High-stability plant essential oil composition as well as preparation and application thereof

Abstract

The invention belongs to the technical field of polymer materials and cosmetics, and discloses a high-stability plant essential oil composition as well as preparation and application thereof. The preparation method of the plant essential oil composition comprises the following steps: adding an acrylate monomer, 1-vinyl-2-pyrrolidone and a C6-C12 diene cross-linking agent into an organic solvent for mixing and dissolving, then adding an initiator for carrying out a copolymerization cross-linking reaction, and after the reaction is completed, carrying out rotary evaporation to remove the solvent, so as to obtain an acrylate / VP cross-linked copolymer; and then adding the obtained acrylate / VP cross-linked copolymer into mixed oil of plant essential oil and vegetable oil for mixing and swelling to obtain the high-stability plant essential oil composition. According to the invention, the specific acrylate / VP cross-linked copolymer is adopted to carry out gel-state wrapping protection on the plant essential oil, so that the application efficacy stability of the plant essential oil in a skin care product formula can be obviously improved.

Description

TECHNICAL FIELD

[0001] The present application belongs to the technical field of polymer materials and cosmetics, and particularly relates to a high-stability plant essential oil composition and preparation and application thereof. BACKGROUND

[0002] Plant essential oil is a high-activity and high-volatility component extracted from flowers, leaves, roots, barks, fruits, seeds, resins, etc. of herbal plants by distillation or pressing. Some plant essential oils are widely used in cosmetics due to their good anti-aging and repair effects. For example, the patent documents with publication numbers CN 108778241 B and CN 111886052 B both describe the use of cosmetic compositions containing permanent flower essential oil to combat signs of skin aging and / or skin dryness. The patent documents with publication numbers CN 108836897 A and CN 103361181 A both describe that cosmetics containing rose essential oil have good skin-nourishing, whitening, anti-aging, anti-wrinkle, and antibacterial effects.

[0003] However, due to the poor water solubility and volatility of plant essential oils, their efficacy stability in water-based skin care product formulations is poor. Although emulsifiers can improve the dispersion stability of plant essential oils, they cannot effectively protect the active components of plant essential oils. Encapsulation with high molecular polymers is an effective method to improve the application stability of plant essential oils. For example, the patent document with publication number CN 118384056 B describes a multi-layer nano composite emulsion that protects plant essential oils, reduces the volatility of plant essential oils, and controls the release rate of plant essential oils to produce a slow-release effect. However, the preparation method of this multi-layer nano composite emulsion is relatively complex, as it requires emulsification and encapsulation with collagen, chitosan, natural plant oil, and natural plant wax in sequence, which is difficult to control.

[0004] Therefore, it is of great practical significance to provide a high-stability plant essential oil composition with simple preparation process and good encapsulation effect, as well as its application in cosmetics. SUMMARY

[0005] To improve the application stability of plant essential oils in water-based skin care product formulations, the primary purpose of the present application is to provide a preparation method of a high-stability plant essential oil composition.

[0006] Another purpose of the present application is to provide a high-stability plant essential oil composition prepared by the above-mentioned method.

[0007] Still another purpose of the present application is to provide the application of the above-mentioned high-stability plant essential oil composition in cosmetics.

[0008] The purposes of the present application are achieved by the following technical solutions:

[0009] A preparation method of a high-stability plant essential oil composition, comprising the following preparation steps:

[0010] (1) adding an acrylate monomer, 1-vinyl-2-pyrrolidone (VP) and a C6-C 12 diene crosslinking agent into an organic solvent to mix and dissolve, then adding an initiator to perform a crosslinking copolymerization reaction, and after the reaction is completed, removing the solvent by rotary evaporation to obtain an acrylate / VP crosslinking copolymer;

[0011] (2) adding the obtained acrylate / VP crosslinking copolymer into a mixed oil of plant essential oil and plant oil to mix and swell, to obtain a high-stability plant essential oil composition.

[0012] Further, the acrylate monomer is one or more of ethyl acrylate, butyl acrylate and isooctyl acrylate.

