CN103664709A - Production method of 2-acrylamide-2-methylpropanesulfonic acid - Google Patents
Production method of 2-acrylamide-2-methylpropanesulfonic acid Download PDFInfo
- Publication number
- CN103664709A CN103664709A CN201210331308.5A CN201210331308A CN103664709A CN 103664709 A CN103664709 A CN 103664709A CN 201210331308 A CN201210331308 A CN 201210331308A CN 103664709 A CN103664709 A CN 103664709A
- Authority
- CN
- China
- Prior art keywords
- acrylamide
- filter cake
- methylpro panesulfonic
- production method
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a production method of 2-acrylamide-2-methylpropanesulfonic acid. The method comprises the steps of (1) mixing acrylonitrile with a sulfonating agent to form an acrylonitrile solution of the sulfonating agent; (2) enabling the acrylonitrile solution of the sulfonating agent, obtained in the step (1), to be in contact with isobutylene to form a pasty product; (3) filtering the pasty product to obtain a filter cake containing 2-acrylamide-2-methylpropanesulfonic acid; (4) washing the filter cake containing the 2-acrylamide-2-methylpropanesulfonic acid, obtained in the step (3), by using glacial acetic acid, thereby obtaining an AMPS crude product. By adopting the method, the synthesis time of the 2-acrylamide-2-methylpropanesulfonic acid can be effectively reduced, the synthesis efficiency is improved, and the cost is reduced. Moreover, the obtained product is high in yield and purity.
Description
Technical field
The present invention relates to a kind of production method of 2-acrylamide-2-methylpro panesulfonic acid.
Background technology
2-acrylamide-2-methylpro panesulfonic acid (2-acrylamide-2-methylpropanesulfonic acid, hereinafter referred to as AMPS) be multifunctional water-soluble anionic monomer, because molecular structure has carbon-carbon double bond and to the insensitive sulfonic group of salt, therefore be easy to polymerization, and its homopolymerization and multipolymer have much special character, have broad application prospects, can be widely used in oilfield chemistry, water conditioner, chemical fibre, plastics, printing and dyeing, coating, tensio-active agent, static inhibitor, pottery, take a picture, washing auxiliary detergent, ion exchange resin, gas separation membrane, the fields such as electronic industry.
The technique of current most typical production AMPS is to take vinyl cyanide, oleum and iso-butylene to prepare AMPS as raw material react under relatively mild condition.First US3544597 has reported this method of preparing amide group sulfonic compound, and has obtained the higher monomer of purity, but reaction conditions is comparatively harsh.
In technology, the method for preparing AMPS is generally at present: vinyl cyanide, sulfuric acid are contacted with iso-butylene, generate after pulpous state product, filter this pulpous state product, obtain the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid.Because vinyl cyanide is with respect to sulphonating agent excessive adding widely, in order to reduce the content containing the vinyl cyanide in the filter cake of 2-acrylamide-2-methylpro panesulfonic acid as far as possible, the filter cake obtaining after filtering need to be carried out to vacuum-drying, preventing that the vinyl cyanide of carrying secretly in filter cake is brought in the treating process of follow-up AMPS there is polymerization, thereby affects the product preparation of AMPS.In the method, in order to realize effective removal of the vinyl cyanide of carrying secretly in filter cake, the vacuum drying time often reaches 3-5 hour, and the operational cycle is long, inefficiency, and purity and the yield of the AMPS product obtaining are on the low side.
Summary of the invention
The object of the invention is, in order to overcome purity and the yield shortcoming on the low side of long, the AMPS product that obtains of synthesis technique operational cycle of current AMPS, provides a kind of preparation technology the synthesis technique of simple AMPS.
The present inventor finds, vinyl cyanide, sulfuric acid are being contacted with iso-butylene, after generation pulpous state product has filtered, use Glacial acetic acid that the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid is washed and can effectively vinyl cyanide be taken away, make the filter cake that contains 2-acrylamide-2-methylpro panesulfonic acid without just proceeding to refine through vacuum-drying, this method can effectively reduce operation length, improve combined coefficient, reduce costs purity and the yield of the AMPS product that can also improve.After washing, waste liquid can reclaim by the method for rectification under vacuum.Based on above invention, completed the present invention.
