A beneficiation agent for copper-molybdenum ore and its preparation method
By preparing a copper-molybdenum ore mineral dressing agent containing diesel, 4-hydroxybutylvinyl ether, 9,10-bis(3-mercaptopropoxy)-N-(piperidanane-3-yl)octadecanamide and thiocarbamate, the problem of low flotation efficiency of copper-molybdenum ore was solved, and high grade and high recovery copper-molybdenum concentrate production was achieved.
Patent Information
- Application Number
- CN202510703455.8
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2025-05-29
- Publication Date
- 2025-08-15
- Estimated Expiration
- 2045-05-29
AI Technical Summary
The existing copper-molybdenum ore flotation process is difficult to achieve efficient separation, resulting in low grade, insufficient recovery, and complex separation process and high cost.
A copper-molybdenum mineral ore dressing agent is used, including diesel, 4-hydroxybutyl vinyl ether, 9,10-bis(3-mercaptopropoxy)-N-(piperidine-3-yl)octadecanamide and thiocarbamate. Through scientific proportioning, the dispersion and fluidity of the agent are improved, and the selectivity and capture ability of copper-molybdenum minerals are enhanced.
It improves the flotation efficiency of copper-molybdenum minerals, obtains high-grade and high recovery copper-molybdenum concentrates, reduces resource waste, and simplifies the separation process.
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Figure CN120243282B_ABST
Abstract
Description
Technical Field
[0001] The present invention belongs to the technical field of mineral flotation, and in particular relates to a beneficiation agent for copper-molybdenum ores and a preparation method thereof. Background Art
[0002] Porphyry copper deposits are one of the main sources of copper. The primary copper mineral is chalcopyrite, often associated with molybdenite. Because copper sulfide minerals and molybdenite have similar floatability and are easily floated, traditional flotation processes struggle to achieve efficient separation. This results in low-grade, low-recovery copper-molybdenum concentrates, and complex and costly subsequent separation processes.
[0003] Flotation separation of copper-molybdenum ores typically utilizes two main process flows: mixed flotation and separate flotation. Because copper minerals (such as chalcopyrite) and molybdenum minerals (such as molybdenite) have similar surface properties, co-floatation can be performed using collectors with good capture capabilities for both. Currently, copper-molybdenum ore flotation relies primarily on two types of collectors: xanthate collectors and oleic acid collectors. Xanthate collectors chemically adsorb copper ions on the copper mineral surface and molybdenum ions on the molybdenum mineral surface, increasing the hydrophobicity of the mineral surfaces and allowing them to be captured by bubbles and floated into the froth. While they can adsorb both copper and molybdenum minerals, their selectivity is poor, leading to gangue carryover and limiting concentrate grade. Oleic acid collectors are pH-sensitive, have poor stability in complex slurry environments, and generally produce molybdenum recoveries below 70%.
[0004] Therefore, there is an urgent need to develop a copper-molybdenum ore dressing agent that can take into account high recovery rates of copper and molybdenum, so as to improve the dressing efficiency, enhance product quality, and minimize resource waste. Summary of the Invention
[0005] In order to overcome the shortcomings of the existing technology, the primary purpose of the present invention is to provide a beneficiation agent for copper-molybdenum ores, which has good dispersibility and fluidity, good selectivity for copper-molybdenum minerals, strong capture ability, effectively improves the flotation efficiency of minerals, and obtains copper-molybdenum concentrates with high grade and high recovery rate.
[0006] Another object of the present invention is to provide a method for preparing the above-mentioned mineral processing agent for copper-molybdenum ores, which has a simple preparation process, a wide source of raw materials, and good application prospects.
[0007] The purpose of the present invention is achieved through the following technical solutions:
[0008] A beneficiation agent for copper-molybdenum ore, comprising the following raw materials, calculated by weight: 20-30 parts of diesel, 10-20 parts of 4-hydroxybutyl vinyl ether, 5-20 parts of 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecylamide, and 5-20 parts of thiocarbamate;
[0009] The structural formula of the 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide is as follows:
[0010] .
[0011] Furthermore, the preparation process of the 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide is as follows:
[0012] (1) Acetyl-3-bromopropanethiol, methyl 9,10-dihydroxyoctadecanoate and molecular sieves are added to dichloromethane, stirred at -5 to 5°C under an inert gas atmosphere, and then silver trifluoromethanesulfonate and trimethylsilyl trifluoromethanesulfonate are added and the reaction is carried out under the same temperature. After the reaction is completed, intermediate 1 is obtained by post-treatment.
