CN116075572A - 脂环族醛亚胺混合物 - Google Patents
脂环族醛亚胺混合物 Download PDFInfo
- Publication number
- CN116075572A CN116075572A CN202180061826.7A CN202180061826A CN116075572A CN 116075572 A CN116075572 A CN 116075572A CN 202180061826 A CN202180061826 A CN 202180061826A CN 116075572 A CN116075572 A CN 116075572A
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- Prior art keywords
- aldimine
- isomeric
- composition
- cis
- moisture
- Prior art date
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Classifications
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
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- C07C251/08—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton being acyclic
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/246—Catalysts containing metal compounds of tin tin salts of carboxylic acids containing also tin-carbon bonds
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/3253—Polyamines being in latent form
- C08G18/3256—Reaction products of polyamines with aldehydes or ketones
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- C08G18/4812—Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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Abstract
本发明描述了式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物,其中反式,反式异构体(Ia)与顺式,反式异构体(Ib)和顺式,顺式异构体(Ic)的总和的比率在5/95至30/70范围内,及其用作湿固化性异氰酸酯官能聚氨酯组合物的潜伏性硬化剂的用途。本发明的异构醛亚胺混合物使得聚氨酯组合物具有非常低的单体型异佛尔酮二异氰酸酯含量和在室外风化条件和高UV负荷下优异的稳定性,其快速固化成具有低表面粘性和良好机械性能(特别是在高伸长率下的高抗拉强度和弹性模量方面)的弹性材料。这样的组合物特别适合作为弹性粘合剂和/或密封剂或弹性涂层,特别适合于室外用途,例如在屋顶、地面或船。
Description
技术领域
醛亚胺和它们用作湿固化性聚氨酯的潜伏性硬化剂的用途,所述聚氨酯特别用于涂层、密封剂和粘合剂。
现有技术
醛亚胺和它们在湿固化性聚氨酯组合物中的用途是众所周知的。所述醛亚胺用作所谓的潜伏性硬化剂或封闭胺。它们当与水分接触时与异氰酸酯基团发生反应并改进湿固化性聚氨酯组合物的固化性能,特别是通过防止因水与异氰酸酯基团反应而过度释放二氧化碳引起的气泡形成。特别合适的是在室温下为液体的醛亚胺,因为它们能够在没有溶剂情况下容易处理。
在室外涂覆、密封和粘合应用中,湿固化性聚氨酯组合物通常含有基于脂族二异氰酸酯(特别是脂环族异佛尔酮二异氰酸酯)的异氰酸酯官能聚合物,因为它们提供特别好的抗UV性。当与潜伏性硬化剂组合时,这样的组合物快速固化形成弹性材料。然而,它们经常会在表面保持稍微发粘和/或具有有限的关于抗拉强度和弹性模量的机械性能,这使得它们在室外风化条件(例如积水和UV暴露)下易于沾污和/或降解。这些效果对于具有相对低异氰酸酯含量的组合物,例如低模量密封剂和粘合剂,或基于单体减少的聚合物的涂料,尤其明显。与其它小分子异氰酸酯类似,单体型异佛尔酮二异氰酸酯是一种有毒且有挥发性的分子,对施加者存在潜在的健康风险。因此,从EH&S的观点来看,将其从异氰酸酯官能聚合物中去除(例如通过蒸馏)是有利的。
低异氰酸酯含量的负面影响可通过添加非单体型异氰酸酯(例如异佛尔酮二异氰酸酯低聚物)来减轻,然而这些物质会起到交联剂的作用,导致固化的组合物不希望的变刚硬以及伸长率损失。
EP 2,132,247揭示了基于脂环族异氰酸酯和脂环族二醛亚胺的聚氨酯组合物,所述脂环族二醛亚胺得自多胺和醚醛或酯醛;实施例“二醛亚胺A-4”衍生自固体双(4-氨基环己基)甲烷。US 5,466,771描述了基于含脲基甲酸酯的多异氰酸酯低聚物和得自多胺和脂族醛的醛亚胺的涂料组合物;实施例“醛亚胺1”衍生自双(4-氨基环己基)甲烷。这些醛亚胺在它们的异构体组成方面没有具体说明。
US 4,020,104和DE 4,334,790描述了一种经由将相应的苯甲醛亚胺异构化和结晶以及随后进行水解获得目标分子反式,反式-双(4-氨基环己基)甲烷并将其与其顺式,反式和顺式,顺式异构体分离的方法。纯的反式,反式-4,4'-二(苄叉基氨基)-二环己基甲烷具有148至150℃的高熔点。
发明概述
本发明的任务是克服现有技术的弹性湿固化性聚氨酯组合物在有限的机械性能方面,特别是抗拉强度、伸长率和/或弹性模量方面的缺点,所述聚氨酯组合物尤其是那些具有低异氰酸酯含量,特别是低单体型异佛尔酮二异氰酸酯含量的聚氨酯组合物。
令人惊奇地,这个任务通过式(Ia)、(Ib)和(Ic)的异构脂环族醛亚胺的混合物实现,在该混合物中,反式,反式异构体(Ia)与顺式,反式异构体(Ib)和顺式,顺式异构体(Ic)的总和的比率在5/95至30/70范围内,如权利要求1中所述的。本发明的醛亚胺混合物特别易于制造和加工,而无需熔融步骤或使用溶剂,因为脂环族胺混合物(所述醛亚胺衍生于其)和所述醛亚胺混合物本身在室温下是液体。与此相反,双(4-氨基环己基)甲烷的异构苯甲醛亚胺的任何混合物在室温下都是具有高熔融温度的固体。本发明的异构醛亚胺混合物为弹性涂层、密封剂或粘合剂(尤其是基于异佛尔酮二异氰酸酯的那些)提供了改进的机械强度。令人惊奇地,采用本发明的异构醛亚胺混合物获得的抗拉强度和/或弹性模量显著高于具有不同异构体比例的相同异构醛亚胺,其具有更高的式(Ia)的反式,反式异构体含量。这是最令人惊奇的,因为本领域技术人员会预期对称的和几何拉伸的反式,反式异构体由于特别强的硬链段堆叠而提供具有较高强度的聚合物。
本发明的异构醛亚胺混合物使得能够配制具有低于0.1重量%的单体型异佛尔酮二异氰酸酯含量的基于异佛尔酮二异氰酸酯的湿固化性聚氨酯组合物,其固化形成的弹性材料在断裂伸长率非常高的情况下具有低的表面粘性和良好的机械强度。这样的组合物特别适用于暴露于室外风化条件的应用,例如用于室外地面或屋顶的弹性涂层,或用于具有重UV负荷的应用的弹性粘合剂或密封剂,例如在高层建筑立面上的接缝密封剂或在大小船只上的甲板填缝剂。
本发明的异构醛亚胺混合物还具有其它有益性能。它在异氰酸酯官能组合物中表现出良好的保存期稳定性,并可实现低粘性组合物,该组合物易于施加并具有足以允许精确定位和大表面施加的开放时间。然而,固化过程进行得很快,由此所述组合物很快变得基本上不粘,并表现出机械强度和弹性的快速建立。
在其它独立权利要求中描述了本发明的其它方面。在从属权利要求中描述了本发明的优选方面。
发明详述
本发明的主题是式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物,
