Method for preparing organic sulfonate by electrodialysis method

Abstract

The invention relates to the technical field of fine chemicals, in particular to IPC C07C303, and more particularly relates to a method for preparing organic sulfonate by an electrodialysis method. The preparation method of the organic sulfonate comprises the following steps: preparing a solution containing the organic sulfonate, diluting the solution containing the organic sulfonate, carrying out electrodialysis operation to obtain an organic sulfonic acid crude product, purifying the organic sulfonic acid crude product to obtain an organic sulfonic acid finished product, neutralizing the organic sulfonic acid finished product, and generating and synthesizing the organic sulfonate. The organic sulfonic acid is low in impurity content and water content and high in yield, energy consumption in the preparation process is low, operation steps are simple, waste liquid treatment is reduced, environmental pollution is small, the service life of the device is long, and the device is flexible in design.

Description

Technical Field

[0001] The invention relates to the technical field of fine chemicals, in particular to IPC C07C303, and more specifically to a method for preparing organic sulfonate by electrodialysis. Background Art

[0002] The chain extenders used in the synthesis of waterborne polyurethane are mainly hydrophilic chain extenders, that is, chain extenders containing hydrophilic groups. Among them, the chain extenders containing anions include two categories: carboxyl-containing chain extenders and sulfonic acid-containing chain extenders. Among them, the sulfonic acid-containing chain extenders are further divided into aminosulfonate-containing hydrophilic chain extenders and hydroxysulfonate-containing hydrophilic chain extenders.

[0003] Patent CN202110676432.4 discloses a method for preparing an organic sulfonic acid and its application. An organic sulfonate is prepared, and then the organic sulfonate is reacted with a proton donor to obtain a crude product, which is then purified to prepare a polyhydroxy sulfonic acid with high purity and low water content.

[0004] In the preparation process, inorganic acid is usually used for acidification and desalination, with hydrogen chloride as the proton donor. However, it is impossible to determine whether the hydrogen chloride solution is saturated. In addition, hydrogen chloride gas is difficult to purchase, transport, and store, and has high costs. In addition, it is easy to volatilize during use, causing serious corrosion to equipment, and the waste liquid after concentration is difficult to handle. Summary of the invention

[0005] In order to solve the problems in the prior art, the first aspect of the present invention provides a method for preparing an organic sulfonate by electrodialysis, comprising the following steps:

[0006] S1: preparing a solution containing an organic sulfonate;

[0007] S2: diluting the solution containing the organic sulfonate with water and performing an electrodialysis operation to obtain a crude organic sulfonic acid product;

[0008] S3: purifying the crude organic sulfonic acid product to obtain a finished organic sulfonic acid product;

[0009] S4: neutralize the finished organic sulfonic acid to generate synthetic organic sulfonate.

[0010] Preferably, the specific steps of preparing the solution containing organic sulfonate in step S1 are: mixing the halogenated hydroxysulfonate with the strong base and weak acid salt, adding water, and reflux reacting at 75-100° C. for 4-7 hours to obtain the solution containing organic sulfonate.

[0011] Preferably, the halogenated hydroxysulfonate includes one of sodium 1-chloro-2-hydroxy-3-propanesulfonate and sodium 4-chloro-1-hydroxy-butanesulfonate; further preferably, it is sodium 1-chloro-2-hydroxy-3-propanesulfonate.

[0012] Preferably, the strong base weak acid salt is one of sodium carbonate, sodium acetate, sodium bicarbonate and potassium carbonate.

[0013] Preferably, the specific steps of preparing the solution containing organic sulfonate in step S1 are: mixing unsaturated polyol and acid salt, reacting at 35-45° C. for 2-6 hours to obtain a solution containing organic sulfonate.

[0014] Preferably, the unsaturated polyol includes one of N,N-di(2-hydroxyethyl)-2-aminopropene, trimethylolpropane monoallyl ether, 1,4-dihydroxy-2-butene, and 2-pentene-1,5-diol.

[0015] Preferably, the acid salt is one of sodium bisulfite, sodium bicarbonate, potassium bisulfate, sodium dihydrogen phosphate, and bicarbonate.

