EP3986360A1 - Mittel zum färben von keratinischem material mit aminosilikon, farbgebender verbindung, konservierungsmittel und fettbestandteil - Google Patents
Mittel zum färben von keratinischem material mit aminosilikon, farbgebender verbindung, konservierungsmittel und fettbestandteilInfo
- Publication number
- EP3986360A1 EP3986360A1 EP20732506.9A EP20732506A EP3986360A1 EP 3986360 A1 EP3986360 A1 EP 3986360A1 EP 20732506 A EP20732506 A EP 20732506A EP 3986360 A1 EP3986360 A1 EP 3986360A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- agent
- weight
- group
- amino
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 44
- 239000000463 material Substances 0.000 title claims abstract description 43
- 239000003755 preservative agent Substances 0.000 title claims abstract description 24
- 230000002335 preservative effect Effects 0.000 title claims abstract description 19
- 239000000470 constituent Substances 0.000 title abstract description 11
- 238000004043 dyeing Methods 0.000 title abstract description 11
- 229920013822 aminosilicone Polymers 0.000 title description 4
- 229920005573 silicon-containing polymer Polymers 0.000 claims abstract description 48
- 238000000034 method Methods 0.000 claims abstract description 38
- 210000004209 hair Anatomy 0.000 claims abstract description 32
- 102000011782 Keratins Human genes 0.000 claims abstract description 12
- 108010076876 Keratins Proteins 0.000 claims abstract description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 196
- -1 metal oxide hydrates Chemical class 0.000 claims description 106
- 239000000194 fatty acid Substances 0.000 claims description 87
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 86
- 229930195729 fatty acid Natural products 0.000 claims description 86
- 150000004665 fatty acids Chemical class 0.000 claims description 64
- 238000004040 coloring Methods 0.000 claims description 53
- 239000000049 pigment Substances 0.000 claims description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 41
- 239000000203 mixture Substances 0.000 claims description 40
- 239000010445 mica Substances 0.000 claims description 39
- 229910052618 mica group Inorganic materials 0.000 claims description 39
- 239000000975 dye Substances 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 37
- 150000002191 fatty alcohols Chemical class 0.000 claims description 31
- 150000004706 metal oxides Chemical class 0.000 claims description 31
- 239000000982 direct dye Substances 0.000 claims description 29
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 25
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 22
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 22
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 20
- 239000002736 nonionic surfactant Substances 0.000 claims description 18
- IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 claims description 17
- 229930195733 hydrocarbon Natural products 0.000 claims description 17
- 150000002430 hydrocarbons Chemical class 0.000 claims description 15
- 229920006395 saturated elastomer Polymers 0.000 claims description 15
- 239000003093 cationic surfactant Substances 0.000 claims description 14
- 239000003086 colorant Substances 0.000 claims description 14
- 229910044991 metal oxide Inorganic materials 0.000 claims description 14
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 13
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 claims description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 11
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 11
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 11
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims description 11
- CQPFMGBJSMSXLP-UHFFFAOYSA-M acid orange 7 Chemical compound [Na+].OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 CQPFMGBJSMSXLP-UHFFFAOYSA-M 0.000 claims description 10
- 239000003945 anionic surfactant Substances 0.000 claims description 10
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 10
- LQJVOKWHGUAUHK-UHFFFAOYSA-L disodium 5-amino-4-hydroxy-3-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(N)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 LQJVOKWHGUAUHK-UHFFFAOYSA-L 0.000 claims description 10
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 10
- FIPPFBHCBUDBRR-UHFFFAOYSA-N henicosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCO FIPPFBHCBUDBRR-UHFFFAOYSA-N 0.000 claims description 10
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 10
- DTOUUUZOYKYHEP-UHFFFAOYSA-N 1,3-bis(2-ethylhexyl)-5-methyl-1,3-diazinan-5-amine Chemical compound CCCCC(CC)CN1CN(CC(CC)CCCC)CC(C)(N)C1 DTOUUUZOYKYHEP-UHFFFAOYSA-N 0.000 claims description 9
- 235000019445 benzyl alcohol Nutrition 0.000 claims description 9
- FPAYXBWMYIMERV-UHFFFAOYSA-L disodium;5-methyl-2-[[4-(4-methyl-2-sulfonatoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1S([O-])(=O)=O FPAYXBWMYIMERV-UHFFFAOYSA-L 0.000 claims description 9
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 claims description 8
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 claims description 8
- HMEKVHWROSNWPD-UHFFFAOYSA-N Erioglaucine A Chemical compound [NH4+].[NH4+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 HMEKVHWROSNWPD-UHFFFAOYSA-N 0.000 claims description 8
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims description 8
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 claims description 8
- OIQJEQLSYJSNDS-UHFFFAOYSA-N piroctone Chemical compound CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O OIQJEQLSYJSNDS-UHFFFAOYSA-N 0.000 claims description 8
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 8
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 claims description 8
- TYBHZVUFOINFDV-UHFFFAOYSA-N 2-bromo-6-[(3-bromo-5-chloro-2-hydroxyphenyl)methyl]-4-chlorophenol Chemical compound OC1=C(Br)C=C(Cl)C=C1CC1=CC(Cl)=CC(Br)=C1O TYBHZVUFOINFDV-UHFFFAOYSA-N 0.000 claims description 7
- IJALWSVNUBBQRA-UHFFFAOYSA-N 4-Isopropyl-3-methylphenol Chemical compound CC(C)C1=CC=C(O)C=C1C IJALWSVNUBBQRA-UHFFFAOYSA-N 0.000 claims description 7
- 101100490437 Mus musculus Acvrl1 gene Proteins 0.000 claims description 7
- 235000012730 carminic acid Nutrition 0.000 claims description 7
- OQLKNTOKMBVBKV-UHFFFAOYSA-N hexamidine Chemical compound C1=CC(C(=N)N)=CC=C1OCCCCCCOC1=CC=C(C(N)=N)C=C1 OQLKNTOKMBVBKV-UHFFFAOYSA-N 0.000 claims description 7
- 239000012860 organic pigment Substances 0.000 claims description 7
- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 claims description 7
- FZUOVNMHEAPVBW-UHFFFAOYSA-L quinoline yellow ws Chemical compound [Na+].[Na+].O=C1C2=CC=CC=C2C(=O)C1C1=NC2=C(S([O-])(=O)=O)C=C(S(=O)(=O)[O-])C=C2C=C1 FZUOVNMHEAPVBW-UHFFFAOYSA-L 0.000 claims description 7
- CFOQKXQWGLAKSK-KTKRTIGZSA-N (13Z)-docosen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCO CFOQKXQWGLAKSK-KTKRTIGZSA-N 0.000 claims description 6
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 claims description 6
- DJYWKXYRGAMLRE-QXMHVHEDSA-N (z)-icos-9-en-1-ol Chemical compound CCCCCCCCCC\C=C/CCCCCCCCO DJYWKXYRGAMLRE-QXMHVHEDSA-N 0.000 claims description 6
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 6
- ZRCMGIXRGFOXNT-UHFFFAOYSA-N 7a-ethyl-1,3,5,7-tetrahydro-[1,3]oxazolo[3,4-c][1,3]oxazole Chemical compound C1OCN2COCC21CC ZRCMGIXRGFOXNT-UHFFFAOYSA-N 0.000 claims description 6
- 102100034111 Activin receptor type-1 Human genes 0.000 claims description 6
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 claims description 6
- 101000799140 Homo sapiens Activin receptor type-1 Proteins 0.000 claims description 6
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 claims description 6
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 claims description 6
- WSDISUOETYTPRL-UHFFFAOYSA-N dmdm hydantoin Chemical compound CC1(C)N(CO)C(=O)N(CO)C1=O WSDISUOETYTPRL-UHFFFAOYSA-N 0.000 claims description 6
- SEACYXSIPDVVMV-UHFFFAOYSA-L eosin Y Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 SEACYXSIPDVVMV-UHFFFAOYSA-L 0.000 claims description 6
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims description 6
- PETXWIMJICIQTQ-UHFFFAOYSA-N phenylmethoxymethanol Chemical compound OCOCC1=CC=CC=C1 PETXWIMJICIQTQ-UHFFFAOYSA-N 0.000 claims description 6
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 6
- 150000004760 silicates Chemical class 0.000 claims description 6
- CITBNDNUEPMTFC-UHFFFAOYSA-M sodium;2-(hydroxymethylamino)acetate Chemical compound [Na+].OCNCC([O-])=O CITBNDNUEPMTFC-UHFFFAOYSA-M 0.000 claims 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 claims description 6
- NDDLLTAIKYHPOD-ISLYRVAYSA-N (2e)-6-chloro-2-(6-chloro-4-methyl-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one Chemical compound S/1C2=CC(Cl)=CC(C)=C2C(=O)C\1=C1/SC(C=C(Cl)C=C2C)=C2C1=O NDDLLTAIKYHPOD-ISLYRVAYSA-N 0.000 claims description 5
- JXNPEDYJTDQORS-HZJYTTRNSA-N (9Z,12Z)-octadecadien-1-ol Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCO JXNPEDYJTDQORS-HZJYTTRNSA-N 0.000 claims description 5
- NCKMMSIFQUPKCK-UHFFFAOYSA-N 2-benzyl-4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1CC1=CC=CC=C1 NCKMMSIFQUPKCK-UHFFFAOYSA-N 0.000 claims description 5
- GUQMDNQYMMRJPY-UHFFFAOYSA-N 4,4-dimethyl-1,3-oxazolidine Chemical compound CC1(C)COCN1 GUQMDNQYMMRJPY-UHFFFAOYSA-N 0.000 claims description 5
- 239000004398 Ethyl lauroyl arginate Substances 0.000 claims description 5
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 claims description 5
- 229920006318 anionic polymer Polymers 0.000 claims description 5
- 229920006317 cationic polymer Polymers 0.000 claims description 5
- 229960003260 chlorhexidine Drugs 0.000 claims description 5
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 5
- XJTMYVOVQZMMKX-KRWDZBQOSA-N ethyl (2s)-5-(diaminomethylideneamino)-2-(dodecanoylamino)pentanoate Chemical compound CCCCCCCCCCCC(=O)N[C@H](C(=O)OCC)CCCN=C(N)N XJTMYVOVQZMMKX-KRWDZBQOSA-N 0.000 claims description 5
- 235000019455 ethyl lauroyl arginate Nutrition 0.000 claims description 5
- 235000019253 formic acid Nutrition 0.000 claims description 5
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 5
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 5
- ZCTXEAQXZGPWFG-UHFFFAOYSA-N imidurea Chemical compound O=C1NC(=O)N(CO)C1NC(=O)NCNC(=O)NC1C(=O)NC(=O)N1CO ZCTXEAQXZGPWFG-UHFFFAOYSA-N 0.000 claims description 5
- ALSTYHKOOCGGFT-MDZDMXLPSA-N oleyl alcohol Chemical compound CCCCCCCC\C=C\CCCCCCCCO ALSTYHKOOCGGFT-MDZDMXLPSA-N 0.000 claims description 5
- 229960005323 phenoxyethanol Drugs 0.000 claims description 5
- 235000019260 propionic acid Nutrition 0.000 claims description 5
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 claims description 5
- 229960004889 salicylic acid Drugs 0.000 claims description 5
- 235000010199 sorbic acid Nutrition 0.000 claims description 5
- 239000004334 sorbic acid Substances 0.000 claims description 5
- 229940075582 sorbic acid Drugs 0.000 claims description 5
- 229940043810 zinc pyrithione Drugs 0.000 claims description 5
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 claims description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 4
- 239000005711 Benzoic acid Substances 0.000 claims description 4
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 claims description 4
- 235000010233 benzoic acid Nutrition 0.000 claims description 4
- DGQLVPJVXFOQEV-JNVSTXMASA-N carminic acid Chemical compound OC1=C2C(=O)C=3C(C)=C(C(O)=O)C(O)=CC=3C(=O)C2=C(O)C(O)=C1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DGQLVPJVXFOQEV-JNVSTXMASA-N 0.000 claims description 4
- FHRUGNCCGSEPPE-UHFFFAOYSA-L disodium;2-(4,5-dibromo-3,6-dioxido-9h-xanthen-9-yl)benzoate;hydron Chemical compound [H+].[Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1C2=CC=C([O-])C(Br)=C2OC2=C(Br)C([O-])=CC=C21 FHRUGNCCGSEPPE-UHFFFAOYSA-L 0.000 claims description 4
- 229940013688 formic acid Drugs 0.000 claims description 4
- 229960004867 hexetidine Drugs 0.000 claims description 4
- 239000001023 inorganic pigment Substances 0.000 claims description 4
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 4
- LGZQSRCLLIPAEE-UHFFFAOYSA-M sodium 1-[(4-sulfonaphthalen-1-yl)diazenyl]naphthalen-2-olate Chemical compound [Na+].C1=CC=C2C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C(S([O-])(=O)=O)C2=C1 LGZQSRCLLIPAEE-UHFFFAOYSA-M 0.000 claims description 4
- GUYIZQZWDFCUTA-UHFFFAOYSA-N (pentadecachlorophthalocyaninato(2-))-copper Chemical compound [Cu+2].N1=C([N-]2)C3=C(Cl)C(Cl)=C(Cl)C(Cl)=C3C2=NC(C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C22)=NC2=NC(C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C22)=NC2=NC2=C(C(Cl)=C(C(Cl)=C3)Cl)C3=C1[N-]2 GUYIZQZWDFCUTA-UHFFFAOYSA-N 0.000 claims description 3
- XLTMWFMRJZDFFD-UHFFFAOYSA-N 1-[(2-chloro-4-nitrophenyl)diazenyl]naphthalen-2-ol Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C([N+]([O-])=O)C=C1Cl XLTMWFMRJZDFFD-UHFFFAOYSA-N 0.000 claims description 3
- TXWSZJSDZKWQAU-UHFFFAOYSA-N 2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=C(C)C=C2C(=O)C2=C1C=C(C(=O)C=1C(=CC=C(C=1)C)N1)C1=C2 TXWSZJSDZKWQAU-UHFFFAOYSA-N 0.000 claims description 3
- JFMYRCRXYIIGBB-UHFFFAOYSA-N 2-[(2,4-dichlorophenyl)diazenyl]-n-[4-[4-[[2-[(2,4-dichlorophenyl)diazenyl]-3-oxobutanoyl]amino]-3-methylphenyl]-2-methylphenyl]-3-oxobutanamide Chemical compound C=1C=C(C=2C=C(C)C(NC(=O)C(N=NC=3C(=CC(Cl)=CC=3)Cl)C(C)=O)=CC=2)C=C(C)C=1NC(=O)C(C(=O)C)N=NC1=CC=C(Cl)C=C1Cl JFMYRCRXYIIGBB-UHFFFAOYSA-N 0.000 claims description 3
