EP1165743A1 - Preparations tensioactives aqueuses a phases multiples - Google Patents

Preparations tensioactives aqueuses a phases multiples

Info

Publication number: EP1165743A1
Authority: EP; European Patent Office
Prior art keywords: contained; aqueous; preparations according; aqueous preparations; soluble
Prior art date: 1999-04-08
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Granted

Application number

EP00920627A

Other languages

German (de)

English (en)

Other versions

EP1165743B1 (fr

Inventor

Thomas Förster

Barbara Heide

Wolfhard Scholz

Soraya Heinen

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Henkel AG and Co KGaA

Original Assignee

Henkel AG and Co KGaA

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1999-04-08

Filing date

2000-03-30

Publication date

2002-01-02

2000-03-30 Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA

2002-01-02 Publication of EP1165743A1 publication Critical patent/EP1165743A1/fr

2005-01-12 Application granted granted Critical

2005-01-12 Publication of EP1165743B1 publication Critical patent/EP1165743B1/fr

2020-03-30 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

238000002360 preparation method Methods 0.000 title claims abstract description 32
239000004094 surface-active agent Substances 0.000 title claims abstract description 15
150000001875 compounds Chemical class 0.000 claims abstract description 26
229920000642 polymer Polymers 0.000 claims abstract description 20
-1 dextrane Polymers 0.000 claims abstract description 17
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 15
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 15
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 12
239000008346 aqueous phase Substances 0.000 claims abstract description 11
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
229920003086 cellulose ether Polymers 0.000 claims abstract description 7
229920001451 polypropylene glycol Polymers 0.000 claims abstract description 7
229920000663 Hydroxyethyl cellulose Polymers 0.000 claims abstract description 6
235000019447 hydroxyethyl cellulose Nutrition 0.000 claims abstract description 6
238000005191 phase separation Methods 0.000 claims abstract description 6
239000000230 xanthan gum Substances 0.000 claims abstract description 6
229920001285 xanthan gum Polymers 0.000 claims abstract description 6
235000010493 xanthan gum Nutrition 0.000 claims abstract description 6
229940082509 xanthan gum Drugs 0.000 claims abstract description 6
125000002091 cationic group Chemical group 0.000 claims abstract description 5
239000004354 Hydroxyethyl cellulose Substances 0.000 claims abstract description 4
229920002385 Sodium hyaluronate Polymers 0.000 claims abstract description 4
229940010747 sodium hyaluronate Drugs 0.000 claims abstract description 4
YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 claims abstract description 4
125000000217 alkyl group Chemical group 0.000 claims description 11
150000003839 salts Chemical class 0.000 claims description 9
239000000203 mixture Substances 0.000 claims description 7
229920000151 polyglycol Polymers 0.000 claims description 7
239000010695 polyglycol Substances 0.000 claims description 7
229920002307 Dextran Polymers 0.000 claims description 5
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 5
239000000975 dye Substances 0.000 claims description 5
239000003792 electrolyte Substances 0.000 claims description 4
150000005846 sugar alcohols Polymers 0.000 claims description 4
FZWBNHMXJMCXLU-BLAUPYHCSA-N isomaltotriose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)O1 FZWBNHMXJMCXLU-BLAUPYHCSA-N 0.000 claims description 3
229960002086 dextran Drugs 0.000 claims description 2
229940071826 hydroxyethyl cellulose Drugs 0.000 claims 1
239000012071 phase Substances 0.000 abstract description 13
235000019441 ethanol Nutrition 0.000 abstract description 10
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract description 3
ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 abstract description 2
235000002639 sodium chloride Nutrition 0.000 description 12
239000002537 cosmetic Substances 0.000 description 6
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
239000012459 cleaning agent Substances 0.000 description 5
235000014113 dietary fatty acids Nutrition 0.000 description 5
239000000194 fatty acid Substances 0.000 description 5
229930195729 fatty acid Natural products 0.000 description 5
239000007788 liquid Substances 0.000 description 5
