CA1165659A - Surfactant compositions - Google Patents
Surfactant compositionsInfo
- Publication number
- CA1165659A CA1165659A CA000356656A CA356656A CA1165659A CA 1165659 A CA1165659 A CA 1165659A CA 000356656 A CA000356656 A CA 000356656A CA 356656 A CA356656 A CA 356656A CA 1165659 A CA1165659 A CA 1165659A
- Authority
- CA
- Canada
- Prior art keywords
- composition
- weight
- alkyl
- total
- formula
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 94
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 21
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 34
- -1 cationic triester Chemical class 0.000 claims abstract description 32
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- 150000005691 triesters Chemical class 0.000 claims description 10
- 239000003945 anionic surfactant Substances 0.000 claims description 8
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 7
- 239000000194 fatty acid Substances 0.000 claims description 7
- 229930195729 fatty acid Natural products 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 239000002280 amphoteric surfactant Substances 0.000 claims description 6
- 125000002091 cationic group Chemical group 0.000 claims description 6
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 5
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 5
- 239000000047 product Substances 0.000 claims description 5
- 125000000129 anionic group Chemical group 0.000 claims description 4
- 150000002170 ethers Polymers 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 2
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims description 2
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 229920006317 cationic polymer Polymers 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 150000002989 phenols Chemical class 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 229940071089 sarcosinate Drugs 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 2
- 239000003093 cationic surfactant Substances 0.000 claims 2
- RZXLPPRPEOUENN-UHFFFAOYSA-N Chlorfenson Chemical compound C1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=C(Cl)C=C1 RZXLPPRPEOUENN-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000005956 quaternization reaction Methods 0.000 claims 1
- 230000003750 conditioning effect Effects 0.000 abstract description 24
- 210000004209 hair Anatomy 0.000 description 24
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
- 239000002453 shampoo Substances 0.000 description 16
- 229960004838 phosphoric acid Drugs 0.000 description 12
- 235000011007 phosphoric acid Nutrition 0.000 description 12
- 239000000975 dye Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000004744 fabric Substances 0.000 description 10
- 239000003599 detergent Substances 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 7
- 229910021641 deionized water Inorganic materials 0.000 description 7
- 230000007794 irritation Effects 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 239000003205 fragrance Substances 0.000 description 6
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
- 150000002500 ions Chemical group 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229960003237 betaine Drugs 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 229940126062 Compound A Drugs 0.000 description 3
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 3
- 241000283973 Oryctolagus cuniculus Species 0.000 description 3
- 229910006127 SO3X Inorganic materials 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000003749 cleanliness Effects 0.000 description 3
- UKHVLWKBNNSRRR-ODZAUARKSA-M dowicil 200 Chemical compound [Cl-].C1N(C2)CN3CN2C[N+]1(C\C=C/Cl)C3 UKHVLWKBNNSRRR-ODZAUARKSA-M 0.000 description 3
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 206010019049 Hair texture abnormal Diseases 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000003766 combability Effects 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 210000004919 hair shaft Anatomy 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 231100000344 non-irritating Toxicity 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 125000004079 stearyl 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])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])[H] 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- 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 description 1
- ZZNDQCACFUJAKJ-UHFFFAOYSA-N 1-phenyltridecan-1-one Chemical compound CCCCCCCCCCCCC(=O)C1=CC=CC=C1 ZZNDQCACFUJAKJ-UHFFFAOYSA-N 0.000 description 1
- 229940086681 4-aminobenzoate Drugs 0.000 description 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 1
- 125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 description 1
- AHCDZZIXAMDCBJ-UHFFFAOYSA-N CCC[Na] Chemical compound CCC[Na] AHCDZZIXAMDCBJ-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 241000725101 Clea Species 0.000 description 1
- 208000006069 Corneal Opacity Diseases 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 231100000635 Draize test Toxicity 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- QZXSMBBFBXPQHI-UHFFFAOYSA-N N-(dodecanoyl)ethanolamine Chemical compound CCCCCCCCCCCC(=O)NCCO QZXSMBBFBXPQHI-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- HFCYZXMHUIHAQI-UHFFFAOYSA-N Thidiazuron Chemical group C=1C=CC=CC=1NC(=O)NC1=CN=NS1 HFCYZXMHUIHAQI-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical group 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical group 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- VQLYBLABXAHUDN-UHFFFAOYSA-N bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane;methyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1.C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 VQLYBLABXAHUDN-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 210000000795 conjunctiva Anatomy 0.000 description 1
- 210000004087 cornea Anatomy 0.000 description 1
- 231100000269 corneal opacity Toxicity 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000003745 detangling effect Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 210000001061 forehead Anatomy 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical group C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 208000013441 ocular lesion Diseases 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000004540 pour-on Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IREHMHHIIDCYGZ-UHFFFAOYSA-N sodium;tridecan-1-ol Chemical compound [Na].CCCCCCCCCCCCCO IREHMHHIIDCYGZ-UHFFFAOYSA-N 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
-
- 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
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- 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
- C11D3/36—Organic compounds containing phosphorus
- C11D3/364—Organic compounds containing phosphorus containing nitrogen
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
SURFACTANT COMPOSITIONS
Abstract of the Disclosure Improved conditioning and/or cleansing compositions are provided containing a cationic triester of phosphoric acid and preferably at least one other surfactant.
Abstract of the Disclosure Improved conditioning and/or cleansing compositions are provided containing a cationic triester of phosphoric acid and preferably at least one other surfactant.
Description
ll~S~ J~ 138 SURFACTANT COMPOSITIONS
The presen~ invention relates to surfactant composit~ons.
5 More particularly, this in~ention relates to conditioning and cleansing sur~actant compositions which are mild and, if used as cosmetic ~ormU~ations,non-irritating to the skin and eyes.
10 The cleaning or shampooing of hair is known to cause difficulty in its after-shampoo arrangement and management.
That is, shampooing can produce tansled hair and can cause the buildup of static electricity on the hair, thus causing generally unattractive appearance and "flyaway"
lS hair.
In order to combat these problems in the shampooing o~
hair, many conditioning products have been introduced for application to the hair after shampooing. These products 20 generally ~acilitate detanyling of the hair and reduce static charge, thus making the hair more manageable and attractive. While these after-shampoo conditioners are effective in their canditioning of hair, they also have several disad~antages. It is necessary to apply the 2S after-shampoo conditioner in a separate step from the shampooing operation itself, which is both expensive and time consuming. Furthermore, these prior art ater-shampoo conditioners cover the hair shaft with a thick sticky coating and thus greatly decrease the perceived 30 cleanliness of the hair. As a result of this latter disadvantage, it is necessary to shampoo hair condi~ioned in this fashion more often than unconditioned hair~
There are also a number of prior art conditioning 35 shampoos, which combine the washing and conditioning steps ~' ; r~ g into a single shampooing operation. While t~e~e condi~
tioning ~hampoos do simplify the process of obtaining clean, conditioned hair, the resulting haix is still thickly coated with a s~icky ~aterial and still has a low 5 degree of perceived cleanliness. Moreover, these condi-tioning shampoos are often irritating ~o the eyes. A
typical prior art condi~ioning shampoo is ~hat shown on page 112 of the September 1974 issue of Soap, Cosmetics, Chemical Specialties.
It should be noted that it has been round that perceived cleanliness and conditioning are not obtaina~le simultaneously, either from separate shampooing and conditioning products or from products which perform 15 both functions immediately.
It is thus an object of the present invention to provide surfactant compositions which are effective for ~le cleansing and/or conditioning of the hair in a single 20 application.
It is another object of the present invention to provide surfactant compositions which are ml}d and non-irritating to the skin and eyes.
It is a still further object of the present invention to provide suxfactant compositions which are mild and can be utilized as textile cleansers and softenersO
~0 These and other objects o~ ~he present invention will become apparent to one skilled in the art from the detalled description given hereinafter.
Summary of the Invention This invention encompasses surfactant composiki.ons compris-ing as the active ingredient a cationic triester of phos-phoric acid as a surfactant, and preferably at least one other surfactant selected from the group conslsting of anionic, nonionic, cationic and amphoteric detergents. ~he balance of the compositions can comprise vario~s detergency and cleansing adjuncts, fillers, carriers and the like which are well known in the art.
