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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2019 · IF 2.298

Solubilities of Adipic Acid, Glutaric Acid, and Succinic Acid in Dimethyl Glutarate + Methanol Mixtures: Experimental Measurement and Thermodynamic Modeling

Bo Chen,Mengqi Yan,Bao Tao,Lintao Yang,Weiping Luo

In this work, the solubilities of adipic acid, glutaric acid, and succinic acid in methanol + dimethyl glutarate mixtures were measured by using the laser dynamic method under 101.3 kPa at T = 287.05 to 337.35 K. The mass fraction of methanol in the solvent mixtures ranged from 1.0000 to 0.0000. The results showed that the measured solubilities would increase with increasing temperature at constant concentration, and it was also found that dimethyl glutarate had a negative effect on the solubilities. The Apelblat model, λh model, and nonrandom two liquid (NRTL) activity coefficient model were employed to correlate the experimental solubility data of binary solvent mixtures, and the correlated solubility by three models were proven to have good agreement with the experimental solubilities. Akaike information criterion (AIC) analysis results showed that the λh model was the most suitable model for predicting the solubility of succinic acid, adipic acid, and glutaric acid in the mixed solvent mixtures of dimethyl glutarate + methanol.

研究领域: 化学工程 · 热力学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2021 · IF 2.694

Measurement and Correlation for Solubilities of Adipic Acid, Glutaric Acid, and Succinic Acid in Different Alcohol Solvents

Yangyi Huang,Lin Zhang,Mengqi Yan,Qinan Huang,Yuning Zhang,Yanqun Ren,Weiping Luo

In this research, the solubilities of adipic acid in sec-butyl alcohol (SBA), isobutyl alcohol (IBA), and n-octyl alcohol (NOA); glutaric acid in n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, SBA, IBA, tert-butyl alcohol (TBA), and NOA; and succinic acid in SBA, IBA, TBA, and NOA were determined by the dynamic laser method from 302.65 to 352.95 K at atmospheric pressure (101.3 kPa). Furthermore, the solubilities of three dibasic acids in straight-chain alcohols of different lengths and alcohol isomers were compared. Meanwhile, X-ray diffraction was used to detect the change of the crystal form before and after dissolution. Additionally, the experimental data were correlated by two models (Apelblat model and the modified nonrandom two liquid activity coefficient model), showing that the model matched well with the experimental data. The most accurate model is selected for every system after calculating the Akaike information criterion of each model.

研究领域: 物理化学 · 材料科学
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ANALYTICAL CHEMISTRY · 2015 · IF 5.636

Identification of Two Aliphatic Position Isomers between α- and β-Ketoglutaric Acid by Using a Briggs–Rauscher Oscillating System

Yu Zhang,Gang Hu,Lin Hu,Jimei Song

This paper reports a novel method for identification of two aliphatic position isomers between α-ketoglutaric acid (α-KA) and β-ketoglutaric acid (β-KA) by their different perturbation effects on a Briggs–Rauscher oscillating system, in which tetraaza-macrocyclic complex [NiL](ClO4)2 is used as the catalyst. The ligand L in the complex is 5,7,7,12,14,14-hexamethyl-1,4,8,11-tetraazacyclotetradeca-4,11-diene. The experimental results have shown that addition of α-KA into the system does not affect the oscillating patterns, while the presence of β-KA in a dynamic system influences the oscillatory amplitude. A more interesting feature is that, in the presence of a higher concentration of β-KA, there are damped oscillations after the initial spike, followed by quenching (more exactly: very small oscillations) of the oscillations before the subsequent regeneration of oscillations. A qualitative approach was thus established by employing a Briggs–Rauscher system for identification of these two isomers. The concentrations of these two isomers that can be distinguished lie over the range between 5.0 × 10–6 and 2.5 × 10–3 mol/L. A reaction mechanism based on the FCA model has been proposed. An explanation is that β-KA reacts with HOO• radicals to form acetone, whereas the α-KA does not.