238000000926 separation method Methods 0.000 description 5
239000011734 sodium Substances 0.000 description 5
239000013543 active substance Substances 0.000 description 4
238000004140 cleaning Methods 0.000 description 4
KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 4
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
230000000694 effects Effects 0.000 description 3
229920005862 polyol Polymers 0.000 description 3
150000003077 polyols Chemical group 0.000 description 3
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
235000012752 quinoline yellow Nutrition 0.000 description 3
239000004172 quinoline yellow Substances 0.000 description 3
KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 2
ITYXXSSJBOAGAR-UHFFFAOYSA-N 1-(methylamino)-4-(4-methylanilino)anthracene-9,10-dione Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(NC)=CC=C1NC1=CC=C(C)C=C1 ITYXXSSJBOAGAR-UHFFFAOYSA-N 0.000 description 2
244000007835 Cyamopsis tetragonoloba Species 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
229920002472 Starch Polymers 0.000 description 2
239000002253 acid Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
239000003945 anionic surfactant Substances 0.000 description 2
229960003237 betaine Drugs 0.000 description 2
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
229920002678 cellulose Polymers 0.000 description 2
239000001913 cellulose Substances 0.000 description 2
235000010980 cellulose Nutrition 0.000 description 2
239000003599 detergent Substances 0.000 description 2
150000002009 diols Chemical class 0.000 description 2
HNRMPXKDFBEGFZ-UHFFFAOYSA-N ethyl trimethyl methane Natural products CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 2
150000004665 fatty acids Chemical class 0.000 description 2
239000000576 food coloring agent Substances 0.000 description 2
150000004676 glycans Chemical class 0.000 description 2
229920002674 hyaluronan Polymers 0.000 description 2
229960003160 hyaluronic acid Drugs 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
239000004922 lacquer Substances 0.000 description 2
125000003473 lipid group Chemical group 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 2
229920005615 natural polymer Polymers 0.000 description 2
239000003921 oil Substances 0.000 description 2
229920001282 polysaccharide Polymers 0.000 description 2
239000005017 polysaccharide Substances 0.000 description 2
108090000623 proteins and genes Proteins 0.000 description 2
102000004169 proteins and genes Human genes 0.000 description 2
229940051201 quinoline yellow Drugs 0.000 description 2
IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 2
238000005204 segregation Methods 0.000 description 2
239000002453 shampoo Substances 0.000 description 2
239000000344 soap Substances 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
239000008107 starch Substances 0.000 description 2
235000019698 starch Nutrition 0.000 description 2
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
BZANQLIRVMZFOS-ZKZCYXTQSA-N (3r,4s,5s,6r)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound CCCCOC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O BZANQLIRVMZFOS-ZKZCYXTQSA-N 0.000 description 1
HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical compound COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 description 1
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
TURPNXCLLLFJAP-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl hydrogen sulfate Chemical compound OCCOCCOCCOS(O)(=O)=O TURPNXCLLLFJAP-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
229940093475 2-ethoxyethanol Drugs 0.000 description 1
PSJBSUHYCGQTHZ-UHFFFAOYSA-N 3-Methoxy-1,2-propanediol Chemical compound COCC(O)CO PSJBSUHYCGQTHZ-UHFFFAOYSA-N 0.000 description 1
AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 description 1
CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 1
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
102000009027 Albumins Human genes 0.000 description 1
108010088751 Albumins Proteins 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
229920001661 Chitosan Polymers 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
239000004386 Erythritol Substances 0.000 description 1
UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
229920002683 Glycosaminoglycan Polymers 0.000 description 1
229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical class C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
239000004721 Polyphenylene oxide Chemical group 0.000 description 1
239000004373 Pullulan Substances 0.000 description 1
