Please use this identifier to cite or link to this item: https://hdl.handle.net/1959.11/17025
Title: RAFT for the Control of Monomer Sequence Distribution - Single Unit Monomer Insertion (SUMI) into Dithiobenzoate RAFT Agents
Contributor(s): Moad, Graeme (author); Guerrero-Sanchez, Carlos (author); Haven, Joris J (author); Keddie, Daniel  (author); Postma, Almar (author); Rizzardo, Ezio (author); Thang, San H (author)
Publication Date: 2014
DOI: 10.1021/bk-2014-1170.ch009
Handle Link: https://hdl.handle.net/1959.11/17025
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.
Publication Type: Book Chapter
Source of Publication: Sequence-Controlled Polymers: Synthesis, Self-Assembly, and Properties, p. 133-147
Publisher: American Chemical Society
Place of Publication: Washington, United States of America
ISBN: 9780841230019
9780841230026
Fields of Research (FoR) 2008: 030305 Polymerisation Mechanisms
030306 Synthesis of Materials
Fields of Research (FoR) 2020: 340306 Polymerisation mechanisms
340207 Metal organic frameworks
Socio-Economic Objective (SEO) 2008: 970103 Expanding Knowledge in the Chemical Sciences
Socio-Economic Objective (SEO) 2020: 280105 Expanding knowledge in the chemical sciences
HERDC Category Description: B1 Chapter in a Scholarly Book
Series Name: ACS Symposium Series
Series Number : 1170
Editor: Editor(s): Jean-Francois Lutz, Tara Y Meyer, Makoto Ouchi, Mitsuo Sawamoto
Appears in Collections:Book Chapter

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