Please use this identifier to cite or link to this item:
https://hdl.handle.net/2440/131949
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Type: | Journal article |
Title: | A facile strategy for the high yielding, quantitative conversion of polyglycol end-groups to amines |
Author: | Yan, J. Marina, P.F. Blencowe, A. |
Citation: | Polymers, 2021; 13(9):1403-1-1403-11 |
Publisher: | MDPI AG |
Issue Date: | 2021 |
ISSN: | 2073-4360 2073-4360 |
Statement of Responsibility: | Jie Yan, Paula Facal Marina and Anton Blencowe |
Abstract: | Amino end-group functionalised polyglycols are important intermediates in the synthesis of sophisticated polymeric architectures and biomaterials. Herein, we report a facile strategy for the end-group conversion of hydroxyl-terminated polyglycols to amino-terminated polyglycols in high isolated yields and with excellent end-group fidelity. Following traditional conversion of polyglycol hydroxyl end-groups to azides via the corresponding mesylate, reduction with zinc in the presence of ammonium chloride afforded a range of amino end-group functionalised poly(ethylene glycol) and poly(propylene glycol) homopolymers and copolymers with isolated yields of 82-99% and end-group conversions of >99% as determined by NMR spectroscopy and MALDI ToF MS. Furthermore, this process is applicable to a sequential reagent addition approach without intermediate polymer isolation steps with only a slight reduction in yield and end-group conversion (95%). Importantly, a simple work-up procedure provides access to high purity polyglycols without contamination from other reagents. |
Keywords: | polyglycol amino end-group Zn-mediated reduction poly(ethylene glycol) end-group transformations |
Description: | Published: 26 April 2021 |
Rights: | Copyright: © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https:// creativecommons.org/licenses/by/ 4.0/). |
DOI: | 10.3390/polym13091403 |
Published version: | http://dx.doi.org/10.3390/polym13091403 |
Appears in Collections: | Aurora harvest 4 Chemistry publications |
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hdl_131949.pdf | Published version | 1.15 MB | Adobe PDF | View/Open |
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