[0016] Preferably, the electrodialysis in step S2 is one of ordinary electrodialysis, electrolytic electrodialysis, bipolar membrane electrodialysis, and displacement electrodialysis; further preferably, it is one of electrolytic electrodialysis, bipolar membrane electrodialysis, and displacement electrodialysis.

[0017] Preferably, the electrolysis electrodialysis device is composed of an anode plate-anode membrane-anode membrane-anode membrane and a cathode plate from left to right, forming a total of four compartments (1 repeating unit), which are an anode chamber, a receiving chamber, a feed chamber and a cathode chamber from left to right. During operation, the anode chamber is pumped with a dilute sulfuric acid solution by a circulating pump, the receiving chamber is pumped with pure water by a circulating pump, the feed chamber is pumped with an organic sulfonic acid sodium salt mixture aqueous solution by a circulating pump, and the cathode chamber is pumped with a dilute sodium hydroxide solution by a circulating pump, and the positive and negative electrodes of a DC power supply are connected, and the current and voltage are adjusted to pass direct current.

[0018] Preferably, the electrolysis electrodialysis equipment is from Xiamen Koningwater Technology Co., Ltd., model: KNWT-EEED-4.

[0019] Preferably, the electrolysis and electrodialysis operation steps include the following steps:

[0020] M1: A diluted solution containing organic sulfonate is input into the feed chamber through a circulation pump, a 0.001-0.05 mol / L dilute alkali solution is input into the cathode chamber, a 0.001-0.05 mol / L dilute acid solution is input into the anode chamber, and pure water is input into the receiving chamber;

[0021] M2: Set the operation mode of the electrodialysis device and power it on;

[0022] M3: Monitor the conductivity of the liquid chamber. When the conductivity of the liquid chamber drops to 200-400 μs / cm, stop the operation, collect the material in the receiving chamber, and obtain the crude organic sulfonic acid product.

[0023] Preferably, the dilute alkali in M1 includes one or more of sodium hydroxide and potassium hydroxide.

[0024] Preferably, the olefinic acid in M1 includes one or more of nitric acid, hydrochloric acid and sulfuric acid.

[0025] Preferably, the operation mode of the electrodialysis device in the M2 step is one of constant current, constant voltage and pulsed current; further preferably, it is constant current or constant voltage.

[0026] Preferably, the current density in the constant current operation is 100 to 1000 A / m 2 ; Further preferably, 300 to 600 A / m 2 .

[0027] Preferably, the voltage in the constant voltage operation is 8 to 15V, preferably, 14 to 15V.

[0028] Preferably, the bipolar membrane electrodialysis device comprises an electrode chamber and a compartment, wherein the electrode chamber is divided into an anode chamber and a cathode chamber, the left side is the anode chamber, the right side is the cathode chamber, and the cathode chamber and the anode chamber are formed in the middle of the electrodialysis compartment, wherein the electrodialysis compartment is composed of a bipolar membrane, a cation exchange membrane and an anion exchange membrane arranged at intervals to form a salt chamber, an acid chamber and an alkali chamber unit group (three-compartment structure) and is composed of 10 groups of repeating unit groups arranged in series. During operation, the anode chamber and the cathode chamber are respectively pumped with a sodium sulfate solution by a circulating pump, the salt chamber is pumped with an organic sulfonic acid sodium salt mixture aqueous solution by a circulating pump, the acid chamber is pumped with pure water by a circulating pump, the alkali chamber is pumped with pure water by a circulating pump, and the positive and negative poles of a DC power supply are connected, and the current and voltage are adjusted to pass direct current.

[0029] Preferably, the bipolar membrane electrodialysis equipment is from Xiamen KNWT Technology Co., Ltd., model: KNWT-BPED-2040-10.

[0030] Preferably, the operation steps of the bipolar membrane electrodialysis include the following steps:

[0031] N1: input the diluted solution containing organic sulfonate into the salt chamber, input 3-5wt% sodium sulfate aqueous solution or sodium chloride aqueous solution into the cathode chamber and the anode chamber, and input pure water into the receiving chamber;

[0032] N2: Set the operation mode of the electrodialysis device and power it on;

[0033] N3: Monitor the conductivity of the liquid chamber. When the conductivity of the liquid chamber drops to 600-800 μs / cm, stop the operation, collect the material in the acid chamber, and obtain the crude organic sulfonic acid product.

