Pub Date : 2024-06-13DOI: 10.1021/acs.jced.4c00207
Rose K. Cersonsky*, Bingqing Cheng, David Kofke and Erich A. Müller,
{"title":"Machine Learning for Generating and Analyzing Thermophysical Data: Where We Are and Where We’re Going","authors":"Rose K. Cersonsky*, Bingqing Cheng, David Kofke and Erich A. Müller, ","doi":"10.1021/acs.jced.4c00207","DOIUrl":"https://doi.org/10.1021/acs.jced.4c00207","url":null,"abstract":"","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141312844","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-05-31DOI: 10.1021/acs.jced.4c00159
Francisco J. Verónico-Sanchez, Jairo J. Messner-Jiménez, Ricardo García-Morales, Octavio Elizalde-Solis*, Abel Zúñiga-Moreno* and José Domenzaín-González,
The need for alternatives to fossil fuels motivates the study of compounds and mixtures with potential applications in an eventual energetic transition. Densities of binary mixtures comprising 2,5-dimethylfuran and four alkanes (octane, nonane, decane, and dodecane) were determined by using a U-shaped vibrating tube densimeter. The study was carried out at temperatures from 293.15 to 333.15 K, considering intervals of 5 K. The pressure was the atmospheric pressure of 0.078 MPa. The binary mixtures were prepared for the whole range of composition, at intervals near 0.1 in mole fraction. Isobaric thermal expansion coefficients were calculated, and their variation with respect to temperature and the alkane were examined. Excess molar volumes of the mixtures were obtained, resulting in positive deviations from ideality for the four systems. A relation between the magnitude of the deviation and the size of the alkane was observed. An empirical approach to modeling the excess molar volume, the Redlich–Kister correlation, was applied. Additionally, the theoretical model, the Prigogine–Flory–Patterson (PFP) model, was fitted to the excess molar volume data. The PFP model parameter was analyzed, and a relation with the size of the alkanes was found. The values of the parameters were of an order that agrees with the nature of the compounds in this work. Both approaches resulted in good agreement with the data and their suitability.
对化石燃料替代品的需求促使人们对可能应用于最终能源过渡的化合物和混合物进行研究。使用 U 型振动管密度计测定了由 2,5-二甲基呋喃和四种烷烃(辛烷、壬烷、癸烷和十二烷)组成的二元混合物的密度。研究在 293.15 至 333.15 K 的温度范围内进行,间隔为 5 K。在整个成分范围内,以接近 0.1 的摩尔分数间隔制备了二元混合物。计算了等压热膨胀系数,并研究了它们随温度和烷烃的变化情况。得出了混合物的过量摩尔体积,结果表明这四个体系都与理想状态存在正偏差。偏差的大小与烷烃的大小有关。我们采用了 Redlich-Kister 相关性这一经验方法来模拟过剩摩尔体积。此外,还根据过剩摩尔体积数据拟合了理论模型,即 Prigogine-Flory-Patterson (PFP) 模型。对 PFP 模型参数进行了分析,发现其与烷烃的大小有关。参数值的顺序与本研究中化合物的性质相符。这两种方法都能很好地与数据保持一致,而且都很适用。
{"title":"Densities and Excess Molar Volumes of Binary Mixtures Constituted by 2,5-Dimethylfuran + Octane, Nonane, Decane, or Dodecane from 293.15 to 353.15 K","authors":"Francisco J. Verónico-Sanchez, Jairo J. Messner-Jiménez, Ricardo García-Morales, Octavio Elizalde-Solis*, Abel Zúñiga-Moreno* and José Domenzaín-González, ","doi":"10.1021/acs.jced.4c00159","DOIUrl":"10.1021/acs.jced.4c00159","url":null,"abstract":"<p >The need for alternatives to fossil fuels motivates the study of compounds and mixtures with potential applications in an eventual energetic transition. Densities of binary mixtures comprising 2,5-dimethylfuran and four alkanes (octane, nonane, decane, and dodecane) were determined by using a U-shaped vibrating tube densimeter. The study was carried out at temperatures from 293.15 to 333.15 K, considering intervals of 5 K. The pressure was the atmospheric pressure of 0.078 MPa. The binary mixtures were prepared for the whole range of composition, at intervals near 0.1 in mole fraction. Isobaric thermal expansion coefficients were calculated, and their variation with respect to temperature and the alkane were examined. Excess molar volumes of the mixtures were obtained, resulting in positive deviations from ideality for the four systems. A relation between the magnitude of the deviation and the size of the alkane was observed. An empirical approach to modeling the excess molar volume, the Redlich–Kister correlation, was applied. Additionally, the theoretical model, the Prigogine–Flory–Patterson (PFP) model, was fitted to the excess molar volume data. The PFP model parameter was analyzed, and a relation with the size of the alkanes was found. The values of the parameters were of an order that agrees with the nature of the compounds in this work. Both approaches resulted in good agreement with the data and their suitability.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255812","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-05-31DOI: 10.1021/acs.jced.4c00002
Mehul Darji, Chetna Shukla, Sukanta K. Dash* and Kalisadhan Mukherjee*,
