CN101517008B - 聚合物毛发染料 - Google Patents
聚合物毛发染料 Download PDFInfo
- Publication number
- CN101517008B CN101517008B CN200780034547.1A CN200780034547A CN101517008B CN 101517008 B CN101517008 B CN 101517008B CN 200780034547 A CN200780034547 A CN 200780034547A CN 101517008 B CN101517008 B CN 101517008B
- Authority
- CN
- China
- Prior art keywords
- dyestuff
- formula
- hair
- compound
- composition
- 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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- 239000000118 hair dye Substances 0.000 title description 5
- 239000000975 dye Substances 0.000 claims abstract description 204
- -1 amendment Substances 0.000 claims description 102
- 239000000203 mixture Substances 0.000 claims description 99
- 238000004043 dyeing Methods 0.000 claims description 54
- 210000004209 hair Anatomy 0.000 claims description 52
- 150000001875 compounds Chemical class 0.000 claims description 42
- 239000000835 fiber Substances 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 25
- 239000002453 shampoo Substances 0.000 claims description 21
- 239000000839 emulsion Substances 0.000 claims description 13
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims description 6
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- 125000005504 styryl group Chemical group 0.000 claims description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 abstract description 31
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 6
- 239000001257 hydrogen Substances 0.000 abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 4
- 150000001450 anions Chemical class 0.000 abstract description 2
- 125000000172 C5-C10 aryl group Chemical group 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 125000003367 polycyclic group Chemical group 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 50
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 39
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 35
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- 239000000126 substance Substances 0.000 description 29
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- 239000000243 solution Substances 0.000 description 26
- 229920001577 copolymer Polymers 0.000 description 24
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 21
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 19
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- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 13
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- 239000000843 powder Substances 0.000 description 13
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 12
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- 239000002585 base Substances 0.000 description 12
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- 239000003921 oil Substances 0.000 description 11
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- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 239000006071 cream Substances 0.000 description 8
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- 229920006324 polyoxymethylene Polymers 0.000 description 8
- 238000010186 staining Methods 0.000 description 8
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- 235000020679 tap water Nutrition 0.000 description 8
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- 239000000463 material Substances 0.000 description 7
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 7
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- 239000000047 product Substances 0.000 description 7
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- 235000013599 spices Nutrition 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 229920000877 Melamine resin Polymers 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 238000001704 evaporation Methods 0.000 description 6
- 239000000499 gel Substances 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 6
- 150000002367 halogens Chemical class 0.000 description 6
- 229920000092 linear low density polyethylene Polymers 0.000 description 6
- 239000004707 linear low-density polyethylene Substances 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- 239000004800 polyvinyl chloride Substances 0.000 description 6
- 229920000915 polyvinyl chloride Polymers 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- FIXBBOOKVFTUMJ-UHFFFAOYSA-N 1-(2-aminopropoxy)propan-2-amine Chemical compound CC(N)COCC(C)N FIXBBOOKVFTUMJ-UHFFFAOYSA-N 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 5
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 5
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 5
- 206010019049 Hair texture abnormal Diseases 0.000 description 5
- 239000004721 Polyphenylene oxide Substances 0.000 description 5
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 5
- 235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 5
- 239000004417 polycarbonate Substances 0.000 description 5
- 229920006380 polyphenylene oxide Polymers 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 238000011112 process operation Methods 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 4
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
