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Telechelic Oligomers and Macromonomers by Radical Techniques

  • B. BoutevinEmail author
  • G. DavidEmail author
  • C. BoyerEmail author
Chapter
Part of the Advances in Polymer Science book series (POLYMER, volume 206)

Abstract

This review summarizes nearly 400 references (since 1990) intended to highlight directions on thesynthesis of telechelic oligomers and macromonomers by radical techniques. This review first takes intoaccount the recent developments in further conventional radical polymerizations, such as dead-end polymerizationand also telomerization reactions. Among all the conventional radical polymerizations, addition–fragmentationtransfer (AFT) polymerization realized a real breakthrough for the synthesis of telechelic oligomersand especially for macromonomers by coupling AFT with catalytic chain transfer. Then, surveys concerningtelechelic oligomers and macromonomers prepared by living radical polymerizations are mentioned. Atom transferradical polymerization, nitroxide-mediated polymerization, reversible addition–fragmentation chaintransfer polymerization and also iodine transfer polymerization allow for accurate control of chain-endfunctionality, either a functional group or a double bond. Novel reactions like radical couplingof oligomers previously obtained by living radical polymerizations are enhanced.

Telechelic oligomers Macromonomers Conventional Radical Polymerizations Controlled/Living Radical Polymerization Chemical Modification 

Abbreviations

ACVA

4,4′-Azobis(4-cyanovaleric acid)

AFT

Addition–fragmentation transfer polymerization

AIBN

α,α′-Azobis(isobutyronitrile)

ATRC

Atom transfer radical coupling

ATRP

Atom transfer radical polymerization

BHEBT

S,S′-Bis(2-hydroxyethyl-2′-butyrate)trithiocarbonate

BMA

Benzyl methacrylate

n-BA

n-Butyl acrylate

CCT

Catalytic chain transfer

Co(tpp)

5,10,15,20-Tetraphenyl-21H,23H-porphinecobalt(II)

CRP

Controlled radical polymerization

CTA

Chain transfer agent

DABCO

1,4-Diazabicyclo[2,2,2]octane

DEP

Dead-end polymerization

DMF

Dimethylformamide

DMSO

Dimethyl sulfoxide

dNbipy

4,4′-Di-(5-nonyl)-2,2′bipyridine

ETPEP

Ethyl-2-[1-((2-tetrahydrofuranyl)peroxy)ethyl]propenoate

FATRIFE

2,2,2-Trifuoroethyl α-fluoroacrylate

GPC

Gel permeation chromatography

HEMA

Hydroxyethyl methacrylate

HMTETA

1,1,4,7,10,10-Hexamethyltriethylenetetraamine

IEM

Isocyanoethyl methacrylate

ITP

Iodine transfer polymerization

LC

Liquid chromatography

LRP

Living radical polymerizations

MADIX

Macromolecular design trough interchange of xanthates

MALDI

Matrix-assisted laser desorption/ionization time of flight

MMA

Methyl methacrylate

MS

Mass spectroscopy

NIPAM

N-Isopropylacrylamide

NMP

Nitroxide-mediated polymerization

PDI

Polydispersity index

PMMA

Poly(methyl methacrylate)

PRT

Primary radical termination

PS

Polystyrene

PVC

Poly(vinyl chloride)

RAFT

Reversible addition–fragmentation chain transfer polymerization

SET

Single electron transfer

TEMPO

2,2,6,6-Tetramethylpiperidinyloxy

THF

Tetrahydrofuran

TMI

1-(Isopropenylphenyl)-1,1-dimethylmethyl isocyanate

TPSE

1,1,2,2-Tetraphenyl-1,2-bis(trimethylsiloxy)ethane

VAc

Vinyl acetate

VDF

Vinylidene fluoride

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Copyright information

© Springer-Verlag Berlin Heidelberg 2006

Authors and Affiliations

  1. 1.Laboratoire de Chimie Macromoléculaire, UMR/CNRS 5076Ecole Nationale Supérieure de Chimie de MontpellierMontpellier, Cedex 5France

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