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Chromogenic Tubular Polydiacetylenes from Topochemical Polymerization of Self-Assembled Macrocyclic Diacetylenes

Title
Chromogenic Tubular Polydiacetylenes from Topochemical Polymerization of Self-Assembled Macrocyclic Diacetylenes
Authors
Heo, Jung-MooKim, YoungmeeHan, SeulkiJoung, Joonyoung F.Lee, Sang-hwaHan, SejinNoh, JaegeunKim, JaeyongPark, SungnamLee, HaiwonChoi, Yoon MiJung, Young-SikKim, Jong-Man
Ewha Authors
김영미
SCOPUS Author ID
김영미scopus
Issue Date
2017
Journal Title
MACROMOLECULES
ISSN
0024-9297JCR Link1520-5835JCR Link
Citation
vol. 50, no. 3, pp. 900 - 913
Publisher
AMER CHEMICAL SOC
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
Tubular materials formed by self-assembly of small organic molecules find great utility in chemical and material science. Conventional tubular structures often lack stability because non covalent molecular interactions are responsible for their conformational integrities. Herein we report the development of covalently linked chromogenic organic nanotubes which are prepared by using topochemical polymerization of self-assembled macrocyclic diacetylenes (MCDAs). Crystal structures of five MCDAs having different diameters were elucidated, and four of these substances were transformed to tubular polydiacetylenes (PDA) by UV-induced polymerization. Surprisingly, MCDA-1 was found to self-assemble in stacks with a tilt angle of 62.1 degrees which significantly deviates from the optimal value for polymerization of 45 degrees. This observation suggests that geometric parameters derived using linear diacetylene (DA) models might not be strictly applicable to polymerization of MCDA systems. Blue-phase PDAs obtained by polymerization of MCDA-1 and MCDA-3 have different thermochromic and solvatochromic properties, which enable them to be utilized for colorimetric differentiation of aromatic solvents including isomeric xylenes. The observations made and information obtained in this study should enhance the understanding and design of stimulus-responsive rigid organic nanotubes.
DOI
10.1021/acs.macromol.6b02493
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자연과학대학 > 화학·나노과학전공 > Journal papers
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