JPH0439373B2 - - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to the modification of surfactants used in foods and the like, and particularly to methods for improving various surfactant abilities of polyglycerol fatty acid esters.

[Problems to be solved by conventional technology and invention]

Polyglycerin fatty acid ester exhibits a surfactant effect with a wide range of hydrophilic/lipophilic balance (HLB) depending on the degree of polymerization of glycerin and the type and number of fatty acids bonded to it.
It is widely used in foods, cosmetics, etc. as a surfactant that exhibits properties such as emulsification, dispersion, solubilization, penetration, and foaming, and is a surfactant that has good biodegradability and is recognized as safe.

However, among polyglycerin fatty acid esters, those with a high HLB of about HLB15 are soluble in acidic aqueous solutions or inorganic salt aqueous solutions such as common salt, but they are unsuitable for emulsifying edible oils and fats as they are, and cannot be emulsified. is unstable, while
Those with HLB 9 to 11, which can be used for emulsifying edible oils and fats, have the disadvantage of being unstable in acidic aqueous solutions or inorganic salt aqueous solutions such as common salt.

In addition, penetration power, solubilization power, and dispersion power are important properties for surfactants, and polyglycerol fatty acid ester has high penetration power, solubilization power, and dispersion power.
Even if it is an HLB product, it is smaller than a sugar-blocking fatty acid ester and, of course, much smaller than nonylphenol polyoxyethylene oxide.

[Means for solving problems]

The purpose of the present invention is to improve the above-mentioned drawbacks of polyglycerin fatty acid esters with HLB of 9 or more, and to provide a surfactant composition with improved acid resistance, salt resistance, emulsifying power, dispersing power, and penetrating power. be.

The surfactant composition of the present invention contains a polyglycerol fatty acid ester with an HLB of 9 or more and lysophosphatide as essential components, and the weight ratio of the polyglycerol fatty acid ester and lysophosphatide is It is characterized by being 50/50 to 95/5, preferably 50/50 to 90/10.

is one of the essential components of the composition of the present invention
Polyglycerin fatty acid esters with HLB 9 or higher include polyglycerin with a polymerization degree of 4 or higher and the number of carbon atoms.
Preference is given to one or a mixture of two or more mono-, di-, and polyesters with 14 to 22 saturated and/or unsaturated fatty acids. In the case of polyglycerol fatty acid esters of fatty acids having 13 carbon atoms or less, they have a bitter taste, and the addition of lysophosphatide of the present invention does not have much effect on emulsification and dispersion performance.
Fatty acids with more than 23 carbon atoms are less common.

Lysophosphatide, which is an essential component of the present invention, preferably has 8 or more carbon atoms as a constituent fatty acid, and the acyl group may be in either α or β position. As such lysophosphatide, both the natural L-type and the synthetic racemic one can be used.

Naturally derived lysophosphatide is known to exist together with diacylphosphatide in living organisms, and is found, for example, in the lipids of grains such as soybean, rapeseed, and wheat, and in the lipids of animal cells. In addition, diacylphostides in animal lipids such as egg yolks and plant lipids such as soybeans are hydrolyzed by the action of phospholipase A-2 from pig pancreatic juice or snake venom or phospholipase A-1 from bacteria. However, the generated fatty acids can be removed with acetone etc., and if necessary, it can be purified by silica gel chromatography etc.
58−51853). In this case, by hydrogenating the obtained lysophosphatide in a suitable solvent in the presence of a catalyst such as nickel, a surfactant with better oxidation stability can be obtained.

Also, Journal of American Oil Chemist Society October 1981 issue 886~
On page 888, it is described that lysophosphatides with various compositions can be obtained by variously changing the conditions under which phospholipase A-2 is allowed to act.

Furthermore, lysophosphatide can also be obtained by fractionating diacylphosphatide using a solvent such as ethyl alcohol and using this fraction as a raw material. In addition, the method for obtaining phosphatidylcholine from egg yolk described in Journal of Biological Chemistry, Vol. 188, pp. 471-476 (1951);
-16, 59-42655, 57-123496, 56-23997
The method for obtaining phosphatidylcholine by the method described in 1. can also be applied to the present invention. The optical activity of natural lysophosphatide is levorotatory, and its safety has been confirmed when administered orally to animals (Journal Science of Food and Agriculture, Vol. 32). 451～458
page).

