DE19717224A1 - Verwendung von ungesättigten Aldehyden zum Färben von keratinhaltigen Fasern - Google Patents
Verwendung von ungesättigten Aldehyden zum Färben von keratinhaltigen FasernInfo
- Publication number
- DE19717224A1 DE19717224A1 DE19717224A DE19717224A DE19717224A1 DE 19717224 A1 DE19717224 A1 DE 19717224A1 DE 19717224 A DE19717224 A DE 19717224A DE 19717224 A DE19717224 A DE 19717224A DE 19717224 A1 DE19717224 A1 DE 19717224A1
- Authority
- DE
- Germany
- Prior art keywords
- amino
- acid
- methyl
- hydroxy
- group
- 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.)
- Withdrawn
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 24
- 102000011782 Keratins Human genes 0.000 title claims abstract description 19
- 108010076876 Keratins Proteins 0.000 title claims abstract description 19
- 150000001299 aldehydes Chemical class 0.000 title claims description 19
- 238000004043 dyeing Methods 0.000 title claims description 15
- 210000004209 hair Anatomy 0.000 claims abstract description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 8
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 7
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 150000002367 halogens Chemical class 0.000 claims abstract description 6
- -1 nitrogen-containing heterocyclic compounds Chemical class 0.000 claims description 53
- 150000001875 compounds Chemical class 0.000 claims description 33
- 239000003086 colorant Substances 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 22
- 239000000975 dye Substances 0.000 claims description 15
- 150000001413 amino acids Chemical class 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 13
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 239000007800 oxidant agent Substances 0.000 claims description 9
- 108010038807 Oligopeptides Proteins 0.000 claims description 7
- 102000015636 Oligopeptides Human genes 0.000 claims description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 7
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 7
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 6
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims description 6
- OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- OIPPWFOQEKKFEE-UHFFFAOYSA-N orcinol Chemical compound CC1=CC(O)=CC(O)=C1 OIPPWFOQEKKFEE-UHFFFAOYSA-N 0.000 claims description 6
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 6
- 229940075142 2,5-diaminotoluene Drugs 0.000 claims description 5
- KWSVXCAQFTWTEF-UHFFFAOYSA-N 2-(2,5-diaminophenyl)ethanol Chemical compound NC1=CC=C(N)C(CCO)=C1 KWSVXCAQFTWTEF-UHFFFAOYSA-N 0.000 claims description 5
- ASHGTJPOSUFTGB-UHFFFAOYSA-N 3-methoxyphenol Chemical compound COC1=CC=CC(O)=C1 ASHGTJPOSUFTGB-UHFFFAOYSA-N 0.000 claims description 5
- WSEFOZIMAJPJHW-UHFFFAOYSA-N 4-amino-2-(hydroxymethyl)phenol Chemical compound NC1=CC=C(O)C(CO)=C1 WSEFOZIMAJPJHW-UHFFFAOYSA-N 0.000 claims description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 5
- LUSZGTFNYDARNI-UHFFFAOYSA-N Sesamol Chemical compound OC1=CC=C2OCOC2=C1 LUSZGTFNYDARNI-UHFFFAOYSA-N 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 239000002888 zwitterionic surfactant Substances 0.000 claims description 5