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- 238000006701 autoxidation reaction Methods 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
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- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 4
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 4
- 230000001771 impaired effect Effects 0.000 description 4
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
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- 229910052760 oxygen Inorganic materials 0.000 description 4
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 3
- PWVUXRBUUYZMKM-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOCCO PWVUXRBUUYZMKM-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
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Landscapes
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- Birds (AREA)
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- Organic Chemistry (AREA)
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- Processes Of Treating Macromolecular Substances (AREA)
Abstract
本发明披露了具有式(1a);(1b);或(1c)的聚合物染料;其中A和B各自独立地表示聚合物骨架;X1和X2各自独立地为连接基团,所述连接基团选自-C1-C10亚烷基-;-C2-C12亚烯基-;-C5-C10亚环烷基-;-C5-C10亚芳基;-C5-C10亚芳基-(C1-C10亚烷基)-;-C(O)-;-(CH2CH2-O)1-5-;-C(O)O-;-OCO-;-N(R1)-;-CON(R1)-;-(R1)NC(O)-;-O-;-S-;-S(O)-;-S(O)2-;-S(O)2-N(R1R2)-;或直接键;R1和R2各自独立地为氢;或者未取代或取代的,直链或支化的,单环或多环的,隔断或未隔断的C1-C14烷基;C2-C14烯基;C6-C10芳基;C6-C10芳基-C1-C10烷基;或C5-C10烷基(C5-C10芳基);Y1和Y2各自独立地为有机染料残基;或氢;其中Y1和Y2的至少一个是有机染料残基;An1、An2和An3各自独立地为阴离子;a和b各自独立地为1至3的数;m为0至1000的数;n为0至1000的数;以及p为1至1000的数;其中m+n+p之和≥3。
Description
技术领域
本发明涉及新的聚合物染料(polymeric dye)和包含这些化合物的组合物,涉及它们的制备方法和它们对有机物质(organic materials)如含角蛋白的纤维、羊毛(wool)、皮革、丝(silk)、纤维素或聚酰胺进行染色的用途。
背景技术
阳离子化合物对带负电荷的毛发具有良好的亲和性是公知的。这些特性不仅已用于使毛发与小分子接触,而且用于使毛发与聚合物接触。
例如在US 4,228,259、US 4,182,612或FR 2 456 764中已经披露了用作人类毛发着色剂(colorant)的大量阳离子聚合物染料。这些参考文献教导聚合物部分具有阳离子电荷。
出乎意料地发现,利用阳离子电荷位于染料部分的聚合物毛发染料得到了非常良好的染色结果。
发明内容
因此,本发明涉及具有式(1a)、(1b)或(1c)的聚合物染料,
其中
A和B各自独立地表示聚合物骨架(polymer backbone);
X1和X2各自独立地为连接基团(linkage group),所述连接基团选自-C1-C10亚烷基-;-C2-C12亚烯基(alkenylene)-;-C5-C10亚环烷基-;C5-C10亚芳基;-C5-C10亚芳基-(C1-C10亚烷基)-;-C(O)-;-(CH2CH2-O)1-5-;-C(O)O-;-OCO-;-N(R1)-;-CON(R1)-;-(R1)NC(O)-;-O-;-S-;-S(O)-;-S(O)2-;-S(O)2-N(R1R2)-;或直接键(direct bond);
R1和R2各自独立地为氢;或者未取代或取代的,直链或支化的,单环或多环的,隔断或未隔断的C1-C14烷基;C2-C14烯基;C6-C10芳基;C6-C10芳基-C1-C10烷基;或C5-C10烷基(C5-C10芳基);
Y1和Y2各自独立地为有机染料的残基(residue);或氢;其中Y1和Y2中的至少一个是有机染料的残基;
An1、An2和An3各自独立地为阴离子;
a和b各自独立地为1至3的数;
m为0至1000的数;
n为0至1000的数;以及
p为1至1000的数;
其中m+n+p之和≥3。
C1-C14烷基是例如甲基、乙基、丙基、异丙基、正丁基、仲丁基、叔丁基、正戊基、2-戊基、3-戊基、2,2′-二甲基丙基、环戊基、环己基、正己基、正辛基、1,1′,3,3′-四甲基丁基或2-乙基己基、壬基、癸基、十一烷基、十二烷基、十三烷基或十四烷基。
C2-C14烯基是例如烯丙基、甲代烯丙基、异丙烯基、2-丁烯基、3-丁烯基、异丁烯基、正戊-2,4-二烯基、3-甲基-丁-2-烯基、正辛-2-烯基、正十二碳-2-烯基(n-dodec-2-enyl)、异十二碳烯基、正十二碳-2-烯基或正十八碳-4-烯基。
C6-C10芳基是例如苯基或萘基。
C1-C10亚烷基是例如亚甲基、亚乙基、亚丙基、亚异丙基、亚正丁基、亚仲丁基、亚叔丁基、亚正戊基、2-亚戊基(2-pentylene)、3-亚戊基(3-pentylene)、2,2′-二甲基亚丙基、亚环戊基、亚环己基、亚正己基、亚正辛基、1,1′,3,3′-四甲基亚丁基、2-乙基亚己基、亚壬基或亚癸基。
优选地,在式(1a)、(1b)和(1c)中,
Y1和Y2各自独立地选自蒽醌(anthraquinone)染料、吖啶(acridine)染料、偶氮(azo)染料、偶氮甲碱(azamethine)染料、亚肼甲碱(hydrazomethine)染料、三苯甲烷(triphenylmethane)染料、苯并二呋喃酮(benzodifuranone)染料、香豆素(coumarine)染料、二酮基吡咯并吡咯染料(diketopyrrolopyrrol)、二噁嗪(dioxazine)染料、二苯甲烷(diphenylmethane)染料、甲(formazane)染料、靛青类(indigoid)染料、靛酚(indophenol)染料、萘二甲酰亚胺(naphthalimide)染料、萘醌(naphthoquinone)染料、硝基芳基(nitroaryl)染料、部花青(merocyanine)染料、次甲基(methine)染料、噁嗪(oxazine)染料、吡呤酮(perinone)染料、二萘嵌苯(perylene)染料、芘醌(pyrenequinone)染料、酞菁(phtalocyanine)染料、吩嗪(phenazine)染料、醌亚胺(quinoneimine)染料、喹吖啶酮(quinacridone)染料、喹酞酮(quinophtalone)染料、苯乙烯基(styryl)染料、茋(stilbene)染料、呫吨(xanthene)染料、噻嗪(thiazine)染料和噻吨(thioxanthene)染料的残基。
更优选地,Y1和Y2各自独立地选自偶氮染料、偶氮甲碱染料、亚肼甲碱染料、部花青染料、次甲基染料和苯乙烯基染料的残基。
最优选地,Y1和Y2具有相同的含义。
优选地,在式(1a)、(1b)和(1c)中,
A和B各自独立地选自单烯烃聚合物和二烯烃聚合物;单烯烃聚合物和二烯烃聚合物的混合物;单烯烃和二烯烃彼此之间的共聚物或单烯烃和二烯烃与其它乙烯基单体的共聚物;聚苯乙烯、聚(对甲基苯乙烯)、聚(α-甲基苯乙烯);衍生自乙烯基芳族单体的芳族均聚物和共聚物;乙烯基芳族单体和共聚单体的共聚物和氢化共聚物,所述共聚单体选自乙烯、丙烯、二烯、腈、酸、马来酸酐、马来酰亚胺、乙酸乙烯酯和氯乙烯或丙烯酸衍生物,及其混合物;乙烯基芳族单体的接枝共聚物;含卤素的聚合物;衍生自α,β-不饱和酸及其衍生物的聚合物;衍生自α,β-不饱和酸及其衍生物与其它不饱和单体的共聚物;衍生自不饱和醇和胺或其酰基衍生物或缩醛的聚合物;环醚的均聚物和共聚物;聚缩醛;聚苯醚和聚苯硫醚,以及聚苯醚与苯乙烯聚合物或聚酰胺的混合物;衍生自羟基封端的聚醚、聚酯或聚丁二烯与脂族或芳族多异氰酸酯的聚氨酯(polyurethane),及所述聚氨酯的前体;衍生自二胺和二羧酸的聚酰胺和共聚酰胺和/或衍生自氨基羧酸或相应的内酰胺的聚酰胺和共聚酰胺;聚脲、聚酰亚胺、聚酰胺-酰亚胺、聚醚酰亚胺、聚酯酰亚胺、聚乙内酰脲(polyhydantoin)和聚苯并咪唑;衍生自二羧酸和二醇的聚酯和/或衍生自羟基羧酸或相应的内酯的聚酯;聚碳酸酯和聚酯碳酸酯(polyester carbonates);聚酮;聚砜、聚醚砜和聚醚酮;衍生自醛与酚、脲或蜜胺的交联聚合物;聚硅氧烷;天然聚合物;和所述聚合物的共混物。
单烯烃聚合物和二烯烃聚合物的例子是聚丙烯、聚异丁烯、聚丁-1-烯、聚-4-甲基戊-1-烯、聚乙烯环己烷、聚异戊二烯或聚丁二烯,以及环烯烃聚合物(例如,环戊烯聚合物或降冰片烯聚合物),聚乙烯(其任选地可以被交联),例如高密度聚乙烯(HDPE)、高密度和高分子量聚乙烯(HDPE-HMW)、高密度和超高分子量聚乙烯(HDPE-UHMW)、中密度聚乙烯(MDPE)、低密度聚乙烯(LDPE)、线型低密度聚乙烯(LLDPE)、极低密度聚乙烯(VLDPE)和超低密度聚乙烯(ULDPE)。
聚烯烃,即前段中例示的单烯烃聚合物(优选为聚乙烯和聚丙烯),可以通过不同的方法,尤其是以下方法进行制备:
a)自由基聚合(通常在高压和高温的条件下)。
b)使用催化剂的催化聚合,所述催化剂通常包含一种或多种元素周期表IVb、Vb、VIb或VIIIb族的金属。这些金属通常具有一个或多个配体,典型的配体是氧化物、卤化物、醇化物、酯、醚、胺、烷基化物、烯基化物和/或芳基化物,他们可以进行π-配位或σ-配位。这些金属络合物可以为游离形式或者可以固定在基质(substrate)上,通常,固定在活化的氯化镁、三氯化钛(III)、氧化铝或氧化硅上。这些催化剂在聚合介质中可以是可溶的或不溶的。所述催化剂可以在聚合反应中单独使用,或者还可以使用活化剂,典型的活化剂是金属烷基化物、金属氢化物、金属烷基卤化物(metal alkylhalides)、金属烷基氧化物(metal alkyl oxides)或金属环氧化物(metalalkyloxanes),所述金属为元素周期表Ia、IIa和/或IIIa族的元素。还可以便利地用酯、醚、胺或甲硅烷基醚(silyl ether)基团对所述活化剂进行改性。通常将这些催化体系称为Phillips催化剂、Standard Oil Indiana催化剂、Ziegler(-Natta)催化剂、TNZ(DuPont)催化剂、金属茂催化剂或单中心催化剂(SSC)。
上述聚合物的混合物例如是聚丙烯与聚异丁烯的混合物、聚丙烯与聚乙烯的混合物(例如PP/HDPE、PP/LDPE)和不同类型聚乙烯的混合物(例如LDPE/HDPE)。