- UMKNBNWWXLQQGU-UHFFFAOYSA-N 2-butyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCC UMKNBNWWXLQQGU-UHFFFAOYSA-N 0.000 claims description 3
- LOIMOHMWAXGSLR-UHFFFAOYSA-N 2-hexyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCC LOIMOHMWAXGSLR-UHFFFAOYSA-N 0.000 claims description 3
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 claims description 3
- JQNJCQYNSLCFAC-UHFFFAOYSA-N 3-hydroxy-N-(2-methylphenyl)-4-[(2,4,5-trichlorophenyl)diazenyl]naphthalene-2-carboxamide Chemical compound CC1=CC=CC=C1NC(=O)C1=CC2=CC=CC=C2C(N=NC=2C(=CC(Cl)=C(Cl)C=2)Cl)=C1O JQNJCQYNSLCFAC-UHFFFAOYSA-N 0.000 claims description 3
- 229910000906 Bronze Inorganic materials 0.000 claims description 3
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- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 description 1
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- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- IPSIPYMEZZPCPY-UHFFFAOYSA-N new fuchsin Chemical compound [Cl-].C1=CC(=[NH2+])C(C)=CC1=C(C=1C=C(C)C(N)=CC=1)C1=CC=C(N)C(C)=C1 IPSIPYMEZZPCPY-UHFFFAOYSA-N 0.000 description 1
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- 235000021317 phosphate Nutrition 0.000 description 1
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- 150000004714 phosphonium salts Chemical group 0.000 description 1
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- QXYMVUZOGFVPGH-UHFFFAOYSA-N picramic acid Chemical compound NC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O QXYMVUZOGFVPGH-UHFFFAOYSA-N 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
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- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000004175 ponceau 4R Substances 0.000 description 1
- 235000012731 ponceau 4R Nutrition 0.000 description 1
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- 150000003141 primary amines Chemical class 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
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- 229960003415 propylparaben Drugs 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 239000001944 prunus armeniaca kernel oil Substances 0.000 description 1
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical compound [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical group C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
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- 229940051201 quinoline yellow Drugs 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000009183 running Effects 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
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- 229910052709 silver Inorganic materials 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- NLUFDZBOHMOBOE-UHFFFAOYSA-M sodium;2-[[4-(diethylamino)phenyl]-(4-diethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)methyl]benzene-1,4-disulfonate Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC=C(C=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 NLUFDZBOHMOBOE-UHFFFAOYSA-M 0.000 description 1
- RAMNYUMITLZMIC-UHFFFAOYSA-N sodium;3-[[4-[(4-diethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)-[4-[ethyl-[(3-sulfophenyl)methyl]amino]-2-methylphenyl]methyl]-n-ethyl-3-methylanilino]methyl]benzenesulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC)C=2C(=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C)C(C)=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 RAMNYUMITLZMIC-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- LJFWQNJLLOFIJK-UHFFFAOYSA-N solvent violet 13 Chemical compound C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O LJFWQNJLLOFIJK-UHFFFAOYSA-N 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
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- 239000007858 starting material Substances 0.000 description 1
- 229940073743 steareth-20 methacrylate Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
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- 230000008961 swelling Effects 0.000 description 1
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- 239000001648 tannin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- QZZGJDVWLFXDLK-UHFFFAOYSA-N tetracosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCC(O)=O QZZGJDVWLFXDLK-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- AQWHMKSIVLSRNY-UHFFFAOYSA-N trans-Octadec-5-ensaeure Natural products CCCCCCCCCCCCC=CCCCC(O)=O AQWHMKSIVLSRNY-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 229940057402 undecyl alcohol Drugs 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- LLWJPGAKXJBKKA-UHFFFAOYSA-N victoria blue B Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)=C(C=C1)C2=CC=CC=C2C1=[NH+]C1=CC=CC=C1 LLWJPGAKXJBKKA-UHFFFAOYSA-N 0.000 description 1
- ROVRRJSRRSGUOL-UHFFFAOYSA-N victoria blue bo Chemical compound [Cl-].C12=CC=CC=C2C(NCC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 ROVRRJSRRSGUOL-UHFFFAOYSA-N 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- PTRHHPOMKXGTAC-UHFFFAOYSA-L zinc;pyridine-2-thiolate Chemical compound C=1C=CC=NC=1S[Zn]SC1=CC=CC=N1 PTRHHPOMKXGTAC-UHFFFAOYSA-L 0.000 description 1
Classifications
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- 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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
-
- 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
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
-
- 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
- A61K8/31—Hydrocarbons
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
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- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
- A61Q5/10—Preparations for permanently dyeing the hair
-
- 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
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/432—Direct dyes
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- 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
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/438—Thermochromatic; Photochromic; Phototropic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
Definitions
- the present application relates to an agent for coloring keratinic material, in particular human hair, which contains at least one amino-functionalized silicone polymer (a1), at least one coloring compound (a2), at least one preservative (a3) and at least one fat component (a4).
- a second subject of this application is a method for coloring keratinic material, in particular human hair, wherein an agent of the first subject matter of the invention is applied to the keratinic material, allowed to act and then washed out again with water.
- Oxidation dyes are usually used for permanent, intense dyeings with good fastness properties and good gray coverage. Such colorants contain oxidation dye precursors, so-called developer components and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, form the actual dyes with one another. Oxidation dyes are characterized by very long-lasting coloring results.
- color pigments are generally understood to mean insoluble, coloring substances. These are present undissolved in the form of small particles in the coloring formulation and are only deposited on the outside of the hair fibers and / or the skin surface. Therefore, they can usually be removed without residue by a few washes with detergents containing surfactants. Various products of this type are available on the market under the name of hair mascara. If the user wants particularly long-lasting coloring, the use of oxidative coloring agents has so far been his only option. However, despite multiple attempts at optimization, an unpleasant smell of ammonia or amine cannot be completely avoided with oxidative hair coloring. The hair damage still associated with the use of oxidative coloring agents also has an adverse effect on the user's hair. The search for alternative, high-performance dyeing processes remains a challenge.
- keratinic materials in particular hair, are colored with an agent which contains at least one amino-functionalized silicone polymer (a1), at least one coloring compound (a2), at least one preservative (a3 ) and at least one fat component (a4).
- a first object of the present invention is an agent for coloring keratinic material, in particular containing human hair
- keratinic material is understood to mean hair, skin, and nails (such as fingernails and / or toenails, for example). Furthermore, wool, furs and feathers also fall under the definition of keratinic material.
- Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinic material is very particularly preferably understood to mean human hair.
- the term “means for coloring” is used in the context of this invention for a coloring of the keratin material, in particular the hair, caused by the use of coloring compounds, in particular pigments.
- the pigments are deposited as coloring compounds in a particularly homogeneous, even and smooth film on the surface of the keratin material.
- the agent contains at least one amino-functionalized silicone polymer as the first ingredient (a1) essential to the invention.
- the amino-functionalized silicone polymer can alternatively also be referred to as aminosilicone or amodimethicone.
- Silicone polymers are generally macromolecules with a molecular weight of at least 500 g / mol, preferably at least 1000 g / mol, more preferably at least 2500 g / mol, particularly preferably at least 5000 g / mol, which comprise repeating organic units.
- the maximum molecular weight of the silicone polymer depends on the degree of polymerisation (number of polymerised monomers) and the batch size and is also determined by the polymerisation method. For the purposes of the present invention, it is preferred if the maximum molecular weight of the silicone polymer is not more than 10 7 g / mol, preferably not more than 10 6 g / mol and particularly preferably not more than 10 5 g / mol.
- the silicone polymers comprise many Si — O repeat units, it being possible for the Si atoms to carry organic radicals such as, for example, alkyl groups or substituted alkyl groups.
- a silicone polymer is therefore also referred to as a polydimethylsiloxane.
- the silicone polymers are based on more than 10 Si-O repeat units, preferably more than 50 Si-O repeat units and particularly preferably more than 100 Si-O repeat units, very particularly preferably more than 500 Si-O repeat units .
- An amino-functionalized silicone polymer is understood to mean a functionalized silicone which carries at least one structural unit with an amino group.
- the amino-functionalized silicone polymer preferably carries several structural units each with at least one amino group.
- An amino group is understood to mean a primary amino group, a secondary amino group and a tertiary amino group. All of these amino groups can be protonated in an acidic medium and are then in their cationic form.
- amino-functionalized silicone polymers (a1) if they carry at least one primary, at least one secondary and / or at least one tertiary amino group.
- dyeings with the best wash fastness were observed when an amino-functionalized silicone polymer (a1) was used in the agent (a) which contains at least one secondary amino group.
- a method according to the invention is characterized in that the agent (a) contains at least one amino-functionalized silicone polymer (a1) with at least one secondary amino group.
- the secondary amino group (s) can be located at various positions on the amino-functionalized silicone polymer. Very particularly good effects were found when an amino-functionalized silicone polymer (a1) was used that has at least one, preferably several, structural units of the formula (Si-amino).
- the abbreviations ALK1 and ALK2 stand independently of one another for a linear or branched, divalent Ci-C2o-alkylene group.
- a method according to the invention is characterized in that the agent (a) contains at least one amino-functionalized silicone polymer (a1) which comprises at least one structural unit of the formula (Si-amino),
- ALK1 and ALK2 independently of one another for a linear or branched, bivalent Ci-
- the positions marked with an asterisk (*) indicate the bond to further structural units of the silicone polymer.
- the silicon atom adjacent to the star can be bonded to a further oxygen atom
- the oxygen atom adjacent to the star can be bonded to a further silicon atom or to a Ci-C6-alkyl group.
- a divalent Ci-C2o-alkylene group can alternatively also be referred to as a divalent or double-bonded Ci-C2o-alkylene group, which means that each grouping ALK1 or AK2 can form two bonds.
- ALK1 there is a bond from the silicon atom to the ALK1 group, and the second bond is between ALK1 and the secondary amino group.
- one bond is from the secondary amino group to the ALK2 moiety, and the second bond is between ALK2 and the primary amino group.
- Examples of a linear divalent Ci-C2o-alkylene group are, for example, the methylene group (-CH2-), the ethylene group (-CH2-CH2-), the propylene group (-CH2-CH2-CH2-) and the butylene group (-CH2-CH2-CH2-CH2-).
