Journal of American Science 2010; 6(12)

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Ester Phosphate of Discarded Palm Oil from Potato Chip

Factories as Fat-Liquoring Agent
Mohamed G. Megahed1 and El-Shahat H. A. Nashy2

Department of Fats and Oils, National Research Centre, Dokki, Cairo, Egypt.
Department of Chemistry of Tanning Materials and Leather Technology, National
Research Centre, Dokki, Cairo, Egypt.
*
[email protected] & [email protected]

Abstract
In Egypt most potato chip factories used palm oil for frying. The quantity of palm oil resulting from frying processes
as discarded represents more than half of the total other oils used in the Egyptian food factories. Discarded palm oil
resulting from frying processes was preliminary treated by purification and bleaching as well as characterized via its
physico-chemical properties and fatty acids composition. Therefore, this work was devoted to explore the
application of the discarded palm oil in leather industry as fat-liquoring agent.
Fat-liquors help to prevent the loosening of leather grain and ugly appearance of chrome tanned leather after drying.
In addition, fat-liquoring process improves leather characters such as soft handle, full, flexibility, and pliability as
well as enhancement its mechanical properties. The study involved preparation of discarded palm fat-liquor via
phosphoration process. The importance of the prepared fat-liquor is due to their environmentally friendly nature,
relatively safe utilization by human being, in addition to their economical feasibility. The fat-liquored leather led to
an improvement in the mechanical properties of the leather e.g. tensile strength, elongation at break and tear
strength. In addition a great enhancement in the texture of the treated leather by discarded palm fat-liquor as
indicated from the scanning electron microscope (SEM).
[M. G. Megahed and El-Shahat H. A. Nashy. Ester Phosphate of Discarded Palm Oil from Potato Chip Factories as FatLiquoring Agent. Journal of American Science 2010;6(12):617-626]. (ISSN: 1545-1003). http://www.americanscience.org.

Keywords: Discarded Palm Oil, Fatty Acids, Fat-liquor, Phosphoration, Chrome Tanned Leather, FT-IR, HLB,
Strength Properties, Scanning Electron Microscope, Frying wastes.
edible oils (include palm oil & palm kernel oil) and
fats are of immense importance for industrial
applications as surfactant and soap manufacture [812]. Therefore, this work was devoted to explore the
application of the discarded palm oil in leather
industry as fat-liquoring agent.
The potato chip factories, in Egypt, use palm
oil for frying of potato chips which are considerably
popular as food in Egypt. Potato chip factories
produce a large quantity of discarded palm oil. The
large quantity of these oils resulting from frying
processes causes pollution of environment. In nearly
all countries on the earth the protection of the
environment has become increasingly a very serious
concern. As a result, we can utilize these quantities of
wasted oils to obtain useful product.
Therefore, this work was devoted to study the
phosphoration of purified discarded palm oil as well
as explore its application for further use as leather fatliquoring. Evaluation of the resulting chrome leather
fat-liquored will be taken into consideration. This
will add an economical value to this waste and at the
same time prevent its environmental pollution. For
this purpose a commercially available discarded palm
oil (by-product) was used as a starting material.

1. Introduction
In the leather industry, hides and skins
proceed via various chemical and mechanical
processes to produce finished leather. Chrome
tannage has been the state of the art, it accounts over
80% of the activity in the tanning process [1] and
used for the production of various types of leather
[2]. But chrome-tanned leather when dried out
becomes bony, hard and thus will not be suitable for
use in most purposes, besides its color becomes dark
and gains a disagreeable appearance. This means that,
as water is removed during the drying stage, cohesion
of the fibers takes place resulting in hard intractable
leather which is difficult to rehydrate [3]. Thus,
incorporation of fatty matter into leather through fatliquoring process will decrease the effect of air
oxidation and improves leather full and soft handle,
flexibility, pliability and at the same time enhance its
mechanical properties [4-6]. Therefore, introducing a
lubricant into the leather keeps the fibers apart during
drying and reduces the frictional forces within the
fiber weaves thus allowing the fibers to move
laterally over each other.
The palm oil used essentially for frying can
be blended with various plant oils in different
proportions to obtain liquid oil [7]. Most discarded

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2. Materials and methods

d- Fatty acid composition
Fried palm Fatty acid methyl esters were
prepared by IUPAC standard methods, 1987 [17],
and according to A.O.C.S. method [16].
Determination of fatty acid composition was
performed as described by Mitruke [18] using
Hewlett Packard HP 5890 series II gas
chromatography, equipped with flame ionization
detector (FID), operated under the following
conditions:
Detector, flame ionization (FID); column,
capillary, 30.0 m x 530 m, 1.0 m thickness,
polyethylene glycol phase (INNO Wax); N2 with
flow rate, 15 ml per min with average velocity 89
cm/s (8.2 psi); H2 flow rate, 30 ml per min; air flow
rate, 300 ml per min; split ratio, 8:1, split flow, 120
ml per min; gas saver, 20 ml per min. Detector
temperature, 280C; column temperature, 240C;
injection
temperature,
280C.
Temperature
programming starting from 100C to reach a
maximum of 240C was used for eluting the fatty
acid methyl esters. The identification of peaks was
made as compared with chromatograms of standard
fatty acids methyl esters (Sigma, USA).

