CN102952049A - 2-acrylamide-2-methylpropanesulfonic acid (AMPS) and refining method thereof - Google Patents
2-acrylamide-2-methylpropanesulfonic acid (AMPS) and refining method thereof Download PDFInfo
- Publication number
- CN102952049A CN102952049A CN2011102527985A CN201110252798A CN102952049A CN 102952049 A CN102952049 A CN 102952049A CN 2011102527985 A CN2011102527985 A CN 2011102527985A CN 201110252798 A CN201110252798 A CN 201110252798A CN 102952049 A CN102952049 A CN 102952049A
- Authority
- CN
- China
- Prior art keywords
- acrylamide
- methylpro panesulfonic
- solid
- panesulfonic acid
- 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.)
- Pending
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a refining method of a 2-acrylamide-2-methylpropanesulfonic acid (AMPS) crude product and AMPS prepared by the method. The method comprises the steps of contacting the AMPS crude product with alcohol with carbon number being 1-4 at 0-45 DEG C and then carrying out solid-liquid separation to obtain solid, dissolving the obtained solid in an acetic acid water solution and then crystallizing the acetic acid water solution in which the solid is dissolved. According to AMPS prepared by the refining method, the molecular weight of the multipolymer formed by polymerizing the refined AMPS can be greatly increased.
Description
Technical field
The present invention relates to the process for purification of the thick product of a kind of 2-acrylamide-2-methylpro panesulfonic acid and by the refining 2-acrylamide-2-methylpro panesulfonic acid that obtains of this process for purification.
Background technology
2-acrylamide-2-methylpro panesulfonic acid (2-Acrylamide-2-methylpropanesulfonic acid, AMPS) be the 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 many 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.
In the prior art, mainly be in acetum, to carry out crystallization by synthesizing the thick product that obtains, obtain 2-acrylamide-2-methylpro panesulfonic acid product.For example, vinyl cyanide and iso-butylene are reacted in the presence of sulfuric acid, the thick product of 2-acrylamide-2-methylpro panesulfonic acid that obtains should carry out crystallization by thick product in acetum, obtain 2-acrylamide-2-methylpro panesulfonic acid product.Although, although above-mentioned purification process can improve the purity of 2-acrylamide-2-methylpro panesulfonic acid product, but, the molecular weight of the multipolymer that forms after the 2-acrylamide-2-methylpro panesulfonic acid polymerization that the process aforesaid method obtains is lower, usually viscosity-average molecular weight is between 1,000,000-8,000,000, is difficult to satisfy the requirement of used for tertiary oil recovery heatproof and salt tolerant polymkeric substance.
Summary of the invention
The objective of the invention is in order to overcome the lower defective of molecular weight of the multipolymer that forms after the 2-acrylamide-2-methylpro panesulfonic acid polymerization behind the purifying in the prior art, provide a kind of process for purification of the new thick product of 2-acrylamide-2-methylpro panesulfonic acid and by the refining 2-acrylamide-2-methylpro panesulfonic acid that obtains of the method.
The present inventor finds through research, be that the alcohol of 1-4 contacts rear solid-liquid separation with the thick product of 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms, the 2-acrylamide-2-methylpro panesulfonic acid solution that further solid-liquid separation is obtained is in aqueous acetic acid, the aqueous acetic acid that will dissolve again described solid carries out crystallization, obtain the 2-acrylamide-2-methylpro panesulfonic acid, the molecular weight of the multipolymer that the 2-acrylamide-2-methylpro panesulfonic acid polymerization after should be refining forms can increase substantially, thereby satisfies tertiary oil production in oil field with the requirement of high temperature resistant salt tolerant polymkeric substance.
The invention provides the process for purification of the thick product of a kind of 2-acrylamide-2-methylpro panesulfonic acid, wherein, the method comprises, under 0-45 ℃ temperature, be that the alcohol of 1-4 contacts by solid-liquid separation and obtains solid with the thick product of 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms, in aqueous acetic acid, the aqueous acetic acid that will dissolve again described solid carries out crystallization with the dissolution of solid that obtains.
The present invention also provides a kind of 2-acrylamide-2-methylpro panesulfonic acid, and wherein, described 2-acrylamide-2-methylpro panesulfonic acid is made with extra care by above-mentioned method and obtained.
