CN110280393A - A kind of isopropyl xanthan acid propynyl ester and preparation method thereof - Google Patents
A kind of isopropyl xanthan acid propynyl ester and preparation method thereof Download PDFInfo
- Publication number
- CN110280393A CN110280393A CN201910494300.2A CN201910494300A CN110280393A CN 110280393 A CN110280393 A CN 110280393A CN 201910494300 A CN201910494300 A CN 201910494300A CN 110280393 A CN110280393 A CN 110280393A
- Authority
- CN
- China
- Prior art keywords
- isopropyl
- propynyl ester
- added
- preparation
- xanthan acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- -1 isopropyl xanthan Chemical compound 0.000 title claims abstract description 81
- 229920001285 xanthan gum Polymers 0.000 title claims abstract description 40
- 239000002253 acid Substances 0.000 title claims abstract description 38
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 22
- IRZFQKXEKAODTJ-UHFFFAOYSA-M sodium;propan-2-yloxymethanedithioate Chemical compound [Na+].CC(C)OC([S-])=S IRZFQKXEKAODTJ-UHFFFAOYSA-M 0.000 claims abstract description 19
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 238000004090 dissolution Methods 0.000 claims abstract description 8
- LJZPPWWHKPGCHS-UHFFFAOYSA-N propargyl chloride Chemical compound ClCC#C LJZPPWWHKPGCHS-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims abstract description 4
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 3
- 238000013517 stratification Methods 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 claims description 4
- 239000010949 copper Substances 0.000 abstract description 24
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract description 21
- 229910052802 copper Inorganic materials 0.000 abstract description 21
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract description 4
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052737 gold Inorganic materials 0.000 abstract description 4
- 239000010931 gold Substances 0.000 abstract description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract description 4
- 239000011707 mineral Substances 0.000 abstract description 4
- 229910052709 silver Inorganic materials 0.000 abstract description 4
- 239000004332 silver Substances 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- WUUZKBJEUBFVMV-UHFFFAOYSA-N copper molybdenum Chemical compound [Cu].[Mo] WUUZKBJEUBFVMV-UHFFFAOYSA-N 0.000 abstract description 2
- 229910000510 noble metal Inorganic materials 0.000 abstract description 2
- 231100000252 nontoxic Toxicity 0.000 abstract description 2
- 230000003000 nontoxic effect Effects 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000005188 flotation Methods 0.000 abstract 1
- 238000002474 experimental method Methods 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 9
- 238000011084 recovery Methods 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 5
- 210000003298 dental enamel Anatomy 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000012074 organic phase Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000003643 water by type Substances 0.000 description 5
- 230000009286 beneficial effect Effects 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- 150000001345 alkine derivatives Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 239000011733 molybdenum Substances 0.000 description 2
- 229910001369 Brass Inorganic materials 0.000 description 1
- 238000003723 Smelting Methods 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 230000001976 improved effect Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
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 the present invention relates to isopropyl xanthan acid propynyl ester and preparation method thereof, there is following chemical structural formula:
Description
Technical field
The present invention relates to isopropyl xanthan acid propynyl ester and preparation method thereof, specifically a kind of isopropyl xanthan acid third
Alkynes ester and preparation method thereof.
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 isopropyl xanthan acid propynyl ester and preparation method thereof.
Isopropyl xanthan acid propynyl ester of the invention and preparation method thereof is characterized by with following chemical structural formula:
Isopropyl xanthan acid propynyl ester preparation method, comprising the following specific steps
Prepare isopropyl xanthan acid propynyl ester
Reaction kettle is added in the water of 2.5 times of sodium isopropyl xanthate amounts, starts agitating paddle, investment sodium isopropyl xanthate 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 sodium isopropyl xanthate 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 isopropyl xanthan acid propynyl ester.
