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Method for heterogeneously catalyzed manufacture of carboxylic acid derivatives

A carboxylic acid derivative, heterogeneous catalysis technology, applied in methods of supporting/immobilizing microorganisms, biochemical equipment and methods, enzyme production/bioreactors, etc., can solve problems such as blocked voids, uneven flow, etc.

Active Publication Date: 2013-11-06
EVONIK OPERATIONS GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Another disadvantage of fixed bed reactors is the sometimes non-uniform flow through the reactor, forming channels and possibly clogging the voids due to suspended matter

Method used

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  • Method for heterogeneously catalyzed manufacture of carboxylic acid derivatives
  • Method for heterogeneously catalyzed manufacture of carboxylic acid derivatives
  • Method for heterogeneously catalyzed manufacture of carboxylic acid derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] Embodiment 1: test reactor structure:

[0072] An exemplary test reactor configuration is shown in Figure 5 middle. The loop reactor consisted of thermostatically controlled (8) reaction vessels (4, 5) having a length of 60 cm and a diameter of 2.5 cm. The reaction vessel was divided into two zones (4, 5) by a centrally mounted movable metal screen with a pore size of 50 μm. An additional metal screen divides the reaction vessel at the bottom and acts as a gas distributor. Thus, the heterogeneous catalyst remains in the lower part of the reaction vessel (4). Under the action of the peristaltic pump (2), the reaction mixture is pumped from the stirred storage vessel (1) above the gas sparger into the reaction vessel (4). At the same time, gas is introduced (3) into the reaction vessel from below in a controlled manner. The reaction mixture fills first the lower zone (4) and then the upper zone (5), holding the catalyst through a screen. When it reaches overflow,...

Embodiment 2

[0074] Example 2: Synthesis of myristyl myristate

[0075] 329 g of myristyl alcohol and 351 g of myristic acid were heated to 60° C. in a 1 L reservoir vessel and mixed by a magnetic stirrer (viscosity of the mixture at 60° C. was about 6 mPas). The lower part of the reaction vessel was initially charged with 2.7 g of Novozym 435 and the entire reaction vessel was heated to 60°C. The introduction of compressed air was controlled at 0.4 l / min, then the peristaltic pump was set at -20 ml / min and turned on. The reflux was heated to 60°C. The progress of the reaction was monitored for ~25h, and a conversion of 99.3% based on fatty acid was obtained.

[0076] Table 1: Conversion data for Example 2

[0077] time [min] Conversion rates[%] 0 0 30 25.8% 60 46.9% 124 74.6% 169 85.7% 223 92.6% 300 96.5% 346 97.4% 1442 99.3%

Embodiment 3

[0078] Embodiment 3: the reuse of catalyst

[0079] Similar to Example 2, several reactions for the synthesis of myristyl myristate were carried out, using the enzyme catalyst repeatedly without intermediate purification, and the conversion after 1 and 24 hours was determined. Do 10 repetitions.

[0080] Table 2: Conversion data for Example 3

[0081] repeat Conversion rate after 1h Conversion rate after 24h 1 46.9% 99.3% 2 45.3% 99.6% 3 46.2% 99.3% 4 44.7% 99.5% 5 47.1% 99.1% 6 46.9% 99.2% 7 44.7% 99.0% 8 47.4% 98.9% 9 45.2% 99.2% 10 44.3% 99.0%

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Abstract

Process for heterogeneously catalyzed production of carboxylic acid derivatives using a reactor system containing at least a storage container, supply pipe, at least a pump and a reaction vessel, comprises applying a permanent gas stream through a supply pipe by the use of the reaction vessel, and in a reaction room, in which the heterogeneous catalyst is not filled in a closely packed manner, so that is separated by at least two filters, and both the material and the gas stream are led by the reaction room.

Description

technical field [0001] The present invention relates to a novel process for the preparation of carboxylic acid derivatives using heterogeneous catalysts. Background technique [0002] Carboxylic acid derivatives, such as carboxylate esters or amides, are an important class of compounds. For example, esters of fatty acids are often used as the oily phase in cosmetic formulations. Various methods are known for the preparation of said compounds from carboxylic acids or activated derivatives, such as acid chlorides, anhydrides or esters of short-chain alcohols. A first review on this topic can be found in: Becker et al., "Organikum", 22nd edition, Wiley-VCH: 2004, Weinheim, Germany, page 472 ff. [0003] The advantage of using these heterogeneous catalysts is that they can be removed in a simple manner after the reaction and, if desired, reused. Examples of such heterogeneous catalysts are, for example, metal salts, ion exchange resins or catalysts immobilized on suitable sup...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P7/40C12M1/40
CPCC12M25/16C12P7/62C12M21/18
Inventor O·图姆L·希尔特豪斯A·利泽
Owner EVONIK OPERATIONS GMBH