EP0459769B1 - Cleaning compositions providing improved mush reduction, mildness enhancement or both - Google Patents
Cleaning compositions providing improved mush reduction, mildness enhancement or both Download PDFInfo
- Publication number
- EP0459769B1 EP0459769B1 EP91304826A EP91304826A EP0459769B1 EP 0459769 B1 EP0459769 B1 EP 0459769B1 EP 91304826 A EP91304826 A EP 91304826A EP 91304826 A EP91304826 A EP 91304826A EP 0459769 B1 EP0459769 B1 EP 0459769B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- mush
- weight
- alkyl group
- soap
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 76
- 230000009467 reduction Effects 0.000 title claims description 13
- 238000004140 cleaning Methods 0.000 title claims description 7
- 239000000344 soap Substances 0.000 claims description 52
- 125000004432 carbon atom Chemical group C* 0.000 claims description 38
- 150000001875 compounds Chemical class 0.000 claims description 34
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 27
- 229930195729 fatty acid Natural products 0.000 claims description 27
- 239000000194 fatty acid Substances 0.000 claims description 27
- 150000004665 fatty acids Chemical class 0.000 claims description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 239000003599 detergent Substances 0.000 claims description 20
- 229910052783 alkali metal Inorganic materials 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 150000002016 disaccharides Chemical class 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 8
- 239000008103 glucose Substances 0.000 claims description 8
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 claims description 8
- 150000002772 monosaccharides Chemical class 0.000 claims description 8
- 229930006000 Sucrose Natural products 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000005720 sucrose Substances 0.000 claims description 7
- 150000001340 alkali metals Chemical class 0.000 claims description 6
- 235000021588 free fatty acids Nutrition 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 3
- 150000002500 ions Chemical class 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 2
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims 1
- 125000000185 sucrose group Chemical group 0.000 claims 1
- -1 sorbitan ester Chemical class 0.000 description 26
- 238000009472 formulation Methods 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- 206010015150 Erythema Diseases 0.000 description 9
- 235000019864 coconut oil Nutrition 0.000 description 9
- 239000003240 coconut oil Substances 0.000 description 9
- 231100000321 erythema Toxicity 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 6
- 125000002252 acyl group Chemical group 0.000 description 6
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 6
- 239000003925 fat Substances 0.000 description 5
- 235000019197 fats Nutrition 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- CTXGTHVAWRBISV-UHFFFAOYSA-N 2-hydroxyethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCO CTXGTHVAWRBISV-UHFFFAOYSA-N 0.000 description 4
- 239000003638 chemical reducing agent Substances 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 206010030113 Oedema Diseases 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000010466 nut oil Substances 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- UITSPQLTFPTHJZ-UHFFFAOYSA-N 2-[[3,4,5-tris(2-hydroxyethoxy)-6-methoxyoxan-2-yl]methoxy]ethanol Chemical compound COC1OC(COCCO)C(OCCO)C(OCCO)C1OCCO UITSPQLTFPTHJZ-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 206010040880 Skin irritation Diseases 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical class 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 125000005210 alkyl ammonium group Chemical group 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 239000003623 enhancer Substances 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- FHHGCKHKTAJLOM-UHFFFAOYSA-N hexaethylene glycol monomethyl ether Chemical compound COCCOCCOCCOCCOCCOCCO FHHGCKHKTAJLOM-UHFFFAOYSA-N 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229940100485 methyl gluceth-10 Drugs 0.000 description 2
- 235000019488 nut oil Nutrition 0.000 description 2
- 229940049964 oleate Drugs 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 229940094333 peg-6 methyl ether Drugs 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 231100000475 skin irritation Toxicity 0.000 description 2
- 230000036556 skin irritation Effects 0.000 description 2
- 229940045998 sodium isethionate Drugs 0.000 description 2
- LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical class [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000000271 synthetic detergent Substances 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- FUFLCEKSBBHCMO-UHFFFAOYSA-N 11-dehydrocorticosterone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)C(=O)CO)C4C3CCC2=C1 FUFLCEKSBBHCMO-UHFFFAOYSA-N 0.000 description 1
- WGIMXKDCVCTHGW-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCOCCO WGIMXKDCVCTHGW-UHFFFAOYSA-N 0.000 description 1
- RNAMYOYQYRYFQY-UHFFFAOYSA-N 2-(4,4-difluoropiperidin-1-yl)-6-methoxy-n-(1-propan-2-ylpiperidin-4-yl)-7-(3-pyrrolidin-1-ylpropoxy)quinazolin-4-amine Chemical compound N1=C(N2CCC(F)(F)CC2)N=C2C=C(OCCCN3CCCC3)C(OC)=CC2=C1NC1CCN(C(C)C)CC1 RNAMYOYQYRYFQY-UHFFFAOYSA-N 0.000 description 1
- FKOKUHFZNIUSLW-UHFFFAOYSA-N 2-Hydroxypropyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(C)O FKOKUHFZNIUSLW-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical compound O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 description 1
- XXBAQTDVRLRXEV-UHFFFAOYSA-N 3-tetradecoxypropan-1-ol Chemical compound CCCCCCCCCCCCCCOCCCO XXBAQTDVRLRXEV-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 241000454552 Astrocaryum murumuru Species 0.000 description 1
- 235000007909 Astrocaryum tucuma Nutrition 0.000 description 1
- 244000231729 Astrocaryum tucuma Species 0.000 description 1
- 244000021147 Attalea cohune Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- MFYSYFVPBJMHGN-ZPOLXVRWSA-N Cortisone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 MFYSYFVPBJMHGN-ZPOLXVRWSA-N 0.000 description 1
- MFYSYFVPBJMHGN-UHFFFAOYSA-N Cortisone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)(O)C(=O)CO)C4C3CCC2=C1 MFYSYFVPBJMHGN-UHFFFAOYSA-N 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 235000002562 Irvingia gabonensis Nutrition 0.000 description 1
- 240000009069 Irvingia gabonensis Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229940124599 anti-inflammatory drug Drugs 0.000 description 1
- 229940125715 antihistaminic agent Drugs 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 208000010668 atopic eczema Diseases 0.000 description 1
- 239000010480 babassu oil Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 229960004544 cortisone Drugs 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229920001427 mPEG Polymers 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- 125000001483 monosaccharide substituent group Chemical group 0.000 description 1
- UHUFTBALEZWWIH-UHFFFAOYSA-N myristic aldehyde Natural products CCCCCCCCCCCCCC=O UHUFTBALEZWWIH-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([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])[H] 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229940116987 ppg-3 myristyl ether Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 229940093625 propylene glycol monostearate Drugs 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical class CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/34—Organic compounds containing sulfur
- C11D3/3409—Alkyl -, alkenyl -, cycloalkyl - or terpene sulfates or sulfonates
-
- 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
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
-
- 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
- C11D3/2068—Ethers
-
- 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
- C11D3/2075—Carboxylic acids-salts thereof
-
- 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
-
- 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
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/221—Mono, di- or trisaccharides or derivatives thereof
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/06—Ether- or thioether carboxylic acids
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/126—Acylisethionates
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
- C11D1/721—End blocked ethers
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols
Definitions
- the invention relates to cleaning compositions comprising soap, detergent, free fatty acid and further comprising additives which reduce mush and/or improve mildness in said compositions.
