CN101448865B - 增滑剂和流平剂 - Google Patents
增滑剂和流平剂 Download PDFInfo
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- CN101448865B CN101448865B CN2007800179378A CN200780017937A CN101448865B CN 101448865 B CN101448865 B CN 101448865B CN 2007800179378 A CN2007800179378 A CN 2007800179378A CN 200780017937 A CN200780017937 A CN 200780017937A CN 101448865 B CN101448865 B CN 101448865B
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Abstract
本发明涉及一种新的改性的聚丙烯酸酯,其包含用不饱和二羧酸官能化的氟化氧杂环丁烷(FOX)聚合物单元和硅氧烷单元,并涉及其作为增滑剂和流平剂以及防堵孔剂用于多种应用的用途。因此,本发明涉及一种增滑剂和流平剂,特征在于其包含通过下面的单元共聚获得的共聚物:A至少一种用不饱和二羧酸官能化的氟化氧杂环丁烷聚合物单元;B至少一种端基反应性聚硅氧烷单元;C至少一种(甲基)丙烯酸烷基酯单元或者(甲基)丙烯酸环烷基酯单元和/或(甲基)丙烯酸和/或其它源自可以形成自由基的乙烯基化合物的单元。
Description
本发明涉及一种新的改性的聚丙烯酸酯,其包含用不饱和二羧酸官能化的氟化氧杂环丁烷(FOX)聚合物单元和硅氧烷单元,并涉及其作为增滑剂和流平剂以及防堵孔剂用于多种应用的用途。
几十年以来,有机改性的聚硅氧烷被成功的用作涂料和成图领域工业中的增滑和流平增强添加剂。硅氧烷基聚合物显示出许多令人期望的性能,包括低表面能、高挠性、低毒性和生物相容性。目前,已经开发了具有全氟化碳侧链的聚丙烯酸酯。含氟共聚物对于众多的应用而言是有利的,这是因为它们的热稳定性、耐化学性、低表面能和疏水特性。这些性能使得含氟共聚物特别好的适于涂料和油漆应用,并且在市场中被广泛接受作为有效的表面活性添加剂来降低液体介质的表面张力,以确保基底的润湿性和防堵孔性。在单个的分子中将氟化聚合物和聚硅氧烷二者独特的性能相结合可能提供令人感兴趣的新材料。
在聚丙烯酸结构中结合的(聚硅氧烷和全氟烷基部分)二者使得它们在低摩擦系数、优异的滑动性、防堵孔性和与基底完全的润湿性方面的有益的效果得以组合。同时,这些新颖的添加剂不应当表现出涂层之间的粘合问题,它们也不应当产生泡沫稳定。
US6710127(Byk)描述了一种流平剂,其是一种接枝的聚合物,该聚合物包含聚合物主链分子,在其中已经引入了大单体单元例如聚二甲基-硅氧烷或者丙烯酸全氟烷基酯。
WO03/033603(Ciba)(对应于US2004236007)描述了一种用作流平剂或防堵孔剂的聚合物,所述的聚合物包含不饱和二羧酸的某些酯部分单元和某些氟化单元。优选的共聚单体包括(甲基)丙烯酸烷基酯单元和/或(甲基)丙烯酸和/或其它乙烯基化合物。WO03/033603没有包括含有端基反应性聚硅氧烷的单体单元。
国际公开WO2006125731(Ciba)涉及一种增滑剂和流平剂,特征在于其包含一种共聚物,该共聚物是通过下面的单元共聚而获得的:
A至少一种不饱和二羧酸的单-或者二全氟酯单元;
B至少一种端基反应性聚硅氧烷单元;
C至少一种(甲基)丙烯酸烷基酯单元或者(甲基)丙烯酸环烷基酯单元和/或(甲基)丙烯酸和/或其它源自可以形成自由基的乙烯基化合物的单元。
WO01/48051(Omnova)描述了单官能化的聚氟化氧杂环丁烷,其中所述官能团包括(甲基)丙烯酸酯、烯丙基、三聚氰胺、胺、乙酰乙酸酯、环氧、甲硅烷基或者异氰酸酯基团。
US5650483(Aerojet-General Corp.)涉及到一种新颖的氟化聚合物和预聚物,其衍生自单取代的具有氟化烷氧基亚甲基侧链的氧杂环丁烷单体,并且还涉及到制备这些组合物的方法。
