IR Spectra and the structure of di-2-ethylhexylphosphoric acid and its H-complexes with a weak hydrogen bond

Stoyanov, Evgenii S.; Popov, V. M.; Mikhailov, V. A.

doi:10.1007/bf00661296

Cited by 4 publications

(4 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The possibility of bifurcated H-bonding has also been mentioned. , Examples of bifurcated H bonds have been established for complexes of amines with cyclic ethers − and in ion pairs of dialkyl phosphates with R 3 NH + …”

Section: Introductionmentioning

confidence: 99%

“…4,16 Examples of bifurcated H bonds have been established for complexes of amines with cyclic ethers [17][18][19] and in ion pairs of dialkyl phosphates with R 3 NH + . 20 Infrared spectroscopy is perhaps better suited than crystallography to probe the nature of the H-bonding in these complexes because many of the solid state structures suffer from crystallographic disorder and the H atoms are poorly located, if at all. IR has the additional advantage that it can be applied in the solution state as well as with both amorphous and crystalline solids.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Unexpected IR Characteristics of Hydrogen Bonds in the 18-Crown-6-Ether Complex of the H₃O⁺ Hydronium Ion. Can the Location of the Protons Be Specified?

Stoyanov

Reed

2004

J. Phys. Chem. A

View full text Add to dashboard Cite

The νas(COC) IR spectral signatures of polyethers in H-bonded hydronium ion complexes have been established in studies of H3O+ and H5O2 + complexes with 15-crown-5, 18-crown-6, dibenzo-18-crown-6, and their open chain poly(ethylene glycol) analogues in 1,2-dichoroethane solutions. When experiment meets theory in the structure of the H3O+·18-crown-6 complex, there is disagreement. While DFT calculations at the BLYP/II‘//BLYP/6-31G* level indicate a C 3 v structure with three normal, static linear H bonds to alternate O atoms of the crown ether, IR spectroscopy in the ν(C−O−C) region indicates that all six O atoms are equivalent. A new type of low-barrier H-bonding involving rotational mobility of H3O+ is proposed to rationalize the experimental observations.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Unexpected IR Characteristics of Hydrogen Bonds in the 18-Crown-6-Ether Complex of the H₃O⁺ Hydronium Ion. Can the Location of the Protons Be Specified?

Stoyanov

Reed

2004

J. Phys. Chem. A

View full text Add to dashboard Cite

show abstract

“…In the presence of octyl alcohol, iron(III) extraction by the monomeric form of D2EHPA with a large excess of the extractant can be described by Eq. ( 1) (Stoyanov et al 1984b):…”

Section: Resultsmentioning

confidence: 99%

“…Di(2-ethylhexyl)phosphoric acid (D2EHPA, HR) containing 98% of the main substance and puri ed according to the published procedure (Stoyanov et al, 1984b), produced by OOO Volgogradpromproekt (Russia), was used as the extractant. Octanoic acid of 98% purity produced by Sigma Aldrich (USA), octyl alcohol of 99.5% purity produced by Fluka Analytical (Germany), 4-tert.butylphenol of > 97% purity produced by Acros Organics (Belgium) were used as proton-donor additives (HA).…”

Section: Reagentsmentioning

confidence: 99%

Iron(III) extraction from sulfate solutions with D2EHPA in the presence of organic proton-donor additives

Grigorieva,

Fleitlikh,

Logutenko

2023

Chem. Pap.

