Nur Aainaa Syahirah Ramli, Harissa Rania, Nur Azmina Roslan, Fadzlina Abdullah
{"title":"Evaluation of Distribution and Partition Coefficients of Levulinic Acid in Octanol-Water System at 298.15 K","authors":"Nur Aainaa Syahirah Ramli, Harissa Rania, Nur Azmina Roslan, Fadzlina Abdullah","doi":"10.1007/s10953-023-01345-5","DOIUrl":"10.1007/s10953-023-01345-5","url":null,"abstract":"<div><p>Levulinic acid is a promising building block chemical with various applications, such as in pharmaceuticals and cosmetics. The key parameters used for assessing the environmental fate, risk assessment and toxicity of a compound in these applications include partition and distribution behavior of the compound. The partition and distribution coefficients can be measured from the ratio of the compound concentration in 1-octanol to the concentration in water at equilibrium. In this study, the distribution and partition behavior of levulinic acid in octanol-water system were determined experimentally using a simple and inexpensive shake flask approach according to OECD 107 <i>via</i> UV–Vis spectroscopy at 298.15 K. The neat and mutually saturated solvents were applied in the determination of distribution and partition behavior. The distribution coefficient (log <i>D</i>) using neat solvents (octanol-water) and saturated solvents (octanol<sub>(water−saturated)</sub>-water<sub>(octanol−saturated)</sub>) were determined, and the partition coefficient (log <i>P</i>) was calculated accordingly based on the relationship between log <i>D</i> and log <i>P</i> for weakly acidic compounds. In octanol-water and octanol<sub>(water−saturated)</sub>-water<sub>(octanol−saturated)</sub> system, the log <i>D</i> of levulinic acid were determined to be − 0.574 and − 0.816, while the log <i>P</i> were − 0.554 and − 0.790, respectively. The precision of the method was established with variation in the measurement less than 0.03 for both log <i>D</i> and log <i>P</i>. The negative value of log <i>P</i> indicates the preference of levulinic acid for the water phase over the octanol phase. The results from this study can be comprehended in product formulation and design related to levulinic acid as well as assessing the environmental fate.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 3","pages":"471 - 485"},"PeriodicalIF":1.4,"publicationDate":"2023-11-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138524347","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Mixed-Ligand Nickel(II) Complexes with Histidine and Cysteine in Aqueous Solution: Thermodynamic Approach","authors":"Dmitrii Pyreu, Sergei Gridchin","doi":"10.1007/s10953-023-01337-5","DOIUrl":"10.1007/s10953-023-01337-5","url":null,"abstract":"<div><p>Potentiometric and calorimetric study on mixed-ligand complexes of nickel(II) ion with histidine (His) and cysteine (Cys) has been carried out in aqueous solution at 298 K and the ionic strength of <i>I</i> = 0.5 mol·dm<sup>−3</sup> (KNO<sub>3</sub>). Possible coordination modes of amino acid residues in ternary complexes are discussed using comparative analysis of thermodynamic parameters of complex formation.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 2","pages":"372 - 385"},"PeriodicalIF":1.4,"publicationDate":"2023-11-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138524339","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Solubility of 2-Hydroxybenzoic Acid in Pseudo-Binary Mixtures of Choline Chloride/Propylene Glycol Deep Eutectic Solvent + Water at 293.15–313.15 K","authors":"Erfan Babaei, Parisa Jafari, Elaheh Rahimpour, Jalal Hanaee, Abolghasem Jouyban","doi":"10.1007/s10953-023-01336-6","DOIUrl":"10.1007/s10953-023-01336-6","url":null,"abstract":"<div><p>The equilibrium molar solubility of 2-hydroxybenzoic acid (salicylic acid, SA) in pseudo-binary mixed solvents of choline chloride/propylene glycol deep eutectic solvent (ChCl/PG DES, 1:3 molar ratio) and water was determined by a shake flask method at 293.15-313.15 K and ambient pressure (85 kPa). Based on the results, the maximum solubility of SA was observed in neat DES at 313.15 K (0.7604 mol·L<sup>−1</sup>) whereas it was minimum in neat water at 293.15 K (0.0112 mol·L<sup>−1</sup>). X-Ray power diffraction analysis of solid phase presented no polymorphic transformation or solvate formation in the experiments. Moreover, the molar solubility of SA was modeled mathematically with various cosolvency models attaining the average percentage deviations smaller than 6.1%, except for the modified Wilson-van’t Hoff (12.6%). Further, more favorable and entropy-driven of SA dissolution in ChCl/PG DES-rich mixtures was achieved from the apparent thermodynamic analysis.