Necessary advancements in the area of organic photovoltaic (OPV) devices include the upgrade of power conversion efficiencies (PCE) and stability. One answer to these demands lies in the research into new absorbers. Here, we focus on the development of new small molecule absorbers from the group of squaraines (SQs). These modular absorbers can be applied as donors in organic solar cells and have the ability to utilize a broad range of solar radiation if blended with suitable acceptors. In order to allow for the compatibility and favorable organization of donor and acceptor in the absorber layer, we intend to optimize the structure of the SQ by varying the groups attached to the squaric acid core. For that purpose, we accordingly developed a well-suited synthesis route. The novel alkyl- and benzyl-substituted aryl aminosquaraines were synthesized through an improved and eco-friendly procedure. Special emphasis was placed on optimizing the amination reaction to obtain initial precursors in the synthesis of squaraine, avoiding hitherto common catalytic processes. All SQ precursors and SQ products were completely described. The derived SQs were additionally characterized in thin-film configuration using cyclic voltammetry and UV-VIS spectroscopy and then processed to prepare self-standing bulk heterojunction (BHJ) thin films in conjunction with fullerene-based electron acceptors, which were characterized via profilometry. The comparison between SQ and BHJ solutions and thin films, using atomic force microscopy and UV-VIS spectroscopy, revealed differences in susceptibility for the organization and orientation of the constituting domains.
According to our earlier observations, the products of photocatalytic oxygenations of furan and thiophene derivatives of benzobicyclo[3.2.1]octadiene with anionic and cationic manganese(III) porphyrin at pH = 7 strongly depended on the type and position of the heteroatom in the aromatic ring, as well as the charge of the photocatalyst. Hence, a significant pH increase (to 10) in these systems offered a reasonable tool to affect the diversity and yields of the oxygenation products. They were quantitatively separated by TLC and identified with NMR analyses. The results clearly indicated that the increase of HO− concentration, in most cases, considerably changed the product yield, e.g., enhanced it to 70% for the hydroxy-furyl derivative. Accordingly, the selectivity of the oxygenation of the furan compound could be improved in this way. In the case of one thienyl compound, however, even an additional product appeared, while the yields of the products of the other thiophene derivative (with cationic catalyst) decreased to zero, suggesting the application of lower pH for preparative purposes. The pH effects indicate that oxygenation reactions in these systems involve more photochemically generated oxidative agents, e.g., •OH and (P)Mn(V)=O), the role of which is affected by the pH increase in various ways.
The idea of using drugs from the benzimidazole group as potential antitumor agents is becoming increasingly popular and widespread in research. However, their use as antiparasitics and in cancer treatment will increase their already recorded occurrence in the aquatic environment. In this study, the removal of the anthelmintic mebendazole from aqueous solution was investigated using nanofiltration and reverse osmosis membranes, adsorption on granular activated carbon (GAC), and photolytic degradation. The dense NF90 and reverse osmosis XLE membranes showed almost complete removal (>97.7%), while the NF270 membrane showed a large dependence of removal on initial concentration from 41.9% to 96.6%. Adsorption in the column resulted in complete removal of mebendazole at the highest GAC height used (40 cm) from the solution with the lowest concentration (1 mg/L). Photolytic degradation by artificial light for 2 and 12 h resulted in photodegradation of mebendazole in the range of 23.5–61.4%, forming a new degradation or transformation compound with an m/z ratio of 311. Mebendazole is a photosensitive drug whose photodegradation follows first-order kinetics and depends on the drug concentration. Toxicity was studied with Vibrio fischeri before and after photolysis, and showed a decrease in inhibition after 12 h.
Various indene derivatives are presented and their antimicrobial activities against different microbial species are evaluated. To elucidate the plausible inhibitory mechanism in silico molecular docking study was performed for selected molecules.