CN101802072B - 通过有机化合物的闭环脱水反应产生的水用于湿交联聚烯烃的原位方法 - Google Patents
通过有机化合物的闭环脱水反应产生的水用于湿交联聚烯烃的原位方法 Download PDFInfo
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- CN101802072B CN101802072B CN200880106587.7A CN200880106587A CN101802072B CN 101802072 B CN101802072 B CN 101802072B CN 200880106587 A CN200880106587 A CN 200880106587A CN 101802072 B CN101802072 B CN 101802072B
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Abstract
一种组合物,其包括:含至少一种具有可水解基团的共聚物的聚合物树脂,氨基酸或二羧酸或酰胺酸类产生水的有机化合物,和催化剂,所述催化剂包括金属原子和至少两个选自烷氧基和羧酸基的配体,所述组合物用于形成通过由闭环脱水反应原位产生的水而湿固化的制品。
Description
技术领域
本发明一般性地涉及湿固化树脂,更具体地涉及用于原位产生水从而进行湿固化的组合物和方法。
背景技术
目前,湿固化树脂占据了在电缆绝缘中交联聚烯烃的大部分市场。它们通常限于具有薄结构的制品,这是因为交联化学过程需要聚合物在低于聚合物的熔点的温度从环境中吸收水分,而水通过半结晶疏水的聚合物扩散非常慢。在制造之前直接添加水是不切实际的,这是因为(a)它在适合于挤出聚乙烯的温度沸腾;(b)它在聚烯烃中的溶解度是极其低的;和(c)在饱和点以上截留在聚合物中的水往往会相分离,导致因空隙产生的缺陷和高度不均匀的交联密度。另外,大量的游离水会导致过早交联。需要在聚烯烃制品中经时产生水但在制品挤出过程中不引起过早交联的方法。
发明内容
在一种实施方式中,本发明是一种组合物,其包括含至少一种具有可水解基团的共聚物的聚合物树脂,氨基酸、酰胺酸或二羧酸类产生水的有机化合物,和催化剂,所述催化剂包括金属原子和至少两个选自烷氧基和羧酸基的配体(1igand taken fron the set alkyloxy and carboxylate)。
在另一实施方式中,本发明是一种组合物,所述组合物包括含至少一种具有可水解基团的共聚物的聚合物树脂,产生水的有机化合物,所述产生水的有机化合物是式(1)的氨基酸或式(2)的二羧酸或式(3)的酰胺酸中的至少一种:
H2N-R1-COOH (1)
HOOC-R1-COOH (2)
HOOC-R1-C(O)NH2(3)
其中R1是具有至少两个碳原子处于两个末端取代基之间的烃二价基团(diradical),和催化剂,所述所述催化剂包括金属原子和至少两个选自烷氧基和羧酸基的配体。
在又一实施方式中,本发明是用于形成湿固化制品的方法,所述方法包括使组合物成形为制品,和使该组合物固化,所述组合物包括含至少一种具有可水解基团的共聚物的聚合物树脂,氨基酸、二羧酸或酰胺酸类产生水的有机化合物,和催化剂,所述催化剂包括金属原子和至少两个选自烷氧基和羧酸基的配体。
附图说明
图1是显示对于各个实施例和对比例,扭矩(torque)与固化时间的关系曲线图。
具体实施方式
本发明的组合物包括至少一种具有可水解基团的共聚物,氨基酸或二羧酸或酰胺酸类产生水的有机化合物,和催化剂。
