224575-62-6Relevant academic research and scientific papers
Controlled polymerization of functional monomers and synthesis of block copolymers using a β-phosphonylated nitroxide
Diaz,Fischer,Jonquireres,Brembilla,Lochon
, p. 2235 - 2241 (2003)
4-Vinylpyridine (4VP) and N,N-dimethylacrylamide (DMAA) were polymerized in a controlled manner using a β-phosphorylated nitroxide (N-tert-butyl-N-(1-diethylphosphono-2,2-dimethyl-propyl) nitroxide, commonly designated as DEPN) as a control agent. Compared to the results that had previously been reported for the nitroxide-mediated radical polymerization (NMRP) with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), the polymerization of 4VP was much faster and very well controlled up to higher monomer conversions. Unlike 4VP, the controlled radical polymerization of DMAA using different types of nitroxides had so far remained limited to a very low conversion range (typically inferior to 10%). The use of DEPN gave rise to a very significant improvement of the NMRP of DMAA by providing a good control up to high conversion (approximately 60%). For the first time, the ability of DEPN to control the homopolymerization of DMAA even at high conversion allowed the synthesis of poly(DMAA-b-4VP) block copolymers with a hydrophilic poly(DMAA) block whichw as longer than the poly(4VP) block. This particular feature should fairly improve the hydrosolubility of the derived amphiphilic cationic polymers, which can be obtained by simple quaternization of the former block copolymers, and extend the scope of their applications.
Stereochemical studies of chiral acyclic nitroxides coupling with a prochiral radical
Braslau, Rebecca,Chaplinski, Vladimir,Nilsen, Aaron,Arulsamy, Navamoney
, p. 2433 - 2442 (2004)
A series of acyclic chiral nitroxides bearing a hydrogen atom on the carbon adjacent to the nitroxide nitrogen was investigated for stereoselectivity in a coupling reaction with the prochiral radical 1-phenethyl. In one case, an x-ray structure of the maj
PROCESS FOR THE PREPARATION OF STERICALLY HINDERED NITROXYL ETHERS
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Page/Page column 33, (2008/06/13)
The present invention relates to a novel process for the preparation of a sterically hindered nitroxyl ether from the corresponding sterically hindered nitroxyl radical by reacting it with a carbonyl compound and a hydroperoxide. The compounds prepared by this process are effective stabilizers for polymers against harmful effects of light, oxygen and/or heat, as flame-retardants for polymers and as polymerization regulators.
Method for prepararing alkoxyamines from nitroxides
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, (2008/06/13)
The invention concerns a method for preparing alkoxyamines in a biphasic medium. Said method consists in mixing an ionic liquid, an organic solvent, a metal salt, a metal ligand, a halogeno-carbonaceous ZX compound and a nitroxide, maintaining the reaction medium under agitation at a temperature between 20° C. and 90° C., until the nitroxide is eliminated, decanting, recuperating the organic phase, optionally washing it with water and then in isolating the alkoxyamine by evaporating the organic solvent under reduced pressure.
Method for preparing alkoxyamines from nitroxides
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, (2008/06/13)
The invention relates to a process for preparing alkoxyamines. This process consists in mixing, in an organic solvent, a metal salt, a ligand for the metal, a halocarbon compound ZX and a nitroxide, in keeping the reaction medium stirring at a temperature of between 20° C. and 90° C. until the nitroxide has disappeared, in recovering the organic phase, in washing it with water and then in isolating the alkoxyamine by evaporating the organic solvent under reduced pressure.
Development of a universal alkoxyamine for "living" free radical polymerizations
Benoit, Didier,Chaplinski, Vladimir,Braslau, Rebecca,Hawker, Craig J.
, p. 3904 - 3920 (2007/10/03)
Examination of novel alkoxyamines has demonstrated the pivotal role that the nitroxide plays in mediating the "living" or controlled polymerization of a wide range of vinyl monomers. Surveying a variety of different alkoxyamine structures led to α-hydrido derivatives based on a 2,2,5-trimethyl-4-phenyl-3-azahexane-3-oxy, 1, skeleton which were able to control the polymerization of styrene, acrylate, acrylamide, and acrylonitrile based monomers. For each monomer set, the molecular weight could be controlled from 1000 to 200 000 amu with polydispersities typically 1.05-1.15. Block and random copolymers based on combinations of the above monomers could also be prepared with similar control. In comparison with 2,2,6,6-tetramethylpiperidinoxy (TEMPO), these new systems represent a dramatic increase in the range of monomers that can be polymerized under controlled conditions and overcome many of the limitations associated with nitroxide-mediated "living" free radical procedures. Monomer selection and functional group compatibility now approach those of ATRP-based systems.
