CA2019809A1 - Clear conditioning composition and method to impart improved properties to the hair - Google Patents
Clear conditioning composition and method to impart improved properties to the hairInfo
- Publication number
- CA2019809A1 CA2019809A1 CA 2019809 CA2019809A CA2019809A1 CA 2019809 A1 CA2019809 A1 CA 2019809A1 CA 2019809 CA2019809 CA 2019809 CA 2019809 A CA2019809 A CA 2019809A CA 2019809 A1 CA2019809 A1 CA 2019809A1
- Authority
- CA
- Canada
- Prior art keywords
- hair
- composition
- conditioning
- weight
- chloride
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 297
- 210000004209 hair Anatomy 0.000 title claims abstract description 239
- 230000003750 conditioning effect Effects 0.000 title claims abstract description 147
- 238000000034 method Methods 0.000 title claims abstract description 32
- 150000001875 compounds Chemical class 0.000 claims abstract description 110
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims abstract description 64
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 60
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 43
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 41
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 41
- 230000003381 solubilizing effect Effects 0.000 claims abstract description 37
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 36
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims abstract description 28
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 26
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 22
- NJPQAIBZIHNJDO-UHFFFAOYSA-N 1-dodecylpyrrolidin-2-one Chemical compound CCCCCCCCCCCCN1CCCC1=O NJPQAIBZIHNJDO-UHFFFAOYSA-N 0.000 claims abstract description 18
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 claims abstract description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229940086555 cyclomethicone Drugs 0.000 claims abstract description 15
- 229940051250 hexylene glycol Drugs 0.000 claims abstract description 14
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 0.000 claims abstract description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 9
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 6
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229920005862 polyol Polymers 0.000 claims abstract description 5
- 150000003077 polyols Chemical class 0.000 claims abstract description 5
- 125000005313 fatty acid group Chemical group 0.000 claims abstract 2
- -1 hydroxyethyl group Chemical group 0.000 claims description 39
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 29
- 229930195733 hydrocarbon Natural products 0.000 claims description 29
- 239000004215 Carbon black (E152) Substances 0.000 claims description 25
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 25
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 23
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- WWVIUVHFPSALDO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C WWVIUVHFPSALDO-UHFFFAOYSA-N 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 235000019441 ethanol Nutrition 0.000 claims description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- 238000009835 boiling Methods 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 8
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 8
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- 229940049292 n-(3-(dimethylamino)propyl)octadecanamide Drugs 0.000 claims description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 5
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 claims description 5
- 229940073561 hexamethyldisiloxane Drugs 0.000 claims description 5
- 150000004040 pyrrolidinones Chemical class 0.000 claims description 5
- GKQHIYSTBXDYNQ-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 GKQHIYSTBXDYNQ-UHFFFAOYSA-M 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- RWUKNUAHIRIZJG-AFEZEDKISA-M benzyl-dimethyl-[(z)-octadec-9-enyl]azanium;chloride Chemical compound [Cl-].CCCCCCCC\C=C/CCCCCCCC[N+](C)(C)CC1=CC=CC=C1 RWUKNUAHIRIZJG-AFEZEDKISA-M 0.000 claims description 4
- BWNMWDJZWBEKKJ-UHFFFAOYSA-M benzyl-docosyl-dimethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 BWNMWDJZWBEKKJ-UHFFFAOYSA-M 0.000 claims description 4
- 229960000228 cetalkonium chloride Drugs 0.000 claims description 4
- 229960001927 cetylpyridinium chloride Drugs 0.000 claims description 4
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 claims description 4
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 claims description 4
- SCXCDVTWABNWLW-UHFFFAOYSA-M decyl-dimethyl-octylazanium;chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCC SCXCDVTWABNWLW-UHFFFAOYSA-M 0.000 claims description 4
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 claims description 4
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 claims description 4
- 125000001117 oleyl 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])=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 claims description 4
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 claims description 4
- 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 claims description 4
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical compound O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 claims description 3
- QDQHWKZZJJDBND-UHFFFAOYSA-M 4-ethyl-4-hexadecylmorpholin-4-ium;ethyl sulfate Chemical compound CCOS([O-])(=O)=O.CCCCCCCCCCCCCCCC[N+]1(CC)CCOCC1 QDQHWKZZJJDBND-UHFFFAOYSA-M 0.000 claims description 3
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 3
- YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 claims description 3
- IBNQLYMPUGQNLN-UHFFFAOYSA-M benzyl-[2-(4-dodecanoylphenoxy)ethyl]-dimethylazanium;chloride Chemical compound [Cl-].C1=CC(C(=O)CCCCCCCCCCC)=CC=C1OCC[N+](C)(C)CC1=CC=CC=C1 IBNQLYMPUGQNLN-UHFFFAOYSA-M 0.000 claims description 3
- SUZSZZWHCFLFSP-UHFFFAOYSA-M bis(2-hydroxyethyl)-methyl-octadecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(CCO)CCO SUZSZZWHCFLFSP-UHFFFAOYSA-M 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229960002788 cetrimonium chloride Drugs 0.000 claims description 3
- 229940000425 combination drug Drugs 0.000 claims description 3
- WLCFKPHMRNPAFZ-UHFFFAOYSA-M didodecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC WLCFKPHMRNPAFZ-UHFFFAOYSA-M 0.000 claims description 3
- 229940073551 distearyldimonium chloride Drugs 0.000 claims description 3
- VUFOSBDICLTFMS-UHFFFAOYSA-M ethyl-hexadecyl-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)CC VUFOSBDICLTFMS-UHFFFAOYSA-M 0.000 claims description 3
- MZMRZONIDDFOGF-UHFFFAOYSA-M hexadecyl(trimethyl)azanium;4-methylbenzenesulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1.CCCCCCCCCCCCCCCC[N+](C)(C)C MZMRZONIDDFOGF-UHFFFAOYSA-M 0.000 claims description 3
- 229950007325 lauralkonium chloride Drugs 0.000 claims description 3
- 229940116263 laurtrimonium chloride Drugs 0.000 claims description 3
- 229940053549 olealkonium chloride Drugs 0.000 claims description 3
- 229940117359 quaternium-24 Drugs 0.000 claims description 3
- 229940057981 stearalkonium chloride Drugs 0.000 claims description 3
- UMQCZSNKDUWJRI-UHFFFAOYSA-M tris(2-hydroxyethyl)-octadecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](CCO)(CCO)CCO UMQCZSNKDUWJRI-UHFFFAOYSA-M 0.000 claims description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 2
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 claims description 2
- LJWPCXCFOGGBFK-UHFFFAOYSA-N 16-methyl-n-(3-morpholin-4-ylpropyl)heptadecanamide Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)NCCCN1CCOCC1 LJWPCXCFOGGBFK-UHFFFAOYSA-N 0.000 claims description 2
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 claims description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 229910002651 NO3 Inorganic materials 0.000 claims description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- YFCGDEUVHLPRCZ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YFCGDEUVHLPRCZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 229940075506 behentrimonium chloride Drugs 0.000 claims description 2
- 229960000800 cetrimonium bromide Drugs 0.000 claims description 2
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims description 2
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 claims description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 2
- DIHCYFIQOLPTQW-UHFFFAOYSA-N n-(3-morpholin-4-ylpropyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCN1CCOCC1 DIHCYFIQOLPTQW-UHFFFAOYSA-N 0.000 claims description 2
- KWTFEBYZFYIHFO-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNCCO KWTFEBYZFYIHFO-UHFFFAOYSA-N 0.000 claims description 2
- KKBOOQDFOWZSDC-UHFFFAOYSA-N n-[2-(diethylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCN(CC)CC KKBOOQDFOWZSDC-UHFFFAOYSA-N 0.000 claims description 2
- PHCOOGODEGGILZ-UHFFFAOYSA-N n-[2-[bis(2-hydroxyethyl)amino]ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCN(CCO)CCO PHCOOGODEGGILZ-UHFFFAOYSA-N 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 2
- 229940032044 quaternium-18 Drugs 0.000 claims description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 2
- QDYLMAYUEZBUFO-UHFFFAOYSA-N cetalkonium chloride Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 QDYLMAYUEZBUFO-UHFFFAOYSA-N 0.000 claims 2
- ZRECPFOSZXDFDT-UHFFFAOYSA-N 1-decylpyrrolidin-2-one Chemical compound CCCCCCCCCCN1CCCC1=O ZRECPFOSZXDFDT-UHFFFAOYSA-N 0.000 claims 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 claims 1
- IUMSDRXLFWAGNT-UHFFFAOYSA-N Dodecamethylcyclohexasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 IUMSDRXLFWAGNT-UHFFFAOYSA-N 0.000 claims 1
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 claims 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract description 10
- 239000011248 coating agent Substances 0.000 abstract description 9
- 238000000576 coating method Methods 0.000 abstract description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 8
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 4
- 239000004615 ingredient Substances 0.000 description 18
- 230000008901 benefit Effects 0.000 description 14
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 239000002537 cosmetic Substances 0.000 description 13
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 12
- 239000002453 shampoo Substances 0.000 description 9
- 150000001767 cationic compounds Chemical class 0.000 description 7
- 239000004310 lactic acid Substances 0.000 description 7
- 235000014655 lactic acid Nutrition 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 239000002562 thickening agent Substances 0.000 description 7
- 206010019049 Hair texture abnormal Diseases 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
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- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 5
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- 150000004665 fatty acids Chemical group 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
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- 239000003760 tallow Substances 0.000 description 4
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- 206010044625 Trichorrhexis Diseases 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
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- 239000003093 cationic surfactant Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
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- VKPSKYDESGTTFR-UHFFFAOYSA-N 2,2,4,6,6-pentamethylheptane Chemical compound CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 2
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 2
- HNLXNOZHXNSSPN-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCOCCOCCOCCOCCO)C=C1 HNLXNOZHXNSSPN-UHFFFAOYSA-N 0.000 description 2
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- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
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Landscapes
- Cosmetics (AREA)
Abstract
CLEAR CONDITIONING COMPOSITION AND METHOD
TO IMPART IMPROVED PROPERTIES TO THE HAIR
Abstract of the Disclosure A method of imparting improved conditioning properties to hair comprising treating the hair with a clear conditioning composition comprising a quater-nary ammonium compound, such as dicetyldimonium chlor-ide; an amidoamine compound having the general formula:
or
TO IMPART IMPROVED PROPERTIES TO THE HAIR
Abstract of the Disclosure A method of imparting improved conditioning properties to hair comprising treating the hair with a clear conditioning composition comprising a quater-nary ammonium compound, such as dicetyldimonium chlor-ide; an amidoamine compound having the general formula:
or
Description
-~`9 ~ ~ ~ CERTIFICATE OF l/IAILING Br "EXPRESS MAIL"
"E~lE~ III\IL" UAILI~C UIIEL IIUI~ER~
D~TE OF DE~5n May lL~J9~.q I H~ Dr CEII~IFY TUAT THIS ~ EI 0~ IEt IS ~EII10 DE~O~nED II~ITII
T~IE UI~ITED 57ArE5 ~OSTAL ~E~VICE "Elt~ES5 UAII ~0~ DFrlCE TO
ADD~E5~EI" SERI~ICE UrlDE~ 37 cr~ 1 13 OH l)lE DATE II~DI~TED AIK~E
~1~0 15 ADD~65ED TO ~HE I?~ IIOIIEII W ~IT117~ A11D TU~EIIIA~
IIASHIII9~011, D.C 202JI~
James J. NaPoli~
l~F~D qlDUrr~D RA~IC t~ I~Dq ~111 UO ~ l~
l~aA-U~E OF ~1~501~ lUIIû rArl~ o~ r~E) ~LEAR CONDITIONING COMPOSITION AND METHOD
TO IMPA~T IMPXOVED PROPERTIES TO THE HAIR
F}ELD OF THE INVENTION
The present invention relates to a clear hair-treating composition and to a method of treating hair that unexpectedly imparts improved conditioning properties to hair. More particularly, the present invention is directed to a clear hair-treating compo sition comprising from about 0.5~ to about 5% by weight of a quaternary ammonium compound, such as dicetyl-dimonium chloride; from abDut 0.1~ to about 5% by weight of an amidoamine compound having the general structural formula (I) or (II):
Rl-C-NH-R2-N-R4 Rl-C-N~-R2 Y~
(I) (II) wherein Rl i~ a fatty acid chain containing frQm about 11 to about 21 carbon atoms, R2 is an alkylene group containing fram two to about four carbon atsms, R3 is hydroqen, methyl, ethyl or a hydroxyalkylene group containin~ from one to about three carbon atoms, R4 is methyl, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, and Y is a heterocyclic nitrogen-containing moiety, like morpho-line or pyridine; from about 0.5% to about 5~ by weightof a volatile conditioning agent, such as a volatile hydrocarbon compound or a volatile silicone compound, 8~
like cyclomethicone; from about 1% to about 10~ by weight of a solubilizing nonionic surfactant, like lauryl pyrrolidone; and from abo~lt 10% to about 30%
by weight of a polyhydric compound, such as a glycol, triol, or polyol, like hexylene glycol; and wherein the weight ratio of solubilizing nonionic surfactant to volatile conditioning agent in the composition ranges from about 1 to 1 to about 10 to 1. The clear composition of the present invention can be applied to the hair from an aqueous solution or spray, a con-ditioner formulation, a hair color and/or other similar hair treatment products, over a pH range of fro~ about 4 to about 7, to improve both the wet stage and the dry stage properties of the hair.
Most individuals buy and use a hair shampoo for its cleansing properties. In addition to having clean hair, the consumer also desires sufficiently-conditioned hair that hold~ a preset configuration.
However, hair shampoos generally are formulated with highly effective synthetic surfactants, like anionic surfactants, that primarily clean as opposed to con-ditioning the hair. Therefore, shampoos usually neither aid in the detangling of wet hair nor impart any residual conditioning benefits to dry hair, such as manageability or styleability of hair sets.
Consequently, the hair normally is let in a cosmetically-unsatisfactory state after washing with an anionic surfactant-based hair shampoo. Anionic surfactants not only remove the dirt and soil from the hair, but also remove essentially all of the sebum naturally present on the surface of the hair fibers.
Therefore, it was found that the desirable properties of anionic surfactants that effectively clean the hair also ser~e to leave the hair in a cosmetically-unsatisfactory condition. In general, hair shampoo compositions containing anionic surfactants, or non-2~
ionic surfactants or amphoteric surfactants, leave the hair with an undesirable harsh, dull and dry touch, or feel, usually called "creak~, after the hair is shampooed and then rinsed with water.
Furthermore, thoroughly cleansed hair also is extremely difficult to comb, in either the wet or the dry state, because the individual hair fibers tend to snarl, kink, and interlock with each other.
In addition, incompletely dried hair, such as hair dried with a towel, has poor brushing properties, andafter complete drying, the hair does not set well.
Furthermore, the combing or brushing property of the hair remains poor, and the hair has undesirable elec-trostatic properties in a low humidity atmosphere that causes the hair to ~fly away~, thereby further reducing the brushing properties of the hair. The unsatisfactory combing or brushing property of hair immediately after shampooingl or during trimming treat-ments after shampooing, also causes hair damage, such as split ends or hair breakage. In addition, the natural luster and resiliency of the hair is reduced.
Consequently, the overall unsatisfactory condition of the shampooed hair usually necessitates a subseguent post-shampoo treatment of the hair with a special conditioning composition to improve these undesirable physical characteristics. These conditioning composi-tions normally are applied separately frcm the hair shampoo, and usually are rinses or cream-like emulsions or lotions containing a cationic compound.
Therefore, consumer needs traditionally have been met by the application of a shampoo to cleanse the hair, followed by the application of a conditioner composition to improve wet combing. The commonly accepted method has been to shampoo the hair, followed by rinsing the hair, and then separately applying a conditioner composition, followed by a second rinse. As previously discussed, freshly sham-2`~ e9 pooed hair is inclined to knot and tangle, and there-fore is difficult to comb and difficult to manage.
The wet combing problem has been solved by treating shampo~ed hair with a conditioner composition that coats the hair shaft and causes the individual hair shafts in a tress to resist tan~lin~ and matting be-cause of the conditioner residue retained on the shaft.
However, the need for improved compositions that condition the hair~ i.e., renders the hair more manageable, has long been recognized in the art. As previously discussed, it is well-known that anionic surfactants are suitable for hair shampooing, and that cationic compounds, like cationic surfactants and cationic polymers, are useful as hair conditioners.
Therefore, cationic compounds that are substantive to hair usually are used to complete the hair cleansing and hair conditioning cycle.
The ability of cationic compo~nds to adsorb or react with the keratinous material of the hair makes them the most desirable compounds Eor imparting the desired improvement in wet hair detangling and dry hair manageability. However, hair conditioning compositions including cationic compounds that adsorb particularly strongly to the hair also can reduce the elasticity, body and set of the dried hair. There-fore, although conditioning compositions for applica-tion to freshly shampooed hair are well known, new and improved conditioning formulations based on cationic compounds are continually sought. For example, the majority of present-day, commercial hair-conditioner compositions are emulsion-type products that leave too great of a conditioning-compound residue on the hair. Consequently, the present invention is directed to a new, non-emulsified, clear hair-conditioning composition comprising a combination of suitable hair-S conditioning ingredients that is esthetically accept-able to consumers, improves the wet combing and dry 2 ~ 9 combing properties of hair, and also leaves the dry hair with satisfa~tory cosmetic properties and physical properties, including, in particular, dry combing and feel, less hair coating, manageability, body, condition of the ends and set.
Hair conditioning compositions, such as emulsion-type creme rinses, are well known in the art for improving the combing properties of wet hair and dry hair. These condi~ioning compositions typically are aqueous emulsions including a cationic compound, like a ~uaternary ammonium com~ound, as the prinoipal conditioning agent. The prior art describes the quater-nary ammonium compound either as a polymeric material having a plurality of quaternary nitrogen atoms per molecule or as a molecule having at least one long carbon atom chain and an average of one quaternary nitrogen atom per molecule. The prior art also de-scribes hair conditioning compositions as including silicon-containing compounds, substituted amines and amides, nonionic surfactants, long carbon chain alco-hols, and other ingredients to facilitate composition formulation and enhance consumer appeal.
For example, U.S. Patent No. 3,993,744 to Cella et al discloses that cationic compounds~ such as quaternary ammonium compounds, and silicones can be combined with perfluorinated compounds to provide hair treatment compositions. The silicones specifical-ly disclosed by Cella et al are surfactant-like poly-oxyethylene polymethylsiloxanes that are presumed to be water-~oluble or dispersible. According to Cella et al, both the quaternary ammonium compounds and the silicones are utili~ed in relatively small amounts, e.g., about 0.05 weight percent of the composition.
Other prior art patents disclosing the use of silicones having viscosities greater than about 100 centistokes at 25C. to provide lubricity or sheen to various cosmetic preparations, ;nclude U.S. Patent Nos.
2,942,008; 3,594,409; 3,824,303; and 4,014,995.
Matravers, in U.S. Pat~ent No. 4,725,433, discloses a clear conditioning composition comprising an aqueous blend of a polymeric quaternary ammonium salt, ethoxylated lauryl alcohol, ethoxylated choles-terol and hydroxyethylcellulose. However, each of the ingredients included in the Matravers composition is water-soluble or water-dispersible. The volatile 1~ conditioning agent utilized in the present invention, such as a volatile silicone or a volatile hydrocarbon, is water insoluble, and, therefore, is the most diffi cult component of the composition to solubilize. The composition disclosed by Matravers does not include a 1~ water-insoluble, volatile conditioning agent, and there is no suggestion or teaching of the desirability of including a water-insoluble conditioning agent in the composition disclosed in U.S. Patent No. 4,725,433.
