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Simple Synthesis of Aldehyde and Carboxylic Acid Terminated Methoxypoly(ethylene glycol)
Author(s) -
Guastavino Javier F.,
Vaillard Victoria A.,
Cristaldi Mariano D.,
Rossini Lorena,
Vaillard Santiago E.
Publication year - 2016
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201600094
Subject(s) - ethylene glycol , reagent , aldehyde , chemistry , carboxylic acid , polymer , organic chemistry , pegylation , combinatorial chemistry , polymer chemistry , polyethylene glycol , catalysis
mPEG‐aldehydes and activated mPEG‐carboxylic acids on which the polymer and the reactive functional group are separated by aliphatic chains of different lengths, are well known reagents of widespread application in PEGylation technology. The syntheses of these functional polymers are not easy and usually the preparation of each of these compounds requires a very specific set of reagents and experimental conditions. In fact, a general method for their preparation is, still nowadays, unavailable. In this work a simple synthetic method is developed for preparation of mPEG‐aldehydes and carboxylic acids with excellent yields. The key step of the method involves a substitution reaction of mPEG‐mesylate with mono‐alkoxides of symmetrical diols to afford hydroxyl‐terminated polymers, which are converted to the aldehydes and acids by mild oxidation reactions.