View full text Add to dashboard Cite

The effect of organic proton-donor additives (HA) on the extraction of iron(III) from sulfuric acid solutions with di(2-ethylhexyl)phosphoric acid (HR) in decane and toluene was studied. It was shown that adding the additives into the organic phase causes an antagonistic effect. Iron(III) extraction in the presence of additives decreases in the series octyl alcohol ≈ 4-tert-butyl phenol > octanoic acid. The low activity of octanoic acid is attributed to self-association and the formation of dimers in the organic phase, which signi cantly prevents the formation of intermolecular associates between D2EHPA and monocarboxylic acid. Octanol and 4-tert-butyl phenol form stable associates with D2EHPA leading to a decrease in the ferric iron extraction e ciency thus facilitating e cient iron stripping from the loaded organic phase. In the D2EHPA and octyl alcohol system [FeR 2 •HR 2 ] is formed. The stripping of iron from the HR and octyl alcohol mixtures was shown to be much more e cient than that from D2EHPA alone and can be successfully achieved using ~4.5 mol/L H 2 SO 4 or H 2 SO 4 (~3.5 mol/L) and NaCl (1.0 mol/L) mixture.Extraction systems containing D2EHPA and aliphatic alcohols can be used to recover iron from various industrial solutions, in particular, from those derived from zinc, nickel production, and others.

show abstract

Iron(III) extraction from sulfate solutions with D2EHPA in the presence of organic proton-donor additives

Grigorieva¹,

Fleitlikh²,

Logutenko

2023

Preprint

View full text Add to dashboard Cite

The effect of organic proton-donor additives (HA) on the extraction of iron(III) from sulfuric acid solutions with di(2-ethylhexyl)phosphoric acid (HR) in decane and toluene was studied. It was shown that adding the additives into the organic phase causes an antagonistic effect. Iron(III) extraction in the presence of additives decreases in the series octyl alcohol ≈ 4-tert-butyl phenol > octanoic acid. The low activity of octanoic acid is attributed to self-association and the formation of dimers in the organic phase, which significantly prevents the formation of intermolecular associates between D2EHPA and monocarboxylic acid. Octanol and 4-tert-butyl phenol form stable associates with D2EHPA leading to a decrease in the ferric iron extraction efficiency thus facilitating efficient iron stripping from the loaded organic phase. In the D2EHPA and octyl alcohol system [FeR2·HR2] is formed. The stripping of iron from the HR and octyl alcohol mixtures was shown to be much more efficient than that from D2EHPA alone and can be successfully achieved using ~4.5 mol/L H2SO4 or H2SO4 (~3.5 mol/L) and NaCl (1.0 mol/L) mixture. Extraction systems containing D2EHPA and aliphatic alcohols can be used to recover iron from various industrial solutions, in particular, from those derived from zinc, nickel production, and others.

show abstract

IR Spectra and the structure of di-2-ethylhexylphosphoric acid and its H-complexes with a weak hydrogen bond

Cited by 4 publications

References 27 publications

Unexpected IR Characteristics of Hydrogen Bonds in the 18-Crown-6-Ether Complex of the H₃O⁺ Hydronium Ion. Can the Location of the Protons Be Specified?

Unexpected IR Characteristics of Hydrogen Bonds in the 18-Crown-6-Ether Complex of the H₃O⁺ Hydronium Ion. Can the Location of the Protons Be Specified?

Iron(III) extraction from sulfate solutions with D2EHPA in the presence of organic proton-donor additives

Iron(III) extraction from sulfate solutions with D2EHPA in the presence of organic proton-donor additives

Contact Info

Product

Resources

About

IR Spectra and the structure of di-2-ethylhexylphosphoric acid and its H-complexes with a weak hydrogen bond

Cited by 4 publications

References 27 publications

Unexpected IR Characteristics of Hydrogen Bonds in the 18-Crown-6-Ether Complex of the H3O+ Hydronium Ion. Can the Location of the Protons Be Specified?

Unexpected IR Characteristics of Hydrogen Bonds in the 18-Crown-6-Ether Complex of the H3O+ Hydronium Ion. Can the Location of the Protons Be Specified?

Iron(III) extraction from sulfate solutions with D2EHPA in the presence of organic proton-donor additives

Iron(III) extraction from sulfate solutions with D2EHPA in the presence of organic proton-donor additives

Contact Info

Product

Resources

About

Unexpected IR Characteristics of Hydrogen Bonds in the 18-Crown-6-Ether Complex of the H₃O⁺ Hydronium Ion. Can the Location of the Protons Be Specified?

Unexpected IR Characteristics of Hydrogen Bonds in the 18-Crown-6-Ether Complex of the H₃O⁺ Hydronium Ion. Can the Location of the Protons Be Specified?