Novel compounds have been discovered in which a bis compound of a polysubstituted 2-keto-1,4-diazacycloalkane ("2KDZC") provides a bridge between diisocyanate groups so as to form an oligomeric 2KDZC-urethane ("2K-U" oligomer) having from 2 to about 15 repeating units. The bis compound bridge itself consists essentially of two distally linked polysubstituted 2KDZC moieties, and the 2K-U oligomer formed consists essentially of two 2KDZC moieties linked through their N' atoms, which moieties in turn are distally linked to urethane groups through the N4 atoms of the 2KDZC. Such 2K-U oligomers unexpectedly contain a self-limiting number of 2K-U repeating units which happens to provide 2K-U oligomers which are desirable and highly effective u-v light stabilizers in organic materials. More specifically, this invention provides a novel class of polymeric hindered amine-urethane derivatives, particularly piperazinone bis compounds which may be distally linked to each other in a single step reaction utilizing an appropriately substituted diamine, a haloform such as bromoform or chloroform, in one of several known syntheses for making 2-keto-diazacycloalkanones, some of which syntheses may preferably utilize a phase transfer catalyst. This bis compound may then be hydroxyalkylated and reacted with an appropriate diisocyanate.
新发现的化合物中,多取代 2-酮基-1,4-二氮杂环
烷烃("2KDZC")的双化合物在二
异氰酸酯基团之间起桥作用,从而形成具有 2 至 15 个重复单元的 2KDZC-urethane 低聚物("2K-U "低聚物)。双化合物桥本身基本上由两个远端连接的多取代 2KDZC 分子组成,而形成的 2K-U 低聚物基本上由两个通过其 N'原子连接的 2KDZC 分子组成,这些分子又通过 2KDZC 的 N4 原子远端连接到
氨基甲酸酯基团上。这种 2K-U 低聚物出乎意料地含有一定数量的 2K-U 重复单元,从而提供了 2K-U 低聚物,这种低聚物是有机材料中理想的、高效的 u-v
光稳定剂。更具体地说,本发明提供了一类新型的聚合物受阻胺-
氨基甲酸酯衍
生物,特别是
哌嗪酮双化合物,在制造 2-酮基二氮杂环烷酮的几种已知合成方法之一(其中一些合成方法最好使用相转移催化剂)中,利用适当取代的二胺、卤代烃(如
溴甲烷或
氯仿),在单步反应中彼此远端连接。然后可将该双化合物羟烷基化,并与适当的二
异氰酸酯反应。