这里仍然需要改进的增滑剂和流平剂,其具有提高的表面性能例如良好的防堵孔性、低摩擦系数、良好的涂层粘合力以及此外表现出良好的泡沫控制性。
现在已经发现一种非常适于作为增滑剂和流平剂的改性的聚丙烯酸酯,其包含用不饱和二羧酸官能化的氟化氧杂环丁烷(FOX)聚合物单元,并另外包含单烯键式不饱和聚二甲基硅氧烷单元。与WO03/033603中所公开的含有不饱和二羧酸的全氟酯单元的流平剂相比,其可以获得提高的滑动性。
因此,本发明涉及一种增滑剂和流平剂,特征在于其包含通过下面的单元共聚获得的共聚物:
A至少一种用不饱和二羧酸官能化的氟化氧杂环丁烷聚合物单元;
B至少一种端基反应性聚硅氧烷单元;
C至少一种(甲基)丙烯酸烷基酯单元或者(甲基)丙烯酸环烷基酯单元和/或(甲基)丙烯酸和/或其它源自可以形成自由基的乙烯基化合物的单元。
优点:
使用根据本发明的增滑剂和流平剂产生下面的益处例如低摩擦系数、优异的滑动性、对于基底完全的润湿。它有助于防止陷穴和针孔的形成,由此来提供光滑的和/或相当的流平的没有桔皮皱纹的漆膜,由此产生改进的干膜美饰外观。同样还可以避免或者至少显著降低液体树脂溶液在干燥阶段过程中的边缘不均匀、气流敏感性、白点和/或其它去湿结果。
此外,已经发现这样的增滑剂和流平剂表现出低泡性能。全部的这些性能都可以实现而不损失干膜的再涂性。
定义
用不饱和二羧酸官能化的氟化氧杂环丁烷聚合物是单-或者二酯,并且可以用式I表示,
(式I)
其中
R1是衍生自具有结构II的氟化氧杂环丁烷预聚物的单元:
其中R是C1-C6-烷基,Rf是具有1-20个C原子的直链或支链的全氟化烷基或者异烷基基团,n是1-3,x是2-20;Z是氢或者CF3CH2-或者HO-CO-CR3=CR4-CO-或者R1-O-CO-CR3=CR4-CO-,这里R1定义如上;
R2是氢或者R1;
R3和R4独立的是氢或者C1-C6-烷基或者苯基。
优选R3和R4是氢,R是甲基或者乙基。
氟化氧杂环丁烷预聚物和它们的制备描述于US5650483中,或者在商标名Polyfox下市售自Omnova Solutions Inc.。
优选的Rf是-CF3、-CF2-CF3、-CF2-CF2-CF3,更优选-CF3、-CF2-CF3。
优选n是1,且x是6-20。
当使用在其中至少50%,优选70-100%的共聚物的氟化单元是式I所表示的单元的共聚物时,获得了非常好结果。
在本发明一种优选的实施方案中,至少50%,优选90-100%的式I的化合物是单酯(R2=H)。
使用具有高含量的单酯的共聚物的一个优点是这样的酯容易制造。另外一个优点是如下的事实,即该聚合物可以通过将剩余的CO2H-基团中和这样有效的方式来获得水溶性。
合适的不饱和二羧酸单体包括例如马来酸,马来酸酐,甲基马来酸酐,富马酸,甲基富马酸以及它们的碱和金属盐。优选的是马来酸。
所述的端基反应性聚硅氧烷化合物具有至少一种可聚合的不饱和基团例如丙烯酰氧基基团,甲基丙烯酰氧基基团,乙烯基基团,丙烯基基团,丁二烯基基团,苯乙烯基基团,乙炔基基团,马来酸酯基团或者丙烯酰胺基团。
从易于获得的观点来说,优选的是聚二甲基硅氧烷化合物。
该端基反应性聚硅氧烷可以通过已知的方法来制备,或者它是市售的。可以给出的市售产品的实例是Silaplane FM-0711,FM-0721,FM-0725,FM-0511,FM-0521,FM-0525,TM-0701,TMO701T(由ChissoCorp.制造),SLM446008-15,SLM446008-50,SLM446008-65,SLM446014-15,SLM446014-65(由Wacker Chemie GmbH制造)等等。
为了制备反应性聚硅氧烷,可以将单OH官能化硅氧烷化合物(例如在下面的商标名下市售的这些Silaplane FM-0411,FM-0421,FM-0425,FM-D411,FM-D421,FM-D425,FM-DA11,FM-DA21,FM-DA25(由Chisso Corp.制造))与具有上述的可聚合的不饱和基团的化合物进行反应,例如与(甲基)烯丙酰氯,烯丙基氯进行反应;或者通过用(甲基)丙烯酸或者马来酸酯化它们来制备。
单OH官能团的实例是3-(2′-羟基乙氧基)丙基,3-(2′-乙基-2′-羟基甲基-3-羟基)丙基或者3-(2′-羟基-3′-异丙基氨基)丙基。
(甲基)丙烯酸烷基酯或者(甲基)丙烯酸环烷基酯单元和/或(甲基)丙烯酸和/或其它源自可以形成自由基的乙烯基化合物的单元是例如苯乙烯,甲基丙烯酸正丙酯,甲基丙烯酸2-甲基环己基酯,乙二醇单-甲基丙烯酸酯,丙烯酸叔丁基酯,甲基丙烯酸异丁基酯,丙烯酸异丁基酯,甲基丙烯酸邻甲苯基酯,甲基丙烯酸叔丁基酯,丙烯酸正丁基酯,甲基丙烯酸正丁基酯,丙烯酸甲酯,甲基丙烯酸甲酯,丙烯酸乙酯,丙烯酸丙酯,甲基丙烯酸异丙基酯,丙烯酸3-甲基-1-戊基酯,丙烯酸辛酯,丙烯酸十四烷基酯,丙烯酸仲丁基酯,甲基丙烯酸仲丁基酯,丙烯酸2-乙基己基酯,甲基丙烯酸2-乙基己基酯,丙烯酸2-甲氧基乙基酯,丙烯酸苯基酯,丙烯酸环己基酯,甲基丙烯酸环己基酯,丙烯酸,甲基丙烯酸,1,3-丁二烯,异戊二烯,乙烯基吡咯烷酮,丙烯腈,甲基丙烯腈,乙烯基咪唑和乙烯基吡啶,对甲基苯乙烯,3,4-二甲基苯乙烯,间乙基苯乙烯,对丁基苯乙烯,邻甲氧基苯乙烯,对甲氧基苯乙烯,2,6-二甲氧基苯乙烯,异丙基乙烯基醚,异丁基乙烯基醚,乙烯基2-甲氧基乙基醚,正己基乙烯基醚,2-乙基丁基乙烯基醚,正十八烷基乙烯基醚,α-甲基乙烯基乙醚,环己醇乙烯基醚,苄醇乙烯基醚,乙烯基苯基醚,乙酸乙烯酯,乙酸乙烯基甲氧基酯,异丁酸乙烯酯,油酸乙烯酯,安息香酸乙烯基酯,邻苯二甲酸乙烯基辛基酯。特别优选的是(甲基)丙烯酸烷基酯或者(甲基)丙烯酸环烷基酯,包括(甲基)丙烯酸正丙酯,(甲基)丙烯酸异丙酯,(甲基)丙烯酸正丁酯,(甲基)-丙烯酸仲丁基酯,(甲基)丙烯酸叔丁基酯,(甲基)丙烯酸异丁基酯,(甲基)丙烯酸乙基己基酯,(甲基)丙烯酸环己基酯和(甲基)丙烯酸。
根据本发明的增滑剂和流平剂可以是例如无规共聚物、交替共聚物或者嵌段共聚物。优选该共聚物是无规共聚物。
一种优选的增滑剂和流平剂的特征在于它包含通过共聚下面的单元获得的共聚物:
A至少一种用马来酸官能化的氟化氧杂环丁烷聚合物单元;
B单-(甲基)丙烯酸官能化的聚二甲基硅氧烷或者单马来酸官能化的聚二甲基硅氧烷;和
C(甲基)丙烯酸烷基酯单元、(甲基)丙烯酸环烷基酯单元或者苯乙烯单元,特别是(甲基)丙烯酸烷基酯单元或者(甲基)丙烯酸环烷基酯单元。
用途:
根据本发明的增滑剂和流平剂可用于多种应用中,例如在涂料和油墨以及塑料中。
实例是水性体系(例如乳液漆,例如基于聚氨酯、醇酸树脂、丙烯酸类树脂、聚酯-蜜胺的漆),水基涂料体系(2K-聚氨酯、醇酸树脂、丙烯酸、环氧、乙烯基共聚物),(有机)溶剂基体系(例如聚氨酯基,烘烤型醇酸树脂/蜜胺-或者聚酯/蜜胺基,环氧基,风干型醇酸树脂,硝基纤维素,CAB,不饱和聚酯,丙烯酸类树脂,硅树脂,UV/EB固化树脂,乙烯基共聚物,氯化橡胶)和塑料化合物(热和环境固化不饱和聚酯,环氧,聚氨酯,聚氯乙烯)。
根据本发明的增滑剂和流平剂可以以宽的浓度范围而存在于产品(例如诸如上面所述的产品)中,在其中本领域技术人员能够确定用于具体应用的合适的浓度。
当所述增滑剂和流平剂被用于水性或者有机溶剂基体系中时,用如下产物获得了非常好的结果,该产物包含:
A0.1-10wt%,优选0.2-2.5wt%,更优选0.4-1.5wt%的用不饱和二羧酸官能化的氟化氧杂环丁烷聚合物;
B1-20wt%,优选1-10wt%,更优选1-5wt%的端基反应性聚硅氧烷化合物;
C50-99wt%(甲基)丙烯酸烷基酯单元和/或(甲基)丙烯酸和/或其它源自可以形成自由基的乙烯基化合物的单元。
根据本发明的共聚物或者用于本发明的共聚物优选具有1000-50000g/mol,更优选2000-20000g/mol,例如2500-4000g/mol的数均分子量。
同样已经用具有1-4,例如1.1-2的多分散性(Mw/Mn)的共聚物获得了非常好的结果。
