization, heating polymerization at 20-150 ℃, ultraviolet irradiation polymerization; the drying temperature is 20-150 ℃, and the drying time is 2-36 h.
10. The brush-shaped solid ion conductor material prepared by the preparation method according to any one of the preceding claims.
CN202210367950.2A 2022-04-08 2022-04-08 Brush-shaped solid ion conductor material and preparation method thereof Pending CN114944287A (en)

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Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112993396A (en) * 2021-05-10 2021-06-18 中国人民解放军国防科技大学 Polymer solid electrolyte membrane, preparation method thereof and all-solid-state battery

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112993396A (en) * 2021-05-10 2021-06-18 中国人民解放军国防科技大学 Polymer solid electrolyte membrane, preparation method thereof and all-solid-state battery

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CHI ZHANG等: "Lithium Salt-Induced In Situ Polymerizations Enable Double Network Polymer Electrolytes", 《MACROMOL. RAPID COMMUN.》, pages 1 - 8 *
CHUNGRYONG CHOI等: "Light-Mediated Synthesis and Reprocessing of Dynamic Bottlebrush Elastomers under Ambient Conditions", 《J. AM. CHEM. SOC.》, pages 9866 - 9871 *

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