CN108495888B - 用于稳定多元醇与聚氨基甲酸酯的添加剂混合物 - Google Patents
用于稳定多元醇与聚氨基甲酸酯的添加剂混合物 Download PDFInfo
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- CN108495888B CN108495888B CN201780007521.1A CN201780007521A CN108495888B CN 108495888 B CN108495888 B CN 108495888B CN 201780007521 A CN201780007521 A CN 201780007521A CN 108495888 B CN108495888 B CN 108495888B
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Abstract
本发明涉及一种组合物,其包含以下组分:(a)对氧化、热或光诱发性降解敏感的有机材料,其为聚醚多元醇、聚酯多元醇或聚氨基甲酸酯;(b)式I的双酚稳定剂,其中n为1、2、3、4、5、6、7、8、9、10或11;以及(c)式II的色原醇稳定剂,其中R1和R2彼此独立地为H或C1‑烷基。本发明描述一种用于制造前述组合物的方法、包含组分(b)及组分(c)的添加剂混合物用于稳定该组分(a)及该添加剂混合物自身的用途。
Description
本发明涉及包含聚醚多元醇、聚酯多元醇或聚氨基甲酸酯作为组分(a)的组合物及用于稳定组分(a)的添加剂混合物。添加剂混合物包含特定双酚稳定剂作为组分(b)及特定色原醇(chromanol)稳定剂作为组分(c)。阐述用于制造前述组合物的方法、添加剂混合物用于稳定组分(a)及添加剂混合物自身的用途。
聚氨基甲酸酯广泛用作多种技术应用中的工程材料。如同多种有机材料,聚氨基甲酸酯对由曝露于能量或化学反应性物质导致的降解敏感。一方面,已存在形成聚氨基甲酸酯自身的起始物质多元醇及二异氰酸酯或多异氰酸酯的初始发热反应,且另一方面在聚氨基甲酸酯工作时间期间长期曝露。所形成的聚氨基甲酸酯可另外首先曝露于工业处理,例如在热塑性聚氨基甲酸酯的情形下,在高温及高剪切力下的挤压。在聚氨基甲酸酯发泡体的情形下,起始物质的初始发热反应在发泡剂(如水)鼓泡的条件下进行。若需要具有软发泡体稠度的聚氨基甲酸酯,则聚醚多元醇或聚酯多元醇通常用作聚氨基甲酸酯的多元醇起始物质。聚醚多元醇或聚酯多元醇本身已为对由曝露于能量或化学反应性物质导致的降解敏感的有机材料。若其已呈损害状态作为起始物质采用于聚氨基甲酸酯,则此不益于所形成聚氨基甲酸酯的耐性。
US 5695689公开聚醚多元醇,其由生育酚稳定。在其一些实例中,α生育酚或α生育酚及辛基二苯胺在生产聚氨基甲酸酯发泡体期间添加至聚醚多元醇作为稳定剂。
WO 93/10178公开含有抗氧化剂的聚醚以及由该类聚醚制成的聚氨基甲酸酯。在其一些实例中,聚氨基甲酸酯发泡体基于多元醇与二异氰酸甲苯酯在作为抗氧化剂的尤其α生育酚混合物及Irganox L 135(RTM,BASF)存在下的反应来制备。Irganox L 135陈述为C7-C9醇的混合物的3,5-二叔丁基-4-羟基氢化肉桂酸酯的商品级。
尽管存在一系列已可用稳定剂概念,但仍需要针对抵抗加热、光和/或氧化的不利影响的聚醚多元醇、聚酯多元醇或聚氨基甲酸酯的改进稳定性的另外技术概念。除所需稳定性效果以外,技术概念优选允许在其应用期间的简化操作。
本发明的目的为提供抵抗加热、光和/或氧化的不利影响的改进稳定性。具体而言,抵抗经由氧气的氧化的良好耐性为所需的。具体而言,抵抗焦化的良好耐性为所需的,该焦化为在呈发泡体形式的材料处观测到的降解。
根据本发明,该目的通过组合物实现,其包含以下组分
(a)对氧化、热或光诱发性降解敏感的有机材料,其为聚醚多元醇、聚酯多元醇或聚氨基甲酸酯;
(b)式I的双酚稳定剂
其中
n为1、2、3、4、5、6、7、8、9、10或11;以及
(c)式II的色原醇稳定剂
其中
R1和R2彼此独立地为H或C1-烷基。
聚醚多元醇为例如羟基封端聚醚。羟基封端聚醚例如通过例如在BF3存在下使环氧化物(如环氧乙烷、环氧丙烷、环氧丁烷、四氢呋喃、苯乙烯氧化物或表氯醇)与自身聚合来制备,或通过这些环氧化物单独或作为混合物或依次地与含有反应性氢原子的起始组分(如水、醇、氨或胺,例如乙二醇、1,3-丙二醇及1,2-丙二醇、三羟甲基丙烷、4,4'-二羟基二苯基丙烷、苯胺、乙醇胺或乙二胺)的加成反应来制备。蔗糖聚醚也适合。尤其优选为主要(以存在于聚醚中的所有OH基团计,高达90重量%)含有伯OH基团的聚醚多元醇。此外,通过乙烯基聚合物改进的聚醚多元醇为适合的,如例如通过使苯乙烯与丙烯腈在聚醚多元醇存在下聚合而形成。
具体而言,聚醚多元醇化合物具有400-10000、尤其800至10000的分子量,且为尤其含有2至8个羟基、尤其2至4个羟基的多羟基化合物。
聚酯多元醇例如通过二酸与二醇的缩聚生产,其中二醇过量施加。二醇经由具有多于两个羟基的多元醇的局部替代产生分支化聚酯多元醇。二酸为例如己二酸、戊二酸、丁二酸、顺丁烯二酸或邻苯二甲酸。二醇为例如乙二醇、二乙二醇、1,4-丁二醇、1,5-戊二醇、新戊二醇或1,6-己二醇。具有多于两个羟基的多元醇为例如丙三醇、三羟甲基丙烷或季戊四醇。
聚氨基甲酸酯为例如自多元醇及脂族或芳族多异氰酸酯合成的聚氨基甲酸酯,如一方面来源于羟基封端聚醚、聚酯或聚丁二烯及另一方面来源于脂族或芳族多异氰酸酯以及其前驱体的聚氨基甲酸酯。
适合的多异氰酸酯为脂族或芳族,例如二异氰酸亚乙酯、二异氰酸1,4-四亚甲酯、二异氰酸1,6-六亚甲酯、二异氰酸1,12-十二烷酯、1,3-二异氰酸环丁烷酯、1,3-二异氰酸环己烷酯及环己烷-1,4-二异氰酸酯以及这些异构体的任何所需混合物、1-异氰酸酯基-3,3,5-三甲基-5-异氰酸酯基甲基环己烷、二异氰酸2,4-六氢甲苯酯及二异氰酸2,6-六氢甲苯酯以及这些异构体的任何所需混合物、二异氰酸六氢-1,3-亚苯酯和/或二异氰酸六氢-1,4-亚苯酯、二异氰酸全氢-2,4'-二苯基甲烷酯和/或二异氰酸全氢-4,4'-二苯基甲烷酯、二异氰酸1,3-亚苯酯及二异氰酸1,4-亚苯酯、二异氰酸2,4-亚甲苯酯及二异氰酸2,6-亚甲苯酯以及这些异构体的任何所需混合物、2,4'-二异氰酸二苯基甲烷酯和/或二苯基甲烷-4,4'-二异氰酸酯、1,5-二异氰酸亚萘酯、4,4',4"-三异氰酸三苯基甲烷酯、如通过苯胺-甲醛的缩合随后光气化(phosgenization)所获得的多异氰酸聚苯-聚亚甲酯、异氰酸间异氰酸酯基苯磺酰酯及异氰酸对异氰酸酯基苯磺酰酯、全氯化多异氰酸芳酯、含有碳化二亚氨基团的多异氰酸酯、含有脲基甲酸酯基团的多异氰酸酯、含有异氰尿酸酯基团的多异氰酸酯、含有氨基甲酸酯基团的多异氰酸酯、含有酰基化脲基团的多异氰酸酯、含有缩二脲基团的多异氰酸酯、含有酯基的多异氰酸酯、上述异氰酸酯与缩醛的反应产物,以及含有聚合脂肪酸基团的多异氰酸酯。
也可使用含异氰酸酯基的蒸馏残留物,如其为上述多异氰酸酯中的一个或多者或溶解于上述多异氰酸酯中的一个或多者中,其在工业制备异氰酸酯的过程中获得。此外,可使用上述多异氰酸酯的任何所需混合物。
优选为二异氰酸2,4-亚甲苯酯或二异氰酸2,6-亚甲苯酯或这些异构体的任何所需混合物(“TDI”)、如通过苯胺-甲醛缩合随后光气化所获得的聚苯-聚亚甲基-多异氰酸酯(“粗制MDI”)或含有碳化二亚胺、氨基甲酸酯、脲基甲酸酯、异氰尿酸酯、脲或缩二脲基团的多异氰酸酯(“改质多异氰酸酯”)。
聚氨基甲酸酯可为均质聚氨基甲酸酯或多孔聚氨基甲酸酯。
优选为组合物,其中组分(a)的有机材料为聚醚多元醇或聚氨基甲酸酯,其通过包含聚醚多元醇作为一种起始物质的起始物质的反应聚合。具体而言,组分(a)的有机材料为聚醚多元醇或聚氨基甲酸酯,其通过多异氰酸酯与聚醚多元醇的反应聚合。极特定而言,组分(a)的有机材料为聚氨基甲酸酯,其通过多异氰酸酯与聚醚多元醇的反应聚合。
优选为组合物,其中在双酚稳定剂的式I处n为1、2、3、4、5或6。尤其优选为n=1、2、3或4、尤其n=2、3或4且极特定n=2或3的式I的双酚稳定剂。
有可能使用式I的至少两种双酚稳定剂的混合物作为组分(b),尤其其中第一双酚稳定剂为含n的式I且第二双酚稳定剂为含n+1的式I的混合物。因此,第二双酚稳定剂与第一双酚稳定剂不同的处在于多一个乙氧基。在该混合物的情况下,n为1与10之间的整数。优选地,n为1与5之间的整数。
优选为组合物,其中组分(b)为式I的至少两种双酚稳定剂的混合物,其中第一双酚稳定剂为含n的式I,第二双酚稳定剂为含n+1的式I,且n为1、2、3、4或5。
式I的双酚稳定剂例如可通过如所描绘的3-(3,5-二叔丁基-4-羟基-苯基)丙酸
与式IV的对应二醇衍生物的缩合获得
