Rose extract essence as well as preparation method and application thereof

Abstract

The invention provides rose extract essence as well as a preparation method and application thereof, and belongs to the technical field of essence. A rose extract obtained through supercritical fluid extraction and molecular distillation purification is subjected to cyclodextrin inclusion and then uniformly mixed with a sealing agent n-octadecane, the surface of the rose extract is coated with a SiO2 / temperature-sensitive system / SiO2 layer, a polydopamine layer is deposited on the surface, and the rose extract essence is prepared. The rose extract essence prepared by the invention is mellow and pure in fragrance, reduces foreign flavor, can realize slow and controlled release of essential oil at body temperature, has a low release rate of essential oil at room temperature (25 DEG C), reduces waste, can improve the release rate of essential oil at body temperature of 32 DEG C or above, can overcome the problems of light degradation, oxygen oxidation and the like, and has a good application prospect. Good adhesive force can be formed with the textile, and the washing resistance is improved.

Description

TECHNICAL FIELD

[0001] The present application relates to the field of essence technology, in particular to a rose extraction essence, a preparation method and application thereof. BACKGROUND

[0002] Previously, roses were mainly used for ornamental, making flower tea, rose jam, etc. Nowadays, it is found that roses contain many substances beneficial to human body, such as alcohols, aldehydes, especially the aroma substances such as citronellol, β-phenylethanol, geraniol, citral, n-heneicosane, n-tricosane, etc. which are favored by people.

[0003] Traditional aromatic microcapsules coat liquid essence through wall materials, which to some extent enhances the slow release of essence, but still has problems such as fast release rate and short lingering time.

[0004] The slow release system is a system formed by taking certain treatment on the target or loading the target with a material having one or more suitable properties, so that the target can be slowly released in the release medium. Essence and perfume are a kind of small molecule substances with volatility, but they volatilize too fast and cannot maintain long-lasting release of aroma. The formation of essence and perfume slow release system can not only prolong the release time, but also improve various disadvantages of perfume, improve stability and other auxiliary purposes, and promote the application of essence and perfume in different fields. Therefore, it is particularly important to study safe, stable and long-lasting perfume slow release system. SUMMARY

[0005] The purpose of the present application is to provide a rose extraction essence, a preparation method and application thereof, which has more mellow and pure aroma, reduces off-flavor, realizes body temperature controlled release of essential oil, has a low release rate at room temperature (25℃), thereby reducing waste, has a high release rate at a body temperature of 32℃ or higher, and overcomes problems such as photodegradation and oxygen oxidation, has good adhesion with textiles, and improves wash resistance.

[0006] The technical solution of the present application is as follows:

[0007] The present application provides a preparation method of rose extraction essence. The rose extract obtained by supercritical fluid extraction and molecular distillation purification is mixed with a sealing agent n-octadecane after being included by cyclodextrin, coated with a SiO2 / temperature-sensitive system / SiO2 layer on the surface, and deposited with a polydopamine layer on the surface to prepare the rose extraction essence.

[0008] As a further improvement of the present application, the following steps are included:

[0009] S1. Preparation of rose extract: wash rose petals, extract by supercritical fluid, and prepare rose extract by molecular distillation of the product;

[0010] S2. Preparation of rose extract / cyclodextrin inclusion compound: dissolve rose extract in ethanol to obtain an ethanol phase; dissolve β-cyclodextrin in water by heating to obtain an aqueous phase; mix the aqueous phase and the ethanol phase, stir uniformly, and then spray dry to obtain the rose extract / cyclodextrin inclusion compound;

[0011] S3. Preparation of closed-coated core material: melt n-octadecane by heating, add the rose extract / cyclodextrin inclusion compound, stir to mix uniformly, cool to room temperature, and crush to obtain the closed-coated core material;

[0012] S4. Preparation of temperature-sensitive system: dissolve N-isopropyl acrylamide, methyl methacrylate, 2-hydroxy-4-acryloyloxyethoxybenzophenone, 1-allylbenzotriazole, and silane coupling agent KH570 in ethyl acetate to obtain the temperature-sensitive system;

[0013] S5. Sol-gel and polymerization reaction: add the closed-coated core material and emulsifier to water, stir to mix uniformly to obtain an aqueous phase, add the temperature-sensitive system, emulsify, add an initiator, then add to water, stir to hydrolyze, and dry to obtain SiO2 / temperature-sensitive system / SiO2-coated essence;

[0014] S6. Surface modification: add the SiO2 / temperature-sensitive system / SiO2-coated essence to a Tris-HCl solution, add dopamine hydrochloride, stir to react at room temperature, centrifuge, wash, and dry to obtain rose extract essence.

[0015] As a further improvement of the present application, the supercritical fluid extraction in step S1 is performed under the following conditions: CO2 flow rate is 25-35 L / h, extraction pressure is 33-37 MPa, extraction temperature is 40-50℃, desorption pressure is 9.5-10.5 MPa, desorption temperature is 50-60℃, time is 1-2 h, entraining agent is ethyl acetate, and the addition amount of the entraining agent is 1.5-2.5%, the temperature of the molecular distillation is 80-100℃, the distillation condensation temperature is 3-7℃, the scraping film rotation speed is 150-250 r / min, the feeding flow rate is 2-4 mL / min, and the system vacuum degree is 50-70 Pa.

[0016] As a further improvement of the present application, the mass ratio of the rose extract to β-cyclodextrin in step S2 is 2-3:6-8.

[0017] As a further improvement of the present application, the mass ratio of the n-octadecane to the rose extract / cyclodextrin inclusion compound in step S3 is 10:5-7, and the heating temperature is 40-50℃.

[0018] As a further improvement of the present application, the mass ratio of the N-isopropyl acrylamide, methyl methacrylate, 2-hydroxy-4-acryloyloxyethoxybenzophenone, 1-allyl benzotriazole and silane coupling agent KH570 in step S4 is 5-7:3-5:0.5-1:0.5-1:6-8.