单烯烃和二烯烃彼此之间的共聚物或单烯烃和二烯烃与其它乙烯基单体的共聚物的例子是乙烯/丙烯共聚物、线型低密度聚乙烯(LLDPE)及其与低密度聚乙烯(LDPE)的混合物、丙烯/丁-1-烯共聚物、丙烯/异丁烯共聚物、乙烯/丁-1-烯共聚物、乙烯/己烯共聚物、乙烯/甲基戊烯共聚物、乙烯/庚烯共聚物、乙烯/辛烯共聚物、乙烯/乙烯基环己烷共聚物、乙烯/环烯烃共聚物(例如,乙烯/降冰片如COC)、乙烯/1-烯烃共聚物,其中所述1-烯烃原位生成;丙烯/丁二烯共聚物、异丁烯/异戊二烯共聚物、乙烯/乙烯基环己烯共聚物、乙烯/丙烯酸烷基酯共聚物、乙烯/甲基丙烯酸烷基酯共聚物、乙烯/乙酸乙烯酯共聚物或乙烯/丙烯酸共聚物和它们的盐(离聚物)、以及乙烯与丙烯和二烯(例如己二烯、二环戊二烯或亚乙基-降冰片烯)的三元共聚物;以及该共聚物与另一种共聚物的混合物和该共聚物与上述聚合物的混合物,例如聚丙烯/乙烯-丙烯共聚物、LDPE/乙烯-乙酸乙烯酯共聚物(EVA)、LDPE/乙烯-丙烯酸共聚物(EAA)、LLDPE/EVA、LLDPE/EAA和交替或无规的聚烯/一氧化碳共聚物(polyalkylene/carbon monoxide copolymers)及其与其它聚合物(例如聚酰胺)的混合物。
上述均聚物和共聚物可以具有任意的立体结构,该立体结构包括间同立构、全同立构、半全同立构或无规立构;其中无规立构聚合物是优选的。也包括立构嵌段聚合物(stereoblock polymer)。
衍生自乙烯基芳族单体(包括苯乙烯)的芳族均聚物和共聚物的例子是α-甲基苯乙烯,乙烯基甲苯(vinyl toluene)的所有异构体(尤其是对乙烯基甲苯),乙基苯乙烯、丙基苯乙烯、乙烯基联苯(vinyl biphenyl)、乙烯基萘(vinylnaphthalene)和乙烯基蒽(vinyl anthracene)的所有异构体,及其混合物。均聚物和共聚物可以具有任意的立体结构,该立体结构包括间同立构、全同立构、半全同立构或无规立构;其中无规立构聚合物是优选的。也包括立构嵌段聚合物。
含前述乙烯基芳族单体和共聚单体的共聚物的例子有例如苯乙烯/丁二烯、苯乙烯/丙烯腈、苯乙烯/乙烯(互聚体)、苯乙烯/甲基丙烯酸烷基酯、苯乙烯/丁二烯/丙烯酸烷基酯、苯乙烯/丁二烯/甲基丙烯酸烷基酯、苯乙烯/马来酸酐、苯乙烯/丙烯腈/丙烯酸甲酯;耐高冲击强度的苯乙烯共聚物和另一种聚合物(例如,聚丙烯酸酯、二烯聚合物或乙烯/丙烯/二烯三元共聚物)的混合物;和苯乙烯嵌段共聚物,例如苯乙烯/丁二烯/苯乙烯、苯乙烯/异戊二烯/苯乙烯、苯乙烯/乙烯/丁烯/苯乙烯或苯乙烯/乙烯/丙烯/苯乙烯,所述共聚单体选自乙烯、丙烯、二烯、腈、酸、马来酸酐、马来酰亚胺、乙酸乙烯酯和氯乙烯或丙烯酸衍生物,及其混合物。
由对上述聚合物进行氢化而衍生的氢化芳族聚合物,尤其包括对无规立构聚苯乙烯氢化而制备的聚环己基乙烯(PCHE),通常称为聚乙烯环己烷(PVCH)。
均聚物和共聚物可以具有任意的立体结构,该立体结构包括间同立构、全同立构、半全同立构或无规立构;其中无规立构聚合物是优选的。也包括立构嵌段聚合物。
乙烯基芳族单体的接枝共聚物的例子是苯乙烯或α-甲基苯乙烯的接枝共聚物,例如,聚丁二烯与苯乙烯的接枝共聚物、聚丁二烯-苯乙烯共聚物与苯乙烯的接枝共聚物或者聚丁二烯-丙烯腈共聚物与苯乙烯的接枝共聚物;聚丁二烯与苯乙烯和丙烯腈(或甲基丙烯腈)的接枝共聚物;聚丁二烯与苯乙烯、丙烯腈和甲基丙烯酸甲酯的接枝共聚物;聚丁二烯与苯乙烯和马来酸酐的接枝共聚物;聚丁二烯与苯乙烯、丙烯腈和马来酸酐或马来酰亚胺的接枝共聚物;聚丁二烯与苯乙烯和马来酰亚胺的接枝共聚物;聚丁二烯与苯乙烯和丙烯酸烷基酯或甲基丙烯酸烷基酯的接枝共聚物;乙烯/丙烯/二烯三元共聚物与苯乙烯和丙烯腈的接枝共聚物;聚丙烯酸烷基酯或聚甲基丙烯酸烷基酯与苯乙烯和丙烯腈的接枝共聚物;丙烯酸酯/丁二烯共聚物与苯乙烯和丙烯腈的接枝共聚物,及其与6)所列的共聚物的混合物,例如被称为ABS、MBS、ASA或AES聚合物的共聚物混合物。
含卤素的聚合物的例子是聚氯丁二烯、氯化的橡胶、氯化之和溴化的异丁烯-异戊二烯共聚物(卤丁橡胶)、氯化的聚乙烯或氯磺化的聚乙烯、乙烯和氯化乙烯的共聚物、表氯醇均聚物和表氯醇共聚物,尤其是含卤素的乙烯基化合物的聚合物,例如聚氯乙烯、聚偏二氯乙烯、聚氟乙烯、聚偏二氟乙烯,及其共聚物,例如氯乙烯/1,1-二氯乙烯、氯乙烯/乙酸乙烯酯或1,1-二氯乙烯/乙酸乙烯酯共聚物。
衍生自α,β-不饱和酸及其衍生物的聚合物的例子是聚丙烯酸酯和聚甲基丙烯酸酯;用丙烯酸丁酯进行了抗冲改性(impact-modified)的聚甲基丙烯酸甲酯、聚丙烯酰胺和聚丙烯腈。
上述单体彼此之间的共聚物或上述单体与其它不饱和单体的共聚物的例子是丙烯腈/丁二烯共聚物、丙烯腈/丙烯酸烷基酯共聚物、丙烯腈/丙烯酸烷氧基烷基酯或丙烯腈/卤乙烯共聚物,或丙烯腈/甲基丙烯酸烷基酯/丁二烯三元共聚物。
衍生自不饱和醇和胺或其酰基衍生物或缩醛的聚合物的例子是例如聚乙烯醇、聚乙酸乙烯酯、聚硬脂酸乙烯酯、聚苯甲酸乙烯酯、聚马来酸乙烯酯、聚乙烯醇缩丁醛、聚邻苯二甲酸烯丙酯(polyallyl phthalate)或聚烯丙基蜜胺(polyallyl melamine);以及它们与上述烯烃的共聚物。
环醚的均聚物和共聚物的例子是聚(亚烷基)二醇、聚环氧乙烷、聚环氧丙烷,或其与双缩水甘油醚(bisglycidyl ether)的共聚物。
聚缩醛的例子是聚甲醛和含环氧乙烷作为共聚单体的聚甲醛;用热塑性聚氨酯、丙烯酸酯或MBS改性的聚缩醛。
衍生自二胺和二羧酸的聚酰胺和共聚酰胺和/或衍生自氨基羧酸或相应的内酰胺的聚酰胺和共聚酰胺的例子是聚酰胺4、聚酰胺6、聚酰胺6/6、6/10、6/9、6/12、4/6、12/12、聚酰胺11、聚酰胺12、从间二甲苯二胺和己二酸开始制备的芳族聚酰胺;从六亚甲基二胺和间苯二酸或/和对苯二酸制备并且用或不用弹性体(elastomer)作为改性剂的聚酰胺,例如聚-2,4,4-三甲基亚己基对苯二甲酰胺或聚间苯二甲酰间苯二胺;以及前述聚酰胺与聚烯烃、烯烃共聚物、离聚物或者化学键合或接枝的弹性体的嵌段共聚物;或前述聚酰胺与聚醚(例如,聚乙二醇、聚丙二醇或聚丁二醇)的嵌段共聚物;以及用EPDM或ABS改性的聚酰胺或共聚酰胺;和在加工期间缩合的聚酰胺(RIM聚酰胺体系)。
衍生自二羧酸和二醇的聚酯和/或衍生自羟基羧酸或相应的内酯的聚酯的例子是聚对苯二甲酸乙二酯、聚对苯二甲酸丁二酯、聚1,4-二羟甲基环己烷对苯二甲酸酯(poly-1,4-dimethylolcyclohexane terephthalate)、聚萘二甲酸烷基二醇酯(polyalkylene naphthalate)(PAN)和聚羟基苯甲酸酯(polyhydroxybenzoates),以及衍生自羟基封端的聚醚的嵌段共聚醚酯;以及用聚碳酸酯或MBS改性的聚酯。
衍生自醛与酚、脲或蜜胺的交联聚合物的例子是苯酚/甲醛树脂、脲/甲醛树脂和蜜胺/甲醛树脂。
天然聚合物的例子是纤维素、橡胶、明胶及其化学改性的同系衍生物,例如乙酸纤维素、丙酸纤维素和丁酸纤维素,或者纤维素醚如甲基纤维素;以及松香及其衍生物。
前述聚合物的共混物(高分子共混物)的例子是PP/EPDM、聚酰胺/EPDM或ABS、PVC/EVA、PVC/ABS、PVC/MBS、PC/ABS、PBTP/ABS、PC/ASA、PC/PBT、PVC/CPE、PVC/丙烯酸酯、POM/热塑性PUR、PC/热塑性PUR、POM/丙烯酸酯、POM/MBS、PPO/HIPS、PPO/PA 6.6和共聚物,PA/HDPE、PA/PP、PA/PPO、PBT/PC/ABS或PBT/PET/PC。
优选地,聚合物骨架(A和B)和有机染料的残基(Y1和Y2)二者均具有选自亲电性基团或亲核性基团的官能团,所述亲电性基团选自卤素(halide)、甲苯磺酸酯基(tosylate)、甲磺酸酯基(mesylate)、甲氧基(methoxy)、酰氯基团(acid chloride)、氯磺酰基(sulfonyl chloride)、环氧化物基团(epoxides)和酸酐基团(anhydride);所述亲核性基团选自胺、羟基和硫羟基(thiol)。
优选地,所述聚合物染料的分子量为400至5000。
“阴离子”表示,例如有机或无机阴离子,例如卤素离子(优选为氯离子和氟离子)、硫酸根、硫酸氢根、磷酸根、四氟化硼离子(boron tetrafluoride)、碳酸根、碳酸氢根、草酸根或C1-C8烷基硫酸根,尤其为甲基硫酸根或乙基硫酸根;阴离子也表示乳酸根、甲酸根、乙酸根、丙酸根或络合物阴离子,例如氯化锌复盐。
最优选的是具有式(2)和(3)的聚合物染料,
其中
Y1是有机染料的残基,所述有机染料选自偶氮染料、蒽醌染料、偶氮甲碱染料、亚肼甲碱染料、部花青染料、次甲基染料和苯乙烯基染料;以及
m、n和p是0至1000的数;其中在式(2)中,m和n之和≥3,以及其中在式(3)中,m、n和p之和≥3。
还优选的是具有式(5)或(6)的聚合物染料,
其中
R3是C1-C5烷基;以及
X1、X2、Y1、Y2、m和n如在式(1)中所定义。
还优选的是具有式(7)的染料,
其中
R3是C1-C5烷基;以及
X1、X2、Y1、Y2和n如在式(1)中所定义。
本发明式(1a)、(1b)或(1c)的染料适于染色有机物质,例如含角蛋白的纤维、羊毛、皮革、丝、纤维素或聚酰胺、棉或尼龙,并且优选为人类毛发。所获得的染色以其色度(depth of shade)和其良好的牢固性(fastness)(例如耐洗性、耐光、耐香波洗和耐摩擦)为特征。
通常,可以将基于合成的毛发染色剂分成三类:
-暂时性染色剂(temporary dyeing agent)
-半长效染色剂(semipermanent dyeing agent),以及
-长效染色剂(permanent dyeing agent)。
所述染料可与其它染料结合,以增加其色调多样性。
因此,可以将本发明式(1a)、(1b)和(1c)的染料与以下物质进行组合:相同或其它类型的染料,尤其是直接染料、氧化染料;偶合剂化合物(couplercompound)以及重氮化化合物或封端的重氮化化合物的染料前体组合;和/或阳离子活性染料。
直接染料是天然生成的,或者可以是合成制备的。它们是不带电荷的染料、阳离子染料或阴离子染料,例如酸性染料。
可以将式(1a)、(1b)和(1c)的染料与不同于式(1a)、(1b)和(1c)的至少一种单独的直接染料组合使用。
直接染料不需要添加任何氧化剂来使它们的染色效果呈现。因此,与长效染色组合物得到的染色结果相比,染色结果不够持久。因此,直接染料优选用于半长效毛发染色。
直接染料的例子描述于Ch.Culnan,H.Maibach编著的“Dermatology”,Verlag Marcel Dekker Inc.,New York,Basle,1986年,第7卷,Ch.Zviak,TheScience of Hair Care,第7章,第248-250页,和“Inventar derKosmetikrohstoffe”,1996年,The European Commission出版,所述″Inventar der Kosmetikrohstoffe″可以从曼海姆(Mannheim)的Bundesverband der deutschen Industrie-und Handelsunternehmen fürArzneimittel,Reformwaren und e.V.以磁盘(diskette)的形式得到。
而且,可以将式(1a)、(1b)和(1c)的染料与至少一种阳离子偶氮染料,例如,GB-A-2 319 776中披露的化合物以及DE-A-299 12 327中所述的噁嗪染料,和它们与其中所述的其它直接染料的混合物进行组合。
也可以将式(1a)、(1b)和(1c)的染料与酸性染料,例如从国际名称(Colorindex)或商品名(trade names)获知的染料进行组合。
也可以将式(1a)、(1b)和(1c)的染料与不带电荷的染料进行组合。
而且,也可以将式(1a)、(1b)和(1c)的染料与氧化染料体系组合使用。
而且,可以将可自氧化化合物与式(1a)、(1b)和(1c)的染料组合使用。
也可以将式(1a)、(1b)和(1c)的染料与天然存在的染料组合使用。
而且,也可以将式(1a)、(1b)和(1c)的染料与封端的重氮化化合物组合使用。
