KR20240096178A - Method for producing polyetherketoneketone with improved yield - Google Patents

Abstract

The present disclosure includes a preheating step of preheating a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst; and a polymerization step of polymerizing the preheated Lewis acid reaction solution by adding a phthalic halide. The method for producing polyether ketone ketone according to the present disclosure. Through this, the production of lumps can be reduced during the production of polyether ketone ketone and the yield of polyether ketone ketone can be improved.

Description

Method for producing polyetherketoneketone with improved yield}

The present disclosure relates to a method for producing polyetherketoneketone (PEKK).

Conventionally, the production of polyether ketone ketone is generally performed using 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and isophthaloyl chloride in the presence of a Lewis acid catalyst such as aluminum trichloride (AlCl ₃ ). Phthalic halide such as IPC) and terephthaloyl chloride (TPC) were added simultaneously and the temperature was raised to proceed with the reaction.

When the reaction is carried out after simultaneously adding 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and phthalic halide in the presence of a Lewis acid catalyst as described above, lumps such as polymer scale ( Lump) is generated in large quantities on the internal surfaces of the reactor, such as reactor walls, baffles, and stirrers. These lumps have the problem of lowering the yield of polyether ketone ketone.

In addition, it is difficult to remove a large amount of lumps generated around the reactor walls, baffles, and stirrers, which requires the use of special equipment such as a high-pressure washer to clean the reactor every time polymerization.

Dispersants can be used to reduce lumps generated in large quantities, but when a dispersant is added to the manufacturing process of polyether ketone ketone, the manufacturing process time increases, including an increase in catalyst usage due to the addition of the dispersant and the addition of a cleaning process to remove it. As the process becomes more complicated, there are limitations that make it difficult to use it for actual process operation.

Therefore, in order to solve this problem, the production of lumps during the polymerization of polyether ketone ketone is reduced without the addition of a separate dispersant when producing polyether ketone ketone, and cleaning using special equipment such as a high-pressure washer is not necessary after each polymerization, and excellent polyether There is a need for a new method for producing polyether ketone ketone that can achieve a high yield of ketone ketone.

The present disclosure is a method for producing polyether ketone ketone that significantly reduces lump formation during polymerization of polyether ketone ketone, does not require cleaning using special equipment such as a high pressure washer for each polymerization, and can achieve excellent yield of polyether ketone ketone. The purpose is to provide.

The present disclosure includes a preheating step of preheating a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst; and a polymerization step of polymerizing the preheated Lewis acid reaction solution by adding a phthalic halide.

In one embodiment, the preheating may be performed at 40 to 120°C.

In one embodiment, the preheating may be performed for 10 to 120 minutes.

In one embodiment, a cooling step of cooling the preheated Lewis acid reaction solution may be further included after the preheating step.

In one embodiment, the cooling is performed at -10 to 30°C, and the preheating temperature may be higher than the cooling temperature.

In one embodiment, the preheating step, the cooling step, and the polymerization step may be performed sequentially.

In one embodiment, the Lewis acid reaction solution before the preheating is prepared at -10 to 30°C, and the preheating temperature may be higher than the temperature at which the Lewis acid reaction solution is prepared.

In one embodiment, the Lewis acid catalyst is aluminum trichloride, aluminum tribromide, antimony pentachloride, antimony pentafluoride, indium trichloride, gallium trichloride, boron trichloride, boron trifluoride, zinc chloride, iron chloride, and tin chloride. , it may include at least one selected from the group consisting of titanium tetrachloride and molybdenum pentachloride.

In one embodiment, the Lewis acid reaction solution is chlorobenzene, ortho-dichlorobenzene, meta-dichlorobenzene, para-dichlorobenzene, 1,2,4-trichlorobenzene, 1,2,3-trichlorobenzene, ortho- It may further include at least one solvent selected from the group consisting of difluorobenzene, 1,1,2,2-tetrachloroethane, tetrachloroethylene, and nitrobenzene.

In one embodiment, the phthalic acid-based halide may include at least one selected from the group consisting of o-phthalic acid-based, m-phthalic acid-based, and p-phthalic acid-based halides.

In one embodiment, the phthalic halide may include at least one selected from the group consisting of terephthaloyl chloride (TPC) and isophthaloyl chloride (IPC). .

In one embodiment, stirring may be performed after adding the phthalic acid-based halide in the polymerization step.

In one embodiment, the stirring may be performed for 5 to 30 minutes.

