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

被引：0

作者：

He, Xian ^{[1
]}

Wu, Hao ^{[1
]}

Chen, Menghao ^{[1
]}

Lv, Jiangbo ^{[1
]}

Xiao, Hang ^{[1
]}

Salas, Maria Nieves Lopez ^{[2
]}

Wu, Baile ^{[3
]}

Liu, Pengqing ^{[1
]}

Zeng, Ke ^{[1
]}

Yang, Gang ^{[1
]}

机构：

[1] Sichuan Univ, Coll Polymer Sci & Engn, State Key Lab Polymer Mat Engn, Chengdu 610065, Peoples R China

[2] Paderborn Univ, Dept Sustainable Mat Chem, Dept Chem, Warburger Str 100, D-33098 Paderborn, Germany

[3] Arizona State Univ, Sch Sustainable Engn & Built Environm, Ira A Fulton Sch Engn, Tempe, AZ 85287 USA

来源：

MACROMOLECULAR RAPID COMMUNICATIONS | 2023年 / 44卷 / 18期

关键词：

biomimetics; crosslinks; molecular engineering; nucleophilic enhancement; pyrazine-2; 3-dicarbonitrile; CURING AGENT; PHTHALONITRILE;

D O I：

10.1002/marc.202300199

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

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.

引用

页数：10