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Naji, M. |
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Motta, Antonella |
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Aletan, Dirar |
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Mohamed, Tarek |
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Ertürk, Emre |
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Taccardi, Nicola |
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Kononenko, Denys |
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Petrov, R. H. | Madrid |
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Alshaaer, Mazen | Brussels |
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Bih, L. |
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Casati, R. |
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Muller, Hermance |
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Kočí, Jan | Prague |
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Šuljagić, Marija |
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Kalteremidou, Kalliopi-Artemi | Brussels |
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Azam, Siraj |
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Ospanova, Alyiya |
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Blanpain, Bart |
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Ali, M. A. |
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Popa, V. |
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Rančić, M. |
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Ollier, Nadège |
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Azevedo, Nuno Monteiro |
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Landes, Michael |
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Rignanese, Gian-Marco |
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Vogt, Andrew
in Cooperation with on an Cooperation-Score of 37%
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Publications (3/3 displayed)
- 2016Lithium-air battery cathode modification via an unconventional thermal method employing boraxcitations
- 2013Modular ambient temperature functionalization of carbon nanotubes with stimuli-responsive polymer strandscitations
- 2012Modular design of glyco-microspheres via mild pericyclic reactions and their quantitative analysiscitations
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article
Modular design of glyco-microspheres via mild pericyclic reactions and their quantitative analysis
Abstract
The facile and efficient functionalization of porous poly(glycidyl methacrylate) (pGMA) microspheres via hetero Diels-Alder (HDA) chemistry with poly(3-O-acryloyl-1,2: 5,6-di-O-isopropylidene-alpha-D-glucofuranoside) (pAIpGlc) prepared by reversible addition-fragmentation chain transfer (RAFT) polymerization employing electron deficient thiocarbonylthio compounds (benzyl pyridin-2-yldithioformate (BPDF)) is described in detail. The efficiency of the employed ‘grafting to' approach is qualitatively and quantitatively analyzed. Initially the microspheres are functionalized with a highly reactive diene - cyclopentadiene (Cp) - in one step with sodium cyclopentadienide, and subsequently reacted with a protected glycopolymer (number-average molecular weight, M-n = 4200 g mol(-1); polydispersity index, PDI = 1.2) that carries a thiocarbonyl moiety functioning as a dienophile. The functionalization of the microspheres is achieved under mild conditions (T = 50 degrees C) with trifluoroacetic acid (TFA) as a readily removable catalyst. Deprotection of the grafted pAIpGlc to poly(3-O-acryloyl-alpha,beta-D-glucopyranoside) (pAGlc) can be performed after functionalization in one pot with formic acid at ambient temperature. The obtained loading capacity is 2.63 x 10(19) chains per g and the grafting density is close to 0.16 chains per nm(2). Quantitative analysis of the grafting densities is achieved via elemental analysis; the pore size distribution before functionalization was analyzed by inverse size exclusion chromatography (iSEC). Further employed characterization techniques include scanning electron microscopy (SEM), X-ray photoelectron spectroscopy (XPS) and high resolution attenuated total reflectance (ATR) FT-IR microscopy supporting the successful modification of the microspheres.