Study of the In-Plane Vibration of Imidazolidinetrione (Parabanic Acid)

Coclers, L.; Vanclef, A.; Bouche, Raymond

doi:10.1080/00387017808065114

Cited by 9 publications

(8 citation statements)

References 13 publications

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“…17 Some bands of the parabanic acid were absent in the infrared spectrum of DTC parabanic. Those bands were attributed 18 19 were absent in the inhibitor spectrum. This result suggests complete substitution of amidic hydrogen in both compounds.…”

Section: Resultsmentioning

confidence: 97%

Inhibiting effect of dithiocarbamate on TM 23 bronze alloy corrosion in acid medium

Figueiredo

Lins

Bellis

2013

Corrosion Engineering, Science and Technology

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The inhibiting effect of dithiocarbamate (DTC) on bronze alloy TM 23 corrosion in acid medium was evaluated. Dithiocarbamate parabanic and DTC glycoluril were successfully synthesised from parabanic acid and glycoluril respectively. The compounds were characterised using elemental analysis and infrared spectroscopy. Quantum chemical calculations, weight loss test, polarisation curves and adsorption isotherms were performed. Dithiocarbamate parabanic is a more effective inhibitor of bronze alloy TM 23 than DTC glycoluril in an aqueous solution of nitric acid. Quantum chemical calculation indicated that these inhibitors interact with bronze alloy surface through dithiocarbamate groups. The two substances studied, DTC parabanic and DTC glycoluril, act as inhibitors cathode for bronze alloy TM 23 in 0?1 mol L 21 nitric acid. The adsorption of these inhibitors on bronze alloy TM 23 surface in acid media follows the Langmuir adsorption isotherm.

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Section: Resultsmentioning

confidence: 97%

Inhibiting effect of dithiocarbamate on TM 23 bronze alloy corrosion in acid medium

Figueiredo

Lins

Bellis

2013

Corrosion Engineering, Science and Technology

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“…These two broad bands at 3165 and 3106 cm −1 originate from Fermi resonance (FR), where the former is associated with N–H symmetric (sym) vibration, and the latter is not clear identification from the literature. [ 34 ] It is worth mentioning that the variation of N–H asym str mode under high pressure can well reflect the variation of N–H···O hydrogen bonds, because it is not affected by FR. As the pressure increases, the N–H asym str mode exhibits regular blue shift, which indicates the strong hydrogen bonds in PA crystals are strengthened.…”

Section: Resultsmentioning

confidence: 99%

High‐pressure‐induced multiple phase transitions of parabanic acid

Duan

Dai

et al. 2023

J Raman Spectroscopy

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In situ high‐pressure Raman spectroscopy experiments have been performed to investigate the structural changes of parabanic acid (PA) up to ~12.0 GPa. The analysis of Raman spectroscopy reveals that PA undergoes two phase transitions. The collapse of spacing between molecular layers and the distortion of hydrogen‐bonding networks almost in ac‐plane are the main causes of the first phase transition above 2.1 GPa. The changes of Fermi resonance parameters also provide evidence for the first phase transitions. The second phase transition around 4.0 GPa can attribute to the further reduction of the molecular interlayer spacing and the resulting distortion of hydrogen‐bonding network. First‐principle calculations and Hirshfeld surfaces further confirm the analysis of the experimental results. The analysis of high‐pressure phase transition contributes a better explanation for the high‐pressure phase transition process of layered supramolecular materials with hydrogen‐bond self‐assembly. This study provides the possibility of two new polymorphs for PA under high pressure and is helpful for broadening its potential application of this material, especially in the field of supramolecular chemistry.

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“…(The BLYP/DNP functional/basis set is initially used to compare the isolatedmolecule, hydrated-molecule, and solid-state DFT calculations as this functional has been shown to accurately simulate INS.) [43][44][45] [45][46][47] and Raman 45,46,48 spectral measurements and the DFT calculations are listed in Table 2 (note: The solid-state DFT vibrational modes in Table 2 are for the unmodified simulation with crystallographic unit cell parameters fixed). The isolated- While several of the molecular modes in the isolated-molecule spectrum agree well with the experiment (namely those that involve skeletal C-C stretching and C-C and C-N torsion modes), there is generally very poor agreement with the experimental spectrum in this calculation due to the absence of hydrogen-bonding and solid-phase (crystal packing) interactions.…”

Section: Resultsmentioning

confidence: 99%

“…A full summary of the experimentally determined normal modes of PBA from IR and Raman spectroscopy and of their vibrational motions can be found in ref . The results of INS, IR, − and Raman ,, spectral measurements and the DFT calculations are listed in Table (note: The solid-state DFT vibrational modes in Table are for the unmodified simulation with crystallographic unit cell parameters fixed). The isolated-molecule BLYP/DNP simulation containing these 24 modes is plotted in comparison to the solid-state simulated spectrum in Figure along with the results of the PBA(H 2 O) 4 and PBA pentamer simulations.…”

Section: Resultsmentioning

confidence: 99%

The Vibrational Spectrum of Parabanic Acid by Inelastic Neutron Scattering Spectroscopy and Simulation by Solid-State DFT

2010

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The incoherent inelastic neutron scattering spectrum of parabanic acid was measured and simulated using solid-state density functional theory (DFT). This molecule was previously the subject of low-temperature X-ray and neutron diffraction studies. While the simulated spectra from several density functionals account for relative intensities and factor group splitting regardless of functional choice, the hydrogen-bending vibrational energies for the out-of-plane modes are poorly described by all methods. The disagreement between calculated and observed out-of-plane hydrogen bending mode energies is examined along with geometry optimization differences of bond lengths, bond angles, and hydrogen-bonding interactions for different functionals. Neutron diffraction suggests nearly symmetric hydrogen atom positions in the crystalline solid for both heavy-atom and N-H bond distances but different hydrogen-bonding angles. The spectroscopic results suggest a significant factor group splitting for the out-of-plane bending motions associated with the hydrogen atoms (N-H) for both the symmetric and asymmetric bending modes, as is also supported by DFT simulations. The differences between the quality of the crystallographic and spectroscopic simulations by isolated-molecule DFT, cluster-based DFT (that account for only the hydrogen-bonding interactions around a single molecule), and solid-state DFT are considered in detail, with parabanic acid serving as an excellent case study due to its small size and the availability of high-quality structure data. These calculations show that hydrogen bonding results in a change in the bond distances and bond angles of parabanic acid from the free molecule values.

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Study of the In-Plane Vibration of Imidazolidinetrione (Parabanic Acid)

Cited by 9 publications

References 13 publications

Inhibiting effect of dithiocarbamate on TM 23 bronze alloy corrosion in acid medium

Inhibiting effect of dithiocarbamate on TM 23 bronze alloy corrosion in acid medium

High‐pressure‐induced multiple phase transitions of parabanic acid

The Vibrational Spectrum of Parabanic Acid by Inelastic Neutron Scattering Spectroscopy and Simulation by Solid-State DFT

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