Synthesis of well-defined poly(2-(dimethylamino)ethyl methacrylate) under mild conditions and its co-polymers with cholesterol and PEG using Fe(0)/Cu(II) based SARA ATRP

被引:70
作者
Cordeiro, Rosemeyre A. [1 ]
Rocha, Nuno [1 ]
Mendes, Joana P. [1 ]
Matyjaszewski, Krzysztof [2 ]
Guliashvili, Tamaz [3 ]
Serra, Armenio C. [4 ]
Coelho, Jorge F. J. [1 ]
机构
[1] Univ Coimbra, Dept Chem Engn, CIEPQPF, P-3030790 Coimbra, Portugal
[2] Carnegie Mellon Univ, Dept Chem, Pittsburgh, PA 15213 USA
[3] GE Power & Water, Water & Proc Technol, Trevose, PA 19053 USA
[4] Univ Coimbra, Dept Chem, P-3004535 Coimbra, Portugal
关键词
TRANSFER RADICAL POLYMERIZATION; N-BUTYL METHACRYLATE; AMBIENT-TEMPERATURE; BLOCK-COPOLYMERS; STAR POLYMERS; 2-(DIMETHYLAMINO)ETHYL METHACRYLATE; FUNCTIONAL MATERIALS; AMPHIPHILIC DIBLOCK; METHYL-METHACRYLATE; ELECTRON-TRANSFER;
D O I
10.1039/c3py00190c
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Atom transfer radical polymerization (ATRP) of 2-(dimethylamino) ethyl methacrylate (DMAEMA) with a mixed transition metal catalytic system consisting of Fe(0) and small amounts of CuBr2/PMDETA (N,N,N',N '',N ''-pentamethyldiethylenetriamine) in water-isopropanol mixtures at 60 degrees C and 25 degrees C is reported and compared with commonly used CuBr/PMDETA-mediated ATRP systems. The obtained kinetics of polymerization showed that, in addition to the environmental attractiveness of this catalytic system, Fe/Cu mixed transition metal mediated ATRP of a DMAEMA monomer provides a significantly improved control of polymer chain growth, forming PDMAEMA of low dispersity values at all conversions. The controlled character of ATRP of DMAEMA was confirmed by the linear increase of molecular weights with monomer conversion, narrow molecular weight distributions, and re-initiation/chain extension experiments. The molecular structure of the obtained polymer(s) was confirmed by H-1 nuclear magnetic resonance spectroscopy and matrix-assisted laser desorption ionization time-of-flight mass spectroscopy. ATRP of DMAEMA was also extended to synthesis of functional bio-relevant polymers with cholesterol and poly(ethylene glycol) segments.
引用
收藏
页码:3088 / 3097
页数:10
相关论文
共 64 条
[31]   Electrochemically Mediated Atom Transfer Radical Polymerization [J].
Magenau, Andrew J. D. ;
Strandwitz, Nicholas C. ;
Gennaro, Armando ;
Matyjaszewski, Krzysztof .
SCIENCE, 2011, 332 (6025) :81-84
[32]   Controlled polymerizations of 2-(dialkylamino)ethyl methacrylates and their block copolymers in protic solvents at ambient temperature via ATRP [J].
Mao, BW ;
Gan, LH ;
Gan, YY ;
Li, XS ;
Ravi, P ;
Tam, KC .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (20) :5161-5169
[33]   Atom transfer radical polymerization [J].
Matyjaszewski, K ;
Xia, JH .
CHEMICAL REVIEWS, 2001, 101 (09) :2921-2990
[34]   Polymerization of n-butyl acrylate by atom transfer radical polymerization. Remarkable effect of ethylene carbonate and other solvents [J].
Matyjaszewski, K ;
Nakagawa, Y ;
Jasieczek, CB .
MACROMOLECULES, 1998, 31 (05) :1535-1541
[35]   Zerovalent metals in controlled ''living'' radical polymerization [J].
Matyjaszewski, K ;
Coca, S ;
Gaynor, SG ;
Wei, ML ;
Woodworth, BE .
MACROMOLECULES, 1997, 30 (23) :7348-7350
[36]   Controlled/"living" radical polymerization of styrene and methyl methacrylate catalyzed by iron complexes [J].
Matyjaszewski, K ;
Wei, ML ;
Xia, JH ;
McDermott, NE .
MACROMOLECULES, 1997, 30 (26) :8161-8164
[37]   Diminishing catalyst concentration in atom transfer radical polymerization with reducing agents [J].
Matyjaszewski, Krzysztof ;
Jakubowski, Wojciech ;
Min, Ke ;
Tang, Wei ;
Huang, Jinyu ;
Braunecker, Wade A. ;
Tsarevsky, Nicolay V. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2006, 103 (42) :15309-15314
[38]   Atom Transfer Radical Polymerization (ATRP): Current Status and Future Perspectives [J].
Matyjaszewski, Krzysztof .
MACROMOLECULES, 2012, 45 (10) :4015-4039
[39]  
Matyjaszewski K, 2009, NAT CHEM, V1, P276, DOI [10.1038/NCHEM.257, 10.1038/nchem.257]
[40]   Room temperature waterborne ATRP of n-butyl methacrylate in homogeneous alcoholic media [J].
McDonald, S ;
Rannard, SP .
MACROMOLECULES, 2001, 34 (25) :8600-8602