Detailed Description of the Invention The cleansing and conditioning surfactant compositions of the present invention comprise as the active ingredient a cationic triester of phosphoric acid and preferably at least one other surfactant.
The cationic triesters of phosphoric acid which are useful in the present invention are novel compounds described and claimed in Canadian Patent No. 1,126,750, which issued on June 29, 1982.
These compounds are of the formula (I) R 6~1 R163 _ 0 _ p = o 3X
O
_ _ wherein Rl, R2 and R3 are the same or different and can be represented by the following formulae:
(II) r 6 l (III) r R8 l~
~ 5 ~ and L4 C N -(CH2)n- ~ -R
wherein R4, R5 and R6 are the same or di~ferent and are alkyl, alkenyl, hydroxyalkyl, arylalkyl or polyoxyalkylated ether, containing from 1 to about 22 carbon atoms with the proviso that at least one of R4, R5 and R6 contains at least 8 carbon atoms. Further, R5 and R6 taken with the nitrogen to which they are attached can form a heterocyclic structure such as morpholine, thiomorp~holine, indole and the like, R7 is alkylene or mono- or polyoxyalkylene of from 2 to 12 carbon atoms which may be substituted with alkyl, alkoxy, hydro~y or hydroxyalkyl groups of up to about 10 carbon atoms, R8 is hydrogen, alkyl, hydroxyalkyl, alkenyl or cycloalkyl, of up to 7 carbon atoms or polyoxyalkylated hydroxyalkyl of up to 10 carbon atoms; n is an integer from about 1 to 10 and X is an anion such as Cl , Br or the like.
The triesters of phosphoric acid described above can be prepared in accordance with the processes described in Canadian Patent No. 1,126,750~
Representative triesters of phosphoric acid useful in the present invention include compounds having the following structures:
(A) OH ~ CIH3 _ ~-t+
~H - CH CH2 -N ~ C18 37 O CH3 3C1~3 l 1H C~13 ~ ~T
5 ~3 OH CH
(B) CH2 - C~ - CH2 - INCl2EI25 O C~3 3Cl~
CH 2 - CH - CH 2 - ~ C 12 2 5 (C) fH2 - CH - CH2 - ~ - Ra +~+
O = I - OCH2 - CH - CH2 ~ ~ Ra 3C1 1H2 ~ CI H ~ CH2 - ~ - Ra wherein Ra is a mixture of CzoH4l ar~d C~2~I45 (D) C~2-CH-C~2~-CH2-CH2-C~I2-N-C C17~35 O C~I 3 H O
I C~I2 CH C~Iz ~l~CH2-cEI2-cH2-N-c-cl7E~35 3C13 CH2-cH-cH2-N~-cH2-cH2~ N-c-cl7EI3s 6 116~6~9 JBP 133 (E) OH C2HSH O
CH2-CH C~2- N -CH2-CH2 N C ~17~35 1 2 CH CH2 ~ --cx 2CH2 -N--C--C1 7H3 5 3Cl CH2--fH--CH2-~ --cH2-c~2 - N - c-cl7H35 ( F ) r 3 ~++
CH2-CHz-~~C18H37 P- 1 -0-CH2CH2-~ C18H37 3Clg CH2-CH2-~1 ~18~17 ( G ~r ,C~I 3 ~++
¦ CH3 o=P-ocHzcH2-~-cl2~25 3Cl9 _ CH2CH2 -0~ -Cl 2H 2 5 l 5 ~ S ~
(H)~C2H5 H 1l ¦ 2H5 ' = ~ -CH2c~2- ~ -CH2c~2- ~-C-C17H35~ 3Cl~
CH2 C~2 -~ - CH2 CH2 - N- C- Cl 7 H3 5 C2H5 .
me cationic triesters of phosphoric acid can be present in the detergent compositions of the present invention in a range of from 0.5 to 10% by weight of the total compo-sition when such compositions are utilized as cleansing and conditioning compositions and from 1 to 5% when such compositions are utilized as textile softeners.
The cationic triesters of phosphoric acid disclosed above have been found to be compatible with other known surfactants. me fact that the cationic triesters of phosphoric acid are readily compatible with other sur-factants in general and the anionic surfactants in parti-cular to form various detergent compositions is unexpected since cationics are generally not readily compatible with other surfactants and processing difficulties would be e~pected.
Such is, however, not the case with the triesters of phosphoric acid disclosed hereinabove and in Canadian Patent No. 1,126,750.
This unexpected compatibility between the specific triesters of phosphoric acid disclosed herein and the anionic surfac-tants results in very desirable conditioning and cleansing compositions since the anionic surfactants are good cleansing and foaming compounds.
. j ., ~ .
5 ~ S ~
Preferred embodim~n~s of the present invention relate to cleansing and conditioning detergent compositions con-taining a triester of phosphoric acid and at least one other surfactant selected from the group consisting of amphoteric, nonionic, anionic and cationic detergents.
The amphoteric surfactants which may be used in the present invention include betaines, sultaines, phospho-betaines, phosphitaines, n-alkylamino propionates and n-alkylimino dipropionates. The betaine and sultaine surfactants use~ul in this invention are described in U.S. Patent No. 3,950,417 issued April 13, 1976.
The phosphobetaines and phosphitaines useful in this invention are described in Canadian Patent No. 1,110,640, which issued on October 13, 1981. The n-alkylamino propionates and n-alkylimino dipropionates are sold under the tradename Deriphats by General Mills.
The preferred betaine amphoteric surfactants include the alkylbetaines such as cocodimethylcarboxymethylbetaine, lauryldimethylcarboxymethylbetaine, lauryldimethyl- ~-carboxyethylbetaine, cetyldimethylcarboxymethylbetaine, lauryl-_is-(2-hydroxyethyl) carboxymethylbetaine, oleyldimethyl-gamma-carboxypropylbetaine, lauryl-bis-(2-hydroxypropyl) ~-carboxyethylbetaine, and the like, the sultaines,such as cocodimethylpropylsultaine, stea.ryl-dimethylpropylsultaine, lauryl-bis-(2-hydroxyethyl) propyl-sultaine and the like, and the amidosultaines such as cocoamidodimethylpropylsultaine, stearylami~odimethyl propylsultaine, laurylamido-bls-(2-hydroxyethyl) propyl-sultaine, and the like.
~ .,, ~S~ JBP 138 The preferred phosphobetaines include lauric myristi~
amido 3-hyd~oxy~ropyl phosphobetaine, coc~mido disodium 3-hydroxypropyl phosphobetaine, lauric myristic amido disodium 3-hydroxypropyl phosphobetaine, lauric myristic 5 amido glyceryl phosphobetaine, lauric myristic amido carboxy disodium 3-hydrox~propyl phosphobetaine, and the like. The preferred phosphitaines include oocoamido propyl monosodium phosphitaine, lauric myrlstic amido propyl monosodium phosphitaine and the like.
The preferred n-alkylamuno propionates and n-alkylimino dipropionates include those o~ the ~ollowing structures:
and ~ CH2 - C~2 - coo~3 R - ~N
H CH2 - CH2 - COO Na wherein R is from about 8 to 22 carbon atoms and mixtures thereof. The ampho~eric detergents may be present in an 15 amount from about 2 to 10% by weight of the total compo-sition.
It is envisioned that any anionic surfactant may be used in the compositions of the invention such as, for example, 20 an alkyl sulfate of the foxmula R-C~2-OS~3X, an alkylether sulfate of the formula R(OCH2CH2)-OSO3X, an alkyl~ono-glyceryl ether sulfonate of the formula R-OCH2-CH-CH2-SO3X, OH
an alkylmonoglyceride sulfate of the formula 5 RCOaCH2-CH-C~2OSO3X, an alkylmonoglyceride sul~onate of OH
the formula RCOQCH2CX-CH2SO3X, an alkyl sulfonate of the OH
11~56$~.3 ~BP 138 formula RSO3X, an alkylaryl sulfonate of the formula R
~ _ SO3X
an alkyl ulfosuccinate o~ the for~ula O O
R-C~2-O-C-C~-CH2-~-OX, an alkyl sarcosinate of the formula ~O3X
O CH
l 1 3 R-C-N-C~2-CQOX, an acyl isethionate of the formula 5 R-C-O-CH2CH2S03X, an alkyl methyl tauride of the foxmula O C~
Il 1 3 R-C-N CH2-CH2-SO3X, a fatty acid protein condensate of the o R' O R"
Il I ~1 1 ~
formula RC~(N~-C~-C-~H-~)r-COOX, an alcohol ether carboxy-late of the ~ormula RO(CEI2CHzO)q~CH2CO2X and the like, wherein R is higheralkyl having from 7 to 17 carbon atoms;
10 R' and ~" are m~mbers each selec~ed from the group con-sisting of hydrogen, loweralkyl, hydroxyloweralkyl, thioloweralkyl, carboxyloweralkyl, am~noloweralkyl, benæyl, and p-hydroxybenzyl; ~ is a me~ber selected from the group consi$ting of alkali metal ions, alkaline ear~h 15 metal ions, ammonium ions, and am~onlum ions substituted with fxom 1 to 3 loweralkyls; p is an integer ~rom about 3 to about 6; q is an integer from 2 to 6 and r i5 an integer from 2 to 10.
