Solvent dependent photophysical properties and near-infrared solid-state excited state intramolecular proton transfer (ESIPT) fluorescence of 2,4,6-trisbenzothiazolylphenol

2016 ◽  
Vol 125 ◽  
pp. 80-88 ◽  
Author(s):  
Xuan Zhang ◽  
Jing-Yun Liu
Keyword(s):  
Excited State ◽  
Solid State ◽  
Proton Transfer ◽  
Near Infrared ◽  
Photophysical Properties ◽  
Intramolecular Proton Transfer

Excited-state intramolecular proton-transfer (ESIPT)-inspired solid state emitters

2016 ◽  
Vol 45 (1) ◽  
pp. 169-202 ◽  
Author(s):  
Vikas S. Padalkar ◽  
Shu Seki
Keyword(s):  
Excited State ◽  
Solid State ◽  
Proton Transfer ◽  
State Of The Art ◽  
Photophysical Properties ◽  
Intramolecular Proton Transfer ◽  
The State

The state-of-the-art of ESIPT-inspired solid state emitters and their photophysical properties and applications in recent 5 years were systematically reviewed.

scholarly journals Highly emissive excited-state intramolecular proton transfer (ESIPT) inspired 2-(2′-hydroxy)benzothiazole–fluorene motifs: spectroscopic and photophysical properties investigation

RSC Advances ◽  
2015 ◽  
Vol 5 (98) ◽  
pp. 80283-80296 ◽  
Author(s):  
Vikas S. Padalkar ◽  
Daisuke Sakamaki ◽  
Norimitsu Tohnai ◽  
Tomoyuki Akutagawa ◽  
Ken-ichi Sakai ◽  
...  
Keyword(s):  
Excited State ◽  
Solid State ◽  
Proton Transfer ◽  
Photophysical Properties ◽  
Intramolecular Proton Transfer

Efficient solid state emission of fluorene–benzothiazole motifs via ESIPT process have been discussed experimentally and theoretically.

scholarly journals Red-Shift (2-Hydroxyphenyl)-Benzothiazole Emission by Mimicking the Excited-State Intramolecular Proton Transfer Effect

2021 ◽  
Vol 9 ◽  
Author(s):  
Yong Ren ◽  
Lei Zhou ◽  
Xin Li
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Near Infrared ◽  
Photophysical Properties ◽  
Molecular Size ◽  
Infrared Region ◽  
Intramolecular Proton Transfer ◽  
Quantum Yields ◽  
Organic Fluorophores ◽  
Imaging Probes

Novel strategies to optimize the photophysical properties of organic fluorophores are of great significance to the design of imaging probes to interrogate biology. While the 2-(2-hydroxyphenyl)-benzothiazole (HBT) fluorophore has attracted considerable attention in the field of fluorescence imaging, its short emission in the blue region and low quantum yield restrict its wide application. Herein, by mimicking the excited-state intramolecular proton transfer (ESIPT) effect, we designed a series of 2-(2-hydroxyphenyl)-benzothiazole (HBT) derivatives by complexing the heteroatoms therein with a boron atom to enhance the chance of the tautomerized keto-like resonance form. This strategy significantly red-shifted the emission wavelengths of HBT, greatly enhanced its quantum yields, and caused little effect on molecular size. Typically, compounds 12B and 13B were observed to emit in the near-infrared region, making them among the smallest organic structures with emission above 650 nm.

scholarly journals Facile Synthesis of an Organic Solid State Near-Infrared-Emitter with Large Stokes Shift via Excited-State Intramolecular Proton Transfer

ACS Omega ◽  
2018 ◽  
Vol 3 (10) ◽  
pp. 14341-14348 ◽  
Author(s):  
Abhishek Kumar Gupta ◽  
Ashwani Kumar ◽  
Ranjit Singh ◽  
Manisha Devi ◽  
Abhimanew Dhir ◽  
...  
Keyword(s):  
Excited State ◽  
Solid State ◽  
Proton Transfer ◽  
Near Infrared ◽  
Stokes Shift ◽  
Intramolecular Proton Transfer ◽  
Facile Synthesis ◽  
Large Stokes Shift ◽  
Organic Solid ◽  
Infrared Emitter

scholarly journals The development of aryl-substituted 2-phenylimidazo[1,2-a]pyridines (PIP) with various colors of excited-state intramolecular proton transfer (ESIPT) luminescence in the solid state

2016 ◽  
Vol 4 (16) ◽  
pp. 3599-3606 ◽  
Author(s):  
Toshiki Mutai ◽  
Tatsuya Ohkawa ◽  
Hideaki Shono ◽  
Koji Araki
Keyword(s):  
Excited State ◽  
Solid State ◽  
Proton Transfer ◽  
Intramolecular Proton Transfer ◽  
Aryl Group ◽  
Red Emission ◽  
Wide Range

The color of ESIPT luminescence of HPIP is tuned in a wide range by the introduction of aryl group(s), and thus a series of PIPs showing blue to red emission is realized.

scholarly journals Nitrile-Substituted 2-(Oxazolinyl)-Phenols: Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-Based Fluorophores

2020 ◽  
Author(s):  
Dominik Göbel ◽  
Daniel Duvinage ◽  
Tim Stauch ◽  
Boris Nachtsheim
Keyword(s):  
Excited State ◽  
Solid State ◽  
Proton Transfer ◽  
Density Functional ◽  
Intramolecular Proton Transfer ◽  
Crystal Structure Analysis ◽  
Quantum Yields ◽  
Functional Theory ◽  
Emission Properties ◽  
Emission Enhancement

Herein, we present minimalistic single-benzene, excited-state intramolecular proton transfer (ESIPT) based fluorophores as powerful solid state emitters. The very simple synthesis gave access to all four regioisomers of nitrile-substituted 2(oxazolinyl)phenols (MW = 216.1). In respect of their emission properties they can be divided into aggregation-induced emission enhancement (AIEE) luminophores (1-CN and 2-CN), dual state emission (DSE) emitters (3-CN) and aggregation-caused quenching (ACQ) fluorophores (4‐CN). Remarkably, with compound 1-CN we discovered a minimalistic ESIPT based fluorophore with extremely high quantum yield in the solid state ΦF = 87.3% at λem = 491 nm. Furthermore, quantum yields in solution were determined up to ΦF = 63.0%, combined with Stokes shifts up till 11.300 cm–1. Temperature dependent emission mapping, crystal structure analysis and time-dependent density functional theory (TDDFT) calculations gave deep insight into the origin of the emission properties.<br>

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