J. Braz. Chem. Soc., Vol. 17, No. 1, 85-89, 2006.
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Article
* e-mail: flancas@iqsc.usp.br
Hydrolysis of Corn Oil Using Subcritical Water
Jair Sebastião S. Pinto and Fernando M. Lanças*
Instituto de Química de São Carlos, Universidade de São Paulo, CP 780, 13566-590
São Carlos-SP, Brazil
Este trabalho apresenta os resultados de um estudo sobre o uso da água subcrítica, como reagente
e solvente, para a reação de hidrólise de óleo de milho sem o emprego de ácidos e base entre as
temperaturas de 150-280 °C. A hidrólise de óleo de milho leva à formação dos seus respectivos ácidos
graxos, com a mesma eficiência dos métodos convencionais. Os ácidos graxos formam um grupo
importante de produtos, os quais são usados em diversas aplicações. A identificação e confirmação dos
produtos da hidrólise foram feitos por HT-HRGC-FID e HRGC/MS.
This work presents the results of a study on the use of subcritical water as both solvent and reactant
for the hydrolysis of corn oil without the use of acids or alkalis at temperatures of 150-280 °C. Corn oil
hydrolysis leads to the formation of its respective fatty acids with the same efficiency of conventional
methods. Fatty acids form an important group of products, which are used in a range of applications.
The confirmation and identification of the hydrolysis products was done by HT-HRGC-FID and
HRGC/MS.
Keywords: subcritical water, hydrolysis, fatty acids, corn oil
Introduction
The development of methodologies environmentally
friend has been one of the principal objectives pursued by
researchers of several areas as chemistry, process
development and others. Ideally, the absence of organic
solvents is a factor of major importance in any process,
because they should be recycled, incinerated or submitted
to an appropriate unitary operation that does not result in
aggression to the environment.
Water in the sub or supercritical state presents unusual
properties that have been raising a lot of interest as an
alternative solvent.
1-4
Many studies have been done
exploring the use of water in conditions sub and
supercritical to promote organic synthesis reactions, some
of those would be alkyl-aromatics oxidation, oxidation of
methane in hydrothermal systems, dehydration of alcohol,
and organic transformations catalyzed by metals.
1
Another option is the employment of subcritical water as
both solvent and reagent for triglycerides hydrolysis.
5
Some
studies utilizing pressures higher than 2 MPa and temperature
over 250 °C, demonstrate the viability of its use without the
need of using either acidic or alkaline catalysts.
Hydrolysis of oils is the applied term to the operation in
which water reacts with oil to form glycerol and fatty acids.
6
This process is commercially important because the fatty
acids are used for soap production, synthetic detergents,
greases, cosmetics, and several other products.
7-9
The soap production starting from triglycerides and alkalis
is accomplished for more than 2000 years by the Man.
10
where C
3
H
5
(OCOR)
3
represents triglycerides, RCOOH
represents any fatty acid and C
3
H
5
(OH)
3
, glycerol.
Several authors propose that this reaction is processed
in stages, starting from the triglycerides for diglycerides,
monoglycerides and glycerol, and to each stage there is
liberation of a fatty acid. This reaction is homogeneous of
first order in the oily phase.
10
As water and the oil are insoluble at low temperature,
the reaction in these conditions is extremely slow.
Increasing the temperature the oil solubility in water
increases and the speed of the reaction accelerates quickly.
An increase of 10 °C in the temperature increases the rate
of reaction of a factor
10
from 1.2 to 1.5.