- Method for preparing taurine
-
The invention provides a method for preparing taurine. The method comprises the following steps: carrying out an addition reaction on ethylene oxide and sodium hydrogen sulfite in the presence of a heterogeneous catalyst so as to obtain sodium hydroxyethyl sulfonate at high selectivity; carrying out an ammonolysis reaction on the synthesized sodium hydroxyethyl sulfonate under catalysis of a homogeneous catalyst; and neutralizing, crystallizing, separating and the like, thereby obtaining the finished taurine. Compared with the traditional production process, the process disclosed by the invention has the advantages that by-products in the addition reaction process can be obviously reduced, the temperature and pressure of the ammonolysis reaction are reduced, the reaction time is shortened,and industrial production is easily realized.
- -
-
Paragraph 0046; 0047; 0048; 0050; 0052
(2019/04/06)
-
- High-yield circular production method of taurine
-
The high-yield circular production method of taurine includes the following steps: S1, ethylene oxide reacts with sodium bisulfite solution to generate sodium hydroxyethyl sulfonate; S2, sodium hydroxyethyl sulfonate obtained in S1 is subjected to ammonolysis reaction in ammonia, and ammonia gas is recycled through flash evaporation upon completion of the reaction; S3, a reaction solution obtained after flash evaporation in S2 is sent to pass through an acidic cation exchange resin column, a material liquid containing taurine is collected, the inactivated resin column is subjected to regeneration with sulfur dioxide or carbon dioxide aqueous solution, and an eluent acquired during regeneration can be recycled directly or recycled after treated by sulfur dioxide; S4, the material liquid collected in S3 is subjected to post treatment to acquire taurine.
- -
-
Page/Page column 8
(2018/09/30)
-
- A PROCESS FOR PRODUCING TAURINE
-
The present application provides a process for preducing taurine, comprising the steps as follows: (a) mixing isethionic acid with taurine salt solution until the system pH reaches a certain value in a range from 5.0 to 9.5; (b) separating liquid phase and solid phase of the system; wherein said solid phase is the crude product of taurine, and said liquid phase is isethionate solution; (c) reacting ammonia solution with said liquid phase obtained from step (b) to obtain taurine salt solution. It uses isethionic acid to adjust the pH of the taurine salt solution, avoiding the problem causing by using sulphate acid to adjust the pH in the traditional process. By the recycling use of the cations in taurine salts, a new raw material or reagent does not need to be added which is benefit to reducing the use of dangerous chemical materials, simplifying the production process greatly, improving the utilization rate of raw materials, increasing the yield of the product and decreasing production cost significantly.
- -
-
Paragraph 0028
(2018/08/09)
-
- Method of fully recycling mother liquid to produce taurine
-
The invention discloses a method of fully recycling mother liquid to produce taurine.The method specifically includes: utilizing ethylene oxide and sodium hydrogen sulfite to prepare 2-hydroxy ethyl sodium sulfonate; preparing sodium taurate through high temperature high pressure and concentration; removing impurities through 2-stage neutralizing to obtain a taurine crude product; subjecting the mother liquid to press filtering and catalysis to further remove sodium sulfate, recycling to a synthesis section, combining with an ammonia solution of hydroxy ethyl sodium sulfonate, enabling a mixture to enter a synthesis tower for reaction, and controlling a proportion of hydroxy ethyl sodium sulfonate to the mother liquid to enable hydroxy ethyl sodium sulfonate which does not react completely in the mother liquid to react completely.Therefore, discharging pollution of the mother liquid is avoided completely, and total reaction yield is increased.
- -
-
Paragraph 0024
(2016/10/10)
-
- Process for the production of taurine from ethanol
-
The present invention discloses a process for the preparation of taurine from ethionic acid and ethanol by way of ethanol-derived ethionic acid by the ammonolysis of ethionic acid and by the ammonolysis of sodium isethionate and sodium vinyl sulfonate, key intermediates prepared from ethionic acid.
- -
-
Page/Page column 6
(2015/09/28)
-
- Cyclic process for the production of taurine from ethylene oxide
-
The present invention discloses a cyclic process for the production of taurine from ethylene oxide in a high yield of greater than 95% by continuously converting the byproducts of the ammonolysis reaction, sodium ditaurinate and sodium tritaurinate, to sodium taurinate. The cyclic process is completed by using sulfur dioxide or sulfurous acid to neutralize sodium taurinates to recover taurine and to regenerate sodium bisulfite, which is then reacted with ethylene oxide.