其中每个Y独立地是单价直链或支链C3至C20烷基或环烷基或芳基烷基基团,其任选含有醚基、酯基、叔胺基、酰胺基、氨基甲酸酯基和/或脲基,
其特征在于,反式,反式异构体(Ia)与顺式,反式异构体(Ib)和顺式,顺式异构体(Ic)的总和的比率在5/95至30/70范围内。
在本文中,术语“湿固化性”涉及组合物,该组合物当暴露于水分时会固化。
在本文中,术语“保存期稳定性”和“储存稳定性”涉及组合物在室温下,在适当容器中,在排除水分的情况下储存一定时间间隔,特别是几个月,而在施加或最终用途性能方面不发生显著变化的能力。
在本文中,术语“分子量”涉及分子或分子的结构部分的摩尔质量(g/mol)。术语“平均分子量”涉及分子或分子的结构部分的低聚物型或聚合物型混合物的数均分子量(Mn)。它是借助于凝胶渗透色谱法(GPC)相对于聚苯乙烯作为标准,特别是用四氢呋喃作为流动相和折射率检测器测定的。
在本文中,术语“NCO含量”涉及“以重量%计”的异氰酸酯基团的含量。
在本文中,除非另有说明,否则术语“重量%”涉及组合物的成分的基于该组合物整体计的质量分数。在本文中,术语“重量”和“质量”被同义地使用。
在本文中,“室温”涉及23℃的温度。
本文中提及的所有工业标准和规范都涉及在提交首次申请时有效的版本。
优选以下异构醛亚胺混合物,其中反式,反式异构体(Ia)与顺式,反式异构体(Ib)和顺式,顺式异构体(Ic)的总和的比率在15/85至25/75范围内。
这样的混合物可易于从4,4'-亚甲基-双(环己胺)异构体混合物获得,所述异构体混合物具有的反式,反式异构体的含量在15%至25%范围内,其在室温下是液体并且可商购获得,例如作为PACM或PACM(得自Evonik)或H12MDA(得自万华化学(Wanhua Chem.))。
优选地,Y是支链C3至C7烷基,更优选异丙基或庚-3-基,特别是异丙基。这种异构醛亚胺混合物可容易从商品醛开始获得并且特别具有成本效益,并且它能够使得湿固化性聚氨酯组合物具有特别快速固化的性能。
更优选地,Y是式(II)的结构部分,
其中
R1和R2是相同或不同的C1至C4烷基,或连接在一起以形成C4至C6亚烷基,和
R5是H或C1至C17烷基,其任选含有一个或多个醚基。
这样的异构醛亚胺混合物具有低的气味并且能够使得湿固化性聚氨酯组合物具有特别好的储存稳定性,以及当这些组合物基于高反应性芳族异氰酸酯(例如二苯基甲烷二异氰酸酯(MDI)或甲苯二异氰酸酯(TDI))时也是如此。
优选地,R1和R2都是甲基。
优选地,R5是甲基、乙基、戊基、庚基、壬基或十一烷基。
最优选地,R1和R2都是甲基并且R5是甲基或十一烷基。这样的异构醛亚胺混合物可容易从具有成本效益的醛开始获得,所述醛是由羟基新戊醛与碳酸(例如乙酸或月桂酸)的酯化获得的。在R5=甲基的情况下,它能够实现固化后特别高的弹性模量和特别干燥的表面。在R5=十一烷基的情况下,它能够使得组合物具有特别低的气味。
最优选地,Y是式(III)的结构部分,
其中
R1和R2是相同或不同的C1至C4烷基,或连接在一起以形成C4至C6亚烷基,和
R3和R4是相同或不同的C1至C8烷基,其任选含有醚氧,或连接在一起以形成C4至C6亚烷基,其任选含有醚氧。
这样的异构醛亚胺混合物能够使得湿固化性聚氨酯组合物具有低的气味和快速固化的性能。它特别适合于在主要基于脂环族异氰酸酯的组合物中使用,所述脂环族异氰酸酯例如异佛尔酮二异氰酸酯(IPDI)或全氢-4,4'-或2,4'-二苯基甲烷二异氰酸酯(H12MDI或HMDI)。
优选地,R1和R2都是甲基。
优选地,R3和R4要么都是甲氧基乙基基团,要么连接在一起以形成3-氧杂-1,5-亚戊基(pentylen)或2,4-二甲基-3-氧杂-1,5-亚戊基基团,其与R3和R4键合的氮原子一起形成吗啉或2,6-二甲基吗啉环。
最优选地,R3和R4连接在一起以形成3-氧杂-1,5-亚戊基基团,其是吗啉环的一部分。
最优选地,R1和R2都是甲基,并且R3和R4连接在一起以形成3-氧杂-1,5-亚戊基基团,其是吗啉环的一部分。这种异构醛亚胺混合物在室温下是液体,其能够实现特别容易的制造和加工。它具有特别低的气味,并能够使主要基于脂环族异氰酸酯的湿固化性聚氨酯组合物具有特别好的保存期稳定性、快速固化性以及高机械强度和弹性。
优选地,Y选自支链C3至C7烷基、式(II)的结构部分和式(III)的结构部分。
优选地,Y在式(Ia)、(Ib)和(Ic)中是相同的取代基。
本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物优选是在式(IVa)、(IVb)和(IVc)的异构胺的混合物和至少一种式(V)的醛之间的缩合反应中制造的,在所述异构胺的混合物中,反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率在5/95至30/70范围内。
在式(V)中,Y具有已经提及的含义。
在式(V)的醛和式(IVa)、(IVb)和(IVc)的异构胺的混合物的胺基团之间的化学计量比率优选为至少1,以便将全部所述胺基团转化。
所述缩合反应优选在15至120℃,优选20至100℃范围内的温度下进行。优选将由所述缩合反应释放的水从反应产物中除去,例如作为与适当溶剂的共沸物,或者优选通过无溶剂蒸馏。
所述缩合反应优选在不存在溶剂的情况下进行,并且将水通过真空蒸馏从反应产物中除去。这样的反应产物可被用作本发明的异构醛亚胺混合物而无需进一步纯化。
具有的反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率在5/95至30/70范围内的式(IVa)、(IVb)和(IVc)的异构胺的混合物优选为具有的反式,反式异构体含量在15至25%范围内的4,4'-亚甲基-双(环己胺)等级,其在室温下是液体,并且可商购获得,例如作为PACM或PACM(得自Evonik)或H12MDA(得自万华化学)。
优选的式(V)的醛是异丁醛、2-乙基己醛、2,2-二甲基-3-二(甲氧基乙基)氨基丙醛、2,2-二甲基-3-(N-2,6-二甲基吗啉代)丙醛、2,2-二甲基-3-(N-吗啉代)丙醛、2,2-二甲基-3-乙酰氧基丙醛或2,2-二甲基-3-月桂酰氧基丙醛。
特别优选的醛选自异丁醛、2,2-二甲基-3-(N-吗啉代)丙醛、2,2-二甲基-3-(N-(2,6-二甲基)吗啉代)丙醛、2,2-二甲基-3-乙酰氧基丙醛和2,2-二甲基-3-月桂酰氧基丙醛。最优选的是2,2-二甲基-3-(N-吗啉代)丙醛。
特别优选的本发明的异构醛亚胺混合物选自N,N'-双(异丁叉基)-4,4'-亚甲基-双(环己胺)、N,N'-双(2,2-二甲基-3-(N-吗啉代)丙叉基)-4,4'-亚甲基-双(环己胺)、N,N'-双(2,2-二甲基-3-(N-(2,6-二甲基)吗啉代)丙叉基)-4,4'-亚甲基-双(环己胺)、N,N'-双(2,2-二甲基-3-乙酰氧基丙叉基)-4,4'-亚甲基-双(环己胺)和N,N'-双(2,2-二甲基-3-月桂酰氧基丙叉基)-4,4'-亚甲基-双(环己胺)。最优选的是N,N'-双(2,2-二甲基-3-(N-吗啉代)丙叉基)-4,4'-亚甲基-双(环己胺)。
本发明的异构醛亚胺混合物可含有少量的式(VI)的醛亚胺,
其中Y具有已经提及的含义。
本发明的异构醛亚胺混合物还可含有相应的2,4'-和/或2,2'-异构体的部分,特别是下式的2,4'-异构体
其中Y具有已经提及的含义。优选地,2,4'-和2,2'-异构体的总和与本发明的异构醛亚胺混合物(即4,4'-异构体)的比率低于20/80,特别是不超过10/90。在一个优选的实施方案中,它在0/100至2/98范围内。在另一个特别优选的实施方案中,它在5/95至10/90范围内。
本发明的另一个主题是本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物用作湿固化性聚氨酯组合物的潜伏性硬化剂的用途。