增滑剂和流平剂可以是活性共聚物,例如通过阴离子聚合、原子转移机理、硝基氧介导技术或者其它可控的聚合技术获得的共聚物。活性共聚物的一个益处是它的可调节的分子结构,以及相结合的更窄的分子量分布,这产生了更小的熔融范围和更低的粘度。
同样已经用液体或固体(例如粉末)形式的共聚物获得了非常好的结果,该共聚物在有机溶剂或水中是可溶的,或者在中和酸性部分之后变成水溶的。这样的体系特别适于水基体系。合适的用来中和酸性部分的中和剂是例如二甲基乙醇胺,氨水,其它伯、仲或者叔胺或碱性氢氧化物。使用挥发性胺中和剂的一个优点是在漆膜干燥阶段过程中,该胺中和剂蒸发,留下更耐水的共聚物。
原则上,根据本发明的共聚物可以以任何的方式来制备,例如通过热自由基、可控自由基、阴离子或阳离子聚合技术来制备,在其中本领域技术人员懂得如何去使用它们。
所用的单体通常是市售的和/或可以根据本领域技术人员熟悉的方法容易的制备。
为了制备本发明的流平剂,将单体C与单体A和B进行共聚,例如使用热无规溶液聚合或者使用可控聚合。
本发明进一步涉及包含根据本发明的增滑剂和流平剂的组合物。
这样的组合物可以例如进一步包含一种或多种例如选自酞菁染料、炭黑、二氧化钛、氧化亚铁、硅酸铝、喹吖啶酮、蒽醌、二酮吡咯并吡咯、苯并咪唑啉酮和异吲哚啉酮的颜料,一种或多种补充剂例如碳酸钙、硫酸钡、二氧化硅、氢氧化铝、有机纤维、玻璃以及任选的一种或多种分散剂,例如聚氨酯分散剂,聚酯分散剂,聚丙烯酸酯分散剂,聚醚衍生物,脂肪酸衍生物,烷基硫酸酯。
本发明的增滑剂和流平剂非常适合的用在一种分散体中,该分散体包含0-85重量%,优选3-70%的颜料和/或补充剂,0.1-5重量%,优选0.2-2%根据本发明的共聚物,10-95重量%,优选25-40%的树脂,0-90重量%,优选20-50%的水和/或非水性液体和0-15重量%,优选1-5%的分散剂。
本发明现在将通过一些实施例进行说明。
试验:
1.端基反应性全氟化氧杂环丁烷单元(中间体)的制备
中间体A:
在氮气氛下,将马来酸酐(7g,2当量)、Polyfox 636(Mn~1100g/mol,40g,1当量)、二甲苯(5g)和Tinstab BL-277(催化剂)放置在环境温度的反应器中,并加热到40℃二十分钟。将该混合物加热到110℃。3小时之后得到中间体A,其是无色的油。
以类似的方式来制备中间体B:
中间体B:5.52g的马来酸酐,40.0g Polyfox656(Mn~1400g/mol),无色油。
中间体C:
在氮气氛下,将马来酸酐(2.2g,1.1当量)、Polyfox AT1090(Mn~1950g/mol,42g,1当量)、甲氧基丙基乙酸酯(5g)和TinstabBL-277(催化剂)放置在环境温度的反应器中,并加热到100℃。4小时之后将混合物冷却并加入40g甲氧基丙基乙酸酯。得到微黄色液体中间体C。
市售Polyfox原料:
Polyfox 636:含氟表面活性剂二醇,平均Mn为大约1100g/mol,来 自Omnova
Polyfox 656:含氟表面活性剂二醇,平均Mn为大约1400g/mol,来 自Omnova
Polyfox AT 1090:含氟表面活性剂单醇,平均Mn为大约1950g/mol, 来自Omnova
2.增滑剂和流平剂的制备:
对比实施例,根据WO03/033603。
将二甲苯(29.0g)放置在氮气氛下的反应器中并加热到回流(140℃)。将预混物在3小时内计量加入,该预混物由53.33g丙烯酸正丁酯、14.79g甲基丙烯酸异丁基酯、0.54g Zonyl Ba-L-马来酸酯、1.37g二叔丁基过氧化物组成。在预混物加入之后,将反应在140℃进行3小时。通过加入二甲苯将固含量调节到70%来获得无色透明液体。
Zonyl BA-L:是线型氟代醇RfCH2CH2OH的混合物,其中Rf=C4F9<4%、C6F1350+/-3%、C8F1729+/-2%、C10F2111+/-2%并且≥C12F25的氟化化合物小于6%。该混合物的平均MW是443g/mol;该混合物来自DuPont。
根据本发明的实施例
将二甲苯(29.0g)放置在氮气氛下的反应器中并加热到回流(140℃)。将预混物在3小时内计量加入,该预混物由53.33g丙烯酸正丁酯、14.79g甲基丙烯酸异丁基酯、0.56g中间体A、1.40g的Silaplane FM-0721和1.37g二叔丁基过氧化物组成。在预混物加入之后,将反应在140℃进行3小时。通过加入二甲苯将固含量调节到70%来获得无色透明液体。
试验1-4的组合物
试验 | 1 | 2 | 2a | 3 | 3a | 4 |
二甲苯 | 29.00 | 29.00 | 29.00 | 29.00 | 29.00 | 29.00 |
丙烯酸正丁酯 | 53.33 | 53.33 | 53.33 | 53.33 | 53.33 | 53.33 |
甲基丙烯酸异丁酯 | 14.79 | 14.79 | 14.79 | 14.79 | 14.70 | 14.79 |
二叔丁基过氧化物 | 1.37 | 1.37 | 1.37 | 1.37 | 1.37 | 1.37 |
中间体A | 0.56 | 0.56 | 1.68 | |||
中间体B | 0.56 | 1.04 | ||||
中间体C | 1.00 | |||||
Silaplane MF-0721 | 1.40 | 1.40 | 1.40 | 1.40 | 1.40 |
Silaplane FM-0721:是单-甲基丙烯酸官能化的聚硅氧烷,具有大约5,000g/mol的平均Mn,源自CHISSO CORPORATION。
使用结果:
防堵孔性能
A双包装PU的防堵孔性能
1)双包装PU的配方
表1
双包装PU体系/双组份PU涂料 | (g) | |
1 | Synthalat A150(聚氨酯,获自Synthapol) | 83.5 |
2 | 蓝色着色剂(g) | 1.4 |
3 | 醋酸丁酯(g) | 10.4 |
4 | EFKA-2018(g)(消泡剂) | 4.7 |
总和 | 100.0 |
将1-3项合并,并且在skandex摇动器中摇动5min。
摇动后,加入第4项并用刮勺搅拌混合直到获得均匀的混合物。
2)用于测试硅氧烷改性的丙烯酸增滑剂和流平剂的配方
表2
样品 | 1 | 2 | 3 | 4 | 5 | |
添加剂含量(%) | 0% | 0.5% | 1.0% | 1.5% | 2.0% | |
1 | 双包装PU | 74.00 | 73.63 | 73.26 | 72.89 | 72.52 |
2 | 试验1-4(g) | 0.00 | 0.50 | 1.00 | 1.50 | 2.00 |
3 | Desmodur N75(g)聚异氰酸酯树脂 | 26.00 | 25.87 | 25.74 | 25.61 | 25.48 |
总和 | 100.00 | 100.00 | 100.00 | 100.00 | 100.00 |
将1-3项用刮勺搅拌混合直到获得均匀的混合物。
3)施用,制备样品1-5的刮涂层(draw downs,75μm)。
4)结果,表3;1=无陷穴;8=大量陷穴。
样品 | 1 | 2 | 3 | 4 | 5 |
0% | 0.5% | 1.0% | 0.5% | 2.0% | |
对比例WO03033603 | 8 | 6 | 5 | 5 | 8 |
实施例 1(无silaplane) | 8 | 5 | 4 | 4 | 6 |
实施例 2中间体A 0.56 | 8 | 5 | 4 | 2 | 3 |
实施例 2a中间体A 1.68 | 8 | 5 | 4 | 3 | 2 |
实施例 3中间体B 0.56 | 8 | 5 | 3 | 2 | 1 |
实施例 3a中间体B 1.04 | 8 | 5 | 4 | 3 | 2 |
实施例 4中间体C 1.00 | 8 | 4 | 2 | 3 | 4 |
防沫稳定性和摩擦系数
A烘漆性能
1)烘漆配方
表1
烘漆 | (g) | |
1 | Vialkyd AC451 | 70.5 |
2 | Maprenal MF650 | 19.0 |
3 | 醋酸丁酯 | 10.5 |
总和 | 100.0 |
将1-3项搅拌直到获得均匀的混合物。
