KR20210000711A - Solid electrolyte and method of fabricating of the same - Google Patents

Abstract

A solid electrolyte can comprise a compound in which a positive ion including thiazolium and a negative ion including fluorohydrogenate are bonded. The solid electrolyte can have a crystalline phase and have high ionic conductivity.

Description

Solid electrolyte and method of fabricating of the same}

The present application relates to a solid electrolyte and a method of manufacturing the same, and more particularly, to a solid electrolyte including a compound in which a cation and an anion are combined, and a method of manufacturing the same.

In general, a secondary battery is composed of a positive electrode, a negative electrode, and an electrolyte provided between the positive electrode and the negative electrode. Such secondary batteries are used in portable electronic devices such as smart phones. In the portable electronic device market, electronic devices are being manufactured to have thin and flexible characteristics. Accordingly, reduction in weight and size of the secondary battery is required. However, as an electrolyte for a secondary battery, a liquid-based material in which a salt containing ions such as lithium or sodium is mixed in an organic solvent is mainly used. In this case, according to the use of the secondary battery, there is a problem that the organic solvent of the electrolyte may volatilize or leak, and there is a risk of explosion due to swelling as the temperature increases. Accordingly, there is an increasing need for a solid electrolyte having improved stability compared to a liquid electrolyte. At this time, a general solid electrolyte has a lower ionic conductivity than a liquid electrolyte, and studies on a solid electrolyte including an ionic material are in progress to compensate for this.

For example, Korean Laid-Open Patent Publication 10-2014-0046611 (application number 10-2012-0111557) includes an ionic liquid monomer having a vinyl group and an ionic group, an organic electrolyte, and a crosslinking agent having at least two double bonds at the ends. However, the ionic group is provided with a composition for an ionic liquid polymer electrolyte comprising a cation and an anion. Accordingly, a method of preparing a composition for an ionic liquid polymer electrolyte capable of solving the problem of electrolyte leakage and providing a lithium secondary battery having excellent flame retardant properties is disclosed.

One technical problem to be solved by the present invention is to provide a solid electrolyte and a method of manufacturing the same.

Another technical problem to be solved by the present invention is to provide a solid electrolyte including a compound in which a cation and an anion are combined and having a crystalline phase, and a method of manufacturing the same.

Another technical problem to be solved by the present invention is to provide a solid electrolyte having high ionic conductivity and a method of manufacturing the same.

The technical problem to be solved by the present invention is not limited to the above.

In order to solve the above technical problem, the present application provides a solid electrolyte.

According to an embodiment, the solid electrolyte may include a compound in which a cation including thiazolium and an anion including fluorohydrogenate are combined.

According to an embodiment, the compound includes an alkyl group bonded to the nitrogen element of the thiazolium, and the alkyl group is selected from among methyl, ethyl, propyl, or butyl groups. It can contain either.

According to an embodiment, the compound may include an ethyl group bonded to the nitrogen element of the thiazolium.

According to an embodiment, the solid electrolyte may further include a lithium salt.

* In order to solve the above technical problem, the present application provides a secondary battery.

According to an embodiment, the secondary battery may include a positive electrode, a negative electrode, and a solid electrolyte according to the above-described embodiments, positioned between the positive electrode and the negative electrode.

In order to solve the above technical problem, the present application provides a method of manufacturing a solid electrolyte.

According to an embodiment, the method of preparing the solid electrolyte includes preparing a mixed solution including a thiazolium salt and a fluorohydrogenate precursor, and reacting the mixed solution at a temperature lower than room temperature, And preparing a compound to which fluorohydrogenate is bound.

According to an embodiment, preparing the mixed solution includes preparing the tazolium salt, wherein the preparing the thiazolium salt includes preparing an alkyl group precursor solution, and the alkyl group precursor solution Preparing a cation source solution by instilling thiazolin, and reacting the cation source solution to prepare a thiazolium salt containing the alkyl group, wherein the alkyl group is a methyl group, an ethyl group, a propyl group Or it may include any one of the butyl group.

