CN102470065A - 具有变色组合物的多部件材料 - Google Patents
具有变色组合物的多部件材料 Download PDFInfo
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- CN102470065A CN102470065A CN2010800309161A CN201080030916A CN102470065A CN 102470065 A CN102470065 A CN 102470065A CN 2010800309161 A CN2010800309161 A CN 2010800309161A CN 201080030916 A CN201080030916 A CN 201080030916A CN 102470065 A CN102470065 A CN 102470065A
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- IINNWAYUJNWZRM-UHFFFAOYSA-L erythrosin B Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 IINNWAYUJNWZRM-UHFFFAOYSA-L 0.000 description 1
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- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
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- 235000011118 potassium hydroxide Nutrition 0.000 description 1
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- COEZWFYORILMOM-UHFFFAOYSA-M sodium 4-[(2,4-dihydroxyphenyl)diazenyl]benzenesulfonate Chemical compound [Na+].OC1=CC(O)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 COEZWFYORILMOM-UHFFFAOYSA-M 0.000 description 1
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- 238000012549 training Methods 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
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Classifications
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- C08J7/04—Coating
- C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- A61F2013/422—Absorbent pads, e.g. sanitary towels, swabs or tampons for external or internal application to the body; Supporting or fastening means therefor; Tampon applicators with wetness indicator or alarm the alarm being a colour change
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- A61F2013/427—Absorbent pads, e.g. sanitary towels, swabs or tampons for external or internal application to the body; Supporting or fastening means therefor; Tampon applicators with wetness indicator or alarm pH indicator
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- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
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Abstract
本发明涉及多部件材料，所述多部件材料包括基材和在基材上的印刷层。所述印刷层包含指示条件变化如pH变化的变色组合物。所述变色组合物包括形成基质的组分、着色剂、表面活性剂和pH调节剂。所述pH调节剂包括低分子量的有机酸和高分子量的有机酸。
Description
本申请为要求目前共同未决的第12/503364号和第12/503380号美国申请的优先权的部分继续申请，第12/503364号美国申请由JunMo Gil等人于2009年7月15日提交，其名称为“具有变色组合物的多部件材料”，第12/503380号美国申请由SeungRim Yang等人于2009年7月15日提交，其名称为“具有变色组合物的多部件材料”。
发明领域
本发明涉及多部件材料，所述多部件材料包括基材和在基材上的印刷层。所述印刷层包含变色组合物。当所述印刷层暴露于变化的物理或化学环境时，所述变色组合物可以造成印刷层颜色的变化。例如，所述印刷层可以在用作吸收性制品的部件的无纺材料上。所述变色组合物可以包含响应尿液的存在而改变颜色的pH调节剂。
背景技术
许多产品包括消费品和专业产品，当它们包括指示特定条件或使用的程度的特征时，就会被最终的使用者更有效地使用。可见的指示剂的实例是颜色指示剂。颜色指示剂可以通过从“无色”至“有色”的变化(或反之亦然)或通过从一种颜色变成不同的颜色来指示在特定条件下的变化或使用的程度。
