CN114349667A - Preparation method of disubstituted sodium taurate - Google Patents
Preparation method of disubstituted sodium taurate Download PDFInfo
- Publication number
- CN114349667A CN114349667A CN202210036860.5A CN202210036860A CN114349667A CN 114349667 A CN114349667 A CN 114349667A CN 202210036860 A CN202210036860 A CN 202210036860A CN 114349667 A CN114349667 A CN 114349667A
- Authority
- CN
- China
- Prior art keywords
- sodium
- taurate
- nitrogen
- disubstituted
- sodium taurate
- 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 provides a preparation method of sodium disubstituted taurate, which takes sodium taurate and hydroxyethyl sulfonate as raw materials, takes a nitrogen-containing heterocyclic compound as a catalyst, and takes calcium oxide (CaO) and/or dimethyl sulfoxide (DMSO) as an auxiliary agent, so that the reaction selectivity and yield can be improved, and the low-color-number sodium disubstituted taurate can be obtained and can be used for synthesizing a skin care product moisturizer.
Description
Technical Field
The invention belongs to the technical field of taurine preparation, and relates to a preparation method of sodium disubstituted taurate.
Background
With the increasing living standard, the demand of cosmetics is increasing, and the quality of moisturizing cosmetics in the market is different. The most important solution is to start with raw materials of the product and ensure the safety and reliability of the final product only by ensuring the safety and reliability of the raw materials, so that the raw material production of the humectant product becomes a crucial link. Only by selecting the best synthetic route and raw materials, a good product which is safe and favored by the market can be finally produced.
In the long-term experiment process, the sodium disubstituted taurate is found to have the advantages of strong water absorption and moisture retention performance, excellent water solubility, no toxicity, no harm, no skin irritation and the like, and is more suitable for synthesizing humectant skin care products.
Patent CN 110483342 a mentions that during the reaction of preparing taurine by ethylene oxide method, side reaction occurs during the second step of amino group process, and polysubstituted compounds of sodium taurate, i.e. sodium disubstituted taurate, sodium trisubstituted taurate, etc. are generated. Although the disubstituted sodium taurate can be obtained by the reaction, the selectivity and the conversion rate are difficult to ensure, and the process is a side reaction and is difficult to produce in batches.
Therefore, in the art, it is desired to develop a highly efficient method for preparing sodium disubstituted taurate.
Disclosure of Invention
In view of the above-mentioned disadvantages in the prior art, the present invention aims to provide a method for preparing disubstituted sodium taurate, wherein a nitrogen-containing heterocyclic compound is used as a catalyst, calcium oxide (CaO) and/or dimethyl sulfoxide (DMSO) is used as an auxiliary agent, such that reaction selectivity and conversion rate can be improved, and a specific synthetic route can be represented as follows:
in order to achieve the purpose, the invention adopts the following technical scheme:
the invention provides a preparation method of sodium disubstituted taurate, which comprises the following steps: introducing molten sodium isethionate into molten sodium taurate, and reacting under the action of a catalyst and an auxiliary agent to obtain disubstituted sodium taurate;
preferably, the catalyst is selected from nitrogen-containing heterocyclic compounds containing at least 2, preferably 2 to 4 nitrogen-containing heterocycles;
preferably, the nitrogen-containing heterocycle is selected from a five-membered ring and/or a six-membered ring;
preferably, the number of nitrogen atoms doped in each nitrogen-containing heterocyclic structure is 1 to 5, more preferably 3 to 4;
preferably, every two adjacent nitrogen-containing heterocycles are connected by an aryl chain and/or an alkyl chain; the aryl chain is selected from chain structures containing 1-5 aromatic rings, wherein the aromatic rings are selected from single benzene ring structures, can also be condensed ring structures such as naphthalene, anthracene, phenanthrene and the like, and preferably are benzene rings; the alkyl chain is selected from alkyl chain structures containing 1-9 carbon atoms, preferably 3-6 carbon atoms;
preferably, both ends of the molecular chain of the nitrogen-containing heterocyclic compound are blocked by nitrogen-containing heterocycles, and the sequence of other nitrogen-containing heterocycles in the molecular chain, an aryl chain and an alkyl chain is not particularly required and can be combined at will.
