TY - JOUR
T1 - Supramolecular hierarchy among halogen and hydrogen bond donors in light-induced surface patterning
AU - Saccone, Marco
AU - Dichiarante, Valentina
AU - Terraneo, Giancarlo
AU - Vapaavuori, Jaana
AU - Forni, Alessandra
AU - Goulet-Hanssens, Alexis
AU - Saccone, Marco
AU - Metrangolo, Pierangelo
AU - Resnati, Giuseppe
AU - Barrett, Christopher J.
AU - Cavallo, Gabriella
AU - Priimagi, Arri
PY - 2015
Y1 - 2015
N2 - Halogen bonding, a noncovalent interaction possessing several unique features compared to the more familiar hydrogen bonding, is emerging as a powerful tool in functional materials design. Herein, we unambiguously show that one of these characteristic features, namely high directionality, renders halogen bonding the interaction of choice when developing azobenzene-containing supramolecular polymers for light-induced surface patterning. The study is conducted by using an extensive library of azobenzene molecules that differ only in terms of the bond-donor unit. We introduce a new tetrafluorophenol-containing azobenzene photoswitch capable of forming strong hydrogen bonds, and show that an iodoethynyl-containing azobenzene comes out on top of the supramolecular hierarchy to provide unprecedented photoinduced surface patterning efficiency. Specifically, the iodoethynyl motif seems highly promising in future development of polymeric optical and photoactive materials driven by halogen bonding.
AB - Halogen bonding, a noncovalent interaction possessing several unique features compared to the more familiar hydrogen bonding, is emerging as a powerful tool in functional materials design. Herein, we unambiguously show that one of these characteristic features, namely high directionality, renders halogen bonding the interaction of choice when developing azobenzene-containing supramolecular polymers for light-induced surface patterning. The study is conducted by using an extensive library of azobenzene molecules that differ only in terms of the bond-donor unit. We introduce a new tetrafluorophenol-containing azobenzene photoswitch capable of forming strong hydrogen bonds, and show that an iodoethynyl-containing azobenzene comes out on top of the supramolecular hierarchy to provide unprecedented photoinduced surface patterning efficiency. Specifically, the iodoethynyl motif seems highly promising in future development of polymeric optical and photoactive materials driven by halogen bonding.
UR - http://hdl.handle.net/10447/398653
M3 - Article
VL - 3
SP - 759
EP - 768
JO - JOURNAL OF MATERIALS CHEMISTRY. C
JF - JOURNAL OF MATERIALS CHEMISTRY. C
SN - 2050-7534
ER -