A facile strategy for the high yielding, quantitative conversion of polyglycol end-groups to amines

التفاصيل البيبلوغرافية
العنوان: A facile strategy for the high yielding, quantitative conversion of polyglycol end-groups to amines
المؤلفون: Jie Yan, Anton Blencowe, Paula Facal Marina
المساهمون: Yan, Jie, Marina, Paula Facal, Blencowe, Anton
المصدر: Polymers, Vol 13, Iss 1403, p 1403 (2021)
Polymers
بيانات النشر: Switzerland : MDPI, 2021.
سنة النشر: 2021
مصطلحات موضوعية: chemistry.chemical_classification, Polymers and Plastics, poly(ethylene glycol), Zn-mediated reduction, Communication, amino end-group, polyglycol, Organic chemistry, General Chemistry, Polymer, Nuclear magnetic resonance spectroscopy, Polyvinyl alcohol, Combinatorial chemistry, chemistry.chemical_compound, QD241-441, chemistry, Yield (chemistry), Reagent, endgroup transformations, Copolymer, Ammonium chloride, Ethylene glycol, end-group transformations
الوصف: 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. Refereed/Peer-reviewed
اللغة: English
URL الوصول: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9168f36be559a8371e827a64ca26855a
https://hdl.handle.net/11541.2/147352
حقوق: OPEN
رقم الأكسشن: edsair.doi.dedup.....9168f36be559a8371e827a64ca26855a
قاعدة البيانات: OpenAIRE