Spectrochemical investigations in molecularly organized solvent media: evaluation of pyridinium chloride as a selective fluorescence quenching agent of polycyclic aromatic hydrocarbons in aqueous carboxylate-terminated poly(amido) amine dendrimers and anionic micelles

Wade, Deborah A.; Mao, Chunfeng; Hollenbeck, A. C.; Tucker, Sheryl A.

doi:10.1007/s002160000609

Cited by 14 publications

(5 citation statements)

References 1 publication

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“…This quenching is unambiguously linked to the formation of the second shell, that is, AlO x @10%PA‐Py/PA‐CF 3 @Pyr + ‐CF 3 : The hydrodynamic diameter changes slightly from 126 ± 7 to 143 ± 8 nm, while the zeta potential increases from −28 ± 9 to 68 ± 9 mV, respectively, in the presence of 1.6 × 10 −3 m Pyr + ‐CF 3 . Pyr + ‐CF 3 contains a positively charged pyridinium head group, which is known to act as an electron accepting fluorescence quencher of pyrene . Even this change in fluorescence is reversibly switched between “on” and “off” states by repeated removal and addition of Pyr + ‐CF 3 from and to AlO x @10%PA‐Py/PA‐CF 3 NPs in aqueous dispersion (Figure S34, Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

Multifunctional and Tunable Surfaces Based on Pyrene Functionalized Nanoparticles

Wittmann

Stiegler

Henkel

et al. 2019

Adv Materials Inter

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The tuning of the optical properties of pyrene, immobilized on alumina nanoparticle surfaces, is demonstrated. To this end, phosphonic acid functionalized pyrene derivatives are shown to self‐assemble into stoichiometrically mixed monolayers featuring hydrophilic, hydrophobic, or fluorophilic phosphonic acid ligands and to form defined core–shell hybrids depending on the molecular mixing ratio and the nature of the ligand monomer, excimer, or mutual emission of both evolved. The spectroscopic observations are explained by the respective mobility of the dye molecules with respect to their fixed, specific anchor points and the resulting probability to form excimers and are supported by molecular dynamic simulations, X‐ray reflectivity measurements, and temperature‐dependent steady‐state fluorescence assays. In terms of an additional tuning of the emission color change and/or the on‐off switching of the fluorescence, the formation of core–shell–shell system is carried out by applying amphiphiles. The general concept is fully transferable to demobilized films of nanoparticles, thereby enabling a switchable solid‐state surface.

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Section: Resultsmentioning

confidence: 99%

Multifunctional and Tunable Surfaces Based on Pyrene Functionalized Nanoparticles

Wittmann

Stiegler

Henkel

et al. 2019

Adv Materials Inter

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“…[76][77][78] Other studies include the interaction of halfgeneration PAMAMs with surfactants, [79][80][81][82] polymers, 83,84 and fluorescent probes. [85][86][87][88][89] Simulations with coarse-grained models certainly represent a very important and judicious way to characterize the unique features of flexible-chain dendrimers, like dendron-backfolding or counterion effects, [42][43][44][45]55 but this simplified approach could overlook specific physical or chemical interactions in the simulated systems. In this sense, atomistic simulations, in the framework of classical molecular dynamics, offer some improvement at the expense of greater computational effort.…”

Section: Introductionmentioning

confidence: 99%

Molecular Dynamics Simulations of Charged Dendrimers: Low-to-Intermediate Half-Generation PAMAMs

Paulo¹,

Lopes²,

Costa³

2007

J. Phys. Chem. B

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We have performed atomistic molecular dynamics simulations of PAMAM dendrimers of generations 0.5, 1.5, 2.5, 3.5, and 4.5. The simulated systems comprise the charged dendrimer and its counterions embedded in a dielectric continuum (i.e., without explicit solvent). Structural properties of these dendrimers, like the radius of gyration, the principal moments of inertia, and the segment density profiles, were evaluated from the simulations. The average radius of gyration obtained for the intermediate half-generations 2.5, 3.5, and 4.5 follows the same scaling law that was previously inferred from simulations of full-generation PAMAMs, Rg approximately M1/3, and is characteristic of space-filling objects. The low half-generations 0.5 and 1.5 deviate, however, to greater Rg values. The shape of the smaller dendrimers is approximately that of a prolate ellipsoid, which becomes more spherical for higher generations. The segment density profiles show features identical to those obtained in other simulations of flexible-chain dendrimers, like dendron-backfolding. Two slightly different configurations, in terms of size and shape, were identified for generation 2.5. The radial distributions of counterions extracted from the simulations compare well with the solutions of Poisson-Boltzmann cell model, and the dendrimer's effective charge was estimated using the Bjerrum criterion. The influence of electrostatic interactions in the dendrimer's conformation due to repulsion between the charged end-groups and its relation to counterion effects is discussed for the several generations simulated. The form factors calculated from the simulations are compared with the model of a homogeneous ellipsoid of revolution. The overall results are in agreement with the previously established morphological transition of PAMAM dendrimers toward a more spherical and compact conformation above generations 3 or 4.

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“…However, upon addition of compound 1 (4 mM) to the SDS solution dye solubilization took place, indicating the formation of micelles in this system (see Supporting Information). Second, taking advantage of the fact that the fluorescence of pyrene is quenched in the presence of pyridine derivatives by an electron transfer mechanism, 25 a solution of pyrene in water containing SDS micelles was prepared. In this system pyrene, which otherwise is insoluble in water, is incorporated into the SDS micelles (pyrene is not soluble in the presence of compound 1 without addition of SDS).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Interplay of Molecular Hydrogelators and SDS Affords Responsive Soft Matter Systems with Tunable Properties

et al. 2013

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Spectrochemical investigations in molecularly organized solvent media: evaluation of pyridinium chloride as a selective fluorescence quenching agent of polycyclic aromatic hydrocarbons in aqueous carboxylate-terminated poly(amido) amine dendrimers and anionic micelles

Cited by 14 publications

References 1 publication

Multifunctional and Tunable Surfaces Based on Pyrene Functionalized Nanoparticles

Multifunctional and Tunable Surfaces Based on Pyrene Functionalized Nanoparticles

Molecular Dynamics Simulations of Charged Dendrimers: Low-to-Intermediate Half-Generation PAMAMs

Interplay of Molecular Hydrogelators and SDS Affords Responsive Soft Matter Systems with Tunable Properties

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