Size‐Tunable Micron‐Bubbles Based on Fluorous–Fluorous Interactions of Perfluorinated Dendritic Polyglycerols

Zieringer, Maximilian; Garcı́a-Bernabé, Abel; Costisella, Burkhard; Glatz, Heiko; Bannwarth, Willi; Haag, Rainer

doi:10.1002/cphc.201000157

Cited by 8 publications

(15 citation statements)

References 39 publications

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“…Hyperbranched polyglycerol 4f that contains a perfluorinated core, however, was able to enhance the solubility of a perfluoro tagged diazo dye in water, based on supramolecular fluorous–fluorous interactions as observed by UV‐vis measurement (see Supporting Information Figure S1) 24, 25…”

Section: Resultsmentioning

confidence: 99%

“…In our previous work on dendritic architectures for the solubilization of hydrophobic drugs, we studied hyperbranched polymer‐based core–shell architectures possessing linear and branched outer shells 19–23. Perfluoroalkyl shell architectures have also been reported 24, 25. Furthermore, we have demonstrated that hyperbranched polyglycerols modified with different functionalized aromatic cores can encapsulate the hydrophobic guests by specific interaction such as π–π interactions 26.…”

Section: Introductionmentioning

confidence: 97%

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Supramolecular Aggregates of Water Soluble Dendritic Polyglycerol Architectures for the Solubilization of Hydrophobic Compounds

Kurniasih

Liang

Rabe

et al. 2010

Macromol. Rapid Commun.

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Dendritic core-shell architectures which are based on hyperbranched polyglycerol for the solubilization of hydrophobic drugs have been synthesized and characterized. The core of hyperbranched polyglycerol has been modified with hydrophobic biphenyl groups or perfluorinated chains to increase the core hydrophobicity of the macromolecules. These amphiphilic core-shell type architectures were then used to solubilize pyrene, nile red, and a perfluoro tagged diazo dye, as well as the drug nimodipine in water. Specific host-guest interactions such as fluorous-fluorous interactions could be tailored by this flexible core design and determined by UV spectroscopy. The transport capacity increased 450-fold for nile red, 47-fold for nimodipine, and 37-fold for pyrene at a polymer concentration of only 0.1 wt.-%. Surface tension measurements and scanning force microscopy (SFM) were used to reveal the aggregation properties of these complexes. The formation of supramolecular aggregates with diameters of ≈20 nm and critical aggregate concentrations of 2 × 10(-6) mol · L(-1) have been observed. This indicates the controlled self-assembly of the presented amphiphilic dendritic core-shell type architectures.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 97%

Supramolecular Aggregates of Water Soluble Dendritic Polyglycerol Architectures for the Solubilization of Hydrophobic Compounds

Kurniasih

Liang

Rabe

et al. 2010

Macromol. Rapid Commun.

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“…To generate the perfectly branched generation 4 ([G4]) dendrimer, we applied a reaction sequence similar to the one previously reported. [43] The synthesis is based on an iterative two-step protocol which includes allylation of an alcohol and subsequent catalytic dihydroxylation of the allylic double bond. In contrast to the procedure published earlier, we modified the synthesis in the catalytic dihydroxylation step.…”

Section: Polyglycerol Dendrimer Generation 4 (Dpg 100 )mentioning

confidence: 99%

The Effect of Polyglycerol Sulfate Branching On Inflammatory Processes

Paulus

Schulze

Steinhilber

et al. 2014

Macromolecular Bioscience

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In this study, the extent to which the scaffold architecture of polyglycerol sulfates affects inflammatory processes and hemocompatibility is investigated. Competitive L-selectin binding assays, cellular uptake studies, and blood compatibility readouts are done to evaluate distinct biological properties. Fully glycerol based hyperbranched polyglycerol architectures are obtained by either homopolymerization of glycidol (60% branching) or a new copolymerization strategy of glycidol with ethoxyethyl glycidyl ether. Two polyglycerols with 24 and 42% degree of branching (DB) are synthesized by using different monomer feed ratios. A perfectly branched polyglycerol dendrimer is synthesized according to an iterative two-step protocol based on allylation of the alcohol and subsequent catalytic dihydroxylation. All the polyglycerol sulfates are synthesized with a comparable molecular weight and degree of sulfation. The DB make the different polymer conjugates perform different ways. The optimal DB is 60% in all biological assays.

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“…Polyglycerol dendrimers that contain a perfluorinated shell have previously been synthesized 13 and analyzed with respect to their aggregation behavior. 14 These dendritic polymers have been employed as a supramolecular, homogeneous support for a perfluoro-tagged Pd catalyst in Suzuki coupling. 13 Also the influence of perfluoroalkyl tails in the self-assembly of classical surfactants is well documented in the literature.…”

Section: Introductionmentioning

confidence: 99%

Controlled self-assembly of stomatosomes by use of single-component fluorinated dendritic amphiphiles

et al. 2018

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A series of novel non-ionic amphiphiles with dendritic oligoglycerol head groups of different generations ([G1]-[G3]) and lipophilic/fluorophilic tail segments, comprising single or double tail alkyl chains, C8F17-perfluoro rod segments as well as flexible spacer groups of different lengths were designed and synthesized. We expected that the differences in the size of the dendritic head groups in combination with perfluorinated segments would have an impact on the supramolecular structures formed in aqueous solution if compared with the hydrogenated analogues. Investigating the self-assembly behavior mainly by cryogenic transmission electron microscopy (cryo-TEM) and cryo-electron tomography (cryo-ET) we found as a new result the formation of perforated bilayer vesicles (stomatosomes) and bicontinuous network structures. Surprisingly, we have observed stomatosome formation by self-assembly of single component fluorinated dendritic amphiphiles. These assembly structures turned out to be extremely robust against harsh conditions, although there are strong indications that they represent non-equilibrium structures, which eventually transform into a bicontinuous cubic network structure of double diamond symmetry. In general, the molecular asymmetry of amphiphiles tuned by chemical design induced the expected trend from spherical micelles through worm-like micelles to perforated bilayers and three-dimensional network structures.

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Size‐Tunable Micron‐Bubbles Based on Fluorous–Fluorous Interactions of Perfluorinated Dendritic Polyglycerols

Cited by 8 publications

References 39 publications

Supramolecular Aggregates of Water Soluble Dendritic Polyglycerol Architectures for the Solubilization of Hydrophobic Compounds

Supramolecular Aggregates of Water Soluble Dendritic Polyglycerol Architectures for the Solubilization of Hydrophobic Compounds

The Effect of Polyglycerol Sulfate Branching On Inflammatory Processes

Controlled self-assembly of stomatosomes by use of single-component fluorinated dendritic amphiphiles

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