CA2956304C - Permanent hair colorants based on a cream-like carrier and a combination of tris(hydroxymethyl)aminomethane, at least an amino acid and an oxidative dye - Google Patents
Permanent hair colorants based on a cream-like carrier and a combination of tris(hydroxymethyl)aminomethane, at least an amino acid and an oxidative dye Download PDFInfo
- Publication number
- CA2956304C CA2956304C CA2956304A CA2956304A CA2956304C CA 2956304 C CA2956304 C CA 2956304C CA 2956304 A CA2956304 A CA 2956304A CA 2956304 A CA2956304 A CA 2956304A CA 2956304 C CA2956304 C CA 2956304C
- Authority
- CA
- Canada
- Prior art keywords
- composition
- cosmetic composition
- hair
- fatty alcohols
- keratin fibers
- 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.)
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- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 239000000975 dye Substances 0.000 title claims description 41
- 150000001413 amino acids Chemical class 0.000 title claims description 24
- 230000001590 oxidative effect Effects 0.000 title description 15
- 239000000118 hair dye Substances 0.000 title description 5
- 239000000203 mixture Substances 0.000 claims abstract description 282
- 239000002537 cosmetic Substances 0.000 claims abstract description 107
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 45
- 235000021317 phosphate Nutrition 0.000 claims abstract description 45
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 43
- 239000000835 fiber Substances 0.000 claims abstract description 42
- 102000011782 Keratins Human genes 0.000 claims abstract description 41
- 108010076876 Keratins Proteins 0.000 claims abstract description 41
- 238000000034 method Methods 0.000 claims abstract description 33
- -1 phosphate ester compound Chemical class 0.000 claims abstract description 33
- 230000008569 process Effects 0.000 claims abstract description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000010452 phosphate Substances 0.000 claims abstract description 29
- 238000004040 coloring Methods 0.000 claims abstract description 27
- 239000006185 dispersion Substances 0.000 claims abstract description 19
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims abstract description 16
- 238000002156 mixing Methods 0.000 claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 claims abstract description 13
- 150000005690 diesters Chemical class 0.000 claims abstract description 11
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 10
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 37
- 235000001014 amino acid Nutrition 0.000 claims description 23
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 22
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 16
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 14
- 229910021529 ammonia Inorganic materials 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000004471 Glycine Substances 0.000 claims description 8
- 239000007800 oxidant agent Substances 0.000 claims description 8
- 150000007529 inorganic bases Chemical class 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000000982 direct dye Substances 0.000 claims description 5
- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- 125000000864 peroxy group Chemical group O(O*)* 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- WFFZELZOEWLYNK-CLFAGFIQSA-N bis[(z)-octadec-9-enyl] hydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(O)(=O)OCCCCCCCC\C=C/CCCCCCCC WFFZELZOEWLYNK-CLFAGFIQSA-N 0.000 claims description 4
- RNPXCFINMKSQPQ-UHFFFAOYSA-N dicetyl hydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCCCCCC RNPXCFINMKSQPQ-UHFFFAOYSA-N 0.000 claims description 4
- 229940093541 dicetylphosphate Drugs 0.000 claims description 4
- 239000004475 Arginine Substances 0.000 claims description 3
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 229940093446 oleth-5 Drugs 0.000 claims description 3
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 2
- AVKBLCWBDLLVRL-UHFFFAOYSA-N 2-(methoxymethyl)benzene-1,4-diamine Chemical group COCC1=CC(N)=CC=C1N AVKBLCWBDLLVRL-UHFFFAOYSA-N 0.000 claims description 2
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 2
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims description 2
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 2
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004472 Lysine Substances 0.000 claims description 2
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims description 2
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims description 2
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 2
- 101000623895 Bos taurus Mucin-15 Proteins 0.000 claims 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 1
- 235000004279 alanine Nutrition 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 12
- 239000000306 component Substances 0.000 description 34
- 238000011282 treatment Methods 0.000 description 25
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 20
- 229940024606 amino acid Drugs 0.000 description 19
- 239000006071 cream Substances 0.000 description 17
- 229960002163 hydrogen peroxide Drugs 0.000 description 17