The production method that the invention provides a kind of 2-acrylamide-2-methylpro panesulfonic acid, the method comprises the following steps:
(1) vinyl cyanide is mixed with sulphonating agent, form the acrylonitrile solution of sulphonating agent;
(2) acrylonitrile solution of sulphonating agent step (1) being obtained contacts with iso-butylene, forms pulpous state product;
(3) the pulpous state product that filtration step (2) obtains, obtains the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid;
(4) filter cake containing 2-acrylamide-2-methylpro panesulfonic acid obtaining with Glacial acetic acid washing step (3).
The production method of a kind of 2-acrylamide-2-methylpro panesulfonic acid provided by the invention, use Glacial acetic acid to wash the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid, can effectively the vinyl cyanide remaining in containing in the filter cake of 2-acrylamide-2-methylpro panesulfonic acid be taken away, make without vacuum-drying, just can continue refining containing the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, this method can effectively reduce the synthesis flow length of 2-acrylamide-2-methylpro panesulfonic acid, improve combined coefficient, reduce costs.In addition, adopt method of the present invention, purity and the yield of the AMPS product that can also improve.
Embodiment
The production method that the invention provides a kind of 2-acrylamide-2-methylpro panesulfonic acid, the method comprises the following steps:
(1) vinyl cyanide is mixed with sulphonating agent, form the acrylonitrile solution of sulphonating agent;
(2) acrylonitrile solution of sulphonating agent step (1) being obtained contacts with iso-butylene, forms pulpous state product;
(3) the pulpous state product that filtration step (2) obtains, obtains the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid;
(4) filter cake containing 2-acrylamide-2-methylpro panesulfonic acid obtaining with Glacial acetic acid washing step (3).
According to the present invention, although the present invention is in step (4), described Glacial acetic acid does not have special requirement with the mass ratio that contains the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, can in very wide scope, select, but under preferable case, in order fully to reduce the content containing the vinyl cyanide in the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, described Glacial acetic acid is 1-8:1, more preferably 2-6:1 with the mass ratio that contains the filter cake of 2-acrylamide-2-methylpro panesulfonic acid.
According to the present invention, although the present invention is in step (4), described Glacial acetic acid washing does not have particular requirement containing mode and the number of times of the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, Glacial acetic acid can be washed the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid continuously, also can divide for several times the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid is washed with Glacial acetic acid.Under a kind of embodiment, the method for the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid that in step (4), Glacial acetic acid washing step (3) obtains is for intermittently rinsing.Described intermittently rinse as not to be that one-time continuous is rinsed complete for washing Glacial acetic acid containing the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, after rinsing with part Glacial acetic acid, need to filter, after filtration again with the washing of part Glacial acetic acid.With Glacial acetic acid, rinsing and filter filter cake is 1 time.In the situation that divide for several times the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid washed with Glacial acetic acid, the present invention is not to there is no special requirement with Glacial acetic acid to the number of times that Glacial acetic acid is washed the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid, consider effect and the running cost of washing, under preferable case, by Glacial acetic acid, to the number of times that Glacial acetic acid gradation is washed the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid, be 2-4 time, more preferably 2 or 3 times.
According to the present invention, the consumption of described vinyl cyanide, sulphonating agent and iso-butylene is not had to special requirement, can be conventional consumption.Under preferable case, vinyl cyanide is greatly excessive with respect to sulphonating agent and iso-butylene, and the mol ratio of sulphonating agent and iso-butylene is close, and particularly, the mol ratio of described vinyl cyanide, iso-butylene and sulphonating agent can be 5-25:0.8-1.2:1.
In the present invention, the object that vinyl cyanide is mixed with sulphonating agent is in order to obtain the acrylonitrile solution of sulphonating agent, therefore, according to the present invention, the temperature that described vinyl cyanide is mixed with sulphonating agent is not particularly limited, consider that sulphonating agent has sulfuric acid or the oleum for strongly-acid and strong oxidizing property conventionally, lower temperature is conducive to reaction and operation, preferably, the temperature that described vinyl cyanide mixes with sulphonating agent is-10 ℃ to 4 ℃, further, under preferable case, the temperature that described vinyl cyanide mixes with sulphonating agent is-10-0 ℃.The present invention is to by vinyl cyanide and sulphonating agent mixing time, there is no particular limitation, consider that sulphonating agent is strongly-acid and the strong oxidizing property of high-concentration sulfuric acid or oleum, reasonably mixing time is conducive to prevent the generation of side reaction and is conducive to technological operation, preferably, the described time that vinyl cyanide is mixed with sulphonating agent is 3-300 minute, further, under preferable case, the time of mixing is 30-180 minute.
