TY - JOUR AU - Kontra, Bence AU - Mucsi, Zoltán AU - Vanyorek, László AU - Nagy, Miklós TI - Optical Investigation of 2-amino-7-isocyanofluorene, a Novel Blue-Emitting Solvatochromic Dye JF - COLORANTS J2 - Colorants VL - 3 PY - 2024 IS - 2 SP - 86 EP - 98 PG - 13 SN - 2079-6447 DO - 10.3390/colorants3020006 UR - https://m2.mtmt.hu/api/publication/34757551 ID - 34757551 AB - Smart solvatochromic isocyano-aminoarenes (ICAArs) have been gaining attention owing to their unique photophysical, antifungal and anticancer properties. Using a simple dehydration reaction with in situ-generated dichlorocarbene, we prepared 2-amino-7-isocyanofluorene (2,7-ICAF). We studied the effect of the longer polarization axis provided by the fluorene core on the spectral properties and we also compared it to those of the starting diamine. 2,7-ICAF shows a clear solvatochromic behavior close to the blue part (370–420 nm) of the visible spectrum. Quantum chemical calculations show internal charge transfer (ICT) between the donor amino and the electron-withdrawing isocyano groups. 2,7-ICAF has high molar absorptivity (ε = 15–18·103 M−1cm−1) and excellent quantum yield (Φf = 70–95%) in most solvents; however, its fluorescence is completely quenched in water. The high brightness (ε·Φf) and close to zero quantum yield in water may be favorable in biolabeling applications, where background fluorescence should be kept minimal. Overall, 2,7-ICAF shows enhanced photophysical properties compared to its previously investigated relative 4-amino-4′-isocyano-1,1′-biphenyl (4,4′-ICAB). LA - English DB - MTMT ER - TY - PAT AU - Nagy, Miklós AU - Vanyorek, László AU - Braun, Mihály AU - Sóvágó, Dávid AU - Mucsi, Zoltán AU - Viskolcz, Béla AU - Czébely, Andrea TI - Eljárás higany hatékony eltávolítására vízből aromás izocianidok felhasználásával redukálószerként CY - Country:10001(1) PY - 2023 UR - https://m2.mtmt.hu/api/publication/34511143 ID - 34511143 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Kopcsik, Erika AU - Mucsi, Zoltán AU - Kontra, Bence AU - Vanyorek, László AU - Gál, R. AU - Viskolcz, Béla AU - Nagy, Miklós TI - Excited state iminium form can explain the unexpected solvatochromic behavior of symmetric 1,5- and 1,8-diaminonaphthalenes JF - CHEMICAL COMMUNICATIONS J2 - CHEM COMMUN VL - 60 PY - 2023 IS - 8 SP - 1008 EP - 1011 PG - 4 SN - 1359-7345 DO - 10.1039/d3cc05643k UR - https://m2.mtmt.hu/api/publication/34509253 ID - 34509253 LA - English DB - MTMT ER - TY - JOUR AU - Kopcsik, Erika AU - Mucsi, Zoltán AU - Nagy, Miklós TI - Az 1,5-diizocianonaftalin optikai tulajdonságainak vizsgálata JF - Doktorandusz Almanach J2 - Doktorandusz Almanach VL - 1 PY - 2023 SP - 117 EP - 122 PG - 6 SN - 2939-7294 UR - https://m2.mtmt.hu/api/publication/34442783 ID - 34442783 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Prekob, Ádám AU - Szegedi, Máté Péter AU - Muránszky, Gábor AU - Kristály, Ferenc AU - Nagy, Miklós AU - Halasi, Gyula AU - Szamosvölgyi, Ákos AU - Fiser, Béla AU - Viskolcz, Béla AU - Vanyorek, László TI - Development of Magnetizable, Nickel–Ferrite-Decorated Carbon Nanocomposites as Hydrogenation Catalyst for Aniline Synthesis JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 24 PY - 2023 IS - 24 PG - 16 SN - 1661-6596 DO - 10.3390/ijms242417547 UR - https://m2.mtmt.hu/api/publication/34441840 ID - 34441840 N1 - Institute of Chemistry, University of Miskolc, Miskolc-Egyetemváros, Miskolc, 3515, Hungary Institute of Mineralogy and Geology, University of Miskolc, Miskolc-Egyetemváros, Miskolc, 3515, Hungary Department of Applied and Environmental Chemistry, University of Szeged, Rerrich Béla Square 1., Szeged, 6720, Hungary ELI-ALPS, ELI-HU Non-Profit Ltd., Wolfgang Sandner Utca 3., Szeged, H-6728, Hungary Higher Education and