CN114605624A - 一种聚合型光稳定剂以及制备与应用 - Google Patents
一种聚合型光稳定剂以及制备与应用 Download PDFInfo
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- CN114605624A CN114605624A CN202210182056.8A CN202210182056A CN114605624A CN 114605624 A CN114605624 A CN 114605624A CN 202210182056 A CN202210182056 A CN 202210182056A CN 114605624 A CN114605624 A CN 114605624A
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- Prior art keywords
- hindered amine
- light stabilizer
- amine light
- hydrogen
- polymeric hindered
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- 238000002360 preparation method Methods 0.000 title claims description 16
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- 238000006243 chemical reaction Methods 0.000 claims description 36
- -1 methoxy, ethoxy, propoxy, octyloxy, cyclohexyloxy Chemical group 0.000 claims description 28
- 239000001257 hydrogen Substances 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 150000002431 hydrogen Chemical class 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
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Abstract
本发明提供一种聚合型高分子量高效、抗迁移、耐抽提的位阻胺光稳定剂,其如通式(Ⅰ)所示,具有热稳定性好、更低碱性、更长效、阻燃等优势,可广泛应用于高分子制品中。
Description
技术领域
本发明涉及高分子材料技术领域,具体的,涉及一种聚合型光稳定剂以及制备方法和用途。
背景技术
高分子材料由于其成本低、可塑性强等优势在人们日常生活扮演着越来越重要的角色,然而由于光、热、氧等环境因素的侵害,高分子材料在使用过程中会发生黄变、变硬、变脆等老化现象。为了解决这一问题,人们通常在加工高分子制品过程中加入抗老化剂来减缓老化现象从而维持高分子材料原有的性能以及延长高分子制品的使用寿命。其中,光稳定剂就是最重要、最常用的抗老化添加剂。位阻胺型光稳定剂(HALS)由于其突出的性能以及工艺制造便捷性在光稳定剂市场占据着主导地位。根据分子量的分布,可以将位阻胺型光稳定剂分为低分子量型和高分子量型位阻胺稳定剂。相比较而言,高分子量比低分子量型位阻胺稳定剂产品具有抗挥发、难迁移、抗抽提、更耐热、低毒性等优势,因此高分子量聚合型光稳定剂一直是市场关注的重点以及研究开发的重要领域。
