CN101250147A - 用于浮选剂的化合物及制备方法 - Google Patents
用于浮选剂的化合物及制备方法 Download PDFInfo
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- CN101250147A CN101250147A CNA200810086729XA CN200810086729A CN101250147A CN 101250147 A CN101250147 A CN 101250147A CN A200810086729X A CNA200810086729X A CN A200810086729XA CN 200810086729 A CN200810086729 A CN 200810086729A CN 101250147 A CN101250147 A CN 101250147A
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 43
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 239000008396 flotation agent Substances 0.000 title claims description 7
- 125000001424 substituent group Chemical group 0.000 claims abstract description 15
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims abstract description 3
- -1 3-C 4Thiazolinyl Chemical group 0.000 claims description 25
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 24
- 150000002148 esters Chemical class 0.000 claims description 13
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 10
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims description 9
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 9
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 claims description 7
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 7
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 7
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims description 7
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 7
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 7
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 7
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- PQLFROTZSIMBKR-UHFFFAOYSA-N ethenyl carbonochloridate Chemical compound ClC(=O)OC=C PQLFROTZSIMBKR-UHFFFAOYSA-N 0.000 claims description 6
- QABLOFMHHSOFRJ-UHFFFAOYSA-N methyl 2-chloroacetate Chemical compound COC(=O)CCl QABLOFMHHSOFRJ-UHFFFAOYSA-N 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 238000005188 flotation Methods 0.000 abstract description 28
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract description 9
- 239000004088 foaming agent Substances 0.000 abstract 1
- 239000012141 concentrate Substances 0.000 description 23
- 239000000463 material Substances 0.000 description 14
- 239000011148 porous material Substances 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 238000011084 recovery Methods 0.000 description 12
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 229910052500 inorganic mineral Inorganic materials 0.000 description 7
- 239000011707 mineral Substances 0.000 description 7
- 235000010755 mineral Nutrition 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 238000000227 grinding Methods 0.000 description 6
- 239000001103 potassium chloride Substances 0.000 description 6
- 235000011164 potassium chloride Nutrition 0.000 description 6
- 239000000395 magnesium oxide Substances 0.000 description 5
