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Two Structurally Different Polymers from a Single Monomer
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PRE
AI
DOI：10.1021/jacs.3c07767.png)
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Abstract
En 中文
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 of the synthesis of two chemically different polymers from a single monomer.
Keywords:
TO-CRYSTAL SYNTHESIS
POLYMERIZATION
PHOTOPOLYMERIZATION
Journal
IF:
15.6
Papers:
20.0W
Citations:
60.2W