CN115051006A - Neutral water system all-quinone organic flow battery couple and preparation method and application thereof - Google Patents
Neutral water system all-quinone organic flow battery couple and preparation method and application thereof Download PDFInfo
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- H01M8/188—Regeneration by electrochemical means by recharging of redox couples containing fluids; Redox flow type batteries
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Abstract
The invention discloses a neutral water system all-quinone organic liquid flow battery electrode pair and a preparation method and application thereof. The neutral water system all-quinone organic flow battery electrode pair consists of a negative electrode active material and a positive electrode active material; the negative active material is anthraquinone-2-choline sulfonate; the positive active material is 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline. The neutral water system all-quinone organic flow battery electrode pair is used as a positive and negative active electrolyte and applied to the neutral water system organic flow battery. The positive and negative active electrolytes prepared by the invention have high solubility in water, and the positive and negative electrode pairs can provide about 1.1V of voltage and can realize stable charge and discharge under a neutral condition. The method is simple, low in cost, environment-friendly and has excellent application prospect.
Description
Technical Field
The invention relates to the technical field of battery materials and energy storage, in particular to a construction method of an all-quinone neutral water system organic flow battery.
Background
The renewable energy sources are rich, clean and safe, but the intermittent property of the renewable energy sources cannot meet the requirements of production and living. Therefore, a large-scale energy storage device is needed to store renewable energy sources and realize stable output of energy. Aqueous organic redox flow batteries have drawn attention because of the advantages of abundant organic reserves, high safety, simple synthesis, low cost, designable structure, adjustable solubility, chemical stability and voltage window, etc.
The organic electroactive couple is a core material of the organic flow battery and has a decisive effect on the performance of the battery. The development of electroactive organic matters with stable performance, high solubility, good redox reversibility, wide voltage window and environmental friendliness is an important research direction for high-performance organic flow batteries.
At present, most of active substances of common water-based organic flow batteries are selected from acidic or alkaline solvents, but acidic or alkaline electrolyte systems are easy to cause the problem of hydrogen evolution or oxygen evolution, so that the battery voltage is limited; in addition, many organic active substances are more prone to structural degradation under acidic or alkaline conditions, for example, the michael addition reaction of water is prone to occur in an anthraquinone system under a strong acid condition, so that the capacity of the battery is reduced rapidly; in addition, the corrosive effects of acidic or alkaline systems on the cell components can severely impact the useful life of the cell. Therefore, constructing a neutral water organic flow battery is an effective way to solve the above problems. The development of novel electroactive materials having high solubility and excellent electrochemical properties under neutral or near-neutral conditions is an important research topic.
Disclosure of Invention
Aiming at the problems, the invention provides a simple acid-base neutralization method, two water-soluble quinone derivatives of 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline and anthraquinone-2-sulfonic acid choline are respectively prepared and are respectively applied to positive and negative active electrolytes of a neutral water system organic flow battery, and then a novel all-quinone neutral water system organic flow battery is constructed.
In order to achieve the purpose, the invention adopts the technical scheme that: a neutral water system holoquinone organic flow battery electric pair is composed of a negative electrode active material and a positive electrode active material; the negative active material is anthraquinone-2-choline sulfonate; the positive active material is 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline.
Preferably, in the above neutral water system all-quinone organic flow battery pair, the preparation method of the anthraquinone-2-choline sulfonate comprises the following steps: the anthraquinone-2-sodium sulfonate is passed through 732 type strong acid cation exchange resin to obtain anthraquinone-2-sulfonic acid; passing choline chloride through 717 type strongly basic anion exchange resin column to obtain choline hydroxide; and (3) mixing the anthraquinone-2-sulfonic acid with choline hydroxide to obtain the anthraquinone-2-choline sulfonate.
Preferably, the neutral water system all-quinone organic flow battery pair is prepared by mixing anthraquinone-2-sulfonic acid and choline hydroxide 1:1 in a molar ratio.
Preferably, in the above neutral water system all-quinone organic flow battery pair, the preparation method of the 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline comprises the following steps: passing 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid sodium through 732 type strong acid cation exchange resin column to obtain 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid; passing choline chloride through 717 type strongly basic anion exchange resin column to obtain choline hydroxide; mixing 1, 2-dihydroxyphenol-3, 5-benzenedisulfonic acid with choline hydroxide to obtain 1, 2-dihydroxyphenol-3, 5-benzenedisulfonic acid choline.
Preferably, the neutral water system all-quinone organic flow battery pair is prepared by mixing 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid and choline hydroxide in a molar ratio of 1:1 to 1: 2.
