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adipic acid
FUEL · 2024 · IF 6.7

Adipic acid-mediated hydrogen bonding network allocation for efficient proton conduction in water-stabilized lamellar MOF membranes

Chongchong Chen,Hexiang Gao,Hui Li,Mingchao Wang,Jie Zhang,Tengfei Li,Wenjia Wu,Zhirong Yang,Jingtao Wang

The poor water-stability and cross-layer proton transfer property pose a challenge to the lamellar metal–organic frameworks (MOFs) membrane when acting as a promising proton exchange membrane. Herein, we report an adipic acid-mediated strategy to improve the water-stability and the cross-layer proton conductivity of CuTCPP lamellar MOF membrane, which achieves a maximum power density and current density of 112.6 mW cm −2 and 424.4 mA cm −2 , respectively. Adipic acid with extra functional groups (–PO 3 H 2 , –COOH) stably bridges the adjacent crystal layers via the terminal carboxylic acid anchoring Cu sites. In particular, the extra functional groups introduced into the adipic acid regulate the allocation of hydrogen bonding networks in an umbrella-shape around adipic acid with copper-porphyrin structures as external margin, enriching the coherence of hydrogen bonding network on the proton transport path. Benefiting from the regular pore structure of MOF, the optimized hydrogen bonding networks in adjacent crystal layers construct a more abundant through-plane transfer pathway. The resultant through-plane proton conductivities of CuTCPP-PO 3 H 2 /–COOH membranes are up to 108/89 mS cm −1 at 80 °C and 100 % RH, which is ∼ 6-fold higher than that of the pristine CuTCPP membrane (13 mS cm −1 ), with a conductivity attenuation of < 5 % during a humidity cycling test for 12 times.

✓ 已验证 产品关联 DOI 高影响因子
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AICHE JOURNAL · 2020 ·Vol. 67 ·期 1 ·e17089 · IF 3.519

Thermal hazard and reaction mechanism of the preparation of adipic acid through the oxidation with hydrogen peroxide

Wei Jiang,Lei Ni,Juncheng Jiang,Qiang Chen,Zhiquan Chen,Shuliang Ye

In this study, various calorimetric and analytical techniques were used to evaluate the thermodynamics of the preparation of adipic acid through the oxidation with hydrogen peroxide. The reaction exotherm was combined with the reaction mechanism. Differential scanning calorimetry revealed that the hydrogen peroxide was relatively stable when Na 2 WO 4 .2H 2 O and H 2 SO 4 were used as cocatalysts. Reaction calorimetry, in situ Fourier transform infrared spectroscopy and gas chromatography/mass spectrometry (GC/MS) results indicated a possible macroscopic reaction pathway at 73 and 90°C stage. Furthermore, the results obtained through adiabatic calorimeter (Phi-TEC II) and GC/MS indicated the possibility of catastrophic accidents if control of the target reaction was lost. The criticality classes of this reaction were of Grade 5. The results of this study can be further used to improve the inherent safety of its operating measures, as a result, this reaction process can be scaled up.

✓ 已验证 DOI 高影响因子
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CORROSION SCIENCE · 2025 · IF 8.5

Coupling effect of adipic acid and Cl- on anodic dissolution of SAC305 solder alloy for printed circuit boards

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.

CAS / MDL: 124-04-9 7647-14-5
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2017 · IF 2.323

Measurement and Correlation for Solubilities of Adipic Acid, Glutaric Acid, and Succinic Acid in Dimethyl Adipate + Methanol Mixtures

Weiping Luo,Kaili Xie,Dawei Liu,Xiuqing Li,Bao Tao,Jing Hao,Wei Deng,Qiang Liu,Cancheng Guo

The solubilities of adipic acid, glutaric acid, and succinic acid in dimethyl adipate + methanol solvent mixtures were measured by the method of dynamic laser under 101.3 kPa. The mass fraction of dimethyl adipate in the solvent mixtures ranged from 0.0 to 1.0, and the temperature ranged from 283.95 to 328.15 K. It was found that with the increase of mass fraction for dimethyl adipate in mixed solvents, the measured solubilities of adipic acid, glutaric acid, and succinic acid would decrease at the same temperature, and with the gradually increase of temperature the measured solubilities of adipic acid, glutaric acid, and succinic acid would increase at the constant proportion solvent mixtures. The experimental data were correlated by the Apelblat model, λh model, and the modified nonrandom two liquid activity coefficient model. Results showed that the largest values of relative average deviation and root-mean-square deviations obtained by the three models were 4.49% and 0.35%, respectively. The three models were proven to give a good representation of the experimental solubilities results. The result of Akaike Information Criterion (AIC) analysis shows that the Apelblat model is the best model to correlate the solubilities of adipic acid and succinic acid and the λh model is the best model to correlate the solubilities of glutaric acid in dimethyl adipate + methanol mixed solvent.