The 2-acrylamide-2-methylpro panesulfonic acid that process for purification according to the present invention is prepared, greatly improved the molecular weight of the multipolymer of the 2-acrylamide-2-methylpro panesulfonic acid polymerization formation after making with extra care, make the viscosity-average molecular weight of multipolymer up to more than 2,000 ten thousand, can satisfy the requirement of the high temperature resistant salt tolerant of used for tertiary oil recovery polymkeric substance.
Embodiment
The invention provides the process for purification of the thick product of a kind of 2-acrylamide-2-methylpro panesulfonic acid, wherein, the method comprises, under 0-45 ℃ temperature, be that the alcohol of 1-4 contacts by solid-liquid separation and obtains solid with the thick product of 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms, in aqueous acetic acid, the aqueous acetic acid that will dissolve again described solid carries out crystallization with the dissolution of solid that obtains.
According to process for purification of the present invention, preferably, the purity of the thick product of described 2-acrylamide-2-methylpro panesulfonic acid is the 90-98 % by weight; More preferably, the purity of the thick product of described 2-acrylamide-2-methylpro panesulfonic acid is the 95-98 % by weight.The thick product of this 2-acrylamide-2-methylpro panesulfonic acid can be commercially available, and for example is purchased from the prosperous company of Shandong spring; Also can obtain by synthetic, for example, vinyl cyanide and iso-butylene are reacted the thick product of 2-acrylamide-2-methylpro panesulfonic acid that obtains in the presence of sulfuric acid.
According to process for purification of the present invention, described carbonatoms is that the consumption of the alcohol of 1-4 can be selected according to the amount of the thick product of described 2-acrylamide-2-methylpro panesulfonic acid.Preferably, in the thick product of the described 2-acrylamide-2-methylpro panesulfonic acid of every gram, carbonatoms is that the consumption of the alcohol of 1-4 is the 0.5-4 milliliter; More preferably, in the thick product of the described 2-acrylamide-2-methylpro panesulfonic acid of every gram, carbonatoms is that the consumption of the alcohol of 1-4 is the 1-3 milliliter.
According to process for purification of the present invention, the thick product of described 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms are that the temperature that the alcohol of 1-4 contacts can be 0-45 ℃, although improve the dissolving that temperature is conducive to impurity in the thick product of 2-acrylamide-2-methylpro panesulfonic acid, excess Temperature also might cause the meltage of 2-acrylamide-2-methylpro panesulfonic acid in above-mentioned alcohol to increase.Therefore, consider from the yield of 2-acrylamide-2-methylpro panesulfonic acid that the thick product of preferred described 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms are that the temperature that the alcohol of 1-4 contacts is 10-40 ℃.
According to process for purification of the present invention, generally speaking, the thick product of described 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms be time of contacting of the alcohol of 1-4 as long as greater than 0.3 hour, preferably, the time of described contact is 1-4 hour.
According to process for purification of the present invention, described alcohol can carbonatoms be monohydroxy-alcohol and/or the polyvalent alcohol of 1-4, and preferably, described carbonatoms is that the alcohol of 1-4 is one or more in methyl alcohol, ethanol, Virahol and the ethylene glycol; More preferably, described carbonatoms is that the alcohol of 1-4 is methyl alcohol and/or ethanol; Ethanol more preferably.
According to process for purification of the present invention, it is that the alcohol of 1-4 contacts by solid-liquid separation and obtains solid that the method comprises the thick product of 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms, described solid-liquid separation method can be the whole bag of tricks known in the field.Such as filter, centrifugal etc.Described solid is the 2-acrylamide-2-methylpro panesulfonic acid that primary purification is crossed.
According to process for purification of the present invention, the method comprises that with dissolution of solid obtained above in aqueous acetic acid, the concentration of acetic acid can be selected in the described aqueous acetic acid in wide scope.Preferably, the concentration of acetic acid can be the 75-98 % by weight in the described aqueous acetic acid; More preferably, the concentration of acetic acid can be the 85-95 % by weight in the described aqueous acetic acid.
The amount of the solid that the consumption of above-mentioned aqueous acetic acid can obtain according to described separation is selected.Preferably, separate the solid that obtains in every gram, the consumption of described aqueous acetic acid is the 2-5 milliliter; More preferably, separate the solid that obtains in every gram, the consumption of described aqueous acetic acid is the 2-4 milliliter.