可以利用颜色指示剂来监测的示例性的条件包括物理条件例如水分的存在以及化学条件例如pH的变化。可以通过加入适合的颜色指示剂来使最终消费者觉得更有效并给他们带来更多益处的示例性的消费品包括吸收性制品、面巾、浴巾、手纸、家用清洁物品以及个人清洁拭巾。可以通过加入适合的颜色指示剂来使最终消费者觉得更有效并给他们带来更多益处的示例性的专业产品包括医药用品、安全服、工业清洁产品和无纺材料。
颜色指示剂是众所周知的，并且可以各种形式获得。希望的性能特性包括耐用性和良好的保持性(即，颜色指示剂保持在想要其保持的地方且不会浸到使用所述颜色指示剂的产品的其它部件中)。取决于产品的应用，还可以希望具有这样的结构：在该结构中所使用的颜色指示剂是可润湿但是水不溶性的。对于将颜色指示剂施加于产品的部件的目的而言，还可以希望具有在室温下可以以液体形式使用的颜色指示剂。当颜色指示剂在室温下是液体形式时，所述颜色指示剂可以被印刷在产品希望的部件上(就像油墨组合物一样)。
已经如何将颜色指示剂加入到消费品中的实例包括带有潮湿传感器的尿布。一些用于尿布的潮湿传感器改变颜色以显示潮湿，而其他的失去颜色以反映潮湿(即，当溶于水中时颜色褪去或消失)。将变色组合物加入到可穿戴的制品(例如，一次性尿布)中的理念已经为本领域所知。例如，授权于Klofta等人的第7,159,532号美国专利(此后，简称为‘532’专利)涉及潮湿指示组合物，其具有改进的着色剂保持性和对于使用可穿戴产品而言的耐用性。‘532’专利的潮湿指示组合物具有第一粘合剂和第二粘合剂。当着色剂在其初始颜色状态时，第一粘合剂使着色剂固定，而当着色剂在其最终状态时，第二粘合剂使着色剂固定。‘532’专利提供的实施例中的组分材料如说明书中所述在室温下是固态的，它们需要被熔化来混合。尽管‘532’专利的潮湿指示组合物能够响应刺激而改变颜色，但是它们不能被用于在室温下为液体形式的制品。
尽管本领域已知的变色组合物提供了某些益处，但是仍存在可以印刷到基材上的组合物的需要。还存在当将组合物用于产品中时，所述组合物可耐用、具有良好的保持性并显示出迅速且引人注目的颜色变化的需要。当组合物的目的是用于检测潮湿的存在时，存在对于耐水性以及水不溶性组合物的需要。此外，存在可以在室温下例如通过印刷来施用组合物以使得在不需要加热的情况下将组合物施用于基材的需要。除了以上所述的需要外，存在相关于使用多部件材料作为个人护理吸收制品(如一次性尿布)的未被满足的需要。特别地，当与可透气的外罩材料使用时，存在保持其效力的变色组合物的需要。可透气的外罩的部件可以冲击现有的颜色指示剂的能力以响应潮湿的制品来改变颜色。
发明简述
本发明涉及多部件材料，所述多部件材料包括形成在基材上的印刷层。印刷层包含变色组合物，当检测到物理或化学条件的变化时，变色组合物改变颜色。本发明的多部件材料可以被用于个人护理制品中，例如一次性尿布或训练裤的外罩部件。本发明的多部件材料还可以被用于制备女性护理制品。变色组合物包含形成基质的组分、着色剂、表面活性剂和pH调节剂。形成基质的组分可以为水不溶性成膜聚合物或油墨基，例如具有有机溶剂基的胶版印刷清漆。着色剂可以是能够响应流体的存在而改变颜色的pH指示剂，优选为带电荷的pH指示剂。表面活性剂包括吸引着色剂的带电荷的表面活性剂或者吸引着色剂与中性表面活性剂的带电荷的表面活性剂的组合。pH调节剂可以包括低分子量的有机酸和高分子量的有机酸。当多部件材料被用于一次性尿布的部分外罩部件时，变色组合物与在使用过程中储存流体的尿布的吸收芯相接触。变色组合物在室温下是流体，并且可以像油墨那样被施用于基材，例如通过印刷、溅射或模冲来施用于基材。变色组合物可以溶解在充当载体的有机溶剂中，且随后有机溶剂在变色组合物被施用于印刷层或自身形成印刷层之后蒸发。
变色组合物的形成基质的组分可以包括一种或多种水不溶性成膜聚合物和/或一种或多种油墨基，例如具有有机溶剂基的胶版印刷清漆基。部分地，形成基质的组分的功能为将表面活性剂、着色剂和pH调节剂彼此保持在一起。水不溶性成膜聚合物可以选自丙烯酸酯/丙烯酰胺共聚物、聚氨酯粘结剂、甲基纤维素以及乙烯吡咯烷酮和二甲基氨基丙基甲基丙烯酰胺的共聚物。包含形成膜的聚合物的变色组合物的益处包括，当组合物干掉时，它有效地附着在基材上，该基材防止组合物从其上破裂掉。
形成基质的组分还可以或供选择地包括油墨基材料。油墨基材料可以包括小分子材料、聚合材料或小分子和聚合物的混合物。适合的小分子基材料的实例包括二醇，包括三甘油和它们的衍生物。可以用作油墨基材料的适合的聚合材料的实例包括聚乙烯醇、聚乙烯吡咯烷酮、聚乙二醇、聚丙烯酸酯和聚丙烯酰胺的水不溶性衍生物、聚(甲基丙烯酸羟乙酯)、聚(丙烯酸羟乙酯)、羧甲基纤维素、明胶和阿拉伯树胶。用于本发明变色组合物的另一种适合的油墨基材料为胶版印刷清漆基材料如硝基纤维素化合物基清漆或酚改性共溶剂型聚酰胺树脂基清漆。认为的是，油墨基材料可以有助于变色组合物的稳定性。还认为的是，油墨基材料可以改进变色组合物对多部件材料基材的粘附性。油墨基材料可以是水不溶性的。
当多部件材料被用作一次性尿布的部分外罩部件时，印刷层可以具有阻挡的作用并且可以有助于将流体保持在尿布的吸收芯内。变色组合物的表面活性剂可以为吸引着色剂的带电荷的表面活性剂或者为吸引着色剂和中性表面活性剂与带电荷的表面活性剂的组合。当表面活性剂带电荷时，表面活性剂增加了变色组合物的润湿性并且帮助减少带有相反电荷的着色剂的浸出。着色剂可以是pH指示剂，其中所述pH指示剂选自溴甲酚绿、溴苯酚蓝和溴氯苯酚蓝。可以选择着色剂使得其通过响应特定的物理或化学条件来改变颜色。如果使用带电荷的着色剂和带相反电荷的表面活性剂(因为着色剂与表面活性剂相约束)，那么着色剂被稳定并且不太可能从变色组合物中浸出。变色组合物可以包括一种或多种着色剂。当使用多于一种带电荷的着色剂时，可以基于希望的效果来选择带电荷的着色剂(例如，不同颜色、更好的可见性等)。着色剂可以包括聚合着色剂。聚合着色剂可以为带电荷的聚合pH指示剂和/或中性聚合pH指示剂。
