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Method for preparing cinnamyl alcohol through cinnamaldehyde hydrogenation

A technology of cinnamaldehyde and cinnamyl alcohol, applied in chemical instruments and methods, preparation of hydroxyl compounds, preparation of organic compounds, etc., can solve the problems of decreasing COL yield and reaction time, increasing the burden of product separation process, large organic solvents, etc. The effect of reducing difficulty, high selectivity, and reducing burden

Active Publication Date: 2015-10-14
CHANGCHUN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
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AI Technical Summary

Problems solved by technology

[0005] At present, the main problems encountered in CAL heterogeneous catalytic hydrogenation are: (1) The hydrogenation process uses a large amount of volatile organic solvents, causing environmental pollution and increasing the burden on the product separation process; Hydrogen has a high activity, which leads to a sharp decrease in the yield of COL with the prolongation of the reaction time after reaching the maximum value.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Example 1 Preparation of COL by hydrogenation of CAL

[0015] Add 0.33g CAL, Pt-Ru-Sn / TiO to a 50mL stainless steel reactor 2 Catalyst 0.1g, catalyst pre-heated in H 2 Reduction at 450℃ for 2h, wherein the total mass content of Pt and Ru is 1%, the molar ratio of Pt and Ru is 3, and the precursor compound of Pt is H 2 PtCl 6 , the mass content of Sn is 2.35%, tighten the reactor, purging with high-purity nitrogen for 5min at room temperature, remove the air in the reactor, preheat the reactor at 150°C for 20min, and then add 4MPa H 2 , start stirring, react at 150°C for 1 hour, the conversion rate of CAL is 94%, and the selectivity of COL is 93.6%.

Embodiment 2

[0016] Example 2 Preparation of COL by hydrogenation of CAL

[0017] The reaction time was 2 hours, and other conditions were the same as in Example 1. The conversion rate of CAL was 99%, and the selectivity of COL was 92.1%.

Embodiment 3

[0018] Example 3 Preparation of COL by hydrogenation of CAL

[0019] The reaction time was 20min, and other conditions were the same as in Example 1. The conversion rate of CAL was 45%, and the selectivity of COL was 92.6%.

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Abstract

The invention relates to a method for preparing cinnamyl alcohol (COL) through cinnamaldehyde (CAL) hydrogenation. In a solvent-free system, Pt-(Ru)-Sn / TiO2 as a catalyst is used for catalyzing selective hydrogenation of CAL to prepare COL. The catalyst has relatively high activity on the hydrogenation of C=O bond of CAL and shows inertia on the hydrogenation of C=C bond of CAL and COL, and thus has high selectivity on the generated COL. When the reactants are nearly completely converted and Pt-(Ru)-Sn / TiO2 is used as the catalyst, the highest selectivity on COL reaches 93-95%. By adopting the method, the pollution of organic solvent is eliminated, the burden of the separation process is lightened, and the reaction control difficulty in large-scale production is reduced.

Description

technical field [0001] The invention relates to a method for preparing cinnamyl alcohol (COL) by hydrogenation of cinnamaldehyde (CAL), in particular to the method of using Pt-(Ru)-Sn / TiO 2 A method for preparing COL by hydrogenating CAL in a solvent-free system as a catalyst. Background technique [0002] COL is an important raw material and intermediate for the production of flavors and fragrances, medicines, fungicides, food and other products. [0003] Catalytic hydrogenation of CAL is an effective method to prepare COL. The difficulty of this method is that the CAL molecule contains conjugated C=C and C=O unsaturated bonds, wherein the hydrogenation of the C=O bond will generate COL, and the hydrogenation of the C=C bond will generate hydrogenated cinnamaldehyde (HCAL ), COL and HCAL continue to hydrogenate, and a complete hydrogenation product, hydrogenated cinnamyl alcohol, will be generated. From the perspective of thermodynamics, the hydrogenation of C=C bond is ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C33/32C07C29/141B01J23/62
Inventor 孟祥春李欢欢
Owner CHANGCHUN UNIV OF TECH
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