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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2025 · IF 2.1

Experimental Study on Binary (Solid + Liquid) Equilibrium and Solubility Analysis of 2-Aminopyrimidine in 17 Organic Solvents at Temperatures Ranging from 272.65 to 323.35 K

Bin Ou,Lemei Huang,Shi Su,Yanyan Huang,Zhijia Wang,Xiaobing Liu,Kui Wu

In this work, the solid–liquid equilibrium solubility and the impact of different solvents on 2-aminopyrimidine were explored across 17 distinct single-solvent systems, including methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, n-pentanol, isopentanol, ethyl acetate, butanone, 2-pentanone, acetone, acetonitrile, ethyl formate, methyl acetate, cyclopentanone, and cyclohexanone, at atmospheric pressure and temperatures ranging from 272.65 to 323.35 K. It was observed that in all these solvents, solubility increases as the temperature rises. At 298.15 K, the molar solubility sequence in the solvents is as follows: cyclopentanone > cyclohexanone > ethyl formate > methanol > ethyl acetate > butanone > methyl acetate > acetone > n-propanol > ethanol > 2-pentanone > n-butanol > isobutanol > isopropanol > isopentanol > n-pentanol > acetonitrile. The solubility data obtained from experiments were fitted using four models: the modified Apelblat model, the Buchowski–Ksiazaczak λh model, the NRTL model, and the Wilson model, all of which demonstrated a good fit. The modified Apelblat model yielded the most accurate correlations, as indicated by the lowest average ARD and RMSD values. Furthermore, using the Wilson model, the thermodynamic properties of the mixing process of 2-aminopyrimidine in the chosen solvents were calculated, revealing that the mixing was spontaneous and primarily driven by entropy. The results of this study provide valuable insights for the purification, crystallization, and industrial application of 2-aminopyrimidine and similar compounds.

研究领域: 化学工程 · 物理化学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2023 · IF 2.6

Solubility Measurement and Modeling of Methyl 2-Aminopyridine-4-carboxylate in Four Binary Blends and Eight Monosolvents from 278.15 to 323.15 K

Shuai Yan,Haojian Zhang,Renjie Xu,Zonghua Wang

Experimental mole fraction solubility of methyl 2-aminopyridine-4-carboxylate in methanol/ethanol/isopropanol/n-propanol/acetonitrile/toluene/water/N,N-dimethylformamide (DMF) and ethanol/n-propanol/acetonitrile/DMF + water was determined by the isothermal saturation method between 278.15 and 323.15 K at 101.2 kPa. For methyl 2-aminopyridine-4-carboxylate + monosolvents, the increase of temperature was synchronized with the increase of solubility, and the maximum solubility (0.0377 and 323.15 K) was obtained in methyl 2-aminopyridine-4-carboxylate + toluene. For methyl 2-aminopyridine-4-carboxylate + mixed solvents, in addition to temperature, the proportion of cosolvents was also the main influencing factor, and the maximum solubility of methyl 2-aminopyridine-4-carboxylate (0.02845 and 323.15 K) was obtained in DMF + water at wDMF = 0.9. The Jouyban–Acree model (J-A), van’t Hoff–Jouyban–Acree model (V-J-A), and modified Apelblat–Jouyban–Acree model (A-J-A) were utilized to correlate the solubility of methyl 2-aminopyridine-4-carboxylate in four binary solvent mixtures, and Apelblat model, van’t Hoff model, and λh model were used to correlate the methyl 2-aminopyridine-4-carboxylate solubility in eight monosolvents. This study presented insights into modulating a methyl 2-aminopyridine-4-carboxylate crystallization process and understanding equilibrium behaviors in different solvents.

CAS / MDL: 6937-03-7
研究领域: 化学工程 · 药物科学
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Gels · 2025 ·Vol. 11 ·期 4 ·224 · IF 5.3

Preparation and Heavy Metal Adsorption Performance of 2-Aminopyridine-Modified Sodium Alginate/Polyacrylic Acid Hydrogel

