Nitro group vibrations in spectra of nitroaromatic compounds with donor substituents

Epstein, Lina M.; Shubina, Elena S.; Ashkinadze, L. D.; Kazitsyna, L. A.

doi:10.1016/0584-8539(82)80003-2

Cited by 16 publications

(7 citation statements)

References 14 publications

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“…The most significant modes of 1,3,5-TNB are those assigned to symmetric (1364 and 1348 cm −1 ) and asymmetric (1544 cm −1 ) NO 2 vibrations, symmetric CN stretching mode observed to 1187 cm −1 , ring breathing mode at 1006 cm −1 , and NO 2 symmetric deformation mode observed at 828 cm −1 . It is possible to observe two different NO 2 symmetric stretching vibrations for this compound, which has been previously reported for disubstituted nitroaromatics in solution [31,32]. Epstein et al [31] have suggested that coupling of a vibrational mode of the NO 2 group with a ring vibration with CN contribution is responsible for the lower wavenumber location band.…”

Section: Resultssupporting

confidence: 72%

“…It is possible to observe two different NO 2 symmetric stretching vibrations for this compound, which has been previously reported for disubstituted nitroaromatics in solution [31,32]. Epstein et al [31] have suggested that coupling of a vibrational mode of the NO 2 group with a ring vibration with CN contribution is responsible for the lower wavenumber location band. The more electron-donating the second substituent on the ring, the smaller the frequency difference between the two NO 2 vibrations.…”

Section: Resultssupporting

confidence: 72%

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Highly Sensitive Filter Paper Substrate for SERS Trace Explosives Detection

Fierro-Mercado

Hernández‐Rivera

2012

International Journal of Spectroscopy

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We report on a novel and extremely low-cost surface-enhanced Raman spectroscopy (SERS) substrate fabricated depositing gold nanoparticles on common lab filter paper using thermal inkjet technology. The paper-based substrate combines all advantages of other plasmonic structures fabricated by more elaborate techniques with the dynamic flexibility given by the inherent nature of the paper for an efficient sample collection, robustness, and stability. We describe the fabrication, characterization, and SERS activity of our substrate using 2,4,6-trinitrotoluene, 2,4-dinitrotoluene, and 1,3,5-trinitrobenzene as analytes. The paper-based SERS substrates presented a high sensitivity and excellent reproducibility for analytes employed, demonstrating a direct application in forensic science and homeland security.

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Section: Resultssupporting

confidence: 72%

Section: Resultssupporting

confidence: 72%

Highly Sensitive Filter Paper Substrate for SERS Trace Explosives Detection

Fierro-Mercado

Hernández‐Rivera

2012

International Journal of Spectroscopy

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“…This spectrum exhibits a vibronic structure with a progression of several peaks. The frequency of the mode progression is about 1350 cm −1 , which nicely corresponds to the NO 2 symmetric stretching frequency. , According to the vibrational structuration of the phosphorescence and the short emission lifetime (i.e., 13.2 ms), the T 1 state of PNS clearly exhibits a strong nπ* character.…”

Section: Resultsmentioning

confidence: 73%

Photophysical Properties and Two-Photon Polymerization Ability of a Nitroalkoxystilbene Derivative

et al. 2009

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The photophysical behavior of the trans-4-propoxy 4′-nitrostilbene (PNS) as well as its one-and two-photon polymerization properties are reported. A detailed solvatochromic analysis of the steady-state and time-resolved fluorescence indicates that the locally excited state of PNS (LE) undergoes multiple deactivation pathways which are sequentially triggered by the solvent polarity. In low polar solvent, an efficient intersystem crossing (ISC) identified as a S 1 fT n process leads to the population of the lowest triple state from which the trans-cis photoisomerization is mainly proceeding. From ns-laser flash photolysis measurements, it also appears that the T 1 state which exhibits a nπ* character can efficiently abstract a hydrogen from aliphatic amines and subsequently produces R-aminoalkyl radicals, highly reactive species for the photoinitiation of free-radical polymerization. As a consequence, PNS constitutes a good photoinitiating system. However, the further increase of the solvent polarity opens a new relaxation pathway which populates a highly polar TICT level to the detriment of ISC and trans-cis photoisomerization. A strong increase of the fluorescence quantum yield with a concomitant decrease of the trans-cis photoisomerization one is then observed. At the high end of the solvent-polarity scale, an adding non-radiative deactivation process associated with the twisting of the nitro group leads to a noticeable decrease of the fluorescence process. The photoinduced charge transfer process which largely impacts the photophysical feature of such a D-π-A system also promotes the two-photon absorption properties of PNS. The chromophore exhibits a sizable two-photon absorption spectrum in the 700-900 nm region with δ of about 180 ( 15 GM at 750 nm. In conjunction with its photoinitiating properties, the two-photon polymerization ability of PNS was finally demonstrated. A systematic comparison with a 2,7 diaminofluorene derivative used as reference for two-photon polymerization confirms the substantial improvement of the two-photon polymerization efficiency.

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“…Epstein et al have examined the effects of electron-donating substituents in the infrared spectra of nitroaromatic compounds. They noted that in solution, coordinating solvents tended to increase the intensity of this subsidiary band and move it to higher frequencies.…”

Section: Resultsmentioning

confidence: 99%

Influence of Chemical Interactions on the Surface-Enhanced Infrared Absorption Spectrometry of Nitrophenols on Copper and Silver Films

Merklin

Griffiths

1997

Langmuir

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The surface-enhanced infrared spectrometry of nitrophenols on copper and silver films has been investigated. When molecules with strong electron-withdrawing groups, such as nitro groups, are adsorbed to coinage-group metals, sizeable changes in the infrared spectrum are observed. These changes can be attributed to donor−acceptor interactions between the nitro group and the metal which change the structure of the molecule. These chemical changes cause spectroscopic changes which influence the suitability of surface-enhanced infrared absorption for use in hyphenated techniques.

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Nitro group vibrations in spectra of nitroaromatic compounds with donor substituents

Cited by 16 publications

References 14 publications

Highly Sensitive Filter Paper Substrate for SERS Trace Explosives Detection

Highly Sensitive Filter Paper Substrate for SERS Trace Explosives Detection

Photophysical Properties and Two-Photon Polymerization Ability of a Nitroalkoxystilbene Derivative

Influence of Chemical Interactions on the Surface-Enhanced Infrared Absorption Spectrometry of Nitrophenols on Copper and Silver Films

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