NO753585L - - Google Patents
Info
- Publication number
- NO753585L NO753585L NO753585A NO753585A NO753585L NO 753585 L NO753585 L NO 753585L NO 753585 A NO753585 A NO 753585A NO 753585 A NO753585 A NO 753585A NO 753585 L NO753585 L NO 753585L
- Authority
- NO
- Norway
- Prior art keywords
- shampoo
- detergent
- stated
- carbon atoms
- polymer
- Prior art date
Links
- 239000002453 shampoo Substances 0.000 claims description 66
- 239000003599 detergent Substances 0.000 claims description 46
- 229920000642 polymer Polymers 0.000 claims description 19
- 230000003750 conditioning effect Effects 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 150000002466 imines Chemical class 0.000 claims description 13
- 125000002091 cationic group Chemical group 0.000 claims description 12
- 150000001412 amines Chemical group 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 7
- 150000001408 amides Chemical class 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 5
- 229910001385 heavy metal Inorganic materials 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical group OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 4
- 150000002500 ions Chemical class 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- YBBJKCMMCRQZMA-UHFFFAOYSA-N pyrithione Chemical compound ON1C=CC=CC1=S YBBJKCMMCRQZMA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 26
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 11
- 230000002401 inhibitory effect Effects 0.000 description 10
- 229920002873 Polyethylenimine Polymers 0.000 description 9
- -1 alkyl sulphamic acid Chemical compound 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 235000019864 coconut oil Nutrition 0.000 description 7
- 239000003240 coconut oil Substances 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 6
- 208000001840 Dandruff Diseases 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 229940043810 zinc pyrithione Drugs 0.000 description 6
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 6
- 230000009467 reduction Effects 0.000 description 5
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 244000060011 Cocos nucifera Species 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- 150000004820 halides Chemical class 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000000845 anti-microbial effect Effects 0.000 description 3
- 230000003385 bacteriostatic effect Effects 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000004872 foam stabilizing agent Substances 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 229910021653 sulphate ion Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical class CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- 241000041995 Pelargonium ovale Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 206010035502 Plasmodium ovale infection Diseases 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000004599 antimicrobial Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical class CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000013618 particulate matter Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical compound [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 description 2
- 229960002026 pyrithione Drugs 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 150000003751 zinc Chemical class 0.000 description 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical class OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 1
- UGIJCMNGQCUTPI-UHFFFAOYSA-N 2-aminoethyl prop-2-enoate Chemical compound NCCOC(=O)C=C UGIJCMNGQCUTPI-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000000721 bacterilogical effect Effects 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- ONLRKTIYOMZEJM-UHFFFAOYSA-N n-methylmethanamine oxide Chemical compound C[NH+](C)[O-] ONLRKTIYOMZEJM-UHFFFAOYSA-N 0.000 description 1
- 150000002815 nickel Chemical class 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- 229960001325 triclocarban Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4933—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/18—Sulfonic acids or sulfuric acid esters; Salts thereof derived from amino alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/18—Sulfonic acids or sulfuric acid esters; Salts thereof derived from amino alcohols
- C11D1/20—Fatty acid condensates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3723—Polyamines or polyalkyleneimines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
Foreliggende oppfinnelse vedrører sjampo, og særlig The present invention relates to shampoo, and in particular
sjampo som inneholder kondisjoneringsmidler.shampoos that contain conditioners.
Det er blitt foreslått å anvende forskjellige kombinasjoner av vaskemidler og kondisjoneringsmidler for å fremstille en enfase, flytende sjampo som både renser og kondisjonerer menneskehår. Hittil har det imidlertid vært vanskelig å oppfylle betingelsene for en tilfredsstillende flytende sjampo. It has been proposed to use various combinations of detergents and conditioners to produce a single phase, liquid shampoo which both cleanses and conditions human hair. Until now, however, it has been difficult to meet the conditions for a satisfactory liquid shampoo.
Egenskapene som ønskes i et slikt flytende preparat, er at det bør rense håret, gl et skum som er stabilt i nærvar av fett, men som fjernes ved skylling av håret med vann, efterlater et glansfullt hår og et hår som er behagelig ved berøring, har en passende lagringstid og har en "kondisjonerende virkning" på håret. Med betegnelsen "kondisjonerende virkning" eller "forbedring i hårtilstanden" menes en forbedring i stellbarheten av håret som erkarakterisert vedat man oppnår ett eller flere av de følgende resultaters The properties desired in such a liquid preparation are that it should cleanse the hair, form a foam which is stable in the presence of grease but which is removed by rinsing the hair with water, leaves shiny hair and hair that is pleasant to the touch, has a suitable storage time and has a "conditioning effect" on the hair. With the term "conditioning effect" or "improvement in the condition of the hair" is meant an improvement in the manageability of the hair which is characterized by achieving one or more of the following results
(a) en forbedring når det gjelder kjemmlng av "fuktig" og (a) an improvement in combing of "moist" and
"tørt" skyllet hår,"dry" rinsed hair,
(b) en økning i bløtheten av håret ved berøring,(b) an increase in the softness of the hair to the touch;
(c) en reduksjon av tendensen til flokedannelse,(c) a reduction of the tendency to tangle;
(d) en reduksjon i hårets tendens til å opplades statisk (d) a reduction in the hair's tendency to become statically charged
og and
(e) en tilsynelatende økning i glans..(e) an apparent increase in gloss..
Det har vist seg at det kan fremstilles ét enfase vaskemiddel-kondisjoneringssystem ved å kombinere et kationisk kondisjoneringsmlddel, som er en polymer av et imin, slik som etylenimin eller et alkyleniorln eller -et alkoksylert derivat av en slik polymer, med en spesiell klasse av vaskemidler. It has been found that a single-phase detergent-conditioning system can be prepared by combining a cationic conditioning agent, which is a polymer of an imine, such as ethyleneimine or an alkylene iorln or an alkylated derivative of such a polymer, with a particular class of detergents .
Ifølge foreliggende oppfinnelse er det skaffet tilveieAccording to the present invention, it is provided
en sjampo som består av minst ett vaskemiddel som er et sulfatert a shampoo consisting of at least one detergent which is a sulfated one
alifatisk amin, amid eller alkanolamid eller et sulfatert etoksylert alifatisk amin, amid eller alkanolamid som gjennomsnittlig inneholder opptil 15 etoksygrupper pr. molekyl og hvor karbonkjeden av den allfatiske gruppen inneholder 8-18 karbonatomer og minst én iminpolymer eller et alkoksylert derivat av en slik polymer i et vandig miljø. aliphatic amine, amide or alkanolamide or a sulphated ethoxylated aliphatic amine, amide or alkanolamide containing on average up to 15 ethoxy groups per molecule and where the carbon chain of the allphatic group contains 8-18 carbon atoms and at least one imine polymer or an alkylated derivative of such a polymer in an aqueous environment.
