Poly(acryloyl hydrazide), a versatile scaffold for the preparation of functional polymers: synthesis and post-polymerisation modification

Autor: Javier Montenegro, Benjamin T. Martyn, Ranadeb Ball, Francisco Fernandez-Trillo, Jose Luis Brioso, Daniel N. Crisan, Oliver Creese
Přispěvatelé: Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares, Universidade de Santiago de Compostela. Departamento de Química Orgánica
Rok vydání: 2017
Předmět:
Zdroj: Polym. Chem.
Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
instname
ISSN: 1759-9962
1759-9954
DOI: 10.1039/c7py00535k
Popis: Here we present the synthesis and post-polymerisation modification of poly(acryloyl hydrazide), a versatile scaffold for the preparation of functional polymers: poly(acryloyl hydrazide) was prepared from commercially available starting materials in a three step synthesis on a large scale, in good yields and high purity. Our synthetic approach included the synthesis of a Boc-protected acryloyl hydrazide, the preparation of polymers via RAFT polymerisation and the deprotection of the corresponding Boc-protected poly(acryloyl hydrazide). Post-polymerisation modification of poly(acryloyl hydrazide) was then demonstrated using a range of conditions for both hydrophilic and hydrophobic aldehydes. These experiments demonstrate the potential of poly(acryloyl hydrazide) as a scaffold in the synthesis of functional polymers, in particular those applications where in situ screening of the activity of the functionalised polymers may be required (e.g. biological applications) This work was supported by the Royal Society, U.K (IE130688) and the Wellcome Trust (177ISSFPP). F. F.-T. thanks the Birmingham Science City and the European Regional Development Fund, the Royal Society (RG140273), and the University of Birmingham (John Evans Fellowship). J. M. thanks funding from MINECO (CTQ2014-59646-R, RYC-2013-1378) the Xunta de Galicia (ED431G/09 and 2016-AD031) and the ERC (Stg-DYNAP-677786) SI
Databáze: OpenAIRE