In the present invention, the object that the acrylonitrile solution of sulphonating agent is contacted with iso-butylene is in order to obtain AMPS pulpous state product, therefore, according to the present invention, there is no particular limitation for the time that the acrylonitrile solution of sulphonating agent is contacted with iso-butylene and temperature, preferably, the temperature that the acrylonitrile solution of sulphonating agent is contacted with iso-butylene is-10 ℃ to 50 ℃, the time that the acrylonitrile solution of sulphonating agent contacts with iso-butylene is 0.5-10 hour, further under preferable case, the temperature that the acrylonitrile solution of sulphonating agent is contacted with iso-butylene is 0 ℃ to 50 ℃, and the time is 30-180 minute.
According to the present invention, the present invention does not have special requirement to the kind of sulphonating agent, in prior art, various sulphonating agents all can be realized object of the present invention, consider that the sulphonating agent with strongly-acid and strong oxidizing property can improve the productive rate of reaction, preferably, described sulphonating agent is that concentration is sulfuric acid or the oleum of 95-102 % by weight.
In accordance with the present production process, the present invention has no particular limits the water content of described vinyl cyanide.Under preferable case, vinyl cyanide water content is lower than 1 % by weight, more preferably 0.2-0.7 % by weight.
In accordance with the present production process, in step (3), the method for solid-liquid filtration can be crossed the filter method of realizing solid-liquid separation for various in prior art, comprise normal pressure filtration method, vacuum filtration process etc., the pulpous state product of generation is chilled to room temperature, obtains after filtering filter cake and filtrate containing 2-acrylamide-2-methylpro panesulfonic acid.
According to the present invention, described AMPS crude product can be further purified and obtain AMPS sterling.The method of described purifying can be conventional AMPS purification process, as disclosed method in US4337215.Particularly, the aqueous acetic acid that it is 3-20 % by weight that the method comprises AMPS crude product and water content mixes, the weight ratio of described AMPS crude product and aqueous acetic acid is 1:10-1:4, mixture is heated to 85 ℃-105 ℃ until AMPS dissolving crude product, then by the cooling 3-5 hour of the mixed solution obtaining, filter and vacuum-drying, described vacuum drying condition can be identical with aforementioned vacuum drying condition, after dry, can obtain AMPS sterling, sterling purity is generally greater than 99 % by weight.In recrystallization process, can after AMPS dissolving crude product, by underpressure distillation, distill out part water and acetic acid, can improve the yield of recrystallization process.
Below by embodiment, method of the present invention is described further.
The purity of AMPS product is determined by liquid-phase chromatographic analysis (LC analysis).The analysis condition of liquid chromatography is: Zorbax SAX chromatographic column, and moving phase is 0.1mol/L KH2PO4 solution, flow velocity is 1.0mL/min, UV-detector.
In the present invention, the yield of AMPS is to calculate according to the weight of the add-on of iso-butylene raw material and AMPS crude product.
Embodiment 1
The present embodiment is for illustrating the production method of 2-acrylamide-2-methylpro panesulfonic acid provided by the invention.
(1) in being provided with the four-hole boiling flask of temperature regulating device, agitator, thermometer and gas feeding unit, add 330g vinyl cyanide, vinyl cyanide is cooled to after-10 ℃, add the oleum 61g of 102 % by weight, holding temperature be-10 ℃ and continues to stir 1 hour the acrylonitrile solution of formation sulphonating agent in reinforced process and after reinforced;
(2) pass into 35g iso-butylene after being warmed up to 38 ℃ and react, after treating that iso-butylene passes into, be incubated after 1 hour and finish reaction, obtain pulpous state product;
(3) pulpous state product step (2) being obtained carries out vacuum filtration, obtains the filter cake 180g containing 2-acrylamide-2-methylpro panesulfonic acid;
(4) use respectively twice pair of filter cake of 360g Glacial acetic acid to wash and filter, the time of twice washing and filtration is respectively 30 minutes;
(5) by adding 450g concentration in the filter cake after washing, be the aqueous acetic acid of 10 % by weight, in 1 hour, be warmed up to 90 ℃, then be cooled to 50 ℃, use vacuum distillation plant to steam about 280g aqueous acetic acid, then continue to cool to 10 ℃, liquid-solid mixture is filtered, by filter cake vacuum-drying 5h at 105 ℃, obtain high-purity AMPS, purity is 99.6 % by weight, total recovery 84%.