In one embodiment, the polymerization may be performed by raising the temperature to 60 to 90°C.

In one embodiment, the polymerization may be performed for 30 to 120 minutes after the temperature is raised.

In one embodiment, the method for producing polyether ketone ketone may have a yield of 92% or more.

In one embodiment, the method for producing polyether ketone ketone may have a lump production rate of 8% or less.

In the case of the method for producing polyether ketone ketone according to the present disclosure, 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and phthalic halide are simultaneously added in the presence of a conventional Lewis acid catalyst. Compared to the case where the reaction proceeds, the formation of lumps during polymerization of polyether ketone ketone is significantly reduced, cleaning using special equipment such as a high pressure washer is not necessary for each polymerization, and excellent yield of polyether ketone ketone can be achieved.

In the conventional case, polyether ketone ketone was prepared by simultaneously adding 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and phthalic halide, raising the temperature, and polymerizing in the presence of a Lewis acid catalyst. . However, in this case, many problems were exposed, such as reduced yield and increased cleaning costs due to the generation of a large amount of lumps.

On the other hand, unlike the prior art in which the raw materials are simultaneously added, the temperature is raised, and polymerization is performed, the step of preheating the Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and Lewis acid catalyst When introduced into the production method of polyether ketone ketone, it was found that there was an effect of significantly reducing unexpected lump formation, and the present invention was completed.

That is, a preheating step of preheating a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst; And a polymerization step of adding phthalic halide to the preheated Lewis acid reaction solution to polymerize it. When producing polyether ketone ketone, the formation of lumps such as scale formed on the inner surface of the reactor is prevented. The present invention was completed by discovering that it can have a significantly reducing effect.

As described above, when the reactants EKKE and Lewis acid catalyst are mixed, a preheating step is added, and phthalic acid halide is added to polymerize polyether ketone ketone, surprisingly, the production of lumps, which are lumps of scale formed on the inner surface of the reactor, is significantly reduced. effect was achieved.

These results are difficult to explain clearly, but when preheating a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst, EKKE is completely dissolved in the solvent and becomes insoluble. It appears that lump formation due to dust is reduced, and when the phthalic acid halide and Lewis acid reaction solution added for polymerization react, a chemical change in the transition state occurs, and the polymerized polyether ketone ketone and the reactor It appears to lower the interfacial tension of the surface with the internal surface. From this, it appears that the production of scale-like lumps that adhere to the inner surface of the reactor during reaction is reduced, but it is not clear.

If the production of lumps is reduced during the production of polyether ketone ketone, the amount of polyether ketone ketone finally obtained can be increased. That is, the method for producing polyether ketone ketone according to the present disclosure can achieve an excellent effect of improving the yield of polyether ketone ketone.

In addition, productivity and economic efficiency can be improved by solving the problem of requiring separate removal work to remove lumps such as scale that adheres to the inner surface of the reactor, i.e., the stirrer surface, baffle surface, etc., or the need for additional reactor placement for removal work. there is.

Hereinafter, the method for producing polyether ketone ketone according to the present disclosure will be described in detail.

Unless otherwise defined, the technical and scientific terms used herein have meanings commonly understood by those skilled in the art to which this invention pertains, and the following description may not unnecessarily obscure the gist of the present disclosure. Descriptions of the known functions and configuration are omitted.

Additionally, as used herein, the singular forms “a,” “an,” and “the” are intended to include the plural forms as well, unless the context clearly dictates otherwise.

In addition, units used without special mention in this specification are based on weight, and as an example, units of % or ratio mean weight % or weight ratio, and weight % refers to any one component of the entire waste mixture unless otherwise defined. It refers to the weight percent occupied in this waste mixture.

In addition, the numerical range used in this specification includes the lower limit and upper limit and all values within the range, increments logically derived from the shape and width of the defined range, all double-defined values, and the upper limit of the numerical range defined in different forms. and all possible combinations of the lower bounds. Unless otherwise specified in the specification of the present disclosure, values outside the numerical range that may occur due to experimental error or rounding of values are also included in the defined numerical range.

The term 'comprises' in this specification is an open description with the same meaning as expressions such as 'comprising', 'contains', 'has' or 'characterized by', and is an open description of elements and materials that are not additionally listed. or does not exclude the process.

The term 'lump' in this specification refers to a solid mass containing polyether ketone ketone, unreacted substances, and other reaction products that are fixed to the inner surface of the reactor.