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 16
- 239000000543 intermediate Substances 0.000 description 14
- 238000012360 testing method Methods 0.000 description 14
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 13
- 239000003995 emulsifying agent Substances 0.000 description 13
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 10
- 125000002091 cationic group Chemical group 0.000 description 10
- 239000007822 coupling agent Substances 0.000 description 10
- 230000037308 hair color Effects 0.000 description 10
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 239000002585 base Substances 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical class NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
- 229960000510 ammonia Drugs 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 210000003128 head Anatomy 0.000 description 8
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- 239000000973 cosmetic coloring agent Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 7
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical class NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 6
- 235000010323 ascorbic acid Nutrition 0.000 description 6
- 229960005070 ascorbic acid Drugs 0.000 description 6
- 239000011668 ascorbic acid Substances 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 150000002500 ions Chemical class 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 6
- 235000010265 sodium sulphite Nutrition 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 235000006708 antioxidants Nutrition 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 239000002480 mineral oil Substances 0.000 description 5
- 235000010446 mineral oil Nutrition 0.000 description 5
- 239000000230 xanthan gum Substances 0.000 description 5
- 229920001285 xanthan gum Polymers 0.000 description 5
- 229940082509 xanthan gum Drugs 0.000 description 5
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 4
- KZTWOUOZKZQDMN-UHFFFAOYSA-N 2,5-diaminotoluene sulfate Chemical compound OS(O)(=O)=O.CC1=CC(N)=CC=C1N KZTWOUOZKZQDMN-UHFFFAOYSA-N 0.000 description 4
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 4
- 229940018563 3-aminophenol Drugs 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000004359 castor oil Substances 0.000 description 4
- 235000019438 castor oil Nutrition 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- 238000010924 continuous production Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 239000012634 fragment Substances 0.000 description 4
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 4
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
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- OWMQBFHMJVSJSA-UHFFFAOYSA-N 2-(2-amino-4-nitroanilino)ethanol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1NCCO OWMQBFHMJVSJSA-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- 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
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
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- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
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- 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
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- 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
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- A—HUMAN NECESSITIES
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- 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
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A—HUMAN NECESSITIES
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/88—Two- or multipart kits
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)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14179192.1 | 2014-07-30 | ||
| EP14179192.1A EP2979683B1 (en) | 2014-07-30 | 2014-07-30 | Permanent hair colorants based on a cream-like carrier and a combination of tris(hydroxymethyl)aminomethane, at least an amino acid and an oxidative dye |
| PCT/EP2015/067067 WO2016016148A1 (en) | 2014-07-30 | 2015-07-24 | Permanent hair colorants based on a cream-like carrier and a combination of tris(hydroxymethyl)aminomethane, at least an amino acid and an oxidative dye |
Publications (2)
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| CA2956304A1 CA2956304A1 (en) | 2016-02-04 |
| CA2956304C true CA2956304C (en) | 2020-06-02 |
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| CA2956304A Active CA2956304C (en) | 2014-07-30 | 2015-07-24 | Permanent hair colorants based on a cream-like carrier and a combination of tris(hydroxymethyl)aminomethane, at least an amino acid and an oxidative dye |
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| US (1) | US10039701B2 (enExample) |
| EP (1) | EP2979683B1 (enExample) |
| JP (1) | JP6652552B2 (enExample) |
| KR (1) | KR102060052B1 (enExample) |
| CN (1) | CN106794127B (enExample) |
| AU (1) | AU2015295551B2 (enExample) |
| BR (1) | BR112017001755B1 (enExample) |
| CA (1) | CA2956304C (enExample) |
| ES (1) | ES2750674T3 (enExample) |
| RU (1) | RU2694260C2 (enExample) |
