Ion exchange apparatus and method for purifying organic compound salt solutions using the same

Abstract

This invention provides an ion exchange apparatus that can achieve excellent utilization efficiency of ion exchange resins in the purification of organic compound salt solutions using ion exchange resins. [Solution] An ion exchange apparatus for purifying an organic compound salt solution, comprising a plurality of ion exchange resin layers arranged along the flow direction of the organic compound salt solution, wherein each of the plurality of ion exchange resin layers is formed of either a cation exchange resin or an anion exchange resin, the plurality of ion exchange resin layers are separated from each other by spaces not filled with ion exchange resin, 1 to 11 such spaces are provided, and the total height of the ion exchange resin layers / the flow channel area of ​​the ion exchange resin layers is 0.2 to 2.5 cm². -1 A device that is.

Description

[Technical Field]

[0001] This disclosure relates to an ion exchange apparatus and a method for purifying organic compound salt solutions using the same. [Background technology]

[0002] Contaminants and deposits that occur during the manufacturing process of silicon wafers and semiconductors include particles, which are essentially dust and debris. If particles are present on a semiconductor, they can cause malfunctions such as circuit breaks. Therefore, high-performance cleaning agents containing surfactants are used in the manufacturing and precision processing of electronic components, semiconductors, and other devices.

[0003] However, if impurity ions such as chloride ions and metal ions contained in surfactants remain on the metal wiring of a semiconductor, these impurity ions can enter the gaps in the metal wiring, causing current leakage and preventing the semiconductor from functioning properly. The presence of impurity ions can present serious problems for manufactured devices, such as insufficient performance due to fluctuations in electrical properties. Furthermore, the presence of chloride ions on the metal wiring of a semiconductor accelerates corrosion and makes the metal wiring more susceptible to damage, thus increasing the resistance of the metal wiring. Thus, the presence of impurity ions can significantly affect the quality of semiconductors. For this reason, highly purified surfactants with lower concentrations of chloride ions and metal ions are desired.

[0004] Conventionally, in addition to general methods of concentration, crystallization, and extraction, methods using ion exchange resins have been known for purifying surfactants. For example, Patent Document 1 discloses a method for reducing chloride ions and metal ions by ion exchange of an organic sulfonic acid compound using an anion exchange resin and a cation exchange resin. Patent Document 2 discloses a method for reducing metal ions by ion exchange of an organic sulfonic acid solution using a strongly acidic cation exchange resin. Patent Document 3 discloses a method for reducing metal ions by ion exchange of a specific sulfate ester ammonium salt, which is the main component of a cleaning solution, using a cation exchange resin and an anion exchange resin. [Prior art documents] [Patent Documents]

[0005] [Patent Document 1] Patent No. 7403902 [Patent Document 2] Japanese Patent Publication No. 2020-147554 [Patent Document 3] Japanese Patent Publication No. 2009-283875 [Overview of the project] [Problems that the invention aims to solve]

[0006] However, solutions of organic compound salts used as surfactants contain large amounts of cations such as metal ions and anions such as chloride ions that were produced during the synthesis of the organic compound salts. These ions have a high affinity for the ions released when the organic compound salt dissociates. Therefore, compared to removing ions from nonionic organic compounds that do not form salts, ion exchange of organic compound salts is less efficient in utilizing ion exchange resins. As a result, a large amount of ion exchange resin is required, leading to high purification costs.

[0007] Therefore, the present invention aims to provide an ion exchange apparatus that can achieve excellent utilization efficiency of ion exchange resins in the purification of organic compound salt solutions using ion exchange resins. [Means for solving the problem]

