Mangkin Asid Disokong pada Cecair Ionik Sebagai Mangkin dalam Tindak Balas Pengesteran Asid Laurik

Translated title of the contribution: Ionic liquid supported acid-catalysed esterification of lauric acid

Zalita Yaacob, Nor Asikin Mohd Nordin, Mohd. Ambar Yarmo

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Ionic Liquid (IL) based on 1-n-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (BMI.NTf2) under acidic condition was used as catalyst for the esterification reaction of fatty acid. Various acids namely sulphuric acid, perchloric acid, p-toulene sulphonic acid and various chloride salts such as zinc chloride (ZnCl2) and iron(III) chloride (FeCl3) immobilized in ionic liquid BMI.NTf2 gave acidic ILs. These acidic ILs were tested as catalysts for esterification reactions. Esterification of alcohol (methanol) with fatty acid (lauric acid) using ionic liquid BMI.NTf2 combined with H2SO4 (BMI.NTf2(H2SO4)) gave high activity (>85%) and selectivity (100%) observed over a period of 2 hours reaction with reaction temperature 70oC. The ester became easily separated due to IL forming biphasic with product after the reaction where ester accumulated as the upper phase and IL with water produced after reaction at lower phase. Catalytic activities comparison also be studied between acidic ionic liquid BMI.NTf2 with acidic ionic liquid ChCl.2ZnCl2 and conventional acid catalyst. These ILs were characterised by using FTIR, NMR and TGA. Results from FTIR were showed no significant difference between ILs with ILs in acidic condition. The TGA curve show BMI.NTf2 thermal's decomposition is ≥400°C but when BMI.NTf2 combination with H2SO4, TGA curve show weight loss increase and becomes unstable. The advantages of ILs as catalyst are "clean process" and "green chemistry" due to its behaviour such as non-volatile, no loss of solvent through evaporation and reduced environmentally impact. This ILs-catalyst system can be recycle for futher reaction.

Original languageUndefined/Unknown
Pages (from-to)46-53
Number of pages8
JournalMalaysian Journal of Analytical Sciences
Volume15
Issue number1
Publication statusPublished - 2011

Fingerprint

lauric acid
Ionic Liquids
Esterification
Acids
Catalysts
Chlorides
Esters
Fatty Acids
Imides
Sulfonic Acids
Methanol

Keywords

  • 1-n-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide
  • Acidic condition
  • Choline chloride
  • Esterification
  • Fatty acid
  • Ionic liquids

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

Mangkin Asid Disokong pada Cecair Ionik Sebagai Mangkin dalam Tindak Balas Pengesteran Asid Laurik. / Yaacob, Zalita; Nordin, Nor Asikin Mohd; Yarmo, Mohd. Ambar.

In: Malaysian Journal of Analytical Sciences, Vol. 15, No. 1, 2011, p. 46-53.

Research output: Contribution to journalArticle

@article{e6989cbd2fcf48b18463e6dd0e659b8a,
title = "Mangkin Asid Disokong pada Cecair Ionik Sebagai Mangkin dalam Tindak Balas Pengesteran Asid Laurik",
abstract = "Ionic Liquid (IL) based on 1-n-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (BMI.NTf2) under acidic condition was used as catalyst for the esterification reaction of fatty acid. Various acids namely sulphuric acid, perchloric acid, p-toulene sulphonic acid and various chloride salts such as zinc chloride (ZnCl2) and iron(III) chloride (FeCl3) immobilized in ionic liquid BMI.NTf2 gave acidic ILs. These acidic ILs were tested as catalysts for esterification reactions. Esterification of alcohol (methanol) with fatty acid (lauric acid) using ionic liquid BMI.NTf2 combined with H2SO4 (BMI.NTf2(H2SO4)) gave high activity (>85{\%}) and selectivity (100{\%}) observed over a period of 2 hours reaction with reaction temperature 70oC. The ester became easily separated due to IL forming biphasic with product after the reaction where ester accumulated as the upper phase and IL with water produced after reaction at lower phase. Catalytic activities comparison also be studied between acidic ionic liquid BMI.NTf2 with acidic ionic liquid ChCl.2ZnCl2 and conventional acid catalyst. These ILs were characterised by using FTIR, NMR and TGA. Results from FTIR were showed no significant difference between ILs with ILs in acidic condition. The TGA curve show BMI.NTf2 thermal's decomposition is ≥400°C but when BMI.NTf2 combination with H2SO4, TGA curve show weight loss increase and becomes unstable. The advantages of ILs as catalyst are {"}clean process{"} and {"}green chemistry{"} due to its behaviour such as non-volatile, no loss of solvent through evaporation and reduced environmentally impact. This ILs-catalyst system can be recycle for futher reaction.",
keywords = "1-n-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, Acidic condition, Choline chloride, Esterification, Fatty acid, Ionic liquids",
author = "Zalita Yaacob and Nordin, {Nor Asikin Mohd} and Yarmo, {Mohd. Ambar}",
year = "2011",
language = "Undefined/Unknown",
volume = "15",
pages = "46--53",
journal = "Malaysian Journal of Analytical Sciences",
issn = "1394-2506",
publisher = "Faculty of Science and Technology, Universiti Kebangsaan Malaysia",
number = "1",