这样的湿固化性聚氨酯组合物优选含有多异氰酸酯和/或异氰酸酯官能聚合物,优选基于商业的单体型二异氰酸酯,例如二苯基甲烷二异氰酸酯(MDI),特别是4,4'-二苯基甲烷二异氰酸酯,其任选含有一些2,4'-和/或2,2'-二苯基甲烷二异氰酸酯,甲苯二异氰酸酯(TDI),优选2,4-甲苯二异氰酸酯,其任选含有一些2,6-甲苯二异氰酸酯,1,4-苯二异氰酸酯(PDI),萘-1,5-二异氰酸酯(NDI),1,6-己烷二异氰酸酯(HDI),2,2(4),4-三甲基-1,6-六亚甲基二异氰酸酯(TMDI),环己烷-1,3-或-1,4-二异氰酸酯,异佛尔酮二异氰酸酯(IPDI),甲基二异氰酸基环己烷(H6TDI或HTDI),全氢-4,4'-二苯基甲烷二异氰酸酯(H12MDI或HMDI),1,3-或1,4-双(异氰酸根合甲基)环己烷、间或对二甲苯二异氰酸酯(XDI)或间四甲基二甲苯二异氰酸酯(TMXDI)。
其中优选的是MDI、TDI、HDI或IPDI。
MDI或TDI特别优选与本发明的异构醛亚胺混合物组合,其中Y是式(II)的结构部分。
IPDI特别优选与本发明的异构醛亚胺混合物组合,其中Y是式(III)的结构部分或支链C3至C7烷基。
优选地,本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物与至少一种另外的式(VII)的醛亚胺组合使用,
其中
n是2或3,
A是二胺或三胺在除去胺基后的残基,其中所述二胺或三胺选自己烷-1,6-二胺、2-甲基戊烷-1,5-二胺、3-氨甲基-3,5,5-三甲基环己胺(异佛尔酮二胺)、4(2)-甲基环己烷-1,3-二胺、1,3-双(氨甲基)环己烷、1,4-双(氨甲基)环己烷、1,3-双(氨甲基)苯、1,2-二氨基环己烷、平均分子量Mn在200至4'000g/mol范围内的聚氧化亚丙基二胺和平均分子量Mn在380至5'000g/mol范围内的聚氧化亚丙基三胺,
和Y具有已经提及的含义。
优选地,Y在式(Ia)、(Ib)和(Ic)中和在式(VII)中是相同的取代基。
特别优选的是与式(VII)的醛亚胺组合,其中A是3-氨甲基-3,5,5-三甲基环己胺在除去胺基后的残基,和Y在式(Ia)、(Ib)、(Ic)和(VII)中是异丙基。这样的混合物特别优选在底漆、油漆或清漆中使用。
进一步特别优选的是与式(VII)的醛亚胺组合,其中A是3-氨甲基-3,5,5-三甲基环己胺在除去胺基后的残基,和Y在式(Ia)、(Ib)、(Ic)和(VII)中是式(III)的结构部分,优选其中R1和R2都是甲基并且R3和R4连接在一起以形成3-氧杂-1,5-亚戊基基团。这样的混合物特别优选在特别基于异佛尔酮二异氰酸酯的弹性粘合剂、弹性密封剂或弹性涂层中使用。
优选地,在本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物和式(VII)的醛亚胺之间的重量比率在10/90至80/20,优选20/80至75/25,更优选30/70至70/30,最优选40/60至60/40范围内。这样的混合物可被用作特别低粘度和低凝固温度的潜伏性硬化剂,并能够实现具有成本效益的湿固化性聚氨酯组合物,该组合物具有高的抗拉强度和/或弹性模量,其显著高于单独采用式(VII)的醛亚胺的情况。
本发明的另一个主题是湿固化性聚氨酯组合物,其包含
——至少一种多异氰酸酯和/或异氰酸酯官能聚合物,其由至少一种单体型二异氰酸酯和至少一种多元醇的反应获得,和
——本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物。
优选地,所述多异氰酸酯是至少一种单体型二异氰酸酯的低聚物型或聚合物型衍生物,所述单体型二异氰酸酯优选选自MDI、TDI、HDI和IPDI。
其中优选的是MDI、聚合物型MDI、低聚物型TDI的碳二亚胺或脲酮亚胺,HDI的缩二脲或异氰脲酸酯或脲二酮或亚氨基噁二嗪二酮或脲基甲酸酯,IPDI的异氰脲酸酯或基于TDI和HDI的混合异氰脲酸酯。
由至少一种单体型二异氰酸酯和至少一种多元醇的反应获得的异氰酸酯官能聚合物优选具有在1至10重量%、优选1.5至8重量%范围内的NCO含量。
所述异氰酸酯官能聚合物优选具有在800至15'000g/mol,优选1'000至12'000g/mol范围内的平均分子量Mn。
用于所述异氰酸酯官能聚合物的单体型二异氰酸酯优选选自4,4'-二苯基甲烷二异氰酸酯、2,4'-二苯基甲烷二异氰酸酯、2,2'-二苯基甲烷二异氰酸酯、2,4-甲苯二异氰酸酯、2,6-甲苯二异氰酸酯、1,3-苯二异氰酸酯、1,4-苯二异氰酸酯、2,3,5,6-四甲基-1,4-二异氰酸基苯、萘-1,5-二异氰酸酯、3,3'-二甲基-4,4'-二异氰酸基联苯、1,4-四亚甲基二异氰酸酯、2-甲基五亚甲基-1,5-二异氰酸酯、1,6-六亚甲基二异氰酸酯(HDI)、2,2(4),4-三甲基-1,6-六亚甲基二异氰酸酯、1,10-十亚甲基二异氰酸酯、1,12-十二亚甲基二异氰酸酯、赖氨酸二异氰酸酯、赖氨酸酯二异氰酸酯、环己烷-1,3-二异氰酸酯、环己烷-1,4-二异氰酸酯、1-甲基-2,4-二异氰酸基环己烷、1-甲基-2,6-二异氰酸基环己烷、异佛尔酮二异氰酸酯(IPDI)、全氢-4,4'-二苯基甲烷二异氰酸酯、1,3-双(异氰酸根合甲基)环己烷、1,4-双(异氰酸根合甲基)环己烷、间二甲苯二异氰酸酯、对二甲苯二异氰酸酯、四甲基-1,3-二甲苯二异氰酸酯、四甲基-1,3-二甲苯二异氰酸酯、双(1-异氰酸根合-1-甲基乙基)萘和3,6-双(9-异氰酸根合壬基)-4,5-二(1-庚烯基)环己烯(二聚二异氰酸酯)。
其中优选的是二苯基甲烷二异氰酸酯(MDI),特别是4,4'-二苯基甲烷二异氰酸酯或其与2,4'-二苯基甲烷二异氰酸酯和/或2,2'-二苯基甲烷二异氰酸酯的混合物,TDI,特别是2,4-甲苯二异氰酸酯或其与2,6-甲苯二异氰酸酯的混合物,HDI或IPDI。
特别优选IPDI。在这样的组合物中,本发明的异构醛亚胺混合物能够实现快速固化成非粘性弹性材料,其具有特别好的机械性能,特别是在抗拉强度、伸长率和/或弹性模量方面。
本发明的异构醛亚胺混合物可特别用于基于IPDI的聚氨酯组合物,该组合物具有的单体型异佛尔酮二异氰酸酯含量为基于总组合物计的小于0.2重量%,特别是小于0.1重量%的单体型异佛尔酮二异氰酸酯。含有如此低单体含量的基于IPDI的聚氨酯组合物,如果用其它类型的醛亚胺制备,更不用说在不用醛亚胺的情况下,倾向于固化缓慢或不充分,导致发粘的表面和低的机械强度和耐久性。本发明的醛亚胺混合物允许在很大程度上克服这些缺点。
所述多元醇优选选自聚醚多元醇、聚酯多元醇、聚碳酸酯多元醇和聚丙烯酸酯多元醇。
所述异氰酸酯官能聚合物优选在室温下是液体。
优选具有低粘度的异氰酸酯官能聚合物,其优选具有小于50Pa·s,更优选小于30Pa·s,特别是小于20Pa·s的粘度,该粘度是通过锥板粘度计,在锥直径为25mm,锥角度为1°的情况下,在0.05mm的锥板距离和10s-1的剪切速率下,在20℃下测量的。
所述多元醇优选是聚醚多元醇或至少一种聚醚多元醇和至少一种选自聚酯多元醇、聚碳酸酯多元醇和聚丙烯酸酯多元醇的其它多元醇的混合物。
所述聚醚多元醇优选具有选自1,2-亚乙基氧基、1,2-亚丙基氧基、1,3-亚丙基氧基、1,2-亚丁基氧基和1,4-亚丁基氧基的重复单元。特别优选1,2-亚丙基氧基单元,其任选与一些在链末端处的1,2-亚乙基氧基单元组合。进一步特别优选1,4-亚丁基氧基单元。
优选的聚醚多元醇具有低于0.02mEq/g,优选低于0.01mEq/g的不饱和含量。
优选以下聚氧化亚丙基二醇或三醇,其任选被环氧乙烷封端,具有在10至250mgKOH/g,优选20至125mg KOH/g范围内的OH值。
所述多元醇优选具有在1.7至3范围内的平均OH官能度。
特别优选以下聚氧化亚丙基二醇,其任选被环氧乙烷封端,具有在450至12'000g/mol,优选1'000至6'000g/mol范围内的平均分子量Mn。
特别优选另外的三羟甲基丙烷或甘油起始的聚氧化亚丙基三醇,其任选被环氧乙烷封端,具有在3'000至8'000g/mol范围内的平均分子量Mn。
优选另外的聚(氧基-1,4-亚丁基)二醇,其特别具有在50至180mg KOH/g范围内的OH值,特别具有在650至2'000g/mol范围内的平均分子量Mn。
特别优选的异氰酸酯官能聚合物具有在5至6重量%范围内的NCO含量,并由以下聚氧化亚丙基二醇获得,所述聚氧化亚丙基二醇具有在110至115mg KOH/g范围内的OH值和约1'000g/mol的平均分子量Mn。
