KR102484807B1 - A method for producing pine nut oil using an oil et, and a cosmetic composition comprising pine nut oil produced by the method - Google Patents

Abstract

The present invention provides a method for producing pine nut oil which comprises the following steps: preparing and crushing pine nuts; extracting pine nut oil by a supercritical extraction method using the pulverized pine nuts; and coating a triglyceride-based compound on the extracted pine nut oil using an oil jet method. An objective of the present invention is to provide a method for producing pine nut oil which can maximize the storage stability of the extracted oil while maximizing the extraction of effective components contained in pine nuts, and a cosmetic composition containing the pine nut oil produced by the method.

Description

Manufacturing method of pine nut oil using oil jet method and cosmetic composition containing pine nut oil produced therefrom

The present invention relates to a method for producing pine nut oil using an oil jet method and a cosmetic composition containing the pine nut oil prepared therefrom.

Skin, which has the function of protecting internal organs from temperature and humidity changes, ultraviolet rays, and other physical and chemical external environmental stimuli, is largely divided into three layers of epidermis, dermis, and subcutaneous tissue in order from the outside. In particular, the epidermis plays an important role in preventing the evaporation of moisture inside the human body.

Various factors such as artificial temperature control (use of air conditioners/heaters) due to changes in the living environment or lifestyle of modern people, various stresses generated in social life, frequent face washing due to makeup habits, and natural skin aging due to age increase. Due to various causes, the moisture of the stratum corneum present in the epidermis decreases, resulting in dry skin, rough surface, and loss of luster, resulting in a dull appearance. there is.

Pine nuts are seeds collected from pine nuts, and contain various nutrients such as carbohydrates, fats, proteins, vitamins and minerals. As for the efficacy of pine nuts, it contains a number of amino acids, so the effect of supplying nutrients to the skin is excellent.

There are P. pinea, P. armandii , P. gerardiana and P. koraensis , among which P. Koraiensis is distributed in Korea, Manchuria, Heilongjiang River basin, and Japan. Flowers bloom in May, and pine nuts, which are seeds, are distorted triangular or ovate, dark brown in color, 12 to 18 mm long, 10 mm wide, and 7 mm thick, and have seed coats. Since ancient times, pine nuts have been used not only in Korean unique foods such as confectionery, sweet wine, and various dishes, but also for medicinal purposes such as tonic, diabetes, paralysis, pain relief, asthma, and tuberculosis.

Looking at the general composition of pine nuts, fat is 70%, protein is 15%, carbohydrate is 5%, and ash is 3%, and it contains a large amount of fat. Therefore, most of the research on the composition of pine nuts so far has been about the main component, fat. Among plant-derived fatty acids that exist in nature, the fatty acid (Δ5-fatty acid) in which the double bond starts at the 5th carbon from the carboxyl group is contained only in pine nuts. On the other hand, pine nut oil (pine nut oil) contains a large amount of Δ5-fatty acid, in English, Δ5-UPIFA (Unsaturated Polymethylene Interrupted Fatty Acids), which has a double bond at the 5th position. Fatty acid is pinolenic acid, besides 5,9-18:2 (taxoleic), 5,11-18:2 (ephedrenic), 5,11-20:2 (keteleeronic), 5,11,14 -20:3 (sciadonic) acids are included.

Publication No. 10-2006-0025752 (2006.03.22)

The problem to be solved by the present invention is a method for producing pine nut oil that can maximize the storage stability of the extracted oil while maximizing the extraction of the active ingredient contained in pine nuts, and a cosmetic composition containing pine nut oil prepared therefrom is to provide

In order to solve the above problems, the present invention comprises the steps of preparing and pulverizing pine nuts, extracting pine nut oil by a supercritical extraction method using the pulverized pine nuts, adding a triglyceride-based compound to the extracted pine nut oil as an oil jet ( Oil Jet) provides a method for producing pine nut oil comprising the step of coating using the method.

In addition, the present invention provides a cosmetic composition comprising the pine nut oil and pine nut oil prepared by the above production method.

The method for producing pine nut oil according to the present invention maximizes the extraction efficiency of pinolenic acid among the active components of pine nuts, and includes a step of coating pine nut oil, a natural ingredient, with a triglyceride-based compound, thereby reducing pinolenic acid contained in pine nut oil. Storage stability can be secured by preventing oxidation. In addition, pine nut oil prepared therefrom may have an excellent moisturizing effect by being included in a cosmetic composition.

1 is a schematic diagram of an apparatus used in an oil jet method according to an embodiment of the present invention.
Figure 2 is a graph analyzing the pinolenic acid content of Examples 1 to 4 of the present invention.

Hereinafter, various embodiments of the present invention will be described with reference to the accompanying drawings. It should be understood that the present invention is not limited to specific embodiments, and includes various modifications, equivalents, and/or alternatives of the embodiments of the present invention. In connection with the description of the drawings, like reference numerals may be used for like elements.

In this document, expressions such as "has", "may have", "includes", or "may include" refer to the presence of a corresponding feature (eg, numerical value, function, operation, or component such as a part). , which does not preclude the existence of additional features.

In this document, expressions such as "A or B", "at least one of A and/and B", or "one or more of A or/and B" may include all possible combinations of the items listed together. . For example, "A or B", "at least one of A and B", or "at least one of A or B" includes (1) at least one A, (2) at least one B, Or (3) may refer to all cases including at least one A and at least one B.

The expression "configured to" as used in this document means, depending on the circumstances, e.g. "Suitable for", "Having the capacity to" ", "Designed to", "Adapted to", "Made to", or "Capable of" may be used interchangeably. The term "configured (or set) to" does not necessarily mean "specifically designed to."

Terms used in this document are only used to describe a specific embodiment, and may not be intended to limit the scope of other embodiments. Singular expressions may include plural expressions unless the context clearly dictates otherwise. Terms used herein, including technical or scientific terms, may have the same meaning as commonly understood by a person of ordinary skill in the technical field described in this document. Among the terms used in this document, the terms defined in general dictionaries may be interpreted as having the same or similar meaning to the meaning in the context of the related art, and unless explicitly defined in this document, in an ideal or excessively formal meaning. not interpreted In some cases, even terms defined in this document cannot be interpreted to exclude the embodiments of this document.

The embodiments disclosed in this document are presented for explanation and understanding of the disclosed technical content, and do not limit the scope of the present invention. Therefore, the scope of this document should be construed to include all changes or various other embodiments based on the technical idea of the present invention.

Hereinafter, preferred embodiments of the present invention will be described in detail. Prior to this, the terms or words used in this specification and claims should not be construed as being limited to the usual or dictionary meaning, and the inventor appropriately uses the concept of the term in order to explain his/her invention in the best way. It should be interpreted as a meaning and concept consistent with the technical idea of the present invention based on the principle that it can be defined.

Therefore, since the configurations of the embodiments described in this specification are only some of the most preferred embodiments of the present invention and do not represent all of the technical spirit of the present invention, various equivalents and modifications that can replace them at the time of this application It should be understood that there may be

Throughout the specification, when a certain component is said to "include", it means that it may further include other components without excluding other components unless otherwise stated.

Hereinafter, the present invention will be described in detail.

A method for producing pine nut oil according to an embodiment of the present invention includes preparing and pulverizing pine nuts, extracting pine nut oil by a supercritical extraction method using the pulverized pine nuts, triglyceride-based in the extracted pine nut oil It includes the step of coating the compound using an oil jet method.

There are various species of pine trees distributed worldwide, and P. pinea, P. armandii , P. gerardiana and P. koraensis . Four types are typical. As a result of intensive research, the present inventors confirmed that P. koraensis showed a particularly high content of pinolenic acid and excellent extraction efficiency.

According to the present invention, after harvesting the pine nuts obtained from P. koraensis , drying and pulverization to facilitate supercritical extraction may be included. The pulverization is preferably pulverized so that it can pass through a 100 to 300 mesh pulverizing net.

According to an embodiment of the present invention, pine nut oil can be obtained from the pine nuts obtained above using a supercritical extraction method, in particular, oleic acid, linolenic acid, and pinolenic acid. Pine nut oil containing a high amount of one or more unsaturated fatty acids can be prepared. Preferably, the extraction efficiency of pinolenic acid can be maximized.

Pinolenic acid is the isomer of γ-linolenic acid. Like essential fatty acids, pinolenic acid forms biologically active metabolites in the presence of cyclooxygenase or lipoxygenase. It is known that these metabolites can alleviate some of the essential fatty acid deficiency symptoms. In addition, due to the unique molecular structure of unsaturated fatty acids, natural substances having both hydrophilic and hydrophobic groups can act as a moisture barrier when included in cosmetic compositions and applied to the skin surface. For this purpose, carbon dioxide, nitrogen, nitrous oxide, methane, ethylene, propane and propylene may be used as the fluid used in the supercritical extraction method, and supercritical carbon dioxide is preferably used. Among the supercritical fluids, carbon dioxide has a critical pressure of 73.8 bar and a critical temperature of 31.1° C. This is because it is generally easy to create supercritical conditions, carbon dioxide itself is not toxic, and its use is inexpensive.

The supercritical extraction conditions are preferably extracted by applying a supercritical fluid at a temperature of 30 ° C to 60 ° C and a pressure of 350 bar to 500 bar. It is more preferable to extract under a pressure of 450 bar to 450 bar.

If the extraction temperature is less than 30 ° C, the extraction yield of pine nut oil may be reduced, and if it exceeds 60 ° C, quality may be deteriorated due to deterioration of unsaturated fatty acids contained in pine nut oil. In addition, if the air pressure is less than 350 bar, the extraction yield of pine nut oil may decrease, and if it exceeds 500 bar, the quality of pine nut oil may decrease.

Pine nut oil obtained using the supercritical extraction method according to an embodiment of the present invention contains a high content of pinolenic acid. Pinolenic acid, an unsaturated fatty acid and a natural extract, is oxidized when it meets oxygen in the air. Therefore, in order to use it as a raw material for a cosmetic composition, storage stability without deterioration in properties is required.

Therefore, according to one embodiment of the present invention, oxidation can be prevented without damaging the formulation by coating the pinolenic acid using an oil jet method.

Specifically, it includes the step of coating a triglyceride-based compound on the extracted pine nut oil using an oil jet method.

These triglyceride-based compounds include caprylic/capric triglyceride, caprylic/capric/stearic triglyceride, and triethyloctanoin. And tricaprylin (tricaprylin) may include one or more selected from the group consisting of, preferably caprylic / capric triglyceride (caprylic / capric triglyceride) can be used.

The oil jet method can be implemented using the oil jet reaction device 100. 1, the pine nut oil 401 is stored in the first storage unit 301 communicating with the reaction tank 200 by the first spray unit 101, and the second spray unit 102 ) Storage step of storing the triglyceride-based compound 402 in the second storage unit 302 communicating with the reaction tank 200 by the first injection unit 101, the pine nut oil 401 A spraying step in which the reaction tank 200 is sprayed and the triglyceride-based compound 402 is sprayed into the reaction tank 200 by the second injection unit 102 and the triglyceride-based compound 402 is sprayed into the reaction tank 200 A coating step in which the pine nut oil 401 is coated with the compound 402, the temperature of the pine nut oil 401 sprayed from the first injection unit 101 is 15 to 30 ° C, and the second injection unit ( The temperature of the triglyceride-based compound 402 sprayed from 102) may be 50 to 70 °C.

As described above, the temperature of the pine nut oil to be coated and the triglyceride-based compound to be coated may be different. This lowers the temperature of the pine nut oil 401 to increase the size of the pine nut oil droplets 501 sprayed from the first injection unit 101, and raises the temperature of the triglyceride-based compound 402 to obtain the second injection unit 102 ) This is to reduce the size of the sprayed triglyceride-based compound droplets 502 so that the triglyceride-based compound can be coated on pine nut oil.

The oil jet reaction device 100 for spraying the pine nut oil may further include an actuator in the spraying unit or may additionally introduce an air compressor in order to increase droplet spraying efficiency.

In addition, referring to FIG. 1, the composition in which pine nut oil is coated with a triglyceride-based compound is discharged in a liquid state through an outlet 601 located at the bottom of the reaction tank 200 and recovered in a recovery tank 602. .

