CN101502479B - 聚合物染发剂的用途 - Google Patents
聚合物染发剂的用途 Download PDFInfo
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- CN101502479B CN101502479B CN2009100055427A CN200910005542A CN101502479B CN 101502479 B CN101502479 B CN 101502479B CN 2009100055427 A CN2009100055427 A CN 2009100055427A CN 200910005542 A CN200910005542 A CN 200910005542A CN 101502479 B CN101502479 B CN 101502479B
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- hair
- independently
- cosmetic product
- copolymer
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
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Abstract
Description
技术领域
本发明涉及一种新型聚合物染料和包含这种化合物的组合物,它们的制备方法和用于有机材料例如含角蛋白的纤维、羊毛、皮革、丝绸、纤维素或聚酰胺染色的用途。
背景技术
在上个世纪人类就在染发了。从合成染料出现以来,越来越多的人开始染发。目前据估计在工业国家4/10的妇女都染发。男人也染发。
合成的染发剂可以是直接上染的(direktziehend)暂时性、直接上染的半持久性或持久性染发剂。
直接上染的暂时性染发剂可以再洗掉。
半持久性染发剂应该能经受多次洗发。两种产物组都应用直接上染的染料,染料的区别在于对毛发的亲合性不同。使用的是硝基亚苯基二胺或硝基氨基(amono)苯酚以及偶氮或醌亚胺染料
持久性染发剂在毛发上通过化学反应,大多数通过氧化或氧化偶联而形成。
染黄制剂(Blondiermittel)也属于染发剂。这种染发剂包含例如H2O2、过氧化脲或过氧化蜜胺。
所有这些合成染发剂具有缺点。通常使用生理学上不相容的物质或组分。许多产物至少被怀疑引起搔痒、过敏性反应或其它不相容性。这种产物的应用更多地是复杂和需要专业人士(Profis)。此外,应用程序通常是繁琐和费时间的。
发明内容
通过本发明来弥补现有技术的缺陷。本发明包括根据通式1至7的化合物中至少一种在化装用品中用于毛发,特别是用于人头发、眉毛、睫毛、体毛和/或胡须染色的用途。已知的用于眉毛和睫毛染色的方法具有缺点,即化学反应直接在敏感的眼睛附近进行。利用本发明的染色剂可以在没有这些缺点的情况下实现对眉毛和睫毛浓重和保持长久的染色。
染料也可以用在配方中,所述配方保留在睫毛上并且由此实现染色效应。出于所述目的,染料优选与其它修饰性化妆品常用的染料和颜料组合使用。由于不刺激(schonend)的染色过程,根据本发明的染色剂特别好地适用于体毛例如私处毛发、胸毛、腋毛以及胡须的染色。
通过下列方法实现特别浓重和光亮的色彩结果,即通过在第一方法步骤中用增亮剂处理毛发,在1分钟至60分钟,优选30分钟至40分钟的作用时间之后冲洗,随后用包含一种或更多种根据本发明的染料的制剂来处理毛发。
优选额外包含直接染料。本发明的染料特别适合与化妆品中已知的直接染料组合。阳离子染料特别适用于此,但中性和阴离子染料也可以与根据本发明的染料组合。
优选额外包含氧化性染料。氧化性毛发染料通常具有缺点,即不是所有的颜色类型(Farbrichtung)都可以以良好的强度、耐洗性和耐光坚牢度染色。为了补偿这种不足,氧化性毛发染料通常与直接上染的染料组合。由于其出色的耐洗性和耐光坚牢度,根据本发明的染料特别适合与氧化性染料组合。根据本发明的染料既可以存在于氧化性配方中,也可以存在于在应用前直接混入的第二配方中。
优选额外包含颜料。优选额外包含碱性增量剂(Streckmittel)。根据本发明的染料还可以在碱性增量剂中使用,例如通常用在***头(Afro-Haar)中。
优选额外包含增亮剂。此外还发现,通过将包含一种或更多种根据本发明的染料的制剂在应用前与毛发增亮剂混合,可以实现特别光亮和浓重的色彩结果。所述增亮剂可以包含氧化剂例如过氧化氢或过二硫酸的碱金属盐、铵盐或碱土金属盐。
本发明的染料还可以直接用在包含氧化剂的化妆用制剂中。在此所述制剂是凝胶、乳剂、膏或粉末状配制剂。在重复应用之后才显示明显效果的染色剂是对使用者特别友好和低风险的。这特别对遮盖灰白头发有效。由于其高耐洗性和不刺激的染色方法,根据本发明的染料出色地适用于这种应用。
