Sasol Olefins & Surfactants: Isotridecanol Ethoxylates Marlipal® O13
Sasol Olefins & Surfactants: Isotridecanol Ethoxylates Marlipal® O13
Sasol Olefins & Surfactants: Isotridecanol Ethoxylates Marlipal® O13
Isotridecanol Ethoxylates
MARLIPAL® O13
MARLIPAL® O13 | Contents
MARLIPAL® O13
Contents
1. General Remarks 3
3. Product Range 6
4.1 Viscosities 7
4.2 Solubilities, Gel Formation with Water 8
4.3 Cloud Points 9
4.4 Surface Activity 10
4.5 HLB Values 11
4.6 Solidification Points 11
4.7 Technical Data of MARLIPAL® O13 Products 12–13
6. Applications 18–20
6.1 Detergents 18
6.2 Cleaning Agents 18
6.3 I & I Cleaners 18
6.4 Chemical-Industrial Applications 18
6.5 Guideline Formulations 19–20
2
MARLIPAL® O13 | General Remarks
1
General Remarks
The products of the MARLIPAL® O13 series are High detergency and surface activity
alkylpolyethylene glycol ethers and belong to Favourable emulsifying power
the class of nonionic surfactants. Good hard water stability
Isotridecanol, a C13 -oxo alcohol prepared from Chemical stability over a wide pH range
a C12-olefin mixture, is the synthetic alcohol on Synergistic effects with other surfactants
which these products are based. User-friendly viscosity and storage
behaviour
The individual grades of the MARLIPAL® O13 Favourable environmental characteristics
series differ in the number n of adducted moles
of ethylene oxide and cover a broad spectrum These properties have opened up numerous
of properties, useful in a wide range of fields of application for MARLIPAL® O13
applications. In general, the product group is products. They are used as surfactant raw
characterized by the following properties: materials in detergents and cleaning products,
as auxiliaries in textile production,
metalworking, emulsifier technology and also
in chemical-industrial applications.
3
MARLIPAL® O13 | Product Description
2
Product Description
2.1 Oxo Alcohol Base
The long-chain alcohol of MARLIPAL® O13 products is based on a C12-olefin, which is prepared by
�������� trimerisation of n-butene. The hydroformylation (oxo synthesis) of the olefin with carbon monoxide
and hydrogen produces an isomeric mixture of primary isotridecyl alcohols with a branched alkyl
���������������
chain.
����������
In contrast to an isotridecyl alcohol based on n-propene, this C13 -oxo alcohol on which the
������������� MARLIPAL® O13 products are based has a unique, significantly milder odour which enhances the
product quality of the ethoxylates.
�������������
MARLIPAL® O13
R = C13-alkyl
n = 3-12, number of added moles of ethylene oxide, degree of ethoxylation
The individual grades differ in the number n of added moles of ethylene oxide and, accordingly, in
the length of the polyethylene glycol ether chain. The letter n denotes the average degree of
ethoxylation, since a whole range of ethoxylation stages is produced during the preparation. The
MARLIPAL® O13 grades are thus, like all alcohol ethoxylates, mixtures of homologous
alkylpolyethylene glycol ethers.
4
2.3 Purity
The MARLIPAL® O13 products have a high active content of alkylpolyglycol ethers. Depending
on the degree of ethoxylation, the products also contain varying amounts of the starting material
isotridecanol. The free alcohol, the proportion of which decreases with increasing degree
of ethoxylation (as shown in Figure 1) supports the cleaning action of the ethoxylates and
contributes to foam regulation.
Figure 1
Content of free alcohol in 25
Alcohol [%]
15
10
0 2 4 6 8 10 12 14
Degree of Ethoxylation [moles of EO]
During the ethoxylation, secondary reactions yield polyethylene glycols having the structure
H(OCH2CH2) nOH. The proportion of polyethylene glycols having varying chain lengths is between
0.5 and 2%. Polyethylene glycols are water-soluble products which do not impair the properties
of the nonionic surfactants.
To neutralize the alkaline catalyst required for the ethoxylation reaction, MARLIPAL® O13 grades are
treated with short-chain organic acids (usually acetic acid or lactic acid) and adjusted to a pH of 5-7
(2% in water). Accordingly, they contain a small amount of organic sodium salts and small amounts
(less than 0.5%) of water. The water content, however, may increase on exposure to air since
ethoxylates are hygroscopic.