Preferably, the neutral water system all-quinone organic flow battery pair is prepared by pretreating 732 type strong-acid cation exchange resin before use, wherein the pretreatment is to soak the 732 type strong-acid cation exchange resin in HCl for 24 hours and then wash the 732 type strong-acid cation exchange resin with deionized water to be neutral; the 717 type strong-base anion exchange resin is pretreated before use, wherein the 717 type strong-base anion exchange resin is soaked in NaOH for 24 hours before being washed by NaOH until no Cl is formed - And (4) ionizing, and finally washing with deionized water to be neutral.
The invention provides an application of a neutral water system all-quinone organic flow battery pair as a positive and negative active electrolyte in a neutral water system organic flow battery.
Preferably, the neutral aqueous organic flow battery includes: a negative electrolyte taking anthraquinone-2-choline sulfonate as an active electrolyte and a positive electrolyte taking 1, 2-dihydroxy phenol-3, 5-choline benzenedisulfonate as an active electrolyte.
Preferably, the negative electrode electrolyte of the neutral aqueous organic flow battery comprises: taking water as a solvent, 0.1-1.0M of choline chloride as a supporting electrolyte and 0.05-0.5M of anthraquinone-2-choline sulfonate as an active electrolyte.
Preferably, the positive electrode electrolyte of the neutral aqueous organic flow battery comprises: water is used as a solvent, 0.1-1.0M of choline chloride is used as a supporting electrolyte, and 0.05-0.5M of 1, 2-dihydroxyphenol-3, 5-benzene disulfonic acid choline is used as an active electrolyte.
The invention has the beneficial effects that:
1. the invention adopts a simple, high-efficiency, easy-to-operate and environment-friendly ion exchange method and an acid-base neutralization method to prepare the target electroactive material, and is easy to realize large-scale production.
2. The solubility of the anthraquinone-2-sulfonic acid choline prepared by the invention in water is more than 200mM, and compared with the original anthraquinone-2-sulfonic acid sodium salt, the solubility is improved by more than 10 times.
3. The 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline prepared by the method is molten salt at room temperature, is a novel electroactive ionic liquid, can be infinitely mixed with water, and greatly improves the water solubility of a cathode active electrolyte. Provides a new idea for the synthesis of other types of electroactive liquid.
4. In the invention, anthraquinone-2-choline sulfonate is used as a negative active electrolyte, 1, 2-dihydroxy phenol-3, 5-choline benzenedisulfonate is used as a positive active electrolyte, choline chloride is used as a supporting electrolyte, water is used as a solvent, a novel neutral aqueous organic electrolyte is constructed, and the all-quinone neutral aqueous organic flow battery is further assembled, so that the energy density and the cycling stability of the quinone-based battery can be effectively improved.
Drawings
FIG. 1 shows the mass spectra of anthraquinone-2-choline sulfonate (a positive spectrum, b negative spectrum) and 1, 2-dihydroxyphenol-3, 5-choline benzenedisulfonate (c positive spectrum, d negative spectrum).
FIG. 2 is a cyclic voltammogram of anthraquinone-2-sulfonic acid choline and 1, 2-dihydroxyphenol-3, 5-benzenedisulfonic acid choline.
FIG. 3 is a charge and discharge curve of a static battery composed of anthraquinone-2-sulfonic acid choline and 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline of example 2.
Detailed Description
In order to make the technical solutions of the present invention better understood, the present invention will be further described in detail with reference to the accompanying drawings and examples.
Example 1
(I) neutral water system all-quinone organic liquid flow battery couple
The neutral water system all-quinone organic flow battery electrode pair consists of a negative electrode active material and a positive electrode active material; the negative active material is anthraquinone-2-choline sulfonate; the positive active substance is 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline, and the preparation method comprises the following steps:
1. pretreatment of 732 type strong acid cation exchange resin: washing 732 type strong acid cation exchange resin (Na type) with deionized water, soaking in deionized water for 24h, soaking in 5% hydrochloric acid for 24h, and washing with deionized water to neutrality. The pretreated 732 strong acid cation exchange resin (Na type) is loaded into two resin columns for standby.
2. 717 type strong-base anion exchange resin pretreatment: washing 717 type strongly basic anion exchange resin (Cl type) with deionized water, and soaking in the deionized water for 24 hours; soaking with 1M NaOH for 24 hr, and washing with 1M NaOH until no Cl is detected in silver nitrate solution - Ions; finally, washing the mixture to be neutral by deionized water. And (3) filling the pretreated 717 type strongly basic anion exchange resin (Cl type) into a resin column for later use.