- the propylene group (-CH2-CH2-CH2-) is particularly preferred.
- divalent alkylene groups can also be branched. Examples of branched, divalent C3-C2o-alkylene groups are (-CH2-CH (CH3) -) and (-CH2-CH (CH3) -CH2-).
- the structural units of the formula (Si-amino) represent repeating units in the amino-functionalized silicone polymer (a1), so that the silicone polymer comprises several structural units of the formula (Si-amino).
- Particularly suitable amino-functionalized silicone polymers (a1) with at least one secondary amino group are listed below.
- Dyeings with the very best wash fastness properties could be obtained if at least one agent (a) was applied to the keratinic material in the process according to the invention, which agent contains at least one amino-functionalized silicone polymer (a1) which has structural units of the formula (Si-I) and the formula (Si -Il) includes
- a method according to the invention is characterized in that the agent (a) contains at least one amino-functionalized silicone polymer (a1) which comprises structural units of the formula (Si-I) and the formula (Si-II)
- a corresponding amino-functionalized silicone polymer with the structural units (Si-I) and (Sill) is, for example, the commercial product DC 2-8566 or Dowsil 2-8566 Amino Fluid, which is sold commercially by the Dow Chemical Company and which has the name “Siloxanes and Silicones, 3 - [(2-Aminoethyl) amino] -2-methylpropyl Me, Di-Me-Siloxane “and the CAS number 106842-44-8.
- a method according to the invention is characterized by the use of an agent (a) on the keratinous material, the agent (a) containing at least one amino-functional silicone polymer (a1) of the formula of the formula (Si-III),
- n + m and n mean numbers that are chosen so that the sum (n + m) is in the range from 1 to 1000,
- n is a number in the range from 0 to 999 and m is a number in the range from 1 to
- agent (a) on the keratinous material the agent (a) containing at least amino-functional silicone polymer (a1) of the formula of the formula (Si-IV),
- p and q mean numbers which are chosen so that the sum (p + q) is in the range from 1 to 1000,
- p is a number in the range from 0 to 999 and q is a number in the range from 1 to
- R1 and R2 which are different, denote a hydroxyl group or a C1-4 alkoxy group, at least one of the groups R1 to R2 denoting a hydroxyl group.
- the silicones of the formulas (Si-III) and (Si-IV) differ in the grouping on the Si atom that carries the nitrogen-containing group:
- R2 denotes a hydroxyl group or a C1-4 alkoxy group, while the remainder in formula (Si-IV) is a methyl group.
- A represents a group -OH, -0-Si (CH3) 3, -0-Si (CH 3 ) 2 0H, -0-Si (CH 3 ) 2 0CH3,
- D is a group -H, -Si (CH3) 3, -Si (CH 3 ) 2 0H, -Si (CH 3 ) 2 0CH 3 ,
- b, n and c stand for whole numbers between 0 and 1000,
- the individual siloxane units with the indices b, c and n are randomly distributed, i.e. they do not necessarily have to be block copolymers.
- the agent (a) can furthermore also contain one or more different amino-functionalized
- R is a hydrocarbon or a hydrocarbon radical having 1 to about 6 carbon atoms
- Q is a polar radical of the general formula -R 1 HZ, wherein R 1 is a divalent, connecting group which is bonded to hydrogen and the radical Z, composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or Carbon, hydrogen and nitrogen atoms, and Z is an organic, amino-functional radical containing at least one amino-functional group;
- "a” takes values in the range of about 0 to about 2
- "b” takes values in the range of about 1 to about 3
- a” + "b” is less than or equal to 3
- "c” is a number in the range from about 1 to about 3
- x is a number in the range from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about
- Non-limiting examples of the groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl groups such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halogenated hydrocarbon radicals, such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like and sulfur-containing radicals, such as mercaptoethyl, mercaptopropyl,
- R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, - CH 2 CH (CH 3 ) CH2-, phenylene, naphthylene, -CH2CH2SCH2CH 2-, -CH2CH2OCH2-, -OCH2CH2-, -OCH 2 CH2CH2-, - CH 2 CH (CH 3) C (0) 0CH 2 -, - (CH 2) 3 CC (0) 0CH 2 CH 2 -, -CeH 4 C 6 H 4 -, -CeH 4 CH 2 C 6 H 4 -; and - (CH 2) 3C (0) SCH 2 CH 2 - a.
- Z is an organic, amino-functional radical containing at least one functional amino group.
- One possible formula for Z is NH (CH2) zNH2, where z is 1 or more.
- Another possible formula for Z is -NH (CH2) z (CH2) zzNH, where both z and zz are independently 1 or more, this structure including diamino ring structures such as piperazinyl.
- Most preferably Z is an -NHCH2CH 2NH2 radical.
- Another possible formula for Z is -N (CH2) z (CH2) zzNX2 or -NX2, wherein each X of X2 is independently selected from the group consisting of hydrogen and alkyl groups having 1 to 12 carbon atoms, and zz is zero.
- Q is most preferably a polar, amine-functional radical of the formula -CH2CH2CH2NHCH2CH2NH 2.
- "a” takes values in the range from about 0 to about 2
- "b” takes values in the range from about 2 to about 3
- "a "+” b is less than or equal to 3
- " c is a number ranging from about 1 to about 3.
- the molar ratio of the R a Qb SiO ( 4-a -b) / 2 units to the R c SiO ( 4-C) / 2 units ranges from about 1: 2 to 1:65, preferably from about 1: 5 to about 1:65, and most preferably from about 1:15 to about 1:20 If one or more silicones of the above formula are used, then the various variable substituents in the above formula can be different for the various silicone components that are present in the silicone mixture.
- a method according to the invention is characterized by the use of an agent (a) on the keratinous material, the agent (a) being an amino-functional silicone polymer of the formula (Si-VII)
- - G is -H, a phenyl group, -OH, -O-CH3, -CH 3 , -O-CH2CH3, -CH2CH3, -O-
- n preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular assumes from 1 to 10,
- R - R ' is a monovalent radical selected from
- each Q represents a chemical bond, -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH 3 ) 2 -, -CH 2 CH 2 CH 2 CH 2 -, -CH 2 C (CH 3 ) 2 -, -CH (CH 3 ) CH 2 CH 2 -,
- R stands for identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3 ) Ph, the Ci- 2 o-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , - CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
- a method according to the invention is characterized by the use of an agent (a) on the keratin material, the agent (a) containing at least one amino-functional silicone polymer (a1) of the formula (Si-Vlla),
- m and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably assumes values from 1 to 2000, in particular from 1 to 10.
- silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration.
- a method according to the invention is characterized by the use of an agent (a) on the keratinous material, the agent (a) containing at least one amino-functional silicone polymer of the formula (Si-VIIb) R- [Si (CH3) 2-0] ni [Si (R) -0] m- [Si (CH 3 ) 2] n2-R (Si-Vllb),
- n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2000 , is preferably between 50 and 150, the sum (n1 + n2) preferably assuming values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10.
- agents (a) according to the invention which contain an amino-functional silicone polymer whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g.
- the amine number stands for the milli-equivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also given in the unit mg KOH / g.
- agents (a) which contain a special 4-morpholinomethyl-substituted silicone polymer (a1) are also suitable for use in the process according to the invention.
- This amino-functionalized silicone polymer comprises structural units of the formulas (SI-Vlll) and the formula (Si-IX)
- a very particularly preferred amino-functionalized silicone polymer is available under the name Amodimethicone / Morpholinomethyl Silsesquioxane Copolymer known and in the form of
- a silicone which has structural units of the formulas (Si-VIII), (Si-IX) and (Si-X), for example, can be used as the 4-morpholinomethyl-substituted silicone
- R1 is -CH 3 , -OH, -OCH 3 , -0-CH 2 CH 3 , -0-CH 2 CH 2 CH 3 , or -0-CH (CH 3 ) 2 ;
- R2 represents —CH 3 , —OH, or —OCH 3 .
- Particularly preferred agents (a) according to the invention contain at least one 4-morpholinomethyl-substituted silicone of the formula (Si-Xl)
- R1 is -CH 3 , -OH, -OCHS, -0-CH 2 CH 3 , -0-CH 2 CH 2 CH 3 , or -0-CH (CH 3 ) 2 ;
- R2 represents —CH 3 , —OH, or —OCH 3 .
- B represents a group -OH, -0-Si (CH 3 ) 3 , -0-Si (CH 3 ) 2 0H, -0-Si (CH 3 ) 2 0CH 3 ,
- D is a group -H, -Si (CH 3 ) 3 , -Si (CH 3 ) 2 OH, -Si (CH 3 ) 2 OCH 3 , a, b and c stand independently of each other for integers between 0 and 1000, with the proviso a + b + c> 0
- n and n stand independently of one another for integers, numbers between 1 and 1000 with the proviso that
- the units a, b, c, m and n are present in the molecule, distributed randomly or in blocks.
- Structural formula (Si-Xl) is intended to make it clear that the siloxane groups n and m do not necessarily have to be bound directly to an end group B or D, respectively. Rather, in preferred formulas (Si-VI) a> 0 or b> 0 and in particularly preferred formulas (Si-VI) a> 0 and c> 0, i.e. the terminal grouping B or D is preferably bonded to a dimethylsiloxy grouping. In formula (Si-VI) too, the siloxane units a, b, c, m and n are preferably distributed randomly.
- the agent according to the invention contains the amino-functionalized silicone polymer (s) (a1) in certain quantity ranges. Particularly good results could be obtained when the agent - based on the total weight of the agent - in a total amount of 0.1 to 8.0% by weight, preferably 0.2 to 5.0% by weight, more preferably of 0.3 to 3.0% by weight and very particularly preferably from 0.4 to 2.5% by weight.
- an agent according to the invention is characterized in that - based on the total weight of the agent - it contains one or more amino-functionalized silicone polymers (a1) in a total amount of 0.1 to 8.0% by weight, preferably 0 , 2 to 5.0% by weight, more preferably from 0.3 to 3.0% by weight and very particularly preferably from 0.4 to 2.5% by weight.
- coloring compounds (a2) The agent according to the invention contains at least one coloring compound (a2) as a second essential component.
- coloring compounds are understood as meaning substances which are capable of imparting coloring to the keratin material.
- Particularly suitable coloring compounds can be selected from the group of pigments, substantive dyes, photochromic dyes and thermochromic dyes.
- an agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of pigments, substantive dyes, photochromic dyes and thermochromic dyes.
- Pigments in the context of the present invention are understood to mean coloring compounds which at 25 ° C. in water have a solubility of less than 0.5 g / L, preferably less than 0.1 g / L, even more preferably less than 0, 05 g / L.
- the water solubility can be achieved, for example, by means of the method described below: 0.5 g of the pigment is weighed out in a beaker. A stir fry is added. Then one liter of distilled water is added. This mixture is heated to 25 ° C. for one hour while stirring on a magnetic stirrer. If undissolved constituents of the pigment are still visible in the mixture after this period, the solubility of the pigment is below 0.5 g / L.
- the mixture is filtered. If a proportion of undissolved pigments remains on the filter paper, the solubility of the pigment is below 0.5 g / L.
- Suitable color pigments can be of inorganic and / or organic origin.
- an agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of inorganic and / or organic pigments.
- Preferred color pigments are selected from synthetic or natural inorganic pigments.
- Inorganic color pigments of natural origin can be made from chalk, ocher, umber, green earth, burnt Terra di Siena or graphite, for example.
- black pigments such. B. iron oxide black, colored pigments such. B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
- Colored metal oxides, hydroxides and oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and / or molybdates are particularly suitable.
- Particularly preferred color pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI77289 ), Iron blue (Ferric Ferrocyanide, CI77510) and / or carmine (Cochineal).
- Color pigments which are likewise particularly preferred according to the invention are colored pearlescent pigments. These are usually based on mica and / or mica and can be coated with one or more metal oxides. Mica is one of the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in conjunction with metal oxides, the mica, predominantly muscovite or phlogopite, is coated with a metal oxide.
- synthetic mica coated with one or more metal oxide (s) can also be used as a pearlescent pigment.
- Particularly preferred pearlescent pigments are based on natural or synthetic mica (mica) and are coated with one or more of the aforementioned metal oxides. The color of the respective pigments can be varied by varying the layer thickness of the metal oxide (s).
- an agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of inorganic pigments, which is preferably selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides , Metal sulfates, bronze pigments and / or from colored pigments based on mica or mica coated with at least one metal oxide and / or a metal oxychloride.