Comparative example 1
This comparative example is for illustrating the production method of the 2-acrylamide-2-methylpro panesulfonic acid that prior art provides.
According to the synthetic 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 1, different, in step (4), to the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid, in temperature, be 105 ℃, pressure is 10KPa, vacuum-drying 5h.In the high-purity AMPS obtaining, purity is 99 % by weight, total recovery 80%.
Embodiment 2
According to the synthetic 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 1, different is, in step (4), use 440g Glacial acetic acid to carry out filtering after continuous washing to filter cake, Glacial acetic acid is 2:1 with the mass ratio that contains the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, and washing and the time of filtering are 15 minutes, other steps are identical, in the high-purity AMPS obtaining, purity is 99.3 % by weight, total recovery 85%.
Embodiment 3
According to the synthetic 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 1, different is, in step (4), use 1080g Glacial acetic acid once filter cake to be carried out filtering after continuous washing, Glacial acetic acid is 6:1 with the mass ratio that contains the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, washing and the time of filtering are 15 minutes, and other steps are identical, in the high-purity AMPS obtaining, purity is 99.5 % by weight, total recovery 85%.
Embodiment 4
According to the synthetic 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 1, different is, in step (4), Glacial acetic acid is 1:1 with the mass ratio that contains the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, and filter cake is carried out filtering after continuous washing, and washing and the time of filtering are 10 minutes, other steps are identical, in the high-purity AMPS obtaining, purity is 99.1 % by weight, total recovery 84%.
Embodiment 5
According to the synthetic 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 1, different is, in step (4), Glacial acetic acid is 8:1 with the mass ratio that contains the filter cake of 2-acrylamide-2-methylpro panesulfonic acid, washing and the time of filtering are 15 minutes, and other steps are identical, obtain in high-purity AMPS, purity is 99.2 % by weight, total recovery 82%.
Embodiment 6
According to the synthetic 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 1, different, the temperature of reaction of step (2) is 20 ℃, and other steps are identical, and in the high-purity AMPS obtaining, purity is 99.3 % by weight, total recovery 80%.
Embodiment 7
According to the synthetic 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 1, different, no longer steam acetate solution after being cooled to 50 ℃ in step (5) step, other steps are identical, finally obtain high-purity AMPS, and purity is 99.6 % by weight, total recovery 59%.
Comparative example 2
According to the synthetic 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 6, different is, removing in step (4) is 105 ℃ to the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid in temperature, pressure is 10KPa, vacuum-drying 3h replaces Glacial acetic acid washing, and other steps are identical, finally obtain high-purity AMPS, purity is 99 % by weight, total recovery 50%.
Embodiment 1 and comparative example 1, embodiment 6 are compared and can be found out with comparative example 2, adopt method provided by the invention to synthesize AMPS, can make the time vacuum drying 3-5 hour in current technology removing containing the vinyl cyanide in the filter cake of 2-acrylamide-2-methylpro panesulfonic acid shorten to 5-30 minute.In addition, adopt the yield of AMPS prepared by method of the present invention and purity to adopt vacuum drying method to remove the AMPS obtaining containing the vinyl cyanide in the filter cake of 2-acrylamide-2-methylpro panesulfonic acid than prior art high.
Claims (10)
1. a production method for 2-acrylamide-2-methylpro panesulfonic acid, the method comprises the following steps:
(1) vinyl cyanide is mixed with sulphonating agent, form the acrylonitrile solution of sulphonating agent;
(2) acrylonitrile solution of sulphonating agent step (1) being obtained contacts with iso-butylene, forms pulpous state product;
(3) the pulpous state product that filtration step (2) obtains, obtains the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid;
(4) filter cake containing 2-acrylamide-2-methylpro panesulfonic acid obtaining with Glacial acetic acid washing step (3).
2. production method according to claim 1, wherein, in step (4), described Glacial acetic acid is 1-8:1 with the mass ratio of filter cake containing 2-acrylamide-2-methylpro panesulfonic acid.
