The infrared spectra of some diamines and diamine salts

Baldwin, M. E.

doi:10.1016/0371-1951(62)80006-x

Cited by 12 publications

(12 citation statements)

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“…8 In contrast, Baldwin briefly mentioned that in a variety of diamine salts the peaks around ∼2500 cm -1 can be assigned as vibrations originating in the N + H---Xgroup. 10 This paper will revisit these vibrational assignments in a variety of secondary amines salts and will include supporting computational results. Diamines such as N,N′-dimethylethylenediamine (DMEDA) or N,N′-dimethylpropylenediamine (DMPDA) are of particular interest because they make better models for the polyamine salts than simple secondary amines.…”

Section: Introductionmentioning

confidence: 90%

“…Amine hydrohalides were studied in the 1950s and 1960s primarily to examine the nature of hydrogen bonds, but the vibrational assignments of the NH 2 + stretching frequencies in the literature are vague and inconsistent. [6][7][8][9][10][11][12][13] Furthermore, there have been no studies of secondary amine salts that directly correlate the vibrational spectra with a crystal structure. Chenon and Sandorfy stated that the stretching bands of protonated amino groups can be found between 2800 and 2400 cm -1 .…”

Section: Introductionmentioning

confidence: 99%

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Vibrational Spectroscopy of Secondary Amine Salts: 1. Assignment of NH₂⁺Stretching Frequencies in Crystalline Phases

Giffin¹,

Boesch²,

Bopege³

et al. 2009

J. Phys. Chem. B

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The NH(2)(+) stretching modes of secondary amine salts have been previously studied, but the band assignments are inconsistent between the various studies. This paper assigns characteristic NH(2)(+) group frequencies between approximately 2500 and 2400 cm(-1). Crystal structures of four diamine salts are reported here. Vibrational frequencies were calculated with the B3LYP hybrid Hartree-Fock/density functional method and the 6-31G(d) split-valence plus polarization basis set, and the results are in agreement with the experimental frequencies. Deuterium dilution experiments result in a group of sharply featured bands between the NH(2)(+) and the ND(2)(+) stretching bands. These bands, located between 2200 and 2100 cm(-1), are attributed to modes that contain contributions from coupled N-H and N-D stretching motions.

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Section: Introductionmentioning

confidence: 90%

Section: Introductionmentioning

confidence: 99%

Vibrational Spectroscopy of Secondary Amine Salts: 1. Assignment of NH₂⁺Stretching Frequencies in Crystalline Phases

Giffin¹,

Boesch²,

Bopege³

et al. 2009

J. Phys. Chem. B

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“…The observed differences are discussed in Section III. The presence of broad vibrational bands in the W-DAn spectra in the range 2430-2790 cm −1 can be ascribed to NH 3 + symmetrical stretching [32,34] and often appear as a broad, ill-defined band under the C−H stretching modes near 2800 cm −1 [35]. In H 2 WO 4 a small peak is observed in the IR spectrum at 1614 cm −1 , which corresponds to H 2 O bending.…”

Section: The Effect On the Organic Speciesmentioning

confidence: 99%

Layered Tungsten Oxide-Based Organic−Inorganic Hybrid Materials: An Infrared and Raman Study

2005

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Tungsten oxide-organic layered hybrid materials have been studied by infrared and Raman spectroscopy and demonstrate a difference in bonding nature as the length of the interlayer organic "spacer" molecule is increased. Ethylenediamine-tungsten oxide clearly displays a lack of terminal -NH3(+) ammonium groups which appear in hybrids with longer organic molecules, thus indicating that the longer chains are bound by electrostatic interactions as well as or in place of the hydrogen bonding that must be present in the shorter chain ethylenediamine hybrids. The presence of organic molecules between the tungsten oxide layers, compared with the layered tungstic acid H2WO4, shows a decrease in the apical W=O bond strength, as might be expected from the aforementioned electrostatic interaction.

