KR100633031B1 - Soluble polyaniline using mixed dopants and method for manufacturing the same - Google Patents

Abstract

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to polyaniline having a solubility in organic solvents and a method for producing the same, and more particularly to an organic solvent soluble polyaniline having high solubility and conductivity and a method for producing the same. The polyaniline according to the present invention has a structure in which two kinds of dopants are doped in a molecule. In addition, the present invention is a step of emulsion dispersion and polymerization of the aniline monomer, dopant, and water and the organic solvent, the step of reacting by adding water in which the oxidizing agent is dissolved in the emulsion, and an organic layer in which polyaniline is dissolved in the reaction solution Removing the unreacted material and impurities using a washing solvent after the separation is provided, it provides a method for producing polyaniline using a mixed dopant composed of two kinds of dopants. In the present invention, the mixed dopant is composed of one dopant selected from dodecylbenzenesulfonic acid, dodecylbenzene acid, 2-naphthalenesulfonic acid and camphorsulfonic acid, and a dopant having a polar functional group (alkoxy, carboxyl, sulfonyl, hydroxyl, sulfosuccinate). do. The polyaniline according to the present invention is excellent in conductivity and has high solubility in various polar organic solvents such as alcohols as well as nonpolar solvents.

Polyaniline, Organic Solvent, Soluble, Conductivity, Dopant

Description

Organic Solvent Soluble Polyaniline Using Mixed Dopant and Manufacturing Method Thereof {SOLUBLE POLYANILINE USING MIXED DOPANTS AND METHOD FOR MANUFACTURING THE SAME}

The present invention relates to a polyaniline having a solubility in an organic solvent and a method for producing the same, and in particular, by using two kinds of dopants in the synthesis, an organic solvent-soluble polyaniline having high solubility and excellent conductivity in a non-polar solvent as well as a polar solvent. And to a method for producing the same.

Conductive polymers have the properties of electromagnetic conductors while maintaining the general physical and mechanical properties of the polymer. Accordingly, conductive polymers are widely used for antistatic, electromagnetic shielding, infrared blocking / absorption, secondary battery electrodes, solid electrolyte capacitors, sensors, gas separation membranes, pervaporation membranes, functional polymer thin films, and rust inhibitors. . In particular, polyaniline can be easily synthesized from chemical monomers in high yield from relatively inexpensive monomers compared with other conductive polymers, and is very useful because it can give conductivity relatively easily through protonation doping or oxidation doping.

However, like other conductive polymers, polyaniline has a π-conjugated structure, and since the benzene ring is bonded in a planar structure, the molecular chain is inflexible, the strong attraction between molecules works, and the influence of anions used as dopants. Therefore, there is a problem such as insoluble in organic solvents and insoluble properties that do not dissolve even when heated, resulting in poor workability and film formation.

Various methods have been tried to solve this problem. As a method, there is a method of synthesizing polyaniline having workability by increasing the distance between polymer chains using a dissolving anionic dopant. Specifically, first, a polyaniline salt doped with a positive asset such as hydrochloric acid, sulfuric acid, phosphoric acid, etc. is prepared, and then, in order to give solubility, a polyaniline base is prepared by dedoping with a basic solution such as ammonium hydroxide to adjust the conductivity. The polyaniline base was doped with functional acids such as camphorsulfonic acid and dodecylbenzenesulfonic acid to prepare polyaniline salts, and then prepared by a multistep method such as making them soluble in various organic solvents. However, the above method has a problem in that it is difficult to actually apply commercially as the process is complicated because the process goes through several steps.

As a method for overcoming this disadvantage, US Pat. No. 5,567,356 proposes a polymerization method of conductive polyaniline using emulsion polymerization. However, the emulsion polymerization method presented here has a relatively simple process and effective in securing solubility, but has a problem of poor conductivity due to excess dopant and impurities remaining in the organic solvent layer after the reaction.