- a2 from the group of inorganic pigments, which is preferably selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides , Metal sulfates, bronze pigments and / or from colored pigments based on mica or mica coated with at least one metal oxide and / or a metal oxychloride.
- an agent according to the invention is characterized in that it (a) contains at least one coloring compound (a2) from the group of pigments, which is selected from pigments based on mica or mica, which are mixed with one or more metal oxides from the Group of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and / or brown iron oxide (CI 77491, CI 77499), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007 , Pigment Blue 29), chromium oxide hydrate (CI 77289), chromium oxide (CI 77288) and / or iron blue (Ferric Ferrocyanide, CI 77510) are coated.
- CI 77891 titanium dioxide
- CI 77499 black iron oxide
- CI 77492 yellow iron oxide
- red and / or brown iron oxide CI 77491, CI 77499
- manganese violet CI 777
- color pigments are commercially available, for example under the trade names Rona®, Colorona®, Xirona®, Dichrona® and Timiron® from the company Merck, Ariabel® and Unipure® from Sensient, Prestige® from Eckart Cosmetic Colors and Sunshine® from Sunstar.
- Colorona® Particularly preferred color pigments with the trade name Colorona® are, for example:
- color pigments with the trade name Unipure® are, for example:
- the agent according to the invention can also contain one or more coloring compounds (a2) from the group of organic pigments
- the organic pigments according to the invention are correspondingly insoluble, organic dyes or color lakes, for example from the group of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene -, Diketopyrrolopyorrole, indigo, thioindido, dioxazine, and / or triarylmethane compounds can be selected.
- Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index Numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15
- an agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of organic pigments, which is preferably selected from the group of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI
- a2 from the group
- the organic pigment can also be a colored lacquer.
- the term “colored varnish” is understood to mean particles which comprise a layer of absorbed dyes, the unit of particles and dyestuff being included in the above. Conditions is insoluble.
- the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or also aluminum.
- the alizarin color varnish for example, can be used as the color varnish.
- the use of the aforementioned pigments in agent (a) of the process according to the invention is very particularly preferred. It is also preferred if the pigments used have a certain particle size. It is therefore advantageous according to the invention if the at least one pigment has an average particle size D 50 of from 1.0 to 50 ⁇ m, preferably from 5.0 to 45 ⁇ m, more preferably from 10 to 40 ⁇ m, in particular from 14 to 30 ⁇ m.
- the mean particle size Dso can be determined, for example, using dynamic light scattering (DLS).
- the coloring compounds (a2) represent the second essential element of the agent according to the invention and are preferably used in certain quantity ranges in the agent.
- an agent according to the invention is characterized in that the agent - based on the total weight of the agent - contains one or more pigments (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 5.0% by weight. -%, more preferably from 0.2 to 2.5% by weight and very particularly preferably from 0.25 to 1.5% by weight.
- an agent according to the invention is characterized in that the agent - based on the total weight of the agent - contains one or more pigments (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0 , 1 to 5.0% by weight, more preferably from 0.2 to 2.5% by weight and very particularly preferably from 0.25 to 1.5% by weight.
- the agents according to the invention can also contain one or more substantive dyes as coloring compounds (a2).
- Substantive dyes are dyes that are absorbed directly onto the hair and do not require an oxidative process to develop the color.
- Substantive dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
- the substantive dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
- the substantive dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
- Substantive dyes can be divided into anionic, cationic and nonionic substantive dyes.
- a method according to the invention is characterized in that the agent (a) contains at least one coloring compound (a2) from the group of anionic, nonionic and cationic substantive dyes.
- Suitable cationic substantive dyes are, for example, Basic Blue 7, Basic Blue 26, HC Blue 16, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76.
- Nonionic nitro and quinone dyes and neutral azo dyes can be used as nonionic substantive dyes, for example.
- Suitable nonionic substantive dyes are those under the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 1 1, HC Red 13, HC Red BN, HC Blue 2, HC Blue 1 1, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds , as well as 1, 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis (2-hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) - aminophenol, 2- (2-
- Acid dyes are taken to mean substantive dyes which have at least one carboxylic acid group (-COOH) and / or one sulfonic acid group (-SO3H).
- -COOH carboxylic acid group
- -SO3H sulfonic acid group
- the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -S03 _ ). The proportion of protonated forms increases with decreasing pH.
- Acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.
- the acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
- the acid dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
- alkaline earth salts such as calcium salts and magnesium salts
- aluminum salts of acid dyes often have a poorer solubility than the corresponding alkali salts. If the solubility of these salts is below 0.5 g / L (25 ° C, 760 mmHg), they do not fall under the definition of a substantive dye.
- An essential feature of the acid dyes is their ability to form anionic charges, the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems.
- Suitable chromophoric systems can be found for example in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes.
- a method for dyeing keratinic material is characterized in that the agent (a) contains at least one anionic substantive dye selected from the group of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes and triarylmethane dyes , the xanthene dyes, the rhodamine dyes, the oxazine dyes and / or the indophenol dyes, the dyes from the aforementioned group each having at least one carboxylic acid group (-COOH), a sodium carboxylate group (-COONa), a potassium carboxylate group (-COOK), have a sulfonic acid group (-SO3H) a sodium sulfonate group (-SOsNa) and / or a potassium sulfonate group (-SO3K).
- the agent (a) contains at least one anionic substantive dye selected from the group of nitrophenylenediamines, nitroamino
- Suitable acid dyes are, for example, one or more compounds from the following group: Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA No. B001), Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (C1 13015), Acid Yellow 17 (C1 18965), Acid Yellow 23 (COLIPA n ° C 29 , Covacap Jaune W 1 100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No.
- Acid Yellow 1 D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA No. B001
- Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (C
- Acid Yellow 36 (CI 13065), Acid Yellow 121 (CI 18690 ), Acid Orange 6 (CI 14270), Acid Orange 7 (2-naphthol orange, Orange II, C1 15510, D&C Orange 4, COLIPA n ° C015), Acid Orange 10 (Cl 16230; Orange G sodium salt), Acid Orange 1 1 (CI 45370), Acid Orange 15 (CI 50120), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU201; nosodiumsalt; Brown No.201; RESORCIN BROWN; ACID ORANGE 24; Japan Brown 201; D&C Brown No.1), Acid Red 14 (Cl14720 ), Acid Red 18 (E124, Red 18; CI 16255), Acid Red 27 (E 123, CI 16185, C-Red 46, Echtrot D, FD&C Red Nr.2, Food Red 9, Naphtholrot S), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, CI 17
- Acid Green 50 (Brillantklare indispensable BS, Cl 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n ° 401, Naphthalene Black 10B, Amido Black 10B, CI 20 470, COLIPA n ° B15), Acid Black 52 (CI 1571 1), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 1 1, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2 and / or D&C Brown 1.
- the water solubility of the anionic substantive dyes can be determined, for example, in the following way. 0.1 g of the anionic substantive dye are placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25 ° C. on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. Provided If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered.
- the solubility test is repeated with a larger amount of water. If 0.1 g of the anionic substantive dye dissolves in 100 ml of water at 25 ° C., the solubility of the dye is 1.0 g / l.
- Acid Yellow 1 is called 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g / L (25 ° C).
- Acid Yellow 3 is a mixture of the sodium salts of mono- and sisulfonic acids of 2- (2-quinolyl) -1H-indene-1,3 (2H) -dione and has a water solubility of 20 g / L (25 ° C).
- Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g / L (25 ° C).
- Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1 - (4-sulfophenyl) -4 - ((4-sulfophenyl) azo) -1H-pyrazole-3-carboxylic acid and is good at 25 ° C soluble in water.
- Acid Orange 7 is the sodium salt of 4 - [(2-Hydroxy-1-naphthyl) azo] benzene sulfonate. Its water solubility is more than 7 g / L (25 ° C).
- Acid Red 18 is the trinity salt of 7-hydroxy-8 - [(E) - (4-sulfonato-1-naphthyl) -diazenyl)] - 1,3-naphthalenedisulfonate and has a very high solubility in water of more than 20 wt. %.
- Acid Red 33 is the diantrium salt of 5-amino-4-hydroxy-3- (phenylazo) -naphthalene-2,7-disulphonate, its water solubility is 2.5 g / L (25 ° C).
- Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2- (1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl) benzoic acid, its water solubility is specified with greater than 10 g / L (25 ° C).
- Acid Blue 9 is the disodium salt of 2 - ( ⁇ 4- [N-ethyl (3-sulfonatobenzyl] amino] phenyl ⁇ ⁇ 4 - [(N-ethyl (3-sulfonatobenzyl) imino] -2,5-cyclohexadiene-1 - ylidene ⁇ methyl) benzene sulfonate and has a water solubility of more than 20% by weight (25 ° C).
- an agent according to the invention is therefore characterized in that it contains at least one substantive dye (a2) which is selected from the group of Acid Yellow 1, Acid Yellow 3, Acid Yellow 9, Acid Yellow 17, Acid Yellow 23, Acid Yellow 36, Acid Yellow 121, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 1 1, Acid Orange 15, Acid Orange 20, Acid Orange 24, Acid Red 14, Acid Red, Acid Red 27, Acid Red 33, Acid Red 35, Acid Red 51, Acid Red 52, Acid Red 73, Acid Red 87, Acid Red 92, Acid Red 95, Acid Red 184, Acid Red 195, Acid Violet 43, Acid Violet 49, Acid Violet 50, Acid Blue 1, Acid Blue 3, Acid Blue 7, Acid Blue 104, Acid Blue 9, Acid Blue 62, Acid Blue 74, Acid Blue 80, Acid Green 3, Acid Green 5, Acid Green 9, Acid Green 22, Acid Green 25, Acid Green 50, Acid Black 1, Acid Black 52, Food Yellow 8, Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 1 1, D&C Red 21, D&C Red 27, D&C Red 33 , D&C Viol
- the substantive dye or dyes can be used in various amounts on average, depending on the desired color intensity. Good results could be obtained if the agent - based on the total weight of the agent - contains one or more substantive dyes (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 8.0 % By weight, more preferably from 0.2 to 6.0% by weight and very particularly preferably from 0.5 to 4.5% by weight.
- the agent can also contain at least one photochromic or thermochromic dye as the coloring compound (a2).
- Photochromic dyes are dyes that react to exposure to UV light (sunlight or black light) with a reversible change in color.
- the UV light changes the chemical structure of the dyes and thus their absorption behavior (photochromism).
- Thermochromic dyes are dyes that react to changes in temperature with a reversible change in color. The change in temperature changes the chemical structure of the dyes and thus their absorption behavior (thermochromism).
- the agent can - based on the total weight of the agent - one or more photochromic dyes (a2) in a total amount of from 0.01 to 10.0% by weight, preferably from 0.1 to 8.0% by weight preferably from 0.2 to 6.0% by weight and very particularly preferably from 0.5 to 4.5% by weight
- the agents according to the invention contain at least one preservative (a3) as a third essential ingredient. It has surprisingly been found that the substances normally used for preservation lead to dye results with increased color intensity.
- preservative is a collective term for those substances that are added to cosmetic formulations in order to extend their shelf life against the effects of microorganisms, insects and other small organisms.
- a preservative (a3) within the meaning of the present invention is a substance whose use in the agent according to the invention leads to it passing the preservative exposure test according to Ph. Eur. (European Pharmacopoeia), 6th edition, 5.3.1.
- the preservative exposure test is carried out as follows.
- the agent according to the invention to be tested are each inoculated with 10 5 colony-forming units (CFU) per 1 g of the composition of the following test microorganisms: Pseudomonas aeruginosa (bacterium), Staphylococcus aureus (bacterium), Candida albicans (fungus), Aspergillus brasiliensis (mushroom).
- CFU colony-forming units
- the sample is homogenized by stirring with a glass rod and then stored at 20 to 25 ° C in the dark.
- 1 g of each sample was removed and the CFU contained therein was determined.
- the aim of preservation is to reduce the CFU to a value below the detection limit (for each type of added microorganisms).
- the preservative test is considered passed if the CFU is below the detection limit after 28 days at the latest.
- a particularly strong increase in color intensity could be observed when the preservative (a3) was selected from the group consisting of benzyl alcohol, 2-phenoxyethanol, 1-phenoxy-propan-2-ol, isopropanol, ethanol, zinc pyrithione, 4- Hydroxybenzoic acid methyl ester, 4-hydroxybenzoic acid propyl ester, benzoic acid, salicylic acid, sorbic acid, formic acid, propionic acid, 2-hydroxydiphenyl, 4-hydroxybenzoic acid, dehydracetic acid, dibromohexamidine, 10-undecylenic acid, 10-undecylenic acid, hexylorecaridinium, 4-chloro-3, 4-chloro-phenylbenzoic acid.