In addition, methods for analyzing phosphatides used in the present invention include thin layer chromatography, TLC-
Examples include FID method (Iyatroskian method) and high performance liquid chromatography method.

The lysophosphatide used in the present invention can be obtained as described above, but in the present invention, it is preferable to use a lysophosphatide (a) consisting essentially of lysophosphatidylcholine. Preferably, lysophosphatide (a) may further contain lysophosphatidylethanolamine, and a small amount of lysophosphatidyl inositol, lysophosphatidic acid, lysophosphatidylserine. It may contain one or more types of lysophosulfatides selected from the group consisting of: Furthermore, when producing lysophosuatide (a) from natural products, due to the characteristics of the production method, lysophosuacetide (a)
It often contains diacylphosphatide (b), which corresponds to % or more is preferable because it is effective even in strongly acidic and highly concentrated salt solutions.

In general, the larger the amount of lysophosphoratide relative to the total amount of phosphatide, the smaller the amount of lysophosphoratide used tends to be.

In the composition of the present invention, the blending ratio of polyglycerol fatty acid ester and lysophosulfatide is 50/50 to 95/5, preferably 50/50 to 90/10 by weight.
If the lysophosphatide is less than 5, there is no improvement effect of the present invention, and in the range of 5 to 10,
For polyglycerin fatty acid esters with an HLB of 9 to 11, the effect of the present invention is difficult to be exhibited unless the solution is a low-level saline solution or an acidic solution with a relatively low pH, so it is preferably 10 or more. On the other hand, if the amount of lysophosulfatide is more than 50, the performance will not particularly deteriorate, but it will become expensive, which is not preferable.

Generally, polyglycerin fatty acid ester
There is a tendency that the higher the HLB, the smaller the amount of lysophosphatide required.

The method of obtaining the composition of the present invention is not particularly limited, but for example, it may be prepared as an aqueous solution or an aqueous paste of a mixture of polyglycerin fatty acid ester and lysophosphate, or further concentrated under reduced pressure to form a semi-solid or solid. Alternatively, it can be used after being dissolved in a solvent such as alcohol, or it can be dried without excessive heating after being dissolved and used as a fluid or solid.

Other surfactants may be used in combination with the composition of the present invention without departing from the purpose of the present invention.

In addition, the coexistence of soluble proteins, peptides, and polysaccharides improves emulsification, solubilization, and dispersion performance, so it is preferable that they coexist in the composition of the present invention.

The surfactant composition of the present invention can be used for various purposes, such as soy sauce, Worcestershire sauce, salted vegetables, pickles such as Fukujinzuke, fruit juice, fermented milk such as yogurt, dressings, mayonnaise, Examples include application to compositions containing inorganic salts, organic acids, etc., such as tsukudani, processed products such as meat and fish meat, and cosmetics.Effects include emulsification of oily substances, oil-soluble pigments, oil-soluble vitamins, BHA, BHT. Solubilization of antioxidants such as, cocoa powder, instant food powder, spices such as mustard powder, wasabi powder, etc.
The composition of the present invention, such as dispersion of antifungal agents such as butyl paraoxybenzoate, various content powders, or powders that can be dispersed therein, dissolved in water, alcohol, etc., is applied by impregnation or spraying. This has the effect of coating the material with water and making it easier to disperse in water.

〔Example〕

Examples of the present invention are shown below, but the present invention is not limited to the examples.

In addition, the percentage of lysophosphatide in each test for each aqueous paste obtained in each example (including the composition of the present invention) is calculated in terms of pure content, and is the total amount of polyglycerol fatty acid ester and lysophosphatide. is the value for

Example 1 A phosphatide containing 70% diacylphostidylcholine was obtained from commercially available soybean phospholipid by acetone precipitation and aqueous ethanol fractionation, and porcine pancreatic phospholipase A-2 (manufactured by Novo, Lecitase 10L) was added to this. The generated fatty acids were removed with acetone, fractionated with alcohol, and further fractionated with a silicic acid column and alcohol to obtain phosphatide containing 94% lysophosphatidylcholine and 3% lysophosphatidylethanolamine. Ta.