3. 1000mL of an 8mM aqueous solution of anthraquinone-2-sulfonic acid sodium salt was repeatedly passed through a 732-type strongly acidic cation exchange resin (Na-type) column (preferably 3 to 5 times) to obtain an aqueous solution of anthraquinone-2-sulfonic acid.
4. 1000mL of 8mM aqueous solution of 1, 2-dihydroxyphenol-3, 5-benzenedisulfonic acid was repeatedly (preferably, 3 to 5 times) passed through a column of 732 type strongly acidic cation exchange resin (Na type) to obtain an aqueous solution of 1, 2-dihydroxyphenol-3, 5-benzenedisulfonic acid.
5. And repeatedly (preferably 3-5 times) passing choline chloride through a 717 type strongly basic anion exchange resin (Cl type) column to obtain choline hydroxide.
6. And (3) taking the anthraquinone-2-sulfonic acid aqueous solution obtained in the step (3) and the choline hydroxide obtained in the step (5) according to the mol ratio of 1:1, uniformly mixing, and neutralizing by acid and alkali to obtain the anthraquinone-2-choline sulfonate aqueous solution. And (3) carrying out rotary evaporation drying on the anthraquinone-2-choline sulfonate aqueous solution to obtain the anthraquinone-2-choline sulfonate.
The corresponding mass spectrograms are shown in (a, b) in figure 1, and the characteristic peaks of the positive spectrum and the negative spectrum of the anthraquinone-2-sulfonic acid choline are respectively consistent with the molecular weights of choline positive ions and anthraquinone-2-sulfonic acid negative ions, which indicates that the target product anthraquinone-2-sulfonic acid choline is successfully obtained through acid-base neutralization.
7. And (3) taking the 1, 2-dihydroxyphenol-3, 5-benzene disulfonic acid and choline hydroxide in a molar ratio of 1:1, uniformly mixing the 1, 2-dihydroxyphenol-3, 5-benzene disulfonic acid aqueous solution obtained in the step (4) and the choline hydroxide obtained in the step (5), and neutralizing by acid and alkali to obtain the 1, 2-dihydroxyphenol-3, 5-benzene disulfonic acid choline aqueous solution. And (3) carrying out rotary evaporation and drying on the 1, 2-dihydroxyphenol-3, 5-benzene disulfonic acid choline aqueous solution to obtain the 1, 2-dihydroxyphenol-3, 5-benzene disulfonic acid choline.
Corresponding mass spectrograms are shown in (c, d) in figure 1, the characteristic peaks of the positive spectrum and the negative spectrum of the 1, 2-dihydric phenol-3, 5-benzene disulfonic acid choline are respectively consistent with the molecular weights of choline positive ions and 1, 2-dihydric phenol-3, 5-benzene disulfonic acid negative ions, and the target product 1, 2-dihydric phenol-3, 5-benzene disulfonic acid choline is obtained after acid-base neutralization.
Electrochemical property test of (II) neutral water system all-quinone organic flow battery couple
A three-electrode system is adopted, deionized water is used as a solvent, anthraquinone-2-sulfonic acid choline with the concentration of 2mM is used as an electroactive substance, choline chloride with the concentration of 0.1M is used as a supporting electrolyte, a glassy carbon electrode with the concentration of 3mM is used as a working electrode, a saturated calomel electrode is used as a reference electrode, a platinum sheet is used as a counter electrode, and cyclic voltammetry is carried out to obtain a negative electrode cyclic voltammetry curve shown in figure 2.
A three-electrode system is adopted, deionized water is used as a solvent, 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline with the concentration of 2mM is used as an electroactive substance, choline chloride with the concentration of 0.1M is used as a supporting electrolyte, a glassy carbon electrode with the thickness of 3mM is used as a working electrode, a saturated calomel electrode is used as a reference electrode, a platinum sheet is used as a counter electrode, and a cyclic voltammetry test is carried out to obtain a positive cyclic voltammetry curve shown in figure 2.
As shown in fig. 2, both CV curves show better redox activity, and the reversibility of the negative electrode is better than that of the positive electrode. The oxidation peak position measured in the anthraquinone-2-sulfonic acid choline electrolyte is-0.33V (vs. SHE), the reduction peak position is-0.382V (vs. SHE), and the formula potential is-0.356V (vs. SHE); the oxidation peak position of the 1, 2-dihydroxyphenol-3, 5-benzene disulfonic acid choline in neutral aqueous solution is 0.922V (vs. SHE), the reduction peak position is 0.573V (vs. SHE), and the formula potential is 0.748V (vs. SHE); the positive and negative electrodes formed by the two can obtain a voltage window of about 1.1V.