合适的重氮化化合物是例如WO 2004/019897(第1和2页)中式(1)-(4)的化合物和如相同参考文献的第3至5页上披露的相应的可溶于水的偶合组分(I)-(IV)。
本发明还涉及含式(1a)、(1b)和(1c)中的至少一种染料的制剂,所述制剂用于染色有机物质,优选为含角蛋白的纤维,并且最优选为人类毛发。
优选地,将式(1a)、(1b)和(1c)的染料结合到组合物中用于处理有机物质,优选地,用于染色,基于所述组合物的总重量,式(1a)、(1b)和(1c)的染料的用量为0.001-5重量%(此后仅用“%”表示),尤其为0.005-4%,更尤其为0.2-3%。
可以将所述制剂以不同的技术形式施用在含角蛋白的纤维上,优选为人类毛发上。
制剂的技术形式是例如溶液(尤其是增稠的水溶液或含醇的水溶液)、霜膏(cream)、泡沫、洗发剂、粉末(powder)、凝胶或乳液。
通常,将所述染色组合物以50至100g的量施用至含角蛋白的纤维。
优选的制剂形式有即用型组合物(ready-to-use composition)或多隔室染色设备(multi-compartment dyeing device)或“试剂盒(kits)”或任何的多隔室包装***(multi-compartment packaging systems),所述隔室如例如US6,190,421的第2栏,第16至31行所述。
即用型染色组合物的pH值通常为2至11,优选为5至10。
在25至200℃,优选为18至80℃,并且最优选为20至40℃的温度范围内将本发明的染色组合物施用到毛发上。
本发明的一种优选的实施方式涉及染料的制剂,其中式(1a)、(1b)和(1c)的染料呈粉末形式。
如例如DE 197 13 698中第2页的第26至54行、第3页51行至第4页25行和第4页41行至第5页59行所述,如果存在稳定性和/或溶解性问题,则优选使用粉末制剂。
合适的化妆用毛发护理制剂是毛发处理制品,例如洗发剂形式的毛发洗涤制品和调理剂,护发制品,例如预处理制品或免洗型产品(leave-onproduct)(如喷剂(sprays)、霜膏、凝胶、洗剂(lotions)、摩丝和油)、生发油、定型膏(styling creams)、定型胶(styling gels)、润发脂(pomade)、护发素(hairrinses)、处理包(treatment packs)、深入型毛发处理剂(intensive hairtreatments),毛发结构化制品(hair-structuring preparations),例如用于烫发(热烫、温烫、冷烫)的烫发制品、直发制品、液体毛发定型制品、发用泡沫(hairfoams)、毛发喷剂(hairsprays),漂发制品(bleaching preparations),例如过氧化氢溶液、增亮洗发剂(lightening shampoos)、漂白霜膏(bleaching creams)、漂白粉末、漂白糊剂或油,暂时性、半长效或长效染发剂,包含自氧化染料、或天然毛发染料如指甲花染料或甘菊的制品。
对于在人类毛发上的用途,通常可以将本发明的染色组合物加入到含水的化妆用载体中。合适的含水化妆品载体包括例如W/O、O/W、O/W/O、W/O/W或PIT乳液和各种微乳液、霜膏、喷雾剂、乳液、凝胶、粉末以及含表面活性剂的发泡溶液,例如香波或其它制剂,它们适用于含角蛋白的纤维。在Research Disclosure 42448(1999年8月)中详细描述了这种使用形式。如例如在US-3 369 970中,尤其是第1栏第70行至第3栏第55行所述,如有必要,也可以将所述染色组合物加入到无水载体中。本发明的染色组合物也极其适于DE-A-3829870中描述的使用染色梳(dyeing comb)或染色刷(dyeing brush)的染色法。
在本发明的染色组合物中存在常用量的含水载体成分;例如,以全部染色组合物重量计,在染色组合物中可存在浓度为0.5-30wt%的乳化剂和浓度为0.1-25wt%的增稠剂。
用于染色组合物的其它载体描述于例如Ch.Culnan,H.Maibach编著的″Dermatology″,Verlag Marcel Dekker Inc.,New York,Basle,1986年,第7卷,Ch.Zviak,The Science of Hair Care,第7章,第248-250页,尤其是第243页第1行至第244页第12行。
如果将式(1a)、(1b)和(1c)的染料与氧化染料和/或氧化染料与酸的加合盐(addition salt)一起使用,那么可以将它们分开储存或储存在一起。优选地,将氧化染料和对还原不稳定的直接染料分开储存。
可以将式(1a)、(1b)和(1c)的染料储存在液体至糊状的制品(含水或不含水)中,或者以干粉的形式储存。
当将所述染料分开储存时,在使用前使活性组分直接相互密切混合。在干燥储存的情况中,在使用前通常添加限定量的热(50至80℃)水,并且制备均匀混合物。
本发明的染色组合物可以包含已知用于该制品的任何活性成分、添加剂或助剂,例如表面活性剂、溶剂、碱、酸、香料、聚合物助剂(polymericadjuvant)、增稠剂和光稳定剂(light stabiliser)。
优选地,在本发明的毛发染色组合物中使用下列助剂:非离子聚合物、阳离子聚合物、丙烯酰胺/二甲基二烯丙基氯化铵共聚物、二乙基硫酸盐季铵化的甲基丙烯酸二甲基氨基乙基酯/乙烯基吡咯烷酮共聚物(diethyl-sulfate-quaternised dimethylaminoethyl methacrylate/vinylpyrrolidonecopolymer)、乙烯基吡咯烷酮/咪唑啉鎓甲氯化物共聚物(vinylpyrrolidone/imidazolinium methochloride copolymers);季铵化聚乙烯醇、两性离子聚合物和两性聚合物、阴离子聚合物、增稠剂、结构化剂(structuringagent)、毛发调理化合物(hair-conditioning compound)、蛋白水解产物(proteinhydrolysate)、芳香油、二甲基异山梨糖醇和环糊精(dimethyl isosorbitol andcyclodextrin)、增溶剂、去头屑活性成分、调节pH值的物质、泛醇、泛酸、尿囊素、吡咯烷酮羧酸及其盐、植物萃取物(plant extract)和维生素、胆甾醇;光稳定剂和紫外线吸收剂、稠度调节剂、脂肪和蜡、脂肪烷醇酰胺、分子量为150至50000的聚乙二醇和聚丙二醇、络合剂、溶胀和渗透物质、遮光剂、珠光剂、推进剂、抗氧化剂、含糖的聚合物、季铵盐和抑菌剂(bacteriainhibiting agent)。
本发明的染色组合物通常包含至少一种表面活性剂。合适的表面活性剂是两性离子表面活性剂或两性表面活性剂,或者更优选为阴离子表面活性剂、非离子表面活性剂和/或阳离子表面活性剂。
本发明的另一实施方式涉及对含角蛋白的纤维进行染色。
所述方法包括
(a)用式(1a)、(1b)和(1c)中的至少一种染料对含角蛋白的纤维进行处理,和
(b)使所述纤维静置,然后漂洗所述纤维。
式(1a)、(1b)和(1c)的染料适合于毛发的完全染色(all-over dyeing)(也就是说第一次染色毛发时的情况),也适合于随后的再染色,或染色毛发的几缕或一部分。
例如,通过用手按摩、梳子、刷子或瓶子或结合有梳子或喷嘴的瓶子将式(1a)、(1b)和(1c)的染料施用至毛发上。
在本发明的染色法中,是否在其它染料的存在下进行染色将取决于所要得到的色调(color shade)。
还优选的是,以下对含角蛋白的纤维进行染色的方法,所述方法包括用式(1a)、(1b)和(1c)中的至少一种染料、碱和氧化剂处理所述含角蛋白的纤维。
用式(1a)、(1b)和(1c)的染料和氧化剂对含角蛋白的纤维,尤其是人类毛发进行染色的优选的实施方式包括:
a1)用所述氧化剂处理含角蛋白的纤维,所述氧化剂任选地包含式(1a)、(1b)和(1c)中的至少一种染料,
b1)用不含氧化剂的组合物处理含角蛋白的纤维,所述不含氧化剂的组合物任选地包含式(1a)、(1b)和(1c)中的至少一种染料;或者可选地
a2)用不含氧化剂的组合物处理含角蛋白的纤维,所述不含氧化剂的组合物任选地包含式(1a)、(1b)和(1c)中的至少一种染料,
b2)用氧化剂处理含角蛋白的纤维,所述氧化剂任选地包含式(1a)、(1b)和(1c)中的至少一种染料;
条件是:在所述方法的步骤a1)、a2)、b1)或b2)中的至少一个步骤中,存在式(1a)、(1b)和(1c)的染料。
通常,使含氧化剂的组合物在15至45℃于纤维上保持0至45分钟,尤其为15至30分钟。
不含氧化剂的组合物通常包含常规助剂和添加剂。优选的是在德国专利申请中第3栏,第17至41行所述的那些。
通常,使式(1a)、(1b)和(1c)的染料和不含氧化剂的组合物在15至50℃于纤维上保持5至45分钟,尤其为10至25分钟。
所述方法的一种优选实施方式是在染色后用洗发剂和/或弱酸如柠檬酸或酒石酸对毛发进行洗涤。
对还原稳定的式(1a)、(1b)和(1c)的染料可以与不含氧化剂的组合物储存在一起,以及可以作为单独的组合物(single composition)进行施用。
有利的是,在染色过程即将开始之前,用不含氧化剂的组合物制备对还原不稳定的含式(1a)、(1b)和(1c)的染料的组合物。
在另一种实施方式中,式(1a)、(1b)和(1c)的染料和不含氧化剂的组合物可以同时施用或先后施用。
通常,以相对于毛发量的足够量,通常以30至200g的量均匀地施用含氧化剂的组合物。
氧化剂是例如过硫酸盐或过氧化氢稀溶液、过氧化氢乳液或过氧化氢凝胶、碱土金属过氧化物、有机过氧化物,例如过氧化脲、过氧化蜜胺(melamine peroxides),或者,如果使用基于半长效直接毛发染料的色调粉(shading powder),那么碱金属溴酸盐固定剂(alkalimetalbromat fixation)也是适用的。
还优选的氧化剂是
-如在WO 97/20545中,尤其是第9页,第5至9行所述的实现淡化颜色(lightened coloration)的氧化剂,
-如在DE-A-19 713 698中,尤其是第4页,第52至55行,以及第60和61行,或EP-A-1062940中,尤其是第6页,第41至47行(以及在等同的WO 99/40895中)所述的烫发定型液(permanent-wave fixing solution)形式的氧化剂。
最优选的氧化剂是过氧化氢,优选的使用浓度为相应的组合物的重量的约2至30重量%,更优选为约3至20重量%,并且最优选为6至12重量%。
基于总的染色组合物,所述氧化剂在本发明染色组合物中的存在量优选地可以为0.01重量%至6重量%,尤其为0.01重量%至3重量%。
通常,使用氧化剂的染色在碱的存在下进行,所述碱例如为氨、碱金属碳酸盐(碳酸钾或碳酸锂)、碱土金属碳酸盐、烷醇胺,例如单乙醇胺、二乙醇胺或三乙醇胺,碱金属氢氧化物(氢氧化钠)、碱土金属氢氧化物或具有下式的化合物:
R是亚丙基残基,其可以取代有OH或C1-C4烷基,
R3、R4、R5和R6各自独立地或相关地为氢、C1-C4烷基或羟基-(C1-C4)烷基。
所述含氧化剂的组合物的pH值通常为约2至7,并且尤其为约2至5。
将含式(1a)、(1b)和(1c)的染料的制剂施用在含角蛋白的纤维(优选毛发)上的一种优选的方法是:使用多隔室染色设备或“试剂盒”或任意其它的多隔室包装***,如WO 97/20545中第4页,第19至27行所述。
通常,在用染色溶液和/或烫发溶液(permanent-wave solution)进行处理之后,漂洗毛发。
本发明还优选的实施方式涉及用氧化染料对毛发进行染色的方法,所述方法包括:
a.将式(1a)、(1b)和(1c)中的至少一种染料和任选的至少一种偶合剂化合物和至少一种显色剂化合物(developer compound),和氧化剂(该氧化剂任选地包含至少一种其它染料)进行混合,以及
b.使含角蛋白的纤维与步骤a中制备的混合物进行接触。
对于调节pH值,例如,如在DE 199 59 479中,第3栏,第46至53行所述的有机酸或无机酸是合适的。
而且,本发明涉及用式(1a)、(1b)和(1c)的染料与可自氧化化合物和任选的其它染料一起对含角蛋白的纤维进行染色的方法。