According to process for purification of the present invention, the method comprises that the aqueous acetic acid that will dissolve described solid carries out crystallization.The method of described crystallization can be the whole bag of tricks known in the field.For example, the aqueous acetic acid that has dissolved described solid can be dissolved at normal temperatures rear directly crystallization under lower temperature; Also can be as required, will dissolve the aqueous acetic acid of described solid through concentrated and/or decrease temperature crystalline, described concentrated and/or decrease temperature crystalline can adopt method known in those skilled in the art to carry out.For example, generally be concentrated into and occur carrying out decrease temperature crystalline behind the crystal.Concentrated temperature can be 55-100 ℃, and the terminal temperature of decrease temperature crystalline can be 5-30 ℃, and the decrease temperature crystalline required time can be 6-10 hour.Then, by solid-liquid separation, drying, obtain 2-acrylamide-2-methylpro panesulfonic acid of the present invention in crystallization.Above-mentioned solid-liquid separation, dry method are well known in the art.
The present invention also provides a kind of 2-acrylamide-2-methylpro panesulfonic acid, and wherein, described 2-acrylamide-2-methylpro panesulfonic acid is made with extra care by above-mentioned method and obtained.
Below by specific embodiment the present invention is further detailed, but the present invention is not limited in following embodiment.
The thick product of 2-acrylamide-2-methylpro panesulfonic acid in following examples is purchased from the prosperous company of Shandong spring, and purity is the 95-98 % by weight.
The measuring method of 2-acrylamide-2-methylpro panesulfonic acid purity: use high performance liquid chromatography to measure.The analysis condition of liquid chromatography is: Zorbax SAX chromatographic column, moving phase are 0.1mol/L KH
2PO
4Solution, flow velocity are 1.0mL/min, UV-detector.
The measuring method of polymericular weight: polymericular weight is viscosity-average molecular weight, uses dark type viscometer to adopt one point method to measure.
The yield of 2-acrylamide-2-methylpro panesulfonic acid is the ratio of the weight of the weight of the 2-acrylamide-2-methylpro panesulfonic acid after refining and the thick product of 2-acrylamide-2-methylpro panesulfonic acid.
The polymerization of 2-acrylamide-2-methylpro panesulfonic acid and acrylamide: acrylamide 3.5g and 2-acrylamide-2-methylpro panesulfonic acid 6.5g are joined in the polyreaction bottle, after adding deionized water dissolving, adding sodium hydroxide adjusting pH is 7.0 again, and then adding successively concentration is the EDTA-2Na aqueous solution 1.0g of 1 % by weight and the aqueous solution of urea 0.5g that concentration is 1 % by weight.The polyreaction bottle put into 10 ℃ water bath with thermostatic control, logical nitrogen flooding oxygen is after 30 minutes, adding concentration is the persulfate aqueous solution 1.0g of 0.1 % by weight and the bisulfite aqueous solutions of potassium 1.0g that concentration is 0.1 % by weight again, in 5 ℃ of initiated polymerizations, continuing logical nitrogen stopped after five minutes, after the polyreaction 2 hours, be warming up to 50 ℃ and continue reaction 3 hours, obtain blob of viscose.Take out blob of viscose, cutting, granulation, the white polymer of pulverizing, sieve and to get.
Embodiment 1
In 10 liters of glass reaction stills, add 5 liters of dehydrated alcohols, stir the lower thick product of 2-acrylamide-2-methylpro panesulfonic acid (product purity 95 % by weight) 2 kilograms that add, the control temperature is 40 ℃, stir and filter to isolate solid after 2 hours, after the solid vacuum-drying that obtains, obtain the dried solid of 1980 grams.After being dissolved in this solid in the aqueous acetic acid that 7 liters acetate concentration is 88 % by weight, under 5 ℃, carry out crystallization 4 hours, with the solution filter after the crystallization, 80 ℃ of lower vacuum-dryings after 10 hours, obtain 1.52 kilograms of 2-acrylamide-2-methylpro panesulfonic acid products, yield is 76%, and product purity is 99.7 % by weight.Adopt 2-acrylamide-2-methylpro panesulfonic acid and acrylamide polymerization after aforesaid method will be made with extra care, the viscosity-average molecular weight of measuring the polymkeric substance that obtains sees Table 1.