专利文献CN111808225A公开了一种高分子量聚合型光稳定剂及其制备方法,其结构通式为专利文献CN107955144A公开了一种缩聚型高分子量受阻胺光稳定剂,其结构通式为专利文献CN111849028A公开了一种接枝聚合型光稳定剂,其结构通式为
发明内容
本发明的一个目的是提供一种通式为(I)的聚合型位阻胺光稳定剂及其制备方法和用途。
本发明的目的是通过以下技术方案实现的:
本发明所述聚合型位阻胺光稳定剂的结构如下:
所述m选自3~100中的任一整数(例如3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、22、24、26、28、30、40、50、60、70、80、90、100);
所述n选自0~10中的任一整数(例如0、1、2、3、4、5、6、7、8、9、10);
所述a选自0~3中的任一整数(0、1、2、3);
所述b选自0~3中的任一整数(0、1、2、3);
所述R1选自氢、C1-C18烷基、C3-C8环烷基、C1-C18烷氧基、C3-C8环烷氧基、C1-C18烷酰基、C1-C18烷氧酰基、C6-C12苯基酰氧基中的任一种;
所述R2选自氢、C1-C18烷基或C3-C8环烷基中的任一种;
所述R4选自氢、C6-C12的芳基、C1-C18烷基中的任一种;
所述R5选自化学键(-)、C1-C18亚烷基、C3-C8亚环烷基、C6-C12亚芳基中的任一种。
优选的,m选自3~100中的任一整数;更优选的,m选自3~50中的任一整数;进一步优选的,m选自3~30中的任一整数。
优选的,n选自0~6中的任一整数;更优选的,n选自1~6中的任一整数。
优选的,a为0或1。
优选的,b为0或1。
优选的,所述R1选自氢、C1-C8烷基、C5-C7环烷氧基、C1-C10烷氧基;更优选的,所述R1选自氢、甲基、乙基、丙基、甲氧基、乙氧基、丙氧基、辛氧基、环己氧基。
优选的,所述R2选自氢、C1-C10烷基;更优选的,所述R2选自氢、C1-C6烷基;进一步优选的,所述R2选自氢、甲基、乙基、丙基。
优选的,所述R4选自氢、甲基。
优选的,所述R5选自化学键(-)、C1-C8亚烷基、亚苯基;更优选的,所述R5选自化学键(-)、亚甲基、亚乙基、亚丙基;在本发明的一个实施例中,所述R5为化学键(-)。
在本发明的一个实施方式中,所述聚合型位阻胺光稳定剂具有如下结构:
其中,R1和m具有如上所述定义。
优选的,式Ⅱ中,R1为氢、甲基、丙氧基或环己氧基。
在本发明另一个实施方式中,所述聚合型位阻胺光稳定剂具有如下结构:
其中,R1、n、m具有如上所述定义。
优选的,式Ⅲ中,R1为氢、甲基、丙氧基或环己氧基。
优选的,式Ⅲ中,n为2、3、4、5或6。
在本发明另一个实施方式中,所述聚合型位阻胺光稳定剂具有如下结构:
其中,R1、R5、m具有如上所述定义。
优选的,式Ⅳ中,R1为氢、甲基、丙氧基或环己氧基。
优选的,式Ⅳ中,R5为化学键(-)、亚甲基、亚乙基或亚丙基。
在本发明另一个实施方式中,所述聚合型位阻胺光稳定剂具有如下结构:
其中,R1、R5、n、m具有如上所述定义。
优选的,式Ⅴ中,R1为氢、甲基、丙氧基或环己氧基。
优选的,式Ⅴ中,R5为化学键(-)、亚甲基、亚乙基或亚丙基。
优选的,式Ⅴ中,n为2、3、4、5或6。
在本发明的一些实施例中,所述聚合型位阻胺光稳定剂具有如下结构:
本发明还提供一种通式(I)所述的聚合型位阻胺光稳定剂的制备方法,所述制备方法的工艺路线为:
其中,R3选自C1-C3的烷基,优选的,所述R3选自甲基或乙基。
所述制备方法包括以下步骤:
步骤一:原料S1和S2通过加成反应得到双酯结构单体M1;
步骤二:单体M1和双醇M2进行酯交换反应得到产物P,即聚合型位阻胺光稳定剂(I)。
进一步地,所述步骤一中的加成反应可以在溶剂或无溶剂的条件下进行。
优选的,所述步骤一中的溶剂选自:四氢呋喃、2—甲基四氢呋喃、卤代烃类,乙腈、丙腈、丁腈、芳香烃、脂肪烃类、醇类、二氧六环、二甲亚砜、N,N—二甲基酰胺。