[0034] Preferably, the operation mode of the electrodialysis device in the N2 step is one of constant current, constant voltage and pulsed current; further preferably, it is constant current or constant voltage.

[0035] Preferably, the current density in the constant current operation is 300 to 900 A / m 2 ; Further preferably, 400 to 600 A / m 2 .

[0036] Preferably, the voltage in the constant voltage operation is 8 to 28V, preferably, 2 to 25V.

[0037] Preferably, the displacement electrodialysis device comprises an electrode chamber and a compartment, the electrode chamber is divided into an anode chamber and a cathode chamber, the left side is an anode chamber, the right side is a cathode chamber, and the cathode chamber and the anode chamber are formed in the middle of the electrodialysis compartment, and the displacement electrodialysis compartment is composed of a cation exchange membrane and an anion exchange membrane arranged at intervals to form an acid inlet chamber, a receiving chamber, a liquid chamber and a salt chamber unit group (four-chamber structure) and is composed of 25 groups of repeating unit groups arranged in series. During operation, the anode chamber and the cathode chamber are respectively pumped with sodium chloride solution by a circulating pump, the liquid chamber is pumped with dilute hydrochloric acid solution by a circulating pump, the receiving chamber is pumped with pure water by a circulating pump, and the salt chamber is pumped with pure water by a circulating pump, and the positive and negative poles of the DC power supply are connected, and the current and voltage are adjusted to pass the DC power.

[0038] Preferably, the replacement electrodialysis equipment is from Xiamen KNWT Technology Co., Ltd., model: KNWT-RPED-2040-25.

[0039] Preferably, the operation steps of the displacement electrodialysis include the following steps:

[0040] Q1: Input the diluted solution containing organic sulfonate into the feed liquid chamber, input 30g / L sodium chloride aqueous solution into the cathode chamber and the anode chamber, input 5-15wt% hydrochloric acid into the acid inlet chamber, and input pure water into the receiving chamber;

[0041] Q 2: Set the operation mode of the electrodialysis device and power it on;

[0042] Q 3: Monitor the conductivity of the liquid chamber. When the conductivity of the liquid chamber drops to 200-400 μs / cm, stop the operation, collect the material in the receiving chamber, and obtain the crude organic sulfonic acid product.

[0043] Preferably, the operation mode of the electrodialysis device in step Q2 is one of constant current, constant voltage and pulsed current; further preferably, it is constant current or constant voltage.

[0044] Preferably, the current density in the constant current operation is 300-600A / m 2 ; Further preferably, 400 to 500 A / m 2 .

[0045] Preferably, the voltage in the constant voltage operation is 19 to 44V, preferably, 34 to 39V.

[0046] Preferably, the step S3 specifically comprises firstly passing the crude organic sulfonic acid product into a thin film evaporator, wherein the crude organic sulfonic acid product flows through the heating surface of the thin film evaporator to be separated into a high boiling point component and a low boiling point component, and then passing the high boiling point component into a distillation device to separate impurities to obtain a finished organic sulfonic acid product.

[0047] In the present invention, organic sulfonic acid is prepared by electrodialysis, and hydrogen chloride gas is used to prepare organic sulfonic acid, thereby improving the purity of the final product and significantly reducing the content of impurity sodium element and chlorine element in 1,2-dihydroxy-propanesulfonic acid triethylamine salt. The inventor creatively found that the use of hydrogen chloride gas can be avoided by preparing organic sulfonic acid by electrodialysis. Hydrogen chloride gas needs to reach a saturated state during reaction, and it is difficult to judge the saturation degree of hydrogen chloride during reaction, thereby causing waste of hydrogen chloride gas or a reduction in reaction speed. On the other hand, by preparing organic sulfonic acid by electrodialysis, process parameters can be controlled to reduce the content of sodium ions in the organic sulfonic acid prepared by electrodialysis, and the content of sodium ions in the organic sulfonic acid prepared by electrodialysis is significantly reduced compared with the sodium ion content in the organic sulfonic acid prepared by hydrogen chloride gas.

