Sulfonic acid decolorizing resin, its preparation method and use

Abstract

The application relates to a sulfonic acid decoloring resin and a preparation method and use thereof. The application relates to a method for reducing the colority of acrylic acid and ester, methacrylic acid and ester. The method increases active groups after chemical modification of the resin, reacts with impurities causing product discoloration, separates and completely removes the discoloring impurities in the product, does not introduce new impurities into the product, greatly improves the colority of the product and the stability of the product, and ensures stable application of the product in the optical field.

Description

TECHNICAL FIELD

[0001] The present application belongs to the field of acrylic acid (ester), and particularly relates to a sulfonic acid decolorizing resin, a preparation method and use thereof. BACKGROUND

[0002] The pure product of industrial acrylic acid and ester and methacrylic acid and ester should be a colorless liquid, most of which is obtained by the oxidation reaction of propylene and isobutylene. A certain amount of carbonyl compounds is generated during the reaction process. The oxidation of the polymerization inhibitor during the refining process will produce a certain amount of quinone impurities. The residual of these impurities in the product will cause the fluctuation of the color number of the product and the abnormality of the color of the downstream application.

[0003] The existing industrial impurity removal has the following problems: 1) small molecules of formaldehyde and acetaldehyde are relatively easy to remove by distillation, and the content of formaldehyde and acetaldehyde in the product is below 1 ppm, but the boiling points of benzaldehyde and furfural are close to those of acrylic acid and ester, methacrylic acid and ester, and the treatment effect is limited by distillation; 2) for acrylic acid product, the recrystallization method is used to remove aldehyde impurities, but the removal efficiency is limited and a large amount of waste with high impurity content is generated, which increases the production cost.

[0004] In order to remove aldehyde and ketone impurities, some patents have developed the synthesis of de-aldehyde agent and de-aldehyde resin. Patent CN86103369A uses propylene oxide and hydrazine hydrate to synthesize hydroxypropyl hydrazine, and such de-aldehyde agent can reduce the total aldehyde content in ethylene oxide to below 100 ppm; Patent CN112441880A provides a de-aldehyde agent for ethylene glycol de-aldehyde refining, which includes a modified resin with the structure of MClx-CIR. This de-aldehyde agent is stable in nature and can reduce the aldehyde concentration in crude ethylene glycol to below 2.5 ppm, and the aldehyde concentration in the stored refined ethylene glycol does not rebound significantly. Patent CN105482017A provides a macroporous resin with high specific surface area, which can be used for ethylene glycol de-aldehyde, and the aldehyde content can be reduced to 0.05 ppm. Patent CN109608571B invents an ethylene glycol de-aldehyde resin catalyst synthesis, which is polymerized from a suspension system including styrene and divinylbenzene. The examples show that the aldehyde impurity content of ethylene glycol is reduced from 30 ppm to below 1 ppm, and the removal rate is increased to more than 96%. Patent CN107814680B provides a de-aldehyde method for crude styrene obtained from cracking gasoline, which includes adding a de-aldehyde agent to the crude styrene to react, so that the aldehyde in the crude styrene becomes aldehyde oxime, and then the aldehyde oxime is removed by distillation to obtain refined styrene after de-aldehyde. The de-aldehyde agent is one of hydroxylamine hydrochloride and hydroxylamine sulfate.

[0005] In the above cases, de-aldehyde is achieved by adding de-aldehyde agent and then distillation or by catalytic reaction of resin, and there are by-products. There is no application in the system of acrylic acid and ester, methacrylic acid and ester.

[0006] It can be seen that there is a need in the art to develop a new method for removing aldehydes, ketones and quinones causing product color number without introducing new impurities affecting product quality. SUMMARY

[0007] The present application aims to obtain a sulfonic acid decolorizing resin with a special structure, which is used to treat (meth) acrylic acid or (meth) acrylate, and remove aldehydes, ketones and quinones impurities contained therein by reaction adsorption to reduce product color number.

