WO2018079027A1 - ゲル状組成物およびその製造法並びにゲル状組成物の収縮改善剤および収縮改善方法 - Google Patents

ゲル状組成物およびその製造法並びにゲル状組成物の収縮改善剤および収縮改善方法 Download PDF

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WO2018079027A1
WO2018079027A1 PCT/JP2017/029915 JP2017029915W WO2018079027A1 WO 2018079027 A1 WO2018079027 A1 WO 2018079027A1 JP 2017029915 W JP2017029915 W JP 2017029915W WO 2018079027 A1 WO2018079027 A1 WO 2018079027A1
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alcohol
gel composition
based gel
component
composition according
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PCT/JP2017/029915
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English (en)
French (fr)
Japanese (ja)
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淑美 田井治
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エステー株式会社
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Publication of WO2018079027A1 publication Critical patent/WO2018079027A1/ja

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS 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
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
    • A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
    • C08J3/075—Macromolecular gels
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C08K5/053—Polyhydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
    • C08L1/08—Cellulose derivatives
    • C08L1/26—Cellulose ethers
    • C08L1/28—Alkyl ethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere

Definitions

  • the present invention relates to a gel-like composition, and more specifically, when a gel shrinks as a volatile substance volatilizes, it shrinks to a similar shape while maintaining a smooth surface state without causing cloudiness or voids. Therefore, the present invention relates to an alcohol-based gel-like composition that can easily recognize the end point of use and has an excellent appearance.
  • gel-like compositions obtained by using water or alcohol as a solvent and gelling with a gelling agent have been widely used.
  • alcohol By using alcohol as the main solvent, the freezing point is lower than that of gels using water as the main solvent, and an antifreeze effect in a low-temperature environment can be obtained, so it can also be used in freezers and cold districts.
  • a gel-like composition By using alcohol as the main solvent, the freezing point is lower than that of gels using water as the main solvent, and an antifreeze effect in a low-temperature environment can be obtained, so it can also be used in freezers and cold districts.
  • a gel-like composition Moreover, it is useful also when using alcohol itself as an active ingredient, or using it for the environment which dislikes water.
  • an aqueous gel composition containing 0.1 to 5% by mass of a gelling agent such as gellan gum, 5 to 65% by mass of glycerin and an aqueous solvent is disclosed (Patent Document 3).
  • a gelling agent such as gellan gum, 5 to 65% by mass of glycerin and an aqueous solvent
  • a gel composition in which a polyalkyl-modified silicone is blended with a specific copolymer has been disclosed in order to improve the releasability of the gel and to shrink the gel as a whole (Patent Document 4).
  • the copolymer is an alkylacrylamide-based special polymer, it is difficult to produce and generally obtain the copolymer.
  • this gel composition is not actively used as a gel preparation for indoor use or in a car because unpolymerized acrylamide monomer may remain in the gel.
  • the present invention has been made in view of the above circumstances, and it provides a technique for obtaining a gel-like composition that shrinks into a similar shape with the volatilization of a solvent and an active ingredient and can easily visually recognize the end point of the effect. Let it be an issue.
  • the inventors of the present invention have repeatedly researched on the shrinkability of the gel, and while using a specific gelling agent and blending glycerin, with the volatilization of the solvent and active ingredient, The present invention was completed by finding that the shape contracts to a similar shape.
  • the present invention provides the following components (A) to (D); (A) Gelling agent (B) Glycerin (C) Alcohol (D) Water is included, and component (A) gelling agent is the following component (a1) or (a2); (A1) Hydroxypropylated guar gum (a2) An alcohol-based gel composition containing hydroxyalkyl cellulose and hydroxyalkylalkyl cellulose.
  • the present invention also provides the method for producing an alcohol-based gel composition, wherein the components (A) to (C) are mixed, and then the component (D) at 1 to 30 ° C. is added to the mixture. is there.
  • the present invention is a shrinkage improving agent for an alcoholic gel composition containing glycerin as an active ingredient.
  • the alcohol-based gel composition of the present invention gradually shrinks to a similar shape while maintaining the three-dimensional shape of the gel at the start of use as the solvent and active ingredients are volatilized. Can be visually recognized. Moreover, since it shrinks, maintaining a smooth surface state, without producing cloudiness or a space
  • the alcohol-based gel composition of the present invention (hereinafter sometimes referred to as “gel composition”) means a gel-like appearance using a solvent containing alcohol.
  • gel means a state in which fluidity is lost due to high viscosity and the appearance is generally called gel.
  • a gel with a total amount of 50 g is prepared in a 100 ml beaker, and the gel after preparation in the beaker is prepared. It means that the distance from the top end position to the position of the gel surface tip after 5 minutes have passed since the gel was laid down together with the beaker is 0 mm to 45 mm.
  • hydroxypropylated guar gum is used as the component (A) gelling agent, or (a2) hydroxyalkylcellulose and hydroxyalkylalkylcellulose are used in combination.
  • Hydroxypropylated guar gum is obtained by propyl etherification of a hydroxyl group present in conventional guar gum using propylene oxide.
  • the hydroxypropyl etherified guar gum it is preferable to use one that is 0.5 or more, preferably 1.0 or more hydroxypropyl etherified per saccharide unit.
  • the content of hydroxypropylated guar gum is preferably 0.1 to 30% by mass (hereinafter referred to as “%”), more preferably 1 to 20%, and particularly preferably 3 to 15% with respect to the total composition. %.
  • hydroxyalkyl cellulose (hereinafter sometimes abbreviated as “HAC”) is a nonionic water-soluble cellulose ether obtained by treating cellulose with caustic soda and then reacting with alkylene oxide. By substituting a part of the hydrogen atom of the hydroxyl group of cellulose with a hydroxyalkyl group, the hydrogen bond disappears and water-solubility is achieved.
  • Specific examples include hydroxy C 2-4 alkyl celluloses such as hydroxyethyl cellulose and hydroxypropyl cellulose.
  • HEC hydroxyethyl cellulose
  • HEC is commercially available, for example, as “HEC Daicel” (manufactured by Daicel Finechem Co., Ltd.), and such commercially available products can also be used.
  • the degree of substitution of HAC that is, the average number of hydroxyl groups substituted with hydroxyalkyl groups present per cellulose glucose ring unit is preferably in the range of 0.5 to 2.0, more preferably 0.8 to 1.5. It is. Further, the number of substituted moles, that is, the average number of moles of hydroxyalkyl group added per glucose ring unit of cellulose is preferably in the range of 1.0 to 3.0, more preferably 1.5 to 2.8.
  • HAC preferably has a viscosity of an aqueous solution when dissolved in water as a 2% aqueous solution in the range of 20 to 100,000 mPa ⁇ s, and more preferably in the range of 80 to 100,000 mPa ⁇ s.
  • the viscosity is a value measured at 25 ° C. using a B-type viscometer.
  • the HAC content is preferably 0.1 to 10%, more preferably 0.5 to 5%, based on the total composition.
  • hydroxyalkylalkylcellulose (hereinafter sometimes abbreviated as “HAAC”) is obtained by treating cellulose with caustic soda and then reacting with an etherifying agent such as alkyl chloride or alkylene oxide.
  • etherifying agent such as alkyl chloride or alkylene oxide.
  • It is a nonionic water-soluble cellulose ether, which is made water-soluble by eliminating hydrogen bonds by substituting a part of hydrogen atoms of the hydroxyl group of cellulose with an alkyl group or a hydroxyalkyl group.
  • Specific examples include hydroxy C 2-4 alkyl C 1-4 alkyl cellulose such as hydroxyethyl methyl cellulose, hydroxyethyl ethyl cellulose, and hydroxypropyl methyl cellulose.
  • HPMC hydroxypropyl methylcellulose
  • Methodroze manufactured by Shin-Etsu Chemical Co., Ltd.