[0008] To solve the above problems, the present invention employs the following means. [1] An ion exchange apparatus for purifying organic compound salt solutions, The organic compound salt solution has a plurality of ion exchange resin layers arranged along the flow direction of the organic compound salt solution, The aforementioned plurality of ion exchange resin layers are all formed of cation exchange resin, or all are formed of anion exchange resin. The aforementioned plurality of ion exchange resin layers are separated from each other by spaces that are not filled with ion exchange resin. The aforementioned spaces are provided in groups of 1 to 11, and the ratio of the total height of the ion exchange resin layers to the flow path area of ​​the ion exchange resin layers is 0.2 to 2.5 cm². -1 An ion exchange device characterized by the following: [2] The ion exchange apparatus of [1] wherein the total volume of the space is 3 to 40% when the total volume of the ion exchange resin layer is taken as 100%. [3] The total height of the ion exchange resin layer / the flow channel area of ​​the ion exchange resin layer is 0.4 to 2.5 cm². -1 An ion exchange apparatus which is [1] or [2]. [4] The total volume of the space is 3 to 25% when the total volume of the ion exchange resin layer is taken as 100%, and the ratio of the total height of the ion exchange resin layer to the flow channel area of ​​the ion exchange resin layer is 0.4 to 1.6 cm². -1 An ion exchange device, one of the following [1] to [3]. A method for purifying an organic compound salt solution, characterized by using one of the ion exchange devices described in [5], [1], to [4].

[0009] In this specification, the numerical range indicated by "A~B" includes both its upper and lower limits. In other words, "A~B" means "greater than or equal to A, and less than or equal to B." [Effects of the Invention]

[0010] According to the present invention, in the purification of an organic compound salt solution using an ion exchange resin, an ion exchange device capable of achieving excellent utilization efficiency of the ion exchange resin can be provided.

Brief Description of the Drawings

[0011] [Figure 1] It is a cross-sectional view of an ion exchange device according to an embodiment of the present disclosure.

Modes for Carrying Out the Invention

[0012] ≪Ion Exchange Device≫ Hereinafter, Embodiment 1 of an ion exchange device for purifying an organic compound salt solution will be described. As shown in FIG. 1, the ion exchange device 10 includes a substantially cylindrical container body 12 and an inlet 14 and an outlet 16 provided at the upper and lower ends of the container body 12, respectively. That is, when an unpurified organic compound salt solution is supplied from the inlet 14, the organic compound salt solution is purified (ion-exchanged) while flowing downward from top to bottom inside the container body 12 in FIG. 1, and the purified organic compound salt solution is discharged from the outlet 16.

[0013] <Container Body> The container body 12 includes a substantially disk-shaped holding member 18 at the lower part of its internal space. The holding member 18 only needs to be formed of a material that can allow a liquid such as an organic compound salt solution to pass through and does not allow the ion exchange resin to pass through. For example, it can be formed of a mesh or non-woven fabric made of synthetic fibers such as polyester or polypropylene.

[0014] In the internal space of the container body 12, a plurality (three in FIG. 1) of ion exchange resin layers 20 formed of an ion exchange resin and at least one (two in FIG. 1) spacer 22 are laminated on the holding member 18. The ion exchange resin layers 20 and the spacers 22 are arranged alternately along the flow direction of the organic compound salt solution (the vertical direction in FIG. 1), and each ion exchange resin layer 20 is separated from each other by the spacer 22.

[0015] <Ion exchange resin layer> The multiple ion exchange resin layers 20 provided in the internal space of the container body 12 are either all made of cation exchange resin or all made of anion exchange resin.

[0016] <Cation exchange resin> The cation exchange resin may be strongly acidic, weakly acidic, or a mixture of these. The type of cation exchange resin is not particularly limited, and known resins can be used. The shape of the cation exchange resin is not limited to granular; it may be fibrous or film-like. The structure of the ion exchange resin may be gel-type or macroporous-type. These may be used individually or in combination of two or more. Furthermore, it is possible to form one of two adjacent ion exchange resin layers 20 with a weakly acidic cation exchange resin and the other with a strongly acidic cation exchange resin. However, it is preferable that the two adjacent ion exchange resin layers 20 are formed with ion exchange resins that exhibit substantially the same pH range for ion exchange capacity, that is, both are weakly acidic or both are strongly acidic cation exchange resins.

[0017] A strongly acidic cation exchange resin is a cation exchange resin with a relatively high adsorption capacity for cation components, and has sulfonic acid groups (R-SO3 - H + These have strongly acidic exchange groups such as ) as functional groups. Examples of strongly acidic cation exchange resins that can be used include Amberlite (registered trademark, hereinafter the same) IR120BNa, IR124Na, 200CTNa (all manufactured by DuPont, USA), Duolite (registered trademark, hereinafter the same) C20, C20LF J, C255LFH (all manufactured by DuPont, USA), and Diaion (registered trademark, hereinafter the same) SK104H, SK110, SK1B (all manufactured by Mitsubishi Chemical Corporation).