[0019] As a further improvement of the present application, the mass ratio of the encapsulated core material, emulsifier, temperature-sensitive system and initiator in step S5 is 1-2:0.5-1:15-20:0.01-0.015, the emulsifier is at least one selected from Span-20, Span-40, Span-60, Span-80, Span-85, the initiator is at least one selected from sodium persulfate, potassium persulfate and ammonium persulfate, the stirring speed of the hydrolysis is 500-1000 r / min, and the time is 5-7 h.

[0020] As a further improvement of the present application, the mass ratio of the SiO2 / temperature-sensitive system / SiO2 coated essence and dopamine hydrochloride in step S6 is 10:1-2, the pH value of the Tris-HCl solution is 8.5-9.5, and the room temperature stirring reaction time is 20-24 h.

[0021] The present application further protects a rose extract essence prepared by the above preparation method.

[0022] The present application further protects the application of the above rose extract essence in textiles.

[0023] The present application has the following beneficial effects:

[0024] The supercritical CO2 extraction method can effectively avoid the thermal sensitivity of the material, avoid the oxidation, volatilization and browning of important components in the rose essential oil, and retain the natural efficacy of the plant essence during the extraction process. The present application further purifies the essential oil aroma by molecular distillation, which realizes efficient separation by utilizing the differences in the average free path and volatility of different substances. Compared with ordinary vacuum distillation, molecular distillation can avoid thermal decomposition, accurate rectification, reduce the loss of important components, and retain the molecular structure of the original active substances from being decomposed. Under the suitable temperature of the present application, the main active components in the rose essential oil can be separated, thereby obtaining an essential oil extract with more mellow and pure aroma and reduced impurities.

[0025] The beta-cyclodextrin has the characteristics of natural non-toxicity and low cost, its inner cavity is hydrophobic and its outer wall is hydrophilic, it can form a host-guest inclusion compound with the rose essential oil molecules, significantly improve the water solubility and chemical stability of the essential oil, and the spray drying can realize the rapid solidification of the inclusion compound and form a wrinkle structure at the same time, which is convenient for subsequent filling of the blocking agent n-octadecane.

[0026] N-octadecane is a phase change material, in solid state at room temperature, which can physically coat the cyclodextrin particles to form a second layer barrier, when the external temperature is lower than the melting point of N-octadecane, the solid phase change material can cover the liquid fragrance to achieve self-sealing and reduce the release rate of the fragrance; when the external temperature is higher than the melting point of N-octadecane, the fragrance is quickly released through the melted phase change material and the wall material with a microporous structure.

[0027] The temperature-sensitive system prepared in step S4 is a monomer system with double bonds, which will undergo a polymerization reaction under the action of the initiator in step S5 to generate a polymer. Poly-N-isopropyl acrylamide is a temperature-sensitive polymer, and its lower critical solution temperature is 32 DEG C, close to the comfortable temperature of the human body. When the ambient temperature is lower than the lower critical solution temperature of poly-N-isopropyl acrylamide, poly-N-isopropyl acrylamide is attached to a large amount of moisture, showing an expanded hydrophilic state. However, above the critical solution temperature, due to the discharge of free water in the polymer network, it shows a sharp volume shrinkage and becomes hydrophobic. When the temperature is lower, the molecular chain of poly-N-isopropyl acrylamide is in an extended conformation, and poly-N-isopropyl acrylamide is easy to form intermolecular hydrogen bonds with water molecules. When the temperature is higher than the lower critical solution temperature, poly-N-isopropyl acrylamide undergoes a phase transition, the molecular chain is curled, the hydrogen bonds between the molecular chain and the water molecules are broken, and the amide bonds between the molecular chains form intermolecular hydrogen bonds. The hydrophobic isopropyl group makes the polymer exhibit hydrophobicity. The temperature-sensitive system of the present application is a loaded composite form. When the temperature is higher than 32 DEG C, the poly-N-isopropyl acrylamide segment in the polymer shrinks to form pores, thereby promoting the release of essential oils.

[0028] In addition, the silane coupling agent contained in the temperature-sensitive system can hydrolyze in the aqueous phase, thereby forming a SiO2 layer in the water-in-oil-in-water system, improving the mechanical strength of the microcapsule, and thereby preventing the microcapsule from collapsing or being squeezed and damaged.

[0029] The light stabilizers 2-hydroxy-4-acryloyloxyethoxybenzophenone and 1-allyl benzotriazole added in the temperature-sensitive system greatly improve the light stability of the essential oil, avoid the problems of uneven mixing of traditional light stability and fragrance, local accelerated degradation rate, and poor anti-photodegradation efficiency, etc. The light stabilizer is fixed in the microsphere structure in the present application, which can efficiently and for a long time realize the effects of anti-photodegradation, etc.

[0030] A layer of polydopamine is deposited on the surface of the prepared SiO2 / temperature-sensitive system / SiO2 coated fragrance by polymerization. Polydopamine has anti-ultraviolet performance, biodegradability and biocompatibility, its high specific surface area and strong adhesion improve the water solubility of the fragrance, avoid adverse reactions with the human body, protect the skin from ultraviolet damage, and can form good adhesion with textiles, improving the water washing resistance.

[0031] The prepared rose extraction essence has more mellow and pure fragrance, reduces impurities, can realize the slow and controlled release of essential oil at body temperature, has a low essential oil release rate at room temperature (25 DEG C), thereby reducing waste, can improve the release rate of essential oil when the body temperature is higher than 32 DEG C, and can overcome problems such as photodegradation and oxygen oxidation, can form good adhesion with textiles, and improves wash resistance. BRIEF DESCRIPTION OF DRAWINGS

[0032] In order to more clearly illustrate the technical solutions in the embodiments of the present application or the prior art, the drawings needed to be used in the embodiments or the prior art description will be briefly introduced. Obviously, the drawings in the following description are only some embodiments of the present application, and other drawings can be obtained by those skilled in the art without creative labor.