本发明一个可能的实施方式包括基材，所述基材为吸收制品的可透气外罩，其中所述可透气外罩包含碳酸钙。对于这样的实施方式而言，pH调节剂包括1％至20％的低分子量的有机酸和1％至20％的高分子量的有机酸。认为的是，低分子量和高分子量的有机酸的组合防止了与可透气外罩中的碳酸钙相接触而造成的带电荷的着色剂的颜色过早变化。pH调节剂可以具有0.02至50的低分子量的有机酸对高分子量的有机酸的比例。
取决于加入多部件材料的产品的类型，印刷层可以是均匀地贯穿基材的或者印刷层可以以某种图案来形成。如果变色组合物被加入到现有的印刷层中，那么变色组合物可以被均匀地使用或者可以以某种图案被使用。无论是通过本发明的变色组合物来形成或者无论是通过另一种材料来形成，印刷层可以以一种或多种图案在基材上形成，所述图案选自条状、点状、几何形状、不规则形状、字母-数字字符形、人形图像、动物的图像表示、无生命物体的图像表示、卡通形象、标识和商标。
另一方面，本发明涉及多部件材料，所述多部件材料包括基材和在基材上的印刷层。所述印刷层包含含有20％至95％的形成基质的组分、0.1％至10％的着色剂、2％至50％的表面活性剂、和0.1％至20％的pH调节剂的变色组合物，其中所述pH调节剂包括低分子量的有机酸和高分子量的有机酸。相似地，在另一方面，本发明涉及包括多部件材料的一次性吸收制品。所述多部件材料包括基材和在基材上的印刷层。所述印刷层包含含有20％至90％的形成基质的组分、0.5％至5％的着色剂、10％至30％的表面活性剂、和0.5％至5％的pH调节剂的变色组合物，其中所述pH调节剂包括低分子量的有机酸和高分子量的有机酸。
在不同方面，本发明涉及形成多部件材料的方法。所述方法包括将变色组合物的组分与有机溶剂混合以形成混合物的步骤。所述变色组合物包含形成基质的组分、着色剂、表面活性剂、和pH调节剂。所述pH调节剂包括低分子量的有机酸和高分子量的有机酸。所述方法还包括将混合物施用于基材的步骤。在施用步骤之后，所述方法包括使混合物干燥的步骤：在该步骤中使混合物干燥，有机溶剂蒸发并且混合物的变色组合物在基材上形成膜。因此，存在有机溶剂是为了有助于将混合物施用于基材的步骤。在混合物干燥成基材上的膜之后，有机溶剂就不与变色组合物保持在一起。本发明的方法比已知的方法更有效且成本更低，原因是混合物可以在不加热的情况下在室温下被施用于基材，因为混合物在室温下是液体。
本发明的这些方面和其他的方面将在本文中被进一步描述。此外，要理解的是，之前的概述和接下来的详述都是示例性的并且意在为要保护的发明提供进一步的解释。
发明详述
本发明的公开内容将以各种部件、元件、构造、构型、设置和其他特征的术语来表达，所述各种部件、元件、构造、构型、设置和其他特征还可以单独地或集合地通过术语来提及，本发明的“实施方案”或其他类似术语。可以预期的是，本发明的各种形式可以包括它的各种特征和实施方案的一种或多种，并且这样的特征和实施方案可以以其任何希望的可操作的组合来使用。
还应当注意的是，当被用于本发明时，术语“包括(comprises)”、“包含(comprising)”和其他来自基本术语“包括(comprise)”的衍生词意思是开放式的术语，这些术语明确限定了任何所述的特征、元件、整数、步骤、或组分的存在，并且不意在排除一种或多种其特征、元件、整数、步骤、组分或组的存在或加入。
本发明涉及多部件材料，所述多部件材料包含变色组合物。与现有技术中变色组合物不同，本发明的变色组合物在室温下是流体并且可以在不加热的情况下施加至基材。例如，变色组合物在室温下可以像油墨一样印刷在基材上。变色组合物的该特征使得它们在制造将它们施用在其上的制品的过程中更容易处理。此外，当它们例如通过印刷被施用至基材时，本发明的变色组合物形成膜。形成在基材上的膜的变色组合物的益处是为了良好的附着并防止破裂。
本发明的变色组合物可以包含作为载体的有机溶剂，用于将组合物施用于基材，其中在施用后有机溶剂蒸发。当以在基材上的膜形式时，本发明的变色组合物是可润湿但是水不溶性的。该特征使得变色组合物在将被暴露于潮湿的情况下的制品中的使用是可期待的。该特征还使得变色组合物可耐用且抵抗膜状的印刷层的渗出。印刷层可以以希望的图案形成在基材上，所述图案包括条状、点状、几何形状和不规则形状以及这样的图案元素的组合。印刷层还可以以字母-数字字符形、人形图像、动物的图像表示、无生命物体的图像表示、卡通形象、产品或公司标识和商标或铭牌或这样的图形元素的组合形成在基材上。
本发明涉及多部件材料，所述多部件材料包括基材和印刷层。基材可以为多孔泡沫、网状泡沫、纤维素组织、塑料膜、纺织材料或无纺材料的形式。可以用于形成基材的适合的塑料膜包括聚乙烯膜和聚丙烯膜。适合的纺织材料包括由天然纤维、合成纤维或者天然纤维和合成纤维的组合制成的纺织材料。天然纤维包括棉、丝绸和毛绒纤维，而合成纤维包括聚酯纤维、聚乙烯纤维和聚丙烯纤维。适合的无纺材料包括通过传统技术如纺粘、熔喷和粘合梳理纤网材料制成的无纺材料。所述纺粘、熔喷和粘合梳理纤网材料可以由适合的合成纤维如聚酯纤维、聚乙烯纤维和聚丙烯纤维制成。基材可以包括上述材料的组合，例如包括多孔泡沫和无纺材料的基材或者包括塑料膜和无纺材料的基材。
本发明的多部件材料还包括附着在基材上的印刷层。印刷层包含变色组合物。变色组合物包含形成基质的组分。印刷层可以通过变色组合物自身来形成，或者变色组合物可以被施用至或被加入到印刷膜中。因为本发明的变色组合物在室温下是流体，因此它们可以通过印刷或模冲直接施用至基材上(从而自形成印刷层)或者通过印刷或模冲施用于具有膜状结构且与基材相关的之前存在的层上。
变色组合物包含形成基质的组分。形成基质的组分可以包含一种或多种水不溶性成膜聚合物和/或一种或多种油墨基材料。变色组合物的形成基质的组分形成将着色剂、表面活性剂和pH调节剂彼此保持在一起的介质。通过形成介质，形成基质的组分使得变色组合物具有可润湿但水不溶性的性质；并且作为膜层保持在基材上而不会从基材移出/浸出。水不溶性成膜聚合物在室温下是固体，但溶于挥发性的有机溶剂或有机混合溶剂，使得在被使用时，变色组合物在室温下是液体。油墨基材料在室温下是液体。当油墨基材料被包含在形成基质的组分中时，挥发性有机溶剂可以被使用或可以不被使用。希望地，水不溶性成膜聚合物/共聚物含有以重量计大于约0.5％的实质量的极性原子，如氧和氮。极性原子可以存在于极性官能团如酰胺、羧酸和酯中。优选地，水不溶性的聚合物/共聚物溶解在挥发性有机溶剂中，所述挥发性有机溶剂如乙醇、丙酮、甲醇、乙腈、四氢呋喃、苯、甲苯和这些溶剂的混合物。可以在施用在基材上之前，将变色组合物的水不溶性成膜聚合物和其他组分溶解在有机溶剂中。当形成变色组合物和有机溶剂的混合物时，混合物在室温下是液体。当变色组合物被施用于印刷层或形成印刷层时，挥发性有机溶剂蒸发。
