CA2571906A1 - Cold-preparable, low-viscosity and prolonged-stability cosmetic emulsions - Google Patents
Cold-preparable, low-viscosity and prolonged-stability cosmetic emulsions Download PDFInfo
- Publication number
- CA2571906A1 CA2571906A1 CA002571906A CA2571906A CA2571906A1 CA 2571906 A1 CA2571906 A1 CA 2571906A1 CA 002571906 A CA002571906 A CA 002571906A CA 2571906 A CA2571906 A CA 2571906A CA 2571906 A1 CA2571906 A1 CA 2571906A1
- Authority
- CA
- Canada
- Prior art keywords
- oil
- emulsifier
- optionally
- emulsions
- water
- Prior art date
- 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.)
- Abandoned
Links
- 239000008271 cosmetic emulsion Substances 0.000 title description 2
- 239000000839 emulsion Substances 0.000 claims abstract description 95
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 69
- 239000000203 mixture Substances 0.000 claims abstract description 59
- 239000012141 concentrate Substances 0.000 claims abstract description 28
- 239000002537 cosmetic Substances 0.000 claims abstract description 20
- 238000009472 formulation Methods 0.000 claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 claims abstract description 10
- 239000003995 emulsifying agent Substances 0.000 claims description 128
- 239000003921 oil Substances 0.000 claims description 65
- 150000002148 esters Chemical class 0.000 claims description 36
- 239000004064 cosurfactant Substances 0.000 claims description 34
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims description 30
- 125000003118 aryl group Chemical group 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 23
- 125000001931 aliphatic group Chemical group 0.000 claims description 23
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 21
- 239000007764 o/w emulsion Substances 0.000 claims description 18
- 150000001298 alcohols Chemical class 0.000 claims description 16
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 15
- 239000000654 additive Substances 0.000 claims description 15
- 229960005323 phenoxyethanol Drugs 0.000 claims description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 238000004140 cleaning Methods 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 10
- 150000001735 carboxylic acids Chemical class 0.000 claims description 10
- 229920005862 polyol Polymers 0.000 claims description 10
- 150000003077 polyols Chemical class 0.000 claims description 10
- 239000003755 preservative agent Substances 0.000 claims description 10
- OQILCOQZDHPEAZ-UHFFFAOYSA-N Palmitinsaeure-octylester Natural products CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 claims description 9
- -1 carbohydrate esters Chemical class 0.000 claims description 9
- GJQLBGWSDGMZKM-UHFFFAOYSA-N ethylhexyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(CC)CCCCC GJQLBGWSDGMZKM-UHFFFAOYSA-N 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 229920000223 polyglycerol Polymers 0.000 claims description 9
- 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 claims description 8
- 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 claims description 8
- 239000000600 sorbitol Substances 0.000 claims description 8
- 239000000194 fatty acid Substances 0.000 claims description 7
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 claims description 6
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims description 6
- PXTQQOLKZBLYDY-UHFFFAOYSA-N bis(2-ethylhexyl) carbonate Chemical compound CCCCC(CC)COC(=O)OCC(CC)CCCC PXTQQOLKZBLYDY-UHFFFAOYSA-N 0.000 claims description 6
- 150000007942 carboxylates Chemical class 0.000 claims description 6
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 6
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 claims description 6
- 229930182470 glycoside Natural products 0.000 claims description 5
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 4
- 150000001860 citric acid derivatives Chemical class 0.000 claims description 4
- 229940071160 cocoate Drugs 0.000 claims description 4
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- DLAHAXOYRFRPFQ-UHFFFAOYSA-N dodecyl benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1 DLAHAXOYRFRPFQ-UHFFFAOYSA-N 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 150000004676 glycans Chemical class 0.000 claims description 4
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims description 4
- 150000002338 glycosides Chemical class 0.000 claims description 4
- 230000002209 hydrophobic effect Effects 0.000 claims description 4
- 150000004701 malic acid derivatives Chemical class 0.000 claims description 4
- 150000002690 malonic acid derivatives Chemical class 0.000 claims description 4
- 150000002772 monosaccharides Chemical class 0.000 claims description 4
- 239000012875 nonionic emulsifier Substances 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 229920005646 polycarboxylate Polymers 0.000 claims description 4
- 229920001282 polysaccharide Polymers 0.000 claims description 4
- 239000005017 polysaccharide Substances 0.000 claims description 4
- 150000003890 succinate salts Chemical class 0.000 claims description 4
- 150000003892 tartrate salts Chemical class 0.000 claims description 4
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 claims description 3
- 229940031723 1,2-octanediol Drugs 0.000 claims description 3
- 229940043268 2,2,4,4,6,8,8-heptamethylnonane Drugs 0.000 claims description 3
- 230000001166 anti-perspirative effect Effects 0.000 claims description 3
- 239000003213 antiperspirant Substances 0.000 claims description 3
- 239000002781 deodorant agent Substances 0.000 claims description 3
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 3
- PMMXXYHTOMKOAZ-UHFFFAOYSA-N hexadecyl 7-methyloctanoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)CCCCCC(C)C PMMXXYHTOMKOAZ-UHFFFAOYSA-N 0.000 claims description 3
- KUVMKLCGXIYSNH-UHFFFAOYSA-N isopentadecane Natural products CCCCCCCCCCCCC(C)C KUVMKLCGXIYSNH-UHFFFAOYSA-N 0.000 claims description 3
- 239000010985 leather Substances 0.000 claims description 3
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- 229940015975 1,2-hexanediol Drugs 0.000 claims description 2
- OUZOBPPZPCBJAR-UHFFFAOYSA-N 14-methylpentadecyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C OUZOBPPZPCBJAR-UHFFFAOYSA-N 0.000 claims description 2
- OPJWPPVYCOPDCM-UHFFFAOYSA-N 2-ethylhexyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC OPJWPPVYCOPDCM-UHFFFAOYSA-N 0.000 claims description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims description 2
- AMEMLELAMQEAIA-UHFFFAOYSA-N 6-(tert-butyl)thieno[3,2-d]pyrimidin-4(3H)-one Chemical compound N1C=NC(=O)C2=C1C=C(C(C)(C)C)S2 AMEMLELAMQEAIA-UHFFFAOYSA-N 0.000 claims description 2
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 claims description 2
- CMBYOWLFQAFZCP-UHFFFAOYSA-N Hexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCC CMBYOWLFQAFZCP-UHFFFAOYSA-N 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
- CKLJMWTZIZZHCS-REOHCLBHSA-L aspartate group Chemical class N[C@@H](CC(=O)[O-])C(=O)[O-] CKLJMWTZIZZHCS-REOHCLBHSA-L 0.000 claims description 2
- 150000001720 carbohydrates Chemical class 0.000 claims description 2
- 229940093528 cetearyl ethylhexanoate Drugs 0.000 claims description 2
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 claims description 2
- PKPOVTYZGGYDIJ-UHFFFAOYSA-N dioctyl carbonate Chemical compound CCCCCCCCOC(=O)OCCCCCCCC PKPOVTYZGGYDIJ-UHFFFAOYSA-N 0.000 claims description 2
- 150000002306 glutamic acid derivatives Chemical class 0.000 claims description 2
- GCXZDAKFJKCPGK-UHFFFAOYSA-N heptane-1,2-diol Chemical compound CCCCCC(O)CO GCXZDAKFJKCPGK-UHFFFAOYSA-N 0.000 claims description 2
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 claims description 2
- 229940100463 hexyl laurate Drugs 0.000 claims description 2
- 229940033357 isopropyl laurate Drugs 0.000 claims description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 2
- 235000021317 phosphate Nutrition 0.000 claims description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 229920003023 plastic Polymers 0.000 claims description 2
- 235000011067 sorbitan monolaureate Nutrition 0.000 claims description 2
- 150000003445 sucroses Chemical class 0.000 claims description 2
- 150000003871 sulfonates Chemical class 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 2
- 230000037072 sun protection Effects 0.000 claims description 2
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 claims 1
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 claims 1
- 229940074928 isopropyl myristate Drugs 0.000 claims 1
- 229940075495 isopropyl palmitate Drugs 0.000 claims 1
- 229940089456 isopropyl stearate Drugs 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- ZPWFUIUNWDIYCJ-UHFFFAOYSA-N propan-2-yl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C ZPWFUIUNWDIYCJ-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 13
- 235000019198 oils Nutrition 0.000 description 52
- 239000000243 solution Substances 0.000 description 16
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 230000002335 preservative effect Effects 0.000 description 9
- 230000007774 longterm Effects 0.000 description 7
- 239000002304 perfume Substances 0.000 description 7
- CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000010696 ester oil Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 238000004321 preservation Methods 0.000 description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- 235000019445 benzyl alcohol Nutrition 0.000 description 4
- 238000002296 dynamic light scattering Methods 0.000 description 4
- 230000032050 esterification Effects 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 4
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229960003624 creatine Drugs 0.000 description 3
- 239000006046 creatine Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000002334 glycols Chemical class 0.000 description 3
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 3
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- 238000006386 neutralization reaction Methods 0.000 description 3
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- 239000004094 surface-active agent Substances 0.000 description 3
- WWUZIQQURGPMPG-UHFFFAOYSA-N (-)-D-erythro-Sphingosine Natural products CCCCCCCCCCCCCC=CC(O)C(N)CO WWUZIQQURGPMPG-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- ANZUDYZHSVGBRF-UHFFFAOYSA-N 3-ethylnonane-1,2,3-triol Chemical compound CCCCCCC(O)(CC)C(O)CO ANZUDYZHSVGBRF-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
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- AERBNCYCJBRYDG-UHFFFAOYSA-N D-ribo-phytosphingosine Natural products CCCCCCCCCCCCCCC(O)C(O)C(N)CO AERBNCYCJBRYDG-UHFFFAOYSA-N 0.000 description 2
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- 239000005662 Paraffin oil Substances 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
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- 239000000470 constituent Substances 0.000 description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
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- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
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- WTVHAMTYZJGJLJ-UHFFFAOYSA-N (+)-(4S,8R)-8-epi-beta-bisabolol Natural products CC(C)=CCCC(C)C1(O)CCC(C)=CC1 WTVHAMTYZJGJLJ-UHFFFAOYSA-N 0.000 description 1
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- XPJVKCRENWUEJH-UHFFFAOYSA-N Isobutylparaben Chemical compound CC(C)COC(=O)C1=CC=C(O)C=C1 XPJVKCRENWUEJH-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
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- RRUDCFGSUDOHDG-UHFFFAOYSA-N acetohydroxamic acid Chemical class CC(O)=NO RRUDCFGSUDOHDG-UHFFFAOYSA-N 0.000 description 1
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- 229940024606 amino acid Drugs 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- UPOYFZYFGWBUKL-UHFFFAOYSA-N amiphenazole Chemical compound S1C(N)=NC(N)=C1C1=CC=CC=C1 UPOYFZYFGWBUKL-UHFFFAOYSA-N 0.000 description 1
- 229950001798 amiphenazole Drugs 0.000 description 1
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- 229940036350 bisabolol Drugs 0.000 description 1
- HHGZABIIYIWLGA-UHFFFAOYSA-N bisabolol Natural products CC1CCC(C(C)(O)CCC=C(C)C)CC1 HHGZABIIYIWLGA-UHFFFAOYSA-N 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229940106189 ceramide Drugs 0.000 description 1
- 150000001783 ceramides Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
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- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
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- 239000000049 pigment Substances 0.000 description 1
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- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229940097941 polyglyceryl-10 laurate Drugs 0.000 description 1
- 229940100861 polyglyceryl-3 laurate Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
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- 150000003138 primary alcohols Chemical class 0.000 description 1
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- 238000011069 regeneration method Methods 0.000 description 1
- 235000020944 retinol Nutrition 0.000 description 1
- 229960003471 retinol Drugs 0.000 description 1
- 239000011607 retinol Substances 0.000 description 1
- 125000000946 retinyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C1=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
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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
- 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
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- 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
- C11D17/04—Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
- C11D17/041—Compositions releasably affixed on a substrate or incorporated into a dispensing means
-
- 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
- C11D3/2093—Esters; Carbonates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
-
- C11D2111/10—
Abstract
The present invention provides PEG-free, cold--preparable, prolonged-stability, low-viscosity, fine oil-in-water emulsions, their preparation from preferably clear oil phases or via preferably clear to transparent microemulsion-like concentrates, the corresponding oil phases or microemulsion-like concentrates and the use of the inventive emulsions for producing cosmetic, dermatological, pharmaceutical or industrial formulations, especially for the production of impregnating emulsions for wet wipes or for sprayable care emulsions.
