CN114502643A - 吸水性交联聚合多元羧酸及其制备方法 - Google Patents
吸水性交联聚合多元羧酸及其制备方法 Download PDFInfo
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- CN114502643A CN114502643A CN202080069548.5A CN202080069548A CN114502643A CN 114502643 A CN114502643 A CN 114502643A CN 202080069548 A CN202080069548 A CN 202080069548A CN 114502643 A CN114502643 A CN 114502643A
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- acid
- polymeric polycarboxylic
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- polycarboxylic acid
- diglycidyl ether
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Abstract
公开了通过将包含聚环氧化物和聚酰肼的交联剂与聚合多元羧酸交联来制备交联聚合多元羧酸的方法。还公开了通过所述方法制备的交联聚合多元羧酸和包括所述交联聚合多元羧酸的吸水性聚合物材料。
Description
本申请要求于2019年10月4日提交的美国临时申请号62/910,648的优先权权益,该美国临时申请通过引用并入本文。
本发明是在国家科学基金会资助的IIP 1660217政府支持下完成的。政府对本发明享有一定的权利。
技术领域
所公开的发明涉及制备交联聚合多元羧酸的方法和吸收性聚合物材料。
背景技术
吸水性聚合物吸收水或水性液体并将其保持为凝胶形式,已用于许多应用中,例如用于如一次性尿布等卫生产品、如土壤改良剂等农产品以及其中水的吸收、保留或输送是有用的其他应用。
传统上,此类吸水材料已由交联成可吸收水形成水凝胶的水不溶性网络的合成石油基聚合物例如聚(丙烯酸)钠盐和聚丙烯酰胺制成。尽管相对便宜,但是,由于其不可再生和不可降解的性质以及用于从石油来源获得其组成单体的过程中所产生的管制排放等原因,石油基聚合物对环境具有负面影响。
这种传统的吸收性聚合物材料的可再生替代品是使用生物基聚合物例如聚(氨基酸)和多糖的吸收性材料。例如,γ-聚(谷氨酸)(γ-PGA)是一种可以通过微生物发酵工艺进行商业生产的水溶性聚合多元羧酸。γ-PGA具有亲水性聚酰胺骨架,并且与聚(丙烯酸)一样,在每个重复单元中具有侧链羧酸官能团。这些特征使其适合交联成用于吸收性应用的材料。例如,γ-PGA可以通过诸如乙二醇二缩水甘油醚、三羟甲基丙烷三缩水甘油醚等缩水甘油醚交联剂交联形成吸水性产品。然而,与传统的交联聚丙烯酸钠相比,缩水甘油醚交联的γ-PGA的吸收能力并不理想,因为其自由膨胀能力(FSC)和负载下的吸收能力(AUL)较低,这限制了它们的应用。
发明内容
公开了通过将聚合多元羧酸与包含聚环氧化物和聚酰肼的交联剂交联来制备交联聚合多元羧酸的方法。还公开了通过所述方法制备的交联聚合多元羧酸、通过所述方法制备的吸水性交联聚合多元羧酸以及包括所述交联聚合多元羧酸的吸水性材料。