本发明的变色组合物包含以变色组合物总重量计的含量为20％至95％的形成基质的组分。希望地，本发明的变色组合物包含以变色组合物总重量计的含量为20％至90％的形成基质的组分。
适合的水不溶性成膜聚合物包括丙烯酸酯/丙烯酰胺共聚物、聚氨酯粘结剂、乙烯吡咯烷酮的共聚物和二甲基氨基丙基甲基丙烯酰胺的共聚物。商业可获得的适合的聚合物包括DERMACRYL 79聚合物和AMPHOMERHC聚合物，它们均为得自Akzo Nobel的丙烯酸酯/辛基丙烯酰胺共聚物。商业可获得的适合的聚合物的另一个实例为GANTREZ SP聚合物，其为得自International Specialty Products Inc.的聚(甲基乙烯基醚/马来酸)共聚物的单烷基酯。
适合的油墨基材料可以为小分子材料、聚合材料或小分子与聚合物的混合物。适合的小分子基材料的实例包括二醇，包括三甘油和它们的衍生物。可以用作基材料(base material)的适合的聚合材料的实例包括聚乙烯醇、聚乙烯吡咯烷酮、聚乙二醇、聚丙烯酸酯和聚丙烯酰胺的水溶性衍生物、聚(甲基丙烯酸羟乙酯)、聚(丙烯酸羟乙酯)、羧甲基纤维素、明胶和阿拉伯树胶。用于本发明的变色组合物的另一种适合的基材料为清漆基(varnish bases)，如硝基纤维素化合物基清漆或酚改性共溶剂型聚酰胺树脂基清漆。此外，油墨基材料可以为具有有机溶剂基的胶版印刷清漆。认为的是，油墨基材料可以有助于变色组合物的稳定性。还认为的是，油墨基材料可以改进变色组合物对多部件材料基材的粘附性。油墨基材料可以为水溶性的或水不溶性的。
本发明的变色组合物还可以包含着色剂，优选为带电荷的着色剂，其起到了pH指示剂的作用。着色剂可以为中性pH指示剂，带电荷的pH指示剂或两性离子pH指示剂。着色剂希望地在pH大于9.5或pH小于5.5的情况下变化颜色。颜色变化可以使从有色到无色、从无色到有色或从一种颜色到另一种颜色。带电荷的着色剂具有在中心发色团结构中的带电荷官能团或在侧基上衍生的带电荷官能团。着色剂可以衍生为聚合物。适合的着色剂的实例包括以下：龙胆紫(甲紫)、隐性孔雀石绿、甲基黄、溴酚蓝、刚果红、甲基橙、孔雀石绿、亮绿(brillian green)、水晶紫、赤藓红B、甲基绿、甲基紫2B、苦味酸、萘酚黄S、喹哪啶红、伊红Y、碱性品红、酸性橙(4-(p-anilinophenylazo)benzene-sulfonic acid)、钠盐、焰红染料B、溴氯苯酚蓝W.S.、乙基橙、溴甲酚尼罗蓝A、百里酚酞、苯胺蓝W.S.、茜素黄GG、摩根橙I(morgant orange I)、金莲橙O、橙G、酸性品红、达旦黄G、靛蓝胭脂红、酚酞、百里酚酞、茜素黄R、溴甲酚绿和它们各自的衍生物。本发明的变色组合物包含以变色组合物总重量计含量为0.1％至10％的着色剂。希望地，本发明的变色组合物包含以变色组合物总重量计含量为0.5％至5％的着色剂。本发明的变色组合物可以包含多于一种的着色剂。可以将一种或多种具有不同可见颜色的着色剂组合，或者可以将具有相同可见颜色的着色剂组合。
本发明的变色组合物还可以包括表面活性剂，优选地为吸引带正电或带负电的着色剂的相反电荷的表面活性剂。表面活性剂还可以包括中性表面活性剂。认为的是，表面活性剂在变色组合物中起到双重作用。一方面，表面活性剂调节组合物的湿润性，使得流体如尿液可以渗入组合物以改变pH，导致着色剂颜色的变化。第二方面，表面活性剂组分形成带有着色剂的带电/带电复合物，使得着色剂以最小的浸出嵌入到组合物中。本发明变色组合物性能的一个量度为它们的响应时间。响应时间可以通过提高变色组合物的润湿性来改进(通过增加表面活性剂的量)，使得流体可以更快地渗入。然而，增加表面活性剂的量的潜在不利方面是降低了的稳定性，特别是在高温和潮湿条件下。包含中性表面活性剂可以在不影响变色组合物的稳定性的情况下增强湿润性。因此，在组合物中既使用中性表面活性剂又使用带电荷的表面活性剂可以得到具有改进湿润性和良好稳定性的组合物。
所述表面活性剂可以为小分子或聚合物。适合的带正电荷的表面活性剂包括benzathonium chloride和苄索氯铵(benzethonium chloride)。还可以使用带正电荷的表面活性剂的混合物。适合的带负电荷的表面活性剂包括烷基硫酸盐如月桂基硫酸钠、十二烷基硫酸钠和十四烷基硫酸钠。烷基苯硫酸盐如十二烷基苯硫酸钠和琥珀酸二庚基酯磺酸钠(sodiumdiheptylsulocuccinate)也是适合的带负电荷的表面活性剂。另外的适合的带负电表面活性剂包括十二烷基三甲基氯化铵、十八烷胺乙酸酯、聚氧乙基烷基醚硫酸钠和聚氧乙基烷基醚硫酸三乙醇胺。还可以使用带负电荷的表面活性剂的混合物。
除了带电荷的表面活性剂之外，变色组合物可以包括中性表面活性剂。相信的是，向变色组合物中加入中性表面活性剂将通过增强变色组合物的湿润性来改进响应速度。既使用带电荷的表面活性剂又使用中性表面活性剂改进了响应速度，同时保持了改变颜色组合物的稳定性，特别是在高温和高湿度的条件下。适合的中性表面活性剂包括Tween20、Tween40、Tween80、Triton-X-100、月桂醇聚氧乙烯醚、壬基酚聚氧乙烯醚、油基酚聚氧乙烯醚、聚氧乙烯脱水山梨醇单月桂酸酯、聚乙二醇单硬脂酸酯、聚乙二醇脱水山梨醇单月桂酸酯、聚氧乙烯脱水山梨醇单棕榈酸酯、聚氧乙烯脱水山梨醇单硬脂酸酯、聚氧乙烯脱水山梨醇单油酸酯、聚氧乙烯脱水山梨醇三油酸酯、聚丙二醇脱水山梨醇单月桂酸酯、聚氧丙烯脱水山梨醇单棕榈酸酯、聚氧丙烯脱水山梨醇单硬脂酸酯、聚氧丙烯脱水山梨醇单油酸酯、聚氧丙烯脱水山梨醇三油酸酯、聚烷撑二醇脱水山梨醇单月桂酸酯、聚烷撑二醇脱水山梨醇单棕榈酸酯、聚烷撑二醇脱水山梨醇单硬脂酸酯、聚烷撑二醇脱水山梨醇单油酸酯、聚烷撑二醇脱水山梨醇三油酸酯以及这样的中性表面活性剂的混合物。
本发明的变色组合物包含以变色组合物总重量计含量为2％至50％的表面活性剂。希望地，本发明的变色组合物包含以变色组合物总重量计含量为10％至30％的表面活性剂。关于不同类型的表面活性剂的相对量，带电荷的表面活性剂与中性表面活性剂的比例可以为0.2至10。
