4-(Hydroxydimethylsilyl)oxysalicylic acid compounds and synthesis methods and their applications in metal batteries and hydrogen production

Abstract

The present invention relates to 4-(hydroxydimethylsilyl)oxysalicylic acid compounds and synthesis methods and their applications in metal batteries and hydrogen production. The 4-(hydroxydimethylsilyl)oxysalicylic acid compounds of the present invention include 4-(hydroxydimethylsilyl)oxysalicylic aldehyde, 4-(hydroxydimethylsilyl)oxysalicylic acid, 4-(hydroxydimethylsilyl)oxysalicylic alcohol and 4-(hydroxydimethylsilyl)oxysalicylate, wherein 4-(hydroxydimethylsilyl)oxysalicylic acid is used to obtain an electrolyte on the negative electrode side of a metal battery, and hydrogen is generated on the positive electrode side during the electrochemical reaction of 4-(hydroxydimethylsilyl)oxysalicylate. The synthesis method of the present invention is simple, efficient and safe, and achieves the multiple benefit goals of salicylaldehyde in chemical synthesis, power generation and hydrogen production.

Description

Technical Field

[0001] The present invention relates to organic compounds, in particular to 4-(hydroxydimethylsilyl)oxysalicylic acid compounds and synthesis methods and applications in metal batteries and hydrogen production. Background Art

[0002] Salicylaldehyde is a widely used fine chemical product, primarily used as an analytical reagent, fragrance, gasoline additive, and in organic synthesis. Salicylaldehyde also has excellent bactericidal properties and is used as a fungicide in water treatment and as a preservative and fungicide in oil and fragrances.

[0003] However, although salicylaldehyde has huge application potential, it is currently rarely used in fields such as power generation and hydrogen production. Summary of the Invention

[0004] The purpose of the present invention is to provide 4-(hydroxydimethylsilyl)oxysalicylic acid compounds and synthesis methods and their applications in metal batteries and hydrogen production, and to chemically modify salicylaldehyde for application in power generation and hydrogen production.

[0005] In order to achieve the above object, the technical solution adopted by the present invention is:

[0006] Provided is a 4-(hydroxydimethylsilyl)oxysalicylic acid compound, wherein the 4-(hydroxydimethylsilyl)oxysalicylic acid compound is 4-(hydroxydimethylsilyl)oxysalicylic aldehyde, and the structure is:

[0007]

[0008] The synthesis method of 4-(hydroxydimethylsilyl)oxysalicylic acid compounds as described above comprises:

[0009] Dimethylformamide and phosphorus oxychloride are mixed and reacted, followed by adding resorcinol to continue the reaction, and then adding water to react to obtain 2,4-dihydroxybenzaldehyde;

[0010] The obtained 2,4-dihydroxybenzaldehyde is mixed with chloro-dimethylsilanol and subjected to reflux reaction to obtain 4-(hydroxydimethylsilyl)oxy salicylaldehyde.

[0011] On the other hand, a 4-(hydroxydimethylsilyl)oxysalicylic acid compound is provided, wherein the 4-(hydroxydimethylsilyl)oxysalicylic acid compound is 4-(hydroxydimethylsilyl)oxysalicylic acid, and the structure is:

[0012]

[0013] The synthesis method of 4-(hydroxydimethylsilyl)oxysalicylic acid compounds as described above comprises:

[0014] An electrochemical reactor is constructed, and 4-(hydroxydimethylsilyl)oxy salicylaldehyde is prepared as an electrolyte, which serves as the electrolyte on both the negative electrode side and the positive electrode side of the electrochemical reactor;

[0015] After an electrochemical reaction occurs in the electrochemical reactor, an electrolyte containing 4-(hydroxydimethylsilyl)oxysalicylic acid is obtained at the positive electrode.

[0016] On the other hand, a 4-(hydroxydimethylsilyl)oxysalicylic acid compound is provided, wherein the 4-(hydroxydimethylsilyl)oxysalicylic acid compound is 4-(hydroxydimethylsilyl)oxysalicylic alcohol, and the structure is:

[0017]

[0018] The synthesis method of 4-(hydroxydimethylsilyl)oxysalicylic acid compounds as described above comprises:

[0019] An electrochemical reactor is constructed, and 4-(hydroxydimethylsilyl)oxy salicylaldehyde is prepared as an electrolyte, which serves as the electrolyte on both the negative electrode side and the positive electrode side of the electrochemical reactor;

[0020] After the electrochemical reaction occurs in the electrochemical reactor, the negative electrode obtains an electrolyte containing 4-(hydroxydimethylsilyl)oxy salicyl alcohol.