[0013] The structural formula of the intermediate 1 is:
[0014]
[0015] (2) Adding intermediate 1 to methanol, then adding sodium hydroxide solution to react, concentrating to remove methanol, then adding hydrochloric acid solution to acidify, and post-processing to obtain intermediate 2;
[0016] The structural formula of the intermediate 2 is:
[0017]
[0018] (3) The intermediate 2 is added to dichloromethane, and then 3-aminopiperidine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and 4-dimethylaminopyridine are added to react; after the reaction is completed, the 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecaneamide is obtained by post-treatment.
[0019] Furthermore, the molar ratio of acetyl-3-bromopropanethiol, 9,10-dihydroxyoctadecanoic acid methyl ester, silver trifluoromethanesulfonate and trimethylsilyl trifluoromethanesulfonate in step (1) is 1: (1.1-1.5): (1.2-1.5): (0.1-0.3); the mass ratio of the molecular sieve to acetyl-3-bromopropanethiol is (1-1.5): 1.
[0020] Furthermore, the stirring time in step (1) is 20 to 30 minutes; and the insulation reaction time is 5 to 10 minutes.
[0021] Furthermore, in step (2), the usage ratio of the intermediate 1, methanol, and sodium hydroxide solution is 1 mmol: (5-8) mL: (25-35) mL; the concentration of the sodium hydroxide solution is 0.5-1 mol / L; and the reaction time is 2-5 h.
[0022] Furthermore, in step (3), the molar ratio of the intermediate 2, 3-aminopiperidine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and 4-dimethylaminopyridine is 1:(1.1-1.2):(1.2-1.5):(1.2-1.5); and the reaction time is 3-5 h.
[0023] Furthermore, the thiocarbamate is selected from at least one of ethylthiocarbamate-O-isopropyl ester and N-allyl-O-isobutyl-thiocarbamate; and the diesel is light diesel.
[0024] The preparation method of the above-mentioned beneficiation agent for copper-molybdenum ore is as follows: vinyl n-butyl ether, 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecaneamide, and thiocarbamate are mixed according to the aforementioned parts by weight, and then diesel is added and stirred to obtain the above-mentioned beneficiation agent for molybdenum ore.
[0025] Furthermore, the stirring time is 20 to 40 minutes.
[0026] The present invention has the following effects compared to the prior art:
[0027] 1. The copper-molybdenum ore dressing agent provided by the present invention is prepared by scientifically mixing diesel, 4-hydroxybutyl vinyl ether, 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecanoic acid amide and thiocarbamate. It not only has good dispersibility and fluidity and can be evenly covered on the mineral surface, but also has good selectivity for copper-molybdenum minerals and strong collection ability, which can effectively improve the flotation efficiency of the mineral and obtain high-grade and high-recovery copper-molybdenum concentrate.
[0028] 2. The components of the copper-molybdenum ore dressing agent of the present invention cooperate with each other, among which diesel is a conventional collector with good hydrophobicity, can be adsorbed on the mineral surface, and enhances the adhesion between the mineral and the bubbles; 4-hydroxybutyl vinyl ether improves the dispersibility of the ore pulp through its hydrophilic-hydrophobic amphiphilicity, and assists diesel, 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecanoic acid amide, and thiocarbamate to evenly cover the mineral surface, thereby indirectly optimizing the hydrophobic effect; 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecanoic acid amide has a long carbon chain hydrophobic group and active groups such as sulfhydryl and nitrogen elements in its structure. The hydrophobic group can significantly improve the hydrophobicity of the mineral surface, making it easier to be captured by bubbles. The active groups such as sulfhydryl and nitrogen elements form stable coordination bonds with metal ions on the mineral surface, thereby improving the selectivity for copper-molybdenum ore. BRIEF DESCRIPTION OF THE DRAWINGS
[0029] Figure 1The schematic diagram of the synthesis process of 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide of the present invention is shown. DETAILED DESCRIPTION
[0030] The technical solution of the present invention will be further described below in conjunction with specific embodiments. However, it should be understood by those skilled in the art that the following examples are only intended to illustrate the present invention and should not be construed as limiting the present invention. Specific conditions not specified in the examples are to be followed according to conventional conditions or the conditions recommended by the manufacturer. All reagents or instruments used, unless otherwise specified, are conventional products obtained from commercial channels.