优选额外包含还原性卷发剂(Wellmittel)。人们常常期望颜色改变和毛发形状的改变同时存在。常见的是在第一方法步骤中应用还原性(reduzierend)卷发剂并且在第二步骤中涂敷氧化性毛发染料。这种方法具有的缺点是作用时间延长。本发明的染料可以已经用在卷发剂中,从而省去额外的作用时间。所述方法同样适用于卷发的整平(Glaetten)。本发明包括一种应用,其中所述产物作为凝胶、乳剂、膏或粉末状制剂存在。本发明的染料可以用在所有适用于改变毛发颜色的配制剂类型中。属于此的是乳剂、凝胶、洗发剂、手按泵型泡沫、气溶胶型泡沫、粉末、乳液、毛发滋补水以及睫毛膏。
本发明还包括一种用途,其中所述产物被包装在管、瓶、袋、罐中。根据本发明的染发剂可以填充到管、瓶、袋、罐中。
特别适合的是应用辅助手段,其可以配备在各个包装中并且可以让使用者简便、可靠和均匀地涂敷染发剂。属于此的是涂敷用尖端、梳子、刷子和海绵。
如果根据本发明的染色剂应该在应用前与第二种化妆用制剂混合,那么具有两个室的包装手段是特别适合的,所述包装手段的内容物可以分开按剂量分配或者在取出时在混合装置中混合。
根据本发明的染色剂还可以使用自动或手动的颜色分配器。已知名称为Sempre毛发颜色混合器(Sempre Hair Color Mix)是用于氧化性染发剂的这种仪器。这种分配器拥有一个或更多个容器,其中填充了具有一种或不同种色调的染色剂。另外,还可以在一个或更多个这种容器中填充可以增亮毛发的化妆用制剂。随后可以利用所述分配器将期望量的染色剂和可能的增亮制剂按剂量分配到单独的容器中。通过混合在该单独的容器中制备随时应用的染色剂。
本发明还包括用于毛发染色的方法,包括下列步骤:
(a)用增亮剂处理毛发,
(b)需要的话用还原性卷发剂处理毛发,
(c)用上述化装用品之一处理毛发。
本发明另外涉及新型聚合物染料和包含这种化合物的组合物,它们的制备方法和用于将有机材料例如含角蛋白的纤维、羊毛、皮革、丝绸、纤维素或聚酰胺染色的用途。
众所周知,阳离子化合物对带负电荷的毛发具有良好的亲合性。利用这种特性使毛发既与小分子,又与聚合物接触。
例如在US 4,228,259、US 4,182,612或FR 2 456 764中已经公开了将多种阳离子聚合物染料用作人类毛发的染色剂。这些文献教导,聚合物单元携带阳离子电荷。
出乎意料地发现,可以利用染料单元中存在阳离子电荷的聚合物毛发染料达到非常良好的染色结果。
本发明因此涉及下列通式的聚合物染料:
其中
A和B互相独立地表示聚合物链;
X1和X2互相独立地表示选自-C1-C10亚烷基;-C2-C12亚烯基-;-C5-C10环亚烷基-;-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)或直接键的连接基团;R1和R2互相独立地表示氢或者未取代或取代的、直链或分支的、单环或多环的、间断或不间断的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互相独立地表示有机染料的残基或氢,其中基团Y1和Y2中的至少一个是有机染料的残基;
An1、An2和An3互相独立地表示阴离子;
a和b互相独立地表示1至3的数字;
m是0至1000的数字;
n是0至1000的数字;
p是1至1000的数字;
其中m+n+p的和≥3。
C1-C14烷基例如是甲基、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烯基例如是烯丙基、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、正十二-2-烯基、异十二烯基、正十二-2-烯基或正十八-4-烯基。
C6-C10芳基例如是苯基或萘基。
C1-C10亚烷基例如是亚甲基、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、3-亚戊基、2,2’-二甲基亚丙基、环亚戊基、环亚己基、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。
在通式(1a)、(1b)和(1c)中:
Y1和Y2互相独立地优选选自下组:蒽醌、吖啶、偶氮、偶氮甲碱、氢化偶氮甲碱、三苯甲烷、苯并二呋喃、香豆素、二酮吡咯并吡咯、二噁嗪、二苯基甲烷、甲臢(formazan)、靛蓝类染料、靛酚、萘酰亚胺、萘醌、硝基芳基、部花青、次甲基、噁嗪、紫环酮(Perinon)、苝、芘醌、酞菁、吩嗪、Chinonimin、喹吖酮、Chinophthalon、苯乙烯基、芪、氧杂蒽、噻嗪和噻吨染料。
Y1和Y2特别优选互相独立地选自:偶氮、偶氮甲碱、氢化偶氮甲碱、部花青、次甲基和苯乙烯基染料。
最优选Y1和Y2具有相同的含义。
在通式(1a)、(1b)和(1c)中:
