TW200803914A

TW200803914A - Process for hair dyeing

Process for hair dyeing Download PDF

Info

Publication number: TW200803914A
Authority: TW; Taiwan
Prior art keywords: group; alkyl; substituted; phenyl; page
Prior art date: 2005-10-26

Application number

TW095139134A

Other languages

English (en)

Chinese (zh)

Inventor

Christian Cremer

Andreas Muhlebach

Olof Wallquist

Thomas Giesenberg

Frohling Beate

Richard Lewis Riggs

Original Assignee

Ciba Sc Holding Ag

Priority date

2005-10-26

Filing date

2006-10-24

Publication date

2008-01-16

2006-10-24 Application filed by Ciba Sc Holding Ag filed Critical Ciba Sc Holding Ag

2008-01-16 Publication of TW200803914A publication Critical patent/TW200803914A/zh

Links

238000000034 method Methods 0.000 title claims abstract description 51
230000008569 process Effects 0.000 title claims abstract description 5
238000004043 dyeing Methods 0.000 title abstract description 66
239000000203 mixture Substances 0.000 claims abstract description 142
239000002245 particle Substances 0.000 claims abstract description 129
239000000835 fiber Substances 0.000 claims abstract description 28
102000011782 Keratins Human genes 0.000 claims abstract description 25
108010076876 Keratins Proteins 0.000 claims abstract description 25
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 16
229910052681 coesite Inorganic materials 0.000 claims abstract description 4
229910052906 cristobalite Inorganic materials 0.000 claims abstract description 4
229910052682 stishovite Inorganic materials 0.000 claims abstract description 4
229910052905 tridymite Inorganic materials 0.000 claims abstract description 4
-1 Wei Chemical group 0.000 claims description 119
125000000217 alkyl group Chemical group 0.000 claims description 94
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 65
229910052739 hydrogen Inorganic materials 0.000 claims description 61
239000001257 hydrogen Substances 0.000 claims description 60
125000002091 cationic group Chemical group 0.000 claims description 50
150000002431 hydrogen Chemical group 0.000 claims description 30
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 29
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 28
239000007800 oxidant agent Substances 0.000 claims description 26
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
239000002105 nanoparticle Substances 0.000 claims description 24
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 23
230000001590 oxidative effect Effects 0.000 claims description 14
238000012360 testing method Methods 0.000 claims description 14
229920000642 polymer Polymers 0.000 claims description 13
MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 12
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 10
229910052736 halogen Inorganic materials 0.000 claims description 10
150000002367 halogens Chemical class 0.000 claims description 10
125000000623 heterocyclic group Chemical group 0.000 claims description 10
239000000463 material Substances 0.000 claims description 9
125000003545 alkoxy group Chemical group 0.000 claims description 7
125000001624 naphthyl group Chemical group 0.000 claims description 7
125000003884 phenylalkyl group Chemical group 0.000 claims description 7
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical group O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 6
150000001412 amines Chemical group 0.000 claims description 6
NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 6
125000004430 oxygen atom Chemical group O* 0.000 claims description 6
125000003342 alkenyl group Chemical group 0.000 claims description 5
229910052757 nitrogen Inorganic materials 0.000 claims description 5
125000001424 substituent group Chemical group 0.000 claims description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 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
KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical group [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 4
239000007789 gas Substances 0.000 claims description 4
150000002825 nitriles Chemical class 0.000 claims description 4
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
229910052707 ruthenium Inorganic materials 0.000 claims description 4
VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 0.000 claims description 3
229930192627 Naphthoquinone Natural products 0.000 claims description 3
PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims description 3
125000000753 cycloalkyl group Chemical group 0.000 claims description 3
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 3
239000002905 metal composite material Substances 0.000 claims description 3
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 3
150000002791 naphthoquinones Chemical class 0.000 claims description 3
BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 claims description 2
ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical compound C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims description 2
125000004414 alkyl thio group Chemical group 0.000 claims description 2
229910052956 cinnabar Inorganic materials 0.000 claims description 2
125000000392 cycloalkenyl group Chemical group 0.000 claims description 2
VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 claims description 2
125000004999 nitroaryl group Chemical group 0.000 claims description 2
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 2
BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 claims description 2
RSPCKAHMRANGJZ-UHFFFAOYSA-N thiohydroxylamine Chemical group SN RSPCKAHMRANGJZ-UHFFFAOYSA-N 0.000 claims description 2
125000005039 triarylmethyl group Chemical group 0.000 claims description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 claims 2
NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims 1
235000000177 Indigofera tinctoria Nutrition 0.000 claims 1
241000347881 Kadua laxiflora Species 0.000 claims 1
240000007594 Oryza sativa Species 0.000 claims 1
235000007164 Oryza sativa Nutrition 0.000 claims 1
