Priolene™ 6936 High purity oleic acid (90%) Priolene™ 6936 High purity oleic acid (90%) Priolene 6936 is a new oleic acid that offers exceptional oxidative and heat stability, as well as good low temperature properties. Priolene 6936 has an oleic acid purity of more than 90% and an extremely low concentration of polyunsaturated fatty acids. Linoleic and linolenic acid, the PUFAs present in oleic acid, show a much higher relative oxidation rate; their concentration is therefore the determining factor in oxidation sensitivity and shelf life. Priolene 6936 has an exceptionally low PUFA content compared to regular oleic acid grades. Benefits The unique composition creates an attractive combination of properties that bring the following benefits to end applications: Extended storage stability - for products with long shelf-life requirements. A large reduction in the need for preservatives and stabilisers can be achieved. Excellent odour stability - for many formulated products eg cosmetics and cleaners A very low colour and a good colour stability Clarity at low temperature - for lubricants and liquid detergent products Stability towards oxidation and other reactions - for high-temperature use and sensitive chemical synthesis 100% Composition and properties Oleic acid is a liquid, unsaturated fatty acid. It is often converted to derivatives such as oleate esters for production of lubricants and surfaceactive agents, though there are also important direct uses in personal care and detergent products. Regular oleic acid contains typically 10-13% polyunsaturated fatty acids (PUFAs).These PUFAs are especially susceptible to oxidation.The figure below shows the relative oxidative rate of three C18-chain fatty acids. Linolenic acid C18:3 Linoleic acid C18:2 Oleic acid C18:1 0 20 40 60 80 100 120 140 160 180 200 Relative Oxidation Rate 90% 85% 80% 75% 70% 65% Oleic acid (tallow) Oleic acid (vegetable) Others PUFAs C18:2 & 3 High oleic sunflower FA Priolene 6936 Saturated FA Oleic C18:1 The high oleic acid content 'forces' undesirable saturated and polyunsaturated fatty acids out of the specification, so that good low and high temperature properties are simultaneously achieved. Oxidation Stability Measurement High pressure differential scanning calorimetry (ASTM D 6186-98) is a test to determine the oxidation stability of the product, exposing it to pure oxygen at high temperature (130ºC) and measuring the time taken for degradation. Four oleic grades were tested by this method: Wgn-1 Until now, there was no oleic acid available in industrial quantities meeting simultaneously all these needs. Priolene 6936 provides formulators with the flexibility to create innovative products that improve the quality of life in applications such as: Personal care Surfactants Health care Fine chemicals Lubricants Lowest PUFAs! 95% 0.2 0.0 -0.2 -0.4 -0.6 -0.8 -1.0 -1.2 -1.4 5 10 15 20 25 30 35 40 45 50 55 60 Minutes -1.6 Oleic acid (tallow) Priolene 6936 High oleic sunflower FA Blanched oleic (vegetable) Results of the HP-DSC (ASTM D 6186-98) test, all four tested oleic grades contained 0.5% alpha-tocopherol Colour stability The relative heat stability (AOCS method Td 3a64) is a typical method to test oxidation stability; this method is based on a heat treatment of 1 hour at 205ºC followed by a colour measurement. Products that are sensitive to oxidation will give a higher colour after the heat treatment. From the four tested oleic grades, Priolene 6936 showed by far the best colour stability. APHA Relative heat Stability 300 Oleic acid (tallow) 250 Oleic acid (vegetable) 200 High oleic sunflower FA Priolene 6936 150 100 -50 0 Results of the relative heat stability test (AOCS method Td 3a-64) TOST test Lubricants is an application field where high performance and long life times under severe conditions are key. A laboratory test method widely used for evaluating the oxidation stability is ASTM D 943, also known as the Turbine Oxidation Stability Test (TOST). In this test, pure oxygen is bubbled through a mixture of lubricant and water in the presence of copper and iron wire catalysts at 95°C.The TOST life is reported as the time in hours for the lubricant to reach acidity (TAN-C) of 2.0. Turbine Oil Stability Test Industry target 5 AV (mg KOH/g) The results show that Priolene 6936 has superior stability in comparison with both tallow and vegetable oleic acids, as well as high oleic sunflower fatty acid.This superior stability is coming through in two aspects of the oxidation process: The retention time for Priolene 6936 is much longer, so the initial oxidation is delayed The oxidation propagation rate is lowest for Priolene 6936, as shown by the shallow slope in the endogram Samples stored for extended periods usually have poorer stability in this test, because the oxidation process has already started. Here the benefits of the Priolene 6936 are even more pronounced, especially versus high oleic sunflower fatty acid: for Priolene 6936 there is hardly any ageing effect, while high oleic sunflower oil fatty acid becomes much more sensitive to oxidation after extended storage 4 3 2 1 0 0 200 400 600 800 1000 1200 Time (hours) Priolene 6936 based ester Standard TMP oleate ester Performance TMP oleate ester Results Standard TMP oleate ester Performance TMP oleate ester Priolene 6936 based ester Hours 352 506 1184 Results of the TOST test, comparing 2 existing lubricant esters with Priolene 6936 based lubricant ester Existing standard grade and performance grade TMP oleate lubricant esters were tested and evaluated versus Priolene 6936 based lubricant ester.The results of the standard life time tests for lubricants (TOST tests) show that Priolene 6936 based esters have excellent oxidative stability, resulting in a step change in life time performance. Typical parameters Acid value Saponification value Iodine value Cloud point Colour Lovibond 51/4" Colour APHA <C18 C18 C18:1 C18:2 C18:3 > C18 mgKOH/g mgKOH/g g/100g °C – – % % % % % % Typical value 198 199 92 9-10 0.6-0.1 25 <3 2 92 3 0.3 <1 In summary Priolene 6936 is a product that has the recognisable physical characteristics of oleic acid, with an unrecognisably good performance under thermal and oxidative stress.The exceptional properties of Croda's Priolene 6936 open up new and demanding applications where regular oleic acids fall short. Come and talk to us about your requirements and explore the possibilities to boost the quality and functionality of your products with Priolene 6936 from Croda. Europe Croda Gouda The Netherlands email: [email protected] Americas Croda Atlas Point, New Castle Asia Pacific Croda Singapore For more information please visit: www.croda.com The information in this publication is believed to be accurate and is given in good faith but no representation or warranty as to its completeness or accuracy is made. Suggestions for uses or applications are only opinions. Users are responsible for determining the suitability of these products for their own particular purpose. No representation or warranty, express or implied, is made with respect to information or products including without limitation warranties of merchantability or fitness for a particular purpose or non-infringement of any third party patent or other intellectual property rights including without limit copyright, trademark and designs. Any trademarks identified herein are trademarks of the Croda group of companies. ©2008 OLEO/EU/06-08/0010/E&0.1K/DD
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