British Patent No. 1,598,567 further dis-20 closes the use of a linear or a cyclic, volatile poly-dimethylsiloxanes, i.e., having a boiling point in the range of 99~C to 2~5C, in hair conditioning com-positions. The cc~mposition of British Patent No.
1,598,567 is described as avoiding the formation of an oleophilic hair surface that usually occurs when using a quaternary ammonium hair conditioning agent.
South African Patent Application 666,421 also teaches the use of compositions containing straight chain and volatile cyclic silicone fluids to provide gloss and 30 conditioning effects to hair dressings.
Nachtigal et al, in UOS. Patent No.
4,275,055, disc:loses a pearlescent hair conditioner composition including a quaternized tertiary amido-amine, a quaternary ammonium compound and, optionally, 35 a tertiary amidoamine, i.e., stearamidoethyldiethyl-amine. The composition of Nachtigal et al is directed to achieving a stable pearlescent effect and neither 2i~ $;~ ~
includes a volatile conditioning agent nor is the composition a clear conditioning composition that demonstrates the improved rinsability of the clear hair-treating composition of the present invention.
Bolich et al, in U.S. Patent No. 4,374,825, discloses an aqueous hair conditioning composition comprising a volatile hydrocarbon or volatile silicone, a cationic hair conditioning agent and a nonionic thickening agent. Similarly, Bolich et al in U.S.
Patent No. 4,472,375, discloses a hair conditioning composition comprising a volatile hydrocarbon or a volatile silicone, a nonionic thickening ayent, a quaternary ammonium salt and a salt of a fatty amine.
Neither Bolich et al patent teaches or suggests using a combination of a solubilizing nonionic surfactant with a polyhydric compound to completely solubilize the volatile conditioning agent to provide the unex-pectedly efficacious, clear hair-conditioning composi-tion of the present invention. Bolich, in UOS. Patent No. 4,387,090, also discloses a hair-conditioner composition comprising a volatile hydrocarbon or a volatile silicone conditioning agent and a hydrophobic thickening agent. Other prior art references relating to the use of a volatile conditioning agent in hair-conditioning composi tions include U.S. Patent Nos.3,577,528: 3,932,610; and 3,818,105.
Coopersmith in U.S. Patent No. 3,818,015 discloses that C12 to C14 isoparaffinic hydrocarbons, when combined with naphthenic materials, are useful in a wide range of cosmetic formulations. Such para-ffinic hydrocarbons lubricate the skin to achieve a quick spreading, non-greasy application of the product, with evaporation of the hydrocarbon after application to avoid a greasy buildup.
Japanese TRS 57-50909 discloses a hair con-ditioner composition comprising a volatile silicone and a combination of two water-insoluble quaternary -B-ammonium salts, wherein each quaternary ammonium salt includes two long chain alkyl group~. Japanese TKS
57-50909 does not teach or sugges~t using an amidoamine compound in a composition to impart unexpected hair conditioning properties to hair or the desirability of solubilizing a water-insoluble volatile conditioning agent to provide a clear ;hair-conditioning composi-tion.
Wagman et al in U.S. Patent No. 4,777,037 discloses a hair conditioner composition comprising a polydimethyl cyclosiloxane, a quaternary-nitrogen containing conditioning agent having two long alkyl chains of twelve to eighteen carbons and two short alkyl chains of one or two carbon atoms, a long chain fatty alcohol and a tertiary amidoamine of the general structural formula (III):
o Rs-~-NH~R6~N(R7)2 (III~
wherein R5 is a fatty chain having from about 11 to about 17 carbon atoms, R6 is an alkylene group having 2 or 3 carbon atoms and R7 is either methyl or ethyl.
The compositions of Wagman et al are emulsions as opposed to the clear hair-conditioning compositions of the present invention that demonstrate improved rinsability frvm the hair and that impart exceptional conditioning properties to the hair while coating the hair with less of the quaternary ammonium compound and the volatile conditioning agent.
As will be demonstrated more fully herein-after, and in con~rast to prior art, emulsion-type hair-conditioning compositions, a clear hair-condi-tioner composition of the present invention, comprising a quaternary ammonium compound, a volatile conditioning agent, an amidoamine compound of general structural 35 formula (I) or (II), a solubilizing nonionic surfactant and a polyhydric compound, unexpectedly exhibits im-proved rinsability from the hair and imparts improved conditioning properties upon application to human hair. Therefore, in accordance with the present in-ven~ion, hair conditioning properties are surprisingly and unexpectedly improved by a method of contacting the hair with a clear composition comprising a quater-nary ammonium compound, a volatile conditioning agent, an amidoamine compound of general structural formula (I) or (II), a solubilizing nonionic surfactant and a polyhydric compound. The compositions of the present invention can be applied to the hair from an aqueous vehicle at ambient tempera~ure and are allowed to contact the hair for relatively short times to provide the benefits and advantages of a hair conditioner.
Consequently, the method and composition of the present invention condition the hair to provide more manageable and esthetically-pleasing hair.
SUMMARY OF THE INVENTION
In brief, the present invention relates to a composi~ion and method of treating hair. More par-ticularly~ ~he present invention relates to a methodof treating the hair, whereby the hair is conditioned by contacting the hair with a clear, homogeneous com-position comprising (a) a quaternary ammonium compound;
lb) a volatile conditioning agent, such as a volatile silicone, like a low molecular weight polydimethyl-siloxane compound; (c) an amidoamine compound, wherein the amidoamine compound has the general structural formula (I) or (II):
" ~ lî
30Rl-C-N~-~2-N-R4 Rl-C-NH-R2-Y~
~I) (II) wherein Rl is a fatty acid chain containing from about 11 to about 21 carbon atoms, R2 is an alkylene group containing from two to about four carbon atoms, R3 is hydrogen, methy:L, ethyl or a hydroxyalkylene group containing fro~ one to about three carbon atoms, R~
is methyl, ethyl or a hydroxyalkylene group containing ~2~
from one to about three carbon atoms, and Y is a heterocyclic nitrogen-containing moiety (d) a solu-bilizing nonionic surfactant; and (e) a polyhydric compound, such as a diol, triol or polyol. The easy-S to-apply clear composition imparts excellent wet stage and excellent dry stage conditioning properties to the hair and exhibits improved rinsability from ~he hair. Surprisingly and unexpectedly, hair treated with the clear composition of the present invention also demonstrates improved physical properties and cosmetic properties, such as wet and dry feel, less coating, wet and dry combing, thickness, overall hair condition, manageability and body. In addition, the clear hair-conditioning composition of the present 15 invention imparts improved conditioning properties to treated hair while coating the hair with less of the quaternary ammonium compound and volatile conditioning agent.
Therefore, it is an object of the present 2~ invention to provide a clear hair-treating composition that conditions the hair and imparts improved physical properties and cosmetic properties to the hair.
It is also an object of the present invention to provide a clear hair-~reating composition comprisin~
25 a quaternary ammonium compound; a volatile conditioning agent; an amidoamine compound having general structural formula (I) or (II); a solubilizing nonionic surfac-tant; and a polyhydric compound.
Another object of the present inventîon is 30 to provide a clear hair-treating composition that is capable of conditioning the hair and imparting improved physical and cosmetic properties to the hair over a pH range of about 4 to about 7.
Another object of the present invention is 35 to provide a method of treating hair with a clear hair-treating composition to achieve an improved con-dition of the hair.
Another object of the present invention is to provide a method of treating hair by contacting the hair with a clear composition having a pH of be-tween about 4 and about 7 and comprising a water-soluble quaternary ammonium compound, a volatile poly-dimethylsiloxane compound or a v~latile hydrocarbon compound, an amidoamine of general structural formula (I) or (II), a solubilizing nonionic surfactant and a polyhydric compound; then drying the hair, to condition the hair and to impart improved physical and cosmetic properties to the hair.
Another object of the present invention is to provide a method of treating hair to yield unex-pectedly well-conditioned hair by contacting the hair with a clear composition comprising (a) from about 0.5% to about 5~ by weight of a quaternary ammonium compound; (b~ from about 0.1~ to about 5~ by weight of a volatile polydimethylsiloxane compound or a vola-tile hydrocarbon compound; (c) from about 0.1~ to about 5~ by weight of an amidoamine compound having the general structural formula (I) or ~I~); (d) from about 1% to about 10~ by weight of a solubilizing nonionic surfactant; and (e) from about 10~ to about 30% by weight of a p~lyhydric compound, wherein the weight ratio of solubili~ing nonionic surfactant to volatile conditioning agent ranges from about 1 to 1 to about 10 to 1.
Another object of the present invention is to provide a method of treating hair to yield unex-pectedly well conditioned hair by contacting the hairwith a composition comprising fr~m about 0.5% to about 5% by weight dicetyldimonium chloride; from about 0.1~ to about 5~ by weight of cyclomethicone; and from about 0.1~ to about 5~ by weight of stearamido-propyldimethylamine, an amidoamine compound of generalstructural formula (I) having the structural formula (IV):
'2~
CH3(cH2)l6c-NH-(cH2)3-~-cH3 (IV) fr~m about 1% to about 10% by weight of an N-alkylated pyrrolidone; and from about 10% to ab~ut 30~ of hexy-lene glycol, wherein the weight ratio of N-alkylated pyrrolidone to cyclomethicone is in the range of from about 1 to 1 to about 10 to 1.
Another object of the present invention is to provide a new and improved clear hair conditioning composition capable of conditioning the hair and im-parting improved physical, cosmetic and esthetic pro-perties both to normal hair and to tinted, frosted, bleached or other substantially-damaged hair.
Still another object of the present invention is to provide a method of treating the hair to yield unexpectedly well-conditioned hair having esthetically-pleasing physical properties by contacting the hair with a clear, agueous spray or solution to treat the hair, without heat, in either a rinse-off or leave-on method.
DETAILED DESCRIPTION ~)F THE PREFERR~:D EMBODIMENT
The clear hair-conditioning composition of the present invention comprises a (a) quaternary am-monium compound; Ib) a volatile conditioning agent,like a low molecular weight polydimethylsiloxane com-pound or a low molecular weight hydrocarbon compound;
(c) an amidoamine compound having the general struc-tural formula (I) or ~
Rl-C-NH--R2-N-R4 Rl-C-NH-R2-Y 7 (I) ~II) wherein Rl is a fatty acid chain containing from about 11 to about 21 carbon atoms, R2 is an alkylene group containing from two to about four carbon atoms, R3 is hydrogen, methy:L, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, R4 is methyl, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, and Y is a heterocyclic nitrogen-containing moiety, like morpho-line or pyridine; (d) a solubilizing nonionic surfac-tant, like an N-alkylated pyrrolidone; and (e) a poly-hydric compound. The easy-to-apply, clear composition provides excellent wet comb and excellent dry comb properties to the hair, and the hair demonstrates improved physical and cosmetic properties, such as gloss, thickness, softness, manageability, body and less coating.
The quaternary ammoniu~ compounds useful in the composition of the present invention preferably are water-soluble quaternary ammonium compounds having one or two long chain alkyl groups containing from about 8 to about lB carbon atoms. The long chain alkyl groups also can include, in addition to, or in replacement of t carbon and hydrogen atoms, ether link-ages or similar water-solubilizing linkages. The remaining two to three substituents of the quaternary nitrogen of the quaternary ammonium compound can be hydrogen; or benzyl; or short chain alkyl or hydroxy-alkyl groups, such as methyl, ethyl, hydroxymethyl or hydroxyethyl groups; or combinations thereof, either of the same or of different identity.
Rowever, an oil-soluble, water-dispersible quaternary ammonium compound, either alone or in com-bination with a water~soluble quaternary ammonium compound also can be used in the composition of the present invention. The oil-soluble quaternary ammonium compounds useful in the composition of the present invention are quaternary ammonium compounds having one or two long chain alkyl groups including frQm about 14 to about 22 carbon atoms. The remaining two to three substituents present on the quaternary nitro-gen of the quaternary ammonium compound can be hydro-gen; or benzyl; or short chain alkyl groups, such as methyl, or ethyl; or combinations thereof.
Therefore, the quaternary ammonium compound useful in the present invention is a water-soluble or oil-soluble quaternary ammonium compound, or combina-tions thereof, depicted by the following general struc-tural formula:
r R9 1 ~
Rg-N-Rlo¦ X~, -- Rll _l wherein R8 is an alkyl group including from about 8 to about 22 carbon atoms; Rg is selected from the group consisting of an alkyl group including from about 8 to about 22 carbon atoms, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxyethyl group; Rlo is selected from the group consisting of a benzyl group, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxyethyl group; Rll is selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxy-ethyl group; and X is selected from the group consist-ing of chloride, bromide, methosulfate, ethosulfate, tosylate, acetate, phosphate and nitrate. However, it should be noted that the quaternary nitrogen of the quaternary ammonium compound also can be included in a heterocyclic nitrogen-containing moiety, such as morpholine or pyridine.
As previously discussed, quaternary ammonium compounds are well-known hair conditioners. The quater-nary ammonium salts are substantive to the hair and pro~ide some of the properties desired in well-condi-tioned hair. Consequently, several quaternary ammonium compounds have been found useful as hair conditioning agents, and therefore can be used as the quaternary ammonium compound conditioning component in the compo-sition and method of the present invention. Conse-quently, the following water-soluble quaternary am-monium compounds are exemplary, but not limiting, of water-soluble quaternary ammonium compounds that can be used in the method and composition of the present invention, either alone or in com~ination:
Lauryltrimethylammonium chloride (Laurtrimonium chloride);
Stearyltri(2-hydroxyethyl) ammonium chloride (Quaternium-l~);
Lauryldimethylbenzyl-ammonium chloride (Lauralkonium chloride~;
Oleyldimethylbenzyl-ammonium chloride (Olealkonium chloride);
Dilauryldimethylammonium chloride (Dilauryldimonium chloride);
Cetyldimethylbenzylam-monium chloride (Cetalkonium chloride);
Dicetyldimethylammonium chloride (Dicetyldimonium chloride);
Laurylpyridinium chloride ~Laurylpyridinium chloride);
Cetylpyridinium chloride (Cetylpyridinium chloride);
N-~soya alkyl)-N,N,N-trimethyl ammonium chloride (Soyatrimonium chloride);
Polydiallyldimethyl-ammonium chloride (Polyquaternium-6);
Diallyldimethyl ammonium salt copolymerized with acrylamide (Polyquaternium-7);
Guarhydroxypropyltri-monium chloricle (Guarhydroxypropyltrimonium chloride~;
8 ~ ~
Copolymer of N-vinyl~
pyrrolidone and N,N-dimethylaminoethyl-methacrylate, quater-nized with dimethyl-sulfate (Polyquaternium-113;
Copolymer of acrylamide and N,N-dimethylamino-ethyl methacrylate, quaterniæed with di-methyl sulfate (Polyquaternium-5);
Cationic hydroxyethyl-cellulosics (Polyquaternium-10);
Cationic hydroxyethyl-cellulosics (Polyquaternium-24);
Cetyltrimethylammonium chloride ~Cetrimonium chloride);
Decyldimethyloctyl-ammonium chloride (Quaternium-24);
Myristyltrimethyl-ammonium chloride (Mytrimonium chloride);
Polyoxyethylene(2)- -cocomonium chloride (PEG-2 Cocomonium chloride);
Methylbis(2-hydroxy-ethyl)cocoammonium chloride (PEG-2 Cocoyl Quaternium~4);
Methylpolyoxyethylene-(15)cocoammonium chloride (PEG-15 Cocoyl Quaternium-4~;
Methylbis(2-hydroxy-ethyl)octadecyl ammonium chloride (PEG-2 Stearyl Quaternium-4);
Methylpolyoxyethylene-(15)octadecylammonium chloride (PEG-15 Stearyl Quaternium-4);
Methylbis(2-hydroxyethyl)-oleylammonium chloride (PEG-2 Oleyl Quaternium-4);
Methylpolyoxyethylene-(15)oleylammonium chloride tPEG-15 Oleyl quaternium-4);
wherein the name in parenthesis is the compound name given by the Cosmetic, Toiletry and Fragrance Ascocia-tion, Inc. in the CTFA Cosmetic Ingredient Dictionary, 3rd ed., 1982, hereinafter referred to as the CTFA
DictionarY
.
Similarly, the following list of oil-soluble quaternary ammonium compounds is exemplary, but not limiting, of oil-soluble, water-dispersible quaternary ammonium compounds that can be used in the method and composition of the present invention, either alone, in combination, or in combination with the water-soluble quaternary ammonium compounds:
Cetyldimethylethyl-ammonium bromide (Cetethyldimonium bromide);
Cetyltrimethylammonium p-toluenesulfonate (Cetrimonium tosylate);
Stearyldimethylbenzyl-ammonium chloride (Stearalkonium chloride);
Distearyldimethyl-ammonium chloride (Distearyldimonium chloride);
Dimethyldi(hydrogenated tallow)ammonium chloride ~Quaternium-18);
Cetyltrimethylammonium bromide (Cetrimonium bromide);
Cetylethylmorpholinium ethosulfate lCetethylmorpholinium ethosulfate);
Behenyldimethylbenzyl-ammonium chloride (Behenalkonium chloride);
Behenyltrimethylammonium chloride (Behentrimonium chloride);
Myristyltrimethyl-ammonium bromide (Mytrimonium bromide);
wherein the name in parenthesis is the compound name given in the CTFA Dictionary.
It should be noted that: a long alkyl chain of the quaternary ammonium compound does not have to be solely, or primarily, of one chain length~ i.e., the long chain need not be only lauryl (C12), myristyl (C14), stearyl (Cl8) or behenyl (C22). Rather, a quaternary ammonium compound wherein the long alkyl chain is a mixture of lengths can be used~ Such guater-nary ammonium conditioning agents are prepared con-veniently from naturally-occurring materials, such as tallow, coconut oil, soya oil and the like, or from synthetically produced mix~ures. Examples of water-soluble quaternary ammonium compounds having mixed carbon chain lengths include N-(soyaalkyl)-N,N,N-trimethyl ammonium chloride (soyatrimonium chloride);
polyoxyethylene(2)cocomonium chloride (PEG-2 cocomonium chloride); and dimethyldi~hydrogenated tallow) ammonium chloride (Quaternium l~).
The quaternary ammonium compound is included in the clear hair-conditioner composition of the pre-sent invention in an amount of from about 0.5% to about 5% by weight of the compositionO Preferably, the quaternary ammonium compound is present in an amount ranging from about 1% to about 4~ by weight of the composition, and to achieve the full advantage of the present invention, the quaternary ammonium compound is present in an amount ranging from about l~ to about 2.5~ by weight of the composition. It has been found that an amount of quaternary ammonium compound of at least about 0.5~ by weight is necessary to provide a clear hair conditioning composition of the present invention that imparts an unexpectedly high degree of hair conditioning to treated hair.
