The role of excess nitroxide in the SG1 (N-tert-butyl-N-[1-diethylphosphono-(2,2-dimethylpropyl)] nitroxide)-mediated polymerization of methyl methacrylate

被引:65
|
作者
McHale, Ronan
Aldabbagh, Fawaz [1 ]
Zetterlund, Per B.
机构
[1] Natl Univ Ireland Univ Coll Galway, Dept Chem, Galway, Ireland
[2] Kobe Univ, Fac Engn, Dept Sci & Chem Engn, Kobe, Hyogo 6578501, Japan
关键词
kinetics (polym.); radical polymerization; living polymerization; methyl methacrylate; nitroxide;
D O I
10.1002/pola.21986
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Methyl methacrylate (MMA) polymerizations have been conducted in the presence of large excesses of N-tert-butyl-N-[1-diethylphosphono-(2,2-dimethylpropyl) nitroxide] (SG1) at 110 degrees C. It is demonstrated that such a protocol does not improve control/livingness in the nitroxide mediated polymerization (NMP) of this monomer, instead substantial levels of disproportionation between the nitroxide and propagating radical (PMMA(circle)) results. The extent of the disproportionation reaction increased with the SG1 concentration, eventually becoming the sole end forming event. Significant disproportionation between SG1 and PMMA(circle) was also observed at substantially lower temperatures (45 degrees C) in the presence of large excesses of SG1. (C) 2007 Wiley Periodicals, Inc.
引用
收藏
页码:2194 / 2203
页数:10
相关论文
共 31 条
  • [21] Synthesis of Poly(n-butyl acrylate)-b-poly(ε-caprolactone) through Combination of SG1 Nitroxide-Mediated Polymerization and Sn(Oct)2-Catalyzed Ring-Opening Polymerization: Study of Sequential and One-Step Approaches from a Dual Initiator
    Chagneux, Nelly
    Trimaille, Thomas
    Rollet, Marion
    Beaudoin, Emmanuel
    Gerard, Pierre
    Bertin, Denis
    Gigmes, Didier
    MACROMOLECULES, 2009, 42 (24) : 9435 - 9442
  • [22] {mu-2-[(3-Amino-2,2-dimethylpropyl)iminomethyl]-6-methoxyphenolato- 1:2 kappa O-5(1), O-6:N,N ',O-1}{2-[(3-amino-2,2-dimethylpropyl)imino-methyl]-6-methoxyphenolato-1 kappa N-3,N ',O-1}-mu-azido-1:2 kappa N-2:N-azido-2 kappa N-methanol-2 kappa O-dinickel(II)
    Ghaemi, Akbar
    Rayati, Saeed
    Fayyazi, Kazem
    Ng, Seik Weng
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : M1027 - +
  • [23] STRUCTURES OF THE E AND Z ISOMERS OF METHYL N-TERT-BUTYL-N-(2-CYANO-1-METHYLTHIO-2-PHENYLVINYL)CARBAMATE, C16H20N2O2S
    TOUPET, L
    MOREL, G
    MARCHAND, E
    FOUCAUD, A
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1985, 41 (JUL) : 1121 - 1123
  • [24] Nitroxide-Mediated Polymerization-Induced Self-Assembly of Poly(poly(ethylene oxide) methyl ether methacrylate-co-styrene)-b-poly(n-butyl methacrylate-co-styrene) Amphiphilic Block Copolymers
    Qiao, X. G.
    Lansalot, M.
    Bourgeat-Lami, E.
    Charleux, B.
    MACROMOLECULES, 2013, 46 (11) : 4285 - 4295
  • [25] Excess molar enthalpies at 298.15 K of the binary mixtures -: Tert-butyl methyl ether plus alcohol (n=1, 2, 3, 5)
    Cebreiro, SM
    Illobre, M
    Mato, MM
    Verdes, PV
    Legido, JL
    Andrade, MIP
    JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 2002, 70 (01): : 251 - 254
  • [26] EVALUATION OF ACTIVATION PARAMETERS FOR THE N-INVERSION OF 4-[(2,2-DIMETHYL-AZIRIDINO-(1))-METHYL]-2,6-DI-TERT - BUTYL-PHENOL BY H-1-DNMR
    FISCHER, V
    SCHEFFLER, K
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION A-A JOURNAL OF PHYSICAL SCIENCES, 1983, 38 (01): : 68 - 73
  • [27] Preparation of optically active n-butyl(methyl)phenyl-, tert-butyl(methyl)phenyl- and isopropyl(methyl)phenylsilanes from the corresponding silyl chlorides using 2,2′-dihydroxy-1,1′-binaphthyls as resolving agents
    Jankowski, P
    Schaumann, E
    Wicha, J
    Zarecki, A
    Adiwidjaja, G
    Asztemborska, M
    CHEMICAL COMMUNICATIONS, 2000, (12) : 1029 - 1030
  • [28] Synthesis and characterization of poly(methyl methacrylate)-block-poly(n-butyl acrylate)-block-poly(methyl methacrylate) copolymers by two-step controlled radical polymerization (ATRP) catalyzed by NiBr2(PPh3)2, -: 1
    Moineau, C
    Minet, M
    Teyssié, P
    Jérôme, R
    MACROMOLECULES, 1999, 32 (25) : 8277 - 8282
  • [29] A-740003 [N-(1-{[(cyanoimino)(5-quinolinylamino)methyl]amino}-2,2-dimethylpropyl)-2-(3,4-dimethoxyphenyl)acetamide], a novel and selective P2X7 receptor antagonist, dose-dependently reduces neuropathic pain in the rat
    Honore, Prisca
    Donnelly-Roberts, Diana
    Namovic, Marian T.
    Hsieh, Gin
    Zhu, Chang Z.
    Mikusa, Joe P.
    Hernandez, Gricelda
    Zhong, Chengmin
    Gauvin, Donna M.
    Chandran, Prasant
    Harris, Richard
    Medrano, Arturo Perez
    Carroll, William
    Marsh, Kennan
    Sullivan, James P.
    Faltynek, Connie R.
    Jarvis, Michael F.
    JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 2006, 319 (03): : 1376 - 1385
  • [30] Excess thermodynamic functions for ternary systems containing fuel oxygenates and substitution hydrocarbons 2.: Total-pressure data and GE for methyl tert-butyl ether/n-heptane/1-hexene at 313.15 K
    Segovia, JJ
    Martin, MC
    Chamorro, CR
    Montero, EA
    Villamanan, MA
    FLUID PHASE EQUILIBRIA, 1998, 152 (02) : 265 - 276