20 The preferred t~pe of a~ionic surfactant is an alkyl ether sulfate, more preferably sodium tridecylalcohol ether sulfate i~ which p is 1 to 5. The anionic detergent may be present in anamount of from about 2 to 10~ by weight of the total composi~ion.
1~5~9 J~P 138 Nonionic detergents which are u~eful include the alkylene oxide ethers of phenols, ~atty alcohols, and alkyl mercaptans; the alkylene oxide esters of fatty acid amides;
the condensation products of e~hylene oxide with par~ial S fatty acid esters, and mixtures thereof. The polyoxy-alkylene chain in such agPnts may contain from 5 to 100 alkylene oxide uni~s in which each alkylen~ unit has from
The presen~ invention relates to surfactant composit~ons.
5 More particularly, this in~ention relates to conditioning and cleansing sur~actant compositions which are mild and, if used as cosmetic ~ormU~ations,non-irritating to the skin and eyes.
10 The cleaning or shampooing of hair is known to cause difficulty in its after-shampoo arrangement and management.
That is, shampooing can produce tansled hair and can cause the buildup of static electricity on the hair, thus causing generally unattractive appearance and "flyaway"
lS hair.
In order to combat these problems in the shampooing o~
hair, many conditioning products have been introduced for application to the hair after shampooing. These products 20 generally ~acilitate detanyling of the hair and reduce static charge, thus making the hair more manageable and attractive. While these after-shampoo conditioners are effective in their canditioning of hair, they also have several disad~antages. It is necessary to apply the 2S after-shampoo conditioner in a separate step from the shampooing operation itself, which is both expensive and time consuming. Furthermore, these prior art ater-shampoo conditioners cover the hair shaft with a thick sticky coating and thus greatly decrease the perceived 30 cleanliness of the hair. As a result of this latter disadvantage, it is necessary to shampoo hair condi~ioned in this fashion more often than unconditioned hair~
There are also a number of prior art conditioning 35 shampoos, which combine the washing and conditioning steps ~' ; r~ g into a single shampooing operation. While t~e~e condi~
tioning ~hampoos do simplify the process of obtaining clean, conditioned hair, the resulting haix is still thickly coated with a s~icky ~aterial and still has a low 5 degree of perceived cleanliness. Moreover, these condi-tioning shampoos are often irritating ~o the eyes. A
typical prior art condi~ioning shampoo is ~hat shown on page 112 of the September 1974 issue of Soap, Cosmetics, Chemical Specialties.
It should be noted that it has been round that perceived cleanliness and conditioning are not obtaina~le simultaneously, either from separate shampooing and conditioning products or from products which perform 15 both functions immediately.
It is thus an object of the present invention to provide surfactant compositions which are effective for ~le cleansing and/or conditioning of the hair in a single 20 application.
It is another object of the present invention to provide surfactant compositions which are ml}d and non-irritating to the skin and eyes.
It is a still further object of the present invention to provide suxfactant compositions which are mild and can be utilized as textile cleansers and softenersO
~0 These and other objects o~ ~he present invention will become apparent to one skilled in the art from the detalled description given hereinafter.
Summary of the Invention This invention encompasses surfactant composiki.ons compris-ing as the active ingredient a cationic triester of phos-phoric acid as a surfactant, and preferably at least one other surfactant selected from the group conslsting of anionic, nonionic, cationic and amphoteric detergents. ~he balance of the compositions can comprise vario~s detergency and cleansing adjuncts, fillers, carriers and the like which are well known in the art.
Detailed Description of the Invention The cleansing and conditioning surfactant compositions of the present invention comprise as the active ingredient a cationic triester of phosphoric acid and preferably at least one other surfactant.
The cationic triesters of phosphoric acid which are useful in the present invention are novel compounds described and claimed in Canadian Patent No. 1,126,750, which issued on June 29, 1982.
These compounds are of the formula (I) R 6~1 R163 _ 0 _ p = o 3X
O
_ _ wherein Rl, R2 and R3 are the same or different and can be represented by the following formulae:
(II) r 6 l (III) r R8 l~
~ 5 ~ and L4 C N -(CH2)n- ~ -R
wherein R4, R5 and R6 are the same or di~ferent and are alkyl, alkenyl, hydroxyalkyl, arylalkyl or polyoxyalkylated ether, containing from 1 to about 22 carbon atoms with the proviso that at least one of R4, R5 and R6 contains at least 8 carbon atoms. Further, R5 and R6 taken with the nitrogen to which they are attached can form a heterocyclic structure such as morpholine, thiomorp~holine, indole and the like, R7 is alkylene or mono- or polyoxyalkylene of from 2 to 12 carbon atoms which may be substituted with alkyl, alkoxy, hydro~y or hydroxyalkyl groups of up to about 10 carbon atoms, R8 is hydrogen, alkyl, hydroxyalkyl, alkenyl or cycloalkyl, of up to 7 carbon atoms or polyoxyalkylated hydroxyalkyl of up to 10 carbon atoms; n is an integer from about 1 to 10 and X is an anion such as Cl , Br or the like.
The triesters of phosphoric acid described above can be prepared in accordance with the processes described in Canadian Patent No. 1,126,750~
Representative triesters of phosphoric acid useful in the present invention include compounds having the following structures:
(A) OH ~ CIH3 _ ~-t+
~H - CH CH2 -N ~ C18 37 O CH3 3C1~3 l 1H C~13 ~ ~T
5 ~3 OH CH
(B) CH2 - C~ - CH2 - INCl2EI25 O C~3 3Cl~
CH 2 - CH - CH 2 - ~ C 12 2 5 (C) fH2 - CH - CH2 - ~ - Ra +~+
O = I - OCH2 - CH - CH2 ~ ~ Ra 3C1 1H2 ~ CI H ~ CH2 - ~ - Ra wherein Ra is a mixture of CzoH4l ar~d C~2~I45 (D) C~2-CH-C~2~-CH2-CH2-C~I2-N-C C17~35 O C~I 3 H O
I C~I2 CH C~Iz ~l~CH2-cEI2-cH2-N-c-cl7E~35 3C13 CH2-cH-cH2-N~-cH2-cH2~ N-c-cl7EI3s 6 116~6~9 JBP 133 (E) OH C2HSH O
CH2-CH C~2- N -CH2-CH2 N C ~17~35 1 2 CH CH2 ~ --cx 2CH2 -N--C--C1 7H3 5 3Cl CH2--fH--CH2-~ --cH2-c~2 - N - c-cl7H35 ( F ) r 3 ~++
CH2-CHz-~~C18H37 P- 1 -0-CH2CH2-~ C18H37 3Clg CH2-CH2-~1 ~18~17 ( G ~r ,C~I 3 ~++
¦ CH3 o=P-ocHzcH2-~-cl2~25 3Cl9 _ CH2CH2 -0~ -Cl 2H 2 5 l 5 ~ S ~
(H)~C2H5 H 1l ¦ 2H5 ' = ~ -CH2c~2- ~ -CH2c~2- ~-C-C17H35~ 3Cl~
CH2 C~2 -~ - CH2 CH2 - N- C- Cl 7 H3 5 C2H5 .
me cationic triesters of phosphoric acid can be present in the detergent compositions of the present invention in a range of from 0.5 to 10% by weight of the total compo-sition when such compositions are utilized as cleansing and conditioning compositions and from 1 to 5% when such compositions are utilized as textile softeners.