✓ 已验证 DOI 高影响因子
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CHEMICAL PAPERS · 2017 ·Vol. 72 ·期 3 ·643-649 · IF 1.258

Efficient and convenient oxidation of cyclohexene to adipic acid with H2O2 catalyzed by H2WO4 in acidic ionic liquids

Wang Bingtong,Zhang Zongbin,Zhang Xinyu,Sun Shixin,Wu Lin,Xing Rong

A simple, efficient, and eco-friendly catalytic system for the oxidation of cyclohexene to adipic acid with H 2 O 2 catalyzed by H 2 WO 4 in Brønsted acidic ionic liquids under solvent-free conditions has been developed. Reaction conditions such as the catalysts, the types of anions and cations for Brønsted acidic ionic liquids, reaction temperature, and the amount of hydrogen peroxide, were investigated. Moreover, the Hammett acidity functions ( H 0 ) of Brønsted acidic ionic liquids were determined using UV–visible spectrophotometry. The optimum reaction condition identified was n(H 2 WO 4 ):n(Brønsted acidic ionic liquids): n (cyclohexene): n (H 2 O 2 ) = 0.02:0.02:1:4.4, and the yield of adipic acid was 96% under the reaction scale of 10 mmol. The catalytic system can be easily recovered and reused for four reaction runs without significant loss of catalytic activity. Simple operation of the catalyst system and avoidance of the emission of nitrous oxide are the benefits of this work.

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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.

✓ 已验证 产品关联 DOI 高影响因子
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2016 · IF 1.835

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

Weiping Luo,Dong Ruan,Dawei Liu,Kaili Xie,Xiuqing Li,Wei Deng,Cancheng Guo

The solubilities of adipic acid in acetic acid + ε-caprolactone mixtures and in cyclohexanone + ε-caprolactone mixtures were measured by using the method of dynamic laser under atmospheric pressure. The experimental temperature ranged from 305.55 to 343.15 K, and the mass fraction of ε-caprolactone in the solvent mixtures ranged from 0.100 to 1.000, respectively. It was found that with the increasing of mass fraction of ε-caprolactone in solvent mixtures (0.100 to 1.000), the measured solubilities of adipic acid in acetic acid + ε-caprolactone mixtures decreased at the same temperature. However, in cyclohexanone + ε-caprolactone mixtures, the solubility showed an opposite trend with the increasing of mass fraction of ε-caprolactone in solvent mixtures. The experimental data were correlated by the modified NRTL activity coefficient model, and the values of the solubility calculated showed good agreement with the experimental observations.

✓ 已验证 产品关联 DOI 高影响因子
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

Interfacial hydrogen bond effect between CeO2 and g-C3N4 boosts conversion to adipic acid from aerobic oxidation of cyclohexane

Kexin Li,Bin He,Ruirui Wang,Ruiyi Yan,Ruirui Zhang,Ruixia Liu

The selective oxidation reaction of cyclohexane is one of the typical activated sp 3 C-H reactions, and its product adipic acid (AA) is the indispensable raw material used to produce nylon. However, subjecting to the inertness of C-H bond and the great reactivity of AA, the targeted transformation of cyclohexane remains a challenge. Here, the interfacial hydrogen bond (IHD) was developed by anchoring CeO 2 on graphite carbon nitride (g-C 3 N 4 ) surface, which could boost targeted acquisition adipic acid from aerobic oxidation of cyclohexane. The results indicated that the IHD effect can be flexibly regulated by changing the ratio of Ce 3+ /Ce 4+ , further optimizing the properties of surface OH species and Lewis acid sites. Under the synergistic effect of Ce 3+ /Ce 4+ and Lewis acid sites on reaction interface, the glorious performance (32.2% conversion of cyclohexane with 66.4% selectivity) was obtained over the as-prepared CeO 2 /g-C 3 N 4 IHD system. In addition, the interfacial adsorption properties of cyclohexane were explored by the virtue of in situ infrared spectroscopy, revealing the IHD effect could tune the adsorption behavior of cyclohexanone and further improve the selectivity of AA. This work disclosed that engineering the interface hydrogen bond effect between CeO 2 and g-C 3 N 4 provided feasible strategies to obtain excellent catalyst for cyclohexane oxidation.