[0018] A weakly acidic cation exchange resin is a cation exchange resin with relatively low adsorption capacity for cation components, and has a carboxylic acid group (R-COO - H+ These have weakly acidic exchange groups as functional groups. Examples of weakly acidic cation exchange resins that can be used include Amberlite IRC76, FPC3500, HPR8400 (all manufactured by DuPont, USA), Duolite C476 (manufactured by DuPont, USA), and Diaion WK10, WK11 (both manufactured by Mitsubishi Chemical Corporation).

[0019] <Anion exchange resin> The anion exchange resin may be strongly basic, weakly basic, or a mixture of these. The type of anion exchange resin is not particularly limited, and known resins can be used. The shape of the anion exchange resin is not limited to granularity; it may be powder, fibrous, or film-like. The structure of the anion exchange resin may be gel-type or macroporous-type. These may be used individually or in combination of two or more. Furthermore, it is possible to form one of two adjacent ion exchange resin layers 20 with a weakly basic anion exchange resin and the other with a strongly basic anion exchange resin. However, it is preferable that the two adjacent ion exchange resin layers 20 are formed with ion exchange resins that exhibit substantially the same pH range for ion exchange capacity, that is, both are weakly basic or both are strongly basic ion exchange resins.

[0020] Strongly basic anion exchange resins are made of quaternary ammonium bases (RN +This is an anion exchange resin into which strongly basic functional groups such as R1, R2, and R3 have been introduced. Examples of strongly basic anion exchange resins that can be used include Type I strongly basic anion exchange resins such as Amberlite IRA400JCl, IRA402BL CL, IRA900J CL (all manufactured by DuPont, USA), Duolite A113LF, A161JCL, AGP (all manufactured by DuPont, USA), and Diaion SA10A, SA11A (both manufactured by Mitsubishi Chemical Corporation), as well as Type II strongly basic anion exchange resins such as Amberlite IRA410J CL, IRA910CT CL, HPR4010 CL (both manufactured by DuPont, USA), Duolite A116, A162LF (both manufactured by DuPont, USA), and Diaion SA20A, SA20ALL (both manufactured by Mitsubishi Chemical Corporation).

[0021] A weakly basic anion exchange resin is an anion exchange resin into which weakly basic functional groups such as primary to tertiary amines have been introduced. Examples of weakly basic anion exchange resins that can be used include Amberlite IRA67, IRA96SB, IRA98 (all manufactured by DuPont, USA), Duolite A368MS, A378D, A375LF (all manufactured by DuPont, USA), and Diaion WA10, WA20 (both manufactured by Mitsubishi Chemical Corporation).

[0022] <Spacer> The solution supplied to the ion exchange device does not necessarily pass through the ion exchange resin uniformly, and an uneven flow path may occur. This is because it is affected by factors such as the swelling of the ion exchange resin, the flow rate, and the generation of carbon dioxide. In this case, the area where a relatively large amount of solution is flowing will break through first, and not all of the ion exchange resin can be used effectively. To address this uneven flow path of the solution, a spacer 22 is provided between the ion exchange resin layers as a space without ion exchange function, allowing the solution to rediffuse and flow uniformly again. As the solution passes through the spacer 22, it diffuses, mitigating the concentration gradient. As a result, the solution flows more uniformly. Thus, the spacer 22 not only divides the ion exchange resin layers but also mitigates the uneven flow path of the solution.

[0023] As shown in Figure 1, the ion exchange apparatus 10 of the present invention is provided with spacers 22 between multiple ion exchange resin layers 20, which are spaces not filled with ion exchange resin. Therefore, even if the flow path of the organic compound salt solution becomes uneven as it passes through the ion exchange resin layers 20, it is diffused again in the spacer 22, and the unevenness of the flow path is mitigated. Then, the organic compound salt solution can flow evenly again into the ion exchange resin layer 20 downstream of the spacer 22. Consequently, waste of ion exchange resin contained in each ion exchange resin layer 20 can be reduced, and the ion exchange resin can be utilized more efficiently.

