欢迎登录材料期刊网

材料期刊网

中国科学院金属研究所 科学出版社
高级检索
  1. 首页
  2. 期刊
  3. 应用化学
  4. 单电子转移活性自由基聚合的现状及展望

应用化学, 2011, 28(3): 245-253. doi: 10.3724/SP.J.1095.2011.00268

单电子转移活性自由基聚合的现状及展望

丁伟 1, , 孙颖 2, , 吕崇福 3, , 魏继军 4, , 于涛 5,

1.东北石油大学化学化工学院,大庆,163318

2.东北石油大学化学化工学院,大庆,163318

3.东北石油大学化学化工学院,大庆,163318

4.东北石油大学化学化工学院,大庆,163318

5.东北石油大学化学化工学院,大庆,163318

基金项目:   黑龙江省自然科学基金青年基金(QC08C33)   黑龙江省自然科学基金重点项目(ZJG0507)   黑龙江省科技厅攻关项目(GZ05A404)   黑龙江省研究生创新科研资金(YJSCX2008-044HLJ)  

关键词： 活性聚合 , 单电子转移活性自由基聚合 , 机理 , 外层电子转移 , 异裂

Current Situation and Perspectives of Single Electron Transfer Living Radical Polymerization

重点介绍了单电子转移活性自由基聚合的机理及适合该聚合体系的催化剂、配体、溶剂种类和单体适用范围,并探讨了单电子转移活性自由基聚合的发展前景.