附图说明
图显示了本发明的交联γ-PGA实施方案的自由膨胀能力(FSC)和负载下的吸收能力(AUL)。
具体实施方式
“a”、“an”、“所述”、“至少一个”和“一个或多个”可互换使用,表示至少有一个项目存在;除非上下文另有明确说明,否则可存在多个此类项目。“约”表示所述数值允许有一些轻微的不精确性(在数值上接近于精确;近似或合理地接近于所述值;差不多地)。如果“约”提供的不精确性在本领域中原本没有被理解为具有这种常用含义,那么本文所用的“约”至少表明了测量和使用这些参数的常用方法可能产生的变化。此外,范围的公开包括了所有值的公开以及在整个范围内进一步划分的范围。术语“包含(comprises)”、“包含(comprising)”、“包括”和“具有”是包含性的,因此规定了所述及的特性、整数、步骤、操作、要素或组分的存在,但不排除存在或添加一个或多个其他特性、整数、步骤、操作、要素、组分或它们的组。如在本说明书中所使用的,术语“或”包括一个或多个相关的列出项目的任何和所有组合。“水溶性”聚合物是可以与水结合以形成透明溶液的聚合物,无论是否存在助溶剂和/或中和剂。“水分散性”聚合物是可以与水结合以形成稳定分散体的聚合物,无论是否存在助溶剂和/或中和剂。于25℃储存24小时后没有可见沉淀的分散体可以被认为是稳定的。
交联聚合多元羧酸是通过将聚合多元羧酸与聚环氧化物和聚酰肼化合物交联而制备的。所述聚合多元羧酸是具有沿着聚合物主链悬垂的羧酸基团的聚合物。所述聚合多元羧酸可任选地在聚合物链的一端或两端具有羧酸基团。在各实施方案中,所述聚合多元羧酸可以具有从每个单体单元悬垂的一个羧酸基团到从约每十个单体单元(平均而言)悬垂的一个羧酸基团;或可以具有从每个单体单元悬垂的一个羧酸基团到从约每六个单体单元(平均而言)悬垂的一个羧酸基团;或可以具有从每个单体单元悬垂的一个羧酸基团到从约每五个单体单元(平均而言)悬垂的一个羧酸基团;或从每个单体单元悬垂的一个羧酸基团到从约每四个单体单元(平均而言)悬垂的一个羧酸基团;或可以具有从每个单体单元悬垂的一个羧酸基团到从约每三个单体单元(平均而言)悬垂的一个羧酸基团;或可以具有从每个单体单元悬垂的一个羧酸基团到从约每两个单体单元(平均而言)悬垂的一个羧酸基团;或可以具有从每个单体单元悬垂的一个羧酸基团。
所述聚合多元羧酸的重均分子量可以为约1kDa至约50,000kDa,优选约5kDa至约50,000kDa,更优选约100kDa至约5,000kDa,还更优选约200kDa至约600kDa,通过配备有光散射检测器的凝胶渗透色谱法(GPC)来测定。在各实施方案中,所述聚合多元羧酸的重均分子量可以为从约1kDa或从约5kDa或从约10kDa或从约20kDa或从约30kDa或从约50kDa或从约100kDa或从约150kDa或从约200kDa或从约250kDa或从约300kDa直至约500kDa或直至约550kDa或直至约600kDa或直至约700kDa或直至约800kDa或直至约900kDa或直至约1000kDa或直至约2000kDa或直至约5000kDa或直至约7500kDa或直至约10,000kDa或直至约15,000kDa或直至约20,000kDa或直至约25,000kDa或直至约30,000kDa或直至约40,000kDa或直至约50,000kDa。所述聚合多元羧酸优选包含足够数量的羧酸基团,以是水溶性的或水分散性的。在某些实施方案中,每条聚合多元羧酸链的平均羧酸基团数可以为约2至约700,000,优选为约50至约50,000,更优选为约1,500至约8,000。