Description
G o 1 d s c h m i d t GmbH, Essen Cold-preparable, low-viscosity and prolonged-stability cosmetic emulsions The present invention provides cold-preparable, prolonged-stability, low-viscosity, fine oil-in-water emulsions, their preparation from preferably clear oil phases or via preferably clear to transparent microemulsion-like concentrates, the corresponding oil phases or microemulsion-like concentrates and the use of the inventive emulsions for producing cosmetic, dermatological or pharmaceutical formulations, and for the production of cleaning and care emulsions for the household and industry, especially for the production of impregnating emulsions for wet wipes or for sprayable care emulsions.
The inventive fine oil-in-water emulsions are preferably free of polyethylene glycol-containing substances ("PEG-free") and comprise an emulsifier mixture consisting of a primary nonionic emulsifier component, preferably polyol partial esters, and a secondary neutralizable emulsifier component, and additionally interface-active cosurfactants, preferably aromatic cosurfactants with preservative properties, and additionally oils, preferably ester and/or ether oils, and optionally further customary assistants and additives.
The inventive fine oil-in-water emulsions are preferably free of polyethylene glycol-containing substances ("PEG-free") and comprise an emulsifier mixture consisting of a primary nonionic emulsifier component, preferably polyol partial esters, and a secondary neutralizable emulsifier component, and additionally interface-active cosurfactants, preferably aromatic cosurfactants with preservative properties, and additionally oils, preferably ester and/or ether oils, and optionally further customary assistants and additives.
Emulsions constitute an important product type in the field of cosmetic, dermatological and/or pharmaceutical formulations. Cosmetic formulations are utilized essentially for skincare. Skincare in the cosmetic sense is primarily the enhancement and/or reestablishment of the natural function of the skin as a barrier against environmental influences (for example soil, chemicals, microorganisms) and against the loss of endogenous substances (for example water, natural fats, electrolytes).
A further aim of skincare is to compensate for the loss of fats and water in the skin caused by daily washing and to preserve and restore the softness and smoothness of the skin. This is important precisely when the natural regeneration capacity is insufficient.
Moreover, skincare products should provide protection from environmental influences, especially from the sun and the wind, and delay skin ageing.
Pharmaceutical topical compositions generally comprise one or more medicaments in effective concentration. For the sake of simplicity, cosmetic and medical use and corresponding products are clearly distinguished by reference to the legal stipulations of the Federal Republic of Germany (for example Cosmetics Act, Food and Drug Laws).
In the last few years, cosmetic wet wipes have gained increasing significance owing to their extremely simple and convenient usability. Initially, virtually exclusively wet wipes for cleaning purposes were represented on the cosmetics market, which comprised mainly aqueous, surfactant-containing impregnating solutions. However, in recent times, care products have also been appearing more and more on the market, which are based on impregnating emulsions and thus additionally comprise a care oil component.
Most of these cosmetic wet wipes for bodycare and facecare are impregnated with emulsions which have been prepared by the PIT emulsifying method (K. Shinoda, H.
Kunieda, Phase properties of emulsions: PIT and HLB, Encyci. of Emulsion Technology, 337-367 (1), 1983 or Th. Forster, F. Schambil, W. von Rybinski, J. Disp.
Sci. And Technology, 13(2), 183-93 (1992)).
The PIT method makes use of the fact that, in an oil-in-water (O/W) emulsion which is stabilized by nonionic emulsifiers containing polyethylene glycol ("PEG-containing emulsifiers"), a phase inversion can be induced to give a water-in-oil (W/0) emulsion by increasing the temperature (phase inversion; PIT: phase inversion temperature).
Since the water-oil interface tension is extremely low in this phase inversion region, extremely fine oil-in-water emulsions can thus be obtained after cooling. For this purpose, it is, however, necessary that the individual components of the emulsions are adjusted precisely with respect to one another for each system to be emulsified. This means that emulsifier mixtures and emulsifier concentration have to be "tailored" for different oil phases.
The fine and low-viscosity emulsions thus produced have excellent long-term stability and are thus very suitable as impregnating solutions for wet wipes. Such systems are described, for example, in EP-B-1 268 740 or WO-A-00/04230.
A fundamental requirement for the use of PIT
emulsification technology is, as described, the necessity for the entire emulsion to be heated to temperatures above the phase inversion temperature and then to be cooled down again.
At the present time, where process operations have to be optimized and energy costs restricted, this means a distinct disadvantage compared to systems which do not have to pass through this heating/cooling curve. For this reason, fine, prolonged-stability emulsions which can be prepared at room temperature ("cold preparation") without having to pass through an additional heating/cooling curve would be advantageous.
Another disadvantage in impregnating solutions for wet wipes based on PIT emulsions is that they are based on the use of PEG-containing emulsifiers. In view of very natural cosmetic formulations, it is an important aim of cosmetics research to be able to dispense with emulsifiers containing polyethylene glycol ("PEG").
There is therefore an increased search for PEG-free alternative solutions.
It is also known that ethoxylated emulsifiers impart a rather watery skin feel, which can be improved sensorily by the use of, for example, polyglyceryl esters.
For instance, WO-A-02/056841 describes PEG-free impregnating emulsions for cosmetic wet wipes based on polyol poly-12-hydroxystearates and alkyl glycosides.
The use of these emulsifier mixtures leads to improved softness of the paper products impregnated with them and also leads otherwise to improved sensory properties in use of the wet wipes produced with them. In the case of such emulsifier combinations, it is, however, generally difficult to achieve good long-term stability of the impregnating emulsions in combination with sufficient preservation.
Especially in the production of wet wipes, sufficient preservation of the impregnating solutions is absolutely necessary in order to prevent germ growth.
The preservation has to be sufficient to protect both the impregnating solutions themselves and finally also the impregnated wet wipes in the long term against germ growth.
Preferred preservative mixtures used are typically mixtures of alkylparaben esters and phenoxyethanol, as are commercially available, for instance, under the trade names Euxyl K 300 (Schulke & Mayr) or Phenonip (Clariant).
The described high requirements regarding reliable preservation of impregnating solution and wet wipes make it necessary that relatively large amounts of these alkylparaben ester/phenoxyethanol mixtures generally have to be used in the finished impregnating solutions (0.5 to 1.0% by weight). Ideally, the entire amount of preservative should be incorporated as early as in the production of emulsion concentrates. This allows the desired use concentration of the impregnating solution to be established subsequently in a simple manner by dilution with water.
It is known that the use of these alkylparaben ester/phenoxyethanol mixtures has an emulsion-stressing influence, since these compounds are very interface-active and compete with emulsifier molecules for a space at the oil-water interface. Owing to the interface-active character of these preservative mixtures, they can therefore also be described as aromatic cosurfactants with preservative properties. In the case of impregnating emulsions for wet wipes, this emulsion-stressing effect is generally enhanced by the required high amounts of these preservatives and the low viscosities of the impregnating solutions.
In summary, it can therefore be stated that it is not possible with the emulsifiers or emulsifier combinations described in the prior art to prepare cold-preparable, sufficiently preserved, low-viscosity, fine and prolonged-stability emulsions, as are typically used for impregnating emulsions or sprayable lotions.
It is therefore an object of the present invention to prepare low-viscosity, fine and prolonged-stability emulsions, as used typically for impregnating emulsions or sprayable lotions, i.e. which simultaneously - can be prepared at room temperature and - are free of ethoxylated constituents and - which additionally contain a sufficient amount of preservative compounds.
It has now been found that, surprisingly, low-viscosity, fine and prolonged-stability oil-in-water emulsions, which are outstandingly suitable for use as impregnating emulsions or in sprayable systems, are preparable at room temperature when a suitable combination of emulsifiers based on polyol partial esters and neutralizable acid partial esters is used together with oils, preferably ester and/or ether oils and cosurfactants, preferably aromatic cosurfactants with preservative properties.
In addition to their ease of preparation and their fine dispersion, these emulsions are notable in that they are essentially free of ethoxylated ingredients ("PEG-free" emulsion systems) . The wet wipes produced with the aid of these impregnating solutions are additionally notable for exceedingly pleasant sensory properties.
The inventive oil-in-water emulsions provide for the first time PEG-free, low-viscosity and fine emulsions which are preparable at room temperature and are simultaneously sufficiently preserved and have prolonged stability by virtue of the use, preferred in accordance with the invention, of preservation-active aromatic cosurfactants, and are thus suitable in particular for use as impregnating emulsions for wet wipes.
The invention therefore provides prolonged-stability, low-viscosity, fine oil-in-water emulsions comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and optionally D) one or more polar solubilizers and optionally E) customary assistants and additives, with the proviso that the water phase content of the emulsions is > 80% by weight based on overall emulsion.
Emulsions preferred in accordance with the invention have low viscosity, are finely distributed and have long-term stability.
"Low viscosity" is understood to mean a viscosity which enables spraying of the emulsions with customary apparatus. In general, these are emulsion viscosities of < 4000 mPas (Brookfield RVT, spindle 4, 10 rpm (20 C)), preferably < 2500 mPas, more preferably <_ 1000 mPas. Higher viscosities are attainable but not preferred in accordance with the invention.
"Fine" is understood to mean a mean radius of the emulsion droplets of > 20 -< 500 nm, preferably of >_ 30 - <_ 200 nm and more preferably of _ 40 - <_ 120 nm.
"Prolonged stability" is understood to mean that the inventive emulsions can be stored for three months at room temperature and for 1 month at 40 C without irreversible creaming or other signs of instability.
The inventive oil-in-water emulsions typically have a water phase content of _ 70 - _ 99% by weight, preferably of _ 80 - <_ 97% by weight.
The water phase includes all substances in a formulation which are added to this phase or can be dissolved or dispersed in it owing to their hydrophilic character. Based on the inventive oil-in-water emulsions, water or any constituents such as glycols, polyalkylene glycols, glycerol, polyglycerols, alcohols, water-soluble polymers or active ingredients in any case belong to the water phase.
In all subjects of the invention, the emulsifier mixture (A), the cosurfactants (B) and the oils (C) are used preferably in proportions by weight (based on these three components) of (A) > 10 -< 30/(B) > 3 -5 20/(C) > 50 - 5 87 and more preferably in proportions by weight of 20 - _ 25/> 5-<_ 15/_ 60 - 75, the emulsifier mixture (A) being composed of > 75 -<_ 99.5%
by weight of nonionic primary emulsifier (a) and _ 0.5 - <_ 25% by weight of secondary emulsifier (b) containing acid groups.
For the emulsifier mixture (A), preference is given in accordance with the invention to using, for the nonionic primary emulsifiers (a), polyol partial esters selected from at least one of the groups of:
al) glyceryl and polyglyceryl partial esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from ? 6 to <_ 22 carbon atoms with glycerol, polyglycerols or mixtures of the two, a2) sorbitan or sorbitol partial esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from _ 6 to 5 22 carbon atoms with sorbitol, a3) carbohydrate esters, preferably glycoside or sucrose esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from _ 6 to _ 22 carbon atoms with mono- or polysaccharides, and optionally higher saccharides, a4) (alkylpoly)glycosides, preferably prepared by reacting aliphatic, linear or branched, optionally unsaturated and/or additionally hydroxy-functionalized alcohols having a chain length of from _ 6 to < 22 carbon atoms with mono- or polysaccharides or mixtures thereof.
