CN101360764B - 官能化的阳离子聚合物的制备以及它们的制品和在个人护理中的应用 - Google Patents
官能化的阳离子聚合物的制备以及它们的制品和在个人护理中的应用 Download PDFInfo
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- CN101360764B CN101360764B CN2006800510366A CN200680051036A CN101360764B CN 101360764 B CN101360764 B CN 101360764B CN 2006800510366 A CN2006800510366 A CN 2006800510366A CN 200680051036 A CN200680051036 A CN 200680051036A CN 101360764 B CN101360764 B CN 101360764B
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Abstract
水溶性官能化的阳离子共聚物可用于个人护理用制剂和化妆用制剂,所述水溶性官能化的共聚物可通过以下方法获得,该方法包括使含有氨基的阳离子基础聚合物与至少一种官能化合物反应,所述官能化合物对基础聚合物上的至少部分氨基具有反应性。
Description
技术领域
本发明涉及官能化的水溶性阳离子聚合物,制备它们的方法,和含有它们的组合物在个人护理应用中的用途。
背景技术
阳离子聚合物已经广泛地用于家庭和个人护理、水处理、造纸、选矿、石油采收(petroleum recovery)、织物和药物。最重要的和广泛使用的阳离子聚合物是二烯丙基二烷基铵化合物的季铵聚合物。二烯丙基二甲基氯化铵(DADMAC)的聚合物在家庭和个人护理工业中称为聚季铵6(polyquaternium 6),并广泛地应用于皮肤和毛发护理应用中。
二烯丙基二甲基铵盐的均聚物和共聚物在毛发护理应用中的用途已经披露于几个美国专利文献中。
目前可获得的阳离子聚合物中的大多数都提供基本的毛发调理性(hairconditioning properties),但是它们也随之带来一些不理想的性质。这些不理想的性质之一是粘性。也将其称为聚合物在毛发上的粘性触感。这种不期望的性质将导致毛发成簇(clump),导致毛发体积减少。它也可能将毛发压低,产生扁平效果。
本发明涉及新的水溶性阳离子共聚物,例如二烯丙基二甲基氯化铵(DADMAC)和二烯丙基胺(diallylamine,DAA)的水溶性阳离子共聚物,其提供优良的调理性和改善的粘性。这些聚合物克服了二烯丙基二烷基铵化合物(聚DADMAC)的典型季铵聚合物的粘性效果。它们也提供优良的触感,具有较小的静电头发漂拂(less static fly away)。它们也给皮肤护理提供有用的性质。
美国专利说明书3,700,623和3,833,531教导了制备酸稳定化的聚(二烯丙基胺)-表卤代醇树脂(poly(diallylamine)epihalohydrin resin)。在第一步骤中,二烯丙基胺(DAA)的聚合物通过使用自由基引发剂的自由基聚合而制备。然后,在约30~80℃的温度和7~9.5的pH值,在水溶液中使所述二烯丙基胺的聚合物与表卤代醇(通常是表氯醇(ECH))反应。当在20%~30%固含量(solid solution)时测量的粘度达到期望的粘度范围(Gardner-Holdt等级的A~E)时,就用水将产物稀释至低于15%的固含量。
得到的树脂在静置时容易胶凝。因此通过添加足够的水溶性酸(例如HCl)将pH调节至约2,来使树脂溶液对凝胶化(gelation)稳定。可在使用前通过添加碱例如NaOH将pH调节至高于7,来使酸稳定化的聚(二烯丙基胺)-表氯醇树脂再活化。碱固化树脂的半反应表卤代醇实体(entity)在通过在使用前添加碱性基质(alkaline base)而被再活化之后,带有了用于交联反应的环氧官能团(epoxy functionality)。这些聚合物在交联之后是水不溶性的。
美国专利说明书4,354,006,4,419,498和4,419,500教导了以下制备聚(DAA-ECH)聚合物的方法:通过使二烯丙基胺(DAA)聚合物首先与烯丙基卤化物反应,然后与次卤酸(hypohalous acid)反应,以将烯丙基取代基转化成卤代醇部分。
日本专利申请公开文本6,108,382披露了另一种制备聚(二烯丙基胺)-表卤代醇聚合物的途径。首先通过以下步骤制备二烯丙基胺-表卤代醇卤盐单体(halo salt monomer):使二烯丙基胺与表卤代醇(通常为表氯醇)反应,然后用卤代酸(halo acid)(通常是HCl)中和。然后使用自由基引发剂使DAA-ECH叔胺盐单体聚合。据披露,得到的聚(二烯丙基胺)-表卤代醇聚合物对用直接染料或活性染料染色过的纤维素基纤维提供了优良的湿染色坚牢度(wetcolor fastness)。
美国专利说明书5,147,411披露了制备DAA-ECH单体(3-卤代-2-羟丙基)二烯丙基胺和(2,3-环氧丙基)二烯丙基胺,以及它们的季铵盐的方法。季铵DAA-ECH盐通过使DAA-ECH叔胺与烷基磺酸酯(盐)反应而制备。DAA-ECH季铵盐直接用于处理纤维素纤维物质,以用于在染色时获得改善的给色量(color yield)和湿坚牢度。
美国专利说明书4,341,887披露,可通过在水存在下进行加热而将二烯丙基胺和表氯醇(3-氯-2-羟丙基)二烯丙基胺的反应产物(DAA-ECH单体)转化成氯化N,N-二烯丙基-3-羟基-氮杂环丁鎓(DAA-ECH氮杂环丁鎓单体(azetidinium monomer))。通过蒸馏或冻干除去溶剂(水)使DAA-ECH氮杂环丁鎓单体再转化成直链的,非-季化的N-3-氯-2-羟丙基-N,N-二烯丙基胺。但是(3-氯-2-羟丙基)二烯丙基胺是不稳定的,会二聚成2,5-双(二烯丙基氨基甲基)-对二氧杂环己烷。在通过DAA-ECH氮杂环丁鎓单体的自由基聚合反应获得的聚合物中,氮杂环丁鎓环没有被损害。采用1H NMR和13C NMR光谱鉴定了单体和聚合物中的氮杂环丁鎓环。N,N-二烯丙基-3-羟基氮杂环丁鎓的均聚物和共聚物可用于水处理中的破乳、絮凝和浮选。
以上所评论的专利文献涉及使用表卤代醇作为反应性化合物与DAA单体或DAA聚合物反应。由于表卤代醇,例如表氯醇,是二官能的反应性交联剂,所以当与等量的含高DAA(即,>5%)的聚合物完全反应时,就获得高度交联的不溶性最终产物。在获得可溶性阳离子聚合物的情况下,该聚合物含有半反应的表氯醇,所述半反应的表氯醇具有潜在可发生反应的环氧基团。仅披露了表卤代醇作为二烯丙基胺聚合物的交联剂。未提及可用于交联二烯丙基胺聚合物的其它多官能化合物。
美国专利说明书6,323,306披露了通过使氨基-官能化的DADMAC聚合物与二官能的反应性交联剂反应制备水溶性阳离子聚合物的方法。所述反应性交联剂包括表卤代醇和能够用于交联二烯丙基胺聚合物的其它多官能化合物。为了防止形成不期望的不溶性产物,该专利将DAA含量限制小于5%,所述不期望的不溶性产物可由由于使用二官能的反应性交联剂导致的过渡交联而产生。
美国专利说明书6,416,627披露了含有受阻胺硝基氧(hindered aminenitroxide)、羟胺(hydroxylamine)或羟铵盐(hydroxylammonium salt)基团的聚合物光稳定剂,这些稳定剂可用于防止亮度损失,以及用于提高仍然含有木质素的纸浆或纸中的耐变黄性能。这些聚合物可通过使含有侧基氨基或羟基的聚合物(例如氨基官能化的DADMAC聚合物或聚胺)与合适的受阻胺离析物反应而制备。
本发明的主题是通过使至少一种官能反应性化合物(functional reactivecompound)与至少一种含水溶性氨基的阳离子基础聚合物反应,制备用于个人护理和化妆品应用中的官能化的阳离子聚合物的方法,所述基础聚合物反应可为直链的或支化的,并且是任选交联的。在一种实施方式中,它是例如二烯丙基二甲基氯化铵(DADMAC)和二烯丙基胺(DAA)的共聚物。
能够通过使用单官能反应性化合物而获得高官能度,即>5%。也可通过如下方法获得高官能度(即>5%):使用二官能反应性化合物,即交联剂,例如使用大大过量的二官能反应性化合物,从而使得主要发生单官能反应(mono reaction),很少发生基础聚合物的交联。
本发明的官能化的阳离子聚合物的官能度来自所用的官能反应性化合物。优选将疏水反应性化合物用于对阳离子基础聚合物赋予疏水性。
发明内容
本发明的一个目的是提供官能化的或疏水改性的阳离子共聚物,例如聚DADMAC-型共聚物,以及用于制备它们的方法。
本发明的另一目的是提供个人护理用组合物,和使用官能化的或疏水改性的阳离子共聚物,例如聚DADMAC型共聚物,作为例如改善毛发的触感、光泽和许多其它性质的毛发调理剂的添加剂,或者作为用于皮肤的组合物的添加剂的方法。
本发明的另一目的是提供包括至少一种水溶性官能化的阳离子聚合物、至少一种化妆品功能剂,和至少一种化妆品可接受的助剂的个人护理用组合物,所述水溶性官能化的阳离子聚合物是通过用对基础聚合物上的氨基具有反应性的至少一种化合物对含氨基的阳离子基础聚合物进行接枝而获得的。
本发明的具有疏水/亲水的阳离子基团的聚合物能够提高聚合物对角蛋白基质如毛发的耐洗性(substantivity),由此改善最需要的毛发调理剂的功效。同时,这些聚合物具有适当的水溶性/水可分散性,这能够促进了使用的容易性。
本发明的另一目的是提供个人护理组合物和化妆用组合物,例如用于皮肤的产品和各种形式的前述的毛发护理品,其中这种产品的性能通过加入其它添加剂例如香料、去污聚合物(soil release polymer)、着色剂、防腐剂、具有抗各种微生物活性的杀菌剂、荧光增白剂、紫外光吸收剂和其它光处理剂(light management agent)而进一步得以提高。
已经发现,水溶性官能化的阳离子聚合物可如下制备:使含有氨基、任选交联的、直链或支化的水溶性阳离子基础聚合物与至少一种对基础聚合物中的氨基具有反应性的化合物反应,以赋予期望的官能度。所述的反应性化合物可为亲水的或疏水的、阴离子、阳离子、两性离子或非离子。在一种实施方式中,至少一种疏水反应性化合物用作接枝剂,赋予阳离子基础聚合物疏水性。
本发明的另一实施方式涉及制备官能化的和/或疏水改性的阳离子聚合物的方法,其包括:使含有氨基、任选交联的、直链或支化的阳离子基础聚合物与至少一种能够与基础聚合物中的至少一部分氨基反应的官能化合物反应,所述官能化合物可为疏水的或亲水的、阴离子的、阳离子的、两性离子的或非离子的,条件是所述官能化合物不含有受阻胺硝基氧、羟胺或羟铵盐基团,或者如果存在受阻胺硝基氧、羟胺或羟铵盐基团,那么基础聚合物中至少一部分氨基官能团也同时或者以任何顺序依序与至少一种不含受阻胺硝基氧、羟胺或羟铵盐基团的官能化合物反应。
另一方面,本发明涉及官能化的和/或疏水改性的阳离子聚合物,其可通过以下反应获得:其包括使含有氨基、任选交联的、直链或支化的阳离子基础聚合物与至少一种官能化合物反应,所述官能化合物可为疏水的或亲水的、阴离子的、阳离子的、两性离子的或非离子的,且能够与基础聚合物中的至少一部分氨基反应,条件是所述官能化合物不含有受阻胺硝基氧、羟胺或羟铵盐基团,或者如果所述官能化合物中存在受阻胺硝基氧、羟胺或羟铵盐基团,那么基础聚合物中至少一部分氨基官能团也同时或者以任何顺序依序与至少一种不含受阻胺硝基氧、羟胺或羟铵盐基团的官能化合物反应。
本发明的官能化的共聚物由阳离子基础聚合物制备,所述阳离子基础聚合物含有通过添加接枝剂和任选的交联剂而适合接枝或交联的位点。所述官能化的水溶性共聚物可为直链的或支化的,和任选地为交联的。
类似于本发明的那些基础聚合物已经被在先披露过,但是在此之前,基础聚合物交联位点的数目通常是如此众多,并且所用交联剂含量是如此的高,使得得到的聚合物主要被表氯醇交联到足够高而使它们不溶解的程度。这种不溶的树脂在结构上和在它们的目的应用上与本申请中所用的水溶性基础聚合物是非常不同的。
可通过使用单官能反应性化合物,不交联阳离子基础聚合物(例如聚-DADMAC-型阳离子基础聚合物),而获得高官能度(>5mol%)。
借助于二官能反应性化合物,例如表氯醇,通过将它在基础聚合物中的加入量控制在低水平,例如<5mol%,优选1-mol3%,可获得具有支化结构的水溶性官能化的阳离子聚合物。例如,美国专利说明书6,323,306披露通过使氨基-官能化的DADMAC聚合物与至多3%的二官能的反应性交联剂反应而制备水溶性阳离子聚合物的方法。这种水溶性交联的聚合物适合作为阳离子基础聚合物,其可转化成如本申请所教导的水溶性官能化的阳离子聚合物。具有支化结构的水溶性官能化的阳离子聚合物也可借助于二官能反应性化合物,通过控制基础聚合物和所述反应性化合物的化学计量比和/或所用的基础聚合物的分子量而获得。
本发明的支化的共聚物对毛发提供了优异的调理性,并且提高了皮肤护理组合物的性质。
具体实施方式
在一种实施方式中,本发明涉及官能化的阳离子共聚物,其包括通过使(a)和(b)反应而获得的主链(main backbone):
(a)0.1~99.9wt%,优选20%~99wt%,的至少一种式(I)的阳离子反应物,
其中R是氢或C1-C4烷基;R1和R2各自独立地为烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子;MC表示来自任选的单体(C)(例如为(甲基)丙烯酰胺或(甲基)丙烯酸酯)的残基;n、m和p是式(I)的阳离子反应物中相应括号中的重复单元各自的摩尔分数,m+n+p=1,Y-表示阴离子,以及
(b)0.1~99.9wt%的至少一种官能化合物(接枝剂),其可为疏水的或亲水的、阴离子的、阳离子的、两性离子的或非离子的,并且对式(I)聚合物的主链上连接的氨基具有反应性,条件是所述官能化合物不含有受阻胺硝基氧、羟胺或羟铵盐基团,或者如果所述官能化合物中存在受阻胺硝基氧、羟胺或羟铵盐基团,那么基础聚合物中至少一部分氨基官能团也同时或者以任何顺序依序与至少一种不含受阻胺硝基氧、羟胺或羟铵盐基团的官能化合物反应。
在一种实施方式中,本发明的官能化的阳离子聚合物由式(Ia)或(Ib)表示,
或