De aminbaserte vaskemidler som anvendes i sjampoene ifølge foreliggende oppfinnelse er sanne amfotære av natur, mens amid- The amine-based detergents used in the shampoos according to the present invention are true amphoteric in nature, while amide-
og alkanolamid-baserte vaskemidler vanligvis har en lavere anionisk karakter enn konvensjonelle anioniske vaskemidler ved en gitt pH. and alkanolamide-based detergents usually have a lower anionic character than conventional anionic detergents at a given pH.
Vaskemidler avledet fra et amin, amid, alkanolamid eller alkoksylert derivat derav kan fremstilles ved en sulfaterings-eller sulfamateringsreaksjon. Vanligvis er en sulfamateringsreaksjon, f.eks. anvendelse av sulfaminsyre eller en alkyl-sulfamihsyre, bedre egnet for fremstilling av aminbaserte vaskemidler, enn amid- eller alkanolamid-baserte vaskemidler, siden den milde sulfamateringsreaksjonen er mer generell anvendbar siden aminene som vaskemidlene er avledet fra er mer labile baser enn de tilsvarende amider eller alkanolamlder. Amid- og alkanolamid-baserte vaskemidler kan fremstilles ved anvendelse av en sulfateringsreaksjon, f.eks. med svoveltrioksyd eller klorsulfonsyre. Under egnede reaksjonsbetingelser er imidlertid begge reaksjonene anvendbare på alle utgangsmaterialene. Detergents derived from an amine, amide, alkanolamide or alkylated derivative thereof can be prepared by a sulphation or sulphation reaction. Usually a sulfamate reaction, e.g. the use of sulphamic acid or an alkyl sulphamic acid, better suited for the production of amine-based detergents, than amide- or alkanolamide-based detergents, since the mild sulfamate reaction is more generally applicable since the amines from which the detergents are derived are more labile bases than the corresponding amides or alkanol age. Amide- and alkanolamide-based detergents can be prepared using a sulphation reaction, e.g. with sulfur trioxide or chlorosulfonic acid. Under suitable reaction conditions, however, both reactions are applicable to all starting materials.
De amin-baserte vaskemidler som anvendes i sjampoene ifølge foreliggende oppfinnelse har en av de følgende formlen The amine-based detergents used in the shampoos according to the present invention have one of the following formulas
eller or
12 12
hvor R, R og R er en alkyl- eller alkenylgruppe som inneholder 8-18 karbonatomer? where R, R and R are an alkyl or alkenyl group containing 8-18 carbon atoms?
b er 0, eller et helt tall fra 1 til 15 ogb is 0, or an integer from 1 to 15 and
X er et hydrogenatom, et ammonium- eller kvaternært ammonium-kation eller ionet av et alkalimetall eller jordalkalimetall. X is a hydrogen atom, an ammonium or quaternary ammonium cation or the ion of an alkali metal or alkaline earth metal.
12 12
Gruppene R, R og R inneholder fortrinnsvis 12-14 karbonatomer, The groups R, R and R preferably contain 12-14 carbon atoms,
12 12
idet gruppene R og R i formel II er like eller forskjellige. wherein the groups R and R in formula II are the same or different.
Eksempler på typiske reaksjoner som kan anvendes ved fremstillingen av aminbaserte vaskemidler er som følger: Examples of typical reactions that can be used in the production of amine-based detergents are as follows:
Det vil fremgå at ved anvendelse av en alkylsubstituert sulfaminsyre istedenfor sulfaminsyre får man et aminsalt istedenfor et ammoniumsalt. Alkalimetall- og jordalkalimetallsaltene kan fremstilles f.eks. ved hjelp av kationevekslere ved å omsette et egnet ammoniumsalt med en sterk base. Et natriumsalt kan således fremstilles ved å behandle et ammoniumsalt med natriumhydroksyd. It will be seen that by using an alkyl-substituted sulfamic acid instead of sulfamic acid, an amine salt is obtained instead of an ammonium salt. The alkali metal and alkaline earth metal salts can be prepared, e.g. using cation exchangers by reacting a suitable ammonium salt with a strong base. A sodium salt can thus be prepared by treating an ammonium salt with sodium hydroxide.
Amid- og alkanolamid-baserte vaskemidler som anvendes 1 sjampoene ifølge foreliggende oppfinnelse har vanligvis en av de følgende formler: Amide- and alkanolamide-based detergents used in the shampoos according to the present invention usually have one of the following formulas:
hvor R er en alkyl- eller alkenylgruppe som inneholder 8-18 karbonatomerf where R is an alkyl or alkenyl group containing 8-18 carbon atoms
b er 0, eller et helt tall fra 1 til 15}b is 0, or an integer from 1 to 15}
X er et hydrogenatom, et ammonium- eller et kvaternært aromonium-kation, eller ionet av et alkali- eller jordalkalimetall; X is a hydrogen atom, an ammonium or a quaternary aromonium cation, or the ion of an alkali or alkaline earth metal;
Y er en rett eller forgrenet alkoksygruppe som inneholder 2 eller flere karbonatomeri Y is a straight or branched alkoxy group containing 2 or more carbon atoms
a er 0 eller lra is 0 or lr
c er et helt tall fra 1 til 14)c is an integer from 1 to 14)
d er et helt tall fra 1 til 14 td is an integer from 1 to 14 h
og summen av c og d er ikke større enn 15.and the sum of c and d is not greater than 15.
Gruppen R inneholder fortrinnsvis 12-14 karbonatomer. Eksempler på typiske reaksjoner som kan anvendes for fremstillingen av amid- og alkanolamid-baserte vaskemidler er som følger: The group R preferably contains 12-14 carbon atoms. Examples of typical reactions that can be used for the production of amide- and alkanolamide-based detergents are as follows:
Overføringen av sulfatert vaskemiddel i reaksjonen ovenfor behøver ikke være fullstendig. Den prosentvise overføring ligger vanligvis i området fra 50 til 100%. Når utgangsmaterialet er et alkanolamid, er det ikke nødvendig å fjerne uomsatt utgangsmateriale, siden det uomsatte alkanolamid vil virke som et skumstabilisérende middel i sjampoen. The transfer of sulphated detergent in the above reaction need not be complete. The percentage transfer is usually in the range from 50 to 100%. When the starting material is an alkanolamide, it is not necessary to remove unreacted starting material, since the unreacted alkanolamide will act as a foam stabilizer in the shampoo.
