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Composite oxide supported double transition metal catalysts for fixed-bed catalytic hydrogenation of hydroquinone to 1,4-cyclohexanediol

A composite oxide, transition metal technology, applied in the direction of metal/metal oxide/metal hydroxide catalyst, physical/chemical process catalyst, catalyst carrier, etc., can solve the problem of high catalyst price, long reaction time and complex separation process and other problems, to achieve the effect of improving catalytic efficiency, increasing production capacity, and increasing conversion rate

Active Publication Date: 2022-07-08
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In most cases, there are problems that need to be solved urgently in the reported reactions and catalyst preparations, such as: long reaction time, high catalyst price, or the use of intermittent reactors, complicated separation process, and low production capacity

Method used

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  • Composite oxide supported double transition metal catalysts for fixed-bed catalytic hydrogenation of hydroquinone to 1,4-cyclohexanediol
  • Composite oxide supported double transition metal catalysts for fixed-bed catalytic hydrogenation of hydroquinone to 1,4-cyclohexanediol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Weigh 4g Ni (NO 3 ) 2 ·6H 2 O and 1g Co(NO 3 ) 2 ·6H 2 O was dissolved in 20 g of water. Then immersed in mechanically ground 90 g of γ-Al 2 O 3 and 10gTiO 2 in the mixture. Evaporate the solvent in a water bath at 60°C, dry in an oven at 120°C for 24h, calcinate in air at 500°C for 4h, in the reactor GHSV=6000h -1 In the flow rate, 0.1MPa hydrogen was maintained at 550 °C for 3h to obtain the activated γ-Al 2 O 3 and TiO 2 Supported NiCo-based catalyst, denoted as NiCo / γ-Al 2 O 3 -TiO 2 .

[0024] At 150°C, 2.5MPa, the H 2 Filled in 90g ethanol solution dissolved in 10g hydroquinone, H 2 The molar ratio of hydroquinone / hydroquinone is 30:1, and the hydroquinone solution LHSV=4h -1 , the catalyst volume is 0.5 mL. Off-line analysis of liquid products, DB-1701 capillary column, FID detector to analyze the content of hydroquinone and 1,4-cyclohexanediol.

Embodiment 2

[0026] Weigh 3g Ni (NO 3 ) 2 ·6H 2 O and 2g Fe(NO 3 ) 2 ·6H 2 O was dissolved in 20 g of water. Then immersed in mechanically ground 10 g of γ-Al 2 O 3 and 90g TiO 2 in the mixture. Evaporate the solvent in a water bath at 80°C, dry in an oven at 150°C for 24h, calcinate in air at 500°C for 2h, in the reactor GHSV=5000h -1 In the flow rate, 0.1MPa hydrogen was maintained at 550 °C for 3h to obtain the activated γ-Al 2 O 3 and TiO 2 Supported NiFe-based catalyst, denoted as NiFe / γ-Al 2 O 3 -TiO 2 .

[0027] At 150°C, 1.5MPa, the H 2 Filled in 90g ethanol solution dissolved in 10g hydroquinone, H 2 The molar ratio of hydroquinone / hydroquinone is 20:1, the hydroquinone solution LHSV=5h -1 , the catalyst volume is 1 mL. Off-line analysis of liquid products, DB-1701 capillary column, FID detector to analyze the content of hydroquinone and 1,4-cyclohexanediol.

Embodiment 3

[0029] Weigh 2g Ni (NO 3 ) 2 ·6H 2 O and 3g Co(NO 3 ) 2 ·6H 2 O was dissolved in 20 g of water. Then immersed in 50 g of mechanically ground γ-Al 2 O 3 and 50 g of MgO. Evaporate the solvent in a water bath at 60°C, dry in an oven at 120°C for 24h, calcinate in argon at 400°C for 4h, in the reactor GHSV=6000h -1In the flow rate, 0.1MPa hydrogen was maintained at 550 °C for 3h to obtain the activated γ-Al 2 O 3 and MgO-supported NiCo-based catalysts, denoted as NiCo / γ-Al 2 O 3 -MgO.

[0030] At 150°C, 2.5MPa, the H 2 Filled in 90g ethanol solution dissolved in 10g hydroquinone, H 2 The molar ratio of / hydroquinone is 30:1, the hydroquinone solution LHSV=6h -1 , the catalyst volume is 0.5 mL. Off-line analysis of liquid products, DB-1701 capillary column, FID detector to analyze the content of hydroquinone and 1,4-cyclohexanediol.

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Abstract

The invention relates to a composite oxide-supported double transition metal-based catalyst for the fixed-bed catalytic hydrogenation of hydroquinone to produce 1,4-cyclohexanediol. The composite oxide is mainly used as a carrier and the supported double transition metal is used as the catalyst. , which is used to catalyze the hydrogenation of hydroquinone to prepare 1,4-cyclohexanediol on a fixed bed. The catalyst involved in the present invention can obtain high-selectivity 1,4-cyclohexanediol by efficient hydrogenation of benzenediol on a fixed bed. The catalyst prepared by the invention is simple in process, low in cost, easy to enlarge, and beneficial to industrialized production.

Description

technical field [0001] The invention belongs to the field of catalytic hydrogenation, and in particular relates to a double transition metal-based catalyst supported by a composite oxide and its preparation, and the catalytic hydrogenation of hydroquinone in a fixed bed to produce 1,4-cyclohexanediol. Background technique [0002] 1,4-cyclohexanediol can be used to synthesize anticancer drugs, and it has also been widely used in the fields of liquid crystal materials, organic electrical materials, biological controller markers, etc. 1,4-Cyclohexanediol is mainly obtained from the hydrogenation of hydroquinone. At present, in order to reduce the catalyst cost and prepare efficient and highly selective hydrogenation catalysts for the preparation of 1,4-cyclohexanediol, researchers focus on the preparation and modification of catalysts. The prior art reports the reduction of hydroquinone to 1,4-cyclohexanediol using samarium iodide as a reducing agent (Tetrahedron Lett. 1994, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/20C07C35/14B01J23/755B01J32/00B01J23/78B01J23/80B01J23/83B01J23/745B01J23/10B01J23/02B01J21/10B01J21/06
CPCB01J23/755B01J23/78B01J23/80B01J23/83B01J23/745B01J23/10B01J23/02B01J21/10B01J21/063B01J23/002C07C29/20C07C2601/14C07C35/14Y02P20/584
Inventor 黄家辉任周谢妍
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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