所述方法包括:
a.将至少一种可自氧化化合物和至少一种显色剂化合物和式(1a)、(1b)和(1c)中的至少一种染料和任选的其它染料进行混合,以及
b.用步骤a中制备的混合物对含角蛋白的纤维进行处理。
而且,本发明涉及用式(1a)、(1b)和(1c)的染料和封端的重氮化化合物对含角蛋白的纤维进行染色的方法,所述方法包括:
a.在碱性条件下,以及任选地在其它染料的存在下,用至少一种封端的重氮化化合物和偶合剂化合物和任选的显色剂化合物和任选的氧化剂,和任选地用式(1a)、(1b)和(1c)中的至少一种染料对含角蛋白的纤维进行处理,以及
b.任选地在其它染料和任选的式(1a)、(1b)和(1c)中的至少一种染料的存在下,通过用酸进行处理,将pH调节到6至2的范围内,
条件是:在a.或b.中的至少一个步骤中,存在式(1a)、(1b)和(1c)中的至少一种染料。
可以以任何期望的顺序连续施用封端的重氮化化合物和偶合剂化合物和任选的氧化剂和显色剂化合物,或者同时施用上述物质。
优选地,将所述封端的重氮化化合物和偶合剂化合物在单独的组合物中同时施用。
“碱性条件”是指pH为8至10,优选为9-10,尤其是9.5-10,这通过添加碱例如碳酸钠、氨水或氢氧化钠来获得。
可以将所述碱添加至毛发上、加至染料前体中、封端的重氮化化合物中和/或可溶于水的偶合组分中、或加至含染料前体的染色组合物中。
酸是例如酒石酸或柠檬酸、柠檬酸凝胶、任选地具有酸性染料的合适缓冲溶液。
第一阶段施用的碱性染色组合物的量对第二阶段施用的酸性染色组合物的量的比率优选为约1∶3至3∶1,尤其为约1∶1。
使步骤a.的碱性染色组合物和步骤b.的酸性染色组合物于15至45℃在纤维上保持5至60分钟,尤其是于20至30℃在纤维上保持5至45分钟。
而且,本发明涉及用式(1a)、(1b)和(1c)的染料和至少一种酸性染料对含角蛋白的纤维进行染色的方法。
以下实施例用于说明染色的方法,该方法并不限于此。除非具体指出,份数和百分比是基于重量的。指定的染料的量是相对于被染色的物质的。
具体实施方式
制备实施例
部分A:基于聚亚乙基亚胺(Polyethylenimine based)
实施例A1至A28的染料如下制备:使聚亚乙基亚胺PEI 1至PEI 5中的一种与染料1至染料5中的一种进行反应,由此制备。通过处理操作(workup procedure)1至5中的一种对反应混合物进行处理。每个实施例的反应条件和处理操作示于表1。产物的分析数据示于表2。
在实施例A1至A28中使用的聚亚乙基亚胺:
数均分子量(Mn)为423g/mol的PEI 1
数均分子量为600g/mol的PEI 2
数均分子量为1200g/mol的PEI 3
数均分子量为1800g/mol的PEI 4
数均分子量为10000g/mol的PEI 5
处理操作1:
在冷却后,将反应混合物蒸发至干燥。
将粉末相继吸收在丙酮和二氯甲烷中,过滤,用相同的溶剂洗涤并干燥。最后将产物溶解在乙醇中并再次干燥。
处理操作2:
将反应混合物冷却至室温并蒸发溶剂至干燥。将得到的油溶解在甲醇中,并将溶液滴加到乙腈中。将沉淀物过滤并真空干燥。
处理操作3:
将反应混合物冷却至室温,将产物过滤并真空干燥。
处理操作4:
将反应混合物冷却至室温并添加1当量的盐酸(相对于染料的量)。将沉淀的产物过滤并真空干燥。
处理操作5:
将反应混合物冷却至室温并蒸发溶剂至干燥。将残留物溶解在乙醇中并过滤。再次蒸发滤液的溶剂,并将剩余产物在异丙醇中搅拌并干燥。
表1:实施例A1-A28的反应条件。Mn(PEI)是聚亚乙基亚胺的数均分子量。染料当量相对于PEI的氮原子数给出。
表2:实施例A1-A28的分析数据。比率n(染料)/n(NPEI)是聚合物结合的染料分子对聚合物中氮原子总数的比率
实施例 | M n (GPC-RI) | λ max (水) | 1 H NMR(D 2 O),δ(ppm) | n(染料)/n(N PEI ) |
A1 | - | 485nm | 7.9(m,2H),7.5(m,2H),6.9(m,2H),2.6-4.5(m,15H),DMSO-d6 | - |
A2 | 2937 | 490nm | 6.2-8.1(br,6H),2.6-4.1(br,13H) | 0.63 |
A3 | 1980 | 487nm | 6.7(br m,2H),7.3(br m,2H),7.8(br m,2H) | 0.16 |
A4 | 3506 | 495nm | 6.2-8.1(br,6H),2.2-4.9(br,13H) | 0.63 |
A5 | 3145 | 491nm | 7.7(m,2H),7.3(m,2H),6.8(m,1H),6.6(m,1H),2.6-4.1(br,14H) | 0.48 |
A6 | 3587 | 493nm | 7.5(m,2H),7.1(m,2H),6.5(m,2H),2.5-3.7(br,13H) | 0.61 |
A7 | 2491 | 486nm | 7.8(m,2H),7.3(m,2H),6.7(m,2H),2.6-4.1(br,13H) | 0.55 |
A8 | - | 485nm | 7.8(m,2H),7.3(m,2H),6.8(m,2H),2.8-3.9(br,24H) | 0.23 |
A9 | - | 488nm | 7.7(m,2H),7.1(m,2H),6.6(m,2H),2.5-3.9(br,49H) | 0.09 |
A10 | - | 494nm | 7.9(br,2H),7.3(br,2H),6.8(br,2H),4.0-2.6(br,51H) | 0.09 |
A11 | - | 520nm | - | |
A12 | - | 527nm | 7.8(m,1H),7.5-7.7(m,3H),7.15(m,1H),6.85(m,1H),4.1(m,6H),2.6-3.9(br,8H),3.3(s,3H) | - |
A13 | 3605 | 488nm | 6.5-7.5(br,4H),6.1(m,2H),1.9-3.6(br,13H) | 0.55 |
A14 | 4819 | 494nm | 7.7(m,2H),7.3(m,2H),6.7(m,2H),2.6-4.0(br,14H) | 0.51 |
A15 | 5240 | 485(水) | 7.5(m,2H),7.1(m,2H),6.5(m,2H),2.5-3.9(br,14H) | 0.48 |
A16 | - | 489nn | 7.9(m,2H),7.5(m,2H),6.8(m,2H),4.0(m,6H),2.3-3.5(br,17H),在MeOH-d4中 | 0.23 |
A17 | 5341 | 488nm | 7.5(m,2H),7.1(m,2H),6.4(m,2H),2.4-3.9(br,17H) | 0.4 |
A19 | - | 491nm | 7.6(m,2H),7.2(m,2H),6.6(m,2H),2.6-4.0(br,16H) | 0.4 |
A19 | 4670 | 7.0-8.1(br,4H),6.5(m,2H),2.4-3.9(br,17H) | 0.35 | |
A20 | 5548 | 486nm | 7.0-8.1(br,4H),6.5(m,2H),2.4-3.9(br,19H) | 0.32 |
A21 | 7264 | 490nm | 7.6(m,2H),7.2(m,2H),6.6(m,2H),2.5-4.0(br,17H) | 0.36 |
A22 | 11814 | 488nm | 7.6(m,2H),7.2(m,2H),6.5(m,2H),2.4-4.0(br, | 0.42 |
实施例 | M n (GPC-RI) | λ max (水) | 1 H NMR(D 2 O),δ(ppm) | n(染料)/n(N PEI ) |
16H) | ||||
A23 | 3259 | 452nm | 8.3(m,2H),7.5(m,6H),6.7(m,2H),4.0(m,3H),2.4-3.6(br,22H) | 0.33 |
A24 | - | 419nm | 8.5-6.9(br,10H),2.8-4.6(br,22H) | 0.27 |
A25 | - | 421nm | 8.5-7.0(br,10H),4.5-2(br,52H) | 0.1 |
A26 | - | 420nm | 8.5-7.0(br,10H),4.6-2.7(br,26H) | 0.2 |
A27 | - | 423nm | 8.2-7.1(br m,8H),6.7(br m,2H),4.0-3.2(br m,20H) | 0.28 |
A28 | - | 419nm | 8.4-6.9(br,10H),4.4(br,2H),3.5(s,3H),3.3(br,2H),2.8-2.3(br,53H),2.1(br,2H) | 0.08 |
部分B:基于聚硅氧烷
实施例A-29:
将4.75g氨基丙基封端的聚二甲基硅氧烷ABCR(0.005mol)悬浮在15ml异丙醇中并加入2.67g的2-(4-甲氧基-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓氯化物(偶氮染料A)。将反应混合物加热至55℃并保持24小时。冷却后,将反应混合物干燥,吸收在60ml氯仿中并用40ml水/乙酸洗涤3遍。
将有机相再次干燥,得到6g红色粉末(收率81%)。
在CD2Cl2中的NMR(ppm):7.7,br,2H;7.3,br,2H;6.8,br,2H;6.2,br,1H;3.9,s,6H;3.25,s,2H;1.7,br,2H;0.6,br,2H;0,br,62H
MeOH中的λmax=518mm
实施例A-30:
向7.5ml甲基氢硅氧烷-二甲基硅氧烷共聚物(methylhydrosiloxane-dimethylsiloxane copolymer)[68037-59-2](Gelest HMS301;MW(分子量)1900-2000,25-30mol% SiH,d=0.98;30mmol eq.(当量))在35ml甲苯中的溶液添加2.25ml烯丙胺(30mmol)和200μl在二甲苯中的1,3-二乙烯基-1,1,3,3-四甲基二硅氧烷铂(0)络合物(platinium(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complexe)[68478-92-2]。将反应混合物在55℃搅拌3天,然后蒸发至干燥,得到8.85g聚合物。
在DCM(二氯甲烷)中的MNR(ppm):2.5(t,2H);1.6(br,2H+);1.4(br,2H);0.4(t,2H)
实施例A-31:
将942mg聚硅氧烷A-30吸收在15ml异丙醇中,并与1.66g的2-(4-甲氧基-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓氯化物(偶氮染料A)在60℃反应16小时。在将异丙醇真空蒸发后,将反应混合物重新溶解在40ml DCM中(在超声波浴中处理2分钟)和40ml水中(在超声波浴中处理2分钟)。将乳液DCM/水放置过夜。使DCM相和水相分离,得到粘稠相(viscous phase),将粘稠相再次用DCM和水进行处理(与上面相同的操作)。然后将粘稠相吸收在10ml甲醇中并真空(1mbar)干燥,得到596mg红色固体。
NMR:在MeOH中的1H 7.8(m,2H),7.4(m,2H),6.7(m,2H),3.9(m,6H),3.2(m,MeOH+2H),1.65(m,2H),0(m,30H)
部分C:基于聚醚亚胺(polyetherimine)
实施例A-32:
聚(丙二醇)双(2-氨基丙基醚)(poly(propyleneglycol)bis(2-aminopropylether))与2-(4-甲氧基-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓氯化物的反应:
在14ml异丙醇中使2g(0.0044eq.mol/N)聚(丙二醇)双(2-氨基丙基醚)(来自Aldrich,CAS[9046-10-0],MW 456)与2.66g(0.01mol)2-(4-甲氧基-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓氯化物在55℃至80℃反应21小时。冷却后,将反应混合物蒸发至干燥,溶解在100ml二氯甲烷中并用25ml水和苏打(soda)洗涤3遍,在对有机相进行蒸发后,得到3.16g期望的红色聚合物(收率68%)。
DMSO中的NMR(ppm):7.4,br,1H;7.15,s,1H;6.6,br,1H;3.75,s,3H;3.2-3.7,br,10H;1.1,br,9H
MeOH中的λmax=503mm
实施例A-33:
聚(丙二醇)双(2-氨基丙基醚)与2-(2-氟-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓磺酸盐(2-(2-fluoro-phenylazo)-1,3-dimethyl-3H-imidazol-1-ium sulfonate)的反应:
在6ml乙腈中,使1g(0.0044eq.mol/N)聚(丙二醇)双(2-氨基丙基醚)(来自Aldrich,CAS[9046-10-0],MW 456)与1.92g(0.0044mol)2-(2-氟-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓磺酸盐在75℃反应24小时。冷却后,将反应混合物蒸发至干燥,溶解在70ml二氯甲烷中并用25ml水洗涤3遍,在将有机相蒸发后得到1.58g期望的紫色聚合物(收率67%)。
CH2Cl2中的NMR(ppm):9.3,br,1H;8,br,2H,7.65,d,1H;7.4,t,1H;6.7,br,1H;4.1,s,6H;3.1-3.8,br,23H;1.3,br,5H;0.9-1.1,br,18H
MeOH中的λmax=531mm
实施例A-34:
三羟甲基丙烷三[氨基封端的聚(丙二醇)]醚与2-(4-甲氧基-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓氯化物的反应:
在7ml异丙醇中,使1g(0.00631mol/N)三羟甲基丙烷三[氨基封端的聚(丙二醇)]醚(来自Aldrich,CAS[39423-51-3])与1.68g(0.00631mol)2-(4-甲氧基-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓氯化物在80℃反应24小时。
冷却后,将反应混合物蒸发至干燥,残余物溶解在70ml二氯甲烷中并用25ml水洗涤3遍,在将有机相蒸发后得到2.23g期望的红色聚合物(收率90%)。
在CD2Cl2中的NMR(ppm):7.6,br,3H;6.8,br,2H,6.5,br,2H;6.3,s,2H;2.6-3.9,br,25H;0.6-1.4,br,14H
MeOH中的λmax=518nm
实施例A-35
将0.5g甲基丙烯酸缩水甘油酯-丙烯酸丁酯共聚物(1.72mmol环氧当量)在1ml乙腈和4ml异丙醇中的悬浮液加热至65℃,直到所述聚合物已分散。
然后在40℃加入0.55g 2-(N,N′-4-[甲基-(2-甲氨基-乙基)-氨基]-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓氯化物(1.72mmol),并再次将反应混合物在60℃加热40小时。
冷却后,将反应混合物蒸发至干燥,吸收在盐水中并将聚合物萃取到二氯甲烷中。
滤掉白色的盐,将有机层蒸发并溶解在甲醇中。滤掉剩余固体并将溶液蒸发,得到1g暗红色粉末。
MeOD中的NMR(ppm):7.9,br,2H;7.5,s,2H;6.95,br,2H;4,br,12H;3.5-3.9,br,3H;3.1-3.3,br,6H(+MeOD);2.7,br,2H;2.5,br,2H;2.4,br,4H;1.6,br,3H;0.7-1.5,br,12H
实施例A-36:
将1.06g丙烯酸-丙烯酸丁酯共聚物(19.5%的二噁烷溶液(1.6mmol eq.COOH))稀释在5ml乙腈中。
加入0.5g N-乙基-N′-(3-二甲氨丙基)碳二亚胺(3.2mmol)并将反应混合物冷却至5℃。
在45分钟后,加入0.52g 2-(N,N′-4-[甲基-(2-甲氨基-乙基)-氨基]-苯偶氮基)-1,3-二甲基-3H-咪唑-1-鎓氯化物(1.6mmol)和0.48g吡啶(4.8mmol),然后将反应混合物在室温搅拌18小时。
在蒸发溶剂后,将所得到的粉末用乙酸乙酯洗涤并干燥,得到0.74g暗红色粉末。
MeOD中的NMR(ppm):7.8,br,2H;7.5,br,2H;6.9,br,2H;3.9,br,8H;3.6,br,4H;2.5-3.4,br,23H;0.7-2.0,br,16H
B.应用实施例:
将以下毛发类型用于应用实施例:
-1束淡黄色发缕(blonde hair tress)(原始的白色毛发(VIRGIN WhiteHair)),
-1束中度淡黄色发缕(middle blonde hair tress)(UNA-Europ.类型的毛发(UNA-Europ.nature hair),颜色为中度淡黄色),
-1束漂白的发缕(bleached hair tress)(UNA-Europ.类型的毛发,颜色为漂白过的白色(white bleached))。
染色溶液:
将0.1重量%的实施例A1至A28中所述的染料中的一种溶解在Plantaren水溶液(10重量%的Plantacare 200UP(ID:185971.5)中;用50%柠檬酸溶液或单乙醇胺溶液将pH调节至9.5)。对于一些实施例,使用不同的溶剂或溶剂混合物,所述溶剂或溶剂混合物在表3中给出。
根据以下操作对发缕进行染色:
将染色溶液直接施用至干毛发,在室温培养(incubated)20分钟,然后用自来水(tap water)(水温:37℃+/-1℃;水的流速:5-6l/min.)漂洗。然后在玻璃板上用纸巾(paper towel)将它压紧并在室温干燥过夜。
将两套发缕在相同的条件下进行染色以测定耐洗性(wash fastness)。将一套染色过的发缕用商品洗发剂(GOLDWELL definition Color & Highlights,色彩调理洗发剂(color-conditioner shampoo))用自来水(水温:37℃+/-1℃;流速:5-6l/min)进行洗涤,对于每束发缕,洗发剂用量为大约0.5g。最后,将发缕用自来水漂洗,用纸巾压紧,梳理并用毛发干燥器(hair dryer)干燥或在室温干燥。将该操作重复10遍。
然后,根据Industrial Organic Pigments(Herbst&Hunger,2nd ed.,p.61,Nr 10:DIN 54 001-8-1982,“Herstellung und Bewertung der Anderung derFarbe”,ISO 105-A02-1993),使用灰度等级(Grey Scale)对那套洗涤过的发缕相对于那套未洗涤的发缕的色彩损失(color loss)进行评定。
实施例B32:
将0.1%的式A-29化合物溶解在10%的非离子表面活性剂(Plantacare200UP,Henkel)溶液中,使用柠檬酸或单乙醇胺将溶液pH调节至9.5。在室温将该红色染色溶液施用在干毛发(两束淡黄色发缕、两束中度淡黄色发缕和两束受损发缕)上并静置20分钟。然后,将发缕用自来水漂洗,并干燥12小时。
部分BB:
实施例B33:
将0.1%的式A-31化合物溶解在10%的非离子表面活性剂(Plantacare200UP,Henkel)溶液中,使用柠檬酸或单乙醇胺将溶液pH调节至9.5。在室温将该红色染色溶液施用在干毛发(两束淡黄色发缕、两束中度淡黄色发缕和两束受损发缕)上并静置20分钟。然后,将发缕用自来水漂冼,并干燥12小时。
部分BB:
实施例B34-B36:
将0.1%的式A-32化合物、A-33化合物和A-34化合物分别溶解在10%的非离子表面活性剂(Plantacare 200UP,Henkel)溶液中,使用柠檬酸或单乙醇胺将溶液pH调节至9.5。在室温将该红色或紫色染色溶液施用在干毛发(两束淡黄色发缕、两束中度淡黄色发缕和两束受损发缕)上并静置20分钟。然后,将发缕用自来水漂冼,并干燥12小时。
实施例B60-B70:
将0.1%的式A-35化合物和A-36化合物分别溶解在10%的非离子表面活性剂(Plantacare 200UP,Henkel)溶液中,使用柠檬酸或单乙醇胺将溶液pH调节至9.5。
在室温将该红色或紫色染色溶液施用在干毛发(两束淡黄色发缕、两束中度淡黄色发缕和两束受损发缕)上并静置20分钟。
然后,将发缕用自来水漂洗,并干燥12小时。
化合物 | 毛发类型 | 颜色 | 强度 | 亮度 | 耐洗性 |
A-35 | 淡黄色 | 红色 | 良好 | 良好 | 3 |
中度淡黄色 | 红色 | 良好 | 良好 | 3 | |
漂白的 | 红色 | 良好 | 良好 | 3 | |
A-36 | 淡黄色 | 红色 | 良好 | 良好 | 3 |
中度淡黄色 | 红色 | 良好 | 良好 | 3-4 | |
漂白的 | 红色 | 良好 | 良好 | 3 |
聚合物染料混合物:
将具有下表中所示成分的染料乳液(pH=10.5)与1.5重量的9%过氧化氢溶液进行混合,并立即将混合物施用至褐色发缕。
成分 | 重量/重量% |
如表4、5和6中所述的染料的混合物 | x |
十六/十八醇(cetearyl alcohol) | 12.00 |
十六/十八醇聚氧乙烯(20)醚 | 4.50 |
失水山梨醇聚氧乙烯(20)醚硬脂酸酯(Polysorbate 60) | 2.30 |
自乳化型硬脂酸甘油酯(Glyceryl Stearate SE) | 2.00 |
失水山梨醇硬脂酸酯(Sorbitan Stearate) | 0.75 |
油基聚氧乙烯(5)醚 | 1.25 |
甘油三(辛酸/癸酸)酯 | 0.50 |
乙二胺四乙酸二钠 | 0.05 |
99%的单乙醇胺 | 0.90 |
29%的氢氧化铵 | 6.60 |
二羟丙基聚氧乙烯(5)亚油酰基氯化铵(Dihydroxypropyl PEG-5 LinoleammoniumChloride) | 0.50 |
20%的水解大豆蛋白 | 0.50 |
Fragrance Drom 847 735-Day at the Beach | 0.50 |
去离子水70℃ | 加至100.00 |
在30分钟之后,将所述发缕漂洗,用洗发剂清洗(shampooed),漂洗并干燥。染色发缕的颜色在表4中给出。
表4:两种聚合物染料的混合物
1)C=铜色,O=橙色,B=褐色,R=红色
表5:三种聚合物染料的混合物。
1)S=黑色,B=褐色
表6:聚合物染料和直接染料的混合物。
1)O=橙色,B=褐色,R=红色
实施例B58:
将含1%染料A16和下表中所示成分的染料乳液(pH=9.8)与相同重量的6%过氧化氢溶液进行混合,并将混合物立即施用至褐色发缕。
十六/十八醇(cetylstearylalcohol) | 11.00 |
油基聚氧乙烯(5)醚 | 5.0 |
油酸 | 2.5 |
硬脂酸单乙醇酰胺 | 2.5 |
椰油脂肪酸单乙醇酰胺(coco fatty acid monoethanolamide) | 2.5 |
月桂基硫酸钠 | 1.7 |
1,2-丙二醇 | 1.0 |
氯化铵 | 0.5 |
乙二胺四乙酸四钠盐 | 0.2 |
香料 | 0.4 |
玉米蛋白水解产物(corn protein hydrolysate) | 0.2 |
二氧化硅 | 0.1 |
在30分钟之后,将所述发缕漂洗,用洗发剂清洗,漂洗并干燥。所述发缕已经被染成红色。
实施例B59:
将含以下成分的染料乳液在室温施用30分钟以漂染人类毛发,并漂洗。
0.1%染料A16和
3.5%十六/十八醇
1.0%十六/十八醇聚氧乙烯(30)醚(Ceteareth 30)
0.5%二硬脂酸乙二醇酯
3.0%硬脂酰基二乙醇胺
1.0%N-油酰胺基乙基-N-羟基乙基氨基-2-羟基丙基磺酸钠(sodiumOleoamphohydroxypropyl Sulfonate)
