CATALYSIS LETTERS
·
2020
·Vol. 151
·期 2
·338-343
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IF 2.482
Shi Hexian,Zhang Linfeng,Wu Yudong,Yu Rui,Peng Yang,Wang Yantao,Li Teng,Yang Weiran
Abstract Glucose and its derivatives are valuable and sustainable carbon sources that can be converted into varieties of value-added chemicals. In this study, d -glucaric acid was selectively converted to 3-iodoadipic acid (3-IAA) by hydrodeoxygenation in HI-Rh/C-H 2 system. During this process, HI was a reducing reagent, which can be regenerated in situ by metal catalyzed hydrogenation. The reaction pathway was proposed based on the intermediates identification. Under the optimal conditions, 67.2% yield of 3-IAA was obtained at 130 ℃ for 4 h. As a platform molecule, 3-IAA can be further converted to varieties of building block efficiently, such as adipic acid (AA) and 3-hydroxyadipic acid (3-HAA). Graphic Abstract
研究领域:
化学工程
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可再生资源转化
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高影响因子
CATALYSIS LETTERS
·
2021
·Vol. 151
·期 8
·2339-2345
·
IF 3.186
Zhang Linfeng,Zheng Jing,Zou Wenya,Shu Yongqi,Yang Weiran
Abstract 3-iodopropionic acid (3-IPA) can be efficiently synthesized from the glycerol derivative glyceric acid (GA), which is a potential biomaterial-based platform molecule. In this report, ethyl 3-iodopropionate was rapidly dimerized to diethyl adipate in a microwave reactor using NiCl 2 ·6H 2 O as a catalyst, co-catalyzed by Mn and the 1, 10-Phenanthroline monohydrate ligand. Under the optimum reaction conditions, diethyl adipate can be obtained with 84% yield at 90 °C in just 5 min. Diethyl adipate was hydrolyzed to obtain the adipic acid (AA) in 89% yield with an acid catalyst. AA is an important chemical and a monomer for producing a wide range of high-performance polymeric substances. This rapid coupling method is also applicable to other alkyl halides. Graphic Abstract
研究领域:
有机化学
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生物材料化学
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高影响因子
Frontiers in Bioengineering and Biotechnology
·
2022
·
IF 6.064
Li Menglu,Jing Jing,Su Tingting
Poly(hexylene succinate) (PHS), poly(ethylene succinate) (PES), and their random copolyesters, poly(hexylene succinate-co-ethylene succinate) ((P(HS-co-ES)), were synthesized by melting polycondensation. Simply varying the ratios of HS/ES afforded control over the copolymer crystallinity, thermal and mechanical properties, wettability, and enzymatic hydrolyzability as shown by X-ray diffraction (XRD), differential scanning calorimetry (DSC), tensile tests, and water contact angle (WCA) measurements. The enzymatic hydrolysis rates of all prepared copolyesters were higher than those of the corresponding homopolyesters. The hydrolysis rates were affected by crystallinity, melting temperature, and hydrophobicity of the copolyesters, and therefore, the degradation rates could be tuned along with the ES content. The library of copolymers prepared here with tunable degradation rates, ranging from HS-enriched to ES-enriched copolyesters, is promising for a variety of different applications. The P(HS-co-ES51) copolyester that did not fully degrade is particularly promising for use in long-term storage applications, whereas P(HS-co-ES13) and P(HS-co-ES76) that rapidly degrade are good for use in very short-term applications.
研究领域:
材料科学
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生物医学工程
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DOI
PubMed
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
·
2021
·
IF 2.694
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
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材料科学
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高影响因子
FLUID PHASE EQUILIBRIA
·
2016
·
IF 1.846
Xiaoxiao Sheng,Qinbo Wang,Zhenhua Xiong,Chuxiong Chen
The solubilities of adipic acid in cyclohexanone + cyclohexanol mixtures at (303.15–349.45) K, in cyclohexane + cyclohexanol mixtures at (304.15–339.45) K, and in cyclohexane + cyclohexanone mixtures at (304.85–342.45) K were determined at atmospheric pressure by the dynamic method. Experimental results show that when solvent composition remains constant, solubilities of adipic acid in the studied binary mixed solvents increase monotonically with temperature increasing, and when temperature remains constant, solubilities of adipic acid decrease monotonically with the increasing mass fraction of cyclohexane in cyclohexane + cyclohexanol and cyclohexane + cyclohexanone mixture. However, the measured solubility firstly increases monotonically with the increasing mass fraction of cyclohexanone in cyclohexanone + cyclohexanol mixtures and then reaches the maximum solubility at the mass fraction of cyclohexanone at 0.4. When the mass fraction of cyclohexanone was bigger than 0.40, the solubility of adipic acid decreased with the increasing mass fraction of cyclohexanone. There exists a maximum-solubility effect. Further, both the NRTL equation and the Apelblat equation were used to correlate the experimentally determined solubilities. A fairly good agreement was obtained between the correlated solubilities with the experimental observations. Thermodynamic quantities of dissolution were calculated by the Clark and Glew equation, including dissolution enthalpy, entropy, Gibbs energy and isobaric heat capacity for adicip acid in cyclohexane + cyclohexanol, cyclohexane + cyclohexanone, and cyclohexanone + cyclohexanol solvent mixtures .