- soap is centuries's oldest surfactant. Although soap is efficient at cleaning, it requires formulation to overcome many physical property defects. Additives have been discovered which improve soap's lather, fragrance, visual appeal and other aesthetic properties.
- FR-A-2303076 discloses incorporating sorbitan ester mixtures as skin conditioning agent in soap bar formulations.
- compositions in which major amounts of soap are combined with lesser amounts acyl fatty isethionate US Pat. No. 4,260,507 (Barrett), for example, teaches compositions with major amounts of soap, 60-97%, combined with minor amounts, 3-40%, acyl fatty isethionate.
- the toilet bars produced are said to have exceptional lathering properties.
- polyoxyethylene-alkyl glucoside ethers are added to base formulations comprising soap and acyl isethionate to improve the feel of the skin treated with such solid compositions.
- compositions providing mush-reduction, mildness-enhancement or both comprising:
- compositions comprising fatty acid soap, detergent other than fatty acid soap and free fatty acids results in compositions having reduced mush.
- These compounds also impart an improved mildness benefit in the form of reduced skin irritation compared to similar soaps which do not contain the defined mush-reducing compound.
- soap is used herein in its popular sense, i.e., the alkali metal or alkanol ammonium salts of aliphatic alkane- or alkene monocarboxylic acids.
- Sodium, potassium, mono- di- and tri-ethanol ammonium cations, or combinations thereof, are suitable for purposes of this invention.
- sodium soaps are used in the compositions of this invention, but from 1% to about 25% of the soap may be potassium soaps.
- the soaps useful herein are the well known alkali metal salts of natural or synthetic aliphatic (alkanoic or alkenoic) acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms. They may be described as alkali metal carboxylates of acyclic hydrocarbons having 12 to 22 carbon atoms.
- Soaps having the fatty acid distribution of coconut oil may provide the lower end of the broad molecular weight range.
- Those soaps having the fatty acid distribution of peanut or rapeseed oil, or their hydrogenated derivatives may provide the upper end of the broad molecular weight range.
- soaps having the fatty acid distribution of coconut oil or tallow, or mixtures thereof since these are among the more readily available fats.
- the proportion of fatty acids having at least 12 carbon atoms in coconut oil soap is 85%. This proportion will be greater when mixtures of coconut oil and fats such as tallow, palm oil, or non-tropical oils or fats are used, wherein the principal chain lengths are C 16 and higher.
- Preferred soap for use in the compositions of this invention has at least 85% fatty acids having 12-18 carbon atoms.
- Coconut oil employed for the soap may be substituted in whole or in part by other "high-lauric” oils, that is, oils or fats wherein at least 50% of the total fatty acids are composed of lauric or myristic acids or mixtures thereof.
- These oils are generally exemplified by the tropical nut oils of the coconut oil class. For instance, they include: palm kernel oil, babassu oil, ouricuri oil, tucum oil, cohune nut oil, murumuru oil, jaboty kernel oil, khakan kernel oil, dika nut oil, and ucuhuba butter.
- a preferred soap is a mixture of 15% to 20% coconut oil and 80% to 85% tallow. These mixtures contain 95% fatty acids having 12 to 18 carbon atoms.
- the soap may be prepared from coconut oil, in which case the fatty acid content is 85% of C 12 -C 18 chain length.
- the soaps may contain unsaturation in accordance with commercially acceptable standards. Excessive unsaturation is normally avoided.
- Soaps may be made by the classic kettle boiling process or modern continuous soap manufacturing processes wherein natural fats and oils such as tallow or coconut oil or their equivalents are saponified with an alkali metal hydroxide using procedures well known to those skilled in the art.
- the soaps may be made by neutralising fatty acids, such as lauric (C 12 ), myristic (C 14 ), palmitic (C 16 ), or stearic (C 18 ) acids with an alkali metalhydroxide or carbonate.
- Total soap content of the instant compositions must be greater than 25 wt.%. Usually, at least 30% of the composition is soap. Preferably, the concentration of this component ranges from 40% to 70%, more preferably 50% to 65%.
- compositions encompassed by this invention may either be in liquid or toilet bar form.
- Detergents other than soap are also present in the formulations of this invention. Examples of these include anionic, nonionic, cationic, zwitterionic or amphoteric synthetic detergent materials or mixtures of any of these. C 8-18 acyl isethionates are essential components of the present formulations.
- Anionic detergents may be chosen from the alkali metal, magnesium or ammonium salts selected from the group consisting of:
- nonionic synthetic detergents are the condensation products of ethylene oxide, propylene oxide and/or butylene oxide with C 8 -C 18 alkylphenols, C 8 -C 18 primary or secondary aliphatic alcohols, C 8 -C 18 fatty acid amides; further examples of nonionics include tertiary amine oxides with one C 8 -C 18 alkyl chain and two C 1-3 alkyl chains. Further examples are described in "Surface Active Agents and Detergents" (Vol. I and II) by Schwartz, Perry and Berch.
- the average number of moles of ethylene oxide and/or propylene oxide present in the above nonionics varies from 1-30; mixtures of various nonionics, including mixtures of nonionics with a lower and a higher degree of alkoxylation, may also be used.
- cationic detergents are the quaternary ammonium compounds such as alkyldimethylammonium halogenides.
- amphoteric or zwitterionic detergents are N-alkylamino acids, sulphobetaines, condensation products of fatty acids with protein hydrolysates, but owing to their relatively high costs they are usually used in combination with an anionic or a nonionic detergent. Mixtures of the various types of active detergents may also be used, and preference is given to mixtures of anionic and a nonionic detergent active.
- the essential C 8 -C 18 acyl isethionates are prepared by reaction between alkali metal isethionate with mixed aliphatic fatty acids having from 6 to 18 carbon atoms and an iodine value of less than 20. At least 75% of the mixed fatty acids have from 12 to 18 carbon atoms and up to 25% have from 6 to 10 carbon atoms.
- Acyl isethionates will generally range from 10% to 40% by weight of the total composition. Preferably, this component is present from 15% to 30%.
- Free fatty acids are incorporated within the compositions of the present invention. Some of these fatty acids are present to operate as superfatting agents and others as skin feel and creaminess enhancers.
- Superfatting agents enhance lathering properties and may be selected from fatty acids of carbon atoms numbering 8-18, preferably 10-16, in an amount up to 15% by weight of the composition.
