CN102343234A - Polymer emulsifier and emulsified composition - Google Patents
Polymer emulsifier and emulsified composition Download PDFInfo
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- CN102343234A CN102343234A CN2011101092079A CN201110109207A CN102343234A CN 102343234 A CN102343234 A CN 102343234A CN 2011101092079 A CN2011101092079 A CN 2011101092079A CN 201110109207 A CN201110109207 A CN 201110109207A CN 102343234 A CN102343234 A CN 102343234A
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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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/20—Esters of polyhydric alcohols or polyhydric phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
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Abstract
The invention provides a polymer emulsifier capable of emulsifying oily compositions even in the absence of a surface active agent. The polymer emulsifier is characterized by containing methoxy polyethylene glycol poly methyl acrylate.
Description
Technical field
The present invention relates to macromolecule emulsifier and reach emulsification composition through this macromolecule emulsifier emulsification.
Background technology
The applicant continues carrying out the exploitation of the low composition of skin irritation (percutaneous permeability is low, excitant is low, have water miscible composition), and is constantly carrying out containing the cosmetic development of this composition.
For example, proposed in cosmetics, to contain the invention (patent documentation 1: No. 4174596 communique of Japan Patent, patent documentation 2: No. 4182186 communique of Japan Patent) of the copolymer of antibiotic property monomer and water-soluble monomer as the antibiotic property compound.
The copolymer of known methoxy polyethylene glycol methacrylate-styrene polymer is as the fixing (patent documentation 3: TOHKEMY 2002-201116 communique) that uses with macromolecule of hair; But the homopolymers for methoxy polyethylene glycol methacrylate-styrene polymer has surface active function, can and have as the purposes of emulsifying agent and the emulsification composition with this emulsifying agent emulsification can be used for cosmetics specific oiliness composition performance emulsification, solubilising function also to be entirely ignorant of.
In addition, knownly put on market, and emulsification composition, the cosmetics (patent documentation 4: japanese kokai publication hei 10-194922 communique) that uses this material to carry out emulsification arranged as the existing acrylic acid alkyl methacrylate copolymer of macromolecule emulsifier.
The different material of the so-called surfactant of macromolecule emulsifier conduct and polyoxyethylene hardened castor oil etc. by the consumer cognition, and be used for advocating the commodity that do not use surfactant by glad.Acrylic acid alkyl methacrylate copolymer for example PEMULEN (BFGoodrich corporate system) is the mainstream product that is used for the macromolecule emulsifier of cosmetics, no matter have all emulsible characteristic of kind of oil.
As commercially available to the PEMULEN TR-2 (BFGoodrich corporate system) of the low product of viscosity, viscosity is 1,500～5,000mPas (0.2% aqueous solution), and when for example being cosmetics, accommodation is face cream, emulsion, gel.Therefore; When toner etc. does not almost have in the product of viscosity the emulsification of oiliness composition; Usually use the method that cooperates common surfactant such as polyoxyethylene hardened castor oil, though hope to develop mismatch surfactant also can be with the technology of the macromolecule emulsifier of oiliness composition emulsification.
No. 4174596 communiques of patent documentation 1 Japan Patent
No. 4182186 communiques of patent documentation 2 Japan Patents
Patent documentation 3 TOHKEMY 2002-201116 communiques
Patent documentation 4 japanese kokai publication hei 10-194922 communiques
Summary of the invention
When toner etc. does not almost have in the product of viscosity the emulsification of oiliness composition; Usually use the method that cooperates common surfactant such as polyoxyethylene hardened castor oil, even but problem of the present invention be to develop mismatch surfactant also can be with the macromolecule emulsifier of oiliness composition emulsification.
The present invention is based in will having the homopolymers of methacrylic acid based compound as monomer of polyethylene glycol side-chain structure that terminal substituting group is a methyl and have this opinion of emulsification function, proposed the novel high polymer emulsifying agent.The present invention relates to macromolecule emulsifier and reach emulsification composition through this macromolecule emulsifier emulsification.
Main composition of the present invention is following.
(1) a kind of macromolecule emulsifier is characterized in that, contains the methoxy poly (ethylene glycol) polymethacrylates.
(2) according to (1) described macromolecule emulsifier, it is characterized in that the average degree of polymerization of the polyoxyethylene chain of methoxy poly (ethylene glycol) polymethacrylates is 9.