- Imidazolidinyl urea hexamethylenetetramine, 1 - (4-chlorophenoxy) -1 - (imidazol-1-yl) -3,3-dimethyl-2-butanone, 1,3-bis (hydroxymethyl) -5,5-dimethyl-2, 4-imidazolidinedione, 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2-pyridone, bromochlorophene, 3-methyl-4- (1 -methylethyl) phenol, 5-chloro-2-methyl -3 (2H) -isothiazolone, 2-benzyl-4-chlorophenol, 2-chloroacetamide, chlorhexidine, 4,4-dimethyl-1, 3-oxazolidine, 1-phenoxy-propan-2-ol, hexamidine um, 5-ethyl-1-aza-3,7-dioxabicyclo- [3.3.0] octane, chlorphenesin,
- a particularly preferred agent is characterized in that it contains at least one preservative (a3) from the group of benzyl alcohol, 2-phenoxyethanol, 1-phenoxy-propan-2-ol, isopropanol, ethanol, zinc pyrithione, 4- Hydroxybenzoic acid methyl ester, 4-hydroxybenzoic acid propyl ester, benzoic acid, salicylic acid, sorbic acid, formic acid, propionic acid, 2-hydroxydiphenyl, 4-hydroxybenzoic acid, dehydracetic acid, dibromohexamidine, 10-undarnecylenic acid, dimazolene-3, 4-methylphenidol, trichlorobanidine, trichlorobanidine.
- preservative a3 from the group of benzyl alcohol, 2-phenoxyethanol, 1-phenoxy-propan-2-ol, isopropanol, ethanol, zinc pyrithione, 4- Hydroxybenzoic acid methyl ester, 4-hydroxybenzoic acid propyl este
- benzyl alcohol is also known as phenylmethanol and has the CAS number 100-51 -6.
- 2-Phenoxyethanol is an ether of phenol with ethylene glycol with the empirical formula C8H10O2.
- 2- Phenoxyethanol has the CAS number 122-99-6.
- Isopropanol is also known as 2-propanol and has the CAS number 67-63-0.
- Ethanol has the CAS number 64-17-5.
- Zinc pyrithione is alternatively also referred to as zinc bis [2-pyridinthiolate] A /, A / 'dioxide, 2-pyridinthiol-1-oxide, zinc salt or zinc-2-mercaptopyridine / V-oxide.
- the CAS number of zinc pyrithione is 13463-41 -7.
- 4-Hydroxybenzoic acid methyl ester or also para-hydroxybenzoic acid methyl ester is the methyl ester of the aromatic carboxylic acid 4-hydroxybenzoic acid and belongs to the parabens.
- 4-Hydroxybenzoic acid methyl ester has the CAS number 99-76-3.
- Propyl 4-hydroxybenzoate or propyl para-hydroxybenzoate is the propyl ester of the aromatic carboxylic acid 4-hydroxybenzoic acid and belongs to the parabens.
- 4- Hydroxybenzoic acid propyl ester has the CAS number 94-13-3.
- Benzoic acid has the CAS number 65-85-0.
- salicylic acid is also known as 2-hydroxybenzoic acid and has the CAS number 69-72-7.
- Sorbic acid has the alternative name 2,4-hexadienoic acid ((2E, 4E) -hexa-2,4-dienoic acid) and has the CAS number 1 10-44-1.
- the salts of sorbic acid, in particular the sodium salt and the potassium salt, are also encompassed by the invention.
- Formic acid is alternatively known as methanoic acid and has the CAS number 64-18-6.
- Propionic acid is alternatively known as propanoic acid and has the CAS number 79-09-4.
- 2-hydroxydiphenyl is also referred to as biphenyl-2-ol or 2-hydroxybiphenyl or orthophenylphenol.
- 2-Hydroxydiphenyl has the CAS number 90-43-7.
- 4-Hydroxybenzoic acid is alternatively referred to as p-salicylic acid, p-hydroxybenzoic acid and has the CAS number 99-96-7.
- Dehydracetic acid has the alternative name 3-acetyl-6-methyl-2,4 (3H) -pyrandione, has the CAS number 520-45-6 and has the structure (K1).
- the tautomeric forms of dehydracetic acid are also encompassed by the invention.
- Dibromohexamidine is alternatively referred to as 1,6-bis (4-amidino-2-bromophenoxy) -n-hexane or as, 4'- (hexane-1,6-diyl) -bis- (3-bromobenzamidine) and has the CAS number 93856-82-7.
- Dibromohexamidine has the structure (K2).
- 10-undecylenic acid has the alternative names undec-10-enoic acid or 10-undecenoic acid and has the CAS number 1 12-38-9.
- 10-Undecylenic acid has the structure of the formula (K3).
- the salts of 10-undecylenic acid, in particular the sodium salt and the potassium salt, are also encompassed by the invention.
- Hexetidinum is alternatively referred to as hexetidine or 1,3-bis (2-ethylhexyl) -5-methylhexahydropyrimidin-5-amine.
- Hexetidinum or Hexetidine has the CAS number 141-94-6.
- Hexetidinum or Hexetidine has the structure of the formula (K4).
- Triclocarban also has the alternative names 3,4,4‘-Trichlorcarbanilid or 3- (4-chlorophenyl) -1 - (3,4-dichlorophenyl) urea and has the CAS number 101-20-2. Triclocarban has the structure of formula (K5).
- Triclosanum or Triclosan is alternatively referred to as 5-chloro-2- (2,4-dichlorophenoxy) -phenol.
- Triclosanum or Trichlosan has the CAS number 3380-34-5.
- Triclosanum or Triclosan has the structure of the formula (K6).
- 4-chloro-3,4-dimethylphenol is also known as chloroxylenol and has the CAS number 88-04-0.
- imidazolidinyl urea is also referred to as A /./ V-methylenebist / V- -hydroxymethyl ⁇ .S-dioxo ⁇ - imidazolidinyl) urea].
- Imidazolidinyl urea has the CAS number 39236-46-9 and has the structure of the formula (K7).
- Hexamethylenetetramine is also known as urotropine or 1,3,5,7-tetraazaadamantane. Hexamethylenetetramine has the CAS number 100-97-0.
- 1,3-Bis- (hydroxymethyl) -5,5-dimethyl-2,4-imidazolidinedione is also known as DMDM hydantoin, has the CAS number 6440-58-0 and has the structure of the formula (K9).
- 1-Hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2-pyridone has the alternative names 1 -hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) pyridine-2 (1 H) -one, Octopirox and Piroctone Olamin and has the CAS number 68890-66-4. This preservative is particularly preferably used in the form of its 1: 1 adduct with 2-aminoethanol.
- 1-Hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2-pyridone (in the form of its ethanolamine adduct) has the structure of the formula (K10).
- Bromochlorophen bears the alternative name 2,2'-methylenebis (6-bromo-4-chlorophenol) and has the CAS number 15435-29-7. Bromochlorophene has the structure of the formula (K1 1).
- 3-Methyl-4- (1 -methylethyl) phenol has the alternative names o-Cymen-5-ol, p-Thymol, Biosol and 1 - Hydroxy-3-methyl-4-isopropylbenzene and has the CAS number 3228-02- 2.
- 5-chloro-2-methyl-3 (2H) -isothiazolone is alternatively known as 5-chloro-2-methyl-4-isothiazolin-3-one or chloromethylisothiazolone, has the CAS number 26172-55-4 and has the Structure of the formula (K12).
- 2-Benzyl-4-chlorophenol is alternatively known as chlorophenum or chlorophen and has the CAS number 120-32-1.
- 2-chloroacetamide bears the alternative name chloroacetic acid amide and has the CAS number 79-07-2.
- chlorhexidine is also known as 1,1'-hexamethylene bis [5- (4-chlorophenyl) biguanide] and has the CAS number 55-56-1. Chlorhexidine has the structure of formula (K13).
- 4,4-Dimethyl-1,3-oxazolidine has the CAS number 51200-87-4.
- 1-phenoxy-propan-2-ol is also referred to as phenyl- ⁇ -hydroxypropyl ether, 1-phenoxy-2-propanol, phenoxyisopropanol, propylene phenoxetol, 2-phenoxy-1-methylethanol or propylene glycol 1 -phenyl ether the CAS number 770-35-4.
- Hexamidinum is alternatively referred to as hexamidine or 1, 6-bis (4-amidinophenoxy) -n-hexane or 4,4'- [hexane-1, 6-diylbis (oxy)] dibenzenecarboximidamide and has the CAS number 381 1 - 75-4.
- Hexamidine has the structure of the formula (K14).
- 5-Ethyl-1-aza-3,7-dioxabicyclo- [3.3.0] -octane is alternatively also called 5-ethyl-3,7-dioxa-1 -azabicyclo- [3.3.0] octane or dihydro-7a- Ethyloxazolo [3,4-c] oxazole, has the CAS number 7747-35-5 and has the structure of the formula (K15)
- chlorphenesin is also known as (3- (4-chlorophenoxy) -2-hydroxypropyl) carbamate and has the CAS number 886-74-8. Chlorphenesin has the structure of the formula (K16).
- Sodium hydroxymethyl aminoacetate is alternatively known as sodium N- (hydroxymethyl) glycinate or sodium N- (hydroxymethyl) glycinate, has the CAS number 70161 -44-3 and has the structure of the formula (K17)
- Benzylhemiformal is also known as (benzyloxy) methanol and has the CAS number 14548-60-8.
- 3-iodo-2-propynyl-butylcarbamate is alternatively also known as 3-iodopropargyl- / V-butylcarbamate or biodocarb and has the CAS number 55406-53-6.
- 3-iodo-2-propynyl-butylcarbamate has the structure of the formula (K18).
- Methylisothiazolinone is alternatively known as 2-methyl-2H-isothiazol-3-one and has the CAS number 2682-20-4
- ethyl lauroyl arginate is also known as ethyl Na-dodecanoyl-L-arginate hydrochloride or monohydrochloride of L-arginine or Na-lauroyl-ethyl ester and has the CAS number 60372-77-2.
- Ethyl lauroyl arginate has the structure of the formula (K19) and can be used either as a free compound or in the form of its hydrochloride salt.
- the preservatives (a3) are also particularly preferably used in certain quantity ranges in the agent according to the invention.
- the agent - based on the total weight of the agent - has one or more preservatives (a3) in a total amount of 0.01 to 5.0% by weight, preferably 0.1 to 2.5% by weight. %, more preferably from 0.15 to 1.0% by weight and very particularly preferably from 0.2 to 0.8% by weight
- an agent according to the invention is characterized in that it contains - based on the total weight of the agent - one or more preservatives (a3) in a total amount of 0.01 to 5.0% by weight, preferably 0.1 to 2.5% by weight, more preferably from 0.15 to 1.0% by weight and very particularly preferably from 0.2 to 0.8% by weight.
- an agent according to the invention is characterized in that it contains benzyl alcohol (a3).
- Benzyl alcohol is also preferably used in certain quantity ranges in the agent according to the invention. It has been found to be particularly advantageous if the agent - based on the total weight of the agent - 0.1 to 1.5% by weight, preferably 0.2 to 1.0% by weight, more preferably 0.3 to 0.9 and very particularly preferably 0.4 to 0.8 wt .-% benzyl alcohol.
- an agent according to the invention is characterized in that - based on the total weight of the agent - 0.1 to 1.5% by weight, preferably 0.2 to 1.0% by weight , more preferably 0.3 to 0.9 and very particularly preferably 0.4 to 0.8% by weight of benzyl alcohol.
- Fat components (a4) are characterized in that - based on the total weight of the agent - 0.1 to 1.5% by weight, preferably 0.2 to 1.0% by weight , more preferably 0.3 to 0.9 and very particularly preferably 0.4 to 0.8% by weight of benzyl alcohol.
- the agent according to the invention contains at least one fat component (a4). It has been found that the use of at least one fat component (a4) results in the agent being in the form of an emulsion which has the optimum viscosity and which has also been found to be advantageous with regard to improving the color intensity.
- the fat components are hydrophobic substances which, in the presence of water, can form emulsions with the formation of micelle systems.