- XGNXYCFREOZBOL-UHFFFAOYSA-N 1,3-benzodioxol-5-amine Chemical compound NC1=CC=C2OCOC2=C1 XGNXYCFREOZBOL-UHFFFAOYSA-N 0.000 claims description 4
- KGBBJPZIDRELDP-UHFFFAOYSA-N 1h-pyrazole-3,5-diamine Chemical compound NC=1C=C(N)NN=1 KGBBJPZIDRELDP-UHFFFAOYSA-N 0.000 claims description 4
- IBHWREHFNDMRPR-UHFFFAOYSA-N 2,4,6-Trihydroxybenzoic acid Chemical compound OC(=O)C1=C(O)C=C(O)C=C1O IBHWREHFNDMRPR-UHFFFAOYSA-N 0.000 claims description 4
- MGLZGLAFFOMWPB-UHFFFAOYSA-N 2-chloro-1,4-phenylenediamine Chemical compound NC1=CC=C(N)C(Cl)=C1 MGLZGLAFFOMWPB-UHFFFAOYSA-N 0.000 claims description 4
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- YQUVCSBJEUQKSH-UHFFFAOYSA-N 3,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 claims description 4
- SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-UHFFFAOYSA-N 0.000 claims description 4
- KIEGFAYDOKCBOK-UHFFFAOYSA-N 6-hydroxy-4,5-dimethyl-1h-pyridin-2-one Chemical compound CC1=CC(=O)NC(O)=C1C KIEGFAYDOKCBOK-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical class [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- GHVHDYYKJYXFGU-UHFFFAOYSA-N Beta-Orcinol Chemical compound CC1=CC(O)=C(C)C(O)=C1 GHVHDYYKJYXFGU-UHFFFAOYSA-N 0.000 claims description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 4
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- JSYBAZQQYCNZJE-UHFFFAOYSA-N benzene-1,2,4-triamine Chemical compound NC1=CC=C(N)C(N)=C1 JSYBAZQQYCNZJE-UHFFFAOYSA-N 0.000 claims description 4
- GGNQRNBDZQJCCN-UHFFFAOYSA-N benzene-1,2,4-triol Chemical compound OC1=CC=C(O)C(O)=C1 GGNQRNBDZQJCCN-UHFFFAOYSA-N 0.000 claims description 4
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 4
- WFSXUTWNNVIIIG-ZPUQHVIOSA-N glutaconaldehyde Chemical compound O\C=C\C=C\C=O WFSXUTWNNVIIIG-ZPUQHVIOSA-N 0.000 claims description 4
- VGSVNUGKHOVSPK-UHFFFAOYSA-N leukoaminochrome Chemical compound C1=C(O)C(O)=CC2=C1NCC2 VGSVNUGKHOVSPK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052751 metal Chemical class 0.000 claims description 4
- 239000002184 metal Chemical class 0.000 claims description 4
- 150000007522 mineralic acids Chemical class 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- OQWWMUWGSBRNMA-UHFFFAOYSA-N 1-(2,4-diaminophenoxy)ethanol Chemical compound CC(O)OC1=CC=C(N)C=C1N OQWWMUWGSBRNMA-UHFFFAOYSA-N 0.000 claims description 3
- 229940113489 2,4-diaminophenoxyethanol Drugs 0.000 claims description 3
- ISCYHXYLVTWDJT-UHFFFAOYSA-N 2-[4-amino-n-(2-hydroxyethyl)anilino]ethanol Chemical compound NC1=CC=C(N(CCO)CCO)C=C1 ISCYHXYLVTWDJT-UHFFFAOYSA-N 0.000 claims description 3
- PZKNKZNLQYKXFV-UHFFFAOYSA-N 4-amino-2-(aminomethyl)phenol Chemical compound NCC1=CC(N)=CC=C1O PZKNKZNLQYKXFV-UHFFFAOYSA-N 0.000 claims description 3
- JQVAPEJNIZULEK-UHFFFAOYSA-N 4-chlorobenzene-1,3-diol Chemical compound OC1=CC=C(Cl)C(O)=C1 JQVAPEJNIZULEK-UHFFFAOYSA-N 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 150000004982 aromatic amines Chemical class 0.000 claims description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 3