The efficacy of amine solvents is pivotal for the absorption–desorption of CO2 in postcombustion carbon capture. This study delves into the exploration of novel amine solvents, aiming to enhance the CO2 capture efficiency. The physicochemical properties, including density, viscosity, and surface tension, are fundamental in evaluating the suitability of amine solvents for CO2 capture. The present investigation is focused on measuring the physicochemical properties of aqueous bis(3-aminopropyl)amine (APA) and its mixture with the 2-amino-2-methyl-1-propanol (AMP) solvent system across a temperature range of 303–348 K. Correlation coefficients based on temperature and weight percentage are derived for each physicochemical property through rigorous regression analysis. The results exhibit excellent agreement between the measured and calculated data, with average absolute deviations of 0.051% for density, 3.115% for viscosity, and 0.491% for surface tension. This comprehensive exploration contributes valuable insights for the development of a promising solvent system for CO2 capture.
胺溶剂的功效对于燃烧后碳捕集过程中二氧化碳的吸收-解吸至关重要。本研究深入探讨了新型胺溶剂,旨在提高二氧化碳捕获效率。物理化学特性,包括密度、粘度和表面张力,是评估胺类溶剂是否适用于二氧化碳捕集的基础。本研究的重点是测量双(3-氨基丙基)胺(APA)水溶液及其与 2-氨基-2-甲基-1-丙醇(AMP)溶剂系统混合物在 303-348 K 温度范围内的理化性质。结果表明,测量数据与计算数据之间具有极佳的一致性,密度的平均绝对偏差为 0.051%,粘度为 3.115%,表面张力为 0.491%。这一全面的探索为开发一种用于二氧化碳捕获的有前途的溶剂系统提供了宝贵的见解。
{"title":"Evaluation of Physicochemical Characteristics of Aqueous Bis(3-Aminopropyl)Amine and its Mixture with 2-Amino-2-Methyl-1-Propanol across Varied Temperatures and Concentrations toward Exploring New Solvents for CO2 Capture","authors":"Mehul Darji, Chetna Shukla, Sukanta K. Dash* and Kalisadhan Mukherjee*, ","doi":"10.1021/acs.jced.4c00002","DOIUrl":"10.1021/acs.jced.4c00002","url":null,"abstract":"<p >The efficacy of amine solvents is pivotal for the absorption–desorption of CO<sub>2</sub> in postcombustion carbon capture. This study delves into the exploration of novel amine solvents, aiming to enhance the CO<sub>2</sub> capture efficiency. The physicochemical properties, including density, viscosity, and surface tension, are fundamental in evaluating the suitability of amine solvents for CO<sub>2</sub> capture. The present investigation is focused on measuring the physicochemical properties of aqueous bis(3-aminopropyl)amine (APA) and its mixture with the 2-amino-2-methyl-1-propanol (AMP) solvent system across a temperature range of 303–348 K. Correlation coefficients based on temperature and weight percentage are derived for each physicochemical property through rigorous regression analysis. The results exhibit excellent agreement between the measured and calculated data, with average absolute deviations of 0.051% for density, 3.115% for viscosity, and 0.491% for surface tension. This comprehensive exploration contributes valuable insights for the development of a promising solvent system for CO<sub>2</sub> capture.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141196179","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Solvent extraction is a promising method for removing organic sulfides from fuel oils in refineries. However, selecting an appropriate extractant requires a fundamental understanding of liquid–liquid equilibria. In this study, we collected liquid–liquid equilibrium (LLE) data for ternary heptane + thiophene + solvent systems at 298.2 K and 101.3 kPa. The extraction capabilities of the selected solvents (ethylene glycol (EG), N-formylmorpholine, 1,3-propanediol, 1,4-butanediol, 1,2-propanediol, N-methyl-2-pyrrolidone (NMP), N,N-dimethylacetamide, and benzyl alcohol) for separating heptane and thiophene were assessed based on the distribution constant (D) and separation factor (S). NMP exhibited the highest D value, whereas EG exhibited the lowest. In contrast, the EG had the highest S value. Therefore, to balance D and S simultaneously, mixtures of EG and NMP at different molar ratios were used as extractants. Molecular-level investigation into the separation mechanism was conducted via molecular dynamics simulations and density functional theory calculations. The enhanced S value of EG was attributed to a significant difference in its interaction energies with thiophene and heptane, whereas the enhanced D value of NMP resulted from a more negative solvation-free energy upon binding thiophene. Finally, a comparison of the thermodynamic models showed that the nonrandom two-liquid (NRTL) model and the universal quasichemical (UNIQUAC) model were equally suitable for correlating the experimental data for the ternary and quaternary heptane + thiophene + solvent systems; the root-mean-square deviation (RMSD) values for the NRTL model were all <1%, whereas the maximum RMSD value for the UNIQUAC model was 1.57%. The obtained liquid–liquid equilibrium data and mechanistic insights can aid in improving extractive desulfurization using conventional organic solvents toward the efficient, low-cost, and simple production of clean fuel oils with ultralow sulfur contents.