[0008] To achieve the above technical effects, the present application adopts the following technical solutions:

[0009] A sulfonic acid decolorizing resin, the resin has the following structure:

[0010]

[0011] Wherein, n is greater than 2.

[0012] Another object of the present application is to provide a preparation method of the sulfonic acid decolorizing resin.

[0013] A preparation method of the above-mentioned sulfonic acid decolorizing resin, the method comprises the following steps:

[0014] S1: acid activation of sulfonic acid resin, elution of free acid;

[0015] S2: ascorbic acid solution soaking S1 resin reaction, elution of ascorbic acid;

[0016] S3: amino thiol soaking S2 resin reaction, elution of amino thiol.

[0017] The reaction involved in the above preparation method is shown as follows:

[0018]

[0019] In the present application, the acid activation of S1 is soaking in an aqueous inorganic acid solution; preferably, the inorganic acid is one or more of hydrochloric acid, sulfuric acid and nitric acid, preferably sulfuric acid; preferably, the mass concentration of inorganic acid is 5%-15%; preferably, the acid activation temperature is 20-40℃, and the time is 1-5h.

[0020] In the present application, the elution of S1 is washing with deionized water after filtration.

[0021] In the present application, the mass ratio of S1 resin to ascorbic acid solution in S2 is 1:2-1:5, preferably the mass ratio is 1:2.5-1:3.5.

[0022] In the present application, the mass concentration of ascorbic acid solution in S2 is 5%-12%, preferably 7%-9%.

[0023] In this invention, the reaction temperature in step S2 is 20-80℃, and the reaction time is 1-4h.

[0024] In this invention, the elution described in S2 involves filtration followed by washing with deionized water.

[0025] In this invention, the mass ratio of the resin in S2 to the aminobenzenethiol solution in S3 is 1:1 to 1:5, preferably 1:2 to 1:4.

[0026] In this invention, the mass concentration of aminophenylthiol in S3 is 3%-10%, preferably 5%-8%.

[0027] In this invention, the reaction temperature in step S3 is 20-40℃, and the reaction time is 1-7h.

[0028] In this invention, the elution described in S3 is washing with methanol after filtration.

[0029] Another object of the present invention is to provide a method for reducing the color of (meth)acrylic acid or (meth)acrylate.

[0030] A method for reducing the color of (meth)acrylic acid or (meth)acrylate, wherein the method uses the above-mentioned sulfonic acid decolorizing resin, or the sulfonic acid decolorizing resin prepared by the above-mentioned preparation method, to react and adsorb (meth)acrylic acid or (meth)acrylate; wherein the sulfonic acid decolorizing resin has the following structure:

[0031]

[0032] Where n is greater than 2.

[0033] The reactions involved in the above treatment method are illustrated below: Aldehydes and ketones are easily attacked by the thiohydroxyl group, combining to form acetals or ketals; Quinones, due to their oxidizing properties, easily react with reducing ascorbic acid groups, thus reducing the color number.

[0034]

[0035] In this invention, the treatment method involves reaction adsorption using a resin column filled with sulfonic acid decolorizing resin; preferably, the flow rate of the sulfonic acid decolorizing resin and (meth)acrylic acid or (meth)acrylate is 2 BV / h-10 BV / h, more preferably 4 BV / h-8 BV / h; preferably, the reaction adsorption temperature is 20-80℃, more preferably 20-70℃.

[0036] Another object of the present invention is to provide a use of a sulfonic acid decolorizing resin.

[0037] The use of a sulfonic acid decolorizing resin, wherein the resin is the sulfonic acid decolorizing resin described above, or a sulfonic acid decolorizing resin prepared by the above preparation method, wherein the sulfonic acid decolorizing resin is used to treat (meth)acrylic acid or (meth)acrylate, and to remove aldehydes, ketones, and quinones contained therein by reaction adsorption, thereby reducing the product color number to 1-2.