[0048] In the present invention, organic sulfonic acid is prepared by electrodialysis, which simplifies the operation steps, reduces the treatment of waste liquid, reduces energy consumption, and has little environmental pollution. The electrodialysis system is simple to operate and easy to implement mechanization and automatic control. The inventor unexpectedly found that the use of electrodialysis to replace hydrogen chloride gas to prepare organic sulfonic acid reduces corrosion to the equipment, increases the service life of the equipment, and reduces the cost. Hydrogen chloride is a kind of precursor chemical, which is complicated to purchase, difficult to transport and store, and has a high cost. In the subsequent thin film evaporation process, a large amount of waste liquid and waste solid will be generated, which are difficult to handle. The electrodialysis method is adopted, the process is clean, the operating system is simple, and it is easy to implement mechanization and automatic control.

[0049] Preferably, the operating temperature of the thin film evaporator is 90-115° C., and the vacuum degree is 3-8 mbar.

[0050] Preferably, the operating temperature of the distillation device is 90-140° C., and the vacuum degree is 0.01-0.5 mbar.

[0051] Preferably, the boiling point of the base used for neutralization in step S4 is 50 to 200°C.

[0052] Preferably, the base used for neutralization in step S4 is one of triethylamine and diisopropylethylamine.

[0053] Preferably, the temperature during neutralization in step S4 is 15-35°C; more preferably, it is 25°C.

[0054] Beneficial Effects

[0055] 1. In the present invention, the organic sulfonic acid is prepared by electrodialysis instead of using hydrogen chloride gas to prepare the organic sulfonic acid, which improves the purity of the final product and significantly reduces the content of impurities sodium and chlorine in 1,2-dihydroxy-propanesulfonic acid triethylamine salt.

[0056] 2. In the present invention, the organic sulfonic acid is prepared by electrodialysis, which simplifies the operation steps, reduces the treatment of waste liquid, reduces energy consumption, and has little environmental pollution. In addition, the electrodialysis system is simple to operate and easy to realize mechanization and automatic control.

[0057] 3. In the present invention, the operating temperature of the thin film evaporator is controlled to be 90-115°C, and the vacuum degree is 3-8 mbar; the operating temperature of the distillation device is 90-140°C, and the vacuum degree is 0.01-0.5 mbar, which can effectively separate the organic sulfonic acid and improve the yield and purity of the organic sulfonic acid. DETAILED DESCRIPTION

[0058] Example 1

[0059] The first aspect of this embodiment provides a method for preparing an organic sulfonate by electrodialysis, comprising the following steps:

[0060] S1: preparing a solution containing an organic sulfonate;

[0061] S2: diluting the solution containing the organic sulfonate with water to 10% of the original concentration, and performing an electrodialysis operation to obtain a crude organic sulfonic acid product;

[0062] S3: Purify the crude organic sulfonic acid product to obtain a finished organic sulfonic acid product.

[0063] S4: reacting the organic sulfonic acid product with triethylamine at 25° C. to prepare 1,2-dihydroxy-propanesulfonic acid triethylamine salt.

[0064] The specific steps of preparing the solution containing organic sulfonate in step S1 are as follows: 591 g of sodium 1-chloro-2-hydroxy-3-propanesulfonate (CAS No. 126-83-0) and 159 g of anhydrous sodium carbonate are added to a three-necked flask, 1000 g of water is added, and the mixture is refluxed and stirred at 85° C. for 6 h to obtain a solution containing organic sulfonate.

[0065] The electrodialysis in step S2 is electrolytic electrodialysis.

[0066] The electrolysis electrodialysis device is composed of an anode plate-anode membrane-cathode membrane-anode membrane and a cathode plate from left to right, forming a total of four compartments (1 repeating unit), which are an anode chamber, a receiving chamber, a feed chamber and a cathode chamber from left to right. During operation, the anode chamber is pumped with a dilute sulfuric acid solution through a circulating pump, the receiving chamber is pumped with pure water through a circulating pump, the feed chamber is pumped with an organic sulfonic acid sodium salt mixture aqueous solution through a circulating pump, and the cathode chamber is pumped with a dilute sodium hydroxide solution through a circulating pump, and the positive and negative electrodes of a DC power supply are connected, and the current and voltage are adjusted to pass the DC power.

[0067] The electrolysis electrodialysis equipment is from Xiamen KNWT Technology Co., Ltd., model: KNWT-EEED-4.