Embodiment 2
In 10 liters of glass reaction stills, add 6 liters of dehydrated alcohols, stir the lower thick product of 2-acrylamide-2-methylpro panesulfonic acid (product purity 96 % by weight) 2 kilograms that add, the control temperature is 20 ℃, stir and filter to isolate solid after 2 hours, after the solid vacuum-drying that obtains, obtain the dried solid of 1980 grams.With this solid be dissolved in 7 liters of acetate concentrations be 88 % by weight aqueous acetic acid in after, under 5 ℃, carry out crystallization 4 hours, with the solution filter after the crystallization, 90 ℃ of lower vacuum-dryings after 10 hours, obtain 1.54 kilograms of 2-acrylamide-2-methylpro panesulfonic acid products, yield is 77%, and product purity is 99.65 % by weight.Adopt 2-acrylamide-2-methylpro panesulfonic acid and acrylamide polymerization after aforesaid method will be made with extra care, the viscosity-average molecular weight of measuring the polymkeric substance that obtains sees Table 1.
Embodiment 3
In 10 liters of glass reaction stills, add 5 liters of dehydrated alcohols, stir the lower thick product of commercially available 2-acrylamide-2-methylpro panesulfonic acid (product purity 95 % by weight) 2 kilograms that add, the control temperature is 40 ℃, stir and filter to isolate solid after 1 hour, after the solid vacuum-drying that obtains, obtain the dried solid of 1970g.With this solid be dissolved in 7.5 liters of acetate concentrations be 92 % by weight aqueous acetic acid in after, under 5 ℃, carried out recrystallization 6 hours, with the solution filter after the crystallization, 80 ℃ of lower vacuum-dryings after 8 hours, obtain 1.62 kilograms of 2-acrylamide-2-methylpro panesulfonic acid products, yield is 81%, and product purity is 99.5 % by weight.Adopt 2-acrylamide-2-methylpro panesulfonic acid and acrylamide polymerization after aforesaid method will be made with extra care, the viscosity-average molecular weight of measuring the polymkeric substance that obtains sees Table 1.
Embodiment 4
In 10 liters of glass reaction stills, add 2 liters of dehydrated alcohols, stir the lower thick product of commercially available 2-acrylamide-2-methylpro panesulfonic acid (product purity 98 % by weight) 2 kilograms that add, the control temperature of reaction is 10 ℃, stir and filter to isolate solid after 4 hours, after the solid vacuum-drying that obtains, obtain the dried solid of 1990 grams.With this solid be dissolved in 7 liters of acetate concentrations be 94 % by weight aqueous acetic acid in after, under 5 ℃, carried out recrystallization 6 hours, with the solution filter after the crystallization, 80 ℃ of lower vacuum-dryings after 6 hours, obtain 1.54 kilograms of 2-acrylamide-2-methylpro panesulfonic acid products, yield is 77%, and product purity is 99.6 % by weight.Adopt 2-acrylamide-2-methylpro panesulfonic acid and acrylamide polymerization after aforesaid method will be made with extra care, the viscosity-average molecular weight of measuring the polymkeric substance that obtains sees Table 1.
Embodiment 5
In 10 liters of glass reaction stills, add 6 liters of dehydrated alcohols, stir the lower thick product of commercially available 2-acrylamide-2-methylpro panesulfonic acid (product purity 95 % by weight) 2 kilograms that add, the control temperature of reaction is 30 ℃, stir and filter to isolate solid after 3 hours, after the solid vacuum-drying that obtains, obtain the dried solid of 1980g.With this solid be dissolved in 4.5 liters of acetate concentrations be 86 % by weight aqueous acetic acid in after, under 5 ℃, carried out recrystallization 6 hours, with the solution filter after the crystallization, 90 ℃ of lower vacuum-dryings after 12 hours, obtain 1.58 kilograms of 2-acrylamide-2-methylpro panesulfonic acid products, yield is 79%, and product purity is 99.5 % by weight.Adopt 2-acrylamide-2-methylpro panesulfonic acid and acrylamide polymerization after aforesaid method will be made with extra care, the viscosity-average molecular weight of measuring the polymkeric substance that obtains sees Table 1.
Embodiment 6
In 10 liters of glass reaction stills, add 6 liters of dehydrated alcohols, stir the lower thick product of commercially available 2-acrylamide-2-methylpro panesulfonic acid (product purity 97 % by weight) 2 kilograms that add, the control temperature of reaction is 30 ℃, stir and filter to isolate solid after 1 hour, after the solid vacuum-drying that obtains, obtain the dried solid of 1950g.With this solid be dissolved in 7 liters of acetate concentrations be 90 % by weight aqueous acetic acid in after, under 8 ℃, carried out recrystallization 4 hours, with the solution filter after the crystallization, 70 ℃ of lower vacuum-dryings after 8 hours, obtain 1.60 kilograms of 2-acrylamide-2-methylpro panesulfonic acid products, yield is 80%, and product purity is 99.6 % by weight.Adopt 2-acrylamide-2-methylpro panesulfonic acid and acrylamide polymerization after aforesaid method will be made with extra care, the viscosity-average molecular weight of measuring the polymkeric substance that obtains sees Table 1.
