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Catalyst for catalytic hydrogenation of 3-hydroxyl propionaldehyde to prepare 1,3-propylene glycol, preparation method and applications thereof

A technology of hydroxypropionaldehyde and catalyst, which is applied in the catalytic hydrogenation of 3-hydroxypropionaldehyde to prepare 1, which can solve the problems of high reaction conditions, difficulty in large-scale industrial application, difficulty in separating catalyst and reaction liquid, etc., and reduce the reaction pressure Effect

Active Publication Date: 2016-06-29
SHANGHAI HUAYI ENERGY CHEM
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Chinese patent CN1122568 uses a Raney nickel-based catalyst modified by Cr, Zn, Mo, Fe or Cr+Fe to perform intermittent hydrogenation of 3-hydroxypropanal to prepare 1,3-propanediol, and reacts at 3.0-10.0 MPa pressure and 50 degrees for 1 hour. Then hydrogenation at 125-130 degrees, the yield of 1,3-propanediol is 100%, but the catalyst is a powder, and it is difficult to separate the catalyst and the reaction liquid after the reaction; moreover, it is a batch reaction, which is difficult to large-scale industrial application
Shell uses Ni-Mo-Ru-Al in patent CN101583242A 2 o 3 The multi-component catalyst, under the pressure of 6.89-11MPa, through two-stage hydrogenation at 50-100℃ / 120-190℃, the conversion rate of 3-hydroxypropanal is 100%, and the selectivity of 1,3-propanediol is >90 %, the reaction pressure required for the hydrogenation reaction is lower than that of nickel-based catalysts without noble metals, but higher reaction conditions are required, and the reaction conditions are still relatively high

Method used

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  • Catalyst for catalytic hydrogenation of 3-hydroxyl propionaldehyde to prepare 1,3-propylene glycol, preparation method and applications thereof
  • Catalyst for catalytic hydrogenation of 3-hydroxyl propionaldehyde to prepare 1,3-propylene glycol, preparation method and applications thereof
  • Catalyst for catalytic hydrogenation of 3-hydroxyl propionaldehyde to prepare 1,3-propylene glycol, preparation method and applications thereof

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Experimental program
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Effect test

Embodiment 8-14

[0071] Embodiment 8-14 adopts mixing method to prepare 3-hydroxy propionaldehyde hydrogenation to prepare 1,3-propanediol catalyst:

[0072] (1) Take by weighing the oxide compound of nickel oxide, rhodium oxide, auxiliary agent X and carrier by metering ratio, join in the kneader, fully mix;

[0073] (2) adding concentration is 15wt% dilute nitric acid as binder, consumption is 5wt% of dry powder, adds polyethylene glycol (polymerization degree 3000) as structural aid, consumption is 4wt% of dry powder;

[0074] (3) The kneading rate is 20rpm, kneading 4h;

[0075] (4) Knead and mix evenly and extrude into strips, and the shearing is 5mm;

[0076] (5) Then dry at 100°C for 4h, and bake at 450°C for 6h.

[0077] Reduction pretreatment: put into the reactor after roasting, under the pressure of 0.2MPa, H 2 :N 2 = 1:2 mixed gas, the temperature is 360 ° C for 36 hours, after the reduction is completed, adjust to the conditions required for the reaction.

[0078] The catalys...

Embodiment 15

[0091] The hydrogenation catalyst in the prepared embodiment 3 is loaded into two-stage reactors connected in series, the two-stage reactors are filled with a mass ratio of 3:1, and the second stage is based on the Ni-Rh-X / A loaded multi-component The mass ratio of the catalyst is 1:8 and the sulfonic acid type cation exchange resin is added. Reduction at 360°C for 36h, and cooling down to 55°C after reduction. The 3-hydroxy propionaldehyde aqueous solution and H of raw material concentration 8wt% 2 After preheating, it enters the reactor. Reaction conditions: the first stage reaction temperature is 55°C, the second stage reaction temperature is 110°C, and the hourly space velocity of 3-hydroxypropanal aqueous solution is 8h -1 , H 2 : The molar ratio of 3-hydroxypropanal is 6:1, the reaction pressure is 4MPa, after 300h of reaction, the conversion rate of 3-hydroxypropanal is 99.9%, and the selectivity of 1,3-PDO is 95%. This example illustrates that the catalyst of the pr...

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Abstract

The invention relates to a catalyst for catalytic hydrogenation of 3-hydroxyl propionaldehyde to prepare 1,3-propylene glycol. The catalyst comprises a carrier (A) and active components: Ni, Rh, and metal (X), and is named as Ni-Rh-X / A catalyst for short; wherein the active component (X) is one or more of rhenium, tungsten, chromium, lanthanum, iron, molybdenum, and cobalt; and the carrier (A) is one or more of silicon dioxide, alumina, magnesium oxide, titanium dioxide, and activated clay. In the presence of the provided catalyst, a water solution of 3-hydroxyl propionaldehyde can be converted into 1,3-propylene glycol through two-section hydrogenation reactions. Precious metal (Rh) is added to effectively reduce the reaction pressure; in the second section, an acidic catalyst is added to improve the selectivity of 1,3-propylene glycol, the problems of conventional methods are solved therefore, the production cost is reduced, and the benefits are increased.

Description

technical field [0001] The present invention relates to a process for preparing 1,3-propanediol by catalytic hydrogenation of 3-hydroxypropionaldehyde, and more specifically to a process for converting 3-hydroxypropionaldehyde aqueous solution into 1,3-propanediol through two-stage hydrogenation . Background technique [0002] 1,3-Propanediol is an important organic chemical raw material, which is widely used in the synthesis of plasticizers, detergents, preservatives, emulsifiers, polyesters and polyurethanes, and can also be used as antifreeze, solvents and protective agents. One of the most important applications is the preparation of poly(trimethylene terephthalate) (PPT). PPT is a polyester material with excellent performance, which has both the high performance of polyethylene terephthalate and the ease of processing of poly(1,4-butylene terephthalate), and the good performance of nylon. Resilience and anti-pollution properties, and easy coloring, wear-resistant, gre...

Claims

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Application Information

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IPC IPC(8): B01J23/89C07C31/20C07C29/141
Inventor 焦国柱王培新顾运江顾卫忠李俊岭崔伟张旭红王梅桃
Owner SHANGHAI HUAYI ENERGY CHEM
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