CN1442127A - Water in oil emulsified composition - Google Patents

Water in oil emulsified composition Download PDF

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Publication number
CN1442127A
CN1442127A CN03103357A CN03103357A CN1442127A CN 1442127 A CN1442127 A CN 1442127A CN 03103357 A CN03103357 A CN 03103357A CN 03103357 A CN03103357 A CN 03103357A CN 1442127 A CN1442127 A CN 1442127A
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water
oil
oil content
emulsion composition
composition
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CN03103357A
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CN1202798C (en
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森俊树
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DKS Co Ltd
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Dai Ichi Kogyo Seiyaku Co Ltd
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    • 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
    • C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
    • C08J3/091—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids characterised by the chemical constitution of the organic liquid
    • C08J3/095—Oxygen containing compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L39/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions of derivatives of such polymers
    • C08L39/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
    • C08L39/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • 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
    • C08J2339/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Derivatives of such polymers
    • C08J2339/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
    • C08J2339/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
    • 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
    • C08J2491/00—Characterised by the use of oils, fats or waxes; Derivatives thereof

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Dispersion Chemistry (AREA)
  • Birds (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Cosmetics (AREA)
  • Medicinal Preparation (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

To provide a water-in-oil type emulsion composition which has excellent stability with time, safety and usability without using a surfactant. This water-in-oil type emulsion composition is characterized by comprising one or more oils selected from the group consisting fatty acids and higher alcohols, one or more polymers soluble in the oils, and one or more compounds selected from the group consisting of inorganic salts, organic salts, amino acids and their salts, and preferably further containing a water-soluble polymer insoluble in the oils, in water phase.

