Synthesis and characterization of methoxybenzene-linked polyimides formed by 1,4-addition to bismaleimides
Synthesis and characterization of methoxybenzene-linked polyimides formed by 1,4-addition to bismaleimides
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DOI：
10.1016/j.polymer.2021.124326
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发表时间：
2022-01-03
期刊：
影响因子：
4.6
通讯作者：
Tsukamoto, Masaki
中科院分区：
文献类型：
--
作者：
Hor, Seanghai;Oyama, Kin-ichi;Tsukamoto, Masaki
通过三氟甲磺酸（TfOH）催化的1，4-加成反应合成了甲氧基苯连接的聚酰亚胺。以新合成的1，3-双（3，5-二甲氧基苯氧基）丙烷和已知的5，5 '-氧代双（1，3-二甲氧基苯）为亲核单体，在催化量的TfOH存在下，在间甲酚中与几种双马来酰亚胺反应。使用1，3-双（3，5-二甲氧基苯氧基）丙烷得到数均分子量（M-n）为8000-15000的聚酰亚胺。然而，当使用5，5 ′-氧代双（1，3-二甲氧基苯）作为单体时，得到M-n为4000或更低的聚酰亚胺。合成的聚酰亚胺显示出良好的热稳定性，通过在417和441摄氏度之间的10%重量损失温度来判断。它们的玻璃化转变温度在200摄氏度左右。这些聚合物在有机溶剂如间甲酚、DMF、吡啶和氯仿中具有广泛的溶解度。
Methoxybenzene-linked polyimides were synthesized by a trifluoromethanesulfonic acid (TfOH)-catalyzed 1,4-addition (Michael addition) reaction. Newly synthesized 1,3-bis(3,5-dimethoxyphenoxy)propane and known 5,5'-oxybis(1,3-dimethoxybenzene) as nucleophilic monomers were reacted with several bismaleimides in the presence of a catalytic amount of TfOH in m-cresol. Use of 1,3-bis(3,5-dimethoxyphenoxy)propane afforded polyimides with number average molecular weights (M-n)s of 8000-15000. However, polyimides with M-n of 4000 or less were obtained when 5,5'-oxybis(1,3-dimethoxybenzene) was employed as a monomer. The synthesized polyimides showed good thermostability as judged by 10% weight loss temperatures between 417 and 441 degrees C. Their glass transition temperatures were around 200 degrees C. These polymers featured a wide range of solubility in organic solvents such as m-cresol, DMF, pyridine, and chloroform.