[0031] Example 1
[0032] A beneficiation agent for copper-molybdenum ore comprises the following raw materials, calculated by weight: 25 parts of light diesel oil, 15 parts of 4-hydroxybutyl vinyl ether, 12 parts of 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecylamide, and 13 parts of N-allyl-O-isobutyl-thiocarbamate.
[0033] The structural formula of the above-mentioned 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide is as follows:
[0034] .
[0035] The preparation process of the 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide is as follows: Figure 1 The specific steps are as follows:
[0036] (1) Acetyl-3-bromopropanethiol (CAS: 928-46-1, 10 mmol), methyl 9,10-dihydroxyoctadecanoate (CAS: 1115-01-1, 12 mmol) and 4Å molecular sieves (2 g) were added to 30 mL of dichloromethane in sequence and stirred at 0°C under nitrogen atmosphere for 25 min. Silver trifluoromethanesulfonate (AgOTf, 14 mmol) and trimethylsilyl trifluoromethanesulfonate (TMSOTf, 2 mmol) were then added and the mixture was kept warm for 10 min. The reaction solution was neutralized with triethylamine to pH 7, filtered, and the filtrate was concentrated. The filtrate was separated and purified on a silica gel column (ethyl acetate / petroleum ether, 10:90) to obtain intermediate 1 (yield 83.2%). 1 H NMR (C 29 H 54O6S2,400 MHz, CDCl3): δ 3.65 (s, 3H), 3.41-3.28 (m, 10H), 2.35 (t, 2H), 2.33 (s,6H), 2.18-2.15 (m, 4H), 1.70-1.68 (m, 2H), 1.45-1.30 (m, 24H), 0.92 (s, 3H);HRMS (ESI + ): [M+H] + The calculated value is 563.34, and the found value is 563.32.
[0037] (2) Intermediate 1 (10 mmol) was added to 60 mL of methanol, and then 300 mL of 0.8 M sodium hydroxide solution was added. The reaction was allowed to react at room temperature for 4 h. The methanol was removed by concentration, and the mixture was acidified with 1 M hydrochloric acid solution. The mixture was then extracted with ethyl acetate three times, dried over anhydrous sodium sulfate, filtered and concentrated, and the crude product was purified by column chromatography (methanol / dichloromethane, volume: 8:92) to obtain intermediate 2 (yield: 78.8%). 1 H NMR (C 24 H 48 O4S2, 400 MHz, CDCl3): δ 3.41-3.35 (m, 6H), 2.56 (t,4H), 2.25 (t, 2H), 1.81-1.79 (m, 4H), 1.59-1.57 (m, 2H), 1.45-1.30 (m, 24H),0.92 (s, 3H); HRMS (ESI+): [M+H] + Calculated to be 465.30, found to be 465.30.
[0038] (3) Intermediate 2 (10 mmol) was added to 60 mL of dichloromethane, followed by 3-aminopiperidine (11 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI, 13 mmol), and 4-dimethylaminopyridine (DMAP, 13 mmol). The reaction was allowed to react at room temperature for 4 h. The reaction solution was washed with 1 M aqueous hydrochloric acid solution and water in sequence, and the dichloromethane phase was dried over anhydrous sodium sulfate. After filtration and concentration, the crude product was purified by column chromatography (methanol / dichloromethane volume was 8:92) to obtain 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecaneamide (yield 72.9%). 1 H NMR (C 29 H 58N2O3S2, 400MHz, DMSO-d6): δ 8.15 (s, 1H), 3.63-3.61 (m, 1H), 3.37-3.32 (m, 6H), 3.07-2.72 (m, 4H), 2.54 (t, 4H), 2.02-1.45 (m, 13H), 1.38-1.28 (m, 26H), 0.89 (s,3H); HRMS (ESI + ): [M+H] + The calculation is 547.39, and the result is 547.38.
[0039] This embodiment also provides a method for preparing the above-mentioned copper-molybdenum ore dressing agent, which specifically comprises the following steps:
[0040] According to the above parts by weight, 4-hydroxybutyl vinyl ether, 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecaneamide, and N-allyl-O-isobutyl-thiocarbamate are mixed, and then light diesel is added and stirred for 30 minutes to obtain the molybdenum ore dressing agent.
