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Co-production method of thionocarbamate and benzyl thioether acetic acid and application of the method

A technology of benzyl sulfide and thiourethane, applied in flotation, sulfide preparation, solid separation, etc., can solve the problems of difficult recycling of by-products, low economic benefits, etc., and achieve improved flotation recovery rate and atom utilization High efficiency and simple operation

Active Publication Date: 2019-11-22
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method has the characteristics of high atom utilization rate, environmental friendliness and high economic benefit, and solves the problems of difficult recovery and utilization of by-products and low economic benefit when synthesizing thiourethane

Method used

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  • Co-production method of thionocarbamate and benzyl thioether acetic acid and application of the method
  • Co-production method of thionocarbamate and benzyl thioether acetic acid and application of the method
  • Co-production method of thionocarbamate and benzyl thioether acetic acid and application of the method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] Embodiment 1: Preparation of O-isopropyl-S-benzyl xanthate

[0074] Add 20.45 parts of sodium isopropylxanthate with a purity of 85% into the reaction vessel, then add 30 parts of distilled water to completely dissolve the sodium isopropylxanthate, then add 12.79 parts of benzyl chloride with a purity of 99%, and heat up to React at 75°C for 4 hours, cool to room temperature, and separate to obtain 22.52 parts of O-isopropyl-S-benzyl xanthate product. The product purity is 97.44%, and the yield based on benzyl chloride is 97.10%.

Embodiment 2

[0075] Embodiment 2: the preparation of O-isopropyl-N-ethyl thiocarbamate (Z-200)

[0076] 22.52 parts of O-isopropyl-S-benzyl xanthate obtained in Example 1 with a purity of 97.44% were transferred to the reaction vessel, and 6.76g parts with a purity of 68 to 72 % ethylamine aqueous solution, magnetically stirred while adding, after the dropwise addition, the temperature was raised to 70°C, reacted for 1 hour, and after cooling to room temperature, 11.88 parts of sodium chloroacetate with a purity of 98% were added to the resulting mixed system. React for 2 hours at Celsius, cool to room temperature, and separate the liquids. The oil phase is 15.56 parts of Z-200, and the water phase is an aqueous solution of sodium benzyl sulfide acetate. Among them, Z-200 has a purity of 97.58% and a yield of 97.0%.

Embodiment 3

[0077] Embodiment 3: the preparation of benzyl tert-butoxyethyl xanthate

[0078] 4.82 parts of purity are 96% powdery sodium hydroxide to join in the reaction vessel, add 7.23 parts of distilled water, then add 13.13 parts of ethylene glycol tert-butyl ether with a purity of 99% in the bottle, and use constant pressure under mechanical stirring Add 8.46g of carbon disulfide dropwise into the dropping funnel, react at 25°C for 2 hours, add 25 parts of distilled water after the reaction is completed, then add 12.79 parts of benzyl chloride with a purity of 99%, heat up to 75°C for 4 hours, cool to room temperature, and separate the liquids to obtain 24.99 parts of O-tert-butoxyethyl-S-benzyl xanthate product. The product purity is 97.50%, and the yield based on benzyl chloride is 98.20%.

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Abstract

The invention discloses a co-production method of thionocarbamate and benzyl thioether acetic acid and application of the method. The method comprises the following steps: with xanthate and benzyl chloride as initial raw materials, and performing esterification reaction to obtain benzyl xanthate; carrying out ammonolysis on benzyl xanthate by using primary amine to obtain thionocarbamate and benzyl mercaptan; further adding sodium chloroacetate into the mixture for reaction, thus generating benzyl thioether sodium acetate; finally, performing liquid separation to obtain the thionocarbamate collecting agent and a water phase containing benzyl thioether sodium acetate. The benzyl thioether sodium acetate-containing water phase can further react with benzyl chloride to obtain benzyl thioetherbenzyl acetate or be acidified and esterified with fatty alcohol to generate benzyl thioether alkyl acetate, and the two ester compounds can be subjected to hydroximation to synthesize benzyl thioether ethyl hydroximic acid. The method solves the problems of difficult recovery, difficult utilization and unpleasant smell of the byproduct sulfhydryl compound in the traditional thionocarbamate process, realizes co-production of benzyl thioether acetic acid and derivatives thereof, and improves the reaction efficiency.

Description

technical field [0001] The invention belongs to the field of mineral collectors, and relates to a co-production method of thiourethane and benzyl thioether acetic acid and its application in flotation. Background technique [0002] Thiurethane is an excellent collector for minerals such as copper sulfide, lead, and zinc. It is highly efficient, non-toxic, and has good selectivity. It also has certain foaming properties and can be used for flotation in low-alkali pulp. Widely used in countries all over the world. [0003] At present, the synthesis methods of thiourethane mainly include alcoholysis method, one-step catalytic method, dimethyl sulfate method and xanthate esterification ammonolysis method. U.S. Patent No. 4,482,500 uses isothiocyanate and alcoholysis under the catalysis of tetrabutylammonium bromide to synthesize thiourethane. This method has problems such as low yield and long process flow; U.S. Patent No. 3907854 uses Ni or Pd as a catalyst, The thiourethane ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C333/04C07C329/16C07C319/14C07C319/20C07C323/52B03D1/012B03D101/02B03D103/02
CPCB03D1/012B03D2201/02B03D2203/02C07C319/14C07C319/20C07C329/16C07C333/04C07C323/52
Inventor 钟宏林奇阳王帅
Owner CENT SOUTH UNIV
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