3. production method according to claim 2, wherein, in step (4), described Glacial acetic acid is 2-6:1 with the mass ratio of filter cake containing 2-acrylamide-2-methylpro panesulfonic acid.
4. according to the production method described in any one in claim 1-3, wherein, the method for the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid that in step (4), Glacial acetic acid washing step (3) obtains is for intermittently rinsing, and washing time is 2-4 time.
5. according to the production method described in any one in claim 1-3, wherein, the method for the filter cake containing 2-acrylamide-2-methylpro panesulfonic acid that Glacial acetic acid washing step (3) obtains is continuous flushing.
6. production method according to claim 1, wherein, the mol ratio of described vinyl cyanide, iso-butylene and sulphonating agent is 5-25:0.8-1.2:1.
7. according to the production method described in claim 1 or 6, wherein, the temperature that vinyl cyanide is mixed with sulphonating agent is-10 ℃ to 4 ℃, and the time is 3-300 minute.
8. according to the production method described in claim 1 or 6, wherein, the temperature that the acrylonitrile solution of sulphonating agent contacts with iso-butylene is-10 ℃ to 50 ℃, and the time is 0.5-10 hour.
9. production method according to claim 1, wherein, described sulphonating agent is that concentration is sulfuric acid or the oleum of 95-102 % by weight.
10. production method according to claim 1, wherein, the water content of described vinyl cyanide, lower than 1 % by weight, is preferably 0.2-0.7 % by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210331308.5A CN103664709B (en) | 2012-09-07 | 2012-09-07 | A kind of production method of 2-acrylamide-2-methylpro panesulfonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210331308.5A CN103664709B (en) | 2012-09-07 | 2012-09-07 | A kind of production method of 2-acrylamide-2-methylpro panesulfonic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103664709A true CN103664709A (en) | 2014-03-26 |
| CN103664709B CN103664709B (en) | 2015-11-25 |
Family
ID=50303597
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201210331308.5A Active CN103664709B (en) | 2012-09-07 | 2012-09-07 | A kind of production method of 2-acrylamide-2-methylpro panesulfonic acid |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103664709B (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105399648A (en) * | 2015-12-29 | 2016-03-16 | 四川光亚聚合物化工有限公司 | Preparation method for 2-acrylamido-2-methylpropanesulfonic acid |
| CN105481714A (en) * | 2014-09-16 | 2016-04-13 | 中国石油化工股份有限公司 | Method for comprehensive utilization of 2-acrylamide-2-methylpropanesulfonic acid production process waste residue |
| CN105481713A (en) * | 2014-09-16 | 2016-04-13 | 中国石油化工股份有限公司 | Method and apparatus for recovering N-t-butyl acrylamide |
| CN105693562A (en) * | 2015-12-29 | 2016-06-22 | 四川光亚聚合物化工有限公司 | Purification method of 2-acrylamide-2-methyl propane sulfonic acid crude product |
| CN105732438A (en) * | 2016-01-29 | 2016-07-06 | 寿光市荣晟新材料有限公司 | Method for preparing 2-acrylamido-2-methyl propane sulfonic acid |
| FR3064005A1 (en) * | 2017-03-20 | 2018-09-21 | Snf Sas | NOVEL PROCESS FOR OBTAINING 2-ACRYLAMIDO-2-METHYLPROPANE SULFONIC ACID |
| JP2020515568A (en) * | 2017-03-28 | 2020-05-28 | クローダ インターナショナル パブリック リミティド カンパニー | Hair molding material |
| CN112430198A (en) * | 2020-11-24 | 2021-03-02 | 潍坊奥瑞环保科技有限公司 | Preparation method of 2-acrylamide-2-methylpropanesulfonic acid |
| FR3114319A1 (en) | 2020-09-18 | 2022-03-25 | Snf Sa | METHOD FOR PURIFYING ACRYLAMIDO-2-METHYL-2-PROPANE SULFONIC ACID |