[0021] On the other hand, a 4-(hydroxydimethylsilyl)oxysalicylic acid compound is provided, wherein the 4-(hydroxydimethylsilyl)oxysalicylic acid compound is a 4-(hydroxydimethylsilyl)oxysalicylic acid salt having the structure:

[0022]

[0023] in:

[0024] M is selected from Zn, Ca, Mg, and Al.

[0025] The synthesis method of 4-(hydroxydimethylsilyl)oxysalicylic acid compounds as described above comprises:

[0026] An electrochemical reactor is constructed, wherein an electrolyte containing 4-(hydroxydimethylsilyl)oxysalicylic acid is used as the electrolyte on the negative electrode side, and an aqueous solution containing a supporting electrolyte or water is used as the electrolyte on the positive electrode side;

[0027] After the electrochemical reaction occurs in the electrochemical reactor, the negative electrode obtains the electrolyte of 4-(hydroxydimethylsilyl)oxy salicylate, and the positive electrode generates hydrogen.

[0028] On the other hand, the present invention provides an application of the 4-(hydroxydimethylsilyl)oxysalicylic acid compound in metal batteries, wherein the 4-(hydroxydimethylsilyl)oxysalicylic acid is used to obtain an electrolyte on the negative electrode side of the metal battery.

[0029] On the other hand, the present invention provides the use of the 4-(hydroxydimethylsilyl)oxysalicylic acid compound in hydrogen production, wherein hydrogen is generated on the positive electrode side during the electrochemical reaction of the 4-(hydroxydimethylsilyl)oxysalicylic acid salt.

[0030] Compared with the prior art, the present invention has the following beneficial effects:

[0031] The present invention provides 4-(hydroxydimethylsilyl)oxy salicylic acid compounds and synthesis methods and their applications in metal batteries and hydrogen production. In terms of electrosynthesis, the method of the present invention is simple, efficient, and safe, and can synthesize high-value-added chemical products to meet the needs of various fields. By optimizing the reaction mechanism and conditions, the quality and purity of the products can be effectively controlled. In terms of battery power generation, the method of the present invention provides a sustainable energy solution. By integrating advanced electrochemical equipment, electrical energy is continuously output during the synthesis reaction. Hydrogen production is also one of the important benefits of the method of the present invention. As a source of clean energy, hydrogen can not only be used for fuel cell power generation, but also as an industrial raw material and is widely used in multiple fields. In summary, the present invention not only excels in simplicity, efficiency, and safety, but also achieves significant benefits in chemical synthesis, power generation, and hydrogen production, and has broad application prospects and huge economic and environmental benefits. BRIEF DESCRIPTION OF THE DRAWINGS

[0032] In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the following briefly introduces the drawings required for use in the embodiments or the description of the prior art. Obviously, the drawings described below are only some embodiments of the present invention. For ordinary technicians in this field, without paying any creative work, they can also obtain drawings of other embodiments based on these drawings.

[0033] Figure 1 is a structural diagram of electrochemical reactor I.

[0034] Figure 2 This is the schematic diagram of electrochemical reactor I.

[0035] Figure 3 This is a structural diagram of the electrochemical reactor II.

[0036] Figure 4 This is the schematic diagram of electrochemical reactor II.

[0037] Figure 5 This is a schematic diagram of the combined structure of electrochemical reactor I and electrochemical reactor II.

[0038] Figure 6 This is the discharge curve of 4-(hydroxydimethylsilyl)oxysalicylic acid as the electrolyte of H-type cell battery.

[0039] Figure 7 This is the discharge curve of 4-(hydroxydimethylsilyl)oxysalicylic acid as the electrolyte of the flow battery. DETAILED DESCRIPTION

[0040] To facilitate understanding of the present invention, the present invention will be described more fully below with reference to the accompanying drawings. The accompanying drawings illustrate preferred embodiments of the present invention. However, the present invention may be implemented in many different forms and is not limited to the embodiments described herein. Rather, these embodiments are provided to provide a more thorough and comprehensive understanding of the present disclosure.