通过将某些有机分子添加到可湿固化的聚合物中,水可通过足够长时间的闭环脱水反应而产生,从而容许对熔融聚合物成形而没有不可接受的高交联密度。这些反应包括氨基酸到内酰胺的闭环反应,酰胺酸到环状酰亚胺的闭环反应,和二酸到环状酸酐的闭环反应。预料不到的是,我们发现通常选择用来促进三甲氧基甲硅烷基基团(出于提供用于水分诱导的交联的位点的目的,通过直接共聚或者接枝引入到聚烯烃中)的加氢缩合反应(hydrocondensation)的催化剂也催化产生水的闭环反应。由此,水产生的速率和它对温度的依赖性可通过催化剂,催化剂含量,和产生水的化合物的选择来调节。同样,交联程度可通过树脂的硅烷含量和产生水的化合物的浓度来调节。本发明的另一益处通过以下事实来提供:上述产生水的反应的产物,即内酰胺或者酸酐,是非离子型物质,与水分的无机来源例如盐的水合物不同。因此,可预期它们导致与因电荷浓度或者介电损失引起的击穿(breakdown)相关的电学问题的可能性小得多。
欲在熔体或者固体状态下固化并且厚度大于约2mm的任何具有可水解基团的共聚物都会得益于如本发明的固化技术。大多数所述聚合物不需要源自乙烯或任何其它烯烃,但是可源自例如环状的酯或醚。该技术也可用于制造聚合物泡沫体,膜,纤维,鞋类,管等。
具有可水解基团的共聚物最通常是硅烷官能化的共聚物。具有硅烷官能团的聚合物在本领域中是已知的。这些聚合物可通过合适的基础单体(base monomer)与反应性硅烷化合物的共聚反应,或者通过用于将含硅烷的分子接枝到聚合物链的主链上的许多方法之一来制备。通常合适的基础单体(或者用于产生聚合物链主链的单体)包括例如以下的一种或多种:苯乙烯,乙烯,丙烯,甲基丙烯酸甲酯,或乙酸乙烯酯,更通常为乙烯。反应性硅烷化合物可为具有一个或者多个可水解基团的不饱和硅烷化合物。典型的反应性硅烷化合物包括链烯基例如乙烯基,烯丙基,异丙烯基,丁烯基,环己烯基,或者γ-(甲基)丙烯酰氧基烯丙基,和可水解的基团例如烃氧基(hydrocarbyloxy),烃基氧基(hydrocarbonyloxy)或烃基氨基。可水解基团的具体实例包括甲氧基,乙氧基,甲酰氧基,乙酰氧基,丙酰氧基,和烷基氨基或丙烯酰基氨基。更典型地,所述反应性硅烷化合物是乙烯基三烷氧基硅烷。合适的反应性硅烷是乙烯基三甲氧基硅烷。生产具有硅烷官能团的聚合物的方法的实例披露于以下文献中:美国专利3,646,155;6,420,485;6,331,597;3,225,018;和4,574,133,通过参考将所有这些文献并入本申请。具有硅烷官能团的聚合物也是可商购的,例如,SI-LINKTM乙烯-乙烯基三甲氧基硅烷共聚物可得自Dow Chemical Co。
在一种实施方式中,所述的具有可水解基团的共聚物是乙烯和乙烯基三烷氧基硅烷的共聚物(其中烷氧基是R2O,其中R2是1-8个碳原子的烷基),其通过共聚反应产生或者通过自由基接枝反应产生。合适的这种聚合物的实例是乙烯-乙烯基三甲氧基硅烷共聚物。所述乙烯基烷氧基硅烷含量应该为所有单体的约0.1至约5mol%。
可以通过缩合机理形成环结构的氨基酸,酰胺酸,和二羧酸适合用于所述的产生水的化合物。通常,所述产生水的有机化合物是式(1)的氨基酸或式(2)的二羧酸或式(3)的酰胺酸中的至少一种:
H2N-R1-COOH(1)
HOOC-R1-COOH (2)
HOOC-R1-C(O)NH2(3)
其中R1是具有至少两个碳原子处于两个末端取代基之间的烃二价基团。合适的产生水的有机化合物的实例包括γ-氨基丁酸(GABA),邻苯二甲酸,邻氨甲酰苯甲酸,和丁酰胺酸(succinamic acid)。该产生水的化合物存在的量应该足以提供约0.05至约4摩尔水每摩尔硅烷取代基。
该湿固化催化剂可为促进产生水的硅烷缩合交联反应和闭环反应的任何化合物。通常,这种催化剂包括金属原子和至少两个选自烷氧基和羧酸基的配体。出乎意料的是,我们发现通常选择用来促进三甲氧基甲硅烷基基团(处于提供用于水分诱导的交联的位点的目的,通过直接共聚或者接枝引入到聚烯烃中)的加氢缩合反应的催化剂也催化产生水的闭环反应。这种典型的湿固化催化剂在本领域中是已知的,并且包括例如有机碱,羧酸,和有机金属化合物。通常,合适的催化剂落入以下化合物族之一中:
[4]R2Sn(O2C-R′)2,其中R,R′是烷基或芳基。