- the Ci-C6-alkoxysilanes - either in the form of their monomers or optionally in the form of their condensed oligomers - are embedded in this hydrophobic environment or in the micelle systems, so that the Polarity of their environment changed. Due to the hydrophobic character of the fat constituents, the area around the C1-C6 alkoxysilanes is also hydrophobized. It is assumed that the polymerization reaction of the Ci-C6-alkoxysilanes leading to the film or coating takes place in an environment of reduced polarity at a reduced rate.
- fat components are organic compounds with a solubility in water at room temperature (22 ° C) and atmospheric pressure (760 mmHg) of less than 1% by weight, preferably less than 0.1% by weight Understood.
- the definition of fat components explicitly only includes uncharged (i.e. non-ionic) compounds.
- Fat components have at least one saturated or unsaturated alkyl group with at least 12 carbon atoms.
- the molecular weight of the fat constituents is a maximum of 5000 g / mol, preferably a maximum of 2500 g / mol and particularly preferably a maximum of 1000 g / mol.
- the fat components are neither polyoxyalkylated nor polyglycerylated compounds.
- the fat constituents (a4) contained in the middle are very particularly preferably selected from the group of Ci 2 -C30 fatty alcohols, Ci 2 -C3o fatty acid triglycerides, Ci 2 -C3o fatty acid monoglycerides, Ci 2 -C3o fatty acid diglycerides and / or the hydrocarbons.
- an agent according to the invention is characterized in that it contains one or more fat constituents (a4) from the group of C 2 -C 30 fatty alcohols, C 2 -C 30 fatty acid triglycerides, and C 2 -C 30 fatty acid monoglycerides containing C12-C30 fatty acid diglycerides and / or hydrocarbons.
- Particularly preferred fat constituents in this context are understood to be the constituents from the group of the C 2 -C 30 fatty alcohols, the C 2 -C 30 fatty acid triglycerides, the C 12 -C 30 fatty acid monoglycerides, the C 2 -C 30 fatty acid diglycerides and / or the hydrocarbons .
- nonionic substances are explicitly used as Fat components considered.
- Charged compounds such as fatty acids and their salts are not understood as a fat component.
- the Ci 2 -C30 fatty alcohols can be saturated, mono- or polyunsaturated, linear or branched fatty alcohols with 12 to 30 carbon atoms.
- Ci 2 -C30 fatty alcohols examples include dodecan-1 -ol (dodecyl alcohol, lauryl alcohol), tetradecan-1 -ol (tetradecyl alcohol, myristyl alcohol), hexadecan-1-ol (hexadecyl alcohol, cetyl alcohol, palmityl alcohol), Octadecan-1 -ol (octadecyl alcohol, stearyl alcohol), arachyl alcohol (eicosan-1-ol), heneicosyl alcohol (heneicosan-1 -ol) and / or behenyl alcohol (docosan-1-ol).
- dodecan-1 -ol dodecyl alcohol, lauryl alcohol
- tetradecan-1 -ol tetradecyl alcohol, myristyl alcohol
- hexadecan-1-ol hexadecyl alcohol, cetyl alcohol, palmityl alcohol
- Preferred linear, unsaturated fatty alcohols are (9Z) -Octadec-9-en-1-ol (oleyl alcohol), (9 £) -Octadec-9-en-1 -ol (elaidyl alcohol), (9Z, 12Z) -Octadeca-9 , 12-dien-1-ol (linoleyl alcohol), (9Z, 12Z, 15Z) -octadeca-9,12,15-trien-1 -ol (linolenoyl alcohol), gadoleyl alcohol ((9Z) -Eicos-9-en-1 - ol), arachidon alcohol ((5Z, 8Z, 1 1 Z, 14Z) -Eicosa-5,8,1 1, 14-tetraen-1 -ol), erucyl alcohol ((13Z) -Docos- 13-en-1 - ol) and / or brassidyl alcohol ((13E) -Docosen-1
- the preferred representatives of branched fatty alcohols are 2-octyl-dodecanol, 2-hexyl-dodecanol and / or 2-butyl-dodecanol.
- an agent according to the invention is characterized in that it contains one or more Ci 2 -C30 fatty alcohols (a4) from the group of dodecan-1-ol (dodecyl alcohol, lauryl alcohol),
- Tetradecan-1 -ol tetradecyl alcohol, myristyl alcohol
- Hexadecan-1 -ol hexadecyl alcohol, cetyl alcohol, palmityl alcohol
- Octadecan-1 -ol octadecyl alcohol, stearyl alcohol
- Arachyl alcohol (eicosan-1 -ol)
- Gadoleyl alcohol ((9Z) -Eicos-9-en-1 -ol)
- Arachidon alcohol ((5Z, 8Z, 1 1 Z, 14Z) -Eicosa-5,8,1 1, 14-tetraen-1 -ol),
- Ci 2 -C30 fatty alcohols (a4) it has proven to be very particularly preferred to use one or more Ci 2 -C30 fatty alcohols (a4) in very specific quantity ranges.
- the agent - based on the total weight of the agent one or more Ci 2 -C30 fatty alcohols (a4) in a total amount of 2.0 to 50.0 wt .-%, preferably from 3.0 to 30.0% by weight, more preferably from 4.0 to 20.0% by weight, even more preferably from 5.0 to 15.0% by weight and very particularly preferably from 5.0 to 10.0 Contains wt .-%.
- the agent can also contain at least one C12-C30 fatty acid triglyceride, the Ci 2 -C30 fatty acid monoglyceride and / or Ci 2 -C30 fatty acid diglyceride.
- a Ci 2 -C 30 fatty acid triglyceride is understood to mean the triester of the trihydric alcohol glycerol with three equivalents of fatty acid. Both structurally identical and different fatty acids within a triglyceride molecule can be involved in the ester formation.
- fatty acids are saturated or unsaturated, unbranched or branched, unsubstituted or substituted C 2 -C 3 carboxylic acids.
- Unsaturated fatty acids can be monounsaturated or polyunsaturated. In the case of an unsaturated fatty acid, its CC double bond (s) can have the cis or trans configuration.
- the fatty acid triglycerides are characterized by their particular suitability, in which at least one of the ester groups is formed starting from glycerol with a fatty acid selected from dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid (lignoceric acid), octadecanoic acid (Stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6-octadecenoic acid], palmitoleic acid [(9Z) -hexadec-9-enoic acid], oleic acid [(9Z) -octadec-9-enoic acid] , Elaidic acid [(9E) - octadec-9-enoic acid], erucic acid [(13
- the fatty acid triglycerides can also be of natural origin.
- the fatty acid triglycerides or mixtures thereof occurring in soybean oil, peanut oil, olive oil, sunflower oil, macadamia nut oil, moringa oil, apricot kernel oil, marula oil and / or optionally hydrogenated castor oil are particularly suitable for use in the product according to the invention.
- a Ci 2 -C30 fatty acid monoglyceride is understood to mean the monoester of the trihydric alcohol glycerol with one equivalent of fatty acid. Either the middle hydroxyl group of the glycerol or the terminal hydroxyl group of the glycerol can be esterified with the fatty acid.
- the Ci 2 -C30 fatty acid monoglyceride are particularly suitable, in which a hydroxyl group of the glycerine is esterified with a fatty acid, the fatty acids being selected from dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid ( Lignoceric acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6- octadecenoic acid], palmitoleic acid [(9Z) -hexadec-9-enoic acid], oleic acid [(9Z) -octadec- 9-enoic acid], elaidic acid [(9E) -octadec-9-enoic acid],
- Ci 2 -C 30 fatty acid diglyceride is understood to mean the diester of the trihydric alcohol glycerol with two equivalents of fatty acid. Either the middle and one terminal hydroxyl group of the glycerol can be esterified with two equivalents of fatty acid, or both terminal hydroxyl groups of the glycerol are esterified with one fatty acid each.
- the glycerine can be esterified with two structurally identical as well as with two different fatty acids.
- the fatty acid diglycerides are characterized by their particular suitability, in which at least one of the ester groups is formed from glycerol with a fatty acid selected from dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid (lignoceric acid), octadecanoic acid (Stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6-octadecenoic acid], palmitoleic acid [(9Z) -hexadec-9-enoic acid], oleic acid [(9Z) -octadec-9-enoic acid] , Elaidic acid [(9E) - octadec-9-enoic acid], erucic acid [(13Z)
- composition (B) contained at least one Ci 2 -C30 fatty acid monoglyceride, which is selected from the monoesters of glycerol with one equivalent of fatty acid from the group of dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (Palmitic acid), tetracosanoic acid (lignoceric acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z) -6-octadecenoic acid], palmitoleic acid [(9Z) -hexadec-9-enoic acid], oleic acid [9-enoic acid] (9Z) - Octadec-9-enoic acid], elaidic acid [(9E) -octadec-9-
- an agent according to the invention is characterized in that it contains at least one Ci 2 -C30 fatty acid monoglyceride (a4) which is selected from the monoesters of glycerol with one equivalent of fatty acid from the group of dodecanoic acid, tetradecanoic acid, hexadecanoic acid, tetracosanoic acid , Octadecanoic acid, eicosanoic acid and / or docosanoic acid.
- Ci 2 -C30 fatty acid monoglyceride (a4) which is selected from the monoesters of glycerol with one equivalent of fatty acid from the group of dodecanoic acid, tetradecanoic acid, hexadecanoic acid, tetracosanoic acid , Octadecanoic acid, eicosanoic acid and / or docosanoic acid.
- Ci 2 -C30 fatty acid mono-, Ci 2 -C3o fatty acid di- and / or Ci 2 -C3o fatty acid triglycerides (a4) in very specific quantity ranges on average.
- the agent - based on the total weight of the agent - has one or more C12-C30 fatty acid mono-, Ci 2 -C3o fatty acid di- and / or Ci 2 -C3o -Fatty acid triglycerides (a4) in a total amount of 0.1 to 20.0% by weight, preferably 0.3 to 15.0% by weight, more preferably 0.5 to 10.0% by weight and very particularly preferably from 0.8 to 5.0% by weight.
- a method according to the invention is characterized in that the average based on the total weight of the agent is one or more C 2 -C 30 fatty acid mono-, C 2 -C 30 fatty acid and / or C 2 -C 30 fatty acids triglycerides (b2) in a total amount of 0.1 to 20.0% by weight, preferably 0.3 to 15.0% by weight, more preferably 0.5 to 10.0% by weight and very particularly preferably from 0.8 to 5.0% by weight.
- the Ci 2 -C30 fatty acid mono-, Ci 2 -C3o fatty acid di- and / or Ci 2 -C3o fatty acid triglycerides can be used as sole fat constituents (a4) in the agents. According to the invention, however, at least one Ci 2 -C30 fatty acid mono-, Ci 2 -C3o fatty acid and / or C12-C30 fatty acid triglyceride in combination with at least one Ci 2 -C30 fatty alcohol can be incorporated into the agent.
- the agent can also contain at least one hydrocarbon.
- Hydrocarbons are compounds with 8 to 80 C atoms that consist exclusively of carbon and hydrogen. In this context, they are particularly preferred aliphatic hydrocarbons such as mineral oils, liquid paraffin oils (eg Paraffinium Liquidum or Paraffinum Perliquidum), isoparaffin oils, semi-solid paraffin oils, paraffin waxes, hard paraffin (Paraffinum Solidum), petrolatum and polydecene.
- mineral oils eg Paraffinium Liquidum or Paraffinum Perliquidum
- isoparaffin oils eg Paraffinium Liquidum or Paraffinum Perliquidum
- semi-solid paraffin oils paraffin waxes
- paraffin waxes paraffin waxes
- hard paraffin Paraffinum Solidum
- polydecene e.g., petrolatum and polydecene.
- Paraffinum Liquidum and Paraffinium Perliquidum have proven to be particularly suitable in this context.
- the hydrocarbon is very particularly preferably Paraffinum Liquidum, also called white oil.
- Paraffinum Liquidum is a mixture of purified, saturated, aliphatic hydrocarbons, which mostly consists of hydrocarbon chains with a carbon chain distribution of 25 to 35 carbon atoms.
- the agent contained at least one hydrocarbon (a4) selected from the group of mineral oils, liquid paraffin oils, isoparaffin oils, semi-solid paraffin oils, paraffin waxes, hard paraffin (Paraffinum Solidum), petrolatum and polydecene.
- hydrocarbon selected from the group of mineral oils, liquid paraffin oils, isoparaffin oils, semi-solid paraffin oils, paraffin waxes, hard paraffin (Paraffinum Solidum), petrolatum and polydecene.
- an agent according to the invention is characterized in that it contains at least one fat component (a4) from the group of hydrocarbons.