[0068] The electrodialysis process comprises the following steps:

[0069] M1: A diluted solution containing organic sulfonate is input into the feed chamber through a circulation pump, a 0.025 mol / L sodium hydroxide aqueous solution is input into the cathode chamber, a 0.025 mol / L sulfuric acid aqueous solution is input into the anode chamber, and pure water is input into the receiving chamber;

[0070] M2: Set the operation mode of the electrodialysis device and power it on;

[0071] M3: Monitor the conductivity of the feed liquid chamber. When the conductivity of the feed liquid chamber drops to 200μs / cm, stop the operation, collect the material in the receiving chamber, and obtain the crude organic sulfonic acid product.

[0072] The operation mode of the electrodialysis device in the M2 step is constant current.

[0073] The current density in the constant current operation is 500A / m 2 .

[0074] Specifically, the step S3 is to first pass the crude organic sulfonic acid product into a thin film evaporator, and the crude organic sulfonic acid product flows through the heating surface of the thin film evaporator to be separated into a high boiling point component and a low boiling point component, and then pass the high boiling point component into a distillation device to separate impurities to obtain a finished organic sulfonic acid product.

[0075] The operating temperature of the thin film evaporator is 105° C. and the vacuum degree is 8 mbar.

[0076] The working temperature of the distillation apparatus is 125° C. and the vacuum degree is 0.02 mbar.

[0077] Example 2

[0078] The specific implementation of Example 2 is the same as that of Example 1, except that:

[0079] The specific steps of preparing the solution containing the organic sulfonate in the step S1 are: mixing sodium bisulfite and water, stirring to dissolve, adjusting the pH to 7 with a sodium hydroxide aqueous solution, and then adding 1,4-butenediol, stirring and reacting at 40° C. for 3 hours, and using dilute hydrochloric acid to control the pH to 7 during the reaction until the reaction is completed to obtain the organic sulfonate; the molar ratio of the sodium bisulfite, 1,4-butenediol, and water is 1.5:1:13.

[0080] Example 3

[0081] The specific implementation of Example 3 is the same as that of Example 1, except that the operation mode of the electrolysis-electrodialysis device in the M2 step is constant voltage, and the voltage in the constant voltage operation is 14V.

[0082] Example 4

[0083] The specific implementation of Example 4 is the same as that of Example 1, except that the electrodialysis in step S2 is bipolar membrane electrodialysis.

[0084] The bipolar membrane electrodialysis equipment is from Xiamen KNWT Technology Co., Ltd., model: KNWT-BPED-2040-10.

[0085] The bipolar membrane electrodialysis device comprises an electrode chamber and a compartment, wherein the electrode chamber is divided into an anode chamber and a cathode chamber, the left side is the anode chamber, the right side is the cathode chamber, and the cathode chamber and the anode chamber are formed in the middle of the electrodialysis compartment, wherein the electrodialysis compartment is composed of a bipolar membrane, a cation exchange membrane and an anion exchange membrane arranged at intervals to form a salt chamber, an acid chamber and an alkali chamber unit group (three-compartment structure) and is composed of 10 groups of repeating unit groups arranged in series. During operation, the anode chamber and the cathode chamber are respectively pumped with a sodium sulfate solution by a circulating pump, the salt chamber is pumped with an organic sulfonic acid sodium salt mixture aqueous solution by a circulating pump, the acid chamber is pumped with pure water by a circulating pump, the alkali chamber is pumped with pure water by a circulating pump, and the positive and negative poles of a DC power supply are connected, and the current and voltage are adjusted to pass the DC power.

[0086] The bipolar membrane electrodialysis equipment is from Xiamen KNWT Technology Co., Ltd., model: KNWT-BPED-2040-10.

[0087] The electrodialysis process comprises the following steps:

[0088] N1: input the diluted solution containing organic sulfonate into the salt chamber, input 3wt% sodium sulfate aqueous solution into the cathode chamber and the anode chamber, and input pure water into the receiving chamber;

[0089] N2: Set the operation mode of the electrodialysis device and power it on;

[0090] N3: Monitor the conductivity of the liquid chamber. When the conductivity of the liquid chamber drops to 600 μs / cm, stop the operation, collect the material in the acid chamber, and obtain the crude organic sulfonic acid product.

[0091] The operation mode of the electrodialysis device in the N2 step is constant current.

[0092] The current density in the constant current operation is 500A / m 2 .

