Vinylogous thionothio compounds for RAFT polymerization

Mathias Destarac; Isabelle Gauthier-Gillaizeau; Chi Thanh Vuong; Samir Z. Zard

doi:10.1021/ma0516900

Vinylogous thionothio compounds for RAFT polymerization

Mathias Destarac
, Isabelle Gauthier-Gillaizeau
, Chi Thanh Vuong
, Samir Z. Zard

Rhodia Recherches
Laboratoire de Synthèse Organique

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

19 Citations (Scopus)

Abstract

The polymerization of reversible addition-fragmentation chain transfer (RAFT) using the thioether- thione B⁹ as a RAFT agent, was illustrated. Dithioesters A_1-4 were synthesized and evaluated in RAFT polymerization of ethyl acrylate (EA) and styrene (St). The conversions were less than 10% under classical conditions for acrylate polymerizations where oligomers capped by thiocarbonylthio group of A were formulated. The results show that the creation of stabilized intermediated radical slows down the subsequent fragmentation step and therefore significantly reduces the overall rate of polymerization.

Original language	English
Pages (from-to)	912-914
Number of pages	3
Journal	Macromolecules
Volume	39
Issue number	3
DOIs	https://doi.org/10.1021/ma0516900
Publication status	Published - 7 Feb 2006
Externally published	Yes

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title = "Vinylogous thionothio compounds for RAFT polymerization",

abstract = "The polymerization of reversible addition-fragmentation chain transfer (RAFT) using the thioether- thione B9 as a RAFT agent, was illustrated. Dithioesters A1-4 were synthesized and evaluated in RAFT polymerization of ethyl acrylate (EA) and styrene (St). The conversions were less than 10\% under classical conditions for acrylate polymerizations where oligomers capped by thiocarbonylthio group of A were formulated. The results show that the creation of stabilized intermediated radical slows down the subsequent fragmentation step and therefore significantly reduces the overall rate of polymerization.",

author = "Mathias Destarac and Isabelle Gauthier-Gillaizeau and Vuong, \{Chi Thanh\} and Zard, \{Samir Z.\}",

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AU - Destarac, Mathias

AU - Gauthier-Gillaizeau, Isabelle

AU - Vuong, Chi Thanh

AU - Zard, Samir Z.

PY - 2006/2/7

Y1 - 2006/2/7

N2 - The polymerization of reversible addition-fragmentation chain transfer (RAFT) using the thioether- thione B9 as a RAFT agent, was illustrated. Dithioesters A1-4 were synthesized and evaluated in RAFT polymerization of ethyl acrylate (EA) and styrene (St). The conversions were less than 10% under classical conditions for acrylate polymerizations where oligomers capped by thiocarbonylthio group of A were formulated. The results show that the creation of stabilized intermediated radical slows down the subsequent fragmentation step and therefore significantly reduces the overall rate of polymerization.

AB - The polymerization of reversible addition-fragmentation chain transfer (RAFT) using the thioether- thione B9 as a RAFT agent, was illustrated. Dithioesters A1-4 were synthesized and evaluated in RAFT polymerization of ethyl acrylate (EA) and styrene (St). The conversions were less than 10% under classical conditions for acrylate polymerizations where oligomers capped by thiocarbonylthio group of A were formulated. The results show that the creation of stabilized intermediated radical slows down the subsequent fragmentation step and therefore significantly reduces the overall rate of polymerization.

U2 - 10.1021/ma0516900

DO - 10.1021/ma0516900

M3 - Article

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SN - 0024-9297

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EP - 914

JO - Macromolecules

JF - Macromolecules

IS - 3

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Vinylogous thionothio compounds for RAFT polymerization

Abstract

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