CN114315658A - Preparation method of sulfonate alkane ester - Google Patents

Preparation method of sulfonate alkane ester Download PDF

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CN114315658A
CN114315658A CN202111682269.9A CN202111682269A CN114315658A CN 114315658 A CN114315658 A CN 114315658A CN 202111682269 A CN202111682269 A CN 202111682269A CN 114315658 A CN114315658 A CN 114315658A
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夏力
顾大公
马潇
陈鹏
许从应
毛智彪
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Ningbo Nata Opto Electronic Material Co Ltd
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Abstract

The invention provides a preparation method of sulfonate alkane ester, which comprises the following steps: dissolving sulfonate alkane carboxylic acid and alcohol in an organic solvent to form a reaction solution; under the protection of nitrogen, the reaction solution is heated to a specific temperature, microwaves are started, and esterification reaction is carried out under the microwave condition. The preparation method shortens the reaction time without adopting a catalyst, and greatly improves the reaction conversion rate of the reaction of the alkane carboxylic acid sulfonate and the alkane alcohol or the aromatic alcohol and the purity of the product alkane sulfonate ester.

Description

Preparation method of sulfonate alkane ester
Technical Field
The invention belongs to the technical field of chemistry, and particularly relates to a preparation method of sulfonate alkane ester.
Background
Photoresist is a photosensitive material and is a key processing material in the fine processing technology of integrated circuits. The alkane sulfonate ester is used as a part of photoresist composition to determine the quality of the photoresist performance, and is a hotspot of current photoresist material research.
After the structure of the photosensitizer is determined, the anionic ligand sulfonate alkane ester functional group of different photosensitizers determines the performance of the photoresist, wherein the ester group part of the anionic part directly influences a very important performance index in the photoresist: the diffusion distance of the photoacid is significant for the esterification research of alkane sulfonate esters. Therefore, in order to meet the requirements of the photoresist, different photosensitizers and anions of ligands thereof need to be prepared. In the traditional method, a catalyst is added into an organic solvent, and the esterification is carried out by heating and refluxing in a water bath or an oil bath to control the esterification degree of the sulfonate alkane. Esterification reaction, mainly reaction of alcohol and carboxylic acid or inorganic oxyacid to produce ester and water. The carboxylic acid and esterification reactions are reversible and are generally very slow, requiring a very long time, usually more than 20 hours, so catalysts are often used. But the catalyst is basically sulfuric acid, phosphoric acid, boric acid, acidic resin, p-toluenesulfonate, copper sulfate, zinc chloride, zinc sulfate, etc. If the temperature is increased, depending on the nature of the substances, some by-products may occur, which affects the purity of the reaction. Resulting in excessive by-products and even high-temperature decomposition, and undesirable effect. If low temperature catalysis is used, although the catalyst may last for a long time, the amount of the catalyst needs to be increased, and the catalyst itself is expensive, increasing costs. In the post-treatment process, the catalyst needs to be removed, and the post-treatment is complicated.
In conclusion, the traditional preparation method of the sulfonate alkane ester has the technical defects of overlong reaction time, catalyst in a reaction system, high cost, undesirable effect and the like, and the catalyst needs to be removed during the post-treatment purification.
Disclosure of Invention
The invention provides a preparation method of sulfonate alkane ester, aiming at solving the technical defects of overlong reaction time, catalyst requirement of a reaction system, additional process for removing the catalyst during post-treatment, unsatisfactory synthesis effect and the like of the traditional preparation method.
In order to realize the purpose, the invention adopts the following technical scheme:
a process for the preparation of a sulfonate alkane ester comprising the steps of:
step 1, dissolving sulfonate alkane carboxylic acid and alcohol in an organic solvent to form a reaction solution, namely a reaction system;
the alkane carboxylic acid sulfonate is any one of 2-carboxyl-1, 1,1,3,3, 3-hexafluoropropane-2-sulfonate, carboxyl difluoro methanesulfonate, carboxyl methanesulfonate, bromo-sulfonate acetic acid and bromo-difluoro-sulfonate acetic acid, and further preferably 2-carboxyl-1, 1,1,3,3, 3-hexafluoropropane-2-sodium sulfonate or sodium sulfoacetate.