- TUZCOAQWCRRVIP-UHFFFAOYSA-N butoxymethanedithioic acid Chemical compound CCCCOC(S)=S TUZCOAQWCRRVIP-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OFLXLNCGODUUOT-UHFFFAOYSA-N acetohydrazide Chemical compound C\C(O)=N\N OFLXLNCGODUUOT-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- XEVRDFDBXJMZFG-UHFFFAOYSA-N carbonyl dihydrazine Chemical compound NNC(=O)NN XEVRDFDBXJMZFG-UHFFFAOYSA-N 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 3
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 3
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 3
- 230000004075 alteration Effects 0.000 description 2
- 229910052951 chalcopyrite Inorganic materials 0.000 description 2
- DVRDHUBQLOKMHZ-UHFFFAOYSA-N chalcopyrite Chemical compound [S-2].[S-2].[Fe+2].[Cu+2] DVRDHUBQLOKMHZ-UHFFFAOYSA-N 0.000 description 2
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical class CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000005065 mining Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052954 pentlandite Inorganic materials 0.000 description 2
- 229910052952 pyrrhotite Inorganic materials 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- PNHBRYIAJCYNDA-VQCQRNETSA-N (4r)-6-[2-[2-ethyl-4-(4-fluorophenyl)-6-phenylpyridin-3-yl]ethyl]-4-hydroxyoxan-2-one Chemical compound C([C@H](O)C1)C(=O)OC1CCC=1C(CC)=NC(C=2C=CC=CC=2)=CC=1C1=CC=C(F)C=C1 PNHBRYIAJCYNDA-VQCQRNETSA-N 0.000 description 1
- HIHOEGPXVVKJPP-JTQLQIEISA-N 5-fluoro-2-[[(1s)-1-(5-fluoropyridin-2-yl)ethyl]amino]-6-[(5-methyl-1h-pyrazol-3-yl)amino]pyridine-3-carbonitrile Chemical compound N([C@@H](C)C=1N=CC(F)=CC=1)C(C(=CC=1F)C#N)=NC=1NC=1C=C(C)NN=1 HIHOEGPXVVKJPP-JTQLQIEISA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- WYTGDNHDOZPMIW-RCBQFDQVSA-N alstonine Natural products C1=CC2=C3C=CC=CC3=NC2=C2N1C[C@H]1[C@H](C)OC=C(C(=O)OC)[C@H]1C2 WYTGDNHDOZPMIW-RCBQFDQVSA-N 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 238000000498 ball milling Methods 0.000 description 1
- 229910001919 chlorite Inorganic materials 0.000 description 1
- 229910052619 chlorite group Inorganic materials 0.000 description 1
- QBWCMBCROVPCKQ-UHFFFAOYSA-N chlorous acid Chemical compound OCl=O QBWCMBCROVPCKQ-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229940125872 compound 4d Drugs 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 229910052569 sulfide mineral Inorganic materials 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
产品名称 | 产率% | 品位 | 回收率% | |||
Ni | Cu | MgO | Ni | Cu | ||
K1K2K1+K2X∑ | 10.694.1014.7985.21100 | 9.234.2457.8450.251.38 | 4.786.835.2650.3351.06 | 4.6911.276.51 | 71.8512.6784.4915.51100.00 | 48.0226.3173.1826.82100.00 |
产品名称 | 产率% | 品位 | 回收率% | |||
Ni | Cu | MgO | Ni | Cu | ||
K1K2K1+K2X∑ | 10.274.2614.5385.47100 | 9.594.238.020.231.36 | 4.8056.545.3450.331.05 | 4.589.986.17 | 72.3213.2385.5714.43100.00 | 46.6426.3373.4026.66100.00 |
产品名称 | 产率% | 品位 | 回收率% | |||
Ni | Cu | MgO | Ni | Cu | ||
K1K2K1+K2X∑ | 10.644.1514.7985.21100.00 | 9.314.057.830.231.35 | 5.334.805.180.321.04 | 5.238.016.01 | 73.1312.4185.5314.47100.00 | 54.5819.1773.7626.24100.00 |
产品名称 | 产率% | 品位 | 回收率% | |||
Ni | Cu | MgO | Ni | Cu | ||
K1K2K1+K2X∑ | 10.284.2714.5585.45100 | 9.474.578.030.241.37 | 5.823.965.270.321.04 | 4.829.726.26 | 70.8614.2185.0714.93100 | 57.4816.2573.7326.27100 |
