Production method of cyclopentyl methyl ether

Abstract

The invention discloses a production method of cyclopentyl methyl ether. Cyclopentene and methanol are used as raw materials, and the cyclopentene is refined and etherified to produce the cyclopentyl methyl ether product. The production method comprises the following specific steps: 1) refining the cyclopentene: performing mono-olefin oligomerization reaction on the cyclopentene through a fixed bed catalyst bed, wherein the volume liquid hourly space velocity is controlled at 0.1-2.0 hr<-1>, the system pressure is controlled at 0.01-0.10 MPa, the reactant feeding temperature is controlled at 80-120 DEG C, and the catalyst is a solid acid activated clay catalyst; and 2) etherifying: mixing the refined cyclopentene and the methanol, gasifying by heating, and performing etherification reaction through a strongly-acidic cation exchange resin fixed bed, wherein the volume liquid hourly space velocity of the material is controlled at 0.5-4.0 hr<-1>, the system pressure is controlled at 0.01-0.10 MPa, the material feeding temperature is 75-90 DEG C, and the mole ratio of the cyclopentene to the methanol is 1:(0.5-0.8). According to the invention, the cyclopentene material is refined to remove other mono olefin contained therein before being subjected to etherification reaction, and is then mixed with the methanol to be subjected to the etherification reaction. Thus, the activity stability of the etherification catalyst strongly-acidic cation exchange resin is obviously improved, and the service life of the catalyst is prolonged.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a production method of cyclopentyl methyl ether. Background technique [0002] Cyclopentyl methyl ether (CPME) is a new type of hydrophobic ether solvent, and it is also a more environmentally friendly solvent, which can be used to replace tetrahydrofuran, methyl tetrahydrofuran, methyl tert-butyl ether and dioxane, etc. Solvent, can be used in reactions such as Grignard reaction, coupling reaction, coupling amination reaction, metal reduction reaction, Lewis acid reaction and Friedel-Crafts reaction. At the same time, CPME is also used in extraction, crystallization, metal surface treatment and other processes. [0003] US Patent US20080312125A1 introduces a synthesis method of CPME. Using strong acidic cation exchange resin with water content less than 5% as catalyst, in a tank reactor, when the molar ratio of cyclopentene and methanol is 1:20, the reac...

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Problems solved by technology

Using strongly acidic cation exchange resin as a catalyst, the molar ratio of cyclopentene to methanol is 1.6:1, and the volume space velocity is 0.01h -1 , under normal pressure and reaction temperature at 90°C, the conversion rate of methanol can reach 83.6%, the total yield of CPME can reach 75.5%, the selectivity of CPME can reach 94.9%, and the purity of CPME can be obtained above 99%. product, but the result is not of high industrial application value due to the low volumetric space velocity

According to the introduction of Japanese ZEON patent WO2007058251A1, a fixed bed reactor is used, and the space velocity GHSV is 200h -1 , the conversion rate of cyclopentene was 14.6%, and the stability of the catalyst could be improved only if the diolefin content in the raw material was controlled below 20ppm, but there was still a phenomenon that the activity of the catalyst decreased.

[0005] When strong acidic cation exchange resin is used as a catalyst to produce CPME from cyclopentene and methanol, other monoolefins contained in the raw material cyclopentene will undergo oligomerization or polymerization reactions individually or with each other under etherification reaction conditions. In the above method, under normal circumstances, the resin catalyst will gradually lose its activity due to the accumulation of oligomers or polymers on the surface of the catalyst, and the resin catalyst will gradually lose its activity due to coking.

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