| WO2023118976A1 (en) * | 2021-12-24 | 2023-06-29 | Vinati Organics Limited | A sulfonating mixture for synthesis of acrylamido tertiary butyl sulfonic acid and preparation process therof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6504050B1 (en) * | 2002-03-13 | 2003-01-07 | Council Of Scientific And Industrial Research | Process for the preparation of 2-acrylamido-2-methyl-1-propanesulfonic acid |
| CN101066940A (en) * | 2007-06-06 | 2007-11-07 | 厦门长天企业有限公司 | Prepn process of 2-acryl amido-2-methyl propane sulfonic acid |
| CN101284805A (en) * | 2008-05-23 | 2008-10-15 | 魏光波 | Production method for 2-acryloylamino-2-methylpropane sulfonic acid |
| WO2009072480A1 (en) * | 2007-12-06 | 2009-06-11 | Toagosei Co., Ltd. | 2-acrylamide-2-methylpropanesulfonic acid and process for producing the same |
-
2012
- 2012-09-07 CN CN201210331308.5A patent/CN103664709B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6504050B1 (en) * | 2002-03-13 | 2003-01-07 | Council Of Scientific And Industrial Research | Process for the preparation of 2-acrylamido-2-methyl-1-propanesulfonic acid |
| CN101066940A (en) * | 2007-06-06 | 2007-11-07 | 厦门长天企业有限公司 | Prepn process of 2-acryl amido-2-methyl propane sulfonic acid |
| WO2009072480A1 (en) * | 2007-12-06 | 2009-06-11 | Toagosei Co., Ltd. | 2-acrylamide-2-methylpropanesulfonic acid and process for producing the same |
| CN101284805A (en) * | 2008-05-23 | 2008-10-15 | 魏光波 | Production method for 2-acryloylamino-2-methylpropane sulfonic acid |
Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105481714A (en) * | 2014-09-16 | 2016-04-13 | 中国石油化工股份有限公司 | Method for comprehensive utilization of 2-acrylamide-2-methylpropanesulfonic acid production process waste residue |
| CN105481713A (en) * | 2014-09-16 | 2016-04-13 | 中国石油化工股份有限公司 | Method and apparatus for recovering N-t-butyl acrylamide |
| CN105399648A (en) * | 2015-12-29 | 2016-03-16 | 四川光亚聚合物化工有限公司 | Preparation method for 2-acrylamido-2-methylpropanesulfonic acid |
| CN105693562A (en) * | 2015-12-29 | 2016-06-22 | 四川光亚聚合物化工有限公司 | Purification method of 2-acrylamide-2-methyl propane sulfonic acid crude product |
| CN105732438A (en) * | 2016-01-29 | 2016-07-06 | 寿光市荣晟新材料有限公司 | Method for preparing 2-acrylamido-2-methyl propane sulfonic acid |
| CN105732438B (en) * | 2016-01-29 | 2017-12-15 | 寿光市荣晟新材料有限公司 | A kind of preparation method of the methyl propane sulfonic acid of 2 acrylamido 2 |
| US10669231B2 (en) * | 2017-03-20 | 2020-06-02 | S.P.C.M. Sa | Method for producing 2-acrylamido-2-methylpropane sulphonic acid |
| JP7055145B2 (en) | 2017-03-20 | 2022-04-15 | エスペーセーエム・エスアー | A novel method for producing 2-acrylamide-2-methylpropanesulfonic acid |
| KR20190131058A (en) * | 2017-03-20 | 2019-11-25 | 에스.뻬.쎄.엠. 에스아 | Novel process for preparing 2-acrylamido-2-methylpropane sulfonic acid |
| CN110785403A (en) * | 2017-03-20 | 2020-02-11 | 爱森（中国）絮凝剂有限公司 | Novel method for producing 2-acrylamide-2-methylpropanesulfonic acid |
| JP2020511510A (en) * | 2017-03-20 | 2020-04-16 | エス・ペー・セー・エム・エスアー | Novel method for producing 2-acrylamido-2-methylpropanesulfonic acid |
| WO2018172677A1 (en) | 2017-03-20 | 2018-09-27 | S.P.C.M. Sa | New method for producing 2-acrylamido-2-methylpropane sulphonic acid |
| FR3064005A1 (en) * | 2017-03-20 | 2018-09-21 | Snf Sas | NOVEL PROCESS FOR OBTAINING 2-ACRYLAMIDO-2-METHYLPROPANE SULFONIC ACID |
| KR102585607B1 (en) | 2017-03-20 | 2023-10-10 | 에스엔에프 그룹 | Novel method for preparing 2-acrylamido-2-methylpropane sulfonic acid |