经由酯的酯基转移进行缩合为合成有利的,酯为例如甲基-(3,5-二叔丁基-4-羟基-苯基)丙酸酯。式IV的二醇衍生物为例如所谓二乙二醇,其中n=1,即2-(2-羟基乙氧基)乙醇、所谓三乙二醇,其中n=2,即2-[2-(2-羟基乙氧基)乙氧基]乙醇、所谓四乙二醇,其中n=3,即2-[2-[2-(2-羟基乙氧基)乙氧基]乙氧基]乙醇、所谓五乙二醇,其中n=4,即2-[2-[2-[2-(2-羟基乙氧基)乙氧基]乙氧基]乙氧基]乙醇或另一同系物二醇,直至n=11。还适合的有式IV的至少两种二醇衍生物的混合物,尤其其中式IV的至少两种二醇衍生物彼此不同的处在于一个乙氧基的混合物。此产生具有式I的至少两种双酚稳定剂的混合物,其中第一双酚稳定剂为含n的式I且第二双酚稳定剂为含n+1的式I。在该混合物的情况下,n为1与10之间的整数。工业可用的为式IV的二醇衍生物的混合物,例如聚乙二醇200或聚乙烯300。优选地,二醇衍生物为其中n=1、2、3、4、5或6、尤其1、2、3或4且极特定2或3的式IV。此外,可通过3-(3,5-二叔丁基-4-羟基-苯基)丙酸与聚乙二醇200的缩合或通过甲基-(3,5-二叔丁基-4-羟基-苯基)丙酸酯与聚乙烯200的酯基转移获得的式I的双酚稳定剂为优选的。
式II的色原醇稳定剂在其化学结构中的位置2、4'及8'处具有三个不对称碳原子。在单个不对称碳原子处的R及S构型的所有组合经覆盖,还包括对映异构体及非对映异构体的混合物,例如外消旋混合物。式II的色原醇稳定剂为例如α生育酚,即R1为C1-烷基,R2为C1-烷基且构型2R、4'R及8'R;β生育酚,即R1为C1-烷基,R2为氢且构型2R、4'R及8'R;γ生育酚,即R1为氢,R2为C1-烷基且构型2R、4'R及8'R;或δ生育酚,即R1为氢,R2为氢且构型2R、4'R及8'R。式II的色原醇稳定剂的混合物也适合。举例而言,天然维生素E或工业合成维生素E含有式II的色原醇稳定剂。优选地,R1和R2中的至少一个为C1-烷基。具体而言,R1和R2为C1-烷基。
优选为组合物,其中在组分(c)的式II处,R1和R2中的至少一个为C1-烷基。
优选为组合物,其中在组分(c)的式II处,R1和R2为C1-烷基。
优选地,作为组分(b)的式I的双酚稳定剂及作为组分(c)的式II的色原醇稳定剂的组合量以作为组分(a)的有机材料的重量计在0.1重量%至10重量%的范围内。具体而言,组合量在0.2重量%至5重量%的范围内,极特定在0.3重量%至1.5重量%的范围内且尤其在0.35重量%至0.7重量%的范围内。
优选为根据任何前述主张的组合物,其中作为组分(b)的式I的双酚稳定剂及作为组分(c)的式II的色原醇稳定剂的组合量以作为组分(a)的有机材料的重量计在0.1重量%至10重量%的范围内。
优选地,作为组分(b)的式I的双酚稳定剂与作为组分(c)的式II的色原醇稳定剂的重量比在0.5与20之间。作为一实例,0.5的重量比代表1重量份的作为组分(b)的式I的双酚稳定剂及2重量份的作为组分(c)的式II的色原醇稳定剂。作为另一实例,20的重量比代表1重量份的作为组分(b)的式I的双酚稳定剂及0.05重量份的作为组分(c)的式II的色原醇稳定剂。具体而言,重量比在0.9与11之间,极特定在0.95与8之间,尤其在1与5之间且极尤其在2与4之间。
优选为组合物,其中作为组分(b)的式I的双酚稳定剂与作为组分(c)的式II的色原醇稳定剂的重量比在0.5与20之间,尤其在0.9与11之间。
优选为组合物,其包含以下组分
(a)对氧化、热或光诱发性降解敏感的有机材料,其为聚醚多元醇、聚酯多元醇或聚氨基甲酸酯;
(b)式I的双酚稳定剂,其可通过甲基-(3,5-二叔丁基-4-羟基-苯基)丙酸酯与聚乙烯200的酯基转移获得,
(c)式II的色原醇稳定剂,且
作为组分(b)的式I的双酚稳定剂与作为组分(c)的式II的色原醇稳定剂的重量比在2与5之间。
优选为组合物,其中作为组分(b)的式I的双酚稳定剂及作为组分(c)的式II的色原醇稳定剂的组合量以作为组分(a)的有机材料的重量计在0.2重量%至5重量%的范围内,尤其0.3重量%至1.5重量%,且其中作为组分(b)的式I的双酚稳定剂与作为组分(c)的式II的色原醇稳定剂的重量比在0.9与11之间,尤其在0.95与8之间。
任选地,包含组分(a)、组分(b)及组分(c)的组合物含有另一添加剂作为组分(d)。
另一添加剂例如选自以下清单:
1.抗氧化剂
1.1.烷基化单酚,例如2,6-二叔丁基-4-甲酚、2-叔丁基-4,6-二甲酚、2,6-二叔丁基-4-乙酚、2,6-二叔丁基-4-正丁酚、2,6-二叔丁基-4-异丁酚、2,6-二环戊基-4-甲酚、2-(α-甲基环己基)-4,6-二甲酚、2,6-二(十八基)-4-甲酚、2,4,6-三环己酚、2,6-二叔丁基-4-甲氧基甲酚、壬酚(其在侧链中为直链或分支链,例如2,6-二壬基-4-甲酚)、2,4-二甲基-6-(1'-甲基十一-1'-基)酚、2,4-二甲基-6-(1'-甲基十七-1'-基)酚、2,4-二甲基-6-(1'-甲基十三-1'-基)酚、2,4-二甲基-6-(1'-甲基-1'-十四基-甲基)酚及其混合物。
1.2.烷基硫基甲酚,例如2,4-二辛基硫基甲基-6-叔丁酚、2,4-二辛基硫基甲基-6-甲酚、2,4-二辛基硫基甲基-6-乙酚、2,6-二(十二基)硫基甲基-4-壬酚。
1.3.氢醌及烷基化氢醌,例如2,6-二叔丁基-4-甲氧基酚、2,5-二叔丁基氢醌、2,5-二叔戊基氢醌、2,6-二苯基-4-十八烷氧基酚、2,6-二叔丁基氢醌、2,5-二叔丁基-4-羟基甲氧苯、3,5-二叔丁基-4-羟基甲氧苯、3,5-二叔丁基-4-羟苯基硬脂酸酯、双(3,5-二叔丁基-4-羟苯基)己二酸酯。
1.4.羟基化硫代二苯醚,例如2,2'-硫基双(6-叔丁基-4-甲酚)、2,2'-硫基双(4-辛酚)、4,4'-硫基双(6-叔丁基-3-甲酚)、4,4'-硫基双(6-叔丁基-2-甲酚)、4,4'-硫基双(3,6-二第二戊酚)、4,4'-双(2,6-二甲基-4-羟苯基)二硫化物。
1.5.亚烷基双酚,例如2,2'-亚甲基双(6-叔丁基-4-甲酚)、2,2'-亚甲基双(6-叔丁基-4-乙酚)、2,2'-亚甲基双[4-甲基-6-(α-甲基环己基)酚]、2,2'-亚甲基双(4-甲基-6-环己基酚)、2,2'-亚甲基双(6-壬基-4-甲酚)、2,2'-亚甲基双(4,6-二叔丁基酚)、2,2'-亚乙基双(4,6-二叔丁基酚)、2,2'-亚乙基双(6-叔丁基-4-异丁基酚)、2,2'-亚甲基双[6-(α-甲基苯甲基)-4-壬基酚]、2,2'-亚甲基双[6-(α,α-二甲苯甲基)-4-壬基酚]、4,4'-亚甲基双(2,6-二叔丁基酚)、4,4'-亚甲基双(6-叔丁基-2-甲酚)、1,1-双(5-叔丁基-4-羟基-2-甲苯基)丁烷、2,6-双(3-叔丁基-5-甲基-2-羟基苯甲基)-4-甲酚、1,1,3-三(5-叔丁基-4-羟基-2-甲苯基)丁烷、1,1-双(5-叔丁基-4-羟基-2-甲苯基)-3-正十二烷基巯基丁烷、乙二醇双[3,3-双(3'-叔丁基-4'-羟苯基)丁酸酯]、双(3-叔丁基-4-羟基-5-甲基-苯基)二环戊二烯、双[2-(3'-叔丁基-2'-羟基-5'-甲苯甲基)-6-叔丁基-4-甲苯基]对苯二甲酸酯、1,1-双(3,5-二甲基-2-羟苯基)丁烷、2,2-双(3,5-二叔丁基-4-羟苯基)丙烷、2,2-双(5-叔丁基-4-羟基-2-甲苯基)-4-正十二烷基巯基丁烷、1,1,5,5-四(5-叔丁基-4-羟基-2-甲苯基)戊烷。
1.6.O-、N-及S-苯甲基化合物,例如3,5,3',5'-四叔丁基-4,4'-二羟基二苯甲基醚、十八基-4-羟基-3,5-二甲苯甲基巯基乙酸酯、十三基-4-羟基-3,5-二叔丁基苯甲基巯基乙酸酯、三(3,5-二叔丁基-4-羟基苯甲基)胺、双(4-叔丁基-3-羟基-2,6-二甲苯甲基)二硫对苯二甲酸酯、双(3,5-二叔丁基-4-羟基苯甲基)硫化物、异辛基-3,5-二叔丁基-4-羟基苯甲基巯基乙酸酯。
1.7.羟基苯甲基化丙二酸酯,例如二(十八基)-2,2-双(3,5-二叔丁基-2-羟基苯甲基)丙二酸酯、二(十八基)-2-(3-叔丁基-4-羟基-5-甲苯甲基)丙二酸酯、二(十二基)巯基乙基-2,2-双(3,5-二叔丁基-4-羟基苯甲基)丙二酸酯、双[4-(1,1,3,3-四甲基丁基)苯基]-2,2-双(3,5-二叔丁基-4-羟基苯甲基)丙二酸酯。
1.8.芳族羟基苯甲基化合物,例如1,3,5-三(3,5-二叔丁基-4-羟基苯甲基)-2,4,6-三甲苯、1,4-双(3,5-二叔丁基-4-羟基苯甲基)-2,3,5,6-四甲苯、2,4,6-三(3,5-二叔丁基-4-羟基苯甲基)酚。
1.9.三嗪化合物,例如2,4-双(辛基巯基)-6-(3,5-二叔丁基-4-羟基苯氨基)-1,3,5-三嗪、2-辛基巯基-4,6-双(3,5-二叔丁基-4-羟基苯氨基)-1,3,5-三嗪、2-辛基巯基-4,6-双(3,5-二叔丁基-4-羟基苯氧基)-1,3,5-三嗪、2,4,6-三(3,5-二叔丁基-4-羟基苯氧基)-1,2,3-三嗪、1,3,5-三(3,5-二叔丁基-4-羟基苯甲基)异氰尿酸酯、1,3,5-三(4-叔丁基-3-羟基-2,6-二甲苯甲基)异氰尿酸酯、2,4,6-三(3,5-二叔丁基-4-羟基苯乙基)-1,3,5-三嗪、1,3,5-三(3,5-二叔丁基-4-羟苯基丙酰基)六氢-1,3,5-三嗪、1,3,5-三(3,5-二环己基-4-羟基苯甲基)异氰尿酸酯。
1.10.苯甲基膦酸酯,例如二甲基-2,5-二叔丁基-4-羟基苯甲基膦酸酯、二乙基-3,5-二叔丁基-4-羟基苯甲基膦酸酯、二(十八基)-3,5-二叔丁基-4-羟基苯甲基膦酸酯、二(十八基)-5-叔丁基-4-羟基-3-甲苯甲基膦酸酯、3,5-二叔丁基-4-羟基苯甲基膦酸、(3,5-二叔丁基-4-羟基-苯基)甲基膦酸的单乙酯的钙盐。
1.11.酰氨基酚,例如4-羟基十二酰苯胺、4-羟基十八酰苯胺、N-(3,5-二叔丁基-4-羟苯基)氨基甲酸辛酯。