Compared with prior art, beneficial effects of the present invention:
The isopropyl xanthan acid propynyl ester that the present invention provides, product content >=88%, conversion ratio >=85%.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 isopropyl xanthan acid propynyl ester of embodiment
470 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into sodium isopropyl xanthate 188
It kilogram is dissolved；After completely dissolution to sodium isopropyl xanthate, hydrochloric acid is added dropwise, is adjusted to pH=6.5.Then 71.5 kilograms are added
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 isopropyl xanthan
Sour propynyl ester；The yield of isopropyl xanthan acid propynyl ester is 85.47% under such process conditions, content 88.36%；(this yield
It is the average value of many experiments with content)
Every kind of ore all carries out repeating experiment and then takes its average value to each collecting agent and additive amount；Isopropyl xanthan acid propynyl ester
It see the table below compared with isopropoxyethyl radicals thiourethane aeneficiation effect:
| Collecting agent | Dosage g/t | Raw ore copper grade, % | Cu Concentrate Grade, % | Copper recovery, % |
| Isopropoxyethyl radicals thiourethane | 10 | 1.12 | 20.63 | 92.02 |
| Isopropyl xanthan acid propynyl ester | 10 | 1.12 | 20.38 | 92.57 |
2 isopropyl xanthan acid propynyl ester of embodiment
470 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into sodium isopropyl xanthate 188
It kilogram is dissolved；After completely dissolution to sodium isopropyl xanthate, hydrochloric acid is added dropwise, is adjusted to pH=7.5；Then 75 kilograms of chlorine are added
Propine, 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 isopropyl xanthan
Sour propynyl ester；The yield of isopropyl xanthan acid propynyl ester is 86.41% under such process conditions, content 88.02%；(this yield
It is the average value of many experiments with content)
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:
| Collecting agent | Dosage g/t | Raw ore copper grade, % | Cu Concentrate Grade, % | Copper recovery, % |
| Isopropoxyethyl radicals thiourethane | 10 | 1.12 | 20.63 | 92.02 |
| Isopropyl xanthan acid propynyl ester | 10 | 1.12 | 21.17 | 93.13 |
3 isopropyl xanthan acid propynyl ester of embodiment
470 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into sodium isopropyl xanthate 188
It kilogram is dissolved；After completely dissolution to sodium isopropyl xanthate, hydrochloric acid is added dropwise, is adjusted to pH=8；Then 79 kilograms of chlorine third are added
Alkynes, 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 isopropyl xanthan acid third
Alkynes ester；The yield of isopropyl xanthan acid propynyl ester is 85.36% under such process conditions, content 88.79%；(this yield and contain
Amount 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:
| Collecting agent | Dosage g/t | Raw ore copper grade, % | Cu Concentrate Grade, % | Copper recovery, % |
| Isopropoxyethyl radicals thiourethane | 10 | 1.12 | 20.63 | 92.02 |
| Isopropyl xanthan acid propynyl ester | 10 | 1.12 | 20.56 | 92.88 |
4 isopropyl xanthan acid propynyl ester of embodiment
470 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into sodium isopropyl xanthate 188
It kilogram is dissolved.After completely dissolution to sodium isopropyl xanthate, hydrochloric acid is added dropwise, is adjusted to pH=6.5；Then 79 kilograms of chlorine are added
Propine, 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 xanthan
Sour propynyl ester；The yield of isopropyl xanthan acid propynyl ester is 85.81% under such process conditions, content 89.07%；(this yield
It is the average value of many experiments with content)
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 isopropyl xanthan acid propynyl ester of embodiment
470 kilograms of clean waters are put into the enamel stirred tank of jacketed, start stirring, put into sodium isopropyl xanthate 188
It kilogram is dissolved.After completely dissolution to sodium isopropyl xanthate, hydrochloric acid is added dropwise, is adjusted to pH=8；Then 72 kilograms of chlorine third are added
Alkynes, 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 isopropyl xanthan acid third
Alkynes ester；The yield of isopropyl xanthan acid propynyl ester is 85.42% under such process conditions, content 88.63%；(this yield and contain
Amount 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:
Chilean Copper Ores