2.4 Nomenclature
The MARLIPAL® range is classified by a code system which is descriptive of the composition of the
surfactant. Accordingly, the extension O13 denotes the C13 -oxo alcohol (isotridecanol). Numbers
after the oblique denote the degree of ethoxylation n, 100% MARLIPAL® O13 grades additionally
have a zero as the last digit. If, on the other hand, the last digit is a 9, the product contains 90% of
alkylpolyglycol ethers and 10% of water. This addition of water produces liquid and homogeneous
products with improved cold storage behaviour.
5
MARLIPAL® O13 | Product Range
3
Product Range
The Standard Product Range includes the following MARLIPAL® O13 Grades:
6
MARLIPAL® O13 | 4. Technical Data
4
Technical Data
4.1 Viscosities
At room temperature, the ethoxylates of the MARLIPAL® O13 series with a short EO chain are low-
viscosity liquids. The viscosity increases with increasing degree of ethoxylation within the product
series. Viscosities at 20°C and 50°C are listed in Table 5 (page 12 and 13). Figures 2a and 2b show
the viscosity of MARLIPAL® O13 ethoxylates as a function of temperature.
At room temperature the 90% product grades are homogeneous and clear liquids, and at low
temperatures they have significantly lower viscosities than the 100% supply forms, which therefore
makes them easier to pump and process.
Figure 2a and 2b
300
Viscosity [mPa s]
100
O13/30
0 10 20 30 40 50
Temperature [°C]
300
Viscosity [mPa s]
O13/129
O13/89
200
O13/69
100
0 10 20 30 40 50
Temperature [°C]
7
MARLIPAL® O13 | Technical Data
Table 1
Product Appearance at 20°C
Appearance of dilute, MARLIPAL® O13 /30 cloudy, non-homogeneous
aqueous solutions of MARLIPAL® O13 /40 cloudy, homogeneous
MARLIPAL® O13 grades MARLIPAL® O13 /50 cloudy, homogeneous
(0.5% in demineralized water) MARLIPAL® O13 /60 cloudy, homogeneous
MARLIPAL® O13 /70 cloudy, homogeneous
MARLIPAL® O13 /80 cloudy, homogeneous
MARLIPAL® O13 /90 clear, dissolved
MARLIPAL® O13 /100 clear, dissolved
MARLIPAL® O13 /120 clear, dissolved
Like all alkylpolyethylene glycol ethers, the MARLIPAL® O13 ethoxylates form free-flowing or solid
gels when water is added in certain concentration ranges. During the preparation of cleaning
formulations, this tendency to gel can have an adverse effect on processing. To prevent lumping and
gelling, it is thus advisable to add the nonionic surfactant to the water, use warm water and stir well.
Additional solvents, for example alcohols, but also salts and electrolytes that have been dissolved
in water, can also suppress gel formation.
Table 2 shows the physical states of aqueous mixtures of MARLIPAL® O13 grades. At very high
surfactant concentrations (10% water) and at relatively low concentrations below approximately
30% surfactant (70% water), the mixtures of the higher ethoxylates are homogeneous and clear.
In the middle concentration range, on the other hand, the MARLIPAL® O13 products form fluent
pastes or gels which may be clear or cloudy.
Water in %
Table 2 MARLIPAL® 0 10 20 30 40 50 60 70 80 90
Physical states of aqueous O13 /30
MARLIPAL® O13 solutions at 20°C, O13 /40
homogeneity and gel formation
O13 /50
O13 /60
O13 /70
O13 /80
O13 /90
O13 /100 solid
O13 /120 solid
The diagram, which is only intended as a guide to possible physical states on mixing with water,
shows that the addition of 10% of water to the ethoxylates always gives a clear solution. This
applies to MARLIPAL® grades in the 90% supply form.
8
4.3 Cloud Points
The cloud point is an important parameter for characterizing nonionic surfactants and is deter-
mined by a simple test method. The phenomenon of the cloud point can be explained as follows: the
solubility of ethoxylates in water is based on the hydration of the oxygen group via hydrogen bonds.
Since this hydration decreases with increasing temperature, the solubility of the surfactants in water
decreases accordingly.
At a certain temperature the initially clear solution of an ethoxylate immediately becomes cloudy
because a water-immiscible surfactant phase is formed. This process is reversible; i.e. upon cooling
the solution clarifies at the same temperature. The temperature, at which this clouding occurs, is
specific for each ethoxylate and is referred to as the cloud point of the surfactant.
The cloud points of MARLIPAL® O13 products are listed in Table 3. They are determined in
accordance with DIN EN 1890.