More preferably, the catalyst is selected from the group consisting of 1, 3-bis (1,2, 4-triazol-1-yl) propane, a compound having the structure shown in formula 1 (CAS:148854-47-1), 1, 6-bis (1H-1,2, 4-triazol-1-yl) hexane, a compound having the structure shown in formula 2 (CAS:63400-46-4), 5- [4- (1H-1,2, 4-triazol-1-yl) phenyl ] -2H tetrazole, a compound having the structure shown in formula 3 (CAS: 1423810-54-1);
the catalyst with the structure can attack hydroxyl through lone-pair electrons carried on the catalyst in the reaction process to form intermolecular hydrogen bonds with hydroxyl hydrogen, so that the hydroxyl carbon-oxygen bonds are activated, and the ammonium groups in the sodium taurate are promoted to attack carbon atoms in the hydroxyl carbon-hydrogen bonds, thereby promoting the generation of high selectivity and high yield of the reaction.
In the present invention, the auxiliary agent is selected from calcium oxide (CaO) and/or dimethyl sulfoxide (DMSO), preferably dimethyl sulfoxide. When DMSO is used as an auxiliary agent, due to the characteristic of electron gain and loss, electron cloud can shift to oxygen atoms in sulfur-oxygen bonds on the auxiliary agent, so that the ends of the sulfur atoms have positive electricity, lone-pair electrons of the oxygen atoms in hydroxyl groups of hydroxyethyl sulfonic acid are attracted, the oxygen atoms are easy to leave, and the reaction is promoted to be carried out; when CaO is an auxiliary agent, Ca is contained in2+The outermost layer of the atom hollow orbit can preferentially attract lone electron pairs on hydroxyl, so that the difficulty of the amino in the sodium taurate attacking the carbon atoms in the hydroxyl carbon-hydrogen bonds is reduced, and the method is the same as the method for preparing the sodium taurateThe reaction can be promoted to proceed forward and promote the reaction to proceed. In addition, because water is continuously generated in the reaction, the auxiliary agent can play a role in promoting catalysis on one hand, and also has a certain water removal effect on the other hand, and the DMSO has a dissolving effect on the catalyst, and the catalyst can be conveniently separated in the later stage of the reaction.
In the invention, the molar ratio of the hydroxyethyl sodium sulfonate to the sodium taurate is 1-1.1: 1, preferably 1-1.03: 1.
In the invention, the dosage of the catalyst is 0.1-3%, preferably 0.1-2% of the mass of the sodium taurate.
In the invention, the dosage of the auxiliary agent is 5-15% of the mass of the sodium taurate, and preferably 8-13%.
In the invention, the hydroxyethyl sodium sulfonate is introduced into the molten sodium taurate after being molten, wherein,
the melting temperature of the sodium isethionate is 190-270 ℃, and preferably 200-240 ℃;
the melting temperature of the sodium taurate is 220-400 ℃, and the preferable temperature is 330-380 ℃;
preferably, the sodium isethionate is continuously added for 30-200min, preferably 100-200min, without counting the reaction time.
In the invention, the reaction pressure is 5-15MPaG, preferably 8-12MPaG, and preferably nitrogen is adopted for pressure stabilization; the reaction temperature is 220-400 ℃, and the preferable temperature is 330-380 ℃; the reaction time is 10-120min, preferably 30-60 min.
In the invention, the retention time of the raw material of the sodium isethionate at high temperature is not longer, otherwise the raw material of the sodium isethionate is deteriorated, so that the retention time of the sodium isethionate is reduced, and the melting points of the two materials are different, a continuous feeding mode is adopted, and the retention time of the sodium isethionate can be controlled by controlling the feeding time, and the reaction temperature can be stabilized.
In the invention, in the reaction process, attention should be paid to sufficient stirring to ensure sufficient mass transfer, the stirring speed is 800-.
In the invention, in the reaction process, the gas is exhausted through a backpressure valve, and the excess steam is continuously exhausted, so that the conversion rate and the reaction pressure balance can be ensured.
