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RESEARCH PRODUCT
Supramolecular hierarchy among halogen and hydrogen bond donors in light-induced surface patterning
Valentina DichiaranteGabriella CavalloGiuseppe ResnatiGiancarlo TerraneoPierangelo MetrangoloPierangelo MetrangoloAlexis Goulet-hanssensJaana VapaavuoriMarco SacconeAlessandra ForniChristopher J. BarrettArri PriimagiArri PriimagiArri Priimagisubject
RELIEF GRATINGSDENSITY-FUNCTIONAL THEORY CALCULATIONSMaterials sciencePHOTOINDUCED BIREFRINGENCE116 Chemical sciencesta221Supramolecular chemistryPhotochemistrysupramolecular chemistryDENSITY-FUNCTIONAL THEORYchemistry.chemical_compoundMaterials ChemistryMoleculeTHERMAL-ISOMERIZATIONPOLARIZATION DEPENDENCECO-CRYSTALSLIQUID-CRYSTAL ORDERta218chemistry.chemical_classificationta214Halogen bondta114PhotoswitchHydrogen bondPolymers Halogen Bonding Supramolecular Chemistry Photoresponsive AzobenzeneGeneral Chemistryhydrogen bondingPOLYMER-AZOBENZENE COMPLEXESSupramolecular polymersSOLID-STATEchemistryAzobenzeneHALOGEN BONDINGHalogenlight-induced surface patterningSettore CHIM/07 - Fondamenti Chimici Delle TecnologiePHOTONIC APPLICATIONSPOLYMER-AZOBENZENE COMPLEXES; DENSITY-FUNCTIONAL THEORY; LIQUID-CRYSTAL ORDER; RELIEF GRATINGS; SOLID-STATE; PHOTOINDUCED BIREFRINGENCE; POLARIZATION DEPENDENCE; THERMAL-ISOMERIZATION; PHOTONIC APPLICATIONS; CO-CRYSTALSdescription
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. publishedVersion Peer reviewed
year | journal | country | edition | language |
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2015-01-28 | Journal of Materials Chemistry C |