另一种特别优选的异氰酸酯官能聚合物具有在1.7至2重量%范围内的NCO含量,并由以下聚氧化亚丙基二醇获得,所述聚氧化亚丙基二醇具有在26至30mg KOH/g范围内的OH值和约4'000g/mol的平均分子量Mn。
另一种特别优选的异氰酸酯官能聚合物具有在1.7至2.5重量%范围内的NCO含量,并由以下聚氧化亚丙基二醇获得,所述聚氧化亚丙基二醇任选被环氧乙烷封端,具有在26至37mg KOH/g范围内的OH值和在4'500至6'000g/mol范围内的平均分子量Mn。
另一种特别优选的异氰酸酯官能聚合物具有在2.8至7.7重量%范围内的NCO含量,并由具有在55至175mg KOH/g范围内的OH值的聚(氧基-1,4-亚丁基)二醇获得。
优选地,所述异氰酸酯官能聚合物具有在1至10重量%的NCO含量并且由至少一种聚醚多元醇获得。
所述异氰酸酯官能聚合物优选通过将所述至少一种单体型二异氰酸酯和所述至少一种多元醇以至少1.3,优选至少1.5,更优选至少1.8的NCO/OH摩尔比率,在不存在水分的情况下,在20至160℃,优选40至140℃范围内的温度下,任选在合适的催化剂的存在下进行组合来制备。
特别优选的异氰酸酯官能聚合物具有基于总聚合物计低于0.5重量%,优选低于0.3重量%,更优选低于0.2重量%的单体型二异氰酸酯含量。如此低单体含量的异氰酸酯官能聚合物允许配制以下可固化组合物,其具有基于总组合物计低于0.1重量%的单体型二异氰酸酯总含量,其在没有特殊保护措施的情况下使用安全并且不需要危险标记。
对于这样的聚合物,所述反应优选在至少3/1的NCO/OH摩尔比率下进行,随后通过蒸馏过程去除大部分剩余的单体型二异氰酸酯。
优选地,所述NCO/OH摩尔比率在3/1至10/1,优选3/1至8/1范围内。
在所述反应后,采用蒸馏方法,优选通过薄膜蒸馏或短程蒸馏,优选在真空下,将剩余的单体型二异氰酸酯从反应混合物中去除。
特别优选多步骤方法,其中将所述单体型二异氰酸酯在短程蒸发器中,在120至200℃,优选140至180℃的夹套温度下,在0.001至0.5毫巴的压力下去除。
优选地,在所述单体型二异氰酸酯和所述多元醇之间的反应以及剩余的单体型二异氰酸酯的去除是在不存在溶剂或夹带剂的情况下进行的。
具有如此低单体含量的优选异氰酸酯官能聚合物基于异佛尔酮二异氰酸酯。
特别优选低单体含量的异氰酸酯官能聚合物,其具有低于0.3重量%,优选低于0.2重量%的单体型异佛尔酮二异氰酸酯含量,并且NCO含量在基于总组合物计的1至8重量%范围内,其中所述聚合物由以下方式获得:使异佛尔酮二异氰酸酯和至少一种OH数在13至180mg KOH/g范围内的聚醚多元醇在NCO/OH摩尔比率为3/1至10/1范围内的情况下进行反应,然后通过蒸馏过程去除大部分所述单体型异佛尔酮二异氰酸酯。
所述聚氨酯组合物可含有一种或多于一种的异氰酸酯官能聚合物,特别是优选实施方案的一种或多种聚合物。
所述湿固化性聚氨酯组合物优选含有基于总组合物计低于0.1重量%的单体型二异氰酸酯的量。这样的组合物使得对于施加者能够安全使用,而不用特殊保护措施和不用危险标记。
优选地,所述聚氨酯组合物含有至少一种另外的成分,其选自不同于式(I)的醛亚胺的潜伏性硬化剂、低聚物型多异氰酸酯、填料、增塑剂、催化剂和稳定剂。
优选的这样的潜伏性硬化剂是噁唑烷、双噁唑烷或不同于本发明的异构醛亚胺混合物的醛亚胺。
不同于式(I)的醛亚胺的优选醛亚胺是式(VII)的醛亚胺。
优选地,Y在式(Ia)、(Ib)和(Ic)中和在式(VII)中是相同的取代基。
所述聚氨酯组合物优选进一步含有至少一种式(VIIa)的醛亚胺,
其中Y具有已经提及的含义。这种醛亚胺得自异佛尔酮二胺,并能够实现特别具有成本效益的组合物,该组合物具有低的粘度和良好的机械性能。
优选地,在本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物和式(VIIa)的醛亚胺之间的重量比率在10/90至80/20,优选20/80至75/25范围内。这样的组合物显示出与单独使用式(VIIa)的醛亚胺相比改进的机械强度。
所述聚氨酯组合物优选进一步含有至少一种式(VIIb)的醛亚胺,
其中T是当除去聚氧化亚丙基三胺的伯氨基基团时保留的三官能结构部分,所述聚氧化亚丙基三胺具有在380至500g/mol范围内的平均分子量Mn,可例如作为T-403(得自Huntsman)商购获得,并且Y具有已经提及的含义。
优选地,在本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物和式(VIIb)的醛亚胺之间的重量比率在30/70至80/20,优选40/60至70/30范围内。
在本发明的一个特别优选的实施方案中,所述组合物含有至少一种式(VIIa)的醛亚胺和至少一种式(VIIb)的醛亚胺。优选地,在本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物、式(VIIa)的醛亚胺和式(VIIb)的醛亚胺之间的重量比率在15-45/20-50/20-50范围内,其中三个数的总和等于100。
所述聚氨酯组合物优选进一步含有至少一种低聚物型二异氰酸酯,优选HDI和/或IPDI的低聚物,特别是异佛尔酮二异氰酸酯的异氰脲酸酯。这样的低聚物型二异氰酸酯可有助于实现高强度。然而,它的使用受到一定限制,因为当用量过高时,它可能导致在伸长率降低的情况下刚度急剧增加直至完全脆化。
合适的填料是研磨的或沉淀的碳酸钙(白垩),其任选在表面涂有脂肪酸,例如硬脂酸化物,硫酸钡(重晶石),板岩,硅酸盐(石英),镁硅酸盐(滑石)或铝硅酸盐(粘土、高岭土),白云石,云母,玻璃泡,硅酸,特别是得自热解过程的高度分散的硅酸(热解二氧化硅),炭黑,微球,颜料,特别是二氧化钛或氧化铁,或阻燃填料,例如铝的氢氧化物,特别是氢氧化铝(ATH),氢氧化镁,三氧化二锑,五氧化二锑,硼酸,硼酸锌,磷酸锌,三聚氰胺硼酸盐,三聚氰胺氰尿酸盐,乙二胺磷酸盐,聚磷酸铵,二(三聚氰胺)正磷酸盐,二(三聚氰胺)焦磷酸盐,六溴环十二烷,十溴二苯醚和三(溴代新戊基)磷酸酯。
优选的填料是白垩、重晶石、热解二氧化硅和/或ATH。
合适的增塑剂是邻苯二甲酸酯,特别是邻苯二甲酸二异壬酯(DINP)或邻苯二甲酸二异癸酯(DIDP),氢化的邻苯二甲酸酯,特别是氢化的DINP,即1,2-环己烷二羧酸二异壬酯(DINCH),对苯二甲酸酯,特别是对苯二甲酸双(2-乙基己基)酯或对苯二甲酸二异壬酯,氢化的对苯二甲酸酯,特别是1,4-环己烷二羧酸双(2-乙基己基)酯,偏苯三甲酸酯,己二酸酯,特别是己二酸二辛酯(DOA),壬二酸酯,癸二酸酯,柠檬酸酯,苯甲酸酯,乙二醇醚,乙二醇酯,有机磺酸酯或磷酸酯,特别是磷酸甲苯二苯酯(DPK)、聚丁烯、聚异丁烯或得自天然脂肪或油(例如环氧化大豆油或亚麻籽油)的增塑剂。
用于加速醛亚胺水解的合适催化剂是酸催化剂,特别是羧酸或磺酸,优选芳族羧酸,例如苯甲酸或水杨酸。
用于加速异氰酸酯基团反应的合适的催化剂是金属催化剂,优选二烷基锡络合物,特别是二丁基锡或二辛基锡羧酸盐或乙酰丙酮化物,例如二月桂酸二丁基锡(DBTDL)、DBT(acac)2或DOTDL,或胺催化剂,优选叔氨基醚,特别是2,2'-二吗啉代二乙基醚(DMDEE)。
优选的稳定剂是UV稳定剂和/或热稳定剂,特别是UV吸收剂,例如2-氰基-3,3-二苯基丙烯酸乙酯,或受阻胺光稳定剂(HALS),例如癸二酸双(1,2,2,6,6-五甲基-4-哌啶基)酯。
所述聚氨酯组合物可进一步含有以下成分:
——其它异氰酸酯官能聚氨酯聚合物;
——得自小分子二醇的异氰酸酯官能化合物,所述小分子二醇例如1,2-乙二醇、1,3-丙二醇、1,4-丁二醇、1,5-戊二醇、3-甲基-1,5-戊二醇、1,6-己二醇、新戊二醇或二甘醇,特别是得自1,4-丁二醇的异氰酸酯官能化合物;