溶剂萃取是一种去除炼油厂燃料油中有机硫化物的有效方法。然而,选择合适的萃取剂需要对液液平衡有基本的了解。在这项研究中,我们收集了在 298.2 K 和 101.3 kPa 下庚烷 + 噻吩 + 溶剂三元体系的液液平衡 (LLE) 数据。所选溶剂(乙二醇(EG)、N-甲酰基吗啉、1,3-丙二醇、1,4-丁二醇、1,2-丙二醇、N-甲基-2-吡咯烷酮(NMP)、N,N-二甲基乙酰胺和苯甲醇)分离庚烷和噻吩的萃取能力根据分布常数(D)和分离因子(S)进行评估。NMP 的 D 值最高,而 EG 的 D 值最低。相反,EG 的 S 值最高。因此,为了同时平衡 D 和 S,使用了不同摩尔比的 EG 和 NMP 混合物作为萃取剂。通过分子动力学模拟和密度泛函理论计算,对分离机理进行了分子水平的研究。EG 的 S 值增强是由于其与噻吩和庚烷的相互作用能存在显著差异,而 NMP 的 D 值增强则是由于其与噻吩结合时的无溶解能为负值。最后,对热力学模型的比较表明,非随机双液(NRTL)模型和通用准化学(UNIQUAC)模型同样适用于关联三元和四元庚烷+噻吩+溶剂体系的实验数据;NRTL 模型的均方根偏差(RMSD)值均为 1%,而 UNIQUAC 模型的最大均方根偏差值为 1.57%。所获得的液液平衡数据和机理见解有助于改进使用传统有机溶剂的萃取脱硫工艺,从而高效、低成本、简单地生产出硫含量超低的清洁燃料油。
{"title":"Liquid–Liquid Equilibrium Data and Mechanism for Separating Thiophene from Heptane Using Mixed Solvents","authors":"Chong Yang*, Shimin Xu, Yuyao Xie, Yepeng Xiao, Lihua Cheng and Xinping Ouyang, ","doi":"10.1021/acs.jced.4c00154","DOIUrl":"10.1021/acs.jced.4c00154","url":null,"abstract":"<p >Solvent extraction is a promising method for removing organic sulfides from fuel oils in refineries. However, selecting an appropriate extractant requires a fundamental understanding of liquid–liquid equilibria. In this study, we collected liquid–liquid equilibrium (LLE) data for ternary heptane + thiophene + solvent systems at 298.2 K and 101.3 kPa. The extraction capabilities of the selected solvents (ethylene glycol (EG), <i>N</i>-formylmorpholine, 1,3-propanediol, 1,4-butanediol, 1,2-propanediol, <i>N</i>-methyl-2-pyrrolidone (NMP), <i>N</i>,<i>N</i>-dimethylacetamide, and benzyl alcohol) for separating heptane and thiophene were assessed based on the distribution constant (<i>D</i>) and separation factor (<i>S</i>). NMP exhibited the highest <i>D</i> value, whereas EG exhibited the lowest. In contrast, the EG had the highest <i>S</i> value. Therefore, to balance <i>D</i> and <i>S</i> simultaneously, mixtures of EG and NMP at different molar ratios were used as extractants. Molecular-level investigation into the separation mechanism was conducted via molecular dynamics simulations and density functional theory calculations. The enhanced <i>S</i> value of EG was attributed to a significant difference in its interaction energies with thiophene and heptane, whereas the enhanced <i>D</i> value of NMP resulted from a more negative solvation-free energy upon binding thiophene. Finally, a comparison of the thermodynamic models showed that the nonrandom two-liquid (NRTL) model and the universal quasichemical (UNIQUAC) model were equally suitable for correlating the experimental data for the ternary and quaternary heptane + thiophene + solvent systems; the root-mean-square deviation (RMSD) values for the NRTL model were all <1%, whereas the maximum RMSD value for the UNIQUAC model was 1.57%. The obtained liquid–liquid equilibrium data and mechanistic insights can aid in improving extractive desulfurization using conventional organic solvents toward the efficient, low-cost, and simple production of clean fuel oils with ultralow sulfur contents.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141196101","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-05-30DOI: 10.1021/acs.jced.4c00149
Haonan Wang, Jumei Xu, Zuoxiang Zeng* and Weilan Xue,
The liquid–liquid equilibrium (LLE) of the ternary system (water–ethanol–ethyl caprate) was examined in this study at T = (293.15, 308.15, and 323.15) K and atmospheric pressure. The tie-line data for the studied system at each temperature were determined using the equilibrium still, and the two-phase composition was obtained by gas chromatography. The effect of temperature on the solubility of the ternary system was explored. The ternary phase diagram of the system revealed Treybal’s type I phase diagram, where the immiscible zone decreased with increasing temperature. The consistency of the