[0024] The spacer 22 only needs to be able to pass through the organic compound salt solution but not through the ion exchange resin, and its material and structure can be selected as appropriate. For example, the spacer 22 may be a structure made by layering multiple meshes or nonwoven fabrics made of synthetic fibers of resins (polyester, polypropylene, polytetrafluoroethylene, perfluoroalkoxyalkane, etc.) that do not have an impurity adsorption function and do not affect the purity of the organic compound salt solution. Alternatively, the spacer 22 may be a structure in which the above-mentioned meshes or nonwoven fabrics are placed at the upper and lower ends of a cylindrical support through which multiple holes pass. Alternatively, the spacer 22 may be a structure in which the above-mentioned meshes or nonwoven fabrics are placed at intervals at its upper and lower ends, supported by support rods, etc., and a space is provided between these meshes where there is no ion exchange resin or mesh. The space occupied by the spacer 22 corresponds to the "space not filled with ion exchange resin" in this specification.

[0025] In the purification of an organic compound salt solution using the ion exchange device 10, the larger the total height / flow path area of the ion exchange resin layer 20, the higher the utilization efficiency of the ion exchange resin, but the greater the deviation of the flow path. However, in the present invention, by providing the spacer 22, the deviation of the flow path can be reduced, so that the utilization efficiency of the ion exchange resin can be further increased. Further, if the total volume of the spacer 22 / the total volume of the ion exchange resin layer 20 is too large, the solution will be excessively diluted, resulting in a significant decrease in the concentration of the active ingredient. Thus, the number of spacers 22, the total height / flow path area of the ion exchange resin layer 20, and the total volume of the spacer 22 / the total volume of the ion exchange resin layer 20 affect the utilization efficiency of the ion exchange resin and the concentration change of the organic compound salt solution by ion exchange. In the present invention, it has been found that by setting the number of spacers 22, the total height / flow path area of the ion exchange resin layer 20, and the total volume of the spacer 22 / the total volume of the ion exchange resin layer 20 as follows, it is possible to increase the utilization efficiency of the ion exchange resin while suppressing the decrease in the concentration of the active ingredient. Note that the "flow path area" is the cross-sectional area when the container main body 12 is cut perpendicular to the liquid flow direction. The "flow path area of the ion exchange resin layer 20" is the average value of the flow path areas of all the ion exchange resin layers 20. On the other hand, the "total height of the ion exchange resin layer 20" corresponds to the value obtained by dividing the total volume of the ion exchange resin forming the ion exchange resin layer 20 by the "flow path area of the ion exchange resin layer 20".

[0026] The ion exchange device 10 is provided with 1 to 11 spacers 22. If the number of spacers 22 is too large, the number of times the essence is diluted with water increases, resulting in a low concentration of the active ingredient. Therefore, it is preferably within the above range.

[0027] The total height of the ion exchange resin layer 20 / the flow path area of the ion exchange resin layer 20 is 0.2 to 2.5 cm -1 and more preferably 0.4 to 2.5 cm -1 is. If the value of the total height of the ion exchange resin layer 20 / the flow path area of the ion exchange resin layer 20 is too large, the height of the ion exchange device 10 will increase, and it may be difficult to install. Therefore, it is preferably within the above range.

[0028] The total volume of spacers 22 / total volume of ion exchange resin layer 20 is not fundamentally limited. When the total volume of the ion exchange resin layer 20 is taken as 100%, it is preferable that the total volume of spacers 22, i.e., the space not filled with ion exchange resin, is 3 to 40%. Furthermore, when the total volume of the ion exchange resin layer 20 is taken as 100%, the total volume of spacers 22 is 3 to 25%, and at the same time, the total height of the ion exchange resin layer 20 / flow path area of ​​the ion exchange resin layer 20 is 0.4 to 1.6 cm². -1 The embodiment described above is particularly preferred.

