Effect of Ball Milling on the Catalytic Conversion of Cellulose to
Levulinic Acid
Amir Sada Khan
1, 2, a*
, Zakaria B Man
1, b
, Mohammad Azmi Bustam @ Khalil
1
and Chong Fai Kait
3
, Abdulhalim Shah Maulud
1
1
PETRONAS Ionic Liquid Centre, Department of Chemical Engineering, Universiti Teknologi
PETRONAS (UTP), 31750 Tronoh, Perak, Malaysia.
2
Department of Chemistry, University of Science and Technology, Bannu 28100, Khyber
Pakhtunkhwa, Pakistan.
3
Fundamental and Applied Siences Department, Universiti Teknologi PETRONAS (UTP), 31750
Tronoh, Perak, Malaysia.
a
aamirsada_khan@yahoo.com,
b
zakaman@petronas.com.my
Keyword: Ball milling, Levulinic Acid, Cellulose, Aluminium (III) Chloride, 5-Hydroxymethylfurfural
Abstract: The yield of levulinic acid from cellulose is very low because of a strong network of
intera- and intermolecular hydrogen bonding. Ball milling cause significant decrease in the
cellulose crystalinity and thus increase the production of levulinic acid (LA) by using Aluminum
Chloride (AlCl
3
) as a catalyst. By means of AlCl
3
depolymerization, cellulose can produce 5-
Hydroxymethylfurfural (5-HMF) and subsequently LA. The effect of reaction temperature and time
were investigated. The maximum yield of LA (36.5 mol %) was achieved using 180
o
C and 240
min.
Introduction
Levulinic acid (LA) acid is a versatile building block for the chemical industry. It contains both
ketone carbonyl group and acidic carboxyl functional gropus. The existence of both these
nucleophilic groups give an interesting reactivity patterns to the levulinic acid [1, 2]. It is a potential
precursor to nylon-like polymers, synthetic rubbers, resin, flavor substances, fuel additives, plastics,
valerolactone, and ethyl levulinate etc. [3, 4]. In the past few years researchers trying to develop
suitable and effective ways for converting lignocelluose biomasses, cellulose and glucose into
valuable chemicals, useful biomaterials and bio-fuels [5]. Efforts have been focused on the catalytic
conversion of cellulose into LA because it has lower price and wide supply as well [6-8]. Mostly the
researchers synthesized 5-HMF and LA from cellulose, sucrose, or directly biomass materials [9].
But the crystalline cellulose has a super molecular structure and has strong network of of intra- and
intermolecular hydrogen bonds which make the conversion of cellulose into LA limited. Because of
the high crystallinity now no research group is succeded to efficiently convert cellulose into LA
[10].
The key objective of this study to investigate the conversion of ball mill cellulose into LA. The
effect of ball milling on the structure of cellulose was first investigated, followed by conversion
behavior of ball milled cellulose into LA.
Methodology
Materials
Cellulose, AlCl
3
and concentrated sulfuric acid (95-97 wt. %) were purchased from Merck. HPLC
grade 5-HMF (99%), and LA (99%) were obtained from Sigma-Aldrich. The ball milled cellulose
sample were prepared by using ball mill. The 25g cellulose sample was charged into a 500 mL ZrO
2
bottle, for 6 hour sessions.
Applied Mechanics and Materials Vol. 625 (2014) pp 353-356
Online available since 2014/Sep/12 at www.scientific.net
© (2014) Trans Tech Publications, Switzerland
doi:10.4028/www.scientific.net/AMM.625.353
All rights reserved. No part of contents of this paper may be reproduced or transmitted in any form or by any means without the written permission of TTP,
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