KR900002922B1 - A process for the stabilization of sundrops oil - Google Patents

Abstract

In the process for the stabilization of sundrops oil, the oil is mixed with 0.5-20 parts of some additives. Saturated hydrocarbons, such as paraffin, isoparaffin and squalane, are used as the additives and triglycerides of saturated fatty acid, such as tricaprylglycerin and tricaprylic acid glycerin. For example, the purified sundrops oil is mixed with 0.5, 3, or 20 parts of paraffin and then incubated at 4, 27, and 37≰C with testing the peroxide value at intervals of 5 days.

Description

How to stabilize evening primrose oil

The present invention relates to a method of stabilizing evening primrose oil by mixing saturated hydrocarbon oil (油) having no double bonds, glycerides of saturated fatty acids, esters of lower alcohols and saturated fatty acids, etc., with evening primrose oil. Evening primrose oil is a fatty oil derived from evening primrose seeds and is composed of more than 98% triglycerides. The constituent fatty acids contain 65-80% linoleic acid and 6.5-10% gamma linolenic acid. Evening primrose oil contains more unsaturated fatty acids than other fatty oils, so it is susceptible to automatic oxidation sensitive to light or heat. When the automatic oxidation reaction occurs, it forms a lipid peroxide that is harmful to the human body. In particular, this process is a chain reaction, which may be a serious problem because a rapid reaction may occur depending on the reaction conditions during storage. This process is expressed as

Initiation reaction: formation of R: or ROO: (radical formation)

Development reaction: R: + O ₂ → ROO:

ROO: + RH → ROOH + R:

Termination reaction: ROO: + ROO: → Non-radical water

As shown in the above equation, to prevent the formation of lipid peroxide, it is possible to prevent radical formation or block oxygen to prevent radical peroxide or inhibit the reaction of attacking hydrogen (methylene hydrogen between double bonds) of other molecules.

Therefore, conventionally, a method of removing oxygen by adding an antioxidant such as alpha-tocopherol or BHT to remove radicals or filling nitrogen into an oil container has been used. However, the addition of antioxidants such as alpha-tocopherol has been a factor in the price increase of oil, and its long-term storage resulted in lowering of its antioxidant activity due to its lower activity. It was also true that even when filled with nitrogen, a sustained effect could not be achieved once the container lid was opened. Therefore, the present inventors have completed the present invention by focusing on the structural characteristics of the triglyceride and the mechanism of generating peroxide as a result of studying an antioxidant method that is more effective and eliminates the price increase factor. Looking at the mechanism described above, it can be seen that lipid peroxide is formed by the reaction of alkyl radicals and oxygen and radical peroxide trapping methylene hydrogen of other unsaturated fatty acids during the termination reaction. Therefore, in order to suppress automatic oxidation, it is possible to prevent 1) oxygen contact or 2) prevent radical peroxide from attacking methylene hydrogen. In the case of 2), radical peroxide attacks the reaction site in the long-chain alkyl chain. I think it can be easily affected. Therefore, in the present invention, it is mixed with a material that can protect the reaction site to have an antioxidant action, it is well mixed with evening primrose oil, cheap and versatile general purpose material mixed with a compound that does not have a double bond, and then stored at constant temperature As a result of measuring the peroxide value, it was found that there is an obvious antioxidant activity. Therefore, the present invention can be widely used in the storage of fatty oil products which are easily oxidized in combination with conventional nitrogen filling and antioxidant addition methods. Triglycerides composed of saturated fatty acid esters, such as saturated paraffin (LP), liquid isoparaffins, and saturated hydrocarbon oil tri (capryl, capric acid) glycerin such as evening primrose oil in the present invention , Long chain aliphatic alcohols such as myristyl octyl dodecaol and 2-octyl dodecanol, saturated fatty acid esters of lower alcohols such as cetyl 2-ethylhexanoate (CEH) and myristyl acid isopropyl (IPM), and glycols And so on.