其中R1和R2各自独立地为氢、烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子,MC表示来自任选的单体C的残基,Y-表示无机阴离子或有机阴离子,Fg是来自接枝到阳离子氨基基础聚合物上的至少一种官能反应物的残基;R3是氢,C1-C4烷基或Fg;m、n和p是式(Ia)或(Ib)的阳离子反应物中相应括号中的重复单元各自的摩尔分数;m+n+p=1,*是端基例如催化剂残基,条件是所述官能残基Fg不含有受阻胺硝基氧、羟胺或羟铵盐基团,或者如果存在受阻胺硝基氧、羟胺或羟铵盐基团,那么聚合物中的至少一部分氨基官能残基具有至少一个不含受阻胺硝基氧、羟胺或羟铵盐基团的官能残基。
在一种实施方式中,本发明涉及个人护理组合物和化妆用组合物,其包括:
A)聚合的官能化的阳离子共聚物,其具有通过使(a)和(b)反应而获得的主链:
(a)0.1~99.9wt%,优选20%~99wt%的至少一种式(I)的阳离子反应物,其中R是氢或C1-C4烷基;R1和R2各自独立地为烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子;MC表示来自任选的单体(C)(例如为(甲基)丙烯酰胺或(甲基)丙烯酸酯)的残基;n、m和p是式(I)的阳离子反应物中相应括号中的重复单元各自的摩尔分数,m+n+p=1,Y-表示阴离子,以及
(b)0.1~99.9wt%的至少一种反应性官能化合物(接枝剂),其可为疏水的或亲水的、阴离子的、阳离子的、两性离子的或非离子的,并且对式(I)聚合物的主链上的氨基具有反应性;
B)至少一种化妆品功能剂,和
C)至少一种化妆品可接受的助剂。
在个人护理组合物和化妆用组合物的一种实施方式中,本发明的官能化的阳离子聚合物由如上所定义的式Ia或Ib表示,其中R1和R2各自独立地为氢;烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子,MC表示来自任选的单体C的残基,Y-表示无机阴离子或有机阴离子,Fg是来自接枝到阳离子氨基官能基础聚合物上的至少一种官能反应物的残基;R3是氢,C1-C4烷基或Fg;m、n和p是式(Ia)或(Ib)的聚合物中相应括号中的重复单元各自的摩尔分数,*是端基,例如催化剂残基。
上式是理想化的。在实际的聚合物中,各种基团可以以任何顺序连接。嵌段共聚物和无规共聚物都在上式的范围内。
许多个人护理用组合物,例如香波、肥皂等,在施用之后就将其从基质上冲洗掉。如果将调理剂加入这种组合物中并希望在将其它的制剂洗掉之后该活性剂保留在基质上,那么重要的是,调理共聚物对基质具有优良的耐洗性。由于所考虑的许多基质,即皮肤,毛发和指甲,是疏水性的和弱阴离子性的,所以为了赋予基质理想程度的耐洗性,优选同样疏水的、高分子量带正电荷的物质。
本发明的一方面涉及通过使含有氨基、任选交联的、直链或支化的阳离子基础聚合物与至少一种官能化合物反应制备官能化的水溶性阳离子聚合物的方法,所述官能化合物可为疏水的或亲水的、阴离子的、阳离子的、两性离子的或非离子的,且能够与基础聚合物中的至少一部分氨基反应,条件是所述官能化合物不含有受阻胺硝基氧、羟胺或羟铵盐基团,或者如果所述官能化合物中存在受阻胺硝基氧、羟胺或羟铵盐基团,那么基础聚合物中至少一部分氨基官能团也同时或者以任何顺序依序与至少一种不含受阻胺硝基氧、羟胺或羟铵盐基团的官能化合物反应。
在一种实施方式中,该方法包括:
使式(I)的氨基官能的阳离子基础聚合物与至少一种官能化合物反应,
其中所述式(I)的氨基官能的阳离子基础聚合物是直链的或支化的,和任选地交联的,其中R是氢或C1-C4烷基;R1和R2各自独立地为烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子;MC表示来自任选的单体(C)(例如为(甲基)丙烯酰胺或(甲基)丙烯酸酯)的残基,n、m和p是式(I)的阳离子反应物中相应括号中的重复单元各自的摩尔分数;m+n+p=1,Y-表示阴离子,所述官能化合物能够与基础聚合物中至少一部分氨基官能团反应,条件是所述官能化合物不含有受阻胺硝基氧、羟胺或羟铵盐基团,或者如果所述官能化合物中存在受阻胺硝基氧、羟胺或羟铵盐基团,那么基础聚合物中至少一部分氨基官能团也同时或者以任何顺序依序与至少一种不含受阻胺硝基氧、羟胺或羟铵盐基团的官能化合物反应。
(A)氨基-官能化的基础聚合物的制备
可使用自由基引发剂,通过使至少一种季铵阳离子单体(A)、至少一种可共聚的含有反应性胺基的单体(B),和任选的至少一种可共聚物的单体(C)(该单体(C)不同于单体A和单体B)共聚而制备季铵阳离子基础聚合物。单体B的重量为0.05~99%,优选为0.2~50%,单体A和单体C的重量可为99.9~0.05%,优选为99.8~50%。单体C与单体A的重量比可为0~3,优选为0~1。
任何季铵阳离子单体都可用作单体A。在本发明的实践中有用的阳离子单体包括二烯丙基二烷基铵化合物、丙烯酰氧基乙基三甲基氯化铵、甲基丙烯酰氧基乙基三甲基氯化铵、乙烯基苄基三甲基氯化铵和3-丙烯酰氨基-3-甲基丁基三甲基氯化铵。用作单体A的优选阳离子单体是二烯丙基二烷基铵化合物,其由式A表示,
其中R3和R4各自独立地为氢或C1-C4烷基;R1和R2各自独立地为烷基、羟烷基、羧基烷基,甲酰氨基烷基或烷氧基烷基,所述基团各自具有1~18个碳原子;Y-表示阴离子。R3和R4优选为氢。
优选的阳离子单体的实例包括二烯丙基二甲基氯化铵(DADMAC)、二烯丙基二甲基溴化铵、二烯丙基二甲基硫酸铵、二烯丙基二甲基磷酸铵、二甲代烯丙基二甲基氯化铵、二乙基烯丙基二甲基氯化铵、二烯丙基二(β-羟基乙基)氯化铵和二烯丙基二(β-乙氧基乙基)氯化铵。最优选的阳离子单体是DADMAC,这是因为它具有商业重要性。
用作Y-的优选的阴离子包括氯离子、溴离子、硫酸根、磷酸根、硝酸根、乙酸根,和四氟硼酸根。氯离子是最优选的。
含有伯氨基、仲氨基或叔氨基官能团并可与单体A共聚的任何烯烃化合物都可用作单体B。术语“氨基官能团”包括胺盐和氧化物以及游离的胺。
用作单体B的合适化合物包括二烯丙基胺、单烯丙基胺、(甲基)丙烯酸二甲基氨基乙酯、二甲基氨基乙基(甲基)丙烯酰胺、甲基丙烯酸叔丁基氨基乙酯、乙烯基吡啶和各种氨基苯乙烯,例如对二甲基氨基甲基苯乙烯。
在一种实施方式中,氨基单体是式B表示的二烯丙基胺,
其中R、R3和R4各自独立地为氢或C1-C4烷基。R、R3和R4优选为氢。
式B的二烯丙基胺单体的实例包括二烯丙基胺(DAA);2,2’-二甲基二烯丙基胺;2,2’-二乙基二烯丙基胺;2,2’-二异丙基二烯丙基胺;2,2’-二丙基二烯丙基胺;2,2’-二异丁基二烯丙基胺;N-甲基二烯丙基胺(MDAA);N-乙基二烯丙基胺;2,2’-二甲基-N-甲基二烯丙基胺;2,2’-二乙基-N-甲基二烯丙基胺;2,2’-二异丙基-N-甲基二烯丙基胺;2,2’-二丙基-N-甲基二烯丙基胺;2,2’-二甲基-N-乙基二烯丙基胺;和2,2’-二乙基-N-乙基二烯丙基胺。DAA和MDAA是最优选的。
根据前述美国专利说明书6,323,306和6,416,627,DADMAC/DAA共聚物是已知的。
作为单体C的合适化合物是与单体A或单体B不同的烯烃单体。这些烯烃单体的实例包括丙烯酰胺,甲基丙烯酰胺、N,N-二甲基丙烯酰胺、N,N-二乙基丙烯酰胺、N,N-二甲基氨基丙基丙烯酰胺和它们的盐;丙烯酸、甲基丙烯酸、乙烯基磺酸和它们的盐、乙烯基吡咯烷酮、丙烯酸羟基乙基酯、乙烯基胺、乙烯基甲酰胺、乙烯醇、乙烯基己内酰胺、二甲基硅氧烷的乙烯基衍生物、氨基硅氧烷、乙烯基氟碳化合物、丙烯酸羟烷基酯、2-羟丙基-丙烯酸酯和2-羟丁基-丙烯酸酯;丙烯酸氨基烷基酯,例如甲基丙烯酸N,N-二甲基氨基乙酯、甲基丙烯酸N,N-二甲基氨基乙酯、丙烯酸二乙基氨基乙酯和丙烯酸7-氨基-3,7-二甲基辛基酯,以及它们的盐,包括它们的烷基季化的盐和苄基季化的盐等。二氧化硫,虽然不是烯烃单体,但是也是用作组分C的合适化合物。(甲基)丙烯酰胺和(甲基)丙烯酸酯是优选的。
可使用合适的自由基引发剂,通过水溶液聚合,油包水反相乳液聚合或分散聚合,进行单体A、B和任选的单体C的共聚,以形成氨基-官能化的阳离子基础聚合物。
合适的引发剂的实例包括过硫酸盐,例如过硫酸铵(APS);过氧化物,例如过氧化氢、叔丁基过氧化氢,和过氧化叔戊酸叔丁酯;偶氮引发剂,例如2,2’-偶氮双(2-脒基丙烷)二盐酸盐、4,4’-偶氮双-4-氰基戊酸和2,2’-偶氮二异丁腈,和氧化还原引发剂体系,例如叔丁基过氧化氢/Fe(II)和过硫酸铵/亚硫酸氢铵。对于制备优选单体DADMAC和DAA(或MDAA)的氨基-官能化的基础阳离子聚合物而言,使用过硫酸铵(APS)的水溶液聚合是优选的方法。
聚合过程中自由基引发剂的用量取决于总单体浓度和所使用的单体的类型,并且可为总单体填充量的约0.2~约5.0wt%,从而获得大于99%的总单体转化率。
在一种实施方式中,聚合反应在基本上没有氧的情况下进行。通过一边搅拌一边施加真空,或者使用惰性气体例如氮气或氩气进行吹扫,可将氧气从反应介质中除去。聚合反应可在惰性气体层下进行。
在一种实施方式中,氨基-官能化的基础聚合物可由式(I)表示,其中
R是氢或C1-C4烷基;R1和R2各自独立地为烷基、羟烷基、羧基烷基、甲酰氨基烷基或烷氧基烷基,所述基团各自具有1~18个碳原子;MC表示由至少一种任选的单体C(例如为(甲基)丙烯酰胺或(甲基)丙烯酸酯)形成的残基;n、m和p是式(I)的阳离子反应物中相应括号中的重复单元各自的摩尔分数;m+n+p=1,Y-表示阴离子。
(B)对基础聚合物进行官能化或接枝。
通过使如上所述制备的含氨基基团的基础聚合物(I)与至少一种反应性官能化合物(接枝剂和/或交联剂)(II)反应,而对其进行官能化或改性。可以使用具有能够与基础聚合物中氨基官能团反应的基团的化合物,以赋予所用的接枝剂的性质或官能度。用于接枝或交联的合适反应性化合物包括环氧化合物、卤代烷基化合物、异氰酸酯化合物和含有活化烯属双键的化合物。用于在非水体系中进行接枝或交联的合适反应性化合物也包括酰基卤和酐。
在本发明的一种实施方式中,所用的官能反应性化合物或接枝剂(II)是环氧化合物或卤代醇化合物,得到形式的官能团Fg,该官能团Fg含有连接基团(linkage),该连接基团将它的残基Fg’连接到基础聚合物的氨基氮原子上。
用于接枝的合适单官能环氧化合物的实例包括以下的缩水甘油基化合物:单-(2,3-环氧)丙基醚-封端的聚二甲基硅氧烷、3-缩水甘油基氧基丙基三甲氧基硅烷(3-glycidoxypropyltrimethoxysilane)、1-氧基-2,2,6,6,-四甲基-4-缩水甘油基氧基哌啶、缩水甘油基异丙基醚、缩水甘油基异丁基醚、缩水甘油基庚基醚、缩水甘油基2-甲基苯基醚、缩水甘油基十六烷基醚、缩水甘油基十六氟壬基醚、缩水甘油基4-壬基苯基醚、1,2-环氧十二烷、1,2-环氧十八烷、1,2-环氧-3-苯氧基丙烷、缩水甘油基三甲基氯化铵、缩水甘油基3-硝基苯磺酸酯等。
多官能环氧化合物的实例包括乙二醇二缩水甘油醚(EGDE);二缩水甘油醚;1,2,3,4-双环氧丁烷;1,2,5,6-双环氧己烷;聚(丙二醇)二缩水甘油醚(PPGDE);1,4-丁二醇二缩水甘油醚、3-双(缩水甘油基氧基)甲基-1,2-丙二醇、双酚A二缩水甘油醚(BADGE)、聚(苯基缩水甘油醚-共聚-甲醛)、甘油丙氧基化物三-缩水甘油醚(glycerol propoxylate tri-glycidyl ether)、N,N-二缩水甘油基-4-缩水甘油基氧基苯胺、三缩水甘油基异氰脲酸酯等。优选的环氧交联剂是双酚A二缩水甘油醚和乙二醇二缩水甘油醚。
当单官能环氧化合物与式(I’)的DAA共聚物反应时,可得到官能化的阳离子聚合物,例如结构式(IV)的那些:
其中Fg′=H,C1~C30烷基或
-O-R
其中R是氢、C1~C30烷基、C1~C30全氟烷基、1~1500个乙氧基单元、1~1500个丙氧基单元、1~1500混合的乙氧基-丙氧基单元(mixed ethmixedethoxy-propoxy units),m和n是相应括号中的重复单元的摩尔分数,其中(m+n)=1,r是1~100的数。
卤代醇形式的环氧化合物也可用作对氨基阳离子基础聚合物进行官能化的反应性化合物。这些化合物的实例包括3-氯-2-羟丙基-二甲基十二烷基氯化铵和3-氯-2-羟丙基-二甲基十八烷基氯化铵(Quab342和Quab426,得自Degussa)。在式(IV)的官能化的阳离子聚合物中,Fg’是来自3-氯-2-羟丙基-二甲基十二烷基氯化铵或3-氯-2-羟丙基-二甲基十八烷基氯化铵的反应的残基。
卤代烷基化合物也可用作对基础氨基阳离子聚合物进行官能化的反应性化合物。用于接枝的合适单-官能卤代烷基化合物的实例包括氯乙烷、溴乙烷、1-氯丙烷、1-氯丁烷、氯乙酸及其盐、二氯-取代的氰尿酰氯(dichloride-substituted cyanuric chloride)等。优选的卤代烷基反应物是溴乙烷和氯乙烷,这是因为它们的成本低。在式(Ia和Ib)的官能化的阳离子聚合物中,Fg可为卤代烷基化合物的残基,得到形式的官能团Fg,该官能团Fg含有将它的残基Fg’连接到基础聚合物(I)的胺氮原子上的连接基团。
卤代烷基化合物也可为单价的、全氟化的、烷基或烯基、直链的、支化的或环状的具有3~20个全氟化的碳原子的有机基团,所述有机基团任选地被二价氧原子或硫原子所隔断,并具有碘端基。所述的全氟烷基基团可为单一的全氟烷基,例如全氟丁基或全氟己基,或这些基团的组合,例如C4F9-、C6F13-、C8F17-、C10F21-、C12F25-和C14F29-基团的组合。
全氟烷基碘化物CnF2n+1-I(n=4~14)可以以产品名ZONYLPFBI、ZONYLTELA-L和ZONYLTELA-N得自DuPont。它们分别具有以下的平均调节聚合物分布(average telomer distributions):
ZONYLTELA-L:C4=4%最大值,C650=±3%,C829=±2%,C1011=±2%,C12=4±1%,C14以上=2%最大值;
在一种实施方式中,本发明的官能化的阳离子聚合物可通过以下方法合成:首先使烯丙基缩水甘油醚或烯丙基卤化物与阳离子基础聚合物上的伯胺或仲胺反应,从而引入至少一个烯丙基氧基,然后将RF-碘化物与得到的烯丙基氧基团加成,接着部分或完全脱去卤化氢。这类似于美国专利6,706,923中披露的反应顺序。