- Skin feel and creaminess enhancers the most important of which is stearic acid, are also desirably present in these compositions. Levels lower than 15% of stearic acid are, however, necessary in certain formulations where it is desired to accentuate the performance of the mildness improving salt disclosed by the present invention. Thus, stearic acid levels in these formulations must be held between 4 and 10%, preferably between 5 and 9%, but most preferably between 6 and 8%.
- Fatty acids comprise 1 to 15% by weight of the composition.
- the mush-reducing agent hereby disclosed is selected from one of the following groups: (i) R(OR 1 ) n OR 2 wherein R is an alkyl group having from 1 to 22 carbon atoms, or a mono- or disaccharide sugar such as glucose or sucrose; R 1 is an alkyl group having 1 to 5 carbon atoms, preferably 2 to 3 carbon atoms; R 2 is hydrogen, an alkyl group having from 1 to 22 carbons, a mono- or disaccharide sugar such as glucose or sucrose, or an alkenyl group having 14 to 19 carbon atoms; and n is at least 1 and is limited only by practical molecular weight limitations at which the molecule is no longer soluble; and wherein R 3 is an alkyl group having from 1 to 21 carbons or an alkenyl group having from 14 to 19 carbon atoms; R 4 is an alkyl group having 1 to 5 carbon atoms, preferably 2 to 3 carbon atoms; R 5 is hydrogen, an alkyl group having 1 to 22 carbon
- Examples of compounds selected from group (i) above include:
- Examples of compounds selected from group (ii) above include the following:
- esters and ethers comprise from 1% to 15% by weight of the cleaning composition, preferably 1% - 10%, most preferably 2% - 8%.
- a preferred optional ingredient which may be used in the compositions of the invention is a skin mildness improver.
- Skin mildness improvers which may be used include, for example, salts of isethionate.
- Effective salt cations may be selected from the group consisting of alkali metal, alkaline earth metal, ammonium, alkyl ammonium and mono-, di- or tri-alkanolammonium ions.
- Specifically preferred cations include sodium, potassium, lithium, calcium, magnesium, ammonium, triethylammonium, monoethanolammonium, diethanolammonium or triethanolammonium ions.
- a mildness improver when such agents are used, are compounds of the general formula: HO-CHRCH 2 -SO 3 M
- R is a hydrogen or C 1 to C 9 alkyl or alkenyl radical
- M is action selected from alkali metal, alkaline earth metal, ammonium, alkyl ammonium or mono-, di- or tri-alkanolammonium ions.
- a particularly preferred compound is simple, unsubstituted sodium isethionate of the general formula above wherein R is hydrogen.
- the skin mildness improver may be present from 0% to 50% by weight of the composition.
- the mildness improver is present from 0.5% to 25%, more preferably from 2% to 15%, optimally from 5% to 10%, by weight of the total composition.
- compositions may be needed with these compositions.
- the amount of these chemicals and adjuncts may range from 1% to 40% by weight of the total composition.
- a suds-boosting detergent salt may be incorporated.
- Illustrative of this type additive are salts selected from the group consisting of alkali metal and organic amine higher aliphatic fatty alcohol sulfates, alkyl aryl sulfonates, and the higher aliphatic fatty acid taurinates.
- Adjunct materials including germicides, perfumes, colourants, pigments such as titanium dioxide and water may also be present.
- the mush-reducing agent not only reduces mush but also allows soap bars to be readily processed at low moisture levels. Specifically, the agent allows processing to occur at levels as as low as 5%-6% moisture without major splitting and cracking. In addition, although relatively high mush values would be expected at these moisture levels, the mush reducing compounds keep the mush level down even at these low moisture values.
- the mush immersion test is used as a relatively quick method of measuring a cleaning tablet's ability to absorb water and therefore disintegrate (mush).
- a cleaning tablet is shaved to a rectangular shape approximately 7 x 4 x 2 cm.
- a horizontal line is scribed across one face about 3.5 cm from the bottom.
- the block will be immersed in water up to this line. The dimensions below the line are measured.
- the surface area of the portion to be immersed is calculated.
- the block is weighed and then suspended in a beaker.
- the beaker is filled with 72°F (22.2°C) deionized water until it reaches the scribed line.
- the beakers sit in a constant temperature bath kept at 72°F (22.2°C).
- the block is allowed to sit in water for exactly two hours.
- the block is removed from the water, carefully shaken to remove any excess water and weighed.
- the difference between the net weight and the initial weight represents the water weight gained during the two hour period.
- the mush is then carefully removed from the block with a plastic utensil or blunt knife.
- the block is then wiped gently with a soft cloth to remove any excess mush not scraped off previously.
- the block is dried overnight and weighed.
- the difference between the final dry weight and the initial weight represents the block weight lost.
- the final mush value is calculated by adding the weight of water gained and the weight of block lost. An average of five blocks is used to assign a mush number to any composition. It is important to note that both weights, the water gained and the block lost, are important. Compositions can gain water readily without loosening the mass enough to be scraped off. Conversely, some formulations can lose large masses with only a slight water gain. Therefore the sum of both weights is necessary to accurately compare formulations.
- Example Batch Moisture Content Mush Reducing Compound Mush Content (Grams Mush/ 50cm 2 ) 1 (Comparative) 11% - 15.17 2 (Comparative) 11% - 15.45 3 (Comparative) 11% - 14.87 4 (Comparative) 11% - 14.97 5 11% 4% PEG 6 Methyl Ether 13.12 6 11% 4% Prop.
- batches prepared according to the Basic Formulation described above are best processed at moisture levels between 9-12%. At moisture levels about 12% the mush values decrease but the formulation is very sticky and impossible to process. At moisture levels below 8 or 9%, bar processing properties (e.g. plodding and stamping) become highly unmanageable. At these low moisture levels, the extruded plodder log tends to split and crack and the finished bar tends to develop surface deformities (cracks) as well as general sandiness. Accordingly, it would be greatly beneficial to find a compound or agent which would allow processing of low moisture batches in addition to providing mush reduction. Precisely such advantage is provided by the compounds of the invention described in the following pages.
- the average mush value is 15.12 and mush values range between 14.8 and 15.5. Mush values can approach as high as 17 or 18 at lower batch moisture levels (comparative example 7).
- average mush value drops to 12.13. This represents a reduction in average mush value of about 20%: Without Mush Reducing Compound With Mush Reducing Compound Average mush value at 11% moisture content 15.2 12.13
- a soap bar produced using the mush-reducing compound of the invention was compared to a similar bar, i.e. a Lever 2000 R bar similar in composition except for the absence of the mush-reducing compound, to determine the effect of this compound on mildness.
- the comparison was made according to the following test procedure:
- the flex wash procedure consists of three daily two minute washes of the ante-cubital fossa (flex area of the elbow). This is an "exaggerated use" method which has been designed to differentiate mild products. Erythema response varies only slightly with temperature and humidity fluctuations making the protocol suitable for year round testing.