优选的,所述卤代烃类包括:二氯甲烷、二氯乙烷、四氯化碳。
优选的,所述芳香烃包括:苯、甲苯、二甲苯、氯苯、二氯苯。
优选的,所述脂肪烃类包括:石油醚、正己烷、正庚烷、环己烷、正辛烷。
优选的,所述醇类包括:甲醇、乙醇。
优选的,所述加成反应温度为0~180℃(例如0、20、40、50、60、70、80、90、100、110、120、140、160、180);更优选的,所述反应温度为20~120℃;特别优选的,所述反应温度为50~100℃。
进一步地,所述S1和S2的摩尔比为1:2~100(例如1:2、1:3、1:4、1:5、1:10、1:50、1:100);优选的,所述摩尔比为1:2~50;更优选的,所述摩尔比为1:2~3。
优选的,步骤一的反应时间为2~48小时(例如2、4、6、8、10、12、14、16、18、24、36、48小时);更优选的,步骤一反应时间为2~24小时。
进一步的,所述步骤二中的M1和M2酯交换聚合反应可以在有溶剂或无溶剂条件下进行。
优选的,所述步骤二的溶剂可以选自:芳香烃(如苯、甲苯、二甲苯、氯苯、二氯苯等)、脂肪烃类(如石油醚、正己烷、正庚烷、环己烷、正辛烷等)中的一种或多种。
进一步地,所述酯交换反应的温度为60℃~250℃(例如60、80、100、120、140、160、170、180、190、200、220、240、250℃);优选的,所述温度为80~220℃;
进一步地,所述酯交换反应在常压或减压下进行。
进一步地,所述酯交换反应在有催化剂或无催化剂条件下发生,优选的,所述酯交换反应在有催化剂条件下进行。
进一步地,所述催化剂选自:醇钠、氨基锂、有机氧化锡、钛酸酯中的一种或多种。
优选的,所述催化剂为钛酸酯;特别优选四丁基钛酸酯、四异丙基钛酸酯。
进一步地,所述催化剂与M1的摩尔比为1:20~10000(例如1:20、1:50、1:100、1:500、1:1000、1:2000、1:5000、1:10000);优选的,所述摩尔比为1:100~2000。
进一步地,所述反应时间为2~48小时(例如2、4、5、6、7、8、9、10、12、18、24、30、36、48小时);优选的,所述反应时间为2~24小时。
进一步地,M1和M2的摩尔比为1:0.5~2(例如1:0.5、1:0.6、1:0.7、1:0.8、1:0.9、1:1、1:1.1、1:1.2、1:1.3、1:1.4、1:1.5、1:2);优选的,所述M1和M2摩尔比为1:0.75~1.3;特别优选的,所述M1和M2摩尔比为1:0.9~1.1。
进一步地,所述制备方法还包括后处理步骤,优选的,所述后处理步骤包括:催化剂的水解、脱色、过滤、冷却、造粒中的一种或多种;对于有溶剂参与的(步骤一和/或步骤二)反应,后处理步骤还可包括脱溶处理。
本发明还提供一种通式为(Ⅰ)的聚合型位阻胺结构作为稳定剂和/或阻燃剂的用途。
本发明还提供一种组合物,其包含通式为(Ⅰ)的聚合型位阻胺结构,以及一种或两种以上对光、热或氧化敏感的有机物质。
进一步地,所述组合物中还可以包括抗氧化剂、UV吸收剂、受阻胺光稳定剂、增强剂、填充剂、阻燃剂、塑化剂、润滑剂、乳化剂、颜料、流变添加剂、催化剂、流动控制剂、光学增亮剂、耐火剂、抗静电剂及发泡剂等中的一种或多种。
进一步地,所述组合物中聚合型位阻胺结构的量由有机物质的性质、最终用途及添加剂而定,聚合型位阻胺结构可以各种比例使用。
进一步地,所述组合物中聚合型位阻胺结构的量可以为,例如,有机物质重量的0.01-5wt%,例如0.01%,0.05%,0.1%,0.15%,0.2%,0.25%,0.3%,0.35%,0.4%,0.45%,0.5%,1%,2%,3%,4%,5%,优选为0.05-2wt%,更优选为0.05-1wt%。