[0029] ≪Method for purifying organic compound salt solutions≫ Next, a method for purifying (ion-exchange) an organic compound salt solution using an ion-exchange apparatus 10 will be described. There are no particular restrictions on the organic compound salt contained in the organic compound salt solution, and conventionally known organic compound salts can be selected. Examples of organic compound salts include carboxylates, sulfonates, sulfate esters, phosphate esters, quaternary ammonium salts, and alkylamine salts. Specifically, examples include sodium alkylsulfonate, potassium alkylbenzenesulfonate, sodium alkyl sulfate, potassium alkyl phosphate, alkyldimethylbenzylammonium chloride, and trimethylamine hydrochloride. The organic compound salt solution is a solution obtained by dissolving an organic compound salt in a solvent suitable for ion exchange, such as ion-exchanged water.

[0030] First, an appropriate ion exchange resin is selected depending on the type of ions to be removed from the organic compound salt solution. Specifically, a cation exchange resin is selected when removing cations such as metal ions from the organic compound salt solution, and an anion exchange resin is selected when removing anions such as chloride ions. The ion exchange resin selected during purification may be filled into the ion exchange apparatus 10, or multiple ion exchange apparatuses 10 filled with different ion exchange resins may be prepared in advance.

[0031] Next, the ion exchange resin in the ion exchange device 10 is cleaned. Specifically, if the ion exchange resin is a cation exchange resin, it is converted to the H type using an acidic solution such as hydrochloric acid or sulfuric acid, and then thoroughly washed with ion-exchanged water or ultrapure water. On the other hand, if the ion exchange resin is an anion exchange resin, it is converted to the OH type using a basic solution such as an aqueous sodium hydroxide solution or an aqueous tetramethylammonium hydroxide solution, and then thoroughly washed with ion-exchanged water or ultrapure water. Note that this step can be omitted if the ion exchange resin is already in the desired state.

[0032] After washing the ion exchange resin, an unrefined organic compound salt solution is introduced into the inlet 14 of the ion exchange device 10, passed through the ion exchange resin layer 20, and recovered from the outlet 16. By passing the organic compound salt solution through the ion exchange device 10, metal ions and chloride ions in the organic compound salt solution can be removed.

[0033] The concentration of the organic compound salt solution passed through the ion exchange apparatus 10 is not particularly limited, but is preferably 1 to 50% by mass, and more preferably 15 to 30% by mass. If the solution concentration is too high, the viscosity of the solution increases, which restricts the molecular motion in the solution. As a result, the number of times the ions in the solution come into contact with the ion exchange resin decreases, and ion exchange may not be performed efficiently. On the other hand, if the solution concentration is too low, the amount of solution becomes relatively large, so the flow rate per unit time during ion exchange must be increased or the passage time must be increased. For this reason, a concentration that is too low is unsuitable from the standpoint of productivity.

[0034] The space velocity (SV) when passing the organic compound salt solution through the ion exchange device 10 is not particularly limited, but is generally between 0.3 and 4.9 hours. -1 Preferably, 0.3 to 1.0h -1 This is even more preferable. This is because if the flow rate is too fast, the ion exchange efficiency decreases. Space velocity (SV) is a unit that indicates how many times the amount of treated water is passed through per hour relative to the amount of ion exchange resin packed inside.

[0035] Furthermore, the recovered organic compound salt solution may be further purified by another purification method. For example, after purification using an ion exchange device 10 filled with cation exchange resin, it can be purified again using another ion exchange device filled with anion exchange resin. Also, if the concentration of the organic compound salt solution falls below the desired value due to purification using the ion exchange device 10, the concentration may be adjusted by concentration or other means.

[0036] Furthermore, the ion exchange apparatus 10 used for purification can be reused by regenerating the ion exchange resin using an acid or a base.

[0037] <Other Embodiments> The technologies disclosed herein are not limited to the embodiments described above. For example, a plurality of containers filled with ion exchange resin may be connected by connecting tubes so that an organic compound salt solution flows through them sequentially, thereby forming an ion exchange resin layer in each container. [Examples]

[0038] The structure and effects of this disclosure will be explained below with reference to specific examples and comparative examples.

