Hydrosoluble dendritic poly(ethylene oxide)s with zinc tetraphenylporphyrin branching points as photosensitizers
DEFFIEUX, Alain
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
< Leer menos
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
Idioma
en
Article de revue
Este ítem está publicado en
Polymer Chemistry. 2013, vol. 4, n° 6, p. 1903-1912
Royal Society of Chemistry - RSC
Resumen en inglés
Synthesis of dendrimer-like star-branched poly(ethylene oxide)s (PEOs) with two and three generations having Zn(II) tetraphenylporphyrin (ZnTPP) moieties at the core and at each branching point has been successfully achieved ...Leer más >
Synthesis of dendrimer-like star-branched poly(ethylene oxide)s (PEOs) with two and three generations having Zn(II) tetraphenylporphyrin (ZnTPP) moieties at the core and at each branching point has been successfully achieved through an iterative convergent approach harnessing "click chemistry". In the first step, a four-armed poly(ethylene oxide)star-shaped polymer was synthesized by the copper(I)-catalyzed azide-alkyne cycloaddition between alpha-azido poly(ethylene oxide) branches (N-3-PEO-OH) and 5,10,15,20-tetra(propargyloxyphenyl) Zn(II) porphyrin as the core. In the second step, a tetra-armed star PEO bearing 5-(4-phenoxy)-10,15,20-tris(propargyloxyphenyl) Zn(II) porphyrin at each branch end was prepared by divergence of the omega-hydroxyl PEO chain-ends through a Williamson-type etherification reaction. The resulting star PEO with 3 propargyl groups at each arm end was then subjected to a new "click chemistry" reaction with N-3-PEO-OH affording the dendrimer star-like PEO of second generation carrying 12 new omega-OH-PEO external branches attached to the four ZnTPP branching points. Repetition of the second step afforded the high molar mass third generation dendrimer-like PEO carrying 36 omega-OH PEO terminal branches with a uniform distribution of 17 zinc tetraphenylporphyrin moieties as internal branching points. The photophysical properties of the resulting polymers in organic or aqueous medium and their efficiency in singlet oxygen generation are reported.< Leer menos
Palabras clave en inglés
DELIVERY
DENDRIMERS
OXYGEN
LIGATION
PHOTODYNAMIC THERAPY AGENT
STAR POLYMERS
AQUEOUS-SOLUTION
PORPHYRIN CORE
SITE ISOLATION
AZIDE
Orígen
Importado de HalCentros de investigación