[5]R2Sn(OR′)(OR″),其中R,R′是烷基,R″可为烷基或氢原子。
[6]R2(R′O)Sn-O-Sn(OR′)R2,其中R是烷基,R′是烷基或羧基(R-C=O)基团或氢原子。
最典型地,湿固化催化剂是铅、钴、铁、镍、锌、钛、铝或锡,优选锡的一种或多种有机金属化合物或络合物,例如二月桂酸二丁基锡或二锡氧烷。具体的催化剂包括例如二月桂酸二丁基锡,马来酸二辛基锡,二醋酸二丁基锡,二辛酸二丁基锡,二-十二烷酸二丁基锡,醋酸亚锡(stannousacetate),辛酸亚锡(stannous octoate),环烷酸铅(lead naphthenate),辛酸锌,钛烷氧基化物,铝烷氧基化物,和环烷酸钴。这些催化剂是可商购的。该催化剂存在的浓度应该为硅烷取代基的约0.1至约20mol%。
各个组分要在足以使混合物完全匀化但是又不足以使该物质胶凝的温度和时间长度下混合。可在添加产生水的化合物之前或之后添加催化剂。通常,在熔体混合设备中将各个组分混合到一起。然后将混合物成形为最终制品。混配和制品制造的温度应该高于聚合物的熔点而低于约250℃。
在一些实施方式中,催化剂或形成水分的化合物中的任一或者二者都以预混和的母料形式添加。该母料通常通过将化合物分散到惰性塑料树脂例如低密度聚乙烯中来形成。母料通过熔体混配方法方便地形成。
然后使成形的制品经受固化期间,这在低于聚合物的熔点的温度进行,直到制品已经达到期望程度的交联为止。通常,该固化可在环境温度或者升高的温度进行,但是固化温度应该高于0℃。
在一些实施方式中,该组合物还可含有非湿固化的(non-moisture curable)聚合物树脂。可添加这些树脂作为催化剂的载体和/或形成水分的化合物的载体(例如,母料方法),作为稀释剂,作为在其它交联反应中的反应物(例如,自由基交联),或者为了给组合物提供特定的物理性质(例如,添加弹性体树脂从而提供弹性或者抗冲击性)。这些非湿固化的树脂应该以不使固化组合物的强度降低至不希望程度的量添加。虽然上限是根据应用的不同而不同的,但是本领域技术人员知道如何确定这种阈值点(cut-off point)。通常,这些树脂的量应该小于约40%。
该组合物可含有其它阻燃剂和填料,包括滑石,碳酸钙,有机粘土(organoclay),玻璃纤维,白垩粉,水泥粉,长石,二氧化硅或玻璃,热解法二氧化硅,硅酸盐,氧化铝,各种磷化合物,溴化铵,三氧化锑,三氧化锑,氧化锌,硼酸锌,硫酸钡,有机硅,硅酸铝,硅酸钙,氧化钛,玻璃微球,白垩,云母,粘土,硅灰石,八钼酸铵(ammonium octamolybdate),溶胀化合物(intumescent compounds),可膨胀石墨(expandable graphite),及其混合物。该填料可含有各种表面涂层或处理物,例如硅烷,脂肪酸,等。卤化有机化合物包括卤代烃例如氯化石蜡(chlorinated paraffin),卤化芳族化合物例如五溴甲苯,十溴二苯基醚,十溴二苯基乙烷,乙烯-二(四溴邻苯二甲酰亚胺),灭蚁灵(dechlorane plus),和其它含卤素的阻燃剂。本领域中技术人员能根据期望的组合物的性能认识到并选择合适的卤素试剂(halogenagent)。该组合物还可包括各种其它添加剂。可添加过氧化物和自由基引发剂用于使该树脂交联。
该组合物可含有其它添加剂例如抗氧化剂(例如,受阻酚(例如CibaSpecialty Chemicals的注册商标IRGANOXTM 1010),亚磷酸酯(盐)(例如,Ciba Specialty Chemicals的注册商标IRGAFOSTM 168),紫外线稳定剂,粘着添加剂,光稳定剂(例如受阻胺),增塑剂(例如邻苯二甲酸二辛酯或环氧化的大豆油),热稳定剂,脱模剂,增粘剂(例如烃增粘剂),蜡(例如聚乙烯蜡),加工助剂(例如油,有机酸例如硬脂酸,有机酸的金属盐),交联剂(例如过氧化物或硅烷),着色剂或颜料,添加的程度是它们不影响本发明的组合物的期望的物理或机械性质,和其它阻燃添加剂。以上添加剂以本领域技术人员已知的功能相当的量使用,通常该量为至多约65wt%,基于组合物的总重量。