[0033] Figure 1 SEM diagram of the rose extraction essence prepared in Example 1. DETAILED DESCRIPTION

[0034] The technical solutions in the embodiments of the present application will be described clearly and completely below. Obviously, the described embodiments are only some embodiments of the present application, not all embodiments. Based on the embodiments in the present application, all other embodiments obtained by those skilled in the art without creative labor are within the protection scope of the present application.

[0035] Example 1

[0036] The present embodiment provides a preparation method of rose extraction essence, comprising the following steps:

[0037] S1. Preparation of rose extract: wash rose petals, extract by supercritical fluid, and prepare rose extract by molecular distillation;

[0038] The supercritical fluid extraction conditions are as follows: CO2 flow rate is 25 L / h, extraction pressure is 33 MPa, extraction temperature is 40 DEG C, resolution pressure is 9.5 MPa, resolution temperature is 50 DEG C, time is 1 h, entraining agent is ethyl acetate, and the addition amount of the entraining agent is 1.5%;

[0039] The molecular distillation temperature is 80-100 DEG C, the distillation condensation temperature is 3 DEG C, the scraping membrane rotation speed is 150 r / min, the feeding flow rate is 2 mL / min, and the system vacuum degree is 50 Pa;

[0040] S2. Preparation of rose extract / cyclodextrin inclusion complex: 2 g of rose extract was dissolved in 20 mL of ethanol to obtain an ethanol phase; 6 g of β-cyclodextrin was heated to 70°C with 100 mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase were mixed, stirred uniformly, and then spray dried to obtain the rose extract / cyclodextrin inclusion complex;

[0041] S3. Preparation of closed-coated core material: 10 g of n-octadecane was heated to 40°C, melted, 5 g of rose extract / cyclodextrin inclusion complex was added, stirred and mixed uniformly, cooled to room temperature, pulverized, and passed through a 200-mesh sieve to obtain the closed-coated core material;

[0042] S4. Preparation of temperature-sensitive system: 5 g of N-isopropyl acrylamide, 3 g of methyl methacrylate, 0.5 g of 2-hydroxy-4-acryloyloxyethoxybenzophenone, 0.5 g of 1-allylbenzotriazole, and 6 g of silane coupling agent KH570 were dissolved in 300 mL of ethyl acetate to obtain the temperature-sensitive system;

[0043] S5. Sol-gel and polymerization reaction: 1 g of closed-coated core material and 0.5 g of Span-60 were added to 10 mL of water, stirred and mixed uniformly to obtain an aqueous phase, 15 g of temperature-sensitive system was added, emulsified at 8000 r / min for 15 min, 0.01 g of sodium persulfate was added, and then 100 mL of water was added to adjust the pH value of the solution to 9, and the solution was hydrolyzed at 500 r / min for 5 h, dried to obtain SiO2 / temperature-sensitive system / SiO2-coated essence;

[0044] S6. Surface modification: 1 g of SiO2 / temperature-sensitive system / SiO2-coated essence was added to 50 mL of Tris-HCl solution with a pH value of 8.5, 0.1 g of dopamine hydrochloride was added, and the reaction was stirred at room temperature for 20 h, centrifuged, washed, and dried to obtain rose extract essence, Figure 1 The SEM image of the prepared rose extract essence is shown in the figure, and it can be seen that the particle size of the essence is between 1.2-2 microns.

[0045] Example 2

[0046] The present embodiment provides a preparation method of rose extract essence, comprising the following steps:

[0047] S1. Preparation of rose extract: rose petals were washed, supercritical fluid extraction was performed, and the product was subjected to molecular distillation to obtain rose extract;

[0048] The supercritical fluid extraction conditions were as follows: CO2 flow rate was 35 L / h, extraction pressure was 37 MPa, extraction temperature was 50°C, resolution pressure was 10.5 MPa, resolution temperature was 60°C, time was 2 h, and the amount of added ethyl acetate as the entrainer was 2.5%;

[0049] The temperature of the molecular distillation is 80-100℃, the distillation condensation temperature is 7℃, the scraping membrane rotation speed is 250r / min, the feeding flow rate is 4mL / min, and the system vacuum degree is 70Pa;

[0050] S2. Preparation of rose extract / cyclodextrin inclusion complex: 3g of rose extract is dissolved in 20mL of ethanol to obtain an ethanol phase; 8g of β-cyclodextrin is heated to 70℃ in 100mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase are mixed, uniformly stirred, and then spray dried to obtain the rose extract / cyclodextrin inclusion complex;

[0051] S3. Preparation of closed coated core material: 10g of n-octadecane is heated to 50℃, melted, 7g of rose extract / cyclodextrin inclusion complex is added, stirred and mixed uniformly, cooled to room temperature, pulverized, and sieved through a 200 mesh sieve to obtain the closed coated core material;

[0052] S4. Preparation of temperature-sensitive system: 7g of N-isopropyl acrylamide, 5g of methyl methacrylate, 1g of 2-hydroxy-4-acryloyloxyethoxybenzophenone, 1g of 1-allylbenzotriazole, and 8g of silane coupling agent KH570 are dissolved in 300mL of ethyl acetate to obtain the temperature-sensitive system;

[0053] S5. Sol-gel and polymerization reaction: 2g of the closed coated core material and 1g of Span-20 are added to 10mL of water, stirred and mixed uniformly to obtain an aqueous phase, 20g of the temperature-sensitive system is added, emulsified at 8000r / min for 15min, 0.015g of potassium persulfate is added, then added to 100mL of water, the pH value of the solution is adjusted to 9, and the solution is hydrolyzed at 1000r / min for 7h, dried, and SiO2 / temperature-sensitive system / SiO2 coated essence is obtained;

[0054] S6. Surface modification: 1g of SiO2 / temperature-sensitive system / SiO2 coated essence is added to 50mL of Tris-HCl solution with a pH value of 9.5, 0.2g of dopamine hydrochloride is added, and the reaction is stirred at room temperature for 24h, centrifuged, washed, and dried to obtain rose extract essence.

[0055] Example 3

[0056] The present embodiment provides a preparation method of rose extract essence, comprising the following steps:

[0057] S1. Preparation of rose extract: rose petals are washed, subjected to supercritical fluid extraction, and the product is subjected to molecular distillation to obtain rose extract;

[0058] The conditions of supercritical fluid extraction are as follows: CO2 flow rate is 30 L / h, extraction pressure is 35 MPa, extraction temperature is 45℃, desorption pressure is 10 MPa, desorption temperature is 55℃, time is 1.5 h, entrainer is ethyl acetate, and the addition amount of the entrainer is 2%;

[0059] The temperature of molecular distillation is 80-100℃, the distillation condensation temperature is 5℃, the scraping film rotation speed is 200 r / min, the feeding flow rate is 3 mL / min, and the system vacuum degree is 60 Pa.

[0060] S2. Preparation of rose extract / cyclodextrin inclusion compound: 2.5 g of rose extract is dissolved in 20 mL of ethanol to obtain an ethanol phase; 7 g of β-cyclodextrin is heated to 70℃ in 100 mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase are mixed, uniformly stirred, and then spray dried to obtain the rose extract / cyclodextrin inclusion compound.

[0061] S3. Preparation of closed coated core material: 10 g of n-octadecane is heated to 45℃, melted, 6 g of rose extract / cyclodextrin inclusion compound is added, uniformly stirred and mixed, cooled to room temperature, pulverized, and passed through a 200 mesh sieve to obtain the closed coated core material.

[0062] S4. Preparation of temperature-sensitive system: 6 g of N-isopropyl acrylamide, 4 g of methyl methacrylate, 0.7 g of 2-hydroxy-4-acryloyloxyethoxy benzophenone, 0.7 g of 1-allyl benzotriazole, and 7 g of silane coupling agent KH570 are dissolved in 300 mL of ethyl acetate to obtain the temperature-sensitive system.

[0063] S5. Sol-gel and polymerization reaction: 1.5 g of the closed coated core material and 0.7 g of Span-85 are added to 10 mL of water, uniformly stirred and mixed to obtain an aqueous phase, 17 g of the temperature-sensitive system is added, emulsified at 8000 r / min for 15 min, 0.012 g of ammonium persulfate is added, then 100 mL of water is added, the pH value of the solution is adjusted to 9, and the hydrolysis is carried out at 700 r / min for 6 h, and then the SiO2 / temperature-sensitive system / SiO2 coated essence is obtained by drying.

[0064] S6. Surface modification: 1 g of the SiO2 / temperature-sensitive system / SiO2 coated essence is added to 50 mL of Tris-HCl solution with a pH value of 9, 0.15 g of dopamine hydrochloride is added, and the reaction is carried out at room temperature for 22 h, then centrifugation, washing, and drying are carried out to obtain the rose extract essence.

[0065] Comparative Example 1

[0066] Compared with Example 3, the difference is that no molecular distillation is carried out in step S1.

[0067] The following steps are included:

[0068] S1. Preparation of rose extract: rose petals were washed, and rose extract was prepared by supercritical fluid extraction;

[0069] The conditions of supercritical fluid extraction were as follows: CO2 flow rate 30 L / h, extraction pressure 35 MPa, extraction temperature 45℃, resolution pressure 10 MPa, resolution temperature 55℃, time 1.5 h, entrainer ethyl acetate, and the addition amount of entrainer 2%;

[0070] S2. Preparation of rose extract / cyclodextrin inclusion compound: 2.5 g of rose extract was dissolved in 20 mL of ethanol to obtain an ethanol phase; 7 g of β-cyclodextrin was heated to 70℃ in 100 mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase were mixed, stirred uniformly, and then spray dried to obtain a rose extract / cyclodextrin inclusion compound;

[0071] S3. Preparation of closed coated core material: 10 g of n-octadecane was heated to 45℃, melted, 6 g of rose extract / cyclodextrin inclusion compound was added, stirred and mixed uniformly, cooled to room temperature, pulverized, and passed through a 200 mesh sieve to obtain a closed coated core material;

[0072] S4. Preparation of temperature-sensitive system: 6 g of N-isopropyl acrylamide, 4 g of methyl methacrylate, 0.7 g of 2-hydroxy-4-acryloyloxyethoxy benzophenone, 0.7 g of 1-allyl benzotriazole, and 7 g of silane coupling agent KH570 were dissolved in 300 mL of ethyl acetate to obtain a temperature-sensitive system;

[0073] S5. Sol-gel and polymerization reaction: 1.5 g of closed coated core material and 0.7 g of Span-85 were added to 10 mL of water, stirred and mixed uniformly to obtain an aqueous phase, 17 g of temperature-sensitive system was added, emulsified at 8000 r / min for 15 min, 0.012 g of ammonium persulfate was added, then added to 100 mL of water, the pH value of the solution was adjusted to 9, and hydrolysis was carried out at 700 r / min for 6 h, then dried to obtain SiO2 / temperature-sensitive system / SiO2 coated essence;

[0074] S6. Surface modification: 1 g of SiO2 / temperature-sensitive system / SiO2 coated essence was added to 50 mL of Tris-HCl solution with pH value of 9, 0.15 g of dopamine hydrochloride was added, and the reaction was carried out at room temperature for 22 h, then centrifuged, washed, and dried to obtain rose extract essence.

[0075] Comparative Example 2

[0076] Compared with Example 3, the difference is that step S2 is not performed.

[0077] Comprising the following steps:

[0078] S1. Preparation of rose extract: rose petals were washed, supercritical fluid extraction was carried out, and the product was subjected to molecular distillation to obtain rose extract;

[0079] The supercritical fluid extraction conditions were as follows: CO2 flow rate was 30 L / h, extraction pressure was 35 MPa, extraction temperature was 45℃, resolution pressure was 10 MPa, resolution temperature was 55℃, time was 1.5 h, entraining agent was ethyl acetate, and the addition amount of the entraining agent was 2%;

[0080] The molecular distillation temperature was 80-100℃, the distillation condensation temperature was 5℃, the scraping membrane rotation speed was 200 r / min, the feeding flow rate was 3 mL / min, and the system vacuum degree was 60 Pa;

[0081] S2. Preparation of closed coated core material: 10 g of n-octadecane was heated to 45℃, melted, 6 g of rose extract was added, stirred and mixed uniformly, cooled to room temperature, pulverized, and sieved through a 200 mesh sieve to obtain a closed coated core material;

[0082] S3. Preparation of temperature-sensitive system: 6 g of N-isopropyl acrylamide, 4 g of methyl methacrylate, 0.7 g of 2-hydroxy-4-acryloyloxyethoxy benzophenone, 0.7 g of 1-allyl benzotriazole, and 7 g of silane coupling agent KH570 were dissolved in 300 mL of ethyl acetate to obtain a temperature-sensitive system;

[0083] S4. Sol-gel and polymerization reaction: 1.5 g of the closed coated core material and 0.7 g of Span-85 were added to 10 mL of water, stirred and mixed uniformly to obtain an aqueous phase, 17 g of the temperature-sensitive system was added, emulsified at 8000 r / min for 15 min, 0.012 g of ammonium persulfate was added, then 100 mL of water was added, the pH value of the solution was adjusted to 9, and the hydrolysis was carried out at 700 r / min for 6 h, and then dried to obtain SiO2 / temperature-sensitive system / SiO2 coated essence;

[0084] S5. Surface modification: 1 g of the SiO2 / temperature-sensitive system / SiO2 coated essence was added to 50 mL of Tris-HCl solution with a pH value of 9, 0.15 g of dopamine hydrochloride was added, and the reaction was carried out at room temperature for 22 h, then centrifuged, washed, and dried to obtain rose extract essence.

[0085] Comparative Example 3

[0086] Compared with Example 3, the difference is that step S3 is not performed.

[0087] Comprising the following steps:

[0088] S1. Preparation of rose extract: rose petals were washed, supercritical fluid extraction was carried out, and the product was subjected to molecular distillation to obtain rose extract;

[0089] The conditions of supercritical fluid extraction are as follows: CO2 flow rate is 30 L / h, extraction pressure is 35 MPa, extraction temperature is 45℃, desorption pressure is 10 MPa, desorption temperature is 55℃, time is 1.5 h, entrainer is ethyl acetate, and the addition amount of the entrainer is 2%;

[0090] The temperature of molecular distillation is 80-100℃, the distillation condensation temperature is 5℃, the scraping film rotation speed is 200 r / min, the feeding flow rate is 3 mL / min, and the system vacuum degree is 60 Pa;

[0091] S2. Preparation of rose extract / cyclodextrin inclusion compound: 2.5 g of rose extract is dissolved in 20 mL of ethanol to obtain an ethanol phase; 7 g of β-cyclodextrin is heated to 70℃ in 100 mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase are mixed, uniformly stirred, and then spray dried to obtain the rose extract / cyclodextrin inclusion compound;

[0092] S3. Preparation of temperature-sensitive system: 6 g of N-isopropyl acrylamide, 4 g of methyl methacrylate, 0.7 g of 2-hydroxy-4-acryloyloxyethoxy benzophenone, 0.7 g of 1-allyl benzotriazole, and 7 g of silane coupling agent KH570 are dissolved in 300 mL of ethyl acetate to obtain the temperature-sensitive system;

[0093] S4. Sol-gel and polymerization reaction: 1.5 g of rose extract / cyclodextrin inclusion compound and 0.7 g of Span-85 are added to 10 mL of water, stirred and mixed uniformly to obtain an aqueous phase, 17 g of the temperature-sensitive system is added, emulsified at 8000 r / min for 15 min, 0.012 g of ammonium persulfate is added, and then 100 mL of water is added to adjust the pH value of the solution to 9, and the solution is hydrolyzed at 700 r / min for 6 h, dried, and the SiO2 / temperature-sensitive system / SiO2 coated essence is obtained;

[0094] S5. Surface modification: 1 g of the SiO2 / temperature-sensitive system / SiO2 coated essence is added to 50 mL of Tris-HCl solution with a pH value of 9, 0.15 g of dopamine hydrochloride is added, and the reaction is carried out at room temperature for 22 h, centrifuged, washed, and dried to obtain the rose extract essence.

[0095] Comparative Example 4

[0096] Compared with Example 3, the difference is that no silane coupling agent KH570 is added in step S4, and no hydrolysis in step S5 is performed.

[0097] The following steps are included:

[0098] S1. Preparation of rose extract: rose petals are washed, subjected to supercritical fluid extraction, and the product is subjected to molecular distillation to obtain the rose extract;

[0099] The conditions of supercritical fluid extraction are as follows: CO2 flow rate is 30 L / h, extraction pressure is 35 MPa, extraction temperature is 45℃, desorption pressure is 10 MPa, desorption temperature is 55℃, time is 1.5 h, entrainer is ethyl acetate, and the addition amount of the entrainer is 2%;

[0100] The temperature of molecular distillation is 80-100℃, the distillation condensation temperature is 5℃, the scraping film rotation speed is 200 r / min, the feeding flow rate is 3 mL / min, and the system vacuum degree is 60 Pa.

[0101] S2. Preparation of rose extract / cyclodextrin inclusion compound: 2.5 g of rose extract is dissolved in 20 mL of ethanol to obtain an ethanol phase; 7 g of β-cyclodextrin is heated to 70℃ in 100 mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase are mixed, uniformly stirred, and then spray dried to obtain the rose extract / cyclodextrin inclusion compound.