The preparation method of the invention has the advantages that the reaction conversion rate can reach more than 95.8 percent, the selectivity is more than 93.7 percent, and the color number of the product is less than 200.
Compared with the prior art, the technical scheme of the invention has the beneficial effects that:
the method is simple and convenient to operate and convenient to industrialize, can improve the reaction conversion rate and selectivity, obtains the low-color-number disubstituted sodium taurate, and can be used for synthesizing the skin care product moisturizing agent.
Detailed Description
In order to better understand the technical solution of the present invention, the following examples are further provided to illustrate the present invention, but the present invention is not limited to the following examples.
The source information of the main raw materials adopted in the embodiment of the invention is common commercial raw materials unless otherwise specified:
sodium isethionate: purity 99.5% of the product of Yongan pharmaceutical industry, Zhangjiang, GmbH;
taurine: purity 99.5% of the product of Yongan pharmaceutical industry, Zhangjiang, GmbH;
a compound 1, 3-bis (1,2, 4-triazol-1-yl) propane (CAS:148854-47-1) having the structure shown in formula 1: CHEMSON, Cat number YSZC 496;
a compound 1, 6-bis (1H-1,2, 4-triazol-1-yl) hexane (CAS:63400-46-4) having the structure shown in formula 2: CHEMSON Inc., cat # CL 2342572;
a compound 5- [4- (1H-1,2, 4-triazol-1-yl) phenyl ] -2 Htetrazole (CAS:1423810-54-1) having the structure shown in formula 3: CHEMSON, Inc., cat # H299897.
The experimental procedures referred to in the following examples or comparative examples are all routine experimental procedures in the art unless otherwise specified.
The liquid chromatogram is of Agilent 1200 series, and is provided with a C18 liquid chromatogram column, the column temperature is set to 40 ℃, acetonitrile and 0.05mol/L NaH2PO4 solution are used as mobile phases, the flow rate is 1.0mL/min, the detection is carried out at the wavelength of 360nm by an ultraviolet detector, and the quantification is carried out by an external standard method. Before sample introduction, a sample is diluted properly by ultrapure water, added with excessive dinitrofluorobenzene solution for full derivatization, and then subjected to sample introduction analysis.
Color number instrument: manufacturer BYK, model: LCI-LV.
Example 1
Preparing sodium disubstituted taurate:
adding 500g (3.4mol) of sodium taurate into a reactor, adding 10g of catalyst shown in formula 1 and 35g of DMSO, heating to 390 ℃ for melting, adopting nitrogen to stabilize the pressure to 11MPaG, and using an exhaust valve to back pressure to 11 MpaG; heating 513.47g (3.47mol) of hydroxyethyl sodium sulfonate to 260 ℃ for pre-melting, introducing into molten sodium taurate at a constant speed of 120min, stirring at a rotating speed of 2000rpm/min, and reacting at 390 ℃ for 90min after the feeding is finished to obtain disubstituted sodium taurate, wherein the liquid chromatography sampling detection comprises the following steps: the conversion rate of the sodium taurate is 95.64%, the selectivity of the disubstituted sodium taurate is 96.57%, and the color number is 91.
Example 2
Preparing sodium disubstituted taurate:
adding 500g (3.4mol) of sodium taurate into a reactor, adding 7.5g of catalyst shown in formula 2 and 50g of DMSO, heating to 350 ℃ for melting, adopting nitrogen to stabilize the pressure to 11MPaG, and using an exhaust valve to back pressure to 11 MpaG; heating 533.6g (3.6mol) of hydroxyethyl sodium sulfonate to 220 ℃ for pre-melting, introducing into molten sodium taurate at a constant speed of 30min, stirring at a speed of 1400rpm/min, and reacting at 350 ℃ for 50min to obtain disubstituted sodium taurate, and performing liquid chromatography sampling detection: the conversion rate of the sodium taurate is 98.53 percent, the selectivity of the disubstituted sodium taurate is 97.76 percent, and the color number is 72 percent.