According to an embodiment, preparing the mixed solution includes preparing the fluorohydrogenate precursor, and preparing the fluorohydrogenate precursor includes preparing a solution containing hydrofluoric acid and water By stirring, it may include the step of preparing the fluorohydrogenate precursor.

According to an embodiment, the step of preparing the solid electrolyte includes preparing lithium fluorohydrogenate, and mixing and heat treating the compound according to the above-described embodiment and the lithium fluorohydrogenate, It may further include preparing a doped solid electrolyte.

According to an embodiment, the preparing of the lithium fluorohydrogenate includes preparing a source solution by adding a lithium salt in an aqueous hydrofluoric acid solution, and reacting the source solution at a temperature lower than room temperature, It may include the step of preparing a rohydrogenate.

According to an embodiment of the present invention, the solid electrolyte may include a compound in which a cation including thiazolium and an anion including fluorohydrogenate are combined. In addition, the solid electrolyte may include the compound and a lithium salt.

The solid electrolyte may have a crystalline phase and have high ionic conductivity.

1 is a flowchart illustrating a method of manufacturing a solid electrolyte according to an embodiment of the present invention.
2 is a graph measuring the ionic conductivity of compounds according to Experimental Examples 1-1 to 1-4 of the present invention.
3 is a graph by differential scanning calorimetry (DSC) of the compound according to Experimental Example 1-1 of the present invention.
4 is a graph measuring the electrochemical window of the compound according to Experimental Example 1-1 of the present invention.

Hereinafter, exemplary embodiments of the present invention will be described in detail with reference to the accompanying drawings. However, the technical idea of the present invention is not limited to the embodiments described herein and may be embodied in other forms. Rather, the embodiments introduced herein are provided so that the disclosed content may be thorough and complete, and the spirit of the present invention may be sufficiently conveyed to those skilled in the art.

In the present specification, when a component is referred to as being on another component, it means that it may be formed directly on the other component or that a third component may be interposed between them. In addition, in the drawings, thicknesses of films and regions are exaggerated for effective description of technical content.

In addition, in various embodiments of the present specification, terms such as first, second, and third are used to describe various components, but these components should not be limited by these terms. These terms are only used to distinguish one component from another component. Accordingly, what is referred to as a first component in one embodiment may be referred to as a second component in another embodiment. Each embodiment described and illustrated herein also includes its complementary embodiment. In addition, in the present specification,'and/or' is used to mean including at least one of the elements listed before and after.

In the specification, expressions in the singular include plural expressions unless the context clearly indicates otherwise. In addition, terms such as "comprise" or "have" are intended to designate the presence of features, numbers, steps, elements, or a combination of the features described in the specification, and one or more other features, numbers, steps, and configurations It is not to be understood as excluding the possibility of the presence or addition of elements or combinations thereof.

Further, in the following description of the present invention, when it is determined that a detailed description of a related known function or configuration may unnecessarily obscure the subject matter of the present invention, a detailed description thereof will be omitted.

1 is a flowchart illustrating a method of manufacturing a solid electrolyte according to an embodiment of the present invention.

Referring to FIG. 1, a mixed solution including a thiazolium salt and a fluorohydrogenate precursor may be prepared (S110).

According to an embodiment, the thiazolium salt may be prepared by reacting an alkyl group precursor solution and thiazolin.

In this case, the alkyl group precursor solution may be prepared by adding an alkyl group precursor material to a solvent and then stirring at room temperature. For example, the solvent may be acetonitrile. Specifically, for example, the alkyl group precursor material is dichloromethane represented by <Chemical Formula 1> below, ethyl chloride represented by <Chemical Formula 2> below, and represented by <Chemical Formula 3> below. It may be any one of propyl chloride or butyl chloride represented by <Chemical Formula 4> below.