- -
-
Page/Page column 4
(2015/07/02)
-
- Process for the production of taurine from ethanol
-
The present invention discloses a process for the preparation of taurine from ethionic acid and ethanol by way of ethanol-derived ethionic acid by the ammonolysis of ethionic acid and by the ammonolysis of sodium isethionate and sodium vinyl sulfonate, key intermediates prepared from ethionic acid.
- -
-
Paragraph 0038-0039
(2015/08/04)
-
- PROCESS FOR PRODUCING TAURINE
-
The present disclosure provides a process for producing taurine, includes: adjusting a PH value of a sodium taurate solution by a S4+ compound; introducing ethylene oxide into the sodium taurate solution to produce sodium hydroxyethyl sulfonate; separating crude taurine before or after introducing the ethylene oxide to the solution; and adding ammonia to the sodium hydroxyethyl sulfonate reaction solution to be reacted with the reaction solution to reproduce sodium taurate. The process for producing taurine of the present disclosure makes use of the balances of the sodium bases in the system, recycles the mother liquor until the sodium taurate is reproduced out of the reactions in the mother liquor, and thus is capable of allowing taurine to be synthesized and extracted.
- -
-
Paragraph 0041-0047
(2014/05/08)
-
- Preparation of sodium sulfonates using by copper as catalyst
-
The sodium alkyl sulfonates were prepared by Strecker reaction. The synthesis of sodium chloroethyl sulfonate from dichloroethane and sodium sulfite with different catalysts, it was found that copper was an efficient catalyst with a yield (81%). The reaction conditions were also optimized to make the route more competitive and suitable for large-scale industrial production. Besides, some more sulfonates were also obtained with copper as catalyst via Strecker reaction.
- Bai, Ruijiao,Zhang, Richeng,Qi, Haofei,Yan, Xilong,Chen, Ligong
-
p. 7226 - 7228
(2015/04/22)
-
- TAURINE PREPARATION METHOD
-
The present disclosure provides a process for producing taurine, includes: adjusting a PH value of a sodium taurate solution by a S4+ compound; introducing ethylene oxide into the sodium taurate solution to produce sodium hydroxyethyl sulfonate; separating crude taurine before or after introducing the ethylene oxide to the solution; and adding ammonia to the sodium hydroxyethyl sulfonate reaction solution to be reacted with the reaction solution to reproduce sodium taurate. The process for producing taurine of the present disclosure makes use of the balances of the sodium bases in the system, recycles the mother liquor until the sodium taurate is reproduced out of the reactions in the mother liquor, and thus is capable of allowing taurine to be synthesized and extracted. The process for producing taurine provided in the present disclosure makes full use of the material, avoids using a large amount of dangerous chemical material such as liquid caustic soda and sulfuric acid used in the traditional production process. This avoids producing a large amount of sodium sulfate solid waste, solves the problem that in the traditional production process the mother liquor needs to be concentrated many times and the discharged mother liquor causes environmental pollution, reduces the amount of vapor required for the many times concentrations of the mother liquor, improves the yield rate of the product, and reduces the production cost.
- -
-
Paragraph 0023
(2014/07/23)
-
- Cyclic process for the production of taurine
-
A method is disclosed for the production of taurine by a cyclic process of reacting ethylene oxide with sodium bisulfite and ammonium to obtain sodium taurinate. After excess ammonia is removed from the reaction mixture, sodium taurinate is neutralized with sulfur dioxide or sulfurous acid to recover taurine and to regenerate sodium bisulfate, which is then reacted with ethylene oxide.
- -
-
Page/Page column 4
(2014/02/15)
-
- SULFINIC ACIDS AND RELATED COMPOUNDS. 22. DERIVATIVES OF 2-HYDROXYETHANE-SULFINIC ACID
-
Sodium 2-hydroxyethanesulfinate (3) could be converted to the unstable methyl ester 8 by acidification followed by reaction with diazomethane (although the acid 4, itself, could not be isolated as reported).The ester 8 was esterified with 2,2'-dithioacetyl dichloride (10) to afford the desired convergent synthesis of a disulfide bissulfinate ester (11), but 11 was even less stable than 8; efforts to esterify the sulfinate salt 3 with 10 to give a more stable sulfinate salt counterpart (12) of the ester 11 were unpromising.The salt 12 also was sought by reduction of a sulfonyl chloride 13, which was obtained by coupling 10 with 2-hydroxyethanesulfonyl chloride (2) and for which the structure was confirmed by reaction with p-bromoaniline; 12 evidently was obtained, but greater purity not be obtained than ca. 83-95percent.In other reactions, 2-hydroxyethanesulfonyl chloride (2) reacted with p-bromoaniline, and the hydroxysulfonanilide (6) produced could be esterified with 10 to give 9 by use of special conditions.
