CN110280394A - A kind of isopentyl xanthic acid propynyl ester and preparation method thereof - Google Patents
A kind of isopentyl xanthic acid propynyl ester and preparation method thereof Download PDFInfo
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- CN110280394A CN110280394A CN201910494317.8A CN201910494317A CN110280394A CN 110280394 A CN110280394 A CN 110280394A CN 201910494317 A CN201910494317 A CN 201910494317A CN 110280394 A CN110280394 A CN 110280394A
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- Prior art keywords
- isopentyl
- added
- propynyl ester
- xanthic acid
- preparation
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D1/00—Flotation
- B03D1/001—Flotation agents
- B03D1/004—Organic compounds
- B03D1/012—Organic compounds containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
- C07C329/12—Dithiocarbonic acids; Derivatives thereof
- C07C329/14—Esters of dithiocarbonic acids
- C07C329/16—Esters of dithiocarbonic acids having sulfur atoms of dithiocarbonic groups bound to acyclic carbon atoms
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D2201/00—Specified effects produced by the flotation agents
- B03D2201/02—Collectors
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D2203/00—Specified materials treated by the flotation agents; specified applications
- B03D2203/02—Ores
- B03D2203/025—Precious metal ores
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Manufacture And Refinement Of Metals (AREA)
Abstract
The present invention relates to isopentyl xanthic acid propynyl esters and preparation method thereof, it is specifically a kind of for the copper mine containing noble metals such as gold, silver and copper-molybdenum and the esters flotation reagent of other metalliferous minerals and preparation method thereof, isopentyl xanthic acid propynyl ester preparation method, reaction kettle is added in the water of 2.5 times of isopentyl sodium xanthogenate amounts comprising the following specific steps preparing isopentyl xanthic acid propynyl ester, start agitating paddle, investment isopentyl sodium xanthogenate is dissolved；Hydrochloric acid is added into the complete solution of dissolution again, carries out neutralization reaction；When pH value of solution=6.5~8, stop that hydrochloric acid is added, then by propargyl chloride be added in and good solution in, the propargyl chloride and isopentyl sodium xanthogenate molar ratio of addition are (0.95~1.05): 1, keep temperature T=30~60 DEG C, keep the temperature 2~4h；After reaction, stratification obtains final products isopentyl xanthic acid propynyl ester, and material non-toxic, equipment investment is few, simple production process.
Description
Technical field
The present invention relates to isopentyl xanthic acid propynyl ester and preparation method thereof, specifically a kind of isopentyl xanthic acid third
Alkynes ester and preparation method thereof.
Background technique
China's copper resource rich reserves, the 8% of Zhan Quanqiu reserves, but Large-scale Copper only accounts for 3%, and remaining is all middle-size and small-size mine
Bed, and China's copper resource rich ore is few, lean ore and complicated difficult select smelting mine more；It is utilized especially as the large scale mining of copper resource, easily
The copper ore resource of choosing is fewer and fewer；The copper resource development and utilization of complicated difficult choosing have become inexorable trend, low-grade, microfine, difficulty
Selecting sulphide ore will be one of China's copper resource important sources；The also association of China's copper ore resource gold, silver abundant, molybdenum, sulphur etc. have
Beneficial element and its mineral；Therefore, poor, thin, composition brass ore resources are researched and developed and sorts technology, it is beneficial to improve gold, silver, molybdenum, sulphur of association etc.
The rate of recovery of element reinforces the comprehensive utilization ratio of copper ore resource, not only can create considerable economic benefit for bargh,
The dependency degree to import copper resource can be reduced, is of great significance to the sustainable development for ensureing China's Copper Processing Industry.
Summary of the invention
In view of the above problems, the present invention provides a kind of isopentyl xanthic acid propynyl ester and preparation method thereof.
Isopentyl xanthic acid propynyl ester of the invention and preparation method thereof is characterized by with following chemical structural formula:
Isopentyl xanthic acid propynyl ester preparation method, comprising the following specific steps
Prepare isopentyl xanthic acid propynyl ester
Reaction kettle is added in the water of 2.5 times of isopentyl sodium xanthogenate amounts, starts agitating paddle, investment isopentyl sodium xanthogenate carries out molten
Solution；
Hydrochloric acid is added into the complete solution of dissolution again, carries out neutralization reaction；
When pH value of solution=6.5~8, stop that hydrochloric acid is added, then by propargyl chloride be added in and good solution in, the chlorine of addition
Propine and isopentyl sodium xanthogenate molar ratio are (0.95~1.05): 1, temperature T=30~60 DEG C are kept, 2~4h is kept the temperature；Reaction
After, stratification obtains final products isopentyl xanthic acid propynyl ester.