除了其他组分之外，变色组合物包括pH调节剂。pH调节剂为可以用于控制变色组合物pH的任意分子或组合物。pH调节剂可以为酸、碱或它们的组合如可存在于缓冲组合物中的。结合待用于变色组合物中的带电荷的着色剂的选择来选择pH调节剂。例如，如果变色组合物包括具有出现在pH小于5.5时的颜色转变点的着色剂，那么希望所选择的pH调节剂是酸以使变色组合物的pH呈酸性。如果变色组合物包括具有出现在pH大于9.5时的颜色转变点的着色剂，那么希望所选择的pH调节剂是碱以使变色组合物的pH呈碱性。
当本发明的多部件组合物的基材和印刷层的组合被用作吸收制品的部分外罩时，pH调节剂组分提供了额外的作用。具有可透气和高透气性外罩的吸收制品(所述外罩具有将潮气和湿气从穿戴者的皮肤抽吸的作用)已取得商业成功。外罩的不可渗透水的膜部分的“可透气性”可以通过加入碳酸钙来制成。当与可透气的外罩材料结合使用时，本发明的变色组合物希望地包括低分子量的有机酸和高分子量的有机酸的组合来防止着色剂的过早“活化”或着色剂引起的颜色变化。当这样的组合被用作pH调节剂时，减少了酸向外罩膜的移入，从而由于酸和碳酸钙颗粒之间的中和反应防止了着色剂的过早活化。低分子量的有机酸和高分子量的有机酸的组合提供了最好的结果：当高分子量的有机酸完全替代了低分子量的有机酸时，变色组合物的响应时间相对较慢并且颜色对比不是最佳的。低分子量的有机酸通常具有小于1000道尔顿的分子量。高分子量的有机酸通常具有大于1000道尔顿的分子量。
适合的酸pH调节剂的实例包括有机酸、无机酸和聚合酸；更具体地，低分子量的有机酸的实例包括乙醇酸、柠檬酸、乳酸、抗坏血酸、草酸、马来酸、酒食酸、水杨酸、棕榈酸和硬脂酸。高分子量的有机酸的实例包括聚丙烯酸、聚甲基丙烯酸和包含丙烯酸、甲基丙烯酸或丙烯酸和甲基丙烯酸两者的共聚物。
低分子量的酸和高分子量的酸都可以是“聚合的”。取决于单体单元的数量，聚合酸将为低分子量的(通常小于1000道尔顿)或高分子量的(通常为大于1000道尔顿)。具有重复的单体单元的低分子量的有机酸可以称作低聚物。在一些方面，聚合酸可以为“二齿的(bidentate)”或高级酸。“二齿的或高级的”意思是在其最小的聚合物构造段中具有多于一个酸基团。当本领域技术人员将抗坏血酸与酒石酸(两个酸基团)与柠檬酸(三个酸基团)作对比时，这可以很容易地被理解。在一些方面，聚合酸可以为树枝状聚合物(dendrimer)等，其中树枝状聚合物的表面和内部完全用酸基团官能化。适合的简单的且其重复单体单元的数量可以变化的聚合酸为水杨酸和抗坏血酸；如果分子量小于1000道尔顿时，那么酸可以称作低聚物，而如果分子量大于1000道尔顿时，那么酸可以称作聚合物。以下为适合的二羧基聚合酸的实例：
甲基乙烯基醚与马来酸的交替共聚物借助LS，平均Mw为～216,000粉末，平均Mn为～80,000
甲基乙烯基醚与马来酸的交替共聚物借助LS，平均Mw为～1,980,000粉末，平均Mn为～960,000
适合的三羧基聚合酸的实例包括以下：
丙烯酸与马来酸的共聚物的溶液在水中50重量％，平均Mw 3,000
适合的聚丙烯酸的实例包括以下：具有约1800道尔顿的平均分子量的聚丙烯酸、具有约450,000道尔顿的平均分子量的聚丙烯酸、具有约1,250,000道尔顿的平均分子量的聚丙烯酸和具有约3,000,000道尔顿的平均分子量的聚丙烯酸。适合的强聚合酸的实例为聚(乙烯基磷酸)。
适合的碱性pH调节剂的实例包括有机碱、无机碱和聚合碱；更具体地，实例包括氢氧化钠、碳酸钠、碳酸氢钠、硼酸钠、氢氧化钾、聚合胺、树枝状胺(dendrimeric amine)和1，3-戊二胺。具有缓冲效应的组合pH调节剂包括乙酸缓冲液、硼酸缓冲液和碳酸缓冲液。希望地，组合的pH调节剂的pH要么高于10要么低于5。通常，组合的pH调节剂是溶液形式，并且缓冲液的浓度可以为约0.01毫摩尔至约1000毫摩尔且希望地为约1毫摩尔至约20毫摩尔，这都取决于所选择的组合pH调节剂。本发明变色组合物包含以变色组合物总重量计含量为0.1％至20％的pH调节剂。希望地，本发明的变色组合物包含以变色组合物总重量计含量为0.5％至5％的pH调节剂。关于有机酸的相对量，低分子量的有机酸对高分子量的有机酸的比例为0.02至50。
pH调节剂的益处包括使着色剂稳定，防止所述着色剂可能由于暴露于潮湿环境而造成的过早的颜色变化。例如，pH调节剂被认为是保持稳定的pH，例如在着色剂周围甚至当膜层被暴露于高湿度的环境时，用酸性pH调节剂来保持低pH的环境。
当变色组合物的组分成形为基材上的印刷层时，它们必须首先溶解或悬浮在随后蒸发的有机溶剂中。变色组合物形成基材上的印刷层即得到本发明的多部件材料。有机溶剂可以是单独的有机溶剂或溶剂的混合物。负载变色组合物的适合的溶剂包括乙醇、异丙醇、丙酮、甲醇、乙腈、四氢呋喃、苯和甲苯。本发明有益应用的实例是将变色组合物施用于被用作一次性吸收制品的部件的无纺基材。更具体地，无纺基材可以为用于形成一次性尿布的外罩的纺粘材料或其它无纺材料。基材还可以是聚乙烯膜，所述聚乙烯膜附着在无纺材料上以形成一次性尿布的外罩。本发明的印刷层可以形成在无纺基材或其它膜上。由于本发明的变色组合物在室温下是流体，因此它们可以轻易地通过印刷至基材来施用。由于吸收制品如一次性尿布的外罩通常邻近制品的吸收结构，因此当使用最终产品时，将变色组合物施用于接近吸收结构的部件。因此，变色组合物可以被用于指示吸收结构状况的变化，如潮湿。
本发明的变色组合物的一个实例为包含丙烯酸酯和辛基丙烯酰胺的共聚物体系作为水不溶性成膜聚合物的组合物，这种聚合物可以有助于着色剂对基材的粘附性且为湿润性提供耐水性。本发明的变色组合物的另一个实例为包含带有酰胺官能团的聚氨酯粘结剂作为水不溶性成膜聚合物的组合物，这种水不溶性成膜聚合物可以溶解在醇中用于施用于基材(醇随后蒸发)。本发明的变色组合物是水可湿润的以使得着色剂组分迅速地改变颜色，但本发明的变色组合物还是水不溶性的以防止着色剂浸出。这些都是希望的性质属性。
以下为说明本发明各方面的各种实施例：
示例性变色组合物和多部件材料#1的制备：