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 3
- 235000021317 phosphate Nutrition 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- 150000005619 secondary aliphatic amines Chemical class 0.000 claims description 3
- 239000002453 shampoo Substances 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- VIXBPSTZNCRCJE-UHFFFAOYSA-N 1,3-bis[4-amino-n-(2-hydroxyethyl)anilino]propan-2-ol Chemical compound C1=CC(N)=CC=C1N(CCO)CC(O)CN(CCO)C1=CC=C(N)C=C1 VIXBPSTZNCRCJE-UHFFFAOYSA-N 0.000 claims description 2
- MGKPCLNUSDGXGT-UHFFFAOYSA-N 1-benzofuran-3-one Chemical compound C1=CC=C2C(=O)COC2=C1 MGKPCLNUSDGXGT-UHFFFAOYSA-N 0.000 claims description 2
- KEJFADGISRFLFO-UHFFFAOYSA-N 1H-indazol-6-amine Chemical compound NC1=CC=C2C=NNC2=C1 KEJFADGISRFLFO-UHFFFAOYSA-N 0.000 claims description 2
- WTFWZOSMUGZKNZ-UHFFFAOYSA-N 1H-indol-7-amine Chemical compound NC1=CC=CC2=C1NC=C2 WTFWZOSMUGZKNZ-UHFFFAOYSA-N 0.000 claims description 2
- NZJKEQFPRPAEPO-UHFFFAOYSA-N 1h-benzimidazol-4-amine Chemical compound NC1=CC=CC2=C1N=CN2 NZJKEQFPRPAEPO-UHFFFAOYSA-N 0.000 claims description 2
- OWWAUBQOFLVUMS-UHFFFAOYSA-N 2,3-dihydro-1h-indol-4-ol Chemical compound OC1=CC=CC2=C1CCN2 OWWAUBQOFLVUMS-UHFFFAOYSA-N 0.000 claims description 2
- GYHJFWZSCIYJKD-UHFFFAOYSA-M 2,3-dimethyl-1,3-benzothiazol-3-ium;4-methylbenzenesulfonate Chemical compound C1=CC=C2[N+](C)=C(C)SC2=C1.CC1=CC=C(S([O-])(=O)=O)C=C1 GYHJFWZSCIYJKD-UHFFFAOYSA-M 0.000 claims description 2
- VZRIFNLQJXPRJI-UHFFFAOYSA-M 2,3-dimethyl-1,3-benzothiazol-3-ium;iodide Chemical compound [I-].C1=CC=C2[N+](C)=C(C)SC2=C1 VZRIFNLQJXPRJI-UHFFFAOYSA-M 0.000 claims description 2
- MJMRSGYLARBUDK-UHFFFAOYSA-N 2,4-dimethoxybenzene-1,3-diamine Chemical compound COC1=CC=C(N)C(OC)=C1N MJMRSGYLARBUDK-UHFFFAOYSA-N 0.000 claims description 2
- QAYVHDDEMLNVMO-UHFFFAOYSA-N 2,5-dichlorobenzene-1,4-diamine Chemical compound NC1=CC(Cl)=C(N)C=C1Cl QAYVHDDEMLNVMO-UHFFFAOYSA-N 0.000 claims description 2
- JGRMXPSUZIYDRR-UHFFFAOYSA-N 2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)acetic acid Chemical compound OC(=O)CN1C(=O)CSC1=S JGRMXPSUZIYDRR-UHFFFAOYSA-N 0.000 claims description 2
- PQBWZJVPHJIZDI-UHFFFAOYSA-N 2-amino-5-morpholin-4-ylbenzene-1,4-diol Chemical compound C1=C(O)C(N)=CC(O)=C1N1CCOCC1 PQBWZJVPHJIZDI-UHFFFAOYSA-N 0.000 claims description 2
- FSRJVUAVLGFGCT-UHFFFAOYSA-N 2-amino-5-morpholin-4-ylbenzene-1,4-diol;dihydrobromide Chemical compound Br.Br.C1=C(O)C(N)=CC(O)=C1N1CCOCC1 FSRJVUAVLGFGCT-UHFFFAOYSA-N 0.000 claims description 2
- MJXPQLQVKYZJJZ-UHFFFAOYSA-N 2-methyl-5-phenyl-3h-pyrazol-4-one Chemical compound CN1CC(=O)C(C=2C=CC=CC=2)=N1 MJXPQLQVKYZJJZ-UHFFFAOYSA-N 0.000 claims description 2
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 claims description 2
- RVBUGGBMJDPOST-UHFFFAOYSA-N 2-thiobarbituric acid Chemical compound O=C1CC(=O)NC(=S)N1 RVBUGGBMJDPOST-UHFFFAOYSA-N 0.000 claims description 2
- HEMGYNNCNNODNX-UHFFFAOYSA-N 3,4-diaminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1N HEMGYNNCNNODNX-UHFFFAOYSA-N 0.000 claims description 2