This phosphatide and HLB15 polyglycerin fatty acid ester (Taiyo Kagaku, Sunsoft Q-
17-U, the main constituent fatty acid is oleic acid, and the degree of polymerization of polyglycerin is about 10) was mixed in various weight proportions to obtain an aqueous paste of 50% by weight (the content of the composition of the present invention in the aqueous paste). .

(1) Emulsion stability test of corn salad oil and salt water 0.8g of each paste, 40g of corn salad oil, 8%
60ml of saline solution using Nippon Seiki Homogenizer AM-8
Emulsify for 5 minutes at 55°C and 12,000 rpm.
The emulsion was taken into a glass cylinder, stored in an incubator at 40°C, and its condition was observed.

30 for polyglycerol fatty acid ester only
After 9 days, 9% of the oil layer was separated, compared to 5% when containing 5% lysophosphatide, 3% when containing 10%, and 2% when containing 40%.

(2) Emulsification stability test of corn salad oil and soy sauce 1 g of each paste, 50 g of corn salad oil, and 56 g of Koikuchi soy sauce were mixed using a Nippon Seiki homogenizer AM-8.
Emulsify for 6 minutes at 55°C and 13,000 rpm.
The emulsion was taken into a glass cylinder and stored in an incubator at 40°C to observe its condition.

30 for polyglycerol fatty acid ester only
After 11 days, an oil layer of 11% was separated, but it was 7% when containing 5% lysophosphatide, 4% when containing 20%, and almost not observed at 40%.

(3) β-Carotene Solubilization Test 1 g of each paste was dissolved in water to make 50 ml, 10 ml of this aqueous solution and 10 mg of β-carotene powder were placed in a 30 ml test tube, and the mixture was shaken at 30°C for 42 hours to solubilize β-carotene. The solubilized material was centrifuged at 3000 rpm, 8 ml of a 1:4 mixture of chloroform and ethanol was added to 2 ml of the supernatant, and the concentration was adjusted to 455 nm using a spectrophotometer.
The absorbance of m was measured.

The absorbance of polyglycerol fatty acid ester alone is 0.041, and that of lysophosulfatide alone is 0.372.
However, for 10% lysophosulfatide, it was 0.394,
At 25% it was 0.898 and at 50% it was 0.876.

(4) Surface activity test Dissolve 2.5 g of each paste in water to make 250 ml, and measure the surface tension (by Kyowa Kagaku surface tensimeter CBVP, A-3) and penetration power (Kimura canvas disc method) at 25°C of this aqueous solution. ) was measured.

In the case of only polyglycerin fatty acid ester, the surface tension is 33.4 dyne/cm and the penetration time is 15 minutes and 18 seconds, whereas in the case of containing 5% lysophosulfatide, the surface tension is 33.1 dyne% cm and the penetration time is 7. minute 6
sec, surface tension 32.2dyne/cm when containing 10%,
Penetration time 4 minutes 6 seconds, surface tension if 40%
The penetration time was 32.5 dyne/cm and 2 minutes 54 seconds.

(5) Corn salad oil/grapefruit juice emulsion test Dissolve 1 g of each paste in water to make 25 ml, mix 10 ml of this aqueous solution, 20 ml of corn salad oil, and 70 ml of grapefruit juice with a pH of 3.3, and stabilize the emulsion of corn salad oil/salt water at 60℃. The samples were emulsified in the same manner as in the sex test, stored at 40°C, and the emulsified state was observed after 20 days.

4 for only polyglycerin fatty acid ester
% of the oil layer separated, but 10% of the lysophosulfatide
When the content was 1%, it was 1%, and when it was 20% or more, it was hardly observed.