In addition, in order to achieve an excellent coating effect and to prevent oxidation of pinolenic acid contained in the pine nut oil, the weight ratio of the pine nut oil and the triglyceride-based compound is preferably 1:1.5 to 2.0. If it is less than the above range, the coating effect of the triglyceride-based compound may be insufficient and the antioxidant efficiency may be reduced, and if it exceeds the above range, the excessive amount of the triglyceride-based compound may be coated and the moisturizing effect inherent in the pine nut oil component may be insufficient.

According to another embodiment of the present invention, it is possible to provide pine nut oil prepared by the above-described manufacturing method. The pine nut oil may be included as a raw material of a cosmetic composition, and may exert an excellent moisturizing effect.

The cosmetic composition of the present invention may further include other ingredients that can be used in cosmetics (including non-drugs and quasi-drugs) in the art within a range that does not impair the effect of the pine nut oil prepared according to the present invention. Other components include, for example, purified water, surfactants, amino acids, amino acid derivatives, lower alcohols (e.g. ethanol), polyhydric alcohols (e.g. glycerin, butylene glycol), sugar alcohols and alkylene oxide additions thereof Water, water-soluble polymers (e.g. hydroxyethylcellulose), film-forming polymers, resin powders (e.g. nylon powder), (dimethicone/vinyldimethicone) crosspolymer powder), clay minerals (e.g. , Quaternium-18 hectorite, Quaternium-18 bentonite), gelling agent (eg dibutyllauroyl glutamide, dibutylethylhexanoyl glutamide), humectant (eg pyrrolidone) sodium carboxylate), anti-inflammatory and antibacterial agents, anti-inflammatory, analgesic, antifungal agents, keratin softening exfoliants, skin colorants, hormones, ultraviolet absorbers, hair restorers, antiperspirants and astringent active ingredients (e.g. zinc pyrrolidone carboxylate) ), sweat deodorants, vitamins, blood flow promoters (vasodilators, blood circulation promoters), herbal medicines, plant extracts, pH adjusters, chelating agents (e.g., EDTA-2Na), viscosity modifiers, pearlescent agents, natural flavors, synthetic flavors, pigments and pigments (eg, Red No. 202, Blue No. 1), antioxidants (eg, tocopherol, tocopherol acetate, pentagalloyl glucoside), preservatives (eg, methylparaben, butylparaben, propylparaben, phenoxyethanol), emulsifiers, thickeners, fats and waxes, silicone compounds, fragrance oils, and the like.

Hereinafter, the present invention will be described in more detail through examples. These examples are only for explaining the present invention in more detail, and it is to those skilled in the art that the scope of the present invention is not limited by these examples according to the gist of the present invention. It will be self-evident.

manufacturing example

Preparation Example 1

After collecting pine nuts from P. koraensis in Gapyeong and naturally drying them, 5 kg was obtained. After drying, 5kg of the separated pine nuts were pulverized until they passed through a 150 mesh sieve, the pulverized pine nuts were put into a supercritical extraction tank, and then the temperature of the extraction tank was adjusted to 45°C using a high-pressure gas pump, and then carbon dioxide was supplied. . The temperature and pressure of the extraction tank were maintained at 40 to 50 ° C. and 400 bar for 30 minutes while some carbon dioxide was discharged using a pressure regulator attached to the outlet of the extraction tank. In the discharged product through the pressure regulator, the carbon dioxide was converted into solid dry ice due to the pressure and temperature drop. The released extract was reduced to atmospheric pressure to release carbon dioxide into the atmosphere, and pine nut oil was recovered into a collector. The above process was performed for 180 minutes to obtain supercritical extracted pine nut oil.

An oil jet reaction device was prepared, and 10 kg of the pine nut oil extracted above was stored in the first storage unit. 15 kg of caprylic/capric triglyceride was stored in the second storage unit. The temperature of pine nut oil in the first storage unit was set to 20 to 25 ° C, and the temperature of caprylic / capric triglyceride in the second storage unit was set to 60 to 65 ° C. The coating reaction proceeded while spraying pine nut oil at a set temperature from the first injection unit equipped with an actuator, and spraying caprylic/capric triglyceride at a set temperature from the second injection unit equipped with an actuator. The obtained pine nut oil was used as Example 1.