  • the degree of substitution of HAAC that is, the average number of hydroxyl groups substituted with alkoxyl groups present per cellulose glucose ring unit is preferably in the range of 1.0 to 2.5, more preferably 1.5 to 2.5. is there.
  • the number of moles of substitution that is, the average number of moles of hydroxyalkoxy groups added per glucose ring unit of cellulose is preferably in the range of 0.05 to 0.40, more preferably 0.10 to 0.30.
  • HAAC has a 2% aqueous solution viscosity in the range of 300 to 100,000 mPa ⁇ s, and more preferably in the range of 3000 to 40,000 mPa ⁇ s when dissolved in water.
  • the viscosity is a value measured at 20 ° C. using a B-type viscometer.
  • the content of HAAC is preferably 0.1 to 10%, more preferably 0.5 to 5%, based on the total composition.
  • component (B) glycerin is preferably 0.1 to 10%, more preferably 0.5 to 5%, based on the total composition.
  • component (C) alcohol a lower alcohol having 5 or less carbon atoms or an aromatic alcohol represented by the following formula (1) is preferably used.
  • n a natural number of 1 to 3
  • the content of the component (B) alcohol is preferably 50% or more, more preferably 60 to 85%, and particularly preferably 60 to 80% with respect to the total composition.
  • Component (D) The content of water is preferably 10 to 30%, more preferably 10 to 20%, and particularly preferably 12 to 18% based on the total composition.
  • the releasability of the gel from the container is improved, the decrease in the gel can be visually confirmed, and occurs on the gel surface with volatilization.
  • the effect of preventing whitening derived from the obtained gelling agent is further improved.
  • Component (E) silicone is not particularly limited, and examples thereof include hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, 3,3-diphenylpolysiloxane, Polyoxyethylenemethylpolysiloxane copolymer, poly (oxyethylene-oxypropylene) methylpolysiloxane copolymer, laurylmethicone copolyol, aminomethylaminopropylsiloxane dimethylsiloxane copolymer, hexamethylcyclotrisiloxane, octamethylcyclo Tetrasiloxane, decamethylcyclopentasiloxane, 1,3,5,7-tetramethyltetravinylcyclotetrasiloxane, 1,3,5,7,9-pentamethylpentavinylsilox
  • methylphenyl silicone diphenylsiloxyphenyl methicone, caprylyl methicone, phenyl trimethicone, diphenylsiloxyphenyl trimethicone, carbinol modified silicone oil, polyglyceryl-3disiloxane dimethicone, bis (hydroxyethoxypropyl) dimethicone, polyether Modified silicone oil and the like are preferable.
  • any of high volatile silicone, low volatile (non-volatile) silicone, and non-volatile (non-volatile) silicone can be used, but non-volatile or non-volatile silicone.
  • the vapor pressure at 20 ° C. is preferably 100 Pa or less.
  • silicone which dissolves in a mixed solvent of (C) alcohol and (D) water include, for example, caprylyl methicone, polyglycer-3-disiloxane dimethicone, bis (hydroxyethoxypropyl) dimethicone, phenyl trimethicone, diphenylsiloxyphenyl trimethicone and the like.
  • component (E) is preferably 0.1 to 10%, more preferably 0.5 to 5%, based on the total composition.
  • the component (B) glycerin and (E) silicone act as a shrinkage improving agent that contracts into a similar shape while maintaining the three-dimensional shape of the gel at the start of use.
  • the total content of the components (B) and (E) is preferably 0.1 to 10%, more preferably 1 to 5% with respect to the total composition. . If the amount is less than 0.1%, the shrinkage improving effect may not be obtained. If the amount is more than 10%, the amount of the residue relative to the remaining amount of the active ingredient increases, and the end point may not be clear.
  • the mass ratio of components (B) and (E) is preferably 1:10 to 10: 1, and more preferably 1: 2 to 2: 1.
  • a gel-like composition with lower fluidity can be obtained by adding an acid or an alkali agent to the above components (C) and (D), which are solvent components, to cause gelation.
  • the acid include citric acid, malic acid, succinic acid, acetic acid, hydrochloric acid, hypophosphorous acid, hyposulfite, sulfurous acid, sulfuric acid, nitrous acid, nitric acid, formic acid and the like.
  • alkaline agent examples include carbonates such as sodium bicarbonate, sesquicarbonate, sodium carbonate, inorganic hydroxides such as sodium hydroxide, potassium hydroxide, and calcium hydroxide, organic alkalis such as alkanolamine, methylamine, and ethylamine, Examples thereof include alkali metal salts of organic acids such as sodium acetate and sodium citrate, among which sodium sesquicarbonate and potassium hydroxide are preferable.
  • active ingredients such as aroma, deodorant, insecticidal / insecticidal and bactericidal components may be added to the solvent components (C) and (D).
  • aromatic components such as fragrances and essential oils, aluminum sulfate, ammonium chloride, alum, copper sulfate, zinc sulfide, zinc stearate, aluminum stearate, zinc oxide oxide, and flavonoids.
  • 3-methoxy-3-methyl-1-butanol can be further used.
  • the content of 3-methoxy-3-methyl-1-butanol is preferably 0.1 to 10%, more preferably 1 to 5%, based on the total composition.
  • an emulsifying / dispersing component such as a surfactant, a pH adjusting component such as an acid / alkali, a coloring component such as a synthetic coloring matter, a natural coloring matter, or the like may be added.
  • hydroxypropylated guar gum, HAC, and HAAC are nonionic compounds, they have high selectivity with respect to surfactants to be added and volatile active ingredients. Further, since hydroxypropylated guar gum, HAC, and HAAC have a very low substrate odor, they are hardly affected even when a fragrance is used, and can be used for a wide range of volatile active ingredients. Can be obtained. Furthermore, the gel-like composition containing the volatile active ingredient including a high concentration fragrance
  • the content of the fragrance is not particularly limited, but in general, it is preferably 0.1 to 30%, more preferably 1 to 20%, based on the total composition. Moreover, although content of surfactant is based also on the kind of the fragrance
  • (C) alcohol, (a1) hydroxypropylated guar gum or (a2) HAC and HAAC, (B) glycerin is a highly fluid dispersion, By adding water, (a1) hydroxypropylated guar gum or (a2) HAC and HAAC dissolve in water and the entire composition gels.
  • the gel-like composition of the present invention is a non-heated, high-concentration alcohol that is gelled by adding water using hydroxypropylated guar gum or HAC and HAAC that are easy to handle. Therefore, there is no risk of explosion or fire due to heating of alcohol, and an alcohol-based gel composition can be obtained safely and easily.
  • the gel composition of the present invention can be advantageously used as a volatile fragrance, a deodorant, an insecticide / insecticide, a bactericide and the like. Since this gel composition shrinks to a similar shape while maintaining the three-dimensional shape of the gel at the start of use as the solvent and active ingredients are volatilized, the end point of efficacy can be easily visually confirmed. . Moreover, since it shrink
  • Example 1 Preparation of gel composition and evaluation of physical properties: According to the composition shown in Table 1, a gel composition was prepared at room temperature by the following method. About the obtained gel-like composition, the physical property was evaluated by the following evaluation criteria. The results are also shown in Table 1. In addition, photographs of the appearance of the gel compositions of the products 1 to 3 of the present invention and the comparative products 1 to 2 after volatilization for 14 days in a 25 ° C. environment are shown in FIGS. The products 1 to 3 of the present invention did not show water separation even after 14 days of volatilization, and the stability was good.
  • Example 2 In accordance with the formulation shown in Table 2 below, a solution obtained by dispersing hydroxypropylated guar gum, which is a gelling agent, and activated carbon, glycerin and / or silicone, 3-methyl-methoxy-1-butanol, which is an adsorbent, in ethanol is mixed with acid. After the B liquid dispersed in water was added and stirred, the container was filled to obtain a gel. The shrinkage due to volatilization was evaluated in the same manner as in Example 1. The results are also shown in Table 2. In the products 4 to 6 of the present invention, no water separation or the like was observed even after volatilization after 14 days and the stability was good.
  • the gel composition of the present invention shrinks to a similar shape while maintaining the three-dimensional shape of the gel at the start of use as the solvent and active ingredient are volatilized, the end point of efficacy can be easily visually confirmed. it can. Moreover, since it shrink

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Animal Behavior & Ethology (AREA)
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  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Epidemiology (AREA)
  • Wood Science & Technology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Materials Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Cosmetics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
PCT/JP2017/029915 2016-10-24 2017-08-22 ゲル状組成物およびその製造法並びにゲル状組成物の収縮改善剤および収縮改善方法 WO2018079027A1 (ja)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002501544A (ja) * 1997-06-23 2002-01-15 ザ、プロクター、エンド、ギャンブル、カンパニー 減少した皮膚刺激性を有するゲル状防臭組成物
JP2002119582A (ja) * 2000-10-13 2002-04-23 S T Chem Co Ltd 脱臭剤
JP2002209988A (ja) * 2001-01-19 2002-07-30 S T Chem Co Ltd ゲル状脱臭剤およびその製造方法
JP2003514106A (ja) * 1999-11-18 2003-04-15 ソレックス リミテッド 貯蔵安定性通気ゲル組成物およびそれの製造方法
JP2009001701A (ja) * 2007-06-22 2009-01-08 St Kk 透明ゲル状組成物及び透明ゲル状薬剤の製造方法
JP2012067027A (ja) * 2010-09-22 2012-04-05 Sumika Life Tech Co Ltd 水性ゲル組成物、ゲル状殺虫剤、害虫の殺虫方法、並びに、殺虫用具