A和B互相独立地选自单烯烃和二烯烃的聚合物;单烯烃和二烯烃的聚合物的混合物;单烯烃和二烯烃彼此的或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);由乙烯基芳族单体衍生的芳香族均聚物和共聚物;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和它们的混合物;乙烯基芳族单体的接枝共聚物;含卤素的聚合物;由α,β-不饱和酸及其衍生物衍生的聚合物;由α,β-不饱和酸及其衍生物与其它不饱和单体衍生的共聚物;由不饱和醇和胺或酰基衍生物或缩醛衍生的聚合物;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;一方面由羟基封端的聚醚、聚酯或聚丁二烯和另一方面由脂肪族或芳香族聚异氰酸酯衍生的聚氨酯,以及其前体;由二胺和二羧酸和/或氨基羧酸或相应的内酰胺衍生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、聚乙内酰脲和聚苯并咪唑;由二羧酸和二醇和/或羟基羧酸或相应的内酯衍生的聚酯;聚碳酸酯和聚酯碳酸酯;聚酮;聚砜、聚醚砜和聚醚酮;一方面由醛和另一方面由酚、脲和蜜胺衍生的交联聚合物;聚硅氧烷;天然聚合物和上述聚合物的混合物。
单烯烃和二烯烃的聚合物的实例是聚丙烯、聚异丁烯、聚丁-1-烯、聚-4-甲基戊-1-烯、聚乙烯基环己烷、聚异戊二烯或聚丁二烯,以及环烯烃的聚合物,例如环戊烯或降冰片烯、聚乙烯(任选地可以是交联的),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)、线性低密度聚乙烯(LLDPE)、(VLDPE)和(ULDPE)。
聚烯烃,即前面段落中举例提到的单烯烃的聚合物,优选聚乙烯和聚丙烯,可以通过不同的方法制备,特别是通过下列方法:
a)自由基聚合(通常在高压和升高的温度下)
b)在应用催化剂的情况下进行的催化聚合,所述催化剂通常包含一种或更多种元素周期表第四副族、第五副族、第六副族或第八族的金属。这些金属一般可以具有一个或更多个配体,典型地可以是π配位或σ配位的氧化物、卤化物、醇化物、酯、醚、胺、烷基、烯基和/或芳基。这种金属配合物可以以游离形式存在或者固定在载体上,典型地固定在活性氯化镁、氯化钛(III)、氧化铝或氧化硅上。这种催化剂在聚合反应介质中可以是溶解性或非溶解性的。所述催化剂在聚合时可以单独应用,或者可以使用其它活化剂,典型的是烷基金属、金属氢化物、金属烷基卤化物、金属烷基氧化物或金属烷基噁烷(Metallalkyloxane),其中所述金属涉及元素周期表中第一主族、第二主族和/或第三主族的元素。所述活化剂可以按照目的通过其它酯、醚、胺或甲硅烷基醚基团改性。这种催化剂体系通常被称为Phillips催化剂、Standard Oil Indiana催化剂、Ziegler-(Natta)催化剂、TNZ-(DuPont)催化剂或者茂金属催化剂或单中心催化剂(Single Site Catalysts(SSC))。
上面提到的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(例如PP/HDPE、PP/LDPE)的混合物和不同类型聚乙烯(例如LDPE/HDPE)的混合物。
单烯烃和二烯烃彼此或者与其它乙烯基单体的共聚物的实例是乙烯丙烯共聚物、线性低密度聚乙烯(LLDPE)和与低密度聚乙烯(LDPE)、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(例如乙烯降冰片烯如COC)、乙烯-1-烯烃共聚物、其中1-烯烃在原位生成;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、二聚环戊二烯或亚乙基降冰片烯的三元共聚物,和这些共聚物彼此的混合物以及这些共聚物与上述聚合物,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的混合物,和交替或无规聚亚烷基一氧化碳共聚物和它们与其它聚合物,例如聚酰胺的混合物。
上述均聚物和共聚物可以具有任意空间结构,包括间规的、等规的、半等规的或无规的空间结构;其中优选无规聚合物。同样包括立体嵌段聚合物。
由包括苯乙烯在内的乙烯基芳族单体衍生的芳香族均聚物和共聚物的实例是α-甲基苯乙烯,乙烯基甲苯的所有同分异构体,特别是对乙烯基甲苯,乙基苯乙烯、丙基苯乙烯、乙烯基联苯、乙烯基萘和乙烯基蒽的所有同分异构体,以及它们的混合物。均聚物和共聚物可以具有任意空间结构,包括间规的、等规的、半等规的或无规的空间结构,其中优选无规聚合物。同样包括立体嵌段聚合物。
包括上述乙烯基芳族单体和选自乙烯、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和它们的混合物的共聚单体的共聚物实例是,例如苯乙烯-丁二烯、苯乙烯-丙烯腈、苯乙烯-乙烯(共聚体)、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;苯乙烯-共聚物和其它聚合物构成的具有高冲击韧度的混合物,例如聚丙烯酸酯、二烯聚合物或乙烯丙烯二烯三元聚合物和苯乙烯的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。
通过氢化上面提到的聚合物获得的氢化芳香族聚合物,特别包括聚环己基乙烯(PCHE),它们通过氢化无规聚苯乙烯制备并且通常被称为聚乙烯环己烷(PVCH)。