实施例
实施例1.将乙烯和乙烯基三甲氧基硅烷的共聚物(VTMS)的粒化样品(41.3g)(含有1.5wt%VTMS)添加到双螺杆混合机(设定点(setpoint)为128℃和25RPM)中,接着4分钟之后添加0.454gγ-氨基丁酸(GABA)和10分钟之后添加0.052g二月桂酸二丁基锡(DBTDL)。在混合工艺过程中,温度为120-125℃。在又一个4分钟之后,使混合机停止,并将混配的物质从混合机中取出,使其固化。在两个不相互作用的膜的片材之间将组合物的样品(4-6g)压缩成圆盘,并用振荡流变测定法(oscillating rheometry)在140℃在100RPM和0.5°偏移下(excursion)进行分析。该样品显示的扭矩在5分钟后为0.45lb-in,在62分钟后为0.81lb-in。
实施例2.将与实施例1相同的共聚物的样品(41.3g)添加到双螺杆混合机中,设置与实施例1中相同,1分钟之后,添加0.471g GABA,3分钟之后添加0.133g DBTDL。在混合工艺过程中,温度为118-123℃。在又一个5分钟之后,从混合机中取出该物质,并使其固化。在两个不相互作用的膜的片材之间将样品(4-6g)压缩成圆盘,并用振荡流变测定法在140℃在100RPM和0.5°偏移下进行分析。该样品显示的扭矩在5分钟后为0.47lb-in,在60分钟后为1.09lb-in。
实施例3.将与实施例1相同的共聚物的样品(41.5g)添加到双螺杆混合机中,设置与实施例1中相同,1分钟之后,添加0.935g GABA,2分钟之后添加0.133g DBTDL。在混合工艺过程中,温度为120-123℃。在5分钟之后,从混合机中取出该物质,并使其固化。在两个不相互作用的膜的片材之间将样品(4-6g)压缩成圆盘,并用振荡流变测定法在140℃在100RPM和0.5°偏移下进行分析。该样品显示的扭矩在5分钟后为0.45lb-in,在62分钟后为1.10lb-in。
实施例4.将与实施例1相同的共聚物的样品(40.6g)添加到双螺杆混合机中,设置与实施例1中相同,3分钟之后,添加0.918g GABA,3分钟之后添加0.228g DBTDL。在混合工艺过程中,温度为118-123℃。在10分钟之后,从混合机中取出该物质,并使其固化。在两个不相互作用的膜的片材之间将样品(4-6g)压缩成圆盘,并用振荡流变测定法在140℃在100RPM和0.5°偏移下进行分析。该样品显示的扭矩在5分钟后为0.50lb-in,在62分钟后为1.50lb-in。
实施例5.将与实施例1相同的共聚物的样品(41.6g)添加到双螺杆混合机中,设置与实施例1中相同,7分钟之后,添加0.794g邻苯二甲酸,3分钟之后添加0.128g DBTDL。在混合工艺过程中,温度为122℃。在5分钟之后,从混合机中取出该物质,并使其固化。在两个不相互作用的膜的片材之间将样品(4-6g)压缩成圆盘,并用振荡流变测定法在140℃在100RPM和0.5°偏移下进行分析。该样品显示的扭矩在5分钟后为0.42lb-in,在62分钟后为0.79lb-in。
对比例1(不含催化剂).将与实施例1相同的共聚物的样品(41.3g)添加到双螺杆混合机中,设置与实施例1中相同,3分钟之后,添加0.919gGABA。在混合工艺过程中,温度为112-123℃。在5分钟之后,从混合机中取出该物质,并使其固化。在两个不相互作用的膜的片材之间将样品(4-6g)压缩成圆盘,并用振荡流变测定法在140℃在100RPM和0.5°偏移下进行分析。该样品显示的扭矩在5分钟后为0.38lb-in,在62分钟后为0.38lb-in。