Example 3
Preparing sodium disubstituted taurate:
adding 500g (3.4mol) of sodium taurate into a reactor, adding 2.5g of catalyst shown in formula 3 and 65g of CaO, heating to 280 ℃ for melting, stabilizing pressure to 7MPaG by adopting nitrogen, and back-pressing an exhaust valve to 7 MpaG; then heating 503.4g (3.4mol) of hydroxyethyl sodium sulfonate to 195 ℃ for pre-melting, introducing into molten sodium taurate at a constant speed of 100min, stirring at a rotation speed of 800rpm/min, reacting at 280 ℃ for 120min to obtain disubstituted sodium taurate, and performing liquid chromatography sampling detection: the conversion rate of the sodium taurate is 95.82 percent, the selectivity of the disubstituted sodium taurate is 93.74 percent, and the color number is 162.
Example 4
Preparing sodium disubstituted taurate:
adding 500g (3.4mol) of sodium taurate into a reactor, adding 12.5g of catalyst shown in formula 2 and 25g of CaO, heating to 220 ℃ for melting, stabilizing the pressure to 5MPaG by adopting nitrogen, and back-pressing an exhaust valve to 5 MpaG; then heating 518.5g (3.5mol) of hydroxyethyl sodium sulfonate to 190 ℃ for pre-melting, introducing into molten sodium taurate at a constant speed of 200min, stirring at the rotation speed of 1200rpm/min, and after the feeding is finished, reacting at 220 ℃ for 10min to obtain disubstituted sodium taurate, wherein the liquid chromatography sampling detection comprises the following steps: the conversion rate of the sodium taurate is 96.8 percent, the selectivity of the disubstituted sodium taurate is 96.30 percent, and the color number is 66 percent.
Example 5
Preparing sodium disubstituted taurate:
adding 500g (3.4mol) of sodium taurate into a reactor, adding 15g of catalyst shown in formula 1 and 40g of CaO, heating to 380 ℃ for melting, adopting nitrogen to stabilize the pressure to 8MPaG, and using an exhaust valve to back pressure to 8 MpaG; heating 553.74g (3.74mol) of hydroxyethyl sodium sulfonate to 200 ℃ for pre-melting, introducing into molten sodium taurate at a constant speed of 70min, stirring at a rotating speed of 2000rpm/min, reacting at 330 ℃ for 30min after the feeding is finished to obtain disubstituted sodium taurate, and performing liquid chromatography sampling detection: the conversion rate of the sodium taurate is 97.70%, the selectivity of the disubstituted sodium taurate is 95.20%, and the color number is 83.
Example 6
Preparing sodium disubstituted taurate:
adding 500g (3.4mol) of sodium taurate into a reactor, adding 12.5g of catalyst shown in formula 1 and 60g of CaO, heating to 380 ℃ for melting, stabilizing the pressure to 12MPaG by adopting nitrogen, and back-pressing an exhaust valve to 12 MpaG; heating 508.44g (3.43mol) of hydroxyethyl sodium sulfonate to 240 ℃ for pre-melting, introducing into molten sodium taurate at a constant speed of 50min, stirring at a speed of 1800rpm/min, reacting at 380 ℃ for 60min after the feeding is finished to obtain disubstituted sodium taurate, and performing liquid chromatography sampling detection: the conversion rate of the sodium taurate is 96.6 percent, the selectivity of the disubstituted sodium taurate is 95.4 percent, and the color number is 90 percent.
Example 7
Preparing sodium disubstituted taurate:
adding 500g (3.4mol) of sodium taurate into a reactor, adding 12.5g of catalyst shown in formula 2 and 75g of DMSO, heating to 400 ℃ for melting, stabilizing pressure to 15MPaG by adopting nitrogen, and back-pressing an exhaust valve to 15 MpaG; then heating 548.7g (3.7mol) of hydroxyethyl sodium sulfonate to 270 ℃ for pre-melting, introducing into molten sodium taurate at a constant speed of 110min, stirring at a rotating speed of 2000rpm/min, and reacting at 400 ℃ for 20min after the feeding is finished to obtain disubstituted sodium taurate, wherein the liquid chromatography sampling detection comprises the following steps: the conversion rate of the sodium taurate is 98.1 percent, the selectivity of the disubstituted sodium taurate is 96 percent, and the color number is 110.
