AU732041B2 - Application of indanones for dying fibers containing keratin - Google Patents

Application of indanones for dying fibers containing keratin Download PDF

Info

Publication number: AU732041B2
Authority: AU; Australia
Prior art keywords: group; amino; acid; hydroxy; compounds
Prior art date: 1997-10-14
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.): Ceased

Application number

AU11498/99A

Other languages

English (en)

Other versions

AU1149899A (en

Inventor

Horst Hoffkes

Hinrich Moller

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Henkel AG and Co KGaA

Original Assignee

Henkel AG and Co KGaA

Priority date (The priority date 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 date listed.)

1997-10-14

Filing date

1998-10-05

Publication date

2001-04-12

1998-10-05 Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA

1999-05-03 Publication of AU1149899A publication Critical patent/AU1149899A/en

2001-04-12 Application granted granted Critical

2001-04-12 Publication of AU732041B2 publication Critical patent/AU732041B2/en

2018-10-05 Anticipated expiration legal-status Critical

Status Ceased legal-status Critical Current

Links

102000011782 Keratins Human genes 0.000 title claims description 31
108010076876 Keratins Proteins 0.000 title claims description 31
QNXSIUBBGPHDDE-UHFFFAOYSA-N indan-1-one Chemical class C1=CC=C2C(=O)CCC2=C1 QNXSIUBBGPHDDE-UHFFFAOYSA-N 0.000 title claims description 15
239000000835 fiber Substances 0.000 title 1
-1 nitromethylene group Chemical group 0.000 claims description 76
150000001875 compounds Chemical class 0.000 claims description 41
239000003086 colorant Substances 0.000 claims description 33
239000000203 mixture Substances 0.000 claims description 32
238000004040 coloring Methods 0.000 claims description 29
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 22
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
210000004209 hair Anatomy 0.000 claims description 17
150000001413 amino acids Chemical class 0.000 claims description 16
108010038807 Oligopeptides Proteins 0.000 claims description 13
102000015636 Oligopeptides Human genes 0.000 claims description 13
150000003839 salts Chemical class 0.000 claims description 13
125000003277 amino group Chemical group 0.000 claims description 11
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 11
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 11
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 10
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
239000007800 oxidant agent Substances 0.000 claims description 9
150000004982 aromatic amines Chemical class 0.000 claims description 8
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 8
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
150000005619 secondary aliphatic amines Chemical class 0.000 claims description 8
KWSVXCAQFTWTEF-UHFFFAOYSA-N 2-(2,5-diaminophenyl)ethanol Chemical compound NC1=CC=C(N)C(CCO)=C1 KWSVXCAQFTWTEF-UHFFFAOYSA-N 0.000 claims description 7
PZKNKZNLQYKXFV-UHFFFAOYSA-N 4-amino-2-(aminomethyl)phenol Chemical compound NCC1=CC(N)=CC=C1O PZKNKZNLQYKXFV-UHFFFAOYSA-N 0.000 claims description 7
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 7
125000005843 halogen group Chemical group 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
125000001424 substituent group Chemical group 0.000 claims description 7
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 7
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 6