- the agent - based on the total weight of the agent - has one or more hydrocarbons (a4) in a total amount of 0.5 to 20.0% by weight , preferably 0.7 to 10.0% by weight, more preferably from 0.9 to 5.0% by weight and very particularly preferably from 1.0 to 4.0% by weight.
- an agent according to the invention is characterized in that - based on the total weight of the agent - it contains one or more hydrocarbons (a4) in a total amount of 0.5 to 20.0% by weight , preferably 0.7 to 10.0% by weight, more preferably from 0.9 to 5.0% by weight and very particularly preferably from 1.0 to 4.0% by weight.
- hydrocarbon or hydrocarbons can be used as the sole fat constituent (a4) in the agents. However, it is also according to the invention to incorporate at least one hydrocarbon in combination with at least one further component in the agent.
- the agent very particularly preferably contains at least one fat component (a4) from the group of C 2 -C 30 fatty alcohols and at least one further fat component from the group of hydrocarbons.
- average water content from the group of C 2 -C 30 fatty alcohols and at least one further fat component from the group of hydrocarbons.
- the agent described above is a ready-to-use agent that can be applied to the keratinic material.
- This ready-to-use agent preferably has a high water content. It has been found that especially those agents are particularly well suited which, based on the total weight of the agent, are more preferably 50.0 to 98.0% by weight, preferably 60.0 to 90.0% by weight 70.0 to 90.0% by weight and very particularly preferably 75.0 to 90.0% by weight of water.
- an agent according to the invention is characterized in that - based on the total weight of the agent - it contains 50.0 to 98.0% by weight, preferably 60.0 to 90.0% by weight, more preferably 70.0 to 90.0% by weight and very particularly preferably 75.0 to 90.0% by weight of water.
- the agent according to the invention is particularly preferably in the form of an emulsion.
- it has proven to be very particularly preferred to continue to use at least one surfactant on average.
- the agent therefore very particularly preferably additionally contains at least one surfactant.
- an agent according to the invention is characterized in that it contains at least one surfactant.
- surfactants is understood to mean surface-active substances which form adsorption layers on surfaces and interfaces or can aggregate in volume phases to form micellar colloids or lyotropic mesophases.
- anionic surfactants consisting of a hydrophobic residue and a negatively charged hydrophilic head group
- amphoteric surfactants which carry both a negative and a compensating positive charge
- cationic surfactants which have a positively charged hydrophilic group in addition to a hydrophobic residue
- nonionic surfactants which have no charges but rather strong dipole moments and are strongly hydrated in aqueous solution.
- an agent according to the invention is characterized in that it contains at least one nonionic surfactant.
- Nonionic surfactants contain, for example, a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups as the hydrophilic group. Such connections are for example
- alkyl adducts of 2 to 50 mol ethylene oxide and / or 0 to 5 mol propylene oxide onto linear and branched fatty alcohols having 8 to 30 carbon atoms, onto fatty acids having 8 to 30 carbon atoms and to alkylphenols with 8 to 15 carbon atoms in the alkyl group, such as the types available under the sales names Dehydol ® LS, Dehydol ® LT (Cognis),
- Hydroxy mixed ethers as described, for example, in DE-OS 19738866, sorbitan fatty acid esters and addition products of ethylene oxide with sorbitan fatty acid esters such as the polysorbates,
- the alkyl and alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably from glucose.
- the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
- alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4 are preferred.
- the alkyl or alkenyl radical R 4 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxo synthesis.
- the alkyl or alkenyl radical R 15 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14 carbon atoms.
- Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and their technical mixtures can be obtained as described above.
- Alkyl oligoglucosides based on hardened C12 / 14 coconut alcohol with a DP of 1 to 3 are preferred.
- the fatty acid N-alkyl polyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
- the fatty acid N-alkyl polyhydroxyalkylamides are preferably derived from reducing sugars having 5 or 6 carbon atoms, in particular from glucose.
- the preferred fatty acid N-alkyl polyhydroxyalkylamides are therefore fatty acid N-alkyl glucamides as represented by the formula (Tnio-4):
- Glucamides of the formula (Tnio- 4), in which R 8 stands for hydrogen or an alkyl group and R 7 CO for the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palm oleic acid, are preferably used as fatty acid N-alkyl polyhydroxyalkylamides.
- Fatty acid N-alkyl glucamides of the formula (Tnio-4), which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C12 / 14 coconut fatty acid or a corresponding derivative, are particularly preferred.
- the polyhydroxyalkylamides can also be derived from maltose and palatinose.
- the sugar surfactants can be contained in the agents used according to the invention preferably in amounts of 0.1-20% by weight, based on the total agent. Quantities of 0.5-15% by weight are preferred, and quantities of 0.5-7.5% by weight are very particularly preferred.
- nonionic surfactants are fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, mixed ethers or mixed formals, protein hydrolysates (in particular vegetable products based on wheat) and polysorbates.
- the alkylene oxide addition products with saturated linear fatty alcohols and fatty acids with 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid and the sugar surfactants have proven to be preferred nonionic surfactants. Preparations with excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants. These connections are characterized by the following parameters.
- the alkyl radical R contains 6 to 22 carbon atoms and can be either linear or branched. Primary linear and methyl-branched aliphatic radicals in the 2-position are preferred.
- alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl.
- 1-Octyl, 1-decyl, 1-lauryl and 1-myristyl are particularly preferred.
- the compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to start from native vegetable or animal raw materials in the production of these substances, so that substance mixtures with different alkyl chain lengths depending on the respective raw material are obtained.
- both products with a “normal” homolog distribution and those with a narrowed homolog distribution can be used.
- "Normal” homolog distribution is understood here to mean mixtures of homologs which are obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates as catalysts.
- narrow homolog distributions are obtained if, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alcoholates are used as catalysts. The use of products with a narrow homolog distribution can be preferred.
- an agent according to the invention is characterized in that it contains at least one nonionic surfactant of the formula (T-1),
- Ra is a saturated or unsaturated, straight or branched C8-C24 alkyl group, preferably a saturated, unbranched alkyl group CIE to CIE, and is
- n is an integer from 80 to 120, preferably an integer from 90 to 110 and particularly preferably the number 100.
- a particularly suitable nonionic surfactant of this type has the trade name Brij S 100 or Brij S 100 PA SG. This is stearyl alcohol, ethoxylated with 100 EO, which is commercially available from Croda and has the CAS number 9005-00-9.
- an agent according to the invention is characterized in that it contains at least one nonionic surfactant of the formula (T-II),
- Rb stands for a saturated or unsaturated, unbranched or branched C8-C24-alkyl group, preferably a saturated, non-branched Ci- to Cie-alkyl group, and
- n is an integer from 10 to 40, preferably an integer from 20 to 35 and particularly preferably the number 30.
- Ceteareth-30 is a mixture of cetyl alcohol and stearyl alcohol, each ethoxylated with 30 units of ethylene oxide. The mixture of cetyl alcohol and stearyl alcohol is called cetearyl alcohol. Ceteareth-30 has the CAS number 68439- 49-6 and can be purchased from BASF, for example, under the trade name Eumulgin B3.
- the agent contains both at least one nonionic surfactant of the formula (T-1) and at least one nonionic surfactant of the formula (T-II). further optional ingredients on average
- the agent can also contain further optional ingredients.
- the agent can contain a film-forming polymer.
- the film-forming polymer can, for example, be selected from the group consisting of polyvinylpyrrolidone (PVP), vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / styrene copolymers, vinylpyrrolidone / ethylene copolymers, vinylpyrrolidone / propylene copolymers, vinylpyrrolidone / vinylcaprolidone copolymers / Vinylformamide copolymers and / or vinylpyrrolidone / vinyl alcohol copolymers, explicitly very particularly preferably polyvinylpyrrolidone (PVP).
- PVP polyvinylpyrrolidone
- suitable film-forming polymers can be selected from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or copolymers of Methacrylic acid amides, copolymers of vinyl pyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene, homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and / or polyamides .
- the film-forming polymers which are selected from the group of synthetic polymers, polymers obtainable by free radical polymerization or natural polymers have proven to be particularly suitable.
- film-forming polymers can be selected from the homopolymers or copolymers of olefins, such as cycloolefins, butadiene, isoprene or styrene, vinyl ethers, vinyl amides, the esters or amides of (meth) acrylic acid with at least one Ci-C2o-alkyl group, a Aryl group or a C2-C10 hydroxyalkyl group.
- Further film-forming polymers can be selected from the homo- or copolymers of isooctyl (meth) acrylate; isononyl (meth) acrylate; 2-ethylhexyl (meth) acrylate; Lauryl (meth) acrylate); isopentyl (meth) acrylate; n-butyl (meth) acrylate); isobutyl (meth) acrylate; Ethyl (meth) acrylate; Methyl (meth) acrylate; tert-butyl (meth) acrylate; Stearyl (meth) acrylate; Hydroxyethyl (meth) acrylate; 2-hydroxypropyl (methacrylate; 3-hydroxypropyl (meth) acrylate and / or mixtures thereof).
- Further film-forming polymers can be selected from the homo- or copolymers of (meth) acrylamide; N-alkyl (meth) acrylamides, in particular those with C2-C18 alkyl groups, such as, for example, N-ethyl-acrylamide, N-tert-butyl-acrylamide, N-octyl-acrylamide; N-di (C1-C4) alkyl (meth) acrylamide.
- suitable anionic copolymers are, for example, copolymers of acrylic acid, methacrylic acid or their Ci-C6-alkyl esters, as described under the INCI declaration Acrylates Copolymers are sold.
- a suitable commercial product is, for example Aculyn ® 33 from Rohm & Haas.
- copolymers of acrylic acid, methacrylic acid or their Ci-C6-alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol are also preferred.
- Suitable ethylenically unsaturated acids are, in particular, acrylic acid, methacrylic acid and itaconic acid;
- suitable alkoxylated fatty alcohols are, in particular, steareth-20 or ceteth-20.
- Polymers on the market are, for example, Aculyn® 22 (Acrylates / Steareth-20 Methacrylate Copolymer), Aculyn® 28 (Acrylates / Beheneth-25 Methacrylate Copolymer), Structure 2001 ® (Acryla-tes / Steareth-20 Itaconate Copolymer), Structure 3001® (Acrylates / Ceteth-20 Itaconate Copolymer), Structure Plus® (Acrylates / Aminoacrylates C10-30 Alkyl PEG-20 Itaconate Copolymer), Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 (Acrylates / C10-30 Alkyl Acrylate Crosspolymer), Synthalen W 2000® (Acrylates / Palmeth-25 Acrylate Copolymer) or the Soltex OPT (Acrylates / C 12-22 Alkyl methacrylate Copolymer) sold by Rohme and Haas.
- Suitable polymers based on vinyl monomers are the homo- and copolymers of N-vinylpyrrolidone, vinylcaprolactam, vinyl (C1 -C6) alkyl pyrrole, vinyl oxazole, vinyl thiazole, of vinyl pyrimidine, of vinyl imidazole.
- copolymers octylacrylamide / acrylates / butylaminoethyl methacrylate copolymer such as is sold commercially by NATIONAL STARCH under the trade names AMPHOMER® or LOVOCRYL® 47, or the copolymers of acrylates / octylacrylamides under the trade names DERMACRYL® LT and DERMACRYL ® 79 are distributed by NATIONAL STARCH.
- Suitable polymers based on olefins are the homo- and copolymers of ethylene, propylene, butene, isoprene and butadiene.
- block copolymers which comprise at least one block of styrene or the derivatives of styrene can be used as film-forming hydrophobic polymers.
- These block copolymers can be copolymers which, in addition to a styrene block, contain one or more other blocks, such as, for example, styrene / ethylene, styrene / ethylene / butylene, styrene / butylene, styrene / isoprene, styrene / butadiene.
- Corresponding polymers are sold commercially by BASF under the trade name “Luvitol HSB”.
- both anionic and also cationic and / or nonionic polymers can be used in the agent according to the invention, it has proven to be very particularly preferred not to use further ionic compounds or only in small amounts. With In other words, a particularly strong improvement in color intensity could be achieved when the agent was predominantly nonionic and therefore contained cationic and anionic polymers either not at all or only in very small amounts. For this reason, it has been found to be particularly preferred if the total content of all the anionic polymers contained in the agent is below 0.1% by weight. Furthermore, it has been found to be very particularly preferred if the total content of all cationic polymers contained in the agent is below 0.1% by weight. The proportion of cationic or anionic polymer is based on the total weight of the agent.
- an agent according to the invention is characterized in that - based on the total weight of the agent -
- the agents can in principle also contain one or more charged surfactants.