CAS / MDL: 1310-73-2 67-64-1
研究领域: 生物化学 · 分析化学
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JOURNAL OF MOLECULAR LIQUIDS · 2019 · IF 4.561

Measurement and correlation for solubilities of succinic acid, glutaric acid and adipic acid in five organic solvents

Sile Shi,Mengqi Yan,Bao Tao,Weiping Luo

In this study, the solid-liquid equilibrium (SLE) data of succinic acid (SA) and glutaric acid (GA) and adipic acid (AA) in N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMAC), dimethyl sulfoxide (DMSO), 1-Methyl-2-pyrrolidinone (NMP) and sulfolane were determined by using the method of dynamic laser at atmospheric pressure. The experimental SLE data indicates that within the temperature range studied (286.25–358.75 K), the solubilities of SA, GA and AA in above five solvents is proportional to the temperature. Meanwhile, three thermodynamic models (Apelblat model, λh model, the modified nonrandom two liquid (NRTL) activity coefficient model) were used to correlate the experimental data, the results show that the correlated data is generally consistent with the experimental data. The result of Akaike Information Criterion (AIC) analysis filter out the best model for every system. In addition, the thermodynamic functions (dissolution enthalpy, entropy, Gibbs energy) were obtained from the SLE data by calculating the van't Hoff equation.

研究领域: 化学工程 · 物理化学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2016 · IF 1.835

Determination and Correlation for the Solubility of Glutaric Acid in Cyclohexane + Cyclohexanol + Cyclohexanone Solvent Mixtures

Xiaoxiao Sheng,Qinbo Wang,Linhui Chen,Zhipeng Shen,Yinchuan Pei

The solubilities of glutaric acid in binary cyclohexane + cyclohexanol solvent mixtures at 298.05–343.65 K, in binary cyclohexane + cyclohexanone solvent mixtures at 299.10–340.65 K, in binary cyclohexanone + cyclohexanol solvent mixtures at 299.75–343.65 K, and in ternary cyclohexanol + cyclohexanone + cyclohexane solvent mixtures at 298.15–330.95 K were studied by the dynamic method. The results show that the solubility of glutaric acid increases as temperature increases at constant solvent composition in three determined binary solvent systems. For binary cyclohexane + cyclohexanol and cyclohexane + cyclohexanone solvent mixtures, solubilities of glutaric acid decrease monotonically with the increasing mass fraction of cyclohexane in solvent mixtures at constant temperature. However, for binary cyclohexanone + cyclohexanol solvent mixtures, cyclohexanone with a mass fraction at 0.6 in solvent mixtures has the best dissolving capacity for glutaric acid at constant temperature. The experimental solubility data of three determined binary solvent systems were correlated by the Apelblat equation and nonrandom two-liquid (NRTL) activity coefficient model, and the correlated solubilities data were in good accord with the experimental data. The obtained binary interaction parameters for the NRTL model were used to calculate the solubilities of glutaric acid in the ternary cyclohexanol + cyclohexanone + cyclohexane solvent mixtures, which were compared with the experimental solubilities data.

研究领域: 化学工程 · 物理化学
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CRYSTENGCOMM · 2014 ·Vol. 17 ·期 3 ·612-620 · IF 3.858

Thermodynamics and preliminary pharmaceutical characterization of a melatonin–pimelic acid cocrystal prepared by a melt crystallization method

Yan Yan,Jia-Mei Chen,Tong-Bu Lu

Pharmaceutical cocrystals have been extensively investigated as a promising approach to improve drugs' physicochemical properties. Cocrystals are usually prepared using solution-mediated methods and grinding methods. In this study, a cocrystal of pimelic acid with poorly soluble melatonin was produced using a melt crystallization method by controlling the crystallization within a specific temperature range. The cocrystal was characterized by infrared spectroscopy, powder and single crystal X-ray diffraction. The binary phase diagram and the formation enthalpy established by differential scanning calorimetry provided the rationale for this spontaneous cocrystallization system. The cocrystal exhibited higher apparent solubility, a faster dissolution rate and acceptable stability as compared to the original melatonin. The study has shown that the melt crystallization method can be considered as a competitive route for producing pharmaceutical cocrystals with improved properties and the thermodynamic investigation can provide in depth understanding and guidance on the melt crystallization of cocrystals.

研究领域: 药学 · 热力学
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BIORESOURCE TECHNOLOGY · 2019 · IF 6.669

Disodium 2-oxoglutarate promotes carbon flux into astaxanthin and fatty acid biosynthesis pathways in Haematococcus

Zhe Lu,Jingcheng Dai,LingLing Zheng,Zhuoran Teng,Qi Zhang,Dongru Qiu,Lirong Song

Improving carbon availability in astaxanthin production is pivotal in Haematococcus industry. In this study, disodium 2-oxoglutarate (2-OG-2Na) was observed to be a potential carbon regulator to increase the astaxanthin content. To illustrate its efficacy in astaxanthin production, key genes and enzyme were analyzed. Upon 2-OG-2Na treatment, genes ipi , bkt and crtR-b were up regulated, concomitantly, carotenoids and astaxanthin content increased by 15.4% and 14.0% at 120 h, respectively; additionally, Acetyl-CoA carboxylase was activated, consistent with 1.27-fold increase in fatty acids content. PUFAs increased earlier as fatty acids assembly gene fad was up-regulated to 20.56. It was also found that cell division was not compromised. Altogether, it was suggested that increased carbon skeletons were re-directed into the astaxanthin and fatty acids biosynthesis pathway. Furthermore, 2-OG-2Na was applied in ten Haematococcus strains. Of these strains, astaxanthin contents were accelerated with average net increase of 10.48%, exhibiting a scalable paradigm for commercial production.

