Carbonyl Aziridines: Strained Amides for Rapid Polyamide Synthesis

Carbonyl Aziridines: Strained Amides for Rapid Polyamide Synthesis
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DOI:
10.1021/acs.macromol.2c01748
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发表时间:
2022-10
期刊:
影响因子:
5.5
通讯作者:
Taoguang Qu;P. Rupar
Taoguang Qu;P. Rupar
中科院分区:
化学1区
文献类型:
--
作者:
Taoguang Qu;P. Rupar

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报道了双(N-羰基氮丙啶)聚合形成聚酰胺共聚物。对苯二氮丙啶 (TP-Az) 源自消费后的 PETE,与多种双亲核试剂(包括二羧酸、二酚和二硫化物)反应,分别形成聚(酰胺酯)、聚(酰胺醚)或聚(酰胺硫化物)。脂肪族己二酰氮丙啶(AD-Az)和2-甲基取代的TP-MeAz的逐步聚合反应与TP-Az的聚合反应相似。 TP-Az、AD-Az 和TP-MeAza 的聚合反应在温和条件下和露天进行,条件与许多官能团相容。例如,衣康酸(含有亚乙烯基)和 d-酒石酸(含有二醇)均可与 TP-Az 共聚,无需保护基化学。
The polymerizations of bis(N-carbonyl aziridine)s to form polyamide copolymers are reported. Terephthalaziridine (TP-Az), derived from postconsumer PETE, reacts with a variety of dinucleophiles, including dicarboxylic acids, diphenols, and disulfides, to form poly(amide ester)s, poly(amide ether)s, or poly(amide sulfide)s, respectively. The step-growth polymerization of the aliphatic adipoyl aziridine (AD-Az) and the 2-methyl-substitutedTP-MeAzmirrors that ofTP-Az. The polymerizations ofTP-Az, AD-Az, andTP-MeAzare performed under mild conditions and open air, conditions that are compatible with many functional groups. As examples, both itaconic acid (containing a vinylidene group) andd-tartaric acid (containing a diol) copolymerize withTP-Azwithout the need for protecting group chemistry.