Advances in new multicomponent crystal system: structure, thermal kinetic analysis, photoluminescent, and biological act
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Advances in new multicomponent crystal system: structure, thermal kinetic analysis, photoluminescent, and biological activity investigations Lilia Croitor1,2 · Manuela Crisan1 · Gabriela Vlase3 · Titus Vlase3 · Florin Bodnarescu4 · Radu Sumalan4 · Mihaela Petric1 · Anatolii V. Siminel2 · Paulina Bourosh2 Received: 25 August 2019 / Accepted: 6 March 2020 © Akadémiai Kiadó, Budapest, Hungary 2020
Abstract Multicomponent organic crystals based on natural metabolites or pharmaceutical active ingredients play an important role in solid state chemistry, agriculture, and pharmaceutical industry. This study reveals the synthesis of a new luminescent alkanolammonium salt of 4-nitrobenzoic acid (MMEA4NB, methylethanolammonium 4-nitrobenzoate), together with the detailed investigation of its structural motifs, thermal stability, decomposition kinetics, and validation of its plant growth regulatory activity. The new compound was obtained at room temperature in excellent yield and shorter reaction time. Thermal stability and decomposition were studied in a dynamic air atmosphere by thermogravimetry—differential thermal analysis—derivative thermogravimetric techniques. The kinetics and mechanism of the thermal decomposition reaction were evaluated under non-isothermal conditions using three different isoconversional methods Flynn–Wall and Ozawa, Friedman, and modified nonparametric kinetics method in order to obtain the activation energy. Proton transfer and hydrogen bonding in the organic salt were elucidated and confirmed by infrared spectroscopy and single-crystal X-ray diffraction. The crystal structure revealed cation–anion heterosynthons and cation–cation homosynthon. The relation between the protonation state of the components, intermolecular interactions, and thermal stability of MMEA4NB is discussed. This study demonstrates the importance of MMEA4NB in the development of new specific luminescent plant growth regulators, possible viewers of localization and distribution in plants. Keywords Alkanolammonium salt · Thermal stability · Non-isothermal kinetics · Photoluminescence · Plant growth regulator
Introduction * Manuela Crisan [email protected] * Titus Vlase titus.vlase@e‑uvt.ro 1
“Coriolan Dragulescu” Institute of Chemistry, 24 Mihai Viteazul Boulevard, 300223 Timisoara, Romania
2
Institute of Applied Physics, Academiei Street 5, MD2028 Chisinau, Republic of Moldova
3
Research Center: Thermal Analysis in Environmental Problems, West University of Timisoara, Pestalozzi Street 16, 300115 Timisoara, Romania
4
Faculty of Horticulture and Forestry, Banat’s University of Agriculture Science and Veterinary Medicine “King Michael Ist of Romania” from Timisoara, Calea Aradului nr 119, 300645 Timisoara, Romania
The idea of discovering new compounds environmentally friendly and cost-competitive with useful properties in different research areas has fascinated scientists over the last few years. Alkanolammonium benzoates, a class of organic salts little explored in literature [1, 2], have drawn attention
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