- UENRXLSRMCSUSN-UHFFFAOYSA-N 3,5-diaminobenzoic acid Chemical compound NC1=CC(N)=CC(C(O)=O)=C1 UENRXLSRMCSUSN-UHFFFAOYSA-N 0.000 claims description 2
- XFXOLBNQYFRSLQ-UHFFFAOYSA-N 3-amino-2-naphthoic acid Chemical compound C1=CC=C2C=C(C(O)=O)C(N)=CC2=C1 XFXOLBNQYFRSLQ-UHFFFAOYSA-N 0.000 claims description 2
- ULUIMLJNTCECJU-UHFFFAOYSA-N 3-amino-4-hydroxybenzenesulfonate;hydron Chemical compound NC1=CC(S(O)(=O)=O)=CC=C1O ULUIMLJNTCECJU-UHFFFAOYSA-N 0.000 claims description 2
- WGLQHUKCXBXUDV-UHFFFAOYSA-N 3-aminophthalic acid Chemical compound NC1=CC=CC(C(O)=O)=C1C(O)=O WGLQHUKCXBXUDV-UHFFFAOYSA-N 0.000 claims description 2
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 claims description 2
- FMSAWZIOWZAZCI-UHFFFAOYSA-N 4,5-diamino-6-(aminomethyl)-6-chloro-2-methylcyclohexa-2,4-dien-1-ol Chemical compound CC1=CC(=C(C(C1O)(CN)Cl)N)N FMSAWZIOWZAZCI-UHFFFAOYSA-N 0.000 claims description 2
- ALYNCZNDIQEVRV-PZFLKRBQSA-N 4-amino-3,5-ditritiobenzoic acid Chemical compound [3H]c1cc(cc([3H])c1N)C(O)=O ALYNCZNDIQEVRV-PZFLKRBQSA-N 0.000 claims description 2
- RXCMFQDTWCCLBL-UHFFFAOYSA-N 4-amino-3-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(N)=C(O)C=C(S(O)(=O)=O)C2=C1 RXCMFQDTWCCLBL-UHFFFAOYSA-N 0.000 claims description 2
- APRRQJCCBSJQOQ-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 APRRQJCCBSJQOQ-UHFFFAOYSA-N 0.000 claims description 2
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 claims description 2
- SNWZXTZIZWBIDQ-UHFFFAOYSA-N 4-methoxy-6-methylpyrimidin-2-amine Chemical compound COC1=CC(C)=NC(N)=N1 SNWZXTZIZWBIDQ-UHFFFAOYSA-N 0.000 claims description 2
- ATGGRJNMOUWVQT-UHFFFAOYSA-N 4-n-[3-(4-aminoanilino)propyl]benzene-1,4-diamine Chemical compound C1=CC(N)=CC=C1NCCCNC1=CC=C(N)C=C1 ATGGRJNMOUWVQT-UHFFFAOYSA-N 0.000 claims description 2
- XSPWEACNOMMBBK-UHFFFAOYSA-N 5,5-diaminopyrazol-3-ol Chemical compound NC1(N)C=C(O)N=N1 XSPWEACNOMMBBK-UHFFFAOYSA-N 0.000 claims description 2
- QZBGOTVBHYKUDS-UHFFFAOYSA-N 5-amino-1,2-dihydropyrazol-3-one Chemical compound NC1=CC(=O)NN1 QZBGOTVBHYKUDS-UHFFFAOYSA-N 0.000 claims description 2
- VKURVCNKVWKGLX-UHFFFAOYSA-N 5-amino-2-(4-aminoanilino)benzenesulfonic acid Chemical compound C1=CC(N)=CC=C1NC1=CC=C(N)C=C1S(O)(=O)=O VKURVCNKVWKGLX-UHFFFAOYSA-N 0.000 claims description 2
- KBZFDRWPMZESDI-UHFFFAOYSA-N 5-aminobenzene-1,3-dicarboxylic acid Chemical compound NC1=CC(C(O)=O)=CC(C(O)=O)=C1 KBZFDRWPMZESDI-UHFFFAOYSA-N 0.000 claims description 2
- DTVYNUOOZIKEEX-UHFFFAOYSA-N 5-aminoisoquinoline Chemical compound N1=CC=C2C(N)=CC=CC2=C1 DTVYNUOOZIKEEX-UHFFFAOYSA-N 0.000 claims description 2
- LRPIENHBUQIGPP-UHFFFAOYSA-N 6-(dimethylamino)-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(O)C2=CC(N(C)C)=CC=C21 LRPIENHBUQIGPP-UHFFFAOYSA-N 0.000 claims description 2
- MVGYYGCFVPMJAQ-UHFFFAOYSA-N 6-amino-7-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(O)C(N)=CC2=C1 MVGYYGCFVPMJAQ-UHFFFAOYSA-N 0.000 claims description 2
- ZCIFWRHIEBXBOY-UHFFFAOYSA-N 6-aminonicotinic acid Chemical compound NC1=CC=C(C(O)=O)C=N1 ZCIFWRHIEBXBOY-UHFFFAOYSA-N 0.000 claims description 2
- KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 claims description 2