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 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
239000002888 zwitterionic surfactant Substances 0.000 claims description 6
ASHGTJPOSUFTGB-UHFFFAOYSA-N 3-methoxyphenol Chemical compound COC1=CC=CC(O)=C1 ASHGTJPOSUFTGB-UHFFFAOYSA-N 0.000 claims description 5
125000000129 anionic group Chemical group 0.000 claims description 5
239000003945 anionic surfactant Substances 0.000 claims description 5
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-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
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
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 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
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-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
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
CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 3
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
MGKPCLNUSDGXGT-UHFFFAOYSA-N 1-benzofuran-3-one Chemical compound C1=CC=C2C(=O)COC2=C1 MGKPCLNUSDGXGT-UHFFFAOYSA-N 0.000 claims description 3
229940113489 2,4-diaminophenoxyethanol Drugs 0.000 claims description 3
229940075142 2,5-diaminotoluene Drugs 0.000 claims description 3
OBCSAIDCZQSFQH-UHFFFAOYSA-N 2-methyl-1,4-phenylenediamine Chemical compound CC1=CC(N)=CC=C1N OBCSAIDCZQSFQH-UHFFFAOYSA-N 0.000 claims description 3
RVBUGGBMJDPOST-UHFFFAOYSA-N 2-thiobarbituric acid Chemical compound O=C1CC(=O)NC(=S)N1 RVBUGGBMJDPOST-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
PCKPVGOLPKLUHR-UHFFFAOYSA-N OH-Indolxyl Natural products C1=CC=C2C(O)=CNC2=C1 PCKPVGOLPKLUHR-UHFFFAOYSA-N 0.000 claims description 3
HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 claims description 3
JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical compound C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 claims description 3
150000007522 mineralic acids Chemical class 0.000 claims description 3
239000002453 shampoo Substances 0.000 claims description 3
HCYIOKVZAATOEW-UHFFFAOYSA-M 1,2,3,3-tetramethylindol-1-ium;iodide Chemical compound [I-].C1=CC=C2C(C)(C)C(C)=[N+](C)C2=C1 HCYIOKVZAATOEW-UHFFFAOYSA-M 0.000 claims description 2
XGNXYCFREOZBOL-UHFFFAOYSA-N 1,3-benzodioxol-5-amine Chemical compound NC1=CC=C2OCOC2=C1 XGNXYCFREOZBOL-UHFFFAOYSA-N 0.000 claims description 2
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
KEJFADGISRFLFO-UHFFFAOYSA-N 1H-indazol-6-amine Chemical compound NC1=CC=C2C=NNC2=C1 KEJFADGISRFLFO-UHFFFAOYSA-N 0.000 claims description 2
KGBBJPZIDRELDP-UHFFFAOYSA-N 1h-pyrazole-3,5-diamine Chemical compound NC=1C=C(N)NN=1 KGBBJPZIDRELDP-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
LAOFSPKFCIZXHB-UHFFFAOYSA-N 2,4,6-triaminobenzene-1,3-diol Chemical compound NC1=CC(N)=C(O)C(N)=C1O LAOFSPKFCIZXHB-UHFFFAOYSA-N 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
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
MGLZGLAFFOMWPB-UHFFFAOYSA-N 2-chloro-1,4-phenylenediamine Chemical compound NC1=CC=C(N)C(Cl)=C1 MGLZGLAFFOMWPB-UHFFFAOYSA-N 0.000 claims description 2
PJCSPOWZEXIJKM-UHFFFAOYSA-N 2-hydroxyiminoindene-1,3-dione Chemical compound C1=CC=C2C(=O)C(=NO)C(=O)C2=C1 PJCSPOWZEXIJKM-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
COCFIBRMFPWUDW-UHFFFAOYSA-N 2-methylquinolin-4-amine Chemical compound C1=CC=CC2=NC(C)=CC(N)=C21 COCFIBRMFPWUDW-UHFFFAOYSA-N 0.000 claims description 2
