Dual Excitation Behavior of Double Proton Transfer versus Charge Transfer in 4-(N-Substituted Amino)-1H-pyrrolo[2,3-<i>b</i>]pyridines Tuned by Dielectric and Hydrogen-bonding Perturbation

Chou, Pi‐Tai; Liu, Yun-I; Liu, Hsiao-Wei; Yu, Wei-Shan

doi:10.1021/ja011881s

Cited by 31 publications

(23 citation statements)

References 24 publications

(26 reference statements)

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“…It is worth to note that the film PL spectrum of (dfpmpy) 2 Ir(ppc) was red-shifted compared to the solution spectrum, whereas (dfpmpy) 2 Ir(prz) showed blue-shifted emissions in the film state. The red shift in the (dfpmpy) 2 Ir(ppc) could be generally attributed to hydrogen bonding between ligands in the solid state [46,47] and the characteristic hypsochromic shift in (dfpmpy) 2 Ir(prz) in the film state can be thought to associate with the motional relaxation of the excited-state geometry, which was prone to influence by the rigidity of the matrix and thus emission occurred at a higher energy. Fig.…”

Section: Photophysical and Electrochemical Propertiesmentioning

confidence: 99%

New heteroleptic cyclometalated iridium(III) complexes containing 2-(2′,4′-difluorophenyl)-4-methylpyridine for organic light-emitting diode applications

Seo

Heo

Jin

et al. 2010

Journal of Luminescence

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Section: Photophysical and Electrochemical Propertiesmentioning

confidence: 99%

New heteroleptic cyclometalated iridium(III) complexes containing 2-(2′,4′-difluorophenyl)-4-methylpyridine for organic light-emitting diode applications

Seo

Heo

Jin

et al. 2010

Journal of Luminescence

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“…20,22,[24][25] Finally, there are molecules reported recently in the literature that display both ESICT and ESIPT processes. [26][27][28][29][30][31][32][33][34][35] For instance, amino salicylates, benzalinides, 4-(dimethylamino)-1H-pyrrolo-[2,3-b]pyridine (DPP), 33 and 2-hydroxy-4-(di-p-tolylamino)-benzaldehyde 35 and its 4-N,N-dimethylamino derivatives are some of the compounds with both ESICT and ESIPT processes.…”

Section: Introductionmentioning

confidence: 99%

Excited-State Intramolecular Charge Transfer in 9-Aminoacridine Derivative

2005

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A new fluorochromic dye was obtained from the reaction of 9-aminoacridine with ethyl-2-cyano-3-ethoxyacrylate. It displays complex fluorescence that is ascribed to normal emission from the acridine chromophore in addition to excited-state intramolecular charge transfer (ESICT) formed upon light excitation. The analysis of the fluorescence decays in different solvents reveals two short-lived components in the range of 80-450 ps and 0.7-3.2 ns, ascribed to the formation and decay of the intramolecular charge transfer (ICT) state, in addition to a third component of about 9.0 ns, which is related to the normal emission from the acridine singlet excited state, probably in an enol-imine tautomeric form. The ICT emission is readily quenched by water addition to polar solvents, and this effect is ascribed to changes in the keto-amine/enol-imine equilibrium of this fluorochromic dye.

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“…The hypsochromic shift observed is due to the charge transfer nature of the MLCT transition which is strongly affected by the arrangement of the electric dipoles in the surrounding media. 22 The phosphorescence spectrum of MMPBD-001 at room temperature shows a major peak with a lower energy shoulder, whereas MMPBD-002 and MMPBD-003 each show two peaks of similar intensity. At 77K, all three complexes show an increase in their vibronic fine structure indicating LC contribution to the phosphorescence (Fig.…”

Section: Photophysical Propertiesmentioning

confidence: 97%

New blue phosphorescent iridium complexes for OLEDs

Groarke¹,

Andresen²,

O'Connell³

et al. 2012

J Soc Info Display

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A new class of ligands for complexation with Ir(III) has been developed. Tris-homoleptic complexes derived from these ligands have been found to exhibit highly efficient blue phosphorescence with photoluminescent quantum yields in solution at room temperature of >0.9. These complexes have been applied as the emissive materials in OLEDs to give devices with efficiencies of up to 26 cd/A and an E.Q.E. of 17.4% at 1 mA/cm 2 . IntroductionThe development of organic light-emitting diodes (OLEDs) has revolutionized display and lighting technologies over the past 20 years. 1 OLED displays exhibit desirable properties including thinner structures, excellent contrast ratios, fast response times, and much wider viewing angles. 2 OLED lights have the potential for large-area energy-efficient illumination sources. 3 An essential feature for these applications is low power consumption and high efficiency. Fluorescent materials were initially investigated as emitting species for OLED applications. However, as fluorescence occurs from a singlet excited state and the statistical probability of a singlet exciton being formed is 25%, there is a significant waste of energy. In the late 1990s, Thompson and Forrest introduced heavy-metal complexes as triplet harvesters which was arguably the most significant breakthrough for emissive materials. 4 By exploiting the spin orbit coupling of a phosphorescent heavy-metal complex, it is possible to harvest the triplet excitons previously inaccessible to fluorescent emitters. Ir(III) complexes are considered to be the most promising triplet harvester. 5 They exhibit good photo and thermal stabilities, high phosphorescence quantum efficiencies, short phosphorescent lifetimes, and facile color tuning through ligand structure control. While red and green Ir(III) phosphors have seen success, the development of blue Ir(III) phosphors remains a significant challenge.

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Dual Excitation Behavior of Double Proton Transfer versus Charge Transfer in 4-(N-Substituted Amino)-1H-pyrrolo[2,3-b]pyridines Tuned by Dielectric and Hydrogen-bonding Perturbation

Cited by 31 publications

References 24 publications

New heteroleptic cyclometalated iridium(III) complexes containing 2-(2′,4′-difluorophenyl)-4-methylpyridine for organic light-emitting diode applications

New heteroleptic cyclometalated iridium(III) complexes containing 2-(2′,4′-difluorophenyl)-4-methylpyridine for organic light-emitting diode applications

Excited-State Intramolecular Charge Transfer in 9-Aminoacridine Derivative

New blue phosphorescent iridium complexes for OLEDs

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