The Separation of Mixtures of Mono- and Disubstituted Alkyl Phosphoric Acids<sup>1</sup>

Stewart, David; Crandall, H.W.

doi:10.1021/ja01147a533

Cited by 56 publications

(8 citation statements)

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“…The n -butyl phosphoric acid ester was soluble in both water and benzene, whereas 3-methylbutyl, n -octyl, and isooctyl phosphoric acid esters were water insoluble. It is also consistent with the observed solubility difference between monoalkyl and dialkyl phosphoric acid esters of the same alkyl chain length, with the monoalkyl species being more water soluble and the dialkyl species being more oil soluble …”

Section: Discussionsupporting

confidence: 88%

“…It is also consistent with the observed solubility difference between monoalkyl and dialkyl phosphoric acid esters of the same alkyl chain length, with the monoalkyl species being more water soluble and the dialkyl species being more oil soluble. 25 The alkyl phosphoric acid esters formed from C 5 −C 7 olefins changed in solubility from predominantly water soluble for C 5 olefins (Table 1) to solubility in both phases. If one considers also HPLC−MS detection (Table 2), all of the alkyl phosphoric acid esters had some solubility in both phases.…”

Section: Energy and Fuelsmentioning

confidence: 99%

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Reaction of Pentenes, Hexenes, and Heptenes with Phosphoric Acid

2019

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A temperature swing absorption process using phosphoric acid was proposed for the removal of olefins from cracked naphtha. Evaluation of this required information on the reaction of naphtha range olefins with phosphoric acid. Reactive absorption of olefins at 50 °C in 85% phosphoric acid (H3PO4) was studied. The olefins evaluated were 1-pentene, 2-methyl-1-butene, 2-methyl-2-butene, cyclopentene, 1-hexene, 2-methyl-1-pentene, cyclohexene, 1-heptene, 2-methyl-1-hexene, and 4-methylcyclohexene. All of the olefins formed alkyl phosphoric acid esters, with C n olefins forming C n -, C2n -, and sometimes C3n -alkyl phosphoric acid esters. Branching in the olefin affected alkyl phosphoric acid ester stability; ester bonds to the α-carbon were more stable. The acyclic C5-alkyl phosphoric acid esters were more water soluble than oil soluble, and as the chain length of the alkyl group increased, oil solubility increased. Cyclohexyl and methyl cyclohexyl phosphoric acid esters formed stable water–oil emulsions. Reaction rates were low, but double bond isomerization took place and proceeded stepwise, with alkyl phosphoric acid esters being intermediate products rather than reaction intermediates. Although it was found that temperature swing absorption using phosphoric acid would not result in a viable process, the study provided several insights about the intermediate products and phase behavior of phosphoric acid catalyzed olefin conversion.

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Section: Discussionsupporting

confidence: 88%

Section: Energy and Fuelsmentioning

confidence: 99%

Reaction of Pentenes, Hexenes, and Heptenes with Phosphoric Acid

2019

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“…Life Science Group, New York. This extractant was purified according to the methods described by PEPPARD et al [9] and STEWART et al [10]. Cyclohexane, a diluent for HDEHP, was purified by distillation.…”

Section: Reagentsmentioning

confidence: 99%

The Effect of Complexing Agent on the Extraction of Lanthanides by Di(2-Ethyl Hexyl) Phosphoric Acid. II. 3-Mercapto Propionic Acid

Bhattacharyya

Ganguly

1986

Radiochimica Acta

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Liquid-liquid extraction/HDEHP / 3-mercapto propionic acid/Nd-147, Tb-160, Tm-170 Summary Liquid-liquid extraction of neodymium, terbium and thulium by di(2-ethyl hexyl) phosphoric acid (HDEHP) in the presence of 3-mercapto propionic acid has been studied. The effect of nitric acid on the distribution ratios of the metal ions has been explained by means of the equilibria involved in the system. A possible mechanism of extraction and the effect of 3-mercapto propionic acid on the separation of lanthanides are discussed.In order to assess the effect of different types of complexing agents on the extraction and separation of lanthanides by HDEHP, a complexing agent of a different kind, e. g., 3-mercapto propionic acid (MPA), has been chosen in this investigation. In contrast to glycine, 3-mercapto propionic acid forms a positively charged complex with rare earth metal ions. In the present work, neodymium, terbium and thulium were chosen for a representative evaluation of the extraction pattern of the rare earths as a whole.

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“…Therefore, a number of methods for producing purified HDEHP have been reported [1][2][3][4][5]. These ordinarily involve parti.tioning between immiscible solvents (e.g.…”

Section: Disclaimermentioning

confidence: 99%