[0039] <Example 1> A retaining member was placed at the bottom of the internal space of a vertically set 1000 ml column. Next, 250 ml of a gel-type strongly acidic cation exchange resin (product name "Amberlite IR120B Na"), which had been pre-salted to the H type using a 1N hydrochloric acid aqueous solution, was packed into the column. When packing the ion exchange resin, filters and ion exchange resin were alternately layered, creating four spaces separating the ion exchange resin layers. For the retaining member and filters, resin filters with uniform diameters that allowed solution to pass but not ion exchange resin, and which lacked impurity adsorption capabilities, were used. The ratio of the total volume of the space to the total volume of the ion exchange resin layer (space / resin volume ratio) was 16%, and the ratio of the total height of the ion exchange resin layer to the flow path area of ​​the ion exchange resin layer (height / flow path area) was 1.0 cm². -1The resin was thoroughly washed with twice its volume of pure water and then allowed to stand for 24 hours. Next, pure water was injected into the column and maintained at a constant temperature within the range of 15-25°C. Then, 250 ml of a 25% by mass aqueous solution of alkyl(C10-C18) sodium sulfonate, adjusted to the same temperature as the pure water in the column, was added at a space velocity (SV) of 0.6 h. -1 The solution was distributed and received in clean containers. After discarding one-third of the resin volume initially, the clean containers were replaced every time one-tenth of the volume was distributed, and the purified organic compound salt solution was collected in 10 fractions.

[0040] <Examples 2, 4-12, Comparative Example 1> The flow rate of the alkyl (C10-C18) sodium sulfonate aqueous solution, the volume of the ion exchange resin, the number of spaces, the space / resin volume ratio, and the height / flow channel area were changed as shown in Table 1 below. Otherwise, the same procedure as in Example 1 was performed.

[0041] <Example 3> In Example 1, the strongly acidic cation exchange resin was replaced with 200 ml of a gel-type weakly basic anion exchange resin (product name "Amberlite IRA67"), and used without salt exchange. Additionally, the aqueous solution of alkyl(C10-C18) sodium sulfonate was replaced with 200 ml of a 25% by mass aqueous solution of alkyl(C12-C16) dimethylbenzylammonium chloride. The number of spaces, space / resin volume ratio, and height / flow channel area were set as shown in Table 1 below. Otherwise, the same procedure as in Example 1 was followed.

[0042] <Comparative Example 2> The same procedure as in Example 3 was followed, except that the flow rate of the alkyl(C12-C16)dimethylbenzylammonium chloride aqueous solution, the volume of the ion exchange resin, the number of spaces, the space / resin volume ratio, and the height / flow channel area were changed as shown in Table 1 below.

[0043] [Table 1]

[0044] ≪Evaluation Test≫ The organic compound salt solutions purified in Examples 1-12 and Comparative Examples 1-2 were evaluated using the following test methods. The results are shown in Table 1.

[0045] <Resin utilization efficiency: Examples 1-2, 4-12, Comparative Example 1> The metal content of a total of 10 fractions of alkyl(C10-C18) sulfonic acid aqueous solutions with reduced metal ion concentrations was measured using an inductively coupled plasma mass spectrometer (ICP-MS 7700, Agilent Technologies). Fractions with a Na content of 30 ppb or less were mixed, 2 g was accurately weighed into an aluminum petri dish, and dried at 105°C for 2 hours. The active ingredients were then calculated using the following formula (1). Active ingredient (%) = 100 - [(Weight before drying - Weight after drying) / 2] × 100 ... Equation (1)

[0046] After calculating the active ingredient, it was diluted with pure water to a concentration of 10%. The weight after dilution was taken as the yield, and the value of yield weight / resin volume was calculated. Using the following formula (2), the conversion value was calculated from the yield weight / resin volume value, with Comparative Example 1 set to 100%. Conversion value (%) = [(Worked-out weight / Resin volume) / (Worked-out weight of Comparative Example 1 / Resin volume)] × 100 (%) ... (2) The utilization efficiency of the resin was then evaluated based on the following evaluation criteria. ◎◎: Conversion value is 140% or higher (Excellent) ◎: Conversion value is 120% or higher, but less than 140% (good) ○: Conversion value is greater than 100% but less than 120% (acceptable) ×: Conversion value is 100% or less (not allowed)