Typically, the main part of the nonionic primary emulsifier component (a) consists of polyglyceryl esters, to which sorbitan esters have preferably been added in an amount of ? 0-<_ 75% by weight, preferably ? 0 - < 50% by weight, more preferably ? 0 - < 25% by weight, based on overall primary emulsifier component (a).
Preference is given to polyglyceryl partial esters and sorbitan partial esters which contain, as hydrophobic moieties, fatty acid radicals having a chain length of from ? 10 to <_ 18 carbon atoms.
Very particular preference is given to a combination of polyglyceryl laurates and sorbitan laurates.
For the emulsifier mixture (A), preference is given, for the secondary emulsifier component (b), to compounds selected from at least one of the groups of:
bl) optionally hydroxyl-containing di- or polycarboxylates, sulfated, sulfonated or phosphated carboxylates, malonates, malates, succinates, sulfosuccinates, citrates, tartrates, in each of which some of the acid groups have been esterified with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized alcohols having a chain length of from _ 6 to S 22 carbon atoms, b2) optionally hydroxyl-containing di- or polycarboxylates, sulfated or sulfonated or phosphated carboxylates, malonates, malates, succinates, sulfosuccinates, citrates, tartrates, in each of which some of the acid groups have been esterified with polyols, polyol partial esters, preferably formed from glycerol, polyglycerol and/or sorbitol with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from _ 6 to < 22 carbon atoms, b3) polyols, preferably glycerol, polyglycerol and sorbitol, which have been partly esterified with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized mono-, di- or polycarboxylic acids having a chain length of from _ 2 to 5 22 carbon atoms, with the proviso that free, neutralizable acid groups are present in the molecule, b4) hydroxy-functional mono-, di- or polycarboxylic acids, at least some of whose hydroxyl groups have been reacted with aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from ? 6 to <_ 22 carbon atoms, b5) N-acyl amino acids such as sarcosinates, glutamates, aspartates, containing an aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized radical having a chain length of from > 6 to < 22 carbon atoms, b6) carboxylates, sulfates, sulfonates, phosphonates or phosphates, containing an aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized acyl radical having a chain length of from _ 6 to _ 22 carbon atoms, or mixtures thereof.
The emulsifiers of type (b) are present in the emulsifier formulation preferably in at least partly neutralized form. They are advantageously used already as (partly) neutralized components. If desired, the neutralization step can also be effected in a suitable later process step, in which case the bases used for the neutralization are preferably those which lead to anion-active emulsifiers with mono- or divalent cationic counterions. Particularly preferred counterions are sodium and potassium.
Preference is given to using neutralized citric acid partial esters whose hydrophobic radicals each contain from _ 10 to <_ 18 carbon atoms.
A further aim of skincare is to compensate for the loss of fats and water in the skin caused by daily washing and to preserve and restore the softness and smoothness of the skin. This is important precisely when the natural regeneration capacity is insufficient.
Moreover, skincare products should provide protection from environmental influences, especially from the sun and the wind, and delay skin ageing.
Pharmaceutical topical compositions generally comprise one or more medicaments in effective concentration. For the sake of simplicity, cosmetic and medical use and corresponding products are clearly distinguished by reference to the legal stipulations of the Federal Republic of Germany (for example Cosmetics Act, Food and Drug Laws).
In the last few years, cosmetic wet wipes have gained increasing significance owing to their extremely simple and convenient usability. Initially, virtually exclusively wet wipes for cleaning purposes were represented on the cosmetics market, which comprised mainly aqueous, surfactant-containing impregnating solutions. However, in recent times, care products have also been appearing more and more on the market, which are based on impregnating emulsions and thus additionally comprise a care oil component.
Most of these cosmetic wet wipes for bodycare and facecare are impregnated with emulsions which have been prepared by the PIT emulsifying method (K. Shinoda, H.
Kunieda, Phase properties of emulsions: PIT and HLB, Encyci. of Emulsion Technology, 337-367 (1), 1983 or Th. Forster, F. Schambil, W. von Rybinski, J. Disp.
Sci. And Technology, 13(2), 183-93 (1992)).
The PIT method makes use of the fact that, in an oil-in-water (O/W) emulsion which is stabilized by nonionic emulsifiers containing polyethylene glycol ("PEG-containing emulsifiers"), a phase inversion can be induced to give a water-in-oil (W/0) emulsion by increasing the temperature (phase inversion; PIT: phase inversion temperature).
Since the water-oil interface tension is extremely low in this phase inversion region, extremely fine oil-in-water emulsions can thus be obtained after cooling. For this purpose, it is, however, necessary that the individual components of the emulsions are adjusted precisely with respect to one another for each system to be emulsified. This means that emulsifier mixtures and emulsifier concentration have to be "tailored" for different oil phases.
The fine and low-viscosity emulsions thus produced have excellent long-term stability and are thus very suitable as impregnating solutions for wet wipes. Such systems are described, for example, in EP-B-1 268 740 or WO-A-00/04230.
A fundamental requirement for the use of PIT
emulsification technology is, as described, the necessity for the entire emulsion to be heated to temperatures above the phase inversion temperature and then to be cooled down again.
At the present time, where process operations have to be optimized and energy costs restricted, this means a distinct disadvantage compared to systems which do not have to pass through this heating/cooling curve. For this reason, fine, prolonged-stability emulsions which can be prepared at room temperature ("cold preparation") without having to pass through an additional heating/cooling curve would be advantageous.
Another disadvantage in impregnating solutions for wet wipes based on PIT emulsions is that they are based on the use of PEG-containing emulsifiers. In view of very natural cosmetic formulations, it is an important aim of cosmetics research to be able to dispense with emulsifiers containing polyethylene glycol ("PEG").
There is therefore an increased search for PEG-free alternative solutions.
It is also known that ethoxylated emulsifiers impart a rather watery skin feel, which can be improved sensorily by the use of, for example, polyglyceryl esters.
For instance, WO-A-02/056841 describes PEG-free impregnating emulsions for cosmetic wet wipes based on polyol poly-12-hydroxystearates and alkyl glycosides.
The use of these emulsifier mixtures leads to improved softness of the paper products impregnated with them and also leads otherwise to improved sensory properties in use of the wet wipes produced with them. In the case of such emulsifier combinations, it is, however, generally difficult to achieve good long-term stability of the impregnating emulsions in combination with sufficient preservation.
Especially in the production of wet wipes, sufficient preservation of the impregnating solutions is absolutely necessary in order to prevent germ growth.
The preservation has to be sufficient to protect both the impregnating solutions themselves and finally also the impregnated wet wipes in the long term against germ growth.
Preferred preservative mixtures used are typically mixtures of alkylparaben esters and phenoxyethanol, as are commercially available, for instance, under the trade names Euxyl K 300 (Schulke & Mayr) or Phenonip (Clariant).
The described high requirements regarding reliable preservation of impregnating solution and wet wipes make it necessary that relatively large amounts of these alkylparaben ester/phenoxyethanol mixtures generally have to be used in the finished impregnating solutions (0.5 to 1.0% by weight). Ideally, the entire amount of preservative should be incorporated as early as in the production of emulsion concentrates. This allows the desired use concentration of the impregnating solution to be established subsequently in a simple manner by dilution with water.
It is known that the use of these alkylparaben ester/phenoxyethanol mixtures has an emulsion-stressing influence, since these compounds are very interface-active and compete with emulsifier molecules for a space at the oil-water interface. Owing to the interface-active character of these preservative mixtures, they can therefore also be described as aromatic cosurfactants with preservative properties. In the case of impregnating emulsions for wet wipes, this emulsion-stressing effect is generally enhanced by the required high amounts of these preservatives and the low viscosities of the impregnating solutions.
In summary, it can therefore be stated that it is not possible with the emulsifiers or emulsifier combinations described in the prior art to prepare cold-preparable, sufficiently preserved, low-viscosity, fine and prolonged-stability emulsions, as are typically used for impregnating emulsions or sprayable lotions.
It is therefore an object of the present invention to prepare low-viscosity, fine and prolonged-stability emulsions, as used typically for impregnating emulsions or sprayable lotions, i.e. which simultaneously - can be prepared at room temperature and - are free of ethoxylated constituents and - which additionally contain a sufficient amount of preservative compounds.
It has now been found that, surprisingly, low-viscosity, fine and prolonged-stability oil-in-water emulsions, which are outstandingly suitable for use as impregnating emulsions or in sprayable systems, are preparable at room temperature when a suitable combination of emulsifiers based on polyol partial esters and neutralizable acid partial esters is used together with oils, preferably ester and/or ether oils and cosurfactants, preferably aromatic cosurfactants with preservative properties.
In addition to their ease of preparation and their fine dispersion, these emulsions are notable in that they are essentially free of ethoxylated ingredients ("PEG-free" emulsion systems) . The wet wipes produced with the aid of these impregnating solutions are additionally notable for exceedingly pleasant sensory properties.
The inventive oil-in-water emulsions provide for the first time PEG-free, low-viscosity and fine emulsions which are preparable at room temperature and are simultaneously sufficiently preserved and have prolonged stability by virtue of the use, preferred in accordance with the invention, of preservation-active aromatic cosurfactants, and are thus suitable in particular for use as impregnating emulsions for wet wipes.
The invention therefore provides prolonged-stability, low-viscosity, fine oil-in-water emulsions comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and optionally D) one or more polar solubilizers and optionally E) customary assistants and additives, with the proviso that the water phase content of the emulsions is > 80% by weight based on overall emulsion.
Emulsions preferred in accordance with the invention have low viscosity, are finely distributed and have long-term stability.
"Low viscosity" is understood to mean a viscosity which enables spraying of the emulsions with customary apparatus. In general, these are emulsion viscosities of < 4000 mPas (Brookfield RVT, spindle 4, 10 rpm (20 C)), preferably < 2500 mPas, more preferably <_ 1000 mPas. Higher viscosities are attainable but not preferred in accordance with the invention.
"Fine" is understood to mean a mean radius of the emulsion droplets of > 20 -< 500 nm, preferably of >_ 30 - <_ 200 nm and more preferably of _ 40 - <_ 120 nm.
"Prolonged stability" is understood to mean that the inventive emulsions can be stored for three months at room temperature and for 1 month at 40 C without irreversible creaming or other signs of instability.
The inventive oil-in-water emulsions typically have a water phase content of _ 70 - _ 99% by weight, preferably of _ 80 - <_ 97% by weight.
The water phase includes all substances in a formulation which are added to this phase or can be dissolved or dispersed in it owing to their hydrophilic character. Based on the inventive oil-in-water emulsions, water or any constituents such as glycols, polyalkylene glycols, glycerol, polyglycerols, alcohols, water-soluble polymers or active ingredients in any case belong to the water phase.
In all subjects of the invention, the emulsifier mixture (A), the cosurfactants (B) and the oils (C) are used preferably in proportions by weight (based on these three components) of (A) > 10 -< 30/(B) > 3 -5 20/(C) > 50 - 5 87 and more preferably in proportions by weight of 20 - _ 25/> 5-<_ 15/_ 60 - 75, the emulsifier mixture (A) being composed of > 75 -<_ 99.5%
by weight of nonionic primary emulsifier (a) and _ 0.5 - <_ 25% by weight of secondary emulsifier (b) containing acid groups.