The alcohol is alkane alcohol or aromatic alcohol; preferably any one of methanol, cyclohexanol, adamantanol, benzyl alcohol, 4-chlorophenethanol, 3-bromophenylethanol, 2-hydroxy-4-oxatricyclo [4.2.1.0(3,7) ] -5-nonanone. More preferably: methanol or cyclohexanol.
The use amount of the organic solvent is 2-15 times of the mass of the alkane carboxylic acid sulfonate.
The mass ratio of the sulfonate alkane carboxylic acid to the alcohol is 30-81: 10-54.
And 2, carrying out nitrogen protection on the reaction system.
And (3) protecting by nitrogen: and slowly introducing nitrogen into the reaction container for 30min, and removing oxygen in the container, so that the reaction system is carried out under the protection of nitrogen.
And 3, heating the reaction solution (namely the reaction system) to a specific temperature, starting microwaves, and carrying out esterification reaction under the microwave condition.
The specific temperature is 60-110 ℃; preferably 60 ℃;
the microwave conditions are as follows: the microwave frequency is 100GHz-300 GHz; preferably, the microwave frequency is 300 GHz;
the esterification reaction comprises the following steps: the esterification reaction time is 0.5-3 h; preferably, the esterification reaction time is 1 h.
And 4, after the esterification reaction is finished, adding alkali liquor into the esterification reaction liquid, stirring and washing to remove impurities in the target reaction liquid (namely the esterification reaction liquid). Stirring, wherein the stirring speed is 800-1200 r/min, the stirring time is 20-25 minutes, the liquid is divided into an upper layer and a lower layer after standing, the upper layer is an organic layer, and the lower layer is an inorganic layer.
The alkali liquor is sodium carbonate water or sodium bicarbonate water solution, and the use amount of the alkali liquor is 5-30% of the mass of the esterification reaction liquid.
And 5, carrying out vacuum desolventizing on the organic layer to obtain a solid. The solid was dried in a vacuum oven to give the final product, a sulfonate alkyl ester.
And (3) vacuum desolventizing: the desolventizing temperature is as follows: 30-80 ℃, preferably 50 ℃; and (3) drying: the drying temperature is 50-85 ℃, and preferably 80 ℃.
The chemical formula of the esterification reaction of the invention is as follows:
Figure BDA0003441592500000021
r1 is one or more of alkane or arene with 1-10 carbon atoms or substituent containing sulfur/oxygen/nitrogen/fluorine/chlorine heteroatom.
R2 is one or more of alkane or arene with 1-10 carbon atoms or substituent containing sulfur/oxygen/nitrogen heteroatom.
The invention has the following technical effects:
1. the preparation method shortens the reaction time without adopting a catalyst, greatly improves the esterification efficiency and the reaction conversion rate of the reaction of the alkane carboxylic acid sulfonate and the alkane alcohol or the aromatic alcohol, and has the reaction time of 1h and the yield of the product of more than 67 percent.
2. By adopting the preparation method, the purity of the sulfonate alkane ester is greatly improved on the premise of not adopting a catalyst; the purity of the product reaches more than 87%.
3. The sulfonate alkane ester prepared by the invention is used as an anionic ligand of a photosensitizer to prepare the photoresist, so that the acid production efficiency can be greatly improved, the acid diffusivity is reduced, and better photoetching pattern quality is obtained.
4. According to the preparation method, the reaction liquid obtained by the esterification reaction has high purity, few impurities, high reaction speed and high temperature rise, and a catalyst is not required to be added, so that the post-treatment process of the product is greatly simplified, and the treatment for removing the catalyst is not required.