Claims (5)
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Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
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CN102942513A (zh) * | 2012-12-07 | 2013-02-27 | 湖南城市学院 | 浮选分离回收废旧锂离子电池电极材料方法用起泡剂 |
CN102942512A (zh) * | 2012-11-21 | 2013-02-27 | 南京师范大学 | 一种硫化物重金属捕集剂四硫代联氨基甲酸的制备方法 |
CN102942514A (zh) * | 2012-12-07 | 2013-02-27 | 湖南城市学院 | 紫罗兰酮基双查尔酮缩氨基硫脲及生产方法 |
CN103433147A (zh) * | 2013-08-16 | 2013-12-11 | 兰州大学 | 一种用于硫化铜镍矿的浮选药剂 |
CN103977907A (zh) * | 2014-05-15 | 2014-08-13 | 中南大学 | 一种黄原酸酰基酯捕收剂及其制备和应用方法 |
CN104826742A (zh) * | 2015-05-19 | 2015-08-12 | 烟台恒邦化工助剂有限公司 | 一种硫化矿的复合捕收剂及其制备方法 |
CN107737672A (zh) * | 2017-09-28 | 2018-02-27 | 四川有色金砂选矿药剂有限公司 | 选矿用黄药及其制备方法 |
CN109622236A (zh) * | 2018-12-25 | 2019-04-16 | 福州大学 | 一种次生硫化铜矿物浮选捕收剂及其合成方法与应用 |
CN110947521A (zh) * | 2019-12-31 | 2020-04-03 | 天津天宝翔科技有限公司 | 一种酰肼类浮选捕收剂及其制备方法和应用 |
CN111068924A (zh) * | 2019-12-23 | 2020-04-28 | 中南大学 | 2-氰基-n-(取代氨甲酰)乙酰胺类化合物在含钙矿物浮选中的应用 |
CN113102113A (zh) * | 2021-04-13 | 2021-07-13 | 中南大学 | 一种方铅矿与含锌脉石选择性浮选分离药剂和方法 |
CN113210134A (zh) * | 2021-05-08 | 2021-08-06 | 湖南科技大学 | 一种酰基羧基硫氮酯类化合物的制备与应用 |
CN113245066A (zh) * | 2021-06-23 | 2021-08-13 | 北京矿冶研究总院 | 聚烷氧基黄药酯硫化矿捕收剂及其制备方法和应用 |
CN114210461A (zh) * | 2021-11-30 | 2022-03-22 | 深圳市中金岭南有色金属股份有限公司凡口铅锌矿 | 铅粗精矿精选方法 |
-
2008
- 2008-03-11 CN CN200810086729XA patent/CN101250147B/zh active Active
Cited By (17)
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CN102942512A (zh) * | 2012-11-21 | 2013-02-27 | 南京师范大学 | 一种硫化物重金属捕集剂四硫代联氨基甲酸的制备方法 |
CN102942513A (zh) * | 2012-12-07 | 2013-02-27 | 湖南城市学院 | 浮选分离回收废旧锂离子电池电极材料方法用起泡剂 |
CN102942514A (zh) * | 2012-12-07 | 2013-02-27 | 湖南城市学院 | 紫罗兰酮基双查尔酮缩氨基硫脲及生产方法 |
CN102942513B (zh) * | 2012-12-07 | 2013-12-11 | 湖南城市学院 | 浮选分离回收废旧锂离子电池电极材料方法用起泡剂 |
CN103433147A (zh) * | 2013-08-16 | 2013-12-11 | 兰州大学 | 一种用于硫化铜镍矿的浮选药剂 |
CN103977907A (zh) * | 2014-05-15 | 2014-08-13 | 中南大学 | 一种黄原酸酰基酯捕收剂及其制备和应用方法 |
CN104826742A (zh) * | 2015-05-19 | 2015-08-12 | 烟台恒邦化工助剂有限公司 | 一种硫化矿的复合捕收剂及其制备方法 |
CN104826742B (zh) * | 2015-05-19 | 2016-12-07 | 烟台恒邦化工助剂有限公司 | 一种硫化矿的复合捕收剂及其制备方法 |
CN107737672A (zh) * | 2017-09-28 | 2018-02-27 | 四川有色金砂选矿药剂有限公司 | 选矿用黄药及其制备方法 |
CN109622236A (zh) * | 2018-12-25 | 2019-04-16 | 福州大学 | 一种次生硫化铜矿物浮选捕收剂及其合成方法与应用 |
CN111068924A (zh) * | 2019-12-23 | 2020-04-28 | 中南大学 | 2-氰基-n-(取代氨甲酰)乙酰胺类化合物在含钙矿物浮选中的应用 |
CN110947521A (zh) * | 2019-12-31 | 2020-04-03 | 天津天宝翔科技有限公司 | 一种酰肼类浮选捕收剂及其制备方法和应用 |
CN113102113A (zh) * | 2021-04-13 | 2021-07-13 | 中南大学 | 一种方铅矿与含锌脉石选择性浮选分离药剂和方法 |
CN113102113B (zh) * | 2021-04-13 | 2022-01-18 | 中南大学 | 一种方铅矿与含锌脉石选择性浮选分离药剂和方法 |
CN113210134A (zh) * | 2021-05-08 | 2021-08-06 | 湖南科技大学 | 一种酰基羧基硫氮酯类化合物的制备与应用 |
CN113245066A (zh) * | 2021-06-23 | 2021-08-13 | 北京矿冶研究总院 | 聚烷氧基黄药酯硫化矿捕收剂及其制备方法和应用 |
CN114210461A (zh) * | 2021-11-30 | 2022-03-22 | 深圳市中金岭南有色金属股份有限公司凡口铅锌矿 | 铅粗精矿精选方法 |
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CN101250147B (zh) | 2011-11-23 |
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