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6041967A (ja) 1983-08-17 1985-03-05 株式会社共立樹脂 芳香剤
JP3617034B2 (ja) 2001-01-12 2005-02-02 ローディア日華株式会社 低級アルコールの増粘方法
JP4006001B2 (ja) 2004-11-04 2007-11-14 株式会社興人 ゲル組成物
JP5005936B2 (ja) * 2006-03-22 2012-08-22 東レ・ダウコーニング株式会社 ゲル化剤、ゲル状組成物および化粧料

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002501544A (ja) * 1997-06-23 2002-01-15 ザ、プロクター、エンド、ギャンブル、カンパニー 減少した皮膚刺激性を有するゲル状防臭組成物
JP2003514106A (ja) * 1999-11-18 2003-04-15 ソレックス リミテッド 貯蔵安定性通気ゲル組成物およびそれの製造方法
JP2002119582A (ja) * 2000-10-13 2002-04-23 S T Chem Co Ltd 脱臭剤
JP2002209988A (ja) * 2001-01-19 2002-07-30 S T Chem Co Ltd ゲル状脱臭剤およびその製造方法
JP2009001701A (ja) * 2007-06-22 2009-01-08 St Kk 透明ゲル状組成物及び透明ゲル状薬剤の製造方法
JP2012067027A (ja) * 2010-09-22 2012-04-05 Sumika Life Tech Co Ltd 水性ゲル組成物、ゲル状殺虫剤、害虫の殺虫方法、並びに、殺虫用具

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KR20190075089A (ko) 2019-06-28
JP2018070669A (ja) 2018-05-10
JP6759049B2 (ja) 2020-09-23

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