According to (2) described macromolecule emulsifier, it is characterized in that (3) using the polystyrene conversion molecular weight is more than 1000, below 100000.
(4) a kind of emulsification composition is characterized in that, contain (1)～(3) in each described macromolecule emulsifier and oiliness composition.
(5) according to (4) described emulsification composition, it is characterized in that the oiliness composition is selected from one or more in polysiloxanes, alkyl glycerylether, dimerized linoleic acid diethylene glycol oligomer ester, the essential oil.
(6) according to (4) described emulsification composition; It is characterized in that the oiliness composition is selected from one or more in D5, ring six siloxanes, dimeticone, dimerized linoleic acid diethylene glycol oligomer ester, ethylhexyl glycerine, Rosemary Oil, the orange oil.
(7) according to each described emulsification composition in (4)～(6), it is characterized in that the mass ratio of each described macromolecule emulsifier and oiliness composition is 1: 5～100: 1 in (1)～(3).
(8) according to the emulsification composition described in (4)～(7), it is characterized in that, do not contain surfactant.
(9) a kind of emulsification composition is characterized in that, each described macromolecule emulsifier in (1)～(3) of cooperation 0.02～20 quality %.
The present invention can provide macromolecule emulsifier.
Even because of the surfactant of mismatching other with the emulsification composition of macromolecule emulsifier emulsification of the present invention also can carry out emulsification, can advocate not contain surfactant, so commodity value is high.
Even macromolecule emulsifier of the present invention need not heat especially, also can be at normal temperature (5 degree～35 degree) emulsification down, solubilising, so have economy.
But because emulsification D5, ring six siloxanes, dimeticone, dimerized linoleic acid diethylene glycol oligomer ester, ethylhexyl glycerine, Rosemary Oil, orange oil; Particularly for only a small amount of oiliness composition ability solubilising that cooperates in ethylhexyl glycerine (antimicrobial component), essential oil products such as (fragrance components), so excellent especially as the emulsifying agent of cosmetics such as toner, beautifying liquid.
The use level of bringing into play function as emulsifying agent does not influence the viscosity of product, so needn't select formulation to use.
Macromolecule emulsifier of the present invention is a nonionic, and the kind of the tackifier that can contain arbitrarily at emulsification composition of the present invention is many, and the variation of formulation is abundant.
Cosmetics with macromolecule emulsifier emulsification of the present invention have following characteristic, are not clamminess and have the usability that can make skin smooth.
The specific embodiment
Be applicable to that polymer of the present invention is the polymer that the methoxy polyethylene glycol methacrylate-styrene polymer homopolymerization is obtained.
Methoxy polyethylene glycol methacrylate-styrene polymer for example can obtain through making the reaction of polyethylene glycol monomethyl ether and methacrylic chloride.In addition, also some is as the commercially available material of reagent.For example, by Shin-Nakamura Chemical Co., Ltd. commercially NK? Ester? M-90G (chemical name: methoxy polyethylene glycol # 400 methacrylate), commercially available from the NOF Corporation Bremmer (Japanese formerly: blurring nn ma a) PME
used as a monomer.Below, the manufacturing approach of polymer can get final product according to usual method, in the presence of polymerization initiator, monomer is reacted in solvent and obtains.
The synthetic example of below representing the polymer relevant with the present invention.
Synthetic example 1 methoxy poly (ethylene glycol) polymethacrylates (average degree of polymerization of polyoxyethylene chain is 9)
In the 100ml eggplant type flask, measure 0.0403g polymerization initiator AIBN, with in the flask with after the argon replaces 3 times, the distillation benzene that adds 30ml at room temperature stirs till the AIBN dissolving.Add 5ml polyethylene glycol monomethyl ether methacrylate (average degree of polymerization of PEG is 9) therein, 60 ℃ were heated 48 hours down, then heated down at 70 ℃ and carried out polymerization in 24 hours.Then, stop polymerization and reclaim object.
Use GPC to measure the molecular weight of polymer.Its result, the molecular weight polystyrene conversion of synthetic example 1, number-average molecular weight Mn=15363, weight average molecular weight Mw=35680.
