JPS61133280A - Drying or semidrying oil composition - Google Patents

Abstract

PURPOSE:To provide the titled composition with good storage stability containing esters from specific saturated fatty acid and polyhydric alcohol. CONSTITUTION:The objective composition can be obtained by incorporating (A) a drying oil (e.g., linseed oil, perilla oil, tung oil) or semidrying oil (e.g., sesame oil, colza oil, cottonseed oil) with (B) at least one sort of oil component selected from (i) esters from 6-24C branched saturated fatty acid or 14-22C- straight chain monoene fatty acid and polyhydric alcohol, (ii) esters from 6-24C branched saturated fatty acid and 6-24C straight chain saturated aliphatic alcohol, (iii) esters from 6-24C branched saturated aliphatic alcohol and 3-24C saturated aliphatic dibasic acid etc., (iv) esters from 6-24C branched saturated aliphatic alcohol and 14-22C straight chain monoene fatty acid. (v) esters from 14-22C straight chain monoene fatty acid and 14-22C straight chain monoene aliphatic alcohol, (vi) macadamia nut oil, Tubaki oil etc., and (vii) silicone oil.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a drying oil or semi-drying oil composition having excellent storage stability.

[Prior Art] A drying oil or a semi-drying oil is an oil whose main component is triglyceride of unsaturated fatty acids and has an iodine value of 100 or more. These are liquid at room temperature, and when applied to the skin, spread easily and blend well, and have an emollient effect.

However, drying oils and semi-drying oils have poor storage stability, and even if left in the air, they undergo autooxidation and discolor.
It is known to cause a strange odor.

It is common practice to add various antioxidants to improve storage stability, but recently there have been concerns about the safety of these synthetic antioxidants, so it is not necessarily a good method. I can't say that.

[Problems to be Solved by the Invention] In view of the above circumstances, the present inventors have been conducting extensive research with the aim of improving the storage stability of drying oils or semi-drying oils without relying on the above-mentioned antioxidants. As a result, if certain oils are used in combination with drying oil or semi-drying oil,
The inventors have found a way to achieve the above object, and have completed the present invention based on this knowledge.

[Means for Solving the Problems] That is, the present invention provides a drying oil or semi-drying oil, and a drying oil or semi-drying oil characterized by containing one or more oil components represented by Φ to ■ below. It is a drying oil composition.

■Branched saturated fatty acids with 6 to 24 carbon atoms or 14 to 24 carbon atoms
Ester of 22 linear monoenoic fatty acids and polyhydric alcohol.

■Branched saturated fatty acids with 6 to 24 carbon atoms and 6 to 24 carbon atoms
ester with a linear saturated aliphatic alcohol, a linear monoene aliphatic alcohol having 14 to 22 carbon atoms, or a branched saturated aliphatic alcohol having 6 to 24 carbon atoms.

(2) An ester of a branched saturated aliphatic alcohol having 6 to 24 carbon atoms and a saturated aliphatic dibasic acid having 3 to 24 carbon atoms, malic acid, tartaric acid or citric acid.

(2) Niestel of a branched saturated aliphatic alcohol having 6 to 24 carbon atoms and a linear monoenoic fatty acid having 14 to 22 carbon atoms.

■Light chain monoene fatty acids with 14 to 22 carbon atoms and 14 carbon atoms
Esters with ~22 linear monoene aliphatic alcohols.

■Macadamia oil, camellia oil, orange roughy oil, jojoba oil, sasanqua oil or olive oil.

■Silicone oil represented by general formula (I) or general formula (I[).

(Left below) - General formula (I) (In the formula, m represents an integer from O to 650. R1-R8 simultaneously or separately represent any one of hydrogen, methyl, and phenyl.) General formula (II) (In the formula, n represents an integer of 3 to 7. R9 and ~Rm represent hydrogen or a methyl group simultaneously or separately.) (Hereinafter in the margin) The present invention will be described in detail below.

Examples of drying oils used in the present invention include linseed oil, eno oil, tung oil, soybean oil, safflower oil, evening primrose oil, cherry kernel oil, and grapeseed oil.

Examples of the semi-drying oil used in the present invention include sesame oil, rapeseed oil, cottonseed oil, peanut oil, and corn oil.

In addition to the above oils, microorganisms such as the filamentous fungus Mortierella
Isabelina (Mortierella 1sabell)
Also included within the scope of the present invention are oils produced by ina) with an iodine value of 100 or more.