- surfactants is understood to mean surface-active substances. A distinction is made between anionic surfactants consisting of a hydrophobic residue and a negatively charged hydrophilic head group, amphoteric surfactants, which carry both a negative and a compensating positive charge, cationic surfactants, which have a positively charged hydrophilic group in addition to a hydrophobic residue, and nonionic surfactants, which have no charges but rather strong dipole moments and are strongly hydrated in aqueous solution.
- Zwitterionic surfactants are surface-active compounds which have at least one quaternary ammonium group and at least one -COO ⁇ -> - or -S0 3 (_) - group in the molecule.
- Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinates, for example coconut alkyl dimethylammonium glycinate, N-acyl aminopropyl-N, N-dimethylammonium glycinate, for example cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and cocoacylamino ethyl hydroxyethyl carboxymethyl glycinate.
- a preferred zwitterionic surfactant is the fatty acid amide derivative
- Ampholytic surfactants are surface-active compounds which, in addition to a Cs - C 24 - alkyl or acyl group, contain at least one free amino group and at least one —COOH or —SOsH group and are capable of forming internal salts.
- ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N- Alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each with about 8 to 24 carbon atoms in the alkyl group.
- amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
- ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C12 - Cie - acylsarcosine.
- the agents can also contain at least one cationic surfactant.
- Cationic surfactants are understood to mean surfactants, that is to say surface-active compounds, each with one or more positive charges. Cationic surfactants only contain positive charges. These surfactants are usually composed of a hydrophobic part and a hydrophilic head group, the hydrophobic part usually consisting of a hydrocarbon structure (e.g. consisting of one or two linear or branched alkyl chains), and the positive charge (s) are located in the hydrophilic head group. Examples of cationic surfactants are examples of cationic surfactants.
- Quaternary ammonium compounds which can carry one or two alkyl chains with a chain length of 8 to 28 C atoms as hydrophobic radicals,
- the cationic charge can also be part of a heterocyclic ring (e.g. an imidazolium ring or a pyridinium ring) in the form of an onium structure.
- the cationic surfactant can also contain other uncharged functional groups, as is the case, for example, with ester quats.
- the cationic surfactants are used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight and very particularly preferably 1 to 15% by weight, based on the total weight of the respective agent.
- the agents according to the invention can furthermore also contain at least one anionic surfactant.
- Anionic surfactants are surface-active agents with exclusively anionic charges (neutralized by a corresponding counter cation).
- anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids with 12 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
- both anionic and also cationic and / or nonionic surfactants can be used in the agent according to the invention, it has proven to be very particularly preferred proven not to use other ionic compounds or only in small amounts. In other words, a particularly strong improvement in color intensity could be achieved when the agent was predominantly nonionic and therefore contained cationic and anionic surfactants either not at all or only in very small amounts. For this reason it has been found to be particularly preferred if the total content of all anionic surfactants contained in the agent is below 0.1% by weight. Furthermore, it has been found to be particularly preferred if the total content of all cationic surfactants contained in the agent is below 0.1% by weight. The proportion of cationic or anionic surfactant is based on the total weight of the agent.
- an agent according to the invention is characterized in that - based on the total weight of the agent -
- the agents can also contain other active ingredients, auxiliaries and additives, such as solvents, structurants such as glucose, maleic acid and lactic acid, hair conditioning compounds such as phospholipids, for example lecithin and cephalins; Perfume oils, dimethyl isosorbide and cyclodextrins; active ingredients that improve fiber structure, in particular mono-, di- and oligosaccharides such as glucose, galactose, fructose, fruit sugar and lactose; Dyes for coloring the agent; Anti-dandruff ingredients such as Piroctone Olamine, Zinc Omadine and Climbazole; Amino acids and oligopeptides; Protein hydrolysates based on animals and / or plants, and in the form of their fatty acid condensation products or optionally anionically or cationically modified derivatives; vegetable oils; Sunscreens and UV blockers; Active ingredients such as panthenol, pantothenic acid, pantolactone, allantoin, pyrrolidin
- the person skilled in the art will select these additional substances according to the desired properties of the agents. With regard to further optional components and the amounts of these used Components, reference is expressly made to the relevant manuals known to the person skilled in the art.
- the additional active ingredients and auxiliaries are preferably used in the preparations according to the invention in amounts of from 0.0001 to 25% by weight, in particular from 0.0005 to 15% by weight, based on the total weight of the respective agent. pH of the means
- the pH of the agent according to the invention is preferably adjusted to a neutral to alkaline pH.
- the agent very particularly preferably has an alkaline pH in the range from 7.0 to 11.5, preferably from 8.0 to 11.0, and particularly preferably from 8.5 to 10.5.
- the amino-functionalized silicone polymer (a1) can be dissolved or dispersed particularly well and without protonation.
- an agent according to the invention is characterized in that it has a pH value from 7.0 to 11.5, preferably from 8.0 to 11.0, and particularly preferably from 8.5 to 10.5 owns.
- the agent (a) and / or (b) can contain at least one alkalizing agent.
- the pH values in the context of the present invention are pH values that were measured at a temperature of 22 ° C.
- the agents can contain, for example, ammonia, alkanolamines and / or basic amino acids as alkalizing agents.
- alkanolamines which can be used in the agent according to the invention are preferably selected from primary amines with a C2-C6-alkyl parent structure which carries at least one hydroxyl group.
- Preferred alkanolamines are selected from the group formed from 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 -Amino-2-methylpropan-2-ol, 3-aminopropan-1,2-diol, 2-amino-2-methylpropan-1,3-diol.
- Alkanolamines particularly preferred according to the invention are selected from 2-aminoethan-1-ol and / or 2-amino-2-methylpropan-1 -ol.
- a particularly preferred embodiment is therefore characterized in that the agent according to the invention contains an alkanolamine selected from 2-aminoethan-1-ol and / or 2-amino-2-methylpropan-1 -ol as alkalizing agent.
- amino acid in the context of the invention is an organic compound which has at least one protonatable amino group and at least one —COOH or one —SOsH group in its structure contains.
- Preferred amino acids are aminocarboxylic acids, in particular ⁇ - (alpha) -amino carboxylic acids and w-aminocarboxylic acids, ⁇ -aminocarboxylic acids being particularly preferred.
- basic amino acids are to be understood as meaning those amino acids which have an isoelectric point p1 of greater than 7.0.
- Basic ⁇ -aminocarboxylic acids contain at least one asymmetric carbon atom.
- both possible enantiomers can be used equally as specific compounds or mixtures thereof, in particular as racemates.
- the basic amino acids are preferably selected from the group that is formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
- an agent according to the invention is therefore characterized in that the alkalizing agent is a basic amino acid from the group arginine, lysine, ornithine and / or histidine.
- the agent can contain other alkalizing agents, in particular inorganic alkalizing agents.
- Inorganic alkalizing agents which can be used according to the invention are preferably selected from the group formed by sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
- alkalizing agents are ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2- methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, Sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
- a method according to the invention is characterized in that the colorant (a) has at least one alkalizing agent from the group consisting of ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4- Aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan 4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, Contains
- the agents described above can be used extremely well in processes for coloring keratinic material, in particular human hair.
- a second object of the present invention is therefore a method for coloring keratinic material, in particular human hair, comprising the following steps:
- step (1) of the method according to the invention the agent of the first subject matter of the invention is applied to the keratinic material, which is very particularly preferably human hair.
- step (2) of the method according to the invention the agent is then allowed to act on the keratinic material after its application.
- different exposure times of, for example, 30 seconds to 60 minutes are conceivable.
- a great advantage of the dyeing system according to the invention is that an intense color result can be achieved even in very short periods of time after short exposure times. For this reason, it is advantageous if the application mixture remains on the keratin material for comparatively short periods of time from 30 seconds to 15 minutes, preferably from 30 seconds to 10 minutes, and particularly preferably from 1 to 5 minutes, after its application.
- the application mixture After the application mixture has acted on the keratin material, it is finally rinsed out with water in step (3) of the method.
- the application mixture can only be washed out with water, ie without the aid of an aftertreatment agent or a shampoo.
- the use of an aftertreatment agent or conditioner in step (6) is also conceivable in principle.
- the agent (E1) was applied to tresses of hair (Kerling, Euronaturhaar white, liquor ratio: 1 g of coloring agent (E1) per g of hair tress). The agent was left on for three minutes. The tresses of hair were then washed out thoroughly (1 minute) with water, dried and then colorimetrically measured using a Spectraflash 450 color measuring device from Datacolor.
- the comparison formulation V1 was applied to locks of hair (Kerling, Euronaturhaar white, liquor ratio: 1 g of colorant (V1) per g of lock of hair) and allowed to act for three minutes. Following this, these strands of hair were also washed out thoroughly (1 minute) with water, dried and colorimetrically measured.
- the dE value used to assess the different color intensities results from the L * a * b * color values measured on the respective strand part as follows:
- the chroma of a color is calculated according to the formula
- the color difference between the coloration obtained with the comparison formulation and the coloration obtained with the formulation according to the invention was 6.5
- the coloration obtained with the formulation according to the invention was darker or more intense (lower L value) and had a higher chroma (higher chroma, higher C value).
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Abstract
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102019208904.6A DE102019208904A1 (de) | 2019-06-19 | 2019-06-19 | "Mittel zum Färben von keratinischem Material mit Aminosilikon, farbgebender Verbindung, Konservierungsmittel und Fettbestandteil" |
PCT/EP2020/065210 WO2020254102A1 (de) | 2019-06-19 | 2020-06-02 | Mittel zum färben von keratinischem material mit aminosilikon, farbgebender verbindung, konservierungsmittel und fettbestandteil |
Publications (1)
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EP3986360A1 true EP3986360A1 (de) | 2022-04-27 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP20732506.9A Pending EP3986360A1 (de) | 2019-06-19 | 2020-06-02 | Mittel zum färben von keratinischem material mit aminosilikon, farbgebender verbindung, konservierungsmittel und fettbestandteil |
Country Status (4)
Country | Link |
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US (1) | US11878071B2 (de) |
EP (1) | EP3986360A1 (de) |
DE (1) | DE102019208904A1 (de) |
WO (1) | WO2020254102A1 (de) |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
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DE19738866A1 (de) | 1997-09-05 | 1999-03-11 | Henkel Kgaa | Schaumarme Tensidmischungen mit Hydroxymischethern |
US20010042276A1 (en) * | 2000-03-30 | 2001-11-22 | Shiseido Co., Ltd. | Hair dye fixatives, hair dyes and hair dyeing methods |
JP2007197418A (ja) * | 2005-12-28 | 2007-08-09 | Kao Corp | 染毛剤組成物 |
JP5702918B2 (ja) | 2009-06-01 | 2015-04-15 | ホーユー株式会社 | 毛髪化粧料組成物 |
DE102013215583A1 (de) * | 2013-08-07 | 2015-02-12 | Henkel Ag & Co. Kgaa | Mehrkomponenten-Verpackungseinheit zum oxidativen Färben von keratinischen Fasern mit reduziertem Ammoniak-Geruch |
DE102015225361A1 (de) * | 2015-12-16 | 2017-06-22 | Henkel Ag & Co. Kgaa | Kombinationen von Konservierungsmitteln für Haarfarben |
FR3045346B1 (fr) * | 2015-12-21 | 2019-08-30 | L'oreal | Composition de coloration comprenant un colorant direct de structure triarylmethane, et une silicone |
DE102018222024A1 (de) * | 2018-12-18 | 2020-06-18 | Henkel Ag & Co. Kgaa | Verfahren zum Färben von keratinischem Material mit Färbemittel und saurem Nachbehandlungsmittel |
DE102018222022A1 (de) * | 2018-12-18 | 2020-06-18 | Henkel Ag & Co. Kgaa | Verfahren zum Färben von keratinischem Material mit Färbemittel und saurem Nachbehandlungsmittel |
-
2019
- 2019-06-19 DE DE102019208904.6A patent/DE102019208904A1/de not_active Withdrawn
-
2020
- 2020-06-02 WO PCT/EP2020/065210 patent/WO2020254102A1/de unknown
- 2020-06-02 EP EP20732506.9A patent/EP3986360A1/de active Pending
- 2020-06-02 US US17/620,093 patent/US11878071B2/en active Active
Also Published As
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US11878071B2 (en) | 2024-01-23 |
DE102019208904A1 (de) | 2020-12-24 |
US20220378687A1 (en) | 2022-12-01 |
WO2020254102A1 (de) | 2020-12-24 |
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