[0013] The acrylate monomer is mainly used to improve the compatibility with oily ingredients and improve the swelling and wrapping effect.

[0014] Further, the addition amount of the 1-vinyl-2-pyrrolidone is 15-40% of the mass of the acrylate monomer.

[0015] The copolymerization of the 1-vinyl-2-pyrrolidone monomer can improve the lipophilicity and hydrophilicity of the crosslinking copolymer at the same time, which can improve the swelling effect of the plant essential oil and the plant oil (the pyrrolidone structure has good compatibility with small-molecule ester, ketone and alcohol active substances in the plant essential oil) on one hand, and improve the emulsifying performance in the application of the water-based skin care formula on the other hand. If the addition amount of the 1-vinyl-2-pyrrolidone is too low, the emulsifying performance of the obtained gel composition is reduced, and if the addition amount is too high, the plant essential oil is easily leached out by the water phase, and the wrapping and protection effect of the plant essential oil is reduced.

[0016] Further, the C6-C 12 diene crosslinking agent is one or more of 1,5-hexadiene, 1,6-heptadiene, 1,7-octadiene, 1,8-nonadiene, 1,9-eicosadiene, 1,10-undecadiene and 1,11-dodecadiene.

[0017] Further, the C6-C 12 diene crosslinking agent is one or more of 1,5-hexadiene, 1,6-heptadiene, 1,7-octadiene, 1,8-nonadiene, 1,9-eicosadiene, 1,10-undecadiene and 1,11-dodecadiene.

[0018] The C6-C 12The diene crosslinking agent can form a hydrophobic and lipophilic three-dimensional crosslinking network, so that the three-dimensional crosslinking network is more easily swollen by oily plant essential oil and plant oil, but is difficult to be swollen by water. Thus, the gel state of the plant essential oil is wrapped and protected, and is not easily leached out by the water phase when applied in a subsequent water-based skin care product formula, thereby improving the wrapping stability of the plant essential oil.

[0019] Further, the organic solvent is one or more of ethyl acetate, cyclohexane and acetone.

[0020] Further, the initiator is benzoyl peroxide (BPO) or azobisisobutyronitrile (AIBN); the temperature of the copolymerization and crosslinking reaction is 60-70 DEG C, and the time is 2-4 h.

[0021] Further, the plant essential oil is one or more of everlasting flower essential oil, rose essential oil and lavender essential oil.

[0022] Further, the plant oil is one or more of jojoba oil, olive oil, argan oil, grape seed oil, sweet almond oil and camellia oil.

[0023] Further, in the mixed oil, the mass ratio of the plant essential oil to the plant oil is 2-5:1.

[0024] The plant oil is compounded to reduce the volatility of the plant essential oil, and too high a proportion of the plant oil can reduce the swelling and wrapping effect.

[0025] Further, the addition amount of the acrylate / VP crosslinking copolymer is 0.5-10% of the mass of the mixed oil.

[0026] A high-stability plant essential oil composition is prepared by the above method.

[0027] The above high-stability plant essential oil composition is applied in cosmetics.

[0028] Further, the application method is that the high-stability plant essential oil composition is added into a water-based cosmetic formula containing an emulsifier and a humectant at a mass percentage content of 0.1-5%, and is uniformly mixed by homogenization to obtain a finished product.

[0029] Compared with the prior art, the present application has the following beneficial effects:

[0030] (1) The specific acrylate / VP crosslinking copolymer is used to gel-wrapped and protect the plant essential oil, which can significantly improve the application efficacy stability of the plant essential oil in a skin care product formula.

[0031] (2) The preparation process of the acrylate / VP cross-linked copolymer is simple, the obtained acrylate / VP cross-linked copolymer is easy to be swelled by plant essential oil to realize wrapping, and is not easy to be leached by water phase, and the wrapping effect on the plant essential oil is good. DETAILED DESCRIPTION

[0032] The application will be further described in detail below in combination with examples, but the embodiments of the application are not limited thereto.