Table 3
Cloud points of the MARLIPAL® O13 series
Cloud Point in °C
according to DIN EN 1890
10% in 25% Butyl- 2% in Deminer- 2% in 10% 16.7% in Butyl- 1% in Deminer- 1% in 5%
MARLIPAL ® diglycol Solution alized Water NaCl Solution diglycol Solution alized Water NaCl Solution
9
MARLIPAL® O13 | Technical Data
10
4.5 HLB Values
The hydrophilic-lipophilic balance (HLB) value of a surfactant is a figure, which describes
the ratio of the hydrophilic EO chain to the lipophilic alkyl chain of the alcohol in the
surfactant molecule and simplifies the choice of emulsifiers for a given product series.
The MARLIPAL® O13 product series provides ethoxylates with HLB values in a broad range
from 8.0 (MARLIPAL® O13 /30) to 14.5 (MARLIPAL® O13 /120). The HLB values of the
ethoxylates are given in Table 5.
The solidification points measured under laboratory conditions are given in Table 5. The ethoxylates
were slowly cooled with gentle stirring until solidification occurred. If, however, the products are
stored for an extended period, for example in tank containers, the solidification temperatures may
be higher due to crystallization processes.
Table 5 Overleaf, summarizes the technical characteristics of the MARLIPAL® O13 surfactants.
The product specifications can be found in the current product data sheets.
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MARLIPAL® O13 | Technical Data
MARLIPAL® O13 /30 O13 /40 O13 /50 O13 /60 O13 /69 O13 /70
Chemical Composition C13 -
Oxoalkohol + n=3 n=4 n=5 n=6 n=6 n=7
n mol EO/mol
Technical Data
Appearance at 20 °C liquid, liquid, liquid, liquid, liquid, liquid,
clear-cloudy clear-cloudy clear-cloudy clear-cloudy clear clear-cloudy
Iodine Colour Number mg I/100 ml max. 2 max. 2 max. 2 max. 2 max. 2 max. 2
Cloud 10% in
Point 25% BDG °C 48-51 58-61 64-67 69-72 69-72 72-75
solution
2% in
°C — — — — — —
demin. Water
2% in
10% NaCl °C — — — — — —
solution
pH Value 2% in
5-7 5-7 5-7 5-7 5-7 5-7
demin.Water
Density at 20 °C g/ml — — — — ca. 0.99 —
at 50 °C g/ml ca. 0.91 ca. 0.92 ca. 0.94 ca. 0.95 — ca. 0.96
Refractive Index n 20/D — — — — ca. 1.450 —
Refractive Index n 50/D ca. 1.445 ca. 1.446 ca. 1.447 ca. 1.448 — ca. 1.449
Solidification Point 1) °C < -20 < -10 ca. -5 ca. +3 < -20 ca. +7
Flash Point ISO 2592 °C > 130 > 150 > 150 > 150 n.a. > 150
Ignition Temperature DIN 51794 °C ca. 320 ca. 340 ca. 345 ca. 355 ca. 355 ca. 355
Viscosity at 50 °C mPa s ca. 15 ca. 18 ca. 20 ca. 20 — ca. 25
(Brookfield) at 20 °C mPa s — — — — ca. 110 —
Water % by weight max. 0.5 max. 0.5 max. 0.5 max. 0.5 ca.10 max. 0.5
Polyethylene Glycol % by weight max. 2 max. 2 max. 2 max. 2 max. 2 max. 2
EO Content (calculated) % by weight 39.8 46.8 52.4 56.9 56.9 60.6
20 x MW hydrophilic
HLB Value (calculated) MW total 8.0 9.4 10.5 11.4 11.4 12.1
Hydroxyl Number mg KOH/g ca. 165 ca. 150 ca. 135 ca. 120 — ca. 110
Specifications of MARLIPAL® O13 products are given in the current product data sheets.
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O13 /79 O13 /80 O13 /89 O13 /90 O13 /99 O13 /100 O13 /109 O13 /120 O13 /129 O13 /939
liquid, liquid, liquid, liquid, liquid, liquid, liquid, liquid, liquid, liquid
clear clear-cloudy clear clear-cloudy clear clear-cloudy clear pasty clear clear
max. 2 max. 2 max. 2 max. 2 max. 2 max. 2 max. 2 max. 2 max. 2 max. 2
— — — — — — — 54-57 54-57 —
5-7 5-7 5-7 5-7 5-7 5-7 5-7 5-7 5-7 5-7
ca. 0.99 — ca. 1.01 — ca. 1.02 — ca. 1.03 — ca. 1.03 ca. 0.99
— ca. 0.97 — ca. 0.98 — ca. 0.99 — ca. 1.00 — —
ca. 1.453 — ca. 1.453 — ca. 1.453 — ca. 1.453 — ca. 1.454 ca. 1.451
— ca. 1.450 — ca. 1.451 — ca. 1.452 — ca. 1.453 — —
< -10 ca. +11 < -10 ca. +13 < -10 ca. +17 ca. -6 ca. +20 ca. -3 < -10
n.a. > 150 n.a. > 180 n.a. > 180 n.a. > 180 n.a. n.a.
