Effect of the Position and Amount of the Electron‐Donating Groups in Substituted 2,4,6‐Triphenylpyrimidines on their Thermal, Optical and Electrochemical Properties

Slobodinyuk, Daria; Slobodinyuk, A. I.; Стрельников, В. Н.; Shklyaeva, E. V.; Абашев, Г. Г.

doi:10.1002/slct.202203180

Cited by 3 publications

(2 citation statements)

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“…[33] Recently, the synthesis and properties of pyrimidine-based D-π-A-π-D blue luminescence emitters were reported by the authors. [34][35][36] In these studies, the number, position and strength of electron-donating substituents were varied. The synthesized blue fluorescence compounds were characterized by high values of glass transition temperature, fluorescence quantum yield and molar absorption coefficient.…”

Section: Introductionmentioning

confidence: 99%

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Luminescent Mono‐, Di‐ and Trisubstituted 2,4,6‐Triphenylpyridine‐Based Molecules: Synthesis and Properties

Slobodinyuk,

Slobodinyuk

2023

ChemistrySelect

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The chromophores based on a pyridine central acceptor and one/two/three peripheral substituents of different electronic and spatial nature have been designed and synthesized. The structure‐property relationship was studied using differential scanning calorimetry, cyclic voltammetry, UV‐Vis and emission spectroscopy. A study of the thermal properties of the synthesized compounds showed that the presence of a 3,6‐bis(tert‐butyl)carbazole fragment leads to a significant increase in the glass transition temperature of the compounds. Photophysical studies have revealed that N,N‐diphenylamine‐containing pyridines are characterized by a high fluorescence quantum yield. In this regard, the expediency of the simultaneous presence in the structure of chromophores of electron‐donating groups of different natures has been proven, since this approach makes it possible to obtain compounds with high fluorescence quantum yield and molar absorption coefficient, as well as a narrow band gap and a deep level of the highest occupied molecular orbital.

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Section: Introductionmentioning

confidence: 99%

“…Recently, the synthesis and properties of pyrimidine‐based D‐π‐A‐π‐D blue luminescence emitters were reported by the authors [34–36] . In these studies, the number, position and strength of electron‐donating substituents were varied.…”

Section: Introductionmentioning

confidence: 99%

Luminescent Mono‐, Di‐ and Trisubstituted 2,4,6‐Triphenylpyridine‐Based Molecules: Synthesis and Properties

Slobodinyuk,

Slobodinyuk

2023

ChemistrySelect

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Aggregation‐Induced Enhanced Emission of a Dimethylacridan Substituted Pyrimidine Derivative

et al. 2023

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A pyrimidine chromophore bearing an acridan fragment was synthesized and its photophysical properties were studied. In solution, this compound is characterized by an important positive emission solvatochromism with a shift of 5800 cm−1 between nonpolar heptane and dichloromethane (DCM) associated with large Stokes shifts (up to 9100 cm−1 in DCM). Mono‐exponential fluorescence decays are observed in heptane whereas more complicated bi‐ or three‐exponential decays are observed in more polar solvents due to an interplay between locally excited and charge transfer excited state. Additionally, an aggregation‐induced enhanced emission process was demonstrated in THF/water mixtures. At low temperature (77 K), in a polymethylmethacrylate (PMMA) thin film, the presence of an accessible triplet state (T1) was demonstrated, which was not observed in solution. Finally, we show that it is possible to protonate the chromophore in thin film leading to panchromatic dual emission

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Experimental and Computational Investigation of the Photophysical Properties of a Series of Luminescent D−A−D’ and D−A−A’ Pyrimidines

Sidhu,

Lozada,

Pandian

et al. 2024

ChemPhotoChem

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Pyrimidines, a prominent isomer class of diazines, are promising molecular constituents of electron‐deficient luminescent and hole‐transport materials. Here, we report the fluorescence lifetimes and describe the electronic structures and character of low‐lying emissive excited states of a series of synthetically accessible donor‐acceptor‐donor (D‐A‐D') and donor‐acceptor‐acceptor (D‐A‐A') type pyrimidines, including both all‐organic and hybrid organic‐organometallic analogues. We find that strategically varying the aryl substituents on a pyrimidine enables tuning of the character of the luminescent excited states from charge‐transfer (CT) to locally excited (LE) states, which then differ in their sensitivity to their environment. This study suggests structural handles for controlling the photophysics of arylpyrimidines relevant to a variety of applications for luminescent materials.

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Effect of the Position and Amount of the Electron‐Donating Groups in Substituted 2,4,6‐Triphenylpyrimidines on their Thermal, Optical and Electrochemical Properties

Cited by 3 publications

References 34 publications

Luminescent Mono‐, Di‐ and Trisubstituted 2,4,6‐Triphenylpyridine‐Based Molecules: Synthesis and Properties

Luminescent Mono‐, Di‐ and Trisubstituted 2,4,6‐Triphenylpyridine‐Based Molecules: Synthesis and Properties

Aggregation‐Induced Enhanced Emission of a Dimethylacridan Substituted Pyrimidine Derivative

Experimental and Computational Investigation of the Photophysical Properties of a Series of Luminescent D−A−D’ and D−A−A’ Pyrimidines

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