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A kind of method for preparing cyclohexanedimethylamine

A technology of cyclohexanedimethylamine and cyclohexanediformaldehyde, which is applied in the field of preparation of cyclohexanedimethylamine, can solve the problems of low product yield and selectivity, long process route, etc.

Active Publication Date: 2022-08-05
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] In the current public method for producing cyclohexanedimethylamine, there are problems such as long process route, low product yield and low selectivity. Therefore, it is urgent to find a suitable production process and catalyst to fundamentally solve the problem of catalyst activity and product yield. efficiency and selectivity issues, at the same time, through continuous optimization of process conditions, to achieve the purpose of improving production efficiency and product quality

Method used

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  • A kind of method for preparing cyclohexanedimethylamine

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] (1) 5%CuO-0.6%PdO-0.06%Ag 2 O / 90%Al 2 O 3 -10%ReO 3 Preparation of catalyst

[0057] To 90g γ-Al 2 O 3 and 10g ReO 3 Add 3g of citric acid, 1.2g of methylcellulose and 2g of succulent powder to the mixture, and after mixing evenly, adopt the equal volume dipping method, add 15.2g of Cu(NO) 3 ) 2 ·3H 2 O, 1.13g Pd(NO 3 ) 2 ·2H 2 O and 0.09g AgNO 3 In 100 ml of aqueous solution of 100 ml of TiO, after the adsorption equilibrium, knead it into a plastic block, and then extrude the block into a clover shape with an extruder, dry at 130 ° C for 6 hours, and calcinate at 400 ° C for 5 hours to obtain a catalyst 5% CuO -0.6%PdO-0.06%Ag 2 O / 90%Al 2 O 3 -10%ReO 3 .

[0058] (2) 2%Ru 2 O 3 -1% SnO 2 -0.3%Nb 2 O 5 / 78%Al 2 O 3 -22%Mg 2 Preparation of Si catalyst

[0059] To 78gγ-Al 2 O 3 and 22g Mg 2 Add 4g of citric acid, 1g of methylcellulose and 1.5g of succulent powder to Si, and after mixing evenly, adopt the equal volume dipping method, add 9.5g ...

Embodiment 2

[0101] (1) 3%CuO-0.4%PdO-0.04%Ag 2 O / 88%Al 2 O 3 -12%ReO 3 Preparation of catalyst

[0102] To 88gγ-Al 2 O 3 and 12g ReO 3 Add 2g of citric acid, 1g of methylcellulose and 1.5g of succulent powder to the mixture, and after mixing evenly, adopt the equal volume dipping method, add 9.1g of Cu(NO) 3 ) 2 ·3H 2 O, 0.75g Pd (NO 3 ) 2 ·2H 2 O and 0.06g AgNO 3 In 100ml aqueous solution of 100ml, after the adsorption equilibrium, knead it into a plastic block, and then extrude the block into a clover shape with an extruder, dry at 120 ° C for 4 hours, and calcinate at 350 ° C for 7 hours to obtain a catalyst 3% CuO -0.4%PdO-0.04%Ag 2 O / 88%Al 2 O 3 -12%ReO 3 .

[0103] (2) 1%Ru 2 O 3 -0.5% SnO 2 -0.1%Nb 2 O 5 / 75%Al 2 O 3 -25%Mg 2 Preparation of Si catalyst

[0104] To 75g γ-Al 2 O 3 and 25g Mg 2 Add 3g of citric acid, 1.5g of methylcellulose and 2.0g of succulent powder to Si, and after mixing evenly, adopt the equal volume dipping method, add 4.8g of N 4 ...

Embodiment 3

[0110] (1) 7%CuO-0.8%PdO-0.08%Ag 2 O / 92%Al 2 O 3 -8%ReO 3 Preparation of catalyst

[0111] To 92gγ-Al 2 O 3 and 8g ReO3 Add 4g of citric acid, 1.5g of methyl cellulose and 2.5g of succulent powder, and after mixing evenly, adopt the equal volume dipping method, add 21.3g of Cu(NO) 3 ) 2 ·3H 2 O, 1.51g Pd(NO 3 ) 2 ·2H 2 O and 0.12g AgNO 3 In 100 ml of aqueous solution of 100 ml of TiO, after the adsorption equilibrium, knead it into a plastic block, and then extrude the block into a clover shape with an extruder, dry at 140 ° C for 8 hours, and calcinate at 450 ° C for 3 hours to obtain a catalyst 7% CuO -0.8%PdO-0.08%Ag 2 O / 92%Al 2 O 3 -8%ReO 3 .

[0112] (2) 3%Ru 2 O 3 -1.5% SnO 2 -0.5%Nb 2 O 5 / 80%Al 2 O 3 -20%Mg 2 Preparation of Si catalyst

[0113] To 80g γ-Al 2 O 3 and 20g Mg 2 Add 2g of citric acid, 2g of methylcellulose and 2.5g of succulent powder to Si, and after mixing evenly, adopt the equal volume dipping method, add 14.3g of N 4 O 10 ...

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Abstract

The invention discloses a method for preparing cyclohexanedimethylamine. The method comprises the following steps: (1) dehydrogenation reaction of cyclohexanedimethanol is carried out under the catalysis of a dehydrogenation catalyst to obtain cyclohexanedimaldehyde; (2) the cyclohexanedimaldehyde, liquid ammonia and hydrogen obtained in step (1) are subjected to Under the action of an amination catalyst, the hydroamination reaction is carried out to obtain cyclohexanedimethylamine. By using different types of catalysts and different reaction control conditions in stages, the reaction progress of cyclohexanedimethanol dehydrogenation, imidization and hydrogenation is controlled, and the formation of secondary amine and high polymer by-products during the amination process is suppressed, thereby greatly reducing the Improve the selectivity and yield of cyclohexanedimethylamine products.

Description

technical field [0001] The invention relates to a preparation method of cyclohexanedimethylamine, in particular to a method for preparing cyclohexanedimethylamine from cyclohexanedimethanol. Background technique [0002] Cyclohexanedimethylamine is a diamine that can be used as an aliphatic diisocyanate precursor, as a chain extender in certain polyurethane systems and as a curing agent for epoxy resins. Cyclohexanedimethylamine exists in various isomers, of which the 1,3- and 1,4-isomers are mainly used. The 1,3- and 1,4-isomers can also exist in various diastereomeric forms, as the aminomethyl groups can each be located above or below the plane of the cyclohexane ring. [0003] The conventional method for synthesizing cyclohexanedimethylamine is to adopt xylene ammoxidation to prepare phthalonitrile, then utilize hydrogenation technology to hydrogenate nitrile to obtain xylylenediamine intermediate, and further hydrogenate in p-xylylenediamine, Cyclohexanedimethylamine i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/00C07C47/32C07C209/26C07C211/18B01J23/648B01J23/89
CPCC07C45/002C07C209/26B01J23/8986B01J23/6484B01J23/002C07C2601/14B01J2523/00C07C47/32C07C211/18B01J2523/17B01J2523/18B01J2523/31B01J2523/74B01J2523/824B01J2523/43B01J2523/55B01J2523/821
Inventor 任树杰张聪颖龚亚军李海龙刘帅王勤隆陈杰尚永华黎源
Owner WANHUA CHEM GRP CO LTD