experimental data was assessed by using the Othmer–Tobias and Hand correlation equations. Using the NRTL and UNIQUAC models, the ternary system LLE data at each temperature were correlated. Two models were used to estimate the LLE data, and for both models, the root-mean-square deviations between the experimental and modeled values were less than 0.0164. This suggests that the phase behavior of the ternary systems of water, ethanol, and ethyl decanoate can be well correlated by both models. Moreover, the UNIQUAC model demonstrates better system suitability compared with the NRTL model. The distribution coefficients (D) and separation factors (S) were calculated.
本研究在 T = (293.15、308.15 和 323.15) K 和大气压力下考察了三元体系(水-乙醇-癸酸乙酯)的液液平衡 (LLE)。所研究的体系在每个温度下的连接线数据是利用平衡静止法测定的,两相组成则是通过气相色谱法获得的。探讨了温度对三元体系溶解度的影响。该体系的三元相图显示了 Treybal 的 I 型相图,其中不溶区随着温度的升高而减小。使用 Othmer-Tobias 和 Hand 相关方程评估了实验数据的一致性。使用 NRTL 和 UNIQUAC 模型,对每个温度下的三元体系 LLE 数据进行了关联。使用两个模型估算了 LLE 数据,对于这两个模型,实验值与模型值之间的均方根偏差均小于 0.0164。这表明水、乙醇和癸酸乙酯三元体系的相行为在两个模型中都能很好地相互关联。此外,与 NRTL 模型相比,UNIQUAC 模型显示出更好的系统适用性。计算了分配系数(D)和分离因子(S)。
{"title":"Liquid–Liquid Phase Equilibrium for the Ternary System (Water–Ethanol–Ethyl Caprate): Experimental and Modeling","authors":"Haonan Wang, Jumei Xu, Zuoxiang Zeng* and Weilan Xue, ","doi":"10.1021/acs.jced.4c00149","DOIUrl":"10.1021/acs.jced.4c00149","url":null,"abstract":"<p >The liquid–liquid equilibrium (LLE) of the ternary system (water–ethanol–ethyl caprate) was examined in this study at <i>T</i> = (293.15, 308.15, and 323.15) K and atmospheric pressure. The tie-line data for the studied system at each temperature were determined using the equilibrium still, and the two-phase composition was obtained by gas chromatography. The effect of temperature on the solubility of the ternary system was explored. The ternary phase diagram of the system revealed Treybal’s type I phase diagram, where the immiscible zone decreased with increasing temperature. The consistency of the experimental data was assessed by using the Othmer–Tobias and Hand correlation equations. Using the NRTL and UNIQUAC models, the ternary system LLE data at each temperature were correlated. Two models were used to estimate the LLE data, and for both models, the root-mean-square deviations between the experimental and modeled values were less than 0.0164. This suggests that the phase behavior of the ternary systems of water, ethanol, and ethyl decanoate can be well correlated by both models. Moreover, the UNIQUAC model demonstrates better system suitability compared with the NRTL model. The distribution coefficients (<i>D</i>) and separation factors (<i>S</i>) were calculated.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141196087","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-05-30DOI: 10.1021/acs.jced.4c00083
Antonin Chapoy*, Friday Junior Owuna, Rod Burgass, Pezhman Ahmadi and Paolo Stringari,
A capillary tube viscometer was used to measure the viscosity of the carbon dioxide + methane binary systems (with the mole fraction of CO2 = 0, 0.25 0.50, 0.74, 0.90, and 1) at temperatures between 238.15 and 423.15 K and pressures up to 80 MPa. The new viscosity data were compared against predictions of four types of viscosity models: a corresponding state (CS2) model using two reference fluids, an extended corresponding states (ECS) model, a corresponding states model derived from molecular dynamics simulations of Lennard-Jones fluids, and a residual entropy scaling approach. The required density for viscosity predictions was calculated using Multi-Fluid Helmholtz Energy Approximation (MFHEA) equations of state (EoS). It is found that the deviations of the predicted results and the experimental viscosity data are generally within 2.5% for the SRES model to 4.5% for the CS2 model.
