Room‐Temperature Bulk Supramolecular Polymer Based on C3‐Symmetrical Benzene‐1,3,5‐tricarboxamides Having Two‐Armed Alkyl Groups as Side Chains

Author:

Ishigaki Yuzo12ORCID,Yamanaka Motoshi1,Hagio Takeshi23,Ichino Ryoichi23

Affiliation:

1. Nagoya Municipal Industrial Research Institute 3-4-41 Rokuban, Atsuta-ku Nagoya 456-0058 Japan

2. Department of Chemical Systems Engineering Graduate School of Engineering Nagoya University Furo-cho, Chikusa-ku Nagoya 464-8603 Japan

3. Institute of Materials Innovation Institutes of Innovation for Future Society Nagoya University Furo-cho, Chikusa-ku Nagoya 464-8601 Japan

Abstract

AbstractTo develop a bulk supramolecular polymer based on 1,3,5‐benzenetricarboxamide (BTA) without crystallinity at room temperature, C3‐synmetrical BTA derivatives with two‐armed alkyl groups were synthesized and characterized. IR and XRD measurements of the BTA derivatives suggested that the higher‐order structure obtained using these materials was hexagonal columnar, owing to the characteristic three‐fold hydrogen bonding. In DSC measurements, BTA having 10‐nonadecyl groups (10NDBTA) showed only a single transition point at 233 °C and maintained its mesophase down to −50 °C, whereas the other BTA derivatives showed a transition peak in the range of 20 to 131 °C and another in the range of 204 to 239 °C, corresponding to alkyl melting and dissociation of the stacked BTA cores, respectively. 13C‐SSNMR measurement of 10NDBTA indicated that not only the 10‐nonadecyl groups of the side chains but also the BTA cores forming the main chain of the supramolecular polymer show a unique high mobility even at ambient temperature.

Funder

Nagoya University

Publisher

Wiley

Subject

General Chemistry

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