[0033] Example 1

[0034] A preparation method of a high-stability plant essential oil composition comprises the following preparation steps:

[0035] (1) ethyl acrylate, 1-vinyl-2-pyrrolidone and 1,6-heptadiene cross-linking agent are added into a mixed solvent of ethyl acetate and acetone with a volume ratio of 2:1 according to a mass ratio of 100:25:2.5, and stirred, mixed and dissolved, and then heated to 65 DEG C after nitrogen deoxidation, and then AIBN initiator is added to heat and perform copolymerization cross-linking reaction for 3 hours, and then the reaction is completed, and the solvent is removed by rotary evaporation to obtain white powdery acrylate / VP cross-linked copolymer.

[0036] (2) the obtained acrylate / VP cross-linked copolymer is added into mixed oil of permanent flower essential oil and jojoba oil with a mass ratio of 3.5:1 to mix and swell, the addition amount of the acrylate / VP cross-linked copolymer is 5% of the mass of the mixed oil, and then stirred and mixed to swell for 8 hours at room temperature to obtain transparent gel-like high-stability plant essential oil composition.

[0037] Example 2

[0038] A preparation method of a high-stability plant essential oil composition comprises the following preparation steps:

[0039] (1) butyl acrylate, 1-vinyl-2-pyrrolidone and 1,8-nonadiene cross-linking agent are added into a mixed solvent of ethyl acetate and acetone with a volume ratio of 2:1 according to a mass ratio of 100:20:3.5, and stirred, mixed and dissolved, and then heated to 65 DEG C after nitrogen deoxidation, and then AIBN initiator is added to heat and perform copolymerization cross-linking reaction for 3.5 hours, and then the reaction is completed, and the solvent is removed by rotary evaporation to obtain white powdery acrylate / VP cross-linked copolymer.

[0040] (2) the obtained acrylate / VP cross-linked copolymer is added into mixed oil of permanent flower essential oil and jojoba oil with a mass ratio of 3.5:1 to mix and swell, the addition amount of the acrylate / VP cross-linked copolymer is 5% of the mass of the mixed oil, and then stirred and mixed to swell for 8 hours at room temperature to obtain transparent gel-like high-stability plant essential oil composition.

[0041] Example 3

[0042] A method for preparing a high-stability plant essential oil composition, comprising the following preparation steps:

[0043] (1) Acrylate / VP crosslinking copolymer is obtained by adding butyl acrylate, 1-vinyl-2-pyrrolidone and 1,7-octadiene crosslinking agent in a mass ratio of 100:40:4 into a mixed solvent of ethyl acetate and acetone in a volume ratio of 2:1, stirring and mixing to dissolve, heating to 60°C after nitrogen deoxidation, then adding AIBN initiator for copolymerization and crosslinking reaction for 3h, and removing the solvent by rotary evaporation after the reaction is completed.

[0044] (2) The obtained acrylate / VP crosslinking copolymer is added to mixed oil of permanent flower essential oil and agar oil in a mass ratio of 5:1 for mixing and swelling, the addition amount of acrylate / VP crosslinking copolymer is 7% of the mass of the mixed oil, and the mixing and swelling are performed at room temperature for 8h to obtain a transparent gel-like high-stability plant essential oil composition.

[0045] Example 4

[0046] A method for preparing a high-stability plant essential oil composition, comprising the following preparation steps:

[0047] (1) Acrylate / VP crosslinking copolymer is obtained by adding butyl acrylate, 1-vinyl-2-pyrrolidone and 1,7-octadiene crosslinking agent in a mass ratio of 100:40:4 into a mixed solvent of ethyl acetate and acetone in a volume ratio of 2:1, stirring and mixing to dissolve, heating to 60°C after nitrogen deoxidation, then adding AIBN initiator for copolymerization and crosslinking reaction for 3h, and removing the solvent by rotary evaporation after the reaction is completed.

[0048] (2) The obtained acrylate / VP crosslinking copolymer is added to mixed oil of permanent flower essential oil and agar oil in a mass ratio of 5:1 for mixing and swelling, the addition amount of acrylate / VP crosslinking copolymer is 7% of the mass of the mixed oil, and the mixing and swelling are performed at room temperature for 8h to obtain a transparent gel-like high-stability plant essential oil composition.