[0038] Compared with the prior art, the positive effects of the present invention are as follows:

[0039] (1) At a lower temperature, it can efficiently remove a variety of coloring impurities from the product and reduce the product color to below 5.

[0040] (2) The resin is easy to replace, and no new substances are introduced into the product. Detailed Implementation

[0041] To better understand the technical solution of the present invention, the method provided by the present invention will be further described below in conjunction with specific embodiments. However, the present invention is not limited to the listed embodiments, but should also include any other known modifications within the scope of the claims of the present invention.

[0042] The resin column is a glass column with a diameter of 1cm and a length of 5cm. Two columns are connected in parallel, one for use and one for backup.

[0043] Gas chromatography, Agilent-7890, injection port temperature 280℃, FID temperature 300℃, septum purge (N2) flow rate 3.0 mL / min, carrier gas (N2) flow rate 1.0 mL / min, split injection, split ratio 50:1.

[0044] Elemental analyzer, Jena EA5000, Germany.

[0045] Infrared spectrometer, PerkinElmer Spectrum 3.

[0046] Colorimeter, Nessleiser, Loeb Instruments Ltd., Hazen colorimetric method.

[0047] Table 1

[0048]

[0049]

[0050] Example 1

[0051] 100g of sulfonic acid-based resin was soaked in 250g of 8% sulfuric acid aqueous solution at 25°C for 4 hours. The resin was then washed with deionized water until neutral. 300g of 9% ascorbic acid aqueous solution was added, and the mixture was reacted at 20°C for 4 hours. After cooling to room temperature, the resin was washed with water until no free ascorbic acid residue remained. The resin was then soaked in 400g of 10% 2-aminoethanethiol methanol solution at 25°C for 5 hours. The mixture was washed with methanol until no 2-aminoethanethiol residue remained. 10g of the resin was taken, and acid-base titration showed an acid value less than 0.1%. Redox titration showed a bonded ascorbic acid content of 15.5%. Elemental analysis showed a total nitrogen content of 2.1%. Infrared spectroscopy showed the resin was visible at 1754.9 cm⁻¹. -1 The carbonyl absorption peak at 2587 cm⁻¹ and the absorption peak at 2587 cm⁻¹ -1 The sulfur hydroxyl absorption peak at the point indicates the presence of a qualified sulfonic acid decolorizing resin.

[0052] Wanhua oxidized crude acrylic acid was taken and the impurities were determined to be furfural 121ppm, benzaldehyde 97ppm, benzoquinone 11ppm, and acrolein 19ppm; its color number was determined to be 27.

[0053] 10g of resin was packed into a resin column, and 150ml of the above crude acrylic acid was adsorbed onto the resin at a flow rate of 4BV / h. The resin column temperature was 40℃. The adsorbed sample was collected for analysis. The impurities were furfural 2ppm, benzaldehyde 2ppm, benzoquinone 0.2ppm, and acrolein 1ppm. The color number was determined to be 3.

[0054] Example 2

[0055] 100g of sulfonic acid resin was soaked in 250g of 11% hydrochloric acid aqueous solution at 30℃ for 4 hours. The resin was then washed with deionized water until neutral. 300g of 11% ascorbic acid aqueous solution was added to the resin, and the reaction was carried out at 75℃ for 1 hour. After cooling to room temperature, the resin was washed with water until no free ascorbic acid residue remained. The resin was then soaked in 300g of 9% 2-aminobenzylthiol methanol solution at 25℃ for 6 hours. The resin was washed with methanol until no 2-aminobenzylthiol residue remained. 10g of the resin was taken, and the acid value was determined to be less than 0.1% by acid-base titration. The content of bonded ascorbic acid was determined to be 21.7% by redox titration. The total nitrogen content was determined to be less than 1.2% by elemental analysis, yielding a qualified sulfonic acid decolorizing resin.