<Formula 1>

<Formula 2>

<Formula 3>

<Formula 4>

The thiazolium salt may be prepared by dropping the thiazolin in the alkyl group precursor solution prepared as described above and then reacting. If, unlike the above, when a large amount of the thiazolin is added to the alkyl group precursor solution at once, the reactivity between the thiazolin and the alkyl group precursor material decreases, and thus, it is not easy to prepare the thiazolium salt. I can.

Therefore, as described above, when the thiazoline is dropped into the alkyl group precursor solution, reactivity between the thiazoline and the alkyl group precursor material may be improved. In other words, the yield of the thiazolium salt may be improved.

In this case, as the length of the chain of the alkyl group precursor material increases, the reaction time may increase. Accordingly, as the length of the chain increases, the temperature of the reaction increases, and accordingly, the reactivity of the alkyl group precursor material and the thiazoline may be improved.

Accordingly, the thiazolium salt may include an alkyl group bonded to the nitrogen atom of the thiazolium. For example, the thiazolium salt may be thiazolium chloride containing any one of a methyl group, an ethyl group, a propyl group, or a butyl group.

Specifically, for example, when the alkyl group precursor solution contains dichloromethane represented by the <Chemical Formula 1>, after dropping the thiazolin into the solution containing dichloromethane, reacting at room temperature, the dichloromethane The thiazolium salt in which the carbon element of is combined with the nitrogen element of the thiazolin may be prepared. In other words, the thiazolium salt containing a methyl group represented by the following <Chemical Formula 5> may be prepared.

<Formula 5>

For another example, when the alkyl group precursor solution contains ethyl chloride represented by the <Chemical Formula 2>, after dropping the thiazolin in the solution containing the ethyl chloride, and reacting at a temperature higher than room temperature, the The thiazolium salt in which ethyl chloride is combined with the nitrogen element at the 1 position of the thiazolin may be prepared. In other words, the thiazolium salt containing an ethyl group represented by the following <Chemical Formula 6> may be prepared.

<Formula 6>

For another example, when the alkyl group precursor solution contains the propyl chloride represented by the <Chemical Formula 3>, after dropping the thiazolin in the solution containing the propyl chloride, reacting at a temperature higher than room temperature, The thiazolium salt in which the propyl chloride is combined with the nitrogen element at the position 1 of the thiazolin may be prepared. In other words, the thiazolium salt containing a propyl group represented by the following <Chemical Formula 7> may be prepared.

<Formula 7>

For another example, when the alkyl group precursor solution contains butyl chloride represented by the <Chemical Formula 4>, after dropping the thiazoline into the solution containing the butyl chloride, reacting at a temperature higher than room temperature, The thiazolium salt in which the butyl chloride is combined with the nitrogen element at the 1 position of the thiazolin may be prepared. In other words, the thiazolium salt containing a butyl group represented by the following <Chemical Formula 8> may be prepared.

<Formula 8>

The fluorohydrogenate precursor may be prepared by stirring a solution containing hydrofluoric acid and water. Specifically, for example, the fluorohydrogenate precursor may be prepared by adding and stirring excess water to 1M hydrofluoric acid.

By reacting the mixed solution, a compound in which thiazolium and fluorohydrogenate are combined may be prepared (S120).

Specifically, for example, the compound in which the thiazolium and the fluorohydrogenate represented by <Chemical Formula 9> below may be prepared by reacting the mixed solution at a temperature of -70°C or less for 24 hours. have.

<Formula 9>

If, unlike the above, when the mixed solution is reacted at room temperature, the fluorohydrogenate precursor may be evaporated. Specifically, the fluorohydrogenate precursor has a boiling point at a temperature below room temperature, and accordingly, may be volatilized at room temperature.

Therefore, as described above, when the mixed solution is reacted at a temperature of -70°C, the compound can be easily prepared. In addition, as the temperature of the reaction decreases, the loss of the fluorohydrogenate decreases, and thus, the time of the reaction may decrease.

As described above, the compound may be a combination of a cation including the thiazolium and an anion including the fluorohydrogenate. In addition, the compound may have a crystalline phase.