In addition, the Republic of Korea Patent Publication Nos. 10-2003-0039153 and 10-2002-0003329 are polymerized in the state of mixing the aniline monomer in the organic solvent, the washing step to remove impurities remaining in the organic solvent layer after emulsion polymerization A method for producing is shown. However, this made it possible to obtain polyaniline in a dissolved state in an organic solvent and to have relatively stable conductivity, but there was a problem in that it had limited solubility dissolved only in a nonpolar solvent.

The present invention was invented to solve the problems of the prior art as described above. By using two kinds of mixed dopants as dopants during polymerization, organic solvents having high solubility and excellent conductivity at the same time as well as non-polar solvents and polar solvents are available. The purpose is to provide a type polyaniline.

In addition, the present invention uses two types of mixed dopant as a dopant, but polymerized in the state in which the aniline monomer is mixed in an organic solvent, and after the washing step to remove impurities and unreacted material is excellent in solubility and conductivity It is, of course, another object of the present invention to provide a method for preparing polyaniline, which can be obtained in a dissolved state in an organic solvent and is simple in production.

In order to achieve the above object, the present invention provides dodecylbenzen sulfonic acid, dodecylbenzenacid, 2-naphthalenesulfonic acid, and camphorsulfonic acid as two types of dopants. An organic solvent soluble polyaniline doped with one dopant selected from acid) and one dopant selected from compounds having polar functional groups (alkoxy, carboxyl, sulfonyl, hydroxyl, sulfosuccinate).

In addition, the present invention is a step of emulsion dispersion and polymerization of the aniline monomer, dopant and mixed solvent (mixing of water and organic solvent), the step of reacting by adding water in which the oxidizing agent is dissolved in the emulsion, polyaniline in the reaction solution Separating the dissolved organic solvent layer and then removing the unreacted material and impurities using a washing solvent, wherein the dopant is dodecylbenzenesulfonic acid, dodecylbenzene acid, 2-naphthalenesulfonic acid, and Provided is a method for producing an organic solvent-soluble polyaniline, wherein a mixed dopant consisting of one dopant selected from camphorsulfonic acid and a dopant having polar functional groups (alkoxy, carboxyl, sulfonyl, hydroxyl, sulfosuccinate) is used.

Hereinafter, the present invention will be described in more detail.

The polyaniline according to the present invention has a structure in which two different types of mixed dopants are doped in a molecule. The mixed dopant is one selected from the group consisting of dodecylbenzenesulfonic acid, dodecylbenzene acid, 2-naphthalenesulfonic acid and camphorsulfonic acid (hereinafter referred to as "Group A"), and a dopant group having a polar functional group (hereinafter referred to as "B"). Group "). Here, the B group (dopant having a polar functional group) is an alkoxy group, a carboxyl group, a sulfonyl group, a hydroxyl group, or a sulfosuccinate as a polar functional group. ), For example sulfosalicylic acid, diethylsulfate, p -toluenesulfonic acid, Sodium salt 4-hydroxy hexane sulfonat, and the like. Preferred dopants that can be used as the group B are those having sulfosuccinate groups in the polar functional group, and are alkylsulfosuccinic acid represented by the following formula (1) or salts thereof. More preferably, it is di-2-ethylhexylsulfosuccinic acid or its sodium salt which has a 2-ethylhexyl group and a polar sulfosuccinate group simultaneously.

[Formula 1]

Wherein R and R 'are each H, or C1-C10 alkyl, alkoxy, alkoxyalkyl, alkylsulfonyl, alkoxysulfonyl, alkylcarbonyl, alkoxycarbonyl, alkylsilane, alkoxysilane, arylsulfonyl, Alkenyl, X is sulfuric acid, sulfonic acid, phosphoric acid, phosphonic acid, carboxylic acid, or its sodium, potassium salt.)

Polyaniline according to the present invention has a structure in which two different dopants are simultaneously doped by using two different types of mixed dopants formed by selecting one from A group and one from B group at the time of polymerization. In the form of polymeraldine salts.

[Formula 2]

(A is one selected from dodecylbenzenesulfonic acid, dodecylbenzenesonic acid, 2-naphthalenesulfonic acid, and camphorsulfonic acid, and B is a dopant having a polar functional group.)