Compared with prior art, beneficial effects of the present invention:
The isopentyl xanthic acid propynyl ester that the present invention provides, product content >=90%, conversion ratio >=90%；At present both at home and abroad not yet
The research unit or manufacturer of such product are developed, raw material are nontoxic, and equipment investment is few, and simple production process is pollution-free, do not have
There is waste generation, production cost is low；With a variety of substances with above structure prepared by the present invention, it is real to be applied to small-sized open circuit
It tests and situ industrialization is tested；For, containing gold, the metalliferous mineral of the noble metals such as silver can increase substantially copper mine and expensive in copper mine
The rate of recovery of metal；The collecting agent is also applied for copper-molybdenum and other metalliferous minerals simultaneously, has preferably to metal recovery rate is improved
Effect, remarkable economic and social benefits.
Specific embodiment
1 isopentyl xanthic acid propynyl ester of embodiment
582.5 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into isopentyl sodium xanthogenate
233 kilograms are dissolved；After completely dissolution to isopentyl sodium xanthogenate, hydrochloric acid is added dropwise, is adjusted to pH=6.5.Then it is public that 71.5 are added
Jin propargyl chloride, temperature T=30 DEG C in reaction process keep the temperature 2h.Reaction terminates, and standing is layered for 24 hours, and organic phase is isopentyl Huang
Ortho acid propynyl ester；The yield of isobutyl group xanthic acid propynyl ester is 90.13% under such process conditions, content 90.11%；(this production
Rate and content are the average value of many experiments)
Every kind of ore all to each collecting agent and and additive amount carry out repeating experiment and then take its average value；Isopentyl xanthic acid propine
Ester see the table below compared with isopropoxyethyl radicals thiourethane aeneficiation effect:
Canadian copper mine
2 isopropyl xanthan acid propynyl ester of embodiment
582.5 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into isopentyl sodium xanthogenate
233 kilograms are dissolved；After completely dissolution to isopentyl sodium xanthogenate, hydrochloric acid is added dropwise, is adjusted to pH=7.5.Then 75 kilograms are added
Propargyl chloride, temperature T=45 DEG C in reaction process keep the temperature 2.5h.Reaction terminates, and standing is layered for 24 hours, and organic phase is isopentyl Huang
Ortho acid propynyl ester；The yield of isopentyl xanthic acid propynyl ester is 90.87% under such process conditions, content 90.93%；(this production
Rate and content are the average value of many experiments)
Every kind of ore all to each collecting agent and and additive amount carry out repeating experiment and then take its average value；Isopropyl xanthan acid propine
Ester see the table below compared with isopropoxyethyl radicals thiourethane aeneficiation effect:
Canadian copper mine
3 isopentyl xanthic acid propynyl ester of embodiment
582.5 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into isopentyl sodium xanthogenate
233 kilograms are dissolved；After completely dissolution to isopentyl sodium xanthogenate, hydrochloric acid is added dropwise, is adjusted to pH=8；Then 79 kilograms of chlorine are added
Propine, temperature T=60 DEG C in reaction process keep the temperature 4h；Reaction terminates, and standing is layered for 24 hours, and organic phase is isopentyl xanthic acid
Propynyl ester；The yield of isobutyl group xanthic acid propynyl ester is 91.41% under such process conditions, content 91.38%；(this yield and
Content is the average value of many experiments)
Every kind of ore all to each collecting agent and and additive amount carry out repeating experiment and then take its average value；Isopropyl xanthan acid propine
Ester see the table below compared with isopropoxyethyl radicals thiourethane aeneficiation effect:
Canadian copper mine
4 isopentyl xanthic acid propynyl ester of embodiment
582.5 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into isopentyl sodium xanthogenate
233 kilograms are dissolved；After completely dissolution to isopentyl sodium xanthogenate, hydrochloric acid is added dropwise, is adjusted to pH=6.5；Then 79 kilograms are added
Propargyl chloride, temperature T=35 DEG C in reaction process keep the temperature 2.5h.Reaction terminates, and standing is layered for 24 hours, and organic phase is isopropyl Huang