For the emulsifier mixture (A), preference is given in accordance with the invention to using, for the nonionic primary emulsifiers (a), polyol partial esters selected from at least one of the groups of:
al) glyceryl and polyglyceryl partial esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from ? 6 to <_ 22 carbon atoms with glycerol, polyglycerols or mixtures of the two, a2) sorbitan or sorbitol partial esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from _ 6 to 5 22 carbon atoms with sorbitol, a3) carbohydrate esters, preferably glycoside or sucrose esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from _ 6 to _ 22 carbon atoms with mono- or polysaccharides, and optionally higher saccharides, a4) (alkylpoly)glycosides, preferably prepared by reacting aliphatic, linear or branched, optionally unsaturated and/or additionally hydroxy-functionalized alcohols having a chain length of from _ 6 to < 22 carbon atoms with mono- or polysaccharides or mixtures thereof.
Typically, the main part of the nonionic primary emulsifier component (a) consists of polyglyceryl esters, to which sorbitan esters have preferably been added in an amount of ? 0-<_ 75% by weight, preferably ? 0 - < 50% by weight, more preferably ? 0 - < 25% by weight, based on overall primary emulsifier component (a).
Preference is given to polyglyceryl partial esters and sorbitan partial esters which contain, as hydrophobic moieties, fatty acid radicals having a chain length of from ? 10 to <_ 18 carbon atoms.
Very particular preference is given to a combination of polyglyceryl laurates and sorbitan laurates.
For the emulsifier mixture (A), preference is given, for the secondary emulsifier component (b), to compounds selected from at least one of the groups of:
bl) optionally hydroxyl-containing di- or polycarboxylates, sulfated, sulfonated or phosphated carboxylates, malonates, malates, succinates, sulfosuccinates, citrates, tartrates, in each of which some of the acid groups have been esterified with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized alcohols having a chain length of from _ 6 to S 22 carbon atoms, b2) optionally hydroxyl-containing di- or polycarboxylates, sulfated or sulfonated or phosphated carboxylates, malonates, malates, succinates, sulfosuccinates, citrates, tartrates, in each of which some of the acid groups have been esterified with polyols, polyol partial esters, preferably formed from glycerol, polyglycerol and/or sorbitol with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from _ 6 to < 22 carbon atoms, b3) polyols, preferably glycerol, polyglycerol and sorbitol, which have been partly esterified with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized mono-, di- or polycarboxylic acids having a chain length of from _ 2 to 5 22 carbon atoms, with the proviso that free, neutralizable acid groups are present in the molecule, b4) hydroxy-functional mono-, di- or polycarboxylic acids, at least some of whose hydroxyl groups have been reacted with aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from ? 6 to <_ 22 carbon atoms, b5) N-acyl amino acids such as sarcosinates, glutamates, aspartates, containing an aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized radical having a chain length of from > 6 to < 22 carbon atoms, b6) carboxylates, sulfates, sulfonates, phosphonates or phosphates, containing an aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized acyl radical having a chain length of from _ 6 to _ 22 carbon atoms, or mixtures thereof.
The emulsifiers of type (b) are present in the emulsifier formulation preferably in at least partly neutralized form. They are advantageously used already as (partly) neutralized components. If desired, the neutralization step can also be effected in a suitable later process step, in which case the bases used for the neutralization are preferably those which lead to anion-active emulsifiers with mono- or divalent cationic counterions. Particularly preferred counterions are sodium and potassium.
Preference is given to using neutralized citric acid partial esters whose hydrophobic radicals each contain from _ 10 to <_ 18 carbon atoms.
Very particular preference is given to the partial esters of citric acid and lauryl alcohol or of citric acid and glyceryl mono- or dilaurates, and also to partial esters of citric acid and oleyl alcohol or citric acid and glyceryl mono- or dioleates.
In the context of the present invention, cosurfactants are understood in particular to mean those compounds which feature interface activity, which can be manifested in the lowering of interface tensions or the incorporation into interface films, but without these substances taken alone exhibiting the aggregation typical of surfactants to give micellar structures in water or the stabilization typical of emulsifiers for emulsion droplets.
In the context of the present invention, cosurfactants are additionally or alternatively understood to mean in particular those compounds which have a HLB value according to Griffin (calculable according to: J.
T. Davies and E. K. Rideal, Interfacial Phenomena, Academic Press, New York, 1963) of between _ 4 and < 10. These cosurfactants more preferably feature an octanol-water partition coefficient log P or log Ko, which is between 1 and 2. The octanol-water partition coefficient is calculated from the decadic logarithm of the quotient of the amount of a substance dissolved in octanol and in water in equilibrium at room temperature (see: 0. Franzle, M. Straskraba in Ullmann's Encyclopedia of Industrial Chemistry, 6 th edition, Wiley-VCH, Weinheim, 2000).
Advantageously, the inventive cosurfactants are nonionic organic compounds which have from 4 to 14 carbon atoms and one or more polar groups in the molecule.
Typical known nonaromatic cosurfactants are aliphatic alcohols such as butanol, pentanol, hexanol, octanol, hexanediol or octanediol. In a preferred embodiment of the invention, the cosurfactants used are n-pentanol, n-hexanol, 1,2-hexanediol, 1,2-heptanediol or 1,2-octanediol.
In addition, the cosurfactants used are preferably also monoalkyl ethers or monoalkyl esters based on glycerol, ethylene glycol, propylene glycol or diethylene glycol with fatty acids or alcohols having from 6 to 10 carbon atoms.
In a preferred embodiment of the invention, the cosurfactants used are aromatic cosurfactants. In the context of the present invention, aromatic cosurfactants are understood in particular to mean interface-active substances which contain one or more aryl groups and which, taken alone, do not form any micellar structures in water.
In the context of the present invention, cosurfactants are understood in particular to mean those compounds which feature interface activity, which can be manifested in the lowering of interface tensions or the incorporation into interface films, but without these substances taken alone exhibiting the aggregation typical of surfactants to give micellar structures in water or the stabilization typical of emulsifiers for emulsion droplets.
In the context of the present invention, cosurfactants are additionally or alternatively understood to mean in particular those compounds which have a HLB value according to Griffin (calculable according to: J.
T. Davies and E. K. Rideal, Interfacial Phenomena, Academic Press, New York, 1963) of between _ 4 and < 10. These cosurfactants more preferably feature an octanol-water partition coefficient log P or log Ko, which is between 1 and 2. The octanol-water partition coefficient is calculated from the decadic logarithm of the quotient of the amount of a substance dissolved in octanol and in water in equilibrium at room temperature (see: 0. Franzle, M. Straskraba in Ullmann's Encyclopedia of Industrial Chemistry, 6 th edition, Wiley-VCH, Weinheim, 2000).
Advantageously, the inventive cosurfactants are nonionic organic compounds which have from 4 to 14 carbon atoms and one or more polar groups in the molecule.
Typical known nonaromatic cosurfactants are aliphatic alcohols such as butanol, pentanol, hexanol, octanol, hexanediol or octanediol. In a preferred embodiment of the invention, the cosurfactants used are n-pentanol, n-hexanol, 1,2-hexanediol, 1,2-heptanediol or 1,2-octanediol.
In addition, the cosurfactants used are preferably also monoalkyl ethers or monoalkyl esters based on glycerol, ethylene glycol, propylene glycol or diethylene glycol with fatty acids or alcohols having from 6 to 10 carbon atoms.
In a preferred embodiment of the invention, the cosurfactants used are aromatic cosurfactants. In the context of the present invention, aromatic cosurfactants are understood in particular to mean interface-active substances which contain one or more aryl groups and which, taken alone, do not form any micellar structures in water.
Advantageously, these aromatic cosurfactants additionally feature antimicrobial properties, i.e.
they are aromatic cosurfactants with preservative properties. The use of such cosurfactants enables the preparation of inventive O/W emulsions which ideally need no further preservatives. In addition, it is of course possible to add further customary preservatives (as assistants and additives), as described, for instance, in DE102005011785.6.
Aromatic cosurfactants which have preservative properties and are particularly preferred in accordance with the invention are phenoxyethanol and benzyl alcohol, alone or in combination with one or more alkylparaben esters, preferably methylparaben, ethylparaben, propylparaben, isopropylparaben, butylparaben and/or isobutylparaben. Particular preference is given to the use of mixtures of alkylparaben esters and phenoxyethanol, as are commercially available under the trade names Euxyl(D K
300 (Schulke & Mayr) or Phenonip (Clariant).
As mentioned, it is also possible to use mixtures of said preservation-active aromatic cosurfactants with other suitable preservatives. For example, it is also possible to use a mixture of phenoxyethanol and ethylhexyl glycerol, as is commercially available under the name Euxyl PE 9010 (Schulke & Mayr).
they are aromatic cosurfactants with preservative properties. The use of such cosurfactants enables the preparation of inventive O/W emulsions which ideally need no further preservatives. In addition, it is of course possible to add further customary preservatives (as assistants and additives), as described, for instance, in DE102005011785.6.
Aromatic cosurfactants which have preservative properties and are particularly preferred in accordance with the invention are phenoxyethanol and benzyl alcohol, alone or in combination with one or more alkylparaben esters, preferably methylparaben, ethylparaben, propylparaben, isopropylparaben, butylparaben and/or isobutylparaben. Particular preference is given to the use of mixtures of alkylparaben esters and phenoxyethanol, as are commercially available under the trade names Euxyl(D K
300 (Schulke & Mayr) or Phenonip (Clariant).
As mentioned, it is also possible to use mixtures of said preservation-active aromatic cosurfactants with other suitable preservatives. For example, it is also possible to use a mixture of phenoxyethanol and ethylhexyl glycerol, as is commercially available under the name Euxyl PE 9010 (Schulke & Mayr).
In the context of the present invention, oils are understood to mean in particular compounds selected from the group of Guerbet alcohols based on fatty alcohols having from 6 to 20, preferably from 8 to 10 carbon atoms, esters of linear C1-C44-fatty acids with linear Cl-C22-fatty alcohols, esters of branched C1-C44-carboxylic acids with linear C1-C22-fatty alcohols, esters of linear C1-C44-fatty acids with branched alcohols, esters of linear and/or branched fatty acids with polyhydric alcohols and/or Guerbet alcohols, triglycerides based on C1-C44-fatty acids, vegetable oils, branched primary alcohols, substituted cyclohexanes, Guerbet carbonates, dialkyl(ene) ethers, dialkyl(ene) carbonates and/or aliphatic or naphthenic hydrocarbons, silicone oils, dimethicones, cyclomethicones, ethoxylated and/or propoxylated organic alcohols, ethoxylated and/or propoxylated organic acids or mixtures thereof. Perfume oils known to those skilled in the art may also serve as the oil phases in the context of the invention.
In a preferred embodiment of the invention, the oils used are ester oils, ether-based oils, hydrocarbons and propoxylated organic alcohols, and mixtures of these compounds.
Useful ester oils include in particular mono- or diesters of linear and/or branched mono- and/or dicarboxylic acids having from _ 2 to <_ 44 carbon atoms with linear and/or branched (especially 2-ethylhexanol), saturated or unsaturated alcohols having from > 1 to <_ 22 carbon atoms. Likewise suitable in the inventive context are the esterification products of aliphatic, difunctional or trifunctional alcohols (especially dimer diol and/or trimer diol) having from >_ 2 to < 36 carbon atoms with one or more monofunctional aliphatic carboxylic acids having from >- 1 to <_ 22 carbon atoms. Also suitable in accordance with the invention are ester oils which= contain aromatic groups.
The partial use of ester oils which have waxy character at room temperature, for instance myristyl myristate, can lead to a richer skin feel of the emulsions.
Useful ether oils are in particular dialkyl ethers having from _ 4 to <_ 24 carbon atoms. Particularly suitable in accordance with the invention are saturated C6-C18-dialkyl ethers, for example di-n-octyl ether, di(2-ethylhexyl) ether, lauryl methyl ether or octyl butyl ether, and also didodecyl ether.
