A click chemistry-based "grafting through" approach to the synthesis of a biorelevant polymer brush

被引：26

作者：

Cappelli, A. ^{[1
,2
]}

Paolino, M. ^{[1
,2
]}

Grisci, G. ^{[1
,2
]}

Giuliani, G. ^{[1
,2
]}

Donati, A. ^{[1
,2
]}

Mendichi, R. ^{[3
]}

Boccia, A. C. ^{[3
]}

Samperi, F. ^{[4
]}

Battiato, S. ^{[4
]}

Paccagnini, E. ^{[5
]}

Giacomello, E. ^{[6
]}

Sorrentino, V. ^{[6
]}

Licciardi, M. ^{[7
]}

Giammona, G. ^{[7
]}

Vomero, S. ^{[1
,2
]}

机构：

[1] Univ Siena, Dipartimento Farmaco Chim Tecnol, I-53100 Siena, Italy

[2] Univ Siena, European Res Ctr Drug Discovery & Dev, I-53100 Siena, Italy

[3] CNR, Ist Studio Macromol, I-20133 Milan, Italy

[4] CNR, Ist Chim & Tecnol Polimeri, I-95125 Catania, Italy

[5] Univ Siena, Dipartimento Biol Evolut, I-53100 Siena, Italy

[6] Univ Siena, Dipartimento Neurosci, Sez Med Mol, I-53100 Siena, Italy

[7] Univ Palermo, Dipartimento Sci & Tecnol Mol & Biomol STEMBIO, I-90123 Palermo, Italy

来源：

POLYMER CHEMISTRY | 2011年 / 2卷 / 11期

关键词：

TRANSFER RADICAL POLYMERIZATION; OLIGO(ETHYLENE GLYCOL) METHACRYLATE; THERMOREVERSIBLE POLYMERIZATION; AMBIENT-TEMPERATURE; MOLECULAR BRUSHES; AQUEOUS-MEDIA; DERIVATIVES; WATER; ATRP;

D O I：

10.1039/c1py00271f

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

A new biorelevant polymer brush showing a polybenzofulvene backbone was synthesized by a "grafting through" approach based on click chemistry and spontaneous polymerization reactions. The easy polymerization of the relatively complex monomer (6-MOEG-9-TM-BF3k) suggests the existence of a particularly efficient recognition process capable of pre-organizing the monomer molecules for the spontaneous polymerization. (13)C-NMR spectroscopy as well as UV-vis and fluorescence spectroscopy suggested for poly-6-MOEG-9-TM-BF3k the features of a vinyl (1,2) pi-stacked polymer. The new polybenzofulvene derivative was found to interact with water at room temperature to give clear water solutions, but TEM analysis demonstrated the presence of macromolecular aggregates showing dimensions larger than those suggested by SEC-MALS analysis for the isolated macromolecules. DLS studies confirmed the presence of objects showing average dimensions in the range of 200-300 nm and suggested thermoresponsive colloidal properties for poly-6-MOEG-9-TM-BF3k macromolecules. Finally, owing to its favourable absorption/emission properties and water solubility, the interaction of poly-6-MOEG-9-TM-BF3k with live cells was studied by fluorescence microscopy experiments, which revealed that the polymer brush was unable to enter live cells and alter cell morphology.

引用

页码：2518 / 2527

页数：10

共 26 条

[1] Indenone derivatives:: A novel template for peroxisome proliferator-activated receptor γ (PPARγ) agonists [J].