[0056] Wanhua oxidized crude methacrylic acid was taken, and the impurities were determined to be furfural 87 ppm, benzaldehyde 69 ppm, benzoquinone 37 ppm, and methacrolein 31 ppm; its color number was determined to be 47.

[0057] 10g of resin was packed into a resin column, and 150ml of the above crude methacrylic acid was adsorbed into the resin at a flow rate of 6 BV. The resin column temperature was 70℃. The adsorbed sample was collected for analysis. The impurities were furfural 1ppm, benzaldehyde 0.5ppm, benzoquinone 0.5ppm, and methacrolein 1.5ppm. The color number was determined to be 4.

[0058] Example 3

[0059] 100g of sulfonic acid resin was soaked in 250g of 13% nitric acid aqueous solution at 30℃ for 4 hours. The resin was then washed with deionized water until neutral. 300g of 5% ascorbic acid aqueous solution was added to the resin, and the reaction was carried out at 75℃ for 1 hour. After cooling to room temperature, the resin was washed with water until no free ascorbic acid residue remained. The resin was then soaked in 300g of 10% 3-aminobenzylthiol methanol solution at 25℃ for 4 hours. The resin was washed with methanol until no 3-aminobenzylthiol residue remained. 10g of the resin was taken, and the acid value was determined to be less than 0.1% by acid-base titration. The content of bonded ascorbic acid was determined to be 20.2% by redox titration. The total nitrogen content was determined to be 1.7% by elemental analysis, yielding a qualified sulfonic acid decolorizing resin.

[0060] Wanhua crude methyl acrylate was tested, and the impurities were determined to be furfural 57 ppm, benzaldehyde 71 ppm, benzoquinone 2 ppm, and acrolein 5 ppm; its color number was determined to be 7.

[0061] 10g of resin was packed into a resin column, and 150ml of the above crude methyl acrylate was adsorbed onto the resin at a flow rate of 5 BV. The resin column temperature was 20℃. The adsorbed sample was collected for analysis. The impurities were furfural 0.5ppm, benzaldehyde 0.2ppm, benzoquinone and acrolein were not detected. The color number was determined to be 1.

[0062] Example 4

[0063] 100g of sulfonic acid resin was soaked in 250g of 9% sulfuric acid aqueous solution at 30℃ for 3 hours. The resin was then washed with deionized water until neutral. 300g of 12% ascorbic acid aqueous solution was added to the resin, and the reaction was carried out at 70℃ for 2 hours. After cooling to room temperature, the resin was washed with water until no free ascorbic acid residue remained. The resin was then soaked in 300g of 5% 4-aminobenzylthiol methanol solution at 30℃ for 5 hours. The resin was washed with methanol until no 4-aminobenzylthiol residue remained. 10g of the resin was taken, and the acid value was determined to be less than 0.1% by acid-base titration. The content of bonded ascorbic acid was determined to be 18.6% by redox titration. The total nitrogen content was determined to be 1.9% by elemental analysis, yielding a qualified sulfonic acid decolorizing resin.

[0064] Wanhua oxidized crude methacrylic acid was taken, and the impurities were determined to be furfural 87 ppm, benzaldehyde 69 ppm, benzoquinone 37 ppm, and methacrolein 31 ppm; its color number was determined to be 47.

[0065] 10g of resin was packed into a resin column, and 150ml of the above crude methacrylic acid was adsorbed into the resin at a flow rate of 4 BV. The resin column temperature was 25℃. The adsorbed sample was collected for analysis. The impurities were furfural 0.5ppm, benzaldehyde 0.5ppm, benzoquinone and methacrolein were not detected. The color number was determined to be 1.

