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A kind of method for tricyclodecane dimethanol hydrogenation synthesis tricyclodecane dimethanol

A technology for catalyzing tricyclodecanedicarbaldehyde and decanedimethanol, which is applied in chemical instruments and methods, preparation of organic compounds, preparation of hydroxyl compounds, etc., can solve the problems of large amount of catalyst and high reaction temperature, and achieve short reaction time. , the preparation process is simple, the effect of easy separation

Inactive Publication Date: 2016-05-18
XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

GBPatent1170226 reveals that tricyclodecanyl dialdehyde is first synthesized with a rhodium catalyst, then the temperature is raised to 240 degrees, the material balance is 98% of the theoretical value, and the selectivity of tricyclodecane dimethanol is as high as 93%, but the reaction temperature is a bit high
[0004] In our previous research, we used nickel, ruthenium or nickel-ruthenium bimetallic catalysts supported by ferric oxide (Chinese patent: application number 201310626652.1) to catalyze the hydrogenation of tricyclodecane diformaldehyde at relatively low temperature and pressure Synthetic tricyclodecane dimethanol, the conversion rate of tricyclodecane dimethanol can reach 100% by this method, the selectivity of tricyclodecane dimethanol can reach more than 99%, existing problem is that noble metal is active component, And the amount of catalyst is large

Method used

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  • A kind of method for tricyclodecane dimethanol hydrogenation synthesis tricyclodecane dimethanol

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Preparation of copper catalyst supported on alumina:

[0019] a. Dissolve 10g of aluminum nitrate in 50ml of distilled water, raise the temperature to 60°C, and then add 5g of citric acid under vigorous stirring. After adding citric acid, age at 60°C for 24 hours, and then roast at 300°C 6 hours, obtain aluminum oxide;

[0020] b. Dissolve 10g of copper nitrate in 30ml of distilled water; add the alumina obtained in step a, let stand at room temperature for 3 hours, bake at 100°C for 3 hours, and then roast at 300°C for 6 hours to obtain alumina-supported Copper oxide;

[0021] c. The alumina-supported copper oxide obtained in step b was first reduced in a hydrogen atmosphere at 200°C for 6 hours, cooled to room temperature, calcined in an air atmosphere at a temperature of 100°C for 6 hours, cooled to room temperature, and then in a hydrogen atmosphere Reduction at 200°C for 6 hours, cooled to room temperature, calcined at 100°C for 6 hours in an air atmosphere, cool...

Embodiment 2

[0025] Preparation of silica-supported copper catalyst:

[0026] a. Dissolve 10g of tetraethyl orthosilicate in 50ml of distilled water, heat up to 80°C, and then add 5g of citric acid under vigorous stirring. After adding citric acid, age at 80°C for 72 hours, and then Calcined at ℃ for 3 hours to obtain silicon dioxide;

[0027] b. Dissolve 10g of copper chloride in 30ml of distilled water, add the silicon dioxide obtained in step a, let stand at room temperature for 5 hours, bake at 100°C for 5 hours, and then roast at 600°C for 3 hours to obtain silicon dioxide Supported copper oxide;

[0028] c. Reduct the silicon dioxide-supported copper oxide obtained in step b at 600°C for 4 hours in a hydrogen atmosphere, cool to room temperature, bake at 500°C in an air atmosphere for 3 hours, and cool to room temperature; then Reduction at a medium temperature of 600°C for 4 hours, cooled to room temperature, calcined at a temperature of 500°C in an air atmosphere for 3 hours, coo...

Embodiment 3

[0032] Preparation of silica-supported copper catalyst:

[0033] a. Dissolve 10g of tetraethyl orthosilicate in 50ml of distilled water, heat up to 80°C, and then add 5g of citric acid under vigorous stirring. After adding citric acid, age at 80°C for 72 hours, and then Calcined at ℃ for 3 hours to obtain silicon dioxide;

[0034] b. Dissolve 10g of copper sulfate in 30ml of distilled water, add the silicon dioxide obtained in step a, let stand at room temperature for 5 hours, bake at 100°C for 5 hours, and then roast at 600°C for 3 hours to obtain silicon dioxide. supported copper oxide;

[0035] c. The silica-supported copper oxide obtained in step b is first reduced in a hydrogen atmosphere at a temperature of 600°C for 4 hours, cooled to room temperature, baked in an air atmosphere at a temperature of 500°C for 3 hours, cooled to room temperature, and then heated in a hydrogen atmosphere. Reduction at a medium temperature of 600°C for 4 hours, cooled to room temperature,...

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Abstract

The invention relates to a method for synthesizing tricyclodecance dimethyl carbonol by hydrogenating tricyclodecance phthaldehyde. The method comprises the step of catalyzing tricyclodecance phthalaldehyde in the existence of a catalyst to be hydrogenated and synthesized to form tricyclodecance dimethyl carbinol, wherein the catalyst is a silicon-dioxide or aluminum-oxide-loaded copper-based catalyst. The conversion rate of the tricyclodecance phthalaldehyde acquired by the method can reach 100 percent, and the selectivity of the tricyclodecance dimethyl carbinol can reach more than 99 percent. The method is relatively simple in preparation process, and the catalyst price is relatively low; reaction conditions are relatively moderate, the catalytic activity and reaction selectivity are high, and the reaction time is relatively short; the catalyst and the reaction system are convenient to separate, convenient to reuse and convenient to popularize and industrially use.

Description

Technical field: [0001] The invention relates to a method for synthesizing tricyclodecane dimethanol through hydrogenation of tricyclodecane diformaldehyde. Background technique: [0002] Tricyclodecane dimethanol is an important chemical raw material, which has been widely used in water-based dispersions, coating compositions, lubricating oils, etc. [0003] For the synthesis method of tricyclodecane dimethanol, U.S. Patent 4300002 uses cobalt compounds and phosphine as catalysts, saturated hydrocarbons and aromatic hydrocarbons as solvents to study the one-step synthesis of tricyclopentadiene hydroformylation The main problem with decane dimethanol is that the catalyst mainly exists in the organic phase, but the reaction pressure is too high, which will increase the pressure on industrial scale-up. Another problem is that a considerable part of DCPD is converted into monoalcohol. Wu Manjiang et al., Xinjiang Institute of Physical and Chemical Technology, Chinese Academy o...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C35/37C07C29/141B01J23/72
CPCB01J23/72B01J2523/17C07C29/141C07C2603/68C07C35/37
Inventor 高志贤马昱博庆绍军
Owner XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI