Physical and Chemical Properties of Hydroxyflavones. I. Infrared Absorption Spectra of Monohydroxyflavones and Their O-Methyl and O-Acetyl Derivatives<sup>1,2</sup>

Looker, J. H.; Hanneman, W. W.

doi:10.1021/jo01049a010

Cited by 80 publications

(25 citation statements)

References 3 publications

(4 reference statements)

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“…2 in comparison with the spectrum of 3-HF powder in KBr. The latter depicts the characteristics IR features of the 3-hydroxyflavone molecule, [49][50][51][52][53][54] which have been attributed as reported in Table S1 provided as supporting information. The IR spectra of the plasma films reproduce most of the 3-HF bands (e.g., peaks at 1609, 1561, 760 and 700 cm -1 ).…”

Section: Composition Structure and Microstructure Of The Pavd Thin Fmentioning

confidence: 99%

Luminescent 3-hydroxyflavone nanocomposites with a tuneable refractive index for photonics and UV detection by plasma assisted vacuum deposition

et al. 2014

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Luminescent organic-thin-films transparent in the visible region have been synthetized by a plasma assisted vacuum deposition method. The films have been developed for their implementation in photonic devices and for UV detection. They consist in a plasma polymeric matrix that incorporates 3-hydroxyflavone molecules characterized by absorbing UV radiation and emitting green light. The present work studies in detail the properties and synthesis of this kind of transparent and luminescent materials. The samples have been characterized by X-ray photoemission (XPS), infrared (FT-IR) and secondary ion mass (ToF-SIMS) spectroscopies; and their optical properties analysed by UV-Vis absorption, fluorescence and ellipsometry (VASE) spectroscopies. The key factors controlling the optical and luminescent properties of the films are also discussed. Indeed, our experimental results show how the optical properties of the films can be adjusted for their integration in photonic devices. Moreover, time resolved and steady state fluorescence analyses, including quantum yield determination, indicate that the fluorescence efficiency is a function of the deposition parameters. An outstanding property of these materials is that, even for high UV absorption values (i.e. large layer thickness and/or dye concentration), the emitted light is not reabsorbed by the film. Such a highly UV absorbent and green emitting films can be used as UV photodetectors with a detection threshold smaller than 10 μW cm -2 , a value similar to the limit of some commercial UV photodetectors. Based on these properties, it is also proposed the use of the films as visual tags for the detection of solar UV irradiation.

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Section: Composition Structure and Microstructure Of The Pavd Thin Fmentioning

confidence: 99%

Luminescent 3-hydroxyflavone nanocomposites with a tuneable refractive index for photonics and UV detection by plasma assisted vacuum deposition

et al. 2014

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“…16 -20 Unlike in flavone where the carbonyl absorption is at 1649 cm 1 , in 3-HF its wavenumber is lowered to 1610 cm 1 which overlaps with the C C band. The IR spectra in the C-H and O-H stretching region were reported differently in various works, 10,15,16 in which researchers concluded that there is no strong hydrogen bonding in 3-HF, as opposed to the 5-hydroxyflavone (5-HF) molecule. The hydroxyl stretching absorption was found at 3350 cm 1 .…”

Section: Introductionmentioning

confidence: 99%

Raman and surface‐enhanced Raman spectra of flavone and several hydroxy derivatives

Teslova

Corredor

Livingstone

et al. 2007

J Raman Spectroscopy

105

114

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The Raman and surface-enhanced Raman spectra (SERS) of flavone and three of its hydroxy derivatives, 3-hydroxyflavone (3-HF) and 5-hydroxyflavone (5-HF) and quercetin (3,5,7,3 ,4 pentahydroxyflavone) have been obtained. The normal Raman (NR) spectra were taken in the powder form. The SERS spectra were obtained both on Ag colloids and Ag electrode substrates. Assignments of the spectrally observed normal modes were aided by density functional theory (DFT) calculations using the B3LYP functional and the 6-31+G * basis, a split valence polarized basis set with diffuse functions. Excellent fits were obtained for the observed spectra with little or no scaling. The most intense lines of the NR spectra are those in the C O stretching region (near 1600 cm −1 ). These lines are often weakened by proximity to the surface, while other lines at lower wavenumbers, due to in-plane ring stretches, tend to be strongly enhanced. The SERS spectrum of flavone is weak both on the colloid and on the electrode, indicating weak attachment to the surface. In contrast, the SERS spectra of the hydroxy derivatives of flavone are intense, indicating the assistance of OH groups in attachment to the surface. The spectra of the various species are compared, and a case study of application to detection of a textile dye (Persian berries), which contains quercetin, is presented.

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“…The infrared spectra of new compounds 11-28 displayed the characteristic absorption band for the pyrone ring carbonyl in the region 1665-1630 cm -1 , the C-O-C Jan-Feb 2001 195 stretching mode in the region 1170-1100 cm -1 and the typical deformation of an isolated C-H in the 890-820 cm -1 region, that have previously been observed for various derivatives of chromones [12,13]. For compound 27 the characteristic nitrile absorption was not observed when acquired as a potassium bromide disk, however, was observed as a weak absorption at 2230 cm -1 when acquired in nujol mull.…”

Section: -28mentioning

confidence: 53%

Pyranopyrazoles III synthesis of 1H‐pyrano[2,3‐c]pyrazol‐4‐ones

Khan

Ellis

Pagotto

2001

Journal of Heterocyclic Chem

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Physical and Chemical Properties of Hydroxyflavones. I. Infrared Absorption Spectra of Monohydroxyflavones and Their O-Methyl and O-Acetyl Derivatives^1,2

Cited by 80 publications

References 3 publications

Luminescent 3-hydroxyflavone nanocomposites with a tuneable refractive index for photonics and UV detection by plasma assisted vacuum deposition

Luminescent 3-hydroxyflavone nanocomposites with a tuneable refractive index for photonics and UV detection by plasma assisted vacuum deposition

Raman and surface‐enhanced Raman spectra of flavone and several hydroxy derivatives

Pyranopyrazoles III synthesis of 1H‐pyrano[2,3‐c]pyrazol‐4‐ones

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Physical and Chemical Properties of Hydroxyflavones. I. Infrared Absorption Spectra of Monohydroxyflavones and Their O-Methyl and O-Acetyl Derivatives1,2

Cited by 80 publications

References 3 publications

Luminescent 3-hydroxyflavone nanocomposites with a tuneable refractive index for photonics and UV detection by plasma assisted vacuum deposition

Luminescent 3-hydroxyflavone nanocomposites with a tuneable refractive index for photonics and UV detection by plasma assisted vacuum deposition

Raman and surface‐enhanced Raman spectra of flavone and several hydroxy derivatives

Pyranopyrazoles III synthesis of 1H‐pyrano[2,3‐c]pyrazol‐4‐ones

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Physical and Chemical Properties of Hydroxyflavones. I. Infrared Absorption Spectra of Monohydroxyflavones and Their O-Methyl and O-Acetyl Derivatives^1,2