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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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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Condensed Cyclobutane Aromatic Compounds. VIII. The Mechanism of Formation of 1,2-Dibromobenzocyclobutene; A New Diels-Alder Synthesis
M. P. Cava,A. A. Deana,K. Muth +2 more
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pH-dependent fluorescence spectroscopy XVII: First excited singlet state dissociation constants, phtootautomerism and dual fluorescence of flavonol
TL;DR: In this paper, the authors used the Forster-Weller equation to estimate two excited state p K a values governing the AN-C equilibria, which are in poor agreement with the p K 1 a obtained by fluorescence titration but are in good agreement with p K 2 a of the ground state, thus indicating deactivation prior to prototropic equilibration.
Journal ArticleDOI
Tris(hydroxyphenyl)ethane Benzotriazole: A Copolymerizable UV Light Stabilizer†,1a
Debasish Kuila,George Kvakovszky,Mark Alan Murphy,Rich Vicari,Mark H. Rood,Karen A. Fritch,Fritch John R,Stephen T. Wellinghoff,Scott F. Timmons +8 more
TL;DR: In this article, a novel UV-light stabilizer, 3H-benzotriazol (THPE-BZT), which can be copolymerized with engineering plastic monomers has been synthesized in three steps.
Journal ArticleDOI
Ultrafast Excited-State Dynamics of Kynurenine, a UV Filter of the Human Eye
TL;DR: The dependence on the solvent proticity together with the observation of a substantial isotope effect indicates that hydrogen bonds are involved in the rapid nonradiative deactivation of kynurenine in water.
Journal ArticleDOI
Photophysics of the 2-(2′-hydroxyphenyl)perimidine: On the fluorescence of the enol form
TL;DR: The photophysical properties of 2-(2′-hydroxyphenyl)perimidine (6) have been investigated in this paper, showing that the involvement of a light-induced excited state intramolecular proton transfer (ESIPT) process in which the phenolic proton is transferred from the enol form to the neighbouring nitrogen atom is less important for conferring photostability than has hitherto been supposed for such type of systems.
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Excited-state intramolecular proton-transfer (ESIPT)-inspired solid state emitters
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