进一步地,所述有机物质可以选自:聚烯烃、丙烯腈/丁二烯/苯乙烯、聚氯乙烯、聚甲基丙烯酸甲酯、聚缩醛、聚酰胺、聚酰亚胺、环氧树脂、聚氨酯、聚碳酸酯、聚氨酯、聚酯、聚砜、聚脲、聚苯乙烯、热塑性弹性体中的一种或两种以上的组合。
进一步地,所述聚烯烃可以由乙烯、丙烯、1-丁烯、1-戊烯、1-己烯、1-辛烯、4-甲基-1-戊烯等α-烯烃以及某些环烯烃单独聚合或共聚合而得到,例如聚乙烯、聚丙烯、聚1-丁烯、聚4-甲基-1-戊烯、聚氯乙烯、乙烯-醋酸乙烯共聚物等,优选为聚乙烯或聚丙烯。
进一步地,所述聚缩醛可以选自:聚甲醛、含有环氧乙烷作为共聚单体的聚甲醛、用热塑性的聚氨酯、丙烯酸酯或MBS改性的聚缩醛。
进一步地,所述聚酰胺可以选自:由二胺及二元羧酸以及/或由氨基羧酸或相应的内酰胺衍生形成的聚酰胺和共聚酰胺,例如聚酰胺4、聚酰胺6、聚酰胺66、聚酰胺610、聚酰胺69、聚酰胺612、聚酰胺46、聚酰胺1212、聚酰胺11、聚酰胺12,由间二甲苯二胺和己二酸得到的芳族聚酰胺;由六亚甲基和间苯二甲酸或/和对苯二甲酸在有或没有作为改性剂的弹性体存在下得到的聚酰胺。
进一步地,所述聚酯可以选自:由二元羧酸和二醇以及/或从羟基羧酸或其对应的内酯衍生的聚酯,例如聚对苯二甲酸乙二醇酯、聚对苯二甲酸丁二醇酯、聚1,4-二羟甲基环己烷对苯二甲酸酯和聚羟基苯甲酸酯,以及由羟基结尾的聚醚衍生物的嵌段共聚醚酯,和用聚碳酸酯或MBS改性的聚酯。
进一步地,所述热塑性弹性体可以选自:聚烯烃热塑性弹性体及嵌段共聚物型聚苯乙烯热塑性弹性体。聚烯烃热塑性弹性体包含聚烯烃树脂(如充当硬链段的聚乙烯及聚丙烯)及橡胶组合物(如充当软链段的乙烯-丙烯-二烯弹性体(EPDM))。嵌段共聚物型聚苯乙烯热塑性弹性体包含充当硬链段的聚苯乙烯及充当软链段的聚二烯(如聚丁二烯或聚异戊二烯)。或者,聚烯烃弹性体及聚苯乙烯弹性体的掺合物亦可用作本发明的热塑性弹性体。用于将软链段及硬链段组合于热塑性弹性体中的方法可大致分为简单掺和、通过共聚进行植入及动态交联。聚苯乙烯热塑性弹性体链段的组合包括SBS、SIS、SEBS、SEPS、这四种共聚物中任一种的氢化聚合物、SBR的氢化聚合物(HSBR)及聚丙烯与选自这些聚合物的一个或多个任意成员的掺合物。
进一步地,所述抗氧化剂可以选自:酚和/或胺类抗氧剂、亚磷酸酯、硫代酯等,例如,抗氧剂1010、抗氧剂1076、抗氧剂1098、抗氧剂168等。
进一步地,所述UV吸收剂可以选自:水杨酸酯类、苯甲酸酯类、二苯甲酮类、苯并三唑类、三嗪类紫外线吸收剂。
进一步地,所述受阻胺光稳定剂选自:与本发明化合物或其混合物具有不同结构的受阻胺光稳定剂,如双(2,2,6,6-四甲基-4-哌啶基)癸二酸酯、丁二酸与4-羟基-2,2,6,6-四甲基-1-哌啶乙醇的聚合体、Chimassorb 944、Chimassorb 2020、UV-3346、UV-3529、Tinuvin 770、Tinuvin 622LD、Tinuvin 292、HS-625、HS-950等受阻胺类光稳定剂。
进一步地,所述填充剂及增强剂可以选自:碳酸钙、硅酸盐、玻璃纤维、玻璃珠、石棉、滑石、高岭土、云母、硫酸钡、金属氧化物及氢氧化物、碳黑、石墨、木粉及面粉或其他天然产物纤维、合成纤维等。
本发明还提供一种上述通式(Ⅰ)的聚合型位阻胺结构、组合物在制备任何高分子材料制品中的应用。
进一步地,所述的高分子材料制品可以为,例如塑料、橡胶、纤维、涂料、胶黏剂、复合材料等,其可用于汽车内部或外部装饰材料、浮动装置、道路交通装置、农业制品、电器、家具、鞋类、卫生制品、保健制品等领域。
进一步地,塑料产品可以通过本领域技术人员知晓的任何方法制造,包括但不限于,挤出、挤出吹塑、薄膜流延、压延、注塑、吹塑、压塑、热成型、旋压成型、吹挤和旋转铸塑。本发明提供的聚合型位阻胺结构具有高效的防老化性能、在高分子材料制品中不易迁出、热稳定性好等优点,还具备更低碱性、更长效、阻燃等性能优势,可用于制备光稳定剂并广泛用于高分子制品中。本发明提供的聚合型位阻胺结构制备方法步骤简洁,原料易得,易于实现工业化生产。
