中国地质科学院郑州矿产综合利用研究所主办
高级检索

肟类选冶药剂的合成与应用

,  , 

文章导航 > 矿产保护与利用 > 2020 > 40(2): 10-16

上一篇

下一篇

孙青, 王帅, 钟宏. 肟类选冶药剂的合成与应用[J]. 矿产保护与利用, 2020, 40(2): 10-16. doi: 10.13779/j.cnki.issn1001-0076.2020.02.002
引用本文: 孙青, 王帅, 钟宏. 肟类选冶药剂的合成与应用[J]. 矿产保护与利用, 2020, 40(2): 10-16. doi: 10.13779/j.cnki.issn1001-0076.2020.02.002
shu
SUN Qing, WANG Shuai, ZHONG Hong. Synthesis and Application of Oximes for Mineral Processing and Metallurgy[J]. Conservation and Utilization of Mineral Resources, 2020, 40(2): 10-16. doi: 10.13779/j.cnki.issn1001-0076.2020.02.002
Citation: SUN Qing, WANG Shuai, ZHONG Hong. Synthesis and Application of Oximes for Mineral Processing and Metallurgy[J]. Conservation and Utilization of Mineral Resources, 2020, 40(2): 10-16. doi: 10.13779/j.cnki.issn1001-0076.2020.02.002
shu

肟类选冶药剂的合成与应用

  • 中南大学 化学化工学院 锰资源高效清洁利用湖南省重点试验室，湖南 长沙 410083

  • 基金项目: 国家自然科学基金（51774329）
详细信息
    作者简介: 孙青,博士研究生,E-mail:sunqing@csu.edu.cn
    通讯作者: 钟宏(1961-),男,浙江龙泉人,教授,博士,主要研究方向为选矿药剂的分子设计与合成,E-mail:zhongh@csu.edu.cn

  • 中图分类号: TD923+.1;TF803.2+4

Synthesis and Application of Oximes for Mineral Processing and Metallurgy

  • Hunan Provincial Key Laboratory of Efficient and Clean Utilization of Manganese Resources, College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China

More Information

    摘要

  • 肟类化合物具有独特的化学反应活性，可以与多种金属离子配位，具有广阔的应用前景。综述了醛肟、酮肟、羟肟酸和偕胺肟等肟类化合物的结构与性质；介绍了羧基羟肟酸、酰氨基羟肟酸、巯基肟、烯基肟、氨基偕胺肟、双偕胺肟和肟类高分子等新型多功能基肟类化合物的合成方法和传统肟类化合物的合成新方法以及它们在矿物浮选和冶金中的应用新进展。

    Oxime compounds, which have unique chemical reactivity, can coordinate with a variety of metal ions and have broad application prospects. The structures and properties of oximes, including aldoxime, ketoxime, hydroxamic acid and amidoxime, were reviewed. The synthesis methods of new multi-functional chelating oximes, such as carboxyl hydroxamic acid, amide-alkylhydroximic acid, thiol oxime, olefin oxime, amino amidoxime, bis(amidoxime) and oxime polymer, and the improvement of traditional oxime compounds were introduced. The updated progress of their application in the fields of flotation and metallurgy were also reviewed.

    • HTML全文
  • 加载中

  • 图 1  肟类化合物的结构式

    Figure 1. 

    下载: 全尺寸图片 幻灯片

    图 2  羟肟酸与金属离子的螯合结构

    Figure 2. 

    下载: 全尺寸图片 幻灯片

    图 3  偕胺肟与金属离子的螯合结构

    Figure 3. 

    下载: 全尺寸图片 幻灯片

    图 4  (1)羧基单羟肟酸和(2)羧基双羟肟酸的分子结构

    Figure 4. 

    下载: 全尺寸图片 幻灯片

    图 5  酰氨基羟肟酸的分子结构

    Figure 5. 

    下载: 全尺寸图片 幻灯片

    图 6  (1)巯基－酮肟和(2)巯基－羟肟酸的分子结构

    Figure 6. 

    下载: 全尺寸图片 幻灯片

    图 7  (1)烯基－羟肟酸和(2)烯基－醛肟的分子结构

    Figure 7. 

    下载: 全尺寸图片 幻灯片

    图 8  氨基偕胺肟的分子结构

    Figure 8. 