| RU2756196C2 (en) * | 2017-03-20 | 2021-09-28 | С.П.С.М. Са | New method for producing 2-acrylamido-2-methylpropanesulfonic acid |
| CN110785403B (en) * | 2017-03-20 | 2022-05-20 | 爱森（中国）絮凝剂有限公司 | Novel method for producing 2-acrylamide-2-methylpropanesulfonic acid |
| JP2020515568A (en) * | 2017-03-28 | 2020-05-28 | クローダ インターナショナル パブリック リミティド カンパニー | Hair molding material |
| JP7069207B2 (en) | 2017-03-28 | 2022-05-17 | クローダ インターナショナル パブリック リミティド カンパニー | Hair molding material |
| US11793739B2 (en) | 2017-03-28 | 2023-10-24 | Croda International Plc | Hair shaping material |
| EP3981760A1 (en) | 2020-09-18 | 2022-04-13 | Spcm Sa | Process for the purification of 2-methyl-2-acrylamido-propanesulfonic acid |
| FR3114319A1 (en) | 2020-09-18 | 2022-03-25 | Snf Sa | METHOD FOR PURIFYING ACRYLAMIDO-2-METHYL-2-PROPANE SULFONIC ACID |
| US11802109B2 (en) | 2020-09-18 | 2023-10-31 | Snf Group | Method for the purification of acrylamido-2-methyl-2-propanesulphonic acid |
| CN112430198A (en) * | 2020-11-24 | 2021-03-02 | 潍坊奥瑞环保科技有限公司 | Preparation method of 2-acrylamide-2-methylpropanesulfonic acid |
| WO2023118976A1 (en) * | 2021-12-24 | 2023-06-29 | Vinati Organics Limited | A sulfonating mixture for synthesis of acrylamido tertiary butyl sulfonic acid and preparation process therof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103664709B (en) | 2015-11-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103664709B (en) | A kind of production method of 2-acrylamide-2-methylpro panesulfonic acid | |
| CN102952044B (en) | Synthesis method of 2-acrylamide-2-methylpropanesulfonic acid (AMPS) | |
| CN104892484A (en) | Synthesis method for N-phenylmaleimide | |
| CN102030669B (en) | Production method for glycine | |
| CN102452963B (en) | Production method for 2-acrylamide-2-methylpro panesulfonic acid | |
| CN101492399A (en) | Method for preparing methylpropene sodium sulfonate | |
| CN102952043A (en) | Synthesis method of tert-butyl acrylamide sulfonate | |
| CN107459472A (en) | The process for purification of dimethyl sulfoxide solvent in carbon fibre precursor production process | |
| CN102381947B (en) | Synthesis method of chiral 2,2 '- di-alkoxy-1, 1'-binaphthyl | |
| CN104250219A (en) | Production method of acrylamido tertiary butyl sulfonic acid | |
| CN102952052A (en) | Synthesis method of 2-acrylamide-2-methylpropanesulfonic acid (AMPS) | |
| CN106905262A (en) | A kind of method for preparing the HEPES of high-purity 4 | |
| CN102452962A (en) | Synthetic method of AMPS (2-Acrylamide-2-methylpropanesulfonic acid) | |
| CN106748910A (en) | The recrystallization method and preparation method of a kind of 2- acrylamide-2-methylpro panesulfonic acids | |
| CN105348134B (en) | A kind of polishing purification method of N acylamino acids | |
| CN111518861B (en) | Novel process for preparing D-calcium pantothenate | |
| CN111253272B (en) | Method for preparing benzamide compound | |
| CN112707807A (en) | Preparation method of 4, 5-difluorophthalic acid | |
| CN107963986B (en) | Method for co-producing high-purity schofield salt and G salt | |
| CN104230764A (en) | Preparation method of 2-acrylamide-2-methyl propanesulfonic acid | |
| CN109096134A (en) | A kind of preparation method of equal amido phenenyl acid methyl esters | |
| CN110343046A (en) | A kind of production method improving paranitrochlorobenzene purity | |
| CN115403529B (en) | Purification method of 2, 5-pyrazine dicarboxylic acid byproduct | |
| CN110857279B (en) | Preparation method of 2-acrylamide-2-methylpropanesulfonic acid | |
| CN113698341B (en) | Pyridine purification method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |