CN108546595B - Photoresponse slow-release polymer nano perfume and preparation method thereof - Google Patents
Photoresponse slow-release polymer nano perfume and preparation method thereof Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
- C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2438/00—Living radical polymerisation
- C08F2438/03—Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]
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Abstract
A photoresponse slow-release polymer nano perfume and a preparation method thereof, wherein the preparation method comprises the following steps: synthesizing a reversible addition-fragmentation chain transfer polymerization chain transfer agent modified by a hydrophilic polymer; synthesizing a hydrophobic photosensitizer monomer; preparing a photosensitive amphiphilic block copolymer; the photosensitive amphiphilic block copolymer is loaded with a fragrance. The invention adopts the photosensitive amphiphilic block copolymer to carry out entrapment on the spice and prepare the photoresponse slow-release spice, thereby solving the problems of instability, volatility and uncontrollable spice release process of the spice.
Description
Technical Field
The invention belongs to the technical field of fine chemical engineering, and particularly relates to a photoresponse slow-release polymer nano perfume and a preparation method thereof.
Background
With the progress of social civilization, the quality of life of people is improved, and aromatic odor is gradually worried by people. The perfume has been widely used in the fields of cosmetics such as silk, leather, and wallpaper. However, the perfume is mainly a volatile small molecular compound, and the components are unstable and volatile. An important reason for poor longevity of fragrances is the uncontrollable release of the fragrance and therefore, a precisely controlled release of the fragrance is needed to solve the prior art problems.
Disclosure of Invention
In view of the shortcomings of the prior art, the main object of the present invention is to provide a photoresponsive sustained-release polymer nano perfume and a preparation method thereof, so as to solve at least one of the above problems.
In order to achieve the above objects, as one aspect of the present invention, there is provided a method for preparing a photoresponsive sustained-release polymer nano perfume, comprising the steps of:
(1) modifying the reversible addition-fragmentation chain transfer polymerization chain transfer agent by using a hydrophilic polymer to obtain a hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent;
(2) reacting a photosensitizer monomer with methacryloyl chloride to obtain a hydrophobic photosensitizer monomer;
(3) reacting the hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent prepared in the step (1), the hydrophobic photosensitizer monomer prepared in the step (2) and azobisisobutyronitrile to obtain a photosensitive amphiphilic block copolymer;
(4) and (4) carrying perfume on the photosensitive amphiphilic block copolymer prepared in the step (3) to obtain the photoresponse slow-release polymer nano perfume.
Preferably, in step (1), the reversible addition-fragmentation chain transfer polymerization chain transfer agent comprises 4-cyano-4- (dodecylsulfanylthiocarbonyl) sulfanylpentanoic acid.
Preferably, in step (1), the hydrophilic polymer is polyethylene glycol 2000.
Preferably, in step (1), the reaction solution is dialyzed by a dialysis bag with a molecular weight of 2000, and the dialyzate is first prepared by N, N-dimethylformamide and then deionized water.
Preferably, in the step (2), the photosensitizer monomer is selected from a pyrene-containing methacrylate monomer, nitrobenzyl alcohol or coumarin.
Preferably, step (2) comprises: dissolving pyrene-containing methacrylate monomer and N, N-diisopropylethylamine in tetrahydrofuran, adding methacryloyl chloride into the tetrahydrofuran solution under an ice bath condition, stirring, reacting at room temperature, removing precipitates from a reaction solution, performing rotary evaporation, and recrystallizing in ethanol to obtain the hydrophobic photosensitizer monomer.
Preferably, in the step (3), the mass ratio of the reversible addition-fragmentation chain transfer polymerization chain transfer agent modified by the hydrophilic polymer to the hydrophobic photosensitizer monomer is 1: 5-10.
Preferably, in step (3), the reaction solution is dialyzed to remove impurities, wherein the cut-off molecular weight of the dialysis bag is 7000, and the dialysate is N, N-dimethylformamide.
Preferably, in the step (4), the perfume is flower, costustoot or fruit, and the mass ratio of the photosensitive amphiphilic block copolymer to the perfume is 1-5: 1.
Preferably, in step (4), the organic solvent and the unencapsulated perfume are removed by dialysis, wherein the cut-off molecular weight of the dialysis bag is 7000 and the dialysate is deionized water.
As another aspect of the invention, the invention also provides the photoresponse slow-release polymer nano-perfume prepared by the preparation method.