Tingxiang Wu,Amatjan Sawut,Rena Simayi

This study utilized the Schiff base reaction as a chemical bonding method to successfully graft 2-aminopyridine onto oxidized sodium alginate, resulting in the formation of modified sodium alginate (OSM). Subsequently, the OSM/polyacrylic acid (OSM/PAA) hydrogel was synthesized via a thermally initiated free radical polymerization process and evaluated as an adsorbent for the removal of heavy metal ions from wastewater. Comprehensive characterization of the prepared samples was performed using FT-IR, SEM, and TGA. The influence of temperature, pH, adsorbent dosage, contact time, and heavy metal ion concentration on the adsorption capacity of the OSM/PAA adsorbent in simulated wastewater was thoroughly investigated. Additionally, a detailed analysis of the adsorption thermodynamics, kinetics, and mechanisms was conducted. Experimental results indicated that at 25 °C, pH 5.0, and an adsorbent dosage of 0.4 g/L, the maximum adsorption capacities of the OSM/PAA hydrogel for Cu(II), Zn(II), and Ni(II) were 367.64 mg/g, 398.4 mg/g, and 409.83 mg/g, respectively. These findings suggest that the adsorption of heavy metal ions by OSM/PAA is a spontaneous, heterogeneous chemical process with significant potential for practical applications in wastewater treatment.

研究领域: 环境科学 · 材料科学
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POLYMERS FOR ADVANCED TECHNOLOGIES · 2022 ·Vol. 34 ·期 1 ·166-180 · IF 3.348

A vanillin-derived flame retardant based on 2-aminopyrimidine for enhanced flame retardancy and mechanical properties of epoxy resin

Yulin Sun,Saiyi Zhong,Qinqin Luo,Biao Yu,Jiangli Song,Dexin Tan

In order to give epoxy resin good flame retardance, a novel bio-based flame retardant based on 2-aminopyrimidine (referred to as VAD) was synthesized from renewable vanillin as one of the starting materials. Its structure was confirmed by NMR and mass spectra. The epoxy resins containing VAD were prepared by utilizing 4,4-diaminodiphenylmethane (DDM) as a co-curing agent, and their flame-retardant, mechanical and thermal properties and corresponding mechanisms were studied. VAD accelerated the cross-linking reaction of DDM and E51 (diglycidyl ether of bisphenol A). 12.5 wt% VAD made the epoxy resin achieve UL-94 V-0 rating and its limited oxygen index (LOI) value increase from 22.4% to 32.3%. The cone calorimetric testing results revealed the decline in the values of total heat release (THR) and peak of heat release rate (pk-HRR) and the obvious enhancement of residue yield. A certain amount of VAD enhanced the flame inhibition, charring and barrier effects, resulting in good flame retardance of the epoxy resin. Furthermore, the tensile strength, flexural strength and flexural modulus of the epoxy resin with 12.5 wt% loading of VAD were 6.5%, 14.9%, 15.2% higher than those of EP, indicating the strengthening effect of VAD. This work guarantees VAD to be a promising flame retardant for enhancing the fire retardancy of epoxy resin without compromising its mechanical properties.

研究领域: 材料科学 · 化学工程
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RESEARCH ON CHEMICAL INTERMEDIATES · 2014 ·Vol. 41 ·期 8 ·5809-5819 · IF 1.54

Microwave-assisted Michael addition of 2-amino pyridine to chalcones under catalyst-free conditions

Zhao Bing,Jiang Lili,Liu Zhuo,Deng Qigang,Wang Liyan,Song Bo,Gao Yan

A microwave-assisted, convenient, efficient, and catalyst-free procedure is described for the synthesis of 1,3-diphenyl-3-(pyridin-2-ylamino)propan-1-one derivatives by Michael addition of 2-aminopyridine to the chalcones. Short reaction times, simple reaction, easy of product isolation, high yields, and clean work-up are the advantages of this method.

研究领域: 有机化学 · 药物化学 · 合成方法学 · 绿色化学
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MATERIALS SCIENCE IN SEMICONDUCTOR PROCESSING · 2024 · IF 4.2

Interfacial passivation with 2-aminopyridine for effective perovskite solar cells

Yi Chen,Zhu Ma,Tangjie Yu,Zhuowei Du,Wei You,Junbo Yang,Shanyue Hou,Yanlin Li,Qianyu Liu,Wenwen Li,Qian Zhang,Hao Du,Yixian Li,Fuchun Gou,Qiang Yang,Guoming Li,Yuelong Huang,Kuan Sun,Yaohua Mai,Wei Long