The composition of the present invention also includes from about 0.5~ to about 5~, and prefer-ably from about l~ to about 4~, by weight of a volatile 3 ~ ~
conditioning agent. In general, the volatile condi-tioning agent is added to the clear composition of the present invention in an amount sufficient to pro-vide improved combing and improved feel of the treated hair. The volatile conditioning can be either a vola-tile, low molecular weight silicone or a volatile, low molecular weight hydrocarbon. The volatile low molecular weight silicone normally is a low molecular weight polydimethylsiloxane compound, however a low 10 molecular weight polydimethylsiloxane including some phenyl substituents also is useful in the compositions of the present invention. Furthermore, the low mole-cular weight polydimethylsiloxane compound can be a linear or a cyclic polydimethylsiloxane compound, and can include phenyl substituents, as long as the poly-dimethylsiloxane compound provides sufficient lubrica-tion and imparts hair conditioning properties to wet hair, and has sufficient volatility to slowly vola-tilize from the hair such that a residual buildup of silicone compound is not present on dry hair.
~ n example of a linear, low molecular weight, volatile polydimethylsiloxane compound useful in the composition and method of the present invention is the compound named in the CTFA Dictionary as hexamethyl-disiloxane, available commercially under the tradenameDOW CORNING 200 FLUID, from Dow Corning Corp., Midland, Michigan. Hexamethyldisiloxane has a viscosity of 0.65 cs (centistokes), is highly volatile, i5 non-greasy, provides lubrication, and improves the overall combing proE~rties of the hair. Other linear polydi-methylsiloxane~, such as decamethyltetrasiloxane, having a boiling point of about 195C and a viscosity of 1.5 centistokes7 octamethyltrisiloxane; and dodeca-methylpentasiloxane, also have sufficient volatility to be useful in the composition of the present inven-tion, and are preferred over hexamethyldisiloxane due to a lower volatility than hexamethyldisiloxane. In 2 ~
general, it has been found that linear, low molecular weight, volatile polydimethylsiloxane compounds having a viscosity at 25C in the range of from about 0.5 cs to about 5 cs, and a boiling pOillt at atmospheric pressure ranging from about 100C to about 250~CI are suitable for use in the clear hai.r-treating composition of the present invention.
In addition, the cyclic, low molecular weight, volatile polydimethylsiloxanes, named in the CTFA Dictionary as cyclomethicones, are useful in the clear composition and method of the present invention.
The cyclomethicones useful in the present invention are low molecular weight, wa~er-insoluble cyclic com-pounds having an average of about 3 to about 6 -[O-Si(CH3)2]- repeating group units per molecule and boil at atmospheric pressure in a range of from about 150~C to about 250C. The polydimethyl cyclosiloxanes having an average of about 4 to about 5 repeating units per molecule, i.e., the tetramer and pentamer, are preferred. To achieve the full advantage of the present invention, polydimethyl cyclosiloxanes having boiling points at atmospheric pressure in the range of 170C to 220C, and viscosities at 25C of from about 2 to about 6 centistokes are included in the composition. Suitable cyclomethicones are available commercially under the tradenames SILICONE SF-1173 (octamethylcyclotetrasiloxane) and SILICONE SF-1202 (decamethylcyclopentasiloxane) from General Electric, Waterford, New York, and SILICONE 334 FLUID and SILT-CONE 345 FLUID from Dow Corning Corporation, Midland,Michigan, the tetramer being listed first in each instance.
The volatile conditioning agent included in the composition of the present invention also can be a volatile hydrocarbon, such as a hydrocarbon including from about 10 carbon atoms to about 26 carbon atoms, that have sufficient volatility to slowly volatilize 2 ~
from the hair such that a residual buildup of hydrocar-bon is not present on dry hair. The volatile hydrocar-bon provides essentially the same benefits as the volatile silicone, such as lubrication and wet hair conditioning.
The preferred volatile hydrocarbon compound is an aliphatic hydrocarbon including from about 12 to about 24 carbon atoms, and has a boiling point in the range of from about 100C to about 300~C.
Exemplary volatile hydrocarbons are depicted in general structural formula (V), wherein n ranges from 2 to 5, H3c-(-c-cH2-)ncH-cH3 (V) Examples of volatile hydrocarbons useful in the clear hair-conditioning composition of the present invention are the commercially-available compounds PERMETHYL
99A and PERMETHYL lOlA, corresponding to compounds of general structure (V) wherein n is 2 and 3, respec-tively, from Permethyl Corporation, Frazer, PA. Avolatile hydrocarbon compound is useful in the clear hair-conditioning composition of the present inven~ion either alone, in combination with another volatile hydrocarbon, or in combination with a volatile sili-cone~
The above-described linear and cyclic vola-tile silicones, and volatile hydrocarbon compounds, have been used in hair treating compositions and in various other cosmetic compositions, such as anti-perspirants, deodorants, hair sprays, hair coloringproducts, hair grooming products, powder and color products and stick products because their low viscosi~y and low surface tension provide a light, silky feel on hair and skin. However, it is both new and unex- ~
pected for a volatile polydimethylsiloxane, or a vola-tile hydrocarbon compound, as described above, to be combined with a quaternary ammonium compound, an amido-amine compound of general structural formula (I) ortII), a solubilizing nonionic surfactant and a poly-hydric compound to provide a clear, hair-conditioning composition that imparts such improved wet stage pro-perties, dry stage properties, rinsing properties,and overall conditioning benefits to treated hair, like a reduction of split ends, improved body and improved manageability. Previous to the method and composition of the present invention, aqueous hair conditioners including a volatile silicone or a vola-tile hydrocarbon compound were emulsion-type products because of the inherent water-insolubility of the silicone and hydrocarbon compounds. Surprisingly and unexpectedly, the composition of the present invention is a stable and clear solution, or dispersion, of the volatile silicone and/or volatile hydrocarbon compound in an aqueous vehicle.
In addition to the quaternary ammonium com-pound and the volatile conditioning agent, the compo-sition of the present invention also includes fromabout 0.1~ to about 5%, and preferably from about 0.1% to about 2%, by weight of an amidoamine compound.
In accordance with an important feature of the present invention, an amidoamine compound having the general structural formula (I) or (II):
Rl-c-NH-R2-N-R4 Rl--C-NH--R2-Y ~
(I) (II) wherein Rl is a fatty acid chain containing from about 11 to about ~1 carbon atoms, R2 is an alkylene group containing from two to about four carbon atoms, R3 is hydrogen, methyl, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, R4 is methyl, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, and Y is a heterocyclic nitrogen-containing moiety, like morpho-line, is included, and solubilized, in a clear compo-2 ~ 3 ~ 9 sition of the present invention to impart improvedphysical and cosmetic properties to hair.
An example of an amidoamine compound having the general structural formula (I) that is useful in the composition and method of the present invention is the compound named in the CTF~ Dictionary as stear-amidopropyldimethylamine, available commercially under the tradename LEXAMINE S-13 from Inolex Chemical Div., Philadelphia, PA, and having the structural formula ~VI):
CH3(cH2)l6c-NH-(cH2)3-N CH3 (VI) Other suitable amidoamine compounds include, but are not limited to, compounds designated in the CTFA Dic-tionary as stearamidoethyldiethanolamine, isostear-amidopropylmorpholine, stearamidopropylmorpholine and stearamidoethylethanolamine, having structural formulas ~VII), (VIII), (IX) and (X), respectively. In addi-tion, suitable CH3~cH2)l6c-NH-(cH2)2-N-cH2cH2oH
(VII) O
C17H3sC-NH-(c82)3-N
(VIII) ~
O ~_~
CH3~CH2)16C-NH-(cH2)3-N
(IX) H
CH3(cH2)l6c-NH-(cH2)2-N-cH2cH2oH
(X) amidoamine compounds include compounds having either one or two hydroxymethyl, hydroxypropyl, methyl or ethyl moieties, or combinations thereof, present on an amino nitrogen in place of the hydroxyethyl 2~ Q~ '~';O;~
moieties. Examples of such amidoamine compounds in-clude, but are not limited to, dimethylaminopropyl stearamide, diethylaminoethyl stlearamide, and dimethyl-aminopropyl myristamide.
The fatty acid chain Rl of compounds of general ~tructural formulas (I) and (II) does not have to be solely, or primarily, of one chain length, i.e., the long chain need not be derived only from lauryl (C12), myristyl lcl4), cetyl (C16), or stearyl (Clg). Rather, amidoamine compounds of general struc-tural formulas (I) and (II) wherein the long alkyl chain is a mixture of length~ can be used. Such amido-amine compounds are prepared conveniently from natural-ly-occurring materials, such as tallow, coconut oil, soya oil and the like, or from synthetically produced mixtures.
In accordance with an important feature of the present invention, after adjustment of the composi-tion pH with a suitable acid, the above-described amidoamine compounds of general structural formulas ~I) and (II) exhibit the properties of a cationic surfactant. In the free amine state, as depicted in structural formulas (VI) through (X)~ the amidoamine compounds generally are insoluble in water. However, after pH adjustment, the amidoamine compounds exhibit increased water solubility. Consequently, in the neutralized state, the amidoamine compound behaves like a cationic surfactant, and therefore is substan-tive to the hair and imparts conditioning properties to the hair.
The acid used to adjust the p~ of the compo-sition can be essentially any organic acid or mineral acid. Such acids include, b~t are not limited to, hydrochloric acid, sulfuric acid, nitric acid, phos-phoric acid, lactic acid, citric acid, tartaric acid,acetic acid, gLuconic acid, glycolic acid and propionic acid, or combinations thereof. To achieve the full advantage of the present invention, the composition pH is adjusted with an organic acid, like lactic acid.
In general, a sufficient amount of acid is added to adjust the final pH of the hair-treating composition to within a range of from about 4 to about 7, and more preferably to within a pH range of from about 5.5 to about 6.5.
In addition to the quaternary ammonium com-pound, the volatile conditioning agent and the amido-amine, the clear hair-conditioning composition of the present invention also includes a solubilizing nonionic surfactant. The solubilizing nonionic surfactant is present in the composition in an amount ranging from about 1% to about 10% by weight of the composition.
lS The solubilizing nonionic surfactant is included in the composition to sufficiently solubilize the volatile conditioning compound, and to assist in solubilizing the amidoamine compound, such that the resulting con-ditioning composition is clear and homogeneous. In accordance with an important feature of the present invention, the solubilizing nonionic surfactant and volatile conditioning agent are present in the compo-sition in a weight ratio of from at least about 1 to 1 and up to about 10 to 1. If the weight ratio of solubilizing nonionic surfactant to volatile condition-ing agent is less than about 1 to 1 t the volatile conditioning agent is not sufficiently solubilized to provide a clear hair-conditioning composition.
Furthermore, if the weight ratio is greater than about 10 to 1, no further solubilizing benefits are realized and the solubilizing nonionic surfactant is present in excess and merely rinsed away from the hair without achieving any further solubilizing benefits or impart-ing any conditioning benefits. To achieve the full advantage of the present invention, a weight ratio of solubilizing nonionic surfactant to volatile condition agent in the range of from about 2 to 1 to about 4 to .
1 provides a clear composition that imparts superior conditioning properties to the hair, without using an appreciable e~cess amount of solubilizing nonionic surfactant that eventually is wasted.
Suitable solubilizing nonionic surfactants include any nonionic sur~actant t:hat effectively solu-bilizes a volatile silicone conditioning compound or a volatile hydrocarbon conditioning compound that yields a clear, aqueous-based conditioner composition and that does not adversely affect either the quater-nary ammonium compound, the amidoamine compound, or the volatile conditioning agent in regards to condi-tioning treated hair. Particular solubilizing nonionic surfactants found to be useful in the method and com-position of the present invention include the N-alkylat-ed-2-pyrrolidones of general structural formula XI, wherein R12 is an alkyl moiety, straight chain or branched chain, including from about 8 to about 16 carbon atoms:
~0 Rl2 (XI) Specific N-alkylated-2-pyrrolidones found useful in the composition of the present invention include decyl pyrrolidone (N-decyl-2-pyrrolidone) and lauryl pyrrolidone ~N-dodecyl-2-pyrrolidone), available com-mercially under the tradenames SURFADONE LP-100 and SUFRADONE LP-300, respectively, from GAF Corporation, Wayne, NJ. Both SURFADONE LP-100 and SVRFADONE LP-300 sufficiently solubilized the volatile conditioning agent to providle a clear conditioning composition that effectively imparted hair conditioning properties to treated hair.
The clear hair conditioning composition of the present invention also includes from about 10~ to about 30% by weight of a polyhydric compound. Prefer-ably, the clear hair-conditioning composition includes from about 15~ to about 25% by weight of the polyhydric compound, and, to achieve the full advantage of the present invention, the composition includes from about 18~ to about 22% by weight of the polyhydric compound.
The polyhydric compound serves to couple the quaternary 1~ ammoniurn comp~und, the amidoamine compound, the vola-tile conditioning agent and the solubilizing nonionic surfactant to provide a clear, non-turbid, aqueous-based hair-conditioning composition. The polyhydric compound can be a glycol, a triol or a polyol. Speci-fic examples include, but are not limited to, ethyleneglycol, propylene glycol, butylene glycol, hexylene glycol, diethylene glycol, triethylene glycol, dipro-pylene glycol, tripropylene glycol, glycerol, or a polyethylene or polypropylene glycol having an average 2~ molecular weight up to approximately 500. It has been found that if the polyhydric compound is present in an amount of greater than about 30% by weight of the composition that the clarity of the composition is reduced. Furthermore, if the polyhydric compound is present in the composition in an amount below about 10~ by weight, then the conditioner composition is not clear, unless an alcohol or other suitable organic cosolvent is included in the composition.
In addi tion to the five above-described essential ingredients, other common cosmetic components and additives that can be incorporated with the essen-tial ingredients of the present invention, as long as the basic pro~rties of the hair-treating composition, such as clarity of the composition and an ability to impart hair conditioning properties to hair, are not adversely affected. Such optional ingredients include, but are not limited to, fragrances, dyes, hair color-ants, dandruff control agents, hydrotropes, foam sta-bilizersf preservatives, water s~ftening agents, acids, bases, buffers and the likeO These optional components and additives usually will be present in weight per-centages of less than about 2% each, and from about 5% to about 10~ by weight of the composition in total.
The vehicle of the hair-treating composition is predominantly water, but organic solvents also can be included in order to facilitate manufacturing of the composition or to provide esthetic properties to the composition, such as viscosity control. Suitable solvents include the lower alcohols like ethyl alcohol and isopropyl alcohol; glycol ethers, like 2-butoxy-ethanol, ethylene glycol monoethyl ether, propylene glycol and diethylene glycol monoethyl ether or mono-methyl ether; and mixtures thereof. These non-aqueous solvents can be present in the clear hair-conditioning composition of the present invention in an amount from about 1 to abou~ 50% by weight and in particular from about 5 to about 25% by weight, relative to the total weight of the carrier vehicle in the composition.
The clear hair-conditioning compositions of the present invention also can be thickened, for example, with sodium alginate; guar gum; xanthan gum;
gum arabic: cellulose derivatives such as methylcellu-lose, hydroxyethylcellulose, hydroxypropylmethylcellu-lose and carboxymethylcellulose; and various polymeric thickeners, such as polyacrylic acid derivatives.
These thickeners are present in an amount ranging from about 0.1% to about 3~, and preferably from about 0.25% to about 1%, by weight relative to the total weight of the composition.
The clear hair-conditioning compositions also can include inorganic salts, humectants and simi- -lar materials to provide esthetic properties and desir-able physical properties to the composition. General-ly, such optional ingredients are present in weight 2 ~
--2g--percen~ages ranging from about 0.1% to about lO~ each, and from about 0.1% to about 20% in total, relative to the total weight of the composition.
The compositions of the present invention are clear, relatively viscous compositions that are stable to phase separation at a temperature of about 25C for an indefinite period of time. For example, the clear compositions of the present invention have demonstrated sufficient stability to phase separation at temperatures normally found in commercial product storage and shipping to remain unaffected for periods of one year or more~ Furthermore, upon a judicious selection of a liquid vehicle, it also is envisioned that a composition of the present invention can resist phase separation for even substantially longer storage periods. It also has been found that a clear, viscous composition has enhanced customer appeal compared to the present-day, emulsion-type conditioner composi-tions.
In accordance with the method of the present invention, several hair-treating compositions were prepared, then applied to human hair, to demonstrate the improved hair conditioning proper~ies imparted by the clear compositions of the present invention com-prising a quaternary ammonium compound; a volatile conditioning agent; an ~midoamine compound of general structural formula (I) or (II~; a solubilizing nonionic surfactant; and a polyhydric compound. I~ has been demonstrated that, to provide a clear composition and 3~ to maximize hair conditioning properties, the hair-treating composition of the present invention must include both a volatile conditioning agent, such as a volatile silicone, and a solubilizing nonionic surfac-tant. The volatile conditioning agent is pre-solu-bilized in the solubilizing nonionic surfactant, thenthis mixture i!; combined with the other composition ingredients to provide a clear conditioning composi-tion. Surprisingly, the resulting clear hair-condi-tioning composition is more easily rinsed from the hair, and imparts excellent conditioning properties to the hair utilizing a lower amount of the condition-ing agents. Consequently, the amount of conditionerscoating the hair is decreased and residual conditioner buildup on the hair is reduced. Furthermore, as will be demonstrated hereinafter, laboratory and salon testing has shown that optimum conditioning properties are imparted to the hair when quaternary ammonium compound, an amidoamine compound and a solubilized volatile conditioning agent are present in the clear, conditioning composition in sufficient quantity.
For example, it has been found that at least about 0.5%, and preferably at least 1%, by weight of a quaternary ammonium compound should be present in the clear hair-conditioning compositions of the present invention. As will be discussed more fully herein-after, it also has been found that an amount of quater-nary ammonium compound in the composition above about0.53 by weight further improves performance of the hair~conditioning composition up to a level of about 5~ by weight of the quaternary ammonium compound. It further has been found that a level of quaternary ammonium compound in the composition above about 5%
by weight, such as up to abou~ 15~ by weight, does not adversely affect composition performance, but may affect the clarity of the composltion and also does not appreciably improve the performance of the hair-conditioning composition. Therefore, any amounts of guaternary ammonium compound in the composition above about 5~ by weight are apparently wasted because the excess quaternary ammonium compound is rinsed from the hair during the rinsing step of the hair treatment.
To demonstrate the new and unexpected results achieved by treatin~ hair with a clear conditioning composition comprising a quaternary ammonium compound;
2 ~ 9 an amidoamine of general structural formula (I) or (II): a volatile, conditioning silicone or hydrocarbon;
a solubilizing nonionic surfactant; and a polyhydric compound, the following compositions (Examples l through 12 in TABLE I) first werle prepared. The method of manufacture of Examples l through 12 is essentially identical to the method of manufacturiny the remaining Examples 13 through 30 and is described more fully hereinafter. Particular compositions of Examples 1 through 12 then were tested for their ability to con-dition hair. The parti~ular quaternary ammonium com-pound used in Examples l through 12 was dicetyldimonium chloride, available under the tradename ADO Æ N 432ET, from Sherex Chemical Co., Dublin, O. and including 70% by weight of dicetyldimonium chloride; the amido-amine compound used was stearamidopropyldimethylamine, available under the tradename LEXAMIN~ S-13, from Inolex Corp., Philadelphia, PA. and including 100~ by weight of stearamidopropyldimethylamine the volatile, low molecular weight polydimethylsiloxane compound used was cyclomethicone, available under the tradename SILICONE SF1173 from G.E. Silicones, Waterford, NY on a 100~ by weight active ingredient basis. It should be understood that the following Examples 1 through 30 may not include particular essential ingredients of the clear hair-treating compositions of the present invention. Examples l through 24 were prepared and tested to help determine the limits of essential in-gredient~ that can be present in the clear hair-treat-ing compositions of the present invention, and theeffects of omitting an essential ingredient from the hair-treating composition.