Particularly preferred oil components are the cosmetic ester oils ethylhexyl palmitate, ethylhexyl stearate, decyl cocoate, diethylhexyl carbonate, dioctyl carbonate, cetearyl ethylhexanoate, decyl oleate, isocetyl palmitate, cetearyl isononanoate, hexyl laurate, isopropyl isononanoate, isopropyl palmitate, isopropyl myristate, isopropyl laurate and C12-15 alkyl benzoate, and the cosmetic ether oil dicaprylyl ether, and the propoxylated organic alcohols PPG15 stearyl ether or PPG-4 butyl ether, and mixtures of the compounds mentioned.
In the context of the present invention, A%polar solubilizers" are understood to mean in particular polar compounds which are added in amounts of up to 10%
by weight to the oil phases described below in order to obtain clear oil phases. They are preferably water, glycols, polyalkylene glycols, glycerol, polyglycerol or short-chain alcohols such as ethanol or isopropanol.
The assistants and additives used may be all assistants and additives known as prior art to the person skilled in the art in this field, such as oils and waxes, commercial surfactants or emulsifiers, bodying agents, thickeners, for example based on polymer, inorganic and organic UV light protection filters, self-tanning agents, pigments, antioxidants, hydrotropes, active deodorant and antiperspirant ingredients, other active ingredients, dyes, additional preservatives and perfumes, as described, for instance, in DE102005011785.6.
The assistants and additives may be added either to the oil or to the water phase, or to the diluent water in the preparation process of the emulsion.
In a preferred embodiment of the invention, the oils used are ester oils, ether-based oils, hydrocarbons and propoxylated organic alcohols, and mixtures of these compounds.
Useful ester oils include in particular mono- or diesters of linear and/or branched mono- and/or dicarboxylic acids having from _ 2 to <_ 44 carbon atoms with linear and/or branched (especially 2-ethylhexanol), saturated or unsaturated alcohols having from > 1 to <_ 22 carbon atoms. Likewise suitable in the inventive context are the esterification products of aliphatic, difunctional or trifunctional alcohols (especially dimer diol and/or trimer diol) having from >_ 2 to < 36 carbon atoms with one or more monofunctional aliphatic carboxylic acids having from >- 1 to <_ 22 carbon atoms. Also suitable in accordance with the invention are ester oils which= contain aromatic groups.
The partial use of ester oils which have waxy character at room temperature, for instance myristyl myristate, can lead to a richer skin feel of the emulsions.
Useful ether oils are in particular dialkyl ethers having from _ 4 to <_ 24 carbon atoms. Particularly suitable in accordance with the invention are saturated C6-C18-dialkyl ethers, for example di-n-octyl ether, di(2-ethylhexyl) ether, lauryl methyl ether or octyl butyl ether, and also didodecyl ether.
Particularly preferred oil components are the cosmetic ester oils ethylhexyl palmitate, ethylhexyl stearate, decyl cocoate, diethylhexyl carbonate, dioctyl carbonate, cetearyl ethylhexanoate, decyl oleate, isocetyl palmitate, cetearyl isononanoate, hexyl laurate, isopropyl isononanoate, isopropyl palmitate, isopropyl myristate, isopropyl laurate and C12-15 alkyl benzoate, and the cosmetic ether oil dicaprylyl ether, and the propoxylated organic alcohols PPG15 stearyl ether or PPG-4 butyl ether, and mixtures of the compounds mentioned.
In the context of the present invention, A%polar solubilizers" are understood to mean in particular polar compounds which are added in amounts of up to 10%
by weight to the oil phases described below in order to obtain clear oil phases. They are preferably water, glycols, polyalkylene glycols, glycerol, polyglycerol or short-chain alcohols such as ethanol or isopropanol.
The assistants and additives used may be all assistants and additives known as prior art to the person skilled in the art in this field, such as oils and waxes, commercial surfactants or emulsifiers, bodying agents, thickeners, for example based on polymer, inorganic and organic UV light protection filters, self-tanning agents, pigments, antioxidants, hydrotropes, active deodorant and antiperspirant ingredients, other active ingredients, dyes, additional preservatives and perfumes, as described, for instance, in DE102005011785.6.
The assistants and additives may be added either to the oil or to the water phase, or to the diluent water in the preparation process of the emulsion.
Prefered active ingredients are in particular tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, coenzyme Q10, retinol and retinyl derivatives, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, hyaluronic acid, creatine (and creatine derivatives), guanidine (and guanidine derivatives), ceramides, phytosphingosine (and phytosphingosine derivatives), sphingosine (and sphingosine derivatives), pseudoceramides, essential oils, peptides, protein hydrolyzates, plant extracts and vitamin complexes.
The inventive O/W emulsions can in principle be prepared utilizing a simple stirrer apparatus. No 1.5 additional homogenization step is required.
The preparation is preferably effected at room temperature by directly pouring a clear, monophasic oil phase comprising an emulsifier mixture, cosurfactants, oils and optionally customary assistants and additives into diluent water. If necessary, the oil phase may be converted to a clear phase by adding up to 10% by weight of a polar solubilizer. Such polar solubilizers may be water, glycols, polyalkylene glycols, glycerol, polyglycerols or short-chain alcohols such as ethanol or isopropanol. The polar solubilizer used is preferably water.
Homogeneous, clear oil phases are advantageous for the preparation of inventive fine O/W emulsions. The use of cloudy oil phases leads generally to relatively coarse emulsions whose long-term stability is often insufficient. The transition from clear to cloudy oil phases is fluid. The opacity at which emulsions with sufficient long-term stability can be prepared is dependent upon the type and amount of the components used and should be determined individually in these limiting cases.
Alternatively to the method mentioned, inventive fine oil-in-water emulsions can also be effected via the intermediate stage of a clear to transparent microemulsion-like concentrate. This concentrate consists generally of > 30 -< 90% by weight of oil phase, preferably of _ 40 - S 80% by weight of oil phase, comprising an emulsifier mixture, cosurfactants, oils and optionally polar solubilizers and/or customary assistants and additives. These clear to transparent microemulsion-like concentrates are preferably prepared at room temperature by stirring water into the oil phase. To prepare these concentrates, it is also possible to use cloudy oil phases. The optimal water content of the concentrates is formulation-dependent (for example on the oil used), but is generally _ 10 - < 70% by weight, preferably _ 20 - 5 60% by weight.
These microemulsion-like concentrates may finally be diluted to give inventive oil-in-water emulsions. Both the preparation of the microemulsion-like concentrates and the final dilution step can be effected at room temperature using a simple stirrer apparatus.
The invention therefore further provides oil phases comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and D) from > 0 to < 10% by weight (based on the overall oil phase) of one or more polar solubilizers and optionally E) customary assistants and additives.
Preference is given in accordance with the invention to homogeneous and clear oil phases.
These oil phases can be prepared by the known prior art processes_ For example, the oil phases, depending on the consistency and concentration of the components used, can be prepared by simply mixing the components at temperatures in the range of _> 20 to < 75 C. These oil phases can be used at room temperature to prepare the inventive oil-in-water emulsions.
The inventive O/W emulsions can in principle be prepared utilizing a simple stirrer apparatus. No 1.5 additional homogenization step is required.
The preparation is preferably effected at room temperature by directly pouring a clear, monophasic oil phase comprising an emulsifier mixture, cosurfactants, oils and optionally customary assistants and additives into diluent water. If necessary, the oil phase may be converted to a clear phase by adding up to 10% by weight of a polar solubilizer. Such polar solubilizers may be water, glycols, polyalkylene glycols, glycerol, polyglycerols or short-chain alcohols such as ethanol or isopropanol. The polar solubilizer used is preferably water.
Homogeneous, clear oil phases are advantageous for the preparation of inventive fine O/W emulsions. The use of cloudy oil phases leads generally to relatively coarse emulsions whose long-term stability is often insufficient. The transition from clear to cloudy oil phases is fluid. The opacity at which emulsions with sufficient long-term stability can be prepared is dependent upon the type and amount of the components used and should be determined individually in these limiting cases.
Alternatively to the method mentioned, inventive fine oil-in-water emulsions can also be effected via the intermediate stage of a clear to transparent microemulsion-like concentrate. This concentrate consists generally of > 30 -< 90% by weight of oil phase, preferably of _ 40 - S 80% by weight of oil phase, comprising an emulsifier mixture, cosurfactants, oils and optionally polar solubilizers and/or customary assistants and additives. These clear to transparent microemulsion-like concentrates are preferably prepared at room temperature by stirring water into the oil phase. To prepare these concentrates, it is also possible to use cloudy oil phases. The optimal water content of the concentrates is formulation-dependent (for example on the oil used), but is generally _ 10 - < 70% by weight, preferably _ 20 - 5 60% by weight.
These microemulsion-like concentrates may finally be diluted to give inventive oil-in-water emulsions. Both the preparation of the microemulsion-like concentrates and the final dilution step can be effected at room temperature using a simple stirrer apparatus.
The invention therefore further provides oil phases comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and D) from > 0 to < 10% by weight (based on the overall oil phase) of one or more polar solubilizers and optionally E) customary assistants and additives.
Preference is given in accordance with the invention to homogeneous and clear oil phases.
These oil phases can be prepared by the known prior art processes_ For example, the oil phases, depending on the consistency and concentration of the components used, can be prepared by simply mixing the components at temperatures in the range of _> 20 to < 75 C. These oil phases can be used at room temperature to prepare the inventive oil-in-water emulsions.
The invention further provides a process for preparing inventive oil-in-water emulsions, wherein these clear oil phases are preferably adjusted to a total water phase content of _ 70% by weight, preferably ? 80% by weight, at temperatures of less than 40 C, especially room temperature, with an appropriate water phase under conditions known per se.
The invention further provides clear to transparent microemulsion-like concentrates comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and optionally D) one or more polar solubilizers and optionally E) customary assistants and additives, with the proviso that the total water phase content of the microemulsion-like concentrates is from _ 10 to < 70% by weight, based on the overall concentrate.
The invention further provides a process for preparing inventive oil-in-water emulsions, wherein these microemulsion-like concentrates are preferably adjusted to a total water phase content of _ 70% by weight, preferably _ 80% by weight, at temperatures of less than 40 C, especially room temperature, with an appropriate water phase under conditions known per se.
The invention further provides for the use of the inventive emulsions for producing cosmetic, dermatological or pharmaceutical formulations. In particular, the use as impregnating solutions for producing wet wipes, very particularly cosmetic wet wipes for the care and cleaning of the skin, are at the forefront.
The invention further provides for the use of the emulsions in cosmetic cleaning and care formulations for skin and skin appendages. In particular, the use in sprayable formulations is at the forefront, as used, for instance, for facecare and bodycare products, babycare, sun protection preparations, makeup removers and antiperspirants/deodorants.
The inventive oil-in-water emulsions are also outstandingly suitable both for the production of cleaning and care wet wipes and for direct use in the form of sprayable emulsion systems for the cleaning and care of surfaces in the household and industry, for example textile care, leather care, the care and cleaning of metallic or nonmetallic surfaces, for example for the cleaning and care of automobiles or furniture.
The invention accordingly further provides for the use of the emulsions for producing cleaning compositions and care compositions for the household and industry, such as textiles, leather, plastics, metallic and nonmetallic surfaces. In particular, the use as impregnating solutions for producing wet wipes and the use in sprayable formulations are at the forefront.
The technical teaching described here enables, in a simple manner, the preparation at room temperature of PEG-free, low-viscosity, fine and prolonged-stability oil-in-water emulsions which already have sufficient preservation.