Kjedelengden av den alifatisk® gruppen i vaskemidlet er vanligvis den som man finner 1 kokos&lje eller palmekjemeolje, dvs. hovedsakelig en kjedelengde på 12 karbonatomer, men utgangs-mater ialene kan også være av syntetisk opprinnelse. The chain length of the aliphatic® group in the detergent is usually that found in coconut oil or palm kernel oil, i.e. mainly a chain length of 12 carbon atoms, but the starting materials can also be of synthetic origin.
Innholdet av etoksygrupper 1 de etoksylerte amin-, amid-og alkanolamid-baserte vaskemidler som anvendes i preparatet ifølge foreliggende oppfinnelse kan inneholde opptil 15 etoksylerte enheter pr. mol. Det anvendes imidlertid fortrinnsvis vaskemidler som har et gjennomsnittlig innhold av etoksygrupper fra 1-6 enheter pr. mol. Det ønskede gjennomsnittlige Innhold av etoksygrupper kan oppnås ved å blande to eller flere vaskemidler som har forskjellige etoksylat-kjedelengder. The content of ethoxy groups 1 the ethoxylated amine-, amide- and alkanolamide-based detergents used in the preparation according to the present invention can contain up to 15 ethoxylated units per mol. However, detergents are preferably used which have an average content of ethoxy groups from 1-6 units per mol. The desired average content of ethoxy groups can be achieved by mixing two or more detergents having different ethoxylate chain lengths.
Det totale innhold av vaskemiddel i sjampoen ifølge foreliggende oppfinnelse kan variere alt efter den ønskede skumnings-grad og rensning som er ønsket. Det vil vanligvis ligge i området 5-35%, fortrinnsvis 10-30 vekt% av totalmengden. Amin-, amid-eller alkanolamid-basert vaskemiddel kan delvis erstattes av et ytterligere vaskemiddel, men et slikt ytterligere vaskemiddel anvendes fortrinnsvis i en mengde som er mindre enn 50% av det totale vaskemiddelinnhold. Ytterligere vaskemidler kan anvendes, som amfotsre vaskemidler, f.eks. alkylbetainer, slik som lauryl-betainer, amidoksyder, slik som alkyldimetylaminoksyd, og imidazoliner, eller anioniske vaskemidler slik som salter av lauryletersulfat, f.eks. natrium- eller monoisopropanolamin-saltene. The total content of detergent in the shampoo according to the present invention can vary according to the desired degree of foaming and cleaning that is desired. It will usually be in the range 5-35%, preferably 10-30% by weight of the total amount. Amine-, amide- or alkanolamide-based detergent can be partially replaced by an additional detergent, but such an additional detergent is preferably used in an amount that is less than 50% of the total detergent content. Additional detergents can be used, such as amphoteric detergents, e.g. alkyl betaines, such as lauryl betaines, amide oxides, such as alkyldimethylamine oxide, and imidazolines, or anionic detergents such as salts of lauryl ether sulfate, e.g. the sodium or monoisopropanolamine salts.
Iminpolymerene som anvendes i preparatene Ifølge foreliggende oppfinnelse er angitt (J. Soc. Cos. Chem. 2_3, 593-603 The imine polymers used in the preparations according to the present invention are indicated (J. Soc. Cos. Chem. 2_3, 593-603
(1972)) å ha en struktur som følger: hvor m har en verdi fra 1 til 1500, fortrinnsvis 5 til 100, og R3og R4hver.betyr et hydrogenatom eller en alkylgruppe som inneholder 1-6 karbonatomer. Be kan vanligvis fremstilles ved å polymerisere et imin av formelen: I praksis finner det i stor utstrekning sted forgrening ved polymerisasjonen av iminer og primære, sekundere og tertiære nitrogenatomer vil være tilstede i molekylet. Imin-polymerene kan alkoksyleres ved omsetning med et alkylenoksyd. (1972)) to have a structure as follows: where m has a value from 1 to 1500, preferably 5 to 100, and R 3 and R 4 each represent a hydrogen atom or an alkyl group containing 1-6 carbon atoms. Be can usually be prepared by polymerizing an imine of the formula: In practice, branching takes place to a large extent in the polymerization of imines and primary, secondary and tertiary nitrogen atoms will be present in the molecule. The imine polymers can be alkoxylated by reaction with an alkylene oxide.
Den kationiske karakter av iminpolymeren øker når sur-heten av miljøet øker. I litteraturangivelsen ovenfor er det angitt at ved pH 8,0, pH 6,0 og pH 4,0 er prosentandelen av nitrogenatomer i polyetylenimin som har en positiv ladning henholdsvis 25%, 33% og 50%. The cationic nature of the imine polymer increases as the acidity of the environment increases. In the above literature reference, it is stated that at pH 8.0, pH 6.0 and pH 4.0 the percentage of nitrogen atoms in polyethyleneimine that have a positive charge is 25%, 33% and 50% respectively.
Eksempler på etyleniminpolymerer som fremstilles av Dow Chemical Co. (Midland Mich 48640) er som følgen Varemerke Examples of ethylene imine polymers manufactured by Dow Chemical Co. (Midland Mich 48640) is accordingly a Trademark
Iminpolymeren som anvendes som kationisk kondisjoneringsmiddel kan ifølge foreliggende oppfinnelse anvendes i en mengde av aktiv bestanddel fra 0,05 - 2,5 vekt% av totalmengden, fortrinnsvis 0,1 - 1,0 vekt%. According to the present invention, the imine polymer used as a cationic conditioning agent can be used in an amount of active ingredient from 0.05 - 2.5% by weight of the total amount, preferably 0.1 - 1.0% by weight.
Kationiske kondisjoneringsmidler er substantiv©overfor menneskehår, en virkning som antas å skyldes elektrostatisk til-trekning. Ved anvendelsen av preparatet ifølge oppfinnelsen adsorberes kondisjoneringsmidlet som en tynn, kontinuerlig film ut over håret slik at man får en kondisjonerende virkning på håret. Adsorpsjonen av det kationiske kondisjoneringsmiddel efter denne mekanisme gir en fullstendig eller nesten fullstendig dekning av hvert hår med en tynn film av kondisjoneringsmiddel. Filmen eller kondisjoneringsmidlet kan være så tynt som ett monoskikt og enda utøve en kondisjonerende virkning på håret. Cationic conditioners are non-toxic to human hair, an effect believed to be due to electrostatic attraction. When using the preparation according to the invention, the conditioning agent is adsorbed as a thin, continuous film over the hair so that a conditioning effect is obtained on the hair. The adsorption of the cationic conditioner by this mechanism provides a complete or almost complete coverage of each hair with a thin film of conditioner. The film or conditioner can be as thin as a monolayer and still exert a conditioning effect on the hair.
