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Catalyst for catalyzing furfural or furfuryl alcohol to prepare cyclopentanol through hydrogenation rearrangement and preparation method and application method thereof

An application method and catalyst technology, which are applied in the field of rearrangement and hydrogenation of cyclopentanol catalyst and its preparation, can solve the problems of low reaction conversion rate, serious environmental pollution, insufficient theoretical quality yield, etc., and achieve simple reaction process, Effects of improved reaction efficiency and high yield of cyclopentanol

Active Publication Date: 2015-10-28
GUANGZHOU INST OF ENERGY CONVERSION - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Using adipic acid as raw material to produce cyclopentanone through high-temperature decarboxylation, and then hydrogenation reaction to obtain cyclopentanol. The raw material of this technical route depends on the production of adipic acid, involving multiple tedious reaction steps, and the production process involves decarboxylation process , the theoretical mass yield is less than 60%, the atom economy is not high, and a large amount of pollutants are produced in the production process, and this preparation method is increasingly restricted
In addition, cyclopentene, which is produced by the C5 fraction produced by cracking naphtha to produce ethylene, can also be used as a raw material to produce cyclopentanol through hydration reaction. However, due to the use of concentrated sulfuric acid in the preparation process, the resistance to Corrosiveness requirements are extremely high, and the recovery of concentrated sulfuric acid is difficult, and the environmental pollution is very serious
At the same time, in the direct hydration process, the reaction conversion rate is low, and the circulation of raw material cyclopentene is relatively large.

Method used

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  • Catalyst for catalyzing furfural or furfuryl alcohol to prepare cyclopentanol through hydrogenation rearrangement and preparation method and application method thereof
  • Catalyst for catalyzing furfural or furfuryl alcohol to prepare cyclopentanol through hydrogenation rearrangement and preparation method and application method thereof
  • Catalyst for catalyzing furfural or furfuryl alcohol to prepare cyclopentanol through hydrogenation rearrangement and preparation method and application method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Catalyst preparation: (1) According to the methanol-water mass ratio of 1:1, make a mixed solvent, add aluminum nitrate and cobalt acetate to the mixed solvent, completely dissolve to form a salt solution (referred to as solution A), aluminum nitrate, cobalt acetate (2) add sodium carbonate aqueous solution (referred to as solution B), and the concentration is 0.6mol / L; (3) slowly add solution B to solution A gradually, stir while adding, As the precipitation in the solution increases gradually, until the pH value in the mixed solution reaches 8-10, it can be stopped. Then, the solution containing the precipitate was aged for 12 hours, and finally filtered, washed, dried at 120°C for 24 hours, and then calcined in a muffle furnace at 500°C for 24 hours to obtain aluminum cobalt oxide (AlCoOx); (4) to obtain Aluminum cobalt oxide (AlCoOx) is used as a carrier, and an equal volume of ruthenium chloride solution is impregnated to prepare a supported Ru catalyst. The Ru met...

Embodiment 2

[0026] Catalyst preparation: replace the methanol-water mass ratio of 1:1 in Example 1 with ethanol-water mass ratio of 1:2, and the rest of the operation steps are the same as in Example 1, and finally a 4.0Ru / AlCoOx supported catalyst is obtained Reaction of furfural / furfuryl alcohol rearrangement hydrogenation to cyclopentanol in aqueous phase.

[0027] Reaction evaluation: the operation procedure of reaction evaluation is consistent with that of Example 1, but the reaction conditions and results are shown in Implementation 2 in Table 1.

Embodiment 3

[0029] Catalyst preparation: the methanol-water mass ratio in embodiment 1 is 1:1 to replace ethylene glycol-water mass ratio is 1:3, and the concentration of sodium carbonate aqueous solution (referred to as solution B) is adjusted to 0.3mol / L, The rest of the operation steps were the same as in Example 1, and finally a 4.0 Ru / AlCoOx supported catalyst was prepared for the reaction of furfural / furfuryl alcohol rearrangement and hydrogenation to cyclopentanol in aqueous phase.

[0030] Reaction evaluation: the operating procedure of reaction evaluation is consistent with that of Example 1, but the reaction conditions and results are shown in Implementation 3 in Table 1.

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Abstract

The invention provides a catalyst for catalyzing furfural or furfuryl alcohol to prepare cyclopentanol through hydrogenation rearrangement. The catalyst is a load type catalyst and comprises one or two active components and carriers; the one or two active components are selected from Pt or Pd or Ru or Rh or Cu or Ni; the carriers are one or two oxides which are selected from Co or Al or Mn or Ce; the mass of the active components is 0.5-8.0% of that of the carriers. According to the catalyst, the high-yield cyclopentanol can be obtained under the condition of moderate water phase hydrogenation by taking the furfural or the furfuryl alcohol as raw materials, the yield can reach 80 percent, and a continuable, low-cost, moderate and effective method is supplied to production of the important fine chemical cyclopentanol.

Description

Technical field: [0001] The invention relates to the field of synthesis of fine chemicals, in particular to a catalyst for catalyzing the rearrangement and hydrogenation of furfural or furfuryl alcohol to prepare cyclopentanol, specifically, to a rearrangement in an aqueous phase system using furfural or furfuryl alcohol as a raw material A catalyst for preparing cyclopentanol by hydrogenation and a preparation method thereof, and a method for preparing cyclopentanol by using the catalyst to catalyze rearrangement and hydrogenation of furfural or furfuryl alcohol. Background technique: [0002] Cyclopentanol is an important fine chemical intermediate, a raw material for the pharmaceutical, dye and fragrance industries, and a solvent for drugs and fragrances. It is mainly used in the industry to prepare bromocyclopentane, chlorocyclopentane and methyl Cyclopentyl ether etc. At present, the industrial production methods of cyclopentanone are mainly adipic acid decarboxylation...

Claims

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Application Information

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IPC IPC(8): B01J23/89B01J23/75B01J23/755B01J23/656B01J23/63B01J23/46C07C35/06C07C29/141C07C29/00
Inventor 陈伦刚马隆龙王铁军张琦徐莹史娜
Owner GUANGZHOU INST OF ENERGY CONVERSION - CHINESE ACAD OF SCI
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