2 ~
TA~LE I
INGREDIE NT
(% by wei~ht) EXol EX.2 EX.3 EX.4 EX.5 EX.6 EX.7 EX.8 EX.9 .
Soft Water 5.00 5.00 -- -- 5.00 ADOGEN 432ET 2.00 2.00 -- 2.00 2.00 2.00 2.00 2.00 2.00 (70% by wt. active) SILI CONE
SF1173 1.00 1.00 1.00 1.00 1.00 1.00 2.00 2.00 2.00 (100% by wt. active) SURFADONE
LP300 2.00 2.00 2.00 2.00 2.00 2.00 6.00 6.00 6.00 (100~ by wt. active) LEXAMINE S-13 -- 0.80 0.80 0.80 0.80 0.80 0.80 0.80 0.80 (100% by wt. active) Lactic Acid -- 0 . 30 0. 30 0. 30 0. 30 0. 30 0. 30 0. 30 0. 30 (85~ by wt. active) Hexylene Glycol -- --10.00 10.00 -- 5.00 5.00 10.00 15.00 Octoxynol-91)1.20 1.20 1.20 1.20 1.20 1.20 1.20 1.20 1.20 Fragrance 0.40 0.40 0.50 0.40 0.40 0.40 0.40 0.40 0~40 Soft Water87.50 86.40 83.30 81.40 77.40 77.40 72.40 67.40 62.40 Thickener2)0.75 0.75 0.75 0.75 0.75 0.75 0.75 0.75 0.75 Preserva-tive3)0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Ethanol9.00 9.00 9.00 9.00 9.00 Composition Emul- Emul- Slgty Hazy Hazy Clear Cldy Slgty Slgty Appearance: sion sion Turbid TurbidTurbd 2 ~
TABLE I (cont.) INGREDIENT
(~ by weight) EX.10 EX~ll EX.12 EX.13 EX.14 EX.15 EX.l~ EX.17 EX.18 Soft Water ADO OE N 432ET 2.00 2.00 2.00 -- -- -- -- -- --(70% by wt. active) SILICONE
SF1173 2.00 2.00 2.00 1.004)1.004)1.004)1.004)1.004)1-004) (100% by wt. active) SURFADONE
LP300 6.00 6.00 6.00 5.00 5.00 4.00 3.00 3.00 4.00 ~100% by wt. active) LEXAMINE S-13 0.80 0.80 0.80 1.08 1.30 1.~4 1.44 2.16 --(100% by wt. active) Lactic Acid 0.30 0.30 0.30 0.41 0.49 0.54 0.54 0.81 --(85% by wt. active) Hexylene Glycol30.00 22.00 18.00 13.52 16.22 18.02 18.02 27.03 20.00 Octoxynol-91) 1.20 1.20 1.20 -- -- -- -- -- --Fragrance0.40 0.40 0.40 -- -- -- -- -- --Soft Water47.40 55.40 59.49 78.99 75.99 74.82 75.82 66.00 75.00 Thickener2) 0.75 0.75 0.75 -- -- -- -- -~ ~~
Preserva-tive3)0.15 0.15 0.15 -- -- -- -- -- --Ethanol9.00 9.00 9.00 -- -- -- -- -- --Composition Clear Clear Clear Clear Clear Clear Slgty Cldy Cldy Appearance: TurbidSep- Sep-arates arates 2 {~
TABLE I (cont.) -INGREDIENT
(% by weight) EX.19 EX.20 EX.21 EX 22 EX.23 EX.24 Soft Water (70% by wt. active) SILICONE
SF1173 1.004)1.004)1.004)1.005)1.005)1. oo6) (100% by wt. active) SURFADONE
LP300 10.00 4.00 10.00 5.00 4.00 5.00 (100~ by wt. active) LEXAMINE S-13 -~ 1.44 1.44 1.44 (100~ by wt. active) Lactic Acid ~ - 0.54 0.54 0.54 (85% by wt. active) Hexylene20.00 -- --18.02 18.02 18.02 Glycol Octoxynol-gl) __ __ __ __ __ __ Eragrance -- -- -- -- -- --Soft Water 69.00 75.00 69.00 74.00 75.00 74.00 Thickener2) -- -- -- -- -- --Preserva-tive3) -- --Ethanol -- 20.00 20.00 -- -- --Composition Cldy Phase Cldy Clear Clear Cldy Appearance: Sep- Sep- Sep-ar- ar- ar-ates ation ates 1) TRITON X-100, Rohm and Haas Co., Philadelphia, PA.
2) NATROSOL 250HNR, Hercules, Inc., Wilmington, DE.
(hydroxyethylcellulose) 3) 0.05% KATHON CG, Rohm and Haas Co., Philadelphia, PA. and 0.10~ GLYDANT, Lonza, Inc., Fairlawn, NJ.
2 0 ~
"E~lE~ III\IL" UAILI~C UIIEL IIUI~ER~
D~TE OF DE~5n May lL~J9~.q I H~ Dr CEII~IFY TUAT THIS ~ EI 0~ IEt IS ~EII10 DE~O~nED II~ITII
T~IE UI~ITED 57ArE5 ~OSTAL ~E~VICE "Elt~ES5 UAII ~0~ DFrlCE TO
ADD~E5~EI" SERI~ICE UrlDE~ 37 cr~ 1 13 OH l)lE DATE II~DI~TED AIK~E
~1~0 15 ADD~65ED TO ~HE I?~ IIOIIEII W ~IT117~ A11D TU~EIIIA~
IIASHIII9~011, D.C 202JI~
James J. NaPoli~
l~F~D qlDUrr~D RA~IC t~ I~Dq ~111 UO ~ l~
l~aA-U~E OF ~1~501~ lUIIû rArl~ o~ r~E) ~LEAR CONDITIONING COMPOSITION AND METHOD
TO IMPA~T IMPXOVED PROPERTIES TO THE HAIR
F}ELD OF THE INVENTION
The present invention relates to a clear hair-treating composition and to a method of treating hair that unexpectedly imparts improved conditioning properties to hair. More particularly, the present invention is directed to a clear hair-treating compo sition comprising from about 0.5~ to about 5% by weight of a quaternary ammonium compound, such as dicetyl-dimonium chloride; from abDut 0.1~ to about 5% by weight of an amidoamine compound having the general structural formula (I) or (II):
Rl-C-NH-R2-N-R4 Rl-C-N~-R2 Y~
(I) (II) wherein Rl i~ a fatty acid chain containing frQm about 11 to about 21 carbon atoms, R2 is an alkylene group containing fram two to about four carbon atsms, R3 is hydroqen, methyl, ethyl or a hydroxyalkylene group containin~ from one to about three carbon atoms, R4 is methyl, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, and Y is a heterocyclic nitrogen-containing moiety, like morpho-line or pyridine; from about 0.5% to about 5~ by weightof a volatile conditioning agent, such as a volatile hydrocarbon compound or a volatile silicone compound, 8~
like cyclomethicone; from about 1% to about 10~ by weight of a solubilizing nonionic surfactant, like lauryl pyrrolidone; and from abo~lt 10% to about 30%
by weight of a polyhydric compound, such as a glycol, triol, or polyol, like hexylene glycol; and wherein the weight ratio of solubilizing nonionic surfactant to volatile conditioning agent in the composition ranges from about 1 to 1 to about 10 to 1. The clear composition of the present invention can be applied to the hair from an aqueous solution or spray, a con-ditioner formulation, a hair color and/or other similar hair treatment products, over a pH range of fro~ about 4 to about 7, to improve both the wet stage and the dry stage properties of the hair.
Most individuals buy and use a hair shampoo for its cleansing properties. In addition to having clean hair, the consumer also desires sufficiently-conditioned hair that hold~ a preset configuration.
However, hair shampoos generally are formulated with highly effective synthetic surfactants, like anionic surfactants, that primarily clean as opposed to con-ditioning the hair. Therefore, shampoos usually neither aid in the detangling of wet hair nor impart any residual conditioning benefits to dry hair, such as manageability or styleability of hair sets.
Consequently, the hair normally is let in a cosmetically-unsatisfactory state after washing with an anionic surfactant-based hair shampoo. Anionic surfactants not only remove the dirt and soil from the hair, but also remove essentially all of the sebum naturally present on the surface of the hair fibers.
Therefore, it was found that the desirable properties of anionic surfactants that effectively clean the hair also ser~e to leave the hair in a cosmetically-unsatisfactory condition. In general, hair shampoo compositions containing anionic surfactants, or non-2~
ionic surfactants or amphoteric surfactants, leave the hair with an undesirable harsh, dull and dry touch, or feel, usually called "creak~, after the hair is shampooed and then rinsed with water.
Furthermore, thoroughly cleansed hair also is extremely difficult to comb, in either the wet or the dry state, because the individual hair fibers tend to snarl, kink, and interlock with each other.
In addition, incompletely dried hair, such as hair dried with a towel, has poor brushing properties, andafter complete drying, the hair does not set well.
Furthermore, the combing or brushing property of the hair remains poor, and the hair has undesirable elec-trostatic properties in a low humidity atmosphere that causes the hair to ~fly away~, thereby further reducing the brushing properties of the hair. The unsatisfactory combing or brushing property of hair immediately after shampooingl or during trimming treat-ments after shampooing, also causes hair damage, such as split ends or hair breakage. In addition, the natural luster and resiliency of the hair is reduced.
Consequently, the overall unsatisfactory condition of the shampooed hair usually necessitates a subseguent post-shampoo treatment of the hair with a special conditioning composition to improve these undesirable physical characteristics. These conditioning composi-tions normally are applied separately frcm the hair shampoo, and usually are rinses or cream-like emulsions or lotions containing a cationic compound.
Therefore, consumer needs traditionally have been met by the application of a shampoo to cleanse the hair, followed by the application of a conditioner composition to improve wet combing. The commonly accepted method has been to shampoo the hair, followed by rinsing the hair, and then separately applying a conditioner composition, followed by a second rinse. As previously discussed, freshly sham-2`~ e9 pooed hair is inclined to knot and tangle, and there-fore is difficult to comb and difficult to manage.
The wet combing problem has been solved by treating shampo~ed hair with a conditioner composition that coats the hair shaft and causes the individual hair shafts in a tress to resist tan~lin~ and matting be-cause of the conditioner residue retained on the shaft.
However, the need for improved compositions that condition the hair~ i.e., renders the hair more manageable, has long been recognized in the art. As previously discussed, it is well-known that anionic surfactants are suitable for hair shampooing, and that cationic compounds, like cationic surfactants and cationic polymers, are useful as hair conditioners.
Therefore, cationic compounds that are substantive to hair usually are used to complete the hair cleansing and hair conditioning cycle.
The ability of cationic compo~nds to adsorb or react with the keratinous material of the hair makes them the most desirable compounds Eor imparting the desired improvement in wet hair detangling and dry hair manageability. However, hair conditioning compositions including cationic compounds that adsorb particularly strongly to the hair also can reduce the elasticity, body and set of the dried hair. There-fore, although conditioning compositions for applica-tion to freshly shampooed hair are well known, new and improved conditioning formulations based on cationic compounds are continually sought. For example, the majority of present-day, commercial hair-conditioner compositions are emulsion-type products that leave too great of a conditioning-compound residue on the hair. Consequently, the present invention is directed to a new, non-emulsified, clear hair-conditioning composition comprising a combination of suitable hair-S conditioning ingredients that is esthetically accept-able to consumers, improves the wet combing and dry 2 ~ 9 combing properties of hair, and also leaves the dry hair with satisfa~tory cosmetic properties and physical properties, including, in particular, dry combing and feel, less hair coating, manageability, body, condition of the ends and set.
Hair conditioning compositions, such as emulsion-type creme rinses, are well known in the art for improving the combing properties of wet hair and dry hair. These condi~ioning compositions typically are aqueous emulsions including a cationic compound, like a ~uaternary ammonium com~ound, as the prinoipal conditioning agent. The prior art describes the quater-nary ammonium compound either as a polymeric material having a plurality of quaternary nitrogen atoms per molecule or as a molecule having at least one long carbon atom chain and an average of one quaternary nitrogen atom per molecule. The prior art also de-scribes hair conditioning compositions as including silicon-containing compounds, substituted amines and amides, nonionic surfactants, long carbon chain alco-hols, and other ingredients to facilitate composition formulation and enhance consumer appeal.
For example, U.S. Patent No. 3,993,744 to Cella et al discloses that cationic compounds~ such as quaternary ammonium compounds, and silicones can be combined with perfluorinated compounds to provide hair treatment compositions. The silicones specifical-ly disclosed by Cella et al are surfactant-like poly-oxyethylene polymethylsiloxanes that are presumed to be water-~oluble or dispersible. According to Cella et al, both the quaternary ammonium compounds and the silicones are utili~ed in relatively small amounts, e.g., about 0.05 weight percent of the composition.
Other prior art patents disclosing the use of silicones having viscosities greater than about 100 centistokes at 25C. to provide lubricity or sheen to various cosmetic preparations, ;nclude U.S. Patent Nos.
2,942,008; 3,594,409; 3,824,303; and 4,014,995.
Matravers, in U.S. Pat~ent No. 4,725,433, discloses a clear conditioning composition comprising an aqueous blend of a polymeric quaternary ammonium salt, ethoxylated lauryl alcohol, ethoxylated choles-terol and hydroxyethylcellulose. However, each of the ingredients included in the Matravers composition is water-soluble or water-dispersible. The volatile 1~ conditioning agent utilized in the present invention, such as a volatile silicone or a volatile hydrocarbon, is water insoluble, and, therefore, is the most diffi cult component of the composition to solubilize. The composition disclosed by Matravers does not include a 1~ water-insoluble, volatile conditioning agent, and there is no suggestion or teaching of the desirability of including a water-insoluble conditioning agent in the composition disclosed in U.S. Patent No. 4,725,433.
British Patent No. 1,598,567 further dis-20 closes the use of a linear or a cyclic, volatile poly-dimethylsiloxanes, i.e., having a boiling point in the range of 99~C to 2~5C, in hair conditioning com-positions. The cc~mposition of British Patent No.
1,598,567 is described as avoiding the formation of an oleophilic hair surface that usually occurs when using a quaternary ammonium hair conditioning agent.
South African Patent Application 666,421 also teaches the use of compositions containing straight chain and volatile cyclic silicone fluids to provide gloss and 30 conditioning effects to hair dressings.
Nachtigal et al, in UOS. Patent No.
4,275,055, disc:loses a pearlescent hair conditioner composition including a quaternized tertiary amido-amine, a quaternary ammonium compound and, optionally, 35 a tertiary amidoamine, i.e., stearamidoethyldiethyl-amine. The composition of Nachtigal et al is directed to achieving a stable pearlescent effect and neither 2i~ $;~ ~
includes a volatile conditioning agent nor is the composition a clear conditioning composition that demonstrates the improved rinsability of the clear hair-treating composition of the present invention.
Bolich et al, in U.S. Patent No. 4,374,825, discloses an aqueous hair conditioning composition comprising a volatile hydrocarbon or volatile silicone, a cationic hair conditioning agent and a nonionic thickening agent. Similarly, Bolich et al in U.S.
Patent No. 4,472,375, discloses a hair conditioning composition comprising a volatile hydrocarbon or a volatile silicone, a nonionic thickening ayent, a quaternary ammonium salt and a salt of a fatty amine.
Neither Bolich et al patent teaches or suggests using a combination of a solubilizing nonionic surfactant with a polyhydric compound to completely solubilize the volatile conditioning agent to provide the unex-pectedly efficacious, clear hair-conditioning composi-tion of the present invention. Bolich, in UOS. Patent No. 4,387,090, also discloses a hair-conditioner composition comprising a volatile hydrocarbon or a volatile silicone conditioning agent and a hydrophobic thickening agent. Other prior art references relating to the use of a volatile conditioning agent in hair-conditioning composi tions include U.S. Patent Nos.3,577,528: 3,932,610; and 3,818,105.
Coopersmith in U.S. Patent No. 3,818,015 discloses that C12 to C14 isoparaffinic hydrocarbons, when combined with naphthenic materials, are useful in a wide range of cosmetic formulations. Such para-ffinic hydrocarbons lubricate the skin to achieve a quick spreading, non-greasy application of the product, with evaporation of the hydrocarbon after application to avoid a greasy buildup.
Japanese TRS 57-50909 discloses a hair con-ditioner composition comprising a volatile silicone and a combination of two water-insoluble quaternary -B-ammonium salts, wherein each quaternary ammonium salt includes two long chain alkyl group~. Japanese TKS
57-50909 does not teach or sugges~t using an amidoamine compound in a composition to impart unexpected hair conditioning properties to hair or the desirability of solubilizing a water-insoluble volatile conditioning agent to provide a clear ;hair-conditioning composi-tion.
Wagman et al in U.S. Patent No. 4,777,037 discloses a hair conditioner composition comprising a polydimethyl cyclosiloxane, a quaternary-nitrogen containing conditioning agent having two long alkyl chains of twelve to eighteen carbons and two short alkyl chains of one or two carbon atoms, a long chain fatty alcohol and a tertiary amidoamine of the general structural formula (III):
o Rs-~-NH~R6~N(R7)2 (III~
wherein R5 is a fatty chain having from about 11 to about 17 carbon atoms, R6 is an alkylene group having 2 or 3 carbon atoms and R7 is either methyl or ethyl.
The compositions of Wagman et al are emulsions as opposed to the clear hair-conditioning compositions of the present invention that demonstrate improved rinsability frvm the hair and that impart exceptional conditioning properties to the hair while coating the hair with less of the quaternary ammonium compound and the volatile conditioning agent.
As will be demonstrated more fully herein-after, and in con~rast to prior art, emulsion-type hair-conditioning compositions, a clear hair-condi-tioner composition of the present invention, comprising a quaternary ammonium compound, a volatile conditioning agent, an amidoamine compound of general structural 35 formula (I) or (II), a solubilizing nonionic surfactant and a polyhydric compound, unexpectedly exhibits im-proved rinsability from the hair and imparts improved conditioning properties upon application to human hair. Therefore, in accordance with the present in-ven~ion, hair conditioning properties are surprisingly and unexpectedly improved by a method of contacting the hair with a clear composition comprising a quater-nary ammonium compound, a volatile conditioning agent, an amidoamine compound of general structural formula (I) or (II), a solubilizing nonionic surfactant and a polyhydric compound. The compositions of the present invention can be applied to the hair from an aqueous vehicle at ambient tempera~ure and are allowed to contact the hair for relatively short times to provide the benefits and advantages of a hair conditioner.
Consequently, the method and composition of the present invention condition the hair to provide more manageable and esthetically-pleasing hair.