I tillegg til den kondisjonerende virkning har polyetylenimin sterk anti-mikrobiell virkning mot en rekke organismer. Særlig har det vist seg at polyetylenimihet har en kraftig hemmende virkning mot organismen P. ovale som er angitt å ha forbindelse med flass. Andre antimikrobielle midler, slik som 2,4,4 *triklor-2-hydroksy-difenyleter ("Irgasan DP 300" - Ciba-Geigy), triklorkarbanilid, cetyltrimetylaramoniumklorid, benzalkoniumklérid, tungmetallsalter av 2-pyridintiol-l-oksyd eller kolloidalt svovel kan tilsettes til sjampoen ifølge foreliggende oppfinnelse. In addition to the conditioning effect, polyethyleneimine has a strong anti-microbial effect against a number of organisms. In particular, it has been shown that polyethyleneimity has a strong inhibitory effect against the organism P. ovale, which is indicated to be associated with dandruff. Other antimicrobial agents, such as 2,4,4*trichloro-2-hydroxy-diphenyl ether ("Irgasan DP 300" - Ciba-Geigy), trichlorocarbanilide, cetyltrimethylarammonium chloride, benzalkonium chloride, heavy metal salts of 2-pyridinethiol-1-oxide or colloidal sulfur may is added to the shampoo according to the present invention.
Polyetylenimin har en sterk ohelaterende virkningPolyethyleneimine has a strong ochelating effect
og vil danne komplekser med en del forbindelser som inneholder metallioner, slik som tungmetallsalter av 2-pyridintiol-l~oksyd (pyrition). Sinksaltet av pyrition er f.eks. tungt oppløselig i vann, men et kompleks av sinkpyrition med et overskudd av polyetylenimin (molvekt 600) gir en klar, vandig løsning som er løselig i sjampoen ifølge foreliggende oppfinnelse, og som gir en klar sjampo som ikke feller ut fast materiale ved sentrifugering. Det foretrukne tungmetallsaltet av pyrition er sinksaltet og sjampoene ifølge foreliggende oppfinnelse kan inneholde opptil 0,5 vekt% av dette saltet. Andre egnede tungmetallsalter omfatter kobolt-, mangan- og nikkelsalter. and will form complexes with some compounds containing metal ions, such as heavy metal salts of 2-pyridinethiol-1~oxide (pyrithion). The zinc salt of pyrithione is e.g. sparingly soluble in water, but a complex of zinc pyrithione with an excess of polyethyleneimine (molecular weight 600) gives a clear, aqueous solution which is soluble in the shampoo according to the present invention, and which gives a clear shampoo which does not precipitate solid material on centrifugation. The preferred heavy metal salt of pyrithione is the zinc salt and the shampoos according to the present invention can contain up to 0.5% by weight of this salt. Other suitable heavy metal salts include cobalt, manganese and nickel salts.
Den foretrukne pH av sjampoen vil være avhengig av formuleringen* Sn reduksjon i pH forhøyer den kationiske karakter av sjampoen. Den foretrukne pH av sjampoen vil derfor være så lav som mulig, forutsatt at det resulterende preparat har dan nødvendige stabilitet, og oppfyller de normale sikkerhets-krav for sjampoer. pH av polyetylenimin-holdige preparater The preferred pH of the shampoo will depend on the formulation* Sn reduction in pH increases the cationic nature of the shampoo. The preferred pH of the shampoo will therefore be as low as possible, provided that the resulting preparation then has the necessary stability, and meets the normal safety requirements for shampoos. pH of polyethyleneimine-containing preparations
som ikke inneholder sinkpyrition ligger fortrinnsvis i området which does not contain zinc pyrithione is preferably in the area
4-10. Den foretrukne pK av preparatet kan imidlertid variere4-10. However, the preferred pK of the preparation may vary
efter molekylvekten av det anvendte polyetylenimin. Mår detaccording to the molecular weight of the polyethyleneimine used. How about it
f.eks. anvendes et polyetylenimin med lav molekylvekt, slik som "PEI 6", er det foretrukne pH-området 5-7, men dersom éet anvendes polymerer med lange kjeder, slik som "PEI 600" og alkoksylerte polymerer med lange kjéder slik som "PEI 600E" er det foretrukne pH-området 7-9. e.g. if a low molecular weight polyethyleneimine is used, such as "PEI 6", the preferred pH range is 5-7, but if one uses long-chain polymers, such as "PEI 600" and long-chain alkylated polymers such as "PEI 600E " is the preferred pH range of 7-9.
I sjampoer som inneholder et kompleks av sinkpyrition/- polyetylenimin er den foretrukne pH igjen så lav som mulig, innenfor de begrensninger som er gitt av produktstabilitet og sikkerhet, og ligger vanligvis 1 området 4-10*Den pH-verdien som gir en passende klar, homogen blanding er Imidlertid avhengig av blant annet vaskemiddelsystemet som anvendes. In shampoos containing a complex of zinc pyrithione/polyethyleneimine, the preferred pH is again as low as possible, within the constraints imposed by product stability and safety, and is usually in the range of 4-10*The pH value that provides a suitable clear , homogeneous mixture is, however, dependent on, among other things, the detergent system used.
I blandinger som f.eks. inneholder natriumsaltet av sulfatertIn mixtures such as contains the sodium salt of sulfated
1,9 mol etoksylert, kokosfettsyre-monoetanolamid og kokosolje/ dimetylbetain-vaskemidler, er det foretrukne pH-området av blandingene 8,6-9, mens datt for blandinger som inneholder en vaskemiddelblanding som Inneholder ammonlumsaltet av sulfatert 1.9 mol ethoxylated, coconut fatty acid monoethanolamide and coconut oil/dimethyl betaine detergents, the preferred pH range of the mixtures is 8.6-9, while that for mixtures containing a detergent mixture containing the ammonium salt of sulfated
kokosolje, natriumsaltet av sulfatert, 6-rool etoksylert kokosolje-amin, og kokosolje-dimetylbetaln er foretrukket et pH-område på 5-7. coconut oil, the sodium salt of sulfated, 6-rool ethoxylated coconut oil amine, and coconut oil dimethyl betaln is preferably a pH range of 5-7.
.i .in
pH av sjampoen kan justeres til ønsket verdi vad tilsetning av syre, og de foretrukne syrene er fosforsyre, saltsyre, eddlksyre, svovelsyre, vinsyre og sltronsyro, eller ved tilsetning av en base, slik som natriumhydroksyd eller trietanolamin eller monoisopropanolamin. The pH of the shampoo can be adjusted to the desired value by adding acid, and the preferred acids are phosphoric acid, hydrochloric acid, acetic acid, sulfuric acid, tartaric acid and sulfuric acid, or by adding a base, such as sodium hydroxide or triethanolamine or monoisopropanolamine.