[0041] Example 2
[0042] A beneficiation agent for copper-molybdenum ore comprises the following raw materials, calculated by weight: 20 parts of light diesel oil, 10 parts of 4-hydroxybutyl vinyl ether, 5 parts of 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecylamide, and 5 parts of ethylthiocarbamic acid-O-isopropyl ester.
[0043] The structural formula of the above 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide is the same as that in Example 1, and its preparation process is as follows: Figure 1 The specific steps are as follows:
[0044] (1) Acetyl-3-bromopropanethiol (10 mmol), methyl 9,10-dihydroxyoctadecanoate (11-15 mmol) and 4Å molecular sieves (3 g) were added to 30 mL of dichloromethane in sequence and stirred at 5°C under nitrogen atmosphere for 20 min. Then, AgOTf (12 mmol) and TMSOTf (1 mmol) were added and the mixture was kept warm for 5 min. The reaction solution was neutralized with triethylamine to pH 7, filtered, and the filtrate was concentrated and separated and purified on a silica gel column (ethyl acetate / petroleum ether, volume: 10:90) to obtain intermediate 1 (yield: 82.7%). 1 H NMR and HRMS (ESI + ) are consistent with the results of Example 1.
[0045] (2) Intermediate 1 (10 mmol) was added to 50 mL of methanol, and then 250 mL of 1 M sodium hydroxide solution was added. The reaction was allowed to react at room temperature for 2 h. The methanol was removed by concentration, and the mixture was acidified with 1 M hydrochloric acid solution. The mixture was then extracted with ethyl acetate three times, dried over anhydrous sodium sulfate, filtered, concentrated, and the crude product was purified by column chromatography (methanol / dichloromethane, volume: 8:92) to obtain intermediate 2 (yield: 78.4%). 1 H NMR and HRMS (ESI + ) are consistent with the results of Example 1.
[0046] (3) Intermediate 2 (10 mmol) was added to 50 mL of dichloromethane, followed by 3-aminopiperidine (11 mmol), EDCI (12 mmol), and DMAP (15 mmol). The mixture was reacted at room temperature for 3 h. The reaction solution was washed with 1 M aqueous hydrochloric acid solution and water in sequence, and the dichloromethane phase was dried over anhydrous sodium sulfate. After filtration and concentration, the crude product was purified by column chromatography (methanol / dichloromethane volume was 8:92) to obtain 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoamide (yield 73.4%). 1 HNMR and HRMS (ESI + ) are consistent with the results of Example 1.
[0047] This embodiment also provides a method for preparing the above-mentioned copper-molybdenum ore dressing agent, which specifically comprises the following steps:
[0048] According to the above parts by weight, 4-hydroxybutyl vinyl ether, 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecaneamide, and ethylthiocarbamic acid-O-isopropyl ester are mixed, and then light diesel is added and stirred for 20 minutes to obtain the molybdenum ore dressing agent.
[0049] Example 3
[0050] A beneficiation agent for copper-molybdenum ore comprises the following raw materials, calculated by weight: 30 parts of light diesel oil, 20 parts of 4-hydroxybutyl vinyl ether, 20 parts of 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecylamide, 10 parts of ethylthiocarbamate-O-isopropyl ester, and 10 parts of N-allyl-O-isobutyl-thiocarbamate.
[0051] The structural formula of the above 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide is the same as that in Example 1, and its preparation process is as follows: Figure 1 The specific steps are as follows:
[0052] (1) Acetyl-3-bromopropanethiol (10 mmol), methyl 9,10-dihydroxyoctadecanoate (11-15 mmol) and 4Å molecular sieves (2 g) were added to 30 mL of dichloromethane in sequence and stirred at -5°C under nitrogen atmosphere for 30 min. Then, AgOTf (15 mmol) and TMSOTf (3 mmol) were added and the mixture was kept warm for 10 min. The reaction solution was neutralized with triethylamine to pH 7, filtered, and the filtrate was concentrated and separated and purified on a silica gel column (ethyl acetate / petroleum ether, volume: 10:90) to obtain intermediate 1 (yield: 83.6%). 1 H NMR and HRMS (ESI + ) are consistent with the results of Example 1.