The invention further provides clear to transparent microemulsion-like concentrates comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and optionally D) one or more polar solubilizers and optionally E) customary assistants and additives, with the proviso that the total water phase content of the microemulsion-like concentrates is from _ 10 to < 70% by weight, based on the overall concentrate.
The invention further provides a process for preparing inventive oil-in-water emulsions, wherein these microemulsion-like concentrates are preferably adjusted to a total water phase content of _ 70% by weight, preferably _ 80% by weight, at temperatures of less than 40 C, especially room temperature, with an appropriate water phase under conditions known per se.
The invention further provides for the use of the inventive emulsions for producing cosmetic, dermatological or pharmaceutical formulations. In particular, the use as impregnating solutions for producing wet wipes, very particularly cosmetic wet wipes for the care and cleaning of the skin, are at the forefront.
The invention further provides for the use of the emulsions in cosmetic cleaning and care formulations for skin and skin appendages. In particular, the use in sprayable formulations is at the forefront, as used, for instance, for facecare and bodycare products, babycare, sun protection preparations, makeup removers and antiperspirants/deodorants.
The inventive oil-in-water emulsions are also outstandingly suitable both for the production of cleaning and care wet wipes and for direct use in the form of sprayable emulsion systems for the cleaning and care of surfaces in the household and industry, for example textile care, leather care, the care and cleaning of metallic or nonmetallic surfaces, for example for the cleaning and care of automobiles or furniture.
The invention accordingly further provides for the use of the emulsions for producing cleaning compositions and care compositions for the household and industry, such as textiles, leather, plastics, metallic and nonmetallic surfaces. In particular, the use as impregnating solutions for producing wet wipes and the use in sprayable formulations are at the forefront.
The technical teaching described here enables, in a simple manner, the preparation at room temperature of PEG-free, low-viscosity, fine and prolonged-stability oil-in-water emulsions which already have sufficient preservation.
Working examples:
The examples which follow are intended to illustrate the subject matter of the invention in detail without restricting it to these examples.
The concentrations in all examples are reported as % by weight.
The inventive oil phases, the inventive microemulsion-like concentrates and the inventive emulsions were prepared using a simple manual stirrer apparatus. After the corresponding oil phases had been prepared, both the conversion to inventive microemulsion-like concentrates and to inventive oil-in-water emulsions were effected at temperatures of < 30 C.
In the case of preparation of the emulsions, it is advantageous to use the acid partial esters (b) used as part of the emulsifier mixture at least in partly neutralized form from the start. However, it is also possible to perform this neutralization step at a later point in the preparation process and initially to work with the non-neutralized acid partial esters.
In the examples, the acid partial esters used were used in neutralized form.
The examples which follow are intended to illustrate the subject matter of the invention in detail without restricting it to these examples.
The concentrations in all examples are reported as % by weight.
The inventive oil phases, the inventive microemulsion-like concentrates and the inventive emulsions were prepared using a simple manual stirrer apparatus. After the corresponding oil phases had been prepared, both the conversion to inventive microemulsion-like concentrates and to inventive oil-in-water emulsions were effected at temperatures of < 30 C.
In the case of preparation of the emulsions, it is advantageous to use the acid partial esters (b) used as part of the emulsifier mixture at least in partly neutralized form from the start. However, it is also possible to perform this neutralization step at a later point in the preparation process and initially to work with the non-neutralized acid partial esters.
In the examples, the acid partial esters used were used in neutralized form.
Example emulsifiers 1-11:
Description of the emulsifier systems used in the example formulations (the total percentages (by weight) per emulsifier system in each case add up to 100):
Emulsifier 1:
Emulsifier component A: 97% polyglyceryl-4 lauratel) Emulsifier component B: 3% dilauryl citrateZ) Emulsifier 2:
Emulsifier component A: 96% polyglyceryl-4 lauratel}
Emulsifier component B: 4% dilauryl citrate2) Emulsifier 3:
Emulsifier component A: 95% polyglyceryl-4 lauratel) Emulsifier component B: 5% dilauryl citrate2) Emulsifier 4:
Emulsifier component A: 92% polyglyceryl-4 lauratel) Emulsifier component B: 8% dilauryl citrate2) Emulsifier 5:
Emulsifier component A: 98.5% polyglyceryl-4 lauratel) Emulsifier component B: 1.5% disodium lauryl sulfo-succinate3 Emulsifier 6:
Emulsifier component A: 98.5% polyglyceryl-3 laurate4' Emulsifier component B: 1.5% potassium cetyl phosphate5) Emulsifier 7:
Emulsifier component A: 77% polyglyceryl-4 lauratel) 19% sorbitan laurate6) Emulsifier component B: 4% dilauryl citrate2) Emulsifier 8:
Emulsifier component A: 64% polyglyceryl-6 laurate7) 29% polyglyceryl-4 lauratel) Emulsifier component B: 7% dilauryl citrate2) Emulsifier 9:
Emulsifier component A: 49% polyglyceryl-6 laurate') 46% sorbitan laurate6) Emulsifier component B: 5% dilauryl citrate2) Emulsifier 10:
Emulsifier component A: 19% polyglyceryl-10 laurate8) 77% sorbitan laurate6) Emulsifier component B: 4% dilauryl citrate2) Emulsifier 11:
Emulsifier component A: 94% polyglyceryl-4 laurate') Emulsifier component B: 6% dilauryl citrate2) 1) TEGOc" Care PL 4 (Degussa) 2) Partly KOH-neutralized diester formed from lauryl alcohol and citric acid 3) REWOPOL SB F 12 P (Degussa) 4) Polyglyceryl-3 laurate having a degree of esterification of 20% of the OH groups 5) Amphisol K (Roche) 6) TEGO SML ( Degussa ) 7) Polyglyceryl-6 laurate having a degree of esterification of 13% of the OH groups 8) Polyglyceryl-10 laurate having a degree of esterification of 8% of the OH groups Examples of clear oil phases 1-10:
These examples are intended to show in particular the composition of inventive clear oil phases (data in % by weight) which can be processed in a further step at room temperature to give inventive, fine oil-in-water emulsions (see example emulsions 1-10).
Clear oil phases 1 2 3 4 5 Emulsifier 2 22.0% 20.8%
Emulsifier 3 22.0% 22.0%
Emulsifier 5 22.0%
isopropyl palmitate 66.0% 66.0% 66.0%
ethylhexyl palmitate 62.5%
diethylhexyl carbonate 66.0%
Euxyl K 300g) 12 . 0% 12 . 0% 11.7% 12 . 0%
benzyl alcohol 12.0%
water 5.0%
9) Euxyl K 300 (Schtilke & Mayr): phenoxyethanol, methylparaben, ethylparaben, propylparaben, butylparaben, isopropylparaben Clear oil phases 6 7 8 9 10 Emulsifier 5 Emulsifier 7 23.6% 22.9%
Emulsifier 8 21.7%
Emulsifier 11 23.4% 23.5%
sorbitan octanoate10j 1.7% 2.8%
isopropyl palmitate 35.1% 35.0%
ethylhexyl palmitate 70.70 68.7%
C12-15 alkyl benzoate 65.1%
isohexadecane 35.10 Paraffin oil 35.0%
(25 mPas at 30 C) phenoxyethanol 3.70 Euxyl K 300" 12 . 2 0 7. 4 0 4. 7 0 Euxyl PE 90101" 5.7%
water 1.0% 1.0o lo)TEGOTENS SD (Degussa) 11)Euxyl PE 9010 (Schiilke & Mayr): phenoxyethanol, ethylhexylglycerol Examples of clear to transparent microemulsion-like concentrates 1-10:
These examples are intended to show in particular the composition of inventive clear to transparent microemulsion-like concentrates (data in % by weight) which can be processed in a further step at room temperature to give inventive, fine oil-in-water emulsions (see example emulsions 11-20).
Microemulsion- 1 2 3 4 5 like concentrates Emulsifier 1 14.30 13.2%
Emulsifier 4 9.1%
Emulsifier 6 8.8%
Emulsifier 7 12.5%
decyl cocoate 39.60 ethylhexyl 42.9% 26.4% 27.4% 37.5%
palmitate Euxyl K 3009) 7. 8 0 7. 2 0 4. 8 0 8. 5 0 phenoxyethanol 5.00 water 35.00 40.00 60.0% 55.0% 45.0%
Description of the emulsifier systems used in the example formulations (the total percentages (by weight) per emulsifier system in each case add up to 100):
Emulsifier 1:
Emulsifier component A: 97% polyglyceryl-4 lauratel) Emulsifier component B: 3% dilauryl citrateZ) Emulsifier 2:
Emulsifier component A: 96% polyglyceryl-4 lauratel}
Emulsifier component B: 4% dilauryl citrate2) Emulsifier 3:
Emulsifier component A: 95% polyglyceryl-4 lauratel) Emulsifier component B: 5% dilauryl citrate2) Emulsifier 4:
Emulsifier component A: 92% polyglyceryl-4 lauratel) Emulsifier component B: 8% dilauryl citrate2) Emulsifier 5:
Emulsifier component A: 98.5% polyglyceryl-4 lauratel) Emulsifier component B: 1.5% disodium lauryl sulfo-succinate3 Emulsifier 6:
Emulsifier component A: 98.5% polyglyceryl-3 laurate4' Emulsifier component B: 1.5% potassium cetyl phosphate5) Emulsifier 7:
Emulsifier component A: 77% polyglyceryl-4 lauratel) 19% sorbitan laurate6) Emulsifier component B: 4% dilauryl citrate2) Emulsifier 8:
Emulsifier component A: 64% polyglyceryl-6 laurate7) 29% polyglyceryl-4 lauratel) Emulsifier component B: 7% dilauryl citrate2) Emulsifier 9:
Emulsifier component A: 49% polyglyceryl-6 laurate') 46% sorbitan laurate6) Emulsifier component B: 5% dilauryl citrate2) Emulsifier 10:
Emulsifier component A: 19% polyglyceryl-10 laurate8) 77% sorbitan laurate6) Emulsifier component B: 4% dilauryl citrate2) Emulsifier 11:
Emulsifier component A: 94% polyglyceryl-4 laurate') Emulsifier component B: 6% dilauryl citrate2) 1) TEGOc" Care PL 4 (Degussa) 2) Partly KOH-neutralized diester formed from lauryl alcohol and citric acid 3) REWOPOL SB F 12 P (Degussa) 4) Polyglyceryl-3 laurate having a degree of esterification of 20% of the OH groups 5) Amphisol K (Roche) 6) TEGO SML ( Degussa ) 7) Polyglyceryl-6 laurate having a degree of esterification of 13% of the OH groups 8) Polyglyceryl-10 laurate having a degree of esterification of 8% of the OH groups Examples of clear oil phases 1-10:
These examples are intended to show in particular the composition of inventive clear oil phases (data in % by weight) which can be processed in a further step at room temperature to give inventive, fine oil-in-water emulsions (see example emulsions 1-10).
Clear oil phases 1 2 3 4 5 Emulsifier 2 22.0% 20.8%
Emulsifier 3 22.0% 22.0%
Emulsifier 5 22.0%
isopropyl palmitate 66.0% 66.0% 66.0%
ethylhexyl palmitate 62.5%
diethylhexyl carbonate 66.0%
Euxyl K 300g) 12 . 0% 12 . 0% 11.7% 12 . 0%
benzyl alcohol 12.0%
water 5.0%
9) Euxyl K 300 (Schtilke & Mayr): phenoxyethanol, methylparaben, ethylparaben, propylparaben, butylparaben, isopropylparaben Clear oil phases 6 7 8 9 10 Emulsifier 5 Emulsifier 7 23.6% 22.9%
Emulsifier 8 21.7%
Emulsifier 11 23.4% 23.5%
sorbitan octanoate10j 1.7% 2.8%
isopropyl palmitate 35.1% 35.0%
ethylhexyl palmitate 70.70 68.7%
C12-15 alkyl benzoate 65.1%
isohexadecane 35.10 Paraffin oil 35.0%
(25 mPas at 30 C) phenoxyethanol 3.70 Euxyl K 300" 12 . 2 0 7. 4 0 4. 7 0 Euxyl PE 90101" 5.7%
water 1.0% 1.0o lo)TEGOTENS SD (Degussa) 11)Euxyl PE 9010 (Schiilke & Mayr): phenoxyethanol, ethylhexylglycerol Examples of clear to transparent microemulsion-like concentrates 1-10:
These examples are intended to show in particular the composition of inventive clear to transparent microemulsion-like concentrates (data in % by weight) which can be processed in a further step at room temperature to give inventive, fine oil-in-water emulsions (see example emulsions 11-20).