2)用于测试硅氧烷改性的丙烯酸增滑剂和流平剂的配方
表2
1 | 烘漆(g) | 99.70 |
2 | 试验1-4(g) | 0.30 |
将1和2项混合并在skandex摇动器中摇动30分钟。
3)泡沫形成结果
表3目视观察泡沫,
1=无泡沫,8=大量泡沫
0.30% | 空白 | 对比例 | 实施例1 | 实施例2 | 实施例2a | 实施例3 | 实施例3a | 实施例4 |
0min | 8 | 8 | 8 | 8 | 8 | 8 | 8 | 8 |
5min | 7 | 6 | 6 | 7 | 7 | 7 | 7 | 7 |
10min | 5 | 5 | 5 | 7 | 7 | 7 | 7 | 6 |
15min | 4 | 3 | 3 | 5 | 5 | 5 | 5 | 5 |
20min | 2 | 1 | 1 | 4 | 4 | 4 | 4 | 3 |
25min | 1 | 1 | 1 | 3 | 3 | 3 | 3 | 2 |
30min | 1 | 1 | 1 | 2 | 2 | 2 | 2 | 1 |
35min | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 1 |
4)刮涂层制备
当全部的泡沫消失之后,在塑料膜上制备75μm的刮涂层。将刮涂层吹洗10分钟。烘烤时间30min@135℃。
5)摩擦系数结果(COF)
测量二十个不同点的动力学摩擦。
平均摩擦系数(COF)
动力学COF | 空白 | 实施例1 | 实施例2 | 实施例3 | 实施例4 | |
1 | 0.3%添加剂 | 0.59 | 0.41 | 0.25 | 0.27 | 0.32 |
6)表面张力测试
表面张力是用悬滴法测量的。
表5表面张力结果
表面张力(mN/m) | |
实施例1 | 28 |
实施例2 | 22 |
实施例2a | 21 |
实施例3 | 20 |
实施例3a | 22 |
实施例4 | 20 |
Claims (11)
1.一种增滑剂和流平剂,特征在于其包含通过下面的单元共聚获得的共聚物:
A至少一种用不饱和二羧酸官能化的氟化氧杂环丁烷聚合物单元;
B至少一种端基反应性聚硅氧烷单元;
C至少一种(甲基)丙烯酸烷基酯单元或者(甲基)丙烯酸环烷基酯单元和/或(甲基)丙烯酸和/或其它源自可以形成自由基的乙烯基化合物的单元。
2.根据权利要求1的增滑剂和流平剂,特征在于其包含通过下面的单元共聚获得的共聚物:
A 0.1-10wt%的用不饱和二羧酸官能化的氟化氧杂环丁烷聚合物;
B 1-20wt%的端基反应性聚硅氧烷化合物;
C 50-99wt%(甲基)丙烯酸烷基酯单元和/或(甲基)丙烯酸和/或其它源自可以形成自由基的乙烯基化合物的单元,
A、B、C含量之和为100%。
4.根据权利要求3的增滑剂和流平剂,其中Rf是-CF3或者-CF2-CF3,n是1,x是6-20,R3和R4是氢,R是甲基或者乙基。
5.根据权利要求1的增滑剂和流平剂,其中至少50%的氟化单体单元A是单酯。
6.根据权利要求5的增滑剂和流平剂,其中90-100%的氟化单体单元A是单酯。
7.根据权利要求1的增滑剂和流平剂,其通过聚合下面的单元来获得:
A至少一种用马来酸官能化的氟化氧杂环丁烷聚合物单元;
B单-(甲基)丙烯酸官能化的聚二甲基硅氧烷或者单马来酸官能化的聚二甲基硅氧烷;和
C(甲基)丙烯酸烷基酯单元、(甲基)丙烯酸环烷基酯单元或者苯乙烯单元。
8.涂料、印刷油墨或者塑料化合物,其包含根据权利要求1-6任意一项的增滑剂和流平剂、颜料和任选的分散剂。
9.一种分散体,其包含0-85重量%的颜料和/或补充剂、0.1-5重量%的根据权利要求1-7任意一项的共聚物、10-95重量%的树脂、0-90重量%的水和/或非水性液体以及0-15重量%的分散剂。
10.如权利要求1-7任意一项所述获得的共聚物用作增滑剂和流平剂的用途。
11.如权利要求1-7任意一项所述获得的共聚物的用途,其用作涂料、印刷油墨以及塑料所用的增滑剂和流平剂。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP06114175.0 | 2006-05-18 | ||