Detailed Description
In order to make the objects, technical solutions and effects of the present invention more apparent, the present invention is further described in detail below with reference to examples. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
EXAMPLE 1 preparation of a sulfonate alkane ester
The method comprises the following steps:
(1) sodium sulfoacetate and methanol are placed in a four-neck flask filled with toluene, and stirred until dissolved, so as to obtain a reaction solution. The mass ratio of the sodium sulfoacetate to the methanol to the toluene is as follows: 81: 12: 200.
(2) placing the four-mouth flask in a microwave reactor, slowly introducing nitrogen into the four-mouth flask for 30min, and removing oxygen in the flask;
(3) heating the temperature of the reaction liquid in the four-mouth flask to 110 ℃, starting microwaves, controlling the frequency of the microwaves to be 300GHz, and performing esterification reaction; controlling the microwave time to be 1h, closing the microwave reactor after 1h, and finishing the reaction;
(4) and taking out the four-neck flask in the microwave reactor, and removing impurities. Removing impurities: and pouring the reaction liquid in the four-neck flask into a saturated sodium carbonate solution, wherein the using amount of the saturated sodium carbonate solution is 24.2 of the mass of the reaction liquid. Stirring is started, the stirring speed is 1000r/min, the stirring time is 20 minutes, after standing, the liquid is divided into an upper layer and a lower layer, the upper layer is an organic layer, and the lower layer is an inorganic layer.
(5) The organic layer was desolventized under vacuum at 50 ℃ to give a solid. Putting the solid in a vacuum oven, and drying at the temperature of 80 ℃ for 16 hours; the product, a sulfonate alkyl ester, is obtained.
And weighing the dried product to calculate the yield and purity.
EXAMPLE 2 preparation of a sulfonate alkane ester
The method comprises the following steps:
(1) sodium sulfoacetate and methanol are placed in a four-neck flask filled with toluene, and stirred until dissolved, so as to obtain a reaction solution. The mass ratio of the sodium sulfoacetate to the methanol to the toluene is as follows: 81: 12: 200.
(2) placing the four-mouth flask in a microwave reactor, slowly introducing nitrogen into the four-mouth flask for 30min, and removing oxygen in the flask;
(3) heating the temperature of the reaction liquid in the four-mouth flask to 100 ℃, starting microwaves, and carrying out esterification reaction when the microwave frequency is set to 300 GHz; controlling the microwave time to be 1h, closing the microwave reactor after 1h, and finishing the reaction;
(4) and taking out the four-neck flask in the microwave reactor, and removing impurities. Removing impurities: and pouring the reaction liquid in the four-neck flask into a saturated sodium carbonate solution, wherein the using amount of the saturated sodium carbonate solution is 24.2% of the mass of the reaction liquid. Stirring is started, the stirring speed is 1000r/min, the stirring time is 20 minutes, after standing, the liquid is divided into an upper layer and a lower layer, the upper layer is an organic layer, and the lower layer is an inorganic layer.
(5) The organic layer was desolventized under vacuum at 50 ℃ to give a solid. Putting the solid in a vacuum oven, and drying at the temperature of 80 ℃ for 16 hours; the product, a sulfonate alkyl ester, is obtained.
And weighing the dried product to calculate the yield and purity.
EXAMPLE 3 preparation of a sulfonate alkane ester
The method comprises the following steps:
(1) placing sodium sulfoacetate and methanol into a four-neck flask filled with toluene, and stirring until the sodium sulfoacetate and the methanol are dissolved; thus obtaining a reaction solution. The mass ratio of the sodium sulfoacetate to the methanol to the toluene is as follows: 81: 12: 200.