Description

Water-in-oil emulsion composition
Technical field
The present invention relates to water-in-oil emulsion composition.Water-in-oil emulsion composition of the present invention is the good water-in-oil emulsion composition of ageing stability, safety and usability that does not contain surfactant, at the bottom of can be applicable to moisturiser, emulsifying powder, emulsified cosmetic preparation such as ultra light sun block lotion, suppurative mastitis, in the emulsifying pharmaceuticals such as paste formulation etc.
Technical background
Water-in-oil emulsion composition in the past makes by adopting the high surfactant emulsifying of lipophile.In recent years, open flat 9-301824 communique and make up skill will, in 34,3,291 (2000), also disclose the preparation method of using the macromolecular compound ethyl cellulose the spy.
Yet above-mentioned water-in-oil emulsion composition has following problem: when adopting surfactant, can cause the discomfort sensation of viscosity because of surfactant, be not preferred, and common consumer is also with suspicion to the safety of surfactant.
The problem of Cun Zaiing is in addition: when using macromolecule as emulsifying agent, because its surface tension specific surface activating agent is low, emulsifying ability is relatively little, and emulsive stability is bad.
Ethyl cellulose is during as emulsifying agent, must with polar oil content be main body as oil phase, otherwise can not obtain stable emulsion.Therefore when using water-in-oil emulsion composition, for obtaining pleasant sensation, oil phase adopts dimethyl polysiloxane or cyclic polysiloxanes more, but because of can not emulsifying etc. range of application narrower (woman's persona skill will, 34,3,291 (2000)).
The purpose of this invention is to provide a kind of water-in-oil emulsion composition that does not use the exhibiting excellent stability with time of surfactant.
Summary of the invention
The present invention relates to a kind of water-in-oil emulsion composition, it is characterized in that containing by the oil content of selecting in the forming of fatty acid and higher alcohol more than a kind, dissolve in the macromolecule more than a kind of aforementioned oil content and the chemical compound of from the composition of inorganic acid salt, acylate, aminoacid and salt thereof, selecting more than a kind, and do not contain surfactant.
Aforesaid water-in-oil emulsion composition, wherein, the macromolecule that dissolves in aforementioned oil content is polyvinylpyrrolidone or vinylpyrrolidone/vinyl acetate co-polymer.
Aforesaid water-in-oil emulsion composition, wherein, inorganic acid salt and acylate the chemical compound more than a kind for from sulfate, citrate, carbonate and phosphatic composition, selecting.
Aforesaid water-in-oil emulsion composition, wherein, aqueous phase contains the water soluble polymer that is insoluble to aforementioned oil content, aforesaid water-in-oil emulsion composition, wherein, containing aforementioned oil content oil content in addition, is silicone oil oil more than the 50 weight % (to call % in the following text) of the oil content beyond the aforementioned oil content.
Water-in-oil emulsion composition of the present invention is characterized in that, does not contain surfactant and exhibiting excellent stability with time.
The specific embodiment
Water-in-oil emulsion composition of the present invention contains by the oil content of selecting in the forming of fatty acid and higher alcohol more than a kind, dissolves in the macromolecule more than a kind of aforementioned oil content and the chemical compound of selecting from the composition of inorganic acid salt, acylate, aminoacid and salt thereof more than a kind.
Water-in-oil emulsion composition has outer oil phase and interior water, dissolves in the effect of the macromolecule performance of aforementioned oil content as emulsifying agent.
If the fatty acid carbon number is more than 6, (25 ℃) are solid-state or aqueous at normal temperatures, then do not have particular restriction.Carbon number is lower than 6, and lipophile is insufficient.If the lipophile of the fatty acid of formation oil phase is insufficient,, the effect as emulsifying agent is descended, so the stability of emulsification composition has the tendency of decline then because of the macromolecule that dissolves in aforementioned oil content is difficult for cooperating with oil phase.As being solid-state fatty acid under the room temperature, can use Palmic acid, stearic acid, 12-hydroxy stearic acid etc.Down can use caproic acid, straight chain fatty acid such as sad, branched chain fatty acids such as different Palmic acid, isostearic acid, unsaturated fatty acids such as oleic acid, myristoleic acid, palmitic olefinic acid etc. as room temperature for aqueous fatty acid.Be aqueous under the preferred especially room temperature.
If the higher alcohol carbon number is more than 6, (25 ℃) are solid-state or aqueous at normal temperatures, then do not have particular restriction.Carbon number is less than 6, and lipophile is insufficient.When the lipophile of the higher alcohol of formation oil phase is insufficient, because of the macromolecule that dissolves in aforementioned oil content is difficult for cooperating with oil phase, as the effect decline of emulsifying agent, so the stability of emulsification composition has the tendency of decline.Can use spermol, stearyl alcohol, behenyl alcohol etc. as being solid-state higher alcohol under the room temperature.Can use straight-chain higher alcohols such as capryl alcohol, decanol for aqueous higher alcohol, side chain higher alcohols such as isooctadecanol, octyl dodecanol, unsaturated higher alcohol such as oleyl alcohol etc. down as room temperature.Be aqueous under the preferred especially room temperature.
The use level of aforementioned oil content is preferably more than 0.1%, more preferably more than 2%.Can not obtain the good emulsifying compositions during less than 0.1%.The use level of aforementioned oil content does not have specific upper limit, can consider that usability etc. cooperates.
Can enumerate polyvinylpyrrolidone as the macromolecule that dissolves in aforementioned oil content, vinylpyrrolidone/vinyl acetate co-polymer, polyethylene caprolactam, vinylpyrrolidone/ethylene caprolactam copolymer, poly N-ethylene acetamide etc., special preferably polyethylene ketopyrrolidine and vinylpyrrolidone/vinyl acetate co-polymer.
Dissolve in the high molecular molecular weight of aforementioned oil content, can use weight average molecular weight, be preferably 5000～500000 especially 1000～1500000.As the macromolecule that dissolves in aforementioned oil content, can use commercially available product.Molecular weight is low excessively, may Transdermal absorption, then lost the advantage of not using surfactant; Molecular weight is too high, and is because of viscosity increased, influential to emulsification composition.In vinylpyrrolidone/vinyl acetate co-polymer, contain vinylacetate and be preferably 0～90 mole of %.Surpass 90 moles of % and then can not obtain sufficient hydrophilic, can not bring into play function as emulsifying agent.In addition, in vinylpyrrolidone/ethylene caprolactam copolymer, because polyvinylpyrrolidone and polyethylene caprolactam all can use as the macromolecule that dissolves in aforementioned oil content separately, so limit not special the composition.The ethylene caprolactam that for example, can contain 1～99 mole of % in the copolymer.
As vinylpyrrolidone/vinyl acetate co-polymer and the vinylpyrrolidone/ethylene caprolactam copolymer that the macromolecule that dissolves in the aforementioned oil content uses, be to use as random copolymer or block copolymer.
The high molecular concentration that dissolves in the aforementioned oil content is preferably 0.1～10%, and more preferably 0.2～2%.Be lower than 0.1% o'clock insufficient as the effect of emulsifying agent, surpass 10%, system's viscosity is too high, the usability variation, macromolecule also can cause sensations such as viscosity in addition, is not preferred.
Among the present invention, because the effect of saltouing of inorganic acid salt, acylate, aminoacid and salt thereof, the macromolecule that dissolves in the oil content plays a role as lipophilic emulsifier, can make water-in-oil emulsion composition.
If the inorganic acid salt water solublity has the effect of saltouing that dehydration and effect cause, then there is not particular restriction.Preferably sulfuric acid salt, carbonate, phosphate etc., sulfate such as special preferably sulfuric acid sodium.
If the acylate water solublity has the effect of saltouing that dehydration and effect cause, then there is not particular restriction.Can use citrates such as sodium dihydrogen citrate, disodium citrate, trisodium citrate, monobasic potassium citrate, succinates such as succinic acid one sodium, disodium succinate, tartrates such as disodium tartrate etc.Acylate can add the water and the thing of acylate and acylate, also can add organic acid, with in the alkali and the material that generated.
If aminoacid and salt water solublity thereof have the effect of saltouing that dehydration and effect cause, then there is not particular restriction.Can use glutamic acid, proline, alanine, NaAsp, Histidine sodium etc.
If inorganic acid salt, acylate and amino acid salts water solublity have the effect of saltouing, then there is not particular restriction.Can use sodium salt, potassium salt, magnesium salt etc.
Inorganic acid salt, acylate, aminoacid and salt thereof preferably cooperate 0.1～10%, and more preferably 0.5～3%.It is insufficient to be lower than 0.1% o'clock effect of saltouing, and surpasses at 10% o'clock, separates out salt etc., and it is unstable that system becomes.
Water-in-oil emulsion composition among the present invention does not contain surfactant.
Water-in-oil emulsion composition among the present invention and then can contain the water soluble polymer that is insoluble to aforementioned oil content.
Can enumerate carboxyl vinyl copolymer, sodium polyacrylate, xanthene rubber, sodium alginate, sodium carboxymethyl cellulose, hydroxyethyl-cellulose etc. as the water soluble polymer that is insoluble to aforementioned oil content.By adding the water soluble polymer that is insoluble to aforementioned oil content, can easily carry out emulsifying to aqueous phase.The water soluble polymer that is insoluble to aforementioned oil content is preferably 0.05～10%, and more preferably cooperating is 0.1～1%.Be lower than at 0.05% o'clock, though can carry out emulsifying, the dispersibility of water in oil phase is low, needs big mixing power.Surpass at 10% o'clock, may cause by the water-in-oil type phase inversion is oil-in-water type, also can cause viscosity and wet and slippery sense etc., usability variation in addition.
In the water-in-oil emulsion composition among the present invention,, can contain aforementioned oil content oil content in addition as the composition that forms oil phase.As the oil content beyond the aforementioned oil content, can cooperate the material that is solid-state, pasty state, aqueous Any shape under the room temperature, can use polar oil, non-polar oil, the silicone oil wet goods of hydro carbons.Because water-in-oil emulsion composition is compared with O/W emulsion composition, general oil content is many, has slimy usability.Therefore, preferably use silicone oil oil such as the light cyclic polysiloxanes of the sensation of viscosity of oil content, dimethyl polysiloxane.Especially preferably use the cyclic polysiloxanes of high volatility.Oil content beyond for example aforementioned oil content can use silicone oil oil more than 50%.