    下载: 全尺寸图片 幻灯片

    图 9  BHDA在一水硬铝石表面作用示意图

    Figure 9. 

    下载: 全尺寸图片 幻灯片

    图 10  NO-8、OHA和BHA对黑钨矿的浮选作用原理

    Figure 10. 

    下载: 全尺寸图片 幻灯片

    图 11  HABTC在黄铜矿表面的吸附模型

    Figure 11. 

    下载: 全尺寸图片 幻灯片
    • 参考文献(41)
  • [1]

    M. H. Dindar, S. A.M. Fathi, M. R. Yaftian, et al. Solid phase extraction of copper(II) ions using C18-silica disks modified by oxime ligands[J]. Journal of Hazardous Materials, 2010, 179(1-3):289-294. doi: 10.1016/j.jhazmat.2010.02.092

    [2]

    梁高杰,陈文汨,范尚.赤泥沉降用新型氧肟酸絮凝剂的合成与应用[J].中南大学学报(自然科学版),2017,48(2):295-301. http://d.old.wanfangdata.com.cn/Periodical/zngydxxb201702004

    [3]

    安鹏,匙芳廷,文君,等.电子转移活化再生催化剂原子转移自由基聚合法制备吸附剂及其吸铀性能[J].同位素,2018,31(2):84-92. http://d.old.wanfangdata.com.cn/Periodical/tws201802003

    [4]

    G. A. Hope, A. Numprasanthai, A. N. Buckley, et al. Bench-scale flotation of chrysocolla with n-octanohydroxamate[J]. Minerals Engineering, 2012, 36-38:12-20. https://www.sciencedirect.com/science/article/abs/pii/S0892687512000362

    [5]

    I. Narin, Y. Surme, E. Bercin, et al. SP70-α-benzoin oxime chelating resin for preconcentration-separation of Pb(II), Cd(II), Co(II) and Cr(III) in environmental samples[J]. Journal of Hazardous Materials, 2007, 145(1-2):113-119. doi: 10.1016/j.jhazmat.2006.11.001

    [6]

    张首才,孙丽娟.二茂铁羟肟酸去除铜(Ⅱ)、镍(Ⅱ)、锌(Ⅱ)、铬(Ⅲ)的研究[J].化学工程师,2009(8):63-64. doi: 10.3969/j.issn.1002-1124.2009.08.021

    [7]

    贾云,钟宏,王帅,等.捕收剂的分子设计与绿色合成[J].中国有色金属学报,2020,30(2):456-466. http://d.old.wanfangdata.com.cn/Periodical/zgysjsxb202002024

    [8]

    钟宏,刘威,王帅.一种羟肟酸盐捕收剂的制备方法.201810510460.7[P].2018-05-24.

    [9]

    颜玲玲,殷志刚,蒋玉仁.2-羟肟基正壬酸对一水硬铝石的浮选脱硅性能[J].广州化学,2010,35(3):26-32. doi: 10.3969/j.issn.1009-220X.2010.03.006

    [10]

    Y.R. Jiang, Y.F. Pan, D. Chen, et al. A theoretical study of the effect of carboxyl hydroxamic acid on the flotation behavior of diaspore and aluminosilicate minerals[J]. Clays and Clay Minerals, 2012, 60(1):52-62. doi: 10.1346/CCMN.2012.0600105

    [11]

    L.Q. Deng, S. Wang, H. Zhong, et al. N-(6-(hydroxyamino)-6-oxohexyl) decanamide collector:Flotation performance and adsorption mechanism to diaspore[J]. Applied Surface Science, 2015, 347:79-87. doi: 10.1016/j.apsusc.2015.03.138

    [12]

    郑林禄,杨发福.醛肟基杯[4]芳烃衍生物的合成及性能研究[J].化学试剂,2013,35(3):282-284. http://d.old.wanfangdata.com.cn/Periodical/huaxsj201303023

    [13]

    肖友军,贺燕华,陈建钗.2-羟基-5-特辛基苯乙酮肟的合成及表征[J].有色金属科学与工程,2014,5(5):97-100. http://d.old.wanfangdata.com.cn/Periodical/jxysjs201405018

    [14]