Microemulsion- 1 2 3 4 5 like concentrates Emulsifier 1 14.30 13.2%
Emulsifier 4 9.1%
Emulsifier 6 8.8%
Emulsifier 7 12.5%
decyl cocoate 39.60 ethylhexyl 42.9% 26.4% 27.4% 37.5%
palmitate Euxyl K 3009) 7. 8 0 7. 2 0 4. 8 0 8. 5 0 phenoxyethanol 5.00 water 35.00 40.00 60.0% 55.0% 45.0%
Microemulsion-like 6 7 8 9 10 concentrates Emulsifier 2 14.3%
Emulsifier 7 13.2%
Emulsifier 9 14.3%
Emulsifier 10 18.6%
Emulsifier 11 14.3%
diethylhexyl 42.8% 32.2%
carbonate ethylhexyl 42.9% 55.9%
palmitate cetearyl 39.6%
isononanoate cyclopentasiloxane 10.7%
Euxyl K 3009) 7. 8 0 10 . 5 0 phenoxyethanol 7.8%
benzyl alcohol 7.2%
capryl glycol12) 2.9%
water 140.0% 35.0% 15.00 40.00 35.0%
12)Dermosott Octiol (Dr. Straetmans) (1,2-octanediol) Example emulsions 1-24:
Emulsions 1-24 are intended to illustrate the structure of inventive emulsions by way of example (data in % by weight).
Emulsions 1-10 were prepared by pouring the clear oil phases (examples 1-10 (see above)) into water at room temperature using a simple manual stirrer apparatus.
Emulsions 11-20 were likewise prepared at room temperature by diluting the clear to transparent microemulsion-like concentrates (corresponding examples 1-10 (see above)) using a simple manual stirrer apparatus.
Example emulsions 21-24 are based on the clear oil phases 2 and 3 and were prepared therefrom by diluting with mixing. By way of example, water-soluble assistants and additives were added to the water phase.
In some examples, perfume was added in accordance with the invention as an assistant and additive, which was dissolvable immediately in the appropriate amounts in the clear oil phases or in clear to transparent microemulsion-like concentrates.
All example emulsions are low in viscosity, have fine distribution and have long-term stability.
Emulsifier 7 13.2%
Emulsifier 9 14.3%
Emulsifier 10 18.6%
Emulsifier 11 14.3%
diethylhexyl 42.8% 32.2%
carbonate ethylhexyl 42.9% 55.9%
palmitate cetearyl 39.6%
isononanoate cyclopentasiloxane 10.7%
Euxyl K 3009) 7. 8 0 10 . 5 0 phenoxyethanol 7.8%
benzyl alcohol 7.2%
capryl glycol12) 2.9%
water 140.0% 35.0% 15.00 40.00 35.0%
12)Dermosott Octiol (Dr. Straetmans) (1,2-octanediol) Example emulsions 1-24:
Emulsions 1-24 are intended to illustrate the structure of inventive emulsions by way of example (data in % by weight).
Emulsions 1-10 were prepared by pouring the clear oil phases (examples 1-10 (see above)) into water at room temperature using a simple manual stirrer apparatus.
Emulsions 11-20 were likewise prepared at room temperature by diluting the clear to transparent microemulsion-like concentrates (corresponding examples 1-10 (see above)) using a simple manual stirrer apparatus.
Example emulsions 21-24 are based on the clear oil phases 2 and 3 and were prepared therefrom by diluting with mixing. By way of example, water-soluble assistants and additives were added to the water phase.
In some examples, perfume was added in accordance with the invention as an assistant and additive, which was dissolvable immediately in the appropriate amounts in the clear oil phases or in clear to transparent microemulsion-like concentrates.
All example emulsions are low in viscosity, have fine distribution and have long-term stability.
Example emulsions 1 2 3 4 5 Emulsifier 2 1.25% 1.25%
1.250 Emulsifier 3 1.25%
Emulsifier 5 1.25%
isopropyl palmitate 3.75% 3.750 3.75%
ethylhexyl palmitate 3.75%
diethylhexyl carbonate 3.75%
Euxyl K 3009) 0. 7 0 0.7% 0.7% 0. 7 0 benzyl alcohol 0.7%
perfume 0.20 water 94.30 94.30 94.3% 94.3% 94.10 Example emulsions 6 7 8 9 10 Emulsifier 7 1.25% 2.5%
Emulsifier 8 1.25%
Emulsifier 11 4.0% 5.0%
sorbitan octanoate10) 0.3% 0.6%
isopropyl palmitate 6.0% 7.5%
ethylhexyl palmitate 3.75% 7.5%
C12-15 alkyl benzoate 3.75%
isohexadecane 6.0%
Paraffin oil 7.5%
(25 mPas at 30 C) phenoxyethanol 0.80 Euxyl K 300" 0. 7 0 0. 8 0 0. 8 %
Euxyl PE 90101" 0. 39.
perfume 0.2% 0.20 0.2%
water (total) 94.10 94.5% 89.00 82.9% 78.60 Example emulsions 11 12 13 14 15 Emulsifier 1 1.25% 1.25%
Emulsifier 4 0.75%
Emulsifier 6 1.25%
Emulsifier 7 1.25%
decyl cocoate 3.75%
ethylhexyl palmitate 3.75% 3.75% 2.25% 3.75%
phenoxyethanol 0.50 Euxyl K 300" 0. 7 0 0. 7 0 0. 7 0 0. 7 0 perfume 0.2% 0.2% 0.2%
water (total) 94.10 94.10 94.1% 96.3% 94.3%
Example emulsions 16 17 18 19 20 Emulsifier 2 1.25%
Emulsifier 7 1.25%
Emulsifier 9 1.25%
Emulsifier 10 1.25%
Emulsifier 11 2.5%
diethylhexyl carbonate 7.5% 2.81%
ethylhexyl palmitate 3.75% 3.75%
cetearyl isononanoate 3.75%
cyclopentasiloxane 0.94%
Euxyl K 3009' 0.7% 0. 7 0 phenoxyethanol 0.70 benzyl alcohol 0.7%
capryl glycol12) 0. 5 0 perfume 0.2% 0.2% 0.2%
water (total) 94.1% 94.10 94.1% 89.5% 94.3%
1.250 Emulsifier 3 1.25%
Emulsifier 5 1.25%
isopropyl palmitate 3.75% 3.750 3.75%
ethylhexyl palmitate 3.75%
diethylhexyl carbonate 3.75%
Euxyl K 3009) 0. 7 0 0.7% 0.7% 0. 7 0 benzyl alcohol 0.7%
perfume 0.20 water 94.30 94.30 94.3% 94.3% 94.10 Example emulsions 6 7 8 9 10 Emulsifier 7 1.25% 2.5%
Emulsifier 8 1.25%
Emulsifier 11 4.0% 5.0%
sorbitan octanoate10) 0.3% 0.6%
isopropyl palmitate 6.0% 7.5%
ethylhexyl palmitate 3.75% 7.5%
C12-15 alkyl benzoate 3.75%
isohexadecane 6.0%
Paraffin oil 7.5%
(25 mPas at 30 C) phenoxyethanol 0.80 Euxyl K 300" 0. 7 0 0. 8 0 0. 8 %
Euxyl PE 90101" 0. 39.
perfume 0.2% 0.20 0.2%
water (total) 94.10 94.5% 89.00 82.9% 78.60 Example emulsions 11 12 13 14 15 Emulsifier 1 1.25% 1.25%
Emulsifier 4 0.75%
Emulsifier 6 1.25%
Emulsifier 7 1.25%
decyl cocoate 3.75%
ethylhexyl palmitate 3.75% 3.75% 2.25% 3.75%
phenoxyethanol 0.50 Euxyl K 300" 0. 7 0 0. 7 0 0. 7 0 0. 7 0 perfume 0.2% 0.2% 0.2%
water (total) 94.10 94.10 94.1% 96.3% 94.3%
Example emulsions 16 17 18 19 20 Emulsifier 2 1.25%
Emulsifier 7 1.25%
Emulsifier 9 1.25%
Emulsifier 10 1.25%
Emulsifier 11 2.5%
diethylhexyl carbonate 7.5% 2.81%
ethylhexyl palmitate 3.75% 3.75%
cetearyl isononanoate 3.75%
cyclopentasiloxane 0.94%
Euxyl K 3009' 0.7% 0. 7 0 phenoxyethanol 0.70 benzyl alcohol 0.7%
capryl glycol12) 0. 5 0 perfume 0.2% 0.2% 0.2%
water (total) 94.1% 94.10 94.1% 89.5% 94.3%
Example emulsions 21 22 23 24 Emulsifier 2 1.25% 1.25% 1.25% 1.25%
ethylhexyl palmitate 3.75% 3.75%
diethylhexyl carbonate 3.75% 3.75%
Euxyl K 3009) 0.7% 0.7% 0.7% 0.7%
ethanol 3.0%
glycerol 3.0o panthenol 0.5%
creatine 0.25%
water (total) 91.3% 91.3% 93.8% 94.05%
ethylhexyl palmitate 3.75% 3.75%
diethylhexyl carbonate 3.75% 3.75%
Euxyl K 3009) 0.7% 0.7% 0.7% 0.7%
ethanol 3.0%
glycerol 3.0o panthenol 0.5%
creatine 0.25%
water (total) 91.3% 91.3% 93.8% 94.05%
Particle size determination by dynamic light scattering:
By way of example for the extremely fine degree of dispersion of the inventive emulsions, the particle size of individual example emulsions was characterized with the aid of dynamic light scattering.
Dynamic light scattering is based on the analysis of the variations of the scattered light intensity of diffusing particles in solution. For dilute solutions, it is possible thereby to determine the coefficient of diffusion of the particles in solution, which can be converted via the Stokes-Einstein equation to a mean hydrodynamic radius <rh> of the particles (here:
emulsion droplets).
In the present case, the example emulsions mentioned were diluted by a factor of 10 with demineralized water and characterized with the aid of a dynamic light scattering instrument from Malvern Instruments (HPPS 3.1) at 25 C. In each case, the mean values of three measurements in each case are reported with 100 seconds of measurement time in each case.
By way of example for the extremely fine degree of dispersion of the inventive emulsions, the particle size of individual example emulsions was characterized with the aid of dynamic light scattering.
Dynamic light scattering is based on the analysis of the variations of the scattered light intensity of diffusing particles in solution. For dilute solutions, it is possible thereby to determine the coefficient of diffusion of the particles in solution, which can be converted via the Stokes-Einstein equation to a mean hydrodynamic radius <rh> of the particles (here:
emulsion droplets).
In the present case, the example emulsions mentioned were diluted by a factor of 10 with demineralized water and characterized with the aid of a dynamic light scattering instrument from Malvern Instruments (HPPS 3.1) at 25 C. In each case, the mean values of three measurements in each case are reported with 100 seconds of measurement time in each case.