| WO (1) | WO2016016148A1 (enExample) |
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| JP7033391B2 (ja) * | 2016-03-08 | 2022-03-10 | クローダジャパン株式会社 | 毛髪用染毛剤 |
| ITUA20161510A1 (it) | 2016-03-09 | 2017-09-09 | Beauty & Business S P A | Composizione per colorare la fibra cheratinica |
| JP7348615B2 (ja) * | 2016-07-22 | 2023-09-21 | ホーユー株式会社 | 酸化染毛剤第１剤及び酸化染毛剤組成物の色調安定化方法 |
| KR102503401B1 (ko) | 2016-12-21 | 2023-02-24 | 유니레버 글로벌 아이피 리미티드 | 레조르시놀의 색 안정성을 개선하기 위한 킬레이팅제의 용도 |
| KR102131660B1 (ko) * | 2017-03-29 | 2020-07-08 | 가부시키가이샤 만다무 | 염모료 조성물 |
| CN111936110A (zh) * | 2018-03-27 | 2020-11-13 | 科斯梅蒂克生物技术实验室有限公司 | 双组分头发处理套件，包含染发膏和包含特定表面活性化合物的显色剂组合物 |
| EP3817709A4 (en) * | 2018-07-06 | 2022-05-04 | Coty Inc. | HAIR COLORING COMPOSITION FOR MAXIMUM REDUCTION OF AMMONIUM HYDROXIDE CONTENT AND ODOR, AND METHOD FOR PRODUCTION |
| WO2021084084A1 (en) * | 2019-10-31 | 2021-05-06 | Kao Corporation | Aqueous oxidizing composition comprising amino acids |
| JP7688883B2 (ja) * | 2020-08-07 | 2025-06-05 | ホーユー株式会社 | 染毛剤組成物 |
| JP7522926B2 (ja) * | 2020-09-30 | 2024-07-25 | 花王株式会社 | 直接染料及び有機アルカリ化剤を含むケラチン繊維のための染色組成物、染色するための方法、並びにそのキットオブパーツ |
| IT202100007352A1 (it) * | 2021-03-25 | 2022-09-25 | Beauty & Business S P A | Composizioni per la tintura di capelli prive di resorcinolo |
| US12383480B2 (en) | 2021-12-23 | 2025-08-12 | Kao Corporation | Dyeing method for keratin fibers comprising a direct azo-dye and an organic alkalizing agent, and kit-of-parts thereof |
| USD1016620S1 (en) | 2022-06-17 | 2024-03-05 | HCT Group Holdings Limited | Flex dropper |
| USD1023776S1 (en) | 2022-07-06 | 2024-04-23 | HCT Group Holdings Limited | Flex dropper assembly |
| WO2025031977A1 (en) | 2023-08-07 | 2025-02-13 | Laboratoire Biosthetique Kosmetik Gmbh & Co. Kg | Process for producing hair dyes |
| WO2025189367A1 (en) * | 2024-03-13 | 2025-09-18 | Henkel Ag & Co. Kgaa | Ready-to-use composition for oxidation coloring of keratinous materials, process and kit therewith |
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| DE19527121A1 (de) | 1995-07-25 | 1997-01-30 | Henkel Kgaa | Oxidationsfärbemittel |
| JP2004517903A (ja) * | 2001-01-23 | 2004-06-17 | ピーアンドジー−クレイロール・インコーポレイテッド | 毛髪の酸化的着色のための一次中間体 |
| US6770103B2 (en) * | 2001-03-19 | 2004-08-03 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Method and composition for the gradual permanent coloring of hair |
| EP1484047A1 (en) | 2003-06-02 | 2004-12-08 | The Procter & Gamble Company | Hair colouring compositions |
| FR2889956B1 (fr) * | 2005-08-30 | 2012-04-20 | Expanscience Lab | Utilisation d'au moins un 2-alkyle furane, a titre de principe actif depigmentant ou eclaircissant |
| JP5392882B2 (ja) * | 2006-12-08 | 2014-01-22 | 株式会社マンダム | 毛髪処理剤用キット |
| DE102008022710A1 (de) * | 2008-05-07 | 2009-11-12 | Henkel Ag & Co. Kgaa | Aufhellmittel mit kationischen Acylpyridiniumderivaten, Co-Bleichaktivatoren und Wasserstoffperoxid |
| DE102008032208A1 (de) * | 2008-07-09 | 2010-01-14 | Henkel Ag & Co. Kgaa | Oxidationsfärbemittel mit basischer Aminosäure, Ammoniumsulfat und Alkanolaminen |
| BR112012003915B1 (pt) * | 2009-08-25 | 2017-07-25 | L'oreal | Cosmetic composition for keratin fibers |
| EP2476405A1 (en) | 2011-01-18 | 2012-07-18 | The Procter & Gamble Company | Hair coloring compositions with a non-ammonia alkalizing agent |
| GB2506692A (en) * | 2012-10-08 | 2014-04-09 | Hds Ltd | Further methods and compounds for reducing allergic reactions to hair dyes |
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2014
- 2014-07-30 EP EP14179192.1A patent/EP2979683B1/en active Active
- 2014-07-30 ES ES14179192T patent/ES2750674T3/es active Active
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2015
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- 2015-07-24 KR KR1020177005080A patent/KR102060052B1/ko active Active
- 2015-07-24 US US15/500,455 patent/US10039701B2/en active Active
- 2015-07-24 CN CN201580041538.XA patent/CN106794127B/zh active Active
- 2015-07-24 RU RU2017104736A patent/RU2694260C2/ru active
- 2015-07-24 CA CA2956304A patent/CA2956304C/en active Active
- 2015-07-24 JP JP2017505248A patent/JP6652552B2/ja active Active
- 2015-07-24 BR BR112017001755-5A patent/BR112017001755B1/pt active IP Right Grant
- 2015-07-24 AU AU2015295551A patent/AU2015295551B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2017522351A (ja) | 2017-08-10 |
| KR20170044114A (ko) | 2017-04-24 |
| BR112017001755A2 (pt) | 2018-02-14 |
| US10039701B2 (en) | 2018-08-07 |
| AU2015295551B2 (en) | 2019-08-22 |
| CN106794127A (zh) | 2017-05-31 |
| AU2015295551A1 (en) | 2017-03-09 |
| WO2016016148A1 (en) | 2016-02-04 |
| ES2750674T3 (es) | 2020-03-26 |
| EP2979683A1 (en) | 2016-02-03 |
| JP6652552B2 (ja) | 2020-02-26 |
| KR102060052B1 (ko) | 2019-12-30 |
| EP2979683B1 (en) | 2019-07-24 |
| RU2694260C2 (ru) | 2019-07-11 |
| CN106794127B (zh) | 2020-05-29 |
| RU2017104736A3 (enExample) | 2019-01-30 |
| BR112017001755B1 (pt) | 2020-03-10 |
| US20170216174A1 (en) | 2017-08-03 |
| RU2017104736A (ru) | 2018-08-28 |
| CA2956304A1 (en) | 2016-02-04 |
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