{"title":"Viscosity of the CO2 + CH4 Binary Systems from 238 to 423 K at Pressures up to 80 MPa","authors":"Antonin Chapoy*, Friday Junior Owuna, Rod Burgass, Pezhman Ahmadi and Paolo Stringari, ","doi":"10.1021/acs.jced.4c00083","DOIUrl":"10.1021/acs.jced.4c00083","url":null,"abstract":"<p >A capillary tube viscometer was used to measure the viscosity of the carbon dioxide + methane binary systems (with the mole fraction of CO<sub>2</sub> = 0, 0.25 0.50, 0.74, 0.90, and 1) at temperatures between 238.15 and 423.15 K and pressures up to 80 MPa. The new viscosity data were compared against predictions of four types of viscosity models: a corresponding state (CS2) model using two reference fluids, an extended corresponding states (ECS) model, a corresponding states model derived from molecular dynamics simulations of Lennard-Jones fluids, and a residual entropy scaling approach. The required density for viscosity predictions was calculated using Multi-Fluid Helmholtz Energy Approximation (MFHEA) equations of state (EoS). It is found that the deviations of the predicted results and the experimental viscosity data are generally within 2.5% for the SRES model to 4.5% for the CS2 model.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.jced.4c00083","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141196181","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In this paper, the solubility of furosemide in 12 monosolvents including methanol, ethanol, n-propanol, isopropanol, n-butanol, sec-butanol, 1-pentanol, acetone, 2-butanone, methyl acetate, ethyl acetate, and water was measured by using a static gravimetric method within the temperature range of 283.15 to 323.15 K under atmospheric pressure. The solubility magnitudes show an increasing tendency with the increase of temperature in all solvents. Within the entire temperature range, the solubility is the lowest in water (0.0053 × 10–3 at 283.15 K) and the highest in 1-pentanol (72.736 × 10–3 at 323.15 K). The rough subsequence of solubility is 1-pentanol > methanol > n-propanol > ethanol > isopropanol > sec-butanol > n-butanol in alcoholic solvents and acetone >2-butanone > methyl acetate > ethyl acetate > water in nonalcohol solvents. The solubility behavior of furosemide is a result of the combined effects of solvent polarity, solvent–solvent intermolecular interactions (characterized by cohesive energy density), and summation of hydrogen bond acceptor propensities. Moreover, the experimental solubility data were fitted by the models of Apelblat and Yaws. The results indicate that the two models could both correlate the experimental values satisfactorily, and the Yaws model is more appropriate to fit the solubility data of furosemide compared with the Apelblat model.