The molecular weight of the polymer relevant with the present invention that obtains as stated can carry out various adjustment according to its application target; But consider when emulsifiability, sensation aspect, gelatinization performance, epithelium form performance etc.; Usually using polystyrene conversion is more than 1000, below 100000, is preferably more than 2500, below 100000.In the cosmetics of the present invention, above-mentioned polymer phase is whole for cosmetics, contains 0.01～20 quality % usually, is preferably the scope of 0.02～20 quality %.
When being lower than 0.01 quality %, be difficult to the oiliness composition fully emulsifiedly, during greater than 20 quality %, operability is bad, thereby not preferred.
In the present invention, the methoxy poly (ethylene glycol) polymethacrylates works as emulsifying agent.When containing this polymer, can reduce in emulsification composition and other surfactants of usefulness, even or do not contain other surfactants, also can obtain excellent emulsification composition.
Preferred oiliness composition when making emulsification composition through aforementioned macromolecule emulsifier is polysiloxanes, alkyl glycerylether, dimerized linoleic acid diethylene glycol oligomer ester, essential oil etc.
As polysiloxanes, can exemplify D5, ring six siloxanes, dimeticone etc.As alkyl glycerylether, can exemplify ethylhexyl glycerine.As essential oil, can exemplify Rosemary Oil, orange peel wet goods.
D5 is a cyclic polysiloxanes, can buy the uses such as KF-995 of Shin-Etsu Chemial Co., Ltd as commercially available article.
Encircling six siloxanes is cyclic polysiloxanes, can buy the uses such as polysiloxanes DC246 of eastern beautiful DOW CORNING Co., Ltd. as commercially available article.
Dimeticone is the chain polysiloxanes, as commercially available article, can buy the uses such as KF-96A-6cs of Shin-Etsu Chemial Co., Ltd.
Dimerized linoleic acid diethylene glycol oligomer ester can exemplify the finish (DEG-DA5) like the embodiment 1 that is put down in writing in No. 4288306 communique of Japan Patent for dimerized linoleic acid and diethylene glycol being carried out the product after the esterification.
Ethylhexyl glycerine is the ether of glycerine and 2-Ethylhexyl Alcohol, can buy the uses such as SENSIVA SC50 of Schulke&Mayr GmbH corporate system as commercially available article.
Rosemary Oil is the essential oil that from rosemary, (plant), obtains, and can buy the uses such as Rosemary Oil of PAYAN&BERTRAND company as commercially available article.
The essential oil of orange oil for from the pericarp of orange, extracting, the Pharmacopeia of Japan orange peel wet goods that can buy Ogawa & Co., Ltd. as commercially available article uses.
Wherein, Be the ethylhexyl glycerine that cooperates of purpose, be the Rosemary Oil that cooperates of purpose, the derived essential oil of orange peel wet goods with antibacterial action product is given fragrance to product; For giving the oiliness composition of cosmetics on a small quantity with purpose (antibiotic, give fragrance) effect; Because available emulsifying agent solubilising of the present invention exemplifies so can be used as particularly preferred oiliness composition.In addition, because of the emulsified state of polysiloxanes excellent especially, so, can be used as particularly preferred finish and exemplify.
Macromolecule emulsifier of the present invention has the trend that is difficult to carry out emulsification for the low oil of polarity.For example, for saualane, compatibility is bad when only using emulsifying agent emulsification of the present invention, so emulsified state is also bad, thereby not preferred.
Do not containing other surfactants, when only using macromolecule emulsifier emulsification of the present invention, the use level of preferred oiliness composition is below the 20 quality %.
When in prescription, containing the macromolecule emulsifier of the present invention of 1/5 times of amount of oiliness composition, preferred emulsification, solubilising.When being the emulsification composition of toner, emulsion, beautifying liquid etc., the mass ratio of macromolecule emulsifier of the present invention and oiliness composition is preferably 1: 5～and 100: 1.When macromolecule emulsifier of the present invention was lower than 1/5 times of amount of oiliness composition, emulsification sometimes was incomplete, so not preferred.
Macromolecule emulsifier of the present invention can be that the homopolymers of methoxy polyethylene glycol methacrylate-styrene polymer itself becomes emulsifying agent, also can be arbitrarily and the water-soluble composition of water, polyalcohol, ethanol mix and be emulsifying agent.Regulate viscosity through emulsifying agent of the present invention is mixed with water-soluble composition, thereby can form the agent of operability good emulsifying.
When containing polyalcohol, because of the compatibility with the oiliness composition improves, so preferred.As polyalcohol, can exemplify glycerine, 1,3-butanediol, DPG, propane diols, 1,2-pentanediol, 1,2-hexylene glycol, 1,2-ethohexadiol, polyethylene glycol etc.Preferred especially 1,3-butanediol, DPG, propane diols.
Emulsification composition of the present invention is applicable to external preparation for skin medicine, external preparation for skin medicine part outer article, cosmetics.
In macromolecule emulsifier of the present invention, emulsification composition, skin preparations for extenal use (medicine, medicine part outer article, cosmetics); In the scope of not damaging the invention effect; Can be engaged in normally used composition in the cosmetics as any composition, for example antioxidant, ultra-violet absorber, NMF, spices, fixer, anticorrisive agent, tackifier, pH conditioning agent, blood flow ameliorant, creeping chill agent, antiperspirant, bactericide, skin activating agent and other beauty treatment composition, effective component etc.
When containing tackifier, further improve the stability of emulsification composition sometimes.In addition, also can increase the variation of the formulation of emulsification composition.
As tackifier, the preferred water soluble macromolecular.As water soluble polymer, can be in natural polymer, semi-synthetic macromolecule, the synthetic high polymer any.For example, as a natural polymer may, for example tragacanth, karaya gum, xanthan gum, guar gum, cationic guar gum, anionic guar gum, tara gum, gum arabic, tamarind gum, knot gellan gum, locust bean gum, carrageenan, quince seed, dextran, etc.As semi-synthetic macromolecule, can exemplify hydroxypropyl methylcellulose, sodium carboxymethylcellulose, methylcellulose, cationized cellulose, propylene glycol alginate, sodium alginate, bentonite etc.As synthetic high polymer, can exemplify carbopol, polyvinylpyrrolidone, polyvinyl alcohol, dialkyl group polyethylene glycol, polyoxyethylene methyl glucoside dioleate, polyethylene glycol, polyglycol distearate, synthetic montmorillonite etc.The use level of these materials preferred 0.01～3%, further preferred 0.1～2%.Use level is lower than at 0.01% o'clock, and the tackify effect is insufficient, greater than 3% o'clock, can produce and send out sliding or be clamminess, so not preferred.
Emulsification composition of the present invention is applicable to the cosmetics of toner, beautifying liquid, emulsion, face cream, facial mask etc.Particularly be preferred for toner.Contain tackifier in the emulsification composition, can be applicable to beautifying liquid, emulsion, face cream, facial mask etc.
Embodiment
Use macromolecule emulsifier of the present invention to prepare the emulsification composition of embodiment 1～18 and Comparative Examples 1～6, estimate emulsified state.
(preparation method of emulsification composition)
Drop in the pure water (C) having mixed the aqueous solution (A) that contains synthetic example 1 and the solution of oiliness composition (B), use mulser (9000rpm, 2 minutes, room temperature) to carry out emulsification simultaneously, and then mix water composition (D) to prepare emulsification composition.
(evaluation of emulsified state)
(evaluation of compatibility)
The dissolved state of the aqueous solution (A) that mixing is contained synthetic example 1 during with oiliness composition (B) is in order to descend the standard visual assessment.This is evaluated as following evaluation, through predict the result of this emulsification in the compatibility of macromolecule emulsifier that carries out estimating before this emulsification the present invention's article and oiliness composition.
Zero; Transparent
△; Translucent
*; Not mixed
(evaluation of the emulsified state of emulsification composition)
With the emulsified state of the emulsification composition of embodiment 1～18 and Comparative Examples 1～6 in order to standard visual assessment down.Emulsification particle diameter (volume averaging) uses laser diffraction formula particle size distribution measurement appearance to measure.
Zero; Emulsification is good
△; The surface has the oiliness composition to spread and sink in out or a small amount of oil droplet emersion
*; Separate fully or oil droplet clearly arranged
(usability evaluation)
Emulsification composition by woman tester (23～55 years old) 10 star embodiment and Comparative Examples is coated in entire face, estimates the usability after being coated with.
(evaluation criterion)
Zero; Be not clamminess, sense of touch is smooth
*; Be clamminess
(judgement)
Zero; According to evaluation criterion, 8～10 are evaluated as zero
△; According to evaluation criterion, 7～5 are evaluated as zero
*; According to evaluation criterion, 4～1 is evaluated as zero
Evaluation comprises the result of emulsified state, usability of the emulsification composition of synthetic example 1 shown in table 1～table 4.