Example 2 Rhizophosphatide used in Example 1 and
HLB10 polyglycerin fatty acid ester (manufactured by Sakamoto Pharmaceutical Co., Ltd., SY Glister SS-500, main constituent fatty acid is stearic acid, degree of polymerization of polyglycerin 6) was mixed in various weight proportions to obtain a 25% by weight aqueous paste.

(1) Acid resistance and salt resistance test Dissolve 1 g of each paste in water to make 25 ml, and add 1 part of this aqueous solution to water (control), 0.2M phthalic acid buffer (acidic liquid) with a pH of 3, and 20% saline (salt). solution)
One part of each was added, heated at 60°C for 10 minutes, and left to stand, and the transmittance at 720 nm was measured one day later.

The results showed that when only polyglycerol fatty acid ester was used, 32% (control) or separation of the surfactant was observed (acidic solution, salt solution), but when lysophosulfatide was 20%, the control was 92%, and acidic 82% in liquid, 30
% case 98% in control, 95% in acidic solution, 81% in salt solution
It was %. In addition, at 40% or more, the control and acidic solution,
No difference in salt solution was observed.

(2) Emulsion stability test of corn salad oil and salt water 1.6g of each paste, 40g of corn salad oil, 8
A test was conducted in the same manner as in Example 1 using 59 ml of % saline solution.
After 30 days, 14% of the oil layer was separated, but it was 1% when containing 10% lysophosulfatide and almost no oil layer was observed when 40%.

(3) Emulsion stability test for corn salad oil and soy sauce A test was conducted in the same manner as in Example 1 using 2 g of each paste, 50 g of corn salad oil, and 55 g of Koikuchi soy sauce.
After 30 days, a 5% oil layer was separated, but it was 1% when containing 10% lysophosphatide, and almost no oil layer was observed when it was 20% or more.

(4) Corn salad oil/grapefruit juice emulsion test When 2g of each paste was used and tested in the same manner as in Example 1, the emulsification state after 20 days was that in the case of only polyglycerin fatty acid ester, 2% of the oil layer was separated; When lysophosphatide was contained in an amount of 10% or more, it was hardly observed.

Example 3 Phosphoratide and HLB11 used in Example 1
Polyglycerin fatty acid ester (manufactured by Sakamoto Pharmaceutical,
SY Glister MO-500, the main constituent fatty acid being oleic acid, and the degree of polymerization of glycerin being 6) were mixed in various weight proportions to obtain a 20% by weight aqueous paste.

(1) Surface activity test When 5 g of each paste was dissolved in water to make 200 ml and tested in the same manner as in Example 1, the surface tension was 35.9 dyne/
cm, penetration time is 18 min 18 s, whereas surface tension with 10% lysophosulfatide
33.9dyne/cm, penetration time 7 minutes 12 seconds, surface tension 32.8dyne/cm, penetration time 4 minutes 54 when containing 20%
In the case of 40%, the surface tension was 32.3 dyne/cm and the penetration time was 3 minutes 24 seconds.

Example 4 Lecitase 10-L was applied to defatted phospholipids obtained by acetone precipitation from commercially available soybean phospholipids, phosphatide was extracted with a mixture of isopropyl alcohol and hexane, and defatted by acetone treatment. This was extracted with alcohol to produce 52% lysophosphatidylcholine and lysophosphatidylethanolamine.
11% total lysophosulfatide and 65% phosphatide were obtained.

This lisophosulfatide and Sunsoft Q-17-
A 50% by weight aqueous paste was obtained by mixing U in various weight proportions.

(1) Surface activity test A test was conducted in the same manner as in Example 1. In the case of only polyglycerin fatty acid ester, the surface tension was
33.4 dyne/cm, penetration time is 15 minutes 20 seconds, whereas when containing 6% lysophosulfatide, the surface tension is 31.7 dyne/cm, penetration time is 4 minutes 6 seconds, and when containing 13%, the surface tension Tension 30.2dyne/cm, penetration time 2
In the case of 29%, the surface tension was 29.6 dyne/cm and the penetration time was 2 minutes and 18 seconds.