229920001218 Pullulan Polymers 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
230000001133 acceleration Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
150000008052 alkyl sulfonates Chemical class 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
239000002280 amphoteric surfactant Substances 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
229920001222 biopolymer Polymers 0.000 description 1
239000001045 blue dye Substances 0.000 description 1
239000000337 buffer salt Substances 0.000 description 1
239000001110 calcium chloride Substances 0.000 description 1
229910001628 calcium chloride Inorganic materials 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000004106 carminic acid Substances 0.000 description 1
235000012730 carminic acid Nutrition 0.000 description 1
229940080423 cochineal Drugs 0.000 description 1
239000008139 complexing agent Substances 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical compound OC1(O)CCCCC1 PDXRQENMIVHKPI-UHFFFAOYSA-N 0.000 description 1
GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
229910000397 disodium phosphate Inorganic materials 0.000 description 1
235000019800 disodium phosphate Nutrition 0.000 description 1
UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
229940009714 erythritol Drugs 0.000 description 1
235000019414 erythritol Nutrition 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
238000005187 foaming Methods 0.000 description 1
239000003205 fragrance Substances 0.000 description 1
239000000499 gel Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
238000001879 gelation Methods 0.000 description 1
229930182478 glucoside Natural products 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
230000006266 hibernation Effects 0.000 description 1
229920006158 high molecular weight polymer Polymers 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
150000002632 lipids Chemical class 0.000 description 1
235000001055 magnesium Nutrition 0.000 description 1
229910001629 magnesium chloride Inorganic materials 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
239000000178 monomer Substances 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
239000007764 o/w emulsion Substances 0.000 description 1
239000003002 pH adjusting agent Substances 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
229920002401 polyacrylamide Polymers 0.000 description 1
229920001515 polyalkylene glycol Polymers 0.000 description 1
229920000570 polyether Chemical group 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
235000019422 polyvinyl alcohol Nutrition 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
239000004175 ponceau 4R Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
235000019423 pullulan Nutrition 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000001044 red dye Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
239000004299 sodium benzoate Substances 0.000 description 1
235000010234 sodium benzoate Nutrition 0.000 description 1
239000001509 sodium citrate Substances 0.000 description 1
NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
235000011083 sodium citrates Nutrition 0.000 description 1
FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
235000019982 sodium hexametaphosphate Nutrition 0.000 description 1
239000001540 sodium lactate Substances 0.000 description 1
229940005581 sodium lactate Drugs 0.000 description 1
235000011088 sodium lactate Nutrition 0.000 description 1
229940048086 sodium pyrophosphate Drugs 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
229940048842 sodium xylenesulfonate Drugs 0.000 description 1
QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 1
KVCGISUBCHHTDD-UHFFFAOYSA-M sodium;4-methylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1 KVCGISUBCHHTDD-UHFFFAOYSA-M 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical group NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
150000008054 sulfonate salts Chemical class 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
229920001059 synthetic polymer Polymers 0.000 description 1
235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
229920003169 water-soluble polymer Polymers 0.000 description 1
239000001043 yellow dye Substances 0.000 description 1
239000002888 zwitterionic surfactant Substances 0.000 description 1
239000004711 α-olefin Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/0017—Multi-phase liquid compositions
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/2017—Monohydric alcohols branched

Definitions

the invention relates to aqueous surfactant preparations which are at rest in the form of two or more segregated, liquid, aqueous phases which are temporarily dispersible in one another by movement.
EP 0116 442 A1 describes a shampoo which consists of two segregated aqueous phases and whose specifically heavier, lower phase has a content of at least 6% by weight of dissolved sodium hexametaphosphate. Such a high content of condensed phosphates is neither advantageous in terms of application technology nor ecologically desirable.
JP 62 263 297 AI cosmetic cleaning agents which have two segregated, liquid, aqueous phases and which are characterized by a content of surfactants and water-soluble polymers.
the cleaning agents described there take a relatively long time (several hours) until they separate again in the idle state after mixing.
Hibernation can be achieved by a content of water-soluble, mono- or polyhydric alcohols.
the invention therefore relates to aqueous preparations which are present in the quiescent state in the form of two or more unmixed aqueous phases which are at times dispersible in motion with one another with at least one dissolved surface-active compound and at least one dissolved polymer compound which, in order to accelerate the phase separation in the quiescent state, contain at least one water-soluble one - or polyhydric alcohol with 2 - 9 carbon atoms.
the dissolved surface-active compounds contained in the preparation according to the invention can be ionogenic or nonionic compounds, the decisive factor being that they have a preferably linear lipid group with 8-22 C atoms and at least one water-solubilizing polyol or polyether group or a water-solubilizing salt-forming group, e.g. contain a carboxyl, sulfonate or sulfate ester group or both or an optionally quaternary ammonium group or ampholytic aminocarboxylate or aminosulfonate group or a betaine grouping, preferably at one end of the linear lipid group.
Suitable cosmetic cleaning agents are preferably those preparations which contain, as surface-active compounds, high-foaming anionic surfactants, ie preferably those with anionic sulfonate or sulfate ester groups in the form of their alkali metal, magnesium or ammonium salts.
Such preferred surfactants are especially the alkyl polyglycol ether sulfate salts or the alkyl polyglycol ether sulfosuccinate salts, e.g. as sodium salts meet the general formula I or II:
R and R are preferably a linear alkyl group with 8-22, preferably with
n is a number from 1-6, preferably from 2-4.
anionic surfactants are e.g. Soaps, N-acylamino acid salts,
Alkyl phosphate salts alkyl polyglycol ether carboxylate salts, alkyl sulfate alkanolamine salts,
Alkyl sulfonate salts Alkyl sulfonate salts, ⁇ -olefin sulfonate salts, acyl isethionate salts and acyl taurine salts.
amphoteric and / or zwitterionic surfactants e.g. Cocoamphoglycinate or Cocoamidopropyl-dimethyl-ammonio-glycinate and betaine surfactants are included.
Nonionic surfactants e.g. the adducts of 6 - 30 moles of ethylene oxide
Fatty acids Fatty acids, fatty alcohols, fatty acid monoglycerides, fatty acid alkanolamides, fatty acid sorbitan esters, alkylphenols, methyl glucoside fatty acid esters and other polar lipids as well
Alkyl glucosides and their ethylene oxide adducts can be contained as surface-active substances.
the total amount of surface-active substances can be 5 to 40% by weight, but an amount of 5 to 20% by weight is preferred, since otherwise the rapid separation of the phases can no longer be guaranteed.
Suitable polymer compounds are all natural or synthetic high-molecular substances with recurring structural elements which are soluble in water or aqueous surfactant solutions at 20 ° C. in amounts of at least 1% by weight.
Natural polymers are understood to mean water-soluble proteins or water-soluble polysaccharides or the water-soluble derivatives of water-insoluble proteins or polysaccharides.
Suitable natural polymers are, for example, albumins, gelatin, glycosaminoglycans (hyaluronic acid), chitosans, starch, guar, cellulose ethers, for example methyl celluloses or hydroxyethyl celluloses, carboxymethyl celluloses and cationic cellulose derivatives, for example starch, guar or cellulose ethers modified with epoxypropyl trimethylammoinum chloride.
the water-soluble biopolymers such as xanthan gum or the dextrans and pullulan are also suitable polymer compounds.
Suitable synthetic polymer compounds are, for example, polyvinyl alcohols,
Comonomers are suitable as polymer compounds for the purposes of the present invention.
Polymer compounds selected from polypropylene glycols with molecular weights of more than 1000 D, hydroxyethyl celluloses, xanthan gum, dextran, sodium hyaluronate and cationic cellulose ethers are preferably suitable for the preparation of the preparations according to the invention.
the amounts of polymer compounds required for segregation depend on the type and molecular weight of the polymer compound, it generally applies that the higher the molecular weight of the polymer compound, the lower the amounts required.
