The Influence of the 4-Diethylaminophenyl Substituent on the Physicochemical Properties of Phenanthro[9,10- d ]imidazole Derivatives in the Context of Electroluminescent Applications.
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| Title: | The Influence of the 4-Diethylaminophenyl Substituent on the Physicochemical Properties of Phenanthro[9,10- d ]imidazole Derivatives in the Context of Electroluminescent Applications. |
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| Authors: | Krawiec, Agnieszka1 (AUTHOR), Filapek, Michał1 (AUTHOR), Kula, Sławomir1 (AUTHOR) slawomir.kula@us.edu.pl |
| Source: | Materials (1996-1944). Jan2026, Vol. 19 Issue 1, p55. 13p. |
| Subjects: | Thermal stability, Quantum efficiency, Chemical properties, Electroluminescent devices, Density functional theory, Nuclear magnetic resonance spectroscopy, Organic compounds |
| Abstract: | Does position matter? In many respects, it certainly does, but does it also matter in the case of a functional group such as 4-diethylaminophenyl in the structure of phenanthro[9,10-d]imidazole derivatives? We attempt to answer this question in this article by considering selected physicochemical properties of the presented compounds. Therefore, in this work, four phenanthro[9,10-d]imidazole derivatives (AM-0–AM-3) were obtained by Debus-Radziszewski condensation. All derivatives were purified, and their structures were confirmed using NMR spectroscopy. The synthesized compounds were then compared for their thermal, electrochemical, and optical properties. This demonstrated that the derivatives (AM-0 and AM-1) containing a 4-diethylaminophenyl substituent at the C2 position exhibit better physicochemical parameters than the other compounds, particularly in terms of thermal stability, energy gap, and even quantum yield. In the case of the latter parameter, derivatives containing 4-diethylaminophenyl at the C2 position show an increase of up to 15–30% (depending on the solvent used) compared to the compound containing the considered substituent at N1. The obtained research results were compared with DFT calculations to gain a deeper understanding of the experiments performed. [ABSTRACT FROM AUTHOR] |
| Copyright of Materials (1996-1944) is the property of MDPI and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Engineering Source |
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| Header | DbId: egs DbLabel: Engineering Source An: 190787061 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: The Influence of the 4-Diethylaminophenyl Substituent on the Physicochemical Properties of Phenanthro[9,10- d ]imidazole Derivatives in the Context of Electroluminescent Applications. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Krawiec%2C+Agnieszka%22">Krawiec, Agnieszka</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Filapek%2C+Michał%22">Filapek, Michał</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Kula%2C+Sławomir%22">Kula, Sławomir</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> slawomir.kula@us.edu.pl</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Materials+%281996-1944%29%22">Materials (1996-1944)</searchLink>. Jan2026, Vol. 19 Issue 1, p55. 13p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Thermal+stability%22">Thermal stability</searchLink><br /><searchLink fieldCode="DE" term="%22Quantum+efficiency%22">Quantum efficiency</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+properties%22">Chemical properties</searchLink><br /><searchLink fieldCode="DE" term="%22Electroluminescent+devices%22">Electroluminescent devices</searchLink><br /><searchLink fieldCode="DE" term="%22Density+functional+theory%22">Density functional theory</searchLink><br /><searchLink fieldCode="DE" term="%22Nuclear+magnetic+resonance+spectroscopy%22">Nuclear magnetic resonance spectroscopy</searchLink><br /><searchLink fieldCode="DE" term="%22Organic+compounds%22">Organic compounds</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: Does position matter? In many respects, it certainly does, but does it also matter in the case of a functional group such as 4-diethylaminophenyl in the structure of phenanthro[9,10-d]imidazole derivatives? We attempt to answer this question in this article by considering selected physicochemical properties of the presented compounds. Therefore, in this work, four phenanthro[9,10-d]imidazole derivatives (AM-0–AM-3) were obtained by Debus-Radziszewski condensation. All derivatives were purified, and their structures were confirmed using NMR spectroscopy. The synthesized compounds were then compared for their thermal, electrochemical, and optical properties. This demonstrated that the derivatives (AM-0 and AM-1) containing a 4-diethylaminophenyl substituent at the C2 position exhibit better physicochemical parameters than the other compounds, particularly in terms of thermal stability, energy gap, and even quantum yield. In the case of the latter parameter, derivatives containing 4-diethylaminophenyl at the C2 position show an increase of up to 15–30% (depending on the solvent used) compared to the compound containing the considered substituent at N1. The obtained research results were compared with DFT calculations to gain a deeper understanding of the experiments performed. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Materials (1996-1944) is the property of MDPI and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.) |
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| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.3390/ma19010055 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 13 StartPage: 55 Subjects: – SubjectFull: Thermal stability Type: general – SubjectFull: Quantum efficiency Type: general – SubjectFull: Chemical properties Type: general – SubjectFull: Electroluminescent devices Type: general – SubjectFull: Density functional theory Type: general – SubjectFull: Nuclear magnetic resonance spectroscopy Type: general – SubjectFull: Organic compounds Type: general Titles: – TitleFull: The Influence of the 4-Diethylaminophenyl Substituent on the Physicochemical Properties of Phenanthro[9,10- d ]imidazole Derivatives in the Context of Electroluminescent Applications. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Krawiec, Agnieszka – PersonEntity: Name: NameFull: Filapek, Michał – PersonEntity: Name: NameFull: Kula, Sławomir IsPartOfRelationships: – BibEntity: Dates: – D: 01 M: 01 Text: Jan2026 Type: published Y: 2026 Identifiers: – Type: issn-print Value: 19961944 Numbering: – Type: volume Value: 19 – Type: issue Value: 1 Titles: – TitleFull: Materials (1996-1944) Type: main |
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