According to the technical scheme, the polymer nano perfume responding to slow release and the preparation method thereof have the following beneficial effects:
(1) the invention adopts the photosensitive amphiphilic block copolymer to carry out entrapment on the spice and prepare the photoresponse slow-release spice, thereby solving the problems of instability, volatility and uncontrollable spice release process of the spice;
(2) the perfume of the invention has high loading rate, uniform fragrance release and long slow fragrance retention time;
(3) the nano spice of the invention has convenient use and simple preparation method, and can be widely applied to various fields of daily chemicals, textiles, leather, wallpaper and the like.
Drawings
FIG. 1 shows a transmission electron microscope image of a photo-responsive slow-release polymer nano perfume prepared in example 1 of the present invention;
FIG. 2 is a thermogravimetric analysis of a photoresponsive sustained release polymeric nanoflavement prepared in accordance with example 1 of the present invention;
fig. 3 shows the perfume-responsive release effect of the photo-responsive slow-release polymer nano perfume system prepared in example 1 of the present invention.
Detailed Description
In order that the objects, technical solutions and advantages of the present invention will become more apparent, the present invention will be further described in detail with reference to the accompanying drawings in conjunction with the following specific embodiments.
The invention discloses a photoresponse slow-release polymer nano perfume and a preparation method thereof, wherein the preparation method comprises the following steps: synthesizing a reversible addition-fragmentation chain transfer polymerization chain transfer agent modified by a hydrophilic polymer; synthesizing a hydrophobic photosensitizer monomer; preparing a photosensitive amphiphilic block copolymer; the photosensitive amphiphilic block copolymer is loaded with a fragrance. The invention adopts the photosensitive amphiphilic block copolymer to carry out entrapment on the spice and prepare the photoresponse slow-release spice, thereby solving the problems of instability, volatility and uncontrollable spice release process of the spice.
Specifically, the invention discloses a preparation method of a photoresponse slow-release polymer nano perfume, which comprises the following steps:
(1) modifying the reversible addition-fragmentation chain transfer polymerization chain transfer agent by using a hydrophilic polymer to obtain a hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent;
(2) reacting a photosensitizer monomer with methacryloyl chloride to obtain a hydrophobic photosensitizer monomer;
(3) reacting the hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent prepared in the step (1), the hydrophobic photosensitizer monomer prepared in the step (2) and azobisisobutyronitrile to obtain a photosensitive amphiphilic block copolymer;
(4) and (4) carrying perfume on the photosensitive amphiphilic block copolymer prepared in the step (3) to obtain the photoresponse slow-release polymer nano perfume.
In the step (1), the reversible addition-fragmentation chain transfer polymerization chain transfer agent comprises 4-cyano-4- (dodecylsulfanylthiocarbonyl) sulfanylpentanoic acid.
In the step (1), the hydrophilic polymer is polyethylene glycol 2000.
In the step (1), the reaction solution is dialyzed by a dialysis bag with the molecular weight of 2000, and the dialyzate is firstly dialyzed by N, N-dimethylformamide and then deionized water.
In the step (2), the photosensitizer monomer is selected from a pyrene-containing methacrylate monomer, nitrobenzyl alcohol or coumarin.
The step (2) comprises the following steps: dissolving pyrene-containing methacrylate monomer and N, N-diisopropylethylamine in tetrahydrofuran, adding methacryloyl chloride into the tetrahydrofuran solution under an ice bath condition, stirring, reacting at room temperature, removing precipitates from a reaction solution, performing rotary evaporation, and recrystallizing in ethanol to obtain the hydrophobic photosensitizer monomer.
In the step (3), the mass ratio of the reversible addition-fragmentation chain transfer polymerization chain transfer agent modified by the hydrophilic polymer to the hydrophobic photosensitizer monomer is 1: 5-10.
In the step (3), impurities are removed from the reaction solution through dialysis, wherein the cut-off molecular weight of the dialysis bag is 7000, and the dialysis solution is N, N-dimethylformamide.
In the step (4), the perfume is flower fragrance, costustoot or fruit fragrance, and the mass ratio of the photosensitive amphiphilic block copolymer to the perfume is 1-5: 1.
In the step (4), the organic solvent and the unencapsulated perfume are removed through dialysis, wherein the cut-off molecular weight of the dialysis bag is 7000, and the dialysate is deionized water.
The invention also discloses the photoresponse slow-release polymer nano perfume prepared by the preparation method.
The photoresponse sustained-release polymer nano-perfume and the preparation method thereof according to the present invention will be further described in detail with reference to the following specific examples and the accompanying drawings.
In the following examples, the experimental materials used were obtained from conventional commercial sources or prepared by manufacturers conventional in the art.