——有机溶剂,特别是丙酮,甲基乙基酮,甲基正丙基酮,二异丁基酮,甲基异丁基酮,甲基正戊基酮,甲基异戊基酮,乙酰丙酮,异亚丙基丙酮,环己酮,甲基环己酮,乙酸甲酯,乙酸乙酯,乙酸丙酯,乙酸丁酯,乙酸叔丁酯,乙酸1-甲氧基-2-丙酯,丙酸正丁酯,3-乙氧基丙酸乙酯,丙二酸二乙酯,二异丙基醚,二丁基醚,乙二醇二乙基醚,乙二醇单丙基醚,乙二醇单-2-乙基己基醚,二甘醇二乙基醚,丙缩醛,丁缩醛,2-乙基己缩醛(ethylhexylal),二氧戊环,甘油缩甲醛,2,5,7,10-四氧杂十一烷(TOU),甲苯,二甲苯,庚烷,辛烷,二异丙基萘,石油级分例如石脑油,石油溶剂或石油醚,例如SolvessoTM溶剂(得自Exxon),氢化石脑油,二氯甲烷,碳酸亚丙酯,碳酸二甲酯,丁内酯,N-甲基-吡咯烷酮,N-乙基-吡咯烷酮,对氯三氟甲苯或三氟甲苯;
——纤维,特别是玻璃纤维、碳纤维、金属纤维、陶瓷纤维、塑料纤维,特别是聚酰胺纤维或聚乙烯纤维,或天然纤维,例如羊毛、纤维素、大麻或剑麻;
——纳米填料,例如石墨烯或碳纳米管;
——染料;
——粘合促进剂,特别是有机烷氧基硅烷,例如3-缩水甘油氧基丙基三甲氧基硅烷,3-缩水甘油氧基丙基三乙氧基硅烷,(甲基)丙烯酰基硅烷,酸酐基硅烷,氨基甲酸基硅烷,烷基硅烷或亚氨基硅烷,或它们的低聚物,或钛酸酯或盐;
——增稠剂,例如膨润土,蓖麻油的衍生物,氢化蓖麻油,聚酰胺,聚酰胺蜡,聚氨酯,脲化合物,气相二氧化硅,纤维素醚或疏水改性的聚氧乙烯;
——天然树脂,脂肪或油,例如松香,虫胶,亚麻籽油,蓖麻油或豆油;
——非反应性聚合物,特别是不饱和单体的均聚物或共聚物,所述不饱和单体特别是乙烯、丙烯、丁烯、异丁烯、异戊二烯、乙酸乙烯酯或(甲基)丙烯酸烷基酯,所述聚合物优选聚乙烯(PE)、聚丙烯(PP)、聚异丁烯、乙烯乙酸乙烯酯共聚物(EVA)或无规立构的聚α烯烃(APAO);
——添加剂,例如润湿剂、流动增强剂、流平剂、消泡剂、脱气剂、稳定剂、抗氧化剂或杀生物剂。
所述组合物优选含有基于总组合物计在15至80重量%,特别是20至50重量%范围内的异氰酸酯官能聚合物的量。
所述组合物优选含有基于总组合物计在0.5至25重量%,优选1至20重量%范围内的本发明的式(Ia)、(Ib)和(Ic)的异构醛亚胺的混合物的量。
所述组合物优选含有的醛亚胺的量使得在醛亚胺基团的总数与异氰酸酯基团的总数之间的比率在0.3至1,优选0.4至1,更优选0.5至1范围内。
所述组合物优选含有基于总组合物计在0至40重量%,优选10至30重量%范围内的增塑剂的量。
所述组合物优选含有基于总组合物计在0至80重量%,优选20至60重量%范围内的填料的量。
在本发明的一个优选的实施例中,所述组合物还含有至少一种阻燃成分,优选阻燃填料和/或阻燃增塑剂。这样的组合物特别优选作为用于建筑物防水的涂层,特别是在屋顶上。
优选的阻燃填料是氢氧化铝(ATH)。优选的阻燃增塑剂是磷酸甲苯二苯酯(DPK)。
特别优选的组合物含有至少一种1,6-六亚甲基二异氰酸酯或异佛尔酮二异氰酸酯的三聚体和至少一种氢氧化铝填料。这样的组合物特别优选作为用于建筑物防水的涂层。
在本发明的一个实施方案中,所述组合物优选含有少量的在大气压力下沸点低于200℃的挥发性有机溶剂。优选地,每升总组合物含有不超过200g在大气压力下沸点低于200℃的挥发性有机溶剂,更优选不超过150g这样的有机溶剂。这样的组合物特别适合作为涂层,特别是用于建筑物防水的涂层,或作为室外地面覆盖物。
在本发明的另一个实施方案中,所述组合物优选含有甚至更低含量的在大气压力下沸点低于200℃的挥发性有机溶剂,其优选为基于总组合物计的小于10重量%,更优选小于5重量%,最优选小于1重量%。这样的组合物特别适合作为粘合剂、接缝填料或室外地面覆盖物。
在本发明的另一个实施方案中,所述组合物含有大量的挥发性有机溶剂,其量优选在基于总组合物计的20至98重量%,更优选30至80重量%范围内。这样的组合物特别适合作为底漆或涂层,特别是油漆或清漆。它特别含有本发明的异构醛亚胺混合物,其中Y是支链C3至C7烷基,优选异丙基。这使得能够实现特别快速的固化。
所述湿固化性聚氨酯组合物优选被配制为单组分组合物,其是通过以下方式制备的:在排除水分的情况下混合所有成分以获得宏观上均匀的流体或糊状物,并在环境温度下储存在防潮容器中。合适的防潮容器优选由任选涂覆的金属或塑料组成。它优选是水桶、桶、提桶、袋、肠筒(sausage)、筒、罐、瓶或管。在合适的包装和贮存情况下,所述单组分湿固化性聚氨酯组合物显示出良好的保存期稳定性。
所述湿固化性聚氨酯组合物也可被配制为双组分组合物,其中硬化剂组分和异氰酸酯组分被彼此分开储存在单独的容器中,并在施加前不久或在施加期间将其混合。所述异氰酸酯组分含有所有具有异氰酸酯基团的成分和任选含有对异氰酸酯基团没有反应性的其它成分,并且所述硬化剂组分含有异氰酸酯反应性成分和任选含有其它成分。优选地,所述硬化剂组分含有多元醇和/或增链剂,并且所述异氰酸酯组分含有多异氰酸酯。本发明的异构醛亚胺混合物可以是所述硬化剂和/或所述异氰酸酯组分的部分;优选它是所述硬化剂组分的部分。
合适的多元醇是聚醚多元醇,优选已经提及的那些,聚酯多元醇,聚碳酸酯多元醇,聚醚、聚酯和/或聚碳酸酯多元醇的共聚物,聚(甲基)丙烯酸酯多元醇,聚丁二烯多元醇,基于天然油的多元醇或基于脂肪酸的或二聚体脂肪酸的多元醇。优选的增链剂是1,2-乙二醇、1,3-丙二醇、1,4-丁二醇、1,5-戊二醇、1,6-己二醇、1,3-环己烷二甲醇、1,4-环己烷二甲醇或二甘醇。
当施加所述湿固化性组合物并且该组合物与水分,尤其是大气水分接触时,固化过程开始。当固化时,所述异氰酸酯基团在水分的影响下与水解醛亚胺基团发生反应。其它异氰酸酯基团,特别是相对于所述醛亚胺基团过量存在的异氰酸酯基团,在水分的影响下相互反应。由于这些反应,所述组合物固化以形成弹性材料。在固化反应过程中,释放出式(V)的醛。
取决于其取代基Y,所述醛是挥发性的并且可在一定时间内从施加的组合物中蒸发,或者它是低挥发性的并且部分或大部分保留在固化的组合物中。
本发明的另一主题是固化的组合物,其是在使所述湿固化性聚氨酯组合物与水分接触后由这样的湿固化性聚氨酯组合物获得的。
用于固化所述组合物的水分优选是大气水分,其经由扩散过程从周围空气渗透到所述组合物中。当固化时,首先在所施加的组合物的表面形成固化的组合物的薄皮,其厚度随着固化过程的进行而不断增加,直到所有所施加的组合物都被固化。对所述固化过程有贡献的额外水分可来自将所述组合物施加于其上的基材,和/或来自含水的或释放水的促进剂组分,该促进剂组分是在施加所述组合物之前或期间混入到所述组合物中的或者是被喷涂或刷到所施加的组合物的表面上的。
所述湿固化性聚氨酯组合物优选在环境条件下施加,优选在-10至50℃,更优选-5至45℃,特别是0至40℃的温度范围内施加。
所述组合物的固化优选也在环境条件下发生。
所述湿固化性聚氨酯组合物具有足以允许精确定位和大表面施加的开放时间以及具有快速的固化进程,由此所述组合物很快变得不粘,并显示出机械强度和弹性的快速建立。
“开放时间”是以下时间段,在该时间段内,所施加的组合物可以在没有任何负面影响的情况下被处理或再加工。当所述组合物的粘度由于进行中的固化而升高太多时,最迟当在表面上形成表皮时,所述“开放时间”结束。直到在表面上形成表皮的时间段被称为“表皮形成时间”或“结皮时间”。
所述湿固化性聚氨酯组合物优选用作弹性粘合剂和/或密封剂、用作弹性涂层或用作底漆、油漆或清漆。
作为弹性粘合剂和/或密封剂,所述组合物特别适合于在构造或制造业中或在车辆构造中使用,特别是用于镶木地板粘结、装配或模块粘结,或用作接缝或空腔密封和填缝,例如用于暴露于特别高的UV负荷的高层建筑立面或船甲板。
作为弹性涂层,所述组合物特别适合于密封和保护建筑物或建筑物的部件,例如人行桥,阳台,露台,屋顶,特别是平坦或略微倾斜的屋顶,屋顶花园,或者在潮湿房间或厨房中在瓷砖下的建筑物的内部部分中,或在污水池、渠道、竖井、筒仓、水箱或废水处理设备中。
它还可用于修复目的,特别是在损坏的屋顶膜、地面覆盖物或喷涂膜上。
作为底漆,所述组合物通常含有超过50重量%的挥发性有机溶剂的量并且优选是单组分或双组分组合物。它特别适合于预处理基材,特别是为了增强其强度和对下一层涂层、密封剂或粘合剂的粘着性。
作为油漆或清漆,所述组合物通常含有超过20重量%的挥发性有机溶剂的量并且优选是双组分组合物。它特别适合于在基材上涂覆美观、坚硬而又坚韧、耐刮擦、耐磨损和耐化学腐蚀的饰面。