the very high molecular weight salts of hyaluronic acid or xanthan gum therefore contain amounts of 0.1-1% by weight of cellulose ethers such as e.g.
Hydroxyethyl cellulose or the cationic cellulose ethers are sufficient in amounts of 0.5-6% by weight, while e.g. Polypropylene glycols or degraded dextrans are to be contained in amounts of 2-20% by weight.
the upper limit of the content of polymer compounds is to be chosen so that the preparation does not gel and separation is not hindered by the toughness of the phases.
the dissolved surface-active compounds and polymer compounds can be contained in the preparations individually or as combinations of two or more such surfactants or polymers. It has been found that it is advantageous for the composition to separate if at least two different surface-active compounds or at least two different polymer compounds are present in the compositions according to the invention.
a combination of a particularly high molecular weight polymer with a low molecular weight polymer compound has proven to be particularly suitable. For example, combinations of sodium hyaluronate with cellulose derivatives or polypropylene glycols with average molecular weights of 2000 D and more with those of 1000 D and less have proven particularly effective.
Suitable water-soluble monohydric or polyhydric alcohols are all aliphatic alcohols, diols or polyols, preferably those with 2 to 9 carbon atoms, in amounts of at least 1% by weight are clearly soluble in water at 20 ° C. Such mono- or multi-valued
Alcohols are contained in the preparations according to the invention in an amount of 1-40% by weight. Suitable alcohols are e.g. Ethanol, 1-propanol, 2-propanol (isopropanol), n-
Suitable diols are e.g.
Ethylene glycol 1,2-propylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol,
Diethylene glycol triethylene glycol, dipropylene glycol, glycerol monomethyl ether or
Cyclohexanediol Suitable polyols are glycerol, erythritol, diglycerol, triglycerol, sorbitol,
the multiphase preparations according to the invention of the present invention separate particularly easily if ethanol or isopropanol is contained in an amount of 2-20% by weight as alcohol. In this way it was possible to obtain preparations which, after intensive mixing of the phases in the idle state, completely separate within less than 10 minutes and are in the form of separate, clear phases.
Suitable electrolyte salts are especially water-soluble inorganic salts, e.g. Alkali halides such as table salt (sodium chloride), calcium or magnesium chloride, the sulfates of the alkali metals or magnesium, sodium bicarbonate, sodium hydrogen phosphate and sodium pyrophosphate.
the salts of organic, low molecular weight acids e.g. Sodium acetate, sodium citrate, sodium lactate, sodium toluenesulfonate, sodium xylene sulfonate or sodium benzoate.
Water-soluble, inorganic electrolyte salts are preferably contained in an amount of 1-6% by weight.
the multiphase preparations according to the invention can also contain further components which are advantageous for use or appearance, as are customary in cosmetic cleaning and care products.
these are e.g. Dyes, fragrances, preservatives and pH-adjusting agents (buffer salts), complexing agents, antioxidants and cosmetic or dermatological active substances that give the skin a pleasant feeling on the skin or give the hair a good finish or have the specific dermatological effects on the skin.
aqueous phases have and in this way give the preparations a particularly appealing appearance.
yellow dyes such as quinoline yellow lacquer (food coloring E 104)
red dyes such as cochineal red lacquer (food coloring E 124) or blue dyes (Sudan blue)
blue dyes Sud blue
the surfactant preparations according to the invention can e.g. as shampoos for washing hair, as shower preparations, bath products, liquid soaps - but also as liquid detergents in the home or as mild detergents.
the segregated two-phase or multi-phase appearance can be used to make the composition of cleaning and care components clear to the consumer and to motivate him to homogenize the product by shaking before use in order to use all components in the same way.
dyes were also incorporated.
Part of the surfactant was mixed with the dye and then added.
a part of the aqueous ether sulfate was colored with Sudan blue and another part of the ether sulfate with quinoline yellow black. In this way - after separation of the phases - an upper blue and a lower yellow phase are obtained.
phase separation took place over a period of 5 to 60 minutes.
the examples containing ethanol showed a faster phase separation, usually within 10 minutes.
LES-Na sodium C ⁇ 2 / Ci 4 alkyl poly (2) glycol ether sulfate (Texapon ® NSO, Henkel KGaA)
SBE-Na sulfosuccinic acid - alkyl (C ⁇ 2 / i 4 -poly (3) glycol ether-monoester-di-sodium salt (Texapon ® SB3, Henkel KGaA)
HEC hydroxyethyl cellulose, viscosity 25 ° C (1% by weight): 350 m Pa s degree of substitution 2.5 Natrasol ® 250 HR (Hercules)
Xanthan gum Keltrol ® SF (Kelco)
IR 400 Polyquaternium-10 (Polymer IR 400, Amerchol)
Dextran Sigma
MG 2-82000
PPG 600 polypropylene glycol, molecular weight approx. 6000

