Enhanced Spin-capturing polymerization and radical coupling mediated by cyclic nitrones

Kayte Ranieri; Matthias Conradi; Pierre Yves Chavant; Veronique Blandin; Christopher Barner-Kowollik; Thomas Junkers

doi:10.1071/CH12182

Enhanced Spin-capturing polymerization and radical coupling mediated by cyclic nitrones

Kayte Ranieri, Matthias Conradi, Pierre Yves Chavant, Veronique Blandin, Christopher Barner-Kowollik, Thomas Junkers

Research output: Contribution to journal › Article › Research › peer-review

14 Citations (Scopus)

Abstract

A series of cyclic nitrones have been tested for their spin-trapping activity in the enhanced spin-capturing polymerization of styrene and in nitrone-mediated radical coupling reactions. rac-2-Isopropyl-2,3-dimethyl-1-oxy- 2,3-dihydro-imidazol-4-one was found to be the most efficient nitrone. The specific polystyrene macroradical addition rate to this nitrone was determined to be 8.010 ³Lmol ^-1s ^-1, which is by a factor of 10 higher than for previously studied compounds. Via enhanced spin-capturing polymerization, polymers in the range of oligomers to 30000gmol ^-1 were obtained. A strong dependence of molecular weight on monomer conversion was observed, which can be explained by the high trapping rate. In nitrone-mediated radical coupling, almost ideal coupling of bromine-functional polymers was obtained and the successful introduction of the residual alkoxyamine functionality confirmed.

Original language	English
Pages (from-to)	1110-1116
Number of pages	7
Journal	Australian Journal of Chemistry
Volume	65
Issue number	8
DOIs	https://doi.org/10.1071/CH12182
Publication status	Published - 17 Sep 2012
Externally published	Yes

Access to Document

10.1071/CH12182

Link to publication in Scopus

Cite this

@article{7ed6cb6ce24b4ab38a54c477f3d17526,

title = "Enhanced Spin-capturing polymerization and radical coupling mediated by cyclic nitrones",

abstract = "A series of cyclic nitrones have been tested for their spin-trapping activity in the enhanced spin-capturing polymerization of styrene and in nitrone-mediated radical coupling reactions. rac-2-Isopropyl-2,3-dimethyl-1-oxy- 2,3-dihydro-imidazol-4-one was found to be the most efficient nitrone. The specific polystyrene macroradical addition rate to this nitrone was determined to be 8.010 3Lmol -1s -1, which is by a factor of 10 higher than for previously studied compounds. Via enhanced spin-capturing polymerization, polymers in the range of oligomers to 30000gmol -1 were obtained. A strong dependence of molecular weight on monomer conversion was observed, which can be explained by the high trapping rate. In nitrone-mediated radical coupling, almost ideal coupling of bromine-functional polymers was obtained and the successful introduction of the residual alkoxyamine functionality confirmed.",

author = "Kayte Ranieri and Matthias Conradi and Chavant, {Pierre Yves} and Veronique Blandin and Christopher Barner-Kowollik and Thomas Junkers",

year = "2012",

month = sep,

day = "17",

doi = "10.1071/CH12182",

language = "English",

volume = "65",

pages = "1110--1116",

journal = "Australian Journal of Chemistry",

issn = "0004-9425",

publisher = "CSIRO Publishing",

number = "8",

}

Enhanced Spin-capturing polymerization and radical coupling mediated by cyclic nitrones. / Ranieri, Kayte; Conradi, Matthias; Chavant, Pierre Yves; Blandin, Veronique; Barner-Kowollik, Christopher; Junkers, Thomas.

In: Australian Journal of Chemistry, Vol. 65, No. 8, 17.09.2012, p. 1110-1116.

Research output: Contribution to journal › Article › Research › peer-review

TY - JOUR

T1 - Enhanced Spin-capturing polymerization and radical coupling mediated by cyclic nitrones

AU - Ranieri, Kayte

AU - Conradi, Matthias

AU - Chavant, Pierre Yves

AU - Blandin, Veronique

AU - Barner-Kowollik, Christopher

AU - Junkers, Thomas

PY - 2012/9/17

Y1 - 2012/9/17

N2 - A series of cyclic nitrones have been tested for their spin-trapping activity in the enhanced spin-capturing polymerization of styrene and in nitrone-mediated radical coupling reactions. rac-2-Isopropyl-2,3-dimethyl-1-oxy- 2,3-dihydro-imidazol-4-one was found to be the most efficient nitrone. The specific polystyrene macroradical addition rate to this nitrone was determined to be 8.010 3Lmol -1s -1, which is by a factor of 10 higher than for previously studied compounds. Via enhanced spin-capturing polymerization, polymers in the range of oligomers to 30000gmol -1 were obtained. A strong dependence of molecular weight on monomer conversion was observed, which can be explained by the high trapping rate. In nitrone-mediated radical coupling, almost ideal coupling of bromine-functional polymers was obtained and the successful introduction of the residual alkoxyamine functionality confirmed.

AB - A series of cyclic nitrones have been tested for their spin-trapping activity in the enhanced spin-capturing polymerization of styrene and in nitrone-mediated radical coupling reactions. rac-2-Isopropyl-2,3-dimethyl-1-oxy- 2,3-dihydro-imidazol-4-one was found to be the most efficient nitrone. The specific polystyrene macroradical addition rate to this nitrone was determined to be 8.010 3Lmol -1s -1, which is by a factor of 10 higher than for previously studied compounds. Via enhanced spin-capturing polymerization, polymers in the range of oligomers to 30000gmol -1 were obtained. A strong dependence of molecular weight on monomer conversion was observed, which can be explained by the high trapping rate. In nitrone-mediated radical coupling, almost ideal coupling of bromine-functional polymers was obtained and the successful introduction of the residual alkoxyamine functionality confirmed.

UR - http://www.scopus.com/inward/record.url?scp=84866058880&partnerID=8YFLogxK

U2 - 10.1071/CH12182

DO - 10.1071/CH12182

M3 - Article

AN - SCOPUS:84866058880

VL - 65

SP - 1110

EP - 1116

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

SN - 0004-9425

IS - 8

ER -