用于交联的合适的多元羧酸聚合物的非限制性实例包括烯属不饱和羧酸(如丙烯酸、甲基丙烯酸、2-乙基丙烯酸、2-丙基丙烯酸、巴豆酸、衣康酸、马来酸、富马酸等)及其盐和酸酐的均聚物和共聚物;羧甲基纤维素及其盐;聚天冬氨酸及其盐;聚谷氨酸及其盐;以及羧乙基葡聚糖及其盐。在某些实施方案中,所述多元羧酸聚合物可以选自由以下组成的组:α-聚(谷氨酸)、γ-聚(谷氨酸)、α-聚(天冬氨酸)、β-聚(天冬氨酸)、羧甲基纤维素、聚(丙烯酸)、聚(甲基丙烯酸)、聚(2-羧乙基丙烯酸酯)、聚(2-乙基丙烯酸)、聚(2-丙基丙烯酸)、聚(马来酸)、它们的共聚物及它们的组合。在某些实施方案中,所述聚合多元羧酸是聚(氨基酸)或包含聚(氨基酸),例如天冬氨酸或谷氨酸的均聚物,例如通过核糖体翻译产生的L-α-聚(天冬氨酸)或L-α-聚(谷氨酸)或其组合。有用的聚(氨基酸)的其他非限制性实例包括由天冬氨酸和/或谷氨酸单体通过缩聚产生的D,L-(α,β)-聚(天冬氨酸)或D,L-(α,γ)-聚(谷氨酸)或其组合,或在微生物发酵或体外生化方法中通过非核糖体合成而产生的D-γ-聚(谷氨酸)、L-γ-聚(谷氨酸)、D,L-γ-聚(谷氨酸)或这些的任意组合。所述多元羧酸聚合物可以以任意组合用于交联过程中。
除了所述聚合多元羧酸或聚合多元羧酸的组合之外,该反应还可以包括具有多个与所述交联剂反应的基团的第二聚合物,所述基团例如选自由以下组成的组的多个反应性基团:羧酸基团、胺基基团、羟基基团及其组合。在各实施方案中,所述第二聚合物是水溶性的或水分散性的。适合作为所述第二聚合物的聚合物的非限制性实例包括:淀粉,瓜尔胶,黄原胶,角叉菜胶,果胶,葡甘露聚糖,菊粉,纤维素,β-葡聚糖,糊精,半乳甘露聚糖,海藻酸,壳聚糖,烯属不饱和羧酸、胺和醇(例如丙烯酸、甲基丙烯酸、2-乙基丙烯酸、2-丙基丙烯酸、丙烯酰胺、2-羟乙基丙烯酸酯、N-(2-羟乙基)丙烯酰胺、马来酸和2-氨乙基甲基丙烯酸酯)的均聚物和共聚物,以及这类聚合物的组合。
所述聚合多元羧酸或聚合多元羧酸的组合通过与包含聚环氧化物和聚酰肼的交联剂反应而交联。当水溶性或水分散性聚合多元羧酸交联时,所述交联剂被发现可以增加产品的水吸收能力。特别地,与单独使用聚环氧化物交联剂相比,使用包含聚环氧化物和聚酰肼的交联剂增加了自由膨胀能力和负载下的吸收能力。为了确定所述自由膨胀能力,将含有0.1g交联聚合多元羧酸的茶包于室温(23±2℃)中在100mL的0.9%的NaCl溶液中浸泡5分钟。然后,将所述茶包从盐水溶液中取出并悬挂5分钟以去除表面的水分。然后对膨胀的交联产物进行称重。所述自由膨胀能力定义为吸收的水的重量(湿重和干重之差)与干重之比。为了测定所述负载下的吸收能力,将0.1g交联聚合多元羧酸置于底部有筛网的塑料圆筒中,并将塑料活塞置于产品上(0.3psi)。将过滤海绵置于玻璃容器中,所述容器中填满0.9%NaCl溶液,直至所述过滤海绵边缘。然后,将包含产品的组件于室温(23±2℃)中置于所述过滤海绵上90分钟。所述负载下的吸收能力通过吸收的水的重量(湿重和干重之差)与干重的比值来计算。
