Star‐Shaped Molecules with Indolo[3,2,1‐<i>jk</i>]Carbazole Core: A Comprehensive Study of Light‐Emitting Materials

Novel star-shaped derivatives of indolo[3,2,1-jk]carbazole (ICz) are obtained and thoroughly studied. They incorporate large chromophores, specifically fluorene(ICz-A), carbazole(ICz-B), phenothiazine(ICz-C), and phenothiazine-carbaldehyde(ICz-D), all with long alkyl chains attached to the ICz core via acetylene linkages. The impact of different donor-acceptor substituents on optical, thermal, electrochemical, and electroluminescent properties of ICz derivatives has been systematically investigated and compared with the quantum chemical calculations. ICz derivatives in DCM solution exhibit photoluminescence across a spectrum, from deep blue to green. In the solid state, bathochromic shifts of the emission maxima were observed for all compounds, indicating interactions between molecules in the condensed phase. The ICz-D exhibits the highest emission efficiency in the solid state, accompanied by the reduction in the FWHM of the emission peak, attributed to the distorted plane of this molecule. The presence of "butterfly" phenothiazine rings and the aldehyde groups prevents electron transfer through intermolecular channels by acting as efficient blockers. For all compounds, their ability for light emission under external voltage was tested, based on devices with a neat compound (ITO/PEDOT:PSS/ICz/Al) and with guest-host configuration (ITO/PEDOT:PSS/PVK:PBD:ICz/Al). In the electroluminescence spectra of all diodes, one emission band in the 450-800 nm range was detected. Moreover, some of them exhibited voltage-dependent color variation.

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Publication Details

Journal
ChemPhysChem
Published
2025-05-08
DOI
https://doi.org/10.1002/cphc.202500072
Citations
1
Primary Topic
Organic Light-Emitting Diodes Research
Type
article
Field-Weighted Citation Impact
0.73
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article

Star‐Shaped Molecules with Indolo[3,2,1‐jk]Carbazole Core: A Comprehensive Study of Light‐Emitting Materials

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Organic Light-Emitting Diodes Research
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article

Star‐Shaped Molecules with Indolo[3,2,1‐jk]Carbazole Core: A Comprehensive Study of Light‐Emitting Materials

Grażyna Szafraniec‐Gorol, Dawid Zych, Ewa Schab‐Balcerzak, Sonia Kotowicz, Sebastian Maćkowski, Aneta Słodek, Mariola Siwy, Sylwia Zimosz, Marcin Szalkowski
article en
1 citations

Abstract

Novel star-shaped derivatives of indolo[3,2,1-jk]carbazole (ICz) are obtained and thoroughly studied. They incorporate large chromophores, specifically fluorene(ICz-A), carbazole(ICz-B), phenothiazine(ICz-C), and phenothiazine-carbaldehyde(ICz-D), all with long alkyl chains attached to the ICz core via acetylene linkages. The impact of different donor-acceptor substituents on optical, thermal, electrochemical, and electroluminescent properties of ICz derivatives has been systematically investigated and compared with the quantum chemical calculations. ICz derivatives in DCM solution exhibit photoluminescence across a spectrum, from deep blue to green. In the solid state, bathochromic shifts of the emission maxima were observed for all compounds, indicating interactions between molecules in the condensed phase. The ICz-D exhibits the highest emission efficiency in the solid state, accompanied by the reduction in the FWHM of the emission peak, attributed to the distorted plane of this molecule. The presence of "butterfly" phenothiazine rings and the aldehyde groups prevents electron transfer through intermolecular channels by acting as efficient blockers. For all compounds, their ability for light emission under external voltage was tested, based on devices with a neat compound (ITO/PEDOT:PSS/ICz/Al) and with guest-host configuration (ITO/PEDOT:PSS/PVK:PBD:ICz/Al). In the electroluminescence spectra of all diodes, one emission band in the 450-800 nm range was detected. Moreover, some of them exhibited voltage-dependent color variation.

ChemPhysChemVol. 26(12)
University of Opole (PL), Nicolaus Copernicus University (PL), Institute of Physics (PL), FZU ‒ Institute of Physics of the Academy of Sciences of the Czech Republic (CZ), Centre of Polymer and Carbon Materials (PL), University of Silesia in Katowice (PL), Polish Academy of Sciences (PL)
Openalex Percentile: Top 29%
Organic Light-Emitting Diodes Research
0.73
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