137814-07-4Relevant articles and documents
Photochromism of diarylethenes having nitronyl nitroxides
Matsuda, Kenji,Irie, Masahiro
, p. 2577 - 2580 (2000)
The photoreactivities of photochromic diarylethenes having nitronyl nitroxide radicals were studied in terms of the measurement of the quantum yields and the conversions in the photostationary state. (C) 2000 Elsevier Science Ltd.
Photochromic properties of diarylethene derivatives having chryso[b]thiophene rings
Yamaguchi, Tadatsugu,Fujita, Yuji,Nakazumi, Hiroyuki,Kobatake, Seiya,Irie, Masahiro
, p. 9863 - 9869 (2004)
Diarylethene derivatives having one or two chryso[b]thiophene ring(s) have been synthesized. In solution the derivatives underwent photochromism and the derivative with one chryso[b]thiophene ring exhibited photochromism even in the single crystalline pha
Photochromism of diarylethene derivatives having an indene unit
Yamaguchi, Tadatsugu,Irie, Masahiro
, p. 1267 - 1269 (2006)
Photochromic indene derivatives, 1-(2-methyl-1-inden-3-yl)-2-(2-methyl-1- benzothien-3-yl)perfluorocyclopentene and 1-(2-methyl-1-inden-3-yl)-2-(2-methyl- 1-benzofuran-3-yl)perfluorocyclopentene, were synthesized and their photochromic performance was examined.
Optical Communication among Oscillatory Reactions and Photo-Excitable Systems: UV and Visible Radiation Can Synchronize Artificial Neuron Models
Gentili, Pier Luigi,Giubila, Maria Sole,Germani, Raimondo,Romani, Aldo,Nicoziani, Andrea,Spalletti, Anna,Heron, B. Mark
, p. 7535 - 7540 (2017)
Neuromorphic engineering promises to have a revolutionary impact in our societies. A strategy to develop artificial neurons (ANs) is to use oscillatory and excitable chemical systems. Herein, we use UV and visible radiation as both excitatory and inhibitory signals for the communication among oscillatory reactions, such as the Belousov–Zhabotinsky and the chemiluminescent Orban transformations, and photo-excitable photochromic and fluorescent species. We present the experimental results and the simulations regarding pairs of ANs communicating by either one or two optical signals, and triads of ANs arranged in both feed-forward and recurrent networks. We find that the ANs, powered chemically and/or by the energy of electromagnetic radiation, can give rise to the emergent properties of in-phase, out-of-phase, anti-phase synchronizations and phase-locking, dynamically mimicking the communication among real neurons.
Reversible photoswitching of triplet-triplet annihilation upconversion using dithienylethene photochromic switches
Cui, Xiaoneng,Zhao, Jianzhang,Zhou, Yuhan,Ma, Jie,Zhao, Yilong
, p. 9256 - 9259 (2014)
Reversible photoswitched triplet-triplet annihilation upconversion (TTA UC) was demonstrated with dithienylethene (DTE) derivatives as the photochromic units, 2,6-diiodoBodipy as the triplet photosensitizer, and perylene as the triplet acceptor/emitter. T
Photochromism of diarylethenes on porous aluminum oxide: Fatigue resistance and redox potentials of the photochromes
Uchida, Kingo,Fujita, Masayuki,Aoi, Yoshifumi,Saito, Mitsunori,Irie, Masahiro
, p. 366 - 367 (2001)
The photochromism of three diarylethene derivatives was examined on porous aluminum oxide. Upon alternate irradiation with UV and visible light, the diarylethenes having thiophene rings decomposed easily, while a derivative having benzothiophene rings underwent a reversible photochromic reaction. The decomposition started from the closed-ring isomers of the dithienylethenes. The decomposition mechanism was discussed based on the oxidation potentials of the compounds.
Fluorescence property of photochromic diarylethenes with indole groups
Yagi, Kyoko,Irie, Masahiro
, p. 1625 - 1628 (2003)
Diarylethenes having a fluorescent indole ring as the aryl group 1a and 2a were synthesized. Upon alternate irradiation with 366 nm and visible (λ > 480 nm) light, 1a underwent reversible photocyclization reactions to produce closed-ring isomer 1b. The fluorescence intensity also reversibly changed along with the reactions. The fluorescence quantum yields of the open-ring isomers 1a and 2a were 4.6 and 6.3% respectively, while the yields of the closed-ring isomers 1b and 2b were almost zero. The fluorescence quantum yields decreased with the increase in the photocyclization quantum yields.