作为本发明的实例的变色组合物包括2.5ml具有有机溶剂基的胶版印刷清漆的形成基质的组分。组合物还包括量为15mg/ml的着色剂溴甲酚绿以及量为20mg/ml的表面活性剂苄索氯铵(benzethenium chloride)。组合物包含pH调节剂：量为200mg/ml的低分子量的有机酸柠檬酸和量为200mg/ml的高分子量的有机酸聚丙烯酸。将着色剂、表面活性剂和pH调节剂组合在一起并且溶解在3ml的乙醇中。然后将溶液通过旋流与形成基质的组分混合直到形成均匀的溶液。
用一次性泡沫刷将250μl的变色组合物刷涂在一片聚丙烯膜材料上以形成薄膜来制备多部件材料(例如，将用于形成一次性吸收制品的外罩)。在环境条件下将膜干燥2小时以形成黄色。为了确保变色组合物起到希望的作用，一滴水或合成的尿液或真实的尿液使黄色在5分钟内变成蓝色。
示例性变色组合物和多部件材料#2的制备：
作为本发明的实例的变色组合物包括2.5ml具有有机溶剂基的胶版印刷清漆的形成基质的组分。组合物包括量为15mg/ml的着色剂溴甲酚绿。组合物还包括量为150mg/ml的表面活性剂苄索氯铵(benzetheniumchloride)和量为50mg/ml的中性表面活性剂Tween40。组合物包含pH调节剂：量为200mg/ml的低分子量的有机酸柠檬酸和量为200mg/ml的高分子量的有机酸聚丙烯酸。将着色剂、表面活性剂和pH调节剂组合在一起并且溶解在3ml的乙醇中。然后将溶液通过旋流与形成基质的组分混合直到形成均匀的溶液。
用一次性泡沫刷将250μl的变色组合物刷涂在一片聚丙烯膜材料上以形成薄膜来制备多部件材料(例如，将用于形成一次性吸收制品的外罩)。在环境条件下将膜干燥2小时以形成黄色。为了确保变色组合物起到希望的作用，一滴水或合成的尿液或真实的尿液使黄色在5分钟内变成蓝色。
本发明的多部件材料和变色组合物的稳定性测试
为了评价稳定性，将变色组合物刷涂在膜材料上，例如将被用作一次性吸收制品的部分外罩(例如，具有碳酸钙的高透气性膜)。将具有变色组合物的膜材料在40℃、75％湿度的烘箱中培育1天至2周的时间。然后将膜材料每天取出一次，将得到的颜色与原始的颜色进行视觉上的比较。并且视觉检测且定性地比较在与合成尿液或水或真实的尿液样品相接触时的响应速度和颜色变化。
含有不同量的pH调节剂的变色组合物之间稳定性的比较
制备5个变色组合物的样品。每个组合物包含2.5ml的具有有机溶剂基的胶版印刷清漆、200mg的苄索氯铵(0.5ml，在乙醇中)、15mg的溴甲酚绿(0.75ml)和不同量的聚丙烯酸(高分子量的有机酸)和柠檬酸(低分子量的有机酸)：(1)样品1含有200mg的聚丙烯酸(1ml)和200mg的柠檬酸(1ml)；(2)样品2含有300mg的聚丙烯酸(1.5ml)和100mg的柠檬酸(0.5ml)；(3)样品3含有400mg的聚丙烯酸(2ml)和0mg的柠檬酸(0ml)；(4)样品4含有0mg的聚丙烯酸(0ml)和400mg的柠檬酸(2ml)；和(5)样品5含有100mg的聚丙烯酸(0.5ml)和300mg的柠檬酸(1.5ml)。将各个样品刷涂在℃lopay 1652聚丙烯膜上并且进行空气干燥以形成黄色。当用合成尿液润湿时，黄色在10分钟内变成蓝色(各个样品类似；有些样品在不到1分钟内就会改变颜色)。如上所述，然后将样品在40℃、75％湿度的烘箱中培育2天来对比没有合成尿液污损物的颜色变化的稳定性。样品1、2和5相比于样品3和4变成更浅的绿或更浅的蓝。明显地，既含有高分子量的有机酸(聚丙烯酸)又含有低分子量的有机酸(柠檬酸)的组合物比要么含有聚丙烯酸或要么含有柠檬酸的组合物更稳定(即，不太可能在潮湿的环境下经历过早的颜色变化)。
在高透气性的Pliant Y膜上含有不同量表面活性剂的变色组合物之间
稳定性的比较
制备4个变色组合物的样品。每个组合物包含2.5ml的具有有机溶剂基的胶版印刷清漆、200mg的苄索氯铵(0.5ml，在乙醇中)、15mg的溴甲酚绿(0.75ml)和不同量的聚丙烯酸(高分子量的有机酸)和柠檬酸(低分子量的有机酸)以及Tween-40(中性表面活性剂)：(1)样品1含有100mg的Tween-40、100mg的聚丙烯酸(0.5ml)和400mg的柠檬酸(2ml)；(2)样品2含有100mg的聚丙烯酸(0.5ml)和400mg的柠檬酸(2ml)；(3)样品3含有100mg的Tween-40、100mg的聚丙烯酸(0.5ml)和300mg的柠檬酸(1.5ml)；和(4)样品4含有50mg的Tween-40、100mg的聚丙烯酸(0.5ml)和400mg的柠檬酸(2ml)；。将各个样品刷涂在Pliant Y聚丙烯膜上。将样品在40℃、75％湿度的烘箱中培育2天。尽管样品2(不含中性表面活性剂)具有比较好的稳定性(即，不太可能经历过早的颜色变化)，但是样品1、3和4比样品2具有更短的响应时间和更好的颜色对比。含有中性表面活性剂、高分子量的有机酸(聚丙烯酸)和低分子量的有机酸(柠檬酸)的样品比不含中性表面活性剂的样品具有更好的普遍性能(即，响应速度、颜色对比和良好的稳定性)。
在高透气性的Clopay 1652膜上含有不同量表面活性剂的变色组合物
之间稳定性的比较
制备5个变色组合物的样品。每个组合物包含2.5ml的具有有机溶剂基的胶版印刷清漆、200mg的苄索氯铵(0.5ml，在乙醇中)、15mg的溴甲酚绿(0.75ml)和不同量的聚丙烯酸(高分子量的有机酸)和柠檬酸(低分子量的有机酸)以及Tween-40(中性表面活性剂)：(1)样品1含有100mg的Tween-40、100mg的聚丙烯酸(0.5ml)和400mg的柠檬酸(2ml)；(2)样品2含有100mg的聚丙烯酸(0.5ml)和400mg的柠檬酸(2ml)；(3)样品3含有100mg的Tween-40、100mg的聚丙烯酸(0.5ml)和300mg的柠檬酸(1.5ml)；(4)样品4含有50mg的Tween-40(0.125ml)、100mg的聚丙烯酸(0.5ml)和400mg的柠檬酸(2ml)；和(5)样品5含有100mg的聚丙烯酸(0.5ml)和300mg的柠檬酸(1.5ml)。将各个样品刷涂在Clopay1652聚丙烯膜上并且进行空气干燥以形成黄色。当用合成尿液润湿时，黄色在10分钟内变成蓝色(有些样品在不到1分钟内就会改变颜色)。将样品在40℃、75％湿度的烘箱中培育2天。虽然全部5个样品具有相似的稳定性(即，过早颜色改变的可能性)，但是样品1、3和4相比于样品2和5具有更快的响应时间。明显地，中性表面活性剂的存在没有不利地影响其稳定性，但是改进了响应时间。含有中性表面活性剂、高分子量的有机酸(聚丙烯酸)和低分子量的有机酸(柠檬酸)的样品比不含中性表面活性剂的样品具有更好的普遍性能(即，响应速度、颜色对比和良好的稳定性)。