[0053] (2) Intermediate 1 (10 mmol) was added to 80 mL of methanol, and then 350 mL of 0.5 M sodium hydroxide solution was added and reacted at room temperature for 5 h. The methanol was removed by concentration, and the mixture was acidified with 1 M hydrochloric acid solution. The mixture was then extracted with ethyl acetate three times, dried over anhydrous sodium sulfate, filtered and concentrated, and the crude product was purified by column chromatography (methanol / dichloromethane, volume: 8:92) to obtain intermediate 2 (yield: 78.5%). 1 H NMR and HRMS (ESI + ) are consistent with the results of Example 1.
[0054] (3) Intermediate 2 (10 mmol) was added to 70 mL of dichloromethane, followed by 3-aminopiperidine (12 mmol), EDCI (15 mmol), and DMAP (12 mmol). The mixture was reacted at room temperature for 5 h. The reaction solution was washed with 1 M aqueous hydrochloric acid solution and water, and the dichloromethane phase was dried over anhydrous sodium sulfate. After filtration and concentration, the crude product was purified by column chromatography (methanol / dichloromethane volume was 8:92) to obtain 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecaneamide (yield 72.0%). 1 HNMR and HRMS (ESI+) were consistent with the results of Example 1.
[0055] This embodiment also provides a method for preparing the above-mentioned copper-molybdenum ore dressing agent, which specifically comprises the following steps:
[0056] According to the above parts by weight, 4-hydroxybutyl vinyl ether, 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecaneamide, ethylthiocarbamic acid-O-isopropyl ester, and N-allyl-O-isobutyl-thiocarbamate are mixed, and then light diesel is added and stirred for 40 minutes to obtain the molybdenum ore dressing agent.
[0057] Comparative Example 1
[0058] Comparative Example 1 is substantially the same as Example 1, except that 4-hydroxybutyl vinyl ether is omitted.
[0059] Comparative Example 2
[0060] Comparative Example 1 is substantially the same as Example 1, except that 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoamide is replaced by oleic acid.
[0061] Test example
[0062] The flotation performance test of copper-molybdenum ore was carried out on the ore dressing agents prepared in Examples 1 to 3 and Comparative Examples 1 to 2. The specific method is as follows:
[0063] A copper-molybdenum ore (Cu content 0.582%, Mo content 0.014%) was ground to a content of 60-65% of material with a particle size less than 0.074 mm. A pH adjuster (CaO, 1000 g / t) was added. After slurrying for 2 minutes, the beneficiation reagent (30 g / t) obtained in Examples 1 to 3 or Comparative Examples 1 to 2 was added. After further slurrying for 2 minutes, a frother (BK-201, 21 g / t) was added. After slurrying for another 1 minute, a roughing process, two scavenging processes, and three concentrating processes were performed. During the concentrating process, the coarse concentrate was ground to a content of 90% of material with a particle size less than 0.045 mm. Water glass was added in an amount of 140 g / t during the first concentrating process. The tailings after the first, second, and third concentrating processes were returned to the roughing, first, and second concentrating processes, respectively. The roughing concentrate was subjected to three concentrating processes to obtain the final concentrate. During the scavenging, 15 g / t and 7.5 g / t of the beneficiation reagent obtained in Examples 1 to 3 or Comparative Examples 1 to 2 were added in the first and second scavenging, respectively. The specific test results are shown in Table 1:
[0064] Table 1
[0065]
[0066] As can be seen from Table 1, the mineral processing reagents prepared in Examples 1 to 3 of the present invention can take into account the grade and recovery rate of copper and molybdenum, and obtain copper-molybdenum concentrates with high grade and high recovery rate.
[0067] Compared with Example 1, Comparative Example 1 omits the 4-hydroxybutyl vinyl ether in Example 1, and Comparative Example 2 replaces 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecaneamide with oleic acid. The copper and molybdenum grade and copper and molybdenum recovery rate in the copper-molybdenum concentrate all decrease. Analysis of the reasons shows that the components in the copper-molybdenum ore dressing agents of Examples 1 to 3 of the present invention cooperate with each other, wherein diesel is a conventional collector with good hydrophobicity, can be adsorbed on the mineral surface, and enhances the adhesion between the mineral and the bubble; 4-hydroxybutyl vinyl ether improves the dispersion of the slurry through hydrophilic-hydrophobic amphiphilicity. The hydrophobicity of the mineral surface is improved by assisting diesel, 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecaneamide and thiocarbamate to evenly cover the mineral surface, thereby indirectly optimizing the hydrophobic effect; the structure of 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecaneamide has a long carbon chain hydrophobic group and active groups such as thiol and nitrogen elements. The hydrophobic group can significantly improve the hydrophobicity of the mineral surface, making it easier to be captured by bubbles. The active groups such as thiol and nitrogen elements form stable coordination bonds with the metal ions on the mineral surface, thereby improving the selectivity for copper-molybdenum ore.