In the following examples, the operations of stirring, dialysis, freezing and vacuum drying are all routine experimental methods in the art.
Example 1
In this embodiment, the photoresponse slow-release polymer nano-perfume is prepared by the following method, which specifically comprises the following steps:
(1) synthesis of hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent
4-cyano-4- (dodecylsulfanylthiocarbonyl) sulfanylpentanoic acid (100mg), distearoylphosphatidylethanolamine-polyethylene glycol 2000(412.85mg), 1-ethyl- (3-dimethylaminopropyl) carbonyldiimine hydrochloride (56.98mg), N-hydroxysuccinimide (34.21mg) and N, N-diisopropylethylamine (123. mu.L) were dissolved in N, N-dimethylformamide and stirred at room temperature overnight; dialyzing with a dialysis bag with the molecular weight of 2000, wherein the dialysate is N, N-dimethylformamide, dialyzing for 24h, dialyzing with deionized water for 48h, and freeze-drying to obtain the product, namely the hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent.
(2) Synthesis of hydrophobic photosensitizer monomers
1-pyrenemethanol (1g) and N, N-diisopropylethylamine (2.14mL) were dissolved in ultra-dry tetrahydrofuran; under ice bath conditions, methacryloyl chloride (1.26mL) was added dropwise to the above tetrahydrofuran solution with vigorous stirring; reacting at room temperature overnight, filtering the reaction solution to remove precipitates, carrying out rotary evaporation and drying on the filtrate, and finally recrystallizing in ethanol at 40 ℃ to obtain the hydrophobic photosensitizer monomer.
(3) Preparation of photosensitive amphiphilic Block copolymer
Dissolving a hydrophilic polymer-modified reversible addition-fragmentation chain transfer polymerization chain transfer agent (80mg), a hydrophobic photosensitizer monomer (500mg) and azobisisobutyronitrile (2.22mg) in tetrahydrofuran; freezing to solidify, vacuumizing, introducing nitrogen, melting, and repeating the operation for three times to remove oxygen in the reaction system; carrying out a dark reaction at 65 ℃ for 24h, dialyzing the reaction solution to remove impurities, wherein the cut-off molecular weight of a dialysis bag is 7000, dialyzing the dialyzate with N, N-dimethylformamide for 24h, and dialyzing with deionized water for 48 h; finally, freeze drying to obtain the product photosensitive amphiphilic block copolymer.
(4) Photosensitive amphiphilic block copolymer-loaded fragrance
Dissolving photosensitive amphiphilic block copolymer (100mg) and sandalwood 803(80mg) in tetrahydrofuran, adding dropwise into 50ml of deionized water while stirring vigorously, and performing ultrasonic treatment for 0.5 h; and removing the organic solvent and the unencapsulated spice through dialysis, wherein the cut-off molecular weight of a dialysis bag is 7000, and the dialysate is deionized water to obtain the photoresponse slow-release polymer nano spice.
The photoresponse slow-release polymer nano-perfume prepared in example 1 is characterized by a transmission electron microscope, and the result is shown in fig. 1, wherein the particle size of the obtained product is about 20nm, and is the particle size of the synthesized photoresponse slow-release polymer nano-perfume.
The obtained photoresponse slow-release polymer nano-perfume has sandalwood fragrance, and the fragrance carrying amount is about 34.57% as shown in figure 2 by thermogravimetric analysis.
Example 2
In this embodiment, the photoresponse slow-release polymer nano-perfume is prepared by the following method, which specifically comprises the following steps:
(1) synthesis of hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent
4-cyano-4- (dodecylsulfanylthiocarbonyl) sulfanylpentanoic acid (100mg), distearoylphosphatidylethanolamine-polyethylene glycol 2000(412.85mg), 1-ethyl- (3-dimethylaminopropyl) carbonyldiimine hydrochloride (56.98mg), N-hydroxysuccinimide (34.21mg) and N, N-diisopropylethylamine (123. mu.L) were dissolved in N, N-dimethylformamide and stirred at room temperature overnight; dialyzing with a dialysis bag with the molecular weight of 2000, wherein the dialysate is N, N-dimethylformamide, dialyzing for 24h, dialyzing with deionized water for 48h, and freeze-drying to obtain the product, namely the hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent.
(2) Synthesis of hydrophobic photosensitizer monomers
1-pyrenemethanol (1g) and N, N-diisopropylethylamine (2.14mL) were dissolved in ultra-dry tetrahydrofuran; under ice bath conditions, methacryloyl chloride (1.26mL) was added dropwise to the above tetrahydrofuran solution with vigorous stirring; reacting at room temperature overnight, filtering the reaction solution to remove precipitates, carrying out rotary evaporation and drying on the filtrate, and finally recrystallizing in ethanol at 40 ℃ to obtain the hydrophobic photosensitizer monomer.