均聚物和共聚物可以具有任意空间结构,包括间规的、等规的、半等规的或无规的空间结构;其中优选无规聚合物。同样包括立体嵌段聚合物。
乙烯基芳族单体的接枝共聚物的实例是苯乙烯或α甲基苯乙烯,例如聚丁二烯共聚物上的苯乙烯,聚丁二烯苯乙烯共聚物或聚丁二烯丙烯腈共聚物上的苯乙烯;聚丁二烯上的苯乙烯和丙烯腈(或甲基丙烯腈);聚丁二烯上的苯乙烯、丙烯腈和甲基丙烯酸甲酯;聚丁二烯上的苯乙烯和马来酸酐;聚丁二烯上的苯乙烯、丙烯腈和马来酸酐或马来酰亚胺;聚丁二烯上的苯乙烯和马来酰亚胺;聚丁二烯上的苯乙烯和丙烯酸烷基酯或甲基丙烯酸酯;乙烯丙烯二烯三元聚合物上的苯乙烯和丙烯腈;聚丙烯酸烷基酯或聚甲基丙烯酸烷基酯上的苯乙烯和丙烯腈;丙烯酸酯丁二烯共聚物上的苯乙烯和丙烯腈,以及它们与6)中列出的共聚物的混合物,例如已知为ABS、MBS、ASA或AES聚合物的共聚物混合物。
含卤素聚合物的实例是聚氯丁二烯、氯化橡胶、异丁烯异戊二烯的氯化和溴化共聚物(卤化丁基橡胶)、氯化或氯磺化聚乙烯、乙烯和氯化乙烯的共聚物、表氯醇均聚物和表氯醇共聚物,特别是含卤素的乙烯基化合物的聚合物,例如聚氯乙烯、聚偏氯乙烯、聚氟乙烯、聚偏氟乙烯,以及它们的共聚物例如氯乙烯偏氯乙烯共聚物、氯乙烯乙酸乙烯酯共聚物或偏氯乙烯乙酸乙烯酯共聚物。
由α,β-不饱和酸及其衍生物衍生的聚合物的实例是聚丙烯酸酯和聚甲基丙烯酸酯;聚甲基丙烯酸甲酯、聚丙烯酰胺和聚丙烯腈,用丙烯酸丁酯对冲击韧性改性。
上面提到的单体彼此或者与其它不饱和单体的共聚物的实例是丙烯腈丁二烯共聚物、丙烯腈丙烯酸烷基酯共聚物、丙烯腈烷氧基烷基丙烯酸酯或丙烯腈卤乙烯共聚物或者丙烯腈甲基丙烯酸烷基酯丁二烯三元聚合物。
由不饱和醇和胺或它们的酰基衍生物或缩醛衍生的聚合物的实例是,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或聚烯丙基蜜胺;以及它们与上面提到的烯烃的共聚物。
环醚的均聚物和共聚物的实例是聚亚烷基二醇、聚环氧乙烷、聚环氧丙烷或它们与二缩水甘油基醚的共聚物。
聚缩醛的实例是聚甲醛和包含作为共聚单体的环氧乙烷的聚甲醛;利用热塑性聚氨酯、丙烯酸酯或MBS改性的聚缩醛。
聚酰胺和由二胺和二羧酸和/或由氨基羧酸或相应的内酰胺衍生的共聚酰胺的实例是聚酰胺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、由间二甲苯二胺和己二酸得来的芳香族聚酰胺;由六亚甲基二胺和间苯二酸和/或对苯二酸在利用或者没有弹性体作为改性剂的条件下制备的聚酰胺,例如聚-2,4,4-三甲基六亚甲基对苯二甲酰胺或聚间亚苯基间苯二甲酰胺,以及除此之外,上面提到的聚酰胺与聚烯烃、烯烃共聚物、离聚物或者化学连接或接枝的弹性体的嵌段共聚物;或者与聚醚,例如聚乙二醇、聚丙二醇或聚四亚甲基二醇的嵌段共聚物;以及利用EPDM或ABS改性的聚酰胺或共聚酰胺;和在制备期间缩合的聚酰胺(RIM聚酰胺体系)。
由二羧酸和二醇和/或由羟基羧酸或相应的内酯衍生的聚酯的实例是聚对苯二甲酸乙二醇酯、聚对苯二甲酸丁二醇酯、聚-1,4-二羟甲基环己烷对苯二甲酸酯、聚亚烷基萘二甲酸酯(PAN)和聚羟基苯甲酸酯,以及由羟基封端的聚醚生成的嵌段共聚醚酯,和另外利用聚碳酸酯或MBS改性的聚酯。
一方面由醛和另一方面由酚、脲和蜜胺生成的交联聚合物的实例是酚醛树脂、脲醛树脂和蜜胺甲醛树脂。
天然聚合物的实例是纤维素、橡胶、明胶和它们的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,例如甲基纤维素,以及松香和它们的衍生物。
上面提到的聚合物的混合物(高分子共混物)的实例是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。
聚合物链(A和B)和有机染料的残基(Y1和Y2)优选具有选自亲电子基团的官能团,所述亲电子基团选自卤化物、甲苯磺酸酯、甲磺酸酯、甲氧基、酰氯、磺酰氯、环氧化物、酸酐;或选自胺、羟基和硫羟基的亲核基团。
聚合物染料的分子量合计优选400至5000。
“阴离子”表示例如有机或无机阴离子,例如卤根,优选氯根和氟根、硫酸根、硫酸氢根、磷酸根、四氟硼酸根(Bortetrafluorid)、碳酸根、碳酸氢根、草酸根或C1-C8烷基硫酸根、特别是甲基硫酸根或乙基硫酸根;阴离子另外还表示乳酸根、甲酸根、乙酸根、丙酸根或配合阴离子,如氯化锌复盐。
最优选以下通式的聚合物染料:
其中
Y1代表选自偶氮、蒽醌、偶氮甲碱、氢化偶氮甲碱、部花青、次甲基和苯乙烯基染料的有机染料的残基;和
m、n和p代表0至1000的数字;其中通式(2)中m和n的总和≥3并且其中通式(3)中m和n和p的总和≥3。
另外还优选以下通式的聚合物染料:
其中
R3代表C1-C5烷基;和
X1、X2、Y1、Y2、m和n如通式(1)中所定义的。
另外还优选以下通式的染料:
R3代表C1-C5烷基;和
X1、X2、Y1、Y2和n如通式(1)中所定义的。
具体实施方式
通过以下实施例详细解释本发明:
聚合物染料的实施例
A部分:基于聚乙烯亚胺