CAS / MDL: 305-72-6
研究领域: 生物化学 · 植物学 · 工业微生物学
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JOURNAL OF CHEMICAL THERMODYNAMICS · 2019 · IF 2.29

Solubility of succinic acid, glutaric acid and adipic acid in propionic acid + ε-caprolactone + water mixtures: Experimental measurement and thermodynamic modeling

Weiping Luo,Mengqi Yan,Bao Tao,Sile Shi,Bo Chen

The solubilities of succinic acid, glutaric acid and adipic acid in propionic acid + water solvent mixtures at 304.25–354.65 K, and in propionic acid + ε-caprolactone + water solvent mixtures at 297.65–351.25 K were determined by the synthetic method at atmospheric pressure. The experimental data in propionic acid + water solvent mixtures were correlated by the modified Apelblat equation and modified nonrandom two-liquid (NRTL) activity coefficient model. The results showed that the calculated solubility data by the modified NRTL models had a better agreement with the experimental data, and the value of average relative deviation was 1.923%. And the solubilities of succinic acid, glutaric acid and adipic acid in ternary propionic acid + ε-caprolactone + water solvent mixtures predicted by the modified NRTL model agree with the experimentally determined results satisfactorily, which showed that the modified NRTL model would be suitable model for predicting the solubilities of succinic acid, glutaric acid and adipic acid in propionic acid + ε-caprolactone + water. Furthermore, the thermodynamic functions including dissolution enthalpy, entropy and Gibbs energy were obtained from the solubility data by using the van't Hoff equation.

研究领域: 化学工程 · 物理化学
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GREEN CHEMISTRY · 2018 ·Vol. 21 ·期 3 ·526-537 · IF 8.586

Thermosetting polyurethanes prepared with the aid of a fully bio-based emulsifier with high bio-content, high solid content, and superior mechanical properties

Lingxiao Liu,Jingyi Lu,Yi Zhang,Haiyan Liang,Dunsheng Liang,Jizhou Jiang,Qiming Lu,Rafael L. Quirino,Chaoqun Zhang

In this paper, a novel, fully bio-based emulsifier has been successfully prepared from epoxidized soybean oil and glutaric acid through a solvent-free and self-catalysis method. The effects of reaction time and carboxyl : epoxy molar ratios on the structures of the emulsifier were systematically investigated. This novel emulsifier exhibits properties similar to those of dimethylolpropionic acid (DMPA) and dimethylolbutanoic acid (DMBA), with hydroxyl groups serving as crosslinking agents and the carboxylic acid group acting as an ionic segment. In order to validate the robustness of this emulsifier, a series of anionic, waterborne polyurethane dispersions were prepared from typical polyols (vegetable oil- and petroleum-based). The structure of this emulsifier and its good compatibility with bio-based polyols confer the resulting dispersions excellent storage stability and high solid content (up to 45%). The prepared waterborne polyurethane films exhibited higher toughness and thermal stability than traditional solvent-based polyurethane films and waterborne polyurethane films prepared from DMPA and DMBA. Moreover, a high bio-based content of up to 74% was achieved for the prepared polyurethanes. This new environmentally friendly, liquid emulsifier, prepared using a solvent-free and self-catalysis synthetic route, can potentially replace typical petroleum-based emulsifiers for the production of waterborne polyurethanes.