1.12.β-(3,5-二叔丁基-4-羟苯基)丙酸与不同于式IV的二醇衍生物的一元醇或多元醇的酯,例如与甲醇、乙醇、正辛醇、异辛醇、直链及分支链C7-C9烷醇的混合物、十八醇、直链及分支链C13-C15烷醇的混合物、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二亚乙基二醇、季戊四醇、三(羟乙基)异氰尿酸酯、N,N'-双-(羟基-乙基)乙二酰胺、3-硫杂十一醇、3-硫杂十五醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯。
1.13.β-(5-叔丁基-4-羟基-3-甲苯基)丙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、正辛醇、异辛醇、十八醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二亚乙基二醇、二乙二醇、三乙二醇、季戊四醇、三(羟乙基)异氰尿酸酯、N,N'-双(羟乙基)乙二酰胺、3-硫杂十一醇、3-硫杂十五醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷;3,9-双[2-{3-(3-叔丁基-4-羟基-5-甲苯基)丙酰基氧基}-1,1-二甲基乙基]-2,4,8,10-四氧杂螺[5.5]十一烷的酯。
1.14.β-(3,5-二环己基-4-羟苯基)丙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、辛醇、十八醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二亚乙基二醇、二乙二醇、三乙二醇、季戊四醇、三(羟乙基)异氰尿酸酯、N,N'-双(羟乙基)乙二酰胺、3-硫杂十一醇、3-硫杂十五醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯。
1.15.3,5-二叔丁基-4-羟苯基乙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、辛醇、十八醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二亚乙基二醇、二乙二醇、三乙二醇、季戊四醇、三(羟乙基)异氰尿酸酯、N,N'-双(羟乙基)乙二酰胺、3-硫杂十一醇、3-硫杂十五醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷的酯。
1.16.β-(3,5-二叔丁基-4-羟苯基)丙酸的酰胺,例如N,N'-双(3,5-二叔丁基-4-羟基苯丙酰基)六亚甲基二酰胺、N,N'-双(3,5-二叔丁基-4-羟基苯丙酰基)三亚甲基二酰胺、N,N'-双(3,5-二叔丁基-4-羟基苯丙酰基)酰肼、N,N'-双[2-(3-[3,5-二叔丁基-4-羟苯基]丙酸酯)乙基]乙二酰胺(Naugard XL-1(RTM),由Uniroyal供应)。
1.17.抗坏血酸(维生素C)
1.18.芳胺(胺类抗氧化剂),例如N,N'-二异丙基-对苯二胺、N,N'-二仲丁基-对苯二胺、N,N'-双(1,4-二甲基戊基)对苯二胺、N,N'-双(1-乙基-3-甲基戊基)对苯二胺、N,N'-双(1-甲基庚基)对苯二胺、N,N'-二环己基-对苯二胺、N,N'-二苯基-对苯二胺、N,N'-双(2-萘基)对苯二胺、N-异丙基-N'-苯基-对苯二胺、N-(1,3-二甲基丁基)-N'-苯基-对苯二胺、N-(1-甲基庚基)-N'-苯基-对苯二胺、N-环己基-N'-苯基-对苯二胺、4-(对甲苯胺磺酰基)二苯胺、N,N'-二甲基-N,N'-二仲丁基-对苯二胺、二苯胺、N-烯丙基二苯胺、4-异丙氧基二苯胺、N-苯基-1-萘胺、N-(4-叔辛基苯基)-1-萘胺、N-苯基-2-萘胺、辛基化二苯胺(例如p,p'-二叔辛基二苯胺)、4-正丁基氨基酚、4-丁酰基氨基酚、4-壬酰基氨基酚、4-十二酰基氨基酚、4-十八酰基氨基酚、双(4-甲氧基苯基)胺、2,6-二叔丁基-4-二甲氨基甲酚、2,4'-二氨基二苯基甲烷、4,4'-二氨基二苯基甲烷、N,N,N',N'-四甲基-4,4'-二氨基二苯基甲烷、1,2-双[(2-甲基苯基)氨基]乙烷、1,2-双(苯氨基)丙烷、(邻甲苯基)双胍、双[4-(1',3'-二甲基丁基)苯基]胺、叔辛基化N-苯基-1-萘胺、单烷基化及二烷基化叔丁基/叔辛基二苯胺的混合物、单烷基化及二烷基化壬基二苯胺的混合物、单烷基化及二烷基化十二烷基二苯胺的混合物、单烷基化及二烷基化异丙基/异己基二苯胺的混合物、单烷基化及二烷基化叔丁基二苯胺的混合物、2,3-二氢-3,3-二甲基-4H-1,4-苯并噻嗪、啡噻嗪、单烷基化及二烷基化叔丁基/叔辛基啡噻嗪的混合物、单烷基化及二烷基化叔辛基啡噻嗪的混合物、N-烯丙基啡噻嗪、N,N,N',N'-四苯基-1,4-二氨基丁-2-烯、N,N-双(2,2,6,6-四甲基哌啶-4-基-己二胺、双(2,2,6,6-四甲基哌啶-4-基)癸二酸酯、2,2,6,6-四甲基哌啶-4-酮、2,2,6,6-四甲基哌啶-4-醇。
2.UV吸收剂及光稳定剂
2.1.2-(2'-羟苯基)苯并三唑,例如2-(2'-羟基-5'-甲苯基)苯并三唑、2-(3',5'-二叔丁基-2'-羟苯基)苯并三唑、2-(5'-叔丁基-2'-羟苯基)苯并三唑、2-(2'-羟基-5'-(1,1,3,3-四甲基丁基)苯基)苯并三唑、2-(3',5'-二叔丁基-2'-羟苯基)-5-氯苯并三唑、2-(3'-叔丁基-2'-羟基-5'-甲苯基)-5-氯苯并三唑、2-(3'-仲丁基-5'-叔丁基-2'-羟苯基)苯并三唑、2-(2'-羟基-4'-辛氧基苯基)苯并三唑、2-(3',5'-二叔戊基-2'-羟苯基)苯并三唑、2-(3',5'-双(α,α-二甲苯甲基)-2'-羟苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-辛氧羰基乙基)苯基)-5-氯苯并三唑、2-(3'-叔丁基-5'-[2-(2-乙基己氧基)羰基乙基]-2'-羟苯基)-5-氯苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-甲氧基羰基乙基)苯基)-5-氯苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-甲氧基羰基乙基)苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-辛氧羰基乙基)苯基)苯并三唑、2-(3'-叔丁基-5'-[2-(2-乙基己氧基)羰基乙基]-2'-羟苯基)苯并三唑、2-(3'-十二烷基-2'-羟基-5'-甲苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-异辛氧基羰乙基)苯基苯并三唑、2,2'-亚甲基双[4-(1,1,3,3-四甲基丁基)-6-苯并三唑-2-基酚];2-[3'-叔丁基-5'-(2-甲氧基羰基乙基)-2'-羟苯基]-2H-苯并三唑与聚乙二醇300的酯基转移产物;其中R'=3'-叔丁基-4'-羟基-5'-2H-苯并三唑-2-基苯基、2-[2'-羟基-3'-(α,α-二甲苯甲基)-5'-(1,1,3,3-四甲基丁基)苯基]苯并三唑;2-[2'-羟基-3'-(1,1,3,3-四甲基丁基)-5'-(α,α-二甲苯甲基)苯基]苯并三唑。
2.2.2-羟基二苯甲酮,例如4-羟基、4-甲氧基、4-辛氧基、4-癸氧基、4-十二烷氧基、4-苯甲氧基、4,2',4'-三羟基及2'-羟基-4,4'-二甲氧基衍生物。
2.3.经取代及未经取代的苯甲酸的酯,例如4-叔丁基苯基柳酸酯、柳酸苯酯、柳酸辛基苯酯、二苯甲酰基间苯二酚、双(4-叔丁基苯甲酰基)间苯二酚、苯甲酰基间苯二酚、3,5-二叔丁基-4-羟基苯甲酸2,4-二叔丁基苯酯、3,5-二叔丁基-4-羟基苯甲酸十六酯、3,5-二叔丁基-4-羟基苯甲酸十八酯、3,5-二叔丁基-4-羟基苯甲酸2-甲基-4,6-二叔丁基苯酯。
2.4.丙烯酸酯,例如α-氰基-β,β-二苯基丙烯酸乙酯、α-氰基-β,β-二苯基丙烯酸异辛酯、α-甲氧羰基肉桂酸甲酯、α-氰基-β-甲基-对甲氧基肉桂酸甲酯、α-氰基-β-甲基-对甲氧基肉桂酸丁酯、α-甲氧羰基-对甲氧基肉桂酸甲酯、N-(β-甲氧羰基-β-氰基乙烯基)-2-甲基吲哚啉及四(α-氰基-β,β-二苯基丙烯酸新戊酯)。
2.5.镍化合物,例如2,2'-硫基双[4-(1,1,3,3-四甲基丁基)酚]的镍配合物,如1:1或1:2配合物,其具有或不具有其他配位体,如正丁胺、三乙醇胺或N-环己基二乙醇胺;二丁基二硫代氨基甲酸镍;单烷酯(例如甲酯或乙酯)、4-羟基-3,5-二叔丁基苯甲基膦酸的镍盐;酮肟(例如2-羟基-4-甲基苯基十一酮肟)的镍配合物;1-苯基-4-十二酰基-5-羟基吡唑的镍配合物,其具有或不具有其他配位体。