0.5%聚(二甲基二烯丙基氯化铵)(Polyquaternium-6)和
加至100%的水
结果是具有良好坚牢度的红色染色。
实施例B60:
将含下表所示成分的染料乳液在室温施用至中度淡黄色人类毛发30分钟,并漂洗。
十六/十八醇 | 12.000 |
十六/十八醇聚氧乙烯(25)醚 | 5.000 |
自乳化型硬脂酸甘油酯 | 2.500 |
二硬脂酸乙二醇酯 | 0.500 |
失水山梨醇聚氧乙烯(20)醚硬脂酸酯 | 0.500 |
油基聚氧乙烯(10)醚 | 2.000 |
辛酸十六/十八烷酯(Cetearyl Octanoate) | 0.750 |
70℃的去离子水 | 72.400 |
乙二胺四乙酸二钠 | 0.050 |
化合物A1 | 0.900 |
99%的单乙醇胺 | 1.000 |
20%的水解的小麦蛋白质 | 1.000 |
99%的单乙醇胺 | ~0.900 |
Fragrance Drom 854 148 Linden Blossom | 0.500 |
pH值:9.90-10.40 |
结果是具有良好坚牢度的红色染色。
实施例B61:
在混合碗(mixing bowl)或涂抹器瓶(applicator bottle)中将60ml部分A、60ml部分B和3ml部分C进行混合,并将混合物立即施用至褐色发缕。在30分钟之后,将发缕漂洗,用洗发剂清洗,漂洗并干燥。发缕已经被染成了深红色(intensive red)。
色调:纯红 | ||
成分 | 重量/重量% | |
部分A | 室温的去离子水 | 20.00 |
亚硫酸钠 | 0.60 | |
乙二胺四乙酸二钠 | 0.05 | |
30%的椰油酰胺基丙基甜菜碱(cocamidopropyl Betaine) | 4.00 | |
丙二醇 | 2.50 | |
99%的单乙醇胺 | 1.00 | |
对甲苯二胺硫酸盐(Toluene-2,5-Diamine Sulfate) | 0.25 | |
对氨基苯酚 | 0.50 | |
4-氨基-2-羟基甲苯 | 0.70 | |
2-甲基-5-羟乙氨基苯酚 | 0.50 | |
2-氨基-4-羟乙氨基茴香醚硫酸盐(2-Amino-4-HydroxyethylAA Sulfate) | 0.10 | |
异抗坏血酸 | 0.40 | |
室温的去离子水 | 43.55 | |
羟乙基纤维素-Natrosol 250HHR CG | 0.75 | |
室温的去离子水 | 10.00 | |
异丙醇 | 8.00 |
色调:纯红 | ||
成分 | 重量/重量% | |
油基聚氧乙烯(10)醚 | 1.00 | |
油酸 | 1.10 | |
乳酰基单乙醇胺 | 1.00 | |
Fragrance Drom 837 375 Tropical Fever | 0.50 | |
二羟丙基聚氧乙烯(5)基亚油酰基氯化铵 | 0.50 | |
水解大豆蛋白 | 0.50 | |
99%的单乙醇胺 | ~2.50 | |
总共: | 100.00 | |
部分B: | 室温的去离子水 | 80.50 |
显色剂6% | 磷酸二钠 | 0.15 |
Salcare SC80 | 5.00 | |
99%的甘油 | 1.00 | |
27%的月桂基聚氧乙烯醚硫酸钠 | 1.00 | |
60%的羟基亚乙基二膦酸 | ~0.35 | |
50%的过氧化氢 | 12.00 | |
总共: | 100.00 | |
部分C | 成分 | 重量/重量% |
室温的去离子水 | 97.18 | |
化合物A16 | 1.00 | |
总共: | 100.00 |
实施例B62:
将含1%染料A16和下表中所示成分的染料乳液(pH10.5)与1.5重量的9%过氧化氢溶液进行混合,并将混合物立即施用至褐色发缕。
成分 | 重量/重量% |
十六/十八醇 | 12.00 |
十六/十八醇聚氧乙烯(20)醚(Ceteareth-20) | 4.50 |
失水山梨醇聚氧乙烯(20)醚硬脂酸酯 | 2.30 |
自乳化型硬脂酸甘油酯 | 2.00 |
失水山梨醇硬脂酸酯 | 0.75 |
油基聚氧乙烯(5)醚 | 1.25 |
甘油三(辛酸/癸酸)酯 | 0.50 |
70℃的去离子水 | 66.65 |
乙二胺四乙酸二钠 | 0.05 |
99%的单乙醇胺 | 0.90 |
29%的氢氧化铵 | 6.60 |
二羟丙基聚氧乙烯(5)基亚油酰基氯化铵 | 0.50 |
20%的水解大豆蛋白 | 0.50 |
Fragrance Drom 847 735-Day at the Beach | 0.50 |
总共: | 100.00 |
在30分钟之后,将发缕漂洗,用洗发剂清洗,漂洗并干燥。发缕已经被染成了深红色。
实施例B63:
将含1%染料A16和下表中所示成分的染料乳液在室温施用至淡黄色人类毛发30分钟,并漂洗。
成分 | 重量/重量% |
室温的去离子水 | 64.68 |
丙烯酸酯/丙烯酸C10-30烷基酯交联聚合物 | 0.55 |
25%的氢氧化钠 | 0.03 |
二甲基二羟甲基乙内酰脲(DMDM Hydantoin) | 0.50 |
32%的N-椰油酰胺基乙基-N-羟基乙基氨基乙酸钠(SodiumCocoamphoacetate) | 15.00 |
30%的椰油酰胺基丙基甜菜碱 | 3.00 |
癸基葡糖苷(Decyl Glucoside) | 3.00 |
丙烯酰胺和二甲基二烯丙基氯化铵制的聚季铵盐(Polyquaternium-7) | 0.50 |
聚氧乙烯(15)共聚胺(PEG-15 Copolyamine) | 0.50 |
聚氧乙烯(75)羊毛脂(PEG-75 Lanolin) | 0.50 |
室温的去离子水 | 10.00 |
乙二胺四乙酸二钠 | 0.05 |
碱性橙31(Basic Orange 31) | 0.08 |
碱性黄87(Basic Yellow 87) | 0.01 |
碱性红51(Basic Red 51) | 0.01 |
聚氧乙烯(40)氢化蓖麻油 | 0.95 |
Fragrance Drom 837 375 Tropical Fever | 0.45 |
25%的柠檬酸溶液 | ~0.20 |
总共: | 100.00 |
结果是具有良好坚牢度的非常漂亮的鲜红色(vibrant red)染色。
实施例B64:
用洗发剂清洗淡黄色发缕,所述洗发剂包含0.1%染料A16和下表中所示成分。
PEG-5月桂基柠檬酸磺基琥珀酸二钠(Disodium PEG-5 LaurylcitrateSulfosuccinate),月桂基聚氧乙烯醚硫酸钠(Sodium Laureth Sulfate) | 8.25% |
N-椰油酰胺基乙基-N-羟基乙基氨基乙酸钠 | 20.9% |
甲氧基PEG(7)/PPG(3)氨基丙基二甲聚硅氧烷(Methoxy PEG/PPG-7/3Aminopropyl Dimethicone) | 0.5% |
羟丙基瓜尔豆胶,羟丙基三甲基氯化铵 | 0.3% |
聚氧乙烯(200)氢化甘油醚棕榈酸酯(PEG-200 Hydrogenated GlycerylPalmate);聚氧乙烯(7)甘油醚椰油酸酯 | 2.5% |
二硬脂酸聚乙二醇(150)酯 | 0.5% |
柠檬酸(30%) | 2.2% |
香料;防腐剂 | 适量 |
水 | 加至100% |
在5分钟之后,将发缕漂洗并干燥。发缕已经被染成了红色。
实施例B65:
将含0.1%染料A16和下表中所示成分的调理剂施用至用洗发剂清洗过的淡黄色发缕。
鲸蜡醇 | 3.00% |
十六/十八醇聚氧乙烯(25)醚 | 0.50% |
二硬脂基二甲基氯化铵 | 1.00% |
季铵-80(Quaternium-80) | 0.50% |
柠檬酸 | 加至pH=5 |
香料;防腐剂 | 适量 |
水 | 加至100% |
在15分钟之后,将发缕漂洗并干燥。
发缕已经被染成了红色。
实施例B66:
将含0.1%染料A16和下表中所示成分的调理剂施用至用洗发剂清洗过的淡黄色发缕。
鲸蜡醇 | 3.00% |
十六/十八醇聚氧乙烯(20)醚 | 0.50% |
羟丙基瓜尔豆胶,羟丙基三甲基氯化铵 | 1.00% |
季铵-80 | 0.50% |
柠檬酸 | 加至pH=5 |
2-氰基-3,3-二苯基丙烯酸-2-乙基己酯(Octocrylene) | 0.1 |
丁基甲氧基二苯甲酰甲烷(Butyl Methoxybibenzoylmethane) | 0.1 |
香料;防腐剂 | 适量 |
水 | 加至100% |
在15分钟之后,将发缕漂洗并干燥。
发缕已经被染成了红色。
实施例B66:
将含0.1%染料A16和下表中所示成分的调理剂施用至清洗过的淡黄色发缕。
十六/十八醇,十六/十八烷基硫酸钠 | 3.00% |
十六/十八醇聚氧乙烯(25)醚 | 0.50% |
二硬脂基二甲基氯化铵 | 1.00% |
季铵-80 | 0.50% |
柠檬酸 | 加至pH=5 |
樟脑苯甲烃铵甲硫酸盐(Camphor Benzalkonium Methosulfate) | 0.1 |
水杨酸乙酯 | 0.1 |
香料;防腐剂 | 适量 |
水 | 加至100% |
在15分钟之后,将发缕漂洗并干燥。
发缕已经被染成了红色。
实施例B67:
将含0.1%染料A16和下表中所示成分的调理剂施用至用洗发剂清洗过的淡黄色发缕。
鲸蜡醇 | 3.00% |
十六/十八醇聚氧乙烯(25)醚 | 0.50% |
二硬脂基二甲基氯化铵 | 1.00% |
季铵-80 | 0.50% |
柠檬酸 | 加至pH=5 |
聚二甲基硅氧烷 | 0.9 |
苯基三甲基硅氧烷,硅酮季铵-15(Silicone Quaternium-15),月桂基聚氧乙烯(4)醚(Polysil 1849) | 2.5 |
聚硅酮-15(Polysilicone-15) | 0.8 |
香料;防腐剂 | 适量 |
水 | 加至100% |
在15分钟之后,将发缕漂洗并干燥。
发缕已经被染成了红色。
实施例B68:
将含以下成分的染料乳液在室温施用至漂白的人类毛发30分钟,并漂洗。
0.1%染料A16和
3.5%十六/十八醇
1.0%十六/十八醇聚氧乙烯(80)醚(Ceteareth 80)
0.5%二硬脂酸乙二醇酯
3.0%硬脂酰基二乙醇胺
1.0%N-油酰胺基乙基-N-羟基乙基氨基-2-羟基丙基磺酸钠
0.5%聚(二甲基二烯丙基氯化铵)
0.2%二苯乙烯基联苯二磺酸二钠(Disodium distyrylbiphenyl disulfonate)和
加至100%的水
结果是具有良好坚牢度的红色染色。
Claims (9)
2.如权利要求1所述的聚合物染料,其中所述有机染料选自亚肼甲碱染料、部花青染料和苯乙烯基染料。
3.如权利要求1所述的聚合物染料,其中所述聚合物染料的分子量为400至5000。
4.一种组合物,其包含如权利要求1中所定义的式(2)或(3)中的至少一种化合物。
5.如权利要求4所述的组合物,其还包含至少一种单独的其它直接染料和/或氧化剂。
6.一种洗发剂、调理剂、凝胶或乳液,其包含如权利要求4或5所述的组合物。
7.对含角蛋白的纤维进行染色的方法,其包括用如权利要求1所述的式(2)或(3)中的至少一种化合物对所述含角蛋白的纤维进行处理。
8.如权利要求7所述的对含角蛋白的纤维进行染色的方法,其包括用如权利要求1中所定义的式(2)或(3)中的至少一种化合物和氧化剂和任选的其它直接染料对所述含角蛋白的纤维进行处理。
9.如权利要求7所述的对含角蛋白的纤维进行染色的方法,其中所述含角蛋白的纤维是人类毛发。
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EP06117348 | 2006-07-18 | ||
EP06117348.0 | 2006-07-18 | ||
PCT/EP2007/056945 WO2008009579A1 (en) | 2006-07-18 | 2007-07-09 | Polymeric hair dyes |