The term 'lump production rate' in this specification refers to the percentage of mass of lumps produced compared to the total amount of raw materials input per batch.

The term 'yield of polyether ketone ketone' in this specification refers to the percentage of the weight of polyether ketone ketone actually produced compared to the total amount of input raw materials per batch.

Hereinafter, the method for producing polyether ketone ketone according to the present disclosure will be described in detail.

The present disclosure includes a preheating step of preheating a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst; and a polymerization step of polymerizing the preheated Lewis acid reaction solution by adding a phthalic halide.

The method for producing polyether ketone ketone according to the present disclosure involves preheating a Lewis acid reaction solution containing 1,4-bis (4-phenoxybenzoyl) benzene (EKKE) and a Lewis acid catalyst, and then producing a phthalic halide. ) is added and polymerized. By changing the method of adding raw materials and catalyst, the production of lumps is significantly reduced and the yield of polyether ketone ketone is significantly improved.

In one embodiment, the preheating may be performed at 30°C or higher, 40°C or higher, 50°C or higher, or 60°C or higher. Additionally, the preheating may be performed at 120°C or lower, 110°C or lower, 100°C or lower, or 90°C or lower. The preheating may be performed at 40 to 120°C.

In one embodiment, the preheating may be performed for 5 minutes or more or 10 minutes or more. Additionally, the preheating may be performed for 150 minutes or less, 140 minutes or less, 130 minutes or less, 120 minutes or less, 110 minutes or less, 100 minutes or less, 90 minutes or less, 80 minutes or less, 70 minutes or less, or 60 minutes or less. The preheating may be performed for 10 to 120 minutes.

The method for producing polyether ketone ketone according to the present disclosure can achieve excellent effects according to the present disclosure by going through the step of preheating the Lewis acid reaction solution. It is difficult to explain clearly, but when preheating a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst, EKKE is completely dissolved in the solvent and is It appears that lump formation is reduced, and when the phthalic acid halide and Lewis acid reaction solution introduced for polymerization react, a chemical change in the transition state occurs, and the surface interface between the polymerized polyether ketone ketone and the inner surface of the reactor It appears to lower the tension. From this, it appears that the production of scale-like lumps that adhere to the inner surface of the reactor during reaction is reduced, but it is not clear. As the production of lumps containing polyether ketone ketone is reduced, the yield of polyether ketone ketone is significantly improved.

In one embodiment, the Lewis acid reaction solution in the preheating step may be stirred. Accordingly, the reactor in which the preheating step is performed may be equipped with a stirring device such as a mechanical stirrer that may be equipped with one or more impellers. Specifically, the Lewis acid reaction solution may be stirred using the stirring device during the preheating step. If stirring is performed in the preheating step, phthalic halide can be added to contribute to reducing lump formation during polymerization and improving the yield of polyether ketone ketone.

In a specific embodiment, the method for producing polyetherketoneketone includes preparing a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst; A preheating step of preheating the Lewis acid reaction solution; and a polymerization step of polymerizing the Lewis acid reaction solution by adding a phthalic halide.

In one embodiment, the Lewis acid reaction solution can be prepared by mixing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE), a Lewis acid catalyst, and a solvent.

In one embodiment, a cooling step of cooling the preheated Lewis acid reaction solution may be further included after the preheating step, but is not limited thereto.

In one embodiment, the cooling may be performed at -30°C or higher, -20°C or higher, or -10°C or higher. Additionally, the cooling may be performed at 30°C or lower, 20°C or lower, or 10°C or lower. The cooling may be performed at -10 to 30°C. The preheating temperature is higher than the cooling temperature.

In this way, by cooling the preheated Lewis acid reaction solution in the preheating step, it is possible to solve the problem that it is difficult to achieve stable process operation because the reaction is too violent and excessive heat is generated in the polymerization step where phthalic acid halide is added and polymerized. You can.

In one embodiment, the preheating step, the cooling step, and the polymerization step may be performed sequentially, but are not limited thereto.

In addition, in one specific embodiment, the method for producing polyetherketone ketone includes preparing a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst; A preheating step of preheating the Lewis acid reaction solution; A cooling step of cooling the preheated Lewis acid reaction solution; Adding a phthalic halide to the cooled Lewis acid reaction solution; and a polymerization step of increasing the temperature to polymerize the Lewis acid reaction solution and the phthalic acid-based halide.

In one embodiment, the manufacturing step and the preheating step may be performed simultaneously.