A solid electrolyte including the compound and a lithium salt may be prepared. In this case, the lithium salt may be optionally provided to interstitial sites of the crystal structure of the compound. Specifically, the lithium salt may be lithium fluorohydrogenate. Thus, the solid electrolyte may be prepared by reaction of the compound and the lithium fluorohydrogenate.

In this case, the lithium fluorohydrogenate may be prepared by adding a lithium salt to the fluorohydrogenate precursor and reacting at a temperature lower than room temperature. As described above with reference to FIG. 1, the lithium fluorohydrogenate may be prepared using the fluorohydrogenate precursor. Accordingly, it is possible to prevent the fluorohydrogenate precursor from evaporating by reacting at a temperature lower than room temperature.

Specifically, for example, when the lithium salt is lithium chloride (LiCl), the lithium fluorohydrogenate is added to the hydrofluoric acid aqueous solution at a concentration of 1M for 24 hours at a temperature of -70°C or lower. It can be prepared by reacting. At this time, the lithium fluorohydrogenate may be prepared by anion exchange reaction.

The solid electrolyte may be prepared by heating the compound at a temperature higher than room temperature and at the same time adding the lithium fluorohydrogenate prepared as described above into the compound. For example, the solid electrolyte may be prepared by adding 1 to 10 mol% of the lithium fluorohydrogenate relative to the compound. The lithium salt is provided at the interstitial site of the crystal structure of the compound, and thus can easily move within the crystal structure. Accordingly, the solid electrolyte may have an increased ionic conductivity by the addition of the lithium fluorohydrogenate.

The solid electrolyte containing the compound according to an embodiment of the present invention or the solid electrolyte doped with lithium may be used as an electrolyte for a secondary battery. For example, the secondary battery may include a positive electrode, a negative electrode, and the electrolyte. In this case, the electrolyte may be provided between the positive electrode and the negative electrode.

A method of designing a solid electrolyte according to an embodiment of the present invention will be described.

The solid electrolyte may include a compound in which cations and anions are combined. In this case, the cation and the anion may be selected so that the compound has a maximum ionic conductivity in a range that satisfies the condition of having a crystal phase.

Conditions in which the compound has a crystalline phase may include that the molecular weight of the cation is 95 g/mol or more. In this case, the cation includes a pentagonal heterocyclic compound, and the heterocyclic compound may have any one element from sulfur, nitrogen, oxygen, or phosphorus. Specifically, for example, the cation is Thiophenium represented by <Chemical Formula 10> below, Thiazolium represented by <Chemical Formula 11> below, and Force represented by <Chemical Formula 12> below. Phospholanium, oxathiolanium represented by <Chemical Formula 13> or <Chemical Formula 14> below, or thiazolidinium represented by <Chemical Formula 15> below, may be included. have.

<Formula 10>

<Formula 11>

<Formula 12>

<Formula 13>

<Formula 14>

<Formula 15>

Conditions in which the compound has a crystalline phase may include that the molecular weight of the anion is greater than 60 g/mol, and the hydrogen ion concentration (pH) of the anion is less than 3. Specifically, for example, the anion is fluorohydrogenate represented by <Chemical Formula 16> below, and cyano(nitroso)methanide represented by <Chemical Formula 17> below. ) Or tetrazolidine represented by the following <Chemical Formula 18>.

<Formula 16>

<Formula 17>

<Formula 18>

If, unlike the above, when the anion has a molecular weight of 60 g/mol or less, the compound may exist in a liquid state. In other words, when the anion has a molecular weight of 60 g/mol or less, it may not be easy to form a solid having a crystalline phase. Specifically, for example, the cation is any one of Thiophenium represented by <Chemical Formula 10> or Thiazolium represented by <Chemical Formula 11>, and the compound is the anion. In the case of any one of oxohydrogenate represented by <Formula 19> below or cyanate represented by <Formula 20> below, the compound may exist in an ionic liquid state.

