Search Results (58)

In bulk heterojunction (BHJ) organic solar cells (OSCs) employing perylene diimide (PDI)-based non-fullerene acceptors, excessive intermolecular interactions among PDI units lead to severe aggregation and pronounced donor–acceptor phase separation, both of which critically limit device performance. To address these issues, numerous structurally engineered PDI derivatives have been developed. In particular, twisted multi-PDI architectures designed to suppress intermolecular aggregation have shown improved morphological control; however, such twisted structures are often highly amorphous, which reduces electron-transport efficiency and constrains OSC performance. In this work, we introduce a mixed-acceptor strategy combining a twisted PDI dimer (SF-PDI₂) with a planar monomeric PDI (m-PDI) to balance aggregation and morphological uniformity. Ternary blend OSCs consisting of PTB7-Th as the donor and these two PDI acceptors exhibit systematic performance variations depending on their relative ratios. At the optimized composition (SF-PDI₂:m-PDI = 90:10 by weight), the device outperforms single-acceptor systems, which is attributed to controlled aggregation arising from the complementary structural features of the two PDI acceptors. This study demonstrates that combining mixed PDI acceptors with similar molecular moieties enables precise control of aggregation, improving both morphology and photovoltaic performance. Full article

The issue of antibiotic resistance is becoming increasingly severe, urgently requiring the development of new antibacterial strategies. Photodynamic therapy (PDT) has gradually emerged as a promising alternative due to its spatiotemporal controllability, low risk of drug resistance, and broad-spectrum antibacterial properties. However, most existing photosensitizers (PSs) are hydrophobic, which limits their application efficiency in PDT. To address this problem, we designed and synthesized a water-soluble perylene diimide derivative (PDICN-CBn) as a photosensitizer. By introducing quaternary ammonium salt groups, its water solubility was improved, and antibacterial activity was enhanced. Subsequently, PDICN-CBn was assembled into silk fibroin/polylactic acid (SF/PLA) nanofibrous membranes via electrospinning technology, successfully constructing a visible-light-responsive ternary composite nanofibrous membrane (SF/PLA@PDICN-CBn). Using various characterization methods such as nuclear magnetic resonance (¹H-NMR), Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), and scanning electron microscopy (SEM), the microstructure, chemical composition, and structural characteristics of the nanofibrous membranes were systematically analyzed, verifying the successful synthesis of the photosensitizer and its assembly into the nanofibrous membranes. In the reactive oxygen species (ROS) experiment, electron spin resonance (ESR) spectra showed that PDICN-CBn efficiently generated singlet oxygen (¹O₂), superoxide anion (·O₂⁻), and hydroxyl radical (·OH) under visible light irradiation, confirming its ability to produce different types of ROS through both type I and type II photodynamic reactions. In the antibacterial experiments, Escherichia coli (E. coli), Staphylococcus aureus (S. aureus), and methicillin-resistant Staphylococcus aureus (MRSA) were selected for a series of tests, including plate-counting antibacterial assays, bacterial live/dead staining, and SEM observation of morphology. The results showed that 8 μg/mL of PDICN-CBn effectively destroyed the bacterial cell membrane structure and killed bacteria (bactericidal rate > 95%) after 2 h of visible light irradiation. This work successfully developed a novel visible-light-responsive SF/PLA@PDICN-CBn nanofibrous membrane with a dual antibacterial system combining photodynamic and electrostatic adsorption antibacterial properties, providing new ideas and methods for the design and development of photodynamic antibacterial materials. The prepared nanofibrous membrane has potential application values in fields such as wound dressings and medical protective materials and is expected to provide strong support for solving clinical infection problems. Full article

