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Synthesis of dendritic hindered amine light stabilizers with lower basicity

CHEN Wei 1,AN Ping 1,CHEN Yanxue 2,LI Yang 1,YAN Xilong1,CHEN Ligong1   

  1. 1 School of Chemical Engineering and Technology,Tianjin University,Tianjin 300072,China;2 School of Material
  • Online:2010-09-05 Published:2010-09-05

低碱性树枝状受阻胺光稳定剂的设计与合成

陈 炜1,安 平1,陈艳雪2,李 阳1,闫喜龙1,陈立功1   

  1. 1天津大学化工学院,天津 300072;2石家庄铁道学院材料科学与工程分院,河北 石家庄 050043

Abstract:

Dendertic hindered amine light stabilizers with lower basicity were prepared via Michael addition and transesterification reactions with dimethyl malonatemethyl acrylate2,2,6,6-tetramethyl- piperidine-4-ol and 1,2,2,6,6-pentamethyl-piperidine-4-ol as the main starting materialsthe product yields were 89.3% and 78.0% respectively based on dimethyl malonate. The optimum conditions for Michael addition were found as 12.2 molar ratio of dimethyl malonate with methyl acrylate2.2eq NaOMe as catalyst for 4 h reactionand those for the transesterification were found as14.8 molar ratio of the addition product with 2,2,6,6-tetramethyl-piperidine-4-ol or 1,2,2,6,6- pentamethyl-piperidine-4-ol2% tetraisopropyl orthotitanate of the addition product as catalyst for 24h reaction. The pH values of the synthesized compounds were 8.7 and 6.6respectively.

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、酯交换反应合成了低碱性树枝状受阻胺光稳定剂,目标产物总收率分别为89.3%78.0%(以丙二酸二甲酯计)。优化的合成条件为:Michael加成反应中,n(丙二酸二甲酯)n(丙烯酸甲酯) =12.2,以NaOMe为催化剂,与丙二酸二甲酯的摩尔比为2.2,反应温度为20 ℃;酯交换反应中,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)=14.8,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24 h。所合成的化合物pH值分别为8.76.6

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