Remarkable Stability of High Energy Conformers in Self-Assembled Monolayers of a Bistable Electro- and Photoswitchable Overcrowded Alkene
| العنوان: | Remarkable Stability of High Energy Conformers in Self-Assembled Monolayers of a Bistable Electro- and Photoswitchable Overcrowded Alkene |
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| المؤلفون: | Edzard M. Geertsema, Anthony C. Coleman, Petra Rudolf, Wesley R. Browne, Ben L. Feringa, Nicolas Heureux, Jetsuda Areephong, Philana V. Wesenhagen, Hella Logtenberg, Oleksii Ivashenko |
| المساهمون: | Surfaces and Thin Films, Synthetic Organic Chemistry |
| المصدر: | The Journal of Physical Chemistry. C: Nanomaterials and Interfaces, 115(46), 22965-22975. AMER CHEMICAL SOC The Journal of Physical Chemistry C |
| سنة النشر: | 2011 |
| مصطلحات موضوعية: | DEVICES, Bistability, SUBSTITUTED FLUORENYL CATIONS, GOLD SURFACES, 010402 general chemistry, Photochemistry, Electrochromic devices, 01 natural sciences, BINDING-ENERGIES, Contact angle, Photochromism, Monolayer, DICATIONS, Physical and Theoretical Chemistry, PHOTOEMISSION, STEREOCHEMISTRY, Molecular switch, Organic electronics, 010405 organic chemistry, Chemistry, ANTIAROMATICITY, Self-assembled monolayer, BISTRICYCLIC AROMATIC ENES, 0104 chemical sciences, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, General Energy, PARATROPICITY/ANTIAROMATICITY |
| الوصف: | Although bistability of molecular switches in solution is well established, achieving highly robust bistable molecular switching in self-assembled monolayers remains a challenge. Such systems are highly attractive as components in organic electronics and molecular-based photo and electrochromic devices. Here we report a remarkably robust surface confined bisthiaxanthylidene redox switch that shows excellent bistability, manifested in reversible changes in spectroscopic and electrochemical properties and in.. physical properties such as water contact angle changes (ca. 30 degrees difference in water contact angle between the two redox states of a bisthiaxanthylidene self-assembled monolayer). The effect of surface immobilization of bisthiaxanthylidene on its photochromic, thermal and electrochemical properties is described. Surface immobilization is achieved by incorporating thiol- and alkylsiloxy-terminated "legs" on one of the tricyclic aromatic units. The molecular switch in its neutral and dicationic state, generated by bulk electrolysis, was characterized in solution, in the solid state and on surfaces, by UV/vis absorption, Fourier transform infrared, X-ray photoelectron, and Raman spectroscopies and by cyclic voltammetry. In solution, the redox switching to the dicationic state is achieved by oxidation at 1.2 V versus SCE. Reduction of the dication at |
| اللغة: | English |
| تدمد: | 1932-7455 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5f46361a6d0eef2ff69ecaeb07963f83 https://doi.org/10.1021/jp206889y |
| حقوق: | RESTRICTED |
| رقم الأكسشن: | edsair.doi.dedup.....5f46361a6d0eef2ff69ecaeb07963f83 |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 19327455 |
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