[0047] <Resin utilization efficiency: Example 3, Comparative Example 2> To a total of 10 fractions of alkyl(C12-C16)dimethylbenzylammonium hydroxide aqueous solution with reduced chlorine content, a 0.01 mol / L silver nitrate aqueous solution was added dropwise using a potentiometric titrator (AT-610, Kyoto Electronics Manufacturing Co., Ltd.), and the chlorine content of each fraction was measured. The fractions with chlorine content of 100 ppm or less were mixed, and 2 g was accurately weighed into an aluminum petri dish and dried at 105°C for 2 hours. The active ingredient was calculated using the above formula (1). Next, the active ingredient was diluted with pure water to a concentration of 10%. The weight after dilution was taken as the yield, and the yield weight / resin volume value was calculated. Using the following formula (3), the converted value with Comparative Example 2 set to 100% was calculated from the yield weight / resin volume value. Conversion value (%) = [(Worked-out weight / Resin volume) / (Worked-out weight of Comparative Example 2 / Resin volume)] × 100 (%) ... (3) The utilization efficiency of the resin was then evaluated based on the following evaluation criteria. ◎◎: Conversion value is 140% or higher (Excellent) ◎: Conversion value is 120% or higher, but less than 140% (good) ○: Conversion value is greater than 100% but less than 120% (acceptable) ×: Conversion value is 100% or less (not allowed)

[0048] <Concentration of active ingredient> In the resin utilization efficiency test, the concentration of the active ingredient immediately after mixing the fractions was evaluated based on the following evaluation criteria. ◎◎◎: Contains over 20% active ingredients (particularly excellent) ◎◎: Active ingredient content is 18% or more, but 20% or less (excellent) ◎: Active ingredient content is 15% or more, but less than 18% (good) ○: Active ingredient content is 10% or more, but less than 15% (acceptable) ×: Active ingredient content is less than 10% (not acceptable)

[0049] Examples 1 to 12 have 1 to 11 spaces separating the ion exchange resin layers, and the total height of the ion exchange resin layers / the flow path area of ​​the ion exchange resin layers is 0.2 to 2.5 cm². -1Therefore, the utilization efficiency of the ion exchange resin was excellent. In Examples 1-10, the space / resin volume ratio was 3-40%, so while achieving excellent utilization efficiency of the ion exchange resin, the concentration of active ingredients in the purified organic compound salt solution was also kept high. In addition, in Examples 1-9 and 11, the height / flow channel area was 0.4-2.5 cm -1 Therefore, the utilization efficiency of the resin was superior. On the other hand, Comparative Examples 1 and 2 did not have a space separating the ion exchange resin layers, so their utilization efficiency of the ion exchange resin was inferior compared to each example. [Explanation of Symbols]

[0050] 10 Ion exchange device 12 Container body 14 Inlet 16 Outlet 18 Retaining member 20 Ion exchange resin layer 22 Spacers

Claims

1. An ion exchange apparatus for purifying organic compound salt solutions, The organic compound salt solution has a plurality of ion exchange resin layers arranged along the flow direction of the organic compound salt solution, The aforementioned plurality of ion exchange resin layers are all formed of cation exchange resin, or all are formed of anion exchange resin. The aforementioned plurality of ion exchange resin layers are separated from each other by spaces that are not filled with ion exchange resin. The aforementioned spaces are provided in groups of 1 to 11, and the ratio of the total height of the ion exchange resin layers to the flow path area of ​​the ion exchange resin layers is 0.2 to 2.5 cm². －１ An ion exchange device characterized by the following:

2. The ion exchange apparatus according to claim 1, wherein the total volume of the space is 3 to 40% when the total volume of the ion exchange resin layer is taken as 100%.

3. The ratio of the total height of the ion exchange resin layer to the flow path area of ​​the ion exchange resin layer is 0.4 to 2.5 cm². －１ The ion exchange apparatus according to claim 1.

4. The total volume of the space is 3 to 25% when the total volume of the ion exchange resin layer is taken as 100%, and the ratio of the total height of the ion exchange resin layer to the flow channel area of ​​the ion exchange resin layer is 0.4 to 1.6 cm². －１ The ion exchange apparatus according to claim 1.

5. A method for purifying an organic compound salt solution, characterized by using an ion exchange apparatus according to any one of claims 1 to 4.

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