Recent advancements in phototherapy have underscored the need for effective cellular imaging agents that can enhance therapeutic efficacy and precision. Perylene diimide (PDI) dyes, known for their unique optical properties and biocompatibility, have emerged as promising candidates in this domain. This review paper provides a comprehensive analysis of the potential applications of PDI dyes in cellular imaging, specifically within the context of phototherapies. We explore the synthesis of these dyes, their photophysical characteristics, and mechanisms of cellular uptake. Moreover, this review highlights recent studies that demonstrate the effectiveness of PDI dyes in the real-time imaging of cellular processes and their synergistic effects in photodynamic therapy (PDT) and photothermal therapy (PTT). By evaluating various experimental approaches and their outcomes, we aim to elucidate the advantages of employing PDI dyes in clinical settings. The findings of this review suggest that perylene diimide dyes are not only capable of enhancing imaging contrast but also optimizing the therapeutic response in targeted phototherapy applications. Ultimately, this paper advocates for further research into the integration of PDI dyes in clinical practice, emphasizing their potential to significantly improve patient outcomes in cancer and other diseases requiring photoactive treatment modalities. Full article

The organic multi-chromophore system has been increasingly attractive due to the potential optoelectronic applications. The inter-chromophore electronic coupling (EC), i.e., J_Coul and J_CT, plays a critical role in determining the relaxation path of the excited state. However, the molecular designing strategy for effective tuning of inter-chromophore EC is still challenging. In this computational work, we designed a series of perylene diimides (PDI) covalent dimers with rigid linking cores containing thiophene (Th) or phenyl (Ph) fragments and performed corresponding theoretical investigation to analyze the inter-PDI electronic coupling. Vibrational analysis indicated that the minimized excited state structural relaxation (ES-SR) can ensure the rigid inter-PDI geometry pre-defined by the topological characteristic of linking cores, leading to comparable |J_Coul| on S₀ and S₁ states. The saddle-shaped linking cores allow collaborative tuning of inter-PDI dihedral (α) and slipping (θ) angles, leading to effective tuning of inter-PDI |J_Coul| = 0–1000 cm⁻¹. Our work provides a new molecular designing strategy for effective tuning of inter-chromophore EC for organic chromophores. By using a rigid inter-chromophore structure, the ignorable ES-SR allows simplified molecular designing without considering the plausible geometric difference between S₁ and S₀ states, which might be useful for future applications in organic optoelectronics. Full article

With the rapid advancement of industrialization, the adverse impacts of organic pollutants on the water environment of aquatic ecosystems have become increasingly concerning. Consequently, the development of efficient and environmentally friendly photocatalytic degradation technologies has attracted considerable research attention. Perylene diimide (PDI)-based heterojunction photocatalysts have demonstrated remarkable potential in degrading organic pollutants, attributed to their broad spectral response, high charge separation efficiency, and exceptional stability. In recent years, substantial progress has been achieved in the field of PDI-based heterojunction photocatalysts. This paper provides an in-depth review of the existing research on PDI-based heterojunction photocatalysts. Specifically, it elucidates the principles and types of heterojunction construction, as well as the design and synthesis strategies for PDI-based heterojunction photocatalysts. Furthermore, this paper provides a comprehensive summary of the latest advancements in performance optimization and catalytic mechanisms. Finally, the existing challenges and future prospects of PDI-based heterojunction photocatalytic materials are discussed, with the aim of offering innovative solutions for the purification of resource-oriented wastewater. Full article

Energy depletion and environmental pollution have emerged as pressing global concerns, demanding the urgent promotion of green and clean energy sources. As such, the efficient utilization of solar energy for hydrogen production has gained significant research attention, with semiconductor photocatalysis emerging as an effective strategy. However, harnessing the full potential of semiconductor photocatalysis still poses great challenges. Notably, the limited utilization of visible light and the substantial recombination of photogenerated electron–hole pairs adversely affect photocatalytic performance, ultimately impeding the further development and practical application of semiconductor photocatalysis. Perylene diimide (PDI), an n-type semiconductor distinguished by its conjugated π-π bonds, exhibits remarkable photoelectric properties. Its energy band gap falls within the absorption range of visible light, ensuring remarkable light absorption efficiency. Furthermore, the photogenerated charge can be efficiently conducted along the π-π stacking in its structural unit, significantly reducing electron–hole recombination. Consequently, PDI holds immense potential for achieving visible-light-driven photocatalytic hydrogen production. Yet, despite these attributes, the photocatalytic efficiency of pure PDI is still far from practical use, necessitating innovative modifications to elevate its catalytic performance. In this review, we begin with an in-depth exploration of the principles underlying photocatalytic hydrogen production and discuss various strategies aimed at enhancing photocatalytic performance. We also engage in a comprehensive discussion and summation of the challenges encountered and the future prospects of PDI-based materials. Our endeavor is to pave the way for groundbreaking advancements in the field of photocatalysis, ultimately contributing to a cleaner and more sustainable future. Full article