ca. 355 ca. 360 ca. 360 ca. 360 ca. 360 ca. 360 ca. 360 ca. 360 ca. 360 ca. 355
— ca. 30 — ca. 30 — ca. 35 — ca. 40 — —
ca. 120 — ca. 130 — ca. 150 — ca. 160 — ca. 170 ca. 100
ca. 10 max. 0.5 ca. 10 max. 0.5 ca. 10 max. 0.5 ca. 10 max. 0.5 ca. 10 ca. 10
max. 2 max. 2 max. 2 max. 2 max. 2 max. 2 max. 2 max. 2 max. 2 max. 2
60.6 63.8 63.8 66.4 66.4 68.7 68.7 72.5 72.5 57.5
12.1 12.8 12.8 13.3 13.3 13.7 13.7 14.5 14.5 11.5
— ca. 100 — ca. 95 — ca. 90 — ca. 75 — —
1) Determination under laboratory conditions (see Section 4.6) n.a. = not applicable
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MARLIPAL® O13 | Technical Properties
5
Technical Properties
5.1 Wetting Efficiency on Textiles
In detergents, the surfactants are the active force which removes grease, soiling and pigment parti-
cles from the fibres. The wetting efficiency on textiles is therefore an important criterion for assess-
ing the performance of a surfactant.
The products of the MARLIPAL® O13 series have high wetting efficiency on textiles, the best values
being observed for MARLIPAL® O13 /60 to MARLIPAL® O13 /100. The wetting effect, which, in
accordance with DIN EN 1772, corresponds to the time taken for a cotton disc to sink, is shown in
Figure 3 as a function of the degree of ethoxylation. The shorter the sinking time, the better the
wetting efficiency.
Figure 3
60
Wetting Time [s]
40
20
4 6 8 10 12 14
Degree of Ethoxylation [moles of EO]
14
Figure 4
Reduction in Wetting Angle [%]
100
Wetting efficiency on hard surfaces
90
(1 g/l in demin. water, 25°C)
80
70
Polypropylene
60
Steel
50
40 Glass
30
20
0 2 4 6 8 10 12 14
Degree of Ethoxylation [moles of EO]
The MARLIPAL® O13 products containing 8-12 mols of EO/mol produce foam volumes of 100-250 ml
in the test, whereas the short chain product grades with lower solubility in water produce signifi-
cantly less foam. The foaming profile is well within the typical range of alcohol ethoxylates. In com-
parison, an anionic surfactant such as linear alkylbenzene sulphonate (LAS) produces a foam volume
of ca. 600 ml.
Figure 5
300
Foam Volume [ml]
150
100
50
0 2 4 6 8 10 12 14
Degree of Ethoxylation [moles of EO]
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MARLIPAL® O13 | Technical Properties
Washing Conditions
Linitest laboratory washing machine Descriptions of the methods of determination
Surfactant concentration 1 g/l and the applicational test methods can be
Water hardness 13° German hardness provided to our customers on request.
Washing liquor 250 ml
Liquor ratio 1:80
Washing cycles 3
Figure 6 Figure 7
50
Whiteness [%]
50
Whiteness [%]
Detergency Detergency on
on polyester cotton/polyester
40 40
at 30°C blend at 60°C
30 30
20 20
0 2 4 6 8 10 12 14 0 2 4 6 8 10 12 14
Degree of Ethoxylation [moles of EO] Degree of Ethoxylation [moles of EO]
Figure 8 Figure 9
50 50
Whiteness [%]
Whiteness [%]
Detergency Detergency on
on cotton at cotton at 90°C
40 40
60°C
30 30
20 20
0 2 4 6 8 10 12 14 0 2 4 6 8 10 12 14
Degree of Ethoxylation [moles of EO] Degree of Ethoxylation [moles of EO]
16
5.5 Wetting Efficiency under Alkaline Conditions
Anionic active surfactants like linear alkylbenzene sulfonate or paraffin sulfonate possess only a low
electrolyte stability. In alkaline media they separate and lose their wetting efficiency. Addition of
MARLIPAL® O13 ethoxylates provides alkali stability up to ca. 9 weight % NaOH solution which is an
important property for various textile manufacturing processes.