2.6.位阻胺,例如双(2,2,6,6-四甲基-4-哌啶基)癸二酸酯、双(2,2,6,6-四甲基-4-哌啶基)丁二酸酯、双(1,2,2,6,6-五甲基-4-哌啶基)癸二酸酯、双(1,2,2,6,6-五甲基-4-哌啶基)正丁基-3,5-二叔丁基-4-羟基苯甲基丙二酸酯、1-(2-羟乙基)-2,2,6,6-四甲基-4-羟基哌啶与丁二酸的缩合物、N,N'-双(2,2,6,6-四甲基-4-哌啶基)己二胺与4-叔辛基氨基-2,6-二氯-1,3,5-三嗪的直链或环状缩合物、三(2,2,6,6-四甲基-4-哌啶基)氮基三乙酸酯、四(2,2,6,6-四甲基-4-哌啶基)-1,2,3,4-丁烷四羧酸酯、1,1'-(1,2-乙烷二基)-双(3,3,5,5-四甲基哌嗪酮)、4-苯甲酰基-2,2,6,6-四甲基哌啶、4-十八酰氧基-2,2,6,6-四甲基哌啶、双(1,2,2,6,6-五甲基哌啶基)-2-正丁基-2-(2-羟基-3,5-二叔丁基苯甲基)丙二酸酯、3-正辛基-7,7,9,9-四甲基-1,3,8-三氮螺[4.5]癸烷-2,4-二酮、双(1-辛氧基-2,2,6,6-四甲基哌啶-4-基)癸二酸酯、双(1-辛氧基-2,2,6,6-四甲基哌啶-4-基)丁二酸酯、双-[2,2,6,6-四甲基-1-(十一烷氧基)-哌啶-4-基]碳酸酯、N,N'-双(2,2,6,6-四甲基-4-哌啶基)-己二胺与4-吗啉基-2,6-二氯-1,3,5-三嗪的直链或环状缩合物、2-氯-4,6-双(4-正丁氨基-2,2,6,6-四甲基哌啶基)-1,3,5-三嗪与1,2-双(3-氨基丙氨基)乙烷的缩合物、2-氯-4,6-二(4-正丁氨基-1,2,2,6,6-五甲基哌啶基)-1,3,5-三嗪与1,2-双(3-胺丙基-氨基)乙烷的缩合物、8-乙酰基-3-十二烷基-7,7,9,9-四甲基-1,3,8-三氮螺[4.5]癸烷-2,4-二酮、3-十二烷基-1-(2,2,6,6-四甲基-4-哌啶基)吡咯烷-2,5-二酮、3-十二烷基-1-(1,2,2,6,6-五甲基-4-哌啶基)吡咯烷-2,5-二酮、4-十六烷氧基-2,2,6,6-四甲基哌啶与4-十八酰氧基-2,2,6,6-四甲基哌啶的混合物、N,N'-双(2,2,6,6-四甲基-4-哌啶基)己二胺与4-环己氨基-2,6-二氯-1,3,5-三嗪的缩合物、1,2-双(3-氨基丙氨基)乙烷与2,4,6-三氯-1,3,5-三嗪以及4-丁氨基-2,2,6,6-四甲基哌啶的缩合物(CAS登记号[136504-96-6]);1,6-己二胺与2,4,6-三氯-1,3,5-三嗪以及N,N-二丁胺与4-丁氨基-2,2,6,6-四甲基哌啶的缩合物(CAS登记号[192268 64-7]);N-(2,2,6,6-四甲基-4-哌啶基)-正十二烷基丁二酰亚胺、N-(1,2,2,6,6-五甲基-4-哌啶基)-正十二烷基丁二酰亚胺、2-十一基-7,7,9,9-四甲基-1-氧杂-3,8-二氮杂-4-侧氧基-螺[4,5]癸烷、7,7,9,9-四甲基-2-环十一烷基-1-氧杂-3,8-二氮杂-4-侧氧基螺-[4,5]癸烷与表氯醇的反应产物、1,1-双(1,2,2,6,6-五甲基-4-哌啶基氧基羰基)-2-(4-甲氧基苯基)-乙烯、N,N'-双-甲酰基-N,N'-双(2,2,6,6-四甲基-4-哌啶基)己二胺、4-甲氧基亚甲基丙二酸与1,2,2,6,6-五甲基-4-羟基-哌啶的二酯、聚[甲基丙基-3-氧基-4-(2,2,6,6-四甲基-4-哌啶基)]硅氧烷、顺丁烯二酸酐-α烯烃共聚物与2,2,6,6-四甲基-4-氨基哌啶或1,2,2,6,6-五甲基-4-氨基哌啶的反应产物、低聚化合物的混合物,其为N,N'-双-(2,2,6,6-四甲基-1-丙氧基-哌啶-4-基)-己烷-1,6-二胺与通过2-氯-4,6-双(二正丁氨基)-[1,3,5]三嗪封端的2,4-二氯-6-{正丁基-(2,2,6,6-四甲基-1-丙氧基-哌啶-4-基)-氨基}-[1,3,5]三嗪的正式缩合产物、低聚化合物的混合物,其为N,N'-双-(2,2,6,6-四甲基-哌啶-4-基)-己烷-1,6-二胺与通过2-氯-4,6-双(二正丁氨基)-[1,3,5]三嗪封端的2,4-二氯-6-{正丁基-(2,2,6,6-四甲基-哌啶-4-基)-氨基}-[1,3,5]三嗪的正式缩合产物、2,4-双[N-(1-环己氧基-2,2,6,6-四甲基哌啶-4-基)-N-丁氨基]-6-(2-羟乙基)氨基-1,3,5-三嗪、1-(2-羟基-2-甲基丙氧基)-4-十八酰氧基-2,2,6,6-四甲基哌啶、5-(2-乙基己酰基)氧基甲基-3,3,5-三甲基-2-吗啉酮、Sanduvor(Clariant;CAS登记号[106917-31-1],5-(2-乙基己酰基)-氧基甲基-3,3,5-三甲基-2-吗啉酮,2,4-双-[(1-环-己氧基-2,2,6,6-哌啶-4-基)丁氨基]-6-氯-s-三嗪与N,N'-双-(3-氨基-丙基)乙二胺的反应产物)、1,3,5-三(N-环己基-N-(2,2,6,6-四甲基-哌嗪-3-酮-4-基)氨基)-s-三嗪、1,3,5-三(N-环己基-N-(1,2,2,6,6-五甲基哌嗪-3-酮-4-基)-氨基)-s-三嗪。
2.7.草酰胺,例如4,4'-二辛氧基草酰替苯胺、2,2'-二乙氧基草酰替苯胺、2,2'-二辛氧基-5,5'-二叔丁草酰替苯胺、2,2'-二(十二烷氧基)-5,5'-二叔丁草酰替苯胺、2-乙氧基-2'-乙基草酰替苯胺、N,N'-双(3-二甲氨基丙基)乙二酰胺、2-乙氧基-5-叔丁基-2'-乙草酰替苯胺及其与2-乙氧基-2'-乙基-5,4'-二叔丁草酰替苯胺的混合物、邻甲氧基二取代草酰替苯胺与对甲氧基二取代草酰替苯胺的混合物及邻乙氧基二取代草酰替苯胺与对乙氧基二取代草酰替苯胺的混合物。
2.8.2-(2-羟苯基)-1,3,5-三嗪,例如2,4,6-三(2-羟基-4-辛氧基苯基)-1,3,5-三嗪、2-(2-羟基-4-辛氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2,4-二羟基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2,4-双(2-羟基-4-丙氧基苯基)-6-(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-辛氧基苯基)-4,6-双(4-甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-十二烷氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-十三烷氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-丁氧基丙氧基)苯基]-4,6-双(2,4-二甲基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-辛氧基丙氧基)苯基]-4,6-双(2,4-二甲基)-1,3,5-三嗪、2-[4-(十二烷氧基/十三烷氧基-2-羟丙氧基)-2-羟苯基]-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-十二烷氧基丙氧基)苯基]-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-己氧基)苯基-4,6-二苯基-1,3,5-三嗪、2-(2-羟基-4-甲氧基苯基)-4,6-二苯基-1,3,5-三嗪、2,4,6-三[2-羟基-4-(3-丁氧基-2-羟丙氧基)苯基]-1,3,5-三嗪、2-(2-羟苯基)-4-(4-甲氧基苯基)-6-苯基-1,3,5-三嗪、2-{2-羟基-4-[3-(2-乙基己基-1-氧基)-2-羟基丙氧基]苯基}-4,6-双-(2,4-二甲基苯基)-1,3,5-三嗪。
3.金属去活化剂,例如N,N'-二苯基乙二酰胺、N-水杨醛-N'-邻羟苯甲酰基肼、N,N'-双(邻羟苯甲酰基)肼、N,N'-双(3,5-二叔丁基-4-羟基苯丙酰基)肼、3-邻羟苯甲酰基氨基-1,2,4-三唑、双(苯亚甲基)乙二酰基二酰肼、草酰替苯胺、异酞酰基二酰肼、癸二酰基双苯基酰肼、N,N'-二乙酰己二酰基二酰肼、N,N'-双(邻羟苯甲酰基)乙二酰基二酰肼、N,N'-双(邻羟苯甲酰基)硫基丙酰基二酰肼。