[0066] Example 5

[0067] 100g of sulfonic acid resin was soaked in 250g of 9% sulfuric acid aqueous solution at 30℃ for 3 hours. The resin was then washed with deionized water until neutral. 300g of 8% ascorbic acid aqueous solution was added to the resin, and the reaction was carried out at 70℃ for 3 hours. After cooling to room temperature, the resin was washed with water until no free ascorbic acid residue remained. The resin was then soaked in 300g of 8% 4-aminobenzylthiol methanol solution at 30℃ for 1 hour. The resin was washed with methanol until no 4-aminobenzylthiol residue remained. 10g of the resin was taken, and the acid value was determined to be less than 0.1% by acid-base titration. The content of bonded ascorbic acid was determined to be 22.1% by redox titration. The total nitrogen content was determined to be 1.6% by elemental analysis, yielding a qualified sulfonic acid decolorizing resin.

[0068] Wanhua oxidized crude butyl acrylate was taken, and the impurities were determined to be furfural 105 ppm, benzaldehyde 82 ppm, and benzoquinone 17 ppm; its color number was determined to be 34.

[0069] 10g of resin was packed into a resin column, and 150ml of the above crude butyl acrylic acid was adsorbed onto the resin at a flow rate of 8 BV. The resin column temperature was 80℃. The adsorbed sample was collected for analysis. The impurities were furfural 0.8ppm, benzaldehyde 0.3ppm, benzoquinone and methacrolein were not detected. The color number was determined to be 1.

[0070] Example 6

[0071] 100g of sulfonic acid resin was soaked in 250g of 9% sulfuric acid aqueous solution at 30℃ for 3 hours. The resin was then washed with deionized water until neutral. 250g of 10% ascorbic acid aqueous solution was added to the resin, and the reaction was carried out at 75℃ for 4 hours. After cooling to room temperature, the resin was washed with water until no free ascorbic acid residue remained. The resin was then soaked in 300g of 10% 2-amino-5-bromophenylthiol methanol solution at 40℃ for 7 hours. The resin was washed with methanol until no 2-amino-5-bromophenylthiol residue remained. 10g of the resin was taken, and the acid value was determined to be less than 0.1% by acid-base titration. The content of bonded ascorbic acid was determined to be 20.1% by redox titration. The total nitrogen content was determined to be 1.4% by elemental analysis, yielding a qualified sulfonic acid decolorizing resin.

[0072] Wanhua oxidized crude methacrylic acid was taken, and the impurities were determined to be furfural 87 ppm, benzaldehyde 69 ppm, benzoquinone 37 ppm, and methacrolein 31 ppm; its color number was determined to be 47.

[0073] 10g of resin was packed into a resin column, and 150ml of the above crude butyl acrylic acid was adsorbed onto the resin at a flow rate of 3 BV. The resin column temperature was 25℃. The adsorbed sample was collected for analysis. The impurities were furfural 5ppm, benzaldehyde 3ppm, benzoquinone 2ppm, and methacrolein 1.5ppm. Its color number was determined to be 5.

[0074] Example 7

[0075] 100g of sulfonic acid-based resin was soaked in 250g of a 10% sulfuric acid aqueous solution at 25°C for 4 hours. The resin was then washed with deionized water until neutral. 250g of an 11% ascorbic acid aqueous solution was added to the resin, and the reaction was carried out at 80°C for 4 hours. The mixture was then cooled to room temperature and washed with water until no free ascorbic acid residue remained. The resin was then soaked in 300g of a 9% 2-amino-5-chlorobenzylthiol methanol solution at 40°C for 7 hours. The mixture was washed with methanol until no 2-amino-5-chlorobenzylthiol residue remained. 10g of the resin was taken, and the acid value was determined to be less than 0.1% by acid-base titration. The content of bonded ascorbic acid was determined to be 20.7% by redox titration. The total nitrogen content was determined to be less than 1.1% by elemental analysis, yielding a qualified sulfonic acid decolorizing resin.