Ytterligere kationiske kondisjoneringsmidler kan tilsettes til sjampoene ifølge foreliggende oppfinnelse 1 en mengde på 0,1-10 vekt%, fortrinnsvis 0,1-2,5 vekt%, av totalmengden. Further cationic conditioning agents can be added to the shampoos according to the present invention 1 in an amount of 0.1-10% by weight, preferably 0.1-2.5% by weight, of the total amount.
Det ytterligere kationiske kondisjoneringsmiddel kan være en mono- eller poly-kationisk forbindelse eller en blanding derav. The additional cationic conditioning agent may be a mono- or poly-cationic compound or a mixture thereof.
Eksempler på mono-kationiske forbindelser som kan anvendes i sjampoene Ifølge foreliggende oppfinnelse er: alkyltrimetylammoniumhalogenider, Examples of mono-cationic compounds that can be used in the shampoos according to the present invention are: alkyltrimethylammonium halides,
N-alkylpyridiniumhalogenider, N-alkylpyridinium halides,
N-alkylisoklnoliniumhalogenider, N-alkylisoquinolinium halides,
dialkyldimetylamaroniumhalogenider, dialkyldimethylamaronium halides,
alkylaryldimetylammoniumhalogenider alkylaryldimethylammonium halides
fettsyre-aminoalkylaminer ("Sapamines") og alkylbenzylhydroksyetyliraidazoliniumklorid. fatty acid aminoalkylamines ("Sapamines") and alkylbenzylhydroxyethyliraidazolinium chloride.
Det kan også anvendes blandinger av slike forbindelser. For å forbedre løseligheten av slike mono-kationiske forbindelser kan nitrogengruppene etoksyleres. Dette er særlig viktig for dialky1-kvatemære-ammoniumsalter som har lav løselighet i et vandig miljø. Mixtures of such compounds can also be used. To improve the solubility of such mono-cationic compounds, the nitrogen groups can be ethoxylated. This is particularly important for dialkyl quaternary ammonium salts which have low solubility in an aqueous environment.
Eksempler på typiske polykationiske forbindelser som kan anvendes i sjampoene ifølge foreliggende pppfinnelse er: aminoetylakrylat/fosfat/akrylat-kopolymer med høy molekylvekt som selges under varemerke "CATREX" (tidligere kjent som "RESYN 78-3510")(National Adhesives Limited). Examples of typical polycationic compounds that can be used in the shampoos according to the present ppp invention are: high molecular weight aminoethyl acrylate/phosphate/acrylate copolymer sold under the trademark "CATREX" (formerly known as "RESYN 78-3510") (National Adhesives Limited).
kvaterniserte vinylpyrrolidon-kopolymerer selges under varemerket "GAFQUAT 734", "755", "750" eller "759" av G.A.F. Limited, quaternized vinylpyrrolidone copolymers are sold under the trade name "GAFQUAT 734", "755", "750" or "759" by G.A.F. Limited,
kondensasjonsprodukt med lav molekylvekt av adipinsyre, dietylentriaminpolyamid og epiklorhydrln selges under varemerket "DELSETTE", f.eks. "DELSETTE 101" eller "201" av Hercules Limited og low molecular weight condensation product of adipic acid, diethylenetriamine polyamide and epichlorohydrin sold under the trademark "DELSETTE", e.g. "DELSETTE 101" or "201" by Hercules Limited and
den kvatemære, nitrogenholdige celluloseeter selges under varemerket "POLYMER JR" av Union Carbide Corporation. Blandinger av slike forbindelser kan også anvendes. ("RESYN", "CATREX", "GAFQUAT", "DELSETTE" og "POLYMER JR" er varemerker). the quaternary nitrogen-containing cellulose ether is sold under the trademark "POLYMER JR" by Union Carbide Corporation. Mixtures of such compounds can also be used. ("RESYN", "CATREX", "GAFQUAT", "DELSETTE" and "POLYMER JR" are trademarks).
Sjampoene ifølge foreliggende oppfinnelse kan inneholde tilsetningsstoffer som er vanlige i sjampoer idag, forutsatt at slike tilsetningsstoffer ikke i vesentlig grad forstyrrer adsorpsjonsmekanismen av det kationiske kondisjoneringsmiddel på håret og ikke vesentlig reduserer virkningen av eventuelt anti-mikrobielt middel som er tilstede. The shampoos according to the present invention may contain additives that are common in shampoos today, provided that such additives do not significantly interfere with the adsorption mechanism of the cationic conditioning agent on the hair and do not significantly reduce the effect of any antimicrobial agent that is present.
Ikke-ioniske skumstabiliseringsmidler som vanligvis anvendes i sjampoer kan tilsettes til sjampoen ifølge foreliggende oppfinnelse. Typiske eksempler på skumstabiliseringsmidler er aminoksyder, slik som kokosolje-dimetylaminoksyd, alkylbetainer, slik som kokosolje-dimetylbetain, alkanolamider, slik som monoetanolamid og dietanolamid av kokosfettsyrer eller etoksylerte derivater derav. Skumstabiliseringsmidlene tilsettes vanligvis til sjampoen ifølge foreliggende oppfinnelse i©n mengde på 1-5 vekt% basert på totalvekten. Non-ionic foam stabilizers which are usually used in shampoos can be added to the shampoo according to the present invention. Typical examples of foam stabilizers are amine oxides, such as coconut oil dimethylamine oxide, alkyl betaines, such as coconut oil dimethyl betaine, alkanolamides, such as monoethanolamide and diethanolamide of coconut fatty acids or ethoxylated derivatives thereof. The foam stabilizers are usually added to the shampoo according to the present invention in an amount of 1-5% by weight based on the total weight.
Fortykningsmidler, slik som enkle salter eller etoksylerte fettsyrer eller fortynningsmidler, slik som glykoler, poly-glykoler eller polyalkylenglykoler kan tilsettes til sjampoene ifølge foreliggende oppfinnelse. Thickening agents, such as simple salts or ethoxylated fatty acids or diluents, such as glycols, poly-glycols or polyalkylene glycols can be added to the shampoos according to the present invention.
Ytterligere tilsetningsmidler slik som proteinhydrolysater, lanolin og derivater derav, urte- eller balsaarekstrakter, vitaminer, vegetabilske oljer, farvestoffer, parfymer og preserveringsmidler, slik som formalin eller dodecylguanidih, kan tilsettes uten å forringe de grunnleggende egenskaper av sjampoene. Additional additives such as protein hydrolysates, lanolin and derivatives thereof, herbal or balsaar extracts, vitamins, vegetable oils, dyes, perfumes and preservatives, such as formalin or dodecylguanidih, can be added without impairing the basic properties of the shampoos.