EP06114175 | 2006-05-18 | ||
PCT/EP2007/054417 WO2007134959A1 (en) | 2006-05-18 | 2007-05-08 | Slip- and leveling agent |
Publications (2)
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EP (1) | EP2021389B1 (zh) |
JP (1) | JP5350224B2 (zh) |
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CN (1) | CN101448865B (zh) |
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BR (1) | BRPI0711928A2 (zh) |
DE (1) | DE602007005369D1 (zh) |
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CN109901361B (zh) * | 2017-12-11 | 2022-12-16 | 固安鼎材科技有限公司 | 感光树脂组合物 |
CN109796850A (zh) * | 2019-02-14 | 2019-05-24 | 河北晨阳工贸集团有限公司 | 一种水性环氧桔纹保健涂料及其制备方法 |
RU2738604C1 (ru) * | 2019-10-23 | 2020-12-14 | Михаил Эхильевич Шмулевский | Многофункциональная добавка для лакокрасочных материалов (варианты) |
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EP0783023A2 (en) * | 1995-12-26 | 1997-07-09 | Lexmark International, Inc. | Polymeric dispersants for pigmented inks |
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CA2043246C (en) * | 1990-06-25 | 1997-05-13 | Bruce A. Lent | Ink jet composition and method |
US5807977A (en) | 1992-07-10 | 1998-09-15 | Aerojet General Corporation | Polymers and prepolymers from mono-substituted fluorinated oxetane monomers |
US6962966B2 (en) | 1999-12-28 | 2005-11-08 | Omnova Solutions Inc. | Monohydric polyfluorooxetane oligomers, polymers, and copolymers and coatings containing the same |
DE10048258B4 (de) * | 2000-09-29 | 2004-08-19 | Byk-Chemie Gmbh | Verlaufmittel für Oberflächenbeschichtungen |
CA2447132C (en) | 2001-05-14 | 2008-10-07 | Omnova Solutions Inc. | Polymeric surfactants derived from cyclic monomers having pendant fluorinated carbon groups |
