N,N′-双(2,2,6,6-四甲基-4-哌啶基)-1,6-己二胺的合成

Synthesis of N,N′-Bis(2,2,6,6-Tetramethylpiperidinyl)-1,6-Hexanediamine by New Three-Step Process

采用气相色谱-质谱法对受阻胺类光稳定剂中间体己二胺哌啶的合成产物进行了分析,定性分析了2,2,6,6-四甲基-4-哌啶酮与1,6-己二胺反应产物的结构并推测了副产物的生成过程.建立和优化了缩合、脱 水、加氢三步法合成N,N′-双(2,2,6,6-四甲基-4-哌啶基)-1,6-己二胺(HMBTAD)的新工艺.最佳反应条件为:缩合温度70～75℃,脱水真空度2.66～7.98kPa,以三元骨架Ni为催化剂,在110℃、7.09～8.11 kPa的氢气压力下进行加氢.在此条件下,HMBTAD收率为94.7%.

N,N'-bis (2,2,6,6-tetramethylpiperidinyl)-1,6-hexanediamine (HMBTAD) as key-intermediate of a hindered amine light stabilizer was synthesized from 2,2,6,6-tetramethylpiperidone and 1,6-hexanediamine. The product and by-products of reaction were separated and qualitatively analysed by means of gas chromatography-mass spectrometry. Mechanism of by-products formation was investigated. New three-step process for preparing HMBTAD including condensation, dehydration and catalytic hydrogenation was proposed. The optimal reaction conditions were: condensation temperature 70-75°C, dehydration vacuum degree 2.66-7.98 kPa, hydrogenation temperature 110°, hydrogen pressure 7.09-8.11 MPa, Raney Ni(Ni/Al/Mo) was used as catalyst. Yield of HMBTAD reached 94.7%.