本发明中出现的术语“烷基”可以是直链或支链的烷基,典型的烷基含有1至22(例如1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22)个碳原子,即C1-22烷基,例如C1-8烷基,C1-6烷基,C1-3烷基,烷基的实例如甲基、乙基、丙基、异丙基、正丁基、异丁基、叔丁基、正戊基、异戊基、正己基、正十二烷基、正十八烷基。同样适用于烷氧基,典型的烷氧基含有1至22(例如1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22)个碳原子,即C1-22烷氧基,例如C1-8烷氧基,C1-6烷氧基,C1-3烷氧基,烷氧基的实例如甲氧基、乙氧基、异丙氧基、丙氧基、丁氧基、己氧基、辛氧基、正十二烷氧基、正十八烷氧基。本发明中术语烷基可以是被一个或多个氮、氧、硫、亚芳基、-C(=O)、-C(=O)-O-、-O-C(=O)-O-、-C(=O)-NH-、-NH-C(=O)-NH-间隔的烷基;也可以是被一个或多个C1-C18烷基、卤素、C3-C8环烷基、C3-C8环烷氧基、C1-C18烷氧基、芳基取代的烷基。
本发明中出现的术语“亚烷基”可以是直链或支链的烷基,典型的亚烷基含有1至22(例如1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22)个碳原子,即C1-22亚烷基,例如C1-18亚烷基,C1-12亚烷基,C1-8亚烷基,C1-6亚烷基,C1-3亚烷基,亚烷基的实例如亚甲基、亚乙基、亚丙基、亚丁基等。本发明中术语亚烷基可以是被一个或多个氮、氧、硫、亚芳基、-C(=O)、-C(=O)-O-、-O-C(=O)-O-、-C(=O)-NH-、-NH-C(=O)-NH-间隔的烷基;也可以是被一个或多个C1-C18烷基、卤素、C3-C8环烷基、C3-C8环烷氧基、C1-C18烷氧基、芳基取代的亚烷基。
本发明中出现的术语“环烷基”包括取代环烷基和不饱和环烷基,典型的环烷基含有1至10(例如1、2、3、4、5、6、7、8、9、10)个碳原子,即C1-10环烷基,例如C3-6环烷基,环烷基的实例如环戊基、环丙基、环己基。本发明中的术语环烷基可以是被一个或多个氮、氧、硫、亚芳基、-C(=O)、-C(=O)-O-、-O-C(=O)-O-、-C(=O)-NH-、-NH-C(=O)-NH-间隔的环烷基,也可以是被一个或多个C1-C18烷基、卤素、C3-C8环烷基、C3-C8环烷氧基、C1-C18烷氧基、芳基取代的环烷基。
本发明中的术语芳基包括全碳芳基和杂芳基,其可以被一个或多个C1-C18烷基、卤素、C3-C8环烷基、C3-C8环烷氧基、C1-C18烷氧基、芳基取代。
具体实施方式
下面将结合实施例对本发明的实施方案进行详细描述,但是本领域技术人员将会理解,下列实施例仅用于说明本发明,而不应视为限制本发明的范围。实施例中未注明具体条件者,按照常规条件或制造商建议的条件进行。所用试剂或仪器未注明生产厂商者,均为可以通过市购获得的常规产品。
实施例1
在配有搅拌以及冷凝出馏装置的1L的烧瓶中加入156克4-氨基-2,2,6,6-四甲基哌啶,氮气置换后,开动搅拌,升温至80℃,往反应体系中滴入172克丙烯酸甲酯,滴加完毕后保温反应12小时,降温至60℃,往反应体系中加入4-羟基-1-(2-羟乙基)-2,2,6,6-四甲基哌啶201克以及钛酸四异丙酯0.284克,反应体系升温至180℃并维持6小时,在负压—0.7公斤下再反应1小时。反应结束后降温到室温得到微黄色透明固体460克。Mn(GPC):5232;粘度:2120cps(100℃)