尽管已经详细地描述了关于本发明的多部件材料的各个方面，但是要理解的是，在获得上述理解后，本领域技术人员可以轻易地想到这些材料的改变、变化和等同物。因此，本发明的范围应当被评定为所附权利要求以及其等同方式所限定的那些。
Claims (20)
1.一种多部件材料，所述材料包括：
基材和基材上的印刷层，其中，所述印刷层包含变色组合物，所述变色组合物包含：
形成基质的组分；
着色剂；
表面活性剂；和
pH调节剂，其中，所述pH调节剂包括低分子量的有机酸和高分子量的有机酸。
2.权利要求1所述的多部件材料，其中，所述pH调节剂包括1-20％的低分子量的有机酸和1-20％的高分子量的有机酸。
3.权利要求1所述的多部件材料，其中，所述pH调节剂具有0.02至50的低分子量的有机酸对高分子量的有机酸的比例。
4.权利要求1所述的多部件材料，其中，所述低分子量的有机酸选自乳酸、氨基酸、抗坏血酸、乙醇酸、水杨酸、酒石酸、柠檬酸、EDTA、丙醇二酸和马来酸。
5.权利要求1所述的多部件材料，其中，所述高分子量的有机酸选自聚丙烯酸、聚甲基丙烯酸以及含有丙烯酸、甲基丙烯酸或者丙烯酸和甲基丙烯酸两者的共聚物。
6.权利要求1所述的多部件材料，其中，所述形成基质的组分含有以重量计大于0.5％的极性原子。
7.权利要求1所述的多部件材料，其中，所述形成基质的组分选自水不溶性成膜聚合物以及含有有机溶剂的胶版印刷清漆。
8.权利要求1所述的多部件材料，其中，所述水不溶性成膜聚合物选自丙烯酸酯/丙烯酰胺共聚物、聚氨酯粘结剂、甲基纤维素以及乙烯吡咯烷酮和二甲基氨基丙基甲基丙烯酰胺的共聚物。
9.权利要求1所述的多部件材料，其中，所述表面活性剂包括带电荷的表面活性剂和中性表面活性剂。
10.权利要求1所述的多部件材料，其中，所述着色剂为pH指示剂。
11.权利要求1所述的多部件材料，其中，所述着色剂为聚合着色剂。
12.权利要求10所述的多部件材料，其中，所述pH指示剂选自溴甲酚绿、溴苯酚蓝和溴氯苯酚蓝、甲基橙、四溴苯酚蓝、乙基橙、刚果红、甲基红和诱惑红AR。
13.权利要求1所述的多部件材料，其中，所述变色组合物包含多于一种着色剂。
14.权利要求1所述的多部件材料，其中，所述基材为无纺材料。
15.权利要求1所述的多部件材料，其中，所述基材为聚烯烃膜。
16.权利要求15所述的多部件材料，其中，所述聚烯烃膜包含碳酸钙。
17.一种包括作为外罩的部分的权利要求1所述的多部件材料的一次性吸收制品。
18.权利要求1所述的多部件材料，其中，所述印刷层以一种或多种图案形成在基材上，所述图案选自条状、点状、几何形状、不规则形状、字母-数字字符形、人形图像、动物的图像表示、无生命物体的图像表示、卡通形象、标识和商标。
19.一种多部件材料，所述材料包括：
基材和基材上的印刷层，其中所述印刷层包含变色组合物，所述变色组合物包含：
20％至95％的形成基质的组分；
2％至50％的着色剂；
0.1％至10％的表面活性剂；和
0.1％至20％的pH调节剂，其中所述pH调节剂包括低分子量的有机酸和高分子量的有机酸。
20.一种包含多部件材料的一次性吸收制品，所述材料包括：基材和基材上的印刷层，其中所述印刷层包含变色组合物，所述变色组合物包含：
20％至90％的形成基质的组分；
0.5％至5％的着色剂；
10％至30％的表面活性剂；和
0.5％至5％的pH调节剂，其中所述pH调节剂包括低分子量的有机酸和高分子量的有机酸。
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/503,364 US20110015597A1 (en) | 2009-07-15 | 2009-07-15 | Multiple Component Materials Having A Color-Changing Composition |
| US12/503364 | 2009-07-15 | ||
| US12/503380 | 2009-07-15 | ||
| US12/503,380 US20110015063A1 (en) | 2009-07-15 | 2009-07-15 | Multiple Component Materials Having A Color-Changing Composition |
| US12/825,877 US9265856B2 (en) | 2009-07-15 | 2010-06-29 | Multiple component materials having a color-changing composition |
| US12/825877 | 2010-06-29 | ||
| PCT/IB2010/053033 WO2011007290A2 (en) | 2009-07-15 | 2010-07-02 | Multiple component materials having a color-changing composition |
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| CN102470065A true CN102470065A (zh) | 2012-05-23 |
| CN102470065B CN102470065B (zh) | 2015-07-01 |
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| CN201080030916.1A Active CN102470065B (zh) | 2009-07-15 | 2010-07-02 | 具有变色组合物的多部件材料 |
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| Country | Link |