研究领域:
化学工程
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热力学
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高影响因子
BIOTECHNOLOGY AND BIOENGINEERING
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2014
·Vol. 111
·期 12
·2580-2586
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IF 4.164
Jia-Le Yu,Xiao-Xia Xia,Jian-Jiang Zhong,Zhi-Gang Qian
The C6 dicarboxylic acid, adipic acid, is an important platform chemical in industry. Biobased production of adipic acid is a promising alternative to the current petrochemical route. Here, we report biosynthesis of adipic acid using an artificial pathway inspired by the reversal of beta-oxidation of dicarboxylic acids. The biosynthetic pathway comprises condensation of acetyl-CoA and succinyl-CoA to form the C6 backbone and subsequent reduction, dehydration, hydrogenation, and release of adipic acid from its thioester. The pathway was first tested in vitro with reconstituted pathway enzymes and then functionally introduced into Escherichia coli for the biosynthesis and excretion of adipic acid into the culture medium. The production titer was increased by approximately 20-fold through the combination of recruiting enzymes that were more suitable to catalyze the synthetic reactions and increasing availability of the condensation substrates. This work demonstrates direct biosynthesis of adipic acid via non-natural synthetic pathway, which may enable its renewable production. Biotechnol. Bioeng. 2014;111: 2580–2586. © 2014 Wiley Periodicals, Inc.
研究领域:
生物技术
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代谢工程
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合成生物学
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DOI
PubMed
高影响因子
CORROSION SCIENCE
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2025
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IF 8.5
Shiyao Du,Dongfang Jia,Xin Guo,Jinke Wang,Zhibin Chen,Lingwei Ma,Dawei Zhang
The coupling effect of adipic acid and Cl - on the corrosion of SAC305 solder alloy is systematically investigated. Electrochemical measurements prove that Cl - could completely destroy the protectiveness of adipic acid and accelerate metal corrosion. Morphology characterizations and XPS analyses verify that the amount of adsorbed adipic acid on the metal surface is largely reduced due to competitive adsorption of Cl - . TEM and Mott-Schottky tests further reveal that the defect density of the oxide film developed in Cl - environment is three times higher than that in adipic acid, which is responsible for the faster anodic dissolution.
研究领域:
材料科学
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电化学
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高影响因子
JOURNAL OF MOLECULAR LIQUIDS
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2019
·
IF 4.561
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
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物理化学
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高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
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2019
·
IF 2.298
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
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热力学
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DOI
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
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2013
·
IF 2.004
Binwei Shen,Qinbo Wang,Yufang Wang,Xiang Ye,Fuqiong Lei,Xing Gong
The solubilities of adipic acid in acetic acid + water mixtures at (303.2 to 333.2) K and acetic acid + cyclohexane mixtures at (303.2 to 343.2) K are measured. The measured solubility of adipic acid in acetic acid + cyclohexane mixtures with the mass fraction of acetic acid in the solvent mixtures at (0.1 to 1.0) decreases with increasing mass fraction of cyclohexane at constant temperature. However, for the solubility of adipic acid in acetic acid + water with the mass fraction of acetic acid in the solvent mixtures at (0 to 1.0), acetic acid with a mass fraction of 50 % has the best dissolving capacity for adipic acid at constant temperature. The experimental data was correlated by the nonrandom two-liquid (NRTL) activity coefficient model, and the values of the solubilities calculated using the model showed good agreement with the experimental observations.
研究领域:
化学工程
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物理化学
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DOI
高影响因子
JOURNAL OF CHEMICAL THERMODYNAMICS
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2019
·
IF 2.29
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
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物理化学
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DOI
高影响因子
RSC Advances
·
2015
·Vol. 6
·期 1
·607-616
·
IF 3.84
Chun-Xiao Wang,Xiao-Can Zhang,Yun-Yang Song,Qiong Zhou,Hai-Mu Ye
Poly(butylene adipate-co-butylene fumarate) (PBAF) copolyesters with different butylene fumarate (BF) contents were synthesized, and the effect of BF units on the polymorphism, crystallization behavior and crystal transformation were studied using various methods. BF units are found to cocrystallize into both α- and β-form crystal lattices, and the β-form lattice shows a better accommodation degree for BF units than the α-form. Incorporation of BF units alters the formation temperature ranges for polymorphism behavior, and facilitates the β-form crystal at high temperature due to their stronger restriction effect on primary and secondary nucleation of the α-form crystal than the β-form crystal. Furthermore, BF units retard β to α solid–solid crystal transformation, and a novel triple melting phenomenon emerges in the DSC curve of β-form PBAF, which is reasonably attributed to the melting of the original β-form crystal and two types of newly-formed α-form crystals during heating. The β to α transformation takes place through both solid–solid and solid–liquid–solid (melt–recrystallization) routes. A special hydrogen-bonding interaction between neighbouring chain stems in the crystal phase is suggested to be responsible for the restriction of the solid–solid route and the induction of the solid–liquid–solid route for β to α transformation.
研究领域:
材料科学
·
高分子化学
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高影响因子
危险品化学品经营许可证（带存储）