Phase Behavior Modeling of Mixtures Containing N-, S-, and O-Heterocyclic Compounds Using PC-SAFT Equation of State

Abstract

In this study, thermodynamic modeling of mixtures including heterocyclic compounds using the perturbed chain statistical associating fluid theory (PC-SAFT) equation of state (EoS) is studied. The oxygen-, nitrogen-, or sulfur-containing heterocyclic molecules are modeled as nonassociating components. For some more aggregative associating compounds with −OH (furfuryl alcohol, tetrahydrofurfuryl alcohol, 2-thiophenemethanol, and 5-hydroxymethylfurfural) or −NH (azetidine, aziridine, pyrrole, pyrazole, pyrrolidine, pyrrolidone, piperidine, morpholine, imidazole, piperazine, and n-methylpiperazine) groups, two association sites are considered for each molecule. The pure component parameters of the PC-SAFT EoS are adjusted to vapor pressure and liquid density experimental data with average absolute relative deviation of 0.88 and 0.77%, respectively. Using the obtained parameters, the isobaric and isothermal phase behavior of binary systems is studied over a wide range of thermodynamic conditions. The average deviations between model calculations and experimental data for heterocycle + aromatics, heterocycle + cycloalkane, heterocycle + haloalkanes, heterocycle + alcohol, heterocycle + heterocycle, heterocycle + organic solvents, and heterocycle + hydrocarbon systems are about 1.79, 2.15, 1.03, 1.68, 2.81, 1.24, and 1.81% respectively. Furthermore, the solid–liquid equilibria of heterocycle mixtures have been predicted by estimation of melting and eutectic points over a wide range of compositions. The second-order-derivative thermodynamic properties of heterocyclic compounds including speed of sound (u s) and heat capacity (C p) have been also predicted. The obtained results are in good agreement with the experimental data.

Phase equilibria modeling of biorefinery-related systems: a systematic review

“…In this category of phase equilibria, 7 of the works presented statistical for the modeling procedure. Once more time, the PC-SAFT model stands out, used in a total of 5 studies, presenting good results even so for strongly non-ideal systems such as heterocyclic compounds (Razavi et al, 2019), and ionic liquids (Paduszynski et al, 2012(Paduszynski et al, , 2015Korner et al, 2019). In this context, Paduszynski et al (2012) still presented an alternative approach of solid-liquid phase modeling, which tried to unite the contributions of the association calculations of the PC-SAFT model and the predictive capacity of the UNIFAC method.…”

Radical Photopolymerization Using 1,4-Dihydropyrrolo[3,2-b]pyrrole Derivatives Prepared via One-Pot Synthesis

“…The reported 1,4-dihydropyrrolo [3,2-b]pyrroles have wide absorption bands, which can be easily tuned by structural modifications. 37,38 The pyrrolo [3,2-b]pyrrole compound synthesized in our laboratory is found to induce radical photopolymerization of various (meth)acrylate monomers and prepolymers. Its role in photopolymerization is affected by different wavelengths of light, and this type of material has a great potential in being used in dual-wavelength photopolymerization.…”

Design and Synthesis of Heterocyclic Encapsulated Organosilatranes for In Silico, In Vitro Antioxidant and Cytotoxicity Evaluation

“…[6] Heterocyclic scaffold is widely present in plants, coal, animals, fossil oil and herbs and is a key biostructural unit. [7][8] The diverse biological significance attached with these N-heterocyclic fragments is the motivation behind pursuing our research in this area. Because of the presence of the azomethine linkage, Schiff bases particularly those of nitrogen and oxygen containing heterocycles, play a pivotal role in drug chemistry because they display a wide range of activities such as anti-cancer, antitumor, antibacterial, antioxidant, antifungal, anti-viral, antiparasitic, anti-inflammatory, anti-HIV and herbicidal.…”

“…For example, the drug Donepezil used for treating Alzheimer's disease, is a potential, non competitive and specific reversible inhibitor of acetylcholinesterase [6] . Heterocyclic scaffold is widely present in plants, coal, animals, fossil oil and herbs and is a key bio‐structural unit [7–8] . The diverse biological significance attached with these N‐heterocyclic fragments is the motivation behind pursuing our research in this area.…”

“…In silico physicochemical properties of N-heterocyclic tethered silatranes(7)(8)(9)(10)(11)(12).MW: molecular weight, mi Log P: logarithm of partition coefficient of compound between n-octanol and water, TPSA: topological polar surface area, n-ON acceptors: number of hydrogen bond acceptors, n-OHNH donors: number of hydrogen bonds donors, n-ROTB: number of rotatable bonds Pharmacokinetic descriptors of N-heterocyclic tethered organosilatranes(7)(8)(9)(10)(11)(12). HIA values > 70 % are regarded as well absorbed compounds and fromTable 3it can be seen that the compounds have HIA values lying between 97.37-97.76 thus demonstrating their excellent absorption behaviour.…”