Table 1
Table 2
Table 3
Shown in table 1 (embodiment 1～7), the polymer of synthetic example 1 can be with D5, ring six siloxanes, dimeticone, dimerized linoleic acid diethylene glycol oligomer ester, ethylhexyl glycerine, Rosemary Oil, orange oil emulsification.The emulsification composition of embodiment 1～7 is not clamminess, sense of touch is smooth and have excellent usability.The emulsification composition of embodiment 5 and embodiment 6 is to use the emulsified transparent composition that can not measure the degree of particle diameter according to the laser diffraction formula particle size distribution measurement appearance of light scattering behavior determination particle size, and the oiliness composition is the solubilising state.At this, the emulsification composition of the transparent clear glass rounding tube container that is meant the diameter 4cm that packs into is compared when in same container, packing pure water into, the level that can't discern basically with range estimation.The viscosity of the emulsification composition of embodiment 1～7 is for below the critical value 10mPas that can determine with Brookfield viscometer.
As shown in table 2, in will being set at 0.2,1.0,2.0,5.0 embodiment 8～11, but cooperate and emulsification with 1 quality % through the polymer that will synthesize example 1 as the use level of the D5 of oiliness composition.Shown in embodiment 11, embodiment 13, but emulsification is equivalent to the polysiloxanes (D5, dimeticone) of 5 times of amounts of use level of the polymer of synthetic example 1.The oiliness composition is any of D5, dimeticone, Rosemary Oil, has carried out increasing in the emulsification composition of embodiment 12～15 of use level of the polymer that reduces synthetic example 1, and the emulsified state of arbitrary emulsification composition is all good.
The emulsification composition of embodiment 8～15 is not clamminess, sense of touch is smooth and have excellent usability.The viscosity of the emulsification composition of embodiment 8～11,13,15 is for below the critical value 10mPas that can determine with Brookfield viscometer.
The effect of the polyalcohol when then, having estimated the preparation emulsification composition.The result is as shown in table 4.
Table 4
When in emulsification composition, containing polyalcohol (1, the 3-butanediol), improve with the compatibility of oiliness composition, emulsified state is also good.
Prescription example 1 toner
(gradation composition) (quality %)
1. pure water remainder
2. glycerine 10
3. methyl p-hydroxybenzoate 0.1
4. citric acid 0.01
5. natrium citricum 0.05
6.1,3-butanediol 5.0
7. Rosemary Oil 0.003
8. the polymer 0.3 that obtains in the synthetic example 1
(method for making)
The dissolving of under 70 ℃, heating of composition with 1～5, be cooled to 30 ℃ after, add be pre-mixed 6～8, evenly mix.
The toner of prescription example 1 is transparent.Be not clamminess, make skin to become smooth, have the usability that makes us happy.Storage stability is also good.
Prescription example 2 gel beautifying liquids
(gradation composition) (quality %)
(A)
1. pure water remainder
2. carbopol 0.3
3. xanthans 0.1
4. glycerine 10
5. Phenoxyethanol 0.3
6. potassium hydroxide 0.09
(B)
7. pure water 30
8. D5 1
9. the polymer 1 that obtains in the synthetic example 1
10.1,3-butanediol 1.5
11. pure water 2.5
(method for making)
(A), add 6 and be cooled to 30 ℃ with 1～5 dissolving of under 70 ℃, heating.Add in 7 after mixing (B) 8～11, use mulser to carry out emulsification.Evenly mix with (A) with (B).
The gel beautifying liquid outward appearance of prescription example 2 is a gonorrhoea, excellent storage stability.Be not clamminess, make skin to become smooth, have the usability that makes us happy.
Claims (9)
1. a macromolecule emulsifier is characterized in that, contains the methoxy poly (ethylene glycol) polymethacrylates.
2. macromolecule emulsifier according to claim 1 is characterized in that, the average degree of polymerization of the polyoxyethylene chain of methoxy poly (ethylene glycol) polymethacrylates is 9.
3. macromolecule emulsifier according to claim 2 is characterized in that, using the polystyrene conversion molecular weight is more than 1000, below 100000.
4. an emulsification composition is characterized in that, contains each described macromolecule emulsifier and oiliness composition in the claim 1～3.
