Xanthates as chain-transfer agents in controlled radical polymerization (MADIX): Structural effect of the O-alkyl group

Mathias Destarac; Wojciech Bzducha; Daniel Taton; Isabelle Gauthier-Gillaizeau; Samir Z. Zard

doi:10.1002/marc.200290002

Xanthates as chain-transfer agents in controlled radical polymerization (MADIX): Structural effect of the O-alkyl group

Mathias Destarac
, Wojciech Bzducha
, Daniel Taton
, Isabelle Gauthier-Gillaizeau
, Samir Z. Zard

Rhodia Recherches
Ecole Nationale Supérieure de Chimie et de Physique de Bordeaux
Departement de Synthese Organique

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

205 Citations (Scopus)

Abstract

The capability of three chain-transfer agents, O-alkyl-S-(1-ethoxycarbonyl)ethyl xanthates (CH₃-CHCO₂C₂H₅)S(C=S)OZ′, to control the free-radical polymerization of styrene and ethyl acrylate by the MADIX process was examined. The reactivity of the xanthates varied according to the following trend: Z′ = CH₂CH₃ < CH₂CF₃ < CH[P(O)(OEt)₂]CF₃. This change in reactivity allowed a lowering of the polydispersity index from 2.0 for Z′ = CH₂CH₃ to 1.15 for Z′ = CH[P(O)(OEt)₂]CF₃ in the case of the polymerization of styrene.

Original language	English
Pages (from-to)	1049-1054
Number of pages	6
Journal	Macromolecular Rapid Communications
Volume	23
Issue number	17
DOIs	https://doi.org/10.1002/marc.200290002
Publication status	Published - 16 Dec 2002

Keywords

MADIX
MALDI
Molecular weight distribution/molar mass distribution
Radical polymerization
Xanthates

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10.1002/marc.200290002

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title = "Xanthates as chain-transfer agents in controlled radical polymerization (MADIX): Structural effect of the O-alkyl group",

abstract = "The capability of three chain-transfer agents, O-alkyl-S-(1-ethoxycarbonyl)ethyl xanthates (CH3-CHCO2C2H5)S(C=S)OZ′, to control the free-radical polymerization of styrene and ethyl acrylate by the MADIX process was examined. The reactivity of the xanthates varied according to the following trend: Z′ = CH2CH3 < CH2CF3 < CH[P(O)(OEt)2]CF3. This change in reactivity allowed a lowering of the polydispersity index from 2.0 for Z′ = CH2CH3 to 1.15 for Z′ = CH[P(O)(OEt)2]CF3 in the case of the polymerization of styrene.",

keywords = "MADIX, MALDI, Molecular weight distribution/molar mass distribution, Radical polymerization, Xanthates",

author = "Mathias Destarac and Wojciech Bzducha and Daniel Taton and Isabelle Gauthier-Gillaizeau and Zard, \{Samir Z.\}",

year = "2002",

month = dec,

day = "16",

doi = "10.1002/marc.200290002",

language = "English",

volume = "23",

pages = "1049--1054",

journal = "Macromolecular Rapid Communications",

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number = "17",

}

TY - JOUR

T1 - Xanthates as chain-transfer agents in controlled radical polymerization (MADIX)

T2 - Structural effect of the O-alkyl group

AU - Destarac, Mathias

AU - Bzducha, Wojciech

AU - Taton, Daniel

AU - Gauthier-Gillaizeau, Isabelle

AU - Zard, Samir Z.

PY - 2002/12/16

Y1 - 2002/12/16

N2 - The capability of three chain-transfer agents, O-alkyl-S-(1-ethoxycarbonyl)ethyl xanthates (CH3-CHCO2C2H5)S(C=S)OZ′, to control the free-radical polymerization of styrene and ethyl acrylate by the MADIX process was examined. The reactivity of the xanthates varied according to the following trend: Z′ = CH2CH3 < CH2CF3 < CH[P(O)(OEt)2]CF3. This change in reactivity allowed a lowering of the polydispersity index from 2.0 for Z′ = CH2CH3 to 1.15 for Z′ = CH[P(O)(OEt)2]CF3 in the case of the polymerization of styrene.

AB - The capability of three chain-transfer agents, O-alkyl-S-(1-ethoxycarbonyl)ethyl xanthates (CH3-CHCO2C2H5)S(C=S)OZ′, to control the free-radical polymerization of styrene and ethyl acrylate by the MADIX process was examined. The reactivity of the xanthates varied according to the following trend: Z′ = CH2CH3 < CH2CF3 < CH[P(O)(OEt)2]CF3. This change in reactivity allowed a lowering of the polydispersity index from 2.0 for Z′ = CH2CH3 to 1.15 for Z′ = CH[P(O)(OEt)2]CF3 in the case of the polymerization of styrene.

KW - MADIX

KW - MALDI

KW - Molecular weight distribution/molar mass distribution

KW - Radical polymerization

KW - Xanthates

U2 - 10.1002/marc.200290002

DO - 10.1002/marc.200290002

M3 - Article

AN - SCOPUS:0037122452

SN - 1022-1336

VL - 23

SP - 1049

EP - 1054

JO - Macromolecular Rapid Communications

JF - Macromolecular Rapid Communications

IS - 17

ER -

Xanthates as chain-transfer agents in controlled radical polymerization (MADIX): Structural effect of the O-alkyl group

Abstract

Keywords

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