Claims (1)
1. a kind of isopropyl xanthan acid propynyl ester and preparation method thereof, it is characterised in that have following chemical structural formula:
Isopropyl xanthan acid propynyl ester preparation method, comprising the following specific steps
Prepare isopropyl xanthan acid propynyl ester
Reaction kettle is added in the water of 2.5 times of sodium isopropyl xanthate amounts, starts agitating paddle, investment sodium isopropyl xanthate 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 sodium isopropyl xanthate 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 isopropyl xanthan acid propynyl ester.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910494300.2A CN110280393A (en) | 2019-06-09 | 2019-06-09 | A kind of isopropyl xanthan acid propynyl ester and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910494300.2A CN110280393A (en) | 2019-06-09 | 2019-06-09 | A kind of isopropyl xanthan acid propynyl ester and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110280393A true CN110280393A (en) | 2019-09-27 |
Family
ID=68003641
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910494300.2A Pending CN110280393A (en) | 2019-06-09 | 2019-06-09 | A kind of isopropyl xanthan acid propynyl ester and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110280393A (en) |
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 CN201910494300.2A patent/CN110280393A/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》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110508402B (en) | Low-temperature-resistant double-acid-salt rare earth ore flotation collector and preparation method and application thereof | |
| CN102703695A (en) | Method for comprehensively recovering iron and germanium from zinc calcine containing high iron and high indium | |
| CN104529562A (en) | Method used for preparing potash magnesium sulphate fertilizer and potassium chloride fertilizer from carnallite | |
| CN105772226A (en) | Flotation activating agent for fine-grain cassiterite and preparing method of flotation activating agent | |
| CN102464600A (en) | Amido ethyl xanthogenate cyanoethyl ester compound, preparation method and collecting agent thereof | |
| CN103184334A (en) | Selection-smelting combined technology for treating mixed ore containing molybdenum, oxygen, sulfur and copper | |
| CN101219415A (en) | Floating agent for improving copper ore floatation indicator and formulating method thereof | |
| CN101033507A (en) | Flotation and bacteria leaching combined treatment process for low grade lead, antimony and zinc sulfide ore | |
| CN109772590A (en) | A kind of collecting agent of magnesite flotation decalcification and its application | |
| CN102516144B (en) | Thiourea compound and preparation thereof and application thereof to metal ore floatation | |
| CN110029231A (en) | A kind of bacterial leaching way of the complex copper oxide ore containing a variety of copper minerals | |
| CN110256316A (en) | A kind of isobutyl group xanthic acid propynyl ester and preparation method thereof | |
| CN110280394A (en) | A kind of isopentyl xanthic acid propynyl ester and preparation method thereof | |
| CN1239720C (en) | Method for producing high purity metal zinc from zinc oxide ore | |
| CN110280393A (en) | A kind of isopropyl xanthan acid propynyl ester and preparation method thereof | |
| CN101638720B (en) | Bacterial leaching copper method of complex chalcopyrite flotation tailings | |
| CN101067163A (en) | Method for processing pyrites mineral | |
| CN102876904A (en) | Method for leaching beryllium from beryllium minerals of bertrandite | |
| CN102806150A (en) | Collecting agent for copper-zinc separation flotation of copper-zinc ore | |
| CN104785377A (en) | Preparation method for tennantite inhibitor | |
| CN102503874B (en) | Thiourea compound, application thereof to metal ore flotation and preparation of thiourea compound | |
| CN101972708A (en) | Preparation method of feldspar ore reverse-flotation de-ironing collector | |
| CN101816979B (en) | Flotation activating agent of marmatite and blende and preparation method thereof | |
| CN1331756C (en) | Botallackite preparation method and uses thereof | |
| CN113477408B (en) | Application of curdlan serving as inhibitor in iron ore reverse flotation in mineral processing field and application method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20190927 |
|
| WD01 | Invention patent application deemed withdrawn after publication |