    张彩霞,舒庆,刘若琳,等.新型铜萃取剂对十二烷基苯基羧基甲酮肟的合成及其萃铜性能[J].有色金属科学与工程,2017,8(6):36-42. http://d.old.wanfangdata.com.cn/Periodical/jxysjs201706006

    [15]

    J.J. Xiao, G.Y. Liu, H. Zhong, et al. The flotation behavior and adsorption mechanism of O-isopropyl-S-[2-(hydroxyimino) propyl] dithiocarbonate ester to chalcopyrite[J]. Journal of the Taiwan Institute of Chemical Engineers, 2017, 71:38-46. doi: 10.1016/j.jtice.2016.12.022

    [16]

    H.F. Xu, H. Zhong, Q. Tang, et al. A novel collector 2-ethyl-2-hexenoic hydroxamic acid:Flotation performance and adsorption mechanism to ilmenite[J]. Applied Surface Science, 2015, 353:882-889. doi: 10.1016/j.apsusc.2015.06.072

    [17]

    张严,卢宇熙,王帅,等.偕氨肟捕收剂对石英和磁铁矿的浮选性能[J].矿产保护与利用,2019(4):104-108. http://kcbh.cbpt.cnki.net/WKD/WebPublication/paperDigest.aspx?paperID=217a88be-9cb6-4e21-b036-3f08ccd8d7d3

    [18]

    H. Xu, T.W. Chu, X.Y. Wang, et al. Facile synthesis of bis(hydroxamamide)-based tetradentate ligands for 99mTc-radiopharmaceutical[J]. Applied Radiation and Isotopes, 2005, 62(6):919-922. doi: 10.1016/j.apradiso.2004.12.008

    [19]

    李海普,梁璀,李学明,等.含异羟肟酸基团的高分子絮凝剂的制备[J].轻金属,2010(5):19-24. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=qjs201005005

    [20]

    刘西艳,许璐,张晓敏,等.一种偕胺肟基纤维材料对模拟盐湖水中铀的吸附研究[J].中国科学:化学,2018,48(5):518-526. http://www.cnki.com.cn/Article/CJFDTotal-JBXK201805006.htm

    [21]

    孟勇,苏胜培,毛丽秋,等.丙烯酰胺-丙烯酸-丙烯羟肟酸共聚物乳液脱除电镀废水中的重金属离子[J].化工进展,2009,28(11):2072-2075. http://d.old.wanfangdata.com.cn/Periodical/hgjz200911037

    [22]

    Z.F. Cao, P. Qiu, S. Wang, et al. Benzohydroxamic acid to improve iron removal from potash feldspar ores[J]. Journal of Central South University, 2018, 25(9):2190-2198. doi: 10.1007/s11771-018-3907-4

    [23]

    蒋玉仁,胡岳华,曹学锋.新型螯合捕收剂COBA结构与捕收性能的关系[J].中国有色金属学报,2001,11(4):702-706. doi: 10.3321/j.issn:1004-0609.2001.04.035

    [24]

    王明细,蒋玉仁.新型螯合捕收剂COBA浮选黑钨矿的研究[J].矿冶工程,2002,22(1):56-57. doi: 10.3969/j.issn.0253-6099.2002.01.018

    [25]

    戴婷,王帅,钟宏.N-烃基酰氨基己基羟肟酸对菱锰矿的浮选性能与吸附机理[J].中国锰业,2018,36(4):142-146. http://d.old.wanfangdata.com.cn/Periodical/zgmengy201804036

    [26]

    L.Q. Deng, H. Zhong, S. Wang, et al. A novel surfactant N-(6-(hydroxyamino)-6-oxohexyl)octanamide:Synthesis and flotation mechanisms to wolframite[J]. Separation and Purification Technology, 2015, 145:8-16. doi: 10.1016/j.seppur.2015.02.029

    [27]

    肖静晶,刘广义,钟宏.N-丁氧基丙基-S-[2-(肟基)丙基]二硫代氨基甲酸酯浮选孔雀石的疏水机理[J].中国有色金属学报,2018,28(2):416-424. http://d.old.wanfangdata.com.cn/Periodical/zgysjsxb201802024

    [28]

    S. Liu, H. Zhong, G.Y. Liu, et al. Cu(I)/Cu(II) mixed-valence surface complexes of S-[(2-hydroxyamino)-2-oxoethyl]-N,N-dibutyldithiocarbamate:Hydrophobic mechanism to malachite flotation[J]. Journal of Colloid and Interface Science, 2018, 512:701-712. doi: 10.1016/j.jcis.2017.10.063

    [29]

    S. Liu, G.Y. Liu, H. Zhong, et al. The role of HABTC's hydroxamate and dithiocarbamate groups in chalcopyrite flotation[J]. Journal of Industrial and Engineering Chemistry, 2017, 52:359-368. doi: 10.1016/j.jiec.2017.04.015

    [30]

    H.F. Xu, H. Zhong, S. Wang, et al. Synthesis of 2-ethyl-2-hexenal oxime and its flotation performance for copper ore[J]. Minerals Engineering, 2014, 66-68:173-180. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=f9ac34562453bb17fa3540feee13195c

    [31]

    黄志强.新型阳离子捕收剂的合成及其对铝硅矿物的浮选性能与机理研究[D].长沙:中南大学,2015.

    [32]

    Q. Kong, X.Z. Bai, H.J. Lin, et al. Improved determination of salicylaldoxime in water samples by liquid-liquid extraction followed by high performance liquid chromatographic analysis[J]. Journal of Central South University, 2018, 25(4):701-708. doi: 10.1007/s11771-018-3774-z

    [33]

    H. Miyasaka, A. Saitoh, S. Yanagida, et al. Nickel(II) and iron(II) mononuclear complexes with 1-methylimidazole-2-aldoximate:New building units for molecule-assembled magnetic materials[J]. Inorganica Chimica Acta, 2005, 358(12):3525-3535. doi: 10.1016/j.ica.2005.05.010

    [34]

    A. Parus, K. Wieszczycka, A. Olszanowski. Solvent extraction of cadmium(II) from chloride solutions by pyridyl ketoximes[J]. Hydrometallurgy, 2011, 105(3-4):284-289. doi: 10.1016/j.hydromet.2010.10.007

    [35]

    S. Panigrahi, P. K. Parhi, K. Sarangi, et al. A study on extraction of copper using LIX 84-I and LIX 622N[J]. Separation and Purification Technology, 2009, 70(1):58-62. doi: 10.1016/j.seppur.2009.08.013

    [36]

    L.Q. Li, H. Zhong, Z.F. Cao, et al. Recovery of copper(II) and nickel(II) from plating wastewater by solvent extraction[J]. Chinese Journal of Chemical Engineering, 2011, 19(6):926-930. doi: 10.1016/S1004-9541(11)60073-6

    [37]

    K. Prochaska,黄宗良.含两个羟肟基团的螯合萃取剂的界面活性和铜的萃取速率[J].湿法冶金,1995(2):47-50. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=QK199500431568

    [38]

    周洁,王劲松,林艳,等.5,11,17,23,29,35-六羧基-37,38,39,40,41,42-六羟肟酸甲氧基杯[6]芳烃对铀(Ⅵ)的萃取[J].环境工程学报,2015,9(11):5315-5321. doi: 10.12030/j.cjee.20151129

    [39]

    时文中,朱国才.氯化铵氯化-二酰异羟肟酸萃取法从粉煤灰中提取锗的研究[J].河南大学学报(自然科学版),2007(2):147-151,156. doi: 10.3969/j.issn.1003-4978.2007.02.009

    [40]

    王其观,胡慧萍,陈湘攀,等.含氧肟酸基团絮凝剂的合成及其对赤泥的沉降效果[J].轻金属,2013(8):20-23. http://www.cnki.com.cn/Article/CJFDTotal-QJSS201308007.htm

    [41]

    J. Stemper, W. Tuo, E. Mazarío, et al. Synthesis of bis(amidoxime)s and evaluation of their properties as uranyl-complexing agents[J]. Tetrahedron, 2018, 74(21):2641-2649. doi: 10.1016/j.tet.2018.04.016

    • 相关文章
  • 施引文献
  • 资源附件(0)
  • 加载中

图(11)

计量
  • 文章访问数:  1933
  • PDF下载数:  307
  • 施引文献:  0
出版历程
收稿日期:  2020-02-10
刊出日期:  2020-04-25

目录

    版权所有：中国地质调查局发展研究中心 copyright @2020
    返回