4.亚磷酸酯及亚膦酸二酯,例如亚磷酸三苯酯、亚磷酸二苯基烷基酯、亚磷酸苯基二烷基酯、亚磷酸三(壬基苯酯)、C12-C18烷基双[4-(1-甲基-1-苯基-乙基)苯基]亚磷酸酯、C12-C18烯基双[4-(1-甲基-1-苯基-乙基)苯基]亚磷酸酯、双[4-(1-甲基-1-苯基-乙基)苯基][(E)-十八-9-烯基]亚磷酸酯、癸基双[4-(1-甲基-1-苯基-乙基)苯基]亚磷酸酯、二癸基[4-(1-甲基-1-苯基-乙基)苯基]亚磷酸酯、[4-(1-甲基-1-苯基-乙基)苯基]双[(E)-十八-9-烯基]亚磷酸酯、亚磷酸三(十二酯)、亚磷酸三(十八酯)、二硬脂季戊四醇二亚磷酸酯、亚磷酸三(2,4-二叔丁基苯酯)、二异癸基季戊四醇二亚磷酸酯、双(2,4-二叔丁基苯基)季戊四醇二亚磷酸酯、双(2,4-二异丙苯基苯基)季戊四醇二亚磷酸酯、双(2,6-二叔丁基-4-甲基苯基)季戊四醇二亚磷酸酯、二异癸氧基季戊四醇二亚磷酸酯、双(2,4-二叔丁基-6-甲基苯基)季戊四醇二亚磷酸酯、双(2,4,6-三(叔丁基苯基)季戊四醇二亚磷酸酯、亚磷酸[2-叔丁基-4-[1-[5-叔丁基-4-二(十三烷氧基)磷烷氧基-2-甲基-苯基]丁基]-5-甲基-苯基]双十三酯、三硬脂酰基山梨醇三亚磷酸酯、至少两种不同亚磷酸三(单C1-C8烷基)苯酯的混合物,如在例如US 7468410 B2中提及作为实例1及实例2的产物、包含至少两种不同亚磷酸三(戊基苯酯)的亚磷酸酯的混合物,如在例如US8008383B2中提及作为混合物14、混合物15、混合物16、混合物17、混合物18、混合物19、混合物20、混合物21、混合物22、混合物23、混合物24、混合物25及混合物26、包含亚磷酸三[4-(1,1-二甲基丙基)苯酯]、亚磷酸[2,4-双(1,1-二甲基丙基)苯基]双[4-(1,1-二甲基丙基)苯酯]、亚磷酸双[2,4-双(1,1-二甲基丙基)苯基][4-(1,1-二甲基丙基)苯酯]及亚磷酸三[2,4-双(1,1-二甲基丙基)苯酯]的至少四种不同亚磷酸酯的混合物、包含至少两种不同亚磷酸三(丁基苯酯)的亚磷酸酯的混合物,如在例如US 8008383 B2中提及作为混合物34、混合物35、混合物36、混合物37、混合物38、混合物39及混合物40、氧基亚烷基桥接双-(二C6-芳基)二亚磷酸酯或可通过在移除氯化氢下(i)三氯膦与(ii)间杂有一个或多个氧原子的二羟基烷烃及(iii)单羟基C6-芳烃的缩合获得的低聚亚磷酸酯(如在例如US 8304477 B2中提及作为实例1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16及17的产物)、可通过在酚移除下(i)亚磷酸三苯酯与(ii)任选地间杂有一个或多个氧原子的二羟基烷烃和/或双(羟烷基)(烷基)胺及与(iii)任选地间杂有一个或多个氧原子的单羟基烷烃的酯基转移获得的聚合亚磷酸酯(如在例如US 8563637B2中提及作为实例1、2、3、4、5、6、7、8、9、10及11的产物)、四(2,4-二叔丁基苯基)4,4'-联亚二苯二亚磷酸二酯、6-异辛氧基-2,4,8,10-四叔丁基-12H-二苯并[d,g]-1,3,2-二氧杂磷杂环辛二烯(dioxaphosphocine)、亚磷酸双(2,4-二叔丁基-6-甲基苯基)甲酯、亚磷酸双(2,4-二叔丁基-6-甲基苯基)乙酯、6-氟-2,4,810-四叔丁基-12-甲基-二苯并[d,g]-1,3,2-二氧杂磷杂环辛二烯、1,3,7,9-四叔丁基-11-辛氧基-5H-苯并[d][1,3,2]苯并二氧杂磷杂环辛二烯、2,2',2”-氮基[三乙基三(3,3',5,5'-四叔丁基-1,1'-联苯基-2,2'-二基)亚磷酸酯]、亚磷酸2-乙基己基(3,3',5,5'-四-叔丁基-1,1'-联苯基-2,2'-二酯)、5-丁基-5-乙基-2-(2,4,6-三叔丁基苯氧基)-1,3,2-二氧杂磷杂环丙烷。
以下亚磷酸酯尤其优选:
亚磷酸三(2,4-二-叔丁基苯酯)(Irgafos 168,RTM BASF)、亚磷酸三(壬基苯酯),
5.羟胺及胺N-氧化物,例如N,N-二苯甲基羟胺、N,N-二乙基羟胺、N,N-二辛基羟胺、N,N-二月桂基羟胺、N,N-二(十四基)羟胺、N,N-二(十六基)羟胺、N,N-二(十八基)羟胺、N-十六基-N-十八基羟胺、N-十七基-N-十八基羟胺、衍生自氢化牛脂胺的N,N-二烷基羟胺、N,N-双(氢化菜油烷基)-N-甲基-胺N-氧化物或三烷基胺N-氧化物。
6.硝酮,例如N-苯甲基-α-苯基硝酮、N-乙基-α-甲基硝酮、N-辛基-α-庚基硝酮、N-月桂基-α-十一基硝酮、N-十四基-α-十三基硝酮、N-十六基-α-十五基硝酮、N-十八基-α-十七基硝酮、N-十六基-α-十七基硝酮、N-十八基-α-十五基硝酮、N-十七基-α-十七基硝酮、N-十八基-α-十六基硝酮、衍生自N,N-二烷基羟胺(衍生自氢化牛脂胺)的硝酮。
7.硫代增效剂,例如硫代二丙酸二月桂酯、硫代二丙酸二肉豆蔻酯、硫代二丙酸二硬脂酰酯及季戊四醇四[3-(正月桂基)-丙酸酯]。
8.过氧化物清除剂,例如α-硫代二丙酸的酯,例如月桂酯、硬脂酰酯、肉豆蔻酯或十三基酯、巯基苯并咪唑、或2-巯基苯并咪唑的锌盐、二丁基二硫基氨基甲酸锌、二(十八基)二硫化物、季戊四醇四(β-十二烷基巯基)丙酸酯。
9.除酸剂,例如三聚氰胺、聚乙烯吡咯烷酮、二氰二胺、三聚氰酸三烯丙酯、脲衍生物、肼衍生物、胺、聚酰胺、较高脂肪酸的碱金属盐及碱土金属盐,例如硬脂酸钙、硬脂酸锌、二十二酸镁、硬脂酸镁、蓖麻油酸钠及棕榈酸钾、邻苯二酚锑及邻苯二酚锌。
10.苯并呋喃酮及吲哚啉酮,例如US-A-4,325,863、US A-4,338,244、US-A-5,175,312、US-A-5,216,052、US-A-5,252,643、DE-A-4316611、DE-A-4316622、DE-A-4316876、EP-A-0589839或EP-A-0591102中所公开的那些,或5,7-二叔丁基-3-(4-羟苯基)-3H-苯并呋喃-2-酮、5,7-二叔丁基-3-[4-(2-羟基乙氧基)苯基]-3H-苯并呋喃-2-酮、5,7-二叔丁基-3-[4-[2-[2-[2-[2-(2-羟基乙氧基)乙氧基]乙氧基]乙氧基]乙氧基]苯基]-3H-苯并呋喃-2-酮、3-[4-(2-乙酰氧基乙氧基)苯基]-5,7-二叔丁基苯并呋喃-2-酮、5,7-二叔丁基-3-[4-(2-硬脂酰基氧基乙氧基)苯基]苯并呋喃-2-酮、3,3'-双[5,7-二叔丁基-3-(4-[2-羟基乙氧基]苯基)苯并呋喃-2-酮]、5,7-二叔丁基-3-(4-乙氧基苯基)苯并呋喃-2-酮、3-(4-乙酰氧基-3,5-二甲基苯基)-5,7-二叔丁基苯并呋喃-2-酮、3-(3,5-二甲基-4-特戊酰氧苯基)-5,7-二叔丁基苯并呋喃-2-酮、3-(3,4-二甲基苯基)-5,7-二叔丁基苯并呋喃-2-酮、3-(2,3-二甲基苯基)-5,7-二叔丁基苯并呋喃-2-酮、3-(2-乙酰氧基-4-(1,1,3,3-四甲基-丁基)-苯基)-5-(1,1,3,3-四甲基-丁基)-苯并呋喃-2-酮、[6-[6-[6-[2-[4-(5,7-二叔丁基-2-侧氧基-3H-苯并呋喃-3-基)苯氧基]乙氧基]-6-侧氧基-己氧基]-6-侧氧基-己氧基]-6-侧氧基-己基]6-羟基己酸酯、[4-叔丁基-2-(5-叔丁基-2-侧氧基-3H-苯并呋喃-3-基)苯基]苯甲酸酯、[4-叔丁基-2-(5-叔丁基-2-侧氧基-3H-苯并呋喃-3-基)苯基]3,5-二叔丁基-4-羟基-苯甲酸酯及[4-叔丁基-2-(5-叔丁基-2-侧氧基-3H-苯并呋喃-3-基)苯基]3-(3,5-二叔丁基-4-羟基-苯基)丙酸酯。
11.晶核生成剂,例如无机物质,如滑石、金属氧化物(如二氧化钛或氧化镁)、优选碱土金属的磷酸盐、碳酸盐或硫酸盐;有机化合物,如单羧酸或聚羧酸及其盐,例如4-叔丁基苯甲酸、己二酸、二苯基乙酸、丁二酸钠或苯甲酸钠;如离子共聚物(离聚物)、IrgaclearXT 386(RTM BASF)、1,3:2,4-双(3',4'-二甲基苯亚甲基)-山梨醇、1,3:2,4-二(对甲基二苯亚甲基)山梨醇、1,3:2,4-二(苯亚甲基)山梨醇及双(4-丙基苯亚甲基)丙基山梨醇[CAS编号882073-43-0]。
12.填充剂及强化剂,例如碳酸钙、硅酸盐、玻璃纤维、玻璃珠、石棉、滑石、高岭土、膨润土、云母、水滑石、硫酸钡、金属氧化物及氢氧化物、碳黑、石墨、木粉及其他天然产物的粉或纤维、合成纤维。
13.阻燃剂
13.1.含磷阻燃剂,包括含有阻燃剂的反应性磷,例如四苯基间苯二酚二亚磷酸酯(Fyrolflex RDP,RTM,Akzo Nobel)、四(羟甲基)硫化磷酸三苯酯、二乙基-N,N-双(2-羟乙基)-胺甲基膦酸酯、磷酸的羟烷基酯、烷基磷酸酯低聚物、聚磷酸铵(APP)、间苯二酚二磷酸酯低聚物(RDP)、磷氮烯阻燃剂或乙二胺二磷酸酯(EDAP)。
13.2.含氮阻燃剂,例如三聚氰胺类阻燃剂,异氰尿酸酯、聚异三聚氰酸酯、异氰尿酸的酯,如异氰尿酸三-(2-羟乙基酯)、异氰尿酸三(羟甲酯)、异氰尿酸三(3-羟基-正丙酯)、异氰尿酸三缩水甘油酯、三聚氰胺氰尿酸、三聚氰胺硼酸酯、三聚氰胺磷酸酯、三聚氰胺焦磷酸酯、三聚氰胺聚磷酸酯、三聚氰胺聚磷酸铵、三聚氰胺焦磷酸铵、磷酸二(三聚氰胺)、焦磷酸二(三聚氰胺)、苯并胍胺、尿囊素、甘脲、氰尿酸脲、三聚氰胺自系列蜜勒胺、蜜白胺、蜜隆胺和/或较高稠合化合物的缩合产物或三聚氰胺与磷酸的反应产物或其混合物。
13.3.有机卤素阻燃剂,例如多溴二苯基氧化物(DE-60F,Great Lakes)、十溴二苯基氧化物(DBDPO;Saytex 102E(RTM,Albemarle))、磷酸三[3-溴-2,2-双(溴甲基)丙酯](PB370,(RTM,FMC Corp.))、磷酸三(2,3-二溴丙酯)、磷酸氯烷基酯,如磷酸三(氯丙酯)、磷酸三(2,3-二氯丙酯)、磷酸三(1,3-二氯-2-丙酯)(Fyrol FR 2(RTM ICL))、低聚磷酸氯烷基酯、氯桥酸、四氯邻苯二甲酸、四溴邻苯二甲酸、三膦酸聚β-氯乙酯混合物、四溴双酚A-双(2,3-二溴丙醚)(PE68)、溴化环氧树脂、溴化芳酯、亚乙基-双(四溴邻苯二甲酰亚胺)(Saytex BT-93(RTM,Albemarle))、双(六氯环戊二烯)环辛烷(Declorane Plus(RTM,Oxychem))、氯化石蜡、八溴二苯醚、六氯环戊二烯衍生物、1,2-双(三溴苯氧基)乙烷(FF680)、四溴双酚A(Saytex RB100(RTM,Albemarle))、亚乙基双-(二溴降冰片烯二甲酰亚胺)(Saytex BN-451(RTM,Albemarle))、双-(六氯环戊二烯并)环辛烷(bis-(hexachlorocycloentadeno)cyclooctane)、PTFE、异氰尿酸三(2,3-二溴丙酯)或亚乙基-双-四溴邻苯二甲酰亚胺。