[0102] S3. Preparation of closed coating core material: 10 g of n-octadecane is heated to 45℃, melted, 6 g of rose extract / cyclodextrin inclusion compound is added, uniformly stirred and mixed, cooled to room temperature, pulverized, and passed through a 200-mesh sieve to obtain the closed coating core material.

[0103] S4. Preparation of temperature-sensitive system: 6 g of N-isopropyl acrylamide, 11 g of methyl methacrylate, 0.7 g of 2-hydroxy-4-acryloyloxyethoxy benzophenone, and 0.7 g of 1-allyl benzotriazole are dissolved in 300 mL of ethyl acetate to obtain the temperature-sensitive system.

[0104] S5. Coating reaction: 1.5 g of the closed coating core material and 0.7 g of Span-85 are added to 10 mL of water, uniformly stirred and mixed to obtain an aqueous phase, 17 g of the temperature-sensitive system is added, emulsified at 8000 r / min for 15 min, 0.012 g of ammonium persulfate is added, then 100 mL of water is added, the pH value of the solution is adjusted to 9, and the solution is stirred at 700 r / min for 3 h, dried, and the coated essence is obtained.

[0105] S6. Surface modification: 1 g of the coated essence is added to 50 mL of Tris-HCl solution with a pH value of 9, 0.15 g of dopamine hydrochloride is added, the solution is stirred at room temperature for 22 h, centrifuged, washed, and dried to obtain the rose extract essence.

[0106] Comparative Example 5

[0107] Compared with Example 3, the difference is that N-isopropyl acrylamide is not added in step S4.

[0108] Comprising the following steps:

[0109] S1. Preparation of rose extract: rose petals were washed, supercritical fluid extraction was performed, and the product was subjected to molecular distillation to obtain rose extract;

[0110] The supercritical fluid extraction conditions were as follows: CO2 flow rate 30 L / h, extraction pressure 35 MPa, extraction temperature 45℃, resolution pressure 10 MPa, resolution temperature 55℃, time 1.5 h, entrainer ethyl acetate, and entrainer addition amount 2%;

[0111] The molecular distillation temperature was 80-100℃, the distillation condensation temperature was 5℃, the scraping membrane rotation speed was 200 r / min, the feed flow rate was 3 mL / min, and the system vacuum degree was 60 Pa;

[0112] S2. Preparation of rose extract / cyclodextrin inclusion compound: 2.5 g of rose extract was dissolved in 20 mL of ethanol to obtain an ethanol phase; 7 g of β-cyclodextrin was heated to 70℃ in 100 mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase were mixed, stirred uniformly, and then spray dried to obtain a rose extract / cyclodextrin inclusion compound;

[0113] S3. Preparation of closed coated core material: 10 g of n-octadecane was heated to 45℃, melted, 6 g of rose extract / cyclodextrin inclusion compound was added, stirred and mixed uniformly, cooled to room temperature, pulverized, and passed through a 200 mesh sieve to obtain a closed coated core material;

[0114] S4. Preparation of reaction system: 10 g of methyl methacrylate, 0.7 g of 2-hydroxy-4-acryloyloxyethoxybenzophenone, 0.7 g of 1-allylbenzotriazole, and 7 g of silane coupling agent KH570 were dissolved in 300 mL of ethyl acetate to obtain a reaction system;

[0115] S5. Sol-gel and polymerization reaction: 1.5 g of closed coated core material and 0.7 g of Span-85 were added to 10 mL of water, stirred and mixed uniformly to obtain an aqueous phase, 17 g of the reaction system was added, emulsified at 8000 r / min for 15 min, 0.012 g of ammonium persulfate was added, then 100 mL of water was added, the solution pH value was adjusted to 9, and hydrolysis was performed at 700 r / min for 6 h, and then dried to obtain SiO2 / thermosensitive system / SiO2 coated essence;

[0116] S6. Surface modification: 1 g of SiO2 / thermosensitive system / SiO2 coated essence was added to 50 mL of Tris-HCl solution with a pH value of 9, 0.15 g of dopamine hydrochloride was added, and the reaction was stirred at room temperature for 22 h, centrifuged, washed, and dried to obtain rose extract essence.

[0117] Comparative Example 6

[0118] The difference compared with Example 3 is that 2-hydroxy-4-propenoyloxyethoxybenzophenone and 1-allylbenzotriazole are not added in step S4.

[0119] The steps include:

[0120] S1. Preparation of rose extract: rose petals are washed, supercritical fluid extraction is performed, and the product is subjected to molecular distillation to obtain rose extract;

[0121] The supercritical fluid extraction conditions are as follows: CO2 flow rate is 30 L / h, extraction pressure is 35 MPa, extraction temperature is 45℃, resolution pressure is 10 MPa, resolution temperature is 55℃, time is 1.5 h, entraining agent is ethyl acetate, and the addition amount of the entraining agent is 2%;

[0122] The molecular distillation temperature is 80-100℃, the distillation condensation temperature is 5℃, the scraping membrane rotation speed is 200 r / min, the feeding flow rate is 3 mL / min, and the system vacuum degree is 60 Pa;

[0123] S2. Preparation of rose extract / cyclodextrin inclusion compound: 2.5 g of rose extract is dissolved in 20 mL of ethanol to obtain an ethanol phase; 7 g of β-cyclodextrin is heated to 70℃ in 100 mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase are mixed, uniformly stirred, and then spray dried to obtain a rose extract / cyclodextrin inclusion compound;

[0124] S3. Preparation of closed coated core material: 10 g of n-octadecane is heated to 45℃, melted, 6 g of rose extract / cyclodextrin inclusion compound is added, stirred and mixed uniformly, cooled to room temperature, pulverized, and passed through a 200 mesh sieve to obtain a closed coated core material;