(2) placing the four-mouth flask in a microwave reactor, slowly introducing nitrogen into the four-mouth flask for 30min, and removing oxygen in the flask;
(3) after the temperature of the reaction liquid in the four-mouth flask is raised to 60 ℃, starting microwaves to perform esterification reaction when the microwave frequency is set to 300 GHz; controlling the microwave time to be 1h, closing the microwave reactor after 1h, and finishing the reaction;
(4) and taking out the four-neck flask in the microwave reactor, and removing impurities. Removing impurities: and pouring the reaction liquid in the four-neck flask into a saturated sodium carbonate solution, wherein the using amount of the saturated sodium carbonate solution is 24.2% of the mass of the reaction liquid. Stirring is started, the stirring speed is 1000r/min, the stirring time is 20 minutes, after standing, the liquid is divided into an upper layer and a lower layer, the upper layer is an organic layer, and the lower layer is an inorganic layer.
(5) The organic layer was desolventized under vacuum at 50 ℃ to give a solid. Putting the solid in a vacuum oven, and drying at the temperature of 80 ℃ for 16 hours; the product, a sulfonate alkyl ester, is obtained.
And weighing the dried product to calculate the yield and purity.
EXAMPLE 4 preparation of a sulfonate alkane ester
The method comprises the following steps:
(1) placing sodium sulfoacetate and methanol into a four-neck flask filled with toluene, and stirring until the sodium sulfoacetate and the methanol are dissolved; thus obtaining a reaction solution. The mass ratio of the sodium sulfoacetate to the methanol to the toluene is as follows: 81: 12: 200.
(2) the four-neck flask is placed in a microwave reactor, nitrogen is slowly introduced into the four-neck flask for 30min, and oxygen in the flask is removed.
(3) After the temperature of the reaction liquid in the four-mouth flask is raised to 90 ℃, when the microwave frequency is set to 200GHz, the microwave is started to carry out esterification reaction; controlling the microwave time to be 1h, closing the microwave reactor after 1h, and finishing the reaction.
(4) And taking out the four-neck flask in the microwave reactor, and removing impurities. Removing impurities: and pouring the reaction liquid in the four-neck flask into a saturated sodium carbonate solution, wherein the using amount of the saturated sodium carbonate solution is 24.2% of the mass of the reaction liquid. Stirring is started, the stirring speed is 1000r/min, the stirring time is 20 minutes, after standing, the liquid is divided into an upper layer and a lower layer, the upper layer is an organic layer, and the lower layer is an inorganic layer.
(5) The organic layer was desolventized under vacuum at 50 ℃ to give a solid. Putting the solid in a vacuum oven, and drying at the temperature of 80 ℃ for 16 hours; the product, a sulfonate alkyl ester, is obtained.
And weighing the dried product to calculate the yield and purity.
EXAMPLE 5 preparation of a sulfonate alkane ester
The method comprises the following steps:
(1) placing sodium sulfoacetate and methanol into a four-neck flask filled with toluene, and stirring until the sodium sulfoacetate and the methanol are dissolved; thus obtaining a reaction solution. The mass ratio of the sodium sulfoacetate to the methanol to the toluene is as follows: 81: 12: 200.
(2) placing the four-mouth flask in a microwave reactor, slowly introducing nitrogen into the four-mouth flask for 30min, and removing oxygen in the flask;
(3) after the temperature of the reaction liquid in the four-mouth flask is raised to 90 ℃, when the microwave frequency is set to be 100GHz, the microwave is started to carry out esterification reaction; controlling the microwave time to be 1h, closing the microwave reactor after 1h, and finishing the reaction;
(4) and taking out the four-neck flask in the microwave reactor, and removing impurities. Removing impurities: and pouring the reaction liquid in the four-neck flask into a saturated sodium carbonate solution, wherein the using amount of the saturated sodium carbonate solution is 24.2% of the mass of the reaction liquid. Stirring is started, the stirring speed is 1000r/min, the stirring time is 20 minutes, after standing, the liquid is divided into an upper layer and a lower layer, the upper layer is an organic layer, and the lower layer is an inorganic layer.
(5) The organic layer was desolventized under vacuum at 50 ℃ to give a solid. Putting the solid in a vacuum oven, and drying at the temperature of 80 ℃ for 16 hours; the product, a sulfonate alkyl ester, is obtained.