Ortho acid propynyl ester；The yield of isobutyl group xanthic acid propynyl ester is 90.79% under such process conditions, content 90.91%；(this production
Rate and content are the average value of many experiments)
Every kind of ore all to each collecting agent and and additive amount carry out repeating experiment and then take its average value；The isopropyl of phase homogenous quantities
Xanthic acid propynyl ester see the table below compared with aerofloat 226 aeneficiation effect:
5 isopentyl xanthic acid propynyl ester of embodiment
582.5 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into isopentyl sodium xanthogenate
233 kilograms are dissolved；After completely dissolution to isopentyl sodium xanthogenate, hydrochloric acid is added dropwise, is adjusted to pH=8；Then 72 kilograms of chlorine are added
Propine, temperature T=55 DEG C in reaction process keep the temperature 3h；Reaction terminates, and standing is layered for 24 hours, and organic phase is isopentyl xanthic acid
Propynyl ester；The yield of isopentyl xanthic acid propynyl ester is 90.55% under such process conditions, content 90.53%.(this yield and
Content is the average value of many experiments)
Every kind of ore all to each collecting agent and and additive amount carry out repeating experiment and then take its average value；Isopentyl xanthic acid propine
Ester see the table below compared with isopropoxyethyl radicals thiourethane aeneficiation effect:
Chilean Copper Ores
Claims (1)
1. a kind of isopentyl xanthic acid propynyl ester and preparation method thereof, it is characterised in that have following chemical structural formula:
Isopentyl xanthic acid propynyl ester preparation method, comprising the following specific steps
Prepare isopentyl xanthic acid propynyl ester
Reaction kettle is added in the water of 2.5 times of isopentyl sodium xanthogenate amounts, starts agitating paddle, investment isopentyl sodium xanthogenate carries out molten
Solution；
Hydrochloric acid is added into the complete solution of dissolution again, carries out neutralization reaction；
When pH value of solution=6.5~8, stop that hydrochloric acid is added, then by propargyl chloride be added in and good solution in, the chlorine of addition
Propine and isopentyl sodium xanthogenate molar ratio are (0.95~1.05): 1, temperature T=30~60 DEG C are kept, 2~4h is kept the temperature；Reaction
After, stratification obtains final products isopentyl xanthic acid propynyl ester.
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| CN201910494317.8A CN110280394A (en) | 2019-06-09 | 2019-06-09 | A kind of isopentyl xanthic acid propynyl ester and preparation method thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114273084A (en) * | 2021-12-31 | 2022-04-05 | 广东省科学院资源利用与稀土开发研究所 | Mineral flotation collector, preparation method and application |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN86101646A (en) * | 1985-07-12 | 1987-01-07 | 陶氏化学公司 | The new collector composition that is used for froth flotation method |
| CN101992151A (en) * | 2010-11-11 | 2011-03-30 | 西北矿冶研究院 | High-sulfur copper ore collecting agent |
| CN102702055A (en) * | 2012-05-30 | 2012-10-03 | 西北矿冶研究院 | Dialkyl amido amine methyl xanthate compound and synthetic method thereof |
| WO2016024240A1 (en) * | 2014-08-12 | 2016-02-18 | Stellenbosch University | Conjugate for treating malaria |
| CN106432022A (en) * | 2015-08-06 | 2017-02-22 | 北京天任瑞创科技发展有限公司 | Preparation method for alkyl xanthate allyl ester compound |
-
2019
- 2019-06-09 CN CN201910494317.8A patent/CN110280394A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN86101646A (en) * | 1985-07-12 | 1987-01-07 | 陶氏化学公司 | The new collector composition that is used for froth flotation method |
| CN101992151A (en) * | 2010-11-11 | 2011-03-30 | 西北矿冶研究院 | High-sulfur copper ore collecting agent |
| CN102702055A (en) * | 2012-05-30 | 2012-10-03 | 西北矿冶研究院 | Dialkyl amido amine methyl xanthate compound and synthetic method thereof |
| WO2016024240A1 (en) * | 2014-08-12 | 2016-02-18 | Stellenbosch University | Conjugate for treating malaria |
| CN106432022A (en) * | 2015-08-06 | 2017-02-22 | 北京天任瑞创科技发展有限公司 | Preparation method for alkyl xanthate allyl ester compound |
Non-Patent Citations (2)
| Title |
|---|
| ALIEV, M. I. 等: "Synthesis of some xanthates", 《ZHURNAL OBSHCHEI KHIMII》 * |
| 牟松等: "一种烷基黄原酸酯类药剂的合成研究 ", 《有色矿冶》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114273084A (en) * | 2021-12-31 | 2022-04-05 | 广东省科学院资源利用与稀土开发研究所 | Mineral flotation collector, preparation method and application |
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