所述湿固化性聚氨酯组合物可以如下方式配制,所述方式使得它具有糊状稠度,其具有假塑性。这样的组合物优选地从筒、桶或提桶中施加,例如以具有圆形或三角形横截面的珠的形式。
所述湿固化性聚氨酯组合物可进一步以如下方式配制,所述方式使得它具有流体稠度,其具有自流平性能,任选具有轻微的触变性。这样的组合物可通过喷涂或浇注到平坦或略微倾斜的表面上来施加。为了形成均匀的涂层,然后可任选用合适的工具将所述组合物铺展至所需的层厚度,所述工具例如刮板、有齿的抹子、铲子、滚筒、刷子或下拉杆。通常在一个步骤中施加的层厚度在0.5至3mm,优选0.5至2mm范围内。
通常将组合物施加到其上的合适的基材特别是
——混凝土,轻质混凝土,砂浆,水泥,纤维水泥,砖,土坯,瓷砖,板岩,石膏,石膏板,或天然石材,例如花岗岩或大理石;
——玻璃或玻璃陶瓷;
——修复或平整配混料,其基于PCC(聚合物改性的水泥)或ECC(环氧化物改性的水泥);
——金属和合金,例如铝、铜、铁、钢、有色金属,其包括经表面精加工的金属和合金,例如镀锌的金属或镀铬的金属;
——沥青;
——沥青毡;
——塑料,例如硬或软PVC,聚碳酸酯,聚苯乙烯,聚酯,聚酰胺,PMMA,ABS,SAN,环氧树脂,酚醛树脂,PUR,POM,TPO,PE,PP,EPM或EPDM,其是未处理的形式或者是借助于等离子体、电晕或火焰进行表面处理的;
——纤维增强的塑料,例如碳纤维增强的塑料,玻璃纤维增强的塑料或片状模塑配混物;
——木材或胶合板、纸、纸板、用有机树脂粘结的木质材料、树脂-纺织品复合材料或所谓的聚合物复合材料;
——绝缘泡沫,其特别得自EPS,XPS,PUR,PIR,石棉,玻璃棉或发泡玻璃;
——涂覆的基材,例如上清漆的瓷砖,涂漆的混凝土,涂覆的金属或上清漆的金属片。
这些基材任选在施加所述组合物之前进行预处理,特别是通过物理和/或化学清洁方法或通过施加活化剂或底漆进行预处理。
可以粘结或密封两个相同类型的或两个不同的基材。
本发明的另一个主题是含有如前所述的固化的组合物的弹性涂层、粘合剂或密封剂。
本发明的另一个主题是含有如前所述的固化的组合物的底漆、油漆或清漆。
弹性粘合剂或密封剂优选用于制备弹性粘结体,优选通过包括以下步骤的方法
(i)将所述湿固化性聚氨酯组合物
——施加到第一基材上,并使所述组合物在该组合物的开放时间内与第二基材接触,或
——施加到第一基材上和施加到第二基材上,并使所述两个基材在所述组合物的开放时间内连接在一起,或
——施加在两个基材之间,
(ii)随后通过与水分接触来固化所述组合物。
对于该方法,所述组合物优选具有糊状稠度和低于5重量%的挥发性有机溶剂含量。
弹性涂层或密封剂可进一步通过以下方法用于产生弹性涂覆和/或密封,所述方法包括以下步骤
(i)将所述湿固化性聚氨酯组合物施加到基材上
(ii)通过与水分接触来固化所述组合物。
对于该方法,所述组合物优选具有液体的、低粘性的稠度。
在一个优选的实施方案中,所述弹性涂层是地面体系的一部分,所述地面体系特别是室外地面体系,优选在阳台、露台、人行桥或楼梯上的地面体系。
在另一个优选的实施方案中,所述弹性涂层是弹性防水系统的部分。
弹性涂层优选含有至少一种低聚物型多异氰酸酯和NCO-官能度不超过2的异氰酸酯官能聚合物的组合。
本发明的另一个主题是防水和/或地面体系,其包含
——任选的底漆,
——任选的底涂层,和
——一个或多于一个的本发明的湿固化性聚氨酯组合物的层,其任选与纤维增强网组合或撒播有装饰性薄片或石英砂。
本发明的湿固化性聚氨酯组合物因此优选通过以下方式施加:将其倾倒到任选涂有底漆和/或底涂层的基材上,随后将其均匀地铺展至所需的层厚度,通常在0.05至3mm干膜厚度范围内,特别是在0.1至1.5mm干膜厚度范围内,特别是用刮板、有齿的抹子、铲子、滚筒或刷子。
在防水系统的情况下,优选将纤维增强网与本发明的湿固化性聚氨酯组合物组合使用。只要所述组合物仍然是液体,就优选将所述纤维增强网加工到本发明的湿固化性聚氨酯组合物的第一层中,优选通过用辊或刷子将其完全并入到液体层中。在将具有并入的纤维增强网的组合物固化之后,优选施加下一层本发明的湿固化性聚氨酯组合物,任选之后施加顶涂层。
所述纤维增强网优选是非织造玻璃纤维网。
所述纤维增强网起到防水系统的增强材料的作用,用于增加强度和耐用性。非织造纤维网中的无规取向纤维为涂层提供了多向强度,同时使后者保持高弹性。它改进了强度、抗撕裂性和抗穿刺性。所述非织造玻璃纤维网显示出特别容易处理,并且可以很容易地与任何给定的表面形貌对齐排列。重要的是所述液体组合物彻底润湿并渗透所述网以便将该网完全并入到涂层中。
在地面体系的情况下,本发明的湿固化性聚氨酯组合物可以与装饰薄片或石英砂组合使用。优选将装饰薄片或石英砂撒到仍是液体的底涂层中,然后用本发明的湿固化性聚氨酯组合物作为顶涂层对其进行外涂。这样的顶涂层优选不含填料和颜料并且具有澄清、透明的外观。
作为所述用途的结果,获得了用本发明的组合物粘结、密封和/或涂覆的制品。这种制品优选是建筑物或基础设施,或它们的一部分,优选桥梁、屋顶、阳台、露台、楼梯或立面,或者它是工业品或消费品,或它们的一部分,特别是窗户、管道、家用机器、汽车、公共汽车、卡车、轨道车辆、船舶、飞机或直升机。
本文中描述的湿固化性聚氨酯组合物具有许多优点。它可易于施加并快速固化形成高强度的材料,其优选是有弹性的。所固化的材料具有优异的机械性能,尤其是高的抗拉强度和高的断裂伸长率,以及相对高的弹性模量。它能够使得组合物具有非常低的单体型二异氰酸酯含量,这对使用者和环境是安全的,并且其对UV和水侵蚀非常稳定。使用根据本发明的异构醛亚胺混合物允许超过含有其它醛亚胺的参比组合物的性能。
实施例
以下实施例示例性说明了本发明,而不限制本发明。
“标准气候”意思是温度为23±1℃,和相对大气湿度为50±5%,并缩写为“NC”。
除非另有说明,否则化学品购自Sigma-Aldrich Chemie GmbH并按原样使用。
使用的胺:
醛亚胺的制备:
所制备的醛亚胺的胺含量(游离氨基和醛亚氨基基团的总含量)通过滴定(用在乙酸中的0.1N HClO4溶液以结晶紫为背景)测定并以mmol N/g给出。
用恒温的锥板粘度计Rheotec RC30(锥直径50mm,锥角度1°,锥板距离0.05mm,剪切速率10s-1)测量粘度。
醛亚胺A1:异构的N,N'-双(2,2-二甲基-3-(N-吗啉代)丙叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约20/80
将210.4g(1摩尔)PACM在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入359.5g(2.1摩尔)2,2-二甲基-3-(N-吗啉代)丙醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为澄清黄色液体,在20℃下的粘度为13.9Pa·s,和具有的胺含量为7.68mmol N/g,其对应于计算出的醛亚胺当量重量为约267g/Eq。
醛亚胺A2:异构的N,N'-双(异丁叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约20/80
将42.1g(0.20摩尔)PACM在氮气气氛下放置于圆底烧瓶中。然后在用水浴冷却下和在良好搅拌下用滴液漏斗缓慢加入30.3g(0.42摩尔)异丁醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为澄清无色液体,在20℃下的粘度为138mPa·s(在25℃下为83mPa·s),和具有的胺含量为6.13mmol N/g,其对应于计算出的醛亚胺当量重量为约163g/Eq。
醛亚胺A3:异构的N,N'-双(2,2-二甲基-3-乙酰氧基丙叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约20/80
将42.1g(0.20摩尔)PACM在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入60.6g(0.42摩尔)2,2-二甲基-3-乙酰氧基丙醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为澄清无色液体,在20℃下的粘度为1.9Pa·s和具有的胺含量为4.19mmol N/g,其对应于计算出的醛亚胺当量重量为约239g/Eq。