EP1454929B1 (en) * | 2001-08-03 | 2009-11-04 | Daikin Industries, Ltd. | Fluorinated polyether monomer, polymer formed therefrom, and surface-treating agent |
WO2003033603A1 (en) | 2001-10-17 | 2003-04-24 | Efka Additives B.V. | Levelling agent and anti-cratering agent |
KR101027574B1 (ko) * | 2002-08-26 | 2011-04-06 | 다이니폰 인사츠 가부시키가이샤 | 에스아이엠, 에스아이엠 홀더, 아이씨 모듈, 아이씨 카드및 아이씨 카드 홀더 |
KR100596410B1 (ko) * | 2004-11-04 | 2006-07-03 | 한국전자통신연구원 | 기능 확장용 에스디 메모리 카드 |
US7476105B2 (en) * | 2004-08-06 | 2009-01-13 | Super Talent Electronics, Inc. | Super-digital (SD) flash card with asymmetric circuit board and mechanical switch |
BRPI0611037A2 (pt) | 2005-05-26 | 2010-08-10 | Ciba Sc Holding Ag | agente de deslizamento e nivelamento |
KR101365953B1 (ko) | 2005-08-30 | 2014-02-21 | 시바 홀딩 인크 | 니트록실 라디칼 중합반응을 통해 수득된 중합체 |
US9311766B2 (en) * | 2007-09-12 | 2016-04-12 | Devicefidelity, Inc. | Wireless communicating radio frequency signals |
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EP0783023A2 (en) * | 1995-12-26 | 1997-07-09 | Lexmark International, Inc. | Polymeric dispersants for pigmented inks |
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KR20090028536A (ko) | 2009-03-18 |
CN101448865A (zh) | 2009-06-03 |
JP5350224B2 (ja) | 2013-11-27 |
ATE461230T1 (de) | 2010-04-15 |
WO2007134959A1 (en) | 2007-11-29 |
US20090176929A1 (en) | 2009-07-09 |
US7915343B2 (en) | 2011-03-29 |
KR101418268B1 (ko) | 2014-07-11 |
DE602007005369D1 (de) | 2010-04-29 |
EP2021389B1 (en) | 2010-03-17 |
EP2021389A1 (en) | 2009-02-11 |
JP2009537644A (ja) | 2009-10-29 |
RU2008149773A (ru) | 2010-06-27 |
RU2440394C2 (ru) | 2012-01-20 |
BRPI0711928A2 (pt) | 2012-07-31 |
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