Example emulsion <rh> in nm
Claims (23)
1. A prolonged-stability, low-viscosity, fine oil-in-water emulsion comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and optionally D) one or more polar solubilizers and optionally E) customary assistants and additives, with the proviso that the water phase content of the emulsions is >= 70% by weight based on overall emulsion.
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and optionally D) one or more polar solubilizers and optionally E) customary assistants and additives, with the proviso that the water phase content of the emulsions is >= 70% by weight based on overall emulsion.
2. An oil-in-water emulsion as claimed in claim 1, which has a water phase content of >= 80 <= 99% by weight.
3. An oil-in-water emulsion as claimed in claim 1 or 2, wherein emulsifier mixture (A), cosurfactants (B) and oils (C) are present in proportions by weight of 10 - <= 30 (A) , >= 3 <= 20 (B) and >= 50 - < 8 7 (C) .
4. An oil-in-water emulsion as claimed in one or more of claims 1 to 3, wherein the emulsifier mixture (A) is composed of _ 75 <= 99.5% by weight of nonionic primary emulsifier component (a) and >= 0.5 <= 25% by weight of emulsifier component (b) conatining acid groups.
5. An oil-in-water emulsion as claimed in one or more of claims 1 to 4, wherein the primary nonionic emulsifier component (a) in the emulsifier mixture (A) comprises one or more emulsifiers selected from the following groups:
al) glyceryl and polyglyceryl partial esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms with glycerol, polyglycerols or mixtures of the two, a2) sorbitan or sorbitol partial esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms with sorbitol, a3) carbohydrate esters, preferably glycoside or sucrose esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms with mono- or polysaccharides, and optionally higher saccharides, a4) (alkylpoly)glycosides, preferably prepared by reacting aliphatic, linear or branched, optionally unsaturated and/or additionally hydroxy-functionalized alcohols having a chain length of from >= 6 to S 22 carbon atoms with mono- or polysaccharides or mixtures thereof.
al) glyceryl and polyglyceryl partial esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms with glycerol, polyglycerols or mixtures of the two, a2) sorbitan or sorbitol partial esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms with sorbitol, a3) carbohydrate esters, preferably glycoside or sucrose esters, preferably prepared by esterifying aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms with mono- or polysaccharides, and optionally higher saccharides, a4) (alkylpoly)glycosides, preferably prepared by reacting aliphatic, linear or branched, optionally unsaturated and/or additionally hydroxy-functionalized alcohols having a chain length of from >= 6 to S 22 carbon atoms with mono- or polysaccharides or mixtures thereof.
6. An oil-in-water emulsion as claimed in one or more of claims 1 to 5, wherein the primary nonionic emulsifier component (a) consists of a mixture of >= 25 - <= 100% by weight of polyglyceryl partial esters and >= 0 - <= 75% by weight of sorbitan esters which contain, as hydrophobic moieties, fatty acid radicals having a chain length of from >= 10 to <= 18 carbon atoms.
7. An oil-in-water emulsion as claimed in one or more of claims 1 to 6, wherein the primary nonionic emulsifier component (a) consists of polyglyceryl laurates or mixtures of polyglyceryl laurates with sorbitan laurates.
8. An oil-in-water emulsion as claimed in one or more of claims 1 to 7, wherein the emulsifier component (b) containing one or more acid functions comprises one or more emulsifiers which are selected from at least one of the groups of:
b1) optionally hydroxyl-containing di- or polycarboxylates, sulfated, sulfonated or phosphated carboxylates, malonates, malates, succinates, sulfosuccinates, citrates, tartrates, in each of which some of the acid groups have been esterified with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized alcohols having a chain length of from >= 6 to <= 22 carbon atoms, b2) optionally hydroxyl-containing di- or polycarboxylates, sulfated or sulfonated or phosphated carboxylates, malonates, malates, succinates, sulfosuccinates, citrates, tartrates, in each of which some of the acid groups have been esterified with polyols, polyol partial esters, preferably formed from glycerol, polyglycerol and/or sorbitol with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms, b3) polyols, preferably glycerol, polyglycerol and sorbitol, which have been partly esterified with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized mono-, di- or polycarboxylic acids having a chain length of from >= 2 to <= 22 carbon atoms, with the proviso that free, neutralizable acid groups are present in the molecule, b4) hydroxy-functional mono-, di- or polycarboxylic acids, at least some of whose hydroxyl groups have been reacted with aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms, b5) N-acyl amino acids such as sarcosinates, glutamates, aspartates, containing an aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized radical having a chain length of from >= 6 to <= 22 carbon atoms, b6) carboxylates, sulfates, sulfonates, phosphonates or phosphates, containing an aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized radical having a chain length of from >= 6 to <= 22 carbon atoms, or mixtures thereof.
b1) optionally hydroxyl-containing di- or polycarboxylates, sulfated, sulfonated or phosphated carboxylates, malonates, malates, succinates, sulfosuccinates, citrates, tartrates, in each of which some of the acid groups have been esterified with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized alcohols having a chain length of from >= 6 to <= 22 carbon atoms, b2) optionally hydroxyl-containing di- or polycarboxylates, sulfated or sulfonated or phosphated carboxylates, malonates, malates, succinates, sulfosuccinates, citrates, tartrates, in each of which some of the acid groups have been esterified with polyols, polyol partial esters, preferably formed from glycerol, polyglycerol and/or sorbitol with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms, b3) polyols, preferably glycerol, polyglycerol and sorbitol, which have been partly esterified with aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized mono-, di- or polycarboxylic acids having a chain length of from >= 2 to <= 22 carbon atoms, with the proviso that free, neutralizable acid groups are present in the molecule, b4) hydroxy-functional mono-, di- or polycarboxylic acids, at least some of whose hydroxyl groups have been reacted with aliphatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized carboxylic acids having a chain length of from >= 6 to <= 22 carbon atoms, b5) N-acyl amino acids such as sarcosinates, glutamates, aspartates, containing an aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized radical having a chain length of from >= 6 to <= 22 carbon atoms, b6) carboxylates, sulfates, sulfonates, phosphonates or phosphates, containing an aliphatic or aromatic, linear or branched, optionally unsaturated and/or hydroxy-functionalized radical having a chain length of from >= 6 to <= 22 carbon atoms, or mixtures thereof.
9. An oil-in-water emulsion as claimed in at least one of claims 1 to 8, wherein the secondary emulsifier component b) used comprises partly neutralized or neutralized citric acid partial esters whose hydrophobic radicals each contain from >= 10 to <= 18 carbon atoms.
10. An oil-in-water emulsion as claimed in at least one of claims 1 to 9, wherein at least one aliphatic cosurfactant (B) selected from the group of n-pentanol, n-hexanol, 1,2-hexanediol, 1,2-heptanediol and 1,2-octanediol is used.
11. An oil-in-water emulsion as claimed in at least one of claims 1 to 10, wherein at least one aromatic cosurfactant (B) is used.
12. An oil-in-water emulsion as claimed in at least one of claims 1 to 11, wherein the aromatic cosurfactants (B) used are phenoxyethanol, benzyl alcohol, alkylparaben esters alone or in mixtures with one another and/or customary preservatives.
13. An oil-in-water emulsion as claimed in at least one of claims 1 to 12, wherein the oils (C) used are cosmetic ester or ether oils.
14. An oil-in-water emulsion as claimed in at least one of claims 1 to 13, wherein the oil used is at least one compound selected from the group of:
ethylhexyl palmitate, ethylhexyl stearate, decyl cocoate, diethylhexyl carbonate, dioctyl carbonate, cetearyl ethylhexanoate, decyl oleate, isocetyl palmitate, cetearyl isononanoate, hexyl laurate, isopropyl isononanoate, isopropyl stearate, isopropyl palmitate, isopropyl myristate, isopropyl laurate, C12-15 alkyl benzoate, dicaprylyl ether, mineral oil, isohexadecane, cyclopentasiloxane, octyldodecanol or mixtures of these compounds.
ethylhexyl palmitate, ethylhexyl stearate, decyl cocoate, diethylhexyl carbonate, dioctyl carbonate, cetearyl ethylhexanoate, decyl oleate, isocetyl palmitate, cetearyl isononanoate, hexyl laurate, isopropyl isononanoate, isopropyl stearate, isopropyl palmitate, isopropyl myristate, isopropyl laurate, C12-15 alkyl benzoate, dicaprylyl ether, mineral oil, isohexadecane, cyclopentasiloxane, octyldodecanol or mixtures of these compounds.
15. An oil phase comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and D) from >= 0 to < 10% by weight, based on the overall oil phase, of one or more polar solubilizers and optionally E) customary assistants and additives.
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and D) from >= 0 to < 10% by weight, based on the overall oil phase, of one or more polar solubilizers and optionally E) customary assistants and additives.
16. The oil phase as claimed in claim 15, which is homogeneous and clear.
17. A process for preparing oil-in-water emulsions, which comprises adjusting oil phases as claimed in claim 15 or 16 to a total water phase content of >= 70% by weight with an appropriate water phase under conditions known per se.
18. A clear to transparent microemulsion-like concentrate comprising:
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and optionally D) one or more polar solubilizers and optionally E) customary assistants and additives, with the proviso that the total water phase content of the microemulsion-like concentrates is from >= 10 to <= 70% by weight, based on the overall concentrate.
A) an emulsifier mixture consisting of:
a) at least one nonionic primary emulsifier and b) at least one secondary emulsifier containing one or more acid functions, all or some of which may optionally be neutralized, and B) one or more cosurfactants and C) one or more oils and optionally D) one or more polar solubilizers and optionally E) customary assistants and additives, with the proviso that the total water phase content of the microemulsion-like concentrates is from >= 10 to <= 70% by weight, based on the overall concentrate.
19. A process for preparing oil-in-water emulsions, which comprises adjusting clear to transparent microemulsion-like concentrates as claimed in claim 18 to a total water phase content of >= 70%
by weight with an appropriate water phase under conditions known per se.
by weight with an appropriate water phase under conditions known per se.
20. The use of the oil-in-water emulsions as claimed in at least one of claims 1 to 14 for producing cosmetic, dermatological or pharmaceutical formulations.
21. The use of oil-in-water emulsions as claimed in claim 20 for producing impregnated wipes or in sprayable formulations for face- and bodycare, babycare, sun protection, makeup removers, antiperspirants/deodorants.
22. The use of oil-in-water emulsions as claimed in one of claims 1 to 14 for producing cleaning compositions and care compositions for the household and industry.
23. The use of oil-in-water emulsions as claimed in claim 22 for producing impregnated wipes or in sprayable formulations for the cleaning and care of textiles, leather, plastics, metallic and nonmetallic surfaces.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002571906A CA2571906A1 (en) | 2006-12-19 | 2006-12-19 | Cold-preparable, low-viscosity and prolonged-stability cosmetic emulsions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002571906A CA2571906A1 (en) | 2006-12-19 | 2006-12-19 | Cold-preparable, low-viscosity and prolonged-stability cosmetic emulsions |
Publications (1)
Publication Number | Publication Date |
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CA2571906A1 true CA2571906A1 (en) | 2008-06-19 |
Family
ID=39537620
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CA002571906A Abandoned CA2571906A1 (en) | 2006-12-19 | 2006-12-19 | Cold-preparable, low-viscosity and prolonged-stability cosmetic emulsions |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014170641A1 (en) * | 2013-04-15 | 2014-10-23 | Thos. Bentley & Son Limited | Functional fluid |
-
2006
- 2006-12-19 CA CA002571906A patent/CA2571906A1/en not_active Abandoned
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014170641A1 (en) * | 2013-04-15 | 2014-10-23 | Thos. Bentley & Son Limited | Functional fluid |
US9731259B2 (en) | 2013-04-15 | 2017-08-15 | Thos. Bentley & Son Limited | Functional fluid |
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