The polyaniline according to the present invention is doped with two kinds of dopants to have excellent conductivity and high solubility in alcohols and various organic solvents. Specifically, the dopants of group A have excellent conductivity, and the dopants of group B have high solubility in polar solvents as well as nonpolar solvents.

A preferred combination of the above mixed dopants is a mixture of dodecylbenzenesulfonic acid of Group A and diethyl sulfate or p -toluenesulfonic acid of Group B. That is, dodecylbenzenesulfonic acid / diethyl sulfate or dodecylbenzenesulfonic acid / p -toluenesulfonic acid. It has excellent conductivity by dodecylbenzenesulfonic acid and at the same time the solubility that was limited to nonpolar solvents is extended to general organic solvents by diethylsulfate and p -toluenesulfonic acid, thereby making it universal and high solubility in various organic solvents.

Further preferred combinations of mixed dopants are dodecylbenzene acid / di-2-ethylhexylsulfosuccinic acid (or its sodium salt), camphorsulfonic acid / di-2-ethylhexylsulfosuccinic acid (or its sodium salt), 2-naphthalene Sulfonic acid / di-2-ethylhexylsulfosuccinic acid (or its sodium salt). Di-2-ethylhexylsulfosuccinic acid (or its sodium salt) shows good solubility in non-polar and polar solvents, but shows low conductivity when doping, and as such to compensate for this, dodecylbenzene acid, camphorsulfonic acid or 2-naphthalene If the sulfonic acid is doped, the conductivity is greatly improved.

Therefore, the present invention is characterized by improving conductivity and solubility at the same time by having a doped structure (group A) to improve conductivity and dopant (group B) to improve solubility in the molecule of polyaniline.

The polyaniline of the present invention is an organic solvent soluble type and includes a powder state and a state dissolved in an organic solvent. It also includes a polymerized and prepared in the aqueous phase, or mixed solvent mixed with water and an organic solvent. Preferably it is manufactured by the manufacturing method demonstrated below according to this invention.

In the method for preparing polyaniline according to the present invention, aniline monomers, mixed dopants, and water and organic solvents are dispersed and polymerized (to prepare an emulsion), and an oxidizing agent is mixed with water and then added to the emulsion to react. (Reaction solution preparation), and separating the organic solvent layer containing polyaniline from the reaction solution, and then using the washing solvent to remove the unreacted material and impurities.

The organic solvent used in the emulsion polymerization is a solvent that does not have solubility in water, and includes a nonpolar and a polar solvent. Specifically, the organic solvent may be an environmentally friendly alcohol such as ethylene glycol, oleyl alcohol, 2-butoxyethanol, or the like; Ketones such as acetone, methyl ethyl ketone, cyclohexanone and methyl isobutyl ketone; Ethers such as butyl vertical solver and ethyl vertical solver; Esters such as ethyl acetate and butyl acetate; And one or a mixture of two or more selected from toluene, xylene, chloroform, m-cresol and the like can be used.

Aniline monomers used as main raw materials for the synthesis of polyaniline include aniline or salts thereof, and aniline having a substituent. As aniline which has a substituent, the thing substituted by the methoxy group, an ethoxy group, and a nitro group is mentioned.

The mixed dopant is two kinds of mixed dopants in which one selected from the group A and one selected from the group B are mixed, and the group A and the group B are as described above. At this time, the ratio of the mixed dopant is preferably in a mixing ratio of 1: 0.1 to 1: 20 by weight. That is, group A: group B = 1: 0.1 to 20.

The oxidizing agent used as the polymerization initiator for chemical polymerization of polyaniline can be used as long as it is water-soluble. For example, ammonium persulfate, potassium persulfate, sodium persulfate, ferric chloride, etc. may be used, and ammonium persulfate and sodium persulfate are preferable.

The mixing ratio of the aniline monomer and the mixed dopant is closely related to the solubility and electrical conductivity of the final product polyaniline. According to the invention, the aniline monomer and the mixed dopant is preferably used in a mixing ratio of 1: 0.1 to 1: 10 by weight, more preferably 1: 1 to 1: 2. In addition, the polymerization is carried out at -30 ° C to 90 ° C for 6 to 64 hours, preferably at -10 ° C to 10 ° C for 6 to 20 hours.