通过将聚乙烯亚胺PEI 1至PEI 5之一与发色团发色团1至发色团5之一反应制备实施例A1至A28。根据处理规定1至5之一来处理反应混合物。表1中列出了用于各个实施例的反应条件和处理规定。表2中列出了产物的分析数据。
在实施例A1至A28中使用的聚乙烯亚胺:
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
处理规定1:
冷却之后将反应混合物蒸发至干燥。
将粉末依次在丙酮和二氯甲烷中掺混、过滤、采用相同的溶剂洗涤并干燥。随即将产物溶解在乙醇中并再次干燥。
处理规定2:
将反应混合物冷却到室温,蒸发溶剂至干燥。将得到的油溶解在甲醇中,并且将溶液滴加到乙腈中。滤出沉淀并在真空中干燥。
处理规定3:
将反应混合物冷却到室温,过滤产物并在真空中干燥。
处理规定4:
将反应混合物冷却到室温,并且与1当量的盐酸(以染料的量计)混合。过滤沉淀出的产物并且在真空中干燥。
处理规定5:
将反应混合物冷却到室温,蒸发溶剂至干燥。将残留物溶解在乙醇中并过滤。再次将滤出液的溶剂蒸发,剩余的产物用异丙醇研磨并干燥。
表1:
实施例A1至A28的反应条件。Mn(PEI)是聚乙烯亚胺的数均分子量。发色团当量以PEI氮原子的数目计。
表2:
实施例A1至A28的分析数据。比例n(发色团)/n(NPEI)是聚合物结合的发色团分子与聚合物中氮原子总数的比例。
B部分: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(0.005m0l)悬浮在15ml异丙醇中并且与2.67g 2-(4-甲氧基-苯基偶氮)-1,3-二甲基-3-咪唑1-鎓(偶氮发色团A)混合。将反应混合物在55℃加热24小时。冷却之后干燥所述反应混合物,在60ml的氯仿中掺混并且用40ml水/醋酸洗涤3次。
再次干燥有机相,由此得到6g红色粉末(产率81%)。
NMR在CD2Cl2以ppm计: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,62HMeOH中λ最大=518mm
实施例A-30:
将7.5ml甲基氢化硅氧烷-二甲基硅氧烷共聚物[68037-59-2](名称HMS 301;MW 1900-2000,25-30mol%SiH,d=0.98;30mmol-当量)在35ml甲苯中的溶液与2.25ml烯丙胺(30mmol)和200μl铂(0)-1,3-二乙烯基-1,1,3,3-四甲基二硅氧烷配合物在二甲苯[68478-92-2]混合。反应混合物在55℃下搅拌3天时间并随后蒸发至干燥,由此得到8.85g聚合物。NMR在DCM中以ppm计:2,5(t,2H);1,6(br,2H+);1,4(br,2H);0,4(t,2H)
实施例A-31:
在15ml异丙醇中掺混942mg聚硅氧烷A-30并且在60℃下与1.66g2-(4-甲氧基苯基偶氮)-1,3-二甲基-3-咪唑-1-鎓(偶氮发色团A)反应16小时。在真空中蒸发掉异丙醇之后,将反应混合物再溶解在40ml DCM(在超声浴中2分钟)和40ml水(在超声浴中2分钟)中。过夜放置DCM/水-乳液。将DCM相和水相分离,其中保留粘稠液体相,再次用DCM和水处理(与前面相同的规定)。随后在10ml甲醇中掺混所述粘稠液体相并且在真空(1毫巴)中干燥,由此得到596mg红色染料。
NMR:1H in MeOH 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)
C部分:基于聚醚亚胺
实施例A-32:
聚(丙二醇)二(2-氨基丙基醚)与氯化2-(4-甲氧基苯基偶氮)-1,3-二甲基-3H-咪唑-1-鎓的反应:
2g(0.0044当量-mol/N)聚(丙二醇)二(2-氨基丙基醚)(来自AldrichCAS[9046-10-0]MW 456)在55℃至80℃下与2.66g(0.01mol)氯化2-(4-甲氧基苯基偶氮)-1,3-二甲基-3H-咪唑-1-鎓在14ml异丙醇中反应21小时。冷却之后将反应混合物蒸发至干燥,溶解在100ml二氯甲烷中并且用25ml水和碳酸钠溶液各洗涤3次,由此在有机相蒸发之后得到3.16g预期的红色聚合物(产率68%)。
NMR在DMSO中以ppm计: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λ最大=503mm
实施例A-33:
聚(丙二醇)二(2-氨基丙基醚)与磺酸2-(2-氟代苯基偶氮)-1,3-二甲基-3H-苯并咪唑-1-鎓的反应:
1g(0.0044当量-mol/N)聚(丙二醇)二(2-氨基丙基醚)(来自AldrichCAS[9046-10-0]MW 456)在75℃下与1.92g(0.0044mol)磺酸2-(2-氟代苯基偶氮)-1,3-二甲基-3H-咪唑-1-鎓在6ml乙腈中反应24小时。冷却之后将反应混合物蒸发至干燥,溶解在70ml二氯甲烷中并且用25ml水洗涤3次,由此在有机相蒸发之后得到1.58g预期的紫色聚合物(产率67%)。
NMR在CH2Cl2中以ppm计: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λ最大=531mm