The mixing ratio of evening primrose oil and the material is suitable up to 1: 0.5-1: 20 (weight ratio). Some embodiments of the present invention and the results are as follows.

Example 1

The purified evening primrose oil and the liquid paraffin are mixed well in a ratio of weight ratio of 1: 0.5, 1: 3, and 1:20, and put into an airtight container, respectively, and stored in a thermostatic chamber at 4, 27, and 37 ° C. . This result is compared with the evening primrose oil alone and the peroxide value measured in the same way after 4, 27 and 37 ℃ incubation.

Example 2

The same measurement is carried out by mixing purified evening primrose oil and squalane in the same manner as in Example 1.

Example 3

The same measurement is carried out by mixing purified evening primrose oil and tri (capryl, capric acid) glycerin in the same manner as in Example 1.

Example 4

The same measurement is carried out by mixing purified evening primrose oil and IPM in the same manner as in Example 1.

Example 5

The same measurement is carried out by mixing purified evening primrose oil and cetyl2-ethyl hexanoate (CEH) in the same manner as in Example 1.

Example 6

Mix the evening primrose oil and butylene glycol in the ratio (weight ratio) of 1: 0.5, 1: 3, 1:20, and add 600.1% of Tween and 0.3% of monostearic acid polyethylene glycol to the total amount and stir each. Peroxide value is measured by the same method as the ratio of Example 1.

Example 7

The purified evening primrose oil is mixed well with the liquid mixture of liquid paraffin and IPM 1: 1 (weight ratio) in a ratio of 1: 0.5, 1: 3, 1:20 (weight ratio), and the peroxide value is measured and compared with the method of Example 1, respectively. .

Example 8

Purified evening primrose oil was mixed well with a liquid mixture of liquid paraffin, IPM, CEH 1: 1: 1 (weight ratio) in the ratio of 11: 0.5, 1: 3, 1:20 (weight ratio) to measure the peroxide value by the method of Example 1 Compare.

Example 9

0.01% alpha-tocopherol was added to the sample of Example 1, and the peroxide value was measured and compared by the same method.

Among the results of the above example, the peroxide value change according to 4, 27 and 37 ℃ constant temperature storage of a sample of evening primrose oil and a mixed material in a weight ratio 1: 3 are listed in Tables 1, 2 and 4, Table 3 of the IPM The change in peroxide value at 27 ° C. of the sample mixed in case 1: 0.5, 1: 3, 1:20 ratios was specified.

[Table 1] Peroxide Price Changes in Evening Primrose Oil and Saturated Substance Mixing System (4 ℃)

[Table 2] Peroxide Changes in Evening Primrose Oil and Saturated Substance Mixing System (27 ℃)

[Table 3] Evening Primrose Oil, IPM Mixing System and Peroxide Change (27 ℃)

[Table 4] Peroxide Value of Evening Primrose Oil and Saturated Substance Mixing System (37 ℃)

As shown in Table 1-4, when saturated materials were mixed with evening primrose oil, the antioxidant effect was much better than that of evening primrose oil alone.

This effect is also exhibited in compounds having chemically similar material properties (derivatives of the material without double bonds) in addition to the materials used in the examples.

Claims (3)

A method of stabilizing evening primrose oil in which one or two or more kinds of triglycerides or long-chain aliphatic alcohols or lower alcohols and saturated fatty acids or triglycerides of saturated hydrocarbon oil or saturated fatty acid are added to the evening primrose oil. The saturated hydrocarbon oil is liquid paraffin or liquid isoparaffin, or squalane (saualane), the triglyceride of saturated fatty acid is tricaprylglycerin or tricapric acid glycerin, and the long-chain aliphatic alcohol is myristyloctyldodecane. A method for stabilizing evening primrose oil, in which allo or 2-octyldodecanol and the saturated fatty acid ester of lower alcohol are cetyl 2-ethylhexanoate or isopropyl myristyl acid. The evening primrose stabilization method according to claim 1, wherein the additive is added at a weight ratio of 1: 0.5-1: 20 to evening primrose oil.