And weighing the dried product to calculate the yield and purity.
Comparative example 1 preparation of a sulfonate alkane ester
The method comprises the following steps:
(1) sodium sulfoacetate and methanol are placed in a four-neck flask with toluene, and stirred until dissolved. The mass ratio of the sodium sulfoacetate to the methanol to the toluene is as follows: 81: 12: 200.
(2) slowly introducing nitrogen into the four-mouth flask for 30min, and removing oxygen in the flask;
(3) heating to 90 deg.C, heating with a heating pot or oil bath, and performing esterification reaction;
(4) controlling the reaction time to be 10h, and closing the reaction after 10 h;
(5) and pouring the reaction solution into a certain amount of saturated sodium carbonate solution for impurity removal treatment, wherein the use amount of the sodium carbonate aqueous solution is 24.2% of the mass of the esterification reaction solution.
(6) Stirring at 1000r/min for 20 min, extracting layer by layer, and desolventizing to obtain solid. Putting the solid in a vacuum oven, and drying at 80 ℃ for 16 h;
and weighing the dried product to calculate the yield and purity.
Comparative example 2 preparation method of alkyl sulfonate
The method comprises the following steps:
(1) placing sodium sulfoacetate and methanol into a four-neck flask filled with toluene, and stirring until the sodium sulfoacetate and the methanol are dissolved; thus obtaining a reaction solution. The mass ratio of the sodium sulfoacetate to the methanol to the toluene is as follows: 81: 12: 200.
(2) placing the four-mouth flask in a microwave reactor, slowly introducing nitrogen into the four-mouth flask for 30min, and removing oxygen in the flask;
(3) after the temperature of the reaction liquid in the four-mouth flask is raised to 60 ℃, starting microwaves to perform esterification reaction when the microwave frequency is set to be 20 GHz;
controlling the microwave time to be 2 hours, closing the microwave reactor after 2 hours, and finishing the reaction;
(4) and taking out the four-neck flask in the microwave reactor, and removing impurities. Removing impurities: and pouring the reaction liquid in the four-neck flask into a saturated sodium carbonate solution, wherein the using amount of the saturated sodium carbonate solution is 24.2% of the mass of the reaction liquid. Stirring is started, the stirring speed is 1000r/min, the stirring time is 20 minutes, after standing, the liquid is divided into an upper layer and a lower layer, the upper layer is an organic layer, and the lower layer is an inorganic layer.
(5) The organic layer was desolventized under vacuum at 50 ℃ to give a solid. Putting the solid in a vacuum oven, and drying at the temperature of 80 ℃ for 16 hours; the product, a sulfonate alkyl ester, is obtained.
And weighing the dried product to calculate the yield and purity.
Comparative example 3 preparation method of alkyl sulfonate
The method comprises the following steps:
(1) placing sodium sulfoacetate and methanol into a four-neck flask filled with toluene, and stirring until the sodium sulfoacetate and the methanol are dissolved; thus obtaining a reaction solution. The mass ratio of the sodium sulfoacetate to the methanol to the toluene is as follows: 81: 12: 200.
(2) placing the four-mouth flask in a microwave reactor, slowly introducing nitrogen into the four-mouth flask for 30min, and removing oxygen in the flask;
(3) heating the temperature of the reaction liquid in the four-mouth flask to 90 ℃, starting microwaves, and carrying out esterification reaction when the microwave frequency is set to 10 GHz;
controlling the microwave time to be 2 hours, closing the microwave reactor after 2 hours, and finishing the reaction;
(4) and taking out the four-neck flask in the microwave reactor, and removing impurities. Removing impurities: and pouring the reaction liquid in the four-neck flask into a saturated sodium carbonate solution, wherein the using amount of the saturated sodium carbonate solution is 24.2% of the mass of the esterification reaction liquid. Stirring is started, the stirring speed is 1000r/min, the stirring time is 20 minutes, after standing, the liquid is divided into an upper layer and a lower layer, the upper layer is an organic layer, and the lower layer is an inorganic layer.