Objective: F. nucleatum, a tumor-resident bacterium colonizing breast cancer (BC), results in an immunosuppressive microenvironment and facilitates tumor growth and metastasis. This study aimed to develop a neutrophil-based liposome delivery system designed for dual-targeted elimination of tumor cells and F. nucleatum, while simultaneously upregulating pathogen-associated molecular patterns and damage-associated molecular patterns to potentiate tumor immunotherapy. Methods: The liposomes (PD/GA-LPs) loaded with the perylene diimide complex (PD) and gambogic acid (GA) were fabricated via the extrusion method. Subsequently, comprehensive evaluations including physicochemical characteristics, antibacterial activity, antitumor effect, and immunomodulatory effect evaluation were systematically conducted to validate the feasibility of this delivery system. Results: The resulting PD/GA-LPs exhibited a dynamic size (121.3 nm, zeta potential −44.1 mV) and a high encapsulation efficiency of approximately 78.1% (PD) and 91.8% (GA). In addition, the optimized PD/GA-LPs exhibited excellent photothermal performance and antibacterial efficacy. In vitro cellular experiments revealed that PD/GA-LPs exhibited enhanced internalization by neutrophils, followed by extracellular trap-mediated release, ultimately significantly inhibiting tumor cell proliferation and inducing immunogenic cell death. During in vivo treatment, PD/GA-LPs exhibited targeted tumor accumulation, where F. nucleatum-driven PD reduction activated near-infrared-responsive photothermal ablation. When combined with GA, this delivery system effectively eliminated tumor cells and F. nucleatum, while facilitating the subsequent T-cell infiltration. Conclusions: This strategy amplified the antitumor immune response, thus leading to effective treatment of BC and prevention of metastasis. In summary, this approach, grounded in the distinct microecology of tumor and normal tissues, offers novel insights into the development of precise and potent immunotherapies for BC. Full article

Today, flexible and lightweight electronics are regarded as a viable alternative to conventional rigid and heavy devices in various application fields. In the optoelectronic area, organic semiconductors offer advantages such as high absorption coefficients, low processing temperatures, mechanical flexibility and compatibility with plastic substrates, while inorganic nanostructures provide good electronic properties and high thermal stability. Thus, composite films with enhanced properties can be achieved by inserting inorganic nanostructures within organic layers. In this research work, CuS nanoparticles were prepared by wet chemical precipitation and then added to an organic mixture containing poly(3-hexylthiophene) (P3HT) and N,N-bis-(1-dodecyl)perylene-3,4,9,10 tetracarboxylic diimide (AMC14), a chemically synthesized semiconductor, for fabricating hybrid composite films by matrix assisted pulsed laser evaporation (MAPLE) on indium tin oxide/poly(ethylene terephthalate) (ITO/PET) flexible substrates. A comparative assessment of the morphological, compositional, optical and electrical properties of the composite (P3HT:AMC14:CuS) and organic (P3HT:AMC14) layers was performed to evaluate their applicability in the photovoltaic cells. The transmission and emission spectra of the composite films are dominated by the optical features of AMC14, a perylene diimide derivative compound used as acceptor. In the case of devices based on MAPLE deposited composite layer fabricated on ITO/PET substrates, the electrical measurements carried under illumination revealed an improvement in the open circuit voltage parameter emphasizing their potential applications in the flexible device area. Full article

