112440-47-8Relevant academic research and scientific papers
Resonance photoionization of a diarylethene derivative in the presence of cyclodextrins using multi-color multi-laser irradiation
Takeshita, Tatsuya,Hara, Michihiro
, p. 180 - 188 (2015)
Abstract Photochromism is isomerization of a molecule induced by light, and is attractive for applications like actuators and optical memory. However, the photodynamics of photochromic materials under excitation by three lasers at three different wavelengths are poorly understood. In this article, we investigate the properties of the well-known photochromic material 2,3-bis(2,4,5-trimethyl-3-thienyl) maleic anhydride (1) upon excitation by one, two and three lasers. In these experiments, α-, β- and γ-cyclodextrin (CD) are added to 1 to form inclusion complexes to improve the solubility of 1 in water/acetonitrile. First, the formation of 1/CD inclusion complexes is evaluated by changes in the 1H NMR spectrum of 1 and calculations. We find that the area of each molecule of 1 in the 1/CD inclusion complexes exposed to the solvent depends on the cavity size of the CD, and that the CD also affects the ratio of the antiparallel and parallel conformations of the open form (OP) of 1. The transient absorption of hydrated electrons in the 1/CD systems is then observed at 720 nm by flash photolysis using one laser (266 nm), two lasers (266 and 532 nm) and three lasers (266, 532 and 355 nm). The ionization quantum yields of 1 depend on both the type of CD present, which is rationalized by the ability of 1 to isomerize in the different-sized cavities of α-, β- and γ-CD, and on the laser pulse configuration. The ionization efficiency obtained using the two-laser system is higher than that measured with the one-laser system. This confirms that two-photon ionization of 1 proceeds through two-step two-photon excitation with S0 → S1 and S1 → Sn singlet-state transitions. The photoionization efficiency of 1 in the presence of CDs determined using three laser pulses increases upon opening of the closed-ring isomer (CL) of 1 by 532 nm irradiation (the second laser pulse). This effect is particularly obvious in the presence of γ-CD. This investigation of the photodynamics of 1 in inclusion complexes using multiple lasers contributes to our understanding of how we can influence photochromism using host species and different laser wavelengths.
Solvent viscosity effects on photochromic reactions of a diarylethene derivative as revealed by picosecond laser spectroscopy
Miyasaka, Hiroshi,Nobuto, Takahiro,Murakami, Masataka,Itaya, Akira,Tamai, Naoto,Irie, Masahiro
, p. 8096 - 8102 (2002)
The solvent viscosity effect on photochromic reaction processes such as cyclization and cycloreversion of a diarylethene derivative, 2-bis(2,4,5-trimethyl-3-thienyl)maleic anhydride (TMTMA), was investigated by means of steady-state spectroscopy, picosecond transient absorption, and fluorescence measurements, The cyclization reaction yields from the excited open-ring isomer decreased with an increase in solvent viscosity. Picosecond transient absorption spectroscopy revealed that the cyclization reaction took place via two pathways; very rapid reaction immediately after the excitation in competition with the relaxation to the fluorescent state and the rather slow reaction from the relaxed fluorescent state with the time constant of several hundred picoseconds. The latter slow process was strongly dependent on the solvent viscosity, whereas the former rapid process was almost independent of the viscosity. This viscosity dependence of the reaction from the fluorescent state was attributed to the solvent molecular friction to the rotation of the thienyl moieties leading to the favorable geometry for the cyclization. For the cycloreversion reaction, much smaller solvent viscosity dependence was observed and reaction time constants less than 1-2 ps were estimated by transient absorption spectroscopy. By integrating these experimental results with the potential energy surfaces predicted from theoretical investigation, the mechanism of the photochromic reaction of TMTMA was discussed.
Solvent Effects on the Photochromic Reactions of Diarylethene Derivatives
Irie, Masahiro,Sayo, Koichi
, p. 7671 - 7674 (1992)
Photochromic reactions of diarylethene derivatives, 1,2-bis(2,4,5-trimethylthiophene-3-yl)maleic anhydride (1a) and 1,2-bis(2-methylbenzothiophene-3-yl)maleic anhydride (2a) were found to depend on solvent polarity.The ring-closure quantum yield of 1a decreased with the increasing solvent polarity from 0.13 in n-hexane to 0.003 in acetonitrile.The yield of 2a decreased from 0.12 in hexane to 0.03 in acetonitrile.Fluorescence measurements (fluorescence maxima , quantum yields, and decay times) revealed that there existed two kinds of conformations in the excited states, reactive planar and inactive twisted ones, and the state energies for the confimations were dependent on the solvent polarity.The inactive twisted conformation became more stable and dominant in polar solvents, and this explained the low quantum yields.The ring opening quantum yields were scarcely affected by the solvent polarity.
Thermally Irreversible Photochromic Systems. Reversible Photocyclization of Diarylethene Derivatives
Irie, Masahiro,Mohri, Masaaki
, p. 803 - 808 (2007/10/02)
The reversible photocyclization of 1,2-diarylethene derivatives having methyl-substituted heterocyclic rings has been found to constitute a photochromic system, which is both thermally irreversible and fatigue resistant. cis-1,2-Dicyano-1,2-bis(2,4,5-trim