CJGMVHVKJXBIDT-UHFFFAOYSA-N 2-nitroindene-1,3-dione Chemical compound C1=CC=C2C(=O)C([N+](=O)[O-])C(=O)C2=C1 CJGMVHVKJXBIDT-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
WFFZGYRTVIPBFN-UHFFFAOYSA-N 3h-indene-1,2-dione Chemical compound C1=CC=C2C(=O)C(=O)CC2=C1 WFFZGYRTVIPBFN-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
NFPYJDZQOKCYIE-UHFFFAOYSA-N 4-amino-3-hydroxybenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1O NFPYJDZQOKCYIE-UHFFFAOYSA-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
SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-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
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
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 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
WREVVZMUNPAPOV-UHFFFAOYSA-N 8-aminoquinoline Chemical compound C1=CN=C2C(N)=CC=CC2=C1 WREVVZMUNPAPOV-UHFFFAOYSA-N 0.000 claims description 2
JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 claims description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-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
YAEGJXCMJSSJQT-UHFFFAOYSA-N benzene-1,2,3,4,5-pentamine Chemical compound NC1=CC(N)=C(N)C(N)=C1N YAEGJXCMJSSJQT-UHFFFAOYSA-N 0.000 claims description 2
ANUAIBBBDSEVKN-UHFFFAOYSA-N benzene-1,2,4,5-tetramine Chemical compound NC1=CC(N)=C(N)C=C1N ANUAIBBBDSEVKN-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
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
OSILBMSORKFRTB-UHFFFAOYSA-N isoquinolin-1-amine Chemical compound C1=CC=C2C(N)=NC=CC2=C1 OSILBMSORKFRTB-UHFFFAOYSA-N 0.000 claims description 2
VGSVNUGKHOVSPK-UHFFFAOYSA-N leukoaminochrome Chemical compound C1=C(O)C(O)=CC2=C1NCC2 VGSVNUGKHOVSPK-UHFFFAOYSA-N 0.000 claims description 2
DFQICHCWIIJABH-UHFFFAOYSA-N naphthalene-2,7-diol Chemical compound C1=CC(O)=CC2=CC(O)=CC=C21 DFQICHCWIIJABH-UHFFFAOYSA-N 0.000 claims description 2
150000002989 phenols Chemical class 0.000 claims description 2
QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 claims description 2
229960001553 phloroglucinol Drugs 0.000 claims description 2
239000001294 propane Substances 0.000 claims description 2
229940079877 pyrogallol Drugs 0.000 claims description 2
PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims description 2
229950000244 sulfanilic acid Drugs 0.000 claims description 2
LUSZGTFNYDARNI-UHFFFAOYSA-N Sesamol Chemical compound OC1=CC=C2OCOC2=C1 LUSZGTFNYDARNI-UHFFFAOYSA-N 0.000 claims 4
XTDRTOCVQBVODO-UHFFFAOYSA-N 5-ethyl-1,3-dimethyl-2-sulfanylidene-1,3-diazinane-4,6-dione Chemical compound CCC1C(=O)N(C)C(=S)N(C)C1=O XTDRTOCVQBVODO-UHFFFAOYSA-N 0.000 claims 2
GHVHDYYKJYXFGU-UHFFFAOYSA-N Beta-Orcinol Chemical compound CC1=CC(O)=C(C)C(O)=C1 GHVHDYYKJYXFGU-UHFFFAOYSA-N 0.000 claims 2
238000004519 manufacturing process Methods 0.000 claims 2
LOCQDIIUWCRUEA-UHFFFAOYSA-N (4,5-diamino-2-hydroxyphenyl) hydrogen sulfate Chemical compound S(=O)(=O)(O)OC=1C(O)=CC(=C(C1)N)N LOCQDIIUWCRUEA-UHFFFAOYSA-N 0.000 claims 1
XBYRMPXUBGMOJC-UHFFFAOYSA-N 1,2-dihydropyrazol-3-one Chemical compound OC=1C=CNN=1 XBYRMPXUBGMOJC-UHFFFAOYSA-N 0.000 claims 1
WTMJHBZSSSDBFQ-UHFFFAOYSA-N 2,3,4-trimethyl-1h-pyrrole Chemical compound CC1=CNC(C)=C1C WTMJHBZSSSDBFQ-UHFFFAOYSA-N 0.000 claims 1
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 1
BVUKUQGKXLKCQZ-UHFFFAOYSA-N 2,4,5-triaminophenol;trihydrochloride Chemical compound Cl.Cl.Cl.NC1=CC(N)=C(O)C=C1N BVUKUQGKXLKCQZ-UHFFFAOYSA-N 0.000 claims 1
