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Method for preparing pentanediamine by catalyzing lysine decarboxylation with solid superacid

A technology of strong acid catalyzing lysine, solid super acid, applied in catalyst activation/preparation, chemical instruments and methods, preparation of amino compounds from amines, etc., to achieve the effects of easy separation, solving equipment corrosion problems, and good environmental friendliness

Active Publication Date: 2020-12-25
郑州中科新兴产业技术研究院
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Solid superacids are widely used in catalytic reactions, such as acid-catalyzed hydrocarbon cracking, reforming and other reactions, which are the basis of a series of important industries, but currently there is no suitable solid superacid that can be used for the production of pentamethylenediamine

Method used

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  • Method for preparing pentanediamine by catalyzing lysine decarboxylation with solid superacid
  • Method for preparing pentanediamine by catalyzing lysine decarboxylation with solid superacid
  • Method for preparing pentanediamine by catalyzing lysine decarboxylation with solid superacid

Examples

Experimental program
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Effect test

Embodiment 1

[0025] A kind of method that solid superacid catalyst catalyzes decarboxylation of lysine to prepare pentamethylenediamine, the steps are as follows:

[0026] (1) SO 4 2- -ZrO 2 Preparation of solid superacid carrier

[0027] Preparation of zirconium hydroxide precursor:

[0028] A certain amount of zirconium oxychloride octahydrate solid was weighed and dissolved in deionized water, and stirred at a constant speed until the solution was clear to obtain a 0.4 mol / L zirconium oxychloride aqueous solution. While stirring, add concentrated ammonia water dropwise until a thick suspension is formed. Stop adding concentrated ammonia water dropwise when pH=9, and continue stirring for 15 min. After standing for 24 h, filter and wash, and remove water in an oven at 120 °C for 12 h.

[0029] SO 4 2- -ZrO 2 Preparation of solid superacid carrier:

[0030] The above-mentioned zirconium hydroxide precursor was fully ground to powder, and impregnated with 1 mol / L sulfuric acid so...

Embodiment 2

[0038] A kind of method that solid superacid catalyst catalyzes decarboxylation of lysine to prepare pentamethylenediamine, the steps are as follows:

[0039] (1) Fe / SO 4 2- -ZrO 2 Catalyst preparation

[0040] SO 4 2- -ZrO 2 Carrier and 5wt%Fe / SO 4 2- -ZrO 2 The preparation method is the same as in Example 1.

[0041] (2) Decarboxylation of lysine to pentamethylenediamine reaction

[0042] Take 1 mmol of lysine and 10 mL of water in a reaction kettle with a volume of 25 mL, stir until the raw material of lysine is completely dissolved, and add a certain amount of 5wt% Fe / SO 4 2- -ZrO 2 Catalyst, wherein the molar ratio of Fe element to lysine is 0.005, stirred for 5 min. After sealing the reaction kettle, the air in the kettle was replaced with hydrogen, then the pressure was increased to 2 MPa, the temperature was raised to 150 °C, the stirring speed was 800 r / min, and the reaction was stopped after 6 hours. The concentration of pentamethylenediamine in the rea...

Embodiment 3

[0044] A kind of method that solid superacid catalyst catalyzes decarboxylation of lysine to prepare pentamethylenediamine, the steps are as follows:

[0045] (1) Fe / SO 4 2- -ZrO 2 Catalyst preparation

[0046] SO 4 2- -ZrO 2 Carrier and 5wt%Fe / SO 4 2- -ZrO 2 The preparation method is the same as in Example 1.

[0047] (2) Decarboxylation of lysine to pentamethylenediamine reaction

[0048] Take 1 mmol of lysine and 10 mL of water in a reaction kettle with a volume of 25 mL, stir until the raw material of lysine is completely dissolved, and add a certain amount of 5wt% Fe / SO 4 2- -ZrO 2 Catalyst, wherein the molar ratio of Fe element to lysine is 0.05, stirred for 5 min. After sealing the reaction kettle, the air in the kettle was replaced with hydrogen, then the pressure was increased to 2 MPa, the temperature was raised to 150 °C, the stirring speed was 800 r / min, and the reaction was stopped after 6 hours.

[0049] The concentration of pentamethylenediamine in...

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Abstract

The invention provides a method for preparing pentanediamine by catalyzing lysine decarboxylation with solid superacid, which comprises the following steps: putting lysine or lysine salt, water and solid superacid catalyst into a high-pressure reaction kettle, and reacting to obtain a pentanediamine-containing water solution; the solid superacid catalyst used in the method is a supported catalystand comprises a solid superacid carrier for providing an acidic environment and a reaction center, the solid superacid carrier effectively avoids the use of liquid strong acid and remarkably relievesthe problem of equipment corrosion, and the catalyst is simple in preparation process, easy to separate from a product and very wide in industrial application prospect.

Description

technical field [0001] The invention relates to the field of synthesis of pentamethylenediamine, in particular to a method for preparing pentamethylenediamine by catalyzing the decarboxylation of lysine with a solid superacid. Background technique [0002] 1,5-pentanediamine, also known as cadaverine, can be polymerized with adipic acid to produce nylon 56 material. Nylon 56 material has good comprehensive properties, such as high moisture absorption and perspiration rate, good air permeability, softness and dyeing performance, etc., and it is wear-resistant, chemical-resistant, flame-retardant and easy to process. Among the nylon material series Have a strong competitive advantage. Adiponitrile, the upstream raw material of nylon 66, is monopolized by foreign companies (Invista and Rohidia, etc.), which has become a bottleneck technology that restricts the rapid development of my country's nylon industry. Nylon 56 has excellent properties comparable to nylon 66 and can be...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/09C07C209/68B01J27/055B01J27/053B01J23/888B01J37/02
CPCC07C209/68B01J27/055B01J27/053B01J23/002B01J23/888B01J37/0201C07C211/09Y02P20/584
Inventor 张延强马占玲李祥马科吕鑫豪
Owner 郑州中科新兴产业技术研究院
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