Materials
- Palm oil samples before and after frying were
collected from some Egyptian potato chip factories.
- Chemicals used for different analysis of oil were
supplied by international companies (Merk,
Germany and BDH, England).
- Ortho- Phosphoric acid (98.5%) was pure chemical
grade.
- Local commercial full grain chrome tanned leather
was used for the present investigation from Radio
Tannery, Cairo, Egypt.
Note: All chemical additives doses were calculated
on the basis of leather weight (w/w).
Methods
Analysis of palm Oil
a- Purification of discarded palm oil
Discarded palm oil was heated to 90 5oC
and washed with a hot brine solution [5% Na Cl,
w/v]. The ratio of discarded oil and brine solution
was 10: 1 (v/v). The hot mixture [discarded oil and
brine solution] was stirred using a stirrer at a speed of
60 rpm for 60 min. After that, the mixture was left to
rest for 8 hrs in order to separate the mixture into two
phases. The bottom phase [brine solution
+impurities] was separated by siphoning. Sodium
sulfite anhydrous was added to catch the traces of
moisture from discarded palm oil, which was then
filtered through filter paper (Whatman no. 1), Girgis
[13]. The color was measured using Lovibond
tintometer, model E, using 5.25 inch cell, and
impurities of discarded palm oil before and after
purification were determined according to the
methods described in the A.O.C.S., 1997 [14]; while
the odor was evaluated according to the method
reported by Shyam [15].

Phosphoration processes
- phosphoration of the oil (100 g) were carried out in
a three necked flask fitted with a stirrer, a
thermometer and also with an inlet for the
addition of the reagents. Phosphoric acid (H3PO4,
30% of the oil weight) was added drop wise at
interval times with slow stirring while
maintaining the temperature below 30oC during
the addition. The overall reaction time was 3
hours.
- The phosphated oil was washed by 10% sodium
chloride at ambient temperature and neutralized
with 30% sodium hydroxide with agitation for
30-40 min.
-The phosphated products so obtained were analyzed
according to official methods [19, 20]. The
product was prepared at a concentration of about
60-70% prior (pH7) to its uses as a fat-liquor.

b- Bleaching of purified discarded palm oil

Purified discarded palm oil was heated to 70
5oC and bleached with a 2% H2O2 solution (v/v).
The sample was stirred using a stirrer at a speed of 80
rpm for 30 min while maintaining a temperature of
70 5oC. The discarded palm oil was filtered through
filter paper [Whatman no. 1], Girgis [13], and the
color was measured.

FT-IR Analysis
The change in functional groups of oils were
studied using FT-IR analysis, it was performed
using
Mattson
5000
FTIR,
USA
spectrophotometer with resolution 4 cm-1.

c- Physical and chemical characteristics

Palm oil and discarded palm oil were
analyzed for its physical and chemical characteristics
according to the American Oil Chemists Society
Methods, (AOCS, 1998) [16]. Refractive index, acid
value, peroxide value, saponification value, iodine
value and unsaponifiable matters were measured. The
ester value was estimated by subtracting the acid
value from saponification value (SV-AV).

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Hydrophile-Lipophile Balance (HLB)

Hydrophile-lipophile balance of emulsifiers
was calculated using the following equation of
Griffin [21]:

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Tensile Strength
Tensile Strength is calculated in kg/cm2
from the load required to rupture the test specimen
under tension (breaking load) divided by the area of
the original cross section of the same specimen.

HLB = 20 (1 S/A)
Where:
S= (Saponification value of the phosphated fatliquor).
A = (acid value of the total fatty acids of the original
sample).