The screening of environmentally friendly, efficient and high-temperature-resistant organic corrosion inhibitors represents a significant means of reducing metal losses in industrial production. In this study, we investigated using aliphatic amine-functionalized perylene-diimide (PDINN) to inhibit Q235 steel in 1 M HCl media. The results show that PDINN significantly inhibits corrosion of Q235 steel in 1 M HCl. It is of greater significance that PDINN’s inhibition is unresponsive to temperature fluctuations in the corrosive environment, maintaining an efficiency of 86.5% at an ambient temperature of 328 K. DFT and MD analyses indicate that the exceptional inhibitory capacity of PDINN is closely associated with the extensive conjugated structure within the molecule, where it is firmly adsorbed on the Fe (110) via π-electrons. Full article

The rational design of ordered chromogenic supramolecular polymeric systems is critical for the advancement of next-generation stimuli-responsive, optical, and semiconducting materials. Previously, we reported the design of a stimuli-responsive, lamellar self-assembled platform composed of an imidazole-appended perylene diimide of varying methylene spacer length (n = 3, 4, and 6) and a commercially available diacid-functionalized diacetylene monomer, 10, 12 docosadiynedioic acid, in a 1:1 molar ratio. Herein, we expound on the importance of the composition of the imidazole-appended perylene diimide of varying methylene spacer length (n = 3, 4, and 6) and 10, 12 docosadiynedioic acid in the ratio of 2:1 to the supramolecular self-assembly, final morphology, and properties. Topochemical polymerization of the drop-cast films by UV radiation yielded blue-phase polydiacetylene formation, and subsequent thermal treatment of the films produced a thermoresponsive blue-to-red phase transformation. Differential scanning calorimetry (DSC) studies revealed a dual dependence of the methylene spacer length and stimuli treatment (UV and/or heat) on the thermal transitions of the films. Furthermore, small-angle X-ray scattering (SAXS) and wide-angle X-ray scattering (WAXS) showed well-defined hierarchical semiconducting nanostructures with interconnected “chessboard”-patterned lamellar stacking. Upon doping with an ionic liquid, the 2:1 platform showed higher ionic conductivity than the previous 1:1 one. The results presented here illustrate the importance of the composition and architecture to the ionic domain connectivity and ionic conductivity, which will have far-reaching implications for the rational design of semiconducting polymers for energy applications including fuel cells, batteries, ion-exchange membranes, and mixed ionic conductors. Full article

Perylene diimide (PDI), initially synthesized and explored as an organic dye, has since gained significant recognition for its outstanding optical and electronic properties. Early research primarily focused on its vibrant coloration; however, the resolution of solubility challenges has revealed its broader potential. PDIs exhibit exceptional optical characteristics, including strong absorption and high fluorescence quantum yield, along with remarkable electronic properties, such as high electron affinity and superior charge carrier mobility. Furthermore, the robust π-π stacking interactions and liquid crystalline behavior of PDIs facilitate precise their self-assembly into highly ordered structures, positioning them as valuable materials for advanced applications in optoelectronics, photonics, and nanotechnology. This article provides a comprehensive review of the progress made in the design, synthesis, and optoelectronic performance of PDI-based liquid crystals. It explores how various substituents and their placement on the PDI core impact the properties of these liquid crystal molecules and discusses the challenges and opportunities that shape this rapidly evolving class of optical materials. This review is strictly focused on PDIs and does not cover their elongated or laterally extended derivatives, nor does it include monoimide or ester compounds. Full article

Dopamine (DA) is an important catecholamine neurotransmitter and its abnormal concentration is closely related to diseases such as hypertension, Parkinson’s disease and schizophrenia. Due to the advantages of high sensitivity and fast response for electrochemiluminescence (ECL), developing ECL sensors for detecting DA was very critical in clinical diagnosis. ECL resonance energy transfer (ECL-RET) was an effective signaling mechanism. However, the shortage of highly efficient ECL-RET pairs impeded the development of DA sensors. Herein, methyl-modified perylene diimide derivative (PDI-CH₃) self-assembly nanorod materials as luminophores and CuO nanomaterials as acceptors were integrated into nanocomposites. An obvious ECL-RET was found in PDI-CH₃/CuO nanocomposites. After PDI-CH₃/CuO nanocomposites were treated with DA, a large increase in ECL intensity was observed. Then, PDI-CH₃/CuO nanocomposites were taken as an ECL platform to detect DA. This ECL sensor exhibited a linear response to DA from 10⁻¹² M to 10⁻⁸ M with a limit of detection of 0.20 pM. Compared with other sensors for DA detection, the constructed ECL sensor exhibited higher sensitivity. In addition, the novel ECL sensor in this work showed good practicability in a human serum sample. Full article

