Skip to main navigation Skip to search Skip to main content

RAFT for the Control of Monomer Sequence Distribution - Single Unit Monomer Insertion (SUMI) into Dithiobenzoate RAFT Agents

Graeme Moad, Carlos Guerrero-Sanchez, Joris J Haven, Daniel Keddie, Almar Postma, Ezio Rizzardo, San H Thang

Research output: Chapter in Book/Report/Conference proceedingChapterResearch

30 Citations (Scopus)

Abstract

In this paper we explore RAFT (reversible addition-fragmentation chain transfer) single unit monomer insertion (SUMI) into dithiobenzoates. Styrene and N-isopropylacrylamide (NIPAm) were successfully inserted into 2-cyanopropan-2-yl dithiobenzoate. Attempted SUMI of methyl methacylate (MMA) provided an oligomeric insertion product due to the low transfer constant of the dithiobenzoate in MMA polymerization. A very low yield with maleic anhydride (MAH) reflects the low reactivity of MAH towards 2-cyanopropan-2-yl radicals. We also examined insertion of MAH, styrene and NIPAm into the styrene SUMI product. Insertion of MAH was rapid and efficient. SUMI with styrene and NIPAm was slower, which is attributed both to the low monomer concentrations used and the poor leaving group ability of the propagating species. The reaction with NIPAm is additionally complicated by initiator-derived by-products.
Original languageEnglish
Title of host publicationSequence-Controlled Polymers: Synthesis, Self-Assembly, and Properties
EditorsJean-Francois Lutz, Tara Y Meyer, Makoto Ouchi, Mitsuo Sawamoto
Place of PublicationWashington, United States of America
PublisherAmerican Chemical Society
Pages133-147
Edition1
ISBN (Print)9780841230019, 9780841230026
DOIs
Publication statusPublished - 2014

Publication series

NameACS Symposium Series
Number1170
ISSN (Print)0097-6156
ISSN (Electronic)1947-5918

Keywords

  • Synthesis of Materials
  • Polymerisation Mechanisms

Fingerprint

Dive into the research topics of 'RAFT for the Control of Monomer Sequence Distribution - Single Unit Monomer Insertion (SUMI) into Dithiobenzoate RAFT Agents'. Together they form a unique fingerprint.

Cite this