Perlemor- eller opasitetsgivende midler kan også tilsettes, f.eks. etylenglykolmonostearat, etylanglykoldistearat, jordalkalisåper eller fettsyrealkoholer. Mother-of-pearl or opacity agents can also be added, e.g. ethylene glycol monostearate, ethylene glycol distearate, alkaline earth soaps or fatty acid alcohols.
De følgende eksempler illustrerer foreliggende oppfinnelse. The following examples illustrate the present invention.
Prosentangivelse er på vektbasis beregnet på totalvekten av sjampoen dersom intet annet er angitt. The percentage is calculated on a weight basis for the total weight of the shampoo if nothing else is stated.
Eksempel 1Example 1
De følgende materialer blandes sammen ved vsrelses-temperatur i et blandekart The following materials are mixed together at room temperature in a mixing chart
pH av blandingen ble justert til 5,2 ved tilsetning av sitronsyre. Det ble oppnådd en klar, flytende sjampo. (a) Overføringen til sulfat ved fremstillingen av dette vaskemiddel var 75% og den 30% vandige løsningen inneholder således 24% sulfat og 6% uomsatt, 1,9 mol etoksylert, kokosfettsyre-monoetanolamid. The pH of the mixture was adjusted to 5.2 by adding citric acid. A clear, liquid shampoo was obtained. (a) The conversion to sulphate in the manufacture of this detergent was 75% and the 30% aqueous solution thus contains 24% sulphate and 6% unreacted, 1.9 mol ethoxylated, coconut fatty acid monoethanolamide.
Eksempel 2Example 2
De følgende materialer ble blandet sammen ved vsrelsos-temperatur i et blandekars The following materials were mixed together at room temperature in a mixing vessel
pH av blandingen ble justert til 5,5 ved tilsetning av sitronsyre. Man fikk en klar, flytende sjampo. (b) Overføringen til dette vaskemiddel var 75%. The pH of the mixture was adjusted to 5.5 by adding citric acid. You got a clear, liquid shampoo. (b) The transfer to this detergent was 75%.
Eksempel 3.Example 3.
De følgende materialer ble blandet sammen ved værelsestemperatur i '.åt blandekar: The following materials were mixed together at room temperature in eight mixing vessels:
pH av blandingen ble justert til 8,2 med sitronsyre. The pH of the mixture was adjusted to 8.2 with citric acid.
Man fikk en klar, flytende sjampo.You got a clear, liquid shampoo.
Sjampoene som var fremstilt 1 eksemplene 1, 2 og 3 ble testet ved individuelle forsøk mot en sjampo som ble markedsført med©n kondisjonerende virkning, ved hååvhodeforsøk og ukjemmet hår og ble efter avsluttende skylling sammenlignet visuelt. Halvhodene som var behandlet med en sjampo fra et av eksemplene 1, 2 eller 3 synes å være kjemmet helt igjennom, mens halvhodene som var behandlet med sammenligningssjampoen var synlig sammen-filtret. Det viste seg at håret fikk forbedret tørr og våt kjernbarhet med sjampoen ifølge foreliggende oppfinnelse og at sammenfUtringen var praktisk talt eliminert. Dessuten var hår som var behandlet med sjampoen ifølge oppfinnelsen rent og bløtt ved berøring og hådde god glans. The shampoos which were prepared in examples 1, 2 and 3 were tested in individual trials against a shampoo which was marketed with a conditioning effect, by head trials and uncombed hair and were visually compared after final rinsing. The half heads treated with a shampoo from one of Examples 1, 2 or 3 appear to be combed through, while the half heads treated with the comparison shampoo were visibly tangled. It turned out that the hair had improved dry and wet malleability with the shampoo according to the present invention and that tangling was practically eliminated. Moreover, hair treated with the shampoo according to the invention was clean and soft to the touch and had a good shine.
Eksempel 4 Example 4
pH av blandingen ble justort til 5,3 ved tilsetning av sitronsyre og man fikk en klar flytende sjampo. The pH of the mixture was adjusted to 5.3 by adding citric acid and a clear liquid shampoo was obtained.
Eksempel 5Example 5
Ved fremstilling av de følgende blandinger ble "Irgasan DØ 300" og kokosfettsyre-dletanolamid blandet sammen og varmet opp inntil man fikk en klar løsning og ble derefter blandet med de resterende bestanddeler i et blandekar ved værelsestemperatur. In preparing the following mixtures, "Irgasan DØ 300" and coconut fatty acid dlethanolamide were mixed together and heated until a clear solution was obtained and then mixed with the remaining ingredients in a mixing vessel at room temperature.
pH av blandingen ble justert til 5,3 ved tilsetning av sitronsyre, og man fikk en klar, flytende sjampo» Formuleringen ble testet på bakteriostatisk virkning og resultatet av gjennomsnittlig minste hemmende fortynning mot tre organismer var som følger» The pH of the mixture was adjusted to 5.3 by adding citric acid, and a clear, liquid shampoo was obtained" The formulation was tested for bacteriostatic action and the result of the average minimum inhibitory dilution against three organisms was as follows"
Disse resultater illustrerer den spesifikke og kraftige hemmende virkning av "PEI 6" mot P.ovale, en organisme som er forbundet med flass. "IrgasanDP 300" er svak mot denne organisme, men en kombinasjon av de to bestanddeler gir eli meget kraftig, bredt spektrum av antimikrobiell virkning. These results illustrate the specific and potent inhibitory action of "PEI 6" against P. ovale, an organism associated with dandruff. "IrgasanDP 300" is weak against this organism, but a combination of the two components gives eli a very powerful, broad spectrum of antimicrobial action.
En ytterligere bakteriologisk test ble utført for å undersøke substantiviteten. En kalveekinnskive ble gjennomfuktet A further bacteriological test was carried out to investigate the substantivity. A calf cheek slice was moistened
i en fortynnet løsning av sjampoen 15 minutter ved 37°C. Den ble derefter fjernet, skyllet godt, plassert på en agarplate og inkubert. Hemningssonene ble målt i mm og ga de følgende resultater: in a diluted solution of the shampoo for 15 minutes at 37°C. It was then removed, rinsed well, placed on an agar plate and incubated. The inhibition zones were measured in mm and gave the following results:
Resultatene bestyrker substantiv!teten av den antimikrobielle, virksomme bestanddel i sjampoen. The results confirm the substance of the antimicrobial active ingredient in the shampoo.
