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Malaysian Journal of Analytical Sciences, Vol. 7, No.

1 (2001) 93-96

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Effects of Monoglycerol Stearate and Free Fatty Acids on the Melting Point
of Palm Olein
Dzulkefly K1, Wan Rusmawati W M3, Wen-Huei Lim2, Anuar K1, and Hamdan S4
1
Department of Chemistry, Universiti Putra Malaysia (UPM)
2
Advanced Oleochemical Technology Centre (AOTC), Malaysia Palm Oil Board (MPOB)
3
Department of Chemistry, Universiti Pendidikan Sultan Idris (UPSI)
4
Faculty of Science and Technology, University College Terengganu

(Received 6 September 2000)

Abstract. RBD palm oil was fractionated by using various solvents to obtain olein and stearin fractions. The triglyceride
(TG) content of palm olein was then determined to find the best solvent for the fractionation process. The effects of
monoglyceride (MG) and free fatty acid on the melting point of the fractionated palm olein were also studied. The result
showed that acetone was probably the best solvent for fractionation of palm oil in respect to olein yield and triglyceride
content. On the other hand, the presence of MS (monoglycerol stearate) increased the melting point of palm olein, whereas the
free fatty acid reduced it.

Abstrak. Pemeringkatan minyak sawit RBD untuk mendapatkan pecahan olein dan stearin telah dilakukan dalam berbagai
pelarut. Kandungan trigliserida (TG) dalam pecahan olein kemudian ditentukan untuk mendapatkan pelarut terbaik bagi
proses pemeringkatan tersebut. Kesan kehadiran monogliserida (MG) dan asid lemak bebas ke atas suhu lebur pecahan olein
juga dikaji. Keputusan menunjukan bahawa pelarut asiton mungkin yang terbaik bagi pemeringkatan minyak sawit tersebut
jika dilihat dari peratus olein dan kandungan TG. Kehadiran MS (monoglisirol stearat) telah didapati menaikan suhu lebur
olein sawit tersebut, tetapi sebaliknya, asid lemak bebas didapati menurunkan suhu lebur.

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Key words: palm oil, palm olein, melting point, free fatty acid, fractionation

Introduction of vegetable oil, whereas with unsaturated MG, the


melting point decreases. Recently, monounsaturated
Palm oil is a complex mixture of glycerides but can triglycerides (POP, POS) are known causing early
be fractionated into liquid olein and solid stearin crystallization of palm olein during storage at
fractions [1]. Olein fraction is used for frying temperature below 25oC [5].
purposes (both in the industry and at home) mainly in
tropical climates [2]. However, high-quality cooking There is limited report on the effect of
oil is expected to remain liquid during storage. various solvents on the properties of fractionated palm
Malaysian palm olein has relatively higher melting olein. In this paper, we report the effects of solvent
point of 22-24oC [3], thus its tends to crystallize on the yield and triglyceride content of fractionated
during storage at temperature below 20oC. The palm olein. The effects of adding monoglyceride and
crystallization of palm olein is caused by the presence free fatty acids on the melting point of fractionated
of high-melting triglycerides and non-oil components, palm olein were also studied.
namely monoglyceride (MG), diglyceride (DG) and
free fatty acids. These components have significant
effect on the melting point of palm olein and their Materials and Method
existence in palm olein depend greatly on the
efficiently of the fractionation process. In a solvent- Materials
fractionation process, the polarity of solvent used will
determine the amount of MG and DG retained in the Malaysian RBD palm oil and palm olein were
fractionated palm olein, thus its melting point. The obtained from a local oleochemical company.
DG contents of palm olein were found between 4-6 % Standard triolein was purchased from Sigma
and 5.1-5.8 % when fractionated using acetone and Chemical Co. and monoglycerol stearate was obtained
hexane solvents respectively at temperatures between from Palm Oleo, Rawang. The organic solvents used
19-20oC [4]. It was also reported that during were: diethyl ether, ethylacetate, n-pentene, petroleum
fractionation, diglycerides inhibited crystallization ether, n-hexane, acetone, cyclohexane, toluene,
that led to loss of olein (low yield of olein). On the isooctane and propanol. All solvents were of high
other hand, saturated MG increases the melting point purity and used as received.
DZULKEFLY K et al.: EFFECTS OF MONOGLYCEROL STEARATE AND FREE FATTY ACIDS