参考文献

[1] CHEM Xiaoping,QIU Kunyuan.Study of "Living"/Controlled Radical Polymerization[J].Prog Chem,20Ol,13(3):224-233 (in Chinese).陈小平,丘坤元."活性"/控制自由基聚合的研究进展[J].化学进展,2001,13(3):224-233.
[2] GUO Qingquan,CHEN Huanqin.A New Kind of Radical Polymerization-"Living"/Controlled Radical Polymerization[J].Polym Mater ＆i Eng,2003,19 (4):56-59 (in Chinese).郭清泉,陈焕钦.一种新型自由基聚合-"活性"/可控自由基聚合[J].高分子材料科学与工程,2003,19(4):56-59.
[3] Chiefari J,Chong Y K,Ercole F,et al,Living Free-Radical Polymerization by Reversible Addition-Fragmentation Chain Transfer:The RAFT Process[J].Macromoleeules,1998,31:5559-5562.
[4] Otsu T,Yoshida M.Role of Initiator-transfer Agent-terminator(iniferter) in Radical Polymerizations:Polymer Design by Organic Disulfides as Iniferters[J].Makromol Chem Rapid Commun,1982,3:127-132.
[5] Bledzki A,Braun D.Polymerisationsanslfsung mit Substituierten Ethanen,1.Polymerisation yon Methylmethacrylat mit 1,1,2,2-Tetraphenyl-1,2-diphenoxyethan[J].Makromol Chem,1981,182:1047-1056.
[6] Qin S H,Qiu K Y,Swift G,et al."Living" Radical Polymerization of Methyl Methaerylate with Diethyl 2,3-Dicyano-2,3-diphenylsuccinate as a Thermal Iniferter[J].J Polym Sci,Part A:Polym Chem,1999,37:4610-4615.
[7] Tharanikkarasu K,Radhakrishnan G."Living" Radical Polymerization of Styrene Using Diphenylmethane DiisocyanateBased Polyurethane Iniferter[J].J Macromol Sci Pure Appl Chem,1997,A34:559-571.
[8] Hawker C J,Besman A W,Harth E.New Polymer Synthesis by Nitroxide Mediated Living Radical Polymerizations[J].Chem Rev,2001,100(12):3661-3688.
[9] Wayland B B,Poszmilk G',Mukerjee S L.Living Radical Polymerization of Acrylates by Organocobalt Porphyrin Complexes[J].JAm Chem Soc,1994,116:7943-7944.
[10] Fisher A,Brembilla A,Lochan P.Nitroxide-Mediated Radical Polymerization of 4-Vinylpyridine:Study of the Pseudo-Living Character of the Reaction and Influence of Temperature and Nitroxide Concentration[J].Macromolecules,1999,32:6069-6O72.
[11] Wang J S,Matyjaszewski K.Controlled/" Living" Radical Polymerization.Atom Transfer Radical.Polymerization in the Presence of Transition-Metal Complexes[J].J Am Chem Soc,1995,117:5614-5615.
[12] Patten T E,Matyjaszewski K.Atom Transfer Radical Polymerization and the Synthesis of Polymeric Materials[J].Adv Mater,1998,10:901-915.
[13] Matyjaszewski K.Transition Metal Catalysis in Controlled Radical Polymerization:Atom Transfer Radical Polymerization[J].Chem Eur J,1999,5:3095-3102.
[14] Patten T E,Matyjaszewski K.Copper(I)-Catalyzed Atom Transfer Radical Polymerization[J].Acc Chem Res,1999,32:895 -903.
[15] Percec V,Galiashvili T,Ladislaw J S,et al.Uhrafast Synthesis of Ultrahigh Molar Mass Polymers by Metal-Catalyzed Living Radical Polymerization of Acrylates,Methacrylates,and Vinyl Chloride Mediated by SET at 25 ℃[J].J Am Chem Soc,2006,128:14156-14165.
[16] Ladislaw J S.Precision Synthesis of Covalent and Supramolecular Polymers.Doctoral Dissertation,University of Pennsylvania,Philadelphia,PA,2008:105-119.
[17] Wang W X,Zhang Z B,Zhu J,et al.Single electron Transfer-Living Radical Polymerization of Methyl Methaerylate in Fluoroalcohol:Dual Control over Molecular Weight and Tacticity[J].J Polym Sci,Part A:Polym Chem,2009,47:6316-6327.
[18] Matyjaszewski K,Pintauer T,Gaynor S.Removal of Copper-Based Catalyst in Atom Transfer Radical Polymerization Using Ion Exchange Resins[J].Macromolecules,2000,33:1476-1478.
[19] Ydens I,Moins S,Botteman F,eta/.Removal of Copper-Based Catalyst in Atom Transfer Radical Polymerization Using Different Extraction Techniques[J].e-Polym,2004,39:1-7.
[20] Faucher S,Okrutny P,Zhu S.Facile and Effective Purification of Polymers Produced by Atom Transfer Radical Polymerization via Simple Catalyst Precipitation and Microfihration[J].Macromolecules,2006,39:3-5.
