Improve the Crosslinking Reactivity of Nitrile: Design of Nitrile-Functionalized Pyrazine and its Hydrogen Bond-Assisted Nucleophilic Enhancement Study,Macromolecular Rapid Communications

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Improve the Crosslinking Reactivity of Nitrile: Design of Nitrile-Functionalized Pyrazine and its Hydrogen Bond-Assisted Nucleophilic Enhancement Study
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2023-05-29 , DOI: 10.1002/marc.202300199
Xian He ₁ , Hao Wu ₁ , Menghao Chen ₁ , Jiangbo Lv ₁ , Hang Xiao ₁ , Maria Nieves López Salas ₂ , Baile Wu ₃ , Pengqing Liu ₁ , Ke Zeng ₁ , Gang Yang ₁

Affiliation

In this study, molecular engineering and biomimetic principles are utilized to prepare highly effective nitrile-functionalized pyrazine crosslinking units by exploiting pyrazine's unique nucleophilic strengthening mechanism and proton bonding ability. The curing behaviors of pyrazine-2,3-dicarbonitrile and phthalonitrile are investigated through model curing systems and molecular simulation. The results indicate that pyrazine-2,3-dicarbonitrile exhibits higher reactivity than phthalonitrile, promoted by amine. The cured products of pyrazine-2,3-dicarbonitrile predominantly comprise thermally stable azaisoindoline and azaphthalocyanine. This novel type of highly effective crosslinking unit, and the comprehended mechanism of action of pyrazine at the molecular level, significantly expand the application of pyrazine in materials science.

中文翻译：

提高腈的交联反应活性：腈官能化吡嗪的设计及其氢键辅助亲核增强研究

本研究利用分子工程和仿生原理，利用吡嗪独特的亲核增强机制和质子键合能力，制备高效的腈功能化吡嗪交联单元。通过模型固化体系和分子模拟研究了吡嗪-2,3-二甲腈和邻苯二甲腈的固化行为。结果表明，在胺的促进下，吡嗪-2,3-二甲腈表现出比邻苯二甲腈更高的反应活性。吡嗪-2,3-二甲腈的固化产物主要包含热稳定的氮杂异吲哚啉和氮杂酞菁。这种新型的高效交联单元以及吡嗪在分子水平上的作用机制，显着扩展了吡嗪在材料科学中的应用。

更新日期：2023-05-29

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