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| US (1) | US9265856B2 (zh) |
| EP (1) | EP2453860B1 (zh) |
| KR (1) | KR101689418B1 (zh) |
| CN (1) | CN102470065B (zh) |
| AR (1) | AR077482A1 (zh) |
| AU (1) | AU2010272185B2 (zh) |
| BR (1) | BRPI1010190B1 (zh) |
| MX (1) | MX339293B (zh) |
| RU (1) | RU2567693C2 (zh) |
| WO (1) | WO2011007290A2 (zh) |
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| CN104661691A (zh) * | 2012-09-26 | 2015-05-27 | 宝洁公司 | 具有热熔融粘结基质的液体活化制剂 |
| CN104661690A (zh) * | 2012-09-26 | 2015-05-27 | 宝洁公司 | 具有持久性着色剂的液体活化制剂 |
| CN104684587A (zh) * | 2012-09-26 | 2015-06-03 | 宝洁公司 | 防滤出液体活化制剂 |
| CN104684590A (zh) * | 2012-09-26 | 2015-06-03 | 宝洁公司 | 液体活化变色油墨及其使用方法 |
| CN104684589A (zh) * | 2012-09-26 | 2015-06-03 | 宝洁公司 | 具有溶剂基粘结基质的液体活化制剂 |
| CN104684588A (zh) * | 2012-09-26 | 2015-06-03 | 宝洁公司 | 具有表面活性剂的液体活化制剂 |
| CN104684587B (zh) * | 2012-09-26 | 2017-05-17 | 宝洁公司 | 防滤出液体活化制剂 |
| CN103919649B (zh) * | 2014-04-29 | 2015-10-14 | 山东理工大学 | 一种具有pH显示功能的新型尿垫及其制作方法 |
| CN103919649A (zh) * | 2014-04-29 | 2014-07-16 | 山东理工大学 | 一种具有pH显示功能的新型尿垫及其制作方法 |
| US10627350B2 (en) | 2014-11-07 | 2020-04-21 | Water Lens, LLC | Compositions, apparatus and methods for determining alkalinity of an analyte solution |
| CN107110771A (zh) * | 2014-11-07 | 2017-08-29 | 水透镜公司 | 用于确定分析物溶液的碱度的组合物、设备和方法 |
| CN105714561A (zh) * | 2015-12-28 | 2016-06-29 | 福建恒安集团有限公司 | 一种聚丙烯纺粘非织造布用的为乳液组合物的整理剂 |
| CN109605896A (zh) * | 2019-02-25 | 2019-04-12 | 深圳德宝天成科技有限公司 | 一种包装膜材及应用 |
| CN110639051A (zh) * | 2019-10-28 | 2020-01-03 | 佛山市联塑万嘉科技有限公司 | 一种导流材料 |
| CN112972128A (zh) * | 2021-02-03 | 2021-06-18 | 杭州可靠护理用品股份有限公司 | 一种婴儿尿纸尿裤及其尿显线 |
| CN112816467A (zh) * | 2021-02-08 | 2021-05-18 | 杭州可靠护理用品股份有限公司 | 一种用于尿液检测的显色剂及其在纸尿裤上的应用 |
| CN112816467B (zh) * | 2021-02-08 | 2023-08-29 | 杭州可靠护理用品股份有限公司 | 一种用于尿液检测的显色剂及其在纸尿裤上的应用 |
| CN113155858A (zh) * | 2021-06-07 | 2021-07-23 | 中车戚墅堰机车车辆工艺研究所有限公司 | 一种水基生物可降解渗透剂、制备方法及其应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2567693C2 (ru) | 2015-11-10 |
| BRPI1010190B1 (pt) | 2021-09-28 |
| AR077482A1 (es) | 2011-08-31 |
| WO2011007290A3 (en) | 2011-06-30 |
| EP2453860A2 (en) | 2012-05-23 |
| RU2012105030A (ru) | 2013-08-20 |
| US9265856B2 (en) | 2016-02-23 |
| WO2011007290A2 (en) | 2011-01-20 |
| US20110015599A1 (en) | 2011-01-20 |
| KR20120034102A (ko) | 2012-04-09 |
| EP2453860A4 (en) | 2014-05-14 |
| EP2453860B1 (en) | 2016-09-14 |
| MX339293B (es) | 2016-05-18 |
| AU2010272185B2 (en) | 2015-06-11 |
| BRPI1010190A2 (pt) | 2016-03-29 |
| KR101689418B1 (ko) | 2016-12-23 |
| AU2010272185A1 (en) | 2012-02-02 |
| MX2012000655A (es) | 2012-02-08 |
| CN102470065B (zh) | 2015-07-01 |
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