合适的聚环氧化物交联分子包含两个或多个反应性环氧基团。这些的非限制性实例包括但不限于烷烃多元醇和聚(亚烷基二醇)的聚缩水甘油醚,进一步包括:例如,乙二醇二缩水甘油醚,二乙二醇二缩水甘油醚,聚乙二醇二缩水甘油醚,丙三醇二缩水甘油醚,丙三醇三缩水甘油醚,丙二醇二缩水甘油醚,丁二醇二缩水甘油醚,以及赤藓糖醇、三羟甲基乙烷、异戊四醇和三甲基丙烷的聚缩水甘油醚;二环氧烷烃和二环氧芳烷烃,包括1,2,3,4-二环氧丁烷、1,2,4,5-二环氧戊烷、1,2,5,6-二环氧己烷、1,2,7,8-二环氧辛烷、1,4-二乙烯基苯二环氧化物和1,3-二乙烯基苯二环氧化物;多酚聚缩水甘油醚,包括,又例如,4,4'-异亚丙基二酚二缩水甘油醚(双酚A二缩水甘油醚)和对苯二酚二缩水甘油醚;以及多元羧酸的聚缩水甘油酯,例如乙二酸二缩水甘油酯、丁二酸二缩水甘油酯、己二酸二缩水甘油酯、戊二酸二缩水甘油酯、邻苯二甲酸二缩水甘油酯、对苯二甲酸二缩水甘油酯、六氢邻苯二甲酸二缩水甘油酯、2,6-萘二甲酸二缩水甘油酯,以及多不饱和脂肪酸及其低聚物的环氧化物酯,例如聚环氧化的二聚亚麻酸、聚环氧化的亚油酸、聚环氧化的亚麻酸,包括亚麻籽油、大豆油、它们的烷基酯和它们的低聚物的聚环氧化的衍生物。
在某些实施方案中,所述交联剂包含选自由具有如式(I)所示结构的聚环氧化物以及具有如式(II)所示结构的聚环氧化物组成的组的聚环氧化物:
其中n为1至150;
所述聚环氧化物可以是选自由以下组成的组的成员:乙二醇二缩水甘油醚、二乙二醇二缩水甘油醚、丙二醇二缩水甘油醚、1,3-丁二醇二缩水甘油醚、双酚A二缩水甘油醚、双酚F二缩水甘油醚、1,4-丁二醇二缩水甘油醚、新戊二醇二缩水甘油醚、间苯二酚二缩水甘油醚、丙三醇二缩水甘油醚、丙三醇三缩水甘油醚、聚(乙二醇)二缩水甘油醚、聚(丙二醇)二缩水甘油醚、三羟甲基丙烷二缩水甘油醚、三羟甲基乙烷三缩水甘油醚、三羟乙基丙烷二缩水甘油醚、三羟乙基乙烷三缩水甘油醚、丙三醇丙氧基化物三缩水甘油醚、异戊四醇四缩水甘油醚、蓖麻油聚缩水甘油醚、山梨糖醇聚缩水甘油醚、聚丙三醇聚缩水甘油醚及它们的组合。
所述交联剂还包含具有至少两个酰肼官能团的聚酰肼。合适的聚酰肼的非限制性实例包括脂族和芳族的二羧酸和三羧酸的聚酰肼,例如己二酸二酰肼、柠檬酸二酰肼、柠檬酸三酰肼、乙二酸二酰肼、丁二酸二酰肼、戊二酸二酰肼、邻苯二甲酸二酰肼、对苯二甲酸二酰肼、六氢邻苯二甲酸二酰肼和2,6-萘二甲酸二酰肼。
在某些实施方案中,所述交联剂包含选自由具有如式(III)所示结构的聚酰肼以及具有如式(IV)所示结构的聚酰肼组成的组:
其中n为1至10;
其中R为H、OH,或CH3。
所述聚酰肼可以是选自由以下组成的组的成员:乙二酰肼、琥珀酸二酰肼、丙二酸二酰肼、乙基丙二酸二酰肼、己二酸二酰肼、庚二酸二酰肼、十二烷二酸二酰肼、癸二酸二酰肼、邻苯二甲酸二酰肼、对苯二甲酸二酰肼、间苯二甲酸二酰肼、碳酰肼、硫代碳酰肼、柠檬酸三酰肼、乙二胺四乙酸四酰肼及它们的组合。
所述交联剂可以包含多种聚环氧化物或多种聚酰肼,或多种聚酰肼和多种聚环氧化物。所述交联剂可以包含少量例如基于交联化合物的总摩尔数最多10mol%的另一反应物。所述另一反应物的实例包括具有多个氮丙啶基团的化合物、碳二亚胺化合物、具有至少两个活性氢的胺化合物和单体多元羧酸。
在某些实施方案中,用于交联反应的聚环氧化物的量和聚酰肼的量基于聚合多元羧酸的重量计各自独立地优选为约0.1wt%至约10wt%,更优选为约0.5wt%至约5wt%,甚至更优选为约1wt%至约3wt%。在某些实施方案中,用于交联反应的聚环氧化物的量和聚酰肼的量基于聚合多元羧酸的酸当量计各自独立地优选为约0.1mol%至约10mol%,更优选为约0.5mol%至约5mol%,甚至更优选为约1mol%至约3mol%。在某些实施方案中,所述聚环氧化物和聚酰肼之间的摩尔比优选为约0.1至约10,更优选为约0.2至约5,甚至更优选为约0.5至约2。