In the water-in-oil emulsion composition among the present invention, can contain the oil content of from the composition of fatty acid and higher alcohol, selecting more than a kind, oil content in addition, dissolve in the macromolecule more than a kind of aforementioned oil content, from inorganic acid salt, acylate, the chemical compound of selecting in the composition of aminoacid and salt etc. thereof more than a kind and being insoluble to beyond the water soluble polymer of aforementioned oil content can also cooperate wetting agent, antibacterial, antiseptic, antioxidant, the pH regulator agent, UV absorbent, the powder body of titanium oxide or Barium monoxide and so on, the coloured material of ferrum oxide and so on etc.
The ratio of oil phase and water does not have special qualification, is preferably oil phase: water=50～10: 50～90 (weight ratio), more preferably oil phases: water=40～20: 60～80 (weight ratios).Oil phase is lower than at 10% o'clock and is difficult for making stable emulsion, surpasses 50% sensation that can cause viscosity because of oil content, and usability is bad.
Water-in-oil emulsion composition among the present invention, for example can be with after containing the high molecular oil phase homogenize that dissolves in oil content, under the stirring of refiner or dispersator, the aqueous solution that will contain inorganic acid salt, acylate, aminoacid and salt thereof slowly adds, and is formulated.The macromolecule dissolution that dissolves in oil content such as polyvinylpyrrolidone when the oil content, is necessary to heat usually, uses the solvent that can make the macromolecule dissolution that is dissolved in oil contents such as polyvinylpyrrolidone as ethanol etc., then can make easy and simple to handle.
In the water-in-oil emulsion composition among the present invention, when containing the water soluble polymer that is insoluble to aforementioned oil content, for example inorganic acid salt, acylate, aminoacid and salt thereof and the water soluble polymer that is insoluble to oil content together can be dissolved in the water, then, this aqueous solution added to dissolved in the high molecular oil content that dissolves in oil content, can make emulsification composition.
Water-in-oil emulsion composition among the present invention, the water-in-oil emulsion composition good as the ageing stability that does not contain surfactant can effectively utilize.Water-in-oil emulsion composition among the present invention can be applicable to as at the bottom of moisturiser, the emulsifying powder, in the emulsifying medical products such as emulsified cosmetic preparation, cream preparation such as ultra light sun block lotion, suppurative mastitis etc.
Below, the present invention is described in detail with embodiment.
Embodiment 1～7 and comparative example 1～2
In table 1, A mutually in, iso stearate, stearic acid and octyl dodecanol are equivalent to oil content, polyvinylpyrrolidone is equivalent to dissolve in the macromolecule of oil content, tricaprylin, liquid paraffin, cyclic polysiloxanes and dimethicone are equivalent to form other compositions of oil phase, and ethanol is equivalent to the solvent of polyethylene dissolving ketopyrrolidine.B mutually in, sodium sulfate is equivalent to inorganic acid salt, carboxymethyl cellulose is equivalent to be insoluble to the water soluble polymer of oil content.
Be heated to 70 ℃ as required makes homogenize to the A of the cooperation composition (weight ratio) shown in the table 1 mutually, and the B slowly adding mutually that the limit will be identical with A phase temperature is stirred with dispersator in the limit, with the dispersator stirring, makes water-in-oil emulsion composition then.
The stability of the water-in-oil emulsion composition of preparation is estimated according to following evaluation methodology and evaluation criterion.
＜method for estimating stability 〉
The emulsification composition of preparation is packed in the sample bottle, after placing 1 month under 50 ℃, its state of visualization.
＜estimation of stability standard 〉
◎: do not separate.
Zero: almost do not separate.
△: slightly separate.
*: obviously separate.
The results are shown in Table 1.
Table 1
Embodiment Comparative example
????1 ????2 ????3 ????4 ????5 ????6 ????7 ????1 ????2
A phase polyvinylpyrrolidone ethanol isostearic acid stearic acid octyl dodecanol tricaprylin atoleine cyclic polysiloxanes (5 times of bodies) dimethicone (100cs) ????0.5 ????3 ????1 ????10 ????2 ????0.1 ????2 ????1 ????6 ????2 ????0.2 ????2 ????1 ????6 ????2 ????2 ????2 ????5 ????3 ????3 ????3 ????6 ????0.5 ????5 ????3 ????3 ????5 ????1 ????1 ????5 ????10 ????1 ????5 ????3 ????7 ????1 ????15 ????5 ????15
B phase carboxymethyl cellulose aqueous sodium persulfate ????0.5 ????82 ????1 ????0.2 ????88.2 ????0.5 ????0.2 ????88.1 ????0.5 ????0.5 ????74.5 ????1 ????1 ????82 ????0.5 ????0.5 ????81.5 ????1 ????83 ????1 ????0.5 ????82.5 ????1 ????0.5 ????78.5 ????1
Stability ????◎ ????○ ????◎ ????◎ ????◎ ????◎ ????○ ????× ????×
Water-in-oil emulsion composition of the present invention is not for containing the good water-in-oil emulsion composition of ageing stability, safety and usability of surfactant.At the bottom of water-in-oil emulsion composition among the present invention can be applicable to moisturiser, emulsifying powder, in the emulsifying pharmaceuticals such as emulsified cosmetic preparation, cream preparation such as ultra light sun block lotion, suppurative mastitis etc.