[0041] In the description of the present invention, it is to be understood that all technologies and scientific terms used have the same meaning as those of ordinary skill in the art to which the present invention belongs. When there is a contradiction, the definition in this specification shall prevail. If not otherwise specified, the technical means used in the embodiment are conventional means well known to those skilled in the art, the reagent used in the embodiment is a commercially available product, and the device used in the embodiment is an existing device, and the limitation of means, reagent or device can not be interpreted as limitation of the present invention, and the means, reagent or device for solving the same technical problems of the same type are within protection scope of the present invention.

[0042] In the description of the present invention, it should be understood that when an amount, concentration, or other value or parameter is expressed as a range, a preferred range, or a range limited by a series of upper preferred values ​​and lower preferred values, this should be understood to specifically disclose all ranges formed by any pairing of any range upper limit or preferred value with any range lower limit or preferred value, regardless of whether the range is disclosed separately. When a numerical range is described in this article, unless otherwise stated, the range is intended to include its end values ​​and all integers and fractions within the range.

[0043] In the description of the present invention, it should be understood that multiple steps are involved in the description of the method, which should not be understood as a limitation on the order of the method steps. Technical solutions obtained by simply changing the order of the steps when solving the same technical problem are also within the scope of protection of the present invention.

[0044] The present invention obtains a silyl salicylaldehyde by chemically modifying salicylaldehyde, and then obtains silyl salicylic acid, silyl salicyl alcohol, and silyl salicylate through electrochemical reaction. The silyl salicylic acid compound is a 4-(hydroxydimethylsilyl)oxy salicylic acid compound, which can not only be used to construct metal batteries but also to produce hydrogen, thus realizing the multiple benefit conversion of salicylaldehyde.

[0045] The present invention provides a silyl salicylaldehyde, wherein the silyl salicylaldehyde is 4-(hydroxydimethylsilyl)oxy salicylaldehyde, abbreviated as HSA(CHO), and has the structure:

[0046]

[0047] The synthesis method of the above-mentioned silyl salicylaldehyde specifically comprises the following steps:

[0048] S1: Dimethylformamide and phosphorus oxychloride are mixed to react to form a strongly electrophilic Vilsmeier intermediate. Then, resorcinol is added for electrophilic substitution reaction at room temperature for 1 hour, and then hydrolyzed to obtain 2,4-dihydroxybenzaldehyde.

[0049] The steps are:

[0050]

[0051] S2: Chlorodimethylsilanol is mixed with the obtained 2,4-dihydroxybenzaldehyde, and tetrahydrofuran is used as a solvent at room temperature, and refluxed for 2 hours to obtain 4-(hydroxydimethylsilyl)oxysalicylaldehyde.

[0052] The steps are:

[0053]

[0054] The present invention also provides a synthetic product of the above-mentioned silyl salicylaldehyde, comprising:

[0055] (1) 4-(Hydroxydimethylsilyl)oxysalicylic acid, abbreviated as HSA(COOH), has the following structure:

[0056]

[0057] (2) 4-(Hydroxydimethylsilyl)oxy salicyl alcohol, abbreviated as HSA(OH), has the following structure:

[0058]

[0059] The synthetic products of the two silyl salicylaldehydes are obtained by the following method:

[0060] S1: Construct an electrochemical reactor, prepare 4-(hydroxydimethylsilyl)oxy salicylaldehyde into an electrolyte, and use it as the electrolyte on both the negative and positive sides of the electrochemical reactor (electrolyte ①).

[0061] S2: After an electrochemical reaction occurs in the electrochemical reactor, an electrolyte containing 4-(hydroxydimethylsilyl)oxysalicylic alcohol (electrolyte ②) and an electrolyte containing 4-(hydroxydimethylsilyl)oxysalicylic acid (electrolyte ③) are obtained.

[0062] In this method, the electrochemical reactor is an electrochemical reactor I, such as Figure 1 and Figure 2 The electrochemical reactor I is a dual-chamber structure separated by a diaphragm such as a proton exchange membrane or an ion exchange membrane. Both the negative electrode side and the positive electrode side have flow field plates, and the flow field plates have groove flow channels or porous flow fields. The electrolyte flows through the groove flow channels or porous flow fields between the diaphragm and the flow field plates, and an electrochemical reaction occurs during the flow process.

[0063] The positive electrode material of the electrochemical reactor I is selected from Ni, Pt, Ti, Pb, Ru, PbO2, and MnO2.