可使用与美国专利说明书5,585,517中所披露的将全氟烷基碘化物与烯丙醇加成的方法和条件类似的方法和条件将全氟烷基碘化物加到烯丙基氧基团上。
在另一实施方式中,也可通过以下方法将全氟烷基乙基碘化物与阳离子基础聚合物主链加成:首先形成全氟烷基亚乙基中间体,然后将其加到聚合物主链上的胺基上,如美国专利说明书6,365,676中所述。
可用于对含有伯氨基或仲氨基的阳离子基础聚合物进行接枝或交联的二卤代烷基化合物的实例包括1,2-二氯乙烷、1,2-二溴乙烷、1,3-二氯丙烷、1,4-二氯丁烷、1,6-二氯己烷、1,10-二氯癸烷等。优选的二卤代烷基化合物是1,2-二溴乙烷和1,2-二氯乙烷。
也可使用三卤代化合物,例如氰尿酰氯和它的氯-取代的衍生物。正如已知的,氰尿酰氯上每个卤素的置换是越来越困难的。这可通过以下方法进行:将二卤代三嗪基官能团引入到阳离子基础聚合物上,接着进行反应引入另外的官能团。
用于接枝或交联阳离子基础聚合物的其它二官能反应物的实例包括N,N′-亚甲基双丙烯酰胺(MBA)、N,N′-亚乙基双丙烯酰胺、表氯醇、二丙烯酸乙二醇酯、二丙烯酸二甘醇酯(diethylene glycol diacrylate)、聚(乙二醇)二丙烯酸酯、聚(丙二醇)二丙烯酸酯等。MBA是优选的交联剂。
根据反应物的投料配比(),可仅优先反应掉二官能反应物的一个官能团。当用作阳离子基础聚合物的交联剂时,常常仅使用较少的量(0.1~3wt-%)。
含有活化烯属双键的化合物也可用于通过迈克尔加成对含有伯氨基或仲氨基的阳离子基础聚合物进行接枝或交联。适合在迈克尔加成中使用的单官能化合物的实例包括(甲基)丙烯酰胺、(甲基)丙烯腈、(甲基)丙烯酸的酯例如丙烯酸甲酯、丙烯酸丁酯、丙烯酸月桂酯(LA)、丙烯酸2-羟乙基酯(HEA),N-取代的(甲基)丙烯酰胺,例如N,N-二甲基丙烯酰胺和N-异丙基丙烯酰胺(NIPA)。优选的化合物包括丙烯酸2-羟乙基酯,N,N-二甲基丙烯酰胺和N-异丙基丙烯酰胺。
在前述的式(Ia和Ib)的官能化的阳离子聚合物中,Fg可为来自含有活化烯属双键的至少一种化合物的反应的残基,其中所述化合物是丙烯酸酯化合物,得到形式的官能团Fg,该官能团Fg含有将它的残基Fg’连接到阳离子基础聚合物的氨基氮原子上的连接基团。
当所述的化合物是丙烯腈或甲基丙烯腈时,得到或形式的官能团Fg。
在一种实施方式中,将异氰酸酯化合物接枝到含有伯氨基或仲氨基的阳离子基础聚合物。合适的异氰酸酯化合物的实例包括异氰酸烷基酯,例如异氰酸异丙酯,异氰酸苄基酯,异氰酸环己基酯,异氰酸十二烷基酯以及其它单官能异氰酸酯,例如3-(三乙氧基甲硅烷基)丙基异氰酸酯,甲基丙烯酸异氰基乙基酯(isocyanatoethyl methacrylate)等。二异氰酸酯化合物的实例包括异氟尔酮二异氰酸酯(IPDI),四亚甲基1,4-二异氰酸酯,六亚甲基二异氰酸酯(HDI),甲苯二异氰酸脂(TDI)等,以及其中一个反应性基团由合适的阻隔剂(blocking agent)暂时保护的二异氰酸酯化合物。优选的化合物包括TDI、HDI、IPDi等。
酐化合物也可接枝到含有伯氨基或仲氨基的基础聚合物上。用于反应物(II)的合适酐化合物的实例包括邻苯二甲酸酐、马来酸酐、琥珀酸酐、苯均四酸酐和四氢邻苯二甲酸酐、2-十二碳烯-1-基琥珀酸酐等。在一种实施方式中,所述酐化合物为2-十二碳烯-1-基琥珀酸酐。
所述反应性化合物的用量相对于基础聚合物中存在的每摩尔反应性胺,按反应性化合物中存在的官能团计,为约0.02~约3.0mol,优选0.2~1.0mol的官能团。反应性化合物与基础聚合物的当量比可根据最终聚合物的期望性质而变化。反应性化合物以在与基础聚合物中的氨基官能团完全反应之后有效地给予产物期望的性质的量使用。可将不止一种反应性化合物同时或以任何顺序依序与基础聚合物反应。
可在含水介质中或在与步骤(a)中用于制备基础聚合物的相同的反应介质,例如油包水乳液中进行接枝反应。该反应优选在pH为约7~约11,优选7.5~9.5,和温度为约0℃~约100℃,优选20℃~80℃的含水介质中进行。反应之前,反应介质中的基础聚合物的固体浓度基于基础聚合物的溶液可为1wt%~约60wt%,优选10wt%~25wt%,基于基础聚合物的乳液或分散体,优选为20~50wt%。
在一种实施方式中,所述反应性化合物是疏水的反应物(II),其在水相中至少部分溶解,并接枝到聚合物主链的功能部分上,从而形成具有阳离子和疏水基团的聚合物。当加入到聚合物中的疏水反应物(II)的量高于它在水中溶解度时,如果提供足够的搅拌,则过量的部分可形成细滴形式的第二相。在高反应pH(>8)时,阳离子基础聚合物中的胺基没有被质子化,并且可形成疏水区域,从而吸收用于接枝的疏水反应物(II)。聚合物的疏水区域将随着疏水接枝的进行生长,加速疏水反应物(II)转移至反应位点。疏水反应物(II)的细滴将在全部转移至用于接枝的基础聚合物(I)的疏水区域之后,最终消失。
优选在非水溶液中接枝具有对基础阳离子聚合物中的氨基具有反应性并且与水的反应性也很强的官能团的反应物。在一种实施方式中,在水溶液中制备阳离子基础聚合物。然后可将基础聚合物的水溶液干燥以除去水,并再溶解到非水溶剂中,以用于与对水敏感的反应性化合物(water-sensitivereactive compounds),例如酰基卤和酐反应。或者,可将非水溶剂加到含水基础聚合物的溶液中,并通过共沸蒸馏除去水。
优选用于非水接枝的对水敏感的反应性化合物的实例包括酰基卤、酐和异氰酸酯。由于异氰酸酯与伯氨基或仲氨基的反应比与水的反应快得多,所以也可使异氰酸酯化合物在含水介质中反应。
本发明的一种实施方式是硅氧烷改性的聚DADMAC/DAA共聚物,其具有式(V)的结构,
其中R是具有1~18个碳原子的烷基,优选为C4H9,m和n是式(V)的聚合物中相应括号中的重复单元各自的摩尔分数,r是0~100的数,*是端基,例如催化剂残基。
包含在式(IV)的阳离子共聚物中的硅氧烷官能团赋予疏水性,以对个人护理和其它应用中提供表面改性和期望的其它性质。
本发明的另一实施方式是具有接枝的抗氧化剂或吸收紫外线的官能团的聚DADMAC共聚物,例如以下部分结构(partial formulae)中所示的那些:
其中m和n是式(Va)和(Vb)的聚合物中相应括号中的重复单元各自的摩尔分数,*是端基,例如催化剂残基。如上所示,当存在受阻胺硝基氧、羟胺或羟铵盐基团时,则必须也存在至少一种另外的不含受阻胺硝基氧、羟胺或羟铵盐基团的官能残基。
本发明的聚合物的分子量(单位为原子质量单位(amu))不是关键的。它可为1.0×103~5.0×107,例如1.0×104~5.0×106,尤其是2.0×105~2.0×106,其可为数均分子量或者重均分子量,并可通过任何通常可获得的方法例如光散射、凝胶渗透色谱、尺寸排阻色谱等测定。
该聚合物可以多种物理形式即溶液、分散体、悬浮液、颗粒、粉末、珠(bead)、块状(block)等存在。在液体形式例如溶液、分散体、悬浮液等的情况下,液相可为含水的和/或非水的,例如在大豆油、酯或矿物油中的分散体。作为非水溶剂或分散介质的优选的烃包括萘酚石油溶剂(naphtholspirit)、得自Exxon的Escaid110、得自Condea Vista的LPA 170和得自Penreco的Conosol200、芳香族化合物/石蜡/萘的混合物。
发现如上所述的本发明的官能化的阳离子聚合物在个人护理用组合物中,尤其是在毛发和皮肤护理组合物中是非常有用的。这些组合物通常会包括至少一种化妆品功能剂,其用量为有效地赋予个人护理用组合物期望的化妆品性质的量。
本申请所用的术语″化妆品功能剂″是指为了化妆品效果(cosmetic effect)而施加到毛发或皮肤上的任何物质、化合物或组合物。示例性的化妆品功能剂包括柔润剂、保湿剂、润滑剂、紫外光吸收剂、无日照晒黑剂(例如DHA)、抗氧化剂、自由基清除剂、防腐剂(preservatives)、颜料、染料色淀、染料、其它着色剂、美感增强剂(aesthetic enhancer)例如聚硅氧烷和它们的各种衍生物、流变学改性剂、天然聚合物和它们的各种衍生物和共聚物(例如淀粉、纤维素聚合物、葡聚糖,和它们的衍生物)、香料和香水、成膜剂(防水剂)、防腐剂(antiseptics)、杀真菌剂、杀菌剂和其它药物、溶剂、表面活性剂、天然或合成的聚合物,其它调理剂和毛发定型剂(hair fixative)。这种化妆品功能剂也包括矿物油、甘油、蜂蜡、羊毛脂、乙酰羊毛脂、硬脂酸、棕榈酸、鲸蜡醇、烯烃磺酸钠盐(sodium salts of olefin sulfonate)、各种蛋白质和衍生物、聚合的糖(polymeric sugar)、调理剂例如聚季铵和毛发定型剂例如聚(乙烯基吡咯烷酮)和乙烯基吡咯烷酮与其它单体的共聚物,和聚乙烯基甲酰胺。
化妆品功能剂在个人护理用组合物中存在的量可为个人护理用组合物总重量的0.01~60wt%。
在一种实施方式中,本发明涉及个人护理用组合物,其包括:
A)聚合的官能化的阳离子共聚物,其具有通过使(a)和(b)反应而获得的主链:
(a)0.1~99.9wt%,优选20wt%~99wt%的至少一种式(I)的阳离子反应物,
其中R是氢或C1-C4烷基;R1和R2各自独立地为烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子;MC表示来自任选的单体(C)(例如为(甲基)丙烯酰胺或(甲基)丙烯酸酯)的残基;n、m和p是式(I)的阳离子反应物中相应括号中的重复单元各自的摩尔分数,m+n+p=1,Y-表示阴离子,以及
(b)0.1~99.9wt%的至少一种反应性官能化合物(接枝剂),其可为疏水的或亲水的、阴离子的、阳离子的、两性离子的或非离子的,并且对式(I)聚合物的主链上的氨基具有反应性;
B)至少一种化妆品功能剂,和
C)至少一种化妆品可接受的助剂。
根据本发明的个人护理用组合物优选包括
(A)基于组合物总重量的0.01~15wt%,例如0.5~10wt%的至少一种水溶性官能化的阳离子聚合物,其通过使氨基改性的阳离子基础聚合物与至少一种能够与基础聚合物上的氨基反应的官能化合物反应获得的,和
(B)0.01~60wt%,例如1~40wt%的至少一种化妆品功能剂,和
(C)余量为至少一种化妆品可接受的助剂。
在一种个人护理用制品的实施方式中,官能化的阳离子聚合物可由如上所定义的式Ia或Ib表示,
其中R1和R2各自独立地为氢、烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子,MC表示来自任选的单体C的残基,Y-表示无机阴离子或有机阴离子,Fg是用于接枝到阳离子氨基官能的基础聚合物的至少一种官能反应物的残基,R3是氢、C1-C4烷基或Fg;m、n和p是式(Ia)或(Ib)的阳离子反应物中相应括号中的重复单元各自的摩尔分数,*是端基,例如催化剂残基。
个人护理用组合物包括非常广泛的产品。合适的产品包括尤其是用于毛发处理的化妆品制剂,例如香波、毛发调理剂形式的毛发洗涤剂,毛发护理产品如预处理制品、生发油(hair tonics)、毛发造型霜膏(styling cream)和造型凝胶(styling gels)、润发脂(pomade)、发用漂洗剂、强力护发处理(deepconditioning treatment)、深入型头发处理剂;头发结构化制剂,如用于烫发(热烫、温烫、冷烫)的烫发制剂、直发或头发松散产品、液体头发定型制剂、头发泡沫、头发喷雾剂;漂发剂,如过氧化氢溶液、漂白香波、漂白霜膏、漂白粉末、漂白糊剂或油;暂时、半长效或长效染发剂,包含自氧化染料、或天然头发着色剂如指甲花染料或甘菊的制剂,和睫毛油。
它们也包括用后需冲洗干净的和留在皮肤上的皮肤护理品,例如软化,增湿和抗皱霜、露和凝胶;防光制品(light-protective preparation),例如晒黑露,晒黑膏和油,防晒剂和预晒黑和无日照晒黑制品;治疗组合物,例如抗-痤疮和抗-牛皮癣膏、凝胶和糊剂,以及皮肤着色产品,例如唇膏、亮唇膏(lip gloss)、眼影膏、湿粉底、日霜或粉底、润面露、霜和散粉和粉饼形式的面部化妆品。
个人护理用组合物可为许多不同的产品形式,例如香波、沐浴-和淋浴添加剂、毛发护理产品、蜡/脂肪组合物、液体和固体肥皂、露、凝胶、霜、软膏、或其它含水或醇或水/醇溶液的形式。
以上所列的个人护理用组合物可为非常广泛的物理表现形式,例如
·液体制剂的形式,如水包油(O/W)乳液
·凝胶的形式,
·油、霜、乳或露的形式,
·喷雾剂(使用推进剂气体的喷雾剂或泵送喷雾剂)或气溶胶形式,
·泡沫形式,或
·糊剂形式。
本发明的个人护理用制剂中存在的表面活性化合物(表面活性剂)及其量的选择取决于组合物的预期用途。正如熟练的配方设计师所共知的那样,在个人护理用组合物中可选择各种表面活性剂体系。存在的表面活性剂的总量也将取决于预期的最终用途,并可以高至60wt%。通常,组合物将包括至少2wt%的表面活性剂,例如2-60%,优选15-40%,最优选25-35%的表面活性剂。
当个人护理用组合物为水包油(O/W)乳液形式的液体制剂时,油组分存在的量优选为个人护理用组合物总重量的5~50wt-%,更优选10~35wt-%。
乳化剂的用量可为例如个人护理用组合物总重量的1~30wt%,优选4~20wt%,尤其是5~10wt%。
当配制成O/W乳液时,乳化剂体系的量优选占油相的5%~20wt%。
在O/W-制剂中,油相(油组分)可选自以下物质组:
脂肪醇:
基于具有6-18、优选8-10个碳原子的脂肪醇的格尔伯特醇(Guerbetalcohol),其包括鲸蜡醇、硬脂醇、鲸蜡硬脂醇、油醇、辛基十二烷醇,C12-C15醇的苯甲酸酯,乙酰化羊毛脂醇等。
脂肪酸酯:
直链C6-C24脂肪酸与直链C3-C24醇的酯,支化的C6-C13羧酸与直链C6-C24脂肪醇的酯,直链C6-C24脂肪酸与支化醇尤其是2-乙基己醇的酯,羟基羧酸与直链或支化C6-C22脂肪醇的酯,特别是苹果酸二辛酯,直链和/或支化脂肪酸与多元醇(如丙二醇、二聚物二醇或三聚物三醇)和/或格尔伯特醇的酯,如己酸、辛酸、2-乙基己酸、癸酸、月桂酸、异十三烷酸、肉豆蔻酸、棕榈酸、棕榈油酸、硬脂酸、异硬脂酸、油酸、反油酸、洋芜荽子酸(petroselinic acid)、亚油酸、亚麻酸、桐酸、花生酸、二十碳-9-烯酸(gadoleicacid)、山萮酸和芥酸及其工业级混合物(例如在天然脂肪和油的压力脱除(pressure removal)中、在来自Roelen氧化合成的醛的还原中或在不饱和脂肪酸的二聚中得到),与醇如异丙醇、己醇、辛醇、2-乙基己醇、癸醇、月桂醇、异十三烷醇、肉豆蔻醇、鲸蜡醇、棕榈油醇(palmoleyl alcohol)、硬脂醇、异硬脂醇、油醇、反油醇(elaidyl alcohol)、洋芜荽子醇(petroselinyl alcohol)、亚油醇、亚麻醇、桐醇(elaeostearyl alcohol)、花生醇、二十碳-9-烯醇(gadoleicacid)、山萮醇、瓢儿菜醇(erucyl alcohol)和巴惟醇(brassidyl alcohol)及其工业级混合物(例如在基于脂肪和油的工业级甲基酯或来自Roelen氧化合成的醛的高压氢化中得到以及作为不饱和脂肪醇二聚中的单体馏分得到)的酯。
上述酯油的实例是肉豆蔻酸异丙酯、棕榈酸异丙酯、硬脂酸异丙酯、异硬脂酸异丙酯、油酸异丙酯、硬脂酸正丁酯、月桂酸正己酯、油酸正癸酯、硬脂酸异辛酯、硬脂酸异壬酯、异壬酸异壬酯、棕榈酸2-乙基己酯、月桂酸2-己酯、硬脂酸2-己基癸酯、棕榈酸2-辛基十二烷基酯、油酸油基酯、芥酸油基酯、油酸芥酯(erucyloleate)、芥酸芥酯、辛酸鲸蜡硬脂基酯、棕榈酸鲸蜡酯、硬脂酸鲸蜡酯、油酸鲸蜡酯、山萮酸鲸蜡酯、乙酸鲸蜡酯、肉豆蔻酸肉豆蔻酯、山萮酸肉豆蔻酯、油酸肉豆蔻酯、硬脂酸肉豆蔻酯、棕榈酸肉豆蔻酯、乳酸肉豆蔻酯、二辛酸丙二醇酯/二癸酸丙二醇酯、庚酸硬脂酯、苹果酸二异硬脂酯、羟基硬脂酸辛酯等。
可使用的另外油组分是二羧酸酯,例如2,6-萘二甲酸二(2-乙基己基)酯、己二酸二正丁酯、己二酸二(2-乙基己基)酯、琥珀酸二(2-乙基己基)酯以及二醇酯,例如二油酸乙二醇酯、二异十三烷酸乙二醇酯、丙二醇二(2-乙基己酸酯)、二异硬脂酸丙二醇酯、二壬酸丙二醇酯、二异硬脂酸丁二醇酯和二辛酸新戊二醇酯。也可使用C6-C24脂肪醇和/或格尔伯特醇与饱和的和/或不饱和的芳族羧酸(尤其是苯甲酸)的酯、C2-C12二羧酸与具有1~22个碳原子的直链的或支化的醇或具有2~10个碳原子和2~6个羟基的多元醇的酯。
包括甘油酯和衍生物的天然或合成的甘油三酯类:
也可使用通过与其他醇类反应而改性的基于C6-C18脂肪酸类的甘油二酯类或甘油三酯类(三(辛酸/癸酸)甘油酯,麦芽甘油酯等),聚甘油(聚甘油(n)基)的脂肪酸酯类如癸酸聚甘油(4)酯,异硬脂酸聚甘油(2)酯等,或蓖麻油(Ricinus Communis)、氢化植物油、甜杏仁油、麦芽油(wheat germ oil)、芝麻油、氢化棉籽油、椰子油、鳄梨油、玉米油、氢化蓖麻油、牛油树脂(sheabutter)、可可油、豆油、貂油(mink oil)、向日葵油、红花油、澳洲坚果油、橄榄油、氢化牛油、杏仁油、榛子油、琉璃苣油(borago oil)等。
蜡:
包括长链酸和醇的酯以及具有似蜡性质的化合物,如巴西棕榈蜡(Copernicia Cerifera)、蜂蜡(白蜡或黄蜡)、羊毛脂蜡、小烛树蜡(EuphorbiaCerifera)、地蜡、日本蜡、石蜡、微晶蜡、纯白地蜡、鲸蜡硬脂基酯蜡(cetearylesters wax)、合成蜂蜡等;以及,亲水性蜡如鲸蜡硬脂醇或偏甘油酯。
珠光蜡(pearlescent wax):
包括亚烷基二醇酯,尤其是二硬脂酸乙二醇酯;脂肪酸链烷醇酰胺,尤其是椰油脂肪酸二乙醇酰胺;偏甘油酯,尤其是硬脂酸单甘油酯;多价的、未取代的或羟基取代的羧酸与具有6-22个碳原子的脂肪醇的酯;尤其是酒石酸的长链酯;脂肪物质,例如脂肪醇、脂肪酮、脂肪醛、脂肪醚和脂肪碳酸酯,其总共具有至少24个碳原子,尤其是月桂酮和二硬脂基醚;脂肪酸,如硬脂酸、羟基硬脂酸或山萮酸,具有12-22个碳原子的氧化烯与具有12-22个碳原子的脂肪醇和/或具有2-15个碳原子和2-10个羟基的多元醇的开环产物,及其混合物。
烃油:
包括矿物油(轻质或重质),凡士林(黄凡士林或白凡士林),微晶蜡,链烷化合物和异构链烷化合物,氢化的异构链烷分子如聚癸烯和聚丁烯,氢化聚异丁烯,角鲨烷,异十六烷,异十二烷以及其他来自植物和动物界的其他化合物。
硅酮或硅氧烷类(有机取代的聚硅氧烷):
包括二甲聚硅氧烷,甲基苯基聚硅氧烷,环状硅酮,以及氨基-、脂肪酸-、醇-、聚醚-、环氧-、氟-、苷-和/或烷基改性的硅酮化合物,其在室温时可以呈液体或树脂形式;线性聚硅氧烷,二甲聚硅氧烷,例如DowCorning200流体,MirasilDM(Rhodia);二甲聚硅氧烷醇;环状硅酮流体;环五硅氧烷类(cyclopentasiloxanes)挥发物,例如Dow Corning345流体、Silbione等级、Abil等级;苯基三甲基聚硅氧烷,Dow corning556流体。同样合适的是二甲基硅油,其是具有平均链长200-300个二甲基硅氧烷单元的二甲聚硅氧烷与氢化硅酸盐的混合物。Todd等人对合适的挥发性硅油的详细研究可以另外在Cosm.Toil.91,27(1976)中找到。
氟化的或全氟化的油:
乳化剂:
可以将任何常用的乳化剂用于个人护理用组合物中。乳化剂体系例如可以包含:
羧酸(carboxylic acid)及其盐:
例如C8-C24,优选C14-C20饱和或不饱和脂肪酸的盐,C8-C22伯或仲烷基磺酸盐,烷基甘油磺酸盐,已公开的英国专利1,082,179中所述的磺化的多羧酸,链烷烃磺酸盐(paraffin sulfonate),N-酰基、N′-烷基牛磺酸盐,烷基磷酸盐,羟乙基磺酸盐(isethionate),烷基琥珀酰胺酸盐(alkyl succinamate),烷基磺基琥珀酸酯[盐],磺基琥珀酸一酯或磺基琥珀酸二酯,N-酰基肌氨酸盐,烷基葡糖苷硫酸盐(alkyl glycoside sulfate),聚乙氧基羧酸盐,阳离子为碱金属(钠、钾、锂),未取代的或取代的铵残基(甲基铵、二甲基铵、三甲基铵、四甲基铵、二甲基哌啶鎓等)或烷醇胺的衍生物(一乙醇胺,二乙醇胺,三乙醇胺等);
槐糖脂(sophorolipids),例如酸或内酯形式的那些,衍生自17-羟基十八碳烯酸,以及鞘脂类和糖脂类,例如WO 96/37192中披露的那些;
钠、钾和铵的碱性皂;钙或镁的金属皂;有机基皂,例如月桂酸,棕榈酸,硬脂酸和油酸等,烷基磷酸盐或磷酸酯:酸式磷酸盐,磷酸二乙醇胺,鲸蜡基磷酸钾;
其它阴离子表面活性剂的实例包括:下式的烷基酯硫酸盐,
R100-CH(SO3M)—COOR200,
其中R100是C8-C20,优选C10-C16烷基,R200是C1-C16,优选C1-C3烷基,M是碱金属阳离子(钠、钾、锂),取代的或未取代的铵(甲基铵、二甲基铵、三甲基铵、四甲基铵、二甲基哌啶鎓等)或烷醇胺的衍生物(单乙醇胺,二乙醇胺,三乙醇胺等);
式R300OSO3M的烷基磺酸盐,其中R300是C5-C24,优选C10-C18烷基或羟基烷基,M是氢原子或如上所定义的阳离子,和它们的氧化乙烯(EO)和/或氧化丙烯(PO)衍生物,其平均具有0.5~30,优选0.5~10个EO和/或PO单元;
下式的烷基酰胺硫酸盐,
R400CONHR500OSO3M,
其中R400是C2-C22,优选C6-C20烷基,R500是C2-C3烷基,M是氢原子或如上所定义的阳离子,以及它们的氧化乙烯(EO)和/或氧化丙烯(PO)衍生物,其平均具有0.5~60个EO和/或PO单元。
本发明的组合物可含有非离子表面活性剂。可使用的非离子表面活性剂包括伯和仲醇乙氧基化物,尤其是用平均1~20mol环氧乙烷/摩尔醇进行乙氧基化的C8-C20脂肪醇,更加尤其是用平均1~10mol环氧乙烷/摩尔醇进行乙氧基化的C10-C15脂肪伯醇和脂肪仲醇。非乙氧基化的非离子表面活性剂包括烷基多糖苷,甘油单醚,和多羟基酰胺(葡糖酰胺)。
这种非离子表面活性剂的一些特定实例包括:
聚氧化烯的烷基苯酚(即聚氧化乙烯、聚氧化丙烯、聚氧化丁烯),其烷基取代基具有6~12个碳原子,并含有5~25个氧化烯单元(alkoxylenatedunits);实例有Rohm & Haas Co.销售的TRITON X-45、X-114、X-100和X-102,和由Rhodia制造的IGEPAL NP2至NP17;
含有1~25个氧化烯(氧化乙烯、氧化丙烯)单元的C8-C22聚氧化烯的脂肪醇;实例包括Dow销售的TERGITOL 15-S-9、TERGITOL 24-L-6NMW;NEODOL 45-9、Shell Chemical Co.销售的NEODOL 23-65、NEODOL 45-7和NEODOL 45-4;Procter & Gamble Co.销售的KYRO EOB,由ICI制造的SYNPERONIC A3至A9,由Rhodia制造的RHODASURF IT、DB和B;
分子量在2,000~10,000的数量级的,由环氧乙烷或环氧丙烷与丙二醇和/或乙二醇的缩合得到的产品,例如BASF销售的PLURONIC产品;
环氧乙烷和/或环氧丙烷与乙二胺的缩合得到的产品,例如BASF销售的TETRONIC产品;
含有5~25个氧化乙烯和/或氧化丙烯单元的C8-C18乙氧基和/或丙氧基脂肪酸;
含有5~30个氧化乙烯单元的C8-C20脂肪酰胺;
含有5~30个氧化乙烯单元的乙氧基化的胺;
含有1~50,优选1~25,尤其是2~20个氧化烯(优选氧化乙烯)单元的烷氧基化的酰氨基胺(amidoamine);
氧化胺,例如C10-C18烷基二甲基胺的氧化物、C8-C22烷氧基乙基二羟基乙胺的氧化物;
烷氧基化的萜烯烃,例如乙氧基化的和/或丙氧基化的α-或β-蒎烯,其含有1~30个氧化乙烯和/或氧化丙烯单元;
通过葡萄糖与脂肪伯醇的缩合(例如借助于酸催化作用)可获得的烷基多糖苷,例如美国专利说明书3,598,865和4,565,647以及EP-A-132 043和EP-A-132 046中的那些,其具有C4-C20,优选C8-C18烷基和每摩尔烷基多糖苷(APG)的葡萄糖单元平均数为0.5~3的数量级,优选为1.1~1.8的数量级,尤其是具有C8-C14烷基和每摩尔的葡萄糖单元平均为1.4,具有C12-C14烷基和每摩尔的葡萄糖单元平均为1.4,具有C8-C14烷基和每摩尔的葡萄糖单元平均为1.5或具有C8-C10烷基和每摩尔的葡萄糖单元平均为1.6的那些,其由Henkel分别以名称GLUCOPON 600 EC,GLUCOPON 600 CSUP,GLUCOPON 650 EC和GLUCOPON 225 CSUP销售;
优选的是,非离子表面活性剂的总浓度为0wt%~30wt%,优选1wt%~25wt%,最优选2wt%~15wt%。
另一类合适的表面活性剂包括在类似于本发明的组合物中使用的单-长链-烷基阳离子表面活性剂。这种类型的阳离子表面活性剂包括通式R10R20R30R40N+X-的季铵盐,其中R基团是长烃链或短烃链;尤其是烷基,羟基烷基或乙氧基化的烷基,X是抗衡离子(例如,其中R10是C8-C22烷基,优选C8-C10或C12-C14烷基,R20是甲基,R30和R40(它们可为相同的或不同的)是甲基或羟基乙基);和阳离子酯(例如,胆碱酯)。
也有用的是乙氧基化的羧酸或聚乙二醇酯(PEG-n丙烯酸酯),具有8~22个碳原子的直链脂肪醇,其由2~30mol环氧乙烷和/或0~5mol环氧丙烷与具有12~22个碳原子的脂肪酸和烷基中具有8~15个碳原子的烷基苯酚所支化;脂肪醇聚二醇醚,例如月桂基聚氧乙烯(n)醚、鲸蜡硬脂基聚氧乙烯(n)醚、硬脂基聚氧乙烯(n)醚和油基聚氧乙烯(n)醚;脂肪酸聚二醇醚,例如PEG-n硬脂酸酯、PEG-n油酸酯、PEG-n椰油酸酯;
单酸甘油酯和多元醇酯;1-30mol环氧乙烷与多元醇的加成产物的C12-C22脂肪酸单酯和二酯;
脂肪酸与聚甘油酯如单硬脂酸甘油酯、二异硬脂酸二异硬脂酰基聚甘油(3)酯、二异硬脂酸聚甘油(3)酯、二异硬脂酸三甘油酯、倍半异硬脂酸聚甘油(2)酯或聚甘油基二聚体化物(polyglyceryl dimerates)。来自多个上述物质种类的化合物的混合物也是适合的。
脂肪酸聚二元醇酯如单硬脂酸二甘醇酯,脂肪酸与聚乙二醇酯;脂肪酸与蔗糖酯如蔗糖酯(sucro esters),甘油与蔗糖酯如蔗糖甘油酯。
山梨糖醇和脱水山梨糖醇:具有6-22个碳原子的饱和的和不饱和的脂肪酸和环氧乙烷加成产物的脱水山梨糖醇单酯和二酯;
聚山梨酸酯-n系列,脱水山梨糖醇酯如倍半异硬脂酸脱水山梨糖醇酯,PEG-(6)-异硬脂酸脱水山梨糖醇酯,PEG-(10)-月桂酸脱水山梨糖醇酯,PEG-17-二油酸脱水山梨糖醇酯
葡萄糖衍生物:C8-C22烷基单苷和低聚苷以及乙氧基化类似物,其中葡萄糖优选作为糖组分;O/W乳化剂,例如甲基葡萄糖聚氧乙烯(20)醚倍半硬脂酸酯(methyl gluceth-20 sesquistearate),硬脂酸脱水山梨糖醇酯/蔗糖椰油酸酯,甲基葡萄糖倍半硬脂酸酯,鲸蜡硬脂醇/鲸蜡硬脂葡糖苷;以及W/O乳化剂如甲基葡萄糖二油酸酯/甲基葡萄糖异硬脂酸酯。
硫酸酯(盐)和磺化衍生物:
二烷基磺基琥珀酸酯(例如DOSS,琥珀酸二辛酯),烷基月桂基磺酸酯,直链磺化的石蜡,磺化四聚丙烯磺酸酯(sulfonated tetraproplyne sulfonate),月桂基硫酸钠,月桂基硫酸铵和月桂基乙醇胺(ammonium and ethanolaminelauryl sulfate),月桂基醚硫酸盐,月桂基聚氧乙烯醚硫酸钠,乙酰基羟乙基磺酸盐(acyl isothionate),烷醇酰胺硫酸盐,牛磺酸盐(taurines),甲基牛磺酸盐,咪唑硫酸盐;
胺衍生物:
包括胺盐,乙氧基化胺,例如氧化物胺,具有含杂环的链的胺,如烷基咪唑啉,吡啶衍生物,异喹啉(isoquinoteines),鲸蜡基吡啶鎓氯化物,鲸蜡基吡啶鎓溴化物,季铵化合物如鲸蜡基三甲基溴化铵,硬脂基烷铵(stearylalkonium);
酰胺衍生物:链烷醇酰胺如酰胺DEA,乙氧基化酰胺如PEG-n酰胺,oxydeamide;
聚硅氧烷/聚烷基/聚醚共聚物和衍生物:二甲聚硅氧烷,共聚醇,硅酮聚环氧乙烷共聚物和硅酮二醇共聚物;