实施例2
在配有搅拌以及冷凝出馏装置的1L的烧瓶中加入395克N,N'—双(2,2,6,6—四甲基—4—哌啶基)1,6—己二胺,氮气置换后,开动搅拌,升温至90℃,往反应体系中滴入172克丙烯酸甲酯,滴加完毕后保温反应12小时,降温至60℃,往反应体系中加入4—羟基—1—(2—羟乙基)—2,2,6,6—四甲基哌啶201克以及钛酸四异丙酯0.284克,反应体系升温至180℃并维持6小时,在负压—0.7公斤下再反应1小时。反应结束后降温到室温得到微黄色透明固体710克。Mn(GPC):5641;粘度:2325cps(100℃)
实施例3
在配有搅拌以及冷凝出馏分液装置的1L的烧瓶中加入214克1—丙氧基—4—氨基—2,2,6,6—四甲基哌啶和250克正庚烷,氮气置换后,开动搅拌,升温至60℃,往反应体系中滴入172克丙烯酸甲酯,滴加完毕后保温反应18小时,往反应体系中加入4—羟基—1—(2—羟乙基)—2,2,6,6—四甲基哌啶201克以及钛酸四异丙酯0.284克,反应体系升温至80℃并维持24小时,反应结束后在负压条件下脱溶,降温到室温得到黄色固体530克。Mn(GPC):5217;粘度:1962cps(100℃)
实施例4
在配有搅拌以及冷凝出馏装置的1L的烧瓶中加入423克N,N'—双(1,2,2,6,6—五甲基—4—哌啶基)1,6—己二胺,氮气置换后,开动搅拌,升温至90℃,往反应体系中滴入172克丙烯酸甲酯,滴加完毕后保温反应12小时,降温至60℃,往反应体系中加入4—羟基—1—(2—羟乙基)—2,2,6,6—四甲基哌啶201克以及钛酸四异丙酯0.284克,反应体系升温至180℃并维持6小时,在负压—0.7公斤下再反应1小时。反应结束后降温到室温得到微黄色透明固体737克。Mn(GPC):5321;粘度:2127cps(100℃)
实施例5
在配有搅拌以及冷凝出馏装置的1L的烧瓶中加入156克4—氨基—2,2,6,6—四甲基哌啶,氮气置换后,开动搅拌,升温至80℃,往反应体系中滴入172克丙烯酸甲酯,滴加完毕后保温反应12小时,降温至60℃,往反应体系中加入双[1—(2—羟乙基)—2,2,6,6—四甲基哌啶—4—基]草酸酯456克以及钛酸四异丙酯0.284克,反应体系升温至180℃并维持6小时,在负压—0.7公斤下再反应1小时。反应结束后降温到室温得到微黄色透明固体735克。Mn(GPC):4871;粘度:2620cps(100℃)
实验例1稳定热塑性聚乙烯试验
基础配方:
标准聚合物:79.8wt%热塑性聚乙烯;20wt%碳酸钙;0.20wt%抗氧剂(AO—1010);
1#为100wt%标准聚合物;
2#为99.6wt%标准聚合物,0.4wt%空间位阻胺结构EX—P1(实施例1);
3#为99.6wt%标准聚合物,0.4wt%空间位阻胺结构EX—P2(实施例2);
4#为99.6wt%标准聚合物,0.4wt%空间位阻胺结构EX—P3(实施例3);
5#为99.6wt%标准聚合物,0.4wt%空间位阻胺结构EX—P4(实施例4);
6#为99.6wt%标准聚合物,0.4wt%空间位阻胺结构EX—P5(实施例5);
制备测试样品:
在混合机中预先混合各组分,然后190℃下于双螺杆挤出机上进行挤出、造粒。在80℃下干燥8h,然后在200℃下使用吹膜机吹塑成型。最后将样品按照GB/T 16422.2—2014标准进行人工氙灯加速老化测试,测试结果如表1所示:
表1拉伸强度保留率%
实验例2在PP薄膜中作为阻燃剂的性能测试
基础配方:
标准聚合物:99.65wt%热塑性聚丙烯;0.05wt%硬脂酸钙;0.30wt%抗氧剂(AO—1010:AO—168=1:1);
1#为100wt%标准聚合物;
2#为99.2wt%标准聚合物,0.8wt%空间位阻胺结构EX—P3(实施例3);