Claims (5)

1, a kind of water-in-oil emulsion composition, it is characterized in that containing the oil content of from the composition of fatty acid and higher alcohol, selecting more than a kind, dissolve in the macromolecule more than a kind of aforementioned oil content and the chemical compound of from the composition of inorganic acid salt, acylate, aminoacid and salt thereof, selecting more than a kind, and do not contain surfactant.
2, the described water-in-oil emulsion composition of claim 1, wherein, the macromolecule that dissolves in aforementioned oil content is polyvinylpyrrolidone or vinylpyrrolidone/vinyl acetate co-polymer.
3, the described water-in-oil emulsion composition of claim 1, wherein, inorganic acid salt and acylate the chemical compound more than a kind for from sulfate, citrate, carbonate and phosphatic composition, selecting.
4, the described water-in-oil emulsion composition of claim 1 wherein, contains the water soluble polymer that is insoluble to aforementioned oil content at aqueous phase.
5, the described water-in-oil emulsion composition of claim 1 wherein, contains aforementioned oil content oil content in addition, and 50 weight % of the oil content beyond the aforementioned oil content are above to be silicone oil oil.
CNB031033571A 2002-03-01 2003-01-24 Water in oil emulsified composition Expired - Fee Related CN1202798C (en)

Applications Claiming Priority (2)

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CN1202798C CN1202798C (en) 2005-05-25

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EP3597691A4 (en) 2018-04-27 2021-01-06 Kokyu Alcohol Kogyo Co., Ltd. Novel composite and emulsified composition
JP6469286B1 (en) 2018-06-20 2019-02-13 高級アルコール工業株式会社 Novel composite and emulsion composition
JP2020083864A (en) 2018-11-30 2020-06-04 高級アルコール工業株式会社 Novel composite and emulsion composition
JP6824544B1 (en) * 2020-03-24 2021-02-03 高級アルコール工業株式会社 Water-in-oil emulsion

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