[21] Rosen B M,Percec V.Single-Electron Transfer and Single-Electron Transfer Degenerative Chain Transfer Living Radical Polymerization[J].Chem Rev,2009,109:5069-5119.
[22] Asandei A D,Percec V.From Metal-catalyzed Radical Telomerization to Metal-catalyzed radical Polymerization of Vinyl Chloride:Toward Living Radical Polymerization of Vinyl Chloride[J].J Polym Sci Part A:Polym Chem,2001,39(19):3392-3418.
[23] Percec V,Popov A V,Ramirez-Castillo E,et al.Aqueous Room Temperature Metal-Catalyzed Living Radical Polymerization of Vinyl Chloride[J].J Am Chem Soc,2002,124:4940-4941.
[24] Percec V,Popov A V,Ramirez C E,et al.Living Radical Polymerization of Vinyl Chloride Initiated with Iodoform and Catalyzed by Nascent Cu0/tris(2-Aminoethyl) amine or Polyethyleneimine in Water at 25 ℃ Proceeds by a New Competing Pathways Mechanism[J].J Polym Sci,Part A:Polym Chem,2003,41:3283-3299.
[25] Guliashvili T,Percec V.A Comparative Computational Study of the Homolytic and Heterolytie Bond Dissociation Energies Involved in the Activation Step of ATRP and SET-LRP of Vinyl Monomers[J].J Polym Sci,Part A:Polym Chem,2007,45:1607-1618.
[26] Gibson V C,O'ReiUy R K,Wass D F,et al.Polymerization of Methyl Methacrylate Using Four-Coordinate (α-Diimine)iron Catalysts:Atom Transfer Radical Polymerization vs Catalytic Chain Transfer[J].Macromoleeules,2003,36:2591-2593.
[27] Shao Q,San H,Pang X,et al.A Neutral Ni(Ⅱ) Acetylide-Mediated Radical Polymerization of Methyl Methacrylate Using the Atom Transfer Radical Polymerization Method[J].Eur Polym J,2004,40:97-102.
[28] Kotani Y,Kamigaito M,Sawamoto M.Living Radical Polymerization of Pars-Substituted Styrenes and Synthesis of StyreneBased Copolymers with Rhenium and Iron Complex Catalysts[J].Macromolecules,2000,33:6746-6751.
[29] Matyjaszewski K,Xia J.Atom Transfer Radical Polymerization[J].Chem Rev,2001,101:2921-2990.
[30] Bobde C,Francis V.A New Class of Ruthenium Complexes Containing Schiff Base Ligands as Promising Catalysts for Atom Transfer Radical Polymerization and Ring Opening Metathesis Polymerization[J].J Mol Catal A:Chem,2002,180:67-76.
[31] Francois S,Jerome C,Rinaldo P.Atom Transfer Radical Polymerisation of Styrene Controlled by Phosphine-containing Coordination Compounds of Mo(Ⅲ)/Mo(Ⅳ)[J].C R Chimie,2002,5:37 -42.
[32] Sun H,Shen Q,Pang X,et al.Neutral Pd(Ⅱ) and Ni(Ⅱ) Acetylide Initiators for Polymerization of (Dimethylamino)ethyl Methacrylate[J].Catal Lett,2003,90:85-89.
[33] Lligadas G,Rosen B M,Bell C A,et al.Effect of Cu(O) Particle Size on the Kinetics of SET-LRP in DMSO and CuMediated Radical Polymerization in MeCN at 25 ℃[J].Macromolecules,2008,41:8365-8371.
[34] Rosen B M,Jiang X,Wilson C J,et al.The Disproportionation of Cu(Ⅰ)X Mediated by Ligand and Solvent into Cu(O)and Cu(Ⅱ)X2 and Its Implications for SET-LRP[J].J Polym ＆I,Part A:Polym Chem,2009,47:5606-5628.
[35] Matyjaszewski K,Tsarevsky N V,Braunecker W A,et al.Role of CuO in Controlled/" Living" Radical Polymerization[J].Macromolecules,2007,40:7795-7806.
[36] Nguyen N H,Rosen B M,Lligadas G,et al.Surface-Dependent Kinetics of Cu(0)-Wire-Catalyzed Single-Electron Transfer Living Radical Polymerization of Methyl Acrylate in DMSO at 25 ℃[J].Macromolecules,2009,42:2379-2386.
[37] Rosen B M,Percec'V.A Density Functional Theory Computational Study of the Role of Ligand on the Stability of CuIand cuⅡ Species Associated with ATRP and SET-LRP[J].J Polym Sci,Part A:Polym Chem,2007,45:4950-4964.
[38] Lligadas G,Rosen B M,Monteiro M J,et al.Solvent Choice Differentiates SET-LRP and Cu-Mediated Radical Polymerization with Non-First-Order Kinetics[J].Macromolecules,2008,41:8360-8364.
[39] Lligadas G,Pereec V.A Comparative Analysis of SET-LRP of MA in Solvents Mediating Different Degrees of Disproportionation of Cu(Ⅰ) Br[J].J Polym Sci,Part A:Polym Chem,2008,46:6880-6895.