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“…While all of the monoamine hybrids display some feature near this frequency, it is much less pronounced than for the diamine hybrids. Nevertheless, there are other features present in these spectra that are attributed to -NH + 3 : the broad 'hump' under the C-H and N-H stretching bands around 3000 cm −1 [18] and -NH + 3 overtones in the region from 2400 -2800 cm −1 [240,245]. The band near 1600 cm −1 is attributed to in-plane deformation of -NH + 3 , but also occurs at the same frequency for -NH 2 .…”

Section: The Organic Speciesmentioning

confidence: 98%

“…The presence of broad vibrational bands in the W-DAn spectra in the range 2430-2790 cm −1 can be ascribed to NH + 3 symmetrical stretching [245,240] and often appear as a broad, ill-defined band under the C-H stretching modes near 2800 cm −1 [18]. In H 2 WO 4 a small peak is observed in the IR spectrum at 1614 cm −1 , which corresponds to H 2 O bending.…”

Section: The Effect On the Organic Speciesmentioning

confidence: 99%

Low-Dimensional Physics of Organic-Inorganic Multilayers

Ingham¹

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<p>This thesis demonstrates the rich low-dimensional physics associated with the class of organic-inorganic hybrid materials based on atomic layers of a metal oxide separated by organic spacer molecules. Hybrid materials based on tungsten oxide and also transition metal tungstates (with manganese, iron, cobalt, nickel and copper) were synthesised and characterised using a variety of techniques. The materials in question represent one example of the huge variety of systems classed as 'organic-inorganic hybrids' and have the potential to combine the high-electron mobility of the metal oxide layers with the propensity for self-assembly of the organic layers. The crystal structures of the compounds were investigated using powder X-ray diffraction and electron diffraction, and compared with structural information obtained using IR, Raman, and extended X-ray absorption fine structure (EXAFS) spectroscopies. This data confirmed the presence of a 2- dimensional layered structure. The electronic properties of the hybrids were studied using optical spectroscopy and confirmed via ab initio calculations. The band gaps of the tungsten oxide hybrids were found to be independent of interlayer spacing, and in all cases were larger than that observed in the three dimensional WO3 'parent' material. For the transition metal tungstate hybrids there appeared to be significant interactions between the organic amines and the transition metal ions within the inorganic layers. The magnetic properties of the hybrids incorporating transition metal ions were also studied in detail. Many of these metal tungstate hybrids display magnetic transitions at low temperatures indicating a crossover from 2-dimensional to 3-dimensional behaviour. This illustrates the importance of the low-dimensional nature of the inorganic layers in these hybrid materials and thus their potential in nano-structural applications.</p>

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The infrared spectra of some diamines and diamine salts

Cited by 12 publications

References 5 publications

Vibrational Spectroscopy of Secondary Amine Salts: 1. Assignment of NH₂⁺Stretching Frequencies in Crystalline Phases

Vibrational Spectroscopy of Secondary Amine Salts: 1. Assignment of NH₂⁺Stretching Frequencies in Crystalline Phases

Layered Tungsten Oxide-Based Organic−Inorganic Hybrid Materials: An Infrared and Raman Study

Low-Dimensional Physics of Organic-Inorganic Multilayers

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The infrared spectra of some diamines and diamine salts

Cited by 12 publications

References 5 publications

Vibrational Spectroscopy of Secondary Amine Salts: 1. Assignment of NH2+Stretching Frequencies in Crystalline Phases

Vibrational Spectroscopy of Secondary Amine Salts: 1. Assignment of NH2+Stretching Frequencies in Crystalline Phases

Layered Tungsten Oxide-Based Organic−Inorganic Hybrid Materials: An Infrared and Raman Study

Low-Dimensional Physics of Organic-Inorganic Multilayers

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Vibrational Spectroscopy of Secondary Amine Salts: 1. Assignment of NH₂⁺Stretching Frequencies in Crystalline Phases

Vibrational Spectroscopy of Secondary Amine Salts: 1. Assignment of NH₂⁺Stretching Frequencies in Crystalline Phases