(2) Emulsification stability test of corn salad oil and soy sauce When the test was conducted in the same manner as in Example 1, 11% of the oil layer was separated after 30 days with only polyglycerol fatty acid ester, but with 6% of lysophosulfatide. When it was present, it was 6%, when it was 13%, it was 2%, and when it was 29% or more, it was hardly observed.

(3) β-Carotene solubilization test When a test was conducted in the same manner as in Example 1, the absorbance for polyglycerol fatty acid ester alone was 0.041, but for 15% lysophosphate, it was 0.227,
For 38%, it was 0.512.

(4) Dispersion power test of inorganic fine powder Dissolve 1 g of each paste in water to make 250 ml, put 20 ml of this aqueous solution and 1 g of titanium white for pigments in a Nessler tube, shake vigorously up and down to disperse, and then add 30% salt. After adding 5 ml of water and shaking again, the mixture was left indoors and the state of dispersion and sedimentation was observed.

In the case of only polyglycerol fatty acid ester, it flocculated and sedimented after 20 minutes regardless of whether or not saline was added, but that containing 10% lysophosulfatide showed almost no sedimentation even after 1 hour, and with 24% or more, 3 Stable dispersion was shown even after hours.

When ultrafine calcium carbonate was tested in the same way, polyglycerin fatty acid ester alone flocculated and precipitated, but lysophosphate
Those containing 15% or more showed stable dispersion even after 3 hours.

(5) Corn salad oil/grapefruit juice emulsification test When tested in the same manner as in Example 1, even after 20 days, there was hardly any case containing 6% or more of lysophosphatide; There was 2% oil layer separation.

Example 5 Phosphosphatide and SY Glister-MO, mainly containing 45% lysophosphatidylcholine and 9% lysophosphatidylethanolamine, obtained in the same manner as in Example 4, with a total lysophosphatide content of 56%. −
500 in various weight proportions to form a 50% by weight aqueous paste.

(1) Emulsification stability test of corn salad oil and soy sauce When tested in the same manner as in Example 1, 2% oil layer separation was observed when only polyglycerin fatty acid ester was used, but 5.3, 11, 25 %, almost no separation of the oil layer was observed after one month.

(2) Surface activity test A test was conducted in the same manner as in Example 1. In the case of only polyglycerol fatty acid ester, the surface tension was
35.9 dyne/cm, penetration time is 18 minutes 18 seconds, whereas when containing 5.3% lysophosulfatide, the surface tension is 35.5 dyne/cm, penetration time is 7 minutes 12 seconds, 11%.
If it contains, the surface tension is 34.9dyne/cm, penetration time is 5 minutes and 6 seconds, and if it is 25%, the surface tension is 34.3dyne/cm,
The penetration time was 3 minutes and 10 seconds.

Example 6 Hydrogenated iodine number 7, 81% phosphatidylcholine and 9% phosphatidylethanolamine
% of phosphatide (Resinol 10E manufactured by Nippon Surfactant Co., Ltd.) was treated with recitase 10-L in the same manner as in Example 4. Composition containing 8% amine and 80% total lysophosulfatide content and Sunsoft Q-17-U
were mixed in various weight proportions to form a 50% by weight aqueous paste.

(1) Emulsification stability test of corn salad oil and soy sauce When tested in the same manner as in Example 1, in the case of only polyglycerin fatty acid ester, the oil layer after 30 days was 11%.
In the creaming layer, there were many giant oil droplets with a diameter of several mm, and the emulsification was destroyed, but in the creaming layer containing 17% lysophosulfatide, the oil layer was 2%, and the oil layer was 26%.
In all of the above-mentioned products, almost no separation of the oil layer was observed even after one month.

Example 7 SY Glister MO-500, 60 parts by weight and Example 4
40 parts by weight of lysophosulfatide used in 1 was dissolved in 900 parts by weight of ethanol.

50 g of this solution was stirred and mixed with 500 g of alkali-treated cocoa powder having a fat content of 23% using a Kenwood mixer, dried under reduced pressure, and ground to produce instant cocoa.

I floated 2g of this instant cocoa in 100ml of water and measured the time it took for all of it to settle, which was 3 minutes.
It was hot in 42 seconds. In addition, when only polyglycerol fatty acid ester was used, the time was 17 minutes and 36 seconds.