Preparation Example 2

After collecting pine nuts from P. koraensis in Gapyeong and naturally drying them, 5 kg was obtained. After drying, 5kg of the separated pine nuts were pulverized until they passed through a 150 mesh sieve, the pulverized pine nuts were put into a supercritical extraction tank, and then the temperature of the extraction tank was adjusted to 45°C using a high-pressure gas pump, and then carbon dioxide was supplied. . The temperature and pressure of the extraction tank were maintained at 40 to 50 ° C. and 400 bar for 30 minutes while some carbon dioxide was discharged using a pressure regulator attached to the outlet of the extraction tank. In the discharged product through the pressure regulator, the carbon dioxide was converted into solid dry ice due to the pressure and temperature drop. The released extract was reduced to atmospheric pressure to release carbon dioxide into the atmosphere, and pine nut oil was recovered into a collector. The above process was performed for 180 minutes to obtain supercritical extracted pine nut oil.

Preparation Example 3

After collecting pine nuts from P. koraensis in Gapyeong and naturally drying them, 5 kg was obtained. After drying, 5kg of the separated pine nuts were pulverized until they passed through a 150 mesh sieve, the pulverized pine nuts were put into a supercritical extraction tank, and then the temperature of the extraction tank was adjusted to 45°C using a high-pressure gas pump, and then carbon dioxide was supplied. . The temperature and pressure of the extraction tank were maintained at 40 to 50 ° C. and 400 bar for 30 minutes while some carbon dioxide was discharged using a pressure regulator attached to the outlet of the extraction tank. In the discharged product through the pressure regulator, the carbon dioxide was converted into solid dry ice due to the pressure and temperature drop. The released extract was reduced to atmospheric pressure to release carbon dioxide into the atmosphere, and pine nut oil was recovered into a collector. The above process was performed for 180 minutes to obtain supercritical extracted pine nut oil. This was used as Comparative Example 1.

10 kg of the obtained pine nut oil and 15 kg of caprylic/capric triglyceride were placed in a stirrer and stirred at room temperature for 10 minutes to obtain pine nut oil. This was used as Comparative Example 2.

Examples and Comparative Examples

Examples 2 to 4

In Preparation Example 1, the content of caprylic/capric triglyceride was varied as shown in the table below. This was made into Examples 2-4.

note During the oil jet process
Pine Nut Oil (kg) During the oil jet process
Caprylic/Capric Triglyceride (kg) Example 2 10 20 Example 3 10 12 Example 4 10 24

Comparative Examples 3 to 5

In Preparation Example 2, the seeds of pine nuts were different as shown in the table below. This was used as Comparative Examples 3 to 5.

note Species of pine nuts used (kg pine nut oil obtained) Comparative Example 3 P. armandii Comparative Example 4 P. pinea (10) Comparative Example 5 P. gerardiana (10)

Experimental example

Experimental Example 1: Pinolenic acid content measurement

Example 1 uses 5 g from 10 kg of pine nut oil after supercritical extraction before the oil jet coating process, and 5 g is each taken from 10 kg of pine nut oil obtained in Comparative Examples 3 to 5, respectively, to obtain a YL GC System (YL6500 GC) by Young Lin. GC analysis of the extracted pinolenic acid was performed three times, and the average content (ppm) was measured three times. Results are shown in FIG. 2 .

Experimental Example 2: Measurement of pinolenic acid oxidation degree

5 g of each of 10 kg of pine nut oil of Examples 1 to 4 and Comparative Examples 1 to 2 was taken out, and the content of pinolenic acid (ppm) was measured using a YL GC System (YL6500 GC) of Young Lin Instruments, and separately 5 g each After 2 weeks in a constant temperature and humidity chamber at 25 ° C and 55% humidity, the content (ppm) of extracted pinolenic acid was measured again using a YL GC System (YL6500 GC) by Young Lin. The results are shown in Table 3 below.

