Multiple H-Bonding-Mediated Assembly of Macrocyclic Diacetylene
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Multiple H-bonding-mediated self-assembly process offers well-intended and controlled construction of supramolecular architectures. A multiple H-bonding moiety, diaminotriazine (DAT), was introduced to a macrocyclic diacetylene (MCDA) as a pendant. The DAT-containing MCDA, MCDA-DAT, was found to form a MCDA dimer. Interestingly, complexed unidirectional columnar self-assembly of MCDA-DAT·CA was generated when MCDA-DAT was subjected to co-assembly with cyanuric acid (CA) due to the multiple H-bonding interactions of DAT with CA and the π–π interaction of diacetylene template. The structure of the self-assembled MCDA-DAT·CA was probed by microscopy, spectroscopy, and diffractogram analyses. The monomeric MCDA-DAT·CA was cross-linked into a blue-phase macrocyclic polydiacetylene, MCPDA-DAT·CA, via UV-induced topochemical polymerization. MCPDA-DAT·CA displayed a naked-eye detectable blue-to-red colorimetric response upon heating and exposure to specific solvents.