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N, N-dialkyl amino carboxylic acid compound as well as preparation method and application thereof

A technology for dihydrocarbyl amino carboxylic acids and compounds, which is applied in the field of N, can solve the problems of complex components, low separation coefficient between heavy rare earth and yttrium, and low separation coefficient, and achieves the effect of good chemical stability.

Active Publication Date: 2021-09-17
FUJIAN CHANGJIANG GOLDEN DRAGON RARE EARTH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Commercially available extractants still have some deficiencies, for example P507 is the most widely used extractant in the rare earth separation industry, but it has a low separation coefficient between adjacent rare earth elements, such as the separation coefficient of praseodymium and neodymium is only 1.4, which is Make it difficult to separate the elements of praseodymium and neodymium
Naphthenic acid is mainly used in the separation and purification of yttrium oxide. However, naphthenic acid is a by-product of the petrochemical industry, and its components are complex. It needs to be extracted under high pH conditions. After long-term use, its composition is prone to change, resulting in organic Reduced phase concentration affects the stability of the separation process
CA-12 extractant has been tried to replace naphthenic acid. This extractant can effectively separate yttrium from all lanthanide elements in the extraction and separation process of rare earth elements, and can overcome the problem of lower organic phase concentration when naphthenic acid extracts and separates yttrium. , but the separation coefficient of heavy rare earth elements and yttrium in the extraction system is low, which makes it difficult to separate heavy rare earth elements from yttrium, so it is necessary to design more stages of extraction tanks to achieve the separation effect

Method used

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  • N, N-dialkyl amino carboxylic acid compound as well as preparation method and application thereof
  • N, N-dialkyl amino carboxylic acid compound as well as preparation method and application thereof
  • N, N-dialkyl amino carboxylic acid compound as well as preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] This embodiment provides a compound I-1 shown in formula I, the structural formula of the compound I-1 is as follows:

[0041]

[0042] Compound I-1 synthetic route is as follows:

[0043]

[0044] The synthesis method is as follows:

[0045] (1) N,N-dihydrocarbyl secondary amine (12.5g, 0.10mol) shown in formula II-1 is dissolved in toluene (20mL) to obtain solution one; dodecenyl shown in formula III-1 Succinic anhydride compound (26.6g, 0.10mol) was dissolved in toluene (30mL) to obtain solution two;

[0046] (2) Add solution 1 to solution 2, stir the solution, raise the temperature to 80° C., and maintain at the reaction temperature for 2 hours. After the reaction, concentrate in vacuo to remove toluene to obtain compound IV-1.

[0047] (3) Compound IV-1 was dissolved in sodium borohydride (NaBH 4 -ZnCl 2 ) in tetrahydrofuran solution to obtain compound I-1.

[0048] The present invention carries out nuclear magnetic resonance analysis to compound I-1:

[...

Embodiment 2

[0052] This embodiment provides a compound I-2 shown in formula I, the structural formula of the compound I-2 is as follows:

[0053]

[0054] Compound I-2 synthetic route is as follows:

[0055]

[0056] The synthesis method is as follows:

[0057] (1) N, N-dihydrocarbyl secondary amine (15.3g, 0.10mol) shown in formula II-2 was dissolved in toluene (20mL) to obtain solution one; the dodecenyl group shown in formula III-2 Glutaric anhydride compound (28.0g, 0.10mol) was dissolved in toluene (30mL) to obtain solution 2;

[0058] (2) Add solution 1 to solution 2, stir the solution, raise the temperature to 80° C., and maintain at the reaction temperature for 2 hours. After the reaction, concentrate in vacuo to remove toluene to obtain compound IV-2.

[0059] (3) Compound IV-2 was dissolved in sodium borohydride (NaBH 4 ) in tetrahydrofuran solution to obtain compound I-2.

[0060] The present invention carries out nuclear magnetic resonance analysis to compound I-2: ...

Embodiment 3

[0064] This embodiment provides a compound I-3 shown in formula I, the structural formula of the compound I-3 is as follows:

[0065]

[0066] Compound I-3 synthetic route is as follows:

[0067]

[0068] The synthesis method is as follows:

[0069] (1) N, N-dihydrocarbyl secondary amine (15.3g, 0.10mol) shown in formula II-3 was dissolved in toluene (20mL) to obtain solution one; the dodecenyl group shown in formula III-3 Glutaric anhydride compound (28.0g, 0.10mol) was dissolved in toluene (30mL) to obtain solution 2;

[0070] (2) Add solution 1 to solution 2, stir the solution, raise the temperature to 80° C., and maintain at the reaction temperature for 2 hours. After the reaction, concentrate in vacuo to remove toluene to obtain compound IV-3.

[0071] (3) Compound IV-3 was dissolved in sodium borohydride (NaBH 4 -ZnCl 2 ) in tetrahydrofuran solution to obtain compound I-3.

[0072] The present invention carries out nuclear magnetic resonance analysis to compou...

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Abstract

The invention provides an N, N-dialkyl amino carboxylic acid compound as well as a preparation method and application thereof. The N, N-dialkyl amino carboxylic acid compound can be used as an extracting agent for enriching rare earth elements from low-concentration rare earth raw materials, separating and purifying yttrium elements from mixed rare earth raw materials, and separating elements such as aluminum, iron, radioactive thorium, radioactive uranium and actinides from the mixed rare earth raw materials. The compound is simple to synthesize, low in cost, good in chemical stability as an extracting agent, and capable of resisting strong acid and strong alkali without being decomposed.

Description

technical field [0001] The invention relates to the technical field of organic compound synthesis, in particular to an N,N-dihydrocarbyl aminocarboxylic acid compound and its preparation method and application. Background technique [0002] Rare earth elements refer to the 15 lanthanide elements with atomic numbers 57 to 71 in the periodic table of elements, as well as the 21st element scandium and the 39th element yttrium with similar chemical properties, a total of 17 metal elements. Rare earth elements have unique magnetic, optical, and electrical properties, and are known as "industrial vitamins". They are widely used in metallurgy, petrochemicals, glass ceramics, energy materials, and military industries. They are important foundational raw materials for the development of human society. [0003] At present, the mining of natural rare earth ores first requires the use of a leaching agent to leach rare earth ions to obtain a rare earth leach solution, and then extract an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/04C07C229/30C07C229/12C07C231/02C07C233/09C22B3/32C22B59/00
CPCC07C227/04C07C229/30C07C229/12C07C231/02C22B59/00C07C233/09Y02P10/20
Inventor 王艳良肖文涛吴玉远林锦池
Owner FUJIAN CHANGJIANG GOLDEN DRAGON RARE EARTH CO LTD