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A kind of carboxylic acid compound and its preparation method and application

A technology of compounds and carboxylic acids, which is applied in the field of carboxylic acid compounds and their preparation and application, can solve the problems of simultaneous extraction of nickel, cobalt and manganese, complex operation procedures, high acidity of stripping, etc., and achieve high saturation capacity and stable extraction process , the effect of low acidity in stripping

Active Publication Date: 2022-07-08
BOTREE CYCLING SCI &TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these extractants also have obvious disadvantages in the separation process: P507 / P204 is used for the separation of nickel and cobalt, but in the recovery of lithium ion battery cathode materials, nickel, cobalt and manganese cannot be extracted simultaneously, and the process cost of recovering nickel, cobalt and manganese separately is high. And back extraction has high acidity and serious pollution; C272 preferentially extracts calcium and magnesium before extracting nickel, the operation process is complicated, and the cost of impurity removal is high

Method used

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  • A kind of carboxylic acid compound and its preparation method and application
  • A kind of carboxylic acid compound and its preparation method and application
  • A kind of carboxylic acid compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0082]

[0083] Add 84.6g isooctylphenol, 250mL tetrahydrofuran (THF), 8.8g sodium particles to the three-necked flask, react at 60-70℃ for 6h, a large amount of white solids are formed, and a small amount of sodium particles remain; at 60℃, dropwise add 40mL containing 8mol / L THF solution of 2-bromooctanoic acid and continue to react at 60°C for 4h; after cooling, after rotary evaporation to remove THF, add 200mL of water and 200mL of ethyl acetate (EA) to the concentrated solution, shake the layers, and take the water layer; water; The layer was acidified with hydrochloric acid to pH ≈ 1, extracted with ethyl acetate, the organic phase was washed twice with water, and spin-dried to obtain 86 g of a light yellow product, namely compound BC195. 1 H NMR (400MHz, CDCl 3 )δ10.20(1H,br.);7.32(2H,t);6.68(2H,d);4.84-4.81(1H,m);2.6(2H,m);2.20-2.08(2H,m); 1.66-1.56 (5H, m); 1.46-1.38 (12H, m); 0.99 (3H, t, J=7.3, CH3); 0.93 (3H, t, J=7.3, CH3); 0.90 (3H, t, J=7.3, CH3); 13 CNMR ...

Embodiment 2

[0085]

[0086] Add 48.4g of isooctylphenol, 225mL of tetrahydrofuran (THF), 8.8g of 60% sodium hydride (dispersed in mineral oil) into the three-necked flask, and react at 60~70℃ for 6h, a large amount of white solids are formed, and a small amount of sodium particles remain; 20mL of 10mol / L 2-bromohexanoic acid in THF solution was added dropwise at 60°C and the reaction was continued at 60°C for 4h; after cooling, the THF was removed by rotary evaporation, 200mL of water and 200mL of ethyl acetate (EA) were added to the concentrated solution, The layers were shaken and separated, and the water layer was taken; the water layer was acidified with hydrochloric acid to pH ≈ 1, extracted with ethyl acetate, the organic phase was washed twice with water, and spin-dried to obtain 52 g of a light yellow product, namely compound BC196. 1 H NMR (400MHz, CDCl 3 )δ10.10(1H,br.);7.30(2H,t);6.66(2H,d);4.83-4.81(1H,m);2.57(2H,m);2.17-2.04(2H,m); 1.62-1.53 ​​(3H, m); 1.42-1.34 (10H, m);...

Embodiment 3

[0088]

[0089] Add 54.2g n-nonylphenol, 200mL tetrahydrofuran (THF), 5.7g sodium particles to the three-necked flask, react at 60-70℃ for 6h, a large amount of white solids are formed, and a small amount of sodium particles remain; at 60℃, 20mL are added dropwise respectively 10mol / L THF solution of 2-bromohexanoic acid and continue to react at 60°C for 4h; after cooling, after rotary evaporation of THF, add 200mL of water and 200mL of ethyl acetate (EA) to the concentrated solution, shake the layers, and take the water layer; The aqueous layer was acidified with hydrochloric acid to pH≈1, extracted with ethyl acetate, the organic phase was washed twice with water, and spin-dried to obtain the target compound, namely compound BC191.

[0090] Compound BC191 1 H NMR (400MHz, CDCl 3 )δ9.20(1H,br.);7.31(2H,t);6.67(2H,d);4.83(1H,m);2.5(2H,m);2.21(2H,m);1.63(4H, m); 1.46-1.38 (14H, m); 0.93 (3H, t, J=7.3, CH3); 0.90 (3H, t, J=7.3, CH3); MS[M-H] - :334.

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Abstract

The invention discloses a carboxylic acid compound and a preparation method and application thereof. When the carboxylic acid compound of the present invention is used as an extractant for the extraction and separation of metal ions, the ion selectivity is good, the back extraction acidity is low, the saturation capacity is high, and the back extraction rate is high. The carboxylic acid compound of the invention has high stability and low water solubility, so that the extraction process is stable, and environmental pollution and cost can be reduced. The carboxylic acid compound of the invention has low cost and great application prospect, and can be used in various systems such as ternary battery recovery and battery-grade nickel sulfate preparation.

Description

technical field [0001] The present invention relates to a carboxylic acid compound and its preparation method and application. Background technique [0002] Cobalt is mostly associated with nickel, and most of them appear at the same time in minerals, such as in nickel laterite. In many industries, waste residues containing valuable metals such as nickel and cobalt are generated, such as waste power battery materials, nickel-cobalt-containing waste residues, waste catalysts, etc. Most of these waste residues also contain high manganese at the same time, which has a high recovery value. They can be recycled for the preparation of cathode material precursors for nickel-cobalt-manganese ternary lithium-ion batteries. [0003] Solvent extraction technology is an effective technology for separating and extracting various metals from solution. It has the advantages of high separation efficiency, simple process and equipment, continuous operation, and easy automatic control. With...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C59/68C07C51/367C22B3/32C22B23/00C22B47/00H01M10/54
CPCC07C59/68C07C51/367C22B23/0453C22B47/00H01M10/54Y02W30/84
Inventor 王雪
Owner BOTREE CYCLING SCI &TECH CO LTD
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