[0064] The negative electrode material of the electrochemical reactor I is selected from Ni, Pt, Cu, Fe, C, Pb, PbO2, and TiO2.

[0065] The electrolytes on the negative electrode side and the positive electrode side of the electrochemical reactor I are both a mixture of an aqueous solution of NaOH, KOH, K2CO3, KHCO3, NaHCO3 or NaClO4 and 4-(hydroxydimethylsilyl)oxysalicylaldehyde.

[0066] The electrochemical reactions occurring in the electrochemical reactor I include:

[0067] Negative electrode: 4-(hydroxydimethylsilyl)oxysalicylaldehyde is electroreduced to generate 4-(hydroxydimethylsilyl)oxysalicyl alcohol.

[0068]

[0069] Positive electrode: 4-(hydroxydimethylsilyl)oxysalicylaldehyde is electrooxidized to generate 4-(hydroxydimethylsilyl)oxysalicylic acid.

[0070]

[0071] (3) 4-(Hydroxydimethylsilyl)oxysalicylate, abbreviated as HSA(COOM), has the following structure:

[0072]

[0073] in:

[0074] M is selected from Zn, Ca, Mg, and Al.

[0075] The synthetic product of the above-mentioned silyl salicylaldehyde is obtained by the following method:

[0076] S1: Construct an electrochemical reactor, use an electrolyte containing 4-(hydroxydimethylsilyl)oxysalicylic acid (electrolyte ③) as the electrolyte on the negative electrode side, and use an aqueous solution or water containing a supporting electrolyte as the electrolyte on the positive electrode side (electrolyte ⑤).

[0077] S2: After an electrochemical reaction occurs in the electrochemical reactor, an electrolyte solution of 4-(hydroxydimethylsilyl)oxysalicylate (electrolyte ④) is obtained, and hydrogen is generated.

[0078] In this method, the electrochemical reactor is an electrochemical reactor II, such as Figure 3 and Figure 4 The electrochemical reactor II is a double-chamber structure separated by a diaphragm such as a proton exchange membrane or an ion exchange membrane. Both the negative electrode side and the positive electrode side have flow field plates, and the flow field plates have groove flow channels or porous flow fields. The electrolyte flows through the groove flow channels or porous flow fields between the diaphragm and the flow field plates, and an electrochemical reaction occurs during the flow process.

[0079] The positive electrode material of the electrochemical reactor II is selected from Pt, Td, Ir, Rh, Re, and MoS2.

[0080] The negative electrode material of the electrochemical reactor II is selected from Zn, Ca, Mg, and Al.

[0081] The electrolyte on the positive electrode side of the electrochemical reactor II is selected from an aqueous solution of NaCl, Na2CO3, HCl, H2SO4 or H3PO4, or H2O is used.

[0082] The electrolyte on the negative electrode side of the electrochemical reactor II is a mixture of an aqueous solution of NaOH, KOH, K2CO3, KHCO3, NaHCO3, NaClO4, Na2CO3, ZnCl2, MgCl2, AlCl3, and CaCl2 and 4-(hydroxydimethylsilyl)oxysalicylic acid.

[0083] The electrolyte ③ flows out from the positive electrode side of the electrochemical reactor I. If the purity is high after testing, it can be directly used as the electrolyte on the negative electrode side of the electrochemical reactor II. Otherwise, it needs to go through a purification step before being pumped into the electrochemical reactor II.

[0084] The electrochemical reactions occurring in the electrochemical reactor II include:

[0085] Negative electrode: Metal (M) undergoes electrooxidation reaction to produce metal ions (M n+ ), 4-(hydroxydimethylsilyl)oxysalicylic acid reacts with metal ions to prepare 4-(hydroxydimethylsilyl)oxysalicylate.

[0086]

[0087]

[0088] Positive electrode: Hydrogen ion (H + ) is reduced to hydrogen (H2).

[0089]

[0090] The present invention utilizes a thermodynamically easier oxidation reaction of metals (such as Zn, Ca, Mg, and Al) to construct a metal battery. 4-(hydroxydimethylsilyl)oxysalicylic acid produced in an electrochemical reactor 1 is combined with metal ions generated during discharge at the negative electrode of the metal battery to synthesize 4-(hydroxydimethylsilyl)oxysalicylic acid salt, while simultaneously producing hydrogen at the positive electrode of the metal battery.