- Panellist flex areas must be free of any skin condition (eczema, dryness, irritation, cuts or abrasions).
- Any skin condition eczema, dryness, irritation, cuts or abrasions.
- An antihistamines, anti-inflammatory drugs (more than 8 per week) or topical, oral or injectable cortisone on a regular basis is excluded from the study.
- the panel is divided into two subgroups which are balanced for left handedness. Group I is assigned the control composition for the left flex and the experimental for the right flex. Group II reversed the order.
- the panellist is instructed to moisten the left flex area.
- Sponge and test compositions (formulated as toilet bars) are dampened with tap water (100 ppm calcium/magnesium ions).
- the sponge is then stroked over the test bar 10 times by the evaluator.
- the "dosed" sponge is placed in the panellist's right hand.
- the panellist then washes the left flex area for exactly two minutes. Thereupon, the flex area is rinsed and patted dry. This washing procedure is repeated on the right arm with the appropriate composition. Washing by this procedure is repeated three times daily for five consecutive days for a total of 15 washes. Treatment times are scheduled 1.5 hours apart. Each test site is evaluated immediately prior to washing and 4 hours after the third daily wash.
- the grading scale is as follows:
- Each test site is treated in the prescribed method until a grading of "2" or greater is attained or 15 washes are completed. When a score of "2" or greater is attained the treatment is discontinued on that flex area. The final score is then carried through for all remaining evaluations. The remaining flex area is washed until either a grading of at least "2" or 15 treatments are attained, whichever is first.
- the final grading Mean Rank Scores
- Mean Rank Scores is the sum total of grade scores for 15 assessments per panellist averaged over the scores from all panellists. Thus, the average score can range from 0 to 30; the lower score indicating absolutely no skin irritation, and the "30" score the most severe.
- Mean Endpoint Erythema scores are the mean of the valuation scores, for each panellist, at which the first arm received a grade of "2" or greater erythema score or at the completion of fifteen washes.
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Description
- The invention relates to cleaning compositions comprising soap, detergent, free fatty acid and further comprising additives which reduce mush and/or improve mildness in said compositions.
- Soap is mankind's oldest surfactant. Although soap is efficient at cleaning, it requires formulation to overcome many physical property defects. Additives have been discovered which improve soap's lather, fragrance, visual appeal and other aesthetic properties.
- For instance, FR-A-2303076 discloses incorporating sorbitan ester mixtures as skin conditioning agent in soap bar formulations.
- More recently, attention has been drawn to the harshness problem of soap toward skin. Eighteen well-known toilet soaps were evaluated by Frosch & Kligman, "J. Amer. Acad. Derm.", pp. 35 (1979). Great differences were noted in their effect upon skin. Most had an appreciable irritancy. The study revealed that substantial replacement of soap with an alternative detergent such as acyl fatty isethionate would provide a more skin compatible system. Indeed GB-A-2015559 describes incorporating ethoxylated sorbitan esters into acyl isethionate containing bars to improve the slip characteristics thereof. Unfortunately, this alternative is expensive. Less costly solutions to the harshness problem would be desirable.
- US Pat. No. 2,894,912 (Geitz) extols the virtues of toilet bars containing 30-70% acyl fatty isethionate and 2.5 to 25% soap. As noted above, such large amounts of acyl fatty isethionate are likely to result in compositions very expensive to produce.
- Accordingly, the art teaches compositions in which major amounts of soap are combined with lesser amounts acyl fatty isethionate. US Pat. No. 4,260,507 (Barrett), for example, teaches compositions with major amounts of soap, 60-97%, combined with minor amounts, 3-40%, acyl fatty isethionate. The toilet bars produced are said to have exceptional lathering properties.
- In JP-A-60252700 polyoxyethylene-alkyl glucoside ethers are added to base formulations comprising soap and acyl isethionate to improve the feel of the skin treated with such solid compositions.
- In order to further increase mildness in compositions with lesser amounts of acyl fatty isethionate, US Pat. No. 4,695,395 (Caswell et al) teaches the use of mildness improving salts such as alkali metal isethionates.
Unfortunately, compositions comprising major amounts of soap and minor amounts of detergents, as US Pat. No. 4,695,395, tend to have higher mush values than pure fatty acid soap formulations. Reduced mush values are desirable because of the negative consumer perception associated with increased mush (for example, bar melting easily in tray) and because reduced mush values are also associated with longer bar use. - In EP-A-287300 consumer perceivable properties of bars containing soap and acyl isethionate are improved by ensuring that at least some of the soap is the delta phase.
- US Pat. No. 3,835,057 (Cheng et al) teaches the use of various potentiator compounds used as solvents to dissolve anti-bacterial compounds in detergent bar compositions. Among the compounds which may be used is included polyethylene glycol. Since this patent is not concerned with mildness enhancement or mush reduction, the high-soap, low detergent ranges of the compositions of the invention are not taught. Moreover, there is no indication from the reference that the potentiator compounds can be utilised as anti-mushing agents or that the potentiator compounds can be used in high soap-containing, low detergent-containing compositions to produce enhanced mildness. In addition, the majority of potentiator compounds described in the patent are either commercially unavailable, extremely expensive to make or unsafe for use in consumer products.
- Accordingly, it is one object of the invention to provide relatively high soap-containing, low detergent-containing compositions with reduced amounts of mush.
- It is a further object of the invention to provide compositions with enhanced mildness effects.
- Finally, it is an object of the invention to provide low-mush compositions which can be processed using lower amounts of water than previously possible.
- These and other objects are obtained by the addition of mush-reducing, mildness-enhancing compounds described below to compositions of the prior art.
- The subject invention provides compositions providing mush-reduction, mildness-enhancement or both comprising:
- (a) a fatty acid soap in an amount greater than 25% by weight;
- (b) 1-50% by weight detergent other than fatty acid soap and comprising a C'8-C'18 acyl isethionate;
- (c) 1-15% by weight of a free fatty acid; and
- (d) 1-15% by weight of a mush reducing agent selected from one of the following groups:
(i) R(OR1)nOR2
wherein R is an alkyl group having from 1 to 22 carbons, a mono- or disaccharide sugar such as glucose or sucrose;
R1 is an alkyl group having 1 to 5 carbon atoms, preferably 2 to 3 carbon atoms;
R2 is hydrogen, an alkyl group having from 1 to 22 carbons, a mono- or disaccharide sugar such as glucose or sucrose, or an alkenyl group having 14 to 19 carbon atoms; and
n is at least 1 and is limited only by practical molecular weight limitations at which the molecule is no longer soluble; and
R4 is an alkyl group having 1 to 5 carbon atoms, preferably 2 to 3 carbon atoms;
R5 is hydrogen, an alkyl group having 1 to 22 carbon atoms, an alkenyl group having from 14 to 19 carbon atoms, a mono or disaccharide such as glucose or sucrose; and
n is at least 1 and is limited only by practical molecular weight limitations at which the molecule is no longer soluble. - According to the present invention, it has been found that the addition of certain defined compounds to compositions comprising fatty acid soap, detergent other than fatty acid soap and free fatty acids results in compositions having reduced mush. These compounds also impart an improved mildness benefit in the form of reduced skin irritation compared to similar soaps which do not contain the defined mush-reducing compound.