研究领域: 材料科学 · 化学工程 · 环境科学
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Biosensors-Basel · 2022 ·Vol. 12 ·期 2 ·66 · IF 5.743

An Enzymatic Biosensor for the Detection of D-2-Hydroxyglutaric Acid in Serum and Urine

Bo Wu,Zehua Li,Zepeng Kang,Chunling Ma,Haiyan Song,Fuping Lu,Zhiguang Zhu

D-2-hydroxyglutaric acid (D2HG) is overproduced as a result of the D-2-hydroxyglutaric aciduria and relevant cancers, caused by gene mutation. Accurate analysis of D2HG could help rapid diagnosis of these diseases and allow for timely treatment. In this work, a D-2-hydroxyglutarate dehydrogenase fromRalstonia solanacearum(RsD2HGDH) is cloned and recombinantly expressed. This enzyme features the direct electron transfer to chemical electron mediators (such as methylene blue (MB)) in the absence of additional coenzymes. Therefore, NAD+, a natural electron acceptor for the commercial D2HGDH and usually known for being unstable and difficult for immobilization can be avoided in the preparation of biosensors. TheRsD2HGDH and MB are co-immobilized on a two-dimensional material, Ti3C2MXene, followed by drop-coating on the gold screen-printed electrode (AuSPE) to construct a compact and portable biosensor. The D2HG in samples can be catalyzed byRsD2HGDH, where the current change is measured by chronoamperometry at −0.23 V. The biosensor shows a D2HG detection range of 0.5 to 120 µM (R2= 0.9974) with a sensitivity of 22.26 μA mM−1cm−2and a detection limit of 0.1 µM (S/N = 3). The biosensor retains 72.52% performance of its incipient state after 30 days of storage. The samples of D2HG-containing fetal bovine serum and artificial urine were analyzed with the recovery of 99.56% to 106.83% and 97.30% to 102.47% further indicating the great application potential of our portable D2HG biosensor.Keywords:D-2-hydroxyglutaric acid;MXene;biosensor;screen-printed electrode;D-2-hydroxyglutarate dehydrogenase

研究领域: 生物化学 · 生物技术 · 分析化学 · 医学诊断
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2017 · IF 2.323

Measurement and Correlation for the Solubility of Adipic Acid and Succinic Acid in Glutaric Acid + Cyclohexanone and Glutaric Acid + Acetic Acid Mixtures

Xiangji Liao,Xiuqing Li,Yujun Han,Jun Song,Yingjie Gao,Ao Yang,Yan Zhu,Weiping Luo

In this work, the solubilities of adipic acid and succinic acid in glutaric acid + cyclohexanone and glutaric acid + acetic acid mixtures were measured respectively by using the laser dynamic method under atmospheric pressure, in which the temperature ranged from 296.15 to 340.85 K and the mass fraction of glutaric acid in the binary solvent mixtures ranged from 0.00 to 0.30. The effects of glutaric acid on solubility of adipic acid and succinic acid have been discussed. It is found that the effects of glutaric acid on the solubility of adipic acid and succinic acid were negative and that with the increasing mass fraction of glutaric acid in the mixtures the solubilities of adipic acid and succinic acid would decrease. With the gradual increase of temperature, the measured solubility of adipic acid and succinic acid in glutaric acid + cyclohexanone and glutaric acid + acetic acid mixtures would increase at the constant proportion of solvent mixtures. Then the experimental data were well-correlated by the modified Apelblat equation and the modified nonrandom two-liquid (NRTL) activity coefficient models, in which the average relative deviation (ARD) were less than 2.50%, and the values of the solubility calculated showed good agreement with the experimental observation. The interaction parameters of AA and GA and SA and GA were determined first in this work.

研究领域: 化学工程 · 物理化学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2018 · IF 2.196

Measurement and Correlation for Solubilities of Succinic Acid and Glutaric Acid in ε-Caprolactone + Acetic Acid Mixtures and ε-Caprolactone + Cyclohexanone Mixtures

Weiping Luo,Xiuqing Li,Dong Ruan,Kaili Xie,Bao Tao,Cancheng Guo

By using the method of dynamic laser, the solubilities of succinic acid and glutaric acid in ε-caprolactone + acetic acid mixtures and ε-caprolactone + cyclohexanone mixtures were determined under atmospheric pressure. The experimental temperature ranged from 293.35 to 340.65 K, and the mass fraction of ε-caprolactone in the solvent mixtures ranged from 0.0 to 1.0, respectively. It was found that with the increase of the temperature at constant concentration, the measured solubilities of succinic acid and glutaric acid in ε-caprolactone + acetic acid mixtures and ε-caprolactone + cyclohexanone mixtures would increase. Moreover, when the mass fraction of ε-caprolactone in ε-caprolactone + acetic acid mixtures increases at the same temperature, the measured solubilities of succinic acid and glutaric acid would decrease. However, it would increase as the mass fraction of ε-caprolactone increases for the system of ε-caprolactone + cyclohexanone at the same temperature. The experimental data were correlated by using the modified nonrandom two liquid activity coefficient model. The maximum value of average relative deviation was 1.50%.

研究领域: 化学工程 · 物理化学
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