Method for producing cyclohexylamine by hydrogenating aniline

A technology of cyclohexylamine and aniline, which is applied in the field of hydrogenation of aniline to produce cyclohexylamine, can solve the problems of low yield and selectivity of cyclohexylamine, and achieve the effect of improving yield and selectivity

Active Publication Date: 2019-04-19
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem to be solved by the present invention is the low yield and selectivity of cyclohexylamine, and a new method for producing cyclohexylamine by hydrogenation of aniline is provided, which has the advantages of high cyclohexylamine yield and high selectivity features

Method used

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  • Method for producing cyclohexylamine by hydrogenating aniline
  • Method for producing cyclohexylamine by hydrogenating aniline
  • Method for producing cyclohexylamine by hydrogenating aniline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Modified carrier P / Al 2 o 3 Preparation of:

[0045] (1) Phosphoric acid (H 3 PO 4 ) aqueous solution 180ml impregnated in 1L diameter 6mm, pore volume is 0.92cm 3 / g, the specific surface area is 200cm 2 / g Al 2 o 3 , standing for 24 hours, and drying at 110° C. for 4 hours to obtain the carrier precursor I.

[0046] (2) Calcining the carrier precursor I at 630°C for 5h under a nitrogen gas atmosphere to obtain the modified carrier P / Al 2 o 3 .

[0047] The P content in the carrier was determined to be 1.48 g / L by ICP.

[0048] Preparation of hydrogenation catalyst:

[0049] (i) Cobalt ammonium sulfate containing 2.18g Co ((NH 4 ) 2 Co(SO 4 ) 2 ·6H 2 O) and 200ml of aqueous solution of lithium acetate (LiOAc) containing 1.88g Li is impregnated in P / Al 2 o 3 , to obtain catalyst precursor I;

[0050] (ii) drying at 110° C. for 4 hours to obtain the catalyst.

[0051] The Co content of the catalyst measured by ICP is 2.18g / L, and the Li content is 1.8...

Embodiment 2

[0056] Modified carrier P / Al 2 o 3 Preparation of:

[0057] (1) Phosphoric acid (H 3 PO 4 ) aqueous solution 180ml impregnated in 1L diameter 6mm, pore volume is 0.92cm 3 / g, the specific surface area is 200cm 2 / g Al 2 o 3 , standing for 24 hours, and drying at 110° C. for 4 hours to obtain the carrier precursor I.

[0058] (2) Calcining the carrier precursor I at 630°C for 5h under a nitrogen gas atmosphere to obtain the modified carrier P / Al 2 o 3 .

[0059] The P content in the carrier was determined to be 1.48 g / L by ICP.

[0060] Preparation of hydrogenation catalyst:

[0061] (i) Cobalt ammonium sulfate containing 2.18g Co ((NH 4 ) 2 Co(SO 4 ) 2 ·6H 2 O) and zinc citrate (Zn 3 (C 6 h 5 o 7 ) 2 2H 2 O) 200ml of aqueous solution impregnated in P / Al 2 o 3 , to obtain catalyst precursor I;

[0062] (ii) drying at 110° C. for 4 hours to obtain the catalyst.

[0063] The Co content of the catalyst was measured by ICP to be 2.18g / L, and the Zn content...

Embodiment 3

[0092] Modified carrier P / Al 2 o 3 Preparation of:

[0093] (1) Ammonium phosphate (NH 4 ) 3 PO 4 ) aqueous solution 180ml impregnated in 1L diameter 6mm, pore volume is 0.92cm 3 / g, the specific surface area is 200cm 2 / g Al 2 o 3 , standing for 24 hours, and drying at 110° C. for 4 hours to obtain the carrier precursor I.

[0094] (2) Calcining the carrier precursor I at 630°C for 5h under a nitrogen gas atmosphere to obtain the modified carrier P / Al 2 o 3 .

[0095] The P content in the carrier was determined by ICP to be 0.80 g / L.

[0096] Preparation of hydrogenation catalyst:

[0097] (i) Cobalt ammonium sulfate containing 2.18g Co ((NH 4 ) 2 Co(SO 4 ) 2 ·6H 2 O) and 200ml of aqueous solution of potassium acetate (KOAc) containing 1.88g K is impregnated in P / Al 2 o 3 , to obtain catalyst precursor I;

[0098] (ii) drying at 110° C. for 4 hours to obtain the catalyst.

[0099] The Co content of the catalyst was measured by ICP to be 2.18g / L, and the K...

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Abstract

The invention relates to a method for producing cyclohexylamine by hydrogenating aniline in order to mainly solve the problems of low yield and low selectivity of catalytic hydrogenation of aniline tosynthesize cyclohexylamine in the prior art. The method for producing cyclohexylamine by hydrogenating aniline is characterized in that hydrogen and aniline which are used as raw materials are reacted in the presence of an aniline hydrogenation catalyst to obtain cyclohexylamine, wherein the aniline hydrogenation catalyst comprises a carrier and an active component, the carrier is phosphorus-modified Al2O3, and the active component comprises a Co element and a cocatalyst element; and the cocatalyst element comprises at least one metal element selected from alkali metals. The method well solves the problems, and can be used in the industrial production of cyclohexylamine.

Description

technical field [0001] The invention relates to a method for producing cyclohexylamine through hydrogenation of aniline. Background technique [0002] Cyclohexylamine, also known as hexahydroaniline and aminocyclohexane, is a colorless and transparent liquid with a strong fishy amine smell and is miscible with water and common organic solvents. It is an important organic chemical raw material and fine chemical intermediate, mainly used in rubber additives, food additives, anti-corrosion, papermaking, plastic processing and textile industries. [0003] Foreign production and application are mainly concentrated in western developed countries and regions. The main manufacturers include American Air Products Corporation, Celanese Corporation, German BASF Corporation, Bayer Corporation and other manufacturers of various sizes. However, in Europe, cyclohexylamine has been in short supply due to the limitation of hydrogen raw materials. The domestic production capacity of cyclohe...

Claims

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Application Information

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IPC IPC(8): C07C209/72C07C211/35B01J27/185B01J37/02B01J37/08
CPCC07C209/72B01J27/1853B01J37/0201B01J37/0205B01J37/0207B01J37/088C07C211/35
Inventor 查晓钟杨运信
Owner CHINA PETROLEUM & CHEM CORP
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