Methods Effect Of Monoglycerol Stearate And Free Fatty


Acids On The Melting Point Of Palm Olein.
Fractionation of RBD palm oil into palm olein and
palm stearin RBD palm olein sample (about 5.0 g) was mixed with
various percentage of monoglycerol stearate (MS)
RBD palm oil was heated at 70oC until it melt before being melted at 70oC to homogenize. The
completely before used. Samples of heated palm oil mixture was then freezed at 0oC for 24 hours before
(about 10 g) were then dissolved in various organic subjected to differential scanning calorimetry (DSC)
solvents, at ratio of palm oil to solvent of 1:10 (v/v) analysis. The weight percents of monoglycerol
and held at the fractionation temperature (4oC) for 24 stearate used were: 0%, 2%, 4%, 6% and 8%. The
hours to allow complete crystallization. melting point of the mixtures was determined from
the DSC curve. The same procedure was repeated
The liquid fraction (palm olein) was then using lauric and oleic acids. The weight percents of
separated from the solid stearin by vacuum filtration. acid added to palm olein were: 0%, 2%, 4%, 6% and
The solid stearin was washed with 3x20ml cold 8%.
solvent to remove traces of olein. Palm olein,
obtained after removal of solvent by rotary Results and Discussion
evaporation, and the solid stearin were then dried
under vacuum to remove traces of solvent and Palm oil consists of mainly triglycerides of different
weighted. polarity. It can be fractionated into liquid fraction
(olein) and solid fraction (stearin) using organic
The triglyceride content of the fractionated solvent. The polarity of solvent used is greatly
palm olein was determined by using HPLC (JASCO influenced the yield of olein and stearin fractions.
UV-970) equipped with a normal phase silica column Table 1 shows the yield of olein and stearin fractions
(ECONOSIL SI10U, 250 mm length and 4.6mm i.d). after fractionated using various organic solvents.
Hexane gave the highest percentage of olein (88.4%),
A mixture of isooctane:propanol (94:6, v/v) followed by cyclohexane (86.7%), petroleum ether
was used as mobile phase with a flow rate of 1ml/min. (85.3%) and others. It was also observed that
The triglyceride was detected using UV detector set at sedimentation occurred in the olein fractions obtained
213 nm. The external standard method was used to by using diethyl ether, toluene and cyclohexane after
determine the concentration of triglyceride in olein a few days storage at room temperature. The
fraction and a calibration curve was prepared using sediment was probably due to incomplete
pure triolein. crystallization.

Table 1: Effect of solvent on the yield of palm olein and palm stearin fractions and the triglyceride (TG) content of
palm olein

Yield of Olein Yield of Stearin TG Content of


Solvent (%) (%) Olein Fraction (%)
Acetone 73.6 26.4 84.1
Cyclohexane 86.7 13.3 81.4
n-Hexane 88.4 11.6 78.1
Petroleum ether 85.3 14.7 65.5
n-pentane 80.0 20.0 65.5
Ethyl acetate 79.3 20.7 62.9
Diethly ether 77.0 23.0 82.9
Toluene 83.8 16.2 64.8

A good palm olein quality should contained Based on the high yield of olein (86.7%) and TG
high TG content, and low non-oil components. content (81.4%), cyclohexane should be the best
Results from this study showed that fractionation solvent for fractionation of palm oil. However,
using acetone gave the highest TG content (84.1%) in cyclohexane was not able to remove completely from
olein fraction, whereas toluene gave the lowest the product, therefore, acetone is more suitable
(64.8%). Other solvents - cyclohexane (81.4%) and solvent for fractionation of palm oil.
diethyl ether (82.9%) obtained more than 80% TG.

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DZULKEFLY K et al.: EFFECTS OF MONOGLYCEROL STEARATE AND FREE FATTY ACIDS

A
B

D
A: palm olein + 0% MS
B: palm olein + 2% MS
C: palm olein + 4% MS
D: palm olein + 6% MS

Figure 1: DSC thermograms of fractionated palm olein with adding monoglycerol


stearate (MS).

Effect Of Monoglycerol Stearate And Free Fatty Acid MS. Figure 2 shows a linear correlation between the
On The Melting Point Of Palm Olein melting point of palm olein and the percentage of MS.

The effect of monoglycerol stearate (saturated MG) in In contrary, the melting point of palm olein
fractinated palm olein was study by differential decreases with free fatty acid. Figure 3 depicts a
scanning calorimetry (DSC). The melting point of significant reduction of melting point with increasing
fractionated palm olein obtained in this study was the percentage of lauric (C12:0) and oleic (C18:1)
very low, about 5.7oC, as compared to that of normal acids respectively. Lauric acid caused greater
palm olein, which is about 22-24oC obtained from reduction in melting point as compared to oleic acid.
fractionation at 22oC. Figure 1 shows a typical DSC The main reason was probably due to the shorter fatty
thermogram of fractionated palm olein in the presence chain of C12 as compared to C18:1. Therefore, the
of monoglycerol stearate (MS). It was observed that observed melting point of palm olein is actually a
the melting curve of palm olein was shifted to the result of a combination of these two effects, i.e.
high temperature region with increasing amount of partial glycerides and free fatty acid contents.

7 8

6.5
6
Temperature, C
o

6
Temperature, oC

4
5.5

2
5

4.5
0
0 2 4 6 8 10 0 2 4 6 8 10
% MS % of lauric and oleic acids

Figure 2 : Effect of monoglycerol stearate (MS) on the Figure 3: Effect of lauric (♦) and oleic (•) acids on the
melting point of palm olein melting point of palm olein.

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DZULKEFLY K et al.: EFFECTS OF MONOGLYCEROL STEARATE AND FREE FATTY ACIDS

Conclusion
2. Pantzaris, T.P. (1988). Pocketbook of palm oil uses,
Acetone is the best solvent for fractionation of palm PORIM, Malaysia
oil because it gives the highest triglyceride (TG) 3. Selected Reading On Palm Oil And Its Uses, by
Malaysia Palm Oil Board (MPOB), 1993
content in olein fraction. The presence of unsaturated 4. Goh, E.M and Timms, R.E. (1985). Determination
monoglyceride in palm olein resulted an increase of of mono- and diglycerides in palm oil, olein and
melting point, whereas free fatty acids reduced the stearin, J. Amer. Oil Chem. Soc., 62: 776-781
melting point. 5. Swe, P.Z., Che Man, Y.B., Ghazali, H.M and Wei,
C.S. (1994). Identification of major triglycerides
References causing the clauding of palm olein, J. Amer. Oil
Chem. Soc., 71: 1141-1144
1. Deffense, E. (1985). Fractionation of palm oil, J.
Amer. Oil Chem. Soc., 62: 376-386

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