(3) Preparation of photosensitive amphiphilic Block copolymer
Dissolving a hydrophilic polymer-modified reversible addition-fragmentation chain transfer polymerization chain transfer agent (100mg), a hydrophobic photosensitizer monomer (500mg) and azobisisobutyronitrile (2.22mg) in tetrahydrofuran; freezing to solidify, vacuumizing, introducing nitrogen, melting, and repeating the operation for three times to remove oxygen in the reaction system; carrying out a dark reaction at 65 ℃ for 24h, dialyzing the reaction solution to remove impurities, wherein the cut-off molecular weight of a dialysis bag is 7000, dialyzing the dialyzate with N, N-dimethylformamide for 24h, and dialyzing with deionized water for 48 h; finally, freeze drying to obtain the product photosensitive amphiphilic block copolymer.
(4) Photosensitive amphiphilic block copolymer-loaded fragrance
Dissolving a photosensitive amphiphilic block copolymer (80mg) and linalool (80mg) in tetrahydrofuran, dropwise adding the solution into 50ml of deionized water while stirring vigorously, and carrying out ultrasonic treatment for 0.5 h; and removing the organic solvent and the unencapsulated spice through dialysis, wherein the cut-off molecular weight of a dialysis bag is 7000, and the dialysate is deionized water to obtain the photoresponse slow-release polymer nano spice.
The obtained photoresponse slow-release polymer nano perfume has the grain diameter of about 50nm and the fragrance loading amount of about 32.52 percent according to the representation of a transmission electron microscope.
Example 3
In this embodiment, the photoresponse slow-release polymer nano-perfume is prepared by the following method, which specifically comprises the following steps:
(1) synthesis of hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent
4-cyano-4- (dodecylsulfanylthiocarbonyl) sulfanylpentanoic acid (100mg), distearoylphosphatidylethanolamine-polyethylene glycol 2000(412.85mg), 1-ethyl- (3-dimethylaminopropyl) carbonyldiimine hydrochloride (56.98mg), N-hydroxysuccinimide (34.21mg) and N, N-diisopropylethylamine (123. mu.L) were dissolved in N, N-dimethylformamide and stirred at room temperature overnight; dialyzing with a dialysis bag with the molecular weight of 2000, wherein the dialysate is N, N-dimethylformamide, dialyzing for 24h, dialyzing with deionized water for 48h, and freeze-drying to obtain the product, namely the hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent.
(2) Synthesis of hydrophobic photosensitizer monomers
1-pyrenemethanol (1g) and N, N-diisopropylethylamine (2.14mL) were dissolved in ultra-dry tetrahydrofuran; under ice bath conditions, methacryloyl chloride (1.26mL) was added dropwise to the above tetrahydrofuran solution with vigorous stirring; reacting at room temperature overnight, filtering the reaction solution to remove precipitates, carrying out rotary evaporation and drying on the filtrate, and finally recrystallizing in ethanol at 40 ℃ to obtain the hydrophobic photosensitizer monomer.
(3) Preparation of photosensitive amphiphilic Block copolymer
Dissolving a hydrophilic polymer-modified reversible addition-fragmentation chain transfer polymerization chain transfer agent (50mg), a hydrophobic photosensitizer monomer (500mg) and azobisisobutyronitrile (2.22mg) in tetrahydrofuran; freezing to solidify, vacuumizing, introducing nitrogen, melting, and repeating the operation for three times to remove oxygen in the reaction system; carrying out a dark reaction at 65 ℃ for 24h, dialyzing the reaction solution to remove impurities, wherein the cut-off molecular weight of a dialysis bag is 7000, dialyzing the dialyzate with N, N-dimethylformamide for 24h, and dialyzing with deionized water for 48 h; finally, freeze drying to obtain the product photosensitive amphiphilic block copolymer.
(4) Photosensitive amphiphilic block copolymer-loaded fragrance
Dissolving a photosensitive amphiphilic block copolymer (160mg) and linalool acetate (80mg) in tetrahydrofuran, dropwise adding the solution into 50ml of deionized water while stirring vigorously, and carrying out ultrasonic treatment for 0.5 h; and removing the organic solvent and the unencapsulated spice through dialysis, wherein the cut-off molecular weight of a dialysis bag is 7000, and the dialysate is deionized water to obtain the photoresponse slow-release polymer nano spice.