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 2","pages":"354 - 371"},"PeriodicalIF":1.4,"publicationDate":"2023-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138524340","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Improved Solubility of Baclofen Using Suitable Coformers","authors":"Elaheh Pourabdollah, Elaheh Rahimpour, Abolghasem Jouyban, Anahita Fathi Azarbayjani","doi":"10.1007/s10953-023-01333-9","DOIUrl":"10.1007/s10953-023-01333-9","url":null,"abstract":"<div><p>This work presents the application of L-tartaric acid (L-TA), ascorbic acid (AA), and L-carnitine (L-CAR) as a safe and non-toxic alternative agent to enhance the aqueous solubility of baclofen (BAC). The solvent evaporation method was employed for co-crystallization in three stoichiometric ratios of the drug, coformer (1:1, 1:3, 1:5) and formulations were confirmed by X-ray diffractometry (XRD), differential scanning calorimetry (DSC), and Fourier transform infrared (FT-IR). DSC study revealed the presence of both endothermic and exothermic peaks in compounds containing AA and L-TA. With respect to the BAC, L-TA and BAC, AA, the appearance of new diffraction peaks that do not overlap with un-processed BAC may be the implication of a new structure. The intensity of some diffraction peaks disappeared or reduced significantly which may also imply the formation of a new crystal phase. The solubility of the multicomponents increased and surpassed the solubility of BAC. Overall, the new compounds show significantly higher drug solubility whereas their physical mixtures only demonstrate a marginal increase in BAC solubility. The high solubility records of BAC, AA and BAC, L-TA evidence the marked difference in solubility of the new compounds with respect to their physical mixtures. The saturation solubility of BAC, L-CAR compound did not show any improvement relative to the un-processed BAC. These findings confirm that a new crystal phase may not have been obtained during the co-crystallization of BAC and L-CAR.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 2","pages":"341 - 353"},"PeriodicalIF":1.4,"publicationDate":"2023-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135590097","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Hu Chen, Shi-Hua Sang, Chun-Xia He, Xiao-Feng Guo, Hong-Bao Ren
{"title":"Measurement and Prediction of Phase Equilibria of Quaternary System LiCl–KCl–SrCl2–H2O at 273.2 K and its Applications","authors":"Hu Chen, Shi-Hua Sang, Chun-Xia He, Xiao-Feng Guo, Hong-Bao Ren","doi":"10.1007/s10953-023-01328-6","DOIUrl":"10.1007/s10953-023-01328-6","url":null,"abstract":"<div><p>The underground brines in the Sichuan Basin of China are rich in lithium, potassium, strontium, chlorine, etc. In order to fully develop and utilize these brine resources, it is necessary to carry out phase equilibrium research about the quaternary system LiCl–KCl–SrCl<sub>2</sub>–H<sub>2</sub>O and develop a reasonable lithium extraction process. The quaternary system LiCl–KCl–SrCl<sub>2</sub>–H<sub>2</sub>O at 273.2 K were determined using the isothermal dissolution equilibrium method. As a result, the corresponding phase diagrams were drawn based on the data. The phase diagram shows that the quaternary system LiCl–KCl–SrCl<sub>2</sub>–H<sub>2</sub>O has no double salt or solid solution at 273.2 K and there are two invariant points, five univariate curves and four solid phase crystallization fields, which are LiCl·2H<sub>2</sub>O, SrCl<sub>2</sub>·2H<sub>2</sub>O, SrCl<sub>2</sub>·6H<sub>2</sub>O and KCl. Furthermore, Pitzer’s model was used to predict the solubility of salts in the quaternary system. The calculated values are in good agreement with the experimental ones. Finally, combined with isothermal evaporation method and the phase diagram of the quaternary system, a brine evaporation process was designed.\u0000</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 2","pages":"294 - 313"},"PeriodicalIF":1.4,"publicationDate":"2023-10-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136233726","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"[(EtO)3Si(CH2)3N+H3][CH3COO−] as Basic Ionic Liquid Catalyst Promoted Green Synthesis of Benzo[a]pyrano[2,3-c]phenazine Derivatives in Homogenous Solution","authors":"Farhad Shirzaei, Hamid Reza Shaterian","doi":"10.1007/s10953-023-01332-w","DOIUrl":"10.1007/s10953-023-01332-w","url":null,"abstract":"<div><p>An efficient, one-pot quantitative procedure for the preparation of benzo[<i>a</i>]pyrano[2,3-c]phenazine derivatives from four-component condensation reaction of 2-hydroxynaphthalene-1,4-dione, benzene-1,2-diamine, aromatic aldehydes, and malononitrile in the presence of [(EtO)<sub>3</sub>Si(CH<sub>2</sub>)<sub>3</sub>N<sup>+</sup>H<sub>3</sub>][CH<sub>3</sub>COO<sup>−</sup>] as basic ionic liquid as catalyst in homogenous solution under solvent-free conditions at 90 °C is described. Simple procedure, high yields, short reaction times, and an environmentally benign method are advantages of this protocol. The [(EtO)<sub>3</sub>Si(CH<sub>2</sub>)<sub>3</sub>N<sup>+</sup>H<sub>3</sub>][CH<sub>3</sub>COO<sup>−</sup>] can be recovered and reused several times without loss of its activity.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 2","pages":"328 - 340"},"PeriodicalIF":1.4,"publicationDate":"2023-10-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136376332","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sabrina Rodríguez, Mary Lorena Araujo, Edgar Del Carpio, Lino Hernández, Vito Lubes