本文在 283.15 至 323.15 K 的温度范围内,在常压下采用静态重量法测定了呋塞米在甲醇、乙醇、正丙醇、异丙醇、正丁醇、仲丁醇、1-戊醇、丙酮、2-丁酮、醋酸甲酯、醋酸乙酯和水等 12 种单溶剂中的溶解度。在所有溶剂中,随着温度的升高,溶解度都呈上升趋势。在整个温度范围内,水的溶解度最低(283.15 K 时为 0.0053 × 10-3),1-戊醇的溶解度最高(323.15 K 时为 72.736 × 10-3)。在酒精溶剂中,溶解度的大致序列为 1-戊醇;甲醇;正丙醇;乙醇;异丙醇;仲丁醇;正丁醇;在非酒精溶剂中,溶解度的大致序列为丙酮;2-丁酮;醋酸甲酯;醋酸乙酯;水。呋塞米的溶解行为是溶剂极性、溶剂-溶剂分子间相互作用(以内聚能密度为特征)以及氢键受体倾向性总和等因素综合作用的结果。此外,实验溶解度数据还与 Apelblat 和 Yaws 模型进行了拟合。结果表明,这两种模型都能令人满意地与实验值相关联,与 Apelblat 模型相比,Yaws 模型更适合拟合呋塞米的溶解度数据。
{"title":"Solid-Liquid Equilibrium Behavior and Data Correlation of Furosemide in 12 Pure Solvents from 283.15 to 323.15 K","authors":"Jingxuan Qiu*, Jing Lin, Chaoqun Zhang, Liping Zhao, Peng Wang*, Jia Zhang, Rui Zhang, Yunchun Guo and Huiliang Wang, ","doi":"10.1021/acs.jced.4c00089","DOIUrl":"10.1021/acs.jced.4c00089","url":null,"abstract":"<p >In this paper, the solubility of furosemide in 12 monosolvents including methanol, ethanol, <i>n</i>-propanol, isopropanol, <i>n</i>-butanol, <i>sec</i>-butanol, 1-pentanol, acetone, 2-butanone, methyl acetate, ethyl acetate, and water was measured by using a static gravimetric method within the temperature range of 283.15 to 323.15 K under atmospheric pressure. The solubility magnitudes show an increasing tendency with the increase of temperature in all solvents. Within the entire temperature range, the solubility is the lowest in water (0.0053 × 10<sup>–3</sup> at 283.15 K) and the highest in 1-pentanol (72.736 × 10<sup>–3</sup> at 323.15 K). The rough subsequence of solubility is 1-pentanol > methanol > <i>n</i>-propanol > ethanol > isopropanol > <i>sec</i>-butanol > <i>n</i>-butanol in alcoholic solvents and acetone >2-butanone > methyl acetate > ethyl acetate > water in nonalcohol solvents. The solubility behavior of furosemide is a result of the combined effects of solvent polarity, solvent–solvent intermolecular interactions (characterized by cohesive energy density), and summation of hydrogen bond acceptor propensities. Moreover, the experimental solubility data were fitted by the models of Apelblat and Yaws. The results indicate that the two models could both correlate the experimental values satisfactorily, and the Yaws model is more appropriate to fit the solubility data of furosemide compared with the Apelblat model.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141196178","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-05-28DOI: 10.1021/acs.jced.4c00036
Tung-Lung Chen, Salal Hasan Khudaida and Chie-Shaan Su*,
Understanding the solid–liquid equilibrium (SLE) of active pharmaceutical ingredients (APIs) with excipients or other synergistic APIs is crucial for drug design and development. In this study, a poorly water-soluble anticancer API, p-toluenesulfonamide, was chosen as the model compound. SLE data and the eutectic conditions for three binary mixtures, p-toluenesulfonamide (1) + benzamide (2) (TE = 354.2 K, x1E = 0.453); p-toluenesulfonamide (1) + isonicotinamide (2) (TE = 368.4 K, x1E = 0.510); p-toluenesulfonamide (1) + salicylamide (2) (TE = 371.7 K, x1E = 0.538), were measured and reported using the differential scanning calorimetry (DSC) method. Simple eutectic behaviors were observed in these systems, with the eutectic and liquidus temperatures presented for each binary mixture at various compositions. The experimental eutectic composition was identified based on Tammann plots using the enthalpy values obtained from DSC measurements. Subsequently, the experimental liquidus temperatures were correlated using the Wilson and nonrandom two-liquid (NRTL) activity coefficient models, yielding the average absolute deviation in temperature (AADT) of less than 0.6%. These new SLE data provide valuable information for designing and developing drug formulations of p-toluenesulfonamide, thereby exploring potential applications.