Comparative example 1
Sodium disubstituted taurate was prepared according to the method of example 1, except that: the catalyst shown in the formula 1 and an auxiliary agent DMSO are not added, and other operations are the same, so that the disubstituted sodium taurate liquid chromatography sampling detection is obtained: the conversion rate of the sodium taurate is 17.90 percent, the selectivity of the disubstituted sodium taurate is 15.5 percent, and the color number is 460.
Comparative example 2
Sodium disubstituted taurate was prepared according to the method of example 1, except that: the catalyst shown in the formula 1 is not added, other operations are the same, and the disubstituted sodium taurate liquid chromatography sampling detection is obtained: the conversion rate of the sodium taurate is 26.80 percent, the selectivity of the disubstituted sodium taurate is 18.4 percent, and the color number is 390.
Comparative example 3
Sodium disubstituted taurate was prepared according to the method of example 1, except that: adding no auxiliary agent DMSO, and performing other operations to obtain disubstituted sodium taurate liquid chromatography sampling detection: the conversion rate of the sodium taurate is 86.80%, the selectivity of the sodium disubstituted taurate is 85.60%, the conversion rate is 79.6%, and the color number is 270.
Comparative example 4
Sodium disubstituted taurate was prepared according to the method of example 1, except that: replacing the catalyst shown in the formula 1 with liquid ammonia with equal mass, and performing other operations in the same way to obtain the disubstituted sodium taurate liquid chromatogram sampling detection: the conversion rate of the sodium taurate is 26.80 percent, the conversion rate of the sodium disubstituted taurine is 20.4 percent, the selectivity is 18.5 percent, and the color number is 340.
Comparative example 5
Sodium disubstituted taurate was prepared according to the method of example 1, except that: replacing the catalyst shown in the formula 1 with pyridine with equal mass, and performing other operations in the same way to obtain disubstituted sodium taurate liquid chromatography sampling detection: the conversion rate of the sodium taurate is 26.80 percent, the conversion rate of the sodium disubstituted taurine is 19.7 percent, the selectivity is 16.8 percent, and the color number is 376.
Comparative example 6
Sodium disubstituted taurate was prepared according to the method of example 1, except that: and (3) replacing the auxiliary agent with copper oxide with equal mass, and performing other operations in the same way to obtain the disubstituted sodium taurate liquid chromatography sampling detection: the conversion rate of the sodium taurate is 78.40%, the selectivity of the disubstituted sodium taurate is 89.1%, and the color number is 230.
Comparative example 7
Sodium disubstituted taurate was prepared according to the method of example 1, except that: and (3) replacing the auxiliary agent with trimethyl sulfoxide iodide with equal mass, and performing other operations to obtain disubstituted sodium taurate liquid chromatography sampling detection: the conversion rate of the sodium taurate is 87.60%, the selectivity of the sodium disubstituted taurate is 88.4%, and the color number is 525.
Comparative example 8
Sodium disubstituted taurate was prepared according to the method of example 3, except that: the catalyst shown in the formula 3 is not added, and other operations are the same, so that the disubstituted sodium taurate liquid chromatography sampling detection is obtained: the conversion rate of the sodium taurate is 30.60 percent, the selectivity of the disubstituted sodium taurate is 45.3 percent, and the color number is 390.
Comparative example 9
Sodium disubstituted taurate was prepared according to the method of example 1, except that: and (3) adding the sodium isethionate at one time, and performing the same other operations to obtain the disubstituted sodium taurate liquid chromatographic sample detection: the conversion rate of the sodium taurate is 96.80%, the selectivity of the sodium disubstituted taurine is 82.3%, and the color number is 430.
It will be appreciated by those skilled in the art that modifications or adaptations to the invention may be made in light of the teachings of the present specification. Such modifications or adaptations are intended to be within the scope of the present invention as defined in the claims.
Claims (10)
1. A preparation method of sodium disubstituted taurate is characterized by comprising the following steps: and (3) introducing molten sodium isethionate into molten sodium taurate, and reacting under the action of a catalyst and an auxiliary agent to obtain the disubstituted sodium taurate.