<Formula 19>

<Formula 20>

Therefore, as described above, when the molecular weight of the anion exceeds 60 g/mol, the compound may be easy to have a crystalline phase. Specifically, for example, the cation is any one of Thiophenium represented by <Chemical Formula 10> or Thiazolium represented by <Chemical Formula 11>, and the compound is the anion. Fluorohydrogenate represented by <Chemical Formula 16>, cyano(nitroso)methanide represented by <Chemical Formula 17>, or <Chemical Formula 18> In the case of any one of the displayed tetrazolidine (Tetrazolidine), the compound may exist in a solid state having the crystal phase.

Accordingly, when the molecular weight of the cation is 95 g/mol or more, the molecular weight of the anion is more than 60 g/mol, and the hydrogen ion concentration (pH) of the anion is less than 3, the compound may have a crystalline phase. In this case, it may include that the compound satisfies the condition of having the crystal phase, but the entropy of fusion of the compound is 15 to 25 J/K·mol. Accordingly, the crystalline phase may have flexibility.

If, unlike the above, when the melting entropy is 10 J/K·mol or less, the compound may have a liquid state. Accordingly, it may not be easy for the compound to have a crystalline phase. In addition, when the melting entropy is greater than 35 J/K·mol, the compound may have a crystalline solid state, but may not have flexibility.

Accordingly, as described above, according to an embodiment of the present invention, the entropy of fusion may be 15 to 25 J/K·mol, and accordingly, the compound easily has a crystalline phase and at the same time has a high ionic conductivity. Can have

The solid electrolyte including the compound according to an embodiment of the present invention may be used as an electrolyte for a secondary battery. For example, the secondary battery may include a positive electrode, a negative electrode, and an electrolyte. In this case, the electrolyte may be provided between the positive electrode and the negative electrode.

Hereinafter, a specific method of manufacturing a solid electrolyte according to an embodiment of the present invention and evaluation results of characteristics will be described.

Preparation of the compound according to Experimental Example 1-1

As an alkyl group precursor material, dichloromethane represented by <Chemical Formula 1> was prepared.

Acetonitrile was provided in an Erlenmeyer flask, dichloromethane was added, and then stirred at room temperature for 10 minutes to prepare an alkyl group precursor solution. At this time, the preparation of the alkyl group precursor solution was performed in a glove box without moisture.

After stirring and dropping thiazolin in the alkyl group precursor solution, the uniformly mixed solution was slowly stirred at room temperature for 4 days to prepare a thiazolium salt having a methyl group.

A washing process was performed by providing the thiazolium salt, ethyl acetate, and diethyl ether solvents in a rotary concentrator.

After adding 1M hydrofluoric acid and excess water to the Erlenmeyer flask, the mixture was stirred for 10 minutes to prepare a fluorohydrogenate precursor.

A mixed solution was prepared by adding the thiazolium salt in the fluorohydrogenate precursor. The mixed solution was allowed to stand at a temperature of -70° C. for 24 hours, thereby preparing a compound in which the thiazolium salt and the fluorohydrogenate were combined.

After the compound was provided in a glove box in a nitrogen atmosphere, it was allowed to stand at room temperature for 2 to 3 hours, and thus, volatile gas was removed. Thereafter, a drying process was performed by providing the compound in the rotary concentrator, thereby preparing the compound according to Experimental Example 1-1.

Preparation of the compound according to Experimental Example 1-2

It was prepared in the same manner as in Experimental Example 1-1 described above, but instead of the dichloromethane as the alkyl group precursor material, ethyl chloride represented by the above <Chemical Formula 2> was prepared. In addition, in the preparation of the thiazolium salt, instead of reacting at room temperature for 4 days, the reaction was performed at a temperature of 60 to 80° C. for 2 to 3 days, thereby preparing a compound according to Experimental Example 1-2.

