Two Structurally Different Polymers from a Single Monomer,Journal of the American Chemical Society

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Two Structurally Different Polymers from a Single Monomer
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2023-10-03 , DOI: 10.1021/jacs.3c07767
Javed R Pathan ₁ , Subhrajyoti Bhandary ₁ , Kana M Sureshan ₁

Affiliation

We designed and synthesized a malonamide-derived monomer, containing azide and alkyne units, for topochemical polymerization to yield nylon (n,3). This monomer on crystallization gave two concomitant polymorphs M1 and M2. Both the polymorphs show crystal packings that are suitable for topochemical azide–alkyne cycloaddition polymerization. On heating, polymorph M1 reacts regiospecifically to give 1,4-disubstituted-1,2,3-triazolyl-linked polymer, whereas polymorph M2 yields 1,5-disubstituted-1,2,3-triazolyl-linked polymer regiospecifically. In the case of polymorph M1, polymerization proceeds perpendicular to the hydrogen bonding direction, whereas in M2, the reaction occurs along the hydrogen bonding direction. This results in the two structurally different polymers having distinct topologies. These single-crystal-to-single-crystal polymerizations allowed us to study their structure at atomic resolution by single-crystal X-ray diffraction. This is the first report on the topochemical synthesis of two structurally isomeric polymers from a single monomer.

中文翻译：

单一单体形成两种结构不同的聚合物

我们设计并合成了一种包含叠氮化物和炔单元的丙二酰胺衍生单体，用于拓扑化学聚合以产生尼龙（n,3）。该单体结晶后得到两种伴随的多晶型物M1和M2。两种多晶型物都显示出适合拓扑化学叠氮-炔环加成聚合的晶体堆积。加热时，多晶型物M1区域专一地反应产生1,4-二取代的1,2,3-三唑基连接的聚合物，而多晶型物M2区域专一地产生1,5-二取代的1,2,3-三唑基连接的聚合物。在多晶型物M1的情况下，聚合垂直于氢键方向进行，而在M2中，反应沿着氢键方向发生。这导致两种结构不同的聚合物具有不同的拓扑结构。这些单晶到单晶的聚合使我们能够通过单晶 X 射线衍射以原子分辨率研究它们的结构。这是关于从单一单体拓扑化学合成两种结构异构聚合物的第一份报告。

更新日期：2023-10-03

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