2. The process according to claim 1, wherein the catalyst is selected from nitrogen-containing heterocyclic compounds containing at least 2, preferably 2 to 4 nitrogen-containing heterocycles;
preferably, the nitrogen-containing heterocycle is selected from a five-membered ring and/or a six-membered ring;
preferably, the number of nitrogen atoms doped in each nitrogen-containing heterocyclic structure is 1 to 5, more preferably 3 to 4;
preferably, every two adjacent nitrogen-containing heterocycles are connected by an aryl chain and/or an alkyl chain; the aryl chain is selected from chain structures containing 1-5 aromatic rings, wherein the aromatic rings are selected from single benzene ring structures, can also be condensed ring structures such as naphthalene, anthracene, phenanthrene and the like, and preferably are benzene rings; the alkyl chain is selected from alkyl chain structures containing 1-9 carbon atoms, preferably 3-6 carbon atoms;
preferably, both ends of the molecular chain of the nitrogen-containing heterocyclic compound are blocked by nitrogen-containing heterocycles, and the sequence of other nitrogen-containing heterocycles in the molecular chain, an aryl chain and an alkyl chain is not particularly required and can be combined at will.
3. The production method according to claim 1 or 2, characterized in that the catalyst is selected from a compound having a structure represented by formula 1 (CAS:148854-47-1), a compound having a structure represented by formula 2 (CAS:63400-46-4), a compound having a structure represented by formula 3 (CAS: 1423810-54-1);
4. the method according to any one of claims 1 to 3, wherein the auxiliary agent is selected from calcium oxide and/or dimethyl sulfoxide, preferably dimethyl sulfoxide.
5. The method according to any one of claims 1 to 4, wherein the molar ratio of sodium isethionate to sodium taurate is 1 to 1.1: 1, preferably 1-1.03: 1;
the dosage of the catalyst is 0.1-3%, preferably 0.1-2% of the mass of the sodium taurate;
the dosage of the auxiliary agent is 5-15% of the mass of the sodium taurate, and is preferably 8-13%.
6. The method according to any one of claims 1 to 5, wherein the melting temperature of the sodium isethionate is 190-270 ℃, preferably 200-240 ℃;
the melting temperature of the sodium taurate is 220-400 ℃, and the preferable temperature is 330-380 ℃.
7. The process according to any one of claims 1 to 6, wherein the sodium isethionate is preferably fed continuously for 30 to 200min, preferably 100 and 200min, without taking into account the reaction time.
8. The process according to any one of claims 1 to 7, wherein the reaction is carried out at a pressure of from 5 to 15MPaG, preferably from 8 to 12 MPaG; the reaction temperature is 220-400 ℃, and the preferable temperature is 330-380 ℃; the reaction time is 10-120min, preferably 30-60 min.
9. The preparation method according to any one of claims 1 to 8, wherein the stirring rate during the reaction is 800-2000rpm/min, preferably 1200-1500 rpm/min.
10. The method of any one of claims 1-9, wherein the reacting further comprises venting excess water vapor through a back pressure valve.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210036860.5A CN114349667B (en) | 2022-01-13 | 2022-01-13 | Preparation method of disubstituted sodium taurate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210036860.5A CN114349667B (en) | 2022-01-13 | 2022-01-13 | Preparation method of disubstituted sodium taurate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114349667A true CN114349667A (en) | 2022-04-15 |
| CN114349667B CN114349667B (en) | 2023-09-19 |
Family
ID=81109290
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210036860.5A Active CN114349667B (en) | 2022-01-13 | 2022-01-13 | Preparation method of disubstituted sodium taurate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114349667B (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108314634A (en) * | 2014-04-18 | 2018-07-24 | 维生源知识产权有限责任公司 | The method that taurine is prepared by alkali metal isethionate salt and vinyl sulfonic acid alkali metal salt cycle |