SUMMARY OF THE INVENTION
In brief, the present invention relates to a composi~ion and method of treating hair. More par-ticularly~ ~he present invention relates to a methodof treating the hair, whereby the hair is conditioned by contacting the hair with a clear, homogeneous com-position comprising (a) a quaternary ammonium compound;
lb) a volatile conditioning agent, such as a volatile silicone, like a low molecular weight polydimethyl-siloxane compound; (c) an amidoamine compound, wherein the amidoamine compound has the general structural formula (I) or (II):
" ~ lî
30Rl-C-N~-~2-N-R4 Rl-C-NH-R2-Y~
~I) (II) wherein Rl is a fatty acid chain containing from about 11 to about 21 carbon atoms, R2 is an alkylene group containing from two to about four carbon atoms, R3 is hydrogen, methy:L, ethyl or a hydroxyalkylene group containing fro~ one to about three carbon atoms, R~
is methyl, ethyl or a hydroxyalkylene group containing ~2~
from one to about three carbon atoms, and Y is a heterocyclic nitrogen-containing moiety (d) a solu-bilizing nonionic surfactant; and (e) a polyhydric compound, such as a diol, triol or polyol. The easy-S to-apply clear composition imparts excellent wet stage and excellent dry stage conditioning properties to the hair and exhibits improved rinsability from ~he hair. Surprisingly and unexpectedly, hair treated with the clear composition of the present invention also demonstrates improved physical properties and cosmetic properties, such as wet and dry feel, less coating, wet and dry combing, thickness, overall hair condition, manageability and body. In addition, the clear hair-conditioning composition of the present 15 invention imparts improved conditioning properties to treated hair while coating the hair with less of the quaternary ammonium compound and volatile conditioning agent.
Therefore, it is an object of the present 2~ invention to provide a clear hair-treating composition that conditions the hair and imparts improved physical properties and cosmetic properties to the hair.
It is also an object of the present invention to provide a clear hair-~reating composition comprisin~
25 a quaternary ammonium compound; a volatile conditioning agent; an amidoamine compound having general structural formula (I) or (II); a solubilizing nonionic surfac-tant; and a polyhydric compound.
Another object of the present inventîon is 30 to provide a clear hair-treating composition that is capable of conditioning the hair and imparting improved physical and cosmetic properties to the hair over a pH range of about 4 to about 7.
Another object of the present invention is 35 to provide a method of treating hair with a clear hair-treating composition to achieve an improved con-dition of the hair.
Another object of the present invention is to provide a method of treating hair by contacting the hair with a clear composition having a pH of be-tween about 4 and about 7 and comprising a water-soluble quaternary ammonium compound, a volatile poly-dimethylsiloxane compound or a v~latile hydrocarbon compound, an amidoamine of general structural formula (I) or (II), a solubilizing nonionic surfactant and a polyhydric compound; then drying the hair, to condition the hair and to impart improved physical and cosmetic properties to the hair.
Another object of the present invention is to provide a method of treating hair to yield unex-pectedly well-conditioned hair by contacting the hair with a clear composition comprising (a) from about 0.5% to about 5~ by weight of a quaternary ammonium compound; (b~ from about 0.1~ to about 5~ by weight of a volatile polydimethylsiloxane compound or a vola-tile hydrocarbon compound; (c) from about 0.1~ to about 5~ by weight of an amidoamine compound having the general structural formula (I) or ~I~); (d) from about 1% to about 10~ by weight of a solubilizing nonionic surfactant; and (e) from about 10~ to about 30% by weight of a p~lyhydric compound, wherein the weight ratio of solubili~ing nonionic surfactant to volatile conditioning agent ranges from about 1 to 1 to about 10 to 1.
Another object of the present invention is to provide a method of treating hair to yield unex-pectedly well conditioned hair by contacting the hairwith a composition comprising fr~m about 0.5% to about 5% by weight dicetyldimonium chloride; from about 0.1~ to about 5~ by weight of cyclomethicone; and from about 0.1~ to about 5~ by weight of stearamido-propyldimethylamine, an amidoamine compound of generalstructural formula (I) having the structural formula (IV):
'2~
CH3(cH2)l6c-NH-(cH2)3-~-cH3 (IV) fr~m about 1% to about 10% by weight of an N-alkylated pyrrolidone; and from about 10% to ab~ut 30~ of hexy-lene glycol, wherein the weight ratio of N-alkylated pyrrolidone to cyclomethicone is in the range of from about 1 to 1 to about 10 to 1.
Another object of the present invention is to provide a new and improved clear hair conditioning composition capable of conditioning the hair and im-parting improved physical, cosmetic and esthetic pro-perties both to normal hair and to tinted, frosted, bleached or other substantially-damaged hair.
Still another object of the present invention is to provide a method of treating the hair to yield unexpectedly well-conditioned hair having esthetically-pleasing physical properties by contacting the hair with a clear, agueous spray or solution to treat the hair, without heat, in either a rinse-off or leave-on method.
DETAILED DESCRIPTION ~)F THE PREFERR~:D EMBODIMENT
The clear hair-conditioning composition of the present invention comprises a (a) quaternary am-monium compound; Ib) a volatile conditioning agent,like a low molecular weight polydimethylsiloxane com-pound or a low molecular weight hydrocarbon compound;
(c) an amidoamine compound having the general struc-tural formula (I) or ~
Rl-C-NH--R2-N-R4 Rl-C-NH-R2-Y 7 (I) ~II) wherein Rl is a fatty acid chain containing from about 11 to about 21 carbon atoms, R2 is an alkylene group containing from two to about four carbon atoms, R3 is hydrogen, methy:L, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, R4 is methyl, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, and Y is a heterocyclic nitrogen-containing moiety, like morpho-line or pyridine; (d) a solubilizing nonionic surfac-tant, like an N-alkylated pyrrolidone; and (e) a poly-hydric compound. The easy-to-apply, clear composition provides excellent wet comb and excellent dry comb properties to the hair, and the hair demonstrates improved physical and cosmetic properties, such as gloss, thickness, softness, manageability, body and less coating.
The quaternary ammoniu~ compounds useful in the composition of the present invention preferably are water-soluble quaternary ammonium compounds having one or two long chain alkyl groups containing from about 8 to about lB carbon atoms. The long chain alkyl groups also can include, in addition to, or in replacement of t carbon and hydrogen atoms, ether link-ages or similar water-solubilizing linkages. The remaining two to three substituents of the quaternary nitrogen of the quaternary ammonium compound can be hydrogen; or benzyl; or short chain alkyl or hydroxy-alkyl groups, such as methyl, ethyl, hydroxymethyl or hydroxyethyl groups; or combinations thereof, either of the same or of different identity.
Rowever, an oil-soluble, water-dispersible quaternary ammonium compound, either alone or in com-bination with a water~soluble quaternary ammonium compound also can be used in the composition of the present invention. The oil-soluble quaternary ammonium compounds useful in the composition of the present invention are quaternary ammonium compounds having one or two long chain alkyl groups including frQm about 14 to about 22 carbon atoms. The remaining two to three substituents present on the quaternary nitro-gen of the quaternary ammonium compound can be hydro-gen; or benzyl; or short chain alkyl groups, such as methyl, or ethyl; or combinations thereof.
Therefore, the quaternary ammonium compound useful in the present invention is a water-soluble or oil-soluble quaternary ammonium compound, or combina-tions thereof, depicted by the following general struc-tural formula:
r R9 1 ~
Rg-N-Rlo¦ X~, -- Rll _l wherein R8 is an alkyl group including from about 8 to about 22 carbon atoms; Rg is selected from the group consisting of an alkyl group including from about 8 to about 22 carbon atoms, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxyethyl group; Rlo is selected from the group consisting of a benzyl group, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxyethyl group; Rll is selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxy-ethyl group; and X is selected from the group consist-ing of chloride, bromide, methosulfate, ethosulfate, tosylate, acetate, phosphate and nitrate. However, it should be noted that the quaternary nitrogen of the quaternary ammonium compound also can be included in a heterocyclic nitrogen-containing moiety, such as morpholine or pyridine.
As previously discussed, quaternary ammonium compounds are well-known hair conditioners. The quater-nary ammonium salts are substantive to the hair and pro~ide some of the properties desired in well-condi-tioned hair. Consequently, several quaternary ammonium compounds have been found useful as hair conditioning agents, and therefore can be used as the quaternary ammonium compound conditioning component in the compo-sition and method of the present invention. Conse-quently, the following water-soluble quaternary am-monium compounds are exemplary, but not limiting, of water-soluble quaternary ammonium compounds that can be used in the method and composition of the present invention, either alone or in com~ination:
Lauryltrimethylammonium chloride (Laurtrimonium chloride);
Stearyltri(2-hydroxyethyl) ammonium chloride (Quaternium-l~);
Lauryldimethylbenzyl-ammonium chloride (Lauralkonium chloride~;
Oleyldimethylbenzyl-ammonium chloride (Olealkonium chloride);
Dilauryldimethylammonium chloride (Dilauryldimonium chloride);
Cetyldimethylbenzylam-monium chloride (Cetalkonium chloride);
Dicetyldimethylammonium chloride (Dicetyldimonium chloride);
Laurylpyridinium chloride ~Laurylpyridinium chloride);
Cetylpyridinium chloride (Cetylpyridinium chloride);
N-~soya alkyl)-N,N,N-trimethyl ammonium chloride (Soyatrimonium chloride);
Polydiallyldimethyl-ammonium chloride (Polyquaternium-6);
Diallyldimethyl ammonium salt copolymerized with acrylamide (Polyquaternium-7);
Guarhydroxypropyltri-monium chloricle (Guarhydroxypropyltrimonium chloride~;
8 ~ ~
Copolymer of N-vinyl~
pyrrolidone and N,N-dimethylaminoethyl-methacrylate, quater-nized with dimethyl-sulfate (Polyquaternium-113;
Copolymer of acrylamide and N,N-dimethylamino-ethyl methacrylate, quaterniæed with di-methyl sulfate (Polyquaternium-5);
Cationic hydroxyethyl-cellulosics (Polyquaternium-10);
Cationic hydroxyethyl-cellulosics (Polyquaternium-24);
Cetyltrimethylammonium chloride ~Cetrimonium chloride);
Decyldimethyloctyl-ammonium chloride (Quaternium-24);
Myristyltrimethyl-ammonium chloride (Mytrimonium chloride);
Polyoxyethylene(2)- -cocomonium chloride (PEG-2 Cocomonium chloride);
Methylbis(2-hydroxy-ethyl)cocoammonium chloride (PEG-2 Cocoyl Quaternium~4);
Methylpolyoxyethylene-(15)cocoammonium chloride (PEG-15 Cocoyl Quaternium-4~;
Methylbis(2-hydroxy-ethyl)octadecyl ammonium chloride (PEG-2 Stearyl Quaternium-4);
Methylpolyoxyethylene-(15)octadecylammonium chloride (PEG-15 Stearyl Quaternium-4);
Methylbis(2-hydroxyethyl)-oleylammonium chloride (PEG-2 Oleyl Quaternium-4);
Methylpolyoxyethylene-(15)oleylammonium chloride tPEG-15 Oleyl quaternium-4);
wherein the name in parenthesis is the compound name given by the Cosmetic, Toiletry and Fragrance Ascocia-tion, Inc. in the CTFA Cosmetic Ingredient Dictionary, 3rd ed., 1982, hereinafter referred to as the CTFA
DictionarY
.
Similarly, the following list of oil-soluble quaternary ammonium compounds is exemplary, but not limiting, of oil-soluble, water-dispersible quaternary ammonium compounds that can be used in the method and composition of the present invention, either alone, in combination, or in combination with the water-soluble quaternary ammonium compounds:
Cetyldimethylethyl-ammonium bromide (Cetethyldimonium bromide);
Cetyltrimethylammonium p-toluenesulfonate (Cetrimonium tosylate);
Stearyldimethylbenzyl-ammonium chloride (Stearalkonium chloride);
Distearyldimethyl-ammonium chloride (Distearyldimonium chloride);
Dimethyldi(hydrogenated tallow)ammonium chloride ~Quaternium-18);
Cetyltrimethylammonium bromide (Cetrimonium bromide);
Cetylethylmorpholinium ethosulfate lCetethylmorpholinium ethosulfate);
Behenyldimethylbenzyl-ammonium chloride (Behenalkonium chloride);
Behenyltrimethylammonium chloride (Behentrimonium chloride);
Myristyltrimethyl-ammonium bromide (Mytrimonium bromide);
wherein the name in parenthesis is the compound name given in the CTFA Dictionary.
It should be noted that: a long alkyl chain of the quaternary ammonium compound does not have to be solely, or primarily, of one chain length~ i.e., the long chain need not be only lauryl (C12), myristyl (C14), stearyl (Cl8) or behenyl (C22). Rather, a quaternary ammonium compound wherein the long alkyl chain is a mixture of lengths can be used~ Such guater-nary ammonium conditioning agents are prepared con-veniently from naturally-occurring materials, such as tallow, coconut oil, soya oil and the like, or from synthetically produced mix~ures. Examples of water-soluble quaternary ammonium compounds having mixed carbon chain lengths include N-(soyaalkyl)-N,N,N-trimethyl ammonium chloride (soyatrimonium chloride);
polyoxyethylene(2)cocomonium chloride (PEG-2 cocomonium chloride); and dimethyldi~hydrogenated tallow) ammonium chloride (Quaternium l~).
The quaternary ammonium compound is included in the clear hair-conditioner composition of the pre-sent invention in an amount of from about 0.5% to about 5% by weight of the compositionO Preferably, the quaternary ammonium compound is present in an amount ranging from about 1% to about 4~ by weight of the composition, and to achieve the full advantage of the present invention, the quaternary ammonium compound is present in an amount ranging from about l~ to about 2.5~ by weight of the composition. It has been found that an amount of quaternary ammonium compound of at least about 0.5~ by weight is necessary to provide a clear hair conditioning composition of the present invention that imparts an unexpectedly high degree of hair conditioning to treated hair.
The composition of the present invention also includes from about 0.5~ to about 5~, and prefer-ably from about l~ to about 4~, by weight of a volatile 3 ~ ~
conditioning agent. In general, the volatile condi-tioning agent is added to the clear composition of the present invention in an amount sufficient to pro-vide improved combing and improved feel of the treated hair. The volatile conditioning can be either a vola-tile, low molecular weight silicone or a volatile, low molecular weight hydrocarbon. The volatile low molecular weight silicone normally is a low molecular weight polydimethylsiloxane compound, however a low 10 molecular weight polydimethylsiloxane including some phenyl substituents also is useful in the compositions of the present invention. Furthermore, the low mole-cular weight polydimethylsiloxane compound can be a linear or a cyclic polydimethylsiloxane compound, and can include phenyl substituents, as long as the poly-dimethylsiloxane compound provides sufficient lubrica-tion and imparts hair conditioning properties to wet hair, and has sufficient volatility to slowly vola-tilize from the hair such that a residual buildup of silicone compound is not present on dry hair.
~ n example of a linear, low molecular weight, volatile polydimethylsiloxane compound useful in the composition and method of the present invention is the compound named in the CTFA Dictionary as hexamethyl-disiloxane, available commercially under the tradenameDOW CORNING 200 FLUID, from Dow Corning Corp., Midland, Michigan. Hexamethyldisiloxane has a viscosity of 0.65 cs (centistokes), is highly volatile, i5 non-greasy, provides lubrication, and improves the overall combing proE~rties of the hair. Other linear polydi-methylsiloxane~, such as decamethyltetrasiloxane, having a boiling point of about 195C and a viscosity of 1.5 centistokes7 octamethyltrisiloxane; and dodeca-methylpentasiloxane, also have sufficient volatility to be useful in the composition of the present inven-tion, and are preferred over hexamethyldisiloxane due to a lower volatility than hexamethyldisiloxane. In 2 ~
general, it has been found that linear, low molecular weight, volatile polydimethylsiloxane compounds having a viscosity at 25C in the range of from about 0.5 cs to about 5 cs, and a boiling pOillt at atmospheric pressure ranging from about 100C to about 250~CI are suitable for use in the clear hai.r-treating composition of the present invention.
In addition, the cyclic, low molecular weight, volatile polydimethylsiloxanes, named in the CTFA Dictionary as cyclomethicones, are useful in the clear composition and method of the present invention.
The cyclomethicones useful in the present invention are low molecular weight, wa~er-insoluble cyclic com-pounds having an average of about 3 to about 6 -[O-Si(CH3)2]- repeating group units per molecule and boil at atmospheric pressure in a range of from about 150~C to about 250C. The polydimethyl cyclosiloxanes having an average of about 4 to about 5 repeating units per molecule, i.e., the tetramer and pentamer, are preferred. To achieve the full advantage of the present invention, polydimethyl cyclosiloxanes having boiling points at atmospheric pressure in the range of 170C to 220C, and viscosities at 25C of from about 2 to about 6 centistokes are included in the composition. Suitable cyclomethicones are available commercially under the tradenames SILICONE SF-1173 (octamethylcyclotetrasiloxane) and SILICONE SF-1202 (decamethylcyclopentasiloxane) from General Electric, Waterford, New York, and SILICONE 334 FLUID and SILT-CONE 345 FLUID from Dow Corning Corporation, Midland,Michigan, the tetramer being listed first in each instance.
The volatile conditioning agent included in the composition of the present invention also can be a volatile hydrocarbon, such as a hydrocarbon including from about 10 carbon atoms to about 26 carbon atoms, that have sufficient volatility to slowly volatilize 2 ~
from the hair such that a residual buildup of hydrocar-bon is not present on dry hair. The volatile hydrocar-bon provides essentially the same benefits as the volatile silicone, such as lubrication and wet hair conditioning.
The preferred volatile hydrocarbon compound is an aliphatic hydrocarbon including from about 12 to about 24 carbon atoms, and has a boiling point in the range of from about 100C to about 300~C.
Exemplary volatile hydrocarbons are depicted in general structural formula (V), wherein n ranges from 2 to 5, H3c-(-c-cH2-)ncH-cH3 (V) Examples of volatile hydrocarbons useful in the clear hair-conditioning composition of the present invention are the commercially-available compounds PERMETHYL
99A and PERMETHYL lOlA, corresponding to compounds of general structure (V) wherein n is 2 and 3, respec-tively, from Permethyl Corporation, Frazer, PA. Avolatile hydrocarbon compound is useful in the clear hair-conditioning composition of the present inven~ion either alone, in combination with another volatile hydrocarbon, or in combination with a volatile sili-cone~
The above-described linear and cyclic vola-tile silicones, and volatile hydrocarbon compounds, have been used in hair treating compositions and in various other cosmetic compositions, such as anti-perspirants, deodorants, hair sprays, hair coloringproducts, hair grooming products, powder and color products and stick products because their low viscosi~y and low surface tension provide a light, silky feel on hair and skin. However, it is both new and unex- ~
pected for a volatile polydimethylsiloxane, or a vola-tile hydrocarbon compound, as described above, to be combined with a quaternary ammonium compound, an amido-amine compound of general structural formula (I) ortII), a solubilizing nonionic surfactant and a poly-hydric compound to provide a clear, hair-conditioning composition that imparts such improved wet stage pro-perties, dry stage properties, rinsing properties,and overall conditioning benefits to treated hair, like a reduction of split ends, improved body and improved manageability. Previous to the method and composition of the present invention, aqueous hair conditioners including a volatile silicone or a vola-tile hydrocarbon compound were emulsion-type products because of the inherent water-insolubility of the silicone and hydrocarbon compounds. Surprisingly and unexpectedly, the composition of the present invention is a stable and clear solution, or dispersion, of the volatile silicone and/or volatile hydrocarbon compound in an aqueous vehicle.
In addition to the quaternary ammonium com-pound and the volatile conditioning agent, the compo-sition of the present invention also includes fromabout 0.1~ to about 5%, and preferably from about 0.1% to about 2%, by weight of an amidoamine compound.