[0076] Wanhua oxidized crude methacrylic acid was taken, and the impurities were determined to be furfural 87 ppm, benzaldehyde 69 ppm, benzoquinone 37 ppm, and methacrolein 31 ppm; its color number was determined to be 47.

[0077] 10g of resin was packed into a resin column, and 150ml of the above crude butyl acrylic acid was adsorbed onto the resin at a flow rate of 2 BV. The resin column temperature was 30℃. The adsorbed sample was collected for analysis. The impurities were furfural 6ppm, benzaldehyde 4ppm, benzoquinone 3ppm, and methacrolein 2ppm. Its color number was determined to be 5.

[0078] Comparative Example 1

[0079] 100g of sulfonic acid resin was soaked in 250g of 9% sulfuric acid aqueous solution at 30℃ for 3 hours. The resin was then washed with deionized water until neutral. 300g of 11% ascorbic acid aqueous solution was added, and the mixture was reacted at 70℃ for 4 hours. After cooling to room temperature, the resin was washed with water until no free ascorbic acid residue remained. 10g of resin was taken, and the acid value was determined to be less than 10% by acid-base titration. The content of bonded ascorbic acid was determined to be 21.3% by redox titration. The total nitrogen content was determined to be less than 0.01% by elemental analysis. The resin was visible at 1755 cm⁻¹. -1 Carbonyl absorption peaks were observed at the left and right positions, but no peaks were seen in the 2600-2550 cm⁻¹ range. -1 The presence of sulfur hydroxyl groups at the site confirms the presence of the target resin.

[0080] Wanhua oxidized crude methacrylic acid was taken, and the impurities were determined to be furfural 87 ppm, benzaldehyde 69 ppm, benzoquinone 37 ppm, and methacrolein 31 ppm; its color number was determined to be 47.

[0081] 10g of resin was packed into a resin column, and 150ml of the above crude methacrylic acid was adsorbed into the resin at a flow rate of 4 BV. The resin column temperature was 25℃. The adsorbed sample was collected for analysis. The impurities were furfural 65ppm, benzaldehyde 43ppm, benzoquinone 9ppm, and methacrolein 25ppm. Its color number was determined to be 15.

[0082] Comparative Example 2

[0083] 100g of sulfonic acid resin was soaked in 250g of 9% sulfuric acid aqueous solution at 30℃ for 3 hours. The resin was then washed with deionized water until the water was neutral. Next, the resin was soaked in 300g of 10% 4-aminobenzylthiol methanol solution at 30℃ for 4 hours. The resin was washed with methanol until no 4-aminobenzylthiol residue remained. 10g of resin was taken, and the acid value was determined to be less than 10% by acid-base titration. The content of bonded ascorbic acid was determined to be 0 by redox titration. The total nitrogen content was determined to be 1.7% by elemental analysis. The resin was visible at 2568 cm⁻¹. -1 The thiohydroxyl absorption peak at this location does not exist at 1785-1690 cm⁻¹. -1 The carbonyl absorption peak at the point indicates that the target resin has been obtained.

[0084] Wanhua oxidized crude methacrylic acid was taken, and the impurities were determined to be furfural 87 ppm, benzaldehyde 69 ppm, benzoquinone 37 ppm, and methacrolein 31 ppm; its color number was determined to be 47.

[0085] 10g of resin was packed into a resin column, and 150ml of the above crude methacrylic acid was adsorbed onto the resin at a flow rate of 4 BV. The resin column temperature was 25℃. The adsorbed sample was collected for analysis, and the impurities were found to be furfural 5ppm, benzaldehyde 3ppm, benzoquinone 31ppm, and methacrolein 2ppm; its color number was determined to be 40. By comparing Examples 1-7 and Comparative Examples 1-2, it can be found that the resin chemisorption prepared by this method can significantly reduce the content of carbonyl impurities and quinone impurities in acrylic acid and esters, methacrylic acid and esters, and greatly reduce the color number of the crude product, which can be reduced to below 5. This method does not introduce new impurities, ensuring the quality stability of the product.