丙氧基化的或POE-n醚(Meroxapols),Polaxamers或聚(氧化乙烯)m-嵌段-聚(氧化丙烯)n-嵌段(氧化乙烯共聚物);
两性离子表面活性剂,其分子中带有至少一个季铵基团和至少一个羧酸根和/或磺酸根。特别适合的两性离子表面活性剂包括所谓的甜菜碱,如N-烷基-N,N-二甲基铵甘氨酸盐,例如椰油烷基二甲基铵甘氨酸盐,N-酰基氨基丙基-N,N-二甲基铵甘氨酸盐,例如椰油酰氨基丙基二甲基铵甘氨酸盐和2-烷基-3-羧基甲基-3-羟基乙基咪唑啉,其各自在烷基或酰基中具有8-18个碳原子,以及椰油酰基氨基乙基羟基乙基羧基甲基甘氨酸盐,N-烷基甜菜碱,N-烷基氨基甜菜碱;
烷基咪唑啉,烷基肽(alkylopeptides)和脂氨基酸(lipoaminoacides);
自乳化的基质(self-emulsifying bases)(参见K.F.DePolo-A ShortTextbook Of Cosmetology,第8章,表8-7,第250-251页);
非离子基质(non-ionic bases)如PEG-6蜂蜡(和)PEG-6硬脂酸酯(和)异硬脂酸聚甘油(2)酯[Apifac],硬脂酸甘油酯(和)PEG-100硬脂酸酯,[Arlacel165],PEG-5硬脂酸甘油酯[Arlatone 983 S],油酸脱水山梨糖醇酯(和)蓖麻醇酸聚甘油(3)酯[Arlacel 1689],硬脂酸脱水山梨糖醇酯和椰油酸蔗糖酯[arlatone 2121],硬脂酸甘油酯和月桂基聚氧乙烯(23)醚[Cerasynth 945],鲸蜡硬脂醇和鲸蜡基聚氧乙烯(20)醚[Cetomacrogol Wax],鲸蜡硬脂醇和聚山梨醇酯60和PEG-150和硬脂酸酯-20[Polawax GP 200,Polawax NF],鲸蜡硬脂醇和鲸蜡硬脂基聚葡糖苷[Emulgade PL 1618],鲸蜡硬脂醇和鲸蜡硬脂基聚氧乙烯(20)醚[Emulgade 1000NI,Cosmowax],鲸蜡硬脂醇和PEG-40蓖麻油[Emulgade F Special],鲸蜡硬脂醇和PEG-40蓖麻油和鲸蜡硬脂基硫酸钠[Emulgade F],硬脂醇和硬脂基聚氧乙烯(7)醚和硬脂基聚氧乙烯(10)醚[Emulgator E 2155],鲸蜡硬脂醇和硬脂基聚氧乙烯(7)醚和硬脂基聚氧乙烯(10)醚[Emulsifying wax U.S.N.F.],硬脂酸甘油酯和PEG-75硬脂酸酯[Gelot64],丙二醇鲸蜡基聚氧乙烯(3)醚乙酸酯[Hetester PCS],丙二醇异鲸蜡基聚氧乙烯(3)醚乙酸酯[Hetester PHA],鲸蜡硬脂醇和鲸蜡基聚氧乙烯(12)醚和油基聚氧乙烯(12)醚[Lanbritol Wax N 21],PEG-6硬脂酸酯和PEG-32硬脂酸酯[Tefose 1500],PEG-6硬脂酸酯和鲸蜡基聚氧乙烯(20)醚和硬脂基聚氧乙烯(20)醚[Tefose 2000],PEG-6硬脂酸酯和鲸蜡基聚氧乙烯(20)醚和硬脂酸甘油酯和硬脂基聚氧乙烯(20)醚[Tefose 2561],硬脂酸甘油酯和鲸蜡硬脂基聚氧乙烯(20)醚[Teginacid H,C,X];
阴离子碱性基质(anionic alkaline bases)如自乳化型硬脂酸聚乙二醇(2)酯(PEG-2 stearate SE),自乳化型硬脂酸甘油酯(glyceryl stearateSE)[Monelgine,Cutina KD]和丙二醇硬脂酸酯[Tegin P];
阴离子酸性基质(cationic acid bases),例如鲸蜡硬脂醇和鲸蜡硬脂基硫酸钠[Lanette N,Cutina LE,Crodacol GP],鲸蜡硬脂醇和月桂基硫酸钠[Lanette W],三(羊毛脂醇聚氧乙烯(4)醚)磷酸盐和硬脂酸乙二醇酯和硬脂酸聚乙二醇(2)酯[Sedefos 75],硬脂酸甘油酯和月桂基硫酸钠[TeginacidSpecial],和;
阳离子酸性基质(cationic acid bases)如鲸蜡硬脂醇和溴化鲸蜡基三甲铵。
助剂和添加剂:
个人护理用组合物,例如霜,凝胶,露,醇和水/醇溶液,乳液,蜡/脂肪组合物或软膏,可以另外包含温和表面活性剂、超富脂剂、稠度调节剂、另外的增稠剂、聚合物、稳定剂、生物活性成分、除臭活性成分、抗头皮屑剂、成膜剂、溶胀剂、紫外光防护剂、抗氧化剂、水溶助剂(hydrotropicagent)、防腐剂、驱虫剂、增容剂、芳香油、着色剂、抑菌剂等作为进一步的助剂和添加剂。
助剂和添加剂在个人护理用组合物中存在的量可任选地为例如基于个人护理用组合物总重量的0.1~25wt%。
超富脂剂(super-fatting agents):
适于用作超富脂剂的物质包括例如羊毛脂和卵磷脂,以及聚乙氧基化或丙烯酸酯化羊毛脂和卵磷脂衍生物,多元醇脂肪酸酯,单甘油酯和脂肪酸链烷醇酰胺,后者同时充当泡沫稳定剂。
表面活性剂:
适合的温和表面活性剂,也就是说特别好地为毛发所接受的表面活性剂,其实例包括脂肪醇聚二醇醚硫酸盐、单甘油酯硫酸盐、单烷基和/或二烷基磺基琥珀酸盐、脂肪酸羟乙基磺酸盐、脂肪酸肌氨酸盐、脂肪酸牛磺酰胺、脂肪酸谷氨酸盐、α-烯烃磺酸盐、醚羧酸、烷基低聚葡糖苷、脂肪酸葡糖酰胺、烷基酰氨基甜菜碱和/或蛋白质脂肪酸缩合产物,后者优选基于小麦蛋白质。
稠度调节剂/另外的增稠剂和流变学改性剂:
另外的增稠剂和流变学改性剂包括二氧化硅,硅酸镁,硅酸铝,多糖或其衍生物如透明质酸、黄原胶、瓜尔胶、琼脂、藻酸盐、角叉菜胶(carraghenan)、胶凝糖(gellan)、果胶,或改性纤维素如羟基纤维素、羟丙基甲基纤维素。此外聚丙烯酸酯或网状丙烯酸(reticulated acrylic acid)的均聚物和聚丙烯酰胺,例如Carbopo系列(例如Carbopol类型980、981、1382、ETD2001、ETD2020、Ultrez10;INCI:卡波姆(Carbomer))或Ciba Salcare系列,如SalcareSC10、SalcareSC11和SalcareSC Super 7(丙烯酰胺与二烯丙基二甲基氯化铵(DADMAC)的所有共聚物),SalcareSC30(DADMAC均聚物),SalcareSC80(硬脂基聚氧乙烯(10)醚烯丙基醚/丙烯酸酯共聚物),SalcareSC81(丙烯酸酯共聚物),Ciba Salcare系列的液体分散体聚合物,其为疏水的载体介质中的一系列微粒状基于丙烯酸类的聚合物增稠剂,包括SalcareSC91(丙烯酸钠共聚物/PPG-1十三烷基聚氧乙烯(6)醚/矿物油),SalcareSC92(聚季铵32/矿物油),SalcareSC95(矿物油中的聚季铵37与PPG-1十三烷基聚氧乙烯(6)醚)和SalcareSC96(在二辛酸丙二醇酯/二癸酸丙二醇酯中的聚季铵37与PPG-1十三烷基聚氧乙烯(6)醚);Sepigel305(聚丙烯酰胺/月桂基聚氧乙烯(7)醚),SimulgelNS和SimulgelEG(丙烯酸羟基乙酯/丙烯酰基二甲基牛磺酸钠共聚物),Stabilen30(丙烯酸酯/异癸酸乙烯基酯交联聚合物),PemulenTR-1(丙烯酸酯/丙烯酸C10-C30烷基酯交联聚合物),LuvigelEM(丙烯酸钠共聚物),Aculyn28(丙烯酸酯/山萮醇聚氧乙烯(25)醚甲基丙烯酸酯共聚物)等。
聚合物:
适合的阳离子聚合物包括例如阳离子纤维素衍生物,如可以名称Polymer JR 400从Amerchol得到的季铵化羟甲基纤维素,阳离子淀粉,丙烯酰胺,季铵化乙烯基吡咯烷酮/乙烯基咪唑聚合物,例如Luviquat(BASF),聚二醇和胺的缩合产物,季铵化胶原多肽,如月桂基二甲基铵羟基丙基水解胶原(LamequatL/Grünau),季铵化小麦多肽,聚乙烯亚胺,阳离子硅酮聚合物,如酰氨基甲基聚硅氧烷,己二酸和二甲基氨基羟基丙基二亚乙基三胺的共聚物(Cartaretin/Clariant),丙烯酸与二甲基二烯丙基氯化铵的共聚物(Merquat550/Chemviron),聚氨基聚酰胺,如在FR-A-2 252 840中描述的,及其交联水溶性聚合物,阳离子壳多糖衍生物,如季铵化的壳聚糖,其任选地作为微晶分布;二卤代烷如二溴丁烷与双二烷基胺的缩合产物,例如双二甲基氨基-1,3-丙烷,阳离子瓜尔胶,如来自Celanese的JaguarC-17、JaguarC-16,季铵盐聚合物,如来自Miranol的MirapolA-15、MirapolAD-1、MirapolAZ-1。至于阴离子、两性离子、两性和非离子聚合物,例如考虑乙酸乙烯酯/巴豆酸共聚物、乙烯基吡咯烷酮/丙烯酸乙烯酯共聚物、乙酸乙烯酯/马来酸丁酯/丙烯酸异冰片酯共聚物、甲基乙烯基醚/马来酸酐共聚物及其酯、未交联的聚丙烯酸和用多元醇交联的聚丙烯酸、丙烯酰氨基丙基-三甲基氯化铵/丙烯酸酯共聚物、丙烯酰氨基丙基三甲基氯化铵/丙烯酰胺共聚物(Ciba SalcareSC60)、辛基丙烯酰胺/甲基丙烯酸甲酯/甲基丙烯酸叔丁基氨基乙酯/甲基丙烯酸2-羟基丙酯共聚物、聚乙烯基吡咯烷酮、乙烯基吡咯烷酮/乙酸乙烯酯共聚物、乙烯基吡咯烷酮/甲基丙烯酸二甲基氨基乙酯/乙烯基己内酰胺三元共聚物以及任选衍生的纤维素醚和硅酮。此外可以使用在EP 1093796(第3-8页,第17-68段)中所述的聚合物。
生物活性成分:
生物活性成分应理解为包括例如维生素E、醋酸维生素E、棕榈酸维生素E、抗坏血酸、脱氧核糖核酸、视黄醇、没药醇(bisabolol)、尿囊素、植烷三醇、泛醇、AHA酸、氨基酸、神经酰胺、假神经酰胺、精油、植物提取物和维生素复合物。
除臭活性成分:
用于皮肤护理的除臭活性成分包括,例如止汗剂,如氯化铝水合物(参见J.Soc.Cosm.Chem.24,281(1973))。例如可以Clariant的商标Locron购得的一种对应于式Al2(OH)5Cl×2.5H2O的氯化铝水合物,其使用是特别优选的(参见J.Pharm.Pharmacol.26,531(1975))。除了氯水合物(chlorohydrate)以外,也可以使用羟基乙酸铝和铝/锆的酸式盐。酯酶抑制剂可以作为其他除臭活性成分加入。所述抑制剂优选是柠檬酸三烷基酯,如柠檬酸三甲酯、柠檬酸三丙酯、柠檬酸三异丙酯、柠檬酸三丁酯以及特别是柠檬酸三乙酯(HydagenCAT,Henkel KGaA,Düsseldorf/GER),其抑制酶活性以及因此减少气味形成。考虑作为酯酶抑制剂的其他物质是甾醇硫酸盐(酯)或磷酸盐(酯),例如羊毛甾醇、胆固醇、菜油甾醇(campesterol)、豆甾醇(stigmasterol)和谷甾醇(sitosterol)的硫酸盐或磷酸盐,二羧酸及其酯,例如戊二酸、戊二酸单乙酯、戊二酸二乙酯、己二酸、己二酸单乙酯、己二酸二乙酯、丙二酸和丙二酸二乙酯以及羟基羧酸及其酯,例如柠檬酸、苹果酸、酒石酸或酒石酸二乙酯。影响微生物菌群和杀死汗分解细菌或抑制其生长的抗菌活性成分同样可以存在于所述制剂中。其实例包括壳聚糖、苯氧基乙醇和葡萄糖酸洗必太(chlorhexidine gluconate)。5-氯-2-(2,4-二氯苯氧基)-苯酚(IrgasanDP 300,Ciba Specialty Chemicals Corp.)也已经证实特别有效。
抗头皮屑剂:
抗头皮屑剂包括例如苯咪丁酮(climbazole),羟甲辛吡酮(octopirox)和巯氧吡啶锌(zinc pyrithione)。
常规成膜剂包括例如壳聚糖、微晶壳聚糖、季铵化壳聚糖、聚乙烯基吡咯烷酮、乙烯基吡咯烷酮/乙酸乙烯酯共聚物、包含高比例丙烯酸的季铵化纤维素衍生物的聚合物、胶原、透明质酸及其盐以及类似化合物。
抗氧化剂:
个人护理产品可任选地含有一种或多种抗氧化剂。可使用任何普通的抗氧化剂。这种抗氧化剂的典型例子是4,4’-二-α-枯基-二苯基胺、单-和二烷基化的叔丁基/叔辛基-二苯基胺、正十八烷基3,5-二-叔丁基-4-羟基氢化肉桂酸酯、四(二丁基)季戊四醇-4-羟基氢化肉桂酸酯(tetradibutyl-pentaerythrityl-4-hydroxyhydrocinnatmate)、新戊烷四基四(3,5-二-叔丁基-4-羟基氢化肉桂酸酯)、二正十八烷基3,5-二-叔丁基-4-羟基苄基膦酸酯,1,3,5-三(3,5-二-叔丁基-4-羟基苄基)异氰尿酸酯、硫代二亚乙基双(3,5-二-叔丁基-4-羟基氢化肉桂酸酯)、1,3,5-三甲基-2,4,6-三(3,5-二-叔丁基-4-羟基苄基)苯、3,6-二氧杂八亚甲基双(3-甲基-5-叔丁基-4-羟基氢化肉桂酸酯)、2,6-二-叔丁基-对甲基苯酚、2,2′-亚乙基-双(4,6-二-叔丁基苯酚)、1,3,5-三(2,6-二甲基-4-叔丁基-3-羟基苄基)异氰尿酸酯、1,1,3-三(2-甲基-4-羟基-5-叔丁基-苯基)丁烷、1,3,5-三[2-(3,5-二-叔丁基-4-羟基氢化肉桂酰氧基)乙基]异氰尿酸酯、3,5-二-(3,5-二-叔丁基-4-羟基苄基)三甲苯酚、六亚甲基双(3,5-二-叔丁基-4-羟基氢化肉桂酸酯)、1-(3,5-二-叔丁基-4-羟基苯胺基)-3,5-二(辛基硫代)-均三嗪、N,N′-六亚甲基-双(3,5-二-叔丁基-4-羟基氢化肉桂酰胺)、双(乙基3,5-二-叔丁基-4-羟基苄基膦酸)钙、亚乙基双[3,3-二(3-叔丁基-4-羟基苯基)丁酸酯]、3,5-二-叔丁基-4-羟基苄基巯基乙酸辛酯、双(3,5-二-叔丁基-4-羟基氢化肉桂酰基)-肼,N,N′-双[2-(3,5-二-叔丁基-4-羟基氢化肉桂酰氧基)-乙基]草酰胺,和由二(氢化牛脂)胺(di(hydrogenated tallow)amine)通过直接氧化制备的N,N-二烷基羟基胺,和苯并三唑基丁基苯酚磺酸钠(CibafastH,Ciba SpecialtyChemicals Corp.).。