实施例A-34:
三羟甲基(Trimethloyl)丙烷三[聚(丙二醇)胺-封端]醚与氯化2-(4-甲氧基苯基偶氮)-1,3-二甲基-3H-咪唑-1-鎓的反应:
将1g(0.00631mol/N)来自Aldrich CAS[39423-51-3]的三羟甲基丙烷三[聚(丙二醇)胺-封端]醚在80℃下与1.68g(0.00631mol)氯化2-(4-甲氧基苯基偶氮)-1,3-二甲基-3H-咪唑-1-鎓在7ml异丙醇中反应24小时。冷却之后将反应混合物蒸发干燥,溶解在70ml二氯甲烷中并用25ml水洗涤3次,由此在蒸发了有机相之后得到2.23g预期的红色聚合物(产率90%)。
NMR在CD2Cl2中以ppm计: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λ最大=518nm
实施例A-35:
将0.5g共聚甲基丙烯酸缩水甘油酯-丙烯酸丁酯(1.72mmol环氧-当量)在1ml乙腈和4ml异丙醇中的悬浮液加热至65℃,直至聚合物分散。随后在40℃时加入0.55g氯化2-(N,N′-4-[甲基-(2-甲基氨基乙基)氨基]苯基偶氮)-1,3-二甲基-3H-咪唑-1-鎓(1.72mmol),并将反应混合物再次在60℃加热40小时。
冷却之后将反应混合物蒸发至干燥并且在氯化钠溶液中掺混,用二氯甲烷萃取聚合物。
过滤出白色的盐,将有机相蒸发并溶解在甲醇中。过滤固体残余物并蒸发溶液,由此得到1g暗红色粉末。
NMR在MeOD中以ppm计: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:
用5ml乙腈稀释1.06g共聚丙烯酸-丙烯酸丁酯(在二噁烷中19.5%的溶液(1.6mmol-当量COOH))。
添加0.5g N-乙基-N′-(3-二甲基氨基丙基)碳化二亚胺(3.2mmol),并且将反应混合物冷却至5℃。
45分钟之后添加0.52g氯化2-(N,N′-4-[甲基-(2-甲基氨基乙基)氨基]苯基偶氮)-1,3-二甲基-3H-咪唑-1-鎓(1.6mmol)和0.48g吡啶(4,8mmol),随后在室温下搅拌反应混合物18小时。
溶剂蒸发之后将粉末用乙酸乙酯洗涤并干燥,由此得到0.74g暗红色粉末。
NMR在MeOD中以ppm计: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
化妆用制剂的实施例
为了制备以下的配方实例使用下列原料:
为了制备以下的配方实例使用下列直接上染的染料:
商品名 | 名称 |
Arianor Steelblue | 碱性蓝99 |
Arianor Madder Red | 碱性红76 |
Arianor Straw Yellow | 碱性黄57 |
Arianor Mahogany | 碱性棕16 |
Arianor Sienna Brown | 碱性棕17 |
Vibracolor Ruby Red | 碱性红51 |
Vibracolor Citrus Yellow | 碱性黄87 |
Vibracolor Flame Orange | 碱性橙31 |
HC Blue 2 | 毛发染料蓝No.2 |
HC Red 3 | 毛发染料红No.3 |
NHEAP | 4-羟乙氨基-3-硝基苯酚 |
Rodol 9R | 2-氨基-6-氯-4-硝基苯酚 |
HC Violet BS | N,N’-双(2-羟乙基)-2-硝基-对苯二胺 |
Patent Blue V | 着色剂CI 42051 |
Brilliant Blue | 着色剂CI 42090 |
Azorubin | 着色剂CI 14720 |
Acid Violet 43 | 着色剂CI 60730 |
Henna Leaves | 着色剂CI 75480 |
为了制备以下的配方实例使用下列氧化性中间产物:
商品名 | 名称 |
2,5-Diaminotoluolsulfat | 甲苯-2,5-二胺 |
Jarocol 4A3MP | 4-氨基-M-甲酚 |
Rodol RS | 间苯二酚 |
Rodol ERN | 1-萘酚 |
Imexine OAG | 2-甲基-5-羟乙基氨基苯酚 |
Colorex WP5 | 1-羟乙基4,5-二氨基吡唑硫酸酯 |
Rodol PAOC | 4-氨基-2-羟基甲苯 |
HC BlueA42 | 2,4-氨基苯氧基乙醇二HCl |
染色凝胶
预先添加水并将配方组分依次在搅拌下加入。在染色之前将所述配方静置至少1天。
分别将5g配方涂敷在各2g的发缕(Haarstraehne)(漂白的、Kerling)上并使其作用20分钟。随后冲洗掉并干燥。
以下是所达到的染色结果:
配方 | 颜色 |
1 | 棕色 |
2 | 暗红色 |
3 | 黄棕色 |
4 | 红棕色 |
5 | 铜色 |
6 | 深棕色 |
7 | 红棕色 |
染色乳剂
根据以下的规定来制备所述乳剂:
将脂相加热至70℃。水加热至75℃并且加入水溶性组分和染料。合并所述相。将上述相均化并且在冷却后混入敏感性有效物质和香料。