{"title":"Measurements of Binary Solid–Liquid Equilibrium of Anticancer Drug p-Toluenesulfonamide with Benzamide, Isonicotinamide, or Salicylamide","authors":"Tung-Lung Chen, Salal Hasan Khudaida and Chie-Shaan Su*, ","doi":"10.1021/acs.jced.4c00036","DOIUrl":"10.1021/acs.jced.4c00036","url":null,"abstract":"<p >Understanding the solid–liquid equilibrium (SLE) of active pharmaceutical ingredients (APIs) with excipients or other synergistic APIs is crucial for drug design and development. In this study, a poorly water-soluble anticancer API, <i>p</i>-toluenesulfonamide, was chosen as the model compound. SLE data and the eutectic conditions for three binary mixtures, <i>p</i>-toluenesulfonamide (1) + benzamide (2) (<i>T</i><sub>E</sub> = 354.2 K, <i>x</i><sub>1E</sub> = 0.453); <i>p</i>-toluenesulfonamide (1) + isonicotinamide (2) (<i>T</i><sub>E</sub> = 368.4 K, <i>x</i><sub>1E</sub> = 0.510); <i>p</i>-toluenesulfonamide (1) + salicylamide (2) (<i>T</i><sub>E</sub> = 371.7 K, <i>x</i><sub>1E</sub> = 0.538), were measured and reported using the differential scanning calorimetry (DSC) method. Simple eutectic behaviors were observed in these systems, with the eutectic and liquidus temperatures presented for each binary mixture at various compositions. The experimental eutectic composition was identified based on Tammann plots using the enthalpy values obtained from DSC measurements. Subsequently, the experimental liquidus temperatures were correlated using the Wilson and nonrandom two-liquid (NRTL) activity coefficient models, yielding the average absolute deviation in temperature (AADT) of less than 0.6%. These new SLE data provide valuable information for designing and developing drug formulations of <i>p</i>-toluenesulfonamide, thereby exploring potential applications.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.jced.4c00036","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141196088","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-05-27DOI: 10.1021/acs.jced.4c00104
Sabine Wagenfeld, Wolffram Schröer and Bernd Rathke*,
The mutual solubilities of binary mixtures of acetonitrile (ACN) and n-octane, n-hexane, n-heptane, and n-decane are examined. Here, we report the liquid–liquid phase behavior of binary mixtures in the temperature range of T = 295–380 K. As other ACN–n-alkane mixtures, the systems possess a partial miscibility with an upper (liquid–liquid) critical solution temperature (UCST), for the case of n-octane at Tc = 364.37 K. A detailed analysis of the experimental results together with a re-evaluation of data known from the literature presumes Ising criticality. Complementarily, the influence of water on the phase behavior is explicated in detail. The aim of the new measurements of the liquid–liquid equilibria (LLE) combined with the re-evaluation and analysis of the data from the literature is to investigate if the ACN–n-octane system may be an appropriate candidate to serve as a standard system recommended for calibration, evaluation, and checking experimental procedures and methods for the determination of LLE. The results indicate challenges for using this mixture for that. The crucial handling of ACN at dry conditions together with the nontrivial determination of cloud point temperatures at elevated temperatures (T = ∼350–380 K) may foil or complicate an easy and handy procedure for proofing LLE results. The ACN–n-hexane system is more promising for this purpose.
我们研究了乙腈(ACN)与正辛烷、正己烷、正庚烷和正癸烷的二元混合物的互溶性。与其他乙腈-烷烃混合物一样,这些体系也具有部分混溶性,并有一个上限(液-液)临界溶液温度(UCST),正辛烷的临界温度为 Tc = 364.37 K。对实验结果的详细分析以及对文献中已知数据的重新评估推定了伊辛临界性。此外,还详细解释了水对相行为的影响。液-液平衡(LLE)的新测量结果与文献数据的重新评估和分析相结合,旨在研究 ACN-正辛烷体系是否适合作为标准体系,推荐用于校准、评估和检查测定 LLE 的实验程序和方法。研究结果表明了使用这种混合物所面临的挑战。在干燥条件下对 ACN 的关键处理,以及在高温(T = ∼ 350-380 K)条件下对浊点温度的非简单测定,可能会使证明 LLE 结果的简便易行的程序落空或复杂化。ACN-n-hexane 系统在这方面更有前途。