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CN101517008A CN101517008A (zh) | 2009-08-26 |
CN101517008B true CN101517008B (zh) | 2014-03-19 |
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CN200780034547.1A Expired - Fee Related CN101517008B (zh) | 2006-07-18 | 2007-07-09 | 聚合物毛发染料 |
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US (1) | US7731761B2 (zh) |
EP (1) | EP2044158B1 (zh) |
JP (1) | JP5439175B2 (zh) |
KR (1) | KR101454698B1 (zh) |
CN (1) | CN101517008B (zh) |
AT (1) | ATE534709T1 (zh) |
BR (1) | BRPI0714338B1 (zh) |
ES (1) | ES2377146T3 (zh) |
MX (1) | MX2009000563A (zh) |
TW (1) | TW200821361A (zh) |
WO (1) | WO2008009579A1 (zh) |
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US7976585B2 (en) * | 2007-05-11 | 2011-07-12 | BASF SE Ludwigshafen | Polymeric dyes |
WO2008138727A1 (en) * | 2007-05-11 | 2008-11-20 | Basf Se | Functionalized nanoparticles |
WO2009090121A1 (en) * | 2008-01-17 | 2009-07-23 | Basf Se | Polymeric hair dyes |
DE102008004974A1 (de) * | 2008-01-17 | 2009-07-23 | Beiersdorf Ag | Verwendung polymerer Haarfärbemittel |
KR101614168B1 (ko) * | 2008-01-17 | 2016-04-20 | 바스프 에스이 | 청색 중합체성 모발 염료 |
US8118882B2 (en) | 2008-01-17 | 2012-02-21 | Basf Se | Polymeric hair dyes |
US8097045B2 (en) | 2008-01-17 | 2012-01-17 | Basf Se | Polymeric hair dyes |
BRPI0923091B1 (pt) | 2008-12-15 | 2018-11-21 | Basf Se | corante polimérico,composição,e, método para tingir material orgânico |
EP2406327B1 (en) | 2009-03-12 | 2013-08-14 | Unilever PLC | Dye-polymers formulations |
WO2010148624A1 (en) | 2009-06-26 | 2010-12-29 | Unilever Plc | Dye polymers |
TW201116595A (en) * | 2009-07-15 | 2011-05-16 | Basf Se | Polymeric hair dyes |
EP2335684A1 (en) * | 2009-12-18 | 2011-06-22 | KPSS-Kao Professional Salon Services GmbH | Conditioning composition for hair |
EA201290926A1 (ru) * | 2010-03-19 | 2013-08-30 | Унилевер Н.В. | Композиция для ухода за волосами и способ окрашивания волос |
EA201290927A1 (ru) | 2010-03-19 | 2013-02-28 | Унилевер Н.В. | Композиция |
WO2011113249A1 (en) | 2010-03-19 | 2011-09-22 | Unilever Plc | Method of treating hair |
CN102906199B (zh) | 2010-05-25 | 2014-06-25 | 锡克拜控股有限公司 | 聚合物结合的苝染料以及包含它的组合物 |
WO2012022709A1 (en) * | 2010-08-17 | 2012-02-23 | Basf Se | Disulfide or thiol polymeric hair dyes |
WO2012119811A2 (en) | 2011-03-10 | 2012-09-13 | Unilever Plc | Composition |
CN103429670B (zh) | 2011-03-10 | 2016-01-27 | 荷兰联合利华有限公司 | 染料聚合物 |
EP2683353A2 (en) | 2011-03-10 | 2014-01-15 | Unilever PLC, a company registered in England and Wales under company no. 41424 | Composition |
WO2012126987A1 (en) | 2011-03-23 | 2012-09-27 | Unilever Plc | Peptide-based hair colorants |
AR086509A1 (es) | 2011-05-25 | 2013-12-18 | Sicpa Holding Sa | Tintes de quaterrileno y/o terrileno unidos a polimeros y composiciones que los contienen |
CN103998541B (zh) | 2011-11-10 | 2015-11-25 | 锡克拜控股有限公司 | 具有含氮取代基的键合聚合物的多环芳烃 |
SG11201401747XA (en) | 2011-11-23 | 2014-07-30 | Sicpa Holding Sa | POLYCYCLIC AROMATIC COMPOUNDS CONTAINING AN S ATOM OR S(=0)<sb>2</sb> GROUP AND THEIR USE AS DYES |
EP3015134B1 (en) * | 2014-10-29 | 2020-08-26 | Noxell Corporation | Hair colouration with a cationic coloured polymer, method and kit thereof |
EP3015135B1 (en) | 2014-10-29 | 2020-09-09 | Noxell Corporation | Hair colouration with a cationic or anionic coloured polymer, method and kit thereof |
US9670318B2 (en) | 2015-05-28 | 2017-06-06 | Miltenyi Biotec Gmbh | Bright fluorochromes based on multimerization of fluorescent dyes |
EP3098269B1 (en) * | 2015-05-28 | 2022-04-06 | Miltenyi Biotec B.V. & Co. KG | Bright fluorochromes based on multimerization of fluorescent dyes on branched polyether scaffolds |
US10994156B2 (en) | 2017-02-27 | 2021-05-04 | Farouk Systems, Inc. | Hair dye and methods of using the same |
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- 2007-07-09 AT AT07787222T patent/ATE534709T1/de active
- 2007-07-09 ES ES07787222T patent/ES2377146T3/es active Active
- 2007-07-09 US US12/309,300 patent/US7731761B2/en active Active
- 2007-07-09 BR BRPI0714338A patent/BRPI0714338B1/pt not_active IP Right Cessation
- 2007-07-09 JP JP2009519922A patent/JP5439175B2/ja not_active Expired - Fee Related
- 2007-07-09 MX MX2009000563A patent/MX2009000563A/es active IP Right Grant
- 2007-07-09 KR KR1020097000900A patent/KR101454698B1/ko active IP Right Grant
- 2007-07-09 WO PCT/EP2007/056945 patent/WO2008009579A1/en active Application Filing
- 2007-07-09 EP EP07787222A patent/EP2044158B1/en active Active
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Also Published As
Publication number | Publication date |
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US7731761B2 (en) | 2010-06-08 |
JP2009543914A (ja) | 2009-12-10 |
EP2044158A1 (en) | 2009-04-08 |
TW200821361A (en) | 2008-05-16 |
JP5439175B2 (ja) | 2014-03-12 |
MX2009000563A (es) | 2009-01-27 |
KR20090028773A (ko) | 2009-03-19 |
ATE534709T1 (de) | 2011-12-15 |
WO2008009579A1 (en) | 2008-01-24 |
ES2377146T3 (es) | 2012-03-22 |
KR101454698B1 (ko) | 2014-10-27 |
EP2044158B1 (en) | 2011-11-23 |
BRPI0714338A2 (pt) | 2013-03-05 |
CN101517008A (zh) | 2009-08-26 |
BRPI0714338B1 (pt) | 2017-05-16 |
US20090255063A1 (en) | 2009-10-15 |
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