[0093] Example 5

[0094] The specific implementation of Example 5 is the same as that of Example 1, except that the electrodialysis in step S2 is displacement electrodialysis.

[0095] The displacement electrodialysis device includes an electrode chamber and a compartment, the electrode chamber is divided into an anode chamber and a cathode chamber, the left side is the anode chamber, the right side is the cathode chamber, and the cathode chamber and the anode chamber are formed in the middle of the electrodialysis compartment, and the displacement electrodialysis compartment is composed of a cation exchange membrane and an anion exchange membrane arranged at intervals to form an acid inlet chamber, a receiving chamber, a liquid chamber and a salt chamber unit group (four-chamber structure) and is composed of 25 groups of repeating unit groups arranged in series. During operation, the anode chamber and the cathode chamber are respectively pumped with sodium chloride solution through a circulating pump, the liquid chamber is pumped with a dilute hydrochloric acid solution through a circulating pump, the receiving chamber is pumped with pure water through a circulating pump, and the salt chamber is pumped with pure water through a circulating pump, and the positive and negative poles of the DC power supply are connected, and the current and voltage are adjusted to pass the DC power.

[0096] The displacement electrodialysis equipment is from Xiamen KNWT Technology Co., Ltd., model: KNWT-RPED-2040-25.

[0097] The operation steps of the displacement electrodialysis include the following steps:

[0098] Q1: Input the diluted solution containing organic sulfonate into the feed liquid chamber, input 30g / L sodium chloride aqueous solution into the cathode chamber and the anode chamber, input 10wt% hydrochloric acid into the acid inlet chamber, and input pure water into the receiving chamber;

[0099] Q 2: Set the operation mode of the electrodialysis device and power it on;

[0100] Q 3: Monitor the conductivity of the feed liquid chamber. When the conductivity of the feed liquid chamber drops to 200μs / cm, stop the operation, collect the material in the receiving chamber, and obtain the crude organic sulfonic acid product.

[0101] The operation mode of the electrodialysis device in the Q2 step is constant current.

[0102] The current density in the constant current operation is 500A / m 2 .

[0103] Comparative Example 1

[0104] The specific implementation of Comparative Example 1 is the same as that of Example 1, except that the step S2 is specifically to introduce a proton donor into the organic sulfonate, react until no solid is precipitated, and obtain a mixture 1; and filter the mixture 1 to obtain a crude organic sulfonic acid product. The proton donor is hydrogen chloride gas; and the introduction rate of the proton donor is 3 L / min.

[0105] Comparative Example 2

[0106] The specific implementation of Comparative Example 2 is the same as that of Example 2, except that the step S2 is specifically to introduce a proton donor into the organic sulfonate, react until no solid is precipitated, and obtain a mixture 1; and filter the mixture 1 to obtain a crude organic sulfonic acid product. The proton donor is hydrogen chloride gas; and the introduction rate of the proton donor is 3 L / min.

[0107] Comparative Example 3

[0108] The specific implementation of Comparative Example 3 is the same as that of Example 1, except that the operating temperature of the thin film evaporator is 80° C. and the vacuum degree is 1 mbar.

[0109] Comparative Example 4

[0110] The specific implementation of Comparative Example 4 is the same as that of Example 2, except that the operating temperature of the distillation apparatus is 80° C. and the vacuum degree is 2 mbar.

[0111] Performance Testing

[0112] 1. Determination of yield of organic sulfonic acid finished product:

[0113] The product yield of the organic sulfonic acid prepared in Examples 1 to 5 and Comparative Examples 1 to 4 was determined by an acid-base titration method. The test method was to use a potassium hydroxide standard solution to titrate the organic sulfonic acid ethanol solution. The calculation formula was:

[0114]

[0115] Where: C is the concentration of potassium hydroxide standard solution, in mol / L;

[0116] V is the volume of potassium hydroxide standard solution consumed by the sample, in mL;

[0117] M is the relative molecular mass of the organic sulfonic acid, with the unit being 1;

[0118] m is the mass of the sample, in g; the results are recorded in Table 1.

[0119] 2. Determination of impurities in synthetic organic sulfonates:

[0120] The content of impurity sodium in the synthetic organic sulfonate was tested according to JY / T 015-1996 standard, and the content of chlorine was tested according to BS EN14582:2016 standard. The results are recorded in Table 2.