Interface defect is one of the main factors that lead to non-radiative recombination of carriers at the interface and the decomposition of perovskites . This ultimately results in low efficiency and poor stability of perovskite solar cells (PSCs). Here, a passivated molecule called 2-Aminopyridine (2-APy) was proposed to reduce the defects of the interface between the perovskite and the hole transport layer. The results showed that the amino group in 2-aminopyridine can interact with the vacancy and free iodide ions on the surface of perovskite, thus passivating the defects at the interface and enhancing the hole transport capacity. As a result, 2-APy-modified PSCs exhibited inhibited non-radiative recombination, and the efficiency of PSCs increased to 21.46 %. The increase in the efficiency of PSCs is primarily seen in the rise of the open circuit voltage (V OC , from 1.12 to 1.15 V) and short circuit current (J SC , from 22.86 to 23.77 mA/cm 2 ). This work demonstrates that pyridine is an effective group for passivating the defects between the perovskite layer and the hole transport layer.

CAS / MDL: 504-29-0 3978-81-2
研究领域: 材料科学 · 能源科学 · 化学工程
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ACS Applied Polymer Materials · 2023 · IF 5

Design of a Low-Temperature Ring-Opening Benzoxazine System Using a Supramolecular Hydrogen-Bond Structure

Jingkai Liu,Liyue Zhang,Xinbei Zhu,Qing Chen,Kan Zhang,Xiaoqing Liu

Phenolic derivatives capable of reducing the ring-opening temperature of benzoxazine resin have gradually emerged as valuable modules for benzoxazine chemistry, not to mention their good compatibility, coreactivity, and network modifiability. However, the previously reported unsatisfactory promotion effects, unclear reaction mechanisms, and unstable structure have severely limited the development of benzoxazine/phenol systems. Herein, a supramolecular hydrogen-bonded system consisting of resorcinol and 2-aminopyridine benzoxazine (PH-2a) was developed. The PH-2a/resorcinol mixture system with an equivalence ratio of 1:1 exhibited a dramatic reduction in ring-opening peak temperature (Tp) from 283 to 110 °C. Experimental combined with computational investigations supported its supramolecular H-bond behavior. Based on the cross-comparison of PH-2a analogues and other diphenols, the critical roles of H-bonding interactions both in activating reactants and inducing a directional reaction were revealed. These H-bonds with appropriate strengths can self-assembly form and close the distance between potential reaction sites, facilitating the direct production of an adduct. In addition, the application potential of the PH-2a/resorcinol system was also prospected, which can promise network tailoring and low-temperature cross-linking by the design flexibility of PH-2a and resorcinol derivatives, opening up possibilities for the preparation of advanced polybenzoxazine resins at low temperature.

研究领域: 材料科学 · 高分子化学 · 超分子化学
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DYES AND PIGMENTS · 2023 · IF 4.5

The fluorescent detection of biothiols and antimicrobial study based on copper(I) iodide coordination polymer

Lin Si,Quanbin Fu,Zekun Shi,Tingting Zhang,Qin Hou,Zhixiang Xu,Shiyun Ai

Luminescent copper(I) iodide (CuI)-based coordination polymers (CPs) are well-known for their structural diversity and strong photoluminescence and are considered as promising candidates for optical applications. Here, a fluorescent Cu 2 I 2 (2-ap) 2 (1 ) (2-ap = 2-aminopyridine) CP was designed, synthesized, and applied to the effective detection of biothiols and antimicrobial study. Based on the strong thiaphilicity of copper (I), the CP 1 was used as a fluorescent probe to detect biothiols, which play important roles in regulating normal physiological processes due to their vital biological functions. Results revealed that the probe was able to achieve selective and sensitive detection of cysteine (Cys), glutathione (GSH), and homocysteine (Hcy) with low detection limits of 1.013 μM, 1.051 μM, and 1.034 μM, respectively. Moreover, the probe was successfully applied to the detection of thiols in human urine, fetal bovine serum, and bovine serum albumin, which demonstrated the potential application in biological samples. Furthermore, a CP/cellulose nanofibers (CP/CNFs) composite film was fabricated for visual detection of biothiols and antimicrobial study. The developed composite film showed good antimicrobial activity against tested bacteria in vitro conditions, thus opening up the antimicrobial application of C P-doped composite film and providing a new perspective and prospect for potential application in food packaging.

研究领域: 材料科学 · 分析化学 · 生物技术 · 纳米技术 · 生物化学
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