In the present invention, one or more of the above-mentioned drying oils and semi-drying oils are selected.

The oil, which is another essential component used in the present invention, is one of the oils listed in [1] to [7] above, and is preferably liquid at room temperature.

Specific examples include the following.

Branched saturated fatty acids with 6 to 24 carbon atoms include 2-ethylbutanoic acid, 2-ethylhexanoic acid, 2-hexyldecanoic acid, 2-hebutylundecanoic acid, isostearic acid (Emery, USA), and 14 to 22 carbon atoms. Straight-chain monoenoic fatty acids include palmitoleic acid, oleic acid, and erucic acid; polyhydric alcohols include ethylene glycol,
Propylene glycol, polyethylene glycol, polypropylene glycol, neopentyl glycol, glycerin, diglycerin, polyglycerin, trimethylolpropane, pentaerythritol, sorbitol, maltitol, sucrose, maltose, lactose, lactitol, etc., straight chain with 6 to 24 carbon atoms Saturated aliphatic alcohols include caprylic alcohol, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, etc.; linear monoene aliphatic alcohols having 14 to 22 carbon atoms include palmitole alcohol, oleyl alcohol, and carbon atoms having 6 to 24 carbon atoms; Examples of branched saturated aliphatic alcohols include saturated aliphatic dibases having 3 to 24 carbon atoms, such as 2-ethylbutanol, 2-ethylhexanol, 2-hexyldecyl alcohol, 2-heptylundecyl alcohol, and 2-decyltetradecyl alcohol. Acids include malonic acid, succinic acid, geltaric acid, adipic acid, sebacic acid, xadecanoic acid, etc.

Among the above oil components, esters of branched saturated fatty acids having 6 to 24 carbon atoms and polyhydric alcohols, esters of branched saturated fatty acids having 6 to 24 carbon atoms and branched saturated aliphatic alcohols having 6 to 24 carbon atoms, and esters of the general formula ( I) or a silicone oil represented by the general formula (), a branched saturated fatty acid having b to 24 carbon atoms, a linear monoene aliphatic alcohol having 14 to 22 carbon atoms, a linear monoene fatty acid having 14 to 22 carbon atoms, and carbon Esters with branched saturated aliphatic alcohols having 6 to 24 carbon atoms and 1 carbon number
An ester of a linear monoene fatty acid having 4 to 22 carbon atoms and a linear monoene aliphatic alcohol having 14 to 22 carbon atoms is preferable,
In particular, esters of branched saturated fatty acids having 6 to 24 carbon atoms and polyhydric alcohols, esters of branched saturated fatty acids having 6 to 24 carbon atoms and branched saturated aliphatic alcohols having 6 to 24 carbon atoms, and general formula (1) or general formula Silicone oil represented by (II) is preferred.

Specific examples of esters of branched saturated fatty acids having 6 to 24 carbon atoms and polyhydric alcohols include pentaerythritol tetra-2-ethylhexanoate, glycerol tri-2-hebutylundecanoate, and branched saturated fatty acids having 6 to 24 carbon atoms. Specific examples of esters of esters with branched saturated aliphatic alcohols having 6 to 24 carbon atoms include 2-decyltetradecyl 2-ethylhexanoate, 2-hebutylundecyl 2-hebutylundecanoate, and esters of the general formula (I >- or general formula (II)
A specific example of the silicone oil represented by is silicone KF.
56, silicon KF96 (Shin-Etsu Chemical Co., Ltd.), etc.

The blending amount is 1.4 or more per 1 part drying oil or semi-drying oil,
Preferably it is 2.5 or more (weight).

The composition of the present invention can be used as an oily product in which a drying oil or a semi-drying oil is blended into the above-mentioned oil, an ointment-like product made by hardening it with wax, etc., or a cream-like product made by emulsifying it with a suitable surfactant. .

It can be used in many fields such as medicine, cosmetics, and food.

In addition to the above-mentioned essential components, the composition of the present invention may optionally contain other oils commonly used in the fields of pharmaceuticals, cosmetics, or foods, propylene glycol, 1,3-butylene glycol, glycerin, maltitol, Polyhydric alcohols such as sorbitol, bentonite, carboxyvinyl polymers, hydroxypropyl cellulose, p, o
, ε, p, o, p, thickeners such as thickeners, potassium hydroxide, triethanolamine, jetanolamine, basic amino acids, alkaline agents such as bur sand, ammonia, ultraviolet absorbers, Ingredients such as antibacterial disinfectants, dyes, pigment powders, antioxidants, drugs, and fragrances can be blended.