- FVWOTSUMOKOGAM-UHFFFAOYSA-N 7-hydroxyhepta-2,4,6-trienal Chemical compound OC=CC=CC=CC=O FVWOTSUMOKOGAM-UHFFFAOYSA-N 0.000 claims description 2
- WREVVZMUNPAPOV-UHFFFAOYSA-N 8-aminoquinoline Chemical compound C1=CN=C2C(N)=CC=CC2=C1 WREVVZMUNPAPOV-UHFFFAOYSA-N 0.000 claims description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- PCKPVGOLPKLUHR-UHFFFAOYSA-N OH-Indolxyl Natural products C1=CC=C2C(O)=CNC2=C1 PCKPVGOLPKLUHR-UHFFFAOYSA-N 0.000 claims description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 229910052788 barium Inorganic materials 0.000 claims description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 2
- OWSZUKMVEBFJMZ-UHFFFAOYSA-N benzene-1,2,3,4,5,6-hexamine Chemical compound NC1=C(N)C(N)=C(N)C(N)=C1N OWSZUKMVEBFJMZ-UHFFFAOYSA-N 0.000 claims description 2
- ZLSMCQSGRWNEGX-UHFFFAOYSA-N bis(4-aminophenyl)methanone Chemical compound C1=CC(N)=CC=C1C(=O)C1=CC=C(N)C=C1 ZLSMCQSGRWNEGX-UHFFFAOYSA-N 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 150000004675 formic acid derivatives Chemical class 0.000 claims description 2
- 229940074391 gallic acid Drugs 0.000 claims description 2
- 235000004515 gallic acid Nutrition 0.000 claims description 2
- 229960004337 hydroquinone Drugs 0.000 claims description 2
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Classifications
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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
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/415—Aminophenols
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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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
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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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19717224A DE19717224A1 (de) | 1997-04-24 | 1997-04-24 | Verwendung von ungesättigten Aldehyden zum Färben von keratinhaltigen Fasern |
| CA002288055A CA2288055A1 (en) | 1997-04-24 | 1998-04-16 | Use of unsaturated aldehydes in dying fibers containing keratin |
| PCT/EP1998/002243 WO1998047473A1 (de) | 1997-04-24 | 1998-04-16 | Verwendung von ungesättigten aldehyden zum färben von keratinhaltigen fasern |
| CN98804359.9A CN1252707A (zh) | 1997-04-24 | 1998-04-16 | 不饱和醛在含角蛋白的纤维染色中的应用 |
| SK1455-99A SK145599A3 (en) | 1997-04-24 | 1998-04-16 | Use of unsaturated aldehydes in dying fibers containing keratin |
| EP98922727A EP0977546A1 (de) | 1997-04-24 | 1998-04-16 | Verwendung von ungesättigten aldehyden zum färben von keratinhaltigen fasern |
| HU0002707A HUP0002707A3 (en) | 1997-04-24 | 1998-04-16 | Use of unsaturated aldehydes in dying fibers containing keratin |
| BR9809417-3A BR9809417A (pt) | 1997-04-24 | 1998-04-16 | Aplicação de aldeios insaturados para tingir fibras queratinosas |
| JP54497798A JP2001524091A (ja) | 1997-04-24 | 1998-04-16 | ケラチン含有繊維を染色するための不飽和アルデヒドの使用 |
| PL98336070A PL336070A1 (en) | 1997-04-24 | 1998-04-16 | Application of unsaturated aldehydes in dyeing creatine-containing fibres |