The cationic triesters of phosphoric acid disclosed above have been found to be compatible with other known surfactants. me fact that the cationic triesters of phosphoric acid are readily compatible with other sur-factants in general and the anionic surfactants in parti-cular to form various detergent compositions is unexpected since cationics are generally not readily compatible with other surfactants and processing difficulties would be e~pected.
Such is, however, not the case with the triesters of phosphoric acid disclosed hereinabove and in Canadian Patent No. 1,126,750.
This unexpected compatibility between the specific triesters of phosphoric acid disclosed herein and the anionic surfac-tants results in very desirable conditioning and cleansing compositions since the anionic surfactants are good cleansing and foaming compounds.
. j ., ~ .
5 ~ S ~
Preferred embodim~n~s of the present invention relate to cleansing and conditioning detergent compositions con-taining a triester of phosphoric acid and at least one other surfactant selected from the group consisting of amphoteric, nonionic, anionic and cationic detergents.
The amphoteric surfactants which may be used in the present invention include betaines, sultaines, phospho-betaines, phosphitaines, n-alkylamino propionates and n-alkylimino dipropionates. The betaine and sultaine surfactants use~ul in this invention are described in U.S. Patent No. 3,950,417 issued April 13, 1976.
The phosphobetaines and phosphitaines useful in this invention are described in Canadian Patent No. 1,110,640, which issued on October 13, 1981. The n-alkylamino propionates and n-alkylimino dipropionates are sold under the tradename Deriphats by General Mills.
The preferred betaine amphoteric surfactants include the alkylbetaines such as cocodimethylcarboxymethylbetaine, lauryldimethylcarboxymethylbetaine, lauryldimethyl- ~-carboxyethylbetaine, cetyldimethylcarboxymethylbetaine, lauryl-_is-(2-hydroxyethyl) carboxymethylbetaine, oleyldimethyl-gamma-carboxypropylbetaine, lauryl-bis-(2-hydroxypropyl) ~-carboxyethylbetaine, and the like, the sultaines,such as cocodimethylpropylsultaine, stea.ryl-dimethylpropylsultaine, lauryl-bis-(2-hydroxyethyl) propyl-sultaine and the like, and the amidosultaines such as cocoamidodimethylpropylsultaine, stearylami~odimethyl propylsultaine, laurylamido-bls-(2-hydroxyethyl) propyl-sultaine, and the like.
~ .,, ~S~ JBP 138 The preferred phosphobetaines include lauric myristi~
amido 3-hyd~oxy~ropyl phosphobetaine, coc~mido disodium 3-hydroxypropyl phosphobetaine, lauric myristic amido disodium 3-hydroxypropyl phosphobetaine, lauric myristic 5 amido glyceryl phosphobetaine, lauric myristic amido carboxy disodium 3-hydrox~propyl phosphobetaine, and the like. The preferred phosphitaines include oocoamido propyl monosodium phosphitaine, lauric myrlstic amido propyl monosodium phosphitaine and the like.
The preferred n-alkylamuno propionates and n-alkylimino dipropionates include those o~ the ~ollowing structures:
and ~ CH2 - C~2 - coo~3 R - ~N
H CH2 - CH2 - COO Na wherein R is from about 8 to 22 carbon atoms and mixtures thereof. The ampho~eric detergents may be present in an 15 amount from about 2 to 10% by weight of the total compo-sition.
It is envisioned that any anionic surfactant may be used in the compositions of the invention such as, for example, 20 an alkyl sulfate of the foxmula R-C~2-OS~3X, an alkylether sulfate of the formula R(OCH2CH2)-OSO3X, an alkyl~ono-glyceryl ether sulfonate of the formula R-OCH2-CH-CH2-SO3X, OH
an alkylmonoglyceride sulfate of the formula 5 RCOaCH2-CH-C~2OSO3X, an alkylmonoglyceride sul~onate of OH
the formula RCOQCH2CX-CH2SO3X, an alkyl sulfonate of the OH
11~56$~.3 ~BP 138 formula RSO3X, an alkylaryl sulfonate of the formula R
~ _ SO3X
an alkyl ulfosuccinate o~ the for~ula O O
R-C~2-O-C-C~-CH2-~-OX, an alkyl sarcosinate of the formula ~O3X
O CH
l 1 3 R-C-N-C~2-CQOX, an acyl isethionate of the formula 5 R-C-O-CH2CH2S03X, an alkyl methyl tauride of the foxmula O C~
Il 1 3 R-C-N CH2-CH2-SO3X, a fatty acid protein condensate of the o R' O R"
Il I ~1 1 ~
formula RC~(N~-C~-C-~H-~)r-COOX, an alcohol ether carboxy-late of the ~ormula RO(CEI2CHzO)q~CH2CO2X and the like, wherein R is higheralkyl having from 7 to 17 carbon atoms;
10 R' and ~" are m~mbers each selec~ed from the group con-sisting of hydrogen, loweralkyl, hydroxyloweralkyl, thioloweralkyl, carboxyloweralkyl, am~noloweralkyl, benæyl, and p-hydroxybenzyl; ~ is a me~ber selected from the group consi$ting of alkali metal ions, alkaline ear~h 15 metal ions, ammonium ions, and am~onlum ions substituted with fxom 1 to 3 loweralkyls; p is an integer ~rom about 3 to about 6; q is an integer from 2 to 6 and r i5 an integer from 2 to 10.
20 The preferred t~pe of a~ionic surfactant is an alkyl ether sulfate, more preferably sodium tridecylalcohol ether sulfate i~ which p is 1 to 5. The anionic detergent may be present in anamount of from about 2 to 10~ by weight of the total composi~ion.
1~5~9 J~P 138 Nonionic detergents which are u~eful include the alkylene oxide ethers of phenols, ~atty alcohols, and alkyl mercaptans; the alkylene oxide esters of fatty acid amides;
the condensation products of e~hylene oxide with par~ial S fatty acid esters, and mixtures thereof. The polyoxy-alkylene chain in such agPnts may contain from 5 to 100 alkylene oxide uni~s in which each alkylen~ unit has from
2 to 3 carbon atoms.
10 The preferred nonionic surfac~ant in the composi~ions of the invention i5 a water-soluble polyoxye~hylene derivative of a hydrophobic base, said derivative being a member of the group consisting o ~he reaction products of 9-20 carbon atom fatty acid monoesters of aliphatic polyhydric 15 alcohols, which polyhydric alcohols con~ain at least 3 hydroxyls, with at least 10 moles of ethylene oxide, and preferably with from about 10 to about 100 moles of ethylene oxide.
20 The nonionic surfactant may be present in an amount of from about 2 to 30~ by weight of the total composition.
Cationlc surfactants suitable in these compositions include ~o- and bis-quaternary ammonium halides such as 25 stearyldimethylbenzylamm~nium chloride, cetyltrimethyl-ammonium chloride, N,N-dioctadecyl-~,N,~ '-tetramethyl~
1,5 (3 oxapentylene~di ammonium bromide; ter~iary amine salts such as cocamidopropyldimethylamine hydrochloride stearylamidopropyldimethylamlne citrate; cationic polymers 30 such as hydroxyethyl cellulose reacted wi~h epichloro-hydrin and then guaternized with trimethylamine.
(Polymers of this type are sold by Union Carbide under ~he tradename Polymex JR.) The cationic surfac~ants should be present in an amount of fro~ about 1 to 5% by weight of the 35 total composition.
~ 5~5g J3~ 138 The total amount of the act've sur~actant ingredients in the present in~ention should no~ be greater than about 50% by weight of the ~otal composition in order to avoid ocular irritation probLems, preferably from about 10 to 5 30% by weight of the ~otal composition wi~h the proviso that the total amount of anionic surfactant and ampho-teric surfactant should not exceed 15% by weight of the total composition.
lO In addition, other ingredien~s conventionally added to sur-fa^tant compositions for personal use, such as dyes, preservatives, perfumes, thickeners, opacifiers, condi-tioners, emollients, bufering ag~nts, and ~he like, may be added in minor amounts. Ingredients such as dyes, 15 preservatives and perfumes together usually constitute less than 2% by weight of the total composition and thickeners may be added to the composition in an amount of from about 1 to about 3% by weight of the total composition.