其它合适的抗氧化剂是氨基酸(例如甘氨酸、组氨酸、酪氨酸、色氨酸)以及它们的衍生物;咪唑(例如咪唑丙烯酸(urocanine acid))及其衍生物;肽,如D,L-肌肽、D-肌肽、L-肌肽及其衍生物(例如鹅肌肽);类胡萝卜素,胡萝卜素烯类(例如α-胡萝卜素、β-胡萝卜素、番茄红素)及其衍生物;绿原酸及其衍生物;硫辛酸(liponic acid)及其衍生物(例如二氢硫辛酸);金硫葡萄糖(aurothioglycose),丙基硫尿嘧啶及其它噻吩类硫醇(例如硫氧还蛋白、谷胱甘肽、半胱氨酸、胱氨酸、胱胺及其糖基、N-乙酰基、甲基、乙基、丙基、戊基、丁基、月桂基、棕榈酰基、油基、亚油基(linoleyl)、胆甾醇基和甘油基酯)及其盐;硫代二丙酸二月桂酯,硫代二丙酸二硬脂基酯,硫代二丙酸及其衍生物(酯、醚、肽、脂质、核苷酸、核苷和盐);以及磺基亚胺(Sulfoximine)化合物(如丁硫氨酸磺基肟(buthionine sulfoximine)、高半胱氨酸磺基肟(homocysteine sulfoximine)、丁硫氨酸砜(buthionine sulfone)、五-、六-、七硫氨酸磺基肟(penta-,hexa-,heptathioninsulfoximine));还有(金属)螯合剂(例如羟基脂肪酸、棕榈酸、植酸、乳铁蛋白),α-羟酸(例如柠檬酸、乳酸、苹果酸),腐殖酸,胆汁酸,胆汁提取物,胆红素,胆绿素,EDTA,EGTA及其衍生物,不饱和脂肪酸及其衍生物(例如亚麻酸、亚油酸、油酸),叶酸及其衍生物,泛醌和泛醇以及它们的衍生物,维生素C及其衍生物(例如抗坏血酰棕榈酸酯、抗坏血酸基磷酸镁、抗坏血酸基醋酸酯),生育酚及其衍生物(例如醋酸维生素E)、维生素A及其衍生物(例如棕榈酸维生素A)以及苯甲酸松酯的安息香树脂,芸香亭酸及其衍生物,α-糖基芸香苷,阿魏酸,亚糠基葡糖醇,肌肽,丁基苯甲醇,丁基羟基苯甲醚,去甲二氢愈创木酸,三羟基丁酰苯,尿酸及其衍生物,甘露糖及其衍生物,超氧物歧化酶,N-[3-(3,5-二叔丁基-4-羟苯基)丙酰]对氨基苯磺酸(及其盐,例如其二钠盐),锌及其衍生物(例如ZnO、ZnSO4)、硒及其衍生物(例如蛋氨酸硒)、均二苯乙烯(stilbene)及其衍生物(例如均二苯乙烯氧化物、反式二苯乙烯氧化物)以及所述活性剂适合于本发明的衍生物(盐、酯、醚、糖、核苷酸、核苷、肽和类脂),此外还可提及HALS(“受阻胺光稳定剂”)化合物。
抗氧化剂存在的量通常为个人护理产品总重量的0.001wt%至25wt%,优选0.01wt%至3wt%。
水溶助剂:
为了提高组合物的流动性质,也可以采用水溶助剂,例如乙氧基化或非乙氧基化碳原子数较少的一元醇、二元醇或多元醇或者其醚(如乙醇、异丙醇、1,2-二丙烷二醇、丙二醇、甘油、乙二醇、乙二醇单乙基醚、乙二醇单丁基醚、丙二醇单甲基醚、丙二醇单乙基醚、丙二醇单丁基醚、二甘醇单甲基醚、二甘醇单乙基醚、二甘醇单丁基醚以及类似产品)。为此考虑到的多元醇优选具有2-15个碳原子和至少2个羟基。所述多元醇也可以含有其他官能团,尤其是氨基,和/或可以由氮改性。典型实例如下:甘油,亚烷基二醇,如乙二醇、二甘醇、丙二醇、丁二醇、己二醇以及平均分子量为100-1000amu的聚乙二醇;具有1.5-10的本征缩合度(intrinsic degree ofcondensation)的工业级低聚甘油混合物,例如具有40-50重量%二甘油含量的工业级二甘油混合物;羟甲基化合物,例如尤其是三羟甲基乙烷、三羟甲基丙烷、三羟甲基丁烷、季戊四醇和二季戊四醇;低级烷基-葡糖苷,尤其是在烷基部分中具有1-8个碳原子的那些,例如甲基葡糖苷和丁基葡糖苷;具有5-12个碳原子的糖醇,例如山梨糖醇或甘露糖醇;具有5-12个碳原子的糖,例如葡萄糖或蔗糖;氨基糖,如葡糖胺;二醇胺,如二乙醇胺或2-氨基-1,3-丙二醇。
防腐剂和抑菌剂:
合适的防腐剂包括例如对羟基苯甲酸甲酯、对羟基苯甲酸乙酯、对羟基苯甲酸丙酯、对羟基苯甲酸丁酯,苯扎氯铵,2-溴-2-硝基丙烷-1,3-二醇,脱氢乙酸,二偶氮烷基脲(Diazolidinyl Urea),2-氯-苄醇,二甲基二羟甲基乙内酰脲,甲醛溶液,甲基二溴戊二腈(Methyldibromoglutanitrile),苯氧基乙醇,羟甲基甘氨酸钠,咪唑烷基脲(Imidazolidinyl Urea)和三氯生(Triclosan),以及列于以下参考文献中的其他物质类别:K.:F.DePolo-A ShortTextbook Of Cosmetology,第7章,表7-2、7-3、7-4和7-5,第210-219页。
抑菌剂:
抑菌剂的典型实例是对革兰氏阳性细菌具有特定作用的防腐剂,如2,4,4’-三氯-2’-羟基二苯基醚(Ciba IRGASANDP 300),洗必太(1,6-二(4-氯苯基-二胍基)己烷)或TCC(3,4,4’-三氯N-碳酰苯胺)。多种芳族化合物和醚油也具有抗微生物性能。典型实例是丁香油、薄荷油和百里香油中的活性成分丁子香酚、薄荷醇和百里酚。关注的天然除臭剂是存在于莱檬花油中的萜烯醇金合欢醇(3,7,11-三甲基-2,6,10-十二烷三烯-1-醇(3,7,11-trimethyl-2,6,10-dodecatrien-1-ol))。甘油单月桂酸酯也被证实为一种抑菌剂。
存在的其它抑菌剂的量通常是所述制剂的固体含量的0.1-2重量%。
芳香油:
作为芳香油,可以提及天然和/或合成的芳族物质的混合物。天然芳族物质例如是下列物质的提取物:花(百合(lilies)、熏衣草(lavender)、玫瑰(roses)、茉莉(jasmine)、橙花(neroli)、夷兰(ylang-ylang))、茎和叶(天竺葵(geranium)、绿叶刺蕊草(patchouli)、橙叶(petitgrain))、果实(茴芹(aniseed)、胡荽(coriander)、藏茴香(caraway)、桧柏(juniper))、果实皮(香柠檬(bergamot)、柠檬(lemons)、橙子(oranges))、根(肉豆蔻(mace)、当归(angelica)、芹菜(celery)、小豆蔻(cardamom)、木香(costus)、鸢尾根(iris)、菖蒲(calmus))、木材(松木(pinewood)、檀木(sandalwood)、愈创木(guaiacum wood)、杉木(cedarwood)、玫瑰木(rosewood))、草本和禾草(龙蒿(tarragon)、香茅(lemon grass)、鼠尾草(sage)、百里香(thyme))、针叶和细枝(云杉(spruce)、松树(pine)、欧洲赤松(Scotspine)、高山陆均松(mountain pine))、树脂和香脂(古篷香脂(galbanum)、榄香脂(elemi)、安息香(benzoin)、没药树脂(myrrh)、乳香(olibanum)、合家欢(opoponax))。也可以考虑动物原料,如灵猫香和海狸香。典型的合成芳族物质例如是酯、醚、醛、酮、醇或烃类产物。酯类的芳族物质化合物例如是乙酸苄基酯、异丁酸苯氧基乙酯、乙酸对-叔丁基环己基酯、乙酸里哪酯、乙酸二甲基苄基甲酯、乙酸苯基乙酯、苯甲酸里哪酯、甲酸苄基酯、甘氨酸乙基甲基苯基酯、丙酸烯丙基环己基酯、丙酸苏合香酯(styrallyl propionate)和水杨酸苄基酯。所述醚例如包括苄基乙基醚;所述醛例如包括具有8-18个烃原子的直链烷醛、柠檬醛、香茅醛、香茅基氧乙醛(citronellyloxyacetaldehyde)、仙客来醛(cyclamen aldehyde)、羟基香茅醛(hydroxycitronellal)、玲兰醛(lilial)和波旁醛(bourgeonal);所述酮例如包括紫罗兰酮、异甲基紫罗兰酮和甲基雪松酮(methyl cedryl ketone);所述醇例如包括茴香脑(anethol)、香茅醇、丁子香酚、异丁子香酚、香叶醇、里哪醇、苯基乙基醇和萜品醇(terpinol);以及所述烃主要包括萜烯和香脂。然而,优选使用共同产生有吸引人的香味的多种芳族物质的混合物。主要用作芳香组分的相对低挥发性的醚油也适于作为芳香油,如鼠尾草油、春黄菊油、丁香油、蜂花油、肉桂叶油、莱檬花油(lime blossom oil)、刺柏油、香根草油、乳香油、古篷香脂油、金莲花油和杂熏衣草油。优选使用单独或相互混合的香柠檬油、二氢月桂烯醇、玲兰醛、新玲兰醛(lyral)、香茅醇、苯基乙基醇、己基肉桂醛、香叶醇、苄基丙酮、仙客来醛、里哪醇、甲氧基甲基环十二基醚(boisambrene)forte、龙涎呋喃(ambroxan)、吲哚、二氢茉莉酮酸甲酯、sandelice、柠檬油、红橘油、橙油、乙醇酸烯丙基戊基酯、cyclovertal、杂熏衣草油、肉豆蔻酒洋苏叶油、突厥酮、波旁酒天竺葵油、水杨酸环己基酯、甲基柏木酮优级(vertofix coeur)、iso-E-Super、Fixolide NP、合成橡苔(evernyl)、甲基紫罗兰酮γ、苯基乙酸、乙酸香叶酯、乙酸苄酯、玫瑰氧化物、romillat、irotyl和floramat。
着色剂:
可使用例如出版物″Kosmetische″of the Farbstoffkommissionder Deutschen Forschungsgemeinschaft,Verlag Chemie,Weinheim,1984,第81至106页和其它国家的类似出版物如美国的CTFA和FDA中所编辑的任何适合和容许用于化妆品目的的物质。通常使用的着色剂的浓度为总混合物的0.001wt%至0.1wt%。
其他助剂:
个人护理用组合物另外可以包含作为助剂的消泡剂如硅氧烷,结构化剂(structurants)如马来酸,增溶剂如乙二醇、丙二醇、甘油或二甘醇,遮光剂如胶乳、苯乙烯/PVP或苯乙烯/丙烯酰胺共聚物,络合剂(complexing agent)如EDTA、NTA、丙氨酸二乙酸(alaninediacetic acid)或磷酸,推进剂如丙烷/丁烷混合物、氟碳化合物、N2O、甲醚、CO2、N2或空气,作为氧化染料前体的所谓偶联剂和显影剂组分,还原剂如硫代乙醇酸及其衍生物、硫羟乳酸、半胱胺、硫代苹果酸或巯基乙烷磺酸,或氧化剂如过氧化氢、溴酸钾或溴酸钠。
对于皮肤护理,可考虑驱虫剂例如N,N-二乙基-间-甲苯酰胺,1,2-戊二醇或驱虫剂3535。
紫外光吸收剂:
在化妆品中使用紫外光吸收剂(UV吸收剂)以保护产品不受紫外光引起的化学或物理变质。防晒剂是OTC药物成分,其保护皮肤不接触紫外光。UV吸收剂如防晒剂能够将入射的紫外辐射转化成伤害力小的红外辐射(热)。
UV吸收剂包括例如:
水杨酸对乙酰氨苯酯、尿囊素PABA、亚苄基酞(Benzalphthalide)、二苯甲酮、二苯甲酮-1、二苯甲酮-2、二苯甲酮-3、二苯甲酮-4、二苯甲酮-5、二苯甲酮-6、二苯甲酮-7、二苯甲酮-8、二苯甲酮-9、二苯甲酮-10、二苯甲酮-11、二苯甲酮-12、苯并三唑基十二烷基对甲基苯酚、3-苯亚甲基樟脑、苯亚甲基樟脑水解的胶原氨苯磺胺、苯亚甲基樟脑磺酸、水杨酸苄基酯、双-乙基己氧基苯酚甲氧基苯基三嗪、波尼酮、布美三唑、丁基甲氧基二苯甲酰基甲烷、丁基PABA、Cibafast H、红厚壳属种籽油(CallophyllumInophyllum seed oil)、山茶当归叶提取物(Camellia Sinensis leaf extract)、类胡萝卜素、二氧化铈/二氧化硅、二氧化铈/二氧化硅滑石、西诺沙酯、DEA-甲氧基肉桂酸酯、二苯并噁唑基萘、二叔丁基羟基苯亚甲基樟脑、二乙基己基丁酰氨基三嗪酮、2,6-萘二甲酸二乙基己基酯、二没食子酰三油酸酯、二异丙基甲基肉桂酸酯、1-(3,4-二甲氧基苯基)-4,4-甲基-1,3-戊二烯、二甲基PABA、甲苯磺酸乙基鲸蜡硬脂基二甲基铵、二吗啉基哒嗪酮、二苯基甲氧羰基乙酰氧基萘并吡喃、双乙基苯基三氨基三嗪均二苯乙烯二磺酸二钠、二苯乙烯基联苯基二磺酸二钠、苯基二苯并咪唑四磺酸二钠、三唑甲酚、三唑甲酚三硅氧烷、七叶灵(Esculin)、乙基二羟基丙基PABA、乙基二异丙基肉桂酸酯、乙基己基二甲氧基苯亚甲基二氧代咪唑烷丙酸酯、乙基己基二甲基PABA、阿魏酸乙基己基酯、甲氧基肉桂酸乙基己基酯、水杨酸乙基己基酯、乙基己基三嗪酮、甲氧基肉桂酸乙酯、乙基PABA、尿刊酸乙酯、氰双苯丙烯酸乙酯(Etocrylene)、阿魏酸(Ferulic Acid)、4-(2-β-葡萄糖吡喃基甲硅烷氧基)丙氧基-2-羟基二苯甲酮、甘油基乙基己酸二甲氧基肉桂酸酯、甘油基PABA、水杨酸乙二醇酯、水杨酸己二醇酯、胡莫柳酯(homosalate)、水解白羽扇豆蛋白(hydrolyzed lupine protein)、异戊基对甲氧基肉桂酸酯、异戊基三甲氧基肉桂酸酯三硅氧烷、水杨酸苄基异丙酯、异丙基二苯甲酰基甲烷、异丙基甲氧基肉桂酸酯、邻氨基苯甲酸薄荷酯、水杨酸薄荷酯、4-甲基苯亚甲基樟脑、亚甲基双-苯并三唑基四甲基丁基苯酚、氰双苯丙烯酸辛酯、辛酚三唑、PABA、PEG-25 PABA、戊基二甲基PABA、苯基苯并咪唑磺酸、松树树皮提取物(Pinus Pinaster bark extract)、聚丙烯酰胺基甲基苯亚甲基樟脑、聚硅氧烷-15、甲氧基肉桂酸钾、苯基苯并咪唑磺酸钾、红矿脂、TINOSORBM,TINOSORBS和CibafastH(苯并三唑基丁基苯酚磺酸钠,ex Ciba Specialty Chemicals Corp.)、异阿魏酸钠、苯基苯并咪唑磺酸钠、尿刊酸钠、Spirulina Platensis Powder、TEA-苯基苯并咪唑磺酸酯、TEA-水杨酸酯、对苯二亚甲基二樟脑磺酸、四丁基苯基羟基安息香酸酯、二氧化钛、生育三烯酸、三PABA泛醇、尿刊酸、VA/巴豆酸酯/甲基丙烯酰氧基二苯甲酮-1共聚物和Vitis Vinifera(葡萄)籽提取物。
以下实施例描述本发明的实施方式,但是本发明不限于此。应该理解,在不偏离本发明的精神或范围的情况下,可根据本申请公开内容,对公开的实施方案进行各种改变。因此,这些实施例并不意图限制本发明的范围。相反地,本发明的范围仅由所附权利要求及其等同物所确定。在这些实施例中,除非另外指出,给出的所有份数都以重量计。
实施例1
合成pDADMAC/DAA共聚物
向安装有冷凝器、温度计、氮气入口和置顶搅拌器的1升反应器装填260g 66%DADMAC单体、34.5g二烯丙基胺(DAA)、35.0g HCl溶液、6.0g去离子水和0.4g 20%Na4EDTA溶液。用氮气吹洗聚合反应混合物,并对其一边搅拌,一边将其加热至80℃的温度。历时190分钟,将含有2.1g过硫酸铵(APS)的水溶液缓慢加至反应混合物中。使反应温度升高至高于90℃,然后在APS进料期间将其保持在90℃~100℃。在APS进料之后,将反应温度保持在95℃约30分钟。历时30分钟加入含有6g焦亚硫酸氢钠(MBS)的水溶液。将反应混合物在95℃继续保持30分钟,完成聚合反应(大于99%的转化率)。然后用足够的水将聚合物溶液稀释至约35wt%固体,然后将其冷却至室温。最终产品在25℃的布氏粘度(Brookfield viscosity)为9100cps(使用Brookfield LV4轴,以30rpm测定),并具有33%的聚合物固体。