Tensile strength (kg / cm 2) =

Fat-Liquoring Process
The leather pieces were first washed with
water for about 15 minutes and water drained off.
Then neutralization process was carried out using 1%
sodium formate and running the drum for 15 minutes.
Thereafter, 0.5 % sodium bicarbonate was added and
the drum was run for further 10 min. The leather
pieces gave a greenish blue color with bromo cresol
green throughout the whole thickness (pH 5.0- 5.3).
The neutralized leather pieces were washed with
water and dyed with acid dye, 5 % for 30 minutes.
Then, 6% fat-emulsion was added to the dyeing bath
at room temperature. After complete addition of the
fat liquor, the drum was run for 40 minutes. The
leather pieces were washed with water for about 10
minutes, removed from the drum, sammed, set out
and left to dry in air through hanging up at room
temperature. The dried leather pieces were used for
investigation.

Breaking load (kg) 100

Thickness (cm) width (cm)

Elongation (at break)

The reading on the scale of the machine at the
instant when the rupture occurred was taken to
calculate the percentage of elongation.
Increase of length (mm) 100
Percentage of elongation, % =
Length of specimen, middle part (mm)

Stitch tear (single hole)

A hole (110 mm) was punched on the long
axis of the leather specimens. The stitch tear was then
calculated from the load required to tear the leather
specimen from a steel rod passing through the hole of
the specimen.
Breaking load (kg) 10
Stitch tear (kg / cm) =
Mean thickness of leather sample (mm)

Mechanical Measurements
Fat-liquored leather samples were cut with
special steel press knives from the position parallel to
the backbone and about 5 cm away from it as
specified in the Egyptian Standard Methods, ES-123
[22].
Dumbbell shaped specimens 50 mm length
and 4 mm (neck width) were prepared according to
ES-123 [22] for mechanical properties measurements
using Rauenstein-Tensile force up to 500 Kg. The
measured data are the average of four transverse and
longitudinal measurements. The cross-head speed
was controlled at 50 mm/min and the tests were done
at room temperature (25C).

Scanning Electron Microscope

Specimens of experimental and control were
prepared as circular samples (10 mm) and then
subjected to sputter coating of gold ions to prepare a
conducting medium (sputter coater-Edwards-Model S
-150 A, Eng). A Jeol scanning microscope (Japan)
JSM-T20 was used for the microscopic study.
3. Results and Discussion:
Purification of Discarded Oil
The effect of washing with brine solution
and bleaching with H2O2 on the color, impurities and
odor of the discarded palm oil are illustrated in Table
(1).

Table (1): Effect of washing and bleaching on the color, impurities and odor of the discarded palm oil
Discarded palm oil

Lovibond color

Before washing
36.0 Y+ 12.7 R+ 1.2 B*
After washing
36.0 Y+ 12.2 R+ 1.0 B*
(Before bleaching)
After bleaching
35.0 Y+ 6.6 R + 0.5 B*
* Where: Y= Yellow, R = Red, B = Blue

Odor
Like odor to potato frying
Slight odor to potato frying

0.7

Slight odor to potato frying

odor and impurity levels. Also, it is noticed that

addition of H2O2 improves the color due to its action
as oxidizing agent which reduces the color level of

Table (1) reveals that, washing with brine

solution induces some improvements of the color,

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Impurities,
(%)
1.4
0.8

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the oil pigments. These results are in good

accordance with previous results reported by
Woollatt [23] and Girgis [13]. The improvements
may stem from the mutual solubility of the impurities
isolated at the bottom [13,24].

Physical and Chemical Properties

Physical and chemical characteristics of
palm oil before and after frying have been
extensively investigated. The obtained results are
shown in Table (2).

Table (2): Physico- chemical properties of palm oil before and after frying.
Palm oil
Properties

Before frying

After frying

Refractive index at 40 C

1.4570

1.4597

Saponification value, mg KOH / g oil

199.2

199.8

Iodine value, mg I2 / g oil

49.10

40.5

Acid value, mg KOH / g oil

0.2

1.1

Peroxide value, m Eq/Kg

1.3

6.5

Unsaponifiable matter, (%)

0.3

0.7

199.0

198.7

Ester value (S.V- A.V), mg KOH /g oil

It was noticed from table (2) that, the

saponification and ester values of both palm oil
before and after frying are almost the same (199.2 ,
199.0 and 199.8, 198.7 mg KOH/g oil) respectively.
While iodine value before frying had a higher value
(49.1 mg I2/g oil) compared with after frying (40.5
mg I2 / g oil) [8,13].

increased after frying (1.1mg/g, 6.5 mEq/kg and

0.7%) compared with palm oil before frying (0.2
mg/g, 1.3 mEq/kg and 0.3%) respectively. These
results are similar to those obtained by many
investigators [13, 25, 26].
Fatty acids composition

It is also clearly seen that, the acid, peroxide

values and unsaponifiable matter of palm oil

Fatty acids composition of palm oil before

and after frying is illustrated in Table (3).