- Lee, Chew,Stidham, D. Brian,Field, Lamar
-
-
- Synthesis, characterization, and electrical response of phosphazene polyelectrolytes
-
New phosphazene-based polymers have been synthesized, which function as single-ion conductors of either sodium or halide ions. As a prelude to the synthesis of these polymers, similar substitution reactions were carried out on hexchlorocyclotriphosphazene and the products were well characterized. The polyelectrolytes were characterized by 1H NMR, 31P NMR, IR, DSC, and ac complex impedance studies. The temperature dependence of the conductivity of these polyelectrolytes follows the VTF equation, indicating that, as with polymer-salt complexes, ion transport is promoted by polymer-segment motion. The ionic conductivity of the polyelectrolytes containing bromide and iodide is 2 orders of magnitude higher than that of the sodium polyelectrolytes at 30-80°C.
- Ganapathiappan,Chen,Shriver
-
p. 4091 - 4095
(2007/10/02)
-
- The mechanism of hydrolysis of 2-hydroxyethanesulfonyl chloride: the intermediacy of 1,2-oxathietane 2,2-dioxide (β-sultone)
-
The hydrolysis of 2-hydroxyethanesulfonyl chloride (1) has been investigated with the aid of kinetic and product analysis studies.The results are quantitatively consistent with the mechanism of hydrolysis shown in Scheme 1, the chief features of which are (a) formation of β-sultone (2) and its rapid further reaction (the major pathway), together with (b) a minor direct hydrolysis route.The kinetics of both the β-sultone formation and the direct hydrolysis shows two terms, one first order in 1 alone, and the other first order in hydroxide as well; the rates of the first- and second-order reactions are lowered by added sodium chloride.It is suggested (a) that the unimolecular β-sultone formation involves 1 in a complex with water (as in 9) and that the water acts as a general base in the cyclization to 2, and (b) the hydroxide-promoted reaction proceeds by cyclization of the conjugate base of 1 (i.e., 10).The unimolecular direct hydrolysis is regarded as a conventional hydrolysis of a sulfonyl chloride with attack of the water with general base assistence from a second water molecule.The hydroxide-promoted direct reaction in D2O leads to no uptake of deuterium, showing taht the reaction does not go by way of the sulfene, and a reaction by way of a six-membered cyclic transition state is tentatively proposed.Evidence is presented that the chloride ion rate suppression is not primarily due to reaction of β-sultone with Cl- to give back 1; the possible origins of the effect are discussed.Key words: sulfonyl chloride, 2-hydroxyethanesulfonyl chloride, β-sultone, kinetics of sulfonyl chloride hydrolysis, mechanism of sulfonyl chloride hydrolysis
- King, James Frederick,Khemani, Kishan Chand
-
p. 2162 - 2172
(2007/10/02)
-
- Organic sulfur mechanisms. 24. Preparation and reaction of 2-hydroxyethanesulfonyl chloride, the first hydroxyalkanesulfonyl chloride
-
2-Hydroxyethanesulfonyl chloride (1a) is readily made by reaction of an aqeous solution of 2-mercaptoethanol (4a) with chlorine.This is the first clearly proved preparation of a compound which is both an alcohol and a sulfonyl chloride.Reactions of 1a with water and alcohols evidently proceed largely by intramolecular cyclization to the transient β-sultone (2a), which then undergoes nucleophilic ring opening to form the products.In the presence of tertiary amines a minor but significant part of the reaction is shown by deuterium labelling to proceed via hydroxymethylsulfene (14), the principal reaction of which is simply to add the alcohol or water; only a small part, if any, of the sulfene (14) loses the hydroxyl group to give the ethenesulfonate derivatives (13 or 22).Aqueous chlorination of 3-mercapto-1-propanol gave 3-chloro-1-propanesulfonyl chloride (5a) and 1,3-propane sultone (2b) with no sign of any 3-hydroxy-1-propanesulfonyl chloride (1b).A mechanism for the aqueous chlorination process invoking a cyclic chlorooxasulfoxonium ion (27) is discussed.
- King, James Frederick,Hillhouse, John Henry
-
p. 1583 - 1593
(2007/10/02)
-
