Preparation method of unsaturated aldehyde by aldehyde condensation

An unsaturated and aldol condensation reaction technology is applied in the preparation of unsaturated aldehydes, and in the field of preparing unsaturated aldehydes by aldehyde condensation, it can solve the problems of reduced yield, excessive heat, and high reactor temperature, and achieves reduction of possibility, The effect of reducing the burden

Active Publication Date: 2012-05-09
CHINA PETROLEUM & CHEM CORP +1
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0024] This method has some disadvantages: during the distillation process, the catalyst phase is heated at the same time as the organic, which is conducive to the occurrence of Cannizzaro reaction, thereby increasing the loss of raw material aldehyde, reducing the yield, and also increasing energy consumption and equipment. In order to recover the unreacted aldehyde during the distillation process, most of the aldehyde and a large amount of water are evaporated, which also consumes more heat
But there are some following disadvantages in this method: the adiabatic reactor may cause the reactor temperature to be too high, which is beneficial to the Cannizzaro reaction and the reaction that the unsaturated aldehyde of the product generates a high boiler; When the aldehyde evaporates to the top of the tower, a large amount of water and a certain amount of condensation products unsaturated aldehyde or ketone will evaporate to the top of the tower, and the organic phase containing unsaturated aldehyde will be returned to the reaction zone. Aldehydes may react to form high-boiling products, which can reduce yields

Method used

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  • Preparation method of unsaturated aldehyde by aldehyde condensation
  • Preparation method of unsaturated aldehyde by aldehyde condensation
  • Preparation method of unsaturated aldehyde by aldehyde condensation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-4

[0078] The reaction process of embodiment 1-3 is in such as figure 2 Carried out in the shown device, the n-butyraldehyde (99.8mol% n-butyraldehyde, 0.1mol% n-butanol, 0.1mol% heavy component) in the storage tank 318 is transported into by the speed of 150ml / hr by pump 301 with stream 225 Reactor, the aqueous solution of catalyst NaOH in storage tank 319 is pressurized by pump 302 with stream 226, and the aqueous solution 202 of catalyst NaOH after pressurization is mixed with the aqueous catalyst solution 210 of circulation to form mixed liquid 211, and feeds 201 with n-butyraldehyde and The 218 from the pump 306 is mixed to form a mixture 212 and then enters the reactor 308. The reactor adopts a 100ml high-pressure stirred tank, and the reaction temperature is maintained at 120 ° C. The pressure of the reactor is controlled at 0.4 by passing a stream of nitrogen into the reactor. MPa, the liquid phase volume in the reactor is controlled at 60 ml by the height position of th...

Embodiment 4

[0079] Embodiment 4 uses a flash tank instead of a distillation tower, and the rest of the equipment is the same as in Embodiment 1-3.

[0080] Table 1 is the operating conditions of the distillation zone of Examples 1-4.

[0081] Distillation equipment operating conditions of each embodiment of table 1

[0082]

[0083] Table 2-3 is some main logistics analysis results of Examples 1-4.

[0084] Table 2 embodiment 1-4 part logistics analysis result

[0085]

[0086] Light fractions are components with a boiling point higher than n-butanol but lower than octenal, and heavy fractions are components with a boiling point higher than octenal.

[0087] Table 3 embodiment 1-4 part logistics analysis result

[0088]

Embodiment 5

[0090] Use valeraldehyde instead as the condensation raw material 201, and deliver n-valeraldehyde (n-valeraldehyde 97%, 2-methylbutyraldehyde 3%) to reactor 308 with a flow rate of 70ml / hr through pump 301, and the reactor pressure is controlled at about 10bar , the pump 304 discharges the reaction product water 309 at a rate of 8 ml / hr. The distillation zone adopts the same flash tank as in Example 4, the operating pressure is 0.1 bar, the temperature is 95° C., and the rest of the operating conditions are the same as in Example 4. The analysis results of some major streams are shown in Table 4.

[0091] Table 4 embodiment 5 part logistics analysis results

[0092]

[0093]

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Abstract

The invention relates to a preparation process of an unsaturated aldehyde in the field of petroleum chemistry, and in particular relates to a preparation method of the unsaturated aldehyde by aldehyde condensation. The method comprises the following steps: performing chromatographic separation after a reaction mixed substance leaves a reaction region; separating the water phase containing a catalyst from an organic phase; and distilling and separating the organic phase in a distillation region so as to reduce the possibility that the mixed substance circularly undergoes a side reaction, namely cannizzaro reaction, in the process and lighten the load of the distillation region. According to the preparation method of the unsaturated aldehyde by aldehyde condensation, the water phase containing the catalyst is separated from the organic phase, so that the possibility that the mixed substance circularly undergoes the side reaction, namely cannizzaro reaction, is reduced, the reaction mixed substance is subjected to chromatographic separation before entering the distillation region, and only the organic phase is fed into the distillation region for distillation and separation, so that the load of the distillation region is lightened.

Description

technical field [0001] The invention relates to a preparation process of unsaturated aldehyde in the field of petrochemical industry, in particular to a method for preparing unsaturated aldehyde through aldehyde condensation. Background technique [0002] Aldol condensation is a well-known reaction in which when the reactant is a single aldehyde, the resulting product is an unsaturated aldehyde with twice the number of carbon atoms as the starting aldehyde. The aldol condensation reaction can use acid or alkali as a catalyst. In industry, alkali metal hydroxide (such as sodium hydroxide NaOH) is generally used as a catalyst. The reverse process of this reaction is as follows: [0003] [0004] Under the action of alkali catalyst, two molecules of aldehyde undergo dimerization to form aldol, which is further dehydrated to form unsaturated alkenal. For aldehydes with more than four carbon atoms, the reaction is a two-phase reaction due to the low mutual solubility of aldeh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/74C07C47/21
CPCY02P20/584
Inventor 陈和郭浩然包天舒朱丽琴解娜冯静王红红
Owner CHINA PETROLEUM & CHEM CORP
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