In one implementation, each of the above steps may be performed sequentially.

In one embodiment, the Lewis acid reaction solution before the preheating may be prepared at -30°C or higher, -20°C or higher, or -10°C or higher. Additionally, the Lewis acid reaction solution before the preheating may be prepared at 30°C or lower, 20°C or lower, or 10°C or lower. The Lewis acid reaction solution before the preheating may be prepared at -10 to 30°C. The preheating temperature is higher than the temperature at which the Lewis acid reaction solution was prepared.

In one embodiment, each of the above steps may be performed in the same reactor, but is not limited thereto.

In one embodiment, the Lewis acid catalyst is aluminum trichloride, aluminum tribromide, antimony pentachloride, antimony pentafluoride, indium trichloride, gallium trichloride, boron trichloride, boron trifluoride, zinc chloride, iron chloride, and tin chloride. , titanium tetrachloride, and molybdenum pentachloride, but is not limited thereto. Specifically, the Lewis acid catalyst may include aluminum trichloride.

In one embodiment, the reactor may be equipped with a temperature control system to control the temperature of each step. The temperature control system may include a temperature sensor within the reactor and may be configured to cool or heat the material inside the reactor. After preparing the Lewis acid reaction solution using the temperature control system, it can be preheated, thereby achieving excellent effects such as significantly reducing lump formation and significantly improving the yield of polyether ketone ketone.

In one embodiment, the temperature control system may include a heat exchanger within the reactor or within a recirculation loop or a heat exchange fluid circuit within the reactor jacket.

In one embodiment, the Lewis acid reaction solution is chlorobenzene, ortho-dichlorobenzene, meta-dichlorobenzene, para-dichlorobenzene, 1,2,4-trichlorobenzene, 1,2,3-trichlorobenzene, ortho- It may further include, but is not limited to, at least one solvent selected from the group consisting of difluorobenzene, 1,1,2,2-tetrachloroethane, tetrachloroethylene, and nitrobenzene. Specifically, the Lewis acid reaction solution may be a solution containing ortho-dichlorobenzene as a solvent.

In one embodiment, the phthalic acid-based halide may include at least one selected from the group consisting of o-phthalic acid-based, m-phthalic acid-based, and p-phthalic acid-based halides.

In one embodiment, the phthalic halide may include at least one selected from the group consisting of terephthaloyl chloride (TPC) and isophthaloyl chloride (IPC). . Specifically, the phthaloyl chloride may be a mixture of terephthaloyl chloride and isophthaloyl chloride.

In one embodiment, the Lewis acid catalyst or solvent may be additionally added in the polymerization step. The addition of the Lewis acid is preferred because it improves the yield and reaction rate and allows polyetherketoneketone with a higher molecular weight to be obtained, but is not limited thereto.

In one embodiment, stirring may be performed after adding the phthalic acid halide in the polymerization step.

In one embodiment, the stirring may be performed at -30°C or higher, -20°C or higher, or -10°C or higher. Additionally, the stirring may be performed at 30°C or lower, 20°C or lower, or 10°C or lower. The stirring may be performed at -10 to 30°C.

In one embodiment, the stirring may be performed for at least 1 minute, at least 2 minutes, at least 3 minutes, at least 4 minutes, at least 5 minutes, or at least 10 minutes. Additionally, the stirring may be performed for 60 minutes or less, 50 minutes or less, 40 minutes or less, 30 minutes or less, or 20 minutes or less. The stirring may be performed for 5 to 30 minutes.

In one embodiment, the polymerization may be performed by raising the temperature to 30°C or higher, 40°C or higher, 50°C or higher, 60°C or higher, or 70°C or higher. Additionally, the polymerization may be performed by raising the temperature to 120°C or lower, 110°C or lower, 100°C or lower, 90°C or lower, or 80°C or lower. The polymerization may be performed by raising the temperature to 60 to 90°C.

In one embodiment, the polymerization may be performed for more than 5 minutes, more than 10 minutes, more than 20 minutes, or more than 30 minutes after the temperature is raised. Additionally, the polymerization may be performed for 240 minutes or less, 180 minutes or less, 150 minutes or less, 140 minutes or less, 130 minutes or less, 120 minutes or less, 110 minutes or less, 100 minutes or less, or 90 minutes or less after the temperature is raised. The polymerization may be performed for 30 to 120 minutes after the temperature is raised.