After the reaction as described above, if the reaction solution is left for a predetermined time, the polyaniline is dissolved in the organic layer and the water layer, wherein the polyaniline dissolved organic layer is collected separately. In the separated polyaniline solution, impurities and unreacted unreacted substances remain, so they are washed several times with a washing solvent and purified.

The washing solvent uses 2 to 5 times the polyaniline solution for complete removal of impurities and unreacted materials. Ethylene glycol, diethylene glycol, ethyl cell solution, butyl cell solution, ethyl carbitol, butyl carbitol, water, acetone or a mixture thereof may be used as the washing solvent.

Such a series of processes may be performed in a stepwise or continuous process, and the polyaniline synthesized as described above is dissolved in an organic solvent, which has a high solubility and excellent conductivity with an organic solvent having polarity and polarity. Do. That is, by using a mixed dopant, it has high solubility and conductivity, and impurities and unreacted substances are removed by a washing solvent, so that solubility and conductivity are greatly improved.

Specifically, the polyaniline of the present invention synthesized as described above has a conductivity of 10 ⁻¹ to 10 ⁰ S / cm, a surface resistance of 10 ^{4 to 8} Ω / cm, and a pencil strength of B to 1H or more. In addition, it is well mixed with commercially available polymers, and when coated on a polyaniline alone or a composite substrate such as fiber or film, it has a low surface resistance of 10 ^{6 to 10} Ω / cm, and thus, antistatic, antistatic and electromagnetic shielding It can be usefully used as a solvent, a functional polymer thin film and a rust preventive material.

Hereinafter, specific test examples and comparative examples of the present invention will be described. However, the following examples are merely provided to explain the present invention in more detail, whereby the technical scope of the present invention is not limited.

Example 1

Emulsified and dispersed in a mixed solution of 1 gram (0.01 mol) of aniline, 3.26 grams (0.01 mol) of dodecylbenzenesulfonic acid as a dopant, and 1.5 grams (0.01 mol) of diethyl sulfate were dissolved in 100 g of toluene and 50 grams of distilled water. Then, 2.8 grams (0.01 mol) of sodium persulfate, an oxidizing agent, was dissolved in 50 grams of distilled water, and the temperature was adjusted to 0 ° C. and added to the previous emulsion, followed by reaction for 16 hours. Over time, the whole mixture gradually turned green, and after the reaction was completed, polyaniline with dark black green was synthesized.

After the reaction, the mixture was left in a separatory funnel for 24 hours to separate the organic layer and water layer containing polyaniline, and the separated polyaniline solution was washed three times with alternating water and alcohol to remove unreacted substances and impurities. The polyaniline thus obtained was coated on a PET film and dried at 90 ° C. for 1 minute, and then surface resistance, transparency and solubility were measured. As a result, it was found that the surface resistance of 10 ⁴ Ω / ㎝, transparency of more than 80%, and had a solubility of 10 wt% / vol.

Example 2

1 gram (0.01 mol) of aniline, 3.2 grams (0.01 mol) of dodecylbenzenesulfonic acid, a dopant, and 1.5 grams (0.01 mol) of diethylsulfate were dissolved in 100 grams of 2-butoxyethanol and 50 grams of distilled water. After emulsifying and dispersing in solution, 2.8 grams (0.01 mol) of sodium persulfate, an oxidizing agent, was dissolved in 50 grams of distilled water, and the temperature was adjusted to 0 ° C. and added to the previous emulsion, followed by reaction for 16 hours. Over time, the whole mixture gradually turned green, and after the reaction was completed, polyaniline with dark black green was synthesized.

After the reaction, the mixture was left in a separatory funnel for 24 hours to separate the organic layer and water layer containing polyaniline, and the separated polyaniline solution was washed three times with alternating water and alcohol to remove unreacted substances and impurities. The polyaniline thus obtained was coated on a PET film and dried at 90 ° C. for 1 minute to measure surface resistance, transparency and solubility. As a result, it was found that the surface resistivity of 10 ⁶ Ω / ㎝, transparency of more than 80%, and had a solubility of 5 wt% / vol.