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Chemical & Material Sciences (AREA)
Oil, Petroleum & Natural Gas (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Wood Science & Technology (AREA)
Organic Chemistry (AREA)
Emergency Medicine (AREA)
Health & Medical Sciences (AREA)
Cosmetics (AREA)
Medicinal Preparation (AREA)
Detergent Compositions (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

EP00920627A 1999-04-08 2000-03-30 Preparations tensioactives aqueuses a phases multiples Expired - Lifetime EP1165743B1 (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE19915837A DE19915837A1 (de)	1999-04-08	1999-04-08	Wässrige mehrphasige Tensidzubereitungen
DE19915837		1999-04-08
PCT/EP2000/002806 WO2000061716A1 (fr)	1999-04-08	2000-03-30	Preparations tensioactives aqueuses a phases multiples

Publications (2)

Publication Number	Publication Date
EP1165743A1 true EP1165743A1 (fr)	2002-01-02
EP1165743B1 EP1165743B1 (fr)	2005-01-12

Family

ID=7903882

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP00920627A Expired - Lifetime EP1165743B1 (fr)	1999-04-08	2000-03-30	Preparations tensioactives aqueuses a phases multiples

Country Status (5)

Country	Link
EP (1)	EP1165743B1 (fr)
AT (1)	ATE286966T1 (fr)
AU (1)	AU4113600A (fr)
DE (2)	DE19915837A1 (fr)
WO (1)	WO2000061716A1 (fr)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AU1152601A (en) *	1999-10-22	2001-05-08	Reckitt Benckiser France	Compositions and their use
DE19951635A1 (de) *	1999-10-26	2001-05-17	Henkel Kgaa	Wäßriges mehrphasiges Reinigungsmittel
US6429177B1 (en) *	2000-08-22	2002-08-06	Unilever Home & Personal Care Usa, Division Of Conopco, Inc.	Separating multi-phase personal wash composition in a transparent or translucent package
DE10062045A1 (de) *	2000-12-13	2002-06-27	Henkel Kgaa	Verschiedenfarbiges wässriges mehrphasiges Reinigungsmittel
DE10206795A1 (de) *	2002-02-19	2003-08-28	Beiersdorf Ag	Zweiphasige kosmetische oder dermatologische Zubereitungen mit einer Mikroemulsion
US6727209B2 (en) *	2002-08-14	2004-04-27	Unilever Home & Personal Care, Usa, Division Of Conopco, Inc.	Biphasic composition induced by polydextrose and sucrose
US6787511B2 (en) *	2002-08-14	2004-09-07	Unilever Home & Personal Care Usa Division Of Conopco, Inc.	Biphasic composition induced by polydextrose
WO2005023975A1 (fr) *	2003-09-03	2005-03-17	Henkel Kommanditgesellschaft Auf Aktien	Agent cosmetique a phases multiples pour laver les cheveux et nettoyer la peau
DE10341024A1 (de) *	2003-09-03	2005-03-31	Hans Schwarzkopf & Henkel Gmbh & Co. Kg	Mehrphasiges Tensidprodukt
FR2859626B1 (fr) *	2003-09-12	2006-01-27	Oreal	Composition biphase et ses utilisations dans le domaine cosmetique
FR2871373B1 (fr) *	2004-06-11	2006-12-01	Oreal	Procede de lavage des cheveux frises ou crepus
DE102004054278A1 (de) *	2004-11-10	2006-06-01	Wella Ag	Klares, zweiphasiges, schaumbildendes Aerosol-Haarstylingprodukt
US20060140897A1 (en) *	2004-12-28	2006-06-29	Unilever Home & Personal Care Usa, Division Of Conopco, Inc.	Biphasic inducing agent for aqueous cleansing compositions
DE102005051860A1 (de) *	2005-10-25	2007-04-26	Beiersdorf Ag	Langzeitstabile Gesichtswässer mit 1,2 Hexandiol
DE102005051864A1 (de)	2005-10-25	2007-04-26	Beiersdorf Ag	Kosmetische O/W-Emulsion mit 1,2-Hexandiol
EP1894994B1 (fr)	2006-08-31	2013-10-16	Henkel AG & Co. KGaA	Produit de nettoyage du visage à deux phases ou plus doté d'un procédé de mélange et de ségrégation réversible amélioré
DE102014205475A1 (de) *	2014-03-25	2015-10-01	Beiersdorf Ag	Polypropylenglykole mit antimikrobieller Wirkung in kosmetischen oder dermatologischen Zubereitungen
CN111328341B (zh) *	2017-11-30	2021-12-17	高露洁-棕榄公司	清洁组合物及其用途

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR1188460A (fr) *	1955-09-06	1959-09-23	Colgate Palmolive Co	Composition détersive sous forme de suspension
GB8421196D0 (en) *	1984-08-21	1984-09-26	Reckitt & Colmann Prod Ltd	Cleansing compositions
JPS62263297A (ja) *	1986-05-09	1987-11-16	ライオン株式会社	２相分離型液体洗浄剤組成物
DE19811386A1 (de) *	1998-03-16	1999-09-23	Henkel Kgaa	Wäßriges mehrphasiges Reinigungsmittel

1999
- 1999-04-08 DE DE19915837A patent/DE19915837A1/de not_active Withdrawn
2000
- 2000-03-30 DE DE50009223T patent/DE50009223D1/de not_active Expired - Lifetime
- 2000-03-30 WO PCT/EP2000/002806 patent/WO2000061716A1/fr not_active Ceased
- 2000-03-30 AT AT00920627T patent/ATE286966T1/de active
- 2000-03-30 EP EP00920627A patent/EP1165743B1/fr not_active Expired - Lifetime
- 2000-03-30 AU AU41136/00A patent/AU4113600A/en not_active Abandoned

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0061716A1 *

Also Published As

Publication number	Publication date
ATE286966T1 (de)	2005-01-15
AU4113600A (en)	2000-11-14
DE19915837A1 (de)	2000-10-12
EP1165743B1 (fr)	2005-01-12
WO2000061716A1 (fr)	2000-10-19
DE50009223D1 (de)	2005-02-17

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EP2768474B1 (fr)	2017-04-26	Nettoyant cosmétique doux
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CH653885A5 (de)	1986-01-31	Shampoo und verfahren zu dessen herstellung.
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