QAYVHDDEMLNVMO-UHFFFAOYSA-N 2,5-dichlorobenzene-1,4-diamine Chemical compound NC1=CC(Cl)=C(N)C=C1Cl QAYVHDDEMLNVMO-UHFFFAOYSA-N 0.000 claims 1
KFEWMLFWIOCNLN-UHFFFAOYSA-N 2-hydroxyimino-4-methoxyindene-1,3-dione Chemical compound COC1=C2C(C(C(C2=CC=C1)=O)=NO)=O KFEWMLFWIOCNLN-UHFFFAOYSA-N 0.000 claims 1
KYYBIHHJZBKCGA-UHFFFAOYSA-N 2-methylquinoline;hydroiodide Chemical compound I.C1=CC=CC2=NC(C)=CC=C21 KYYBIHHJZBKCGA-UHFFFAOYSA-N 0.000 claims 1
HSTOKWSFWGCZMH-UHFFFAOYSA-N 3,3'-diaminobenzidine Chemical group C1=C(N)C(N)=CC=C1C1=CC=C(N)C(N)=C1 HSTOKWSFWGCZMH-UHFFFAOYSA-N 0.000 claims 1
BIZIFVCWRDFIHR-UHFFFAOYSA-N 3,5-diaminobenzene-1,2,4-triol;sulfuric acid Chemical compound OS(O)(=O)=O.NC1=CC(O)=C(O)C(N)=C1O BIZIFVCWRDFIHR-UHFFFAOYSA-N 0.000 claims 1
UENRXLSRMCSUSN-UHFFFAOYSA-N 3,5-diaminobenzoic acid Chemical compound NC1=CC(N)=CC(C(O)=O)=C1 UENRXLSRMCSUSN-UHFFFAOYSA-N 0.000 claims 1
ZEBBLOXDLGIMEG-UHFFFAOYSA-N 3-ethyl-2,4-dimethyl-1h-pyrrole Chemical compound CCC=1C(C)=CNC=1C ZEBBLOXDLGIMEG-UHFFFAOYSA-N 0.000 claims 1
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239000002304 perfume Substances 0.000 description 1
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JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
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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
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
230000008961 swelling Effects 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
229920001864 tannin Chemical group 0.000 description 1
239000001648 tannin Chemical group 0.000 description 1
235000018553 tannin Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
QGVNJRROSLYGKF-UHFFFAOYSA-N thiobarbital Chemical compound CCC1(CC)C(=O)NC(=S)NC1=O QGVNJRROSLYGKF-UHFFFAOYSA-N 0.000 description 1
230000002110 toxicologic effect Effects 0.000 description 1
231100000027 toxicology Toxicity 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
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
FAGMGMRSURYROS-UHFFFAOYSA-M trihexadecyl(methyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(CCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCC FAGMGMRSURYROS-UHFFFAOYSA-M 0.000 description 1
DWKARHJHPSUOBW-UHFFFAOYSA-N trimethyl-[3-[(2e)-2-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)hydrazinyl]phenyl]azanium;chloride Chemical compound [Cl-].CC1=NN(C=2C=CC=CC=2)C(O)=C1N=NC1=CC=CC([N+](C)(C)C)=C1 DWKARHJHPSUOBW-UHFFFAOYSA-N 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
229960004799 tryptophan Drugs 0.000 description 1
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
229960004441 tyrosine Drugs 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
NQPDZGIKBAWPEJ-UHFFFAOYSA-M valerate Chemical class CCCCC([O-])=O NQPDZGIKBAWPEJ-UHFFFAOYSA-M 0.000 description 1
229940088594 vitamin Drugs 0.000 description 1
235000013343 vitamin Nutrition 0.000 description 1
239000011782 vitamin Substances 0.000 description 1
229930003231 vitamin Natural products 0.000 description 1
239000001993 wax Substances 0.000 description 1
235000010493 xanthan gum Nutrition 0.000 description 1
239000000230 xanthan gum Substances 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
229940082509 xanthan gum Drugs 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
229960001763 zinc sulfate Drugs 0.000 description 1
229910000368 zinc sulfate Inorganic materials 0.000 description 1
PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1