实施例2
使用与实施例1相同的步骤合成以下聚合物(在下表1中)。使用布氏粘度计使用Brookfield LVT#3轴以12rpm在25℃测定最终产物粘度。粘度结果如下表1所示。
表1
样品 | %DAA | %固体 | 粘度(cps) |
A | 19.5 | 41.8 | 4900 |
B | 9.75 | 40.9 | 8100 |
C | 4.8 | 36.9 | 4000 |
D | 7.5 | 37.7 | 11000 |
实施例3
向安装有机械搅拌器、加料漏斗和冷凝器的0.5升反应器装填实施例1的基础聚合物(228.0g,0.129mol仲胺,NH)。使用6.0g 25%NaOH水溶液将反应器内容物的pH值调节至9.0~10.0,并将其一边搅拌一边加热至70℃。在pH调节之后,将单-(2,3-环氧)丙基醚-封端的聚二甲基硅氧烷(MCR-E11,得自Gelest)(7.6g,0.0076mol环氧化物)加到反应器中。将该接枝反应保持在约70℃,用搅拌器扭矩计监测反应溶液的粘度。如扭矩计读数所示,反应器内容物的粘度随着反应时间而增加。认为粘度增加是由于结合了接枝的疏水硅氧烷基团导致的,并且粘度的增加可为接枝反应进行的指示。当在约4小时之后随着反应时间的增加,粘度显示出很小的进一步增加时,将反应混合物在70℃继续保持2小时。加入浓HCl溶液和去离子水以将pH调节至约5。得到的聚合物产物是均匀的、淡黄色乳液外观的溶液,其具有20.0wt-%的聚合物固体(基础聚合物Ia+接枝剂II),布氏粘度为约1200cps(使用Brookfield LV3#轴,以30rpms在25℃测定)。该官能化的阳离子聚合物含有约10wt-%的接枝MCR-E11,这对所述共聚物提供了疏水的硅氧烷官能团。
实施例4
进行实施例3的步骤,所不同的是加入18.1g MCR-E11接枝剂,而不是7.6g MCR-E11接枝剂。得到的聚合物产物是均匀的、淡黄色乳液外观的溶液,其具有20.0wt-%的聚合物固体(基础聚合物I+接枝剂II),布氏粘度为约1200cps(使用Brookfield LV3轴,以30rpms在25℃测定)。该共聚物含有约20wt-%的接枝MCR-E11,这对阳离子共聚物提供了实质性的疏水硅氧烷官能团(substantial hydrophobic siloxane functionality)。
实施例5
向安装有机械搅拌器,加料漏斗和冷凝器的1升反应器装填250g实施例1的22.1wt-%基础聚合物(0.096mol仲胺,NH)。加入6.0g 25%NaOH水溶液以将pH调节至高于9.0。用26.2g去离子水稀释反应器内容物,然后在约20℃的温度加入10.0g丙烯酸2-羟乙酯(HEA,97%)。通过借助于液相色谱(HPLC)检测HEA的消失而监测该反应。在超过95%的加入的HEA已经反应之后,将接枝反应终止。该反应导致粘度增加。在反应过程中不时地加入去离子水,以保持对搅拌合适的反应粘度。得到的产物是透明的溶液,其含有11.5wt-%的接枝的聚合物固体。该聚合物固体含有约15wt-%的接枝的HEA单元,这对阳离子pDADMAC/DAA共聚物增加了羟基官能团。
实施例6
在用25%NaOH溶液将pH调节到9.0之后,将1.8g丙烯酰胺(50%)溶液加到25g实施例1的产物中。在充分混合之后,使溶液在23℃~26℃反应约三天。反应之后,溶液粘度从初始的7720cps增加至16320cps。得到的聚合物溶液是透明的,并含有31.2wt-%聚合物固体。得到的阳离子共聚物具有约15wt-%的接枝的丙烯酰胺单元,这对阳离子pDADMAC/DAA共聚物增加了侧基酰胺基官能团。
实施例7
将50g(428mmol)的甲氧基聚乙二醇350(MPEG 350-Dow chemical)置于安装有搅拌器、氮气入口和温度调节器的圆底烧瓶中,并将其一边搅拌一边加热。当温度达到65℃时,向烧瓶中加入1.6g三氟化硼合乙醚。然后历时1小时向烧瓶中逐滴加入35.7g(386mmol)表氯醇。随着温度从65℃增加到74℃,观察到放热(exotherm)。当温度的升高趋势下降时,将反应混合物一边搅拌一边在65℃保持3小时。此时,通过气相色谱测得表氯醇的消耗完成。接着,将30.8g 50%NaOH溶液加到混合物中,然后将其在60℃搅拌1小时。通过气相色谱和氯离子滴定监测环氧基的形成。然后使用乙醚萃取混合物,从而将产物与水和盐分离。得到该中间体,为透明的琥珀色液体。
实施例8-28
用20g去离子水稀释50.0g(20.5mmol/eq.wt.,基于样品中的DAA)实施例2的基础聚合物B。使用1.2g 50%NaOH溶液调节pH。将1.2g(6.2mmol)1-氧基-2,2,6,6-四甲基-4-缩水甘油基氧基哌啶(缩水甘油TEMPO)加到该溶液中。在充分搅拌之后,使反应混合物在70℃反应5小时。在该时间之后,通过液相色谱测得1-氧基-2,2,6,6,-四甲基-4-缩水甘油基氧基哌啶(缩水甘油TEMPO)的消耗为>99%。加入50g去离子水和0.5g 50%NaOH溶液。当温度达到70℃时,将5.5g(6.2mmol)38%的3-氯-2-羟丙基-二甲基十二烷基氯化铵溶液(Quab342,得自Degussa)和5g 2-丙醇加到烧瓶中。将反应混合物一边搅拌一边在70-75℃保持3小时。在反应过程中,加入20.0g去离子水,以帮助控制粘度。然后使用液相色谱分析混合物的Quab342的消耗。也通过滴定和使用液相色谱监测到了Quab 342水解成二醇。在该时间之后,将混合物冷却至室温,并加入116g去离子水和1.4g浓HCl以调节pH。得到改性的聚DADMAC共聚物,为透明的9.1wt.%固体的粘性黄色混合物。阳离子聚合物含有约4.4wt-%的接枝的缩水甘油TEMPO和7.7wt%的3-氯-2-羟丙基-二甲基十二烷基氯化铵反应产物,所述的接枝的缩水甘油TEMPO由侧基硝酰基(nitroxyl)提供抗氧化剂官能团(antioxidantfunctionality)。
表2总结了上述聚合物和类似地制备的其它聚合物的性质。
表2
实施例 | 聚合物 | 接枝的组分1(摩尔比1) | 接枝的组分2(摩尔比1) |
8 | B | 缩水甘油TEMPO(0.3) | Quab 342(0.3) |
9 | A | 缩水甘油TEMPO(0.5) | Quab 342(0.5) |
10 | B | 缩水甘油TEMPO(0.1) | Quab 342(0.1) |
11 | A | 缩水甘油TEMPO(0.5) | Quab 151(0.5) |
12 | C | 缩水甘油TEMPO(0.2) | Quab 151(0.2) |
13 | D | 缩水甘油TEMPO(0.4) | Quab 151(0.4) |
14 | B | 缩水甘油TEMPO(0.3) | Quab 426(0.3) |
15 | A | 缩水甘油TEMPO(0.5) | Quab 426(0.5) |
16 | A | 缩水甘油TEMPO(0.3) | Quab 426(0.3) |
17 | A | 缩水甘油TEMPO(0.1) | Quab 426(0.1) |
18 | D | 缩水甘油TEMPO(0.4) | E-十二烷(0.4) |
19 | D | 缩水甘油TEMPO(0.1) | E-十二烷(0.1) |
20 | B | 缩水甘油TEMPO(0.4) | E-己烷(0.4) |
21 | B | 缩水甘油TEMPO(0.2) | E-己烷(0.2) |
22 | B | 缩水甘油TEMPO(0.4) | PGE(0.4) |
23 | C | 缩水甘油TEMPO(0.5) | PSA(0.5) |
24 | D | 缩水甘油TEMPO(0.3) | CA(0.6) |
25 | A | 缩水甘油TEMPO(0.4) | PEG 350(0.4) |
26 | A | 缩水甘油TEMPO(0.5) | 十二碳烯基SA(Dodecenyl SA)(0.5) |
27 | C | 缩水甘油TEMPO(0.5) | 琥珀酸酐(0.5) |
28 | A | 缩水甘油TEMPO(0.4) | 邻苯二甲酸酐(0.4) |
1)基于二烯丙基胺含量
缩水甘油TEMPO=1-氧基-2,2,6,6,-四甲基-4-缩水甘油基氧基哌啶
Quab 342=3-氯-2-羟丙基-二甲基十二烷基氯化铵
Quab 151=缩水甘油基三甲基氯化铵
Quab 426=3-氯-2-羟丙基-二甲基十八烷基氯化铵
E-十二烷=1,2-环氧十二烷
E-己烷=1,2-环氧己烷
PGE=苯基缩水甘油基醚
PSA=3-氯-2-羟基-1-丙烷磺酸钠盐
CA=2-氯乙酰胺
PEG 350=Carbowax 350=聚乙二醇350
十二碳烯基SA=2-十二碳烯-1-基琥珀酸酐
实施例29-49
将50.0g(42mmol/eq.wt.,基于样品中的DAA)实施例2的基础聚合物A、10.1g去离子水和3.3g 50%NaOH溶液置于安装有搅拌器、氮气入口和温度调节器的圆底烧瓶中,并加热。当温度达到70℃时,将30.2g(33.5mmol)38%3-氯-2-羟丙基-二甲基十二烷基氯化铵溶液(Quab 342,得自Degussa)和8g 2-丙醇加到烧瓶中。随着温度从65℃增加到70℃,观察到放热。当温度的升高趋势下降时,将反应混合物一边搅拌一边在65℃保持3小时。在反应过程中,加入6.0g去离子水以帮助控制粘度。此时,通过氯离子滴定测定Quab 342的消耗为>99%。也通过滴定和使用液相色谱监测到了Quab342水解成二醇。在该时间之后,将混合物冷却至室温,并加入179g去离子水和1.5g 2.3%的HCl/水溶液,调节pH。得到改性的聚DADMAC共聚物,为透明的12.8wt.%固体的粘性黄色混合物。
最终产物在12.8%聚合物固体时在25℃的布氏粘度为4900cps(使用Brookfield LV3轴,以12rpm测得)。
表3总结了上述聚合物和类似地制备的其它聚合物的性质。
表3
实施例 | 基础聚合物 | 接枝的组分(摩尔比1) | 粘度(cps) | 固体,wt.% | 外观 |
29 | A | Quab 342(0.8) | 49002 | 12.8 | 不透明液体 |
30 | A | Quab 342(0.4) | 81003 | 12.6 | 不透明液体 |
31 | B | Quab 342(0.8) | 40004 | 13.5 | 透明微黄色凝胶 |
32 | B | Quab 342(0.4) | 11004 | 13.0 | 透明微黄色凝胶 |
33 | A | Quab 151(0.3) | - | 7.2 | 透明黄色液体 |
34 | A | Quab 151(0.8) | - | 8.3 | 透明黄色液体 |
35 | A | Quab 426(0.8) | - | 22.2 | 不透明凝胶 |
36 | A | Quab 426(0.4) | 12505 | 12.8 | 不透明凝胶 |
37 | C | Quab 426(0.8) | 18002 | 12.2 | 透明微黄色凝胶 |
38 | D | Quab 426(0.8) | 155003 | 13.5 | 透明黄色凝胶 |
39 | D | E-十二烷(0.8) | - | 11.4 | 略微浑浊的黄色凝胶 |
40 | D | E-己烷(0.8) | 2206 | 11.6 | 透明黄色液体 |
41 | C | PSA(0.8) | - | 11.1 | 透明黄色液体 |
42 | B | PGE(0.8) | - | 12.9 | 浑浊的黄色液体 |
43 | A | SCA(0.8) | - | 13.9 | 透明黄色液体 |
44 | A | CA(1.0) | - | 13.2 | 透明黄色液体 |
45 | C | PEG 350(0.3) | - | 10.1 | 透明黄色凝胶 |
46 | A | 十二碳烯基SA(0.3) | - | 4.3 | 略微浑浊的黄色凝胶 |
47 | A | 十二碳烯基SA(0.8) | - | 7.4 | 略微浑浊的黄色凝胶 |
48 | D | 琥珀酸酐(1.0) | - | 12.8 | 透明黄色液体 |
49 | D | 邻苯二甲酸酐(0.9) | - | 12.1 | 透明黄色液体 |
1基于二烯丙基胺含量
2Brookfield LVT#3,速度12rpm
3Brookfield LVT#4,速度12rpm
4Brookfield RVT-E,速度10rpm
5Brookfield LVT#2,速度12rpm
6Brookfield LVT A,速度12rpm
Quab 151=缩水甘油基三甲基氯化铵
Quab 342=3-氯-2-羟丙基-二甲基十二烷基氯化铵
Quab 426=3-氯-2-羟丙基-二甲基十八烷基氯化铵
E-十二烷=1,2-环氧十二烷
E-己烷=1,2-环氧己烷
PGE=苯基缩水甘油基醚
PSA=3-氯-2-羟基-1-丙烷磺酸钠盐
SCA=氯乙酸钠
CA=2-氯乙酰胺
PEG 350=Carbowax 350=聚乙二醇350
十二碳烯基SA=2-十二碳烯-1-基琥珀酸酐
实施例50
将40.0g(115.6mmol)得自Dupont的全氟丁基碘化物、4.1g去离子水和1.1g焦亚硫酸氢钠(26.8%溶液)置于安装有搅拌器、氮气入口和温度调节器的圆底烧瓶中,并加热。当温度达到60℃时,历时1小时将16.8g(231.2mmol)烯丙基醇(Acros)加到烧瓶中。随着温度从60℃增加到70℃,观察到放热。当温度的升高趋势下降时,将反应混合物一边搅拌一边在65℃保持3小时。此时,通过气相色谱测定全氟丁基碘化物的消耗为>95%。在该时间之后,通过在85℃真空蒸馏除去过量的烯丙基醇。将剩余的混合物冷却并转移到分液漏斗中。加入25.8g去离子水和100g乙醚。水层抛弃醚层在40℃真空蒸馏以干燥。得到全氟烷基碘化物中间体,为透明橙色混合物,其含有42.3%的氟。
实施例51-54
表4总结了使用实施例50的接枝组分类似于实施例29所制备的接枝阳离子共聚物的性质。
表4