Nowadays, the development of devices based on organic materials is an interesting research challenge. The performance of such devices is strongly influenced by material selection, material properties, design, and the manufacturing process. Usually, buckminsterfullerene (C60) is employed as electron transport material in organic photovoltaic (OPV) devices due to its high mobility. However, considering its low solubility, there have been many attempts to replace it with more soluble non-fullerene compounds. In this study, bulk heterojunction thin films with various compositions of zinc phthalocyanine (ZnPc), a perylene diimide derivative, or C60 were prepared by matrix-assisted pulsed laser evaporation (MAPLE) technique to assess the influence of C60 replacement on fabricated heterostructure properties. The investigations revealed that the optical features and the electrical parameters of the organic heterostructures based on this perylene diimide derivative used as an organic acceptor were improved. An increase in the J_SC value (4.3 × 10⁻⁴ A/cm²) was obtained for the structures where the perylene diimide derivative acceptor entirely replaced C60 compared to the J_SC value (7.5 × 10⁻⁸ A/cm²) for the heterostructure fabricated only with fullerene. These results are encouraging, demonstrating the potential of non-fullerene compounds as electron transport material in OPV devices. Full article

The development of efficient and environmentally friendly photocatalysts is crucial for addressing global energy and environmental challenges. Perylene diimide, an organic supramolecular material, holds great potential for applications in mineralized phenol. In this study, through the integration of different mass ratios of unmodified perylenimide (PDI-NH) into the self-assembly of amino acid-substituted perylenimide (PDI-COOH), a novel supramolecular organic heterojunction (PDICOOH/PDINH) was fabricated. The ensuing investigation focuses on its visible-light mineralized phenol properties. The results show that the optimal performance is observed with a composite mass fraction of 10%, leading to complete mineralization of 5 mg/L phenol within 5 h. The reaction exhibits one-stage kinetics with rate constants 13.80 and 1.30 times higher than those of PDI-NH and PDI-COOH, respectively. SEM and TEM reveal a heterogeneous interface between PDI-NH and PDI-COOH. Photoelectrochemical and Kelvin probe characterization confirm the generation of a built-in electric field at the interface, which is 1.73 times stronger than that of PDI-COOH. The introduction of PDI-NH promotes π-π stacking of PDI-COOH, while the built-in electric field facilitates efficient charge transfer at the interface, thereby enhancing phenol decomposition. The finding demonstrates that supramolecular heterojunctions have great potential as highly effective photocatalysts for environmental remediation applications. Full article

In this study, Fe₃O₄ nanoparticles (FeNPs) decorated with halogenated perylene diimides (PDIs) have been used for capturing VOCs (volatile organic compounds) through noncovalent binding. Concretely, we have used tetrachlorinated/brominated PDIs as well as a nonhalogenated PDI as a reference system. On the other hand, methanol, ethanol, propanol, and butanol were used as VOCs. Experimental studies along with theoretical calculations (the BP86-D3/def2-TZVPP level of theory) pointed to two possible and likely competitive binding modes (lone pair–π through the π-acidic surface of the PDI and a halogen bond via the σ-holes at the Cl/Br atoms). More in detail, thermal desorption (TD) experiments showed an increase in the VOC retention capacity upon increasing the length of the alkyl chain, suggesting a preference for the interaction with the PDI aromatic surface. In addition, the tetrachlorinated derivative showed larger VOC retention times compared to the tetrabrominated analog. These results were complemented by several state-of-the-art computational tools, such as the electrostatic surface potential analysis, the Quantum Theory of Atoms in Molecules (QTAIM), as well as the noncovalent interaction plot (NCIplot) visual index, which were helpful to rationalize the role of each interaction in the VOC···PDI recognition phenomena. Full article