| AU75264/98A AU726113B2 (en) | 1997-04-24 | 1998-04-16 | Use of unsaturated aldehydes in dying fibres containing keratin |
| NO995157A NO995157D0 (no) | 1997-04-24 | 1999-10-22 | Anvendelse av umettede aldehyder ved trekking av fibre som inneholder keratin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19717224A DE19717224A1 (de) | 1997-04-24 | 1997-04-24 | Verwendung von ungesättigten Aldehyden zum Färben von keratinhaltigen Fasern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19717224A1 true DE19717224A1 (de) | 1998-10-29 |
Family
ID=7827552
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19717224A Withdrawn DE19717224A1 (de) | 1997-04-24 | 1997-04-24 | Verwendung von ungesättigten Aldehyden zum Färben von keratinhaltigen Fasern |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0977546A1 (sk) |
| JP (1) | JP2001524091A (sk) |
| CN (1) | CN1252707A (sk) |
| AU (1) | AU726113B2 (sk) |
| BR (1) | BR9809417A (sk) |
| CA (1) | CA2288055A1 (sk) |
| DE (1) | DE19717224A1 (sk) |
| HU (1) | HUP0002707A3 (sk) |
| NO (1) | NO995157D0 (sk) |
| PL (1) | PL336070A1 (sk) |
| SK (1) | SK145599A3 (sk) |
| WO (1) | WO1998047473A1 (sk) |
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19820894A1 (de) * | 1998-05-09 | 1999-11-11 | Wella Ag | Mittel und Verfahren zum Färben von Fasern |
| WO2000052100A1 (de) * | 1999-02-27 | 2000-09-08 | Wella Aktiengesellschaft | Mittel zum färben von fasern |
| WO2000061089A1 (de) * | 1999-04-09 | 2000-10-19 | Henkel Kommanditgesellschaft Auf Aktien | Färbemittel und verwendung |
| US6485529B1 (en) | 1999-10-20 | 2002-11-26 | Wella Aktiengesellschaft | Agent and method for coloring fibers |
| WO2003060015A1 (en) | 2002-01-15 | 2003-07-24 | Ciba Speciality Chemicals Holding Inc. | Yellow cationic dyes for dying of organic material |
| EP1359246A1 (en) * | 2002-05-02 | 2003-11-05 | Kurabo Industries Ltd., Japan | Method for controlling coloring of fiber |
| WO2003090700A1 (de) * | 2002-04-26 | 2003-11-06 | Wella Aktiengesellschaft | Mittel zum oxidativen färben von keratinfasern |
| WO2004058200A1 (de) * | 2002-12-23 | 2004-07-15 | Henkel Kommanditgesellschaft Auf Aktien | Mittel zum färben von keratinhaltigen fasern |
| EP1220654B1 (de) * | 1999-10-12 | 2005-12-21 | Henkel Kommanditgesellschaft auf Aktien | Haarfärbeverfahren |
| US7060109B2 (en) | 2000-09-14 | 2006-06-13 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kga A) | Hair dyeing agents containing indigo derivatives |
| WO2006136617A2 (en) | 2005-10-11 | 2006-12-28 | Ciba Specialty Chemicals Holding Inc. | Mixture of sulfide dyes |
| WO2007025889A2 (en) | 2005-08-30 | 2007-03-08 | Ciba Specialty Chemicals Holding Inc. | Dyes containing a thiol group |
| US7214248B1 (en) | 1998-12-07 | 2007-05-08 | Wella Ag | Multi-component kit and method for temporarily dyeing and later decolorizing hair |
| WO2007144280A2 (en) | 2006-06-13 | 2007-12-21 | Ciba Holding Inc. | Tricationic dyes |
| WO2008028861A1 (de) * | 2006-09-05 | 2008-03-13 | Henkel Ag & Co. Kgaa | Mittel zum färben von keratinhaltigen fasern |
