59007-49-7Relevant academic research and scientific papers
Design, synthesis, photophysical properties and pH-sensing application of pyrimidine-phthalimide derivatives
Yan, Han,Meng, Xinlei,Li, Baoyan,Ge, Shusheng,Lu, Yun
, p. 10589 - 10599 (2017)
On the basis of the molecular design of the donor-π-acceptor (D-π-A) pyrimidine-phthalimide derivatives, two new atypical AIE chromophores, 2-(4,6-dimethylpyrimidin-2-yl)isoindoline-1,3-dione (PB) and 2-(4,6-bis(4-(dimethylamino)styryl)pyrimidin-2-yl)isoindoline-1,3-dione (NPB), were synthesized and characterized by using IR, 1H NMR, 13C NMR and HRMS. Both PB and NPB exhibited obvious solid-state fluorescence emission due to their twisted geometries and positive solvatochromism due to their different molecular conformations in various solvents. Owing to the different push-pull electronic effects of substituents on the pyrimidine moiety, PB and NPB, acting as D-π-A compounds, showed different HOMO-LUMO gaps and a variable red-shifted emission in their solid state, substantiating the possibility to tune effectively the photophysical properties of these AIE chromophores by rational molecular design. In addition, PB and NPB could be easily and reversibly protonated at the site of the nitrogen atoms, causing dramatic color changes. This phenomenon opens up the potential avenues of developing novel colorimetric pH sensors and logic gates for specific applications.
Synthesis and characterization of new N-{4,6-bis[2-(het)arylvinyl]pyrimidin-2-yl}-substituted polycyclic aromatic imides
Komissarova,Vasyanin,Zhulanov,Lunegov,Shklyaeva,Abashev
, p. 1702 - 1713 (2019/10/14)
Two series of new N-{4,6-bis[2-(het)arylvinyl]pyrimidin-2-yl}-substituted aromatic polycyclic imides were synthesized. The synthesized chromophores were characterized by UV and fluorescence spectroscopy, cyclic voltammetry, and quantum chemical density functional theory calculations. A change in the nature of aryl (hetaryl) moieties was found to cause changes in the optical properties of both solutions of these compounds and thin films prepared from these compounds. The replacement of the phthalimide moiety by the 1,8-naphthalimide one has led to a significant increase in the lowest unoccupied molecular orbital energy.