在一个示例性实施方案中,将用于交联反应的所有组分溶解在水性介质中,并将反应溶液在烘箱中加热。反应溶液中的聚合多元羧酸的浓度可为约10g/L至约300g/L,优选为约50g/L至约200g/L,更优选为约80g/L至约150g/L。反应溶液的pH可为约3至约9,优选为约4至约8,更优选为约5至约7。有用的中和剂包括碱金属碱、氨和/或胺。所述烘箱温度可为约50℃至约200℃,优选为约80℃至约180℃,更优选为约100℃至约150℃。反应混合物可在烘箱中保持约1小时至约12小时,优选为约1.2小时至约6小时,更优选为约1.5小时至约3小时。
如果需要,干燥可以在烘箱(例如强风烘箱)中于上面给出的任何烘箱温度下进行,或以约20℃至约180℃的温度的红外线加热进行。
所述交联反应可以在水性介质中进行。然后可以将交联的聚合多元羧酸产物干燥、粉碎和分级以提供具有所需平均粒度和/或粒度分布的颗粒状交联聚合多元羧酸。粉碎机的非限制性实例包括立式粉碎机、研磨机、旋转切割磨机、圆盘磨机和其他此类切割、研磨或破碎装置。在一个实施例中,所述交联聚合多元羧酸可在粗粉碎后进行进一步的干燥,然后研磨或压碎(例如在合适的磨机中),并分级至最终所需的平均粒度。
粉碎的交联聚合多元羧酸不限于任何特定的颗粒形状或几何形状。所述颗粒状交联聚合聚羧酸可以是粉末、薄片、团块、颗粒(granule)、不规则粒状颗粒、球体、椭圆体、圆柱形颗粒(或晶须)、纤维或适合其预期用途的其他形状的形式。示例性用途包括但不限于在婴儿尿布和成人卫生产品中、作为土壤添加剂、用于油处理和工业脱水、用于医疗应用(例如药物输送装置和用于组织工程的植入物)、作为水性介质(包括用于个人护理和食品)的增稠剂,以及其他需要吸收、解吸或增稠水或水性流体的应用。
在一些实施方案中,交联聚合多元羧酸颗粒的组合物还包含在最终应用中增强性能或易用性的赋形剂或添加剂。赋形剂或添加剂的类型没有特别限制。合适的实施例包括但不限于与聚合多元羧酸交联以改变材料性质的其他分子种类、增强分散性的表面活性剂或乳化剂、增强机械性能的无机填料,用活性制剂成分涂覆交联聚合多元羧酸颗粒,或用活性制剂成分浸渍交联聚合多元羧酸颗粒。
测试表明,与仅使用聚环氧化物作为交联剂的交联反应相比,当聚环氧化物和聚酰肼都用于交联反应时,所述交联聚合多元羧酸表现出强得多的吸收能力。此外,使用聚酰肼作为唯一的交联剂并没有提供交联产物。不希望受限于特定理论,我们相信改进的性质是由于聚环氧化物和聚酰肼之间的在交联多元羧酸的聚合物链之间形成独特键的反应。
通过以下实施例,将进一步描述本发明。应当注意,提供工作实施例是为了说明本发明,而不是为了限制本发明的范围。
实施例
在实施例中使用的γ-PGA的重均分子量为255kDa,由配备有光散射检测器的凝胶渗透色谱法确定。使用浸入式搅拌器将γ-PGA(10g)分散在DI水(100mL)中,并通过添加4M的HCl(100μL)将溶液的pH调节至5.5。然后,加入三羟甲基丙烷三缩水甘油醚(TTE)(200μL)和己二酸二酰肼(ADH)(100mg)。将混合物倒在硅胶垫上并于150℃加热2小时。之后,将产物通过在大量去离子水中浸泡过夜来纯化,在脱水器中于45℃干燥48小时,然后研磨成颗粒(20目-100目)。然后测试交联产物的水分吸收能力,包括自由膨胀能力(FSC)和负载下的吸收能力(AUL)。