| EP2075036A1 (en) | 2004-04-08 | 2009-07-01 | Ciba Holding Inc. | Disulfid dyes, composition comprising them and method of dyeing hair |
| WO2011006946A2 (en) | 2009-07-15 | 2011-01-20 | Basf Se | Polymeric hair dyes |
| WO2012022709A1 (en) | 2010-08-17 | 2012-02-23 | Basf Se | Disulfide or thiol polymeric hair dyes |
| WO2012150549A1 (en) | 2011-05-03 | 2012-11-08 | Basf Se | Disulfide dyes |
| WO2015028543A1 (en) | 2013-09-02 | 2015-03-05 | Basf Se | Styryl sulfide dyes |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2335959C (en) * | 1998-06-23 | 2008-12-16 | Horst Hoffkes | Colorants |
| FR2787708B1 (fr) * | 1998-12-23 | 2002-09-13 | Oreal | Procede de teinture mettant en oeuvre un compose a methylene actif et un compose choisi parmi un aldehyde, une cetone, une quinone et un derive de la di-imino-isoindoline ou de la 3-amino-isoindolone |
| FR2787707B1 (fr) * | 1998-12-23 | 2002-09-20 | Oreal | Procede de teinture mettant en oeuvre un derive cationique et un compose choisi parmi un aldehyde, une cetone, une quinone et un derive de la di-imino-isoindoline ou de la 3-amino-isoindolone |
| DE19951134A1 (de) | 1999-10-23 | 2001-04-26 | Henkel Kgaa | Mittel zum Färben von keratinhaltigen Fasern |
| DE10148671A1 (de) | 2001-10-02 | 2003-04-10 | Henkel Kgaa | Verfahren zum Färben von Keratinfasern unter Verwendung von Carbonylverbindungen zur Verbesserung der Farbstabilität von Haarfärbungen |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU49208A1 (sk) * | 1965-07-29 | 1967-01-30 | ||
| US3871818A (en) * | 1972-10-30 | 1975-03-18 | Avon Prod Inc | Promoting color change in human hair with a dialdehyde compound and a nitrogen containing compound |
| DE19501304A1 (de) * | 1995-01-18 | 1996-07-25 | Henkel Kgaa | Diketo-Verbindungen zum Färben keratinhaltiger Fasern |
-
1997
- 1997-04-24 DE DE19717224A patent/DE19717224A1/de not_active Withdrawn
-
1998
- 1998-04-16 WO PCT/EP1998/002243 patent/WO1998047473A1/de not_active Application Discontinuation
- 1998-04-16 CN CN98804359.9A patent/CN1252707A/zh active Pending
- 1998-04-16 AU AU75264/98A patent/AU726113B2/en not_active Ceased
- 1998-04-16 PL PL98336070A patent/PL336070A1/xx unknown
- 1998-04-16 HU HU0002707A patent/HUP0002707A3/hu unknown
- 1998-04-16 JP JP54497798A patent/JP2001524091A/ja active Pending
- 1998-04-16 CA CA002288055A patent/CA2288055A1/en not_active Abandoned
- 1998-04-16 EP EP98922727A patent/EP0977546A1/de not_active Withdrawn
- 1998-04-16 BR BR9809417-3A patent/BR9809417A/pt not_active IP Right Cessation
- 1998-04-16 SK SK1455-99A patent/SK145599A3/sk unknown
-
1999
- 1999-10-22 NO NO995157A patent/NO995157D0/no not_active Application Discontinuation
Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19820894A1 (de) * | 1998-05-09 | 1999-11-11 | Wella Ag | Mittel und Verfahren zum Färben von Fasern |
| US7214248B1 (en) | 1998-12-07 | 2007-05-08 | Wella Ag | Multi-component kit and method for temporarily dyeing and later decolorizing hair |
| WO2000052100A1 (de) * | 1999-02-27 | 2000-09-08 | Wella Aktiengesellschaft | Mittel zum färben von fasern |
| WO2000061089A1 (de) * | 1999-04-09 | 2000-10-19 | Henkel Kommanditgesellschaft Auf Aktien | Färbemittel und verwendung |