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INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES · 2023 ·Vol. 24 ·期 7 ·6451 · IF 5.6

Study on Properties and Degradation Behavior of Poly (Adipic Acid/Butylene Terephthalate-Co-Glycolic Acid) Copolyester Synthesized by Quaternary Copolymerization

Yanning Wang,Boyou Hou,Liping Huang,Bingjian Li,Shi Liu,Mingyang He,Qun Chen,Jinchun Li

At present, the development and usage of degradable plastics instead of traditional plastics is an effective way to solve the pollution of marine microplastics. Poly (butylene adipate-co-terephthalate) (PBAT) is known as one of the most promising biodegradable materials. Nevertheless, the degradation rate of PBAT in water environment is slow. In this work, we successfully prepared four kinds of high molecular weight polyester copolyesters (PBATGA) via quaternary copolymerization. The results showed that the intrinsic viscosity of PBATGA copolymers ranged from 0.74 to 1.01 dL/g with a glycolic acid content of 0–40%. PBATGA copolymers had excellent flexibility and thermal stability. The tensile strength was 5~40 MPa, the elongation at break was greater than 460%, especially the elongation at break of PBATGA10 at 1235%, and the thermal decomposition temperature of PBATGA copolyesters was higher than 375 °C. It was found that PBATGA copolyester had a faster hydrolysis rate than PBAT, and the weight loss of PBATGA copolymers showed a tendency of pH = 12 > Lipase ≈ pH = 7 > pH = 2. The quaternary polymerization of PBAT will have the advantage of achieving industrialization, unlike the previous polymerization process. In addition, the polymerization of PBATGA copolyesters not only utilizes the by-products of the coal chemical industry, but also it can be promising in the production of biodegradable packaging to reduce marine plastic pollution.Keywords:methyl glycoacetate;glycolic acid;biodegradable;hydrolysis

CAS / MDL: 100-21-0
✓ 已验证 产品关联 DOI PubMed 高影响因子
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REACTIVE & FUNCTIONAL POLYMERS · 2019 · IF 3.074

Toughness and reinforcement of adipic acid-polyoxypropylene diamine copolymer modified diglycidyl ether of bisphenol-A: Induced by intramolecular hydrogen bonding

Juan Chen,Xi Ren,Chunwang Yi,Shengpei Su,Xi Wang

A novel soft segment adipic acid-polyoxypropylene diamine copolymer with Mw  = ~2000 (AA-PPA 2000) was well obtained through chain extending of bio-based polyoxypropylene diamine D400 using adipic acid (AA). This copolymer was then used to modify the diglycidyl ether of bisphenol A (DGEBA) epoxy/diethyl toluene diamine (DDM) curing system while polyoxypropylene diamine (D2000) was taken as the reference. The variable temperature FTIR (V-FTIR) spectral was used to determine the hydrogen bonds in cured epoxy resins . The crosslinking density of epoxy composites was further checked using the low field nuclear magnetic resonance (NMR) and dynamic mechanical analysis (DMA). Interestingly, SEM images of the fracture surfaces showed that there were many small holes on the fracture surface of D2000 cured composites while rough cracks were observed instead of tiny holes on the fracture surface of AA-PPA2000 modified composites indicating AA-PPA2000 had good compatibility in epoxy composites. All the findings revealed that AA-PPA 2000 was a preferable tougher compared to D2000. Higher crosslinking density was generated in AA-PPA2000 cured epoxy resin due to the formation of intermolecular hydrogen bonds and more complicated networks in the epoxy composites, leading to the synchronous enhancement of strength and fracture toughness .

✓ 已验证 DOI 高影响因子
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NEW CARBON MATERIALS · 2026 ·Vol. 41 ·期 4 ·1054-1067 · IF 7.2

A Cu/Cu2O@C composite catalyst derived from wood-chips for the efficient one-pot oxidation of cyclohexane to adipic acid

Sheng Wang,Zhijia Chen,Xiao Wang,Chunhua Yuan,Songbo Li,Huimin Yang

Adipic acid is widely used in fine chemical synthesis, biomedicine and other industrial fields, and is a key monomer for the synthesis of nylon-6,6 and nylon-6. Industrially, it is produced by the efficient catalytic oxidation of cyclohexane. However, the activation of the inert C―H bonds in cyclohexane remains a major challenge in the highly selective synthesis of acid products. Using a composite catalyst of copper on a carbon support produced from wood chip biomass, a green catalytic system was established for the one-pot oxidative synthesis of adipic acid from cyclohexane. Wood chips has two functions during pyrolysis: it acts as a carbon support precursor and an in-situ reducing agent, which reduces Cu 2+ into Cu/Cu 2 O active species to obtain Cu/Cu 2 O@C composite catalysts. The abundant defects in biomass carbon form strong coordination interactions with the copper active components, which effectively regulate the electronic distribution of active sites and improve the catalytic performance. Under optimized conditions (100 °C, 12 h), the Cu/Cu 2 O@C-0.1 catalyst achieves a cyclohexane conversion of 19.36% and an adipic acid selectivity of 73.28%. Mechanistic investigations show that the electronic interaction between the biomass carbon support and the copper species strengthens the adsorption of cyclohexanone, which is critical for promoting the selective formation of adipic acid. This study provides a viable strategy for developing eco-friendly, low-cost and high-efficiency advanced catalytic materials. Download: Download high-res image (138KB) Download: Download full-size image

CAS / MDL: 110-82-7
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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.

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