| CN111116430A (en) * | 2019-12-26 | 2020-05-08 | 万华化学集团股份有限公司 | Preparation method of sodium taurate |
| CN112778169A (en) * | 2019-11-11 | 2021-05-11 | 湖北远大生命科学与技术有限责任公司 | Production method of N, N-bis (2-sulfoethyl) -1-alkylamine |
| CN113045458A (en) * | 2019-12-27 | 2021-06-29 | 浙江新和成股份有限公司 | Continuous ammonolysis reaction system, taurine alkali metal salt and preparation method of taurine |
-
2022
- 2022-01-13 CN CN202210036860.5A patent/CN114349667B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108314634A (en) * | 2014-04-18 | 2018-07-24 | 维生源知识产权有限责任公司 | The method that taurine is prepared by alkali metal isethionate salt and vinyl sulfonic acid alkali metal salt cycle |
| CN108314633A (en) * | 2014-04-18 | 2018-07-24 | 维生源知识产权有限责任公司 | The method that taurine is prepared by alkali metal isethionate salt and vinyl sulfonic acid alkali metal salt cycle |
| CN112778169A (en) * | 2019-11-11 | 2021-05-11 | 湖北远大生命科学与技术有限责任公司 | Production method of N, N-bis (2-sulfoethyl) -1-alkylamine |
| CN111116430A (en) * | 2019-12-26 | 2020-05-08 | 万华化学集团股份有限公司 | Preparation method of sodium taurate |
| CN113045458A (en) * | 2019-12-27 | 2021-06-29 | 浙江新和成股份有限公司 | Continuous ammonolysis reaction system, taurine alkali metal salt and preparation method of taurine |
Also Published As
| Publication number | Publication date |
|---|---|
| CN114349667B (en) | 2023-09-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Chen et al. | Solvent-free aza-Markovnikov and aza-Michael additions promoted by a catalytic amount of imidazolide basic ionic liquids | |
| CN111118529B (en) | Method for synthesizing alpha, alpha-dibromo ketone compound by membrane-free electrochemical oxidation of dihalogenated alkyne | |
| CN109761862A (en) | A kind of synthetic method of β-carbonyl sulfone compound | |
| CN112194661B (en) | Preparation method of 4-amino-7-iodopyrrolo [2, l-f ] [ l,2,4] triazine | |
| CN107098834A (en) | A kind of preparation method of aromatic sulfinic acids class compound | |
| Rios et al. | Silver-catalyzed direct selanylation of indoles: synthesis and mechanistic insights | |
| CN114349667A (en) | Preparation method of disubstituted sodium taurate | |
| CN107778204B (en) | Preparation method of feloxicib intermediate | |
| Yang et al. | Abnormal bis-NHC mediated aerial oxidation of arylaldehydes: highly efficient transformation of arylaldehydes to the corresponding carboxylic acids catalyzed by organic catalysts | |
| CN106316900A (en) | 1, 2, 3-tri-substituted benzene and method for synthesizing same | |
| CN108727161A (en) | A kind of method that the efficient one's own department or unit hydroxylating of phenyl boric acid prepares phenol | |
| CN103709209A (en) | Isopropyl-beta-D-thiogalactoside preparation method | |
| FI88711C (en) | Process for Preparation of 5-Aminosalicylic Acid | |
| JPWO2008096763A1 (en) | Phase transfer catalyst and method for producing polyhydroxyl fullerene | |
| FR2660923A1 (en) | Reagent and process for the perhaloalkylation of a nucleophile using sulphur dioxide | |
| Islam et al. | A direct approach for the expedient synthesis of unsymmetrical ethers by employing bromodimethylsulfonium bromide (BDMS) mediated C–S bond cleavage of naphthalene-2-ol sulfides | |
| O'Bara et al. | Reversible bromination. I. Isomerization and disproportionation of p-bromophenols | |
| CN110256352A (en) | A kind of preparation method of high-purity Fipronil | |
| CN102924346B (en) | Method for synthesizing methyl sulfone base dibromo toluene | |
| CN106631915B (en) | The synthesis technique of sulfamide compound in a kind of Microwave system | |
| CN103665063A (en) | Method for preparing isopropyl-beta-D-isopropylthiogalactoside | |
| CN103435530B (en) | Preparation method of D-tryptophan lower alcohol ester hydrochloride with high optical purity | |
| CN112159372A (en) | Preparation method of bicalutamide | |
| CN102627626A (en) | Preparation method of 2, 3-thiophenedicarboxaldehyde | |
| CN108383699B (en) | Method for preparing alkynone compound by promoting Sonogashira reaction through B-type DNA |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |