|本期目录/Table of Contents|

[1]郭晓静,褚良银,蔡璐,等.冠醚的离子识别功能及在分离中的应用[J].南京工业大学学报(自然科学版),2013,35(06):120-126.[doi:10.3969/j.issn.1671-7627.2013.06.024]
 GUO Xiaojing,CHU Liangyin,CAI Lu,et al.Ionic recognition properties of crown ethers and their applications in separation[J].Journal of NANJING TECH UNIVERSITY(NATURAL SCIENCE EDITION),2013,35(06):120-126.[doi:10.3969/j.issn.1671-7627.2013.06.024]
点击复制

冠醚的离子识别功能及在分离中的应用()
分享到:

《南京工业大学学报(自然科学版)》[ISSN:1671-7627/CN:32-1670/N]

卷:
35
期数:
2013年06期
页码:
120-126
栏目:
出版日期:
2013-11-20

文章信息/Info

Title:
Ionic recognition properties of crown ethers and their applications in separation
文章编号:
1671-7627(2013)06-0120-07
作者:
郭晓静1褚良银2蔡璐1朱育丹1吕玲红1陆小华1
1. 南京工业大学 材料化学工程国家重点实验室,江苏 南京 210009; 2. 四川大学 化工学院,四川 成都 610065
Author(s):
GUO Xiaojing1CHU Liangyin2CAI Lu1ZHU Yudan1LÜ Linghong1LU Xiaohua1
1. State Key Laboratory of Materials-Oriented Chemical Engineering,Nanjing University of Technology,Nanjing 210009,China; 2. School of Chemical Engineering,Sichuan University,Chengdu 610065,China
关键词:
冠醚 离子识别 溶剂 分离
Keywords:
crown ethersion recognitionsolventseparationmembrane
分类号:
O643
DOI:
10.3969/j.issn.1671-7627.2013.06.024
文献标志码:
A
摘要:
介绍冠醚的发现、结构以及命名,从生物离子通道对离子的选择性机制出发探讨冠醚对离子的选择性机制,分析了影响冠醚对离子选择性配位过程中的“主-客”体相互作用以及离子溶剂化相互作用,探讨了分子模拟技术在研究冠醚的离子响应机制中的作用和地位,在此基础上总结了冠醚在分离领域的应用。
Abstract:
The findings,structures and naming of crown ethers were described,and the ion recognition mechanism of crown ethers from the ion selectivity mechanism of ionic channel was analyzed with the emphasis on “host-guest” interaction and ionic solvation in the ion recognition process of crown ethers.The function and the role of molecular simulation in studying the ion recognition mechanism of crown ethers were also introduced,and the applications of crown ethers in separation field were summurized.

参考文献/References:

[1] Pedersen J C.Cyclic polyethers and their complexes with metal salts[J].Journal of the American Chemical Society,1967,89(26):7017-7036.
[2] Pedersen J C.Cyclic polyethers and their complexes with metal salts[J].Journal of the American Chemical Society,1967,89(10):2495-2496.
[3] Cram J D,Cram M J.Host-guest chemistry[J].Science,1974,183:803-809.
[4] Helgeson C R,Koga K,Timko M J,et al.Complete optical resolution by differential complexation in solution between a chiral cyclic polyether and an.alpha.-amino acid[J].Journal of the American Chemical Society,1973,95(9):3021-3023.
[5] Cram J D.Cavitands:organic hosts with enforced cavities[J].Science,1983,219:1177-1183.
[6] Lehn M J.Cryptates inclusion complexes of macropolycyclic receptor molecules[J].Pure and Applied Chemistry,1978,50(9/10):871-892.
[7] Meléndez E,Arif M A,Ziegler L M,et al.Pentadienyl,a more reactive and more strongly bound ligand than cyclopentadienyl[J].Angewandte Chemie International Edition in English,1988,27(8):1099-1101.
[8] Gokel W G,Leevy M W,Weber E M.Crown ethers:sensors for ions and molecular scaffolds for materials and biological models[J].Chemical Reviews,2004,104(5):2723-2750.
[9] 张来新,赵卫星,杨琼,等.蓬勃发展的冠醚化学[J].合成材料老化与应用,2011,40(4):37-40.
[10] Izatt M R,Nelson P D,Rytting H J,et al.Calorimetric study of the interaction in aqueous solution of several uni-and bivalent metal ions with the cyclic polyether dicyclohexyl-18-crown-6 at 10,25,and 40.deg[J].Journal of the American Chemical Society,1971,93(7):1619-1623.
[11] Glendening D E,Feller D,Thompson A M.An ab initio investigation of the structure and alkali metal cation selectivity of 18-Crown-6[J].Journal of the American Chemical Society,1994,116(23):10657-10669.
[12] Hille B.Ion channels of excitable membranes[M].3rd ed.Sunderland:Sinauer Associates,Inc.2001.
[13] Noskov R S.Importance of hydration and dynamics on the selectivity of the KcsA and NaK channels[J].The Journal of General Physiology,2007,129(2):135-143.
[14] Shao Q,Zhou J,Lu L H,et al.Anomalous hydration shell order of Na+ and K+ inside carbon nanotubes[J].Nano Letters,2009,9(3):989-994.
[15] Wang P,Izatt M R,Gillespie E S,et al.Thermodynamics of the interaction of 18-crown-6 with K+,Ti+,Ba2+,Sr2+ and Pb2+ from 323.15 to 398.15 K[J].Journal of the Chemical Society,Faraday Transactions,1995,91(23):4207-4213.
[16] 房春晖.电解质水溶液结构研究进展及前景[J].化学进展,1996(4):318-330.
[17] 黄子卿.电解质溶液理论导论[M].北京:科学出版社,2010.
[18] Bock W C,Markham D G,Katz K A,et al.The arrangement of first-and second-shell water molecules around metal ions:effects of charge and size[J].Theoretical Chemistry Accounts,2006,115(2/3):100-112.
[19] Gupta R B,Johnston K P.Ion hydration in supercritical water[J].Industrial & Engineering Chemistry Research,1994,33(11):2819-2829.
[20] Zhu Y,Wei M,Shao Q,et al.Molecular dynamics study of pore inner wall modification effect in structure of water molecules confined in single-walled carbon nanotubes[J].The Journal of Physical Chemistry C,2008,113(3):882-889.
[21] Haya B M,Hurtado P,Hortal A R,et al.Spectroscopic investigation of the gas-phase conformations of 15-crown-5 ether complexes with K+[J].Journal of Physical Chemistry A,2009,113(27):7748-7752.
[22] Yamauchi A,Hayashita T,Nishizawa S,et al.Benzo-15-crown-5 fluoroionophore/γ-cyclodextrin complex with remarkably high potassium ion sensitivity and selectivity in water[J].Journal of the American Chemical Society,1999,121(10):2319-2320.
[23] Mi P,Chu L Y,Ju X,et al.A smart polymer with ion-induced negative shift of the lower critical solution temperature for phase transition[J].Macromolecular Rapid Communications,2008,29(1):27-32.
[24] Dang X L.Mechanism and thermodynamics of ion selectivity in aqueous solutions of 18-Crown-6 ether:a molecular dynamics study[J].Journal of the American Chemical Society,1995,117(26):6954-6960.
[25] Melson A G.Coordination chemistry of macrocyclic compounds[M].New York:Plenum Press,1979.
[26] Maleknia S,Brodbelt J.Gas-phase slectivities of crown ethers for alkali metal ion complexation[J].Journal of the American Chemical Society,1992,114(11):4295-4298.
[27] Alexander V.Design and synthesis of macrocyclic ligands and their complexes of lanthanides and actinides[J].Chemical Reviews,1995,95(2):273-342.
[28] Troxler L,Wipff G.Conformation and dynamics of 18-crown-6,cryptand-222,and their cation complexes in acetonitrile studied by molecular-dynamics simulations[J].Journal of the American Chemical Society,1994,116(4):1468-1480.
[29] Diao S K,Wang H J,Qiu Z M.A DFT study on the metal binding selectivity of 12-crown-4 and its heterocyclic analogs[J].Journal of Molecular Structure:Journal of Molecular Structure:Theochem.2009,901(1/2/3):157-162.
[30] De S,Ali M S,Shenoi M,et al.Conformational effect on the preferential binding of alkali metal cation with crown ether:a molecular level investigation[J].Desalination and Water Treatment,2009,12(1/2/3):93-99.
[31] More B M,Ray D,Armentrout B P.Intrinsic affinities of alkali cations for 15-crown-5 and 18-crown-6:bond dissociation energies of gas-phase M+-crown ether complexes[J].Journal of the American Chemical Society,1999,121(2):417-423.
[32] Feller D.Abinitio study of M+:18-crown-6 microsolvation[J].The Journal of Physical Chemistry A,1997,101(14):2723-2731.
[33] Dishong M D,Gokel W G.Crown cation complex effects.16.solvent dependence of the 15-crown-5 and 18-crown-6 equilibriums with sodium cation[J].The Journal of Organic Chemistry,1982,47(1):147-148.
[34] Frensdorff K H.Stability constants of cyclic polyether complexes with univalent cations[J].Journal of the American Chemical Society,1971,93(3):600-606.
[35] Frensdorff K H.Salt complexes of cyclic polyethers distribution equilibriums[J].Journal of the American Chemical Society,1971,93(19):4684-4688.
[36] Dang X L.Mechanism and thermodynamics of ion selectivity in aqueous solutions of 18-crown-6 ether-a molecular dynamics study[J].Journal of the American Chemical Society,1995,117(26):6954-6960.
[37] Agostiano A,Caselli M,Monica D M.A polarographic investigation on the equilibrium constants of crown complexes in alcoholic solutions[J].Journal of Electroanalytical Chemistry and Interfacial Electrochemistry,1976,74(1):95-105.
[38] Kim S H.Selectivity of 12-crown-4 to cations in CH3OH:a monte carlo simulation study[J].Bulletin of the Korean Chemical Society,2006,27(2):315-318.
[39] Hou H,Zeng X,Liu X.DFT study of a series of crown-4 ethers and their selectivity trend for alkali metal cations:Li+ and Na+[J].Journal of Molecular Modeling,2009,15(2):105-111.
[40] Diao K,Wang H,Qiu Z.A DFT study on the selective extraction of metallic ions by 12-crown-4[J].Journal of Solution Chemistry,2009,38(6):713-724.
[41] Krongsuk S,Kerdcharoen T,Hannongbua S.The hydration structure of 18-crown-6/K+ complex as studied by monte carlo simulation using ab initio fitted potential[J].Journal of Molecular Graphics and Modelling,2006,25(1):55-60.
[42] Eerden V J,Harkema S,Feil D.Molecular dynamics of 18-crown-6 complexes with alkali-metal cations:calculation of relative free energies of complexation[J].The Journal of Physical Chemistry,1988,92(18):5076-5079.
[43] Rüdiger V,Schneider H,Solov’ev P V,et al.Crown ether-ammonium complexes:binding mechanisms and solvent effects[J].European Journal of Organic Chemistry,1999,1999(8):1847-1856.
[44] Kowall T,Geiger A.Molecular dynamics simulation study of 18-crown-6 in aqueous solution:1.structure and dynamics of the hydration shell[J].The Journal of Physical Chemistry,1994,98(24):6216-6224.
[45] Guo X,Zhu Y,Wei M,et al.Theoretical study of hydration effects on the selectivity of 18-crown-6 between K+ and Na+[J].Chinese Journal of Chemical Engineering,2011,19(2):1-5.
[46] 周爱堂,傅庭治,欧惠春,等.冠醚对生物化学影响的研究(Ⅲ):5种冠醚化合物对小麦幼苗根系吸收与运转~(42)K、~(24)Na、~(45)Ca离子的影响[J].高等学校化学学报,1982,3(2):264-270.
[47] Takeda Y,Endo K,Katsuta S,et al.Extraction of sodium and potassium picrates with 15-(2,5-dioxahexyl)-15-methyl-16-crown-5(lariat 16C5)into various organic solvents:elucidation of fundamental equilibria which determine the extraction ability for Na+ and K+ and the selectivity[J].Talanta,2001,54(4):575-584.
[48] Zhang A,Xiao C,Liu Y,et al.Preparation of macroporous silica-based crown ether materials for strontium separation[J].Journal of Porous Materials,2010,17(2):153-161.
[49] Yost L T,Fagan C B,Allain R L,et al.Crown ether-doped sol-gel materials for strontium(II)separation[J].Analytical Chemistry,2000,72(21):5516-5519.
[50] Nishizawa K,Takano T,Ikeda I,et al.Extractive separation of lithium isotopes by crown ethers[J].Separation Science and Technology,1988,23(4/5):333-345.
[51] Kim D,Joen B,Kwon S,et al.Separation of magnesium isotopes by 1-aza-12-crown-4 bonded merrifield peptide resin[J].Korean Journal of Chemical Engineering,2001,18(5):750-754.
[52] Yajima S,Nakajima T,Higashi M,et al.Drastic selectivity reversal on crown-ether based ion-sensing membranes made of ordered mesoporous silica and conventional sol-gel derived one[J].Chemical Communications,2010,46(11):1914-1916.
[53] Heβ S,Scharfenberger G,Bickel C,et al.Propylene/propane separation with copolyimides containing benzo-15-crown-5-ether to incorporate silver ions[J].Desalination,2002,145(1/2/3):359-364.
[54] Agrawal K Y,Shrivastav P,Menon S K.Solvent extraction,separation of uranium(VI)with crown ether[J].Separation and Purification Technology,2000,20(2/3):177-183.
[55] Tsujimura Y,Yokoyama M,Kimura K.Practical applicability of silicone rubber membrane sodium-selective electrode based on oligosiloxane-modified calix arene neutral carrier[J].Analytical Chemistry,1995,67(14):2401-2404.
[56] 冯钰锜,龚银汉,达世禄.氮杂冠醚、环糊精混合功能基键合硅胶液相色谱固定相的合成与评价[J].高等学校化学学报,1999,20(4):552-554.
[57] Irie M,Misumi Y,Tanaka T.Stimuli-responsive polymers:chemical induced reversible phase separation of an aqueous solution of poly(N-isopropylacrylamide)with pendent crown ether groups[J].Polymer,1993,34(21):4531-4535.
[58] Ito T,Yamaguchi T.Osmotic pressure control in response to a specific ion signal at physiological temperature using a molecular recognition ion gating membrane[J].Journal of the American Chemical Society,2004,126(20):6202-6203.
[59] Okajima S,Sakai Y,Yamaguchi T.Development of a regenerable cell culture system that senses and releases dead cells[J].Langmuir,2005,21(9):4043-4049.
[60] Chu L,Yamaguchi T,Nakao S.A molecular-recognition microcapsule for environmental stimuli-responsive controlled release[J].Advanced Materials,2002,14(5):386-389.
[61] Chu L,Liang Y,Chen W,et al.Preparation of glucose-sensitive microcapsules with a porous membrane and functional gates[J].Colloids and Surfaces B:Biointerfaces,2004,37(1/2):9-14.

备注/Memo

备注/Memo:
收稿日期:2012-05-16
基金项目:教育部长江学者和创新团队发展计划(IRT0732); 国家自然科学基金(21136004,21176113); 中国博士后科学基金(20110491407); 国家重点基础研究发展计划(973计划)(2009CB623407,2009CB219902)
作者简介:郭晓静(1984—),女,山东烟台人,博士生,主要研究方向为介观尺度下界面流体行为; 陆小华(联系人),教授,E-mail:xhlu@njut.edu.cn..
更新日期/Last Update: 2013-11-30