为了进行比较,还尝试了在相同条件下使用三羟甲基丙烷三缩水甘油醚进行γ-PGA的交联。使用浸入式搅拌器将线性γ-PGA(10g)分散在DI水(100mL)中,并通过添加4M的HCl(100μL)将溶液的pH调节至5.5。然后,加入三羟甲基丙烷三缩水甘油醚(TTE)(200μL)。将混合物倒在硅胶垫上并于150℃加热2小时。之后,将产物通过在大量去离子水中浸泡过夜来纯化,在脱水器中于45℃干燥48小时,然后研磨成颗粒(20目-100目)。
为了进行比较,还尝试了在相同条件下使用己二酸二酰肼进行γ-PGA的交联。使用浸入式搅拌器将线性γ-PGA(10g)分散在DI水(100mL)中,并通过添加4M的HCl(100μL)将溶液的pH调节至5.5。然后,加入己二酸二酰肼(ADH)(100mg)。将混合物倒在硅胶垫上并于150℃加热2小时。然而,己二酸二酰肼交联γ-PGA的制备并不成功。获得的产物是水溶性的并且不形成凝胶。
为了确定所述自由膨胀能力(FSC),将含有0.1g产品的茶包于室温(23±2℃)中在100mL的0.9%NaCl溶液中浸泡5分钟。然后,将茶包从盐溶液中取出并成对角线地悬挂5分钟以通过滴落去除多余的盐溶液。之后,对膨胀的交联产物进行称重。所述自由膨胀能力通过吸收的水的重量(湿重和干重之差)与干重的比值来计算。该实施例的自由膨胀能力如图所示。
为了确定所述负载下的吸收能力(AUL),将0.1g产品置于底部有筛网的塑料圆筒中,并将塑料活塞置于产品上(0.3psi)。将过滤海绵置于玻璃容器中,所述容器中填满0.9%NaCl溶液,直至过滤海绵边缘。然后,将包含产品的组件于室温(23±2℃)中置于所述过滤海绵上90分钟。所述负载下的吸收能力通过吸收的水的重量(湿重和干重之差)与干重的比值来计算。该实施例的负载下的吸收能力如图所示。
如图所示,与通过TTE交联的γ-PGA相比,通过TTE/ADH交联的γ-PGA显示出高得多的FSC(33g/g vs.25g/g)和AUL(31g/g vs.24g/g),其中,FSC提高了32%,AUL提高了29%。
为了说明和描述的目的,已经提供了实施方案的前述描述。它不旨在穷举或限制本发明。具体实施方案的各要素或特征通常不限于该具体实施方案,而在适用的情况下,其是可互换的并且可以在选定实施方案中使用,即使没有具体示出或描述。所述各要素或特征也可以以多种方式变化。此类变化不应被视为背离本发明,并且所有此类修改均旨在包括在本发明的范围内。
权利要求书(按照条约第19条的修改)
1.一种制备吸水性交联聚合多元羧酸的方法,其包括用包含聚环氧化物和聚酰肼的交联剂交联所述聚合多元羧酸。
2.根据权利要求1所述的方法,其中所述交联剂由以下组成:选自由聚环氧化物及其组合组成的组的成员和选自由聚酰肼及其组合组成的组的成员。
3.根据权利要求1或2所述的方法,其中所述聚合多元羧酸具有从每个单体单元悬垂的一个羧酸基团到从平均而言约每十个单体单元悬垂的一个羧酸基团。
4.根据权利要求1至3中任一项所述的方法,其中所述聚合多元羧酸具有从约1kDa至约50,000kDa的重均分子量。
5.根据权利要求1至4中任一项所述的方法,其中所述聚合多元羧酸包含足够数量的羧酸基团以是水溶性或水分散性的。
6.根据权利要求1至5中任一项所述的方法,其中所述聚合多元羧酸在每条聚合多元羧酸链中具有从约2至约700,000的平均羧酸基团数。
