Issue 17, 2022

Rapid synthesis of polyester based single-chain polymeric nanoparticles via an intra-molecular aza-Michael addition reaction

Abstract

An alternative strategy was developed to prepare intramolecularly crosslinked soft nanoparticles using the aza-Michael addition reaction of a linear polyester (PCA) containing in-chain reactive triple bonds. The linear precursor was achieved using the conventional polyesterification method in the presence of an acid catalyst. Single-chain polymeric nanoparticles were successfully synthesized by the aza-Michael addition route using a bifunctional amine compound and PCA in a short reaction period (15 min). The resulting polymeric nanoparticles exhibited lower hydrodynamic radii compared to their linear analogues (Rh < 5.55 nm). Crosslinked particles transformed into globular morphologies due to the collapse process as well. Additionally, the achieved nanoparticles were exploited for post-modifications via a thiol-Michael addition reaction.

Graphical abstract: Rapid synthesis of polyester based single-chain polymeric nanoparticles via an intra-molecular aza-Michael addition reaction

Supplementary files

Article information

Article type
Paper
Submitted
09 Dec 2021
Accepted
13 Mar 2022
First published
17 Mar 2022

Polym. Chem., 2022,13, 2442-2449

Rapid synthesis of polyester based single-chain polymeric nanoparticles via an intra-molecular aza-Michael addition reaction

B. Alkan, O. Daglar, B. Aydogan Temel, H. Durmaz and G. Temel, Polym. Chem., 2022, 13, 2442 DOI: 10.1039/D1PY01631H

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