Catalysed oxidation of quinoline in model fuel and the selective extraction of quinoline-N-oxide with imidazoline-based ionic liquids

Adeniyi S. Ogunlaja; Olalekan S. Alade

doi:10.1016/j.ejpe.2017.02.004

Catalysed oxidation of quinoline in model fuel and the selective extraction of quinoline-N-oxide with imidazoline-based ionic liquids

Adeniyi S. Ogunlaja^*
, Olalekan S. Alade

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

Synthesised vanadium-coordinated N,N-bis(o-hydroxybenzaldehyde)phenylene diamine catalyst, [VO(sal-HBPD)] and supported catalyst, p[VO(sal-HBPD)] were employed for the oxidation of quinoline. The use of [VO(sal-HBPD)] and p[VO(sal-HBPD)] for the oxidation of quinoline, (Quinoline-to-H₂O₂ ratio 1:7) showed oxidation selectivity as quinoline-N-oxide (100%) was recorded as the oxidation product. Quinoline-N-oxide was confirmed as the oxidation product through GC–MS. Density functional theory (DFT) revealed hydroxylperoxido-species [VOO(sal-HBPD)] (II) as the reactive oxidized oxidovanadium specie responsible for the oxidation. Ionic liquids, 1-butyl-3-methylimidazolium chloride and 1-butyl-3-methylimidazolium nitrate extracted 96% and 87% quinoline-N-oxide respectively.

Original language	English
Pages (from-to)	159-168
Number of pages	10
Journal	Egyptian Journal of Petroleum
Volume	27
Issue number	2
DOIs	https://doi.org/10.1016/j.ejpe.2017.02.004
State	Published - Jun 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2017 Egyptian Petroleum Research Institute

Keywords

Hydrogen peroxide (HO)
Ionic liquids
Oxidation
Quinoline
Vanadium(IV) catalyst

ASJC Scopus subject areas

Catalysis
Renewable Energy, Sustainability and the Environment
Fuel Technology
Geochemistry and Petrology
Process Chemistry and Technology
Organic Chemistry

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10.1016/j.ejpe.2017.02.004

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@article{179d876617dd4807a1d833643c4d2ce7,

title = "Catalysed oxidation of quinoline in model fuel and the selective extraction of quinoline-N-oxide with imidazoline-based ionic liquids",

abstract = "Synthesised vanadium-coordinated N,N-bis(o-hydroxybenzaldehyde)phenylene diamine catalyst, [VO(sal-HBPD)] and supported catalyst, p[VO(sal-HBPD)] were employed for the oxidation of quinoline. The use of [VO(sal-HBPD)] and p[VO(sal-HBPD)] for the oxidation of quinoline, (Quinoline-to-H2O2 ratio 1:7) showed oxidation selectivity as quinoline-N-oxide (100\%) was recorded as the oxidation product. Quinoline-N-oxide was confirmed as the oxidation product through GC–MS. Density functional theory (DFT) revealed hydroxylperoxido-species [VOO(sal-HBPD)] (II) as the reactive oxidized oxidovanadium specie responsible for the oxidation. Ionic liquids, 1-butyl-3-methylimidazolium chloride and 1-butyl-3-methylimidazolium nitrate extracted 96\% and 87\% quinoline-N-oxide respectively.",

keywords = "Hydrogen peroxide (HO), Ionic liquids, Oxidation, Quinoline, Vanadium(IV) catalyst",

author = "Ogunlaja, \{Adeniyi S.\} and Alade, \{Olalekan S.\}",

note = "Publisher Copyright: {\textcopyright} 2017 Egyptian Petroleum Research Institute",

year = "2018",

month = jun,

doi = "10.1016/j.ejpe.2017.02.004",

language = "English",

volume = "27",

pages = "159--168",

journal = "Egyptian Journal of Petroleum",

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publisher = "Egyptian Petroleum Research Institute",

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}

TY - JOUR

T1 - Catalysed oxidation of quinoline in model fuel and the selective extraction of quinoline-N-oxide with imidazoline-based ionic liquids

AU - Ogunlaja, Adeniyi S.

AU - Alade, Olalekan S.

PY - 2018/6

Y1 - 2018/6

N2 - Synthesised vanadium-coordinated N,N-bis(o-hydroxybenzaldehyde)phenylene diamine catalyst, [VO(sal-HBPD)] and supported catalyst, p[VO(sal-HBPD)] were employed for the oxidation of quinoline. The use of [VO(sal-HBPD)] and p[VO(sal-HBPD)] for the oxidation of quinoline, (Quinoline-to-H2O2 ratio 1:7) showed oxidation selectivity as quinoline-N-oxide (100%) was recorded as the oxidation product. Quinoline-N-oxide was confirmed as the oxidation product through GC–MS. Density functional theory (DFT) revealed hydroxylperoxido-species [VOO(sal-HBPD)] (II) as the reactive oxidized oxidovanadium specie responsible for the oxidation. Ionic liquids, 1-butyl-3-methylimidazolium chloride and 1-butyl-3-methylimidazolium nitrate extracted 96% and 87% quinoline-N-oxide respectively.

AB - Synthesised vanadium-coordinated N,N-bis(o-hydroxybenzaldehyde)phenylene diamine catalyst, [VO(sal-HBPD)] and supported catalyst, p[VO(sal-HBPD)] were employed for the oxidation of quinoline. The use of [VO(sal-HBPD)] and p[VO(sal-HBPD)] for the oxidation of quinoline, (Quinoline-to-H2O2 ratio 1:7) showed oxidation selectivity as quinoline-N-oxide (100%) was recorded as the oxidation product. Quinoline-N-oxide was confirmed as the oxidation product through GC–MS. Density functional theory (DFT) revealed hydroxylperoxido-species [VOO(sal-HBPD)] (II) as the reactive oxidized oxidovanadium specie responsible for the oxidation. Ionic liquids, 1-butyl-3-methylimidazolium chloride and 1-butyl-3-methylimidazolium nitrate extracted 96% and 87% quinoline-N-oxide respectively.

KW - Hydrogen peroxide (HO)

KW - Ionic liquids

KW - Oxidation

KW - Quinoline

KW - Vanadium(IV) catalyst

UR - https://www.scopus.com/pages/publications/85032027255

U2 - 10.1016/j.ejpe.2017.02.004

DO - 10.1016/j.ejpe.2017.02.004

M3 - Article

AN - SCOPUS:85032027255

SN - 1110-0621

VL - 27

SP - 159

EP - 168

JO - Egyptian Journal of Petroleum

JF - Egyptian Journal of Petroleum

IS - 2

ER -

Catalysed oxidation of quinoline in model fuel and the selective extraction of quinoline-N-oxide with imidazoline-based ionic liquids

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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