Preparation of the compound according to Experimental Example 1-3

Prepared in the same manner as in Experimental Example 1-1 described above, but instead of dichloromethane as the alkyl group precursor material, propyl chloride represented by the above <Chemical Formula 3> was prepared. In addition, in the preparation step of the thiazolium salt, instead of reacting at room temperature for 4 days, the reaction was carried out at a temperature of 60 to 80° C. for 2 to 3 days, thereby preparing a compound according to Experimental Example 1-3.

Preparation of the compound according to Experimental Example 1-4

Prepared in the same manner as in Experimental Example 1-1 described above, but instead of dichloromethane as the alkyl group precursor material, butyl chloride represented by the above <Formula 4> was prepared. In addition, in the preparation step of the thiazolium salt, instead of reacting at room temperature for 4 days, the reaction was carried out at a temperature of 60 to 80° C. for 2 to 3 days, thereby preparing a compound according to Experimental Example 1-4.

Preparation of the compound according to Comparative Example 1-1

As for the cation, Phospholanium represented by <Chemical Formula 12> was prepared. In this case, R ₁ and R ₂ each represent an alkyl group shown in [Table 1] below.

As an anion, a compound according to Comparative Example 1-1 was prepared using fluorohydrogenate prepared according to Experimental Example 1-1 described above.

Preparation of the compound according to Comparative Example 1-2

As the cation, imidazolium represented by <Chemical Formula 21> was prepared.

<Formula 21>

In this case, R ₁ and R ₂ each represent an alkyl group shown in [Table 1] below.

As an anion, a compound according to Comparative Example 1-2 was prepared using the fluorohydrogenate prepared according to Experimental Example 1-1 described above.

Preparation of the compound according to Comparative Example 1-3

As the cation, Pyrrolidinium represented by the following <Chemical Formula 22> was prepared.

<Formula 22>

In this case, R ₁ and R ₂ each represent an alkyl group shown in [Table 1] below.

As an anion, a compound according to Comparative Example 1-3 was prepared using the fluorohydrogenate prepared according to Experimental Example 1-1 described above.

Preparation of the compound according to Comparative Example 1-4

As the cation, thiazolidinium represented by <Chemical Formula 15> was prepared. At this time, as shown in [Table 1] below, R ₁ and R ₂ are each an alkyl group bonded to nitrogen, and two methyl groups are fixedly bonded to sulfur.

As an anion, a compound according to Comparative Example 1-4 was prepared using the fluorohydrogenate prepared according to Experimental Example 1-1 described above.

2 is a graph measuring the ionic conductivity of the compounds according to Experimental Examples 1-1 to 1-4 of the present invention.

Referring to FIG. 2, the ionic conductivity of the compounds according to Experimental Examples 1-1 to 1-4 was measured. As a result of the measurement, as shown in FIG. 2, in the case of having a methyl group according to Experimental Example 1-1 at room temperature, it was measured as 45mS/cm ² , and in the case of having an ethyl group according to Experimental Example 1-2, it was measured as 74mS/cm ² , According to Experimental Example 1-3, when having a propyl group, it was measured as 18.9mS/cm ² , and according to Experimental Example 1-4, when having a butyl group, it was measured as 6.8mS/cm ² .

The compounds according to Experimental Examples 1-1 to 1-4 of the present invention were measured to have high ionic conductivity, and in particular, when having an ethyl group according to Experimental Example 1-2, it was measured to have the highest ionic conductivity. .

The ionic conductivity of the compounds according to Comparative Examples 1-1 to 1-4 at room temperature was measured as shown in Table 1 below.

As can be seen from the following <Table 1>, in comparison with the compounds according to Comparative Examples 1-1 to 1-4, thiazolium and fluorohydrogenate having an ethyl group according to Experimental Example 1-2 of the present invention In the case of the compound to which is bound, it can be seen that it has a remarkably high ionic conductivity.