20 The cleansing and conditioni~g ~urfactant compositions of the presen~ invention may be concentrate compositions which are subsequently modified by dilution with water or other diluents to provide the u}timate compositions for use ox they may be the ultimate cleansing compositions to be 25 employed without modification. The compositions of the ~resent in~ention are use~ul ir. con~.itionins ~ompositions, shampoo and conditioning formulations and cr~me rinses and they may also be used as liquid soaps and cleansers such as baby bath compositions, in bubble bath compositions, 30 as well as in compositions suitable for cleansing animals and inanimate o~jects.
The aforementioned clea~sing and conditioni~g sur~actant compositions are prepared by admixing the triesters of phosphoric acid with the other sur~actant(s), i~ utilized, at room temperature or slightly elevated temperatures (about 50C) and then sufficient deionized water is added to ~ring th~ composition to about three-quarters of its intended wei~ht. The pH is adjusted to within the range of ~ to 9, pre~erably 6 ~O 8 , by adding s~rony acid, e.g., ~Cl, or strong base, e.g., ~aOH, as needed~
' O
Other ingredients such as viscosity builders, preserva-tives, dyes, perf~umes and the like are incorporated prior to adjusting the pH and adding the remainder o~ the water.
The cleansing and conditioning suxfactant co~positions of the present invention can be tested for ocular irritation by the following modified Draize Tes~ ~J.R. Draize et al., Toilet Goods Assn. No. 17, May 1952, No. 1~ Proc. Sci.
Sect.).
An O.1 ml. sample of a neutral composition under test is dropp~d into one eye of an albino rabbit r the other eye serving as a control. Six rab~its are employed for each composition. Obs~rvations are made after 1, 24, 48, 72 and 96 hours and 7 days after ini~ial instillation; second and third instillations are made after the 24 and 48 hour readingsO Results may ~ary from substantially no change or only a slight irritation in the appearance of the rabbit's eye after 7 days to severe irrita~ion ~nd/or complete corneal opacity. Ocular lesions are scored for the cornea~ iris and conjunctiva with a higher number indicating grea~er ocular irritation and the scores are added to give a total numerical value for each reading for six rabbits and a~eraged. The averaged score is an indication of the irritation potential of the composition under test. Based on the averaged score, descriptive irritation evaluation may be given, e.g., none, slight, moderate, severe, as the case may b~.
~ $ ~ 5 9 ~T~P 138 The conditioning properties of wet comb out, hair manage~
ability, 1US~QX~ body and dry hair feel can be evaluated in salon studies o~ the following nature.
A panelist's haix is rinsed and divided into two equal parts starti~g from the center of the forehead to the center of the nape of the nec~. A specific amoun~ of the test composition is applied to one po~tion of the hair and an equal amount of a control composition is lO applied to the other portion af the hair. The compositions are worked into the hair and characteristics noted and then carefully rinsed insuring that the water from one portion of the hair does not mix with the other portion of the hair. The rinseabili~y characteris~ics are noted.
15 The wet combability is e~aluated by passing a separate comb through each portion of the hair from the center part to the ends of the hair shafts. After the hair is dried, dry combability, flyaway control, hair manageability, lustre, body and dry hair feel are all e~aluated.
All of these properties are subject7vely evaluated on a scale of 1 (very poor) to 7 (excellent) by trained and experienced evaluators.
25 Specific embodiments of the cleansing and con~itioning compositions prepared in accordance with the present invention are illustrated by the following representative exa~ples. It will be understood, however, that the invention is not confined to the specific limitations s~t 30 foxth in the individual examples, but rather to the scope of the appended claims.
EXAMPLE I
A conditioning creme rinse com~osition is pre-35 pared by charging 200 grams or deionized water to a vesselequipped with a mechanical stirrer to whicn 10 grams of ` 1~65~5~ J~P 13~
hydroxyethyl cellulose are the:n added and the mixture is then heated to 70C. 20 grams of Compound A are then added followed by 5 grams o~ stearyl alcohol and 0.2 grams of dye. ~he mixture is ~ooled ~o 35C and the pH
is adjusted to 5.0 with citxic acid. 2 grams of fragrance and sufficient deionized water to bring the total mixture to 1000 grams are then added resulting in a composition consisting of the following ingredients:
% w/w 10 Compound A 2.00 stearyl alcohol.50 hydroxyethyl cellulose 1.00 dye .02 fragrance .20 deionized water q.s. to 100%
pH adjusted to 5.0 with citric acid Salon studies show this composition to be a good condi-tioning creme rinse composition with enhanced wet comb-out.
EXAMPLE II
. . _ A conditionïng shampoo composition is prepared in accordance with the general pr~cedure of EX~MPLE I and consists of the following ingredients:
% wt/wt Compound B 0.10 Compound A 2.00 sodium lauryl ether sulfate 12.00 lauric diethanolamide 4.00 dye .01 fragrance .20 deionized waterq.s. to 100 pH adjusted to 7.5 with HCl Salon studies show this composition to be a good condition-ing shampoo composition exhibiting good foaming, cleans-3s ing and conditioning.
:l ~656~9 EXAMPLE IIIA creme rinse shampoo composition is prepared in accor-dance with the general procedure of EXAMPLE I and con-sists oE the following ingredie~ts:
% W/W
Compound C 3.00 Polymer JR-400 (Union Carbide's .50 trademark for water soluble cationic cellulose ethers having a chain of anhydro glucose units with side groups containing quaternary ammonium substituents amidobetaine S.00 sodium tridecyl (4) ether sulfate 5.00 dye .02 Dowicil 200 (Dow Chemical Company's .20 trademark for the cis isomer of 1~ t3-chloroalkyl)-3,5,7-triaza-1-azoneadamantine chloride) fragrance .20 deionized water q.s. to 100%
pH ad~usted to 6.5 with citric acid.
Salon studies show this composition to provide good cleansing and detangling of the hair.
EXAMPLE IV
A pour-on creme rinse conditioner compo~ition ls prepared in accordance with the general procedure of EXAMPLE I and consists of the following ingredients:
~.~65~ J~ 138 ~ ~/w Compound C 1.10 ethyl, n,n-dihydroxypropyl- 0.55 4-aminobenzoate benzyl alcohol 0.55 stearyl alcohol 0.88 isostearyl alcohol 0~33 hydroxyethyl celluLose 0.88 sodium hydroxide 0.02 deionized water q.s. to 100%
The above composition when ~ested for ocular irritation in accordance with the previously described m~dified Draize test is found to be a slight irritant.
EXAMPLE V
~ fine fabric detergent and softener composition is pre-pared consisting of the following ingredients:
~ w/w linear dodecylb~nzene sulfonate 8.00 Compound G 3.00 coconut monoethanolamide 2.00 citric acid 10.00 optical brightener.50 isopropanol 1.00 dye .02 fragra~ce .10 deionizad waterq.s. to 100%
pH adjust~d to 5. a with citric acid.
The composition of EXAMPLE V:is evaluated for deterg~ncy and softening properties u~ilizing the following procedure:
Standard soiled wool ~abric, from Test Fabrics, Inc., i~
35 used to evaluate the relative cleansing ~bility of a given 116~59 J3P 138 composition~ A Texg-O-Tometer, ~odel 7243, is used to simulate the cleansing action. The conditions are controlled as follows:
1. washing time (5 minutes) 2. was~ing speed (lO0 ~pm.)
10 The preferred nonionic surfac~ant in the composi~ions of the invention i5 a water-soluble polyoxye~hylene derivative of a hydrophobic base, said derivative being a member of the group consisting o ~he reaction products of 9-20 carbon atom fatty acid monoesters of aliphatic polyhydric 15 alcohols, which polyhydric alcohols con~ain at least 3 hydroxyls, with at least 10 moles of ethylene oxide, and preferably with from about 10 to about 100 moles of ethylene oxide.
20 The nonionic surfactant may be present in an amount of from about 2 to 30~ by weight of the total composition.
Cationlc surfactants suitable in these compositions include ~o- and bis-quaternary ammonium halides such as 25 stearyldimethylbenzylamm~nium chloride, cetyltrimethyl-ammonium chloride, N,N-dioctadecyl-~,N,~ '-tetramethyl~
1,5 (3 oxapentylene~di ammonium bromide; ter~iary amine salts such as cocamidopropyldimethylamine hydrochloride stearylamidopropyldimethylamlne citrate; cationic polymers 30 such as hydroxyethyl cellulose reacted wi~h epichloro-hydrin and then guaternized with trimethylamine.
