A catalyst for preparing 1,3 propanediol by hydrogenation of methyl 3-hydroxypropionate and its preparation and application

A technology of methyl hydroxypropionate and catalyst, which is applied in the preparation of hydroxyl compounds, catalysts for physical/chemical processes, and preparation of organic compounds. It can solve the problem of high energy consumption for separation, and achieve the effect of reduced selectivity and mild reaction conditions.

Active Publication Date: 2016-03-23
SHANGHAI HUAYI ENERGY CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the hydrogenation reaction, in order to increase the yield, a large amount of high-boiling organic matter (triethylene glycol dimethyl ether) is added to the raw material or an ultra-high hydrogen-ester ratio is used, resulting in high energy consumption for subsequent separation

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Catalyst for preparing 1,3-propanediol by hydrogenation of methyl 3-hydroxypropionate:

[0040] Among them CuO: 65wt%, MnO 2 : 2.5wt%, MoO 3 : 0.3wt%, P 2 o 5 : 0.2wt%, SiO 2 : 32wt%.

[0041] (1) Dissolve copper nitrate, manganese nitrate, disodium hydrogen phosphate and ammonium molybdate in deionized water according to the proportioning ratio to make a mixed solution with a copper ion concentration of 6wt%; take the silica sol according to the proportioning ratio, and adjust the pH value to 2.5, mixed with the above mixed solution;

[0042] (2) At 40°C, add dropwise a sodium hydroxide aqueous solution with a concentration of 6wt% until the pH of the mixed solution is 10;

[0043] (3) aging at 70° C. for 8 hours;

[0044] (4) filter, wash with deionized water, and then dry in air at 95°C for 8 hours;

[0045] (5) Calcining at 500°C for 8 hours in an air atmosphere; crushing into 20 to 40 meshes after tablet molding, and then obtaining a catalyst for hydrogenat...

Embodiment 2

[0049] Catalyst for preparing 1,3-propanediol by hydrogenation of methyl 3-hydroxypropionate:

[0050] Among them CuO: 70wt%, MnO 2 : 2.2wt%, MoO 3 : 0.4wt%, P 2 o 5 : 0.4wt%, SiO 2 : 27wt%.

[0051] Dissolve copper nitrate, manganese nitrate, phosphoric acid, and phosphomolybdic acid in deionized water according to the proportioning ratio to make a mixed solution with a copper ion concentration of 8wt%;

[0052] (1) Weigh the silica sol according to the proportion, adjust the pH value to 2.5, and mix it with the above mixed solution;

[0053] (2) adding dropwise an aqueous solution of sodium carbonate with a concentration of 6wt% at 45°C for precipitation until the pH reaches 10.2, then stop the dropwise addition;

[0054] (3) aging at 80° C. for 6 hours;

[0055] (4) filter, wash with deionized water, and then dry in air at 100°C for 6 hours;

[0056] (5) Calcining at 500°C for 8 hours in an air atmosphere, crushing into 20-40 meshes after tablet molding, and then ob...

Embodiment 3

[0060] Catalyst for preparing 1,3-propanediol by hydrogenation of methyl 3-hydroxypropionate:

[0061] Among them CuO: 80wt%, MnO 2 : 3wt%, MoO 3 : 0.5wt%, P 2 o 3 : 1.5wt%, SiO 2 : 15wt%.

[0062] (1) Copper nitrate, manganese nitrate, ammonium phosphate, phosphomolybdic acid are dissolved in deionized water according to the proportioning ratio to make a mixed solution whose copper ion concentration is 8wt%;

[0063] (2) Take the silica sol according to the proportioning ratio, and adjust the pH value to 2.5, and mix it with the above mixed solution;

[0064] (3) dripping an aqueous solution of sodium hydroxide with a concentration of 8wt% at 45° C. for precipitation until the pH is 10, and then stop the dripping;

[0065] (4) aging at 80° C. for 7 hours;

[0066] (5) filter, wash with deionized water, and then dry in air at 110° C. for 5 hours;

[0067] (6) Calcining at 500°C for 8 hours in an air atmosphere, crushing into 20-40 meshes after tablet molding, and then ...

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Abstract

The invention relates to a catalytic agent for preparing 1,3-PDO by performing hydrogenization on 3-hydracrylic acid methyl ester. The catalytic agent consists of the following components in percentage by weight: 55 to 80 wt% of CuO, 2 to 5 wt% of MnO2, 0.1 to 2 wt% of MoO3, 0.1 to 2 wt% of P2O5 and 15 to 40 wt% of SiO2. The catalytic agent prepared by the invention is used for the technology of preparing the 1,3-PDO by performing hydrogenization on the 3-hydracrylic acid methyl ester, the reaction condition is mild, the requirement on the content of organic acid and moisture in the raw material of the 3-hydracrylic acid methyl ester is low (less than 0.5 wt%), the selectivity of the 1,3-PDO is improved, the selectivity of the 1,3-PDO and ester exchange products is reduced, and meanwhile the catalytic agent is suitable for preparing the 1,3-PDO by performing hydrogenization on the 3-hydracrylic acid methyl ester in high concentration; the conversion rate of the 3-hydracrylic acid methyl ester is larger than 99%, and the yield coefficient of the 1,3-PDO is larger than 85%.

Description

technical field [0001] The invention relates to a catalyst for hydrogenating 3-hydroxypropionate methyl ester to prepare 1,3-propanediol and its preparation and application, belonging to the field of hydrogenation catalysts. Background technique [0002] 1,3-propanediol is an important organic chemical raw material, which is used to polymerize with terephthalic acid to obtain PTT polyester. PTT polyester has excellent performance, good resilience, easy processing, easy dyeing and bulkiness, etc., and has a broad market prospect. [0003] The synthesis routes of 1,3-propanediol mainly include: (1) The ethylene oxide hydroformylation method of Shell Company of the United States: 3-hydroxypropanal is synthesized by hydroformylation of ethylene oxide, and then hydrogenated to prepare 1, 3-propanediol, see patents US770776, US5723389, US5777182; (2) Degussa’s acrolein method: 3-hydroxypropanal is generated by hydration of acrolein, and then hydrogenated to synthesize 1,3-propane...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J27/19C07C31/20C07C29/149
Inventor 焦国柱梁铁王培新崔伟张旭红王梅桃
Owner SHANGHAI HUAYI ENERGY CHEM
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