The obtained photoresponse slow-release polymer nano perfume has the grain diameter of about 30nm and the fragrance loading amount of about 33.51 percent according to the representation of a transmission electron microscope.
Application examples
Wallpaper sample (25 cm)2) Soaking in the aroma-carrying nano-particle solution, stirring at room temperature in the dark for 12h, wherein the stirring speed is 1200rpm, the concentration of sandalwood 803 is 1mg/mL, and then placing the wallpaper in an oven for 1h and drying at 40 ℃.
The perfumed wallpaper is analyzed for the perfume release effect by gas chromatography GC-FID, and the result is shown in figure 3, compared with the single control perfume, the accumulative release amount of 240h is about 24%, the accumulative release amount of the photoresponse sustained-release polymer nano perfume system prepared in example 1 is only 9%, the sustained release of the fragrance molecules under the sunlight is realized, the problem that the perfume release process is uncontrollable is solved, the fragrance is uniformly and slowly released, the fragrance lasting time is long, and the effect is obvious.
In conclusion, the photosensitive amphiphilic block copolymer is adopted to encapsulate the perfume and prepare the photoresponse slow-release perfume, so that the problems of instability, volatility and uncontrollable release process of the perfume are solved, the perfume loading rate is high, the perfume is uniformly and slowly released, and the perfume retaining time is long.
The above-mentioned embodiments are intended to illustrate the objects, technical solutions and advantages of the present invention in further detail, and it should be understood that the above-mentioned embodiments are only exemplary embodiments of the present invention and are not intended to limit the present invention, and any modifications, equivalents, improvements and the like made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (9)
1. A preparation method of a photoresponse slow-release polymer nano perfume is characterized by comprising the following steps:
(1) modifying the reversible addition-fragmentation chain transfer polymerization chain transfer agent by using a hydrophilic polymer to obtain a hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent;
(2) reacting a photosensitizer monomer with methacryloyl chloride to obtain a hydrophobic photosensitizer monomer; the photosensitizer monomer is selected from a pyrene-containing methacrylate monomer, nitrobenzyl alcohol or coumarin;
(3) reacting the hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent prepared in the step (1), the hydrophobic photosensitizer monomer prepared in the step (2) and azobisisobutyronitrile to obtain a photosensitive amphiphilic block copolymer;
(4) and (4) carrying perfume on the photosensitive amphiphilic block copolymer prepared in the step (3) to obtain the photoresponse slow-release polymer nano perfume.
2. The method according to claim 1, wherein in the step (1), the reversible addition-fragmentation chain transfer polymerization chain transfer agent comprises 4-cyano-4- (dodecylsulfanylthiocarbonyl) sulfanylpentanoic acid; the hydrophilic polymer is polyethylene glycol 2000.
3. The method according to claim 1, wherein in the step (1), the reaction solution is dialyzed with a dialysis bag having a molecular weight of 2000, and the dialyzate is first prepared with N, N-dimethylformamide and then with deionized water.
4. The method according to claim 1, wherein the step (2) comprises: dissolving pyrene-containing methacrylate monomer and N, N-diisopropylethylamine in tetrahydrofuran, adding methacryloyl chloride into the tetrahydrofuran solution under an ice bath condition, stirring, reacting at room temperature, removing precipitates from a reaction solution, performing rotary evaporation, and recrystallizing in ethanol to obtain the hydrophobic photosensitizer monomer.
5. The preparation method according to claim 1, wherein in the step (3), the mass ratio of the hydrophilic polymer modified reversible addition-fragmentation chain transfer polymerization chain transfer agent to the hydrophobic photosensitizer monomer is 1: 5-10.
6. The method according to claim 1, wherein in the step (3), the reaction solution is subjected to dialysis to remove impurities, wherein the cut-off molecular weight of the dialysis bag is 7000 and the dialysis solution is N, N-dimethylformamide.
7. The preparation method according to claim 1, wherein in the step (4), the perfume is floral, costustoot or fruity, and the mass ratio of the photosensitive amphiphilic block copolymer to the perfume is 1-5: 1.
8. The method of claim 1, wherein in step (4), the organic solvent and the unencapsulated flavor are removed by dialysis, wherein the dialysis bag has a molecular weight cut-off of 7000 and the dialysate is deionized water.
9. The photoresponse sustained-release polymer nano-perfume prepared by the preparation method according to any one of claims 1 to 8.
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| CN110358629B (en) * | 2019-06-28 | 2021-05-04 | 浙江大学 | Aroma-carrying nano particle with photo-thermal response controlled release capability and preparation method thereof |
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