[0091] The electrochemical reaction results in electrochemical reactor II indicate that 4-(hydroxydimethylsilyl)oxysalicylic acid can be used to obtain the electrolyte on the negative electrode side of the metal battery, and hydrogen can be produced in the electrochemical reaction on the positive electrode side.

[0092] The present invention thus constructs a multifunctional system consisting of an electrochemical reactor I and an electrochemical reactor II, such as Figure 5 As shown. Electrochemical reactor I includes a negative electrode liquid storage tank, a negative electrode current collector, a negative electrode catalyst, a separator, a positive electrode catalyst, a positive electrode current collector, and a positive electrode liquid storage tank. The negative electrode electrolyte and the positive electrode electrolyte are respectively introduced into the negative electrode storage tank and the positive electrode storage tank by peristaltic pumps for circulation. Electrochemical reactor II includes a negative electrode liquid storage tank (sharing the same storage tank as electrochemical reactor I), a negative electrode current collector, a negative electrode catalyst, a positive electrode catalyst, a positive electrode current collector, and a positive electrode exhaust port. The negative electrode electrolyte is introduced into the negative electrode storage tank by a peristaltic pump. The positive electrode exhaust port discharges hydrogen using the drainage method, and the hydrogen generated by electrolysis is collected.

[0093] In the multifunctional system, the electrolyte concentration is 0-10 M, and the 4-(hydroxydimethylsilyl)oxysalicylaldehyde concentration is 0.001-10 M. The electrolyte is 4-(hydroxydimethylsilyl)oxysalicylaldehyde, and other salicylaldehyde derivatives such as 2,4-((hydroxydimethylsilyl)oxy)benzoic acid and 2,4-((trimethylsilyl)oxy)benzoic acid can also be used.

[0094] The following is an example of electrochemical reactor I used in pairs to electrocatalytically prepare a variety of high-value chemicals:

[0095] Example 1: Synthesis of 4-(hydroxydimethylsilyl)oxysalicylaldehyde

[0096] First, dimethylformamide and phosphorus oxychloride are mixed to react to generate a strongly electrophilic Vilsmeier intermediate, followed by the addition of resorcinol for electrophilic substitution reaction at room temperature for 1 hour, followed by hydrolysis to obtain 2,4-dihydroxybenzaldehyde.

[0097] Then, the 2,4-dihydroxybenzaldehyde prepared above was reacted with chloro-dimethylsilanol at room temperature using tetrahydrofuran as solvent and refluxed for 2 h to obtain the final product 4-(hydroxydimethylsilyl)oxysalicylaldehyde.

[0098] Example 2: Catalyst treatment and preparation

[0099] The preparation method of the negative electrode catalyst is as follows:

[0100] Pretreatment of catalyst: Foam Cu (2 cm × 2 cm) was ultrasonically cleaned in 1 M HCl solution, ethanol, and deionized water for 15 min, and then dried for later use.

[0101] Chemical oxidation: Cleaned Cu foam was reacted in a mixed solution of 3.0 M NaOH and 0.15 M (NH4)2S2O8 at 30°C for 4 h to prepare Cu(OH)2.

[0102] Annealing: After ion exchange, the product was dried in a vacuum oven at 60 °C for 1 h and then annealed at 200 °C for 2 h to convert it into CuO NWs.

[0103] Electrochemical reduction: In a two-electrode system, a Pt sheet (2 cm × 2 cm) was used as the counter electrode in a 1 M KCl solution at a constant current (-40 mA cm -2 ) for 1 h to obtain the Cu NWs catalytic electrode.

[0104] Other negative electrode metal catalysts can be treated in the same way.

[0105] The preparation method of the positive electrode catalyst is as follows:

[0106] Pretreatment of catalyst: Foam Ni was ultrasonically cleaned in 1 M HCl solution, ethanol, and deionized water for 15 min, and then dried for later use.

[0107] Example 3: Electrooxidation and Electroreduction Synthesis of 4-(Hydroxydimethylsilyl)oxysalicylaldehyde

[0108] The electrooxidation and electroreduction of 4-(hydroxydimethylsilyl)oxysalicylaldehyde were carried out in electrochemical reactor I using Ni foam as the working electrode (2 cm × 2 cm), Cu foam as the counter electrode, and Hg / HgO as the reference electrode.