Residual rate of pinolenic acid = pinolenic acid after 2 weeks (ppm)/initial pinolenic acid (ppm) X 100

note Primary Pinolenic Acid (ppm) Pinolenic acid (ppm) after 2 weeks Residual rate of pinolenic acid (%) Example 1 510 488 95.69 Example 2 515 461 89.51 Example 3 520 289 55.58 Example 4 522 421 80.65 Comparative Example 1 524 120 22.90 Comparative Example 2 520 140 26.92

Experimental Example 3: Confirmation of skin moisturizing

After applying the pine nut oil obtained in the following Examples and Comparative Examples to the upper arm of 20 healthy women at 25 ° C., 45% relative humidity, and no air flow, Tewameter TM 210 (C+K Electronic GmbH) Measure the amount of transepidermal water loss (TEWL) using Corneometer CM 820 PC (C+K Electronic GmbH) and measure the moisturizing effect by quantifying the amount of moisture in the skin from 0 to 150 with the change in electrical conductivity according to the amount of epidermal moisture using Corneometer CM 820 PC (C+K Electronic GmbH) did The measurement results are shown in Table 4 below.

note Transepidermal water loss (TEWL) Epidermal water retention (A.U) before application immediately after application after application
2 hours before application immediately after application after application
2 hours 5.20 57.5 Example 1 5.18 3.20 2.73 58.0 138 105 Example 2 5.20 3.22 2.77 57.9 132 102 Example 3 5.22 3.33 2.84 59.0 120 92 Example 4 5.19 3.48 2.93 57.7 105 82 Comparative Example 1 5.21 3.28 2.81 57.8 126 100 Comparative Example 2 5.19 3.41 2.90 57.7 118 88 Comparative Example 3 5.20 4.85 4.21 58.0 100 75 Comparative Example 4 5.21 4.82 4.22 58.1 99 73 Comparative Example 5 5.18 4.77 4.19 58.0 98 69

100: oil jet reaction device
101: first injection unit
102: second injection unit
200: reaction tank
301: first storage unit
302: second storage unit
401: pine nut oil
402: triglyceride compound
501 Droplets of pine nut oil
502: droplet of triglyceride compound
601: outlet
602: recovery tank

Claims (8)

Preparing and crushing pine nuts;
Extracting pine nut oil by a supercritical extraction method using the pulverized pine nuts;
In the method for producing pine nut oil comprising the step of coating the extracted pine nut oil with a triglyceride-based compound using an oil jet method,
The triglyceride-based compound is caprylic/capric triglyceride, caprylic/capric/stearic triglyceride, triethyloctanoin And a method for producing pine nut oil comprising at least one member selected from the group consisting of tricaprylin.
The method of claim 1,
The pine nuts are pine nuts harvested from P. koraiensis.
The method of claim 1,
A method for producing pine nut oil in which the fluid used for the supercritical extraction is carbon dioxide.
The method of claim 1,
The supercritical extraction is a method for producing pine nut oil, which is processed at a temperature of 30 ° C to 60 ° C and a pressure of 350 bar to 500 bar.
delete The method of claim 1,
The oil jet method,
A storage step of storing the pine nut oil in a first storage unit communicating with the reaction tank by a first spraying unit and storing the triglyceride-based compound in a second storage unit communicating with the reaction tank by a second spraying unit;
a spraying step in which the pine nut oil is sprayed into the reaction tank by the first spraying part and the triglyceride-based compound is sprayed into the reaction tank by the second spraying part; and
A coating step of coating the pine nut oil with the triglyceride-based compound in the reaction tank; Including,
The temperature of the pine nut oil sprayed from the first injection unit is 15 to 30 ° C,
The temperature of the triglyceride-based compound sprayed from the second spraying part is 50 to 70 ° C. A method for producing pine nut oil,
The triglyceride-based compound is caprylic/capric triglyceride, caprylic/capric/stearic triglyceride, triethyloctanoin And a method for producing pine nut oil comprising at least one member selected from the group consisting of tricaprylin.
Pine nut oil prepared by the method of any one of claims 1 to 4 and 6.
A cosmetic composition comprising the pine nut oil of claim 7.

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