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Comparison of metal free polymer-dye conjugation strategies in protic solvents

Gaitzsch, J; Delahaye, M; Poma, A; Du Prez, F; Battaglia, G; (2016) Comparison of metal free polymer-dye conjugation strategies in protic solvents. Polymer Chemistry , 7 (17) pp. 3046-3055. 10.1039/c6py00518g. Green open access

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Abstract

Polymer–dye conjugations are one of the common examples for polymer modifications. They represent a crucial step for imaging in optical microscopy or for tracing and marking macromolecules. In this work, we present a comparison between quick and efficient conjugation reactions that do not rely on the use of a metal catalyst, which could contaminate the resulting polymer and hinder its use for subsequent biological applications. Moreover, since the conjugation strategy needs to be compatible with the solvent system used to solubilise the polymer, we focussed our attention on assessing these conjugation approaches for their feasibility with a sample polymer that is only soluble in protic solvents. The methods studied include the ring-strain promoted azide–alkyne click reaction, thiol/maleimide conjugation as well as the 1,2,4-triazoline-3,5-dione (TAD) with a diene moiety, one of the latest click chemistries available.

Type: Article
Title: Comparison of metal free polymer-dye conjugation strategies in protic solvents
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/c6py00518g
Publisher version: http://doi.org/10.1039/c6py00518g
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
Keywords: Science & Technology, Physical Sciences, Polymer Science, CLICK CHEMISTRY, DELIVERY, PH, FUNCTIONALIZATION, ENCAPSULATION, EFFICIENT, VESICLES, AFFINITY, SYSTEMS, CELLS
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Medical Sciences > Eastman Dental Institute
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/1496221
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