Amphiphilic block copolymers featuring a reversible hetero Diels-Alder linkage

Langer, M., Brandt, J., Lederer, A., Goldmann, A.S., Schacher, F.H., & Barner-Kowollik, C. (2014) Amphiphilic block copolymers featuring a reversible hetero Diels-Alder linkage. Polymer Chemistry, 5(18), pp. 5330-5338.

View at publisher


The present article reports the preparation of a novel class of switchable amphiphilic diblock copolymers with a temperature switchable linkage. Reversible addition fragmentation chain transfer (RAFT) polymerization was used to synthesize the individual blocks: for the preparation of the non-polar block, i.e. poly(isoprene-co-styrene) (P(I-co-S)) (9200 g mol−1Mn ≤ 50 000 g mol−1, 1.22 ≤ Đ ≤ 1.36), a chain transfer agent (CTA, 3-((2-bromo-2-methylpropanoyl)oxy)propyl 2-(((dodecylthio)carbonothioyl)thio)-2-methylpropanoate) carrying a bromine group was employed, ready for subsequent cyclopentadienyl (Cp) transformation. For the preparation of the polar block, triethylene glycol methyl ether acrylate (TEGA) was polymerized (6600 g mol−1Mn ≤ 35 000 g mol−1, 1.12 ≤ Đ ≤ 1.30) using a RAFT agent carrying a phosphoryl Z-group, which is able to undergo hetero Diels-Alder (HDA) ligation with Cp moieties. Both building blocks were conjugated at ambient temperature in the presence of ZnCl2 as catalyst yielding the amphiphilic block copolymer P(I-co-S)-b-PTEGA (16 000 g mol−1Mn ≤ 68 000 g mol−1, 1.15 ≤ Đ ≤ 1.32). To investigate the bonding/debonding capability of the HDA linkage, high temperature nuclear magnetic resonance (HT-NMR) spectroscopy, high temperature dynamic light scattering (HT-DLS) and high temperature size exclusion chromatography (HT-SEC) were carried out, evidencing that efficiently switchable amphiphilic block copolymers were generated (>4 cycles).

Impact and interest:

13 citations in Scopus
15 citations in Web of Science®
Search Google Scholar™

Citation counts are sourced monthly from Scopus and Web of Science® citation databases.

These databases contain citations from different subsets of available publications and different time periods and thus the citation count from each is usually different. Some works are not in either database and no count is displayed. Scopus includes citations from articles published in 1996 onwards, and Web of Science® generally from 1980 onwards.

Citations counts from the Google Scholar™ indexing service can be viewed at the linked Google Scholar™ search.

Full-text downloads:

0 since deposited on 22 Sep 2016
0 in the past twelve months

Full-text downloads displays the total number of times this work’s files (e.g., a PDF) have been downloaded from QUT ePrints as well as the number of downloads in the previous 365 days. The count includes downloads for all files if a work has more than one.

ID Code: 99392
Item Type: Journal Article
Refereed: Yes
Keywords: Dynamic light scattering, Free radical polymerization, Nuclear magnetic resonance spectroscopy, Styrene, Amphiphilic block copolymers, Amphiphilic diblock copolymers, Chain transfer agents, Cyclopentadienyls, High temperature dynamics, Methyl ether acrylate, Reversible addition-fragmentation chain transfer polymerization, Triethylene glycol, Block copolymers
DOI: 10.1039/c4py00644e
ISSN: 1759-9954
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: The Royal Society of Chemistry 2014
Deposited On: 22 Sep 2016 04:50
Last Modified: 27 May 2017 04:14

Export: EndNote | Dublin Core | BibTeX

Repository Staff Only: item control page