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Effect of Oligoethylene Chains on the Formation of Photoresponsive Nanotubes by Azobenzene Dyad
Author(s) -
Saito Takuho,
Yagai Shiki
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000019
Subject(s) - azobenzene , photoisomerization , chemistry , amphiphile , photochemistry , irradiation , nanostructure , nanotube , carbon nanotube , polymer chemistry , nanotechnology , isomerization , copolymer , organic chemistry , polymer , materials science , catalysis , physics , nuclear physics
Azobenzene dyad 1 possessing hydrophobic side chains has previously been reported to assemble into toroidal nanostructures, which can further stack to afford nanotubes in nonpolar media. In this study, amphiphilic dyad 2 was synthesized to obtain nanotubes with the hydrophilic interior. Dyad 2 directly assembled into nanotubes without forming isolatable toroidal nanostructures. UV light irradiation to the nanotubes resulted in monomerization by trans → cis photoisomerization, but following reconstruction by visible light irradiation afforded amorphous films, suggesting a kinetic trap of trans ‐ 2 by residual cis ‐ 2 through co‐aggregation.