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Issue 75, 2016
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Utilising alternative modifications of α-olefin end groups to synthesise amphiphilic block copolymers

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Abstract

Amphiphilic block copolymers comprised of polyisobutylene (PIB) and poly(2-(dimethylamino)ethyl methacrylate) (DMAEMA) have been synthesised. This has been achieved via two new synthetic processes. Firstly, a PIB macroinitiator was synthesised from PIB that is primarily terminated by an α-olefin, hydroboration/oxidation of the terminal α-olefin followed by esterification with α-bromoisobutyryl bromide furnished the desired macroinitiator. The PIB macroinitiator was then utilised to polymerise DMAEMA by SET-LRP at different block lengths of PDMAEMA. However, end fidelity of the PIB macroinitiator was low (60%) and as such synthesising a block of PDMAEMA with a predictable degree of polymerisation was not possible. PIB-b-PDMAEMA block copolymers were also synthesised by reactive coupling of functional homopolymers, primary amine terminated PDMAEMA and polyisobutenyl succinic anhydride (PIBSA). Variable molecular weight well-defined PDMAEMA was synthesised by SET-LRP using an azide bearing initiator followed by transformation of the azide end group to a primary amine. All primary amine functionalised PDMAEMA was then coupled with PIBSA to synthesise PIB-b-PDMAEMA, demonstrated by GPC. However, the capabilities of this synthetic approach was limited as more than one PDMAEMA may couple to the PIBSA, therefore not synthesising pure PIB-b-PDMAEMA copolymers.

Graphical abstract: Utilising alternative modifications of α-olefin end groups to synthesise amphiphilic block copolymers

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Supplementary files

Article information


Submitted
13 Jun 2016
Accepted
22 Jul 2016
First published
22 Jul 2016

This article is Open Access

RSC Adv., 2016,6, 71773-71780
Article type
Paper

Utilising alternative modifications of α-olefin end groups to synthesise amphiphilic block copolymers

E. L. Malins, C. Waterson and C. R. Becer, RSC Adv., 2016, 6, 71773 DOI: 10.1039/C6RA15346A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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