- The term "soap" is used herein in its popular sense, i.e., the alkali metal or alkanol ammonium salts of aliphatic alkane- or alkene monocarboxylic acids. Sodium, potassium, mono- di- and tri-ethanol ammonium cations, or combinations thereof, are suitable for purposes of this invention. In general, sodium soaps are used in the compositions of this invention, but from 1% to about 25% of the soap may be potassium soaps. The soaps useful herein are the well known alkali metal salts of natural or synthetic aliphatic (alkanoic or alkenoic) acids having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms. They may be described as alkali metal carboxylates of acyclic hydrocarbons having 12 to 22 carbon atoms.
- Soaps having the fatty acid distribution of coconut oil may provide the lower end of the broad molecular weight range. Those soaps having the fatty acid distribution of peanut or rapeseed oil, or their hydrogenated derivatives, may provide the upper end of the broad molecular weight range.
- It is preferred to use soaps having the fatty acid distribution of coconut oil or tallow, or mixtures thereof, since these are among the more readily available fats. The proportion of fatty acids having at least 12 carbon atoms in coconut oil soap is 85%. This proportion will be greater when mixtures of coconut oil and fats such as tallow, palm oil, or non-tropical oils or fats are used, wherein the principal chain lengths are C16 and higher. Preferred soap for use in the compositions of this invention has at least 85% fatty acids having 12-18 carbon atoms.
- Coconut oil employed for the soap may be substituted in whole or in part by other "high-lauric" oils, that is, oils or fats wherein at least 50% of the total fatty acids are composed of lauric or myristic acids or mixtures thereof. These oils are generally exemplified by the tropical nut oils of the coconut oil class. For instance, they include: palm kernel oil, babassu oil, ouricuri oil, tucum oil, cohune nut oil, murumuru oil, jaboty kernel oil, khakan kernel oil, dika nut oil, and ucuhuba butter.
- A preferred soap is a mixture of 15% to 20% coconut oil and 80% to 85% tallow. These mixtures contain 95% fatty acids having 12 to 18 carbon atoms. The soap may be prepared from coconut oil, in which case the fatty acid content is 85% of C12-C18 chain length.
- The soaps may contain unsaturation in accordance with commercially acceptable standards. Excessive unsaturation is normally avoided.
- Soaps may be made by the classic kettle boiling process or modern continuous soap manufacturing processes wherein natural fats and oils such as tallow or coconut oil or their equivalents are saponified with an alkali metal hydroxide using procedures well known to those skilled in the art. Alternatively, the soaps may be made by neutralising fatty acids, such as lauric (C12), myristic (C14), palmitic (C16), or stearic (C18) acids with an alkali metalhydroxide or carbonate.
- Total soap content of the instant compositions must be greater than 25 wt.%. Usually, at least 30% of the composition is soap. Preferably, the concentration of this component ranges from 40% to 70%, more preferably 50% to 65%.
- Compositions encompassed by this invention may either be in liquid or toilet bar form.
- Detergents other than soap are also present in the formulations of this invention. Examples of these include anionic, nonionic, cationic, zwitterionic or amphoteric synthetic detergent materials or mixtures of any of these. C8-18 acyl isethionates are essential components of the present formulations.
- Anionic detergents may be chosen from the alkali metal, magnesium or ammonium salts selected from the group consisting of:
- C8-C22 hydroxyalkane sulfonates,
- C8-C22 acyl isethionates,
- C8-C22 N-acyl taurinates,
- C8-C22 alkyl sulfates,
- C8-C22 alkyl ether sulfates,
- C8-C22 alkyl phosphonates and phosphates,
- C8-C22 mono-alkyl succinates and maleates,
- C8-C22 dialkylsulphosuccinates,
- C8-C22 alkylamidosulphosuccinates,
- C8-C22 alkane disulfonates,
- C8-C22 alkene sulfonates
- C8-C18 alkyl glyceryl ether sulfonates, and
- C8-C18 alkyl polyglycosides.
- Examples of nonionic synthetic detergents are the condensation products of ethylene oxide, propylene oxide and/or butylene oxide with C8-C18 alkylphenols, C8-C18 primary or secondary aliphatic alcohols, C8-C18 fatty acid amides; further examples of nonionics include tertiary amine oxides with one C8-C18 alkyl chain and two C1-3 alkyl chains. Further examples are described in "Surface Active Agents and Detergents" (Vol. I and II) by Schwartz, Perry and Berch.
- The average number of moles of ethylene oxide and/or propylene oxide present in the above nonionics varies from 1-30; mixtures of various nonionics, including mixtures of nonionics with a lower and a higher degree of alkoxylation, may also be used.
- Examples of cationic detergents are the quaternary ammonium compounds such as alkyldimethylammonium halogenides.
- Examples of amphoteric or zwitterionic detergents are N-alkylamino acids, sulphobetaines, condensation products of fatty acids with protein hydrolysates, but owing to their relatively high costs they are usually used in combination with an anionic or a nonionic detergent. Mixtures of the various types of active detergents may also be used, and preference is given to mixtures of anionic and a nonionic detergent active.
- The essential C8-C18 acyl isethionates are prepared by reaction between alkali metal isethionate with mixed aliphatic fatty acids having from 6 to 18 carbon atoms and an iodine value of less than 20. At least 75% of the mixed fatty acids have from 12 to 18 carbon atoms and up to 25% have from 6 to 10 carbon atoms.
- Acyl isethionates will generally range from 10% to 40% by weight of the total composition. Preferably, this component is present from 15% to 30%.
- Free fatty acids, preferably those comprising 8-22 carbon atoms, are incorporated within the compositions of the present invention. Some of these fatty acids are present to operate as superfatting agents and others as skin feel and creaminess enhancers. Superfatting agents enhance lathering properties and may be selected from fatty acids of carbon atoms numbering 8-18, preferably 10-16, in an amount up to 15% by weight of the composition. Skin feel and creaminess enhancers, the most important of which is stearic acid, are also desirably present in these compositions. Levels lower than 15% of stearic acid are, however, necessary in certain formulations where it is desired to accentuate the performance of the mildness improving salt disclosed by the present invention. Thus, stearic acid levels in these formulations must be held between 4 and 10%, preferably between 5 and 9%, but most preferably between 6 and 8%.