Industrial Cooperation Centre, University of Miskolc, Miskolc-Egyetemváros, Miskolc, 3515, Hungary Ferenc Rakoczi II Transcarpathian Hungarian College of Higher Education, Beregszász, 90200, Ukraine Department of Physical Chemistry, Faculty of Chemistry, University of Lodz, Lodz, 90-236, Poland Export Date: 31 January 2024 Correspondence Address: Vanyorek, L.; Institute of Chemistry, Miskolc-Egyetemváros, Hungary; email: laszlo.vanyorek@uni-miskolc.hu AB - Catalysts with magnetic properties can be easily recovered from the reaction medium without loss by using a magnetic field, which highly improves their applicability. To design such systems, we have successfully combined the magnetic properties of nickel ferrite nanoparticles with the positive properties of carbon-based catalyst supports. Amine-functionalized NiFe2O4 nanoparticles were deposited on the surfaces of nitrogen-doped bamboo-like carbon nanotubes (N-BCNT) and carbon nanolayers (CNL) by using a coprecipitation process. The magnetizable catalyst supports were decorated by Pd nanoparticles, and their catalytic activity was tested through the hydrogenation of nitrobenzene (NB). By using the prepared catalysts, high nitrobenzene conversion (100% for 120 min at 333 K) and a high aniline yield (99%) were achieved. The Pd/NiFe2O4-CNL catalyst was remarkable in terms of stability during the reuse tests due to the strong interaction formed between the catalytically active metal and its support (the activity was retained during four cycles of 120 min at 333 K). Furthermore, despite the long-lasting mechanical stress, no significant palladium loss (only 0.08 wt%) was detected. LA - English DB - MTMT ER - TY - JOUR AU - Ilosvai, Mária Ágnes AU - Forgách, László AU - Stelczerné Kovács, Noémi AU - Heydari, Fatemeh AU - Szigeti, Krisztián AU - Máthé, Domokos AU - Kristály, Ferenc AU - Daróczi, Lajos AU - Kaleta, Zoltán AU - Viskolcz, Béla AU - Nagy, Miklós AU - Vanyorek, László TI - Development of Polymer-Encapsulated, Amine-Functionalized Zinc Ferrite Nanoparticles as MRI Contrast Agents JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 24 PY - 2023 IS - 22 PG - 19 SN - 1661-6596 DO - 10.3390/ijms242216203 UR - https://m2.mtmt.hu/api/publication/34315952 ID - 34315952 AB - The need for stable and well-defined magnetic nanoparticles is constantly increasing in biomedical applications; however, their preparation remains challenging. We used two different solvothermal methods (12 h reflux and a 4 min microwave, MW) to synthesize amine-functionalized zinc ferrite (ZnFe2O4-NH2) superparamagnetic nanoparticles. The morphological features of the two ferrite samples were the same, but the average particle size was slightly larger in the case of MW activation: 47 ± 14 nm (Refl.) vs. 63 ± 20 nm (MW). Phase identification measurements confirmed the exclusive presence of zinc ferrite with virtually the same magnetic properties. The Refl. samples had a zeta potential of −23.8 ± 4.4 mV, in contrast to the +7.6 ± 6.8 mV measured for the MW sample. To overcome stability problems in the colloidal phase, the ferrite nanoparticles were embedded in polyvinylpyrrolidone and could be easily redispersed in water. Two PVP-coated zinc ferrite samples were administered (1 mg/mL ZnFe2O4) in X BalbC mice and were compared as contrast agents in magnetic resonance imaging (MRI). After determining the r1/r2 ratio, the samples were compared to other commercially available contrast agents. Consistent with other SPION nanoparticles, our sample exhibits a concentrated presence in the hepatic region of the animals, with comparable biodistribution and pharmacokinetics suspected. Moreover, a small dose of 1.3 mg/body weight kg was found to be sufficient for effective imaging. It should also be noted that no