We have explored the chemical reaction of the photoisomerization and thermal reaction of the photochromic spiropyran (SP) 1',3'-Dihydro-1',3',3' trimethyl-6-nitrospiro[2H-1 benzopyran-2,2'-(2H)-indole] molecule deposited on the atomic thin channel of a MoS field-effect transistor (FET) through the analysis of the FET property. With four monolayers of SP molecules on the channel, we observed a clear shift of the threshold voltage in the drain-current vs gate-voltage plot with UV-light injection on the molecule, which was due to the change of the SP molecule to merocyanine (MC). A complete reset from MC to SP molecule was achieved by thermal annealing, while the injection of green light could revert the FET property to the original condition. In the process of change from MC to SP, two types of decay rates were confirmed. The quick- and slow-decay components corresponded to the molecules attached directly to the substrate and those in the upper layer, respectively. The activation energies for the conversion of MC to SP molecules were estimated as 71 kJ/mol and 90 kJ/mol for the former and latter, respectively. Combined with DFT calculations, we concluded that the - shift with photoisomerization from SP to MC is due to the upper layer molecules and the dipole moment in the surface normal direction. Based on the estimated activation energy of 90 kJ/mol for the reset process, we calculated the conversion rate in a controllable temperature range. From these values, we consider that the chemical state of MC can be maintained and switched in a designated time period, which demonstrates the possibility of this system in logical operation applications.
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http://dx.doi.org/10.1039/d1cp04283a | DOI Listing |
J Fluoresc
December 2024
Centre for Nano and Material Sciences, Jain (Deemed-to-be) University, Jain Global Campus, Ramanagaram, Bangalore, 562112, Kanakpuram, Karnataka, India.
In this study, a series of new methoxy ester functionalized core fluorinated, chloro-fluorinated azobenzene derivatives were synthesized. The molecular structures of the azobenzene derivatives (3a-3c and 4a-4c) were confirmed through various analytical methods, with variations in the alkoxy chain length on one end of the aromatic ring. Optical absorption studies of 3a, 3b revealed π-π* transitions around 368-392 nm.
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November 2024
University of Warsaw: Uniwersytet Warszawski, Faculty of Chemistry, ul. Pasteura 1, Warsaw, POLAND.
Light-driven molecular rotary motors convert the energy of absorbed light into unidirectional rotational motion and are key components in the design of molecular machines. The archetypal class of light-driven rotary motors is chiral overcrowded alkenes, where the rotational movement is achieved through consecutive cis-trans photoisomerization reactions and thermal helix inversion steps. While the thermal steps have been rather well understood by now, our understanding of the photoisomerization reactions of overcrowded alkene-based motors still misses key points that would explain the striking differences in operation efficiency of the known systems.
View Article and Find Full Text PDFBeilstein J Org Chem
November 2024
Department of Chemistry-Biology, Center of Micro- and Nanochemistry and (Bio-)Technology (Cµ), University of Siegen, Adolf-Reichwein-Str. 2, 57068 Siegen, Germany.
The photochromic norbornadiene/quadricyclane pair is a promising system for molecular solar thermal (MOST) energy storage, with which solar energy may be converted, stored, and released as heat in one integral molecular system. Herein, we present the synthesis of mono-, bis-, and tris-norbornadiene derivatives with alkynylbenzene and alkynylnaphthalene core units, along with studies of their photochemical properties. The target compounds were synthesized by Sonogashira-Hagihara coupling reactions of 2-bromonorbornadiene and the corresponding arylacetylenes.
View Article and Find Full Text PDFChem Sci
December 2024
Applied Chemistry Program, Graduate School of Advanced Science and Engineering, Hiroshima University 1-4-1 Kagamiyama Higashihiroshima 739-8527 Japan
Chemistry
January 2025
School of Chemical Engineering and Technology, Tianjin University, Tianjin, 300072, PR China.
As society advances, the demand for high-performance crystal materials with versatile stimuli-responsive capabilities has increased. However, there remains a notable shortage of simple molecular crystals that exhibit stable and swift responses to various stimuli. In this study, we synthesized a novel acylhydrazone crystal by integrating benzene-fused heterocycles and halogens, achieving a crystal material with multiple stimuli-responsive behaviours.
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