Comparative Example 1 Commercially available soybean lecithin (containing 65% diacylglycerophosphatide and 35% oil) and polyglycerin fatty acid ester of HLB15 were suspended in various weight proportions in water, and 50% by weight (in an aqueous paste) An aqueous paste with a solid content concentration other than oil was obtained.

(1) Emulsion stability test of corn salad oil and salt water 0.8g of each paste, 40g of corn salad oil, 8%
60ml of saline solution using Nippon Seiki Homogenizer AM-8
Emulsify for 5 minutes at 55°C and 12,000 rpm.
The emulsion was taken into a glass cylinder, stored in an incubator at 40°C, and its condition was observed.

30 for polyglycerol fatty acid ester only
After 9 days, 9% of the oil layer was separated, but it was 12% in the case of 5% soybean lecithin (based on phosphatide content. The same applies hereafter). If it contains 10%, it is 16% and 40%
In the case where the emulsion was contained, the emulsification was almost destroyed.

(2) Emulsification stability test of corn salad oil and soy sauce 1 g of each paste, 50 g of corn salad oil, and 56 g of Koikuchi soy sauce were mixed using a Nippon Seiki homogenizer AM-8.
Emulsify for 6 minutes at 55°C and 13,000 rpm.
The emulsion was taken into a glass cylinder, stored in an incubator at 40°C, and its condition was observed.

30 for polyglycerol fatty acid ester only
After 11% of the oil layer separated, soybean lecithin 5
% content was 15%, 10% content was 20%, and 40% content almost destroyed the emulsification.

(3) β-carotene solubilization test Dissolve or swell 1 g of each paste in water and
ml, add 10ml of this aqueous solution and 10mg of β-carotene powder.
was placed in a 30 ml test tube and shaken at 30°C for 42 hours to solubilize β-carotene. The solubilized portion was centrifuged at 3000 rpm, 8 ml of a 1:4 mixture of chloroform and ethanol was added to 2 ml of the supernatant, and the absorbance at 455 nm was measured using a spectrophotometer.

The absorbance in the case of only polyglycerol fatty acid ester was 0.041, but it was 0.038 with 10% soybean lecithin, and 0.030 with 25% soybean lecithin.

(4) Surface activity test Dissolve or swell 2.5g of each paste in water.
250ml, and the surface tension of this aqueous solution at 25℃ (according to Kyowa Kagaku surface tension meter CBVP, A-3)
and penetration power (by Kimura's canvas disc method)
was measured.

In the case of only polyglycerin fatty acid ester, the surface tension was 33.4 dyn/cm and the penetration time was 15 minutes and 18 seconds, but when containing 10% soybean lecithin, the surface tension was 33.8 dyn/cm and the penetration time was 20 minutes and 30 seconds. When containing 40% soy lecithin, the surface tension is 34.9 dyn/cm,
Penetration time was over 30 minutes.

(5) Corn salad oil, grapefruit juice emulsion test Dissolve 1 g of each paste in water to make 25 ml, mix 10 ml of this aqueous solution, 20 ml of corn salad oil, and 70 ml of grapefruit juice with a pH of 3.3, and mix the corn salad oil and salt solution at 60℃. It was emulsified in the same manner as in the emulsion stability test, stored at 40°C, and the emulsified state was observed after 20 days.

In the case of only polyglycerin fatty acid ester,
A 4% oil layer was separated, but it was 6% when containing 10% soybean lecithin and 15% when containing 40% soybean lecithin.

Comparative Example 2 The phosphatide of Example 1 and the polyglycerin fatty acid ester of HLB15 were mixed at a ratio of 3:97 to obtain an aqueous paste of 50% by weight (solid content concentration in the aqueous paste).

(1) Emulsion stability test of corn salad oil and salt water 0.8g of each paste, 40g of corn salad oil, 8%
60ml of saline solution using Nippon Seiki Homogenizer AM-8
Emulsify for 5 minutes at 55°C and 12,000 rpm.
The emulsion was taken into a glass cylinder, stored in an incubator at 40°C, and its condition was observed.