toxic side effects were observed, making ZnFe2O4-NH2 advantageous for pharmaceutical formulations. LA - English DB - MTMT ER - TY - JOUR AU - Hajdu, Viktória AU - Prekob, Ádám AU - Muránszky, Gábor AU - Kristály, Ferenc AU - Daróczi, Lajos AU - Harasztosi, Lajos AU - Kaleta, Zoltán AU - Viskolcz, Béla AU - Nagy, Miklós AU - Vanyorek, László TI - Amine Functionalization Leads to Enhanced Performance for Nickel- and Cobalt-Ferrite-Supported Palladium Catalysts in Nitrobenzene Hydrogenation JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 24 PY - 2023 IS - 17 PG - 14 SN - 1661-6596 DO - 10.3390/ijms241713347 UR - https://m2.mtmt.hu/api/publication/34117847 ID - 34117847 AB - Easy preparation, good yield and easy recovery are the key challenges in the development of industrial catalysts. To meet all these three criteria, we have prepared intelligent, magnetizable NiFe2O4- and CoFe2O4-supported palladium catalysts that can be easily and completely recovered from the reaction medium by magnetic separation. The fast and facile preparation was achieved by a solvothermal method followed by sonochemical-assisted decomposition of the palladium nanoparticles onto the surface of the magnetic nanoparticles. The metal–support interaction was enhanced by amine functionalization of the supports using monoethanolamine. The performance and stability of the non-functionalized and amine-functionalized NiFe2O4- and CoFe2O4-supported palladium catalysts were compared in the industrially important nitrobenzene hydrogenation reaction. All catalysts showed high catalytic activity during aniline synthesis; complete nitrobenzene conversion and high aniline yield (above 97 n/n%) and selectivity (above 98 n/n%) were achieved. However, during reuse tests, the activity of the non-functionalized catalysts decreased, as the palladium was leached from the surface of the support. On the other hand, in the case of their amine-functionalized counterparts, there was no decrease in activity, and a non-significant decrease in palladium content could be measured. Based on these results, it can be concluded that amine functionalization of transition metal ferrites may result in more effective catalysts due to the enhanced metal–carrier interaction between the support and the precious metal. LA - English DB - MTMT ER - TY - JOUR AU - Kopcsik, Erika AU - Mucsi, Zoltán AU - Kontra, Bence AU - Vanyorek, László AU - Váradi, Csaba AU - Viskolcz, Béla AU - Nagy, Miklós TI - Preparation and Optical Study of 1-Formamido-5-Isocyanonaphthalene, the Hydrolysis Product of the Potent Antifungal 1,5-Diisocyanonaphthalene JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 24 PY - 2023 IS - 9 PG - 19 SN - 1661-6596 DO - 10.3390/ijms24097780 UR - https://m2.mtmt.hu/api/publication/33770232 ID - 33770232 N1 - Funding Agency and Grant Number: National Office of Science, Innovation and Technology (NKFIH) [TKP2021-NVA-14, 2020-2.1.1-ED-2022-00208]; National Excellence Program [BO/799/21/7, UNKP-22-ME3]; National Research Development and Innovation Fund [2020-1.1.6-Jovo-2021-00009]; Janos Bolyai Research Scholarship Funding text: The project was supported by TKP2021-NVA-14 and 2020-2.1.1-ED-2022-00208 grants of the National Office of Science, Innovation and Technology (NKFIH), Janos Bolyai Research Scholarship and National Excellence Program (BO/799/21/7, UNKP-22-ME3). The authors are grateful for the use of ELKH Cloud. This research was also supported by the 2020-1.1.6-Jovo-2021-00009 project supported by the National Research Development and Innovation Fund, aimed to promote development of an innovative diagnostic procedure for diseases with major public health importance. AB - Aromatic isocyanides have gained a lot of attention lately as promising antifungal and anticancer