Chemoselective Synthesis of Diamines with Cationically Polymerizable Groups and Polyimides Synthesis
作者:Hitoshi Tojo、Atsushi Kameyama、Tadatomi Nishikubo
DOI:10.1246/cl.1998.433
日期:1998.5
Functional diamines with cationically polymerizable groups were successfully prepared in one-step by the chemoselective reaction of 4,4′-diamino-3,3′-dicarboxydiphenylmethane (1) using 1,8-diazabicyclo-[5.4.0]-7-undecene (DBU). The reaction of 1 with propargyl bromide (2a), 2-chloroethyl vinyl ether (2b), and 2-bromomethyl-1,4,6-trioxa-spiro[4.4]nonane (2c) using DBU proceeded chemoselectively under mild conditions without any protection of the amino group to produce the corresponding diamines (3a-3c) in high yields.
通过 1,8-二氮杂双环-[5.4.0]-7-十一烯 (DBU) 与 4,4′-二氨基-3,3′-二羧基二苯基甲烷 (1) 的化学选择性反应,一步法成功制备了具有阳离子可聚合基团的功能二胺。用 DBU 将 1 与丙炔基溴化物 (2a)、2-氯乙基乙烯基醚 (2b) 和 2-溴甲基-1,4,6-三氧杂螺[4.4]壬烷 (2c) 反应,在温和的条件下进行化学选择性反应,无需对氨基进行任何保护,即可高产率地生成相应的二胺 (3a-3c)。