[0109] Using electrochemical reactor I, an electrolyte containing 4-(hydroxydimethylsilyl)oxysalicylaldehyde was added to the positive and negative electrode reservoirs, and the electrolyte was transported by peristalsis. Constant-potential electrolysis was performed, applying a certain voltage for a certain period of time. During the electrolysis, the electrolyte underwent a redox reaction on the surface of the electrode material, gaining and losing electrons. Electrooxidation of 4-(hydroxydimethylsilyl)oxysalicylaldehyde occurred at the anode to produce 4-(hydroxydimethylsilyl)oxysalicylic acid, while electroreduction of 4-(hydroxydimethylsilyl)oxysalicylaldehyde occurred at the cathode to produce 4-(hydroxydimethylsilyl)oxysalicylic alcohol. After the reaction, the product yield and raw material conversion rate were monitored by liquid chromatography. The optimal conversion rate and yield obtained by anodic electrooxidation were 98% and 91%, respectively, and the optimal conversion rate and yield obtained by cathodic electrooxidation were 99% and 92%, respectively.

[0110] The following is an example of applying the continuous flow of oxidation products in electrochemical reactor I to electrochemical reactor II, using zinc as the negative electrode:

[0111] Example 4: Preparation of catalyst

[0112] The preparation method of the negative electrode catalyst is as follows:

[0113] Catalyst pretreatment: Zinc sheets (2 cm × 2 cm) were ultrasonically cleaned in 1 M HCl solution, ethanol, and deionized water for 15 min, respectively, and dried for later use.

[0114] Other negative electrode metal catalysts can be treated in the same way, including Zn (-0.76V vs. SHE), Ca (-2.87V vs. SHE), Mg (-2.37V vs. SHE), and Al (-1.66V vs. SHE).

[0115] The preparation method of the positive electrode catalyst is as follows:

[0116] Catalyst pretreatment: The Pt sheet was ultrasonically cleaned in 1 M HCl solution, ethanol, and deionized water for 15 min, and then dried for later use.

[0117] Example 5: Battery discharge and production of 4-(hydroxydimethylsilyl)oxysalicylate

[0118] The cathode reduction product in electrochemical reactor I is input into electrochemical reactor II through a peristaltic pump. The negative electrode of electrochemical reactor II is a metal material with an extremely low potential. The metal material is oxidized into metal ions and reacts chemically with 4-(hydroxydimethylsilyl)oxysalicylic acid to continuously consume the dissolved metal ions to produce salt solution and hydrogen ions. The hydrogen ions at the negative electrode pass through the proton exchange membrane to reach the positive electrode for an electroreduction reaction to produce hydrogen gas. The applied current density is -5 mA cm -2When the hydrogen production rate is 92.95 μmolh -1 .

[0119] Example 6: Battery discharge performance test

[0120] The Pt sheet is used as the positive catalytic electrode and the metal zinc electrode is used as the negative catalytic electrode. The electrolyte is 4-(hydroxydimethylsilyl)oxysalicylic acid for coupling. The chemical conversion upgrade assists hydrogen production while supplying energy to the outside. The discharge curve of the battery is shown in the figure. Figure 6 As shown, Figure 6 middle:

[0121] Reactor: H-type tank

[0122] The positive electrode is Pt sheet, and the negative electrode is Zn sheet. (1×1cm)

[0123] Positive electrolyte: 100mM 4-(hydroxydimethylsilyl)oxysalicylic acid + 1M NaOH + 10mL water + 1M sodium perchlorate

[0124] Negative electrolyte: 1M sulfuric acid + 10mL water + 1M sodium perchlorate

[0125] At 5 mA / cm 2 The current density was constant current discharge.

[0126] from Figure 6 It can be seen that the battery discharge voltage is stable at around 0.65V, the discharge time is 7330s, and the discharge capacity is 10.18mWh.

[0127] The discharge curve of 4-(hydroxydimethylsilyl)oxysalicylic acid used in another type of battery is as follows: Figure 7 As shown, Figure 7 middle:

[0128] Reactor: Flow Battery

[0129] Graphite felt is used as the positive electrode and Zn sheet electrode is used as the negative electrode. (1×1cm)

[0130] Positive electrolyte: 100mM 4-(hydroxydimethylsilyl)oxysalicylic acid + 1M NaOH + 10mL water + 1M sodium perchlorate

[0131] Negative electrolyte: 1M sulfuric acid + 10mL water + 1M sodium perchlorate

[0132] At 5 mA / cm 2 The current density was constant current discharge.