[0125] S4. Preparation of temperature-sensitive system: 7.4 g of N-isopropyl acrylamide, 4 g of methyl methacrylate, and 7 g of silane coupling agent KH570 are dissolved in 300 mL of ethyl acetate to obtain a temperature-sensitive system;

[0126] S5. Sol-gel and polymerization reaction: 1.5 g of closed coated core material and 0.7 g of Span-85 are added to 10 mL of water, stirred and mixed uniformly to obtain an aqueous phase, 17 g of temperature-sensitive system is added, emulsified at 8000 r / min for 15 min, 0.012 g of ammonium persulfate is added, then 100 mL of water is added, the pH value of the solution is adjusted to 9, and the solution is hydrolyzed at 700 r / min for 6 h, dried, and SiO2 / temperature-sensitive system / SiO2 coated essence is obtained;

[0127] S6. Surface modification: 1 g of the SiO2 / warm-sensitive system / SiO2-coated essence was added into 50 mL of Tris-HCl solution with pH value of 9, 0.15 g of dopamine hydrochloride was added, and the reaction was stirred at room temperature for 22 h, centrifuged, washed, and dried to obtain rose extract essence.

[0128] Comparative Example 7

[0129] Compared with Example 3, the difference is that step S6 is not performed.

[0130] The following steps are included:

[0131] S1. Preparation of rose extract: rose petals were washed, subjected to supercritical fluid extraction, and the product was subjected to molecular distillation to obtain rose extract;

[0132] The supercritical fluid extraction conditions were as follows: CO2 flow rate was 30 L / h, extraction pressure was 35 MPa, extraction temperature was 45℃, resolution pressure was 10 MPa, resolution temperature was 55℃, time was 1.5 h, entraining agent was ethyl acetate, and the addition amount of the entraining agent was 2%;

[0133] The molecular distillation temperature was 80-100℃, the distillation condensation temperature was 5℃, the scraping membrane rotation speed was 200 r / min, the feeding flow rate was 3 mL / min, and the system vacuum degree was 60 Pa;

[0134] S2. Preparation of rose extract / cyclodextrin inclusion compound: 2.5 g of rose extract was dissolved in 20 mL of ethanol to obtain an ethanol phase; 7 g of β-cyclodextrin was heated to 70℃ in 100 mL of water, stirred and dissolved to obtain an aqueous phase; the aqueous phase and the ethanol phase were mixed, uniformly stirred, and then spray dried to obtain a rose extract / cyclodextrin inclusion compound;

[0135] S3. Preparation of closed coated core material: 10 g of n-octadecane was heated to 45℃, melted, 6 g of rose extract / cyclodextrin inclusion compound was added, stirred and mixed uniformly, cooled to room temperature, pulverized, and passed through a 200-mesh sieve to obtain a closed coated core material;

[0136] S4. Preparation of warm-sensitive system: 6 g of N-isopropyl acrylamide, 4 g of methyl methacrylate, 0.7 g of 2-hydroxy-4-acryloyloxyethoxy benzophenone, 0.7 g of 1-allyl benzotriazole, and 7 g of silane coupling agent KH570 were dissolved in 300 mL of ethyl acetate to obtain a warm-sensitive system;

[0137] S5. Sol-gel and polymerization reaction: 1.5g of the sealed core material and 0.7g of Span-85 were added to 10mL of water and stirred until homogeneous to obtain an aqueous phase. 17g of the thermosensitive system was added and emulsified at 8000r / min for 15min. 0.012g of ammonium persulfate was added, followed by 100mL of water. The pH of the solution was adjusted to 9, and the solution was hydrolyzed by stirring at 700r / min for 6h. After drying, SiO2 / thermosensitive system / SiO2-coated fragrance was obtained, which is the rose extract fragrance.

[0138] Test Example 1: Fragrance Release Performance under Different Conditions

[0139] The rose extracts obtained in Examples 1-3 and Comparative Examples 1-7 were placed in a -20°C freezer for 4 hours, then immediately placed in a freeze dryer for 24 hours to obtain powder.

[0140] (1) Effects of different humidity environments on microcapsule release

[0141] Weigh 0.01g of powder as a sample, and adjust the relative humidity (RH) of the sealed container to 32%, 58%, and 85%, respectively, using saturated magnesium chloride (MgCl2), sodium bromide (NaBr), and potassium chloride (KCl) solutions. Store at 25℃ in the dark for 5 days, then remove and freeze-dry to test the weight loss rate of the fragrance.

[0142] (2) Effects of different temperature environments on microcapsule release

[0143] Weigh 0.01g of powder as a sample, and set the incubator temperature to 4℃, 25℃ and 50℃ (low temperature, room temperature and high temperature) and the relative humidity (RH) to 32%. Store in the dark for 5 days, and finally take it out, freeze dry it, and test the weight loss rate of the fragrance.

[0144] The results are shown in Table 1.

[0145] Table 1

[0146]

[0147] As shown in the table above, the rose extract obtained by this invention has good moisture resistance. The release rate is not high under low temperature and room temperature conditions, but a significant release occurs under high temperature conditions.

[0148] Test Example 2

[0149] The rose extracts prepared in Examples 1-3 and Comparative Example 1 were subjected to a tasting test. Fifty professional tasters evaluated and scored the fragrances. The average value of the final scores was calculated. The evaluation criteria and results are shown in Tables 2 and 3 below.

[0150] Table 2

[0151]

[0152] Table 3

[0153]

[0154] From the above table, it can be seen that the rose extract fragrance prepared by the application has good sensory score.