对比例2(不含产生水的化合物).将与实施例1相同的共聚物的样品(41.5g)添加到双螺杆混合机中,设置与实施例1中相同,3分钟之后,添加0.233g DBTDL。在混合工艺过程中,温度为116-123℃。在6分钟之后,从混合机中取出该物质,并使其固化。在两个不相互作用的膜的片材之间将样品(4-6g)压缩成圆盘,并用振荡流变测定法在140℃在100RPM和0.5°偏移下进行分析。该样品显示的扭矩在5分钟后为0.40lb-in,在62分钟后为0.45lb-in。
对于各个实施例和对比例的扭矩(torque)与时间的关系曲线图如图1中所示。
这些实施例表明,乙烯基三甲氧基硅烷共聚物,氨基酸或邻苯二甲酸,和有机金属催化剂的组合物在140℃引起了显著的交联。比较实施例1和实施例2,以及实施例3和实施例4表明,1小时扭矩值(one-hour torque)随存在的催化剂的量增加而增加。比较实施例2和实施例3表明,在恒定的催化剂水平下,1小时扭矩对于存在的GABA的量的增加比较不敏感。比较实施例5和实施例2表明,在接近等摩尔的浓度时,GABA比邻苯二甲酸提供了较高的1小时扭矩值。
Claims (18)
1.一种组合物,其包括:
(A)含至少一种具有可水解硅烷官能团的共聚物的聚合物树脂,
(B)氨基酸或二羧酸或酰胺酸类产生水的有机化合物,所述产生水的化合物存在的量足以提供0.1至4摩尔水每摩尔可水解基团,和
(C)催化剂,所述催化剂包括金属原子和至少两个选自烷氧基和羧酸基的配体,所述催化剂存在的量为可水解基团的摩尔数的0.1至20mol%。
2.权利要求1的组合物,其中所述共聚物是乙烯基三烷氧基硅烷和至少一种其它单体的聚合反应产物。
3.权利要求2的组合物,其中所述其它单体选自苯乙烯,乙烯,丙烯,甲基丙烯酸甲酯,或者乙酸乙烯酯中的一种或多种。
4.权利要求1的组合物,其中所述共聚物是乙烯和乙烯基三甲氧基硅烷的共聚物。
5.权利要求2的组合物,其中乙烯基三烷氧基硅烷存在的量为所有单体的0.1至5mol%。
6.权利要求1的组合物,其中所述产生水的有机化合物是式(1)的氨基酸或式(2)的二羧酸或式(3)的酰胺酸中的至少一种:
H2N-R1-COOH(1)
HOOC-R1-COOH(2)
HOOC-R1-C(O)NH2(3)
其中R1是具有至少两个碳原子处于两个末端取代基之间的烃二价基团。
7.权利要求6的组合物,其中所述氨基酸是γ-氨基丁酸。
8.权利要求6的组合物,其中所述二羧酸是邻苯二甲酸。
9.权利要求6的组合物,其中所述酰胺酸是邻氨甲酰苯甲酸。
10.权利要求1的组合物,其中所述催化剂是二月桂酸二丁基锡或二锡氧烷。
11.权利要求1的组合物,其中所述催化剂是二月桂酸二丁基锡。
12.一种组合物,其包括权利要求1的组合物和至少一种非湿固化的聚合物树脂。
13.一种组合物,其包括权利要求1的组合物和以下物质中的至少一种:阻燃剂,填料,抗氧化剂,亚磷酸酯或盐,紫外线稳定剂,粘着添加剂,光稳定剂,热稳定剂,脱模剂,增粘剂,蜡,加工助剂,交联剂或着色剂。
14.用于形成湿固化制品的方法,所述方法包括使权利要求1的组合物成形为制品并使该组合物固化。
15.权利要求14的方法,其中所述固化在低于所述共聚物的熔点的温度进行。
16.权利要求14的方法,其中所述固化在环境温度进行。
17.权利要求14的方法,其中所述制品是泡沫体,膜,纤维,鞋类,管,电缆,或线材。
18.权利要求14的方法,其中所述制品是在高于所述聚合物树脂的熔点的温度成形的。
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CA2732284A1 (en) * | 2008-03-31 | 2009-10-08 | Dow Global Technologies Inc. | Crosslinked polymer particles |