[0049] Example 5

[0050] A method for preparing a high-stability plant essential oil composition, comprising the following preparation steps:

[0051] (1) Acrylate / VP crosslinking copolymer is obtained by adding butyl acrylate, 1-vinyl-2-pyrrolidone and 1,7-octadiene crosslinking agent in a mass ratio of 100:40:4 into a mixed solvent of ethyl acetate and acetone in a volume ratio of 2:1, stirring and mixing to dissolve, heating to 60°C after nitrogen deoxidation, then adding AIBN initiator for copolymerization and crosslinking reaction for 3h, and removing the solvent by rotary evaporation after the reaction is completed.

[0052] (2) The obtained acrylate / VP cross-linked copolymer was added to mixed oil of lavender essential oil and sweet almond oil in a mass ratio of 2:1 and mixed to swell, the acrylate / VP cross-linked copolymer was added in an amount of 0.5% of the mass of the mixed oil, and mixed to swell at room temperature for 4 h to obtain a transparent gel-like high-stability plant essential oil composition.

[0053] Comparative Example 1

[0054] Permanent flower essential oil and jojoba oil were mixed uniformly in a mass ratio of 3.5:1 to obtain a transparent plant essential oil composition.

[0055] Comparative Example 2

[0056] (1) Ethyl acrylate and 1-vinyl-2-pyrrolidone were added to a mixed solvent of ethyl acetate and acetone in a volume ratio of 2:1 and mixed to dissolve, and after oxygen removal by nitrogen, the temperature was raised to 65°C, and then AIBN initiator was added to initiate cross-linking copolymerization reaction for 3 h, and after the reaction was completed, the solvent was removed by rotary evaporation to obtain white powdery acrylate / VP copolymer.

[0057] (2) The obtained acrylate / VP copolymer was added to mixed oil of permanent flower essential oil and jojoba oil in a mass ratio of 3.5:1 and mixed to swell, the acrylate / VP copolymer was added in an amount of 5% of the mass of the mixed oil, and mixed to swell at room temperature for 8 h to obtain a transparent viscous plant essential oil composition.

[0058] Comparative Example 3

[0059] Ethyl acrylate, 1-vinyl-2-pyrrolidone and pentaerythritol triallyl ether cross-linking agent were added to a mixed solvent of ethyl acetate and acetone in a volume ratio of 2:1 and mixed to dissolve, and after oxygen removal by nitrogen, the temperature was raised to 65°C, and then AIBN initiator was added to initiate cross-linking copolymerization reaction for 3 h, and after the reaction was completed, the solvent was removed by rotary evaporation to obtain white powdery acrylate / VP cross-linked copolymer.

[0060] The acrylate / VP cross-linked copolymer obtained in the present comparative example could not be swelled to obtain a transparent gel-like composition when added to mixed oil of permanent flower essential oil and jojoba oil in a mass ratio of 3.5:1. It is shown that the C6-C 12 Diolefin cross-linking agent is more critical for realizing the swelling and wrapping of plant essential oil.

[0061] The application performance of the obtained plant essential oil composition was tested.

[0062] The application formula was: PPG-5-lauryl alcohol polyether-5 6%, glycerol 6%, 1,3-butanediol 4%, jojoba oil 3%, plant essential oil composition 2.5%, and deionized water 78.5%.

[0063] The test sample preparation method is: sequentially adding PPG-5-lauryl alcohol polyether-5, glycerol 6% and 1,3-butanediol into deionized water to stir and dissolve, and then adding jojoba oil and plant essential oil composition to homogenize and emulsify by a high-pressure homogenizer to obtain a plant essential oil anti-aging and protective emulsion.

