WO2018105778A1 - Composition de déodorant liquide à persistance de parfum améliorée - Google Patents

Composition de déodorant liquide à persistance de parfum améliorée Download PDF

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WO2018105778A1
WO2018105778A1 PCT/KR2016/014321 KR2016014321W WO2018105778A1 WO 2018105778 A1 WO2018105778 A1 WO 2018105778A1 KR 2016014321 W KR2016014321 W KR 2016014321W WO 2018105778 A1 WO2018105778 A1 WO 2018105778A1
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liquid
composition
peo
deodorant composition
deodorant
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PCT/KR2016/014321
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English (en)
Korean (ko)
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정한수
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정한수
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Priority to CN201680034179.XA priority Critical patent/CN108401420A/zh
Publication of WO2018105778A1 publication Critical patent/WO2018105778A1/fr

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00Disinfection, sterilisation or deodorisation of air
    • A61L9/01Deodorant compositions
    • A61L9/013Deodorant compositions containing animal or plant extracts, or vegetable material
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/34Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0058Biocides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L7/00Compositions of natural rubber
    • C08L7/02Latex
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02Polyalkylene oxides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2209/00Aspects relating to disinfection, sterilisation or deodorisation of air
    • A61L2209/20Method-related aspects
    • A61L2209/21Use of chemical compounds for treating air or the like
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2650/00Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G2650/28Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
    • C08G2650/58Ethylene oxide or propylene oxide copolymers, e.g. pluronics
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00Specific properties of additives
    • C08K2201/007Fragrance additive

Definitions

  • the present invention relates to a liquid deodorant composition which can be used as a deodorant such as a fiber deodorant, and more particularly, to a micelle type liquid deodorant composition containing an aroma oil with improved environmental friendliness and durability.
  • the odor removal method of the fiber deodorant includes a chemical removal method, a physicochemical removal method, a biochemical removal method, and a sensory removal method.
  • the chemical removal method is a method of transforming odorous substances into decomposed or odorless compounds by acting highly reactive substances to odorous components by using chemical reactions such as neutralization, addition polymerization, redox, and hydrolysis. That's how.
  • the physicochemical removal method is a compound having strong adsorption and trapping ability, such as activated carbon, silica, cyclodextrin, etc., by adsorbing or collecting malodorous components on the surface, or by coating with absorbent liquid paraffin-grade alcohol synthetic resin by high boiling point solvent surfactant, etc.
  • the biochemical removal method is a method of removing odor by blocking the generation of odor components by bacteria or by decomposing organic acids as odor components using digestive enzymes, bacteria, and yeasts.
  • the sensory removal method is a removal method by odor masking that cancels sensory neutralization or odor by using aromatic fragrance for the target malodorous component.
  • Various fiber deodorants have been developed using the odor removal method, and among them, a masking removal method is used to remove odors most easily.
  • Mastic is a type of sap extracted from Pistasia Lantiscus, a kind of pistachio tree growing on the island of Chios in Greece. It is insoluble in water. Mastic has been shown to have an effect of inhibiting or killing the growth of Helicobacter pylori, known as a causative agent of gastritis, gastric ulcer and duodenal ulcer, and is widely used in the manufacture of functional foods such as various drinks, toothpaste and cosmetics.
  • Helicobacter pylori known as a causative agent of gastritis, gastric ulcer and duodenal ulcer
  • mastic is a very poorly soluble substance that does not dissolve in water at all despite its excellent antimicrobial activity, so it is difficult to expect efficacy and effects because it is not developed into various products and its absorption rate is low even when formulated.
  • Polymeric micelles are formed by micelles and polymers formed from surfactants that are commonly used for solubilization. Polymer micelles have the advantage of dissolving poorly soluble materials such as mastic. Polymeric micelles are particles having a diameter of 100 nm or less formed by amphiphilic polymers in aqueous solutions, and block copolymers (amphiphilic block copolymers) associate in aqueous solutions to form micelles composed of an internal hydrophobic region and an external hydrophilic region. This is a system for encapsulating hydrophobic drugs in micelles.
  • the micelle using the polymer is more physically stable than the micelle using the surfactant and has a relatively low critical micelle concentration. ) Can further improve the stability of the body.
  • the fiber deodorant developed with conventionally known aroma oils, glycols solubilizers, triblock copolymer [PEO-PPO-PEO] and polyoxyethylene-based surfactants are not stable and precipitates have been generated over time.
  • organic or inorganic synthetic antibacterial and deodorizing agents for inhibiting the growth of microorganisms and removing odors caused by microorganisms may cause side effects such as rashes and itching when used in daily necessities such as clothing, bedding, and shoes. Or, there is a problem in that the by-products that are not necessary in the manufacturing process is discharged to pollute the environment.
  • An object of the present invention is to provide a micelle-type liquid deodorant composition enclosed with a natural antibacterial antibiotic
  • an object of the present invention is to solve side effects of the human body such as rash or itching that may occur due to the use of a general organic or inorganic synthetic deodorant.
  • glycol solubilizer 5 to 60 weight percent of a triblock copolymer [PEO-PPO-PEO]; 25 to 65% by weight of a polyoxyethylene surfactant; It provides a liquid deodorant composition with improved fragrance persistence comprising 0.5 to 15% by weight of natural antibacterial antibiotics.
  • Liquid deodorant composition with improved fragrance persistence according to the present invention
  • a chemical preservative which is a general organic or inorganic synthetic substance that is harmful to the human body, is not added, thereby obtaining an effect that does not cause human side effects.
  • Figure 1 is a photograph showing the precipitated state of the liquid deodorant composition and the prototype deodorant composition improved perfume persistence according to a preferred embodiment of the present invention.
  • Figure 2a to 2c is a graph showing the sealing rate of the liquid deodorant composition with improved perfume persistence according to a preferred embodiment of the present invention.
  • Figure 3 is a photograph showing the stability test results of the liquid deodorant composition improved perfume persistence according to a preferred embodiment of the present invention.
  • Figure 4,5 is a photograph showing the antimicrobial test results of the deodorant composition of the liquid deodorant composition with improved perfume persistence according to a preferred embodiment of the present invention.
  • the present invention comprises an aromatic oil and a liquid composition
  • the liquid composition may be 2 to 27% by weight of a glycol solvent; 5 to 60 weight percent of a triblock copolymer [PEO-PPO-PEO]; 25 to 65% by weight of a polyoxyethylene surfactant; It relates to a liquid deodorant composition with improved aroma persistence comprising 0.5 to 15% by weight of natural antibacterial antibiotics.
  • the aroma oil is one of the natural extracts, in the present invention is a configuration to allow the deodorant composition to have a fragrance.
  • the aroma oil is a composition to be mixed with the following liquid composition so that the aroma fragrance in the liquid deodorant composition can be mixed with the following liquid composition in an appropriate composition ratio in consideration of the user's taste in accordance with the judgment of those skilled in the art. have.
  • aromatic oil can be used that consists of one or more selected from natural extracts or synthetic fragrances.
  • the composition ratio between the aroma oil and the liquid composition included in the liquid deodorant composition according to the present invention can achieve a variety of composition ratio if it can perform the aroma function of the aroma oil, preferably aroma oil with respect to 100 parts by weight of the liquid composition It may have a composition ratio of 0.5 to 10 parts by weight.
  • the composition ratio of the aromatic oil to the liquid composition may have a value other than the above range according to the taste of the user.
  • the liquid composition comprises a glycol solubilizer, a triblock copolymer [PEO-PPO-PEO], a polyoxyethylene-based surfactant and a natural antibacterial antibiotic.
  • the glycol solubilizer serves to dissolve the aromatic oil and the natural antibiotic.
  • the said glycol solvent can use 1 or more types chosen from the group which consists of polyethyleneglycol, propylene glycol, and tetraglycol, It is preferable to use polyethyleneglycol.
  • glycol solubilizer may be used in combination with glycofurol, polysorbate, cremophore, Solutol HS (Solutol HS 15) and the like.
  • the glycol dissolving agent is preferably included in the liquid composition in a composition ratio of 2 to 27% by weight relative to the total weight of the liquid composition. That is, when the glycol dissolving agent is contained in the liquid composition less than 2% by weight, the dispersion of the natural antibacterial antibiotics is incomplete, causing a problem of difficult release of the natural antibiotic antibiotics, when contained in excess of 27% by weight There is a problem that the particle size of the natural antibiotic antibiotics increases.
  • the triblock copolymer [PEO-PPO-PEO] included in the liquid composition forms micelles to encapsulate the natural antimicrobial antibiotics dissolved by the glycols solubilizer in the micelles. can do.
  • the triblock copolymer [PEO-PPO-PEO] is at least one selected from the group consisting of poloxamer 184, poloxamer 185, poloxamer 188, poloxamer 124, poloxamer 237, poloxamer 338 and poloxamer 407. It is preferable to use.
  • the triblock copolymer [PEO-PPO-PEO] is preferably contained in 5 to 60% by weight relative to the total weight of the liquid composition, the triblock copolymer [PEO-PPO-PEO] is 5 to the total weight of the liquid composition If the content is less than% by weight, the problem occurs that the natural antibiotic quickly precipitates, and if it contains more than 60% by weight, the particle size of the natural antibiotic is increased.
  • the polyoxyethylene-based surfactant contained in the liquid composition serves to increase the solubility of the natural antibiotic antibiotic on the glycol solubilizer.
  • the polyoxyethylene-based surfactant is preferably contained in 25 to 65% by weight relative to the total weight of the liquid composition, when the polyoxyethylene-based surfactant is contained in less than 25% by weight relative to the total weight of the liquid composition of the solubility increase There is no effect, the natural antibacterial antibiotics are quickly precipitated in the glycol solvents, and when contained in excess of 65% by weight there is a problem that the toxicity caused by polyoxyethylene-based surfactants.
  • the natural antimicrobial antibiotics contained in the liquid composition may be used alone or mixed with a natural antimicrobial antibiotic that is difficult to solubilize, mastic powder, pineapple, propolis extract and myrrh extract It is more preferable to use at least one selected from the group consisting of, and most preferably one using a mastic, but not always limited thereto.
  • the natural antimicrobial antibiotic is preferably contained in 0.5 to 15% by weight relative to the total weight of the liquid composition, when the natural antimicrobial antibiotic is contained in less than 0.5% by weight relative to the total weight of the liquid composition of the antimicrobial effect by the natural antimicrobial antibiotics If the problem is insufficient, and contains more than 15% by weight of the natural antimicrobial antibiotics contained in the micelle due to the excessive composition ratio of the natural antimicrobial antibiotics to the triblock copolymer [PEO-PPO-PEO] Problems arise that can be excessive.
  • liquid composition of the above configuration may be configured to further include an additive to further improve the functionality of the liquid deodorant composition according to the present invention.
  • the additive is preferably contained in a composition ratio of 1 to 25% by weight based on the total weight of the liquid composition, regardless of the type.
  • the additive when the additive is contained in less than 1% by weight relative to the total weight of the liquid composition, it is difficult to realize functionality by the additive, and when contained in excess of 25% by weight may cause side effects due to excessively contained additives.
  • the problem is that the antimicrobial activity of natural antibacterial antibiotics is relatively low.
  • the additive is composed of any one or more of a fluorescent brightener, a dye, a stabilizer, a pH adjusting agent or an antioxidant so that the color of the deodorant sprayed liquid deodorant according to the present invention is brightened by the fluorescent brightener, or to the pigment
  • the deodorant may have a beautiful color, or the micelle may be stabilized by the stabilizer and the pH adjusting agent, or the whole deodorant composition may be easily oxidized and deteriorated by the antioxidant.
  • the additive deodorant composition according to the present invention can not only remove the odor by adsorbing or trapping the odor component on the surface by a physicochemical removal method, but also to surround the surface of the micelles to stabilize the micelles It may consist of a cyclodextrin that serves to increase the. That is, the cyclodextrin may be one or more selected from the group consisting of? -Cyclodextrin,? -Cyclodextrin, and? -Cyclodextrin, preferably as a polysaccharide.
  • the additive when the additive is composed of cyclodextrin, when the cyclodextrin is contained in less than 1% by weight relative to the total weight of the liquid composition, the amount of cyclodextrin is small, micelles containing natural antibiotic antibiotics is not sealed in the cyclodextrin Occurs, and when contained in excess of 25% by weight, the problem of precipitation of excess cyclodextrin occurs.
  • the aromatic oil, glycol-type solubilizer, triblock copolymer [PEO-PPO-PEO], polyoxyethylene-based surfactant, and natural antimicrobial antibiotics contained in the liquid deodorant composition according to the present invention having the above constitution are determined by those skilled in the art.
  • the liquid deodorant composition may be mixed in an appropriate order and conditions.
  • the liquid deodorant composition may be dissolved by heating and stirring aromatic oils, glycols solubilizers, and natural antimicrobial antibiotics, and then dissolved in the lysate.
  • Triblock copolymer [PEO-PPO-PEO] can be added and mixed.
  • the heating temperature for making the melt is appropriately adjustable according to the judgment of those skilled in the art, it is preferable to maintain the heating temperature of 40 ⁇ 70 °C.
  • the mixing order of the polyoxyethylene-based surfactant is mixed with the aromatic oil, glycol solubilizer and natural antibiotic antibiotics according to the judgment of those skilled in the art, It may be configured to dissolve more smoothly, preferably after the melt is made can be configured to be mixed in the melt with a triblock copolymer [PEO-PPO-PEO].
  • liquid deodorant composition is melted by heating and stirring aroma oil, glycol solubilizer and natural antibiotic antibiotics to make a melt, polyoxyethylene surfactant and triblock copolymer [PEO-PPO-PEO] ] Can be added and heated, stirred and mixed.
  • the polyoxyethylene surfactant is added to the melt heated to a predetermined temperature as described above, the natural antimicrobial antibiotics preferentially dispersed and dissolved in the glycol solubilizer is added to the triblock copolymer [PEO-PPO-PEO]. It is possible to realize the effect of being able to dissolve again with increased solubility before being encapsulated in the micelle formed by the same.
  • Polyethylene glycol 400, natural antimicrobial antibiotic mastic powder, polyoxyethylene-based surfactant F127 and triblock copolymer were mixed in the aromatic oil in the composition ratio of Table 1 below, stirred at 60 ° C. Obtain a type liquid sample.
  • the liquid sample is dispersed in purified water (2% aqueous solution) in which cyclodextrin is dissolved, and used as a fiber deodorant in a spray bottle.
  • Example 1 Example 2
  • Example 3 Example 4 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4
  • Aroma oil (Febreeze) 100 100 100 100 100 100 100 100 100 100 PEG400 100 125 375 625 100 125 375 625 Mastic powder 20 25 75 125 F127 200 250 750 1250 200 250 750 1250 ⁇ , ⁇ , ⁇ -Cyclodextrin 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125 125
  • Comparative Examples 1 to 4 seemed to be stable at first, but as time passes, phase separation occurs and a precipitate is formed into an unstable phase. It was. In the case of Examples 1 to 4 was maintained a stable state that is transparently dispersed in water over time. A fiber deodorant in a stable state and a deodorant in an unstable state are shown in the following [FIG. 1], and the left side (Comparative Example 1) shows a state in which the precipitate is floating and the right side (Example 1) shows a stable state.
  • Test Example 1 Antibacterial Test of Deodorant Composition Using Mastic as a Natural Antibiotic Antibiotic
  • the antimicrobial test was commissioned by Soonchunhyang University BRIC Food and Drug Administration designated testing agency and tested for aerobic bacteria and aerobic fungi. Tests were carried out in Examples 1 to 4 and Comparative Examples 1 to 4 to obtain the results shown in Table 2 and Figures 4 and 5.
  • Example 1 Example 2
  • Example 3 Example 4 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4
  • Total aerobic bacteria TNTC 400 ⁇ 10 (99.9%) ⁇ 10 (99.9%) TNTC TNTC TNTC TNTC
  • Total aerobic fungi TNTC 382 ⁇ 10 (99.9%) ⁇ 10 (99.9%) TNTC TNTC TNTC TNTC TNTC
  • Examples 3 to 4 unlike Comparative Examples 1 to 4, 99.9% of the bactericidal power against aerobic bacteria and fungi by the natural antibacterial antibiotic mastic .
  • Test Example 2 Particle Analysis of Deodorant Composition Using Mastic as a Natural Antibiotic Antibiotic
  • Examples 1 to 4 Particle size measurement for Examples 1 to 4 was performed using an electrophoretic light scattering meter (ELS-Z) and the results are shown in Table 3 below.
  • the particles of Examples 1 to 4 all had a thickness of 500 nm or less, and penetrated deeply into the fiber, showing an appropriate size which was not too large or too small as a sustained release (a form in which the drug was slowly released).
  • Example 1 Example 2
  • Example 3 Example 4 Particle size (nm) 137 223 318 378
  • the fragrance persistence test of Examples 1 to 4 was sprayed in a predetermined amount on three test cloths (acrylic, cotton, nylon), and stored and evaluated outdoors. At the same time, the fragrance of the same fragrance was sprayed in the same amount to compare the fragrance persistence.
  • Example 1 Example 2 Example 3 Example 4 Prototype Duration (day) 14 20 24 25 10
  • Test Example 4 Analysis of Encapsulation Rate of Deodorant Composition Using Mastic as a Natural Antibiotic Antibiotic
  • the encapsulation efficiency of the fiber deodorant of Example 3 composition was measured. There is no official test standard for the encapsulation rate, but the nanoparticles (microcells) of large size sink through centrifuge (condition: 14000rpm, 20min, 15 °C), and the unsealed fragrance is very unstable. I will stay. The extracted supernatant (not sealed fragrance) was dissolved in Methyl chloride solvent (GC solvent) and quantitated by GC to measure the encapsulation rate and are shown in [Fig. 2a] to [Fig. 2c].
  • GC solvent Methyl chloride solvent
  • the deodorizing force test was commissioned by the Korea Institute of Construction and Living Environment Testing and examined two items, trimethylamine and ammonia, and the deodorizing effect was obtained as shown in [Table 5]. At this time, the deodorizing force test was carried out using the sample of Example 3 and the deodorizing force test was carried out under the condition of 20mL sample amount in 5L deodorizing vessel.
  • the present invention of the above configuration provides a liquid deodorant composition improved scent persistence harmless to the human body by making nanoparticles with poorly soluble natural antimicrobial antibiotics with aroma fragrance and natural antibacterial activity.
  • the liquid deodorant composition according to the present invention unlike the conventional deodorant composition is less fragrance lasting to prepare a deodorant composition in the form of micelle nanoparticles collected with aroma oil and natural antimicrobial antibiotics using a minimum of excipients, to improve the fragrance persistence
  • the particle size of the deodorant composition dissolved in the liquid phase also has a 100nm to 500nm, to realize the effect that the deodorant composition can penetrate deep into the fiber to be penetrated deep into the fiber to be deodorized.
  • the deodorant composition according to the present invention uses a method of collecting and removing malodorous substances using cyclodextrin, which is one of the additives, and may also be combined with a physicochemical removal method or a biochemical removal method.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
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  • Epidemiology (AREA)
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  • Public Health (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)

Abstract

La présente invention concerne une composition de déodorant liquide à persistance de parfum améliorée, la composition de déodorant liquide, qui peut être utilisée en tant que déodorant fibreux de type déodorant, comprenant une huile aromatique et une composition liquide, la composition liquide comprenant de 2 à 27 % en poids de solvant de type glycol, de 5 à 60 % en poids de copolymère tribloc (PEO-PPO-PEO), de 25 à 65 % en poids de tensioactif polyoxyéthylène et de 0,5 à 15 % en poids de matériau antibactérien et antibiotique naturel.
PCT/KR2016/014321 2016-12-05 2016-12-07 Composition de déodorant liquide à persistance de parfum améliorée WO2018105778A1 (fr)

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CN201680034179.XA CN108401420A (zh) 2016-12-05 2016-12-07 香气持久性得到提高的液相除臭剂组合物

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KR1020160164056A KR20180064001A (ko) 2016-12-05 2016-12-05 향기 지속성이 향상된 액상 탈취제 조성물

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KR102085771B1 (ko) 2019-01-02 2020-03-06 이승진 고기능성의 탈취제 및 그 제조방법
KR102561353B1 (ko) * 2019-09-24 2023-07-31 한국화학연구원 프로폴리스 추출물이 봉입된 나노입자, 이의 제조방법 및 이를 유효성분으로 함유하는 항산화용 화장료 조성물
KR20230031062A (ko) 2021-08-26 2023-03-07 원앤코 주식회사 향기 지속성이 향상된 액상 섬유 탈취제 조성물
CN113713603A (zh) * 2021-08-27 2021-11-30 广州市爱家有方日用品有限公司 一种多功能生物降解除臭剂及其制备方法和应用

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