上文提及的卤素阻燃剂中的一部分惯例地与无机氧化增效剂组合。上述卤化阻燃剂中的一部分可与磷酸三芳酯(如丙基化、丁基化磷酸三苯酯)及其类似物和/或与低聚磷酸芳酯(如间苯二酚双(磷酸二苯酯)、双酚A双(磷酸二苯酯)、新戊二醇双(磷酸二苯酯))及其类似物组合使用。
13.4.无机阻燃剂,例如三水合氧化铝(ATH)、水铝矿(AlOOH)、二氢氧化镁(MDH)、硼酸锌、CaCO3、有机改进分层硅酸盐、有机改进分层双氢氧化物及其混合物。关于与卤化阻燃剂的增效组合,最常见无机氧化增效剂为氧化锌、氧化锑(如Sb2O3或Sb2O5)或硼化合物。
14.其他添加剂,例如塑化剂、润滑剂、流变添加剂、催化剂、流动控制剂、光学增亮剂、抗静电剂及发泡剂。
另外添加剂的混合物也适用作组分(d)。
优选为组合物,其另外包含
(d)另一添加剂。
优选为组合物,其包含另一添加剂作为组分(d),其为抗氧化剂(其不同于式I化合物以及不同于式II化合物)、UV吸收剂、位阻胺光稳定剂、金属去活化剂、亚磷酸酯或亚膦酸二酯、羟胺或胺N-氧化物、硫代增效剂、过氧化物清除剂、苯并呋喃酮或吲哚啉酮或阻燃剂。
优选为组合物,其包含
(d)另一添加剂,其为亚磷酸酯、苯并呋喃-2-酮或芳族胺。
优选地,苯并呋喃-2-酮为式V的化合物
其中
RB1为氢或C1-C8烷基,
RB2为C1-C12烷基,
RB3为氢、C1-C4烷基或C2-C8烷酰基氧基,
RB4为氢或C1-C8烷基;或RB3与RB4或RB4与RB5以及其所附接的碳原子形成C6-C8环亚烷基环,
RB5为氢、C1-C4烷基或C1-C4烷氧基,且
RB6为氢或C1-C12烷基。
C2-C8烷酰基氧基为例如乙酰氧基(=乙酰基氧基=H3C-CO-O-)、丙酰氧基、丁酰氧基、戊酰氧基、己酰氧基、庚酰氧基或辛酰氧基。乙酰氧基优选。
式V的化合物中的数种在文献中已知且一些公开于例如US 5516920中。
尤其优选苯并呋喃-2-酮稳定剂为例如5,7-二叔丁基-3-苯基-苯并呋喃-2-酮;5,7-二叔丁基-3-(3,4-二甲苯基)-苯并呋喃-2-酮;5,7-二叔丁基-3-(2,3-二甲苯基)-苯并呋喃-2-酮、5,7-二叔丁基-3-(4-甲氧基苯基)-苯并呋喃-2-酮、5-叔辛基-3-(2-乙酰氧基-5-叔辛苯基)-苯并呋喃-2-酮。5,7-二叔丁基-3-(3,4-二甲苯基)-苯并呋喃-2-酮的工业级通常也含有异构5,7-二叔丁基-3-(2,3-二甲苯基)-苯并呋喃-2-酮且反之也然。
优选为组合物,其包含
(d)另一添加剂,其为亚磷酸酯、苯并呋喃-2-酮(其为式V化合物)或芳族胺。
优选为组合物,其包含
(d)另一添加剂,其为苯并呋喃-2-酮,其为式V化合物,其尤其为5-叔辛基-3-(2-乙酰氧基-5-叔辛苯基)-苯并呋喃-2-酮或5,7-二叔丁基-3-(3,4-二甲苯基)-3H-苯并呋喃-2-酮、极特定5,7-二叔丁基-3-(3,4-二甲苯基)-3H-苯并呋喃-2-酮。
优选为组合物,其包含
(d)另一添加剂,其为亚磷酸酯,尤其亚磷酸双(2,4-二叔丁基-6-甲基-苯基)乙酯或双-(2,4-二叔丁基苯酚)季戊四醇二亚磷酸酯,极特定亚磷酸双(2,4-二叔丁基-6-甲基-苯基)乙酯。
优选为组合物,其包含
(d)另一添加剂,其为芳族胺,尤其由二苯胺与二异丁烯的反应获得的技术混合物。
优选为组合物,其包含
(d)另一添加剂,其为5-叔辛基-3-(2-乙酰氧基-5-叔辛苯基)-苯并呋喃-2-酮、5,7-二叔丁基-3-(3,4-二甲苯基)-3H-苯并呋喃-2-酮、亚磷酸双(2,4-二叔丁基-6-甲基-苯基)乙酯、双-(2,4-二叔丁基苯酚)季戊四醇二亚磷酸酯或由二苯胺与二异丁烯的反应获得的技术混合物。
优选为组合物,其包含
(d)另一添加剂,其为5-叔辛基-3-(2-乙酰氧基-5-叔辛苯基)-苯并呋喃-2-酮、5,7-二叔丁基-3-(3,4-二甲苯基)-3H-苯并呋喃-2-酮、亚磷酸双(2,4-二叔丁基-6-甲基-苯基)乙酯或由二苯胺与二异丁烯的反应获得的技术混合物。
优选为组合物,其包含
(a)对氧化、热或光诱发性降解敏感的有机材料,其为聚醚多元醇、聚酯多元醇或聚氨基甲酸酯,
(b)式I的双酚稳定剂,其可通过甲基-(3,5-二叔丁基-4-羟基-苯基)丙酸酯与聚乙烯200的酯基转移获得,
(c)式II的色原醇稳定剂,
(d)另一添加剂,其为5-叔辛基-3-(2-乙酰氧基-5-叔辛苯基)-苯并呋喃-2-酮、5,7-二叔丁基-3-(3,4-二甲苯基)-3H-苯并呋喃-2-酮、亚磷酸双(2,4-二叔丁基-6-甲基-苯基)乙酯或由二苯胺与二异丁烯的反应获得的技术混合物。
优选地,作为组分(b)的式I的双酚稳定剂、作为组分(c)的式II的色原醇稳定剂及作为组分(d)的另外添加剂的组合量以作为组分(a)的有机材料的重量计在0.1重量%至10重量%的范围内。具体而言,组合量在0.2重量%至5重量%的范围内,极特定在0.3重量%至1.5重量%的范围内且尤其在0.35重量%至0.7重量%的范围内。
优选为组合物,其中作为组分(b)的式I的双酚稳定剂、作为组分(c)的式II的色原醇稳定剂及作为组分(d)的另外添加剂的组合量以作为组分(a)的有机材料的重量计在0.1重量%至10重量%的范围内。
优选地,作为组分(b)的式I的双酚稳定剂与作为组分(d)的另外添加剂的重量比在0.9与11之间。作为一实例,0.9的重量比代表1重量份的作为组分(b)的式I的双酚稳定剂及1.1重量份的作为组分(c)的式II的色原醇稳定剂。作为另一实例,11的重量比代表1重量份的作为组分(b)的式I的双酚稳定剂及0.09重量份的作为组分(c)的式II的色原醇稳定剂。极特定的,重量比在0.95与8之间,尤其在1与5之间且极尤其在2与4之间。
优选为组合物,其中作为组分(b)的式I的双酚稳定剂与作为组分(d)的另外添加剂的重量比在1与0.08之间。
优选为组合物,其中作为组分(b)的式I的双酚稳定剂及作为组分(d)的另外添加剂的组合量以作为组分(a)的有机材料的重量计在0.2重量%至5重量%的范围内,尤其0.3重量%至1.5重量%,且其中作为组分(b)的式I的双酚稳定剂与作为组分(d)的另外添加剂的重量比在0.95与8之间。
优选为组合物,其中
-作为组分(b)的式I的双酚稳定剂及作为组分(c)的式II的色原醇稳定剂的组合量以作为组分(a)的有机材料的重量计在0.2重量%至5重量%的范围内,尤其0.3重量%至1.5重量%,且
-作为组分(b)的式I的双酚稳定剂及作为组分(c)的式II的色原醇稳定剂的组合量以作为组分(a)的有机材料的重量计在0.2重量%至5重量%的范围内,尤其0.3重量%至1.5重量%。
优选为组合物,其中
-作为组分(b)的式I的双酚稳定剂及作为组分(c)的式II的色原醇稳定剂的组合量以作为组分(a)的有机材料的重量计在0.2重量%至5重量%的范围内,尤其0.3重量%至1.5重量%,
-作为组分(b)的式I的双酚稳定剂与作为组分(c)的式II的色原醇稳定剂的重量比在0.9与11之间,尤其在0.95与8之间,
-作为组分(b)的式I的双酚稳定剂及作为组分(d)的另外添加剂的组合量以作为组分(a)的有机材料的重量计在0.2重量%至5重量%的范围内,尤其0.3重量%至1.5重量%,且
-作为组分(b)的式I的双酚稳定剂与作为组分(d)的另外添加剂的重量比在0.95与8之间。
在聚氨基甲酸酯作为组分(a)的情形下,组合物有可能为成形制品的部分或完整成形制品。
该成形制品的实例为:
I-1)浮动装置、船舶应用、用于甲板、船、桨的塑料木材。
I-2)汽车应用,尤其减震器、仪表板、背面及正面衬里、引擎盖下的成形物部件、顶部行李架、行李箱衬里、内部衬里、空气袋盖罩、用于配件(灯)的电子成形物、用于仪表板的边框、仪表面板、外部衬里、室内装饰、汽车灯、内部及外部饰板;门面板;镶嵌玻璃前侧;座椅衬底、外部面板、线绝缘材料、用于密封的型面挤压、包层、柱盖罩、底盘部件、车身侧面成型物、可转换顶部、外部装饰、紧固件/固定件、前部末端组件、铰链、行李箱/车顶架、按压/冲压部件、密封件、侧面冲击保护、消音材料/隔音材料及天窗。
I-3)用于飞机的装置,包括陈设,用于铁路的装置,包括陈设。
I-4)用于架构及设计的装置,静声系统、掩蔽物。
II-1)电气设备,通常壳体及覆盖物,及电/电子装置(个人计算机、电话、携带型电话、打印机、电视装置、音频及视讯装置)、面板装置。
II-2)用于其他材料(如钢或纺织物)的护套,例如缆线护套。
II-3)电器,尤其洗衣机、滚筒、烘箱(微波烘箱)、餐盘洗涤器、搅拌器及熨斗。
II-4)用于电容器、冰箱、加热装置、空气调节器、电子器件的封装、半导体、咖啡机及真空清洁器的箔。
III-1)转子叶片、通风机及风车叶片、游泳池覆盖物、池衬垫、水池衬垫、壁橱、衣柜、分隔墙、板条墙、折迭墙、屋顶、挡板(例如滚筒挡板)、配件、管道、套管及传送带之间的连接件。
III-2)卫生制品及管道。
VI-1)食品包装及包裹(弹性及实心)、瓶子。
VII-1)挤压涂层(相纸、四角包装、管道涂层)、任何种类的家用制品(例如器具,热水瓶/衣服挂钩)。
VII-2)通常家具、发泡制品(垫子、床垫、冲击吸收器)、发泡体、海绵、盘覆盖物、垫片、建构套组(板/图/球)。
VII-3)鞋类(鞋/鞋底)、鞋垫、鞋罩、粘着剂、结构粘着剂、用于瓶子的标签、长椅、人造关节(人类)、印刷板(弹性凸版)、印刷电路板。