Comparative Examples 1
According to the refining 2-acrylamide-2-methylpro panesulfonic acid of the method for embodiment 1, different is, do not use ethanol, after directly the thick product of 2-acrylamide-2-methylpro panesulfonic acid being dissolved in aqueous acetic acid, the cooling crystallization, obtain 1.6 kilograms of 2-acrylamide-2-methylpro panesulfonic acid products, yield is 80%, and product purity is 99.3 % by weight.Adopt 2-acrylamide-2-methylpro panesulfonic acid and acrylamide polymerization after aforesaid method will be made with extra care, the viscosity-average molecular weight of measuring the polymkeric substance that obtains sees Table 1.
Table 1
| The embodiment numbering | Polymericular weight |
| Embodiment 1 | 2,120 ten thousand |
| Embodiment 2 | 2,100 ten thousand |
| Embodiment 3 | 2,050 ten thousand |
| Embodiment 4 | 2,080 ten thousand |
| Embodiment 5 | 2,100 ten thousand |
| Embodiment 6 | 2,060 ten thousand |
| Comparative Examples 1 | 7,000,000 |
Can find out that by table 1 viscosity-average molecular weight of the polymkeric substance that the 2-acrylamide-2-methylpro panesulfonic acid that obtains by process for purification of the present invention and acrylamide polymerization obtain will be apparently higher than using Comparative Examples 1 to obtain the viscosity-average molecular weight of the polymkeric substance that 2-acrylamide-2-methylpro panesulfonic acid and acrylamide polymerization obtain.
Hence one can see that, the process for purification of 2-acrylamide-2-methylpro panesulfonic acid provided by the invention, can greatly improve the molecular weight of the multipolymer of the 2-acrylamide-2-methylpro panesulfonic acid polymerization formation after making with extra care, make the viscosity-average molecular weight of multipolymer up to more than 2,000 ten thousand, can satisfy the requirement of the high temperature resistant salt tolerant of used for tertiary oil recovery polymkeric substance.
Claims (8)
1. the process for purification of the thick product of 2-acrylamide-2-methylpro panesulfonic acid, it is characterized in that, the method comprises, under 0-45 ℃ temperature, be that the alcohol of 1-4 contacts by solid-liquid separation and obtains solid with the thick product of 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms, in aqueous acetic acid, the aqueous acetic acid that will dissolve again described solid carries out crystallization with the dissolution of solid that obtains.
2. process for purification according to claim 1, wherein, the purity of the thick product of described 2-acrylamide-2-methylpro panesulfonic acid is the 90-98 % by weight, is preferably the 95-98 % by weight.
3. process for purification according to claim 1, wherein, in the thick product of every gram 2-acrylamide-2-methylpro panesulfonic acid, carbonatoms is that the consumption of the alcohol of 1-4 is the 0.5-4 milliliter.
4. process for purification according to claim 1 wherein, is that the temperature that the alcohol of 1-4 contacts is 10-40 ℃ with the thick product of 2-acrylamide-2-methylpro panesulfonic acid and carbonatoms, and the time of contact was preferably 1-4 hour greater than 0.3 hour.
5. according to claim 1, the described process for purification of any one in 3 and 4, wherein, described carbonatoms is that the alcohol of 1-4 is one or more in methyl alcohol, ethanol, Virahol and the ethylene glycol.
6. process for purification according to claim 1, wherein, the concentration of acetic acid is the 85-95 % by weight in the described aqueous acetic acid.
7. according to claim 1 or 6 described process for purification, wherein, in the solid that the described separation of every gram obtains, the consumption of described aqueous acetic acid is the 2-5 milliliter.