将乳剂填充到具有不同的开口(涂敷尖端、隔膜密封)的不同塑料管(聚乙烯、聚丙烯、聚酰胺和聚氯乙烯)以及铝管中。
在1天的静置时间之后染透。为此要在2g发缕(毛发中(Imhair)90%灰白)上涂敷5g乳剂并且在20分钟之后冲掉和干燥。
配方 | 染色结果 |
1 | 金棕色 |
2 | 深棕色 |
3 | 红色 |
4 | 红棕色 |
5 | 深红色 |
6 | 红色 |
7 | 红棕色 |
8 | 红色 |
9 | 棕色 |
10 | 铜色 |
11 | 深红色 |
将乳剂2和9同样染透睫毛,作用时间在此共计3分钟。染色结果与在灰白的毛发上的染色结果类似。然而由于睫毛的本色,色调自然分别较深。
用乳剂3、5和10染色手指甲和脚趾甲。为此用刷子涂敷乳剂层并在指甲上保留5分钟。冲洗之后指甲被浓重染色。
泡沫染色剂
原料 | 重量% |
去矿质水 | 43,1 |
乙醇 | 12,3 |
单乙醇胺 | 0,2 |
Eutanol G | 5,0 |
Texapon ALS/IS | 2,0 |
Tego Betain F 50 | 12 |
EDETA BD | 0,1 |
香料 | 0,5 |
染料A31 | 1,0 |
丙烷/丁烷 | 10 |
将组分依次溶解在水中,填充到铝制气溶胶罐内并且加载规定量的推进气体。1天的静置时间之后,将2g泡沫涂敷在发缕(毛发中90%灰白)上。20分钟的作用时间之后冲洗并干燥。发缕显示浓重的红颜色。
染色用睫毛凝胶
原料 | 重量% |
去矿质水 | 68,4 |
甘油 | 5 |
Pluracol E 8000 | 5 |
Dow Corning 245Fluid | 3 |
氢氧化钠 | 0,5 |
1,3Butylene Glycol | 6 |
Carbopol 981 | 1 |
Celquat L-200 | 0,2 |
Luviskol VA 64W | 10 |
EDETA BD | 0,1 |
Euxyl K300 | 0,3 |
染料A11染料A26 | 0,20,3 |
制备:使增稠剂卡波姆在约60℃时在水相中膨胀,在搅拌下冷却,加入氢氧化钠,溶解染料,搅拌混入油。
将凝胶涂敷在睫毛上并达到直接的褐色染色效果。在去除凝胶之后还可以看出染色效果。这种效果在重复应用时增强。所述凝胶还出色地适用于使头发同时牢固和染色。
染黄色制剂
将固体组分在具有测量仪的粉末混合器中混合并且随后与液态组分的混合物一起搅拌。
将每5g染黄色制剂与6%的过氧化氢水溶液混合并施加在2g天然发缕(Kerling)上。30分钟的作用时间之后冲洗并干燥所述发缕。将发缕如下染色:
配方 | 染色结果 |
1 | 浅红色 |
2 | 强烈的铜色 |
染色洗发剂
将组分依次溶解在水中。通过添加氯化钠来调整粘度。
将各3g染色洗发剂施加在2g人发缕(Kerling 90%灰白)上。5分钟的作用时间之后,冲洗和干燥发缕。将发缕如下染色:
配方 | 染色结果 |
1 | 红色 |
2 | 紫色 |
染色调理剂
根据以下的规定制备所述调理剂:
将脂相加热至70℃。水加热至75℃并且加入水溶性组分和染料。合并所述相。将上述相均化并且在冷却后混入敏感性有效物质和香料。
将各3g调理剂施加在2g人发缕(Kerling经2小时漂白的)上。5分钟的作用时间之后,清洗和干燥发缕。配方的特征在于,除了出色的护理作用之外还改变毛发的颜色。发缕被如下染色:
配方 | 染色结果 |
1 | 棕色 |
2 | 红色 |
3 | 铜色 |
4 | 紫色 |
染色泡沫
将100g配方填充到气溶胶罐内并且在封闭之后加载推进气体。将2g泡沫施加在发缕上。用电吹风机干燥发缕。所述配方同时拥有染红色和牢固作用。
电吹风机定型剂(Foenfestiger)
原料 | 重量% |
去矿质水 | 58,35 |
乙醇 | 40 |
Luviskol VA 64W | 0,4 |
Gafquat 755N-PW | 0,3 |
Dow Corning 939 | 0,5 |
Cremophor RH 40 | 0,2 |
香料 | 0,2 |
染料A12 | 0,05 |
将0.3g电吹风机定型剂施加在发缕(Kerling 80%灰白)上。吹干发缕。发缕起初淡黄的色调很大程度上被中和了。这种效果在3次洗发之后还可观察到。
氧化性染发剂
将脂组分加热至80℃。向80℃的热水中加入水溶性组分并且溶解。合并和均化所述相。冷却之后加入香料。将得到的霜剂立即填充到铝管、PVC管和聚乙烯制成的具有保护内容物免于与氧接触的屏蔽层的共挤出管中。如此填充几个双组分包装装置,使得一个室内填充了染色霜剂,另一个室内填充了过氧化氢溶液。在应用前,两种组分在屏蔽破坏之后通过震荡混合。
将各5g氧化性染发剂与6%过氧化氢溶液混合并且施加到2g天然发缕(Kerling)上。30分钟的作用时间之后,冲洗和干燥发缕。将发缕如下染色:
配方 | 染色结果 |
1 | 紫棕色 |
2 | 红棕色 |
3 | 强烈的红色 |
4 | 棕红色 |
护发水(Haarwasser)
将护发水填充到具有涂敷尖端的PET瓶中。
