Controlled Radical Polymerization Guide - Sigma-Aldrich

Block Copolymer Synthesis Using a Commercially Available
Nitroxide-mediated Radical Polymerization (NMP) Initiator
34
NMP
Acknowledgments
This material is based upon work supported by the National Heart
Lung and Blood Institute of the National Institutes of Health as a
Program of Excellence in Nanotechnology (HL080729). N. S. Lee thanks
GlaxoSmithKline for their financial support through the ACS Division of
Organic Chemistry Graduate Fellowship 2008–2009.
NMP Initiators
For a complete description of available free radical initiators, visit Aldrich.com/crp.
References
(1) Hawker, C. J. J. Am. Chem. Soc. 1994, 116, 11185.
(2) Moad, G.; Solomon, D. H.; Johns, S. R.; Willing, R. I. Macromolecules 1982, 15, 909;
Rizzardo, E. Chem. Aust. 1987, 54, 32; Georges, M. K.; Veregin, R. P. N.; Kazmaier, P. M.;
Hamer, G. K. Macromolecules 1993, 26, 2987.
(3) Benoit, D.; Chaplinski, V.; Braslau, R.; Hawker, C. J. J. Am. Chem. Soc. 1999, 121, 3904.
(4) Lee, N. S.; Li, Y.; Ruda, C. M.; Wooley, K. L. Chem. Commun. 2008, 42, 5339.
Name Structure Description Prod. No.
N-tert-Butyl-N-(2-methyl-1phenylpropyl)-O-(1-phenylethyl)hydroxylamine
N-tert-Butyl-O-[1-[4-(chloromethyl)phenyl]ethyl]-N-
(2-methyl-1-phenylpropyl)
hydroxylamine
H 3C
H 3C
CH3 t-Bu CH3 Universal alkoxyamine initiator for nitroxide-mediated
N
O
living radical polymerization (NMP initiator). Particularly
useful for synthesis of styrene and acrylate polymers
and co-polymers.
CH3 t-Bu CH3
N
O
2,2,5-Trimethyl-4-phenyl-
CH3 O CH3 3-azahexane-3-nitroxide N CH3
H3C TEMPO
TEMPO methacrylate
H3C
H3C N
O
CH 3
CH3
CH3 A Quarterly Periodical from Aldrich Materials Science
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Cl
Functional alkoxyamine initiator for nitroxide-mediated
living radical polymerization (NMP initiator). Particularly
useful for synthesis of styrene and acrylate polymers
and co-polymers.
Stable nitroxide radical useful in controlling living
radical polymerizations
Stable nitroxide radical useful in controlling living
polymerizations
O Stable nitroxide radical useful in controlling living
O
CH2
CH3 radical polymerizations, with a methacrylate functionality
for cross-linking or orthogonal polymerization.
H3C H3C N
O
CH3 CH3
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Volume 5, Number 1 2010
Modern Polymerization Techniques
Start living with controlled polymerization
Materials Science
Reversible Addition Fragmentation
Chain Transfer (RAFT) Polymerization
Block Copolymer Synthesis Using a
Commercially Available Nitroxide-
Mediated Radical Polymerization
(NMP) Initiator
ATRP for Everyone: Ligands and
Initiators for the Clean Synthesis of
Functional Polymers
Asymmetric Polymerization in a
Chiral Liquid Crystal Reaction Field
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