5. emulsification composition according to claim 4 is characterized in that, the oiliness composition is selected from one or more in polysiloxanes, alkyl glycerylether, dimerized linoleic acid diethylene glycol oligomer ester, the essential oil.
6. emulsification composition according to claim 4; It is characterized in that the oiliness composition is selected from one or more in D5, ring six siloxanes, dimeticone, dimerized linoleic acid diethylene glycol oligomer ester, ethylhexyl glycerine, Rosemary Oil, the orange oil.
7. according to each described emulsification composition in the claim 4～6, it is characterized in that the mass ratio of each described macromolecule emulsifier and oiliness composition is 1: 5～100: 1 in the claim 1～3.
8. according to the emulsification composition described in the claim 4～7, it is characterized in that, do not contain surfactant.
9. an emulsification composition is characterized in that, each described macromolecule emulsifier in the claim 1～3 of cooperation 0.02～20 quality %.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010171291A JP5680895B2 (en) | 2010-07-30 | 2010-07-30 | Polymer emulsifier and emulsified composition |
| JP2010-171291 | 2010-07-30 |
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| CN102343234A true CN102343234A (en) | 2012-02-08 |
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| JP (1) | JP5680895B2 (en) |
| KR (1) | KR20120022528A (en) |
| CN (1) | CN102343234A (en) |
| TW (1) | TWI503167B (en) |
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| CN104739670A (en) * | 2015-03-12 | 2015-07-01 | 广州澳希亚实业有限公司 | Emulsion stabilizer for low-energy cosmetic composition and cosmetic composition |
| CN105263613A (en) * | 2013-07-03 | 2016-01-20 | 第一工业制药株式会社 | Surfactant composition |
| WO2016098006A1 (en) * | 2014-12-19 | 2016-06-23 | Basf Se | Finely divided, cationic, aqueous polymer dispersions, method for the production thereof, and the use thereof |
| CN109317045A (en) * | 2018-02-20 | 2019-02-12 | 浙江田成环境科技有限公司 | A kind of surfactant for oil sludge and sand cleaning |
| CN116063904A (en) * | 2023-03-08 | 2023-05-05 | 王蕾 | Water-based epoxy paint |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5689332B2 (en) * | 2011-02-15 | 2015-03-25 | 株式会社ファンケル | Cosmetics |
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| JP2003171257A (en) * | 2001-12-04 | 2003-06-17 | Fancl Corp | Humectant for cosmetic |
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- 2010-07-30 JP JP2010171291A patent/JP5680895B2/en active Active
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2011
- 2011-03-25 KR KR1020110026652A patent/KR20120022528A/en not_active Application Discontinuation
- 2011-04-28 CN CN2011101092079A patent/CN102343234A/en active Pending
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| CN105263613A (en) * | 2013-07-03 | 2016-01-20 | 第一工业制药株式会社 | Surfactant composition |
| CN105263613B (en) * | 2013-07-03 | 2017-07-14 | 第一工业制药株式会社 | Surface activator composition and application thereof |
| WO2016098006A1 (en) * | 2014-12-19 | 2016-06-23 | Basf Se | Finely divided, cationic, aqueous polymer dispersions, method for the production thereof, and the use thereof |
| CN107001494A (en) * | 2014-12-19 | 2017-08-01 | 巴斯夫欧洲公司 | Cationic polymeric dispersion in small, broken bits, Its Preparation Method And Use |
| CN104739670A (en) * | 2015-03-12 | 2015-07-01 | 广州澳希亚实业有限公司 | Emulsion stabilizer for low-energy cosmetic composition and cosmetic composition |
| CN104739670B (en) * | 2015-03-12 | 2017-11-10 | 广州澳希亚实业有限公司 | Emulsion stabilizer for low-energy-consumption cosmetic composition and cosmetic composition |
| CN109317045A (en) * | 2018-02-20 | 2019-02-12 | 浙江田成环境科技有限公司 | A kind of surfactant for oil sludge and sand cleaning |
| CN116063904A (en) * | 2023-03-08 | 2023-05-05 | 王蕾 | Water-based epoxy paint |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI503167B (en) | 2015-10-11 |
| JP2012031087A (en) | 2012-02-16 |
| KR20120022528A (en) | 2012-03-12 |
| JP5680895B2 (en) | 2015-03-04 |
| TW201204459A (en) | 2012-02-01 |
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