C Effects of the Invention] The drying oil or semi-drying oil composition of the present invention has good stability over time, and while taking advantage of the spreadability, ease of use, and emollient effect of the drying oil or semi-drying oil, it does not deteriorate or deteriorate even after long-term storage. It is an excellent oil composition with little odor.

[Example] Next, the present invention will be explained in more detail with reference to Examples. All compounding amounts are weight %.

Examples 1-2 The following two types of oil components were mixed with evening primrose oil, and the pov value (meq/kg) was measured after storing the mixture at 50° C. for 30 days.

Example 1 Glycerol tri-2-ethylhexanoate Example 2 Macadamia nut oil The results are shown in Figures 1 and 2. Figure 1 shows the results when glycerol tri-2-ethylhexanoate was mixed with evening primrose oil, and Figure 2 shows the results when macadamia nut oil was mixed with evening primrose oil. Further, the solid line represents the measured value, and the dotted line represents the theoretical value when the effect of mixing these oils is only additive.

Both glycerol tri-2-ethylhexanoate and macadamia nut oil are oils with good stability, and their POv does not increase under the above conditions.
It is clear from the figure that these oils have a more stabilizing effect than simply diluting evening primrose oil.

Further, when each of the above samples was evaluated for odor by a specialized panel, it was clear whether the odor was superior or inferior (presence or absence of rancid odor) according to the superiority of pov.

It has been confirmed that the initial PO■ of the above mixed oil is 0.

Example 3 The stabilizing effect of glycerol tri-2-hebutylundecanoate was measured in the same manner as in Example 1.

The results are shown in Table-1.

The criteria for determining odor are as follows (average value of 3 expert panelists).

・　　◎　is mostly odorless.

The rancid odor is very weak.

There is a slight rancid odor.

× Strong rancid odor.

Example 4 Isostearic acid (Emery) was prepared in the same manner as in Example 1.
The stabilizing effect of glycerol was measured.

The results are shown in Table-2.

(The following is a blank space) Example 5 The stabilizing effect of orange roughy oil was measured in the same manner as in Example 1.

The results are shown in Table-3.

(The following is a blank space) Example 6 In the same manner as in Example 1, the stabilizing effect when propylene glycol di-2-heptylundecanoate and glycerol tri-2-heptylundecanoate were mixed and used was measured.

The results are shown in Table 4.

(The following is a blank space) Example 7 The stabilizing effect of silicon K F 96-20 (Shin-Etsu Chemical) was measured in the same manner as in Example 1.

The results are shown in Table-5.

[Brief explanation of drawings]

Figures 1 and 2 show the PO of the drying oil composition according to the present invention.
It is a drawing which shows the variation of v value.

Claims (1)

[Claims] (1) Drying oil or semi-drying oil, and the following [1] to [7]
] A drying oil or semi-drying oil composition characterized by containing one or more oil components represented by the following. [1] Branched saturated fatty acid having 6 to 24 carbon atoms or 1 carbon number
An ester of 4 to 22 linear monoenoic fatty acids and a polyhydric alcohol. [2] Branched saturated fatty acids with 6 to 24 carbon atoms and branched saturated fatty acids with 6 to 24 carbon atoms
24 linear saturated aliphatic alcohol, a linear monoene aliphatic alcohol having 14 to 22 carbon atoms, or a branched saturated aliphatic alcohol having 6 to 24 carbon atoms. [3] A branched saturated aliphatic alcohol having 6 to 24 carbon atoms;
Esters with saturated aliphatic dibasic acids having 3 to 24 carbon atoms, malic acid, tartaric acid or citric acid. [4] Ester of branched saturated aliphatic alcohol having 6 to 24 carbon atoms and linear monoenoic fatty acid having 14 to 22 carbon atoms. [5] Ester of a linear monoene fatty acid having 14 to 22 carbon atoms and a linear monoene fatty alcohol having 14 to 22 carbon atoms. [6] Macadamia nut oil, camellia oil, orange roughy oil, jojoba oil, sasanqua oil or olive oil. [7] Silicone oil represented by general formula (I) or general formula (II). General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, m represents an integer from 0 to 650. R_1 to R_8 represent hydrogen, methyl, or phenyl groups simultaneously or separately.) General formula (II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, n represents an integer from 3 to 7. R_9 and R_1_0 represent hydrogen or methyl groups simultaneously or separately.)