In accordance with an important feature of the present invention, an amidoamine compound having the general structural formula (I) or (II):
Rl-c-NH-R2-N-R4 Rl--C-NH--R2-Y ~
(I) (II) wherein Rl is a fatty acid chain containing from about 11 to about ~1 carbon atoms, R2 is an alkylene group containing from two to about four carbon atoms, R3 is hydrogen, methyl, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, R4 is methyl, ethyl or a hydroxyalkylene group containing from one to about three carbon atoms, and Y is a heterocyclic nitrogen-containing moiety, like morpho-line, is included, and solubilized, in a clear compo-2 ~ 3 ~ 9 sition of the present invention to impart improvedphysical and cosmetic properties to hair.
An example of an amidoamine compound having the general structural formula (I) that is useful in the composition and method of the present invention is the compound named in the CTF~ Dictionary as stear-amidopropyldimethylamine, available commercially under the tradename LEXAMINE S-13 from Inolex Chemical Div., Philadelphia, PA, and having the structural formula ~VI):
CH3(cH2)l6c-NH-(cH2)3-N CH3 (VI) Other suitable amidoamine compounds include, but are not limited to, compounds designated in the CTFA Dic-tionary as stearamidoethyldiethanolamine, isostear-amidopropylmorpholine, stearamidopropylmorpholine and stearamidoethylethanolamine, having structural formulas ~VII), (VIII), (IX) and (X), respectively. In addi-tion, suitable CH3~cH2)l6c-NH-(cH2)2-N-cH2cH2oH
(VII) O
C17H3sC-NH-(c82)3-N
(VIII) ~
O ~_~
CH3~CH2)16C-NH-(cH2)3-N
(IX) H
CH3(cH2)l6c-NH-(cH2)2-N-cH2cH2oH
(X) amidoamine compounds include compounds having either one or two hydroxymethyl, hydroxypropyl, methyl or ethyl moieties, or combinations thereof, present on an amino nitrogen in place of the hydroxyethyl 2~ Q~ '~';O;~
moieties. Examples of such amidoamine compounds in-clude, but are not limited to, dimethylaminopropyl stearamide, diethylaminoethyl stlearamide, and dimethyl-aminopropyl myristamide.
The fatty acid chain Rl of compounds of general ~tructural formulas (I) and (II) does not have to be solely, or primarily, of one chain length, i.e., the long chain need not be derived only from lauryl (C12), myristyl lcl4), cetyl (C16), or stearyl (Clg). Rather, amidoamine compounds of general struc-tural formulas (I) and (II) wherein the long alkyl chain is a mixture of length~ can be used. Such amido-amine compounds are prepared conveniently from natural-ly-occurring materials, such as tallow, coconut oil, soya oil and the like, or from synthetically produced mixtures.
In accordance with an important feature of the present invention, after adjustment of the composi-tion pH with a suitable acid, the above-described amidoamine compounds of general structural formulas ~I) and (II) exhibit the properties of a cationic surfactant. In the free amine state, as depicted in structural formulas (VI) through (X)~ the amidoamine compounds generally are insoluble in water. However, after pH adjustment, the amidoamine compounds exhibit increased water solubility. Consequently, in the neutralized state, the amidoamine compound behaves like a cationic surfactant, and therefore is substan-tive to the hair and imparts conditioning properties to the hair.
The acid used to adjust the p~ of the compo-sition can be essentially any organic acid or mineral acid. Such acids include, b~t are not limited to, hydrochloric acid, sulfuric acid, nitric acid, phos-phoric acid, lactic acid, citric acid, tartaric acid,acetic acid, gLuconic acid, glycolic acid and propionic acid, or combinations thereof. To achieve the full advantage of the present invention, the composition pH is adjusted with an organic acid, like lactic acid.
In general, a sufficient amount of acid is added to adjust the final pH of the hair-treating composition to within a range of from about 4 to about 7, and more preferably to within a pH range of from about 5.5 to about 6.5.
In addition to the quaternary ammonium com-pound, the volatile conditioning agent and the amido-amine, the clear hair-conditioning composition of the present invention also includes a solubilizing nonionic surfactant. The solubilizing nonionic surfactant is present in the composition in an amount ranging from about 1% to about 10% by weight of the composition.
lS The solubilizing nonionic surfactant is included in the composition to sufficiently solubilize the volatile conditioning compound, and to assist in solubilizing the amidoamine compound, such that the resulting con-ditioning composition is clear and homogeneous. In accordance with an important feature of the present invention, the solubilizing nonionic surfactant and volatile conditioning agent are present in the compo-sition in a weight ratio of from at least about 1 to 1 and up to about 10 to 1. If the weight ratio of solubilizing nonionic surfactant to volatile condition-ing agent is less than about 1 to 1 t the volatile conditioning agent is not sufficiently solubilized to provide a clear hair-conditioning composition.
Furthermore, if the weight ratio is greater than about 10 to 1, no further solubilizing benefits are realized and the solubilizing nonionic surfactant is present in excess and merely rinsed away from the hair without achieving any further solubilizing benefits or impart-ing any conditioning benefits. To achieve the full advantage of the present invention, a weight ratio of solubilizing nonionic surfactant to volatile condition agent in the range of from about 2 to 1 to about 4 to .
1 provides a clear composition that imparts superior conditioning properties to the hair, without using an appreciable e~cess amount of solubilizing nonionic surfactant that eventually is wasted.
Suitable solubilizing nonionic surfactants include any nonionic sur~actant t:hat effectively solu-bilizes a volatile silicone conditioning compound or a volatile hydrocarbon conditioning compound that yields a clear, aqueous-based conditioner composition and that does not adversely affect either the quater-nary ammonium compound, the amidoamine compound, or the volatile conditioning agent in regards to condi-tioning treated hair. Particular solubilizing nonionic surfactants found to be useful in the method and com-position of the present invention include the N-alkylat-ed-2-pyrrolidones of general structural formula XI, wherein R12 is an alkyl moiety, straight chain or branched chain, including from about 8 to about 16 carbon atoms:
~0 Rl2 (XI) Specific N-alkylated-2-pyrrolidones found useful in the composition of the present invention include decyl pyrrolidone (N-decyl-2-pyrrolidone) and lauryl pyrrolidone ~N-dodecyl-2-pyrrolidone), available com-mercially under the tradenames SURFADONE LP-100 and SUFRADONE LP-300, respectively, from GAF Corporation, Wayne, NJ. Both SURFADONE LP-100 and SVRFADONE LP-300 sufficiently solubilized the volatile conditioning agent to providle a clear conditioning composition that effectively imparted hair conditioning properties to treated hair.
The clear hair conditioning composition of the present invention also includes from about 10~ to about 30% by weight of a polyhydric compound. Prefer-ably, the clear hair-conditioning composition includes from about 15~ to about 25% by weight of the polyhydric compound, and, to achieve the full advantage of the present invention, the composition includes from about 18~ to about 22% by weight of the polyhydric compound.
The polyhydric compound serves to couple the quaternary 1~ ammoniurn comp~und, the amidoamine compound, the vola-tile conditioning agent and the solubilizing nonionic surfactant to provide a clear, non-turbid, aqueous-based hair-conditioning composition. The polyhydric compound can be a glycol, a triol or a polyol. Speci-fic examples include, but are not limited to, ethyleneglycol, propylene glycol, butylene glycol, hexylene glycol, diethylene glycol, triethylene glycol, dipro-pylene glycol, tripropylene glycol, glycerol, or a polyethylene or polypropylene glycol having an average 2~ molecular weight up to approximately 500. It has been found that if the polyhydric compound is present in an amount of greater than about 30% by weight of the composition that the clarity of the composition is reduced. Furthermore, if the polyhydric compound is present in the composition in an amount below about 10~ by weight, then the conditioner composition is not clear, unless an alcohol or other suitable organic cosolvent is included in the composition.
In addi tion to the five above-described essential ingredients, other common cosmetic components and additives that can be incorporated with the essen-tial ingredients of the present invention, as long as the basic pro~rties of the hair-treating composition, such as clarity of the composition and an ability to impart hair conditioning properties to hair, are not adversely affected. Such optional ingredients include, but are not limited to, fragrances, dyes, hair color-ants, dandruff control agents, hydrotropes, foam sta-bilizersf preservatives, water s~ftening agents, acids, bases, buffers and the likeO These optional components and additives usually will be present in weight per-centages of less than about 2% each, and from about 5% to about 10~ by weight of the composition in total.
The vehicle of the hair-treating composition is predominantly water, but organic solvents also can be included in order to facilitate manufacturing of the composition or to provide esthetic properties to the composition, such as viscosity control. Suitable solvents include the lower alcohols like ethyl alcohol and isopropyl alcohol; glycol ethers, like 2-butoxy-ethanol, ethylene glycol monoethyl ether, propylene glycol and diethylene glycol monoethyl ether or mono-methyl ether; and mixtures thereof. These non-aqueous solvents can be present in the clear hair-conditioning composition of the present invention in an amount from about 1 to abou~ 50% by weight and in particular from about 5 to about 25% by weight, relative to the total weight of the carrier vehicle in the composition.
The clear hair-conditioning compositions of the present invention also can be thickened, for example, with sodium alginate; guar gum; xanthan gum;
gum arabic: cellulose derivatives such as methylcellu-lose, hydroxyethylcellulose, hydroxypropylmethylcellu-lose and carboxymethylcellulose; and various polymeric thickeners, such as polyacrylic acid derivatives.
These thickeners are present in an amount ranging from about 0.1% to about 3~, and preferably from about 0.25% to about 1%, by weight relative to the total weight of the composition.
The clear hair-conditioning compositions also can include inorganic salts, humectants and simi- -lar materials to provide esthetic properties and desir-able physical properties to the composition. General-ly, such optional ingredients are present in weight 2 ~
--2g--percen~ages ranging from about 0.1% to about lO~ each, and from about 0.1% to about 20% in total, relative to the total weight of the composition.
The compositions of the present invention are clear, relatively viscous compositions that are stable to phase separation at a temperature of about 25C for an indefinite period of time. For example, the clear compositions of the present invention have demonstrated sufficient stability to phase separation at temperatures normally found in commercial product storage and shipping to remain unaffected for periods of one year or more~ Furthermore, upon a judicious selection of a liquid vehicle, it also is envisioned that a composition of the present invention can resist phase separation for even substantially longer storage periods. It also has been found that a clear, viscous composition has enhanced customer appeal compared to the present-day, emulsion-type conditioner composi-tions.
In accordance with the method of the present invention, several hair-treating compositions were prepared, then applied to human hair, to demonstrate the improved hair conditioning proper~ies imparted by the clear compositions of the present invention com-prising a quaternary ammonium compound; a volatile conditioning agent; an ~midoamine compound of general structural formula (I) or (II~; a solubilizing nonionic surfactant; and a polyhydric compound. I~ has been demonstrated that, to provide a clear composition and 3~ to maximize hair conditioning properties, the hair-treating composition of the present invention must include both a volatile conditioning agent, such as a volatile silicone, and a solubilizing nonionic surfac-tant. The volatile conditioning agent is pre-solu-bilized in the solubilizing nonionic surfactant, thenthis mixture i!; combined with the other composition ingredients to provide a clear conditioning composi-tion. Surprisingly, the resulting clear hair-condi-tioning composition is more easily rinsed from the hair, and imparts excellent conditioning properties to the hair utilizing a lower amount of the condition-ing agents. Consequently, the amount of conditionerscoating the hair is decreased and residual conditioner buildup on the hair is reduced. Furthermore, as will be demonstrated hereinafter, laboratory and salon testing has shown that optimum conditioning properties are imparted to the hair when quaternary ammonium compound, an amidoamine compound and a solubilized volatile conditioning agent are present in the clear, conditioning composition in sufficient quantity.
For example, it has been found that at least about 0.5%, and preferably at least 1%, by weight of a quaternary ammonium compound should be present in the clear hair-conditioning compositions of the present invention. As will be discussed more fully herein-after, it also has been found that an amount of quater-nary ammonium compound in the composition above about0.53 by weight further improves performance of the hair~conditioning composition up to a level of about 5~ by weight of the quaternary ammonium compound. It further has been found that a level of quaternary ammonium compound in the composition above about 5%
by weight, such as up to abou~ 15~ by weight, does not adversely affect composition performance, but may affect the clarity of the composltion and also does not appreciably improve the performance of the hair-conditioning composition. Therefore, any amounts of guaternary ammonium compound in the composition above about 5~ by weight are apparently wasted because the excess quaternary ammonium compound is rinsed from the hair during the rinsing step of the hair treatment.
To demonstrate the new and unexpected results achieved by treatin~ hair with a clear conditioning composition comprising a quaternary ammonium compound;
2 ~ 9 an amidoamine of general structural formula (I) or (II): a volatile, conditioning silicone or hydrocarbon;
a solubilizing nonionic surfactant; and a polyhydric compound, the following compositions (Examples l through 12 in TABLE I) first werle prepared. The method of manufacture of Examples l through 12 is essentially identical to the method of manufacturiny the remaining Examples 13 through 30 and is described more fully hereinafter. Particular compositions of Examples 1 through 12 then were tested for their ability to con-dition hair. The parti~ular quaternary ammonium com-pound used in Examples l through 12 was dicetyldimonium chloride, available under the tradename ADO Æ N 432ET, from Sherex Chemical Co., Dublin, O. and including 70% by weight of dicetyldimonium chloride; the amido-amine compound used was stearamidopropyldimethylamine, available under the tradename LEXAMIN~ S-13, from Inolex Corp., Philadelphia, PA. and including 100~ by weight of stearamidopropyldimethylamine the volatile, low molecular weight polydimethylsiloxane compound used was cyclomethicone, available under the tradename SILICONE SF1173 from G.E. Silicones, Waterford, NY on a 100~ by weight active ingredient basis. It should be understood that the following Examples 1 through 30 may not include particular essential ingredients of the clear hair-treating compositions of the present invention. Examples l through 24 were prepared and tested to help determine the limits of essential in-gredient~ that can be present in the clear hair-treat-ing compositions of the present invention, and theeffects of omitting an essential ingredient from the hair-treating composition.
2 ~
TA~LE I
INGREDIE NT
(% by wei~ht) EXol EX.2 EX.3 EX.4 EX.5 EX.6 EX.7 EX.8 EX.9 .
Soft Water 5.00 5.00 -- -- 5.00 ADOGEN 432ET 2.00 2.00 -- 2.00 2.00 2.00 2.00 2.00 2.00 (70% by wt. active) SILI CONE
SF1173 1.00 1.00 1.00 1.00 1.00 1.00 2.00 2.00 2.00 (100% by wt. active) SURFADONE
LP300 2.00 2.00 2.00 2.00 2.00 2.00 6.00 6.00 6.00 (100~ by wt. active) LEXAMINE S-13 -- 0.80 0.80 0.80 0.80 0.80 0.80 0.80 0.80 (100% by wt. active) Lactic Acid -- 0 . 30 0. 30 0. 30 0. 30 0. 30 0. 30 0. 30 0. 30 (85~ by wt. active) Hexylene Glycol -- --10.00 10.00 -- 5.00 5.00 10.00 15.00 Octoxynol-91)1.20 1.20 1.20 1.20 1.20 1.20 1.20 1.20 1.20 Fragrance 0.40 0.40 0.50 0.40 0.40 0.40 0.40 0.40 0~40 Soft Water87.50 86.40 83.30 81.40 77.40 77.40 72.40 67.40 62.40 Thickener2)0.75 0.75 0.75 0.75 0.75 0.75 0.75 0.75 0.75 Preserva-tive3)0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Ethanol9.00 9.00 9.00 9.00 9.00 Composition Emul- Emul- Slgty Hazy Hazy Clear Cldy Slgty Slgty Appearance: sion sion Turbid TurbidTurbd 2 ~
TABLE I (cont.) INGREDIENT
(~ by weight) EX.10 EX~ll EX.12 EX.13 EX.14 EX.15 EX.l~ EX.17 EX.18 Soft Water ADO OE N 432ET 2.00 2.00 2.00 -- -- -- -- -- --(70% by wt. active) SILICONE
SF1173 2.00 2.00 2.00 1.004)1.004)1.004)1.004)1.004)1-004) (100% by wt. active) SURFADONE
LP300 6.00 6.00 6.00 5.00 5.00 4.00 3.00 3.00 4.00 ~100% by wt. active) LEXAMINE S-13 0.80 0.80 0.80 1.08 1.30 1.~4 1.44 2.16 --(100% by wt. active) Lactic Acid 0.30 0.30 0.30 0.41 0.49 0.54 0.54 0.81 --(85% by wt. active) Hexylene Glycol30.00 22.00 18.00 13.52 16.22 18.02 18.02 27.03 20.00 Octoxynol-91) 1.20 1.20 1.20 -- -- -- -- -- --Fragrance0.40 0.40 0.40 -- -- -- -- -- --Soft Water47.40 55.40 59.49 78.99 75.99 74.82 75.82 66.00 75.00 Thickener2) 0.75 0.75 0.75 -- -- -- -- -~ ~~
Preserva-tive3)0.15 0.15 0.15 -- -- -- -- -- --Ethanol9.00 9.00 9.00 -- -- -- -- -- --Composition Clear Clear Clear Clear Clear Clear Slgty Cldy Cldy Appearance: TurbidSep- Sep-arates arates 2 {~
TABLE I (cont.) -INGREDIENT
(% by weight) EX.19 EX.20 EX.21 EX 22 EX.23 EX.24 Soft Water (70% by wt. active) SILICONE
SF1173 1.004)1.004)1.004)1.005)1.005)1. oo6) (100% by wt. active) SURFADONE
LP300 10.00 4.00 10.00 5.00 4.00 5.00 (100~ by wt. active) LEXAMINE S-13 -~ 1.44 1.44 1.44 (100~ by wt. active) Lactic Acid ~ - 0.54 0.54 0.54 (85% by wt. active) Hexylene20.00 -- --18.02 18.02 18.02 Glycol Octoxynol-gl) __ __ __ __ __ __ Eragrance -- -- -- -- -- --Soft Water 69.00 75.00 69.00 74.00 75.00 74.00 Thickener2) -- -- -- -- -- --Preserva-tive3) -- --Ethanol -- 20.00 20.00 -- -- --Composition Cldy Phase Cldy Clear Clear Cldy Appearance: Sep- Sep- Sep-ar- ar- ar-ates ation ates 1) TRITON X-100, Rohm and Haas Co., Philadelphia, PA.
2) NATROSOL 250HNR, Hercules, Inc., Wilmington, DE.
(hydroxyethylcellulose) 3) 0.05% KATHON CG, Rohm and Haas Co., Philadelphia, PA. and 0.10~ GLYDANT, Lonza, Inc., Fairlawn, NJ.
2 0 ~
4~ The silicone used in this example is SILOXANE F-222, a 100% active cyclomethicone, available from SWS Silicones Corp., Adrian, MI.
5) The silicone used in this example is DOW CORNING
SILICONE 556, a 100~ active linear polyphenyl-methylsiloxane, available from Dow Corning Corp., Midland, MI.
SILICONE 556, a 100~ active linear polyphenyl-methylsiloxane, available from Dow Corning Corp., Midland, MI.
6) The silicone used in this example is DOW CORNING
SILICONE FLUID 200, a 100% linear hexamethyldi-soloxane, available from Dow Corning Corp., Midland, MI.
