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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Effects of solvent polarity on excited state behaviors for the two intramolecular proton-transfer-site 4,4’-(hydrazine-1,2-diylidene-bis(methanylylidene))-bis(3-hydroxybenzoic acid) compound
Jinfeng Zhao,Bing Jin +1 more
TL;DR: Zhang et al. as discussed by the authors showed that nonpolar solvents play a more vital role in enhancing dual hydrogen bonds in S1 state and verified the excited state intramolecular single proton transfer (ESISPT) mechanism for HDBB.
Journal ArticleDOI
Bending-Type Electron Donor–Donor–AcceptorTriad: Dual Excited-State Charge-Transfer Coupled Structural Relaxation
Jia-An Lin,Shu-Wei Li,Zong-Ying Liu,Deng-Gao Chen,Chun Ying Huang,Yu-Chen Wei,Yi-Yun Chen,Zheng-Hua Tsai,Chun-Yuan Lo,Wen-Yi Hung,Ken-Tsung Wong,Ken-Tsung Wong,Pi-Tai Chou +12 more
TL;DR: The triad types of molecules with various combinations of electron donors (D) and acceptors (A) have been widely explored in optoelectronics as discussed by the authors, however, their photophysical and photochemical properti...
Journal ArticleDOI
Excited-state charge coupled proton transfer reaction via the dipolar functionality of salicylideneaniline
TL;DR: In this article, a prototype system for the excited-state intramolecular charge transfer (ESICT) coupled excited state intramolescular Proton Transfer (ESIPT) reaction via dipolar functionality of the molecular framework is presented.
Journal ArticleDOI
A guanidine derivative of naphthalimide with excited-state deprotonation coupled intramolecular charge transfer properties and its application
TL;DR: In this article, a new fluorophore based on guanidine substituted 1,8-naphthalimide was synthesized and characterized, which exhibits dual fluorescence emission (Em: 460 and 580 nm; Ex: 350 nm) that is contributed to an excited-state deprotonation coupled ICT process.
Journal ArticleDOI
Substituent effect on ESIPT mechanisms and photophysical properties of HBT derivatives.
TL;DR: The optimized geometrical configurations and normal mode analyses confirm that the proton transfer processes are more reactive in excited state and the activation energies and rate constants of ESIPT processes are increasingly inactive when substituent group changes from -CN, -CO2Me, -Cl, -Me,-NMe2 to -NO2.
References
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Journal ArticleDOI
Density‐functional thermochemistry. III. The role of exact exchange
TL;DR: In this article, a semi-empirical exchange correlation functional with local spin density, gradient, and exact exchange terms was proposed. But this functional performed significantly better than previous functionals with gradient corrections only, and fits experimental atomization energies with an impressively small average absolute deviation of 2.4 kcal/mol.
Journal ArticleDOI
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
TL;DR: Numerical calculations on a number of atoms, positive ions, and molecules, of both open- and closed-shell type, show that density-functional formulas for the correlation energy and correlation potential give correlation energies within a few percent.
Journal ArticleDOI
A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics
TL;DR: In this paper, a new integral equation formulation of the polarizable continuum model (PCM) is presented, which allows one to treat in a single approach dielectrics of different nature: standard isotropic liquids, intrinsically anisotropic medialike liquid crystals and solid matrices, or ionic solutions.
Journal ArticleDOI
Proton-Coupled Electron Transfer
David R. Weinberg,Christopher J. Gagliardi,Jonathan F. Hull,Christine Fecenko Murphy,Caleb A. Kent,Brittany C. Westlake,Amit Paul,Daniel H. Ess,Dewey G. McCafferty,Thomas J. Meyer +9 more
TL;DR: Proton-coupled electron transfer is an important mechanism for charge transfer in a wide variety of systems including biology- and materials-oriented venues and several are reviewed.
Journal ArticleDOI
Accuracy of AH n equilibrium geometries by single determinant molecular orbital theory
P.C. Hariharan,John A. Pople +1 more
TL;DR: In this paper, a simple level of ab initio molecular orbital theory with a split-valence shell basis with d-type polarization functions was used to predict equilibrium geometries for the ground and some low-lying excited states of AHn molecules and cations where A is carbon, nitrogen, oxygen or fluorine.
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