[0121] 3. Determination of water content in synthetic organic sulfonates:

[0122] The moisture content of the synthesized organic sulfonates prepared in Examples 1 to 5 and Comparative Examples 1 to 4 was measured using a Karl Fischer moisture analyzer.

[0123] Table 1

[0124] Yield % Example 1 98.8 Example 2 98.5 Example 3 98.4 Example 4 98.7 Example 5 98.2 Comparative Example 1 97.4 Comparative Example 2 96.7 Comparative Example 3 97.3 Comparative Example 3 96.8

[0125] Table 2

[0126] Sodium % Chlorine % Water content% Example 1 0.043 0.009 0.22 Example 2 0.039 0.010 0.21 Example 3 0.052 0.007 0.24 Example 4 0.047 0.012 0.24 Example 5 0.050 0.015 0.22 Comparative Example 1 0.090 0.041 0.26 Comparative Example 2 0.087 0.052 0.23 Comparative Example 3 0.076 0.056 0.27 Comparative Example 3 0.083 0.061 0.29

Claims

1. A method for preparing organic sulfonates by electrodialysis, characterized in that: The following steps are involved: S1: preparing a solution containing an organic sulfonate; S2: diluting the solution containing the organic sulfonate with water and performing an electrodialysis operation to obtain a crude organic sulfonic acid product; S3: purifying the crude organic sulfonic acid product to obtain a finished organic sulfonic acid product; S4: neutralize the finished organic sulfonic acid to generate synthetic organic sulfonate.

2. The method for preparing organic sulfonate by electrodialysis according to claim 1, characterized in that: The specific steps of preparing the solution containing organic sulfonate in step S1 are: mixing halogenated hydroxysulfonate with strong base and weak acid salt, adding water, and reflux reaction at 75-100° C. for 4-7 hours to obtain a solution containing organic sulfonate.

3. The method for preparing organic sulfonate by electrodialysis according to claim 1, characterized in that: The specific steps of preparing the solution containing organic sulfonate in step S1 are: mixing unsaturated polyol and acid salt, reacting at 35-45° C. for 2-6 hours to obtain a solution containing organic sulfonate.

4. The method for preparing organic sulfonate by electrodialysis according to claim 1, characterized in that: The electrodialysis in step S2 is one of ordinary electrodialysis, electrolytic electrodialysis, bipolar membrane electrodialysis and displacement electrodialysis.

5. The method for preparing organic sulfonate by electrodialysis according to claim 4, characterized in that: The operation steps of the electrolysis electrodialysis include the following steps: M1: A diluted solution containing organic sulfonate is input into the feed chamber through a circulation pump, a 0.001-0.05 mol / L dilute alkali solution is input into the cathode chamber, a 0.001-0.05 mol / L dilute acid solution is input into the anode chamber, and pure water is input into the receiving chamber; M2: Set the operation mode of the electrodialysis device and power it on; M3: Monitor the conductivity of the liquid chamber. When the conductivity of the liquid chamber drops to 200-400 μs / cm, stop the operation, collect the material in the receiving chamber, and obtain the crude organic sulfonic acid product.

6. The method for preparing organic sulfonate by electrodialysis according to claim 5, characterized in that: The operation mode of the electrodialysis device in the M2 step is one of constant current, constant voltage and pulsed current.

7. The method for preparing organic sulfonate by electrodialysis according to claim 6, characterized in that: The current density in the constant current operation is 100-1000A / m 2 .

8. The method for preparing organic sulfonate by electrodialysis according to claim 1, characterized in that: Specifically, the step S3 is to first pass the crude organic sulfonic acid product into a thin film evaporator, and the crude organic sulfonic acid product flows through the heating surface of the thin film evaporator to be separated into a high boiling point component and a low boiling point component, and then pass the high boiling point component into a distillation device to separate impurities to obtain a finished organic sulfonic acid product.

9. The method for preparing organic sulfonate by electrodialysis according to claim 8, characterized in that: The working temperature of the thin film evaporator is 90-115° C., and the vacuum degree is 3-8 mbar.

10. The method for preparing organic sulfonate by electrodialysis according to claim 1, characterized in that: The boiling point of the base used for neutralization in the step S4 is 50 to 200°C.

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