[0155] Test Example 3

[0156] The non-woven fabric was dipped in the emulsion (sodium dodecyl benzene sulfonate was used as emulsifier, and the amount of sodium dodecyl benzene sulfonate was 4.0% of the fragrance) prepared by the rose extract fragrance of Example 1-3 or Comparative Example 1-7 with a bath ratio of 1:50, and the content of the rose extract fragrance was 15%, for 5 min, and then dried to prepare the aromatic non-woven fabric. The weight was weighed as m0. The fabric was washed by the color fastness tester, and the water washing test method referred to AATCC61-2003 "Home and commercial washing fastness-accelerated method". After washing for 30 times, the fabric was dried and weighed as m1. The weight loss rate (%) was calculated. The results are shown in Table 4.

[0157] Table 4

[0158]

[0159] From the above table, it can be seen that the rose extract fragrance prepared by the application has good sensory score.

[0160] The prepared aromatic non-woven fabric was naturally placed to test the fragrance retention duration, and the environmental temperature was 25℃, the humidity was 32%, and the ultraviolet light was irradiated. The evaluation standard is shown in Table 5, and the evaluation results are shown in Table 6.

[0161] Table 5

[0162]

[0163] Table 6

[0164]

[0165] From the above table, it can be seen that the rose extract fragrance prepared by the application has good sensory score.

[0166] Test Example 4

[0167] The rose extract fragrance prepared by Example 1-3 and Comparative Example 1-7 was tested for compression strength, and a LJ 5000 type compression tester was used, and the range was 0-5000N.

[0168] The results are shown in Table 7.

[0169] Table 7

[0170]

[0171] From the above table, it can be seen that the rose extraction essence prepared by the examples 1-3 has good compression strength.

[0172] The above merely provides the preferred embodiments of the present application, but should not be used to limit the present application, and any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present application should be included in the protection scope of the present application.

Claims

1. A method for preparing rose extract essence, characterized in that, Rose extract, purified by supercritical fluid extraction and molecular distillation, was encapsulated with cyclodextrin, mixed evenly with the blocking agent n-octadecane, coated with a SiO2 / temperature-sensitive system / SiO2 layer, and then a polydopamine layer was deposited on the surface to obtain rose extract fragrance.

2. The preparation method according to claim 1, characterized in that, Includes the following steps: S1. Preparation of rose extract: Rose petals were washed, extracted by supercritical fluid extraction, and the product was obtained by molecular distillation. S2. Preparation of rose extract / cyclodextrin inclusion complex: Rose extract was dissolved in ethanol to obtain the ethanol phase; β-cyclodextrin was dissolved in water by heating to obtain the aqueous phase; the aqueous phase and the ethanol phase were mixed, stirred evenly, and then spray-dried to obtain the rose extract / cyclodextrin inclusion complex. S3. Preparation of the sealed core material: octadecane was heated and melted, rose extract / cyclodextrin inclusion complex was added, the mixture was stirred and mixed evenly, cooled to room temperature, and pulverized to obtain the sealed core material; S4. Preparation of the thermosensitive system: N-isopropylacrylamide, methyl methacrylate, 2-hydroxy-4-acryloyloxyethoxybenzophenone, 1-allylbenzotriazole, and silane coupling agent KH570 were dissolved in ethyl acetate to obtain the thermosensitive system. S5. Sol-gel and polymerization reaction: The blocked core material and emulsifier are added to water and stirred to mix evenly to obtain an aqueous phase. The temperature-sensitive system is added and emulsified. An initiator is added and then added to water. The mixture is stirred and hydrolyzed, and then dried to obtain SiO2 / temperature-sensitive system / SiO2-coated fragrance. S6. Surface modification: SiO2 / thermosensitive system / SiO2-coated fragrance was added to Tris-HCl solution, dopamine hydrochloride was added, the mixture was stirred at room temperature, centrifuged, washed, and dried to obtain rose extract fragrance.

3. The preparation method according to claim 2, characterized in that, The supercritical fluid extraction conditions in step S1 are as follows: CO2 flow rate of 25-35 L / h, extraction pressure of 33-37 MPa, extraction temperature of 40-50℃, desorption pressure of 9.5-10.5 MPa, desorption temperature of 50-60℃, time of 1-2 h, entrainer is ethyl acetate, and the amount of entrainer added is 1.5-2.5%. The molecular distillation temperature is 80-100℃, the distillation condensation temperature is 3-7℃, the scraper rotation speed is 150-250 r / min, the feed flow rate is 2-4 mL / min, and the system vacuum degree is 50-70 Pa.

4. The preparation method according to claim 2, characterized in that, The mass ratio of rose extract to β-cyclodextrin in step S2 is (2-3):(6-8).

5. The preparation method according to claim 2, characterized in that, In step S3, the mass ratio of n-octadecane to rose extract / cyclodextrin inclusion complex is 10:(5-7), and the heating temperature is 40-50℃.

6. The preparation method according to claim 2, characterized in that, The mass ratio of N-isopropylacrylamide, methyl methacrylate, 2-hydroxy-4-acryloyloxyethoxybenzophenone, 1-allylbenzotriazole, and silane coupling agent KH570 in step S4 is (5-7):(3-5):(0.5-1):(0.5-1):(6-8).

7. The preparation method according to claim 2, characterized in that, In step S5, the mass ratio of the sealed core material, emulsifier, temperature-sensitive system, and initiator is (1-2):(0.5-1):(15-20):(0.01-0.015). The emulsifier is selected from at least one of Span-20, Span-40, Span-60, Span-80, and Span-85. The initiator is selected from at least one of sodium persulfate, potassium persulfate, and ammonium persulfate. The stirring hydrolysis speed is 500-1000 r / min, and the time is 5-7 h.

8. The preparation method according to claim 2, characterized in that, In step S6, the mass ratio of SiO2 / thermosensitive system / SiO2-coated fragrance and dopamine hydrochloride is 10:(1-2), the pH value of the Tris-HCl solution is 8.5-9.5, and the stirring reaction time at room temperature is 20-24 h.

9. A rose extract fragrance prepared by the method according to any one of claims 1-8.

10. An application of the rose extract fragrance as described in claim 9 in textiles.

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