Rosa plant extract and its manufacturing method

Abstract

To provide a technique for the clear solubilization of rose petal extract containing 2-phenylethanol and geraniol.SOLUTION: Provided is a method for producing a rose plant extract comprising: extracting an oily component from the petals of plants belonging to Rosaceae, Rosa using supercritical or subcritical carbon dioxide to obtain an extract; and dissolving the extract or a processed product thereof in a solvent containing dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a Rosa plant extract and a method for producing the Rosa plant extract. [Background technology]

[0002] The aromatic components contained in rose petals, such as 2-phenylethanol and geraniol, are not only known for their pleasant fragrance, but in recent years have also been attracting attention as beauty ingredients with various expected benefits. Conventional methods for extracting 2-phenylethanol and geraniol from rose petals include steam extraction and extraction using polar solvents. The extracts are usually solubilized in a solvent and diluted to form an "extract," which is then incorporated into compositions such as cosmetics. When extracted with steam, water remains in the extract, so the water is generally evaporated by heating to concentrate the extract or to make it suitable for incorporation into an oil-based formulation. However, this also tends to evaporate and reduce the aroma components along with the water. Furthermore, when extracted using polar solvents, it is difficult to separate only the solid components, making it difficult to control the concentration of the desired useful components when preparing an extract using the extract.

[0003] As an alternative to conventional extraction methods, a method of extracting useful components from plant bodies using a supercritical fluid such as carbon dioxide has also been used (Patent Document 1). Supercritical extraction allows for the extraction process to be completed at a lower temperature and in a shorter time than steam extraction, thereby minimizing the loss of aroma components. Furthermore, because the carbon dioxide used as the extraction medium evaporates after the extraction process, it is easy to obtain only the solid components, making it easy to adjust the concentration of the desired components when preparing the extract. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Special Publication No. 2021-509913 Summary of the Invention [Problem to be solved by the invention]

[0005] In light of this situation, the inventors of the present application conceived and implemented a method for extracting 2-phenylethanol and geraniol from rose petals using supercritical carbon dioxide, and were able to efficiently obtain 2-phenylethanol and geraniol as solid components. However, analysis of the solid components obtained revealed that paraffins and other compounds that cannot be extracted with polar solvents in conventional extraction methods were also extracted. In order to prepare an extract from rose petals extracted with supercritical carbon dioxide, it is necessary to solubilize these coexisting components as well. Therefore, an objective of the present invention is to provide a technique for solubilizing rose petal extract containing 2-phenylethanol and geraniol. [Means for solving the problem]

[0006] As a result of intensive research conducted by the present inventors to solve the above-mentioned problems, they found that rose petal extract containing 2-phenylethanol and geraniol obtained by extraction with supercritical carbon dioxide can be solubilized by dissolving it in a solvent containing dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil. Furthermore, they found that it is more preferable to combine the three ingredients in the solvent in predetermined amounts and / or to dilute the extract by a predetermined volume, which led to the completion of the present invention.

[0007] That is, the present invention is as follows. [1] A step of extracting oily components from petals of a plant of the genus Rosaceae using carbon dioxide in a supercritical or subcritical state to obtain an extract; A method for producing a Rosa plant extract, comprising a step of dissolving the extract or a processed product thereof in a solvent containing dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil. [2] The manufacturing method described in [1], wherein the total content of dicaprylyl carbonate, tri(caprylic / capric acid)glyceryl, and olive oil in the solvent is 80% by weight or more relative to the total amount of the solvent. [3] A manufacturing method described in [1] or [2], wherein the maximum content of dicaprylyl carbonate, tri(caprylic / capric acid)glyceryl, and olive oil relative to the total amount of the solvent is 1.5 times or less of the minimum value. [4] The method according to any one of [1] to [3], wherein the weight of the solvent is 80 times or more the weight of the extract or a processed product thereof. [5] A Rosa plant extract containing 2-phenylethanol, geraniol, and a solvent, The extract, wherein the solvent comprises dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil. [6] The extract described in [5], which contains 2-phenylethanol at 0.0001% by weight or more of the total extract and / or geraniol at 0.0001% by weight or more of the total extract. [7] An extract described in [5] or [6], wherein the total content of dicaprylyl carbonate, tri(caprylic / capric acid)glyceryl, and olive oil in the solvent is 80% by weight or more relative to the total amount of the solvent. [8] An extract described in any one of [5] to [7], wherein the maximum content of dicaprylyl carbonate, tri(caprylic / capric)glyceryl, and olive oil relative to the total amount of the solvent is 1.5 times or less the minimum content. [Effects of the Invention]

[0008] The present invention provides an extract of a plant of the genus Rosaceae, which is suitable for incorporation into compositions such as cosmetics, particularly oil-based compositions. DETAILED DESCRIPTION OF THE INVENTION

[0009] A first aspect of the present invention is a method for producing a Rosa plant extract. The manufacturing method of the present invention includes a step of extracting oily components from the petals of a plant of the genus Rosa in the family Rosaceae using carbon dioxide in a supercritical or subcritical state to obtain an extract, and a step of dissolving the extract or a processed product thereof in a solvent containing dicaprylyl carbonate, glyceryl tri(caprylate / caprate), and olive oil.

[0010] Plants in the Rosaceae family include Rosa Jurlique, Rosa damascena, Rosa multiflora, Rosacentifolia, and Rosar u gosa, Rosachinensis, Rosa moschata, Rosa alba, Rosa alpina, Rosa canina, Rosa cinnamonea , Rosa gallica, Rosa repens, Rosa rubrifolia , Rosa rubiginosa, Rosa sempervirens, Rosa s pinosissima, Rosa styosa, Rosa tomentosa, Rosa villosa, etc., especially Rosa Jurlique, Rosa gal lica is preferred.

[0011] The part used for extraction is the petals, which may be obtained as they are from the fresh flowers, but are preferably freeze-dried or hot-air dried before being subjected to the extraction procedure.

[0012] The extraction step is carried out using carbon dioxide in a supercritical or subcritical state, preferably in a supercritical state, as an extraction solvent. The extraction temperature is preferably 40 to 90°C, more preferably 50 to 80°C. The extraction pressure is preferably 8 to 60 MPa, more preferably 20 to 45 MPa. The flow rate of carbon dioxide is preferably 20 times or more, more preferably 60 times or more, the weight of the petals charged. Although the flow rate of carbon dioxide is not particularly limited, if it is too slow, the extraction time may be extended and the desired components may deteriorate, so it is preferable to set it at an appropriate rate, for example, 500 kg / hour. The extraction time is preferably 30 to 400 minutes, more preferably 30 to 300 minutes.

[0013] The extraction process extracts oily components from rose petals, usually in the form of an extract such as a semi-solid or solid fat. Such an extract may be subjected to treatment such as fractionation and purification before the subsequent dissolution step to obtain a processed extract.

[0014] A Rosa plant extract is produced by dissolving the extract obtained by the extraction process or a processed product thereof in a solvent. The solvent contains dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil. The solvent may contain other ingredients, but the other ingredients are usually compatible with dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil. Examples of the other ingredients include squalane, avocado oil, dicaprylyl ether, and ethylhexyl stearate. The use of such a solvent allows the extract or a processed product thereof to be dissolved transparently and uniformly. In particular, paraffins and the like extracted together with 2-phenylethanol and geraniol in the extraction step are generally difficult to dissolve in oils, and insoluble matter tends to remain as a precipitate. However, the use of the solvent according to the present invention makes them easily soluble, and a transparent and uniform solubilized product can be obtained.

[0015] The total content of dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil in the solvent is preferably 80% by weight or more, more preferably 90% by weight or more, and particularly preferably 100% by weight, based on the total amount of the solvent.

[0016] In addition, it is preferable that the dicaprylyl carbonate, tri(caprylic / capric acid)glyceryl, and olive oil in the solvent are contained in approximately equal amounts, specifically ,before The maximum content of each component relative to the total amount of the solvent is preferably 1.5 times or less, more preferably 1.2 times or less, and even more preferably 1.1 times or less of the minimum value. In a particularly preferred embodiment, the weight ratio of dicaprylyl carbonate:tri(caprylic / capric)glyceryl:olive oil is 1:1:1.

[0017] The dilution ratio at which the extract or a processed product thereof is dissolved in a solvent is preferably 80 times or more, more preferably 90 times or more, and even more preferably 100 times or more, by weight relative to the extract or a processed product thereof.

[0018] When dissolving the extract or a processed product thereof in a solvent, the system may be heated or stirred. If heated, it is preferable to heat the system to 25 to 80°C from the viewpoint of promoting dissolution while suppressing the volatilization of 2-phenylethanol and geraniol.

[0019] A second aspect of the present invention is a Rosa plant extract containing 2-phenylethanol, geraniol, and a solvent, the solvent including dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil. It is preferably produced by the production method.

[0020] The extract of the present invention contains 2-phenylethanol in an amount of preferably 0.0001% by weight or more, more preferably 0.0002% by weight or more, and even more preferably 0.0003% by weight or more of the total amount of the extract. Furthermore, the extract of the present invention contains geraniol in an amount of preferably 0.0001% by weight or more, more preferably 0.0002% by weight or more, and even more preferably 0.0003% by weight or more of the total amount of the extract. Such an extract containing high contents of 2-phenylethanol and geraniol can be preferably obtained by preparing it from an extract using supercritical carbon dioxide.

[0021] The total content of dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil in the solvent is preferably 80% by weight or more, more preferably 90% by weight or more, and particularly preferably 100% by weight, based on the total amount of the solvent.

