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Filmes fluorescentes baseados em derivados de dansila foram preparados a partir de duas metodologias diferentes. Em uma delas, a superfície de um eletrodo de óxido de índio dopado com estanho (ITO) foi coberta com um filme de quitosana e o polímero foi posteriormente derivatizado com cloreto de dansila, enquanto que na outra metodologia, um filme de dansilglicina foi depositado eletroquimicamente sobre ITO. A técnica de microscopia de força atômica (AFM) foi usada para mapear a superfície dos filmes. A comparação das propriedades eletroquímicas, fotoquímicas e morfológicas destes filmes indicou que o filme de dansilglicina depositado eletroquimicamente sobre ITO apresentou resposta eletroquímica, nível de fluorescência mais intenso, maior rugosidade superficial e maior área superficial relativa em comparação com o seu homólogo quitosana-cloreto de dansila. Esse comportamento pode ser atribuído ao maior número de sítios ativos presentes na estrutura bem organizada do filme eletrodepositado em comparação com os filmes produzidos quimicamente.Dansyl-based fluorescent films were prepared by two different methods. In one of them, the surface of an indium tin oxide (ITO) electrode was coated with a film of chitosan and the polymer subsequently derivatized with dansyl chloride, whilst in the second method a film of dansylglycine was electrochemically deposited on the ITO surface. Atomic force microscopy (AFM) was employed to map the surfaces of the films. Comparison of the morphological, photochemical and electrochemical properties of these films indicated that the dansylglycine film electrodeposited on ITO exhibited electrochemical response, emitted a higher level of fluorescence, presented greater surface roughness and larger relative surface area in comparison with its dansyl chloridechitosan counterpart. This behavior can be attributed to the higher number of active sites present in the well-organized and rough structure of the electrodeposited film in comparison with the chemically produced films.Keywords: fluorescent films, chitosan, dansyl derivatives, atomic force microscopy IntroductionSurface immobilization of organic molecules on various solid supports to prepare thin films with desired properties has gained considerable research interest in the past few decades.1 This is because, on one hand, it can offer model systems to study surface-dependent phenomena like catalysis, 2 adhesion, 3 or wetting, 4 and, on the other hand, it plays a great role in the design and preparation of functionalized surface materials. 5,6 The photochemical, photophysical and electrochemical properties of these functional films offer a wide range of potential applications in nonlinear optics, 7 displays, 8,9 biomedicine and chemical sensors. 10Fluorescent films are of particular interest by virtue of their specific advantages regarding sensitivity and Silva et al. 1809 Vol. 22, No. 9, 2011 selectivity, once such films are reusable and are readily fabricated into devices. 6 Some special fluorophores, which may have two parts in the...
Filmes fluorescentes baseados em derivados de dansila foram preparados a partir de duas metodologias diferentes. Em uma delas, a superfície de um eletrodo de óxido de índio dopado com estanho (ITO) foi coberta com um filme de quitosana e o polímero foi posteriormente derivatizado com cloreto de dansila, enquanto que na outra metodologia, um filme de dansilglicina foi depositado eletroquimicamente sobre ITO. A técnica de microscopia de força atômica (AFM) foi usada para mapear a superfície dos filmes. A comparação das propriedades eletroquímicas, fotoquímicas e morfológicas destes filmes indicou que o filme de dansilglicina depositado eletroquimicamente sobre ITO apresentou resposta eletroquímica, nível de fluorescência mais intenso, maior rugosidade superficial e maior área superficial relativa em comparação com o seu homólogo quitosana-cloreto de dansila. Esse comportamento pode ser atribuído ao maior número de sítios ativos presentes na estrutura bem organizada do filme eletrodepositado em comparação com os filmes produzidos quimicamente.Dansyl-based fluorescent films were prepared by two different methods. In one of them, the surface of an indium tin oxide (ITO) electrode was coated with a film of chitosan and the polymer subsequently derivatized with dansyl chloride, whilst in the second method a film of dansylglycine was electrochemically deposited on the ITO surface. Atomic force microscopy (AFM) was employed to map the surfaces of the films. Comparison of the morphological, photochemical and electrochemical properties of these films indicated that the dansylglycine film electrodeposited on ITO exhibited electrochemical response, emitted a higher level of fluorescence, presented greater surface roughness and larger relative surface area in comparison with its dansyl chloridechitosan counterpart. This behavior can be attributed to the higher number of active sites present in the well-organized and rough structure of the electrodeposited film in comparison with the chemically produced films.Keywords: fluorescent films, chitosan, dansyl derivatives, atomic force microscopy IntroductionSurface immobilization of organic molecules on various solid supports to prepare thin films with desired properties has gained considerable research interest in the past few decades.1 This is because, on one hand, it can offer model systems to study surface-dependent phenomena like catalysis, 2 adhesion, 3 or wetting, 4 and, on the other hand, it plays a great role in the design and preparation of functionalized surface materials. 5,6 The photochemical, photophysical and electrochemical properties of these functional films offer a wide range of potential applications in nonlinear optics, 7 displays, 8,9 biomedicine and chemical sensors. 10Fluorescent films are of particular interest by virtue of their specific advantages regarding sensitivity and Silva et al. 1809 Vol. 22, No. 9, 2011 selectivity, once such films are reusable and are readily fabricated into devices. 6 Some special fluorophores, which may have two parts in the...
Novel hexa-armed dansyl end-capped poly(e-caprolactone) (PCL) star polymer with phosphazene core (P2) was prepared via ring opening polymerization (ROP) and esterification reactions. P2 showed dual fluorescence emission when excited at 328 nm in acetonitrile : water (6 : 4) due to twisted intramolecular charge transfer (TICT) between dimethylamino and naphthalene units in the dansyl moiety. TICT emission band (A band) in the emission spectra red-shifted with increasing solvent polarity. P2 responded to the addition of Pb 21 , Hg 21 , Co 21 , Cd 21 , Mn 21 , and Zn 21 metal ions by decreasing TICT emission band with slight bathochromic shifts. The highest quenching efficiency was observed for Pb 21 ion with Stern-Volmer constant of 324.74M 21 . The Stern-Volmer plot for Pb 21 was rather linear with the increasing concentration of the quencher, indicating a dynamic (collisional) quenching mechanism. Stern-Volmer constants for Hg 21 , Co 21 , Cd 21 , Mn 21 , and Zn 21 ions were found to be 212. 33, 189.21, 36.24, 20.84, and 20.69, respectively. Besides, the highest quenching efficiency (94.24%) was attained in the presence of Pb 21 , suggesting that P2 could be employed as a potential Pb 21 chemical probe.
This work provides a convenient low‐cost strategy for fast fabrication of dansyl‐based fluorescent nanofibers for development of latent fingerprints aiming forensic applications. Polycaprolactone (PCL) and dansyl cadaverine (DnsCad) or dansylglycine (DnsGly) nanofibers are prepared by electrospinning technique and characterized by SEM, FTIR, thermal analysis, and fluorescence spectroscopy. The electrospun PCL/DnsCad and PCL/DnsGly nanofibers are fluorescent with greenish blue and yellowish green emission, respectively. Such nanofibers are useful for enhancement of the visual contrast of latent fingerprints on metallic surfaces when exposed to UV light. These findings are particularly important for development of latent fingerprints on cartridge cases.
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