Eksempel 6Example 6
Ved fremstilling av den følgende blanding ble sinkpyrition blandet med "PEI 6" og noe vann. Den klare løsningen In preparing the following mixture, zinc pyrithione was mixed with "PEI 6" and some water. The clear solution
som ble oppnådd ble derefter blandet med de resterende bestanddeler i en enkel blandemaskin: which was obtained was then mixed with the remaining ingredients in a simple mixer:
pH ble justert til 8,6 ved tilsetning av saltsyre. The pH was adjusted to 8.6 by adding hydrochloric acid.
Den resulterende sjampoen var en klar blanding sem ikke avsatte noe partikkelformet materiale under lagring egler efter forlenget sentrifugering. The resulting shampoo was a clear mixture which did not deposit any particulate matter during storage or after prolonged centrifugation.
Dette produkt ble undersøkt få bakteriostatisk virkning på lignende måte som 1 eksempel 5. Resultatene er sem følgert Gjennomsnittlig minste hemmende fortynning This product was tested for bacteriostatic effect in a similar way to 1 example 5. The results are as follows Average minimum inhibitory dilution
Kalveskinn, hemmende sone i mm Calfskin, inhibiting zone in mm
Resultatene viser en sterk hemmende virkning mot P*ovale og en høy grad av substantivitet. The results show a strong inhibitory effect against P*ovale and a high degree of substantivity.
Blandingen i eksempel 6 ble også underkastet et anti-flass-forsøk på et panel som besto av 24 personer. Fremgangsmåten var å anvende et panel som besto av 4 trenede observatører for visuelt å bestemme flassnivået til forsøkspersonene hver uke før anvendelsen av sjampo, og å bestemme graden av hård behandling målt efter en tilfeldig skala. Det ble anvendt én kontrollsjampo for de første 5 uken© av forsøket og derefter ble sjampoen i eksempel 6 anvendt de neste 10 uker. Reduksjonen i flåssnivå var markert og nådde.et maksimum efter 8 ukers behandling med sjampoen i eksempel 6. Reduksjonen i flass var større enn det, som ble oppnådd i et parallelt forsøk utført på lignende måte ved å anvende en sinkpyrition-sjampo som er tilgjengelig på markedet og som inneholder fire ganger sinkpyrition-nivået (1%) i suspensjonsform. The mixture of Example 6 was also subjected to an anti-dandruff test on a panel consisting of 24 people. The procedure was to use a panel consisting of 4 trained observers to visually determine the level of dandruff of the subjects each week before the use of shampoo, and to determine the degree of harsh treatment measured according to a random scale. One control shampoo was used for the first 5 weeks © of the experiment and then the shampoo in example 6 was used for the next 10 weeks. The reduction in dandruff levels was marked and reached a maximum after 8 weeks of treatment with the shampoo in Example 6. The reduction in dandruff was greater than that achieved in a parallel trial conducted in a similar manner using a zinc pyrithione shampoo available at market and which contains four times the zinc pyrithione level (1%) in suspension form.
Eksempel 7Example 7
Følgende blanding ble fremstilt på lignende måte som i eksempel 6. The following mixture was prepared in a similar manner to Example 6.
pK av blandingen ble justert til 8,55 ved tilsetning av saltsyre. Den resulterende sjampoen var en klar blanding som ikke avsatte noe partikkelformet materiale under lagring eller efter forlenget sentrifugering. The pK of the mixture was adjusted to 8.55 by adding hydrochloric acid. The resulting shampoo was a clear mixture that did not deposit any particulate matter during storage or after prolonged centrifugation.
Produktet ble undersøkt på bakteriostatisk virkning på lignende måté som beskrevet i eksempel 5. The product was tested for bacteriostatic effect in a similar way as described in example 5.
De oppnådde resultater variThe achieved results varied
Gjennomsnittlig minste hemmende fortynning Kalveskinn, hemmende sone i mm Average minimum inhibitory dilution Calfskin, inhibitory zone in mm
Eksempel 6 Example 6
Den følgende blanding ble fremstilt på lignende måte som i eksempel 6. The following mixture was prepared in a similar manner to Example 6.
pH av blandingen ble justert til 6,4 ved tilsetning av sitronsyre. Den resulterende flytende sjampoen var klar. The pH of the mixture was adjusted to 6.4 by adding citric acid. The resulting liquid shampoo was ready.
Eksempler 9- 11Examples 9-11
Det ble fremstilt tre blandinger som inneholder de angitte bestanddeler: Three mixtures containing the indicated components were prepared:
Blandingene i eksempel 9-11 ble fremstilt på en lignende måte som beskrevet i eksempel 6. The mixtures in examples 9-11 were prepared in a similar way as described in example 6.
pH av hver av disse ble justert til 8,7 ved tilsetning av svovelsyre. Alle ga klare sjampoer som ble undersøkt på båkterlostatlsk virkning som angitt i eksempel 5. De oppnådde resultater vars The pH of each of these was adjusted to 8.7 by adding sulfuric acid. All provided clear shampoos that were tested for anti-inflammatory activity as indicated in Example 5. They obtained results whose
Gjennomsnittlig minste hemmende fortynning Average minimum inhibitory dilution
Kalveskinn, hemmende sone i mm Calfskin, inhibiting zone in mm
Eksempel 12 Example 12
Det ble fremstilt en sjampo hvor den ønskede gjennomsnittlige etoksylerte kjedelangde i des etoksylerte aminsulfat-vaskemidlene ble oppnådd ved å blande to vaskemidler som hadde forskjellige etoksylerte kjedcl©ngder. Bestanddelene i sjampoen var? A shampoo was produced in which the desired average ethoxylated chain length in the ethoxylated amine sulphate detergents was achieved by mixing two detergents having different ethoxylated chain lengths. The ingredients in the shampoo were?
Bestanddelene ble blandet sammen i en enkel blander ved værelsestemperatur. The ingredients were mixed together in a simple mixer at room temperature.
pH av blandingen ble justert til 7,1 ved tilsetning av svovelsyre. The pH of the mixture was adjusted to 7.1 by adding sulfuric acid.