Example 3

1 gram (0.01 mol) of aniline, 4 grams (0.01 mol) of dopant di-2-ethylhexylsulfosuccinic acid, and 2.1 grams (0.01 mol) of camphorsulfonic acid were dissolved in 100 grams of toluene and 50 grams of 1 mol HCl in a reactor at 0 ° C. After emulsifying and dispersing in the mixed solution, 2.8 grams (0.01 mol) of sodium persulfate, an oxidizing agent, was dissolved in 50 grams of 1 mol HCl, the temperature was adjusted to 0 ° C., and the reaction was added for 16 hours. Over time, the whole mixture gradually turned green, and after the reaction was completed, polyaniline with dark black green was synthesized.

After the reaction, the mixture was left in a separatory funnel for 24 hours to separate the organic layer and water layer containing polyaniline, and the separated polyaniline solution was washed three times with alternating water and alcohol to remove unreacted substances and impurities. The polyaniline thus obtained was coated on a PET film and dried at 90 ° C. for 1 minute to measure surface resistance, transparency and solubility. As a result, it was found that the surface resistance of 10 ⁵ Ω / ㎝, transparency of more than 60%, and had a solubility of 15 wt% / vol.

Example 4

1 gram (0.01 mol) of aniline, 4 grams (0.01 mol) of dopant di-2-ethylhexylsulfosuccinic acid and 2.1 grams (0.01 mol) of camphorsulfonic acid were added to 100 grams of 2-butoxyethanol and 1 mol of HCl in a reactor at 0 ° C. After emulsifying and dispersing 50 grams of the mixed solution, 2.8 grams (0.01 mol) of sodium persulfate, an oxidizing agent, was dissolved in 50 grams of 1 mol of HCl, the temperature was adjusted to 0 ° C., and the reaction was carried out for 16 hours. Over time, the whole mixture gradually turned green, and after the reaction was completed, polyaniline with dark black green was synthesized.

After the reaction, the mixture was left in a separatory funnel for 24 hours to separate the organic layer and water layer containing polyaniline, and the separated polyaniline solution was washed three times with alternating water and alcohol to remove unreacted substances and impurities. The polyaniline thus obtained was coated on a PET film and dried at 90 ° C. for 1 minute to measure surface resistance, transparency and solubility. As a result, it was found that the surface resistance of 10 ⁶ Ω / ㎝, transparency of more than 60%, and had a solubility of 20 wt% / vol.

Comparative Example 1

1 g (0.01 mol) of aniline and 7 g (0.02 mol) of dodecylbenzenesulfonic acid dopant were emulsified and dispersed in a mixed solution of 100 g of toluene and 50 g of distilled water in a 0 ° C reaction tank, followed by 2.8 g of sodium persulfate 0.01 mole) was dissolved in 50 grams of distilled water, and the temperature was adjusted to 0 deg. Over time, the whole mixture gradually turned green, and after the reaction was completed, polyaniline with dark black green was synthesized.

After the reaction, the mixture was left in a separatory funnel for 24 hours to separate the organic layer and water layer containing polyaniline, and the separated polyaniline solution was washed three times with alternating water and alcohol to remove unreacted substances and impurities. The polyaniline thus obtained was coated on a PET film and dried at 90 ° C. for 1 minute to measure surface resistance, transparency and solubility. As a result, it was found that the surface resistance of 10 ⁶ Ω / ㎝, transparency of more than 80%, and had a solubility of 10 wt% / vol.

Comparative Example 2

1 gram (0.01 mol) of aniline, 7 grams of dodecylbenzenesulfonic acid (0.02 mol), a dopant, was emulsified and dispersed in a mixed solution of 100 grams of 2-butoxyethanol and 50 grams of distilled water. 2.8 grams (0.01 mol) of sodium persulfate was dissolved in 50 grams of distilled water, the temperature was adjusted to 0 ° C., added to the previous emulsion, and reacted for 16 hours. Over time, the whole mixture gradually turned green, and after the reaction was completed, polyaniline with dark black green was synthesized.