Photochromic properties of diarylethene derivatives having benzofuran and benzothiophene rings based on regioisomers
Yamaguchi, Tadatsugu,Uehida, Kingo,Irie, Masahiro
, p. 644 - 652 (2008)
Photochromic diarylethene regioisomers having benzothiophene and benzofuran rings were synthesized and their structures were confirmed by X-ray crystallography. The photochromic properties of these diarylethenes were examined in solution as well as in the single-crystalline phase. We found that a diarylethene having 3-methylbenzofuran (FR2) ring show photochromism upon irradiation with UV light. For bis(3-methylbenzofuran) (BFR2) derivatives, the absorption band of the closed-ring isomer was longer than that of the open-ring isomer. The closed-ring isomer of the diarylethene derivatives having one 2-methylbenzofuran (FR3) ring showed a high absorption coefficient (more than 104 dm3mol-l: cm-1). Although the distance between two reactive carbon atoms was within 0.42 nm, some diarylethene derivatives showed no photochromic reactions in the single-crystalline phase. Diarylethene derivatives having one 2-methylbenzofuran (FR3) ring efficiently showed photochromism in the single-crystalline phase.
Photokinetics of two novel photochromic diarylethenes derived from benzothiophene
Vazquez, A.,Nudelman, N. Sbarbati
, p. 736 - 744,9 (2012)
Two new unsymmetrically substituted photochromic diarylethenes, namely 3-[3, 3,4,4,5,5-hexafluoro-2-(2-methylbenzothien-3-yl)cyclopent-1-en-1-yl]-2- methyl-6-methoxy-1- benzothiophene and 3-[3,3,4,4,5,5-hexafluoro-2-(2- methylbenzothien-3-yl)cyclopent-1-en-1-yl]-2-methyl-6-methoxy-7-nitro-1- benzothiophene, were synthesized. Their optical properties and kinetics of cyclization and cycloreversion were determined in four solvents and compared with the symmetrical diarylethene (3,3,4,4,5,5-hexafluorocyclopent-1-en-1,2- diyl)bis(2-methyl-1-benzothiophene). While the UV spectra of the three compounds are almost insensitive to solvent changes, the rates of the ring-opening and ring-closure reactions exhibit interesting kinetic behavior that differs from other diarylethenes reported in the literature. The cycloreversion for the three compounds follows first-order kinetics, whereas the cyclization cannot be described by a simple kinetic law. Different approaches were tested, and a complex exponential equation could be derived that fits the experimental data. The unusual presence of two ring-opened conformational isomers, one of them nonphotochromic, is proposed for the ring-opened compounds to explain the derived kinetic law and observed solvent effects. These results are of interest in relation to the application of the novel diarylethenes as potential optical materials.
Diastereoselective self-assembly of a triple-stranded europium helicate with light modulated chiroptical properties
Zhang, Zhihui,Zhou, Yanyan,Gao, Ting,Yan, Pengfei,Zou, Xiaoyan,Li, Hongfeng
, p. 4604 - 4612 (2021/04/12)
Chiroptical photoswitches are of increasing interest for their potential in advanced information technologies. Herein, an achiral bis-β-diketonate ligand (o-L) with a photoresponsive diarylethene moiety as a linker was designed, which co-assembled with Eu3+ions andR- andS-bis(diphenylphosphoryl)-1,10-binaphthyl (R/S-BINAPO) as chiral ancillaries to form dinuclear triple-stranded helicates, [Eu2(o-L)3(R/S-BINAPO)2]. The helicates in the enantiopure form were confirmed by1H,19F,31P NMR and DOSY NMR analyses. Furthermore, the mirror-image CD and CPL spectra also demonstrate the existence of stable ground- and excited-state chiralities in solution. When exposed to alternate ultraviolet and visible light, the helicates showed reversible color variations from colorless to purple, followed by the presence of light-triggered quadruple optical and chiroptical outputs, named CD, PL, CPL andglumswitches. With these light-modulated optical outputs, the possibility for the fabrication of IMPLICATION and INHIBIT logic gates was discussed.
Photoswitchable Turn-on Mode Fluorescent Diarylethenes: Strategies for Controlling the Switching Response
Irie, Masahiro,Morimoto, Masakazu
, p. 237 - 250 (2018/02/21)
A new type of photoswitchable fluorescent diarylethenes, which have no fluorophore unit but emit strong fluorescence (ˉf3 0.9) in the closed-ring isomers, has been developed. They are sulfone derivatives of 1,2-bis(2-alkyl-4-methyl-5-phenyl-3-thienyl)perfluorocyclopentenes and 1,2-bis(2-alkyl-1-benzothiophen-3-yl)perfluorocyclopentenes. By chemical modifications of the structures their switching response was tuned to meet the requirements for super-resolution fluorescence microscopies. The water-soluble derivatives have been successfully applied to acquire super-resolution bioimages using a single-wavelength visible beam.