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A kind of thioether oxidation method

A technology of thioether oxidation and thioether, which is applied in chemical instruments and methods, organic chemistry, chemical recovery, etc., can solve the problems of increasing device operating costs, large fluctuations in catalyst activity, and accelerated catalyst deactivation, so as to extend the one-way use Effects of life, extended stable operation time, and reduced regeneration frequency

Active Publication Date: 2020-04-28
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, with the prolongation of the reaction time, the catalytic performance of the titanium-silicon molecular sieve will decline, resulting in a decrease in the conversion rate of the oxidant and / or the selectivity of the target oxidation product.
When the reaction is carried out in a fixed-bed reactor, due to the reduction of the catalytic performance of the titanium-silicon molecular sieve, the titanium-silicon molecular sieve needs to be regenerated inside or outside the reactor, resulting in shutdown of the reactor, thereby affecting production efficiency and increasing the operating cost of the device
[0005] When the regenerated catalyst is put into operation again, especially after being regenerated in the reactor, the activity of the catalyst fluctuates greatly and takes a long time to stabilize, resulting in a decrease in the selectivity of the target oxidation product, which will not only reduce the operation efficiency, and the subsequent separation and purification process is required to adjust the operating conditions, which increases the complexity of the operation; at the same time, it is also necessary to combine operations such as increasing the reaction temperature to achieve a smooth operation of the reaction, but these measures often accelerate catalyst deactivation

Method used

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  • A kind of thioether oxidation method
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  • A kind of thioether oxidation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 4、11-18 and 21

[0099] Following examples 4, 11-18 and 21 adopt the following method to measure the activity of catalyst:

[0100] Catalyst, 36% by weight of ammonia water (as NH 3 meter), 30% by weight of hydrogen peroxide (as H 2 o 2 ), tert-butanol and cyclohexanone by mass ratio = 1:7.5:10:7.5:10 and then stirred and reacted at 80°C under atmospheric pressure for 2h, filtered the reactant, and analyzed the obtained liquid phase by gas chromatography The composition of the catalyst is analyzed, and the conversion rate of cyclohexanone is calculated by the following formula and used as the activity of the catalyst,

[0101] The conversion rate (%) of cyclohexanone=[(the molar amount of cyclohexanone added−the molar amount of unreacted cyclohexanone) / the molar amount of cyclohexanone added]×100%.

Embodiment 1

[0104] The catalyst (that is, shaped titanium-silicon molecular sieve TS-1, a spherical catalyst with a volume average particle diameter of 500 μm, the content of titanium-silicon molecular sieve TS-1 in the catalyst is 80% by weight, the content of silicon oxide is 20% by weight, and the density is 0.76 g / cm 3 ) is packed in a fixed-bed reactor to form a catalyst bed, wherein the number of the catalyst bed is 1 layer.

[0105] A liquid mixture formed of dimethyl sulfide, hydrogen peroxide (provided in the form of 30% by weight hydrogen peroxide) as an oxidizing agent, acetone and aqueous ammonia (initial concentration of 10% by weight) as a solvent was fed from the bottom of the fixed-bed reactor Feed and flow through the catalyst bed. Among them, the molar ratio of dimethyl sulfide to hydrogen peroxide is 1:0.5, the molar ratio of dimethyl sulfide to solvent acetone is 1:10, and the molar ratio of dimethyl sulfide to NH 3 The initial molar ratio of dimethyl sulfide is 1; 0...

Embodiment 2

[0111] The same method as in Example 1 is used to oxidize dimethyl sulfide, the difference is that during the reaction, when condition 1 is met for the first time, the NH in the liquid mixture is increased by 0.01-10% / day. 3 The dosage (by increasing the NH in ammonia 3 The concentration is achieved, while the amount of ammonia solution remains unchanged) until condition 2 is met, stop increasing the NH in the liquid mixture 3 and keep the value after the increase; when condition 1 is met for the second time, improve the quality of hydrogen peroxide in the liquid mixture in the range of 0.02-5% / day (realize by increasing the concentration of hydrogen peroxide in hydrogen peroxide, Simultaneously the consumption of aqueous hydrogen peroxide remains constant) until condition 2 is met, stop improving the quality of hydrogen peroxide in the liquid mixture and keep as the numerical value after raising, and so on (that is, when condition 1 is met for the odd-numbered time, start wit...

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Abstract

The invention discloses an oxidation method for thioether. The method comprises the step of subjecting a liquid mixture and a titanium-silicate molecular sieve to contacting under the condition of oxidation reaction, wherein the liquid mixture comprises thioether, at least one oxidant, at least one alkaline substance and at least one optional solvent; and when selectivity of a target oxidation product is lower than an expected value, the method also comprises the steps of improving the quality of the alkaline substance in the liquid mixture and optionally improving the quality of the oxidant in the liquid mixture. The method provided by the invention can maintain the selectivity of the target oxidation product at a high level for a long time, effectively prolong the single-way service life of the titanium-silicon molecular sieve used as a catalyst, and reduce regeneration frequency of the catalyst.

Description

technical field [0001] The present invention relates to a kind of sulfide oxidation method. Background technique [0002] Sulfoxides are important sulfur-containing compounds. For example, dimethyl sulfoxide (DMSO) is a sulfur-containing organic compound. It is a colorless and transparent liquid at room temperature. properties such as protons. Dimethyl sulfoxide is soluble in water, ethanol, acetone, ether and chloroform, is a highly polar inert solvent, and is widely used as a solvent and reaction reagent. Moreover, dimethyl sulfoxide has a high selective extraction ability and can be used as an extraction solvent for the separation of alkanes and aromatics. For example: dimethyl sulfoxide can be used for the extraction of aromatics or butadiene. In the polymerization reaction, it is used as a processing solvent and spinning solvent, as a synthetic solvent and spinning solvent of polyurethane, and as a synthetic solvent of polyamide, fluorochloroaniline, polyimide and pol...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C315/02C07C317/04C07C317/14
CPCY02P20/582Y02P20/584
Inventor 林民史春风朱斌
Owner CHINA PETROLEUM & CHEM CORP
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