Cascading Retro-Diels鈥揂lder Cycloreversion and Sydnone-Maleimide Based Double 1,3-Dipolar Cycloaddition for Quantitative Thermal Cross-Linking of an Amorphous Polymer Solid

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• 作者：Jeremy J. Intemann ; Wei Huang ; Zhian Jin ; Zhengwei Shi ; Xi Yang ; Jeffrey Yang ; Jingdong Luo ; Alex K.-Y. Jen
• 刊名：ACS Macro Letters
• 出版年：2013
• 出版时间：March 19, 2013
• 年：2013
• 卷：2
• 期：3
• 页码：256-259
• 全文大小：302K
• 年卷期：v.2,no.3(March 19, 2013)
• ISSN：2161-1653

文摘

A new approach to polymer cross-linking is investigated using a cascading cycloreversion of a maleimide-furan adduct and a double 1,3-dipolar cycloaddition between a sydnone and maleimide. The cross-linking proceeds quantitatively above 63 掳C, despite the polymer possessing no observable glass transition temperature. The resulting polymer network possesses a high thermal stability (>300 掳C) due to the irreversibility of the sydnone-maleimide cycloaddition, which releases CO₂ during the cross-linking, driving the reaction. The rigid three-dimensional structure of the bis-maleimide-sydnone cycloadduct produced local free volumes in films, decreasing the dielectric constant of the material.