Classifications

- 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
- A61K8/418—Amines containing nitro groups
- 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
- A61K8/35—Ketones, e.g. benzophenone
- 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
- 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

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)

AU11498/99A 1997-10-14 1998-10-05 Application of indanones for dying fibers containing keratin Ceased AU732041B2 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE19745355		1997-10-14
DE1997145355 DE19745355A1 (de)	1997-10-14	1997-10-14	Verwendung von Indanonen zum Färben von keratinhaltigen Fasern
PCT/EP1998/006306 WO1999018914A2 (de)	1997-10-14	1998-10-05	Verwendung von indanonen zum färben von keratinhaltigen fasern

Publications (2)

Publication Number	Publication Date
AU1149899A AU1149899A (en)	1999-05-03
AU732041B2 true AU732041B2 (en)	2001-04-12

Family

ID=7845510

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AU11498/99A Ceased AU732041B2 (en)	1997-10-14	1998-10-05	Application of indanones for dying fibers containing keratin

Country Status (5)

Country	Link
EP (1)	EP1028694A1 (de)
JP (1)	JP2001519369A (de)
AU (1)	AU732041B2 (de)
DE (1)	DE19745355A1 (de)
WO (1)	WO1999018914A2 (de)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19857847A1 (de) *	1998-12-15	2000-06-21	Wella Ag	Mittel zum Färben von Fasern mit 1,3-Indandionen und aromatischen Aminen
MXPA00003542A (es) *	1999-04-30	2002-03-08	Squibb Bristol Myers Co	Composiciones de colorante o tinte oxidante con acondicionamiento y deposicion mejorada del tinte.
FR2857866B1 (fr)	2003-07-25	2005-12-16	Oreal	Utilisation en coloration capillaire de derives de ninhydrine portant un systeme insature
US7179306B2 (en)	2003-07-25	2007-02-20	L'oreal S.A.	Process for dying keratin fibers comprising at least one aryl or aryloxy substitutent-based ninhydrin derivative
US7192455B2 (en)	2003-07-25	2007-03-20	L'oreal S.A.	Process for dyeing keratin fibers with at least one ninhydrin derivative
FR2857870B1 (fr) *	2003-07-25	2005-10-14	Oreal	Utilisation en coloration de derives de ninhydrine a substituants aryle ou aryloxy
US7179304B2 (en)	2003-07-25	2007-02-20	L'oreal S.A.	Process for dyeing keratin fibers with at least one polycyclic aromatic vicinal trione
FR2857867B1 (fr)	2003-07-25	2005-10-14	Oreal	Utilisation en coloration capillaire de derives de ninhydrine portant un groupe heteroalkyle
FR2857865B1 (fr)	2003-07-25	2005-12-16	Oreal	Utilisation en coloration capillaire de derives de ninhydrine
FR2857857A1 (fr) *	2003-07-25	2005-01-28	Oreal	Utilisation en coloration capillaire de derives de ninhydrine a substituants aryle ou aryloxy
US7374580B2 (en)	2004-06-14	2008-05-20	L'oreal S.A.	Dyeing compositions comprising A 1,2-indandione derivative
US7367993B2 (en)	2004-06-14	2008-05-06	L'oreal S.A.	Dyeing compositions comprising at least one 1,3-indandione derivative
FR2871374B1 (fr)	2004-06-14	2007-08-24	Oreal	Compositions tinctoriales comprenant un derive de 1,3-indanedione
FR2871375B1 (fr)	2004-06-14	2007-07-13	Oreal	Compositions tinctoriales comprenant un derive de 1,2-indanedione
ES2290806T3 (es) *	2005-04-02	2008-02-16	Wella Aktiengesellschaft	Sistema colorante reductor para fibras de queratina.
DE602005001847T2 (de) *	2005-04-02	2008-04-17	Wella Ag	System zum reduktiven Färben von Keratinfasern

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DE3009833A1 (de) *	1980-03-14	1981-10-01	Henkel Kgaa	Verbessertes haarfaerbeverfahren mittels azo-entwicklungsfarbstoffen
DE4317855A1 (de) *	1993-05-28	1994-12-01	Henkel Kgaa	Ninhydrinhaltige Mittel zum Färben keratinhaltiger Fasern
DE4335627A1 (de) *	1993-10-19	1995-04-20	Henkel Kgaa	1,3-Propandione zum Färben keratinhaltiger Fasern
DE4335628A1 (de) *	1993-10-19	1995-04-20	Henkel Kgaa	Mittel zum Färben keratinhaltiger Fasern
DE19527121A1 (de) *	1995-07-25	1997-01-30	Henkel Kgaa	Oxidationsfärbemittel

1997
- 1997-10-14 DE DE1997145355 patent/DE19745355A1/de not_active Withdrawn
1998
- 1998-10-05 AU AU11498/99A patent/AU732041B2/en not_active Ceased
- 1998-10-05 WO PCT/EP1998/006306 patent/WO1999018914A2/de not_active Ceased
- 1998-10-05 JP JP2000515552A patent/JP2001519369A/ja active Pending
- 1998-10-05 EP EP98954332A patent/EP1028694A1/de not_active Ceased

Also Published As

Publication number	Publication date
WO1999018914A2 (de)	1999-04-22
DE19745355A1 (de)	1999-04-15
EP1028694A1 (de)	2000-08-23
AU1149899A (en)	1999-05-03
WO1999018914A3 (de)	1999-06-24
JP2001519369A (ja)	2001-10-23

Legal Events

Date	Code	Title	Description
2001-08-09	FGA	Letters patent sealed or granted (standard patent)
2004-05-06	MK14	Patent ceased section 143(a) (annual fees not paid) or expired

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AU726113B2 (en)	2000-11-02	Use of unsaturated aldehydes in dying fibres containing keratin
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EP1139990A1 (de)	2001-10-10	Mittel zum färben von keratinhaltigen fasern
JP2002524483A (ja)	2002-08-06	ケラチン含有繊維用の染色製剤
WO1999019558A2 (de)	1999-04-22	Verwendung von malonaldehydderivaten zum färben von keratinhaltigen fasern
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CZ374099A3 (cs)	2000-04-12	Použití nenasycených aldehydů
HK1026370A (en)	2000-12-15	Use of unsaturated aldehydes in dying fibers containing keratin