In one embodiment, the method for producing polyether ketone ketone according to the present disclosure has a yield of polyether ketone ketone of 90% or more, 91% or more, 92% or more, 93% or more, 94% or more, 95% or more, or 96% or more. You can. The method for producing polyetherketoneketone according to the present disclosure is to first prepare a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst, and then to prepare the Lewis acid reaction solution. After preheating, phthalic halide is added and polymerized. By changing the method of adding raw materials and catalyst, the production of lumps is significantly reduced and the yield of polyether ketone ketone is significantly improved.

In one embodiment, the method for producing polyetherketoneketone according to the present disclosure may have a lump production rate of 8% or less, 7% or less, 6% or less, 5% or less, 4% or less, or 3% or less.

In one embodiment, the method for producing polyether ketone ketone according to the present disclosure may also include steps for purifying the polyether ketone ketone present in the reaction product produced after the polymerization from solvents, catalysts, unreacted reactants, and by-products. You can.

In one embodiment, the purification may include removing the Lewis acid catalyst by contacting the reaction product with methanol, ethanol, isopropanol, or acetic acid.

Alternatively, the purification may include contacting the reaction product with an aqueous solution to remove the Lewis acid catalyst. The aqueous solution may be water. Additionally, the aqueous solution may be an acidic aqueous solution such as hydrochloric acid solution. The pH of the aqueous solution may be 7 or less, 6 or less, 5 or less, 4 or less, 3 or less, or 2 or less.

In one embodiment, the solid/liquid separation step to separate polyetherketoneketone from the reaction product may be performed by filtration. Additionally, the solid/liquid separation step to separate from the reaction product may be performed by centrifugation.

In one embodiment, the polyether ketone ketone separated from the reaction product may be further purified through washing with at least one selected from the group consisting of methanol, ethanol, isopropanol, acetic acid, water, and an acidic aqueous solution.

In one embodiment, another solid/liquid separation step may be performed before, after, or simultaneously with the washing step.

In one embodiment, the polyether ketone ketone recovered after the washing step or the solid/liquid separation step may be dried.

The polyetherketoneketone obtained by the method for producing polyetherketoneketone according to the present disclosure can then be further modified and molded into an appropriate shape in view of the end use.

The present disclosure will be described in more detail below based on examples and comparative examples. However, the following Examples and Comparative Examples are only one example to explain the present disclosure in more detail, and the present disclosure is not limited by the following Examples and Comparative Examples. In the invention, unless otherwise specified, all temperatures refer to the unit of ℃, and unless otherwise specified, the amount of composition used refers to the unit of weight%.

[Example 1]

A Lewis acid reaction solution was prepared at 20°C by adding 7kg of EKKE and 14kg of AlCl ₃ to 200kg of ortho-chlorobenzene in a batch reactor made of Hastelloy, preheated to 90°C, and stirred for 60 minutes. After cooling to 0°C, 2 kg of terephthaloyl chloride and 2 kg of isophthaloyl chloride were added and stirred for 60 minutes. Afterwards, the temperature was raised to 90°C and a polymerization reaction was performed for 1 hour. After polymerization was completed, the polymer was recovered by washing and filtration. Afterwards, the lump present on the inner surface of the reactor was removed, dried, and its weight was measured.

The lump production rate was measured at 4.0% and the yield of polyether ketone ketone was measured at 95.6%.

[Example 2]

After mixing EKKE and catalyst, the same procedure as Example 1 was performed, except that preheating was performed at 60°C. The lump production rate was measured at 4.8% and the yield of polyether ketone ketone was measured at 95.0%.

[Example 3]

After mixing EKKE and catalyst, the same procedure as Example 1 was performed, except that preheating was performed at 40°C. The lump production rate was measured at 5.4% and the yield of polyether ketone ketone was measured at 94.0%.

[Example 4]

After mixing EKKE and catalyst, the same procedure as Example 1 was performed, except that preheating was performed at 120°C. The lump production rate was measured at 4.3% and the yield of polyether ketone ketone was measured at 95.3%.

[Comparative Example 1]

7 kg of EKKE, 2 kg of terephthaloyl chloride, 2 kg of isophthaloyl chloride, and 200 kg of ortho-chlorobenzene were added to a Hastelloy batch reactor and stirred at 20°C for 60 minutes. After cooling to 0°C, 14 kg of AlCl ₃ was added and stirred for 60 minutes, then the temperature was raised to 90°C and a polymerization reaction was performed for 1 hour. After polymerization was completed, the polymer was recovered by washing and filtration. Afterwards, the lump present on the inner surface of the reactor was removed, dried, and its weight was measured. The lump production rate was measured at 12% and the yield of polyether ketone ketone was measured at 87.6%.