After the reaction, the mixture was left in a separatory funnel for 24 hours to separate the organic layer and water layer containing polyaniline, and the separated polyaniline solution was washed three times with alternating water and alcohol to remove unreacted substances and impurities. The polyaniline thus obtained was coated on a PET film and dried at 90 ° C. for 1 minute to measure surface resistance, transparency and solubility. As a result, it was found that the surface resistance of 10 ⁸ Ω / ㎝, having a transparency of more than 60%, it has a solubility of 1 wt% / vol.

[Comparative Examples 3 and 4]

After mixing 0.2 mol of aniline in a 900 ml aqueous solution at 0 ° C. and 0.1 mol of di-2-ethylhexylsulfosuccinic acid as a dopant in a reaction vessel, use a magnetic spoon for 30 minutes until the mixture becomes opaque as milky light. Stir it. Separately, 0.05 mol of ammonium persulfate as an oxidizing agent was dissolved in 100 ml of an aqueous solution at 0 ° C., and then the solution containing the oxidizing agent was added to the reaction vessel mixed with aniline and dopant, and stirred with a magnetic spoon for 24 hours. After 24 hours, the synthesized solution was filtered to prepare a polyaniline salt powder.

The prepared polyaniline salt powder was dissolved in toluene (comparative example 3) and 2-butoxyethanol (comparative example 4), respectively, to prepare a polyaniline salt solution having a solubility of 5 and 5 wt% / vol. The polyaniline solution thus obtained was coated on a PET film and dried at 90 ° C. for 1 minute, and then surface resistance and transparency were measured. As a result, each surface resistance was 10 ⁵ , 10 ⁶ dl / cm, and had a transparency of 50% or more.

Table 1 and Table 2 show the surface resistance, transparency and solubility of the polyaniline according to the examples and comparative examples described above. In Table 1 and Table 2, the surface resistance was measured by a sheet resistance meter (Coan Model, SRM-100), and the transparency was 300 to 800 nm using a UV-Vis./NIR spectrometer (Shimadze Model, UV-3100). Measured in the region of. In addition, in measuring solubility, the polyaniline solution dissolved in the solvent was first filtered using a filter paper. The insoluble polyaniline powder remaining on the filter paper was dried together with the filter paper in an electric oven (80 ° C.) for about 12 hours. The weight (B) of the filter paper with the dried polyaniline powder was measured to two decimal places, and the weight (C) of the filter only was measured to determine the weight (B-C) of only the polyaniline powder not dissolved in each solvent. The weight (D) of the polyaniline powder dissolved in each solvent was calculated by A- (B-C), and the solubility (Dg) was calculated by the following equation.

                      <Measurement result, solvent: toluene> Remarks                                              Dopant Surface resistance (Ω / ㎝) Transparency (%) Solubility (% wt / vol) Example 1                                              Dodecylbenzenesulfonic acid / diethyl sulfate 10 ⁴ 80.5 10 Example 3                                              Camphorsulfonic acid / di-2-ethylhexylsulfosuccinic acid 10 ⁵ 60.3 15 Comparative Example 1                                              Dodecylbenzenesulfonic acid 10 ⁶ 80.4 10 Comparative Example 3                                              Di-2-ethylhexylsulfosuccinic acid 10 ⁵ 50.1 5

                     <Measurement result, solvent: 2-butoxyethanol> Remarks                                              Dopant Surface resistance (Ω / ㎝) Transparency (%) Solubility (% wt / vol) Example 2                                              Dodecylbenzenesulfonic acid / diethyl sulfate 10 ⁶ 80.1 5 Example 4                                              Camphorsulfonic acid / di-2-ethylhexylsulfosuccinic acid 10 ⁶ 60.5 20 Comparative Example 2                                              Dodecylbenzenesulfonic acid 10 ⁸ 60.4 One Comparative Example 4                                              Di-2-ethylhexylsulfosuccinic acid 10 ⁶ 50.5 5

As shown in [Table 1] and [Table 2], when the mixed dopant is used according to the present invention, it can be seen that both the conductivity (surface resistance) and the solubility were greatly improved.

