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Allyl Alcohol Oxidation Method

An allyl alcohol and oxidant technology, applied in chemical instruments and methods, organic chemistry, molecular sieve catalysts, etc., can solve the problems of non-renewable, large environmental pollution, difficult application, etc. Effect of reproduction frequency

Active Publication Date: 2022-01-04
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When peracetic acid is used as the epoxy oxidizing agent, the reaction speed is faster, and glycidyl alcohol in the product reacts with acetic acid to form glycidyl acetate, which makes distillation and separation difficult, and the mixture of glycidyl alcohol and acetic acid can undergo a strong reaction at room temperature. The exothermic reaction causes an explosion, so the method is very difficult to apply in industry
In addition, it is also possible to use hexavalent tungstate as a catalyst to epoxidize allyl alcohol and an oxidizing agent (such as hypochlorous acid or perchloric acid) to obtain glycidyl alcohol, but this process is very polluting to the environment, and the used Low catalyst activity, non-renewable

Method used

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Examples

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Embodiment approach

[0091] According to the method of the present invention, the amounts (mass) of the titanium-silicon molecular sieves loaded in the first to nth catalyst beds may be the same or different. According to one implementation, when m is any integer in the interval [2, n], W m-1 / W m 0.1-20, W m-1 / W m Preferably it is 0.5 or more, More preferably, it is 1 or more, More preferably, it is 2 or more. Here, W m-1 is the quality of the catalyst packed in the upstream catalyst bed in any pair of adjacent catalyst beds from the first catalyst bed to the last nth catalyst bed, W m is the mass of the catalyst loaded in the downstream catalyst bed in any pair of adjacent catalyst beds from the first catalyst bed to the nth catalyst bed. W m-1 / W m Preferably it is 15 or less, and more preferably 10 or less. More preferably, W m-1 / W m for 2-8. W m-1 and W m It is determined by the content of the titanium-silicon molecular sieve in the shaped titanium-silicon molecular sieve. In ...

Embodiment 1

[0120] The catalyst used in this example is modified titanium-silicon molecular sieve TS-1, and the titanium-silicon molecular sieve TS-1 is prepared with reference to the method described in Zeolites, 1992, Vol.12 pages 943-950. The specific method is: At 20°C, mix 22.5g tetraethyl orthosilicate with 7.0g tetrapropylammonium hydroxide as a template, add 59.8g distilled water, stir and mix, then hydrolyze at normal pressure and 60°C for 1.0h to obtain Hydrolyzed solution of tetraethylorthosilicate. Under vigorous stirring, a solution consisting of 1.1 g of tetrabutyl titanate and 5.0 g of anhydrous isopropanol was slowly added to the hydrolysis solution, and the resulting mixture was stirred at 75° C. for 3 h to obtain a clear transparent colloid. The colloid was placed in a sealed stainless steel reaction kettle, and kept at a constant temperature of 170° C. for 36 hours to obtain a mixture of crystallized products. The obtained mixture was filtered, the collected solid matt...

Embodiment 2

[0127] The catalyst used in this example is modified titanium-silicon molecular sieve TS-1, and the titanium-silicon molecular sieve TS-1 before modification is prepared by the following method.

[0128] Dissolve tetrabutyl titanate in the alkali source template agent tetrapropyl ammonium hydroxide aqueous solution first, then add silica gel (purchased from Qingdao Silica Gel Factory) to obtain a dispersion. In the dispersion, silicon source: titanium source: alkali source Template agent: water molar ratio is 100:4:12:400, silicon source is SiO 2 In terms of titanium source as TiO 2 In terms of alkali source template agent in N. Seal the above dispersion in the beaker with a parafilm and let it stand at room temperature (25°C, the same below) for 24h, then stir at 35°C for 2h with magnetic stirring to redisperse it. Transfer the re-dispersed dispersion liquid to a sealed reaction kettle, undergo the first stage of crystallization at 140°C for 6h, then cool the mixture down t...

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Abstract

The present invention relates to a method for oxidation of allyl alcohol, the method comprising: under oxidation reaction conditions, making the reaction feed containing allyl alcohol, oxidant and optional at least one solvent sequentially flow through the first catalyst bed layer to the last The nth catalyst bed layer, each of the catalyst beds is filled with at least one titanium-silicon molecular sieve, and the titanium-silicon molecular sieve is at least partly modified titanium-silicon molecular sieve, and the modified titanium-silicon molecular sieve is a modified titanium-silicon molecular sieve. The modified titanium-silicon molecular sieve includes contacting the titanium-silicon molecular sieve as a raw material with a modifying solution containing nitric acid and peroxide. The method can prolong the single-pass service life of the catalyst, and can stabilize the conversion rate of the raw material, the effective utilization rate of the oxidant and the selectivity of the target oxidation product at a relatively high level even if the catalyst is operated continuously for a long period.

Description

technical field [0001] The present invention relates to a kind of allyl alcohol oxidation method. Background technique [0002] Glycidol, also known as glycidol, is an important fine chemical raw material, which can be used as a stabilizer for natural oils and vinyl polymers, demulsifiers, dyeing and layering agents, and can also be used for the synthesis of glycerin and glycidyl ether (Amines, etc.) intermediates, widely used in chemical synthesis, medicine, fine chemicals and other fields. [0003] The industrial production of glycidol mainly includes glycerol chlorohydrin method and alcohol propylene method. The glycerol chlorohydrin method is prepared by reacting 3-chloropropanediol in the presence of an alkali. The reaction conditions are harsh and subsequent separation is difficult. The alcohol propylene method generally adopts the epoxidation reaction of hydrogen peroxide or peracetic acid and allyl alcohol to prepare glycidyl alcohol. When peracetic acid is used a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D301/03C07D301/12C07D301/16B01J29/89C07D303/14
CPCC07D301/03C07D301/12C07D301/16B01J29/89B01J2229/14
Inventor 史春风林民朱斌
Owner CHINA PETROLEUM & CHEM CORP
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