低碱性树枝状受阻胺光稳定剂的设计与合成.pdf

化
工
进
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2010年第29卷第9期
CHEMICAL INDUSTRY AND ENGINEERING PROGRESS
?1737
研究开发
低碱性树枝状受阻胺光稳定剂的设计与合成
陈炜,安平1,陈艳雪2,李阳1,闫喜龙1,陈立功
(1天津大学化工学院,天津30002;2石家庄铁道学院材料科学与工程分院,河北石家庄050043)
摘要:以丙二酸二甲酯、丙烯酸甲酯、2,2,6,6-四甲基哌啶醇、1,2,2,.6,6-五甲基哌啶醇等为主要原料,经 Michael
加成、酯交換反应合成了低碱性树枝状受凰胺光稳定剂,目标产物总收率分别为89.3%和78.0%(以丙二酸二甲
酯计).优化的合成条件为: Michael加成反应中,m(丙二酸二甲酯):r(丙烯酸甲酯)=1:2.2,以 Naome为催化
剂,与两二酸二甲酯的摩尔比为2.2,反应温度为20℃;酯交換反应中,n(加成产物):n(2,2,6,6-四甲基哌啶醇
/1,2,2,6,6-五甲基哌啶醇)=1:4.8,以四异丙基钛酸酯为催化剂,用量为加成产物质量的2%,反应时间24h。所
合成的化合物pH值分别为8.7和6,6
关键词:低碱性;树枝状化合物;受阻胺光稳定剂
中图分类号:O632.63
文献标志码:A
文章编号:1000-6613(2010)09-1737-05
Synthesis of dendritic hindered amine light stabilizers with lower basicity
CHEN Wei, AN Ping, CHEN Yanxue", LI Yang, YAN Xilong CHEN Ligong
(I School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China; 2 School of Material
Science Engineering, Shijiazhuang Railway Institute, Shijiazhuang 050043, Hebei, China)
Abstract: Dendertic hindered amine light stabilizers with lower basicity were prepared via Michael
addition and transesterification reactions with dimethyl malonate, methyl acrylate, 2, 2, 6, -tetramethy-
piperidine-4-ol and 1, 2, 2, 6,6-pentamethyl-piperidine-4-ol as the main starting materials, the product
yields were 89.3%o and 78.0% respectively based on dimethyl malonate. The optimum conditions for
Michael addition were found as 1. 2.2 molar ratio of dimethyl malonate with methyl acrylate
2.2eq Naome as catalyst for 4 h reaction; and those for the transesterification were found as, 1
4.8 molar ratio of the addition product with 2, 2, 6, 6-tetramethyl-piperidine-4-o1 or 1, 2, 2, 6,
pentamethyl-piperidine-4-ol, 2% tetraisopropyl orthotitanate of the addition product as catalyst for 24h
reaction. The ph values of the synthesized compounds were 8.7 and 6.6, respectively.
Key words: lower basicity; dendrimer; hindered amine light stabilizer
受阻胺光稳定剂由于其优异的光稳定性能,
位。以 Tinuvin770为例,得益于分子的非刚性结构,
直是国内外光稳定剂研究开发的热点之一,其中,其与聚丙烯、聚乙烯、ABS树脂等高分子材料具有
基于三丙酮胺结构的受阻胺光稳定剂更是占据主导良好的相容性,这使得其光稳定效果数倍于其它类
地位。纵观近二十年来,大量含有2,2,6,6-四甲基
哌啶结构的新型受阻胺光稳定剂被相继报道,如收稿日期:20100414:修改稿日期:2010051l
聚合型受阻胺光稳定剂、多功能受阻胺光稳定盒项目:国家自然科学基金资助项目(20976123)
剂山-及反应型受阻胺光稳定剂等。尽管如此,
第一作者简介:陈炜(1981-),女,博土研究生, E-mail
chw1119@126.com。联系人:陈立功,博士,教授,博士生导师,主
作为一类较早发展起来的受阻胺光稳定剂品种,单
要从事受阻胺类光稳定剂以及哌嗪、哌啶类药物中间体及含氮杂环类
体型受阻胺光稳定剂在光稳定剂市场仍占有重要地化合物的合成。电话022740614.E-mailIgchen@tju.edu.cn