Premium
Photo‐responsive amphiphilic poly( α ‐hydroxy acids) with pendent o ‐nitrobenzyl ester constructed via copper‐catalyzed azide‐alkyne cycloaddition reaction
Author(s) -
Liu Xiangyu,
He Jingwen,
Niu Yile,
Li Yefei,
Hu Ding,
Xia Xinnian,
Lu Yanbing,
Xu Weijian
Publication year - 2015
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/pat.3472
Subject(s) - ethylene glycol , azide , amphiphile , micelle , polymer chemistry , dynamic light scattering , polymerization , copolymer , click chemistry , alkyne , materials science , cycloaddition , nile red , nanocarriers , ring opening polymerization , chemistry , catalysis , organic chemistry , fluorescence , drug delivery , polymer , nanoparticle , aqueous solution , nanotechnology , physics , quantum mechanics
Photo‐responsive block copolymer mPEG‐b‐poly(Tyr)‐g‐NB was prepared by introduction of o ‐nitrobenzyl ester group into the side chain of amphiphilic poly(ethylene glycol)‐b‐poly( α ‐hydroxy acids) (mPEG‐b‐poly(Tyr)) containing pendent alkynyl group via copper‐catalyzed azide‐alkyne cycloaddition reaction. The amphiphilic mPEG‐b‐poly(Tyr) was synthesized via the ring‐opening polymerization of O ‐carboxyanhydrides, with monomethoxy poly(ethylene glycol) (mPEG) as macroinitiator. The molecular structure, self‐assembly, and photo‐controlled release of the obtained mPEG‐b‐poly(Tyr)‐g‐NB were thoroughly investigated. mPEG‐b‐poly(Tyr)‐g‐NB could self‐assemble into spherical micelles in water and showed disassembly under UV light irradiation, which was demonstrated by means of UV‐vis spectroscopy, scan electron microscopes, and dynamic light scattering measurement. Fluorescence emission measurements demonstrated that Nile red, encapsulated by micelles, can be released upon UV irradiation. This study provides a convenient way to construct smart poly( α ‐hydroxy acids)‐based nanocarriers for controlled release of hydrophobic drugs. Copyright © 2015 John Wiley & Sons, Ltd.