Generally, the compositions of Examples 1 through 30 were prepared in an identical manner. For example, the composition of Example 1 was prepared by first producing a premix of the ADO OE N 432ET and a minor amount of ~oft water. Similarly, a second premix including the cyclomethicone and the SURFADONE LP300 was prepared. The two premixes then were combined and thoroughly admixed to form the main batch. Then a third premix of the octoxynol-9 and the fragrance was added to the main batch, and the resulting mixture was stirred until homogeneous. The thickener then was homogeneously dispersed in the major amount of soft water, and the aqueous thickener dispersion was added to the ~ain batch. After thorough blending, the preservative was added to the resulting composi-tion. The composition of Example 1, lacking the amido-~mine compound and the polyhydric compound was an emulsion-type product.
Similarly, the composition of Example 6 was prepared by first producing a premix including the hexylene glyco], the LEXAMINE S-13 and the lactic acid. The premix was heated to about 150F to about 165F, then held at the elevated temperature for about 30 minutes. After cooling to about 100F, a second premix including the ADOOE N 432ET and ethanol was ~g~
added to the first premix, and the two premixes were thoroughly blended until homogeneous. Then a previous-ly prepared dispersion of the thickener and the major portion of the soft water was added to the homogeneous premix blend to form the main batch. Next, a previous-ly-prepared third premix of the cyclomethicone and SURFADONE LP300 was added to the main batch, followed by the addition of a fourth premix including the oct-oxynol-9 and fragrance. After thorough blending to 19 produce a clear, homogeneous composition, the preser-vative was added to produce the composition of Example 6.
It was found that Examples 1 and 2, each absent the polyhydric compound, i.e., hexylene glycol, were emulsions as opposed to clear compositions. Simi-.larly, Example 3, including the hexylene glycol butabsent the quaternary ammonium compound, AD0 OE N 432ET, produced a hazy composition. Example 4, including each of the five essential ingredients of the present invention, was a hazy co~position9 thereby showing that at least about 10% of the polyhydric compound should be present in the composition. However, Example 6 demonstrates that the amount of polyhydric compound can be reduced to below 10~, if an alcohol also is included in the composition. Example 5 demonstrates that an alcohol alone does not produce a clear composi-tion, therefore requiring that a polyhydric compound be present in the composition. Examples 7 through 12 demonstrate that increased amounts of hexylene glycol further clarify the composition, with a clear composi-tion resulting over the range of from about 10~ to about 30% by weight hexylene glycol, and with maximum clarity achieved at polyhydric compound levels of from about 18% to about 22~ by weight of the comp~si-tion.
Examples 13 through 24 were prepared todemonstrate the effect of omitting one of the essential 2 ~
ingredients fr~m the composition, and to demonstrate the effect of varying the amount of the essential ingredients in the c~mposition. Therefore, ~xample 13 shows that a composition including only water and four of the five essential ingredients, adjusted to the proper pH, provides a clear conditioning composi-tion if the ratio of SURFADONE L!?300 to cyclomethicone is sufficiently high. Examples 13 through 15 demon-strate that the amount of amidoamine compound, LEXAMINE
S-13, and/or the amount of the solubilizing nonionic surfactant, SURFADONE LP300, can be varied to yield a clear conditioning composition when the SURFADONE/sili-cone ratio is at least about 4 to 1 even though the ADOOE N 432ET is absent. Examples 14 through 17 show that if the amount of amidoamine is increased signifi-cantly, and the ratio of SURFADONE LP300 to cyclomethi-cone is significantly reduced, a clear composition absent the quaternary ammonium compound does not re-sult.
Examples 18 through 21 demonstrate the effect of eliminating at least one of the essential ingredi-ents from the composition. In each of Examples 18 through 21, the composition was opaque and unstable, separating into distinct aqueous and nonaqueous phases within a short time period. Example 21 further shows that an alcohol alone will not solubilize the cyclo-methicone and SURFADOME LP300, and Example 19 shows that the polyhydric compound alone will not solubilize the cyclomethicone and SURFADONE LP300. Examples 22 through 24 showed that linear volatile silicones, either dimethylpolysiloxanes or phenyl-substituted dimethylpolysiloxanes are useful as the volatile con-ditioning agent of the composition of the present invention.
In addition, Examples 25 through 29 in TABLE
II show that a volatile hydrocarbon can be used as the volatile conditioning agent in a clear hair-condi-2 ~
tioning composition of the present invention. ~he compositions of Examples 25 through 29 were produced by a method similar to producing the compositions of Examples 1 through 24.
T~BLE II
Ingredient (% by wei~ht) EX.25 EX.26EX.27EX.28 EX.29 Soft Water76.0075.00 75.9978.9974.00 1 o Volatile Hydro-carbonl)1.00 1.00 1.00 1.00 1~00 SURFADONE
LP300 3.00 4.00 5.00 5.00 5.00 (100~ by wt. active) Hexylene Glycol 18.02 18.02 16.22 13.52 lB.02 LEXAMINE S13 1.441044 1.30 1,0B 1.44 (100% by wt~ active) 20 Lactic Acid 0.540.54 0.~9 0.41 0.54 (85~ by wt. active) Composition Appearance: Clear Clear Cloudy Cloudy Clear 1) The volatile hydrocarbon used is an isoparaffinic 25 hydrocarbon including about 12 carbon atoms, sold under the tradename PERMETHYL 99A, available from Permethyl Corp., Frazer, PA.
From Examples 25 through 29 in TABLE II, it was observed that a volatile hydrocarbon can be used as the volatil~e conditioning agent to pr~vide a clear conditioning composition of the present invention ~EXS. 25, 26 and 29). However, conditioning composi-tions including a volatile hydrocarbon as the volatile conditioning apparently are more sensitive to the amount of polyhydric compound present in the composi-tion. Examples 27 and 28 show that, even if the ratio-of SURFADONE LP300 to volatile hydrocarbon is relative-ly high, the composition is cloudy unless a sufficient amount of polyhydric compound is included in the com-position.
To demonstra~e that clear hair-conditioning compositions including a quaternary ammonium compound, an amidoamine of general structural formula (I) or (II), a volatile conditioning agent, a solubilizing nonionic surfactant and a polyhydric compound effec-tively impart hair conditioning properties to treatedhair, particular compositions of ~xamples 1 through 12 were applied to hair. These particular compositions were compared to two leading commercial hair condition-ers, HAIR SPECIFICS and FINESSE, both available from Helene Curtis, Inc.j Chicago, IL., for an ability to impart hair conditioning properties the hair. In contrast to the clear conditioning compositions of the present invention (i.e., Example 12), both HAIR
SPECIFICS and FINESSE are traditional emulsion-type hair conditioner products.
In particular, to demonstrate the improved hair conditioning properties imparted to hair treated with the composition of the present invention, the composition of Example 12 was applied to human hair and conditioning properties were compared to the con-dition properties imparted by FINESSE or HAIR
SPECIFICSo A group of five trained judges rated hair treated with the composition of Example 12 and either the commercially available hair conditioner FINESSE
or the commercially-available hair conditioner HAIR
SPECIFICS in a salon evaluation. FINESSE includes a quaternary ammonium compound, an amidoamine c~mpound and a polydimethylsiloxane in a total amount of about 4.4% by weight. ~AIR SPECIFICS includes a quaternary ammonium compound, dimethicone and a quaternized pro-tein in a total amount of about 4~ by weight. Both HAIR SPECIFICS ,and FINESSE are commercially available, 2~
with FINESSE being recognized as an exceptional hair conditioning product and HAIR SPECIFICS being recog-nized as a premium hair conditioning product. It should be noted that in this subjective salon testing, 5 if a composit;on imparts hair conditioning properties to treated hair equivalent to the properties imparted by FINESSE, the composition is considered an excep-tional conditioner because FINESSE is recognized as a benchmark for hair conditioning performance. Accord-ingly, if a composition imparts hair conditioningproperties to treated hair equivalent to properties imparted by HAIR SPECIFICS, the composition is con-sidered a premium conditioner because ~AIR SPECIFICS
is recognized as a superior hair-conditioner, but not 15 as efficacious as FINESSE.
In general, in a salon test the composition of interest is applied to one side of a head of hair, and the product used for comparison, i.e., either FINESSE or HAIR SPECIFICS, is applied to the other 2~ side of the head. After the treatment, each side of hair is judged for a variety of hair conditioning properties by a panel of five trained judges on a ranking of 1 unit (worst) to 5 units (best). Then ratings of the judges for each hair conditioning pro-perty are averaged, and a difference ;in rating oneside of hair compared to the other side of hair of at leas~ 0.3 units is considered a significant difference for that particular hair conditioning property. The judges rate the hair for such hair conditioning proper-ties as ease of application, fragrance, ease of rins-ing, wet feel, wet comb, residue, dry combing, dry feel, coating, flakes/dust, static, manageability, condition of ends, sheen/luster, body, effect on hair color, irritation and overall condition.
Accordingly, a clear composition of the present invention, including 2~ by weight ADO OE N 432ET
1% by weight cyclomethicone, 2% by weight SURFADONE
LP300, 0.8% by weight LEXAMINE S-13 and 10% by weight hexylene glycol (Ex. 30), was compared to the HAIR
SPECIFICS conditioner. It was found that in a salon comparative test of the composition of Example 30 and S HAIR SPEC~FICS conditioner, that a significant improve-ment (i.e., at least 0.3 rating units) in wet feel, dry feel, dry combing, coating, manageability, condi-tion of ends, and overall condition was found in hair treated with the composition of Example 30. It should be noted that among the numerous hair conditioning properties, the~e properties are considered the key properties in regard to hair conditioning. Further-more, for each of the twenty-one conditioning proper-ties that were compared, the composition of Example 30 at least equalled the conditioning properties im-parted by HAIR SPECIFICS.
In addition, an identical salon comparative test was performed between the composition of Example 30 and FINESSE. In this comparative test~ the composi-tion of Example 30 and FINESSE compared essentiallyidentically, except that FINE5SE demonstrated a 0.3 unit superiority in dry combing and dry feel. For all the remaining hair conditioning propertie~, the ratings between the composition of Example 30 and FINESSE were identical or less than the significant difference of 0.3 rating units. Considering the excep-tional hair conditioning properties imparted to hair by FINESSE, it is both surprising and unexpected for a composition of the present invention (EX. 30) to impart essentially the identical hair condi~ioning properties to treated hair. Overall, the above salon comparative tests demonstrate that the clear condition-ing compositions of the present invention, including a quaternary a~monium compound, a volatile conditioning agent, an amidoamine compound, a solubilizing nonionic surfactant, and a polyhydric compound, surprisingly 2 ~
and unexpectedly possess an improved ability to impart hair conditioning properties to hair.
Therefore, the method and composition of the present invention impart exceptional hair condi-tionin~ properties to treated hair usually demonstratedonly by premium hair conditioner compositions. It is both surprising and unexpected for an aqueous composi-tion of the present invention, including a water-insoluble volatile conditioning agent, to be a consu-mer-appealing clear product, to maintain product sta-bility over long storage ~imes, and to impart such excellent hair conditioning properties to treated hair. The clear compositions of the present invention coat the hair more effectively and also are especially easy to rinse from the hair. Consequently, an improved and more effective coating of the hair requires less conditioner composition to be applied to the hair, thereby also eeducing the amount of dulling, chemical residue that coats the hair shaft.
In addition, the method of the present lnven-tion provides the further benefits of not leavin~ the hair tacky or sticky; not forming a crust and therefore providing combability; and providing manageable and styleable hair having b~dy. In addition, after treat-ing the hair with the composi~ion of the present inven-tion, the hair feels na~ural and thickened, has body, is soft, shiny, manageable, and combable. These bene-ficial effects can be achieved by using an aqueous spray or aqueous solution formulation.
Obviously, many modifications and variations of the invention as hereinbefore ~et forth can be made without dleparting from the spirit and ~cope there-of and therefore only such limitations should be im-posed as are indicated by the appended claimsO
SILICONE FLUID 200, a 100% linear hexamethyldi-soloxane, available from Dow Corning Corp., Midland, MI.
Generally, the compositions of Examples 1 through 30 were prepared in an identical manner. For example, the composition of Example 1 was prepared by first producing a premix of the ADO OE N 432ET and a minor amount of ~oft water. Similarly, a second premix including the cyclomethicone and the SURFADONE LP300 was prepared. The two premixes then were combined and thoroughly admixed to form the main batch. Then a third premix of the octoxynol-9 and the fragrance was added to the main batch, and the resulting mixture was stirred until homogeneous. The thickener then was homogeneously dispersed in the major amount of soft water, and the aqueous thickener dispersion was added to the ~ain batch. After thorough blending, the preservative was added to the resulting composi-tion. The composition of Example 1, lacking the amido-~mine compound and the polyhydric compound was an emulsion-type product.
Similarly, the composition of Example 6 was prepared by first producing a premix including the hexylene glyco], the LEXAMINE S-13 and the lactic acid. The premix was heated to about 150F to about 165F, then held at the elevated temperature for about 30 minutes. After cooling to about 100F, a second premix including the ADOOE N 432ET and ethanol was ~g~
added to the first premix, and the two premixes were thoroughly blended until homogeneous. Then a previous-ly prepared dispersion of the thickener and the major portion of the soft water was added to the homogeneous premix blend to form the main batch. Next, a previous-ly-prepared third premix of the cyclomethicone and SURFADONE LP300 was added to the main batch, followed by the addition of a fourth premix including the oct-oxynol-9 and fragrance. After thorough blending to 19 produce a clear, homogeneous composition, the preser-vative was added to produce the composition of Example 6.
It was found that Examples 1 and 2, each absent the polyhydric compound, i.e., hexylene glycol, were emulsions as opposed to clear compositions. Simi-.larly, Example 3, including the hexylene glycol butabsent the quaternary ammonium compound, AD0 OE N 432ET, produced a hazy composition. Example 4, including each of the five essential ingredients of the present invention, was a hazy co~position9 thereby showing that at least about 10% of the polyhydric compound should be present in the composition. However, Example 6 demonstrates that the amount of polyhydric compound can be reduced to below 10~, if an alcohol also is included in the composition. Example 5 demonstrates that an alcohol alone does not produce a clear composi-tion, therefore requiring that a polyhydric compound be present in the composition. Examples 7 through 12 demonstrate that increased amounts of hexylene glycol further clarify the composition, with a clear composi-tion resulting over the range of from about 10~ to about 30% by weight hexylene glycol, and with maximum clarity achieved at polyhydric compound levels of from about 18% to about 22~ by weight of the comp~si-tion.
Examples 13 through 24 were prepared todemonstrate the effect of omitting one of the essential 2 ~
ingredients fr~m the composition, and to demonstrate the effect of varying the amount of the essential ingredients in the c~mposition. Therefore, ~xample 13 shows that a composition including only water and four of the five essential ingredients, adjusted to the proper pH, provides a clear conditioning composi-tion if the ratio of SURFADONE L!?300 to cyclomethicone is sufficiently high. Examples 13 through 15 demon-strate that the amount of amidoamine compound, LEXAMINE
S-13, and/or the amount of the solubilizing nonionic surfactant, SURFADONE LP300, can be varied to yield a clear conditioning composition when the SURFADONE/sili-cone ratio is at least about 4 to 1 even though the ADOOE N 432ET is absent. Examples 14 through 17 show that if the amount of amidoamine is increased signifi-cantly, and the ratio of SURFADONE LP300 to cyclomethi-cone is significantly reduced, a clear composition absent the quaternary ammonium compound does not re-sult.
Examples 18 through 21 demonstrate the effect of eliminating at least one of the essential ingredi-ents from the composition. In each of Examples 18 through 21, the composition was opaque and unstable, separating into distinct aqueous and nonaqueous phases within a short time period. Example 21 further shows that an alcohol alone will not solubilize the cyclo-methicone and SURFADOME LP300, and Example 19 shows that the polyhydric compound alone will not solubilize the cyclomethicone and SURFADONE LP300. Examples 22 through 24 showed that linear volatile silicones, either dimethylpolysiloxanes or phenyl-substituted dimethylpolysiloxanes are useful as the volatile con-ditioning agent of the composition of the present invention.
In addition, Examples 25 through 29 in TABLE
II show that a volatile hydrocarbon can be used as the volatile conditioning agent in a clear hair-condi-2 ~
tioning composition of the present invention. ~he compositions of Examples 25 through 29 were produced by a method similar to producing the compositions of Examples 1 through 24.
T~BLE II
Ingredient (% by wei~ht) EX.25 EX.26EX.27EX.28 EX.29 Soft Water76.0075.00 75.9978.9974.00 1 o Volatile Hydro-carbonl)1.00 1.00 1.00 1.00 1~00 SURFADONE
LP300 3.00 4.00 5.00 5.00 5.00 (100~ by wt. active) Hexylene Glycol 18.02 18.02 16.22 13.52 lB.02 LEXAMINE S13 1.441044 1.30 1,0B 1.44 (100% by wt~ active) 20 Lactic Acid 0.540.54 0.~9 0.41 0.54 (85~ by wt. active) Composition Appearance: Clear Clear Cloudy Cloudy Clear 1) The volatile hydrocarbon used is an isoparaffinic 25 hydrocarbon including about 12 carbon atoms, sold under the tradename PERMETHYL 99A, available from Permethyl Corp., Frazer, PA.
From Examples 25 through 29 in TABLE II, it was observed that a volatile hydrocarbon can be used as the volatil~e conditioning agent to pr~vide a clear conditioning composition of the present invention ~EXS. 25, 26 and 29). However, conditioning composi-tions including a volatile hydrocarbon as the volatile conditioning apparently are more sensitive to the amount of polyhydric compound present in the composi-tion. Examples 27 and 28 show that, even if the ratio-of SURFADONE LP300 to volatile hydrocarbon is relative-ly high, the composition is cloudy unless a sufficient amount of polyhydric compound is included in the com-position.
To demonstra~e that clear hair-conditioning compositions including a quaternary ammonium compound, an amidoamine of general structural formula (I) or (II), a volatile conditioning agent, a solubilizing nonionic surfactant and a polyhydric compound effec-tively impart hair conditioning properties to treatedhair, particular compositions of ~xamples 1 through 12 were applied to hair. These particular compositions were compared to two leading commercial hair condition-ers, HAIR SPECIFICS and FINESSE, both available from Helene Curtis, Inc.j Chicago, IL., for an ability to impart hair conditioning properties the hair. In contrast to the clear conditioning compositions of the present invention (i.e., Example 12), both HAIR
SPECIFICS and FINESSE are traditional emulsion-type hair conditioner products.
In particular, to demonstrate the improved hair conditioning properties imparted to hair treated with the composition of the present invention, the composition of Example 12 was applied to human hair and conditioning properties were compared to the con-dition properties imparted by FINESSE or HAIR
SPECIFICSo A group of five trained judges rated hair treated with the composition of Example 12 and either the commercially available hair conditioner FINESSE
or the commercially-available hair conditioner HAIR
SPECIFICS in a salon evaluation. FINESSE includes a quaternary ammonium compound, an amidoamine c~mpound and a polydimethylsiloxane in a total amount of about 4.4% by weight. ~AIR SPECIFICS includes a quaternary ammonium compound, dimethicone and a quaternized pro-tein in a total amount of about 4~ by weight. Both HAIR SPECIFICS ,and FINESSE are commercially available, 2~
with FINESSE being recognized as an exceptional hair conditioning product and HAIR SPECIFICS being recog-nized as a premium hair conditioning product. It should be noted that in this subjective salon testing, 5 if a composit;on imparts hair conditioning properties to treated hair equivalent to the properties imparted by FINESSE, the composition is considered an excep-tional conditioner because FINESSE is recognized as a benchmark for hair conditioning performance. Accord-ingly, if a composition imparts hair conditioningproperties to treated hair equivalent to properties imparted by HAIR SPECIFICS, the composition is con-sidered a premium conditioner because ~AIR SPECIFICS
is recognized as a superior hair-conditioner, but not 15 as efficacious as FINESSE.