[Comparative Example 2]

The Lewis acid reaction solution was prepared at 20°C and then stirred for 60 minutes at the same temperature, in the same manner as in Example 1. The lump production rate was measured at 8.4% and the yield of polyether ketone ketone was measured at 91.3%.

Compared to Comparative Example 1, in which EKKE, catalyst, TPC, and IPC were added simultaneously and Comparative Example 2 in which preheating of the Lewis acid reaction solution was not performed, lump formation was significantly reduced in Examples 1 to 4 of the present application, It can be seen that the yield of polyether ketone ketone is excellent.

Although the preferred embodiments of the present disclosure have been described above, it is clear that the present disclosure can use various changes and equivalent scopes, and can be applied in the same manner by appropriately modifying the above embodiments. Accordingly, the above description does not limit the scope of the present disclosure as defined by the following claims.

Claims (17)

A preheating step of preheating a Lewis acid reaction solution containing 1,4-bis(4-phenoxybenzoyl)benzene (EKKE) and a Lewis acid catalyst; and
A method for producing polyether ketone ketone comprising a polymerization step of polymerizing the preheated Lewis acid reaction solution by adding a phthalic halide. According to paragraph 1,
A method for producing polyether ketone ketone, wherein the preheating is performed at 40 to 120°C. According to paragraph 1,
A method for producing polyether ketone ketone, wherein the preheating is performed for 10 to 120 minutes. According to paragraph 1,
A method for producing polyether ketone ketone, further comprising a cooling step of cooling the preheated Lewis acid reaction solution after the preheating step. According to clause 4,
The cooling is performed at -10 to 30°C,
A method for producing polyether ketone ketone, wherein the preheating temperature is higher than the cooling temperature. According to clause 4,
A method for producing polyether ketone ketone, wherein the preheating step, the cooling step, and the polymerization step are performed sequentially. According to paragraph 1,
The Lewis acid reaction solution before the preheating is prepared at -10 to 30°C,
The preheating temperature is higher than the temperature at which the Lewis acid reaction solution was prepared. According to paragraph 1,
The Lewis acid catalyst includes aluminum trichloride, aluminum tribromide, antimony pentachloride, antimony pentafluoride, indium trichloride, gallium trichloride, boron trichloride, boron trifluoride, zinc chloride, iron chloride, tin chloride, and titanium tetrachloride. And a method for producing polyether ketone ketone, comprising at least one selected from the group consisting of molybdenum pentachloride. According to paragraph 1,
The Lewis acid reaction solution is chlorobenzene, ortho-dichlorobenzene, meta-dichlorobenzene, para-dichlorobenzene, 1,2,4-trichlorobenzene, 1,2,3-trichlorobenzene, ortho-difluorobenzene. , 1,2-dichloroethane, 1,1,2,2-tetrachloroethane, tetrachloroethylene, dichloromethane, and nitrobenzene, polyether ketone ketone further comprising at least one solvent selected from the group consisting of Manufacturing method. According to paragraph 1,
A method for producing a polyether ketone ketone, wherein the phthalic acid-based halide includes at least one selected from the group consisting of o-phthalic acid-based, m-phthalic acid-based, and p-phthalic acid-based halides. According to paragraph 1,
The phthalic halide is a polyether ketone ketone containing at least one selected from the group consisting of terephthaloyl chloride (TPC) and isophthaloyl chloride (IPC). Manufacturing method. According to paragraph 1,
A method for producing polyether ketone ketone, in which stirring is performed after adding the phthalic acid-based halide in the polymerization step. According to clause 12,
A method for producing polyether ketone ketone, wherein the stirring is performed for 5 to 30 minutes. According to paragraph 1,
A method for producing polyether ketone ketone, wherein the polymerization is carried out by raising the temperature to 60 to 90 ° C. According to clause 14,
A method for producing polyether ketone ketone, wherein the polymerization is performed for 30 to 120 minutes after the temperature is raised. According to paragraph 1,
A method for producing polyether ketone ketone, wherein the yield of polyether ketone ketone is 92% or more. According to paragraph 1,
A method for producing polyether ketone ketone, wherein the lump formation rate is 8% or less.