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Catalyst and application of catalyst in technology for preparing 1,5-pentanediol through hydrogenolysis of tetrahydrofurfuryl alcohol

A technology of tetrahydrofurfuryl alcohol and catalyst, which is applied in the direction of Raney catalyst, physical/chemical process catalyst, reduction preparation of oxygen-containing functional groups, etc., can solve the problems of no development prospect, complicated by-products, high production cost, etc., and achieve good industrialization The effect of application prospect, cheap raw materials and simple process

Inactive Publication Date: 2013-05-01
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the process route has been greatly improved, the raw material 1,5-glutaric acid dimethyl ester is separated from the mixed acid of adipic acid and by-product glutaric acid through esterification, and the source is short and expensive. As a result, the process route does not have good development prospects
[0008] In recent years, the research group of Lu Guanzhong of East China University of Science and Technology has successfully developed a process route for preparing 1,5-pentanediol and 1,2-pentanediol by hydrogenation under mild conditions using furfural as raw material (Chem.Comm., 2011, 47,3924-396 and CN102134180A), but the total yield is low and the by-products are complicated
In addition, the Japanese Tomishige research group reported for the first time that tetrahydrofurfuryl alcohol was used as raw material to prepare 1,5-pentanediol by one-step hydrogenolysis, in which the conversion rate can reach more than 90%, and the selectivity of 1,5-pentanediol is as high as 90%. (Chem.Comm., 2009, 2035-2037, Journal of catalysis, 2009, 267, 89~92, Journal of catalysis, 2012, 294, 171~183), compared with the above-mentioned other process routes, the process is simple and cheap , the conversion rate of raw materials and the selectivity of the target product are high. The disadvantage is that the catalyst used in this process route is a noble metal Rh or Ir catalyst, which is expensive and the production cost is too high. If non-noble metals can be developed to replace noble metals, the cost of catalysts can be further reduced. Then the process route will have a good industrial application prospect

Method used

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  • Catalyst and application of catalyst in technology for preparing 1,5-pentanediol through hydrogenolysis of tetrahydrofurfuryl alcohol
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  • Catalyst and application of catalyst in technology for preparing 1,5-pentanediol through hydrogenolysis of tetrahydrofurfuryl alcohol

Examples

Experimental program
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Effect test

experiment example 1

[0030] Get the Raney copper prepared in 2.0g synthesis embodiment 1 and 1.0g MoO 3 Put it into the high-pressure zirconium material reaction kettle, add 50mL of tetrahydrofurfuryl alcohol raw material solution containing 2% concentration, evacuate the reaction kettle with a vacuum pump, then flush 0.5MPa hydrogen gas, vent, and cycle three times. After cleaning the reaction kettle and pipeline, flush Inject hydrogen gas at a pressure of 8 MPa, stir at a speed of 300 rpm, and raise the temperature to 120° C. to start the reaction. After 24 hours of reaction, samples were taken for analysis and detection. The raw material conversion rate was 6.8%, and the selectivity to 1,5-pentanediol was 46.7%.

experiment example 2 to 11

[0032] 1,5-Pentanediol was prepared in the same process as in Experimental Example 1, except that the catalyst used in Table 1 below was used instead of the catalyst used in Experimental Example 1. The catalysts, raw material conversions and 1,5-pentanediol selectivities used in Experimental Examples 1 to 11 are listed in Table 1.

[0033] Table 1

[0034]

experiment example 12

[0036] Get the MoOx / SiO prepared in 2.0g Synthetic Example 3 and the MoOx / SiO prepared in 1.0g Synthetic Example 4 2 Put it into the high-pressure zirconium material reaction kettle, add 50mL of tetrahydrofurfuryl alcohol raw material solution containing 2% concentration, evacuate the reaction kettle with a vacuum pump, then flush 0.5MPa hydrogen gas, vent, and cycle three times. After cleaning the reaction kettle and pipeline, flush Inject hydrogen gas at a pressure of 8 MPa, stir at a speed of 300 rpm, and raise the temperature to 180° C. to start the reaction. After 24 hours of reaction, samples were taken for analysis and detection. The raw material conversion rate was 36.4%, the selectivity to 1,5-pentanediol was 65.6%, the selectivity to n-pentanol was 24.7%, and the selectivity to 2-pentanol was 4.8%.

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Abstract

The invention relates to a catalyst and an application of the catalyst in a technology for preparing 1,5-pentanediol through hydrogenolysis of tetrahydrofurfuryl alcohol. The catalyst comprises an active component and an assistant, wherein the active component is one out of raney Ni, raney Co, raney Cu, and the assistant is one out of MoO3, MoOx / SiO2, ReOx / SiO2, WO3, SnO2 and MnO2. A synthesis technology of the catalyst is simple, a noble metal Rh or Ir catalyst is replaced by a non-noble metal raney catalyst, the cost of the catalyst is greatly lowered, the catalysis effect is excellent, the reaction of preparing 1,5-pentanediol with the catalyst adopts one-step hydrogenation, the flow is simple, and the reaction route is a sustainable development route.

Description

technical field [0001] The invention belongs to the field of catalyst synthesis, in particular to a catalyst comprising one selected from Raney nickel (Raney Ni), Raney cobalt (Raney Co) and Raney copper (Raney Cu) as an active component, and a catalyst selected from MoO 3 、MoO x / SiO 2 、ReO x / SiO 2 、WO 3 , SnO 2 and MnO 2 One of them is a catalyst as an auxiliary agent, and the application of the catalyst in the process of preparing 1,5-pentanediol by hydrogenolysis of tetrahydrofurfuryl alcohol. Background technique [0002] 1,5-pentanediol is a chemical intermediate widely used in the manufacture of polyurethanes, polyesters, plasticizers, inks, coatings and spices. Currently, only American BASF and GFS Chemicals, Japan UBE Co., Ltd. , PetroChina Liaoyang Petrochemical Company has its preparation technology, and the domestic market basically relies on imports. [0003] The preparation process of 1,5-pentanediol has been reported as early as the 1930s. Using furfu...

Claims

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Application Information

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IPC IPC(8): B01J25/02B01J25/00C07C31/20C07C29/132
Inventor 牟新东彭功名王喜成曹泉姚胜昔关静
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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