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Ether-based double-sulfur amine ester derivative or ether-based bis-thiourea derivative and preparation method and application thereof

A technology of dithiourea derivatives and dithiocarbamate, which is applied in flotation, solid separation, organic chemistry, etc., to achieve the effects of small dosage, mild process conditions and improved grade

Active Publication Date: 2016-07-27
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] From the purposes of the reports of the above patents, all mainly focus on the use of isothiocyanate derivatives in the field of sulfide ore flotation, and mainly as collectors; and the use of isothiocyanate derivatives (with Compounds with the same hydrophilic group and different hydrophilic groups) have not been reported as inhibitors of non-molybdenum sulfide minerals.

Method used

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  • Ether-based double-sulfur amine ester derivative or ether-based bis-thiourea derivative and preparation method and application thereof
  • Ether-based double-sulfur amine ester derivative or ether-based bis-thiourea derivative and preparation method and application thereof
  • Ether-based double-sulfur amine ester derivative or ether-based bis-thiourea derivative and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0051] Preparation of 1,4-butylenebis(oxycarbonylisothiocyanate)

[0052] In a 250mL three-necked flask, 1g of N,N-dimethylaniline, 20.25g of sodium thiocyanate (0.25mol) and 100mL of water were added dropwise with stirring 27g (0.125mol) of butylene dichloroformate, and the reaction temperature was controlled at 0-5°C, react at this temperature for 2 hours, raise the temperature to 20°C to continue the reaction for 1 hour, and separate the layers for 1 hour. The mixture is separated into an aqueous phase and an organic phase. carbonyl isothiocyanate). The yield was calculated according to diethyl dichloroformate, and the yield was 85%.

Embodiment 2

[0054] Preparation of 2,2'-Ethylene ether bis(oxycarbonyl isothiocyanate)

[0055] In a 250mL three-necked flask, add 20.25g sodium thiocyanate (0.25mol) and 100mL dichloromethane, add 2g PEG-600 at the same time, add 29g (0.125mol) diethylene glycol bischloroformate and 100mL dichloromethane dropwise under stirring Put the solution composed of methane into the above solution, control the temperature at 0-10°C, react under stirring for 2h, raise the temperature to 25°C and continue the reaction for 2h, the orange organic phase obtained after separation of the mixture is 2,2′-ethylene ether bis(oxygen carbonyl isothiocyanate). Calculate the yield according to diethylene glycol bischloroformate, and its yield is 91.5%.

Embodiment 3

[0057] Synthesis of 2-2'-triethylene glycol (oxyisothiocyanate)

[0058] In a 250mL three-necked flask, add quinoline 2g, 20.25g sodium thiocyanate (0.25mol) and 100mL toluene, add dropwise 34.4g (0.125mol) triethylene glycol bischloroformate and 50mL of toluene solution under stirring, at 0 React at -5°C for 5 hours, heat up to 25°C and continue to react for 2 hours to obtain an orange organic phase containing 2-2'-triethylene glycol (oxyisothiocyanate), according to triethylene glycol dichloroformic acid The calculated yield of the ester was 80.1%.

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Abstract

The invention provides an ether-based double-sulfur amine ester derivative or an ether-based bis-thiourea derivative and a preparation method and application thereof. The molecular structure of the ether-based double-sulfur amine ester derivative or the ether-based bis-thiourea derivative contains a large quantity of thioamide or thiourea or thioacid amide ether or other lipophilic groups and carboxyl hydrophilic groups. The preparation method includes the steps that bis-chloro-carbonic ester and thiocyanate are subjected to a substitution reaction, an intermediate product containing bis-acyl bis-isothiocyanate is generated, the intermediate and an alcohol compound or an amine compound or a phenol compound are subjected to an addition reaction, and then the ether-based double-sulfur amine ester derivative or the ether-based bis-thiourea derivative is obtained. The preparation method is simple, the prepared product directly serves as a non-molybdenum sulphide ore inhibitor, and floatation separation of molybdenum sulfide ore and the non-molybdenum sulphide ore can be effectively achieved. The preparation method is especially suitable for separation of molybdenite and copper sulphide ore, galena, sphalerite, pyrite, arsenopyrite, jamesonite concentrate, nickel sulfide ore, bismuth sulfide ore and the like, and the grade of molybdenum concentrate is improved.

Description

technical field [0001] The present invention relates to an ether-based dithiocarbamate derivative or ether-based dithiourea derivative and its preparation method and application, in particular to a novel structural ether-based dithiocarbamate derivative or ether-based dithiourea derivative Preparation, and its use as a non-molybdenum sulfide ore inhibitor in molybdenum sulfide ore and copper sulfide ore, galena, sphalerite, pyrite, arsenopyrite, brittle sulfide, nickel sulfide, bismuth sulfide, etc. The application in the flotation separation process belongs to the field of flotation separation of molybdenum sulfide ore and non-molybdenum sulfide ore. Background technique [0002] There are many preparation methods of isothiocyanate and its derivatives. For example, U.S. Patent No. 8,143,395 discloses the use of alkoxycarbonyl isothiocyanate as a starting material to prepare 5-substituted-8-alkoxy [1,2,4] triazolo [1,5-c] pyrimidine-2 -Amine method. U.S. Patent No. 4,659,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C333/10C07C333/26C07C335/28B03D1/012B03D101/06B03D103/02
CPCB03D1/012B03D2201/06B03D2203/02C07C331/32C07C333/10C07C333/26C07C335/28
Inventor 孙伟殷志刚胡岳华管青军刘润清翟计划
Owner CENT SOUTH UNIV
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