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Method for preparing cyclohexane dimethylamine

A technology of cyclohexanedimethylamine and cyclohexanedimethanol is applied in the field of preparation of cyclohexanedimethylamine and can solve the problems of long process route, low product yield and selectivity and the like

Active Publication Date: 2020-04-10
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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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  • Method for preparing cyclohexane dimethylamine

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Experimental program
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Effect test

Embodiment 1

[0056] (1) 5%CuO-0.6%PdO-0.06%Ag 2 O / 90%Al 2 o 3 -10% ReO 3 Catalyst preparation

[0057] To 90gγ-Al 2 o 3 and 10g ReO 3 Add 3g of citric acid, 1.2g of methyl cellulose and 2g of scallop powder, mix evenly, adopt equal volume impregnation method, add 15.2g of Cu(NO 3 ) 2 ·3H 2 O, 1.13g Pd(NO 3 ) 2 2H 2 O and 0.09gAgNO 3 100ml of aqueous solution, after the adsorption balance, knead it into a plastic block, then extrude the block into a clover shape with an extruder, dry at 130°C for 6h, and roast at 400°C for 5h to obtain the 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 methyl cellulose and 1.5g of scallop powder to Si, and after mixing evenly, use equal volume impregnation method, add 9.5g of N 4 o 10 Ru, 2.7g Sn(NO 3 ) 4 and 0.9g Nb(NO 3 ) 5 100ml of aqueous so...

Embodiment 2

[0101] (1) 3%CuO-0.4%PdO-0.04%Ag 2 O / 88%Al 2 o 3 -12% ReO 3 Catalyst preparation

[0102] to 88gγ-Al 2 o 3 and 12g ReO 3 Add 2g of citric acid, 1g of methyl cellulose and 1.5g of scallop powder, mix evenly, use equal volume impregnation method, add 9.1g of Cu(NO 3 ) 2 ·3H 2 O, 0.75g Pd(NO 3 ) 2 2H 2 O and 0.06gAgNO 3 In 100ml aqueous solution, after the adsorption balance, knead it into a plastic block, then extrude the block into a clover shape with an extruder, dry at 120°C for 4h, and roast at 350°C for 7h to obtain the 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 75gγ-Al 2 o 3 and 25g Mg 2 Add 3g of citric acid, 1.5g of methylcellulose and 2.0g of turnip powder to Si, mix well, and use equal volume impregnation method, add 4.8g of N 4 o 10 Ru, 1.4g Sn(NO 3 ) 4 and 0.3g Nb(NO 3 ) 5 100ml of aqueous solution, aft...

Embodiment 3

[0110] (1) 7%CuO-0.8%PdO-0.08%Ag 2 O / 92%Al 2 o 3 -8%ReO 3 Catalyst preparation

[0111] To 92gγ-Al 2 o 3 and 8g ReO3 Add 4g of citric acid, 1.5g of methyl cellulose and 2.5g of scallop powder, after mixing evenly, use equal volume impregnation method, add 21.3g of Cu(NO 3 ) 2 ·3H 2 O, 1.51g Pd(NO 3 ) 2 2H 2 O and 0.12gAgNO 3 100ml of aqueous solution, after the adsorption balance, knead it into a plastic block, then extrude the block into a clover shape with an extruder, dry at 140°C for 8h, and roast at 450°C for 3h to obtain the 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 80gγ-Al 2 o 3 and 20g Mg 2 Add 2g of citric acid, 2g of methyl cellulose and 2.5g of scallop powder to Si, mix evenly, adopt equal volume impregnation method, add 14.3g of N 4 o 10 Ru, 4.1g Sn(NO 3 ) 4 and 1.5g Nb(NO 3 ) 5 100ml of aqueous solutio...

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Abstract

The invention discloses a method for preparing cyclohexane dimethylamine. The method comprises the following steps: (1) carrying out a dehydrogenation reaction on cyclohexane dimethanol under the catalysis of a dehydrogenation catalyst to obtain cyclohexanediformaldehyde; and (2) carrying out a hydroamination reaction on the cyclohexane dicarboxaldehyde obtained in the step (1), liquid ammonia andhydrogen under the action of an amination catalyst to obtain cyclohexane dimethylamine. According to the method, by adopting different types of catalysts and different reaction control conditions insections, the reaction processes of dehydrogenation of cyclohexane dimethanol, imidization and hydrogenation are controlled, and the generation of secondary amine and high polymer byproducts in the amination process is inhibited, so that the selectivity and the yield of the cyclohexane dimethylamine product are greatly improved.

Description

technical field [0001] The invention relates to a method for preparing 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, among which 1,3-isomer and 1,4-isomer are mainly used. The 1,3-isomer and 1,4-isomer can also exist in various diastereoisomeric forms, since the aminomethyl group can each be positioned 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, further hydrogenate p-xylylenediamine, Cyclohexanedimeth...

Claims

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Application Information

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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
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