(Polymers of this type are sold by Union Carbide under ~he tradename Polymex JR.) The cationic surfac~ants should be present in an amount of fro~ about 1 to 5% by weight of the 35 total composition.
~ 5~5g J3~ 138 The total amount of the act've sur~actant ingredients in the present in~ention should no~ be greater than about 50% by weight of the ~otal composition in order to avoid ocular irritation probLems, preferably from about 10 to 5 30% by weight of the ~otal composition wi~h the proviso that the total amount of anionic surfactant and ampho-teric surfactant should not exceed 15% by weight of the total composition.
lO In addition, other ingredien~s conventionally added to sur-fa^tant compositions for personal use, such as dyes, preservatives, perfumes, thickeners, opacifiers, condi-tioners, emollients, bufering ag~nts, and ~he like, may be added in minor amounts. Ingredients such as dyes, 15 preservatives and perfumes together usually constitute less than 2% by weight of the total composition and thickeners may be added to the composition in an amount of from about 1 to about 3% by weight of the total composition.
20 The cleansing and conditioni~g ~urfactant compositions of the presen~ invention may be concentrate compositions which are subsequently modified by dilution with water or other diluents to provide the u}timate compositions for use ox they may be the ultimate cleansing compositions to be 25 employed without modification. The compositions of the ~resent in~ention are use~ul ir. con~.itionins ~ompositions, shampoo and conditioning formulations and cr~me rinses and they may also be used as liquid soaps and cleansers such as baby bath compositions, in bubble bath compositions, 30 as well as in compositions suitable for cleansing animals and inanimate o~jects.
The aforementioned clea~sing and conditioni~g sur~actant compositions are prepared by admixing the triesters of phosphoric acid with the other sur~actant(s), i~ utilized, at room temperature or slightly elevated temperatures (about 50C) and then sufficient deionized water is added to ~ring th~ composition to about three-quarters of its intended wei~ht. The pH is adjusted to within the range of ~ to 9, pre~erably 6 ~O 8 , by adding s~rony acid, e.g., ~Cl, or strong base, e.g., ~aOH, as needed~
' O
Other ingredients such as viscosity builders, preserva-tives, dyes, perf~umes and the like are incorporated prior to adjusting the pH and adding the remainder o~ the water.
The cleansing and conditioning suxfactant co~positions of the present invention can be tested for ocular irritation by the following modified Draize Tes~ ~J.R. Draize et al., Toilet Goods Assn. No. 17, May 1952, No. 1~ Proc. Sci.
Sect.).
An O.1 ml. sample of a neutral composition under test is dropp~d into one eye of an albino rabbit r the other eye serving as a control. Six rab~its are employed for each composition. Obs~rvations are made after 1, 24, 48, 72 and 96 hours and 7 days after ini~ial instillation; second and third instillations are made after the 24 and 48 hour readingsO Results may ~ary from substantially no change or only a slight irritation in the appearance of the rabbit's eye after 7 days to severe irrita~ion ~nd/or complete corneal opacity. Ocular lesions are scored for the cornea~ iris and conjunctiva with a higher number indicating grea~er ocular irritation and the scores are added to give a total numerical value for each reading for six rabbits and a~eraged. The averaged score is an indication of the irritation potential of the composition under test. Based on the averaged score, descriptive irritation evaluation may be given, e.g., none, slight, moderate, severe, as the case may b~.
~ $ ~ 5 9 ~T~P 138 The conditioning properties of wet comb out, hair manage~
ability, 1US~QX~ body and dry hair feel can be evaluated in salon studies o~ the following nature.
A panelist's haix is rinsed and divided into two equal parts starti~g from the center of the forehead to the center of the nape of the nec~. A specific amoun~ of the test composition is applied to one po~tion of the hair and an equal amount of a control composition is lO applied to the other portion af the hair. The compositions are worked into the hair and characteristics noted and then carefully rinsed insuring that the water from one portion of the hair does not mix with the other portion of the hair. The rinseabili~y characteris~ics are noted.
15 The wet combability is e~aluated by passing a separate comb through each portion of the hair from the center part to the ends of the hair shafts. After the hair is dried, dry combability, flyaway control, hair manageability, lustre, body and dry hair feel are all e~aluated.
All of these properties are subject7vely evaluated on a scale of 1 (very poor) to 7 (excellent) by trained and experienced evaluators.
25 Specific embodiments of the cleansing and con~itioning compositions prepared in accordance with the present invention are illustrated by the following representative exa~ples. It will be understood, however, that the invention is not confined to the specific limitations s~t 30 foxth in the individual examples, but rather to the scope of the appended claims.
EXAMPLE I
A conditioning creme rinse com~osition is pre-35 pared by charging 200 grams or deionized water to a vesselequipped with a mechanical stirrer to whicn 10 grams of ` 1~65~5~ J~P 13~
hydroxyethyl cellulose are the:n added and the mixture is then heated to 70C. 20 grams of Compound A are then added followed by 5 grams o~ stearyl alcohol and 0.2 grams of dye. ~he mixture is ~ooled ~o 35C and the pH
is adjusted to 5.0 with citxic acid. 2 grams of fragrance and sufficient deionized water to bring the total mixture to 1000 grams are then added resulting in a composition consisting of the following ingredients:
% w/w 10 Compound A 2.00 stearyl alcohol.50 hydroxyethyl cellulose 1.00 dye .02 fragrance .20 deionized water q.s. to 100%
pH adjusted to 5.0 with citric acid Salon studies show this composition to be a good condi-tioning creme rinse composition with enhanced wet comb-out.
EXAMPLE II
. . _ A conditionïng shampoo composition is prepared in accordance with the general pr~cedure of EX~MPLE I and consists of the following ingredients:
% wt/wt Compound B 0.10 Compound A 2.00 sodium lauryl ether sulfate 12.00 lauric diethanolamide 4.00 dye .01 fragrance .20 deionized waterq.s. to 100 pH adjusted to 7.5 with HCl Salon studies show this composition to be a good condition-ing shampoo composition exhibiting good foaming, cleans-3s ing and conditioning.
:l ~656~9 EXAMPLE IIIA creme rinse shampoo composition is prepared in accor-dance with the general procedure of EXAMPLE I and con-sists oE the following ingredie~ts:
% W/W
Compound C 3.00 Polymer JR-400 (Union Carbide's .50 trademark for water soluble cationic cellulose ethers having a chain of anhydro glucose units with side groups containing quaternary ammonium substituents amidobetaine S.00 sodium tridecyl (4) ether sulfate 5.00 dye .02 Dowicil 200 (Dow Chemical Company's .20 trademark for the cis isomer of 1~ t3-chloroalkyl)-3,5,7-triaza-1-azoneadamantine chloride) fragrance .20 deionized water q.s. to 100%
pH ad~usted to 6.5 with citric acid.
Salon studies show this composition to provide good cleansing and detangling of the hair.
EXAMPLE IV
A pour-on creme rinse conditioner compo~ition ls prepared in accordance with the general procedure of EXAMPLE I and consists of the following ingredients:
~.~65~ J~ 138 ~ ~/w Compound C 1.10 ethyl, n,n-dihydroxypropyl- 0.55 4-aminobenzoate benzyl alcohol 0.55 stearyl alcohol 0.88 isostearyl alcohol 0~33 hydroxyethyl celluLose 0.88 sodium hydroxide 0.02 deionized water q.s. to 100%
The above composition when ~ested for ocular irritation in accordance with the previously described m~dified Draize test is found to be a slight irritant.
EXAMPLE V
~ fine fabric detergent and softener composition is pre-pared consisting of the following ingredients:
~ w/w linear dodecylb~nzene sulfonate 8.00 Compound G 3.00 coconut monoethanolamide 2.00 citric acid 10.00 optical brightener.50 isopropanol 1.00 dye .02 fragra~ce .10 deionizad waterq.s. to 100%
pH adjust~d to 5. a with citric acid.