| EP1220654B1 (de) * | 1999-10-12 | 2005-12-21 | Henkel Kommanditgesellschaft auf Aktien | Haarfärbeverfahren |
| US6485529B1 (en) | 1999-10-20 | 2002-11-26 | Wella Aktiengesellschaft | Agent and method for coloring fibers |
| DE19950404B4 (de) * | 1999-10-20 | 2004-07-15 | Wella Ag | Mittel und Verfahren zur Färbung von Haaren sowie ein Mehrkomponenten-Kit zum Färben und späteren Entfärben von Haaren |
| US7060109B2 (en) | 2000-09-14 | 2006-06-13 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kga A) | Hair dyeing agents containing indigo derivatives |
| WO2003060015A1 (en) | 2002-01-15 | 2003-07-24 | Ciba Speciality Chemicals Holding Inc. | Yellow cationic dyes for dying of organic material |
| WO2003090700A1 (de) * | 2002-04-26 | 2003-11-06 | Wella Aktiengesellschaft | Mittel zum oxidativen färben von keratinfasern |
| US7132000B2 (en) | 2002-04-26 | 2006-11-07 | Wella Ag | Agents for oxidatively dying keratin fibers |
| EP1359246A1 (en) * | 2002-05-02 | 2003-11-05 | Kurabo Industries Ltd., Japan | Method for controlling coloring of fiber |
| WO2004058200A1 (de) * | 2002-12-23 | 2004-07-15 | Henkel Kommanditgesellschaft Auf Aktien | Mittel zum färben von keratinhaltigen fasern |
| EP2075036A1 (en) | 2004-04-08 | 2009-07-01 | Ciba Holding Inc. | Disulfid dyes, composition comprising them and method of dyeing hair |
| WO2007025889A2 (en) | 2005-08-30 | 2007-03-08 | Ciba Specialty Chemicals Holding Inc. | Dyes containing a thiol group |
| WO2006136617A2 (en) | 2005-10-11 | 2006-12-28 | Ciba Specialty Chemicals Holding Inc. | Mixture of sulfide dyes |
| WO2007144280A2 (en) | 2006-06-13 | 2007-12-21 | Ciba Holding Inc. | Tricationic dyes |
| WO2008028861A1 (de) * | 2006-09-05 | 2008-03-13 | Henkel Ag & Co. Kgaa | Mittel zum färben von keratinhaltigen fasern |
| WO2011006946A2 (en) | 2009-07-15 | 2011-01-20 | Basf Se | Polymeric hair dyes |
| WO2012022709A1 (en) | 2010-08-17 | 2012-02-23 | Basf Se | Disulfide or thiol polymeric hair dyes |
| WO2012150549A1 (en) | 2011-05-03 | 2012-11-08 | Basf Se | Disulfide dyes |
| WO2015028543A1 (en) | 2013-09-02 | 2015-03-05 | Basf Se | Styryl sulfide dyes |
| WO2015059368A1 (fr) | 2013-09-02 | 2015-04-30 | L'oreal | Procede de coloration des fibres keratiniques a partir de colorants cationiques styryles disulfures, et composition comprenant lesdits colorants |
| US10047225B2 (en) | 2013-09-02 | 2018-08-14 | Basf Se | Styryl sulfide dyes |
Also Published As
| Publication number | Publication date |
|---|---|
| SK145599A3 (en) | 2000-05-16 |
| EP0977546A1 (de) | 2000-02-09 |
| CN1252707A (zh) | 2000-05-10 |
| NO995157L (no) | 1999-10-22 |
| CA2288055A1 (en) | 1998-10-29 |
| PL336070A1 (en) | 2000-06-05 |
| JP2001524091A (ja) | 2001-11-27 |
| AU7526498A (en) | 1998-11-13 |
| NO995157D0 (no) | 1999-10-22 |
| HUP0002707A2 (hu) | 2000-12-28 |
| BR9809417A (pt) | 2000-06-13 |
| WO1998047473A1 (de) | 1998-10-29 |
| HUP0002707A3 (en) | 2002-11-28 |
| AU726113B2 (en) | 2000-11-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8139 | Disposal/non-payment of the annual fee |