Herein, we present for the first time an organic–inorganic hybrid material comprising indolenine-based heptamethine cyanine dye adsorbed on silica gel, which shows vapochromism to amines or chlorinated solvents, leading to...
We have elucidated the details of the photodegradation of non‐fluorinated benzoindolenine‐based SQ dyes with low photostability in solution and proposed a hypothesis to improve their photostability. Based on the results, replacing all the hydrogen atoms on the benzoindolenine ring with fluorine atoms or methylation of the oxygen anions of the non‐fluorinated benzoindolenine SQ dye resulted in improvement of photostability. Furthermore, a preliminary investigation of the synthesized SQ dyes for organic photovoltaics revealed that the O‐methylated SQ dye with bulky fluorine‐containing anions provided a much higher Voc than similar benzoindolenine‐based SQ dyes.
Aromatic ring-fluorinated trimethine cyanine dyes having a triflate, tetrakis(pentafluorophenyl)borate, and tetraphenylborate as counter anions were synthesized. The photostability of the cyanine dyes in CH 2 Cl 2 (concentration: 5×10 -6 M) under white LED irradiation in an incubator at 25℃ was examined. As a result, the dye having the tetraphenylborate as the counter anion shows remarkably low photostability, whereas the dyes having the triflate or the tetrakis(pentafluorophenyl)borate have high photostabilities. Furthermore, in order to confirm the detailed mechanism of photolysis, the high resolution mass spectrum (HRMS) of the dichloromethane solution, in which the dye was decomposed by the LED irradiation, was measured. Consequently, it was confirmed that a singlet oxygen generated by the dye excitation was added to the double bond of the dye and was converted into aldehydes and lactam through the generation and decomposition of dioxetane.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.