Cation Alkyl group Ion conductivity (mS/cm ² ) Comparative Example 1-1 Phosphoranium Methyl group/ethyl group 2 Methyl group/propyl group 35 Methyl group/butyl group 16 Ethyl group/butyl group 45 Methyl group/methyl group 24 Comparative Example 1-2 Imidazolium Methyl group/ethyl group 14 Methyl group/propyl group 6.5 Methyl group/butyl group 8.9 Ethyl group/butyl group 2.5 Comparative Example 1-3 Pyrrolidinium Methyl group/ethyl group 7 Methyl group/propyl group 65.3 Methyl group/butyl group 14.5 Ethyl group/butyl group 20 Methyl group/methyl group 0.9 Comparative Example 1-4 Thiazolidinium Methyl group/ethyl group (N) + 2 methyl groups (S) 60 Methyl group/propyl group (N) + 2 methyl groups (S) 19.6 Methyl group/butyl group (N) + 2 methyl groups (S) 28.7 Ethyl/butyl (N) + 2 methyl groups (S) 5.8

3 is a graph by differential scanning calorimetry (DSC) of the compound according to Experimental Example 1-1 of the present invention.

Referring to Figure 3, in the compound according to Experimental Example 1-1, a state change according to temperature is observed. Specifically, as shown in FIG. 3, it can be seen that the first crystal phase has a range between -14°C and 110°C and a second crystal phase between -80°C and -14°C.

4 is a graph measuring the electrochemical window of the compound according to Experimental Example 1-1 of the present invention.

Referring to FIG. 4, it can be seen that the compound according to Experimental Example 1-1 has an electrochemical window in the range of about 6V from about -3V to +3V.

That is, according to an embodiment of the present invention, a compound in which a cation including thiazolium and an anion including fluorohydrogenate are prepared, maintains a solid state in a wide temperature range, while maintaining electrochemical stability and high ionic conductivity. You can confirm what you have.

In the above, although it has been described in detail using a preferred embodiment of the present invention, the scope of the present invention is not limited to a specific embodiment, it will be interpreted by the appended claims. In addition, those who have acquired ordinary knowledge in this technical field should understand that many modifications and variations can be made without departing from the scope of the present invention.

Claims (13)

A solid electrolyte comprising a compound to which a cation including Phospholanium and an anion including Fluorohydrogenate are bound.
The method of claim 1,
The compound includes an alkyl group bonded to the phosphorus element of the phosphoranium,
The alkyl group is a solid electrolyte containing at least one of a methyl group (Methyl), an ethyl group (Ethyl), a propyl group (Propyl), or a butyl group (Butyl).
The method of claim 1,
The compound is a solid electrolyte containing a methyl group and a propyl group bonded to the phosphorus element of the phosphoranium.
The method of claim 1,
The compound is a solid electrolyte containing an ethyl group and a butyl group bonded to the phosphorus element of the phosphoranium.
A solid electrolyte comprising a compound to which a cation including thiazolidinium and an anion including fluorohydrogenate are bound.
The method of claim 5,
The compound includes two methyl groups bonded to the sulfur element of the thiazolidinium, and an alkyl group bonded to the nitrogen element of the thiazolidinium,
The alkyl group is a solid electrolyte containing at least one of a methyl group (Methyl), an ethyl group (Ethyl), a propyl group (Propyl), or a butyl group (Butyl).
The method of claim 5,
In the compound, the compound is a solid electrolyte comprising two methyl groups bonded to the sulfur element of the thiazolidinium, and a methyl group and an ethyl group bonded to the nitrogen element of the thiazolidinium.
The method according to any one of claims 1 to 7,
The solid electrolyte comprising the compound having a crystalline phase.
The method according to any one of claims 1 to 7,
A solid electrolyte further comprising a lithium salt.
anode;
cathode; And
A secondary battery disposed between the positive electrode and the negative electrode, and comprising the solid electrolyte according to any one of claims 1 to 7.
A solid electrolyte comprising a compound to which a cation including a pentagonal heterocyclic compound and an anion including fluorohydrogenate are bound.
The method of claim 11,
The heterocyclic compound is a solid electrolyte containing phosphorus.
The method of claim 11,
The heterocyclic compound is a solid electrolyte containing nitrogen and sulfur.

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