Excited‐State Intramolecular Proton Transfer (ESIPT) for Optical Sensing in Solid State

Abstract

Scheme 2. Deprotanation reaction of Sensor 1 in presence of OH − . Scheme 3. The proposed mechanism of interaction between Sensor 2, CN -, and Fanion.Scheme 4. A naphthalimide-based fluorescent Sensor 3 for the reversible detection of CNand TFA.

Nitrogen-rich covalent organic frameworks: a promising class of sensory materials

“…Thus, organic solvents has been largely used as a medium to produce and examine luminescence caused by excitedstate intramolecular proton transfer mechanism. 218 An example of COF (IISERP-COF-7) showing dual-emission through ESIPT mechanism was reported by Halder et al (Fig. 56).…”

“…The ESIPT mechanism has been widely studied with a large variety of organic and inorganic molecules and polymers. [218][219][220][221][222] During this study, it has been found that the surrounding environment of these materials highly affects their luminescence property. For instance, polar solvents form an additional hydrogen-bonding with the molecules in its enolic form competing with the intramolecular hydrogen-bond formation.…”

“…217 Since then, numerous studies have been performed and the importance of ESIPT in showing luminescence has been exploited. 218 Certain fluorophores have been reported in the literature that exhibit the ESIPT mechanism, such as 2-hydroxyphenyl substituted benzimidazol (HBI), benzoxazole (HBO) and benzothiazole (HBT) derivatives, quinoline and anthraquinone derivatives, benzophenone derivatives, etc., as shown in Fig. 53.…”

Modern Theoretical Approaches to Modeling the Excited-State Intramolecular Proton Transfer: An Overview

“…In the following sections, we briefly outline their theoretical assumptions, comment on the scope of their applicability and performance in ESIPT studies, and highlight recent achievements in each field, focusing on the most illustrative results from the last 5 years. For a broader view of ESIPT-focused research, including also experimental insights, the interested reader is referred to other up-to-date reviews [ 4 , 6 , 21 , 27 , 28 ] and monographs [ 29 , 30 , 31 , 32 ] that have been published on the subject.…”

Interaction Study between ESIPT Fluorescent Lipophile-Based Benzazoles and BSA

“…10000 cm −1 ) [14,15]. These photophysical features allow these compounds to be applied as pH sensors [16][17][18][19], WOLEDs [20][21][22][23][24][25], optical sensors [26][27][28], bioimaging [29][30][31][32][33][34][35], and lipid probes [36][37][38][39][40].…”