[0022] In addition, it is preferable that the dicaprylyl carbonate, tri(caprylic / capric acid)glyceryl, and olive oil in the solvent are contained in approximately equal amounts, specifically ,before The maximum content of each component relative to the total amount of the solvent is preferably 1.5 times or less, more preferably 1.2 times or less, and even more preferably 1.1 times or less of the minimum content. In a particularly preferred embodiment, the weight ratio of dicaprylyl carbonate:tri(caprylic / capric)glyceryl:olive oil is 1:1:1.

[0023] The extract of the present invention can be contained in a composition to be administered transdermally, or in a composition for use in fragrance, etc. Preferred forms of transdermal administration include topical skin preparations such as cosmetics, quasi-drugs, and pharmaceuticals. The formulation of the topical skin composition is not particularly limited and includes, for example, lotion formulations, emulsion formulations such as lotions and creams, oil formulations (oily formulations), gel formulations, and pack formulations, with oil formulations being particularly preferred. When the extract of the present invention is incorporated into a composition for transdermal administration, such as a topical skin preparation, it can be incorporated with any of the ingredients commonly used in topical skin preparations, such as oils, surfactants, powders, alcohols, various active ingredients, other plant extracts, pH adjusters, preservatives, etc. [Example]

[0024] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the following examples as long as it does not depart from the gist of the invention.

[0025] (1) Supercritical extraction of Rosaceae plants 15 kg of dried rose (Rosa Jurlique) petals were placed in a supercritical carbon dioxide apparatus and the pressure was increased to 45 MPa. Extraction was carried out for 1.38 hours at 80°C, 45 MPa, a carbon dioxide flow rate of 60 times the weight of the petals, and a flow rate of 650 kg / h. The carbon dioxide receiving tank pressure was reduced to 5.5 MPa, and the inside of the piping was vented until the pressure reached 0 MPa. The upper lid of the separation tank was opened, and the wax-like component (extract) remaining at the bottom of the separation tank was recovered with a scraping tool (recovered amount: 230 g).

[0026] (2) Analysis of supercritical extract The components contained in the obtained extract were analyzed by gas chromatography under the following conditions. Table 1 shows the contents of the 10 components detected in the most abundant amount, as well as 2-phenylethanol and geraniol, in chart area percentages. GC conditions Equipment used: GCMS-QP2010 (Shimadzu Corporation) Column used: InertCap Pure-WAX (ID 0.25 mm, L 30 m, Film 0.25 μm, GL Science) Temperature rise conditions: 50℃ (1 min) → 10℃ / min → 250℃ (20 min) Column linear velocity: 40 cm / sec (constant linear velocity control) Sample introduction method: Split (1:10) MS conditions (SIM) Ionization method: EI Ionization voltage: 70eV Detector voltage: Relative value from tuning result ±0kV Event duration: 0.3 seconds Set mass number: m / z 69, 123(Geraniol) m / z 91, 122 (2-Phenylethanol) m / z 98, 100 (Toluene-d8)

[0027] [Table 1]

[0028] (3) Examination of solvents that dissolve supercritical extracts A solvent with the composition shown in Table 2 was added to the extract obtained in (1). After addition, the mixture was heated to 40°C and stirred for 10 minutes to prepare each sample extract. The appearance of the samples immediately after preparation was visually observed and rated according to the following criteria. The results are also shown in Table 2. 〇:Transparent △: Cloudy ×: Solid floating matter or sediment is present

[0029] [Table 2]

[0030] (4) Examination of the ratio at which supercritical extract is dissolved A mixed solvent containing equal amounts of dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil (1:1:1 by weight) was added to the extract obtained in (1) at the dilution ratio shown in Table 3. After addition, the mixture was heated to 40°C and stirred for 10 minutes to prepare each sample extract. The appearance of the samples immediately after preparation was visually observed and evaluated using the same criteria as in (3). In addition, the prepared samples were left to stand at 5°C for 24 hours, then passed through a 1000-mesh filter to determine whether they could be filtered without leaving any sediment on the filter. The results are also shown in Table 3.

[0031] [Table 3] [Industrial Applicability]

[0032] INDUSTRIAL APPLICABILITY The present invention provides an extract of a plant of the genus Rosaceae that is suitable for incorporation into compositions such as cosmetics, particularly oil-based compositions, and is therefore extremely useful industrially.

Claims

1. A step of extracting oily components from petals of a plant of the genus Rosa in the family Rosaceae using carbon dioxide in a supercritical or subcritical state to obtain an extract; A method for producing a Rosa plant extract, comprising a step of dissolving the extract or a processed product thereof in a solvent containing dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil.

2. 2. The method according to claim 1, wherein the total content of dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil in the solvent is 80% by weight or more based on the total amount of the solvent.

3. 3. The method according to claim 1 or 2, wherein the maximum content of dicaprylyl carbonate, caprylic / capric triglyceride, and olive oil relative to the total amount of the solvent is 1.5 times or less the minimum content.

4. The method according to any one of claims 1 to 3, wherein the weight of the solvent is 80 times or more the weight of the extract or a processed product thereof.

Images