7.根据权利要求1至6中任一项所述的方法,其中所述聚合多元羧酸包括选自由以下组成的组的成员:烯属不饱和羧酸及其盐和酸酐的均聚物和共聚物、羧甲基纤维素及其盐、聚天冬氨酸及其盐、聚谷氨酸及其盐、以及羧乙基葡聚糖及其盐。
8.根据权利要求1至7中任一项所述的方法,其中所述聚合多元羧酸包括选自由以下组成的组的成员:α-聚(谷氨酸)、γ-聚(谷氨酸)、α-聚(天冬氨酸)、β-聚(天冬氨酸)、羧甲基纤维素、聚(丙烯酸)、聚(甲基丙烯酸)、聚(2-羧乙基丙烯酸酯)、聚(2-乙基丙烯酸)、聚(2-丙基丙烯酸)、聚(马来酸)、它们的共聚物及它们的组合。
9.根据权利要求1至8中任一项所述的方法,其中所述聚合多元羧酸包括γ-聚(谷氨酸)。
10.根据权利要求1至9中任一项所述的方法,其中所述聚合多元羧酸是水溶性的或水分散性的。
11.根据权利要求1至10中任一项所述的方法,其中具有多个与所述交联剂反应的基团的第二聚合物与所述聚合多元羧酸交联。
12.根据权利要求1至11中任一项所述的方法,其中所述聚环氧化物是选自由以下组成的组的成员:乙二醇二缩水甘油醚、二乙二醇二缩水甘油醚、丙二醇二缩水甘油醚、1,3-丁二醇二缩水甘油醚、双酚A二缩水甘油醚、双酚F二缩水甘油醚、1,4-丁二醇二缩水甘油醚、新戊二醇二缩水甘油醚、间苯二酚二缩水甘油醚、丙三醇二缩水甘油醚、丙三醇三缩水甘油醚、聚(乙二醇)二缩水甘油醚、聚(丙二醇)二缩水甘油醚、三羟甲基丙烷二缩水甘油醚、三羟甲基乙烷三缩水甘油醚、三羟乙基丙烷二缩水甘油醚、三羟乙基乙烷三缩水甘油醚、丙三醇丙氧基化物三缩水甘油醚、异戊四醇四缩水甘油醚、蓖麻油聚缩水甘油醚、山梨糖醇聚缩水甘油醚、聚丙三醇聚缩水甘油醚及它们的组合。
13.根据权利要求1至12中任一项所述的方法,其中所述聚酰肼是选自由以下组成的组的成员:乙二酰肼、琥珀酸二酰肼、丙二酸二酰肼、乙基丙二酸二酰肼、己二酸二酰肼、庚二酸二酰肼、十二烷二酸二酰肼、癸二酸二酰肼、邻苯二甲酸二酰肼、对苯二甲酸二酰肼、间苯二甲酸二酰肼、碳酰肼、硫代碳酰肼、柠檬酸三酰肼、乙二胺四乙酸四酰肼及它们的组合。
14.根据权利要求1至13中任一项所述的方法,其中所述交联剂包含基于所述聚合多元羧酸的重量计约0.1wt%至约10wt%的所述聚环氧化物和/或约0.1wt%至约10wt%的所述聚酰肼。
15.根据权利要求1至14中任一项所述的方法,其中所述聚环氧化物与所述聚酰肼之间的摩尔比为约0.1至约10。
16.一种吸水性交联聚合多元羧酸,其通过如权利要求1至15中任一项所述的方法制备。
17.一种吸收性材料,其包括根据权利要求16所述的吸水性交联聚合多元羧酸。
Claims (18)
1.一种制备交联聚合多元羧酸的方法,其包括用包含聚环氧化物和聚酰肼的交联剂交联所述聚合多元羧酸。
2.根据权利要求1所述的方法,其中所述交联剂由以下组成:选自由聚环氧化物及其组合组成的组的成员和选自由聚酰肼及其组合组成的组的成员。
3.根据权利要求1或2所述的方法,其中所述聚合多元羧酸具有从每个单体单元悬垂的一个羧酸基团到从平均而言约每十个单体单元悬垂的一个羧酸基团。
4.根据权利要求1至3中任一项所述的方法,其中所述聚合多元羧酸具有从约1kDa至约50,000kDa的重均分子量。
5.根据权利要求1至4中任一项所述的方法,其中所述聚合多元羧酸包含足够数量的羧酸基团以是水溶性或水分散性的。
6.根据权利要求1至5中任一项所述的方法,其中所述聚合多元羧酸在每条聚合多元羧酸链中具有从约2至约700,000的平均羧酸基团数。