The results showed that 8% of the oil layer was separated after 30 days.

(2) Emulsification stability test of corn salad oil and soy sauce 1 g of each paste, 50 g of corn salad oil, and 56 g of Koikuchi soy sauce were mixed using a Nippon Seiki homogenizer AM-8.
Emulsify for 6 minutes at 55°C and 13,000 rpm.
The emulsion was taken into a glass cylinder, stored in an incubator at 40°C, and its condition was observed.

The results showed that 10% of the oil layer separated after 30 days.

(3) β-Carotene Solubilization Test 1 g of each paste was dissolved in water to make 50 ml, 10 ml of this aqueous solution and 10 mg of β-carotene powder were placed in a 30 ml test tube, and the mixture was shaken at 30°C for 42 hours to solubilize β-carotene. The solubilized material was centrifuged at 3000 rpm, 8 ml of a 1:4 mixture of chloroform and ethanol was added to 2 ml of the supernatant, and the concentration was adjusted to 455 nm using a spectrophotometer.
The absorbance of m was measured.

The absorbance was 0.045.

(4) Surface activity test Dissolve 2.5 g of each paste in water to make 250 ml, and measure the surface tension (by Kyowa Kagaku surface tensimeter CBVP, A-3) and penetration power (Kimura canvas disc method) at 25°C of this aqueous solution. ) was measured.

The surface tension was 33.3 dyn/cm and the penetration time was 14 minutes 20 seconds.

(5) Corn salad oil/grapefruit juice emulsion test Dissolve 1 g of each base in water to make 25 ml, mix 10 ml of this aqueous solution, 20 ml of corn salad oil, and 70 ml of grapefruit juice with a pH of 3.3, and stabilize the emulsion of corn salad oil/salt water at 60℃. The samples were emulsified in the same manner as in the sex test, stored at 40°C, and the emulsified state was observed after 20 days.

After 20 days, a 4% oil layer separated.

〔Effect of the invention〕

The effects of the present invention are that it improves the drawbacks of high HLB polyglycerol fatty acid esters, which are the insufficient emulsifying effect of edible oils in acidic conditions and salt water, as well as the solubilizing power, wetting power, and penetrating power, and further improves HLB of 12 or less. The object of the present invention is to provide a surfactant composition that has improved instability in acidic solutions and salt solutions, which is a disadvantage of polyglycerol fatty acid esters.

Claims (1)

[Scope of Claims] 1 Contains a polyglycerol fatty acid ester with an HLB of 9 or more and lysophosuosuatide as essential components, and the weight ratio of the polyglycerol fatty acid ester and lysophosuosuatide is 50/50 to 95/5. A surfactant composition characterized in that: 2 Polyglycerin fatty acid ester with HLB 9 or more is a polyglycerin with a polymerization degree of 4 or more and the number of carbon atoms
Claim 1, characterized in that it is one or a mixture of two or more of mono-, di-, and polyesters with 14 to 22 saturated and/or unsaturated fatty acids.
The surfactant composition described in . 3. Lysophosphatide (a) contains lysophosphatidylcholine as a main component, lysophosphatidylethanolamine, lysophosphatidyl inositol, lysophosphatidic acid,
It contains one or more lysophosphatides selected from the group consisting of lysophosphatidylserine, and these lysophosphatides (a) are diacylphosphatides corresponding to the lysophosphatides (a). If it further contains (b), the total amount of phosphatide [(a)
2. The surfactant composition according to claim 1, wherein the amount of lysophosphatide (a) is 40% by weight or more based on [+(b)]. 4 Rhizophosphatide (a) is essentially lysophosphatidylcholine (monoacylphosphatidylcholine) (a), and the lysophosphatide (a) is diacylphosphatidylcholine (monoacylphosphatidylcholine) (a). Acidylcholine) (b) is further included, a patent claim characterized in that the amount of lysophosphatide (a) is 40% by weight or more based on the total amount of phosphatide [(a) + (b)] The surfactant composition according to item 1.