{"title":"Liquid-Liquid Phase Behavior of Acetonitrile and Normal Alkanes","authors":"Sabine Wagenfeld, Wolffram Schröer and Bernd Rathke*, ","doi":"10.1021/acs.jced.4c00104","DOIUrl":"10.1021/acs.jced.4c00104","url":null,"abstract":"<p >The mutual solubilities of binary mixtures of acetonitrile (ACN) and <i>n</i>-octane, <i>n</i>-hexane, <i>n</i>-heptane, and <i>n</i>-decane are examined. Here, we report the liquid–liquid phase behavior of binary mixtures in the temperature range of <i>T</i> = 295–380 K. As other ACN–<i>n</i>-alkane mixtures, the systems possess a partial miscibility with an upper (liquid–liquid) critical solution temperature (UCST), for the case of <i>n</i>-octane at <i>T</i><sub>c</sub> = 364.37 K. A detailed analysis of the experimental results together with a re-evaluation of data known from the literature presumes Ising criticality. Complementarily, the influence of water on the phase behavior is explicated in detail. The aim of the new measurements of the liquid–liquid equilibria (LLE) combined with the re-evaluation and analysis of the data from the literature is to investigate if the ACN–<i>n</i>-octane system may be an appropriate candidate to serve as a standard system recommended for calibration, evaluation, and checking experimental procedures and methods for the determination of LLE. The results indicate challenges for using this mixture for that. The crucial handling of ACN at dry conditions together with the nontrivial determination of cloud point temperatures at elevated temperatures (<i>T</i> = ∼350–380 K) may foil or complicate an easy and handy procedure for proofing LLE results. The ACN–<i>n</i>-hexane system is more promising for this purpose.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.jced.4c00104","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141196099","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-05-24DOI: 10.1021/acs.jced.4c00045
Hongyu He, Taotao Zhan, Libin Chen, Ao Dong, Weijie Jia, Wenyu Li, Maogang He and Ying Zhang*,
The speed of sound in binary mixtures of methyl laurate and n-dodecane can directly characterize fuel injection and NOx emissions from diesel engines. Currently, experimental data on the speed of sound of binary mixtures have not yet been reported. In this study, the speeds of sound of the binary system were measured by using Brillouin light scattering. The speeds of sound were measured in the range of 298.15–568.15 K and 0.1–9 MPa. The relative combined expanded uncertainty for the reported speed of sound is estimated to be 1.6% with the level of confidence is 0.95 (k = 2). The experimental data were correlated as a function of temperature and pressure resulting with absolute average percentage deviations of 0.19, 0.16, 0.20, 0.24, and 0.22% for the mole fractions of n-dodecane being 0.100, 0.300, 0.500, 0.700, and 0.900, respectively. Considering the effect of temperature on the binary interaction parameter kij, kij of the PC-SAFT equation of state (EoS) was fitted using experimental data for methyl laurate and n-dodecane. The speeds of sound of binary system were calculated using the PC-SAFT EoS, and the average absolute relative deviation is 2.7%.
{"title":"Speed of Sound Measurements and Thermophysical Modeling of Binary Mixtures of Methyl Laurate and n-Dodecane","authors":"Hongyu He, Taotao Zhan, Libin Chen, Ao Dong, Weijie Jia, Wenyu Li, Maogang He and Ying Zhang*, ","doi":"10.1021/acs.jced.4c00045","DOIUrl":"10.1021/acs.jced.4c00045","url":null,"abstract":"<p >The speed of sound in binary mixtures of methyl laurate and <i>n</i>-dodecane can directly characterize fuel injection and NO<i>x</i> emissions from diesel engines. Currently, experimental data on the speed of sound of binary mixtures have not yet been reported. In this study, the speeds of sound of the binary system were measured by using Brillouin light scattering. The speeds of sound were measured in the range of 298.15–568.15 K and 0.1–9 MPa. The relative combined expanded uncertainty for the reported speed of sound is estimated to be 1.6% with the level of confidence is 0.95 (<i>k</i> = 2). The experimental data were correlated as a function of temperature and pressure resulting with absolute average percentage deviations of 0.19, 0.16, 0.20, 0.24, and 0.22% for the mole fractions of <i>n</i>-dodecane being 0.100, 0.300, 0.500, 0.700, and 0.900, respectively. Considering the effect of temperature on the binary interaction parameter <i>k</i><sub><i>ij</i></sub>, <i>k</i><sub><i>ij</i></sub> of the PC-SAFT equation of state (EoS) was fitted using experimental data for methyl laurate and <i>n</i>-dodecane. The speeds of sound of binary system were calculated using the PC-SAFT EoS, and the average absolute relative deviation is 2.7%.</p>","PeriodicalId":42,"journal":{"name":"Journal of Chemical & Engineering Data","volume":null,"pages":null},"PeriodicalIF":2.6,"publicationDate":"2024-05-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141102114","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}