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Modified skeleton iron catalyst and method for preparing citronellol by selective hydrogenation of citral

An iron catalyst, catalyst technology, applied in hydrogenation preparation, chemical instruments and methods, hydroxyl compound preparation and other directions, can solve problems such as difficult operation, high cost, environmental pollution, etc., and achieve the effects of cost reduction and high selectivity

Active Publication Date: 2021-09-07
WANHUA CHEM GRP CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are disadvantages in this method: 1. The reaction selectivity is relatively low, there are still many by-products, and the later separation is difficult; 2. The use of chromium elements leads to the risk of environmental pollution in the later catalyst treatment; 3. Raw material citral can undergo esterification reaction with solvent lower alcohol, further causing the reduction of reaction target yield
However, there are still two problems in this process: (1) the reaction system is relatively complicated, involving water phase, oil phase, solid phase (catalyst) and gas phase (hydrogen) in the actual reaction process, and there are many influencing factors in the reaction process, so the actual industrialization It is not easy to operate in the process; (2) the amines added in the reaction system have a potential adverse effect on the quality of the product due to the unacceptable odor of the amines
[0009] The above literatures describe several catalysts and production methods with high selectivity, but the problems of high cost and low operability have not been completely solved.

Method used

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  • Modified skeleton iron catalyst and method for preparing citronellol by selective hydrogenation of citral
  • Modified skeleton iron catalyst and method for preparing citronellol by selective hydrogenation of citral
  • Modified skeleton iron catalyst and method for preparing citronellol by selective hydrogenation of citral

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Metal Fe, Zn, Mn, and Al are fused at high temperature (1650°C) according to the proportions of 75%, 3%, 1.5%, and 20.5%, respectively, and the alloy is cooled to room temperature and then pulverized, and the alloys with a mesh size of 300 mesh or more and a mesh size of 30 mesh or less are screened The pellets are further processed. Configure 250g of sodium hydroxide solution with a concentration of 10%, slowly add 100g of alloy particles after boiling, continue to boil for 5 hours, and cool. Pour off the gray upper layer of turbid liquid, add water and wash it repeatedly at room temperature for 3 times. After standing still, the liquid layer is clear and transparent, and the pH value is less than 9. Self-made modified skeleton iron catalyst, wherein the mass percent content of metal elements is: Fe is 80%, Zn is 4%, Mn is 1.8%, and the rest is aluminum. attached figure 1 It is the adsorption-desorption curve graph of the catalyst of this example, indicating that the...

Embodiment 2

[0034]Metals Fe, Zn, Mn, and Al are fused at high temperature (1720°C) in proportions of 82%, 3%, 1%, and 14%, respectively, and the alloy is cooled to room temperature before being pulverized, and the alloys with a mesh size of 300 mesh or more and a mesh size of 30 mesh or less are screened. The pellets are further processed. Prepare 250 g of sodium hydroxide solution with a concentration of 10%, slowly add 100 g of alloy particles after boiling, continue boiling for 3 hours, and cool. Pour off the gray upper layer of turbid liquid, add water and wash it repeatedly at room temperature for 3 times. After standing still, the liquid layer is clear and transparent, and the pH value is less than 9. Self-made modified skeleton iron catalyst, wherein the mass percentage of metal elements is: Fe is 83%, Zn is 3.6%, Mn is 1.2%, and the rest is aluminum.

[0035] In a 500ml hydrogenation reaction autoclave, 1.3g of modified skeleton iron catalyst, 100g of citral (98% content, and 2% ...

Embodiment 3

[0037] Metals Fe, Zn, Mn, and Al are fused at high temperature (1800°C) in proportions of 84%, 4%, 1.5%, and 10.5%, respectively, and the alloy is cooled to room temperature before being pulverized, and the alloys with a mesh size of 300 mesh or more and mesh 30 mesh or less are screened The pellets are further processed. Prepare 250 g of sodium hydroxide solution with a concentration of 10%, slowly add 100 g of alloy particles after boiling, continue boiling for 3 hours, and cool. Pour off the gray upper layer of turbid liquid, add water and wash it repeatedly at room temperature for 3 times. After standing still, the liquid layer is clear and transparent, and the pH value is less than 9. Self-made modified skeleton iron catalyst, wherein the mass percentage of metal elements is: Fe is 85%, Zn is 4.4%, Mn is 2%, and the rest is aluminum.

[0038] In a 500ml hydrogenation reaction autoclave, 2.7g of modified skeleton iron catalyst, 100g of citral (98% in content, and 2% as im...

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Abstract

The invention discloses a modified skeleton iron catalyst for selectively hydrogenating citral to prepare citronellol and a method for selectively hydrogenating citral to prepare citronellol. The method uses citral as a raw material and modified skeleton iron as a catalyst , the imidazole ionic salt is used as an auxiliary agent, and the citral is selectively hydrogenated into citronellol by a batch hydrogenation method, which significantly reduces other by-products such as citronellal, nerol and geraniol, especially overhydrogenation The content of the product tetrahydrogeraniol.

Description

technical field [0001] The invention relates to the field of citronellol preparation, in particular to a modified skeleton iron catalyst and a method for preparing citronellol by selectively hydrogenating citral. Background technique [0002] Citronellol is an important spice raw material with a sweet floral smell, similar to the smell of roses. It is often used in rose and citrus flavors, and can be used to manufacture dihydrocitronellol, hydroxydihydrocitronellal raw materials. Citronellol can also be used in edible flavors, such as soft drinks, baked goods, candy, jelly pudding, etc., and is one of the bulk flavor raw materials. [0003] Direct selective reduction of citral to obtain citronellol is the current mainstream method of chemical synthesis. The citral molecule contains hydrogenated isolated C=C double bonds, C=O bonds and carbonyl-conjugated C=C double bonds, and the products that may be generated after hydrogenation are more complex. With the different catal...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J23/889B01J31/02B01J31/32C07C29/17C07C33/025
CPCC07C29/175B01J23/8892B01J31/0244B01J31/32B01J2231/645B01J2231/643B01J35/19C07C33/025
Inventor 王联防董菁张永振黎源于斌成李文滨迟森森苏黎明李晶
Owner WANHUA CHEM GRP CO LTD