Table: (3) Fatty acids composition of palm oil before and after frying.
Fatty acids (%)

Palm oil
Before frying

After frying

1.82
43.96
4.87
50.65

3.22
45.20
7.41
59.83

39.50
9.40
0.45
49.35

36.29
7.57
0.31
40.17

Saturated fatty acids:

Myristic (C14:0)
Palmitic (C16:0)
Stearic (C18:0)
Total:
Unsaturated fatty acids:
Oleic
(C18:1)
Linoleic (C18:2)
Linolenic (C18:3)
Total:

It can be seen from Table (3) that, the

saturated fatty acids contents of palm oil before and
after frying are (50.65% and 59.83%) and unsaturated
fatty acids are (49.35% and 40.17%). Also, it is
noticed that, the ratio of total unsaturated fatty acids

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of palm oil is almost equal to the total saturated fatty

acids (1:1.03), while this ratio is different after frying
(1:1.49). Oleic acid constitutes more than 80.0% and
90.0% of the unsaturated fatty acids of palm oil and
discarded palm oil respectively, while palmitic acids

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show more than 43.0% and 45.0% of the total fatty

acids, respectively. On the other hand linoleic acid of
palm oil has slightly higher value (9.40%) compared
with discarded palm oil (7.57%).

unsaturation could be due to the destruction of double

bonds by oxidation, Tables (2,3).
Phosphoration Reaction
The discarded palm oil is oxidized by air
under high temperature resulting in the scission of
double bonds leading to increase the reactive centers
of the fried oil which easily reacts with H3PO4, as
illustrated in schemes (1-3). This is confirmed by
decreasing the percent of unsaturation fatty acids and
iodine value as shown in tables (2,3) and appearance
of carbonyl groups in FT-IR spectra, figure (1).
O

These results are in a good accordance with

those reported by Helmy & Megahed [8], Girgis [13],
Tyagi & Vasishtha [26], and Megahed [27] whos
found that during frying, a progressive decrease in
unsaturation was observed in the oil by the
determination of iodine value. This decrease in

HC

Light/Temp.

+ O2

CH

CH2OH

Alcohol

Aldehyde
O
HC

Light/Temp.

+ O2

HC

Aldehyde

HC

Light/Temp.

+ O2

CH

Ketone
HC

HC
O

Scheme (1): Oxidation reactions and possible products

HC

H3PO4

HC

HC

CH2

OH

OPO3H2
OH

OH
CH2OH

+ HO

Alcohol

CH2O

OH

OH

O
OH
HO

HC

OH

HC

CH2

OH

CH

OH

Scheme (2): Phosphoration reactions and ester-phosphate products

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CH2

CH3

OH

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H2C
OH

NaOH

CH2

OH

H2C
ONa

CH2

ONa

ONa

Scheme (3): Neutralization of Phosphated products

absorption bands at 1652 cm-1 and 1467 cm-1 which
correspond to non-conjugated ( cis C= C) bond and
C-H scissoring respectively, Guillen and Che Man
[28, 29]. The spectra of discarded palm oil show
stretching absorption bands at 1745 cm-1, 1172 cm-1
and 3527 cm-1 corresponding to C=O, C-O and OH
groups respectively. The appearance of bands at 2720
cm-1 indicates the presence of C-H aldehydic group.
While the spectrum of phosphate discarded palm oil
shows characteristic absorption peaks at 1090 cm-1
corresponding to sym. dihydrogen phosphate and at
1035 cm-1 corresponding to asym. groups. It can also
be seen from Figure (1) that, a strong broad band
appeared at 865 cm-1 and (3527 & 3475) cm-1 which
corresponds to the mono hydrogen phosphate and
hydroxyl groups respectively.

It can be seen from schemes that, the

hydrophilicity of the Phosphated product increased
due to the formation of polar groups (hydroxyl and
ester phosphate groups) as confirmed by FT-IR,
Figure (1).

Absorbance (arb. units)

FT-IR Analysis
Figure 1 illustrates the spectrum of palm oil,
discarded palm oil and phosphate palm oil samples
with the FT-IR/ Absorbance in the range of 4000 to
500 Cm-1. The spectrum of palm oil before frying
shows characteristics absorption band associated with
common oil. The stretching and bending absorption
peaks at 3004 and 723 cm-1 are given by olefinic (cis
= CH). The strong absorption peaks at around at 2900
to 2850 cm-1 are assigned to CH3 and CH2 asymmetric
stretching vibration. Also, the spectra show stretching

Discarded

Phosphated

Palm Oil

500

1000

1500

2000

2500

3000

3500

4000

-1

Wavenumber (cm )
Figure (1): FT-IR Spectra of Palm oil, discarded palm oil and phosphated discarded palm oil.