Claims (11)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB46279/74A GB1524966A (en) | 1974-10-25 | 1974-10-25 | Shampoo compositions |
Publications (1)
Publication Number | Publication Date |
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NO753585L true NO753585L (en) | 1976-04-27 |
Family
ID=10440589
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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NO753585A NO753585L (en) | 1974-10-25 | 1975-10-24 |
Country Status (17)
Country | Link |
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JP (1) | JPS5165106A (en) |
AT (1) | ATA813375A (en) |
AU (1) | AU502385B2 (en) |
BE (1) | BE834833R (en) |
CH (1) | CH611514A5 (en) |
DE (1) | DE2546951A1 (en) |
DK (1) | DK140971B (en) |
ES (1) | ES442089A2 (en) |
FI (1) | FI752938A (en) |
FR (1) | FR2289167A2 (en) |
GB (1) | GB1524966A (en) |
IE (1) | IE41913B1 (en) |
LU (1) | LU73645A1 (en) |
NL (1) | NL7512266A (en) |
NO (1) | NO753585L (en) |
SE (1) | SE7511879L (en) |
ZA (1) | ZA756572B (en) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5545613A (en) * | 1978-09-27 | 1980-03-31 | Nippon Oil & Fats Co Ltd | Hair cosmetics |
US4597898A (en) * | 1982-12-23 | 1986-07-01 | The Proctor & Gamble Company | Detergent compositions containing ethoxylated amines having clay soil removal/anti-redeposition properties |
US4659802A (en) | 1982-12-23 | 1987-04-21 | The Procter & Gamble Company | Cationic compounds having clay soil removal/anti-redeposition properties useful in detergent compositions |
US4676921A (en) * | 1982-12-23 | 1987-06-30 | The Procter & Gamble Company | Detergent compositions containing ethoxylated amine polymers having clay soil removal/anti-redeposition properties |
US4664848A (en) | 1982-12-23 | 1987-05-12 | The Procter & Gamble Company | Detergent compositions containing cationic compounds having clay soil removal/anti-redeposition properties |
US4661288A (en) | 1982-12-23 | 1987-04-28 | The Procter & Gamble Company | Zwitterionic compounds having clay soil removal/anti/redeposition properties useful in detergent compositions |
US4551506A (en) | 1982-12-23 | 1985-11-05 | The Procter & Gamble Company | Cationic polymers having clay soil removal/anti-redeposition properties useful in detergent compositions |
US4948576A (en) * | 1983-02-18 | 1990-08-14 | Johnson & Johnson Consumer Products, Inc. | Detergent compositions |
US4548744A (en) * | 1983-07-22 | 1985-10-22 | Connor Daniel S | Ethoxylated amine oxides having clay soil removal/anti-redeposition properties useful in detergent compositions |
CA2123532A1 (en) * | 1993-05-17 | 1994-11-18 | Daniel R. Pyles | Stable conditioning shampoo containing an anionic surfactant, a fatty alcohol, a silicone conditioner and polyethyleneimine |
US5700842A (en) * | 1995-11-01 | 1997-12-23 | Kimberly-Clark Worldwide, Inc. | Methods of incorporating a hydrophobic substance into an aqueous solution |
JP3889812B2 (en) * | 1995-11-01 | 2007-03-07 | キンバリー クラーク ワールドワイド インコーポレイテッド | Antibacterial composition and wet wipes containing the same |
EP0831144B1 (en) * | 1996-09-19 | 2002-11-27 | The Procter & Gamble Company | Fabric softening compositions |
US5955415A (en) * | 1997-08-04 | 1999-09-21 | Lever Brothers Company, Division Of Conopco, Inc. | Detergent compositions containing polyethyleneimines for enhanced peroxygen bleach stability |
US8921403B2 (en) | 2007-08-31 | 2014-12-30 | Janssen Pharmaceutica, Nv | Combinations of imazalil and hydroxypyridones |
EP2042489A1 (en) * | 2007-09-26 | 2009-04-01 | Straetmans high TAC GmbH | Removal and prevention of discolouration of pyrithione-containing materials |
US8575187B2 (en) | 2008-02-06 | 2013-11-05 | Janssen Pharmaceutica, Nv | Combinations of anilinopyrimidines and pyrion compounds |
EP2569406A4 (en) | 2010-05-14 | 2013-11-13 | Sun Products Corp | Polymer-containing cleaning compositions and methods of production and use thereof |
CN102958366B (en) * | 2010-07-01 | 2015-02-11 | 詹森药业有限公司 | Antimicrobial combinations of pyrion compounds with polyethyleneimines |
FR3017797B1 (en) * | 2014-02-26 | 2019-09-27 | L'oreal | PROCESS FOR TREATING KERATIN FIBERS WITH AN AMINO POLYMER AND AN ACTIVE ESTER |
-
1974
- 1974-10-25 GB GB46279/74A patent/GB1524966A/en not_active Expired
-
1975
- 1975-10-14 IE IE2237/75A patent/IE41913B1/en unknown
- 1975-10-17 ZA ZA756572A patent/ZA756572B/en unknown
- 1975-10-20 AU AU85854/75A patent/AU502385B2/en not_active Expired
- 1975-10-20 DE DE19752546951 patent/DE2546951A1/en not_active Ceased
- 1975-10-20 NL NL7512266A patent/NL7512266A/en not_active Application Discontinuation
- 1975-10-21 FI FI752938A patent/FI752938A/fi not_active Application Discontinuation
- 1975-10-23 SE SE7511879A patent/SE7511879L/en unknown
- 1975-10-24 BE BE161217A patent/BE834833R/en active
- 1975-10-24 JP JP50128228A patent/JPS5165106A/ja active Pending
- 1975-10-24 ES ES442089A patent/ES442089A2/en not_active Expired
- 1975-10-24 CH CH1380075A patent/CH611514A5/en not_active IP Right Cessation
- 1975-10-24 LU LU73645A patent/LU73645A1/xx unknown
- 1975-10-24 NO NO753585A patent/NO753585L/no unknown
- 1975-10-24 AT AT813375A patent/ATA813375A/en not_active Application Discontinuation
- 1975-10-24 DK DK480175AA patent/DK140971B/en unknown
- 1975-10-24 FR FR7532686A patent/FR2289167A2/en active Pending
Also Published As
Publication number | Publication date |
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DK140971C (en) | 1980-06-02 |
AU502385B2 (en) | 1979-07-26 |
GB1524966A (en) | 1978-09-13 |
AU8585475A (en) | 1977-04-28 |
SE7511879L (en) | 1976-04-26 |
JPS5165106A (en) | 1976-06-05 |
ATA813375A (en) | 1979-07-15 |
ES442089A2 (en) | 1977-11-01 |
NL7512266A (en) | 1976-04-27 |
ZA756572B (en) | 1977-05-25 |
DK140971B (en) | 1979-12-17 |
LU73645A1 (en) | 1976-06-11 |
BE834833R (en) | 1976-02-16 |
IE41913B1 (en) | 1980-04-23 |
FI752938A (en) | 1976-04-26 |
DE2546951A1 (en) | 1976-04-29 |
IE41913L (en) | 1976-04-25 |
DK480175A (en) | 1976-04-26 |
FR2289167A2 (en) | 1976-05-28 |
CH611514A5 (en) | 1979-06-15 |
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