63405-74-3Relevant academic research and scientific papers
Novel heterocycle-based organic molecules with two-photon induced blue fluorescent emission
Huang, Zhen-Li,Lei, Hong,Li, Na,Qiu, Zhi-Ren,Wang, He-Zhou,Guo, Jing-Dong,Luo, Yi,Zhong, Zeng-Pei,Liu, Xu-Feng,Zhou, Zhi-Hong
, p. 708 - 711 (2003)
Two-photon absorption and two-photon induced blue emission characteristics of a series of heterocycle-based organic molecules are investigated experimentally and by quantum-chemical computations. The molecules consist of a typical A-π-A′ structure, where heterocycle, styryl and formyl groups are employed as A, π-conjugated and A′ moieties, respectively. Experimental results indicate that significant enhancements in the blue emission efficiency and two-photon absorption cross-sections can be achieved by replacing S and O atoms with an N atom in the heterocycle acceptor moiety, which is also supported by the quantum-chemical computations. Additionally, larger two-photon absorption cross-sections can be obtained by choosing appropriate solvents, as indicated by the computations.
Synthesis and photophysical properties of two-photon chromophores containing 1H-benzimidazole residue
J?drzejewska, Beata,Krawczyk, Przemys?aw,Gordel, Marta,Samo?, Marek
, p. 162 - 175 (2014)
The non-centrosymmetric, trans,trans-2-{4-[2-(1H-benzimidazol-2-yl)ethenyl] -styryl}-1,3-dimethylbenzimidazole iodide and centrosymmetric, trans,trans-1,4-bis[4-(2-(1H-benzimidazol-2-yl)ethenyl)]benzene polymethine compounds based on 1H-benzimidazole residue were synthesized and characterized. Their photophysical properties in solvents of different polarity were thoroughly studied by means of absorption, emission and fluorescence quantum yield measurements. Analysis of the results clearly indicates that the compounds have strong one-photon absorption bands in the near ultraviolet region, relatively high fluorescence quantum yields and large Stokes' shifts due to the charge transfer effect. The one- and two-photon absorption properties of a selected non-centrosymmetric dye were compared to those of a centrosymmetric polymethine dye. Their two-photon absorption cross-sections in DMF were determined to be ~330 GM and ~380 GM at ca. 650 nm for the centrosymmetric and non-centrosymmetric polymethine compounds, respectively. Density functional theory calculations of one- and two-photon absorption electronic spectra of the tested compounds using CAM-B3LYP, LC-BLYP and LC-ωPBE functionals were carried out to support the experimental data.
Novel styrylbenzimidazolium-based fluorescent probe for reactive sulfur species: Selectively distinguishing between bisulfite and thiol amino acids
Grzelakowska, Aleksandra,Kolińska, Jolanta
, (2021)
In this study, a new fluorescent probe containing dicyanovinyl moiety has been designed and synthesized. Fluorescent probe based on styrylbenzimidazolium derivative was reported for the effective detection of bisulfite and distinguish it from biothiols by exploiting dicyanovinyl group as the recognition site. The photophysical properties of the novel styrylbenzimidazolium derivative were assessed by determination of absorption and fluorescence spectra, fluorescence quantum yield, and fluorescence lifetime. Its spectroscopic behavior towards various analytes has been evaluated in aqueous media at a pH of 7.4. The highest increase in fluorescence intensity of compound 5 in the presence of different analytes was observed for sodium bisulfite and the limit of detection was estimated to be 0.25 μM. The styrylbenzimidazolium dye was applied to detect bisulfite in various wine sample using fluorimetry. Finally, the ability of this novel probe to detect HSO3? in red wine samples was evaluated.
Green synthesis and photophysical properties of novel 1H-imidazo[4,5-f][1,10]phenanthroline derivatives with blue/cyan two-photon excited fluorescence
Pan, Yu-Lu,Cai, Zhi-Bin,Bai, Li,Ma, Fei-Fei,Li, Sheng-Li,Tian, Yu-Peng
, p. 2886 - 2893 (2017/04/26)
A simple, rapid, and highly efficient method has been developed for the synthesis of a series of novel 1H-imidazo[4,5-f][1,10]phenanthroline derivatives (1BN, 2Py, 3BI, 4BT, and 5MOBI) via a three–component, one–pot reaction under solvent–free conditions.
A-pi-A' compounds, and preparation method and application thereof
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Paragraph 0021; 0022, (2017/08/31)
The invention discloses A-pi-A' compounds, and a preparation method and an application thereof. The structure of the compounds is represented by formula (I) or formula (II), the compounds of the formula (I) are chemically called as 2-(1E)-2-[4-(1H-imidazo
Styryl dye possessing donor-π-acceptor structure - Synthesis, spectroscopic and computational studies
J?drzejewska, Beata,Krawczyk, Przemys?aw,Pietrzak, Marek,Gordel, Marta,Matczyszyn, Katarzyna,Samo?, Marek,Cysewski, Piotr
, p. 673 - 685 (2013/09/12)
Abstract A novel hemicyanine dye possessing donor-π-acceptor structure that features a fixed benzimidazole ring as an electron donor and pyridinium moiety as an electron acceptor was synthesized. The structure of the hemicyanine was elucidated by means of NMR and IR spectroscopy. The dye was studied using steady-state absorption and emission spectroscopy. The analysis of experimentally recorded spectra was supported by quantum chemical calculations using density functional theory with CAM-B3LYP, LC-BLYP, LC-ωPBE and PBE0 functionals. The measurements and calculations were performed in solvents of different polarity. In particular, we found that the CAM-B3LYP and LC-ωPBE excitation energies are in very good agreement with the experimental data. Two-photon absorption of the dye was studied by Z-scan measurements.
Hybrid self-assembly of a π gelator and fullerene derivative with photoinduced electron transfer for photocurrent generation
Xue, Pengchong,Lu, Ran,Zhao, Li,Xu, Defang,Zhang, Xiaofei,Li, Kechang,Song, Zhiguang,Yang, Xinchun,Takafuji, Makoto,Ihara, Hirotaka
experimental part, p. 6669 - 6675 (2010/12/20)
A π-conjugated organogelator (1) was synthesized, and its gelation ability was checked. It was found that it is an excellent gelator for some organic solvents, such as dichloromethane, benzene, o-dichlorobenzene, and DMSO/water. It can self-assemble into 1-D nanofibers induced by hydrogen bonding and π-π interactions. Moreover, 1 could form a hybrid gel with C 60COOH by hydrogen bonds in which 1 and C60COOH can act as an electron donor and acceptor, respectively. It was found that the active film from the hybrid 1-D self-assemblies of 1 and C60COOH showed remarkably higher photocurrent generation compared with that containing 1 and C60 because of the construction of interdigitated and ordered assemblies of donors and acceptors.