drugs, as well as high-performance fluorescent analytical probes for the detection of toxic metals, such as mercury, even in vivo. Since this topic is relatively new and aromatic isocyanides possess unique photophysical properties, the understanding of structure–behavior relationships and the preparation of novel potentially biologically active derivatives are of paramount importance. Here, we report the photophysical characterization of 1,5-diisocyanonaphthalene (DIN) backed by quantum chemical calculations. It was discovered that DIN undergoes hydrolysis in certain solvents in the presence of oxonium ions. By the careful control of the reaction conditions for the first time, the nonsymmetric product 1-formamido-5-isocyanonaphthalene (ICNF) could be prepared. Contrary to expectations, the monoformamido derivative showed a significant solvatochromic behavior with a ~50 nm range from hexane to water. This behavior was explained by the enhanced H-bond-forming ability of the formamide group. The significance of the hydrolysis reaction is that the isocyano group is converted to formamide in living organisms. Therefore, ICNF could be a potential drug (for example, antifungal) and the reaction can be used as a model for the preparation of other nonsymmetric formamido–isocyanoarenes. In contrast to its relative 1-amino-5-iscyanonaphthalene (ICAN), ICNF is highly fluorescent in water, enabling the development of a fluorescent turnoff probe. LA - English DB - MTMT ER - TY - BOOK ED - Hornyák-Mester, Enikő ED - Mentes, Dóra ED - Nagy, Miklós ED - Fiser, Béla ED - Viskolcz, Béla TI - Symposium on Polyurethane Innovation - SPI 2022, Conference publications PB - Miskolci Egyetem, Kémiai Intézet CY - Miskolc-Egyetemváros PY - 2022 SP - 203 SN - 9789633582541 UR - https://m2.mtmt.hu/api/publication/33225784 ID - 33225784 LA - English DB - MTMT ER - TY - JOUR AU - Hajdu, Viktória AU - Sikora, Emőke AU - Kristály, Ferenc AU - Muránszky, Gábor AU - Fiser, Béla AU - Viskolcz, Béla AU - Nagy, Miklós AU - Vanyorek, László TI - Palladium Decorated, Amine Functionalized Ni-, Cd- and Co-Ferrite Nanospheres as Novel and Effective Catalysts for 2,4-Dinitrotoluene Hydrogenation JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 23 PY - 2022 IS - 21 PG - 13 SN - 1661-6596 DO - 10.3390/ijms232113197 UR - https://m2.mtmt.hu/api/publication/33201031 ID - 33201031 AB - 2,4-Diaminotoluene (TDA) is one of the most important polyurethane precursors produced in large quantities by the hydrogenation of 2,4-dinitrotoluene using catalysts. Any improvement during the catalysis reaction is therefore of significant importance. Separation of the catalysts by filtration is cumbersome and causes catalyst loss. To solve this problem, we have developed magnetizable, amine functionalized ferrite supported palladium catalysts. Cobalt ferrite (CoFe2O4-NH2), nickel ferrite (NiFe2O4-NH2), and cadmium ferrite (CdFe2O4-NH2) magnetic catalyst supports were produced by a simple coprecipitation/sonochemical method. The nanospheres formed contain only magnetic (spinel) phases and show catalytic activity even without noble metals (palladium, platinum, rhodium, etc.) during the hydrogenation of 2,4-dinitrotoluene, 63% (n/n) conversion is also possible. By decorating the supports with palladium, almost 100% TDA selectivity and yield were ensured by using Pd/CoFe2O4-NH2 and Pd/NiFe2O4-NH2 catalysts. These catalysts possess highly favorable properties for industrial applications, such as easy separation from the reaction medium without loss by means of a magnetic field, enhanced reusability, and good dispersibility in aqueous medium. Contrary to non-functionalized supports, no significant leaching of precious metals could be detected even after four cycles. LA - English DB - MTMT ER -