每1g配方涂敷在染成黄色的发缕和灰白发缕(90%灰白,Kerling)上并且按摩开。干燥发缕。所有发缕显示,发缕的颜色中黄色份额显著减少。
睫毛膏
根据以下的规定制备配方:
在约90℃下熔化脂相,将水相加热至约80℃,加入中和剂、染料和成膜剂并溶解,在80℃时脂相和水相乳化,在搅拌下使其冷却。
借助于睫毛膏常用的刷子将配方涂敷在睫毛上。从睫毛上除去配方之后,睫毛比应用睫毛膏之前颜色更深了。通过重复应用增强这种效果。
Claims (14)
1.下列通式化合物中至少一种在化妆用品中用于毛发染色的用
途:
或
A和B,互相独立地表示聚合物链;
X1和X2互相独立地表示选自-C1-C10亚烷基;-C2-A-;-C5-C-;
-C5-A-;-C5-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)或直接键的连接基团;
R1和R2互相独立地表示氢或者未取代或取代的、直链或分支的、独立的、单环或多环的、间断的或不间断的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互相独立地表示独立的有机发色基团或氢,其中基团Y1和Y2中至少一个是有机发色基团;
An1、An2和An3互相独立地表示独立的阴离子;
a和b互相独立地表示1至3的独立数字;
m是0至1000的数字;
n是0至1000的数字;
p是0至1000的数字;
其中m+n+p的和≥3,
其中所述化合物是化合物A1至A30、A32至A36。
2.根据权利要求1的用途,其中所述通式化合物用于人体毛染色。
3.根据权利要求1的用途,其中所述通式化合物用于人头发、眉毛、睫毛和/或胡须染色。
4.根据权利要求1或2或3的用途,其特征在于,所述化妆用品中另外包含直接染料。
5.根据权利要求1或2或3的用途,其特征在于,所述化妆用品中另外包含氧化性染料。
6.根据权利要求1或2或3的用途,其特征在于,所述化妆用品中另外包含颜料。
7.根据权利要求1或2或3的用途,其特征在于,所述化妆用品中另外包含碱性增量剂。
8.根据权利要求1或2或3的用途,其特征在于,所述化妆用品中另外包含增亮剂。
9.根据权利要求1或2或3的用途,其特征在于,所述化妆用品中另外包含还原性卷发剂。
10.根据权利要求1或2或3的用途,其特征在于,所述化妆用品作为凝胶、乳剂、膏或粉末状制剂的产物存在。
11.根据权利要求1或2或3的用途,其特征在于,所述产物被包装在管、瓶、袋、罐中。
12.用于毛发染色的方法,所述方法包括下列步骤:
a)用增亮剂处理毛发,
b)如果需要,用还原性卷发剂处理毛发,
c)用根据权利要求1~6中任一项的化妆用品处理毛发。
13.根据权利要求12的方法,其特征在于,所述方法涉及人体毛的染色。
14.根据权利要求12的方法,其特征在于,所述方法涉及人头发、眉毛、睫毛和/或胡须的染色。
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US4382800A (en) * | 1975-12-08 | 1983-05-10 | Dynapol | Free amine-containing polymeric dyes |
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US4250327A (en) * | 1976-12-08 | 1981-02-10 | Dynapol | Polymeric yellow colorant |
US4182612A (en) | 1977-01-31 | 1980-01-08 | The Gillette Company | Method for dyeing human hair with cationic polymeric dyes |
FR2456764A2 (fr) | 1979-05-18 | 1980-12-12 | Oreal | Nouveaux polymeres colorants, leur preparation et leur utilisation |
US4911731A (en) * | 1983-02-22 | 1990-03-27 | Clairol Incorporated | Process and composition for dyeing hair utilizing an anionic polymeric/cationic polymer complex |
JP2001020186A (ja) * | 1999-07-09 | 2001-01-23 | Dai Ichi Kogyo Seiyaku Co Ltd | 染料固着剤 |
FR2882929B1 (fr) * | 2005-03-14 | 2008-02-22 | Oreal | Procede de coloration des cheveux a partir d'un polymere colore anionique |
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