The composition of EXAMPLE V:is evaluated for deterg~ncy and softening properties u~ilizing the following procedure:
Standard soiled wool ~abric, from Test Fabrics, Inc., i~
35 used to evaluate the relative cleansing ~bility of a given 116~59 J3P 138 composition~ A Texg-O-Tometer, ~odel 7243, is used to simulate the cleansing action. The conditions are controlled as follows:
1. washing time (5 minutes) 2. was~ing speed (lO0 ~pm.)
3. rinsing time (5 minutesj
4. rinsing speed (lO0 rpm)
5. wash and rinse temperature (105F) The test cloth is made ~rom wool challi and comes i~ ten-yard rolls. A ~oil mix~ure, con~is~ing mainly of lamp ~lack, oils and commercial solvents, is appli~d ~o the clo h with a printing roll 50 that only half of the 8 inch wide cloth becomes soiled.
lS This ~est cloth is cut into 4 x 8 inch strips so that half of each strip is soiled and half unsoiled. A Gardner Color Difference Meter i~ used to ob~ain the initial color value (degree of white~ess) for both thé soiled and unsoiled portion of each strip~ Three of these strips along with three 4 x 8 inch cotton filler strips are placed in the Terg-O-Tometer beaker containing lO00-ml. of a 10~ ~queous solution of the te~t compositio~. Prior to this, ~he . solution is agitated for two mlnutes and allow~d to equilibrate at 105~. The samples are agita~ed ~or ~i~e munutes, removed, squeezed out, and returned to the agi~a~ing bea~ex containing 1000 ml. of clean 105F tap water. After five mlnutes o~ agitating, the strips are removed, squeezed ou~ nd laid flat to dry. When dry, they are again evaluated usi~g the rolor Difference Meter to determinQ how mllch æoil has been remo~ed as well as how much soil has been deposited on ~he unsoiled por~ion of the cloth. The relati~e cleansing effecti~eness is indicated by the spread between the initial and fin~l whiteness measuremen~s which is chaxacterized ~5 a R.
A /\R of two uni~s is considered signi~icant. To ~ 9 3BP 138 19.
determin2 ssftness, panelists are asXed to choose the fabrics which are softer to the hand from paired groups containing fabrics treated with the test composition and fabrics treated with the control composition.
When the composition of this examplQ is e~aluated as above, it is found ~o pro~ide good cleaning and softening to the test fabrics.
EX~MPLE YI
A ~ild shampoo and conditioning composition i~ prepared consisting of the ~ollowing ingredients ~ '~7/W
Compound E 1.00 Polymer JR-400.20 betaine 5.00 sodium lauryl (3) ether sulfate 5.00 polyoxyethylene 80 SML10.00 Dowicil 200 .10 dye .02 fragrance .30 ` deionized waterq,s.tO 100%
p~ adjusted to 7.0 with citric acid The above composition is ~ound to be a good shampoo and conditioning composition.
EXAMPLE VII
A mild gel shampoo and conditioning composition is 30 prepared consisting of he following ingredients:
~ 56~ J~P 138 .~
~mldo sultai~e 5.0 betaine 5.0 tridecyl (4) ether sul~ate10.0 S polyoxyehtylene (80) sorbitan monopalmita~e 20.0 dye, preservative Compound ~ 1.0 Compound D 1.0 Dowicil 200 .10 dye .02 fragrance .20 deionized water g.s. to 190%
pH adjusted to 7.0 wi~h citric acid The above composition ~s found to be a good shampoo and conditioning composition.
Various other features and e~bodimenks of the present invention not speci~ically enumerated will be obvious to those skilled in the art, all of which may be achieved without departi~g from the spirik and the scope of the invention as defined ~y the following claims.
lS This ~est cloth is cut into 4 x 8 inch strips so that half of each strip is soiled and half unsoiled. A Gardner Color Difference Meter i~ used to ob~ain the initial color value (degree of white~ess) for both thé soiled and unsoiled portion of each strip~ Three of these strips along with three 4 x 8 inch cotton filler strips are placed in the Terg-O-Tometer beaker containing lO00-ml. of a 10~ ~queous solution of the te~t compositio~. Prior to this, ~he . solution is agitated for two mlnutes and allow~d to equilibrate at 105~. The samples are agita~ed ~or ~i~e munutes, removed, squeezed out, and returned to the agi~a~ing bea~ex containing 1000 ml. of clean 105F tap water. After five mlnutes o~ agitating, the strips are removed, squeezed ou~ nd laid flat to dry. When dry, they are again evaluated usi~g the rolor Difference Meter to determinQ how mllch æoil has been remo~ed as well as how much soil has been deposited on ~he unsoiled por~ion of the cloth. The relati~e cleansing effecti~eness is indicated by the spread between the initial and fin~l whiteness measuremen~s which is chaxacterized ~5 a R.
A /\R of two uni~s is considered signi~icant. To ~ 9 3BP 138 19.
determin2 ssftness, panelists are asXed to choose the fabrics which are softer to the hand from paired groups containing fabrics treated with the test composition and fabrics treated with the control composition.
When the composition of this examplQ is e~aluated as above, it is found ~o pro~ide good cleaning and softening to the test fabrics.
EX~MPLE YI
A ~ild shampoo and conditioning composition i~ prepared consisting of the ~ollowing ingredients ~ '~7/W
Compound E 1.00 Polymer JR-400.20 betaine 5.00 sodium lauryl (3) ether sulfate 5.00 polyoxyethylene 80 SML10.00 Dowicil 200 .10 dye .02 fragrance .30 ` deionized waterq,s.tO 100%
p~ adjusted to 7.0 with citric acid The above composition is ~ound to be a good shampoo and conditioning composition.
EXAMPLE VII
A mild gel shampoo and conditioning composition is 30 prepared consisting of he following ingredients:
~ 56~ J~P 138 .~
~mldo sultai~e 5.0 betaine 5.0 tridecyl (4) ether sul~ate10.0 S polyoxyehtylene (80) sorbitan monopalmita~e 20.0 dye, preservative Compound ~ 1.0 Compound D 1.0 Dowicil 200 .10 dye .02 fragrance .20 deionized water g.s. to 190%
pH adjusted to 7.0 wi~h citric acid The above composition ~s found to be a good shampoo and conditioning composition.
Various other features and e~bodimenks of the present invention not speci~ically enumerated will be obvious to those skilled in the art, all of which may be achieved without departi~g from the spirik and the scope of the invention as defined ~y the following claims.
Claims (8)
1. A surfactant composition comprising a diluent wherein the active ingredient consists essentially of from about 0.5 to 10% by weight of the total composition of a triester of phosphoric acid of the formula:
wherein R1, R2 and R3 are the same or different and can be represented by the following formula:
wherein R4, R5 and R6 are the same or different and are alkyl, alkenyl, hydroxyalkyl, arylalkyl or polyoxyalkylated ether, containing from about 1 to 22 carbon atoms with the proviso that at least one of R4, R5 and R6 contains at least 8 carbon atoms; and R7 is hydroxyalkylene of from about 2 to 12 carbon atoms, and containing in addition at least one surfactant selected from the group consisting of anionic, nonionic, cationic and amphoteric surfactants wherein the total active level of surfactants shall not exceed 50% by weight of the total compo-sition with the proviso that the total amount of anionic and amphoteric surfactants should not exceed about 15% by weight of the total composition.
wherein R1, R2 and R3 are the same or different and can be represented by the following formula:
wherein R4, R5 and R6 are the same or different and are alkyl, alkenyl, hydroxyalkyl, arylalkyl or polyoxyalkylated ether, containing from about 1 to 22 carbon atoms with the proviso that at least one of R4, R5 and R6 contains at least 8 carbon atoms; and R7 is hydroxyalkylene of from about 2 to 12 carbon atoms, and containing in addition at least one surfactant selected from the group consisting of anionic, nonionic, cationic and amphoteric surfactants wherein the total active level of surfactants shall not exceed 50% by weight of the total compo-sition with the proviso that the total amount of anionic and amphoteric surfactants should not exceed about 15% by weight of the total composition.
