ArticleMolecules (Basel, Switzerland)2019
Synthesis and Optoelectronic Characterization of Perylene Diimide-Quinoline Based Small Molecules.
Article in Molecules (Basel, Switzerland), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Stacking Effects on the Optoelectronic Properties of 2D Perylene-Zn-Porphyrin-Based COFs.The journal of physical chemistry. C, Nanomaterials and interfaces · 2026Article
- Structural, Morphological, Thermal, and Photophysical Insights into a Highly Fluorescent Symmetrically Functionalized Perylene Diimide.Journal of fluorescence · 2025Article
- Article
- Article
- Effects of the Donor Unit on the Formation of Hybrid Layers of Donor-Acceptor Copolymers with Silver Nanoparticles.Nanomaterials (Basel, Switzerland) · 2023Article
- Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics.Materials (Basel, Switzerland) · 2023Article
- Intramolecular and Intermolecular Interaction Switching in the Aggregates of Perylene Diimide Trimer: Effect of Hydrophobicity.Molecules (Basel, Switzerland) · 2023Article
- Perylene-Based Chromophore as a Versatile Dye for Light Amplification.Materials (Basel, Switzerland) · 2022Article
- Key Electronic, Linear and Nonlinear Optical Properties of Designed Disubstituted Quinoline with Carbazole Compounds.Molecules (Basel, Switzerland) · 2021Article
- Tackling Performance Challenges in Organic Photovoltaics: An Overview about Compatibilizers.Molecules (Basel, Switzerland) · 2020Review
- Nitro-Perylenediimide: An Emerging Building Block for the Synthesis of Functional Organic Materials.Molecules (Basel, Switzerland) · 2020Review
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Authors and funding
4 authors.
Funding
Abstract
Perylene diimide (PDI) is one of the most studied functional dyes due to their structural versatility and fine tuning of the materials properties. Core substituted PDIs are prominent n-type semiconductor materials that could be used as non-fullerene acceptors in organic photovoltaics. Herein, we develop versatile organic building blocks based on PDI by decorating the PDI core with quinoline groups. Styryl and hydroxy phenyl mono and difunctionalized molecules were prepared using mono-nitro and dibromo bay substituted PDIs by Suzuki coupling with the respective boronic acid derivatives. A novel methodology using nitro-PDI under Suzuki coupling conditions as an electrophile partner was successfully tested. Furthermore, the PDI derivatives were used for the synthesis of soluble, electron accepting small molecules combining PDI with weak electron withdrawing quinoline derivatives. The new molecules presented wide absorbance in the visible spectrum from 450 to almost 700 nm while their LUMO levels and their energy levels are in the range of -3.8 to -4.2 eV.
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