In general, in a salon test the composition of interest is applied to one side of a head of hair, and the product used for comparison, i.e., either FINESSE or HAIR SPECIFICS, is applied to the other 2~ side of the head. After the treatment, each side of hair is judged for a variety of hair conditioning properties by a panel of five trained judges on a ranking of 1 unit (worst) to 5 units (best). Then ratings of the judges for each hair conditioning pro-perty are averaged, and a difference ;in rating oneside of hair compared to the other side of hair of at leas~ 0.3 units is considered a significant difference for that particular hair conditioning property. The judges rate the hair for such hair conditioning proper-ties as ease of application, fragrance, ease of rins-ing, wet feel, wet comb, residue, dry combing, dry feel, coating, flakes/dust, static, manageability, condition of ends, sheen/luster, body, effect on hair color, irritation and overall condition.
Accordingly, a clear composition of the present invention, including 2~ by weight ADO OE N 432ET
1% by weight cyclomethicone, 2% by weight SURFADONE
LP300, 0.8% by weight LEXAMINE S-13 and 10% by weight hexylene glycol (Ex. 30), was compared to the HAIR
SPECIFICS conditioner. It was found that in a salon comparative test of the composition of Example 30 and S HAIR SPEC~FICS conditioner, that a significant improve-ment (i.e., at least 0.3 rating units) in wet feel, dry feel, dry combing, coating, manageability, condi-tion of ends, and overall condition was found in hair treated with the composition of Example 30. It should be noted that among the numerous hair conditioning properties, the~e properties are considered the key properties in regard to hair conditioning. Further-more, for each of the twenty-one conditioning proper-ties that were compared, the composition of Example 30 at least equalled the conditioning properties im-parted by HAIR SPECIFICS.
In addition, an identical salon comparative test was performed between the composition of Example 30 and FINESSE. In this comparative test~ the composi-tion of Example 30 and FINESSE compared essentiallyidentically, except that FINE5SE demonstrated a 0.3 unit superiority in dry combing and dry feel. For all the remaining hair conditioning propertie~, the ratings between the composition of Example 30 and FINESSE were identical or less than the significant difference of 0.3 rating units. Considering the excep-tional hair conditioning properties imparted to hair by FINESSE, it is both surprising and unexpected for a composition of the present invention (EX. 30) to impart essentially the identical hair condi~ioning properties to treated hair. Overall, the above salon comparative tests demonstrate that the clear condition-ing compositions of the present invention, including a quaternary a~monium compound, a volatile conditioning agent, an amidoamine compound, a solubilizing nonionic surfactant, and a polyhydric compound, surprisingly 2 ~
and unexpectedly possess an improved ability to impart hair conditioning properties to hair.
Therefore, the method and composition of the present invention impart exceptional hair condi-tionin~ properties to treated hair usually demonstratedonly by premium hair conditioner compositions. It is both surprising and unexpected for an aqueous composi-tion of the present invention, including a water-insoluble volatile conditioning agent, to be a consu-mer-appealing clear product, to maintain product sta-bility over long storage ~imes, and to impart such excellent hair conditioning properties to treated hair. The clear compositions of the present invention coat the hair more effectively and also are especially easy to rinse from the hair. Consequently, an improved and more effective coating of the hair requires less conditioner composition to be applied to the hair, thereby also eeducing the amount of dulling, chemical residue that coats the hair shaft.
In addition, the method of the present lnven-tion provides the further benefits of not leavin~ the hair tacky or sticky; not forming a crust and therefore providing combability; and providing manageable and styleable hair having b~dy. In addition, after treat-ing the hair with the composi~ion of the present inven-tion, the hair feels na~ural and thickened, has body, is soft, shiny, manageable, and combable. These bene-ficial effects can be achieved by using an aqueous spray or aqueous solution formulation.
Obviously, many modifications and variations of the invention as hereinbefore ~et forth can be made without dleparting from the spirit and ~cope there-of and therefore only such limitations should be im-posed as are indicated by the appended claimsO
Claims (44)
1. A hair-conditioning composition compris-ing from about 0.5% to about 5% by weight of a quater-nary ammonium compound; from about .1% to about 5% by weight of an amidoamine compound; from about 0.5% to about 5% by weight of a volatile conditioning agent;
from about 1% to about 10% by weight of a nonionic surfactant capable of solubilizing the volatile condi-tioning agent; from about 10% to about 30% of a poly-hydric compound; and a suitable liquid vehicle.
from about 1% to about 10% by weight of a nonionic surfactant capable of solubilizing the volatile condi-tioning agent; from about 10% to about 30% of a poly-hydric compound; and a suitable liquid vehicle.
2. The hair-conditioning composition of claim 1 wherein the nonionic surfactant and the vola-tile conditioning agent are present in a weight ratio of nonionic surfactant to volatile conditioning agent ranging from about 1 to 1 to about 10 to 1.
3. The hair-conditioning composition of claim 2 wherein the nonionic surfactant and the vola-tile conditioning agent are present in a weight ratio ranging from about 2 to 1 to about 5 to 1.
4. The hair-conditioning composition of claim 1 wherein the composition includes the quaternary ammonium compound in an amount ranging from about 1%
to about 4% by weight of the composition.
to about 4% by weight of the composition.
5. The hair-conditioning composition of claim 1 wherein the composition includes the quaternary ammonium compound in an amount ranging from about 1%
to about 2.5% by weight of the composition.
to about 2.5% by weight of the composition.
6. The hair-conditioning composition of claim 1 wherein the quaternary ammonium compound has the general structure:
, wherein R8 is an alkyl group including from about 8 to about 22 carbon atoms; R9 is selected from the group consisting of an alkyl group including from about 8 to about 22 carbon atoms, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxyethyl group R10 is selected from the group consisting of a benzyl group, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxyethyl group; R11 is selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxy-ethyl group; and X is selected from the group consist-ing of chloride, bromide, methosulfate, ethosulfate, tosylate, acetate, phosphate and nitrate.
, wherein R8 is an alkyl group including from about 8 to about 22 carbon atoms; R9 is selected from the group consisting of an alkyl group including from about 8 to about 22 carbon atoms, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxyethyl group R10 is selected from the group consisting of a benzyl group, a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxyethyl group; R11 is selected from the group consisting of a hydrogen atom, a methyl group, an ethyl group, a hydroxymethyl group and a hydroxy-ethyl group; and X is selected from the group consist-ing of chloride, bromide, methosulfate, ethosulfate, tosylate, acetate, phosphate and nitrate.
7. The hair-conditioning composition of claim 1 wherein the quaternary ammonium compound is selected from the group consisting of laurtrimonium chloride; Quaternium-16; lauralkonium chloride; olealkonium chloride; dilauryldimonium chlor-ide; cetalkonium chloride; dicetyldimonium chloride;
laurylpyridinium chloride; cetylpyridinium chloride;
soyatrimonium chloride; Polyquaternium-6; Polyquater-nium-7; guarhydroxypropyltrimonium chloride; Poly-quaternium-11; Polyquaternium-5; Polyquaternium-10;
Polyquaternium-24; cetrimonium chloride; Quaternium-24; mytrimonium chloride; PEG-2 Cocomonium chloride;
PEG-2 Cocoyl Quaternium-4; PEG-15 Cocoyl Quaternium-4; PEG-2 Stearyl Quaternium-4; Peg-15 Stearyl Quater-nium-4; Peg-2 Oleyl Quaternium-4; PEG-15 Oleyl Quater-nium-4: cetethyldimonium bromide; cetrimonium tosylate;
stearalkonium chloride; distearyldimonium chloride;
Quaternium-18; cetrimonium bromide; cetethylmorpholi-nium ethosulfate; behenalkonium chloride; behentri-monium chloride; mytrimonium bromide; and combinations thereof.
laurylpyridinium chloride; cetylpyridinium chloride;
soyatrimonium chloride; Polyquaternium-6; Polyquater-nium-7; guarhydroxypropyltrimonium chloride; Poly-quaternium-11; Polyquaternium-5; Polyquaternium-10;
Polyquaternium-24; cetrimonium chloride; Quaternium-24; mytrimonium chloride; PEG-2 Cocomonium chloride;
PEG-2 Cocoyl Quaternium-4; PEG-15 Cocoyl Quaternium-4; PEG-2 Stearyl Quaternium-4; Peg-15 Stearyl Quater-nium-4; Peg-2 Oleyl Quaternium-4; PEG-15 Oleyl Quater-nium-4: cetethyldimonium bromide; cetrimonium tosylate;
stearalkonium chloride; distearyldimonium chloride;
Quaternium-18; cetrimonium bromide; cetethylmorpholi-nium ethosulfate; behenalkonium chloride; behentri-monium chloride; mytrimonium bromide; and combinations thereof.
8. The hair-conditioning composition of claim 1 wherein the quaternary ammonium compound is selected from the group consisting of cetrimonium chloride; laurtrimonium chloride; Quaternium-16; lauryl-pyridinium chloride; mytrimonium chloride; Quaternium-24; soyatrimonium chloride; cetylpyridinium chloride;
cetalkonium chloride; olealkonium chloride; dicetyl-dimonium chloride; lauralkonium chloride; Polyquater-nium-11; distearyldimonium chloride; stearalkonium chloride; behenalkonium chloride; mytrimonium bromide, cetethylmorpholinium ethosulfate; and combinations thereof.
cetalkonium chloride; olealkonium chloride; dicetyl-dimonium chloride; lauralkonium chloride; Polyquater-nium-11; distearyldimonium chloride; stearalkonium chloride; behenalkonium chloride; mytrimonium bromide, cetethylmorpholinium ethosulfate; and combinations thereof.
9. The hair-conditioning composition of claim 1 wherein the composition includes the amidoamine compound in an amount ranging from about 0.1% to about 2% by weight of the composition.
10. The hair-conditioning composition of claim 1 wherein the amidoamine compound has a general structure:
or , wherein R1 is a fatty acid chain containing from about
or , wherein R1 is a fatty acid chain containing from about
11 to about 21 carbon atoms; R2 is an alkylene group containing from two to about four carbon atoms; R3 is hydrogen, a methyl group, an ethyl group or a hydroxy-alkylene group containing from one to about three carbon atoms; R4 is a methyl group, an ethyl group or a hydroxyalkylene group containing from one to about three carbon atoms; and Y is an organic heterocyclic nitrogen-containing moiety.
11. The hair-conditioning composition of claim 10 wherein the amidoamine compound is selected from the group consisting of stearamidoethylethanol-amine, stearamidoethyldiethanolamine, isostearamidopro-pylmorpholine, stearamidopropylmorpholine, stearamido-propyldimethylamine, diethylaminoethyl stearamide, dimethylaminopropyl myristamine, and combinations thereof.
11. The hair-conditioning composition of claim 10 wherein the amidoamine compound is selected from the group consisting of stearamidoethylethanol-amine, stearamidoethyldiethanolamine, isostearamidopro-pylmorpholine, stearamidopropylmorpholine, stearamido-propyldimethylamine, diethylaminoethyl stearamide, dimethylaminopropyl myristamine, and combinations thereof.
12. The hair-conditioning composition of claim 1 wherein the volatile conditioning agent is present in an amount ranging from about 1% to about 4% by weight of the composition.
13. The hair-conditioning composition of claim 1 wherein the volatile conditioning agent is a volatile silicone, a volatile hydrocarbon, or combina-tions thereof.
14. The hair-conditioning composition of claim 13 wherein the volatile silicone is a low mole-cular weight polydimethylsiloxane or a low molecular weight phenyl-substituted polydimethylsiloxane.
15. The hair-conditioning composition of claim 14 wherein the low molecular weight polydimethyl-siloxane is a linear polydimethylsiloxane or a cyclic polydimethylsiloxane.
16. The hair-conditioning composition of claim 15 wherein the linear polydimethylsiloxane has a viscosity at 25°C in the range from about 0.5 cen-tistokes to about 5 centistokes and a boiling point at atmospheric pressure ranging from about 100°C to about 250°C.
17. The hair-conditioning composition of claim 16 wherein the linear polydimethylsiloxane is selected from the group consisting of hexamethyldi-siloxane, octamethyltrisoloxane, decamethyltetrasiloxane and combinations thereof.
18. The hair-conditioning composition of claim 15 wherein the cyclic polydimethylsiloxane has a viscosity at 25°C of from about 2 centistokes to about 6 centistokes and a boiling point at atmospheric pressure ranging from about 150°C to about 250°C.
19. The hair-conditioning composition of claim 18 wherein the cyclic polydimethylsiloxane is selected from the group consisting of hexamethylcyclo-trisiloxane, octamethylcyclotetrasiloxane, decamethyl-cyclopentasiloxane, dodecamethylcyclohexasiloxane and combinations thereof.
20. The hair-conditioning composition of claim 13 wherein the volatile hydrocarbon is a low molecular weight hydrocarbon including from about 12 carbon atoms to about 24 carbon atoms.
21. The hair-conditioning composition of claim 20 wherein the volatile hydrocarbon is a low molecular weight aliphatic hydrocarbon including from about 12 carbon atoms to about 16 carbon atoms.
22. The hair-conditioning composition of claim 13 wherein the volatile hydrocarbon has a boiling point at 25°C and at atmospheric pressure in the range of from about 100°C to about 300°C.
23. The hair-conditioning composition of claim 13 wherein the volatile hydrocarbon has the general structural formula , wherein n ranges from 2 to 5, and mixtures thereof.
24. The hair-conditioning composition of claim 1 wherein the nonionic surfactant is present in an amount ranging from about 1% to about 10% by weight of the composition.
25. The hair-conditioning composition of claim 1 wherein the nonionic surfactant is an N-alkyl-ated pyrrolidone.
26. The hair-conditioning composition of claim 25 wherein N-alkylated pyrrolidone includes an alkyl group having from about 10 carbon atoms to about 16 carbon atoms.
27. The hair-conditioning composition of claim 25 wherein N-alkylated pyrrolidone is lauryl pyrrolidone, decyl pyrrolidone or a combination there-of.
28. The hair-conditioning composition of claim 1 wherein the polyhydric compound is present in an amount ranging from about 10% to about 30% by weight of the composition.
29. The hair-conditioning composition of claim 1 wherein the polyhydric compound is present in an amount ranging from about 15% to about 25% by weight of the composition.
30. The hair-conditioning composition of claim 1 wherein the polyhydric compound is present in an amount ranging frcm about 18% to about 22% by weight of the composition.
31. The hair-conditioning composition of claim 1 wherein the polyhydric compound is a glycol, a triol, a polyol or mixtures thereof.
32. The hair-conditioning composition of claim 1 wherein the polyhydric compound is selected from the group consisting of ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, glycerol, diethylene glycol, triethylene glycol, dipropylene glycol, tripropylene glycol, polypropylene glycol having an average molecular weight of up to approxi-mately 500, polyethylene glycol having an average molecular weight of up to approximately 500, and mix-tures thereof.
33. The hair-conditioning composition of claim 1 wherein the suitable liquid vehicle comprises water.
34. The hair-conditioning composition of claim 33 wherein the liquid vehicle further comprises from about 1% to about 50% by weight relative to the total weight of the liquid vehicle of a lower alcohol, a glycol ether, or a combination thereof.
35. The hair-conditioning composition of claim 33 wherein the liquid vehicle further comprises from about 5% to about 25% by weight relative to the total weight of the liquid vehicle of a lower alcohol, a glycol ether, or a combination thereof.
36. The hair-conditioning composition of claim 34 wherein the liquid vehicle further comprises from about 1% to about 50% by weight relative to the total weight of the liquid vehicle of ethyl alcohol, isopropyl alcohol, 2-butoxyethanol, ethylene glycol monoethyl ether, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether or combinations thereof.
37. The hair-conditioning composition of claim 1 wherein the composition has a pH of from about 4 to about 7.
38. The hair-conditioning composition of claim 1 wherein the composition has a pH of from about 5.5 to about 6.5.
39. The hair-conditioning composition of claim 1 wherein the quaternary ammonium compound is dicetyldimonium chloride; the amidoamine compound is stearamidopropyldimethylamine; the volatile condition-ing agent is cyclomethicone; the nonionic surfactant is lauryl pyrrolidone; and the polyhydric compound is hexylene glycol.
40. The hair-conditioning composition of claim 39 wherein the weight ratio of lauryl pyrrolidone to cyclomethicone is in the range of from about 2 to 1 to about 5 to 1; the hexylene glycol is present in an amount ranging from about 15% to about 25% by weight; and the composition has a pH in the range of from about 5.5 to about 6.5.
41. The hair-conditioning composition of claim 1 wherein the composition is clear.
42. A method of treating hair comprising contacting the hair for a sufficient time with a trans-parent hair-conditioning composition comprising from about 0.5% to about 5% by weight of a quaternary am-monium compound; from about .1% to about 5% by weight of an amidoamine compound; from about 0.5% to about 5% by weight of a volatile conditioning agent; from about 1% to about 10% by weight of a solubilizing nonionic surfactant; from about 10% to about 30% of a polyhydric compound; and a suitable liquid vehicle, to impart hair-conditioning properties to the hair.
43. A method of imparting conditioning properties to hair comprising contacting the hair for a time sufficient for the hair to interact with a composition comprising from about 0.5% to about 5% by weight of a quaternary ammonium compound; from about .1% to about 5% by weight of an amidoamine compound;
from about 0.5% to about 5% by weight of a volatile conditioning agent; from about 1% to about 10% by weight of a solubilizing nonionic surfactant; from about 10% to about 30% of a polyhydric compound; and a suitable liquid vehicle.
from about 0.5% to about 5% by weight of a volatile conditioning agent; from about 1% to about 10% by weight of a solubilizing nonionic surfactant; from about 10% to about 30% of a polyhydric compound; and a suitable liquid vehicle.
44. The method of claim 43 further compris-ing rinsing the hair with water after contacting the hair with the composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA 2019809 CA2019809A1 (en) | 1990-06-26 | 1990-06-26 | Clear conditioning composition and method to impart improved properties to the hair |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA 2019809 CA2019809A1 (en) | 1990-06-26 | 1990-06-26 | Clear conditioning composition and method to impart improved properties to the hair |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2019809A1 true CA2019809A1 (en) | 1991-12-26 |
Family
ID=4145333
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2019809 Abandoned CA2019809A1 (en) | 1990-06-26 | 1990-06-26 | Clear conditioning composition and method to impart improved properties to the hair |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2019809A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6322778B1 (en) | 1998-02-10 | 2001-11-27 | Johnson & Johnson Consumer Companies, Inc. | Hair conditioning compositions comprising a quaternary ammonium compound |
-
1990
- 1990-06-26 CA CA 2019809 patent/CA2019809A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6322778B1 (en) | 1998-02-10 | 2001-11-27 | Johnson & Johnson Consumer Companies, Inc. | Hair conditioning compositions comprising a quaternary ammonium compound |
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