The effect of molecular structure on the efficiency of 1,4-diazine–based D–(π)–A push-pull systems for non-doped OLED applications

Verbitskiy, Egor V.; Kvashnin, Yuriy A.; Bogdanov, Pavel I.; Medvedeva, M. V.; Svalova, Tatyana S.; Козицина, А. Н.; Samsonova, Lubov G.; Degtyarenko, K. M.; Grigoryev, D V; Kurtcevich, Alexander E.; Gadirov, R. M.; Rusinov, Gennady L.; Чупахин, О. Н.; Charushin, Valery N.

doi:10.1016/j.dyepig.2020.109124

Cited by 19 publications

(10 citation statements)

References 53 publications

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“…The least band gap which leads easy to excite the electron from HOMO, it was the essential properties for OLED's because lowering of the HOMO-LUMO gap was fundamentally a consequence of the large stabilization of the LUMO. The electron clouds of HOMO energy levels were all mainly located on the 4,5-diphenyl-4,5-dihydro-1H-midazole of the target molecules and this data strongly counts for good electron donating property and LUMO energy levels were mainly concentrated on the 9H-fluorene unit, which was useful in the application of OLEDs due to increase in the enhancement of electron transfer 60 .…”

Section: Resultsmentioning

confidence: 79%

Aggregation induced emission based active conjugated imidazole luminogens for visualization of latent fingerprints and multiple anticounterfeiting applications

Ravindra

Darshan

Lavanya

et al. 2021

Sci Rep

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Aggregation-induced emission based organic heterocyclic luminogens bearing conjugated electronic structures showed much attention due to its excellent fluorescence in aggregation state. In this communication, a novel conjugated blue light emitting imidazole molecule is synthesized by one pot multicomponent reaction route is reported for the first time. The prepared molecule exhibits a strong fluorescence in aggregation state with exceptional properties, such as high purity, inexpensive, eco-friendly, large scale production, high photostability, etc. By considering these advantages, a new fluorescence based platform has been setup for in-situ visualization of latent fingerprints and its preservation by spray method followed by Poly(vinyl alcohol) masking. A clear and well defined fluorescence fingerprint images are noticed on variety of surfaces by revealing level 1–3 ridge features upon ultraviolet 365 nm light exposure. The dual nature of binding specificity as well as excellent fluorescence properties permits the visualization of latent fingerprints for longer durations (up to 365 days) with superior contrast, high sensitivity, efficiency, selectivity and minimal background hindrance. We further fabricated unclonable invisible security ink for various printing modes on valuable goods for protection against forging. The developed labels are displaying uniform distribution of ink and exceptional stability under various atmospheric environments. The development of long preservative information using aggregation-induced emission based luminogen opens up a new avenue in advanced forensic and data security applications.

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Section: Resultsmentioning

confidence: 79%

Aggregation induced emission based active conjugated imidazole luminogens for visualization of latent fingerprints and multiple anticounterfeiting applications

Ravindra

Darshan

Lavanya

et al. 2021

Sci Rep

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“…Investigation of the optical properties of push-pull dyes is notably justified by the number of applications requiring push-pull dyes. Thus, push-pull dyes have been extensively used in photopolymerization [ 37 , 38 , 39 , 40 , 41 , 42 , 43 ], non-linear optics [ 4 , 5 , 44 , 45 , 46 , 47 , 48 , 49 ], light-to-energy conversion [ 6 , 50 , 51 , 52 , 53 , 54 , 55 , 56 , 57 ], biological labelling [ 58 , 59 , 60 , 61 , 62 , 63 , 64 ], light-emitting diodes [ 65 , 66 , 67 ] or cell nucleus staining [ 68 , 69 ]. Among electron donors that have only been scarcely used for the design of push-pull dyes, pyrene is one example.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Optical Properties of a Series of Push-Pull Dyes Based on Pyrene as the Electron Donor

2023

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Fifteen push-pull dyes comprising the tetracyclic polyaromatic pyrene have been designed and synthesized. The optical properties of the fifteen dyes have been examined in twenty-two solvents of different polarities. Surprisingly, contrarily to what is classically observed for push-pull dyes of D-π-A structures, a negative solvatochromism could be found for numerous dyes. The photoluminescence and thermal properties of the dyes were also examined. Theoretical calculations were carried out to support the experimental results.

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“…Push‐pull effect of substituents is an important concept, which is often employed to improve the properties of organic compounds [1–24], such as UV absorption [4, 15], fluorescence emission [6, 16], intramolecular charge transfer [1, 3, 14], nonlinear optical properties [5, 13], photovoltaic performance [10], organic light‐emitting diode [19], and so on. If we input the word “push‐pull effect” into the Web of Science, we will obtain more than 100,000 items, which implies that the push‐pull effect of substituents is widely used in physics and chemistry.…”

Section: Introductionmentioning

confidence: 99%

A new insight into the push‐pull effect of substituents via the stilbene‐like model compounds

Cao

Zeng

2022

J of Physical Organic Chem

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In this paper, authors report on 1‐pyridyl‐2‐arylethenes, 1‐furyl‐2‐arylethylenes, 1,2‐diphenylpropylenes and substituted cinnamyl anilines as stilbene‐like model compounds to investigate the factors dominating the push‐pull effect of substituents via using the nuclear magnetic resonance chemical shift of bridging bond carbon atoms. It is demonstrated that the maximum push‐pull effect is not always between the strong electron‐donating D and strong electron‐accepting A groups in D‐π‐A compounds. The action mode of push‐pull effect of substituents in D‐π‐A compounds is dominated by their molecular parent structure. The contribution of field/inductive effect and conjugative effect of a group to the push‐pull effect is unequal. When the D‐π‐A parent molecule is in a plane, the influence of field/inductive effect of a group on the push‐pull effect is greater than or close to that of its conjugative effect does. Although the parent molecule is sterically twisted, the push‐pull effect is mainly dependent on the conjugative effect of a group. The results of this paper can provide us a new insight into the push‐pull effect of substituents.

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The effect of molecular structure on the efficiency of 1,4-diazine–based D–(π)–A push-pull systems for non-doped OLED applications

Cited by 19 publications

References 53 publications

Aggregation induced emission based active conjugated imidazole luminogens for visualization of latent fingerprints and multiple anticounterfeiting applications

Aggregation induced emission based active conjugated imidazole luminogens for visualization of latent fingerprints and multiple anticounterfeiting applications

Synthesis and Optical Properties of a Series of Push-Pull Dyes Based on Pyrene as the Electron Donor

A new insight into the push‐pull effect of substituents via the stilbene‐like model compounds

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