制备测试样品:
在混合机中预先混合各组分,然后220℃下双螺杆挤出机上进行挤出、造粒。在80℃下干燥8h,然后在热压机中压塑制备。最后将样品按照DIN 4102—B2标准进行样品的阻燃性测试,测试结果如表2所示:
表2样品阻燃性能
实验例3荧光紫外灯老化测试
以PE为试样,按表3中比例添加制备化合物及对比光稳定剂Tinuvin 622。测试是按照GB/T16422.1—2006的要求进行的,其采用UV—A365荧光紫外灯照射试样,灯管功率300W,灯管长度1200mm,在外波长260—360nm。试样于0.1N亚硫酸浸泡24h,后将其暴露面处于完全的辐照范围内,正对试样端部260mm范围和灯管排列面边上50mm范围内,辐照温度60℃,试样每照射2h喷蒸馏水于样品表面2h。分别照射一定时间后取样测试拉伸功能,计算断裂伸长保留率(结果见表4、5、6)。
表3.试样组成:
表4.纯PE光照下的力学性能
表5.PE+0.5%样EX—P3光照下的力学性能
最后应说明的是:以上各实施例仅用以说明本发明的技术方案,而非对其限制;尽管参照前述各实施例对本发明进行了详细的说明,本领域的普通技术人员应当理解:其依然可以对前述各实施例所记载的技术方案进行修改,或者对其中部分或者全部技术特征进行等同替换;而这些修改或者替换,并不使相应技术方案的本质脱离本发明各实施例技术方案的范围。
Claims (10)
2.如权利要求1所述的聚合型位阻胺光稳定剂,其特征在于,m选自3~30中的任一整数;
优选的,m为3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、22、24、26、28或30。
3.如权利要求1所述的聚合型位阻胺光稳定剂,其特征在于,R1选自氢、C1-C8烷基、C5-C7环烷氧基、C1-C10烷氧基;
优选的,R1选自氢、甲基、乙基、丙基、甲氧基、乙氧基、丙氧基、辛氧基、环己氧基。
4.如权利要求1所述的聚合型位阻胺光稳定剂,其特征在于,R5选自化学键(-)、C1-C8亚烷基、亚苯基;
优选的,R5选自化学键(-)、亚甲基、亚乙基、亚丙基。
5.如权利要求1所述的聚合型位阻胺光稳定剂,其特征在于,R2选自氢、甲基、乙基、丙基;和/或,R4选自氢、甲基。
8.如权利要求7所述的制备方法,其特征在于,所述步骤一中的加成反应在溶剂或无溶剂的条件下;
所述加成反应温度为0~180℃;
所述步骤二中的M1和M2酯交换聚合反应在有溶剂或无溶剂条件下进行;
所述酯交换反应的温度为60℃~250℃;
所述酯交换反应在有催化剂或无催化剂条件下进行;所述催化剂选自:醇钠、氨基锂、有机氧化锡、钛酸酯中的一种或多种。
9.一种组合物,其包含权利要求1-7任一项所述的聚合型位阻胺光稳定剂以及一种或两种以上对光、热或氧化敏感的有机物质;
优选地,所述有机物质选自:聚烯烃、丙烯腈/丁二烯/苯乙烯、聚氯乙烯、聚甲基丙烯酸甲酯、聚缩醛、聚酰胺、聚酰亚胺、环氧树脂、聚氨酯、聚碳酸酯、聚氨酯、聚酯、聚砜、聚脲、聚苯乙烯、热塑性弹性体中的一种或两种以上的组合。
10.权利要求1-7任一项所述的聚合型位阻胺光稳定剂在高分子材料制品的制备中的应用;
优选地,所述的高分子材料制品为塑料、橡胶、纤维、涂料、胶黏剂或复合材料。
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WO2001062836A1 (en) * | 2000-02-22 | 2001-08-30 | Ciba Specialty Chemicals Holding Inc. | Stabilizer mixtures for polyolefins |
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