7.根据权利要求1至6中任一项所述的方法,其中所述聚合多元羧酸包括选自由以下组成的组的成员:烯属不饱和羧酸及其盐和酸酐的均聚物和共聚物、羧甲基纤维素及其盐、聚天冬氨酸及其盐、聚谷氨酸及其盐、以及羧乙基葡聚糖及其盐。
8.根据权利要求1至7中任一项所述的方法,其中所述聚合多元羧酸包括选自由以下组成的组的成员:α-聚(谷氨酸)、γ-聚(谷氨酸)、α-聚(天冬氨酸)、β-聚(天冬氨酸)、羧甲基纤维素、聚(丙烯酸)、聚(甲基丙烯酸)、聚(2-羧乙基丙烯酸酯)、聚(2-乙基丙烯酸)、聚(2-丙基丙烯酸)、聚(马来酸)、它们的共聚物及它们的组合。
9.根据权利要求1至8中任一项所述的方法,其中所述聚合多元羧酸包括γ-聚(谷氨酸)。
10.根据权利要求1至9中任一项所述的方法,其中所述聚合多元羧酸是水溶性的或水分散性的。
11.根据权利要求1至10中任一项所述的方法,其中具有多个与所述交联剂反应的基团的第二聚合物与所述聚合多元羧酸交联。
12.根据权利要求1至11中任一项所述的方法,其中所述聚环氧化物是选自由以下组成的组的成员:乙二醇二缩水甘油醚、二乙二醇二缩水甘油醚、丙二醇二缩水甘油醚、1,3-丁二醇二缩水甘油醚、双酚A二缩水甘油醚、双酚F二缩水甘油醚、1,4-丁二醇二缩水甘油醚、新戊二醇二缩水甘油醚、间苯二酚二缩水甘油醚、丙三醇二缩水甘油醚、丙三醇三缩水甘油醚、聚(乙二醇)二缩水甘油醚、聚(丙二醇)二缩水甘油醚、三羟甲基丙烷二缩水甘油醚、三羟甲基乙烷三缩水甘油醚、三羟乙基丙烷二缩水甘油醚、三羟乙基乙烷三缩水甘油醚、丙三醇丙氧基化物三缩水甘油醚、异戊四醇四缩水甘油醚、蓖麻油聚缩水甘油醚、山梨糖醇聚缩水甘油醚、聚丙三醇聚缩水甘油醚及它们的组合。
13.根据权利要求1至12中任一项所述的方法,其中所述聚酰肼是选自由以下组成的组的成员:乙二酰肼、琥珀酸二酰肼、丙二酸二酰肼、乙基丙二酸二酰肼、己二酸二酰肼、庚二酸二酰肼、十二烷二酸二酰肼、癸二酸二酰肼、邻苯二甲酸二酰肼、对苯二甲酸二酰肼、间苯二甲酸二酰肼、碳酰肼、硫代碳酰肼、柠檬酸三酰肼、乙二胺四乙酸四酰肼及它们的组合。
14.根据权利要求1至13中任一项所述的方法,其中所述交联剂包含基于所述聚合多元羧酸的重量计约0.1wt%至约10wt%的所述聚环氧化物和/或约0.1wt%至约10wt%的所述聚酰肼。
15.根据权利要求1至14中任一项所述的方法,其中所述聚环氧化物与所述聚酰肼之间的摩尔比为约0.1至约10。
16.一种交联聚合多元羧酸,其通过如权利要求1至15中任一项所述的方法制备。
17.根据权利要求16所述的交联聚合多元羧酸,其是水吸收性的。
18.一种吸收性材料,其包括根据权利要求16或17所述的交联聚合多元羧酸。
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KR20180087049A (ko) * | 2017-01-24 | 2018-08-01 | 주식회사 엘지화학 | 고흡수성 수지의 제조 방법 |
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CN114195928A (zh) * | 2022-01-06 | 2022-03-18 | 万华化学集团股份有限公司 | 一种具有高膨胀率的丙烯酸吸水性树脂及其制备方法 |
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