DE102011002440A1 (de) * | 2011-01-04 | 2012-07-05 | Wacker Chemie Ag | Verfahren zur Vernetzung feuchtevernetzbarer Polymere mit einem Wasserspendersystem |
EP2657283A1 (en) * | 2012-04-27 | 2013-10-30 | Borealis AG | Catalyst masterbatch |
EP2945994B1 (en) | 2013-01-18 | 2018-07-11 | Basf Se | Acrylic dispersion-based coating compositions |
WO2015077061A1 (en) | 2013-11-25 | 2015-05-28 | Dow Global Technologies Llc | Moisture-and peroxide-crosslinkable polymeric compositions |
JP6582001B2 (ja) | 2014-06-18 | 2019-09-25 | ダウ グローバル テクノロジーズ エルエルシー | ハロゲン化ポリマー及び金属メルカプチドを有する水分硬化性ポリマー組成物 |
KR102396101B1 (ko) | 2014-06-27 | 2022-05-11 | 다우 글로벌 테크놀로지스 엘엘씨 | 안정화된 수분-경화성 폴리머성 조성물 |
CN106574088B (zh) | 2014-06-27 | 2020-04-28 | 陶氏环球技术有限责任公司 | 稳定化湿可固化聚合组合物 |
EP3383943A1 (en) | 2015-11-30 | 2018-10-10 | Dow Global Technologies, LLC | Stabilized moisture-curable polymeric compositions |
BR112018010300B1 (pt) | 2015-12-09 | 2022-02-01 | Dow Global Technologies Llc | Composição polimérica reticulável de silano e condutor revestido |
US11414540B2 (en) | 2017-12-29 | 2022-08-16 | Dow Global Technologies Llc | Method for modifying polycarbonate blends |
CN111417673A (zh) | 2017-12-29 | 2020-07-14 | 陶氏环球技术有限责任公司 | 制备交联聚烯烃粒子的方法 |
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US20110015335A1 (en) | 2011-01-20 |
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CA2692762A1 (en) | 2009-01-22 |
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JP5153873B2 (ja) | 2013-02-27 |
KR20100037631A (ko) | 2010-04-09 |
BRPI0812645A2 (pt) | 2014-12-23 |
WO2009012069A1 (en) | 2009-01-22 |
EP2170986B1 (en) | 2011-06-22 |
ATE513873T1 (de) | 2011-07-15 |
CN101802072A (zh) | 2010-08-11 |
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