125000005577 anthracene group Chemical group 0.000 claims 1
CEQDTIAWONPGPC-UHFFFAOYSA-N carbamoylsulfamic acid Chemical compound NC(=O)NS(O)(=O)=O CEQDTIAWONPGPC-UHFFFAOYSA-N 0.000 claims 1
PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 claims 1
CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims 1
230000004064 dysfunction Effects 0.000 claims 1
239000008187 granular material Substances 0.000 claims 1
229940097275 indigo Drugs 0.000 claims 1
COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 claims 1
150000004060 quinone imines Chemical class 0.000 claims 1
235000009566 rice Nutrition 0.000 claims 1
150000003573 thiols Chemical class 0.000 claims 1
150000003648 triterpenes Chemical class 0.000 claims 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract description 10
229910052593 corundum Inorganic materials 0.000 abstract description 2
239000000377 silicon dioxide Substances 0.000 abstract description 2
229910001845 yogo sapphire Inorganic materials 0.000 abstract description 2
235000012239 silicon dioxide Nutrition 0.000 abstract 1
239000000975 dye Substances 0.000 description 91
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 72
150000001875 compounds Chemical class 0.000 description 72
239000002585 base Substances 0.000 description 37
238000009472 formulation Methods 0.000 description 30
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 28
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
239000002253 acid Substances 0.000 description 25
239000000047 product Substances 0.000 description 25
125000004432 carbon atom Chemical group C* 0.000 description 22
238000006243 chemical reaction Methods 0.000 description 22
239000000982 direct dye Substances 0.000 description 21
238000002360 preparation method Methods 0.000 description 21
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 19
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 19
239000006185 dispersion Substances 0.000 description 18
150000003839 salts Chemical class 0.000 description 18
229910000420 cerium oxide Inorganic materials 0.000 description 16
BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 16
239000000843 powder Substances 0.000 description 16
VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 13
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
239000002244 precipitate Substances 0.000 description 13
239000007787 solid Substances 0.000 description 13
239000000243 solution Substances 0.000 description 13
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
229920001577 copolymer Polymers 0.000 description 12
239000002609 medium Substances 0.000 description 12
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 11
239000006096 absorbing agent Substances 0.000 description 11
238000002296 dynamic light scattering Methods 0.000 description 11
239000002904 solvent Substances 0.000 description 11
239000000126 substance Substances 0.000 description 11
238000004140 cleaning Methods 0.000 description 10
235000014113 dietary fatty acids Nutrition 0.000 description 10
239000000194 fatty acid Substances 0.000 description 10
229930195729 fatty acid Natural products 0.000 description 10
230000037308 hair color Effects 0.000 description 10
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 9
239000000980 acid dye Substances 0.000 description 9
125000003277 amino group Chemical group 0.000 description 9
238000004458 analytical method Methods 0.000 description 9
239000003795 chemical substances by application Substances 0.000 description 9
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
238000000921 elemental analysis Methods 0.000 description 9
239000011368 organic material Substances 0.000 description 9
239000002243 precursor Substances 0.000 description 9
239000011541 reaction mixture Substances 0.000 description 9
239000004094 surface-active agent Substances 0.000 description 9
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
125000000129 anionic group Chemical group 0.000 description 8
150000001450 anions Chemical class 0.000 description 8
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 8
150000002148 esters Chemical class 0.000 description 8
229920001223 polyethylene glycol Polymers 0.000 description 8
239000002453 shampoo Substances 0.000 description 8
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
239000000118 hair dye Substances 0.000 description 7
229910052760 oxygen Inorganic materials 0.000 description 7
IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 6
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 6
108090000790 Enzymes Proteins 0.000 description 6
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XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
239000002202 Polyethylene glycol Substances 0.000 description 6
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HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
125000002947 alkylene group Chemical group 0.000 description 6
230000000694 effects Effects 0.000 description 6
238000011156 evaluation Methods 0.000 description 6
125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 6
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238000010438 heat treatment Methods 0.000 description 6
238000007254 oxidation reaction Methods 0.000 description 6
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
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SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
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229910052783 alkali metal Inorganic materials 0.000 description 5
125000003118 aryl group Chemical group 0.000 description 5
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PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
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238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 3
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239000004480 active ingredient Substances 0.000 description 3
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