优选为制品,其为发泡体,尤其可挠性发泡体。
上述对于作为组分(a)的对氧化、热或光诱发性降解敏感的有机材料、作为组分(b)的式I的双酚稳定剂、作为组分(c)的式II的色原醇稳定剂及任选地作为组分(d)的另一稳定剂中的偏好针对组合物描述。这些偏好也适用于本发明的其他实施方案。在这些另外实施方案的情况下,也包括作为组分(d)的另一添加剂的任选地存在。
本发明的另一实施方案涉及用于制造组合物的方法,其包含以下步骤(i)将作为组分(b)的式I的双酚稳定剂
其中
n为1、2、3、4、5、6、7、8、9、10或11,及作为组分(c)的式II的色原醇稳定剂
其中
R1和R2彼此独立地为H或C1-烷基,或包含作为组分(b)的式I的双酚稳定剂及作为组分(c)的式II的色原醇稳定剂的添加剂混合物并入至对氧化、热或光诱发性降解敏感的有机材料中,该有机材料为作为组分(a)的聚醚多元醇、聚酯多元醇或聚氨基甲酸酯。
组分(b)、组分(c)及任选地选用的组分(d)可单独或呈包含组分(b)、组分(c)及任选地选用的组分(d)的添加剂混合物的形式添加至组分(a)。
个别组分或添加剂混合物的并入例如在处理设备中进行,尤其配备有搅拌器的可加热容器,其优选可为密闭的。配备有搅拌器的可加热容器为例如捏合机、挤压机、搅拌机或搅拌容器,尤其单螺杆挤压机、反转双螺杆挤压机、同步旋转双螺杆挤压机、轨道齿轮挤压机、环式挤压机或共捏合机。在制造聚氨基甲酸酯发泡体的情形下,有可能将个别组分或添加剂混合物添加至混合头中,即特定类型的搅拌机,其他成分及起始物质在此处投加。也可使用处理设备,其含有至少一个气体移除隔室,对其可施加真空和/或其可设定在低氧含量或不存在氧气的氛围下。在聚氨基甲酸酯(其通过包含液体多元醇作为起始物质、尤其液体聚醚多元醇或聚酯多元醇的起始物质的反应来聚合)的情形下,可能发生并入至多元醇中随后多元醇与作为另一起始物质的异氰尿酸酯的缩聚。
本发明的另一实施方案涉及添加剂混合物的用途,该添加剂混合物包含式I的双酚稳定剂
其中
n为1、2、3、4、5、6、7、8、9、10或11,作为组分(b),及式II的色原醇稳定剂
其中
R1和R2彼此独立地为H或C1-烷基,作为组分(c),用于保护对氧化、热或光诱发性降解敏感的有机材料抵抗降解,该有机材料为聚醚多元醇、聚酯多元醇或聚氨基甲酸酯。
优选为添加剂混合物用于保护有机材料抵抗发黄的用途,该有机材料为聚氨基甲酸酯。
优选为添加剂混合物用于稳定发泡体抵抗焦化的用途,该发泡体含有聚氨基甲酸酯。
处理作为组分(a)的有机材料的特征在于在组分(a)的处理时间期间将组分(a)短期曝露于加热,例如达150℃至340℃范围内的温度。处理时间与例如使用的可能时间相比为短的。通常在例如0℃至50℃的温度下使用,该温度低于处理期间的温度。
优选为添加剂混合物用于在处理期间稳定有机材料抵抗氧化或热降解的用途。
优选为添加剂混合物用于保护有机材料在100℃与340℃之间的温度下抵抗经由氧气的降解的用途,该有机材料为聚醚多元醇或聚酯多元醇,尤其聚醚多元醇。
本发明的另一实施方案涉及添加剂混合物,其包含以下组分
(b)式I的双酚稳定剂
其中
n为1、2、3、4、5、6、7、8、9、10或11;以及
(c)式II的色原醇稳定剂
其中
R1和R2彼此独立地为H或C1-烷基。
优选为添加剂混合物,其另外包含
(d)另一添加剂。
若添加剂混合物在25℃的温度及101.3kPa的压力下呈液态,则添加剂混合物的简化处置为可能的。添加剂混合物的个别组分确定其实体状态。在液体组分(b)、液体组分(c)及任选地选用的液体组分(d)的组合的情形下,很可能产生呈液态的添加剂混合物。在一种或多种组分但并非所有组分自身呈液态的情形下,组分的比率确定添加剂混合物的实体形式。在该情形下,及在所有组分在25℃的温度及101.3kPa的压力呈固态的情形下,作为添加剂混合物的另一组分的辅助成分为可能的,例如呈10重量%至50重量%的量。辅助成分自身呈液态且至少以导致添加剂混合物的液态的量添加。辅助成分为例如高沸点溶剂,优选醇,尤其多元醇。在聚氨基甲酸酯的情形下,若添加剂混合物添加至起始物质用于聚合产生聚氨基甲酸酯,则作为辅助成分的多元醇将随后共价并入。在作为组分(a)的有机材料自身为液体的情形下,小部分有机材料可用以液化另外固体添加剂混合物。应理解若必要则辅助成分也用以调整添加剂混合物的粘度。
在25℃的温度及101.3kPa的压力下呈液态的辅助成分为例如分子量为450的聚丙二醇(市售材料为Lupranol 1200[RTM BASF])、聚乙二醇300、聚乙二醇200、主要含有仲羟基的三官能聚醚多元醇,其在25℃的温度及101.3kPa的压力下呈液态(市售材料为Lupranol 2074[RTM BASF]),或环氧丙烷与环氧乙烷的共聚物,该共聚物在25℃的温度及101.3kPa的压力下呈液态。前述材料的混合物作为辅助成分也为可能的。
在25℃的温度及101.3kPa的压力下呈液态的添加剂混合物含有例如55重量%的如可自WO 2010/003813A1的实例1a获得的材料、15重量%的维生素E及30重量%的Lupranol 1200。前述量的Lupranol 1200可由Lupranol 2074、聚乙二醇300、聚乙二醇200或环氧丙烷与环氧乙烷的共聚物替换,该共聚物在25℃的温度及101.3kPa的压力下呈液态。添加剂混合物的此实例在具有有机材料的组合物中提供对氧化、热或光诱发性降解敏感的有机材料的良好稳定性,该有机材料为聚醚多元醇、聚酯多元醇或聚氨基甲酸酯。前述对于组分(a)、组分(b)及组分(c)的组合物的偏好若可用作实例的另一规范,则尤其是指该实例。尤其,另一添加剂即前述组分(d)可作为另一添加剂混合物自身及呈组分(a)与添加剂混合物的实例的组合物的形式添加至实例的组合物。
在添加剂混合物在25℃的温度及101.3kPa的压力下呈固态的情形下,添加剂混合物的实体形式为例如粉末或丸粒。
本发明通过下文的非限制性实施例说明。
实验部分
除非上下文表明,否则百分比始终以重量计。若未另外陈述,则报导的含量基于水溶液或分散液中的含量。
稳定剂
实施例S-1:3-(3,5-二叔丁基-4-羟苯基)-丙酸甲酯与聚乙二醇200的酯基转移
如WO 2010/003813A1的实施例1a中所描述,在配备有冷却阱且预热至80℃的750ml玻璃聚合反应器中在以400rpm的搅拌下将77g环己烷添加至97.7g聚乙二醇PEG 200中。在30分钟内,将温度升高至120℃。环己烷/水混合物馏出至冷却阱中。将温度降低至100℃,且以氩气净化反应器。随后在95℃下(内部温度)添加339.4g熔融3-(3,5-二叔丁基-4-羟苯基)-丙酸甲酯[Metilox]。然后注入3.16g铝催化剂(Manalox 30A,三异丙醇铝)。反应混合物在100-190℃下保持于真空(4-280mbar)下5-6小时。然后在210℃及0.5mbar下以400rpm搅拌时馏出过量metilox。随后在75℃下添加6.24g柠檬酸(50%)。反应混合物在300rpm下搅拌15分钟。依序再添加130ml及260ml环己烷,且反应混合物在300rpm下搅拌30分钟。使水相与有机相分离,且馏出环己烷。终产物通过HPLC表征且含有低于1.4%的Metilox,及低于0.5%的聚乙二醇。终产物在20℃下的粘度为245'000mPas(AR-2000N锥/板流变计:具有Peltier板的40mm 2°钢锥,恒定10Pa剪应力)。
在实施例S-1的情形下获得的产物含有描绘于下文的分子。
Irganox E 201(RTM BASF)为市售维生素E。其为酚类抗氧化剂且含有2,5,7,8-四甲基-2-[4,8,12-三甲基十三烷基]色满-6-醇,其描绘于下文:
Irganox 1135(RTM BASF)为酚类抗氧化剂且含有3-(3,5-二叔丁基-4-羟基-苯基)-丙酸异辛酯,其描绘于下文:
Irganox 1076(RTM BASF)为酚类抗氧化剂且含有3-(3,5-二叔丁基-4-羟基-苯基)-丙酸硬脂酰酯,其描绘于下文:
AO-1为根据EP 0406169B1的实施例2a或实施例2b可获得的酚类抗氧化剂且含有2-(1-甲基-十五基)-4,6-二甲基-苯酚,其描绘于下文:
Irganox 5057(RTM BASF)为胺类抗氧化剂且为由二苯胺与二异丁烯的反应获得的技术混合物,包含
α)二苯胺;
β)4-叔丁基二苯胺;
χ)以下组的化合物
i)4-叔辛基二苯胺,
ii)4,4'-二叔丁基二苯胺,
iii)2,4,4'-三-叔丁基二苯胺,
δ)以下组的化合物
i)4-叔丁基-4'-叔辛基二苯胺,
ii)o,o'、m,m'或p,p'-二叔辛基二苯胺,
iii)2,4-二叔丁基-4'-叔辛基二苯胺,
ε)以下组的化合物
i)4,4'-二叔辛基二苯胺,
ii)2,4-二叔辛基-4'-叔丁基二苯胺,且
其中存在不多于5重量%的组分α)、8重量%至15重量%的组分β)、24重量%至32重量%的组分χ)、23重量%至34重量%的组分δ)及21重量%至34重量%的组分ε)。
Irgafos 38(RTM BASF)为亚磷酸酯且含有亚磷酸双(2,4-二叔丁基-6-甲基-苯基)乙酯,其描绘于下文:
AO-2为根据EP 0871066 A1通过其化合物I-30可获得的苯并呋喃-2-酮稳定剂,且含有[2-[2-侧氧基-5-(1,1,3,3-四甲基丁基)-3H-苯并呋喃-3-基]-4-(1,1,3,3-四甲基丁基)苯基]乙酸酯(替代名称:5-叔辛基-3-(2-乙酰氧基-5-叔辛苯基)-苯并呋喃-2-酮),其描绘于下文:
AO-3为根据GB 2281010 A1通过其化合物103可获得的苯并呋喃-2-酮,且含有5,7-二叔丁基-3-(3,4-二甲苯基)-3H-苯并呋喃-2-酮,其描绘于下文:
其他所用材料可商购自例如Aldrich Inc.或BASF SE。
应用
实施例A-1:基于聚醚多元醇的聚氨基甲酸酯软发泡体的稳定
制备基于聚醚多元醇的聚氨基甲酸酯软发泡体聚醚:
将0.71g如表T-A-1中所描绘的稳定剂或稳定剂的组合物(以100份多元醇计,0.45份)溶解于157.1g三官能聚醚多元醇(主要含有仲羟基,数目平均分子量为3000D,OH数=48,无稳定剂)中。添加9.84g由以下组成的溶液:1.88g的Tegostab BF 2370(RTM EvonikIndustries;基于聚硅氧烷的界面活性剂)、0.24g的Tegoamin 33(RTM EvonikIndustries;基于三亚乙基二胺的通用胶凝催化剂)及7.7g去离子水,且反应混合物在2600rpm下剧烈搅拌10秒。随后添加0.31g的Kosmos 29(RTM Evonik Industries;基于辛酸亚锡的催化剂)且反应混合物在2600rpm下再次剧烈搅拌18秒。随后添加92.2g异氰酸酯TDI80(含有80%甲苯-2,4-二异氰酸酯及20%甲苯-2,6-二异氰酸酯异构体的混合物)且在2600rpm下连续搅拌5至7秒。随后将混合物倾入至20×20×20cm饼状盒中,且如经由温度升高指示,发生外热致发泡反应。冷却发泡块且在室温下存储24小时。所有制备的发泡块展示类似初始白色。
抗焦化测试:
抗焦化性通过动态加热老化、即动态铝块测试来测定。将发泡块切割成薄管(2cm厚,1.5cm直径)。来自各发泡块,薄管视为发泡体样品。发泡体样品在铝块中加热。温度在200℃的温度下保持30分钟。
抗焦化性通过量测老化后发泡体样品的颜色来评估。所量测的颜色根据在发泡体样品上根据ASTM 1926-70黄度测试测定的黄度系数(Yellowness Index;YI)报导。低YI值指代极少变色,高YI值指代样品的重度变色。发泡体样品保持得愈白,发泡体样品稳定得愈佳。结果描绘于表T-A-1中。
表T-A-1:聚氨基甲酸酯软发泡体的动态铝块老化的结果
脚注:a)比较
b)根据本发明
c)以最大量设定成1,稳定剂与稳定剂的相对比率
表T-A-1中所描绘的数据展示存在绝对协同效应,即对于实施例S-1中所获得的产物与Irganox E 201以1:1的比率的组合(发泡体编号A-1-4)、以1:0.29的比率的组合(发泡体编号A-1-5)及以1:0.11的比率的组合(发泡体编号A-1-6)与实施例S-1中所获得的产物(发泡体编号A-1-2)或Irganox E201(发泡体编号A-1-3)相比,对比各单一稳定剂存在优选结果。实施例S-1中所获得的产物与Irganox E 201以1:0.29的比率的组合(发泡体编号A-1-5)比Irganox 1135与Irganox E 201以1:0.29的比率的组合(发泡体编号A-1-7)、Irganox 1076与Irganox E 201以1:0.29的比率的组合(发泡体编号A-1-8)及AO-1与Irganox E 201以1:0.29的比率的组合(发泡体编号A-1-9)表现更优选。
实施例A-2:聚醚多元醇的稳定
制备稳定聚醚多元醇:
将0.45g如表T-A-2中所描绘的稳定剂或稳定剂的组合物(以100份多元醇计,0.45份)溶解于100g三官能聚醚多元醇(主要含有仲羟基,数目平均分子量为3000D,OH数=48,无稳定剂)中。
抗氧化性测试:
所获得的稳定聚醚多元醇样品的抗氧化性通过差示扫描热量测定(DSC)来测定。在氧气下以5℃/min的加热速率在50℃开始加热样品直至达到200℃。发热峰的出现指示热氧化反应的起始。标记发热峰起始时的温度。优选稳定样品的特征在于起始的较高温度。结果描绘于表T-A-2中。
表T-A-2:稳定聚醚多元醇的抗氧化性
脚注:a)比较
b)根据本发明
c)以最大量设定成1,稳定剂与稳定剂的相对比率
表T-A-2中所描绘的资料展示
-存在绝对协同效应,即对于实施例S-1中所获得的产物与Irganox E201以1:1的比率的组合(稳定聚醚多元醇编号A-2-4)与实施例S-1中所获得的产物(稳定聚醚多元醇编号A-2-2)或Irganox E 201(稳定聚醚多元醇编号A-2-3)相比,对比各单一稳定剂存在优选结果;
-存在相对协同效应,即对于实施例S-1中所获得的产物与Irganox E201以1:0.29的比率的组合(稳定聚醚多元醇编号A-2-5//数学预期:(1×178℃+0.29×204℃)/1.29=184℃)及以1:0.11的比率的组合(稳定聚醚多元醇编号A-2-6//数学预期:(1×178℃+0.11×204℃)/1.11=181℃),对比通过设想线性数学预期的结果存在优选结果;
-实施例S-1中所获得的产物与Irganox E 201以1:0.29的比率的组合(稳定聚醚多元醇编号A-2-5)比Irganox 1135与Irganox E 201以1:0.29的比率的组合(稳定聚醚多元醇编号A-2-7)、Irganox 1076与Irganox E 201以1:0.29的比率的组合(稳定聚醚多元醇编号A-2-8)及2,4-二甲基-6-(1-甲基-十五基)酚与Irganox E 201以1:0.29的比率的组合(稳定聚醚多元醇编号A-2-9)表现更优选。
实施例A-3:基于聚醚多元醇的聚氨基甲酸酯软发泡体的稳定
表T-A-3中陈述的稳定剂或稳定剂组合物施加于如实施例A-1中所描述的聚氨基甲酸酯软发泡体制备中。抗焦化性如实施例A-1中所描述测定。结果描绘于表T-A-3中。
表T-A-3:聚氨基甲酸酯软发泡体的动态铝块老化的结果
脚注:a)比较
b)根据本发明
c)以最大量设定成1,稳定剂与稳定剂的相对比率
表T-A-3中所描绘的资料展示通过添加第三稳定剂,结果可在总体类似量的稳定剂下进一步改进,即通过添加Irganox 5057(发泡体编号A-3-2)为优选结果,通过添加Irgafos 38(发泡体编号A-3-3)为优选结果,通过添加AO-2(发泡体编号A-3-4)为优选结果,及通过添加AO-3(发泡体编号A-3-5)为优选结果。
Claims (18)
2.根据权利要求1的组合物,其中在组分(b)的式I处,n为1、2、3、4、5或6。
3.根据权利要求1的组合物,其中在组分(c)的式II处,R1和R2中的至少一个为C1-烷基。
4.根据权利要求3的组合物,其中在组分(c)的式II处,R1和R2为C1-烷基。
5.根据权利要求1的组合物,其中组分(a)的有机材料为聚醚多元醇或聚氨基甲酸酯,其通过包含聚醚多元醇作为一种起始物质的反应聚合。
6.根据权利要求1的组合物,其中作为组分(b)的式I的双酚稳定剂及作为组分(c)的式II的色原醇稳定剂的组合量以作为组分(a)的有机材料的重量计在0.1重量%至10重量%的范围内。
7.根据权利要求1的组合物,其中作为组分(b)的式I的双酚稳定剂与作为组分(c)的式II的色原醇稳定剂的重量比在0.5与20之间。
8.根据权利要求7的组合物,其中作为组分(b)的式I的双酚稳定剂与作为组分(c)的式II的色原醇稳定剂的重量比在0.9与11之间。
9.根据权利要求1的组合物,其另外包含
(d)另一添加剂。
10.根据权利要求9的组合物,其包含
(d)另一添加剂,其为亚磷酸酯、苯并呋喃-2-酮或芳族胺。
11.根据权利要求9的组合物,其中作为组分(b)的式I的双酚稳定剂、作为组分(c)的式II的色原醇稳定剂及作为组分(d)的另外添加剂的组合量以作为组分(a)的有机材料的重量计在0.1重量%至10重量%的范围内。
12.根据权利要求9的组合物,其中作为组分(b)的式I的双酚稳定剂与作为组分(d)的另外添加剂的重量比在0.9与11之间。
13.根据权利要求2的组合物,其中组分(b)为至少两种式I的双酚稳定剂的混合物,其中第一双酚稳定剂为含n的式I,第二双酚稳定剂为含n+1的式I且n为1、2、3、4或5。
14.一种用于制造根据权利要求1-13中任一项中所定义的组合物的方法,其包含以下步骤,
(i)将根据权利要求1中所定义作为组分(b)的式I的双酚稳定剂及根据权利要求1中所定义作为组分(c)的式II的色原醇稳定剂或添加剂混合物并入至根据权利要求1中所定义作为组分(a)的有机材料中,添加剂混合物包含根据权利要求1中所定义作为组分(b)的式I的双酚稳定剂及根据权利要求1中所定义作为组分(c)的式II的色原醇稳定剂。
15.一种添加剂混合物的用途,添加剂混合物包含根据权利要求1中所定义作为组分(b)的式I的双酚稳定剂及根据权利要求1中所定义作为组分(c)的式II的色原醇稳定剂,其用于保护根据权利要求1中所定义的有机材料抵抗降解。
16.根据权利要求15的用途,其用于保护有机材料抵抗发黄,有机材料为聚氨基甲酸酯。
17.一种添加剂混合物,其包含以下组分
(b)根据权利要求1中所定义的式I的双酚稳定剂,及
(c)根据权利要求1中所定义的式II的色原醇稳定剂。
18.根据权利要求17的添加剂混合物,其另外包含
(d)另一添加剂。
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