2. The composition of Claim 1 containing from about 2 to 10% by weight of the total composition of an anionic surfactant selected from the group consisting of alkylsulfate, alkylether sulfate, alkylmonoglyceryl ether sulfonate, alkylmonoglyceride sulfate, alkylmonoglyceride sulfonate, alkyl sulfonate, alkylaryl sulfonate, alkyl sulfosuccinate, alkyl sarcosinate, acyl isothionate, alkyl methyl tauride, fatty acid protein condensate and an alcohol ether car-boxylate.
3 The composition of claim 1 containing from about 2 to 30% by weight of the total composition of a nonionic sur-factant selected from the group consisting of alkylene oxide ethers of phenols, mono- or polyhydric alcohols, and alkyl mercaptans; alkylene oxide esters of fatty acid amides, condensation products of ethylene oxide with partial fatty acid esters and mixtures thereof.
4. The composition of Claim 1 containing from about 1 to 5% by weight of the total composition of a cationic sur-factant selected from the group consisting of mono- and bis-quaternary ammonium halides, tertiary amine salts and cationic polymers which are the products of a reaction of hydroxyethyl cellulose with epichlorohydrin followed by quaternization with trimethylamine.
5. The composition of claim 1 containing from about 2 to 10% by weight of the total composition of an amphoteric surfactant selected from the group consisting of betaines, sultaines, phosphobetaines, phosphitaines, n-alkylamino-propionates and n-alkylimino-dipropionates.
6. The composition of Claim 1 wherein the triester of phosphoric acid is of the formula
7. The composition of Claim 1 wherein the triester of phosphoric acid is of the formula
8. The composition of Claim 1 wherein the triester of phosphoric acid is of the formula wherein Ra is a mixture of C20H41 and C22H45 in a 1:1 ratio.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5983779A | 1979-07-23 | 1979-07-23 | |
| US59,837 | 1979-07-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1165659A true CA1165659A (en) | 1984-04-17 |
Family
ID=22025603
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000356656A Expired CA1165659A (en) | 1979-07-23 | 1980-07-21 | Surfactant compositions |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS5620095A (en) |
| KR (1) | KR840001999B1 (en) |
| AT (1) | AT375957B (en) |
| AU (1) | AU535124B2 (en) |
| BR (1) | BR8004565A (en) |
| CA (1) | CA1165659A (en) |
| DE (1) | DE3027944A1 (en) |
| ES (1) | ES493596A0 (en) |
| FR (1) | FR2461517A1 (en) |
| GB (1) | GB2055119B (en) |
| GR (1) | GR70225B (en) |
| HK (1) | HK60183A (en) |
| IT (1) | IT1174297B (en) |
| MX (1) | MX6041E (en) |
| MY (1) | MY8500008A (en) |
| NZ (1) | NZ194290A (en) |
| PH (1) | PH16881A (en) |
| PT (1) | PT71584B (en) |
| ZA (1) | ZA804422B (en) |
| ZW (1) | ZW17080A1 (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5300494A (en) * | 1986-06-06 | 1994-04-05 | Union Carbide Chemicals & Plastics Technology Corporation | Delivery systems for quaternary and related compounds |
| CA2061679C (en) * | 1991-02-23 | 1997-06-03 | Philip Dale Ziegler | Cationic compositions for skin |
| DE4408506C2 (en) * | 1994-03-14 | 1996-07-04 | Schwarzkopf Gmbh Hans | Aqueous hair dye |
| FR2719214B1 (en) * | 1994-04-27 | 1996-05-31 | Oreal | Cosmetic composition based on quaternary phosphate compounds and polyethylene glycol diesters and use as a makeup remover and / or cleanser. |
| FR2725365B1 (en) * | 1994-10-07 | 1996-11-08 | Oreal | CLEANSING AND / OR MAKE-UP REMOVAL COMPOSITION CONTAINING AN ALCOHOL AND A PHOSPHATE COMPOUND |
| US5567427A (en) * | 1995-03-17 | 1996-10-22 | Helene Curtis, Inc. | Emulsified, low ph cosmetic compositions having improved stability |
| GB2303144A (en) * | 1995-07-08 | 1997-02-12 | Procter & Gamble | Detergent compositions |
| US5683683A (en) * | 1995-09-21 | 1997-11-04 | Helene Curtis, Inc. | Body wash composition to impart conditioning properties to skin |
| GB2313602A (en) * | 1996-05-31 | 1997-12-03 | Procter & Gamble | Detergent compositions |
| DE102011076149A1 (en) * | 2011-05-19 | 2012-11-22 | Rovi Cosmetics International Gmbh | Charge generator for a vesicular carrier system of a UV protection agent for the skin or the hair |
| US20210315791A1 (en) * | 2018-08-10 | 2021-10-14 | Wella International Operations Switzerland Sàrl | Shampoo composition with non-sulfate surfactant and complexation compound forming a coacervate |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1073309A (en) * | 1976-09-01 | 1980-03-11 | Robert J. Verdicchio | Amphoteric surface active agents |
| US4181634A (en) * | 1977-06-17 | 1980-01-01 | Johnson & Johnson | Mild cleansing compositions comprising an alkyleneoxylated bisquaternary ammonium compound and an anionic or amphoteric detergent such as a phosphobetaine |
| US4209449A (en) * | 1978-11-30 | 1980-06-24 | Mona Industries | Phosphate quaternary compounds |
-
1980
- 1980-06-30 AU AU59761/80A patent/AU535124B2/en not_active Expired
- 1980-07-09 NZ NZ194290A patent/NZ194290A/en unknown
- 1980-07-14 KR KR1019800002804A patent/KR840001999B1/en not_active Expired
- 1980-07-16 FR FR8015681A patent/FR2461517A1/en active Pending
- 1980-07-17 GR GR62483A patent/GR70225B/el unknown
- 1980-07-18 IT IT49276/80A patent/IT1174297B/en active
- 1980-07-21 PT PT71584A patent/PT71584B/en unknown
- 1980-07-21 CA CA000356656A patent/CA1165659A/en not_active Expired
- 1980-07-22 AT AT0379480A patent/AT375957B/en not_active IP Right Cessation
- 1980-07-22 PH PH24324A patent/PH16881A/en unknown
- 1980-07-22 BR BR8004565A patent/BR8004565A/en not_active IP Right Cessation
- 1980-07-22 JP JP9944880A patent/JPS5620095A/en active Granted
- 1980-07-22 GB GB8023868A patent/GB2055119B/en not_active Expired
- 1980-07-22 ES ES493596A patent/ES493596A0/en active Granted
- 1980-07-22 ZW ZW170/80A patent/ZW17080A1/en unknown
- 1980-07-22 ZA ZA00804422A patent/ZA804422B/en unknown
- 1980-07-23 MX MX808931U patent/MX6041E/en unknown
- 1980-07-23 DE DE19803027944 patent/DE3027944A1/en not_active Withdrawn
-
1983
- 1983-11-24 HK HK601/83A patent/HK60183A/en not_active IP Right Cessation
-
1985
- 1985-12-30 MY MY8/85A patent/MY8500008A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MX6041E (en) | 1984-10-09 |
| HK60183A (en) | 1983-12-02 |
| PT71584B (en) | 1981-12-14 |
| PH16881A (en) | 1984-04-02 |
| BR8004565A (en) | 1981-03-10 |
| GR70225B (en) | 1982-08-31 |
| ATA379480A (en) | 1984-02-15 |
| KR830003204A (en) | 1983-06-18 |
| GB2055119B (en) | 1983-04-20 |
| MY8500008A (en) | 1985-12-31 |
| IT1174297B (en) | 1987-07-01 |
| FR2461517A1 (en) | 1981-02-06 |
| PT71584A (en) | 1980-09-01 |
| NZ194290A (en) | 1982-11-23 |
| ES8105776A1 (en) | 1981-06-16 |
| JPH0225958B2 (en) | 1990-06-06 |
| JPS5620095A (en) | 1981-02-25 |
| AU5976180A (en) | 1981-01-29 |
| AT375957B (en) | 1984-09-25 |
| ZW17080A1 (en) | 1982-04-21 |
| GB2055119A (en) | 1981-02-25 |
| DE3027944A1 (en) | 1981-02-19 |
| KR840001999B1 (en) | 1984-10-27 |
| ES493596A0 (en) | 1981-06-16 |
| IT8049276A0 (en) | 1980-07-18 |
| AU535124B2 (en) | 1984-03-01 |
| ZA804422B (en) | 1982-02-24 |
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