Example 2 construction of neutral Water-based all-quinone organic flow cell
Preparing a negative electrode electrolyte: water is used as a solvent, choline chloride is used as a supporting electrolyte, and anthraquinone-2-choline sulfonate is used as an active electrolyte. Choline chloride and anthraquinone-2-choline sulfonate are dissolved in deionized water to obtain the cathode electrolyte of 5mM anthraquinone-2-choline sulfonate and 0.1M choline chloride.
Preparing a positive electrolyte: water is used as a solvent, choline chloride is used as a supporting electrolyte, and 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline is used as an active electrolyte. Choline chloride and 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline are dissolved in deionized water to obtain the positive electrolyte of 5mM 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline and 0.1M choline chloride.
An anion exchange membrane is taken as a diaphragm, a glassy carbon electrode with the diameter of 3mm is taken as a working electrode, a static H-shaped electrolytic cell is assembled for charge and discharge tests, the charge and discharge current is 0.005mA, the cut-off voltage is 1.2V and-0.5V respectively, and the corresponding charge and discharge curve is shown in figure 3. As can be seen from fig. 3, the battery can achieve relatively stable charge and discharge with a capacity efficiency of about 79.5%.
Claims (10)
1. The neutral water system holoquinone organic flow battery electric pair is characterized by comprising a negative electrode active material and a positive electrode active material; the negative active material is anthraquinone-2-choline sulfonate; the positive active material is 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline.
2. The neutral water system holoquinone organic flow battery couple as defined in claim 1, wherein the preparation method of anthraquinone-2-choline sulfonate comprises the following steps: the anthraquinone-2-sodium sulfonate is passed through 732 type strong acid cation exchange resin to obtain anthraquinone-2-sulfonic acid; passing choline chloride through 717 type strongly basic anion exchange resin column to obtain choline hydroxide; and (3) mixing the anthraquinone-2-sulfonic acid with choline hydroxide to obtain the anthraquinone-2-choline sulfonate.
3. The neutral water system all-quinone organic flow battery pair according to claim 2, wherein anthraquinone-2-sulfonic acid choline hydroxide is 1:1 in molar ratio.
4. The neutral water system all-quinone organic flow battery pair according to claim 1, wherein the preparation method of the 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline comprises the following steps: passing 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid sodium through 732 type strong acid cation exchange resin column to obtain 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid; passing choline chloride through 717 type strongly basic anion exchange resin column to obtain choline hydroxide; mixing 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid with choline hydroxide to obtain 1, 2-dihydroxy phenol-3, 5-benzene disulfonic acid choline.
5. The neutral water system all-quinone organic flow battery pair according to claim 4, wherein the molar ratio of 1, 2-dihydroxyphenol-3, 5-benzenedisulfonic acid to choline hydroxide is 1: 1-1: 2.
6. The couple of neutral water system holoquinone organic flow batteries according to claim 2 or 4, wherein said 732 type strong acid cation exchange resin is pretreated before use, said pretreatment is performed by soaking 732 type strong acid cation exchange resin in HCl for 24h, and then washing with deionized water to neutrality; the 717 type strong-base anion exchange resin is pretreated before use, wherein the 717 type strong-base anion exchange resin is soaked in NaOH for 24 hours before being washed by NaOH until no Cl is formed - And (4) ionizing, and finally washing with deionized water to be neutral.
7. The use of the pair of neutral water system all-quinone organic flow batteries of any one of claims 1 to 6 as a positive and negative active electrolyte in neutral water system organic flow batteries.
8. The use of claim 7, wherein the neutral aqueous organic flow battery comprises: a negative electrolyte taking anthraquinone-2-choline sulfonate as an active electrolyte and a positive electrolyte taking 1, 2-dihydroxy phenol-3, 5-choline benzenedisulfonate as an active electrolyte.
9. The use of claim 8, wherein the negative electrolyte of the neutral water system organic flow battery consists of: taking water as a solvent, 0.1-1.0M of choline chloride as a supporting electrolyte and 0.05-0.5M of anthraquinone-2-choline sulfonate as an active electrolyte.
10. The use of claim 8, wherein the positive electrode electrolyte of the neutral water system organic flow battery comprises: water is used as a solvent, 0.1-1.0M of choline chloride is used as a supporting electrolyte, and 0.05-0.5M of 1, 2-dihydroxyphenol-3, 5-benzene disulfonic acid choline is used as an active electrolyte.
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| CN118016951A (en) * | 2024-04-08 | 2024-05-10 | 南开大学 | Neutral water system all-quinone flow battery electrolyte and battery |
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