8. a 2-acrylamide-2-methylpro panesulfonic acid is characterized in that, described 2-acrylamide-2-methylpro panesulfonic acid is made with extra care by the described method of any one among the claim 1-7 and obtained.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011102527985A CN102952049A (en) | 2011-08-30 | 2011-08-30 | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) and refining method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011102527985A CN102952049A (en) | 2011-08-30 | 2011-08-30 | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) and refining method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102952049A true CN102952049A (en) | 2013-03-06 |
Family
ID=47761495
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011102527985A Pending CN102952049A (en) | 2011-08-30 | 2011-08-30 | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) and refining method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102952049A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014194690A1 (en) * | 2013-06-06 | 2014-12-11 | 梅龙毅 | Method for purifying acrylamide alkyl sulfonic 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 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4219498A (en) * | 1978-06-12 | 1980-08-26 | Nitto Chemical Industry Co., Ltd. | Process for preparing highly pure-2-acrylamido-2-methylpropanesulfonic acid |
| US4337215A (en) * | 1978-02-09 | 1982-06-29 | Nitto Chemical Industry Co., Ltd. | Process for purifying 2-acrylamido-2-methylpropanesulfonic acid |
| CN1114646A (en) * | 1994-07-06 | 1996-01-10 | 方景昌 | Method for preparation of substituted amido-alkyl sulfonic acids |
| 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 |
-
2011
- 2011-08-30 CN CN2011102527985A patent/CN102952049A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4337215A (en) * | 1978-02-09 | 1982-06-29 | Nitto Chemical Industry Co., Ltd. | Process for purifying 2-acrylamido-2-methylpropanesulfonic acid |
| US4219498A (en) * | 1978-06-12 | 1980-08-26 | Nitto Chemical Industry Co., Ltd. | Process for preparing highly pure-2-acrylamido-2-methylpropanesulfonic acid |
| CN1114646A (en) * | 1994-07-06 | 1996-01-10 | 方景昌 | Method for preparation of substituted amido-alkyl sulfonic acids |
| 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 |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014194690A1 (en) * | 2013-06-06 | 2014-12-11 | 梅龙毅 | Method for purifying acrylamide alkyl sulfonic acid |
| EP3023413A4 (en) * | 2013-06-06 | 2016-07-20 | Mei Longyi | Method for purifying acrylamide alkyl sulfonic acid |
| US9745260B2 (en) | 2013-06-06 | 2017-08-29 | Longyi MEI | Method for purifying acrylamide alkyl sulfonic 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 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103664709B (en) | A kind of production method of 2-acrylamide-2-methylpro panesulfonic acid | |
| CN113912578B (en) | Preparation method of hydroxypropyl tetrahydropyran triol | |
| CN102911036A (en) | Method for obtaining high pure dicarboxylic acid | |
| CN111040050A (en) | Method for purifying sugammadex sodium | |
| CN102952051A (en) | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) and refining method thereof | |
| CN115850223A (en) | Method for purifying and desalting vitriol reason | |
| CN102952049A (en) | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) and refining method thereof | |
| CN102952045A (en) | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) crude product and refining method thereof | |
| CN112047883A (en) | Preparation method of cisatracurium besylate | |
| CN104230763A (en) | Method for producing 2-acrylamido-2-methylpropanesulfonic acid | |
| CN104387336A (en) | Preparation methods of 1,4,7,10-tetraazacyclododecane and nanofiltration membrane | |
| CN102952050A (en) | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) and refining method thereof | |
| CN112430198A (en) | Preparation method of 2-acrylamide-2-methylpropanesulfonic acid | |
| CN110713439A (en) | Preparation method of cyclohexane-1, 2-dicarboxylate environment-friendly plasticizer | |
| CN103664708B (en) | Process for purification of the thick product of a kind of 2-acrylamide-2-methylpro panesulfonic acid and products thereof | |
| CN103804174A (en) | Organic acid refining method | |
| CN102952046A (en) | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) crude product and refining method thereof | |
| CN102617752A (en) | Production process of low molecular weight pectin | |
| CN101381297B (en) | Method for separating caprylic acid from mixture of caprylic acid and capric acid | |
| CN107011254B (en) | Synthesis and purification method of 2-amino-4-methylpyridine | |
| CN108911999B (en) | Synthesis method of 1-aminoanthraquinone | |
| CN105582901A (en) | Preparation of adsorbent of long carbon chain biatomic acid fermentation solution | |
| CN110857279B (en) | Preparation method of 2-acrylamide-2-methylpropanesulfonic acid | |
| CN112194590A (en) | Preparation method of tri (hydroxymethyl) methylglycine | |
| CN102952048A (en) | 2-acrylamide-2-methylpropanesulfonic acid (AMPS) crude product and refining method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C12 | Rejection of a patent application after its publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20130306 |