Solvent effects on the fluorescence of 1-(dimethylamino)-5-naphthalenesulfonic acid and related compounds

Li, Ying-Hsia; Chan, Lai-Man; Tyer, Linda; Moody, Robert T.; Himel, Chester M.; Hercules, David M.

doi:10.1021/ja00844a033

Cited by 255 publications

(193 citation statements)

References 5 publications

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“…The absorption spectrum of A18C6-Dns in acetonitrile reveals two maxima at λ = 338 nm (ε = 4100 dm 3 ·mol −1 ·cm −1 ) and λ = 253 nm (ε = 11800 dm 3 ·mol −1 ·cm −1 ) and is similar to the spectra of other dansyl derivatives previously reported [18]. The interaction of Ca 2+ , Sr 2+ and Ba 2+ ions with A18C6-Dns ionophore induces changes in the absorption band positions, however, no changes are caused by the presence of Mg 2+ ions.…”

Section: Absorption Spectroscopysupporting

confidence: 86%

1H NMR and spectrophotometric study of alkaline metal ion complexes with N-dansyl aza-18-crown-6

et al. 2006

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Formation of complexes of A18C6-Dns and metal cations (Ca 2+ , Sr 2+ , Ba 2+ and Mg 2+ ) in acetonitrile has been studied by NMR, absorption and fluorescence spectroscopy and PM5 semi-empirical methods. A18C6-Dns forms stable complexes with Ca 2+ , Sr 2+ and Ba 2+ cations. The stability constants of various complexes are determined by different methods and their structures are visualised by the PM5 semi-empirical calculations.

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Section: Absorption Spectroscopysupporting

confidence: 86%

1H NMR and spectrophotometric study of alkaline metal ion complexes with N-dansyl aza-18-crown-6

et al. 2006

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“…Recent studies have focused on the characterization of glass f ber coatings (18,21). Some f uorescent molecules, such as dansyl derivatives, show appreciable shifting in their f uorescence emission band depending on the polarity and/or rigidity of their surroundings (22,23). Therefore, if dansyl moiety is attached to the coupling region of glass-reinforced epoxy composites, its f uorescence response could be used as a method to analyze the interface on a molecular level.…”

Section: Introductionmentioning

confidence: 99%

Effect of Glass Fiber Surface Treatments on Mechanical Strength of Epoxy Based Composite Materials

Iglesias

González‐Benito

Aznar

et al. 2002

Journal of Colloid and Interface Science

108

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Sizing glass fibers with silane coupling agents enhances the ad-hesion and the durability of the fiber/polymer matrix interface in composite materials. There are several tests to determine the inter-facial strength between a fiber and resin, but all of them present difficulties in interpreting the results and/or sample preparation. In this study, we observed the influence of different aminosilanes fiber coatings on the resistance of epoxy-based composite materials using a very easy fractographic test. In addition, we tried a new flu-orescence method to get information on a molecular level precisely at the interface. Strength was taken into account from two stand-points: (i) mechanical strength and (ii) the resistance to hydrolysis of the interface in oriented glass-reinforced epoxy-based composi-tes. Three silanes: γ -aminopropyltriethoxysilane, γ -Aminopropyl-methyldiethoxysilane, and γ -Aminopropyldimethylethoxysilane were used to obtain different molecular structures at the interface. It was concluded that: (i) the more accessible amine groups are, the higher the interface rigidity is; (ii) an interpenetrating network mechanism seems to be the most important for adhesion and there-fore to the interfacial strength; and (iii) the higher the degree of crosslinking in the silane coupling layer is, the higher the hydrolytic damage rate is.

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“…The change in polarity inside the gels was estimated by shifts in the fluorescence wavelength of dansyl probe in the same gel system, 14 a and also by the values of /if / 3 in the present work in Figure 4. An empirical scale of solvent polarity, ET, based on the solvatochromic band of the pyridinium-N-phenol-betaines was proposed by Dimroth, 18 and coorrelated to the fluorescence spectra of dansyl group 19 and pyrene. 17 b The value of ET of the gels below pH 3.8 is 30 kcal mol -1 from the A 1 = 460 nm for dansyl probe, 14 a which corresponds to the dry polymer regime.…”

Section: Photophysical Properties Of Pyrenyl Probe In the Gel And Thementioning

confidence: 99%

Change in Micro-Environments in Poly(acrylamide) Gel with Pyrenyl Probe Due to Its Volume Phase Transition Induced by pH Change

Horie

Torii

et al. 1993

Polym J

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ABSTRACT:Changes in the micro-environments and interactions among the side groups during pH-induced volume phase transition of poly(acrylamide) gels having pyrenyl group as a fluorescent probe in acetone-water (9: 11) mixed solvent were studied with fluorescence spectra and lifetime measurements. The results are as follows: (a) The volume phase transition is caused by hydrophobic interaction of polymer main chains and charge repulsive force of carboxylate anion at polymer side chains inside the gel, indicated by change in fluorescence intensity ratio Ii/ 13 of the pyrenyl probe and the shifts in fluorescence wavelength. (b) In the collapsed state, the gel consists of two phases: one is the portion of polymer main chain aggregate, and the other is the portion of polar side group assembly, which results from a competitive interaction between the hydrophobic interaction of polymer main chains and the charge repulsive force of carboxylate anion in the coexisting two phase regime.KEY WORDS Poly(acrylamide) Gel / Volume Phase Transition / Fluorescence / Pyrenyl Group / Hydrogen Bond / Hydrophobic Interaction / Some organic polymer hydrogels have widespread applications in medical, pharmaceutical, industrial, and related fields. 1 These hydrogels made of, e.g., poly(acrylamide) (PAAm) or poly(isopropylacrylamide) (PNIPA) show volume phase transition with a reversible volume change of as large as several hundred times induced by various conditions. 1 -6 Some macroscopic properties of gels, such as mechanical 7 and thermal 8 behavior have been widely investigated during the volume phase transition. The processes of swelling and shrinking of the PAAm or PNIPA gel were measured with light scattering 9 • 10 to monitor the density fluctuation of gel networks near the volume phase transition. It has been noted recently that detailed chemical structure, conformational change, interactions among the polymer chains and between the polymer chain and solvent molecules, and micro-environments inside the gels play very inportant roles in determining the volume phase transition. Though the light scattering study reveals the microscopic structure and dynamics of gel network for the volume phase transition, 1 o, 11 NMR can also demonstrate the changes in the micro-environments and motions of the side groups and backbone polymer chains of PNIPA during the volume phase transition. 12 Fluorescence technique can give information

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Solvent effects on the fluorescence of 1-(dimethylamino)-5-naphthalenesulfonic acid and related compounds

Cited by 255 publications

References 5 publications

1H NMR and spectrophotometric study of alkaline metal ion complexes with N-dansyl aza-18-crown-6

1H NMR and spectrophotometric study of alkaline metal ion complexes with N-dansyl aza-18-crown-6

Effect of Glass Fiber Surface Treatments on Mechanical Strength of Epoxy Based Composite Materials

Change in Micro-Environments in Poly(acrylamide) Gel with Pyrenyl Probe Due to Its Volume Phase Transition Induced by pH Change

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