(5) The organic layer was desolventized under vacuum at 50 ℃ to give a solid. Putting the solid in a vacuum oven, and drying at the temperature of 80 ℃ for 16 hours; the product, a sulfonate alkyl ester, is obtained.
And weighing the dried product to calculate the yield and purity.
The alkyl sulfonate esters prepared in examples 1-5 and comparative examples 1-3 were weighed to calculate yield, purity, results, and experimental conditions as shown in table one:
table one:
Figure BDA0003441592500000071
as can be seen from Table one, example 3 is the most preferred example, the reaction time is 1h, the yield is 86%, and the product purity is 98.3%.
Example 6 a method of preparing a sulfonate alkyl ester comprising the steps of:
(1) 2-carboxyl-1, 1,1,3,3, 3-hexafluoropropane-2-sodium sulfonate and cyclohexanol are put into a four-neck flask filled with toluene and stirred until being dissolved; thus obtaining a reaction solution. The mass ratio of the dosage of the 2-carboxyl-1, 1,1,3,3, 3-hexafluoropropane-2-sodium sulfonate, the cyclohexanol and the toluene is as follows: 30.8: 10.16: 200.
steps (2) to (5) were the same as in example 3.
By weighing and calculation, the alkyl sulfonate prepared in this example had a reaction time of 1 hour, a yield of 79.3% and a purity of 97.2%.
EXAMPLE 7 preparation of a sulfonate alkyl ester
The method comprises the following steps:
(1) placing sodium carboxydifluoromethanesulfonate and adamantanol into a four-neck flask filled with toluene, and stirring until the sodium carboxydifluoromethanesulfonate and the adamantanol are dissolved; thus obtaining a reaction solution. The mass ratio of the using amounts of the carboxyl difluoromethanesulfonic acid sodium salt, the adamantanol and the toluene is as follows: 41: 33.2: 200.
steps (2) to (5) were the same as in example 3.
By weighing and calculation, the alkyl sulfonate prepared in this example had a reaction time of 1 hour, a yield of 86.2% and a purity of 96.4%.
EXAMPLE 8 preparation of a sulfonate alkyl ester
The method comprises the following steps:
(1) 2-carboxyl-1, 1,1,3,3, 3-hexafluoropropane-2-sodium sulfonate and benzyl alcohol are put into a four-neck flask filled with toluene and stirred until being dissolved; thus obtaining a reaction solution. The mass ratio of the dosage of the 2-carboxyl-1, 1,1,3,3, 3-hexafluoropropane-2-sodium sulfonate, benzyl alcohol and toluene is as follows: 41.1: 14.4: 200.
steps (2) to (5) were the same as in example 3.
By weighing and calculation, the alkyl sulfonate prepared in this example had a reaction time of 1 hour, a yield of 92.1% and a purity of 94.8%.
EXAMPLE 9 preparation of a sulfonate alkyl ester
The method comprises the following steps:
placing sodium sulfoacetate and 4-chlorobenzene ethanol into a four-neck flask filled with toluene, and stirring until the sodium sulfoacetate and the 4-chlorobenzene ethanol are dissolved; thus obtaining a reaction solution. The mass ratio of the sodium sulfoacetate, the 4-chlorobenzene ethanol and the toluene is as follows: 40.5: 41.9: 200.
steps (2) to (5) were the same as in example 3.
By weighing and calculation, the alkyl sulfonate prepared in this example had a reaction time of 1 hour, a yield of 83.2% and a purity of 89.4%.
EXAMPLE 10 preparation of a sulfonate alkyl ester
The method comprises the following steps:
(1) placing sodium sulfoacetate and 3-bromobenzene ethanol into a four-neck flask filled with toluene, and stirring until the sodium sulfoacetate and the 3-bromobenzene ethanol are dissolved; thus obtaining a reaction solution. The mass ratio of the dosage of the sodium sulfoacetate, the 3-bromobenzene ethanol and the toluene is as follows: 41.9: 53.6: 200.
steps (2) to (5) were the same as in example 3.