[0064] The application performance test method is: preparing test samples of the plant essential oil composition of example 1, comparative example 1 and comparative example 2 according to the above method, and then performing an accelerated test (40±2℃ / 75%±5%RH, 3 months). The samples after the accelerated test are subjected to anti-aging and protective efficacy test (promoting human skin fibroblast proliferation (MTT test), and calculating the promotion rate) and soothing efficacy test (hyaluronidase inhibition test, and calculating the hyaluronidase inhibition rate). The number of parallel tests n=3, and the results are averaged. The test results are shown in the following table:

[0065] Table 1. Application performance test results of the test samples of the plant essential oil composition of example 1 and comparative examples 1-2

[0066] Example 1 Comparative Example 1 Comparative Example 2 Proliferation promoting rate (%) 108.65 71.82 80.47 Hyaluronidase inhibition rate (%) 36.77 24.15 28.50

[0067] From the above results, it can be seen that the specific acrylate / VP crosslinking copolymer is used to gel-state package and protect the plant essential oil, which can significantly improve the anti-aging and protective efficacy and soothing efficacy of the plant essential oil in the formulation application.

[0068] The above examples are preferred embodiments of the present application, but the embodiments of the present application are not limited by the above examples, and any changes, modifications, substitutions, combinations, simplifications made without departing from the spirit and principles of the present application are equivalent replacement methods, which are all included in the protection scope of the present application.

Claims

1. A method of preparing a high stability plant essential oil composition, characterized by: The preparation method comprises the following steps: (1) Acrylate monomers, 1-vinyl-2-pyrrolidone and C6-C 12 The diene crosslinking agent is mixed and dissolved in an organic solvent, and then an initiator is added to perform a copolymerization crosslinking reaction. After the reaction is completed, the solvent is removed by rotary evaporation to obtain an acrylate / VP crosslinked copolymer. (2) the obtained acrylic ester / VP cross-linked copolymer is mixed and swelled in the mixed oil of plant essential oil and plant oil to obtain a high-stability plant essential oil composition.

2. A process for the preparation of a high stability plant essential oil composition as claimed in claim 1, wherein: The acrylic ester monomer is one or more of ethyl acrylate, butyl acrylate and isooctyl acrylate.

3. A process for the preparation of a high stability plant essential oil composition as claimed in claim 1, wherein: The added mass of the 1-vinyl-2-pyrrolidone is 15-40% of the mass of the acrylic ester monomer.

4. A process for the preparation of a high stability plant essential oil composition as claimed in claim 1, wherein: said C6-C 12 The diene crosslinking agent is one or more of 1,5-hexadiene, 1,6-heptadiene, 1,7-octadiene, 1,8-nonadiene, 1,9-decadiene, 1,10-undecadiene, 1,11-dodecadiene, said C6-C 12 The diene crosslinking agent is added in a quantity of 0.5 to 5% by mass of the acrylic ester monomers.

5. A process for the preparation of a high stability plant essential oil composition as claimed in claim 1, wherein: The organic solvent is one or more of ethyl acetate, cyclohexane and acetone; the initiator is BPO or AIBN; the temperature of the copolymerization and cross-linking reaction is 60-70℃, and the time is 2-4h.

6. A process for the preparation of a high stability plant essential oil composition as claimed in claim 1, wherein: The plant essential oil is one or more of permanent flower essential oil, rose essential oil and lavender essential oil; the plant oil is one or more of jojoba oil, olive oil, argan oil, grape seed oil, sweet almond oil and camellia oil; in the mixed oil, the mass ratio of the plant essential oil to the plant oil is 2-5:

1.

7. A process for the preparation of a high stability plant essential oil composition as claimed in claim 1, wherein: The added amount of the acrylic ester / VP cross-linked copolymer is 0.5-10% of the mass of the mixed oil.

8. A high stability plant essential oil composition characterized in that: The high-stability plant essential oil composition is prepared by the method.

9. The high-stability plant essential oil composition of claim 8 is applied in cosmetics.

10. Use according to claim 9, characterized in that: The application method is that the high-stability plant essential oil composition is added into an aqueous cosmetic formula containing an emulsifier and a humectant at a mass percentage of 0.1-5% to be uniformly mixed and emulsified to obtain a finished product.