Photoinduced Proton Transfer in 2-(2′-Hydroxynaphthalenyl)benzoxazole: Observation of Fluorescence with a Small Stokes Shift Induced by Excited-State Intramolecular Proton Transfer

2009 ◽  
Vol 82 (1) ◽  
pp. 118-120 ◽  
Author(s):  
Tomoko Kanda ◽  
Atsuya Momotake ◽  
Yoshihiro Shinohara ◽  
Tomoo Sato ◽  
Yoshinobu Nishimura ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Stokes Shift ◽  
Intramolecular Proton Transfer ◽  
Photoinduced Proton Transfer

scholarly journals An NIR-emitting lysosome-targeting probe with large Stokes shift via coupling cyanine and excited-state intramolecular proton transfer

2017 ◽  
Vol 53 (26) ◽  
pp. 3697-3700 ◽  
Author(s):  
Dipendra Dahal ◽  
Lucas McDonald ◽  
Xiaoman Bi ◽  
Chathura Abeywickrama ◽  
Farai Gombedza ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Stokes Shift ◽  
Intramolecular Proton Transfer ◽  
Large Stokes Shift

A NIR-emitting probe with a large Stokes shift (Δλ ≈ 234 nm) can selectively show lysosome organelles without exhibiting “an alkalinizing effect”.

scholarly journals Photochromic diarylethene with turn-off fluorescent switching property

2019 ◽  
Author(s):  
Luna Kono ◽  
Yuma Nakagawa ◽  
Ayako Fujimoto ◽  
Ryo Nishimura ◽  
Yohei Hattori ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Crystalline State ◽  
Uv Light ◽  
Stokes Shift ◽  
Intramolecular Proton Transfer ◽  
Light Irradiation ◽  
Aprotic Solvents ◽  
Uv Light Irradiation ◽  
Closed Ring

Background: Diarylethenes are well-known photochromic compounds, which undergo cyclization and cycloreversion reactions between open-　and closed-ring isomers. Recently, diarylethene derivatives with photoswitchable fluorescent properties were prepared. They are applicable for imaging and bio-imaging. On the other hand, new system called “excited state intramolecular proton transfer (ESIPT)” is reported. In the system, absorption and emission bands are divided due to the proton transfer, hence it showed strong fluorescence even in the crystalline state. We aimed to construct the photochromic system incorporating the ESIPT mechanism. Results: A diarylethene incorporating a fluorescent moiety that exhibit excited state intramolecular proton transfer (ESIPT) behavior was prepared. The ESIPT is one of the examples which express the mechanisms of aggregation-induced emission (AIE). This compound emits orange fluorescence with a large Stokes shift derived from ESIPT in aprotic solvents such as THF or hexane, while it exhibits only photochromic reaction in protic solvents such as methanol. In addition, it shows turn-off type fluorescence switching in an aprotic solvent and in crystals. The fluorescence is quenched as content of closed-ring isomers increases upon UV light irradiation. Conclusions: A diarylethene containing ESIPT functional group was prepared. It showed fluorescent turn-off behavior during photochromism in aprotic solvents as well as crystalline state upon UV light irradiation. Furthermore, it showed AIE in THF/water mixtures with blue-shift of the emission.

A novel 2-(2′-aminophenyl)benzothiazole derivative displays ESIPT and permits selective detection of Zn2+ ions: experimental and theoretical studies

RSC Advances ◽  
2016 ◽  
Vol 6 (75) ◽  
pp. 71496-71500 ◽  
Author(s):  
Subramaniyan Janakipriya ◽  
Selvaraj Tamilmani ◽  
Sathiah Thennarasu
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Stokes Shift ◽  
Intramolecular Proton Transfer ◽  
Theoretical Studies ◽  
Selective Detection ◽  
Large Stokes Shift ◽  
Benzothiazole Derivative ◽  
Experimental And Theoretical Studies

Synthesis of a novel 2-(2′-aminophenyl)benzothiazole based probe (1) and demonstration of excited state intramolecular proton transfer (ESIPT) with a large Stokes shift (∼246 nm) are presented.

Near-infrared fluorescent dyes with large Stokes shifts: light generation in BODIPYs undergoing excited state intramolecular proton transfer

2017 ◽  
Vol 15 (19) ◽  
pp. 4072-4076 ◽  
Author(s):  
Qiang Fei ◽  
Xianfeng Gu ◽  
Yajing Liu ◽  
Ben Shi ◽  
Hengyan Liu ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Near Infrared ◽  
Fluorescent Dyes ◽  
Stokes Shift ◽  
Intramolecular Proton Transfer ◽  
Large Stokes Shift ◽  
Light Generation ◽  
Stokes Shifts

New ESIPT-based BODIPYs are developed to render the NIR emissions with a large Stokes shift.

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

Self-absorption-free excited-state intramolecular proton transfer (ESIPT) emitters for high brightness and luminous efficiency organic fluorescent electroluminescent devices

2021 ◽  
Author(s):  
Jakkapan Kumsampao ◽  
Chaiyon Chaiwai ◽  
Chatatrika Sukpattanacharoen ◽  
Thanyarat Chawanpunyawat ◽  
Phattananawee Nalaoh ◽  
...  
Keyword(s):  
Optical Properties ◽  
Excited State ◽  
Proton Transfer ◽  
Stokes Shift ◽  
Intramolecular Proton Transfer ◽  
Luminous Efficiency ◽  
Attractive Feature ◽  
High Brightness ◽  
Electroluminescent Devices ◽  
Large Stokes Shift

Excited-state intramolecular proton transfer (ESIPT) chromophores with an attractive feature of a large Stokes shift in optical properties have been exceedingly considered as prime candidates for various applications. However, as...

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