}

TY - JOUR

T1 - Mangkin Asid Disokong pada Cecair Ionik Sebagai Mangkin dalam Tindak Balas Pengesteran Asid Laurik

AU - Yaacob, Zalita

AU - Nordin, Nor Asikin Mohd

AU - Yarmo, Mohd. Ambar

PY - 2011

Y1 - 2011

N2 - Ionic Liquid (IL) based on 1-n-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (BMI.NTf2) under acidic condition was used as catalyst for the esterification reaction of fatty acid. Various acids namely sulphuric acid, perchloric acid, p-toulene sulphonic acid and various chloride salts such as zinc chloride (ZnCl2) and iron(III) chloride (FeCl3) immobilized in ionic liquid BMI.NTf2 gave acidic ILs. These acidic ILs were tested as catalysts for esterification reactions. Esterification of alcohol (methanol) with fatty acid (lauric acid) using ionic liquid BMI.NTf2 combined with H2SO4 (BMI.NTf2(H2SO4)) gave high activity (>85%) and selectivity (100%) observed over a period of 2 hours reaction with reaction temperature 70oC. The ester became easily separated due to IL forming biphasic with product after the reaction where ester accumulated as the upper phase and IL with water produced after reaction at lower phase. Catalytic activities comparison also be studied between acidic ionic liquid BMI.NTf2 with acidic ionic liquid ChCl.2ZnCl2 and conventional acid catalyst. These ILs were characterised by using FTIR, NMR and TGA. Results from FTIR were showed no significant difference between ILs with ILs in acidic condition. The TGA curve show BMI.NTf2 thermal's decomposition is ≥400°C but when BMI.NTf2 combination with H2SO4, TGA curve show weight loss increase and becomes unstable. The advantages of ILs as catalyst are "clean process" and "green chemistry" due to its behaviour such as non-volatile, no loss of solvent through evaporation and reduced environmentally impact. This ILs-catalyst system can be recycle for futher reaction.

AB - Ionic Liquid (IL) based on 1-n-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (BMI.NTf2) under acidic condition was used as catalyst for the esterification reaction of fatty acid. Various acids namely sulphuric acid, perchloric acid, p-toulene sulphonic acid and various chloride salts such as zinc chloride (ZnCl2) and iron(III) chloride (FeCl3) immobilized in ionic liquid BMI.NTf2 gave acidic ILs. These acidic ILs were tested as catalysts for esterification reactions. Esterification of alcohol (methanol) with fatty acid (lauric acid) using ionic liquid BMI.NTf2 combined with H2SO4 (BMI.NTf2(H2SO4)) gave high activity (>85%) and selectivity (100%) observed over a period of 2 hours reaction with reaction temperature 70oC. The ester became easily separated due to IL forming biphasic with product after the reaction where ester accumulated as the upper phase and IL with water produced after reaction at lower phase. Catalytic activities comparison also be studied between acidic ionic liquid BMI.NTf2 with acidic ionic liquid ChCl.2ZnCl2 and conventional acid catalyst. These ILs were characterised by using FTIR, NMR and TGA. Results from FTIR were showed no significant difference between ILs with ILs in acidic condition. The TGA curve show BMI.NTf2 thermal's decomposition is ≥400°C but when BMI.NTf2 combination with H2SO4, TGA curve show weight loss increase and becomes unstable. The advantages of ILs as catalyst are "clean process" and "green chemistry" due to its behaviour such as non-volatile, no loss of solvent through evaporation and reduced environmentally impact. This ILs-catalyst system can be recycle for futher reaction.

KW - 1-n-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

KW - Acidic condition

KW - Choline chloride

KW - Esterification

KW - Fatty acid

KW - Ionic liquids

UR - http://www.scopus.com/inward/record.url?scp=79959526424&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79959526424&partnerID=8YFLogxK

M3 - Article

VL - 15

SP - 46

EP - 53

JO - Malaysian Journal of Analytical Sciences

JF - Malaysian Journal of Analytical Sciences

SN - 1394-2506

IS - 1

ER -