[0133] from Figure 7It can be seen that the battery discharge voltage is stable at around 0.7V, the discharge time is 12255s, and the discharge capacity is 17.02mWh.

[0134] The above examples are used to illustrate the present invention, which are only used to help understand the present invention and are not intended to limit the present invention. Those skilled in the art can make several simple deductions, modifications or substitutions based on the concept of the present invention.

Claims

1. 4-(Hydroxydimethylsilyl)oxysalicylic acid compounds, characterized by: The 4-(hydroxydimethylsilyl)oxy salicylic acid compound is 4-(hydroxydimethylsilyl)oxy salicylaldehyde, and its structure is:

2. The method for synthesizing 4-(hydroxydimethylsilyl)oxysalicylic acid compounds according to claim 1, wherein: The method comprises: Dimethylformamide and phosphorus oxychloride are mixed and reacted, followed by adding resorcinol to continue the reaction, and then adding water to react to obtain 2,4-dihydroxybenzaldehyde; The obtained 2,4-dihydroxybenzaldehyde is mixed with chloro-dimethylsilanol and subjected to reflux reaction to obtain 4-(hydroxydimethylsilyl)oxy salicylaldehyde. 3.4-(Hydroxydimethylsilyl)oxysalicylic acid compounds, characterized by: The 4-(hydroxydimethylsilyl)oxysalicylic acid compound is 4-(hydroxydimethylsilyl)oxysalicylic acid, and its structure is:

4. The method for synthesizing 4-(hydroxydimethylsilyl)oxysalicylic acid compounds according to claim 3, wherein: The method comprises: An electrochemical reactor is constructed, and 4-(hydroxydimethylsilyl)oxy salicylaldehyde is prepared as an electrolyte, which serves as the electrolyte on both the negative electrode side and the positive electrode side of the electrochemical reactor; After the electrochemical reaction occurs in the electrochemical reactor, the positive electrode obtains an electrolyte containing 4-(hydroxydimethylsilyl)oxysalicylic acid. 5.4-(Hydroxydimethylsilyl)oxysalicylic acid compounds, characterized by: The 4-(hydroxydimethylsilyl)oxysalicylic acid compound is 4-(hydroxydimethylsilyl)oxysalicylic alcohol, and its structure is:

6. The method for synthesizing 4-(hydroxydimethylsilyl)oxysalicylic acid compounds according to claim 5, wherein: The method comprises: An electrochemical reactor is constructed, and 4-(hydroxydimethylsilyl)oxy salicylaldehyde is prepared as an electrolyte, which serves as the electrolyte on both the negative electrode side and the positive electrode side of the electrochemical reactor; After the electrochemical reaction occurs in the electrochemical reactor, the negative electrode obtains an electrolyte containing 4-(hydroxydimethylsilyl)oxy salicyl alcohol. 7.4-(Hydroxydimethylsilyl)oxysalicylic acid compounds, characterized by: The 4-(hydroxydimethylsilyl)oxysalicylic acid compound is 4-(hydroxydimethylsilyl)oxysalicylic acid salt, and its structure is: in: M is selected from Zn, Ca, Mg, and Al.

8. The method for synthesizing 4-(hydroxydimethylsilyl)oxysalicylic acid compounds according to claim 7, wherein: The method comprises: An electrochemical reactor is constructed, wherein an electrolyte containing 4-(hydroxydimethylsilyl)oxysalicylic acid is used as the electrolyte on the negative electrode side, and an aqueous solution containing a supporting electrolyte or water is used as the electrolyte on the positive electrode side; After the electrochemical reaction occurs in the electrochemical reactor, the negative electrode obtains the electrolyte of 4-(hydroxydimethylsilyl)oxy salicylate, and the positive electrode generates hydrogen.

9. The use of the 4-(hydroxydimethylsilyl)oxysalicylic acid compound in metal batteries according to claim 3, characterized in that: 4-(Hydroxydimethylsilyl)oxysalicylic acid is used to obtain the electrolyte on the negative electrode side of the metal battery.

10. The use of the 4-(hydroxydimethylsilyl)oxysalicylic acid compound in hydrogen production according to claim 9, characterized in that: In the electrochemical reaction of 4-(hydroxydimethylsilyl)oxysalicylate, hydrogen gas is generated on the positive electrode side.

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