New Fluorous Reversed Phase Silica Gels for HPLC Separations of Perfluorinated Compounds

Glatz, Heiko; Blay, Ch.; Engelhardt, H.; Bannwarth, Willi

doi:10.1365/s10337-004-0284-y

Cited by 26 publications

(15 citation statements)

References 15 publications

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“…On the basis of the highly specific fluoruos−fluorous (F−F) interactions, fluorous molecules are retained by fluorous silica gel while nonfluorous molecules are not. 32,34 Fluorous-tagged analytes such as triphenylphosphine oxide, 33,34 fluoroalkyl-substituted phenyl bromides, 35 oligonucleotides, 36 and peptides 37 have been successfully separated from nonfluorous analytes by using fluorinated adsorbent or fluorinated monolithic columns. However, there is no application of fluorinated Au NPs in adsorption, separation, or detection of fluorous analytes by far.…”

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confidence: 99%

Sensitive Colorimetric Visualization of Perfluorinated Compounds Using Poly(ethylene glycol) and Perfluorinated Thiols Modified Gold Nanoparticles

et al. 2014

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In this work, we have developed a novel sensing strategy employing mixed poly(ethylene glycol)-terminated (PEG-thiols) and perfluoroalkyl-terminated (F-thiols) alkanethiols modified gold nanoparticles (Au@PEG-F NPs) as a probe to detect perfluorinated compounds (PFCs) from water samples. PEG-thiols with high density and long carbon chains make the Au NPs probe well-dispersed in solution and stable even in high concentration of salt solution; F-thiols provide specific fluorous−fluorous interactions to PFCs, which results in adsorption of PFCs on Au@PEG-F NPs. The adsorbed PFCs cause the aggregation of Au@PEG-F NPs probes and thus induce the insolubility of probes and precipitation directly from reaction solution due to the superhydrophobicity of perfluorocarbon monolayers, leading to color and absorbance response of the assay to PFCs. The preparation of the Au@PEG-F NPs probe is very simple, and the colorimetric assay based on this mechanism for the detection of PFCs is selective and convenient. Combined with UV−vis spectrophotometry, the assay demonstrates good sensitivities to PFCs with wide linear range. In the designed concentration range, the response of the colorimetric assay to longchain PFCs (perfluoroalkyl chain ≥7) is discerned even as the concentration of these PFCs is as low as 10 μg L −1 . This low-cost and sensitive assay shows great potential to measure total PFCs in water samples. To the best of our knowledge, this is the first application of the specific fluorous−fluorous interactions and Au NPs based probes for colorimetric recognition for PFCs.

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confidence: 99%

Sensitive Colorimetric Visualization of Perfluorinated Compounds Using Poly(ethylene glycol) and Perfluorinated Thiols Modified Gold Nanoparticles

et al. 2014

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“…2). This PAGE also indicated, that F-(MeO)Tr-(dT) 20 (10) showed no mobility at all and remained in the well, whereas the mobility of (MeO) 2 Tr-(dT) 20 (9) was only slightly decreased as compared to that of (dT) 20 (8).…”

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confidence: 59%

“…These tags reveal a higher hydrophobicity compared to linear alkyl chains. In addition, fluorousÀfluorous interactions are unique, stronger, and clearly distinguishable from lipophilic interactions of alkyl units so that they can be dubbed as fluorophilic interactions [9] [10].…”

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confidence: 99%

Noncovalent Attachment of Nucleotides by FluorousFluorous Interactions: Application to a Simple Purification Principle for Synthetic DNA Fragments

Beller

Bannwarth

2005

Helvetica Chimica Acta

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“…HPLC: Agilent-1100 system with a Source-5RPC ST-4.6/150 column (Amersham Pharmacia Biotech). MPLC: Büchi MPLC system (fraction collector C660, pump module C605, pump manager C615, and UV photometer C635) for purification of Ru-complexes; the C 18 reversed-phase material was synthesized by a modified standard procedure according to [27].…”

Section: Experimental Partmentioning

confidence: 99%

Optimized Batchwise and Continuous Microreactor Synthesis of a (Bathophenanthroline)ruthenium(II) Complex Carrying Different Ligands

Kramer

Rumi

Bannwarth

2009

Helvetica Chimica Acta

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By changing the Ru-source, the reaction conditions, and the workup/purification procedure, the batchwise synthesis of a mixed [Ru II (bathophenanthroline)] complex, i.e., of 4b, could substantially be improved (bathophenanthroline ¼ 4,7-diphenyl-1,10-phenanthroline). In addition, we were able to adapt both steps of the synthesis to a microreactor system leading to the desired Ru-complex in a continuous preparation in very high yields. The latter approach is especially suited for an envisaged scale-up.Introduction. -Chelate complexes of the lanthanides Eu and Tb are routinely applied to fluorescent labelling of biomolecules. Their main advantage is represented by the strong fluorescence and excited-state lifetimes up to milliseconds, which allow for time-resolved measurements with high sensitivity [1] [2].Some time ago, we have established [Ru II (bathophenanthroline)] complexes as interesting alternatives (bathophenanthroline ¼ 4,7-diphenyl-1,10-phenanthroline). They show excellent chemical and thermodynamic stability, and the relatively long decay time for their luminescence in the microsecond range also allow highly sensitive time-resolved measurements [3]. Meanwhile, we have applied these complexes in combination with suitable donor or acceptor chromophores to robust fluorescenceresonance-energy-transfer (FRET) systems either in peptides or DNA fragments [4]. Their covalent coupling to biomolecules like peptides, proteins, or amino-modified DNA requires mixed Ru-complexes consisting of ligands carrying sulfonate groups to mediate solubility in aqueous systems, but most importantly also a single functionality like a carboxy function for the specific covalent attachment to the aforementioned biomolecules via a stable amide bond.

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New Fluorous Reversed Phase Silica Gels for HPLC Separations of Perfluorinated Compounds

Cited by 26 publications

References 15 publications

Sensitive Colorimetric Visualization of Perfluorinated Compounds Using Poly(ethylene glycol) and Perfluorinated Thiols Modified Gold Nanoparticles

Sensitive Colorimetric Visualization of Perfluorinated Compounds Using Poly(ethylene glycol) and Perfluorinated Thiols Modified Gold Nanoparticles

Noncovalent Attachment of Nucleotides by FluorousFluorous Interactions: Application to a Simple Purification Principle for Synthetic DNA Fragments

Optimized Batchwise and Continuous Microreactor Synthesis of a (Bathophenanthroline)ruthenium(II) Complex Carrying Different Ligands

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