[0068] Finally, it should be noted that the above embodiments are intended only to illustrate the technical solutions of the present invention and are not intended to limit the same. The basic principles and main features of the present invention have been described above using specific implementation schemes. Modifications or substitutions may be made based on the present invention, but such modifications or substitutions do not detract from the essence of the corresponding technical solutions from the scope of protection claimed by the present invention.
Claims
1. A beneficiation agent for copper-molybdenum ore, characterized in that: The raw materials include the following by weight: 20 to 30 parts of diesel, 10 to 20 parts of 4-hydroxybutyl vinyl ether, 5 to 20 parts of 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl) octadecaneamide, and 5 to 20 parts of thiocarbamate; The structural formula of the 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide is as follows: 。 2. The copper-molybdenum ore dressing agent according to claim 1, characterized in that: The preparation process of the 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecanoic acid amide is as follows: (1) Acetyl-3-bromopropanethiol, methyl 9,10-dihydroxyoctadecanoate and molecular sieves are added to dichloromethane, stirred at -5 to 5°C under an inert gas atmosphere, and then silver trifluoromethanesulfonate and trimethylsilyl trifluoromethanesulfonate are added and the reaction is carried out under the same temperature. After the reaction is completed, intermediate 1 is obtained by post-treatment. The structural formula of the intermediate 1 is: (2) Adding intermediate 1 to methanol, then adding sodium hydroxide solution to react, concentrating to remove methanol, then adding hydrochloric acid solution to acidify, and post-processing to obtain intermediate 2; The structural formula of the intermediate 2 is: (3) The intermediate 2 is added to dichloromethane, and then 3-aminopiperidine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and 4-dimethylaminopyridine are added to react; after the reaction is completed, the 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecaneamide is obtained by post-treatment.
3. The copper-molybdenum ore dressing agent according to claim 2, characterized in that: The molar ratio of acetyl-3-bromopropanethiol, 9,10-dihydroxyoctadecanoic acid methyl ester, silver trifluoromethanesulfonate and trimethylsilyl trifluoromethanesulfonate in step (1) is 1: (1.1-1.5): (1.2-1.5): (0.1-0.3); the mass ratio of the molecular sieve to acetyl-3-bromopropanethiol is (1-1.5):
1.
4. The copper-molybdenum ore dressing agent according to claim 2, characterized in that: The stirring time in step (1) is 20 to 30 minutes; the insulation reaction time is 5 to 10 minutes.
5. The copper-molybdenum ore dressing agent according to claim 2, characterized in that: In step (2), the usage ratio of the intermediate 1, methanol, and sodium hydroxide solution is 1 mmol: (5-8) mL: (25-35) mL; the concentration of the sodium hydroxide solution is 0.5-1 mol / L; and the reaction time is 2-5 h.
6. The copper-molybdenum ore dressing agent according to claim 2, characterized in that: In step (3), the molar ratio of the intermediate 2, 3-aminopiperidine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, and 4-dimethylaminopyridine is 1:(1.1-1.2):(1.2-1.5):(1.2-1.5); and the reaction time is 3-5 h.
7. The copper-molybdenum ore dressing agent according to claim 1, characterized in that: The thiocarbamate is selected from at least one of ethylthiocarbamate-O-isopropyl ester and N-allyl-O-isobutyl-thiocarbamate; and the diesel is light diesel.
8. The method for preparing the mineral processing agent for copper-molybdenum ores according to any one of claims 1 to 7, characterized in that: 4-Hydroxybutyl vinyl ether, 9,10-bis(3-mercaptopropoxy)-N-(piperidin-3-yl)octadecaneamide and thiocarbamate are mixed according to the parts by weight, and diesel is added and stirred to obtain the copper-molybdenum ore dressing agent.
9. The method for preparing a copper-molybdenum ore dressing agent according to claim 8, wherein: The stirring time is 20 to 40 minutes.
Citation Information
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