[40] Lligadas G,Percec V.Uhrafast SET-LRP of Methyl Acrylate at 25 ℃ inAlcohols[J].JPolym＆i,PartA:PolymChem,2008,46:2745-2754.
[41] Pereec V,Grigoras C.Catalytic Effect of Ionic Liquids in the Cu2O/2,2'-Bipyridine Catalyzed Living Radical Polymerization of Methyl Methacrylate Initiated with Arenesuffonyl Chlorides[J].J Polym ＆I,Part A:Polym Chem,2005,43:5609-5619.
[42] Nguyen N H,Rosen B M,Jiang X,et al.New efficient Reaction Media for SET-LRP Produced from Binary Mixtures of Organic Solvents and H2O[J].J Polym Sci,Part A:Polym Chem,2009,47:5577-5590.
[43] Rosokha S V,Kochi J K.Fresh Look at Electron-Transfer Mechanisms via the Donor/Acceptor Bindings in the Critical Encounter Complex[J].Ace Chem Res,2008,41:641-653.
[44] Guliashvili T,Pereec V.A comparative Computational Study of the Homolytie and Heterolytie Bond Dissociation Energies Involved in the Activation Step of ATRP and SET-LRP of Vinyl Monomers[J].J Polym Sci,Part A:Polym Chem,2007,45:1607-1618.
[45] Rosen B M,Percec V.Implications of Monomer and Initiator Structure on the Dissociative Electron-Transfer Step of SETLRP[J].J Polym ＆i,Part A:Polym Chem,2008,46:5663 -5697.
[46] Gu L,Shen Z,Feng C,et al.Synthesis of Double Hydrophilic Graft Copolymer Containing Poly (ethylene glycol) and Poly (methacrylic acid) Side Chains via Successive ATRP[J].J Polym ＆i,Part A:Polym Chem,2008,46:4056-4069.
[47] Boyle R E.The Reaction of Dimethyl Sulfoxide and 5-Dimethylaminona-phthalene-l-sulfonyl Chloride[J].J Org Chem,1966,31:3880-3882.
[48] Gurr P A,MiU M F,Qiao G G,et al.Initiator Efficiency in ATRP:the Tosyl Chloride/CuBr/PMDETA System[J].Polymer,2005,46:2097-2104.
[49] Zhang Z B,Wang W X,Xia H D,et al.Single-Electron Transfer Living Radical Polymerization (SET-LRP) of Methyl Methacrylate(MMA) with a Typical RAFT Agent as an Initiator[J].Macromolecules,2009,42:7360-7366.
[50] Lligsdas G,Percec V.Synthesis of Perfectly Bifunctional Polyacrylates by Single Electron Transfer Living Radical Polymerization[J].J Polym ＆i,Part A:Polym Chem,2007,45:4684-4695.
[51] Lligadas G,Percec V.SET-LRP of Acrylates in the Presenee of Radical Inhibitors[J].J Polym Sci,Part A:Polym Chem,2008,46:3174-3181.
[52] Ceolho J F J,Cavalho E Y,Marques D S,et al.Synthesis of Poly(ethyl acrylate) by Single Electron Transfer-Degenerative Chain Transfer Living Radical Polymerization in Water Catalyzed by Na2S2O4[J].J Polym Sol,Part A:Polym Chem,2008,46:421-432.
[53] Subramanian S H,Babu R P,Dhamodharan R.Ambient Temperature Polymerization of Styrene by Single Electron Transfer Initiation,Followed by Reversible Addition Fragmentation Chain Transfer Control[J].Macromolecules,2008,41:262-265.
[54] Feng C,Shen Z,Gu L,et al.Synthesis and Characterization of PNIPAM-b-(PEA-g-PDEA) Double Hydrophilic Graft Copolymer[J].J Polym Sci,Part A:Polym Chem,2008,46:5638-5651.
[55] Nguyen N H,Rosen B M,Lligadas G,et al.Surface-Dependent Kinetics of Cu(0)-Wire-Catalyzed Single-Electron Transfer Living Radical Polymerization of Methyl Acrylate in DMSO at 25 ℃[J].Macromolecules,2009,42:2379-2386.
[56] Feng C,Shen Z,Li Y,et al.PNIPAM-b-(PEA-g-PDMAEA) Double-Hydrophilic Graft Copelymer:Synthesis and Its Application for Preparation of Gold Nanoparticles in Aqueous Media[J].J Polym ＆i,Part A:Polym Chem,2009,47:1811-1824.
[57] YANG Cui().The Synthesis of Aycrilamide-based Polymers by Single Electron Transfer Living Radical Polymerization[D].Northeast Petroleum University,2010.杨翠.单电子转移活性自由基法制备丙烯酰胺类聚合物[D].东北石油大学,2010.
[58] Fleisehmann S,Rosen B M,Percec V.SET-LRP of Acrylates in Air[J].J Polym Sol,Part A:Polym Chem,2010,48:1190-1196.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
作者相关
文章评分
  • 您的评分：
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%

版权所有©2010中国科学院金属研究所中国科技出版传媒股份有限公司

本系统由北京仁和汇智信息技术有限公司设计开发

技术支持：info@rhhz.net