- Fatty acids comprise 1 to 15% by weight of the composition.
- The mush-reducing agent hereby disclosed is selected from one of the following groups:
(i) R(OR1)nOR2
wherein R is an alkyl group having from 1 to 22 carbon atoms, or a mono- or disaccharide sugar such as glucose or sucrose;
R1 is an alkyl group having 1 to 5 carbon atoms, preferably 2 to 3 carbon atoms;
R2 is hydrogen, an alkyl group having from 1 to 22 carbons, a mono- or disaccharide sugar such as glucose or sucrose, or an alkenyl group having 14 to 19 carbon atoms; and
n is at least 1 and is limited only by practical molecular weight limitations at which the molecule is no longer soluble; and
R4 is an alkyl group having 1 to 5 carbon atoms, preferably 2 to 3 carbon atoms;
R5 is hydrogen, an alkyl group having 1 to 22 carbon atoms, an alkenyl group having from 14 to 19 carbon atoms, or a mono- or disaccharide such as glucose or sucrose; and
n is at least 1 and is limited only by practical molecular weight limitations at which the molecule is no longer soluble. - Examples of compounds selected from group (i) above include:
- (1) polyethylene glycol 6 methyl ether manufactured by Union Carbide under the trademark Carbowax Methoxy PEG 350R and having the formula:
CH3 (OCH2CH2)6OH;
- (2) PPG-5 butylether manufactured by Union Carbide under the trademark UCONLB-65R and having the formula:
- (3) PPG-3 myristyl ether manufactured by Witco under the trademark Witconol APMR and having the formula:
- (4) Methyl gluceth-10 manufactured by Amerchol under the trademark Glucam-E10R and having the formula:
CH3C6H10O5(OCH2CH2)10OH;
and - (5) PPG-10 methyl glucose ether manufactured by Amerchol under the trademark Glucam-P10R having the formula:
- Examples of compounds selected from group (ii) above include the following:
- (1) PEG 100 Laurate manufactured by Lonza under the trademark Pegosperse 100-LR having the formula:
- (2) PEG 400 Monolaurate manufactured by Lonza under the trademark Pegosperse 400-MLR having the formula:
- (3) Propylene glycol monostearate manufactured by Goldschmidt under the trademark Tegin P411R having the formula:
- (4) PPG-26 oleate manufactured by BASF Wyandotte under the trademark OP-2000 having the formula:
- These examples are not contemplated to be limiting examples of the many compounds which can be covered in each group.
- These esters and ethers comprise from 1% to 15% by weight of the cleaning composition, preferably 1% - 10%, most preferably 2% - 8%.
- A preferred optional ingredient which may be used in the compositions of the invention is a skin mildness improver.
- Skin mildness improvers which may be used include, for example, salts of isethionate. Effective salt cations may be selected from the group consisting of alkali metal, alkaline earth metal, ammonium, alkyl ammonium and mono-, di- or tri-alkanolammonium ions. Specifically preferred cations include sodium, potassium, lithium, calcium, magnesium, ammonium, triethylammonium, monoethanolammonium, diethanolammonium or triethanolammonium ions.
- Preferred as a mildness improver, when such agents are used, are compounds of the general formula:
HO-CHRCH2-SO3M
- where R is a hydrogen or C1 to C9 alkyl or alkenyl radical; and M is action selected from alkali metal, alkaline earth metal, ammonium, alkyl ammonium or mono-, di- or tri-alkanolammonium ions.
- A particularly preferred compound is simple, unsubstituted sodium isethionate of the general formula above wherein R is hydrogen.
- The skin mildness improver may be present from 0% to 50% by weight of the composition. Preferably, the mildness improver is present from 0.5% to 25%, more preferably from 2% to 15%, optimally from 5% to 10%, by weight of the total composition.
- Other performance chemicals and adjuncts may be needed with these compositions. The amount of these chemicals and adjuncts may range from 1% to 40% by weight of the total composition. For instance, from 2 to 10% of a suds-boosting detergent salt may be incorporated. Illustrative of this type additive are salts selected from the group consisting of alkali metal and organic amine higher aliphatic fatty alcohol sulfates, alkyl aryl sulfonates, and the higher aliphatic fatty acid taurinates.
- Adjunct materials including germicides, perfumes, colourants, pigments such as titanium dioxide and water may also be present.
- The addition of the mush-reducing agent not only reduces mush but also allows soap bars to be readily processed at low moisture levels. Specifically, the agent allows processing to occur at levels as as low as 5%-6% moisture without major splitting and cracking. In addition, although relatively high mush values would be expected at these moisture levels, the mush reducing compounds keep the mush level down even at these low moisture values.
- The mush immersion test is used as a relatively quick method of measuring a cleaning tablet's ability to absorb water and therefore disintegrate (mush). A cleaning tablet is shaved to a rectangular shape approximately 7 x 4 x 2 cm. A horizontal line is scribed across one face about 3.5 cm from the bottom. The block will be immersed in water up to this line. The dimensions below the line are measured. The surface area of the portion to be immersed is calculated. The block is weighed and then suspended in a beaker. The beaker is filled with 72°F (22.2°C) deionized water until it reaches the scribed line. The beakers sit in a constant temperature bath kept at 72°F (22.2°C). The block is allowed to sit in water for exactly two hours. The block is removed from the water, carefully shaken to remove any excess water and weighed. The difference between the net weight and the initial weight represents the water weight gained during the two hour period. The mush is then carefully removed from the block with a plastic utensil or blunt knife. The block is then wiped gently with a soft cloth to remove any excess mush not scraped off previously. The block is dried overnight and weighed. The difference between the final dry weight and the initial weight represents the block weight lost. The final mush value is calculated by adding the weight of water gained and the weight of block lost. An average of five blocks is used to assign a mush number to any composition. It is important to note that both weights, the water gained and the block lost, are important. Compositions can gain water readily without loosening the mass enough to be scraped off. Conversely, some formulations can lose large masses with only a slight water gain. Therefore the sum of both weights is necessary to accurately compare formulations.
- The following examples will more fully illustrate the embodiments of this invention. These examples are intended to be of illustrative value only and are not intended to limit applicants' invention in any way. All parts, percentages and proportions referred to herein and in the appended claims are by weight of the total composition unless otherwise stated.