{"title":"Binary and Ternary Oxovanadium (IV) Complexes with Picolinic Acid and Some Potentially Bidentate Amino Acids Studied by Potentiometric Measurements in 1.0 mol·dm−3 NaCl at 25 °C","authors":"Sabrina Rodríguez, Mary Lorena Araujo, Edgar Del Carpio, Lino Hernández, Vito Lubes","doi":"10.1007/s10953-023-01331-x","DOIUrl":"10.1007/s10953-023-01331-x","url":null,"abstract":"<div><p>The chemical speciation of binary and ternary VO<sup>2+</sup>-picolinic acid (HPic) complexes with the amino acids: Leucine (Leu, HL), Isoleucine (Ile, HL), Valine (Val, HL), Tryptophan (Thr, HL), Glutamine (Gln, HL), Lysine (Lys, HL), Arginine (Arg, HL) and Tyrosine (Tyr, H<sub>2</sub>L) were obtained. This study was performed by potentiometric titrations at 25 °C using 1.0 mol·dm<sup>−3</sup> NaCl as the ionic medium. The experimental data were analyzed with the least squares program LETAGROP, and the respective distribution diagrams were obtained with the HYSS program. The relative stability parameters Δlog<sub>10</sub> <i>K,</i> log<sub>10</sub> <i>X</i> and %R.S were determined.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 2","pages":"314 - 327"},"PeriodicalIF":1.4,"publicationDate":"2023-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135406299","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Volumetric and Dielectric Properties in Liquid Phase of Dimethyl Ether–Ethanol at (293.2–313.2) K and 1.00 MPa","authors":"Taka-aki Hoshina, Kazunori Sato, Masaki Okada, Tomoya Tsuji, Toshihiko Hiaki","doi":"10.1007/s10953-023-01329-5","DOIUrl":"10.1007/s10953-023-01329-5","url":null,"abstract":"<div><p>Density and dielectric spectra have been measured in the liquid phase of dimethyl ether (DME)–ethanol by an oscillating U-tube densimeter and a complex dielectric spectrometer under 1.00 MPa. The density was measured at 303.15 and 313.15 K and converted to the excess molar volume. The excess molar volumes were no smaller than − 0.880 and − 0.909 cm<sup>3</sup>·mol<sup>–1</sup> at 303.15 and 313.15 K, respectively. The mole fraction dependence can be correlated with the Redlich–Kister equation, whose minimum was found to be around 0.58 for the mole fraction of DME. The dielectric constant and the dielectric relaxation time were evaluated from the complex dielectric spectra in the frequency range from 0.5 to 18 GHz at (293.2–313.2) K and 1.00 MPa. The dielectric constants and the relaxation time were decreased with the mole fraction of DME, and the latter tended to be around 25 ps in the mole fraction range higher than 0.6. The logarithmic dielectric constants can be correlated with a similar function to the Hildebrand equation with the volume fraction. The effective Kirkwood <i>g</i>-factor was evaluated at 293.2–313.2 K and 1.00 MPa. The <i>g</i>-factors were given by two linear functions crossed around 0.6 for the mole fraction of DME. Considering an atomic composition (C<sub>2</sub>H<sub>6</sub>O), the molecular sizes are not so different for DME and ethanol. Then, the solution structure was thought to be microscopically changed around 0.6 for the mole fraction of DME. The mole fraction will be utilized to switch the solubility to extract amphipathic compounds.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 2","pages":"278 - 293"},"PeriodicalIF":1.4,"publicationDate":"2023-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135512085","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Investigations on the Thermophysical Properties of Binary Systems of Fatty Acid Esters + Dimethyl Carbonate","authors":"Xiang Gao, Biyuan Hong, Meiyu Zhang, Dan Li","doi":"10.1007/s10953-023-01327-7","DOIUrl":"10.1007/s10953-023-01327-7","url":null,"abstract":"<div><p>Carbonate esters are used as additives in biodiesel to improve its thermophysical properties for better applicability. In this work, the experimental densities, dynamic viscosities and refractive indices for binary mixtures of dimethyl carbonate and four fatty acid esters (methyl decanoate, ethyl decanoate, methyl laurate, ethyl laurate) have been measured and presented over the complete concentration range at temperatures range from 293.15 to 323.15 K under normal pressure. The excess molar volumes and the viscosity deviations of the four binary mixtures were calculated with the measured data and correlated with the Redlich-Kister equation. The excess Gibbs energy of activation was also calculated. From the values of excess properties of the binary mixtures and its deviations indicate that the changes of molecular interactions in the mixtures. The experimental results could be useful for the study of biodiesel-carbonate blended fuels.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"53 2","pages":"257 - 277"},"PeriodicalIF":1.4,"publicationDate":"2023-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135253110","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Response to Comment on “Thermodynamic Data for Sn(IV) Species in Aqueous Solution: A Matter of Controversy and Error” (https://doi.org/10.1007/s10953-023-01323-x)","authors":"Peter M. May, Montserrat Filella","doi":"10.1007/s10953-023-01330-y","DOIUrl":"10.1007/s10953-023-01330-y","url":null,"abstract":"","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"52 12","pages":"1394 - 1395"},"PeriodicalIF":1.2,"publicationDate":"2023-10-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10953-023-01330-y.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41228804","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}