Specifically comparing Table 1 with Example 1 and Comparative Example 1, the same level of solubility in toluene, but it can be seen that Example 1 has significantly superior conductivity than Comparative Example 1. And when compared with Example 3 and Comparative Example 3, it shows the same level of conductivity, it can be seen that Example 3 is much improved solubility than Comparative Example 3.

In addition, when comparing the Example 2 and Comparative Example 2 in Table 2, it can be seen that Example 2 is more excellent in conductivity and solubility, and compared with Example 4 and Comparative Example 4, but having the same level of conductivity It can be seen that Example 4 has a much improved solubility.

As shown in Table 2, Examples 2 and 4 according to the present invention show high solubility in 2-butoxyethanol, which is a polar solvent, but in the case of Comparative Example 2, the solubility is remarkably inferior. In the case of Comparative Example 4 in which one type of di-2-ethylhexylsulfosuccinic acid having a polar functional group was used as the dopant, it had relatively good solubility in 2-butoxyethanol, which is a polar solvent, but it had poor conductivity and transparency. It can be seen.

As described above, the polyaniline according to the present invention is doped with two kinds of dopants to simultaneously have excellent conductivity and solubility. In particular, as it has high solubility in various polar organic solvents such as nonpolar solvents as well as alcohols, it has a high compatibility effect on organic solvents.

In addition, the manufacturing method of the present invention has a simple effect while being obtained in a state dissolved in an organic solvent as well as conductivity and solubility.

Claims (7)

delete delete In the method for producing polyaniline, Emulsifying and polymerizing aniline monomers, dopants, and water and organic solvents (preparation of emulsion); Reacting by adding water in which an oxidizing agent is dissolved in the emulsion (reaction solution preparation); Separating the organic layer in which the polyaniline is dissolved in the reaction solution, and then removing the unreacted material and impurities using a washing solvent, wherein the polyaniline is prepared in a state in which the polyaniline is dissolved in the organic solvent. The dopant has one selected from the dopant group (group A) consisting of dodecylbenzenesulfonic acid, dodecylbenzene acid, 2-naphthalenesulfonic acid and camphorsulfonic acid, and has polar functional groups (alkoxy, carboxyl, sulfonyl, hydroxyl, sulfosuccinate) as sulfonic acid uposatha florisil (sulfosalicylic acid), diethyl sulfate (diethylsulfate), p - toluenesulfonic acid (p -toluenesulfonic acid), Dopant group consisting of sodium salt 4-hydroxyhexanesulfonate, di-2-ethylhexylsulfosuccinic acid and di-2-ethylhexylsulfosuccinate sodium salt (B Using a mixed dopant consisting of one selected from The mixed dopant is a production method of polyaniline, characterized in that it is used in a mixing ratio of 1: 0.1 to 1: 20 (A group: B group = 1: 0.1 to 20) by weight. The method of claim 3, wherein the combination of the mixed dopants is dodecylbenzenesulfonic acid / diethyl sulfate, dodecylbenzenesulfonic acid / p -toluenesulfonic acid, dodecylbenzene acid / di-2-ethylhexylsulfosuccinic acid (or its sodium salt). And camphorsulfonic acid / di-2-ethylhexylsulfosuccinic acid (or its sodium salt), or 2-naphthalenesulfonic acid / di-2-ethylhexylsulfosuccinic acid (or its sodium salt). delete The method of claim 3, wherein the aniline monomer and the mixed dopant are used in a mixing ratio of 1: 0.1 to 1:10 by weight. The organic solvent of claim 3, wherein the organic solvent is ethylene glycol, oleyl alcohol, 2-butoxyethanol, acetone, methyl ethyl ketone, cyclohexanone, methyl isobutyl ketone, butyl vertical solver, ethyl vertical solver, ethyl acetate, acetic acid Butyl, A process for producing polyaniline, characterized by using one or two or more mixtures selected from toluene, xylene, chloroform and m-cresol.