醛亚胺A4:异构的N,N'-双(2,2-二甲基-3-月桂酰氧基丙叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约20/80
将42.1g(0.20摩尔)PACM在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入119.5g(0.42摩尔)2,2-二甲基-3-月桂酰氧基丙醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为澄清浅黄色液体,在20℃下的粘度为468mPa·s和具有的胺含量为2.59mmol N/g,其对应于计算出的醛亚胺当量重量为约386g/Eq。
醛亚胺B1:异构的N,N'-双(2,2-二甲基-3-(N-吗啉代)丙叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约50/50
将210.4g(1摩尔)在60℃下熔融并在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入359.5g(2.1摩尔)2,2-二甲基-3-(N-吗啉代)丙醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为浅棕色液体,在20℃下的粘度为13.9Pa·s,其当在室温下储存时逐渐凝固,具有的胺含量为7.68mmol N/g,其对应于计算出的醛亚胺当量重量为约267g/Eq。
醛亚胺B2:异构的N,N'-双(异丁叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约50/50
将42.1g(0.20摩尔)在60℃下熔融并在氮气气氛下放置于圆底烧瓶中。然后在用水浴冷却下和在良好搅拌下用滴液漏斗加入30.3g(0.42摩尔)异丁醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为澄清浅棕色液体,在20℃下的粘度为150mPa·s(在25℃下为100mPa·s),其当在室温下储存时逐渐凝固,具有的胺含量为6.13mmol N/g,其对应于计算出的醛亚胺当量重量为约163g/Eq。
醛亚胺B3:异构的N,N'-双(2,2-二甲基-3-乙酰氧基丙叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约50/50
将42.1g(0.20摩尔)在60℃下熔融并在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入60.6g(0.42摩尔)2,2-二甲基-3-乙酰氧基丙醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为澄清浅棕色液体,在20℃下的粘度为2.7Pa·s和具有的胺含量为4.26mmol N/g,其对应于计算出的醛亚胺当量重量为约235g/Eq。
醛亚胺B4:异构的N,N'-双(2,2-二甲基-3-月桂酰氧基丙叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约50/50
将42.1g(0.20摩尔)在60℃下熔融并在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入119.5g(0.42摩尔)2,2-二甲基-3-月桂酰氧基丙醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为澄清浅棕色液体,在20℃下的粘度为518mPa·s和具有的胺含量为2.59mmol N/g,其对应于计算出的醛亚胺当量重量为约386g/Eq。
醛亚胺B5:异构的N,N'-双(苄叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约20/80
将42.1g(0.20摩尔)PACM在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入44.6g(0.42摩尔)苯甲醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为浅黄色固体,具有的胺含量为5.02mmol N/g,其对应于计算出的醛亚胺当量重量为约199g/Eq。该固体产物具有高于80℃的熔点。
醛亚胺B6:异构的N,N'-双(苄叉基)-4,4'-亚甲基-双(环己胺)的混合物,其中反式,反式异构体与顺式,反式异构体和顺式,顺式异构体的总和的比率为约50/50
将42.1g(0.20摩尔)在60℃下熔融并在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入44.6g(0.42摩尔)苯甲醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为浅黄色固体,具有的胺含量为5.03mmol N/g,其对应于计算出的醛亚胺当量重量为约199g/Eq。该固体产物具有高于100℃的熔点。
醛亚胺D1:N,N'-双(2,2-二甲基-3-(N-吗啉代)丙叉基)-3-氨甲基-3,5,5-三甲基环己胺
将170.3g(1摩尔)IPDA在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入359.5g(2.1摩尔)2,2-二甲基-3-(N-吗啉代)丙醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为几乎无色的液体,具有的胺含量为8.25mmol N/g,其对应于计算出的醛亚胺当量重量为约247g/Eq。
醛亚胺D2:N,N',N”-三(2,2-二甲基-3-(N-吗啉代)丙叉基)聚氧化亚丙基三胺
将157.1g(1mol N)T-403在氮气气氛下放置于圆底烧瓶中。然后在良好搅拌下加入179.8g(1.05摩尔)2,2-二甲基-3-(N-吗啉代)丙醛,然后在80℃和10毫巴真空下除去挥发性内含物。所得产物为几乎无色的液体,具有的胺含量为6.44mmol N/g,其对应于计算出的醛亚胺当量重量为约320g/Eq。
醛亚胺A1至A4是根据本发明的异构醛亚胺的混合物。醛亚胺B1至B6以及D1和D2用于参比。
表1:醛亚胺A1至B6的概述
异氰酸酯官能聚氨酯聚合物的制备:
在用N-丙基-4-硝基苄胺衍生化后,用HPLC测定单体型二异氰酸酯的含量(通过光电二极管阵列检测;0.04M乙酸钠/乙腈流动相)。
用恒温的锥板粘度计Rheotec RC30(锥直径25mm,锥角度1°,锥板距离0.05mm,剪切速率10s-1)测量粘度。
聚合物P1
根据已知程序使590g聚氧化亚丙基二醇(4200,OH值28.5mg KOH/g,得自Covestro),1180g环氧乙烷封端的聚氧化亚丙基三醇(MD34-02,OH值35.0mg KOH/g,得自Shell)和230g异佛尔酮二异氰酸酯(IPDI,得自Evonik)在80℃下进行反应。所得聚合物的NCO含量为2.1重量%,20℃下粘度为22.5Pa·s,和单体型异佛尔酮二异氰酸酯含量为约2重量%。
聚合物P2
根据已知程序使780g环氧乙烷封端的聚氧化亚丙基三醇(5031BT,OH值28.0mg KOH/g,得自Covestro)和220g异佛尔酮二异氰酸酯(IPDI,得自Evonik)在80℃下进行反应以形成NCO含量为6.4重量%和单体型异佛尔酮二异氰酸酯含量为约12重量%的混合物。然后在短程蒸发器中通过蒸馏(夹套温度160℃,0.1至0.005毫巴)从所述混合物中除去挥发性内含物,特别是大部分所述单体型异佛尔酮二异氰酸酯。所得聚合物的NCO含量为1.9重量%,20℃下粘度为10Pa·s,和单体型异佛尔酮二异氰酸酯含量为0.02重量%。
聚合物P3:
根据已知程序使818g聚氧化亚丙基二醇(4200,OH值28.5mg KOH/g,得自Covestro)和182g异佛尔酮二异氰酸酯(IPDI,得自Evonik)在80℃下进行反应以形成NCO含量为5.1重量%和单体型异佛尔酮二异氰酸酯含量为约9重量%的混合物。然后在短程蒸发器中通过蒸馏(夹套温度160℃,0.1至0.005毫巴)从所述混合物中除去挥发性内含物,特别是大部分所述单体型异佛尔酮二异氰酸酯。所得聚合物的NCO含量为1.9重量%,20℃下粘度为6.5Pa·s,和单体型异佛尔酮二异氰酸酯含量为0.03重量%。
聚合物P4:
根据已知程序使600g聚氧化亚丙基二醇(1010L,OH值112mg KOH/g,得自Dow)和400g异佛尔酮二异氰酸酯(IPDI,得自Evonik)在80℃下反应以形成NCO含量为10重量%和单体型异佛尔酮二异氰酸酯含量为约13重量%的混合物。然后在短程蒸发器中通过蒸馏(夹套温度160℃,0.1至0.005毫巴)从所述混合物中除去挥发性内含物,特别是大部分所述单体型异佛尔酮二异氰酸酯。所得聚合物的NCO含量为5.5重量%,20℃下粘度为21.8Pa·s,和单体型异佛尔酮二异氰酸酯含量为0.03重量%。
湿固化性聚氨酯组合物:
组合物C1至C10:
通过以下方式制备每种组合物:在离心混合器(SpeedMixerTM DAC 150,FlackTekInc.)中在排除水分的情况下将表2中给出的成分以给定的量(重量份)混合,并将其储存在防潮容器中。在使用前将固体醛亚胺在60℃下熔融。
如下测试所述组合物:
在将所述防潮容器在标准气候下储存一天后(“1d NC”),和再次将所述防潮容器在60℃下在烘箱中储存7天后(“7d 60℃”),用恒温的锥板粘度计Rheotec RC30(锥直径25mm,锥角度1°,锥板距离0.05mm,剪切速率10s-1)在20℃下测量粘度。小幅增加表明储存稳定性良好。
结皮时间(表皮形成时间)是通过以下方式测定的:在标准气候下通过在纸板上以约2mm的层厚度施加几克所述组合物,并不时地用LDPE移液管轻轻触碰其表面,直到所述触碰不会在所述移液管上留下任何聚合物残留物。
肖氏A硬度是根据DIN 53505使用直径为20mm和厚度为5mm的圆柱形样品测定的,该样品已在标准气候下储存7天。
为测定机械性能,将所述组合物倾倒到涂有PTFE的箔上,层厚约为2mm,并在标准气候下储存7天,随后从固化的膜上冲压出哑铃形样品,其具有75mm的长度,30mm的桥长和4mm的桥宽。使用如此制备的样品,根据DIN EN 53504在200mm/分钟的十字头速度下测定抗拉强度、伸长率(断裂)和E-模量5%(从0.5到5%的伸长率)。
所有组合物的固化的膜都是均质且无气泡的。
测试结果在表2中给出。
参比例用“(参比)”标记。
表2:组合物C1至C10的组成(以重量份计)和测试结果。
“(参比)”意思是“参比例”“n.d.”意思是“未测定的”
1在邻苯二甲酸二辛酯中5重量%水杨酸
2在邻苯二甲酸二异癸酯中5重量%二月桂酸二丁基锡
表2:(续)
湿固化性聚氨酯粘合剂:
组合物C11至C14:
通过以下方式制备每种组合物:用行星式混合器在真空下和在排除水分的情况下将表3中给出的成分以给定的量(重量份)混合,然后将其储存在防潮容器中。在添加前将固体醛亚胺B1在60℃下熔融。
通过以下方式制备增稠糊状物:将300g邻苯二甲酸二异癸酯和48g 4,4'-二苯基甲烷二异氰酸酯(44MC L,得自Covestro)放入真空混合器中,将该混合物加热到40℃,然后在剧烈搅拌下滴加27g单丁基胺。将所得糊状物在真空下进一步搅拌并冷却一小时。
如下测试所述组合物:
如对组合物C1所描述的那样测定结皮时间(表皮形成时间)和肖氏A硬度。
为了测定机械性能,将每种组合物在两张涂蜡的转印纸之间进行压制以形成2mm厚的膜并将其储存在标准气候下。在除去所述涂蜡的纸后,从固化的膜上冲压出哑铃形样品,并如对组合物C1所描述的那样测试抗拉强度、伸长率和E模量5%。
所有粘合剂的固化的膜都是均质且无气泡的。
测试结果在表3中给出。
参比例用“(参比)”标记。
表3:组合物C11至C14的组成(以重量份计)和测试结果。
“(参比)”意思是“参比例”
3在邻苯二甲酸二异癸酯中5重量%二月桂酸二丁基锡
4未测定的湿固化性聚氨酯涂层:
组合物C15至C17:
通过以下方式制备每种组合物:在离心混合器中在排除水分的情况下将表4中给出的成分以给定的量(重量份)混合,并将其储存在防潮容器中。在使用前,将固体醛亚胺B1在60℃下熔融,同时将水杨酸溶解在乙酸1-甲氧基-2-丙酯中。
如下测试所述组合物:
使用带有球形转子DV2011的Rothinner型粘度计在500rpm下在20℃的温度下测量粘度,第一次是在将所述防潮容器在标准气候下储存一天后(“1d NC”),和再次是在将所述防潮容器在40℃下在烘箱中储存21天后(“21d 40℃”)。
根据ASTM D5895,使用Beck-Koller干燥时间记录仪在20℃/45%相对湿度下测定固化速度(“BK干燥时间”)。
为测定机械性能,对于每个涂层制备一个双层固化膜。为制备所述膜,使用下拉杆施加800μm厚的第一层,并使其在标准气候(NC)下固化24小时;然后在90°的角度下在其上施加400μm厚的第二层,并再次使其在NC下固化24小时;然后将该双层膜放置在60℃下的烘箱中72小时。在NC下额外24小时后,从所述膜上冲压出条形测试件,其具有100mm的长度,和25mm的宽度,并根据BS EN ISO527-3在180mm/分钟的十字头速度下测定抗拉强度、断裂伸长率和杨氏模量。
所有涂料的固化的膜都是均质且无气泡的。
结果在表4中给出。
参比例用“(参比)”标记。
表4:组合物C15至C17的组成(以重量份计)和测试结果。
“(参比)”意思是“参比例”
2 氢氧化铝粉末
3 未测定的。
Claims (15)
2.根据权利要求1所述的异构醛亚胺混合物,其中反式,反式异构体(Ia)与顺式,反式异构体(Ib)和顺式,顺式异构体(Ic)的总和的比率在15/85至25/75范围内。
3.根据权利要求1至2中任一项所述的异构醛亚胺混合物,其中Y是支链C3至C7烷基,更优选异丙基或庚-3-基,特别是异丙基。
6.根据权利要求5所述的异构醛亚胺混合物,其中R1和R2都是甲基,并且R3和R4连接在一起以形成3-氧杂-1,5-亚戊基,其是吗啉环的一部分。
7.根据权利要求1至6中任一项所述的异构醛亚胺混合物用作湿固化性聚氨酯组合物的潜伏性硬化剂的用途。
8.根据权利要求7所述的用途,其中将所述异构醛亚胺混合物与至少一种式(VII)的其它醛亚胺组合使用,
其中
n是2或3,
A是二胺或三胺在除去胺基后的残基,其中所述二胺或三胺选自己烷-1,6-二胺、2-甲基戊烷-1,5-二胺、3-氨甲基-3,5,5-三甲基环己胺、4(2)-甲基环己烷-1,3-二胺、1,3-双(氨甲基)环己烷、1,4-双(氨甲基)环己烷、1,3-双(氨甲基)苯、1,2-二氨基环己烷、平均分子量Mn在200至4'000g/mol范围内的聚氧化亚丙基二胺和平均分子量Mn在380至5'000g/mol范围内的聚氧化亚丙基三胺,
和Y在式(Ia)、(Ib)和(Ic)中和在式(VII)中是相同的取代基。
9.湿固化性聚氨酯组合物,其包含
——至少一种多异氰酸酯和/或异氰酸酯官能聚合物,其由至少一种单体型二异氰酸酯和至少一种多元醇的反应获得,和
——根据权利要求1至6中任一项所述的异构醛亚胺混合物。
10.根据权利要求9所述的组合物,其含有异氰酸酯官能聚合物,所述聚合物具有在1至10重量%的NCO含量并且是由至少一种聚醚多元醇获得的。
11.根据权利要求9至10中任一项所述的组合物,其含有基于总组合物计低于0.1重量%的单体型二异氰酸酯的量。
12.固化的组合物,所述固化的组合物由根据权利要求9至11中任一项所述的组合物在其自身与水分接触后获得。
13.含有根据权利要求12所述的固化的组合物的弹性涂层、粘合剂或密封剂。
14.含有根据权利要求12所述的固化的组合物的底漆、油漆或清漆。
15.防水和/或地面体系,其包含
——任选的底漆底涂层,
——任选的底涂层,和
——一个或多于一个的根据权利要求10至13中任一项所述的组合物的层,其任选与纤维增强网组合或撒播有装饰性薄片或石英砂。
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