118357-46-3Relevant academic research and scientific papers
Photophysics, photochemistry and thermal stability of diarylethene-containing benzothiazolium species
El-Hendawy, Morad M.,Fayed, Tarek A.,Awad, Mohamed K.,English, Niall J.,Etaiw, Safaa Eldin H.,Zaki, Ahmed B.
, p. 20 - 31 (2015)
The photophysics, photochemistry and thermal stability of four 1-aryl-2-(N-methyl-2-benzothiazolium) ethene iodides (aryl: phenyl, 1-naphthyl, 9-phenanthryl and 9-anthryl) were studied. Although the absorption spectra are found to be hypsochromic-shifted, fluorescence spectra are bathochromic-shifted. The dipole moment in the relaxed excited state was found to be larger than that in the ground state. To investigate effects of N-methylation and the aryl-ring size, a detailed comparison was made between those in the present work (of charged compounds) and previous studies of their neutral analogues, with computed electron affinity and ionisation potentials serving to rationalise the experimentally observed bathochromic shifts in absorption and emission spectra. The kinetics of thermal isomerisation depend strongly on the nature of the aryl moiety and solvent; the larger the aryl ring, the slower the rate of isomerisation. The fastest isomerisation process was found to take place in MeOH. The anthryl derivative did not isomerize either by light- or heat-exposure, due to high energy barriers of rotation around the ethenic bond. Based on the significant blue-shift of the Z-isomer absorption maximum relative to that of the E-isomer, and the high percentage of Z-isomers in the photostationary state, these compounds may serve as potential promising candidates for optical data-storage applications.
Fast (hetero)aryl-benzothiazolium ethenes photoswitches activated by visible-light at room temperature
Coelho, Paulo J.,Castro, M. Cidália R.,Raposo, M. Manuela M.
, p. 163 - 169 (2015)
A series of novel photochromic cationic stilbenes dyes bearing different aromatic systems were easily synthesized from (hetero)aromatic aldehydes. The photoisomerization of the double bond can be achieved through irradiation with ultraviolet or visible light, for few seconds, leading to the Z isomers that return much faster to the initial state than common stilbenes. Benzothiazolium dyes with electron donating substituents exhibited very fast thermal back reactions (1 s). Pyrrole-benzothiazolium dye showed a higher lifetime of the Z isomer, in different solvents, including water (0.45-7.1 min). This cationic diarylethene can be switched between the E-Z states using visible light, in few minutes at room temperature, with a noticeable change in the visible spectrum.
Design and Synthesis of Novel c-di-GMP G-Quadruplex Inducers as Bacterial Biofilm Inhibitors
Chen, Wei-Min,Lin, Jing,Lin, Qian-Wen,Liu, Jun,Wang, Zi-Qiang,Xuan, Teng-Fei,Yu, Hai-Tao
, p. 11074 - 11089 (2021/08/20)
The formation of biofilms by clinical pathogens typically leads to chronic and recurring antibiotic-resistant infections. High cellular levels of cyclic diguanylate (c-di-GMP), a ubiquitous secondary messenger of bacteria, have been proven to be associate
Benzothiazole compounds and application thereof in preparation of bacterial biofilm inhibitors
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Paragraph 0064-0066; 0085-0087, (2019/07/04)
The invention belongs to the medical field and discloses benzothiazole compounds as well as a preparation method and an application thereof. The benzothiazole compounds have the structural formula shown in formula I, wherein Ar is substituted benzene ring
Synthesis and study of novel benzothiazole derivatives with potential nonlinear optical properties
Sigmundova, Ivica,Zahradnik, Pavol,Loos, Dusan
, p. 1069 - 1093 (2008/12/22)
The synthesis of new benzothiazole push-pull systems as candidates for NLO-phores is described. Spectral (UV/VIS and solvatochromic) and theoretical studies (electronic properties based on semiempirical AM1 and PM3 methods) of the prepared compounds were carried out. The structure and physico-chemical parameters affecting the push-pull character and intramolecular charge transfer (ICT) of the studied compounds have been investigated and compounds with enhanced hyperpolarizability β have been predicted. The benzothiazolium salts were found to be much more effective NLO-phores in comparison with the corresponding neutral benzothiazoles. The 4-NPh2 group is the most effective donor. The extension of conjugated bridge improves the studied NLO characteristics. An additional acceptor group bonded to the heterocycle causes a red shift of λmax but does not increase hyperpolarizability.