By weighing and calculation, the alkyl sulfonate prepared in this example had a reaction time of 1 hour, a yield of 85.5 and a purity of 87.1%.
By combining the embodiments 1-10, the method for preparing the sulfonate alkane ester has the advantages that the reaction time is 1 hour, the yield reaches more than 67 percent, and the purity reaches more than 87 percent.
The high-purity sulfonate alkane ester prepared by the method is used as an anionic ligand of a photosensitizer to prepare photoresist; the prepared photoresist has better acid production efficiency, lower acid diffusivity and better photoetching pattern quality.
Except for special description, the proportions are mass ratios, and the percentages are mass percentages.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents and improvements made within the spirit and principle of the present invention are intended to be included within the scope of the present invention.

Claims (10)

1. A process for the preparation of a sulfonate alkyl ester characterized in that: the method comprises the following steps:
dissolving sulfonate alkane carboxylic acid and alcohol in an organic solvent to form a reaction solution;
under the protection of nitrogen, the reaction solution is heated to a specific temperature, microwaves are started, and esterification reaction is carried out under the microwave condition.
2. The process for preparing a sulfonate alkane ester according to claim 1, wherein:
the microwave conditions are as follows: the microwave frequency is 100GHz-300 GHz; the specific temperature is 60-110 ℃; the esterification reaction time is 0.5-3 h.
3. The process for preparing a sulfonate alkane ester according to claim 2, wherein: the microwave conditions are as follows: the microwave frequency is 300 GHz; the specific temperature is 60 ℃; the esterification reaction time is 1 h.
4. The process for preparing a sulfonate alkane ester according to claim 1, wherein: the alkane carboxylic acid sulfonate is any one of 2-carboxyl-1, 1,1,3,3, 3-hexafluoropropane-2-sulfonate, carboxyl difluoro methanesulfonate, carboxyl methanesulfonate, bromo-sulfonate acetic acid and bromo-difluoro-sulfonate acetic acid; the alcohol is alkane alcohol or aromatic alcohol; preferably any one of methanol, cyclohexanol, adamantanol, benzyl alcohol, 4-chlorophenethanol, 3-bromophenylethanol, 2-hydroxy-4-oxatricyclo [4.2.1.0(3,7) ] -5-nonanone.
5. The method for producing a sulfonate alkane ester according to claim 4, characterized in that: the alkane carboxylic acid sulfonate is 2-carboxyl-1, 1,1,3,3, 3-hexafluoropropane-2-sodium sulfonate or sodium sulfoacetate; the alcohol is methanol or cyclohexanol.
6. The process for preparing a sulfonate alkane ester according to claim 1, wherein: the use amount of the organic solvent is 2-15 times of the mass of the alkane carboxylic acid sulfonate.
7. The process for preparing a sulfonate alkane ester according to claim 1, wherein: the mass ratio of the sulfonate alkane carboxylic acid to the alcohol is 30-81: 10-54.
8. The process for preparing a sulfonate alkane ester according to claim 1, wherein: the preparation method does not use a catalyst.
9. The process for preparing a sulfonate alkane ester according to claim 1, wherein: the preparation method also comprises the following steps:
after the esterification reaction is finished, adding alkali liquor into the esterification reaction liquid for stirring and washing; the liquid after washing is divided into an organic layer and an inorganic layer; vacuum desolventizing the organic layer to obtain a solid; and (5) drying the solid in a vacuum oven to obtain the product.
10. The process for preparing a sulfonate alkane ester according to claim 9, wherein: and (3) vacuum desolventizing: the desolventizing temperature is as follows: 30-80 ℃; and (3) drying: the drying temperature is 50-85 ℃.
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