- The basic formulations employed for this study were as follows:
COMPONENTS CONTROL (%) EXPERIMENTAL (%) Soap about 51 parts/100 about 51 parts/100 Sodium Cocoyl Isethionate about 21 parts/100 about 21 parts/100 Sodium Isethionate about 6 parts/100 about 6 parts/100 Fatty Acid about 2 parts/100 about 2 parts/100 Water about 10 parts/100 about 10 parts/100 Mush Reduction Agent --- about 4 parts/100 *Miscellaneous Compounds about 10 parts/100 about 10 parts/100 Total 100.0 100.0 *Miscellaneous compounds include various preservatives, fragrances and antimicrobial agents. - Various mush reduction compounds were placed into the composition set forth in the basic formulation over various batch moisture ranges. The results of these runs are set forth below:
Example Batch Moisture Content Mush Reducing Compound Mush Content (Grams Mush/ 50cm2) 1 (Comparative) 11% - 15.17 2 (Comparative) 11% - 15.45 3 (Comparative) 11% - 14.87 4 (Comparative) 11% - 14.97 5 11% 4% PEG 6 Methyl Ether 13.12 6 11% 4% Prop. Glycol Monostearate 11.14 7 (Comparative) 8-9% - 17.23 8 5-6% 4% PEG 100 Monolaurate 13.14 9 5-6% 4% PEG 400 Monolaurate 13.34 10 5-6% 4% PPG-3 Myristal Ether 13.62 11 5-6% 2% PPG-26 oleate 14.04 12 5-6% 4% Methyl Gluceth-10 14.35 13 5-6% 4% PPG-10 Meth. Glucose Ether 13.64 14 5-6% 4% PEG-6 Methyl Ether 14.69 15 5-6% 4% Propylene Gly. Monostearate 12.59 16 5-6% 4% PPG-5 Butyl Ether 14.61 - In general, batches prepared according to the Basic Formulation described above are best processed at moisture levels between 9-12%. At moisture levels about 12% the mush values decrease but the formulation is very sticky and impossible to process. At moisture levels below 8 or 9%, bar processing properties (e.g. plodding and stamping) become highly unmanageable. At these low moisture levels, the extruded plodder log tends to split and crack and the finished bar tends to develop surface deformities (cracks) as well as general sandiness. Accordingly, it would be greatly beneficial to find a compound or agent which would allow processing of low moisture batches in addition to providing mush reduction. Precisely such advantage is provided by the compounds of the invention described in the following pages.
- As seen from comparative examples 1-4, when no mush reducing compound is used, the average mush value is 15.12 and mush values range between 14.8 and 15.5. Mush values can approach as high as 17 or 18 at lower batch moisture levels (comparative example 7). When the mush reduction compounds of the invention are added to batches having the same batch moisture content (examples 5 and 6), average mush value drops to 12.13. This represents a reduction in average mush value of about 20%:
Without Mush Reducing Compound With Mush Reducing Compound Average mush value at 11% moisture content 15.2 12.13 - As seen from the table above, dropping the batch moisture content to 5-6% (moisture levels associated with increased mush content in the prior art), produced an average mush value (average of examples 8 to 16) of 13.78. For batches containing no mush reducing compound, when a batch moisture value of only 8-9% is used (comparative example 7), the mush value was 17.23. Thus, batches with the mush reduction compound showed an average mush reduction of about 20%:
Without Mush Reducing Compound With Mush Reducing Compound Average mush value 17.23* 13.78** * at 8-9% batch moisture content ** at 5-6% batch moisture content - Since the prior art indicates that even higher mush values are expected at lower moisture content, it would be expected that mush values of prior art soaps having a 5-6% moisture content (if they could be processed at all at this low moisture level) would have been even higher than 17.23. Accordingly, if a direct comparison could be made, it would be appreciated that the reduction in average mush value would be higher than even 20%.
- A soap bar produced using the mush-reducing compound of the invention was compared to a similar bar, i.e. a Lever 2000R bar similar in composition except for the absence of the mush-reducing compound, to determine the effect of this compound on mildness. The comparison was made according to the following test procedure:
- The flex wash procedure consists of three daily two minute washes of the ante-cubital fossa (flex area of the elbow). This is an "exaggerated use" method which has been designed to differentiate mild products. Erythema response varies only slightly with temperature and humidity fluctuations making the protocol suitable for year round testing.
- Approximately 15 panellists are used as the test population. Panellist flex areas must be free of any skin condition (eczema, dryness, irritation, cuts or abrasions). Anyone taking antihistamines, anti-inflammatory drugs (more than 8 per week) or topical, oral or injectable cortisone on a regular basis is excluded from the study. The panel is divided into two subgroups which are balanced for left handedness. Group I is assigned the control composition for the left flex and the experimental for the right flex. Group II reversed the order.
- Following an evaluation, the panellist is instructed to moisten the left flex area. Sponge and test compositions (formulated as toilet bars) are dampened with tap water (100 ppm calcium/magnesium ions). The sponge is then stroked over the test bar 10 times by the evaluator. The "dosed" sponge is placed in the panellist's right hand. The panellist then washes the left flex area for exactly two minutes. Thereupon, the flex area is rinsed and patted dry. This washing procedure is repeated on the right arm with the appropriate composition. Washing by this procedure is repeated three times daily for five consecutive days for a total of 15 washes. Treatment times are scheduled 1.5 hours apart. Each test site is evaluated immediately prior to washing and 4 hours after the third daily wash.
- One trained assessor evaluates test sites prior to each wash and four hours after the third wash each day for a total of 15 evaluations. The grading scale is as follows:
- 0 - no erythema
- 0.5 - barely perceptible erythema
- 1 - mild spotty erythema/no edema
- 1.5 - mild/moderate erythema/with or without edema
- 2 - moderate confluent erythema/with or without edema or vesiculation
- Each test site is treated in the prescribed method until a grading of "2" or greater is attained or 15 washes are completed. When a score of "2" or greater is attained the treatment is discontinued on that flex area. The final score is then carried through for all remaining evaluations. The remaining flex area is washed until either a grading of at least "2" or 15 treatments are attained, whichever is first. In the example of this specification, the final grading, Mean Rank Scores, is the sum total of grade scores for 15 assessments per panellist averaged over the scores from all panellists. Thus, the average score can range from 0 to 30; the lower score indicating absolutely no skin irritation, and the "30" score the most severe. Mean Endpoint Erythema scores are the mean of the valuation scores, for each panellist, at which the first arm received a grade of "2" or greater erythema score or at the completion of fifteen washes.
- The following example illustrates the difference in mildness between Lever 2000 and a toilet bar employing PEG 400 monolaurate as a mush reduction agent.
Mean Endpoint Erythema Mean Rank Score Bar with 4% PEG 400 Monolaurate 1.71 16.39 Control Bar 1.95 22.61 - It can be seen from the results that these mush reduction agents offer a significant improvement in mildness relative to the control.
