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Process for synthesis of acrolein

A synthesis method and acrolein technology are applied in chemical instruments and methods, methods for chemically changing substances by using atmospheric pressure, and preparation of carbon-based compounds, which can solve problems such as reduced catalyst performance, reduced reactivity, and complicated device operation. , to reduce the amount of production, prevent pipeline blockage, and prevent wear and tear

Inactive Publication Date: 2012-10-10
HITACHI LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in this method, by-products such as tar, carbon particles, etc. are produced, and once these by-products cover the surface of the catalyst, the reactivity decreases significantly
Therefore, frequent catalyst regeneration treatment is required, which will not only complicate the operation of the device, but also accompany the regeneration operation of the usual heat treatment, resulting in the aggregation of the supported noble metal particles, etc., thereby reducing the performance of the catalyst, which is difficult to solve. The problem

Method used

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  • Process for synthesis of acrolein
  • Process for synthesis of acrolein
  • Process for synthesis of acrolein

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] use figure 2 The supercritical reaction experimental device shown is used for acrolein synthesis experiment. The experimental conditions are shown in Table 1 (Conditions of the Optimum Reaction Condition Evaluation Experiment).

[0071] Table 1

[0072] Optimal reaction condition evaluation experiment conditions

[0073]

[0074] In cases A-1 to A-5, the concentration of sulfuric acid was fixed at 6 mM, and the reaction experiment was performed with the concentration of glycerol as a parameter. In addition, in cases B-1 to B-5, based on [Formula 1] and [Formula 2], reaction experiments were performed by optimizing the concentration of sulfuric acid and the reaction time according to the concentration of glycerin. The reaction yields obtained in this experiment are shown in Figure 8 . In Case A in which the test conditions were not optimized, the reaction yield was low except for Case A-1 in which the concentration of glycerin was as low as 1.5% by weight. On ...

Embodiment 2

[0077] The reaction experiment was carried out under the condition of a glycerin concentration of 30% by weight, and the separation and removal experiment of by-products was performed. The experimental conditions are shown in Table 2 (Conditions of by-product removal experiment).

[0078] Table 2

[0079] Conditions for by-product removal experiments

[0080]

[0081] The filtration temperature was set at 10°C, 200°C, and 250°C, and the filter pore diameter was set at 15 μm, 40 μm, and 60 μm. In this test, the operating time when the differential pressure of the filter reaches 6 MPa as the withstand pressure is shown in Figure 9 . In the case of a filter with a pore size of 60 μm, clogging occurred in the pressure reducing valve before the differential pressure of the filter reached the withstand pressure, so no data is recorded in the figure. On the other hand, in the case of the filter with a pore size of 15 and 40 μm, the pressure reducing valve was not clogged, and...

Embodiment 3

[0083] Figure 11 The following process is shown: acrolein is synthesized from glycerin using the supercritical water reaction process described in Examples 1 and 2 of the present invention, and further converted into 1,3-propanediol by performing hydration reaction and hydrogenation reaction. Polycondensation with terephthalic acid to obtain polytrimethylene terephthalate (PTT). When the raw material glycerin contains impurities such as organic acids (hydrolysates of oils and fats used as raw materials for biodiesel fuels, etc.) or metal salts (alkali catalysts or their reactants used to prepare biodiesel fuels), it is preferable to use separation and / or These are removed by filtration, ion exchange, distillation, etc. This is because the presence of organic acids is the reason for the low yield of raw materials. Even if salts are soluble in water at normal temperature and pressure, they may be precipitated in supercritical water with a small dielectric constant and adhere t...

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Abstract

Provided is a technique for a process for the synthesis of acrolein by reacting glycerol with supercritical water and an acid. In a case where a reaction fluid having a high glycerol concentration is employed to improve the energy efficiency, the technique makes it possible to protect pipes and devices from clogging and wear, which are caused by the generation of by-products, and thus enables the synthesis to proceed stably with high yield. In an embodiment of the technique, the reaction fluid is adjusted to a glycerol concentration of 30wt% or less. Further, the embodiment comprises: cooling the reaction fluid to a temperature that can stop the reaction and that can keep the tar contained in the reaction fluid at a sufficiently low viscosity, namely, a temperature of 100 to 300 DEG C; separating and removing carbon particles from the reaction fluid thus cooled; cooling the resulting reaction fluid to a temperature which is not higher than the boiling point of water and at which the tar contained in the reaction fluid does not stick to devices; and then evacuating the resulting system.

Description

[0001] Technical division [0002] The present invention relates to a method for synthesizing organic substances using supercritical water, and more specifically, to a method for synthesizing acrolein, which is a raw material of 1,3-propanediol, from glycerol in the presence of protons. Background technique [0003] 1,3-Propanediol (1,3-PDO) is a raw material for high-quality polyester fibers represented by polytrimethylene terephthalate (PTT), so the demand has gradually increased in recent years. One of the synthesis methods of 1,3-propanediol is the acrolein hydration-hydrogenation method disclosed in Non-Patent Document 1. This method is to produce 1,3-propanediol by hydrating and hydrogenating acrolein obtained by air oxidation of propylene, which is a petroleum raw material, in the presence of a catalyst, and it has been established as an industrial production method. However, since the price of crude oil has skyrocketed in recent years, development of a synthesis metho...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/52B01J3/00C07C45/81C07C47/22C07C61/00
CPCB01J3/008C07C45/52B01J2219/00006B01J8/006C07C45/81Y02P20/54C07C47/22
Inventor 近藤健之伊藤博之佐世康成松尾俊明冈宪一郎上川将行丹藤顺志
Owner HITACHI LTD
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