实施例 | 聚合物 | 接枝的组分(摩尔比1) | 固体,% | 外观 |
51 | A | 0.3 | 8.2 | 透明黄色液体 |
52 | A | 0.3 | 9.3 | 透明黄色液体 |
53 | C | 0.3 | 8.1 | 透明黄色液体 |
54 | C | 0.3 | 7.8 | 透明黄色液体 |
1基于二烯丙基胺含量
应用实施例
实施例55:毛发调理制剂(%,以wt-%计)
表5
成分[wt%] | 活性的典型范围 | 1 | 2 | 3 | 4 |
水 | 加至100% | 加至100% | 加至100% | 加至100% | 加至100% |
调理剂 | |||||
瓜尔羟丙基三甲基氯化铵 | 0-2% | ||||
聚季铵-10(Polyquatermium-10) | 0-5% | ||||
丙烯酰氨基丙基三甲基氯化铵/丙烯酰胺共聚物 | 0-0.5% | 0.05% | 0.5% | ||
实施例1-54的共聚物 | 0-10% | 3.0% | 1.0% | 2.0% | 5.0% |
增稠剂 | |||||
聚季铵37(Polyquatermium-37)和矿物油以及PPG-1十三烷基聚氧乙烯(6)醚 | 0-5% | 3.0% | 2.0% | 2.5% | |
聚季铵37和二辛酸/二癸酸丙二醇酯和PPG-1十三烷基聚氧乙烯(6)醚 | 0-5% | 1.0% | |||
蜡、醇、乳化剂 | |||||
PEG-45棕榈仁甘油酯(PalmKernel Glycrides) | 0-5% | 0.5% | ------- | 1.0% | ------- |
甘油聚氧乙烯(31)醚 | 0-10% | 1.0% | 2.0% | ------- | 1.0% |
PPG-5-十六烷基聚氧乙烯(20)醚 | 0-5% | ------- | 0.5% | ------- | 0.5% |
硬脂酸甘油酯和硬脂酸聚氧乙烯(100)醚酯 | 0-10% | 1.0% | ------- | 1.5% | ------- |
鲸蜡醇 | 0-10% | 1.0% | ------- | 0.5% | 1.0% |
硬脂酸乙二醇酯 | 0-10% | 2.0% | 1.0% | ------- | 2.0% |
二硬脂酸乙二醇酯 | 0-10% | ------- | 2.0% | 1.0% | ------- |
酯/硅酮 | |||||
聚二甲基硅氧烷PEG-8绣线菊油酯(Meadowfoamate) | 0-5% | ------- | 1.0% | 2.0% | 3.0% |
氨基封端的聚二甲基硅氧烷 | 0-5% | 2.0% | |||
维生素 | |||||
生育酚(维生素E) | 0-1% | 0.1% | 0.1% | ------- | ------- |
泛醇 | 0-1% | ------- | 0.1% | 0.1% | 0.1% |
香料 | 0-2% | 0.5% | 0.5% | 0.5% | 0.5% |
螯合剂 | |||||
EDTA二钠 | <0.10% | 0.1% | 0.1% | ------- | ------- |
EDTA四钠 | <0.10% | ------- | ------- | 0.1% | 0.1% |
pH-调节剂 | |||||
NaOH | <0.50% | 4.5-5.5 | 4.5-5.5 | 4.5-5.5 | 4.5-5.5 |
TEA | <0.50% | 4.5-5.5 | 4.5-5.5 | 4.5-5.5 | 4.5-5.5 |
防腐剂 | |||||
二甲基二羟甲基乙内酰脲 | 0-1% | 1.0% | 1.0% | ------- | ------- |
苯氧乙醇、对羟基苯甲酸甲 | 0-1% | ------- | ------- | 1.0% | 1.0% |
酯、对羟基苯甲酸丙酯、对羟基苯甲酸丁酯、对羟基苯甲酸异丁酯 |
实施例56:露/霜制剂(%,以wt-%计)
表6
成分[wt%] | 活性的典型范围 | 1 | 2 | 3 | 4 |
水 | 加至100% | 加至100% | 加至100% | 加至100% | 加至100% |
保湿剂 | |||||
甘油 | 0-10% | 5.0% | 2.5% | ------- | 4.0 |
丙二醇 | 0-5% | ------- | 1.0% | 1.5% | 2.0 |
调理剂 | |||||
实施例1-54的共聚物 | 0-5% | 2.5% | 1.0% | 5.0% | 4.0% |
增稠剂 | |||||
卡波姆 | 0-1% | ------- | ------- | ------- | 0.8% |
聚丙烯酰胺和C13-14异链烷烃和月桂基聚氧乙烯(7)醚 | 0-5% | ------- | ------- | 0.8% | ------- |
丙烯酸酯/甲基丙烯酸聚氧乙烯山萮醇(25)醚酯共聚物 | 0-5% | ------- | 2.5% | ------- | ------- |
丙烯酸钠共聚物和矿物油和PPG-1十三烷基聚氧乙烯(6)醚 | 0-3% | 1.0% | ------- | ------- | ------- |
乳化剂 | |||||
硬脂酸甘油酯 | 0-5% | 3.0% | 1.0% | 1.0% | 1.5% |
硬脂基聚氧乙烯(2)醚 | 0-5% | ------- | ------- | 0.7% | ------- |
硬脂酸聚氧乙烯(100)醚酯 | 0-5% | 2.0% | ------- | 0.5% | ------- |
蜡 | |||||
鲸蜡醇 | 0-5% | 2.0% | 1.0% | ------- | 1.0% |
十六/十八醇 | 0-5% | ------- | ------- | ------- | 1.5% |
硬脂醇 | 0-5% | ------- | ------- | 1.0% | ------- |
脂肪酸 | |||||
硬脂酸 | 0-10% | ------- | 2.5% | ------- | 3.0% |
山萮酸 | 0-10% | ------- | ------- | 1.0% | ------- |
油/酯 | |||||
三(辛酸/癸酸)甘油酯 | 0-10% | 2.0% | 1.5% | ------- | 2.0% |
油酸癸酯 | 0-5% | ------- | 0.5% | 0.8% | 1.5% |
棕榈酸鲸腊酯 | 0-5% | 1.0% | 0.5% | ------- | 1.0% |
硅酮 |
环状聚二甲基硅氧烷 | 0-5% | 1.0% | 1.0% | 4.0% | 2.0% |
聚二甲基硅氧烷 | 0-5% | ------- | ------- | ------- | 0.8% |
维生素 | |||||
生育酚 | 0-1% | 0.1% | ------- | 0.1% | 0.1% |
泛醇 | 0-1% | ------- | 0.1% | ------- | 0.1% |
香料 | 0-2% | 0.5% | 0.5% | 0.5% | 0.5% |
螯合剂 | |||||
EDTA二钠 | <0.10% | 0.1% | ------- | 0.1% | ------- |
EDTA四钠 | <0.10% | 0.1% | ------- | 0.1% | |
pH添加剂 | |||||
TEA | <0.50% | 5.5-6.5 | 5.5-6.5 | 5.5-6.5 | 5.5-6.5 |
防腐剂 | |||||
二甲基二羟甲基乙内酰脲 | 0-1% | ------- | ------- | 1.0 | |
苯氧乙醇、对羟基苯甲酸甲酯、对羟基苯甲酸丙酯、对羟基苯甲酸丁酯、对羟基苯甲酸异丁酯 | 0-1% | 1.0 | 1.0 | ------- | 1.0 |
Claims (8)
1.一种官能化的阳离子聚合物,其包括可通过(a)和(b)反应所获得的主聚合物主链(main polymer backbone):
(a)0.1~99.9wt%的至少一种式(I)的阳离子反应物,
其中R是氢或C1-C4烷基;R1和R2各自独立地为烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子;MC表示来自任选的单体(C)的残基;n、m和p是式(I)的阳离子反应物中相应括号中的重复单元各自的摩尔分数,m+n+p=1,Y-表示阴离子,以及
(b)0.1~99.9wt%的至少一种官能化合物,其中所述官能化合物是环氧或卤代醇化合物中的至少一种,得到至少连接于基础聚合物的氨基氮原子上的形式的官能团Fg,
其中Fg′=H,C1~C30烷基或
其中R是氢、C1~C30烷基、C1~C30全氟烷基、1~1500个乙氧基单元、1~1500个丙氧基单元、1~1500混合的乙氧基-丙氧基单元,m和n是相应括号中的重复单元的摩尔分数,其中(m+n)=1,r是1~100的数。
2.根据权利要求1的官能化的阳离子聚合物,其为式(Ia)或(Ib)聚合物
其中R1和R2各自独立地为氢、烷基、羟烷基、羧基烷基、甲酰氨基烷基,或烷氧基烷基,所述基团各自具有1~18个碳原子,MC表示来自任选的单体C的残基,Y-表示无机阴离子或有机阴离子,Fg是来自接枝到阳离子氨基基础聚合物上的至少一种官能反应物的残基;R3是氢,C1-C4烷基或Fg;m、n和p是式(Ia)或(Ib)的阳离子反应物中相应括号中的重复单元各自的摩尔分数;m+n+p=1,*是端基,条件是所述官能残基Fg不含有受阻胺硝基氧、羟胺或羟铵盐基团,或者如果存在受阻胺硝基氧、羟胺或羟铵盐基团,那么聚合物中的至少一部分氨基官能残基具有至少一个不含受阻胺硝基氧、羟胺或羟铵盐基团的官能残基。
3.根据权利要求1的官能化的阳离子聚合物,其中所述阳离子基础聚合物由至少一种季铵单体制成,所述季铵单体选自二烯丙基二甲基氯化铵、二烯丙基二甲基溴化铵、二烯丙基二甲基硫酸铵、二烯丙基二甲基磷酸铵、二甲代烯丙基二甲基氯化铵、二乙基烯丙基二甲基氯化铵、二烯丙基二(β-羟乙基)氯化铵和二烯丙基二(β-乙氧基乙基)氯化铵。
5.根据权利要求1的官能化的阳离子聚合物,其具有式(VIa)或式(VIb)的部分结构,
其中所述聚合物中存在至少一种不含有受阻胺硝基氧、羟胺或羟铵盐基团的另外官能残基Fg’。
6.根据权利要求1的官能化的阳离子聚合物,其中式(IV)中的Fg’是来自3-氯-2-羟丙基-二甲基十二烷基氯化铵或3-氯-2-羟丙基-二甲基十八烷基氯化铵的反应的残基。
7.制备权利要求1的官能化改性的阳离子聚合物的方法,其包括如下步骤:
使权利要求1中式(I)的阳离子基础聚合物与如权利要求1中所限定的环氧或卤代醇化合物中的至少一种反应。
8.个人护理用组合物或化妆用组合物,其包括:
A)如权利要求1中所限定的官能化的阳离子聚合物;
B)至少一种化妆品功能剂,和
C)至少一种化妆品可接受的助剂。
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2006
- 2006-11-06 EP EP06819256A patent/EP1948700A2/en not_active Withdrawn
- 2006-11-06 BR BRPI0618567-3A patent/BRPI0618567A2/pt not_active IP Right Cessation
- 2006-11-06 KR KR1020087013313A patent/KR101402024B1/ko not_active IP Right Cessation
- 2006-11-06 WO PCT/EP2006/068097 patent/WO2007054468A2/en active Application Filing
- 2006-11-06 CN CN2006800510366A patent/CN101360764B/zh not_active Expired - Fee Related
- 2006-11-06 JP JP2008539411A patent/JP5380072B2/ja not_active Expired - Fee Related
- 2006-11-09 US US11/595,152 patent/US7863388B2/en not_active Expired - Fee Related
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CN1313868A (zh) * | 1998-09-08 | 2001-09-19 | 西巴特殊化学水处理有限公司 | 水溶性交联的阳离子聚合物的制备 |
CN1374978A (zh) * | 1999-09-15 | 2002-10-16 | 西巴特殊化学品控股有限公司 | 对纸浆具有高亲和力的聚合物稳定剂 |
Also Published As
Publication number | Publication date |
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KR20080066849A (ko) | 2008-07-16 |
WO2007054468A2 (en) | 2007-05-18 |
WO2007054468A3 (en) | 2007-12-06 |
KR101402024B1 (ko) | 2014-06-19 |
US20070185281A1 (en) | 2007-08-09 |
EP1948700A2 (en) | 2008-07-30 |
JP2009516012A (ja) | 2009-04-16 |
US7863388B2 (en) | 2011-01-04 |
BRPI0618567A2 (pt) | 2011-09-06 |
CN101360764A (zh) | 2009-02-04 |
JP5380072B2 (ja) | 2014-01-08 |
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