Claims

1. A sulfonic acid decolorizing resin, characterized in that, The resin has the following structure: Where n is greater than 2.

2. A method for preparing the sulfonic acid decolorizing resin according to claim 1, characterized in that, The method includes the following steps: S1: Acid-activated sulfonic acid resin, eluting free acid; S2: The resin of S1 is soaked in ascorbic acid solution to react and elute ascorbic acid; S3: The aminothiol is soaked in the resin of S2 and reacted to elute the aminothiol.

3. The preparation method according to claim 2, characterized in that, The acid activation described in S1 is achieved by immersion in an aqueous solution of an inorganic acid. And / or, the elution described in S1 is washing with deionized water after filtration.

4. The preparation method according to claim 3, characterized in that, The inorganic acid in S1 is one or more of hydrochloric acid, sulfuric acid, and nitric acid; The inorganic acid mass concentration in S1 is 5%-15%; S1 is activated by acid at a temperature of 20-40℃ for 1-5 hours.

5. The preparation method according to claim 4, characterized in that, The inorganic acid in S1 is sulfuric acid.

6. The preparation method according to claim 2, characterized in that, The mass ratio of the resin in S1 to the ascorbic acid solution in S2 is 1:2-1:5; And / or, the mass concentration of the ascorbic acid solution in S2 is 5%-12%; And / or, the reaction temperature described in S2 is 20-80℃, and the reaction time is 1-4h; And / or, the elution described in S2 is washing with deionized water after filtration.

7. The preparation method according to claim 6, characterized in that, The mass ratio of the resin in S1 to the ascorbic acid solution in S2 is 1:2.5-1:3.5; And / or, the mass concentration of the ascorbic acid solution in S2 is 7%-9%.

8. The preparation method according to claim 2, characterized in that, The mass ratio of the resin in S2 to the aminobenzenethiol solution in S3 is 1:1 to 1:5; And / or, the mass concentration of aminobenzyl mercaptan in S3 is 3%-10%; And / or, the reaction temperature described in S3 is 20-40℃, and the reaction time is 1-7h; And / or, the elution described in S3 is washing with methanol after filtration.

9. The preparation method according to claim 8, characterized in that, The mass ratio of the resin to the aminobenzenethiol solution in S2 is 1:2 to 1:4; And / or, the aminobenzenethiol mass concentration of S3 is 5%-8%.

10. A method for reducing the color of (meth)acrylic acid or (meth)acrylate, characterized in that, The method uses the sulfonic acid decolorizing resin according to claim 1, or the sulfonic acid decolorizing resin prepared by any one of the preparation methods in claims 2-6, to react and adsorb (meth)acrylic acid or (meth)acrylate. The sulfonic acid decolorizing resin has the following structure: Where n is greater than 2.

11. The processing method according to claim 10, characterized in that, The treatment method involves reaction adsorption using a resin column filled with sulfonic acid decolorizing resin.

12. The processing method according to claim 11, characterized in that, The flow rate of the sulfonic acid decolorizing resin and (meth)acrylic acid or (meth)acrylate is 2 BV / h-10 BV / h; The temperature for the reaction adsorption is 20-80℃.

13. The processing method according to claim 12, characterized in that, The flow rate of the sulfonic acid decolorizing resin and (meth)acrylic acid or (meth)acrylate is 4 BV / h-8 BV / h; The temperature for the reaction adsorption is 20-70℃.

14. Use of a sulfonic acid decolorizing resin, wherein the resin is the sulfonic acid decolorizing resin according to claim 1, or a sulfonic acid decolorizing resin prepared by any one of claims 2-9, wherein the sulfonic acid decolorizing resin is used to treat (meth)acrylic acid or (meth)acrylate, and to remove aldehydes, ketones, and quinones contained therein by reaction adsorption, thereby reducing the color number of the product to less than 5.

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