Figure 10
180
Cotton Wetting Time [s]
Wetting efficiency
depending on alkanity 160 MARLON® PS 60
Paraffin Sulfonate
140
120
100
Mixture
80 MARLON® PS 60 60%
MARLIPAL® O13/90 20%
60 Butyldiglycol 15%
Water 5%
40
20
0 2 4 6 8 10
Concentration NaOH [weight %]
17
MARLIPAL® O13 | Applications
6
Applications
The favourable properties of the MARLIPAL® O13 products result in advantageous end-use features
in many fields of application. In particular the favourable wetting and excellent washing and clean-
ing efficiency opens the way for universal use.
6.1 Detergents
Washing Powders Liquid Detergents
Detergent Tablets Detergency Boosters (institutional washing)
The MARLIPAL® O13 ethoxylates are important elements of cleaner formulations and important
raw materials for process auxiliaries. By combining them with other products, e.g. anionic or
cationic surfactants, it is possible to achieve synergistic and performance enhancing effects.
MARLIPAL® O13 products are versatile raw materials for the textile industry. They are used to
formulate scouring, wetting, degreasing or dying auxiliaries as well as lubricants or bleaches.
In the leather industry they are used in soaking and defatting agents.
The MARLIPAL® O13 grades have good emulsifying properties for various oils and solvents. In
applications where e.g. polydimethyl siloxanes shall be used, MARLIPAL® O13 yields fine dispers
water based emulsions.
The good hard water stability and their stability over a wide range both in acidic and in alkaline
media results in a broad variety of applications. Some examples of guideline formulations are given
below to illustrate some of the many possible applications of MARLIPAL® O13 grades in detergents
and technical applications.
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6.5 Guideline Formulations
Heavy Duty Detergent, Powder
MARLIPAL ® O13/939 7.0%
MARLON ® ARL (LAS Powder, Sasol Germany GmbH) 10.0%
Soap 3.0%
Zeolite A 30.0%
Polycarboxylate 5.0%
Sodium Disilicate 5.0%
Sodium Perborate Monohydrate 11.0%
TAED 4.0%
Sodium Carbonate 14.0%
Phosphonate 1.0%
Enzymes, optical Brightener, Perfume add to 100%
19
MARLIPAL® O13 | Applications
Recommended dosage: 1-3% in water For use in automatic brush-type car washes
Silicone Oil Emulsion for Technical Applications Scouring of Synthetic Fibres (Textile Treatment)
MARLIPAL® O13 /79 11.1 % MARLIPAL® O13 /50 0.6 %
Water (hot) 8.9 % MARLON® PS 0.2 %
Dimethyl Polysiloxane (e. g. 400 – 8000mm2/s) 40.0 % Soda Ash 0.5–2 g/l
Water add to 100%
Treatment time of 15 - 20 min at 50 - 80 °C.
Mix MARLIPAL® O13 /79 with a portion of hot water. Add silicone oil
(ca. 60°C) to the warm mixture and homogenise under intensive stir-
ring for ca. 1 hour. Add warm water (60°C) in portions while reducing
step by step the stirring action.
20
MARLIPAL® O13 | Product Safety and Environmental Impact
7
Product Safety and Environmental Impact
As other alcohol ethoxylates of the current market the MARLIPAL® O13 products have low to moder-
ate oral toxicities. Regarding the irritant action on skin and mucous membranes, safety precautions,
such as skin and eye protection, have to be observed when handling alcohol ethoxylates.
The impact of MARLIPAL® O13 grades on the aquatic environment have been investigated in various
tests. On the basis of these data, the majority of MARLIPAL® O13 grades is not classified as hazard-
ous to the environment.
No long term effects have been reported after many years of experience in various applications.
21
MARLIPAL® O13 | Storage and Handling
8
Storage and Handling
MARLIPAL® O13 products can be stored in stainless steel tanks (steel grade 1.4541 or 1.4571), which
must be heatable for the medium- and higher range ethoxylates. If the products are stored at a low
temperature they may turn cloudy, solidify or form layers. It is therefore advisable to heat and
thoroughly mix the contents of drums or containers before partially draining some of the contents
in order to obtain a homogeneous product.
We reserve the right to make any changes according to technological progress or further
developments. No guarantee or warranty is implied or intended in respect of any particular
properties of our products. The customer is not exempted from any obligation to carefully
inspect and test any incoming goods upon receipt. Reference to trademarks used by other
companies are to be interpreted neither as a recommendation nor as an implication that such
or similar products cannot be used. All our business transactions shall be governed exclusively
by our General Business Conditions.
22
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