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HLB of the Prepared Fat-liquor

The HLB is an expression of the relative
simultaneous attraction of surfactant for water and/or
for oil (or for the two phases). The HLB of surfactant
(Phosphoated oil) determines the emulsion types that
tend to be formed, Griffin [21].
As previously mentioned, fat-liquoring is one
of an important step in leather manufacturing, as it is
intended to lubricate the leather fibers resulting in
softness, pliability, flexibility, full and stretchy
depending upon its final utility. Fat liquor helps to
prevent both loosening of the leather grain and ugly
appearance after drying and at the same time,
improving the mechanical properties of leather. Thus,
the fat separated from the emulsion is deposited
inside the leather and fixed to the leather fibers.
Therefore, the stability of fat-liquor in its water
emulsion is an important factor in fat-liquoring of
leather. i.e., if the fat-liquor is unstable, it cannot give
a proper fat-liquoring effect. So that, for the
application of the prepared Phosphated fat-liquor in
leather treatment, its necessary to evaluate the
stabilization of the fat-liquor emulsion by
Hydrophile-Lipophile Balance (HLB).
Therefore, the prepared Phosphated fat-liquor
has HLB value of 11.06 i.e., it forms a O/W
emulsion type, and simply dispersible in water. This
means that a fineness of emulsion is formed since
Phosphated ester or acids as well as the nonPhosphated portion of the ester present in the fatliquor are emulsifiable. So that the prepared fat-liquor
can form a stable emulsion and transfers from the
aqueous bath to the leather and penetrates in it. The
fat molecules and the fiber undergo physical bonding.
However, the physically bonded fat molecules might
undergo some chemical reactions with its
surroundings [30].
Mechanical Properties of Fat-liquored Leather
The fat-liquoring process was carried out on
neutralized leather using about 5% per 100 g leather.
The mechanical tests include the measurement of the
tensile strength, elongation at break and stitch tear.
The mechanical properties have been given the
greatest consideration on the evaluation of fat
liquored leather, because, it gives an indication of
fiber lubricity. The mechanical properties were
evaluated
according
to
Egyptian
standard
specification of leather [31].
It is found from figures (3,4) that, elongation
at break and stitch tear are higher than that one of
famous fat-liquor TRUPONOL PEW2, (Phosphoric
esters of synthetic fatting substance, pH 7) used in
Egyptian tanneries, but tensile strength figure (2) is
relatively high.

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The improvement in the mechanical

properties of the treated leather is due to good
lubrication of the fibers as shown in SEMicrograph.
The phosphated portion of oil (hydrophilic fatty
matter) during liquoring of chrome tanned leather is
chemically bound to the leather fibers, i.e. interacts
with active centers in the collagen molecules of

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leather fibers, while the emulsified portion

(hydrophobic portions) is mainly located between the
fiber bundles. Because the prepared fat-liquor
contains hydrophilic and
at the same time
hydrophobic portions can penetrated into the leather
fibers with the prepared fat-liquor because of its
good penetration power and the stability of its
emulsion (HLB concept).
In general, the physical properties which are
recorded above demonstrates to a far extent the
suitability of the prepared phosphated local fried
palm oil for fat-liquoring of chrome tanned leather,
where by values which lie more or less within the

limits of the Egyptian standard specifications, are

attained.
Scanning Electron Microscopy (SEM)
SEM looks deeply into hide fiber structure and
shows the effect of fat liquor on fiber and grain
surface. SEM of the grain surface (x 100) of the fat
liquored leather exhibits a soft grain without any
fatty-spew; Figure (5-a & b). Also, the cross-section
(x 500) of leather fiber before and after fat liquoring
showed a significant lubrication of fiber bundles;
Figure (6-a & b).

a) Chrome tanned leather

b) Fat-liquored leather.

Figure 5: SE-Micrograph for fiber bundles (X500).

a) Chrome tanned leather.

b) Fat-liquored leather.

Figure 6: SE-Micrograph for grain surface (X100).

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Conclusion
10.

In conclusion, it can be stated that this study

on fat-liquoring of chrome tanned leather proved
that:
1- The utilization of phosphated discarded
palm oil (by product) as fat-liquoring agent.
2- An Improvement the texture and strength
properties of leather fat-liquored using
Phosphated discarded palm oil.
3- Substituting successfully part of the
imported leather fat-liquoring agents.

11.
12.

13.
Corresponding author
El-Shahat H. A. Nashy
Department of Chemistry of Tanning Materials
and Leather Technology, National
*
[email protected]

14.

Received: September, 2010

Accepted: November, 2010

15.

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