Perylene dyes have transcended their role as simple colorants and have been reinvigorated as functional dyes. Based on the substitution at the peri position by six-membered carboxylic imides, the perylene family is principally embellished with perylene diimides (PDIs) and perylene monoimides (PMIs). Perylene dyes are widely acclaimed and adorned on account of their phenomenal thermal, chemical, and photostability juxtaposed with their high absorption coefficient and near-unity fluorescence quantum yield. Although symmetric PDIs have always been in the limelight, its asymmetrical counterpart PMI is already rubbing shoulders, thanks to the consistent efforts of several scientific minds. Recently, there has been an upsurge in engendering PMI-based versatile organic architectures decked with intriguing photophysical properties and pertinent applications. In this review, the synthesis and photophysical features of various PMI-based derivatives along with their relevant applications in the arena of organic photovoltaics, photocatalysis, self-assembly, fluorescence sensing, and bioimaging are accrued and expounded, hoping to enlighten the less delved but engrossing realm of PMIs.

The rich chemistry of solution-processable red and near-infrared (NIR) organic emitters has emerged as an attractive and progressive research field for their particular applications in organic optoelectronics and bioimaging. Also,...

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Sulfur annulated PDI (SAN-PDI) has been oxidized to three sequential levels using mCPBA to achieve electron-deficient PDI derivatives (1, 2, and 3). Each oxidation level leads to a shift towards...

In this report, we have designed and synthesized a perylene-based smart fluoroprobe (PBE) in which the perylene core has been functionalized with the boronate group at the peri-position. PBE shows a very fast and ratiometric response toward harmful organic peroxides (OPs) generated in old ethereal solvents via auto-oxidation. The response toward OPs takes place with a visible color change from green to yellow, which could be easily observed with the naked eye. The reaction between PBE and OPs involves the cleavage of the boronate group and its consequent conversion into the −OH group. The response of PBE toward OPs was monitored using UV–vis absorption, fluorescence emission, IR spectroscopy, and mass spectrometry. Additionally, we have also explored the self-assembly of PBE in an organic–aqueous solvent mixture, which shows pure white light emission (WLE) with the CIE coordinates (0.33, 0.33) in a 50% dimethyl sulfoxide–water mixture. This work clearly reveals that PBE fluoroprobe can be employed for sensitive detection of hazardous OPs present in old ethereal solvents. Moreover, the ability of PBE to generate the perfect pure WLE makes it a potential candidate for application in organic light-emitting devices.