Journal ArticleDOI
Fine Tuning the Energetics of Excited-State Intramolecular Proton Transfer (ESIPT): White Light Generation in A Single ESIPT System
Kuo-Chun Tang,Ming-Jen Chang,Tsung-Yi Lin,Hsiao-An Pan,Tzu-Chien Fang,Kew-Yu Chen,Wen-Yi Hung,Yu-Hsiang Hsu,Pi-Tai Chou +8 more
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TLDR
The results provide the proof of concept that the white light generation can be achieved in a single ESIPT system.Abstract:
Using 7-hydroxy-1-indanone as a prototype (I), which exhibits excited-state intramolecular proton transfer (ESIPT), chemical modification has been performed at C(2)-C(3) positions by fusing benzene (molecule II) and naphthalene rings, (molecule III) I undergoes an ultrafast rate of ESIPT, resulting in a unique tautomer emission (λ(max) ∼530 nm), whereas excited-state equilibrium is established for both II and III, as supported by the dual emission and the associated relaxation dynamics The forward ESIPT (normal to proton-transfer tautomer species) rates for II and III are deduced to be (30 ps)(-1) and (22 ps)(-1), respectively, while the backward ESIPT rates are (11 ps)(-1) and (48 ps)(-1) The ESIPT equilibrium constants are thus calculated to be 037 and 22 for II and III, respectively, giving a corresponding free energy change of 059 and -047 kcal/mol between normal and tautomer species For III, normal and tautomer emissions in solid are maximized at 435 and 580 nm, respectively, achieving a white light generation with Commission Internationale de l'Eclairage (CIE) (030, 027) An organic light-emitting diode based on III is also successfully fabricated with maximum brightness of 665 cd m(-2) at 20 V (885 mA cm(-2)) and the CIE coordinates of (026, 035) The results provide the proof of concept that the white light generation can be achieved in a single ESIPT systemread more
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Journal ArticleDOI
Excited state intramolecular proton transfer (ESIPT): from principal photophysics to the development of new chromophores and applications in fluorescent molecular probes and luminescent materials.
TL;DR: The basic photophysics of the excited-state intramolecular proton transfer (ESIPT) chromophores are introduced and the state-of-the-art development of the ESIPT chromophore and their applications in chemosensors, biological imaging and white-light emitting materials are summarized.
Journal ArticleDOI
Excited-state intramolecular proton-transfer (ESIPT)-inspired solid state emitters
Vikas S. Padalkar,Shu Seki +1 more
TL;DR: This review highlights recently developed solid state ESIPT emitters with focus on molecular design strategies and their photophysical properties, reported in the last five years.
Journal ArticleDOI
Excited-state proton coupled charge transfer modulated by molecular structure and media polarization
TL;DR: With knowledge of the mechanisms of these processes, desired rates and directions can be achieved, and thus the multiple emission spectral features can be harnessed.
Journal ArticleDOI
White light emission from a single organic molecule with dual phosphorescence at room temperature.
Zikai He,Zikai He,Weijun Zhao,Jacky W. Y. Lam,Qian Peng,Huili Ma,Guodong Liang,Zhigang Shuai,Ben Zhong Tang +8 more
TL;DR: A single pure organic phosphor, namely 4-chlorobenzoyldibenzothiophene, emitting white room temperature phosphorescence with Commission Internationale de l’Éclair-age coordinates is reported, revealing that the white light emission is emerged from dual phosphorescence, which emit from the first and second excited triplet states.
Journal ArticleDOI
A facile strategy for realizing room temperature phosphorescence and single molecule white light emission
Jianguo Wang,Xinggui Gu,Xinggui Gu,Huili Ma,Qian Peng,Xiaobo Huang,Xiaoyan Zheng,Simon H. P. Sung,Guo-Gang Shan,Jacky Wing Yip Lam,Zhigang Shuai,Ben Zhong Tang,Ben Zhong Tang +12 more
TL;DR: A facile strategy of heavy-atom-participated anion–π+ interactions is proposed to construct RTP-active organic salt compounds (1,2,3,4-tetraphenyloxazoliums with different counterions) by exchanging the counterion with a heavy halide ion.
References
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Photochemical and thermal reactivity of kynurenine.
Yuri P. Tsentalovich,Olga A. Snytnikova,Malcolm D. E. Forbes,E. I. Chernyak,Sergey V. Morozov +4 more
TL;DR: The thermal and photochemical reactivity of kynurenine (KN), a tryptophan metabolite found in human lenses, has been studied in aqueous solution and the decarboxylation reaction of KN, resulting in the formation of 4-hydroxyquinoline, is reported for the first time.
Journal ArticleDOI
Effects of multibranching on 3-hydroxyflavone-based chromophores and the excited-state intramolecular proton transfer dynamics.
TL;DR: The frontier orbitals of vibrationally relaxed N*, from which fluorescence and ESIPT should take place, are localized on one specific branch, leading to similar emission patterns and dynamics, whereas the orbitals contributing to Franck-Condon excitation (absorption) spread over the entire molecule.
Journal ArticleDOI
En route to white-light generation utilizing nanocomposites composed of ultrasmall CdSe nanodots and excited-state intramolecular proton transfer dyes.
Hsin-Chieh Peng,Chia-Cheng Kang,Ming-Ren Liang,Chun-Yen Chen,Alexander P. Demchenko,Chao-Tsen Chen,Pi-Tai Chou +6 more
TL;DR: A novel nanocomposite in which a new type of excited-sate intramolecular proton transfer (ESIPT) molecule, namely 5-(1,2-dithiolan-3-yl)-N-(2-{[4-(3-hydroxy-4-oxo-4H-chromen-2-yl)phenyl](methyl)amino}ethyl)pentanamide (HF-N-LA), is anchored onto the surface
Journal ArticleDOI
Photoactivity of kynurenine-derived UV filters.
TL;DR: The highest yields of anaerobic photodecomposition were obtained for GSH-KN and His-KN adducts, which correlates with the highest triplet yields for these compounds.
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