Claims (7)
- A cleaning composition providing mush reduction, mildness enhancement or both comprising:(a) a fatty acid soap in an amount greater than 25% by weight;(b) 1-50% by weight of a detergent other than fatty acid soap and comprising a C8-C18 acyl isethionate;(c) 1-15% by weight of a free fatty acid; characterised in that the composition further comprises;(d) 1-15% by weight of a compound selected from the group consisting of:
(i) R(OR1)nOR2
wherein R is an alkyl group having from 1 to 22 carbon atoms, or a mono- or disaccharide sugar;
R1 is an alkyl group having 1 to 5 carbon atoms;
R2 is hydrogen, an alkyl group having from 1 to 22 carbon atoms, a mono- or disuccharide sugar or an alkenyl group having 14 to 19 carbon atoms; and
n is at least 1; and
R4 is an alkyl group having 1 to 5 carbon atoms;
R5 is hydrogen, an alkyl group having 1 to 22 carbon atoms, an alkenyl group having from 14 to 19 carbon atoms or a mono- or disaccharide; and
n is at least 1. - A composition according to claim 1, wherein the proportion of fatty acids in the fatty acid soap having at least 12 carbon atoms is 85% by weight.
- A composition according to any preceding claim, wherein the monosaccharide is glucose.
- A composition according to any of claims 1 or 2, wherein the disaccharide is sucrose.
- A composition according to any preceding claim, wherein R1 or R4 is an alkyl group having 2 to 3 carbons.
- A composition according to any preceding claim additionally comprising 0% to 50% by weight of a mildness improving salt of structure:
HO-CHRCH2-SO3M;
wherein R is a hydrogen or C1-C9 alkyl or alkenyl radical; M is a cation selected from the group consisting of alkali metal, alkaline earth metal, ammonium, and mono-, di- or trialkanolammonium ions. - A composition according to claim 6, wherein the mildness improving salt comprises an isethionate salt.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US53270190A | 1990-06-01 | 1990-06-01 | |
US532701 | 1990-06-01 | ||
IN162BO1991 IN172460B (en) | 1990-06-01 | 1991-06-04 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0459769A2 EP0459769A2 (en) | 1991-12-04 |
EP0459769A3 EP0459769A3 (en) | 1992-10-21 |
EP0459769B1 true EP0459769B1 (en) | 1997-08-06 |
Family
ID=26324152
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP91304826A Expired - Lifetime EP0459769B1 (en) | 1990-06-01 | 1991-05-29 | Cleaning compositions providing improved mush reduction, mildness enhancement or both |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP0459769B1 (en) |
JP (1) | JP2599520B2 (en) |
AU (1) | AU634063B2 (en) |
BR (1) | BR9102249A (en) |
CA (1) | CA2043370C (en) |
DE (1) | DE69127136T2 (en) |
ES (1) | ES2104667T3 (en) |
IN (1) | IN172460B (en) |
ZA (1) | ZA914151B (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4331297A1 (en) * | 1993-09-15 | 1995-03-16 | Henkel Kgaa | Bar soaps |
US5763632A (en) * | 1993-10-28 | 1998-06-09 | Henkel Corporation | Process for making isethionate ester salts |
US5646320A (en) * | 1993-10-28 | 1997-07-08 | Henkel Corporation | Process for making isethionate ester salts |
DE4409321A1 (en) * | 1994-03-18 | 1995-09-21 | Henkel Kgaa | Low m.pt fatty acid isethionate-based detergent mixt. |
US6001788A (en) * | 1996-06-11 | 1999-12-14 | The Dial Corporation | Personal use soap bar compositions containing cationic polymers |
US5981451A (en) * | 1998-09-23 | 1999-11-09 | Lever Brothers Company | Non-molten-mix process for making bar comprising acyl isethionate based solids, soap and optional filler |
DE19937296A1 (en) * | 1999-08-06 | 2001-02-15 | Cognis Deutschland Gmbh | Bar soaps |
DE19937295C2 (en) * | 1999-08-06 | 2002-11-21 | Cognis Deutschland Gmbh | syndet soaps |
DE102007034438A1 (en) | 2007-07-20 | 2009-01-22 | Evonik Goldschmidt Gmbh | Aqueous surfactant formulation containing polypropylene glycol (3) myristyl ether |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2697695A (en) * | 1954-12-21 | Detergent composition | ||
DE680245C (en) * | 1932-01-03 | 1939-08-24 | I G Farbenindustrie Akt Ges | laundry detergent |
US2774735A (en) * | 1955-03-22 | 1956-12-18 | Colgate Palmolive Co | Detergent bars |
DE1085998B (en) * | 1956-03-21 | 1960-07-28 | California Research Corp | Cleaning agent with low foaming power |
US3598746A (en) * | 1969-05-09 | 1971-08-10 | Armour Dial Inc | Cosmetic soap bar |
US3988255A (en) * | 1975-03-05 | 1976-10-26 | The Procter & Gamble Company | Toilet bars |
GB2015559B (en) * | 1978-03-01 | 1982-07-14 | Unilever Ltd | Detergent bars |
US4231904A (en) * | 1978-03-01 | 1980-11-04 | Lever Brothers Company | Detergent bars with improved properties |
JPS60181199A (en) * | 1984-02-28 | 1985-09-14 | ライオン株式会社 | Transparent solid soap |
US4695395A (en) * | 1984-09-25 | 1987-09-22 | Lever Brothers Company | Cleaning compositions with skin protection agents |
GB8708829D0 (en) * | 1987-04-13 | 1987-05-20 | Unilever Plc | Cleaning compositions |
-
1991
- 1991-05-28 CA CA002043370A patent/CA2043370C/en not_active Expired - Fee Related
- 1991-05-28 AU AU77375/91A patent/AU634063B2/en not_active Ceased
- 1991-05-29 ES ES91304826T patent/ES2104667T3/en not_active Expired - Lifetime
- 1991-05-29 EP EP91304826A patent/EP0459769B1/en not_active Expired - Lifetime
- 1991-05-29 DE DE69127136T patent/DE69127136T2/en not_active Expired - Fee Related
- 1991-05-30 ZA ZA914151A patent/ZA914151B/en unknown
- 1991-05-31 JP JP3228168A patent/JP2599520B2/en not_active Expired - Lifetime
- 1991-05-31 BR BR919102249A patent/BR9102249A/en not_active IP Right Cessation
- 1991-06-04 IN IN162BO1991 patent/IN172460B/en unknown
Also Published As
Publication number | Publication date |
---|---|
ES2104667T3 (en) | 1997-10-16 |
AU7737591A (en) | 1991-12-05 |
JPH04249599A (en) | 1992-09-04 |
EP0459769A3 (en) | 1992-10-21 |
AU634063B2 (en) | 1993-02-11 |
CA2043370A1 (en) | 1991-12-02 |
EP0459769A2 (en) | 1991-12-04 |
JP2599520B2 (en) | 1997-04-09 |
DE69127136D1 (en) | 1997-09-11 |
CA2043370C (en) | 1995-09-12 |
BR9102249A (en) | 1992-01-14 |
ZA914151B (en) | 1993-01-27 |
IN172460B (en) | 1993-08-14 |
DE69127136T2 (en) | 1997-12-11 |
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