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Method for preparing cyclopentanone and cyclopentanol through furfural hydrogenation rearrangement

A technology of furfural and preparation steps, which is applied in the field of preparation of cyclopentanol by catalytic hydrogenation and rearrangement of furfural, and the preparation of non-noble three-metal composite catalyst, which can solve the problems of high price, wide application, and lack of resources, and is beneficial to environmental protection , reduce production costs, broaden the effect of market application prospects

Pending Publication Date: 2021-12-14
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the lack of precious metal resources and high prices limit its wide application.

Method used

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  • Method for preparing cyclopentanone and cyclopentanol through furfural hydrogenation rearrangement
  • Method for preparing cyclopentanone and cyclopentanol through furfural hydrogenation rearrangement
  • Method for preparing cyclopentanone and cyclopentanol through furfural hydrogenation rearrangement

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Catalyst preparation: Weigh 0.003mol of Ni (NO 3 ) 2 · 6h 2 O, 0.027mol of Co (NO 3 ) 2 · 6h 2 O and 0.001mol of Al 2 (NO 3 ) 3 · 9h 2 O was dissolved in 25mL of deionized water, is the solution A. Then excess urea was added 25mL of deionized water, i.e. solution B. The solution A and solution B was added to the heterogeneous reaction vessel was heated at 120 ℃ 4h, after the completion of the reaction, the reaction was taken gelatinous precipitate obtained was filtered and washed several times with deionized water until neutral precipitate . The precipitate was dried in an oven 12h, and then calcined at 500 deg.] C over 4h muffle furnace, reduction in the hydrogen atmosphere prior to use, to obtain three non-noble metal catalyst. The prepared catalyst was designated as NixCoyAlz, wherein x, y and z represent Ni, Co and Al atomic ratio.

[0017] Cyclopentanol preparation: Weigh 0.15g furfural, 10mL of water and 0.06g of the catalyst (NixCoyAlz, where x = 0, y = 3, z = 1) and...

Embodiment 2

[0019] The method of preparing the same catalyst as in Example 1, but in which an Al 0.001mol 2 (NO 3 ) 3 · 9h 2 O molar amount changed to 0.002 mol. The catalyst and the reaction is recovered by a magnet through, for repeating cycle test.

[0020] The method of preparing the reference cyclopentanol in Example 1 were. The product by gas chromatography (7890B, Agilent) quantitative analysis by gas chromatography under the conditions in FIG as image 3 Indicated. 22-24min at peak represents cyclopentyl and cyclopentanol. As a result: furfural conversion was 100%, and the yield of cyclopentanone cyclopentanol 57.7%.

Embodiment 3-4

[0022] Respectively according to the method in Example 1 and Example 2 was prepared to obtain the corresponding three-metal of the metal catalyst, but the 0.003mol of Ni (NO 3 ) 2 · 6h 2 O, 0.027mol of Co (NO 3 ) 2 · 6h 2 O molar amounts were changed to 0.005mol and 0.025mol, namely Example 3 and Example 4.

[0023] The catalyst prepared above, was carried out as in Example 2, experiments determine the conversion rate and yield of the reaction product obtained, shown in Table 1.

[0024] Table 1 Effect of the preparation and rearrangement of furfural aqueous phase hydroprocessing cyclopentanol conversion rate and yield of different types of catalysts

[0025]

[0026] Wherein: A: Ni (NO 3 ) 2 · 6h 2 O; B: Co (NO 3 ) 2 · 6h 2 O; C: Al 2 (NO 3 ) 2 · 9h 2 O; Conv .: conversion; CPO: cyclopentanone; CPL: Cyclopentanol

[0027] Comprehensive Examples 1 to 4, the catalyst in NiCoAl, Ni 0.5 CO 2.5 Al exhibits the best activity, CPO and overall yield of up to 75.1% of the CPL. In partic...

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Abstract

The invention discloses a method for preparing cyclopentanone and cyclopentanol through furfural catalytic hydrogenation ring-opening rearrangement and application. Wherein the catalyst is prepared by adopting a urea hydrolysis method, three metals of the catalyst are respectively from corresponding non-noble metal salt solutions and are selected from Ni (NO3) 2.6 H2O, Co (NO3) 2.6 H2O and Al2 (NO3) 2.9 H2O, and the ratio of the three metal atoms Ni / Co / Al is 0.5 / 2.5 / 2. The catalyst is simple and convenient in preparation method, low in price and cyclical, the catalytic reaction system is green, the reaction substrate is renewable, the reaction condition is mild, the input cost is low, and the catalyst has a wide industrial application prospect.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, and in particular relates to a preparation method of a non-noble three-metal composite catalyst and a method for preparing cyclopentanol by catalytic hydrogenation rearrangement of furfural. Background technique [0002] Cyclopentanone and cyclopentanol are widely concerned as important fine chemical intermediates. It can be used as industrial raw materials for the synthesis of medicines and fragrances, such as anti-cancer and anti-inflammatory drugs, and fragrances such as methyl dihydrojasmonate, brandy ketone, and 2-n-hexylcyclopentanone. In addition, rubber, pesticides, fuels, etc. can also be synthesized (Milan Hronec, Catalysis Communications, 2012, 24, 100-104). The industrial production methods of cyclopentanone and cyclopentanol are prepared by decarboxylation of petroleum-based raw material adipic acid and oxidation of cyclopentene (European Journal of Organic Chemistry, 2005, 3...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J23/755B01J37/03B01J37/18C07C45/59C07C49/403C07C29/00C07C29/56C07C35/06
CPCB01J23/755B01J37/036B01J37/18C07C45/59C07C29/00C07C29/56C07C2601/14C07C2601/08B01J35/33C07C49/403C07C35/06
Inventor 林鹿田野曾宪海马森李嘉臣唐兴李铮杨述良孙勇
Owner XIAMEN UNIV
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