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Method for preparing taurine from sodium isethionate

A technology of sodium isethionate and taurine, applied in the preparation of sulfonic acid, preparation of sulfonate, chemical instruments and methods, etc., can solve the problem of harsh reaction conditions, unmentioned single-pass yield, and side effects of ammonolysis reaction. There are many problems such as many products, and the effects of mild process conditions, promotion of electron transfer and high conversion rate are achieved.

Active Publication Date: 2020-09-22
WANHUA CHEM GRP CO LTD
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  • Abstract
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Problems solved by technology

[0007] Chinese patent CN105732440A discloses that in the ammonolysis reaction process containing mother liquor, by adding sodium carbonate, potassium carbonate, iron series / aluminum series metal salts, NiO / CeO 2 , rare earth oxides and other catalysts or their combination as a catalyst, and can improve the sodium taurate yield to 90-95% after recycling, but its single-pass yield is not mentioned, in addition, The reaction conditions are still relatively harsh, the reaction temperature is 255-265°C and the reaction pressure is 19-20MPa
[0008] U.S. Patent US 20160355470A1 discloses that in the ammonolysis reaction of sodium isethionate, the addition of NaOH can catalyze the ammonolysis reaction to the direction of generating sodium taurate, and the ammonolysis reaction can obtain more than 90% of sodium taurate. rate, but there are still many by-products of the ammonolysis reaction, and at the same time, the reaction still requires high temperature of 160-260°C and harsh conditions of high pressure of 26MPa

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  • Method for preparing taurine from sodium isethionate

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Preparation of Pd-C / Al2O3 type-selective catalyst:

[0053] Add 3.0g (1.0wt%) sodium taurate to 300g ethanol aqueous solution (68.0wt%), then add 80.3g aluminum sec-butoxide, after stirring at 25 ℃, add 3.76g palladium nitrate, maintain temperature and continue Stir, then carry out the hydrolysis reaction at 32°C for 5h; then filter the precipitate, wash with water, dry at 100°C for 4h, and then put it in a nitrogen roaster at 450°C for 7h under normal pressure to obtain Pd-C / Al 2 o 3 type-selective catalyst.

[0054] Preparation of taurine from sodium isethionate:

[0055] 600g of sodium isethionate solution (23.0wt%) was placed in a 1L high-pressure reactor, and liquid ammonia was introduced to control the ammonia concentration to be 21.0wt%, and then 2.07g (1.5wt%) of the above-mentioned Pd-C / al 2 o 3 Type-selective catalyst, the reaction system is heated up to 140 ° C, the system pressure is 8.0 MPa gauge pressure, ammonolysis reaction is carried out, the reac...

Embodiment 2

[0058] Add 2.1g (0.7wt%) sodium taurate to 300g ethanol aqueous solution (55.0wt%), then add 49.2g aluminum tert-butoxide, after stirring at 25 ℃, add 1.35g palladium acetate, maintain temperature and continue Stir, then carry out the hydrolysis reaction at 20°C for 3h, filter the precipitate, wash, dry at 120°C for 3h, and then place it in a nitrogen roasting furnace at 380°C for 5h to obtain Pd-C / Al 2 o 3 type-selective catalyst.

[0059] 600g of sodium isethionate solution (18.0wt%) was placed in a 1L high-pressure reactor, and a certain amount of liquid ammonia was introduced to control the ammonia concentration to be 22.0wt%, and then 1.08g (1.0wt%) of the above-mentioned Pd- C / Al 2 o 3 type-selective catalyst, the reaction system is heated up to 180°C, the system pressure is 9.0MPa, and the reaction is 70min. The conversion rate of ammonolysis reaction sodium isethionate is 98.9%, and the yield of sodium taurate obtained is 94.8%. The selectivities of sodium sulfonat...

Embodiment 3

[0062] Add 0.6g (0.2wt%) sodium taurate to 300g ethanol aqueous solution (30.0wt%), then add 8.33g aluminum isopropoxide, after stirring at 25 ℃, add 0.07g palladium chloride, maintain temperature Continue to stir, then carry out the hydrolysis reaction at 45°C for 1h, filter the precipitate, wash, dry at 80°C for 2h, and then place it in a nitrogen roaster at 400°C for 6h to obtain Pd-C / Al 2 o 3 type-selective catalyst.

[0063] 600g of sodium isethionate solution (15.0wt%) was placed in a 1L high-pressure reactor, and a certain amount of liquid ammonia was introduced to control the ammonia concentration to be 20.0wt%, and then 0.45g (0.5wt%) of the above-mentioned Pd- C / Al 2 o 3 Type-selective catalyst, the reaction system is heated up to 150 ° C, the system pressure is 8.5 MPa, and the reaction is 35 minutes. The conversion rate of ammonolysis reaction sodium isethionate is 99.1%, and the yield of sodium taurate obtained is 95.8%. The selectivities of sodium sulfonate, ...

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Abstract

The invention provides a method for preparing taurine from sodium isethionate. The method comprises the following steps of: efficiently catalyzing the ammonolysis reaction of sodium isethionate by using a Pd-C / Al2O3 heterogeneous catalyst with a shape selection function, and then conducting neutralizing, crystallizing, separating and the like to obtain a taurine product. Compared with a traditional basic catalyst, the catalyst provided by the invention can be used for limiting the generation of macromolecular by-products including disubstituted sodium taurate and trisubstituted sodium tauratethrough a unique pore channel structure, so that the selectivity of sodium taurate in the ammonolysis reaction is improved; meanwhile, due to the excellent catalytic performance of the catalyst, the temperature and the pressure of the ammonolysis reaction are effectively reduced, the reaction time is shortened, and the catalyst can be separated and recycled through simple filtration.

Description

technical field [0001] The invention belongs to the field of taurine preparation, in particular to a method for preparing taurine with high selectivity from sodium isethionate. Background technique [0002] Taurine, also known as 2-aminoethanesulfonic acid, is a sulfur-containing non-protein amino acid with the following structure: [0003] [0004] Taurine molecular formula [0005] The chemical synthesis methods of taurine mainly include ethanolamine method and ethylene oxide method. Due to the shortcomings of the ethanolamine method such as long reaction cycle and high production cost, this technology has been gradually eliminated. The ethylene oxide method uses ethylene oxide and liquid ammonia as raw materials, which are cheap and easy to obtain, so it has obvious cost advantages compared with the ethanolamine method, and the reaction yield is also slightly higher than that of the ethanolamine method. Based on the above advantages, the ethylene oxide method has be...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C303/32C07C303/06C07C303/44C07C309/14B01J23/44B01J37/03B01J37/08
CPCC07C303/32C07C303/06C07C303/44B01J23/44B01J37/033B01J37/084B01J37/086B01J37/082C07C309/14
Inventor 郭云峰张静桂振友蔺海政李建锋郭斌郑兵孔令晓陈来中张永振
Owner WANHUA CHEM GRP CO LTD
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