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morpholine
RENEWABLE ENERGY · 2019 · IF 5.439

Determination of N-Methyl morpholine in biomass pretreatment solutions by the ammonia-assisted headspace gas chromatography

Shaokai Zhang,Xun Ke,Tong Zeng,Yonghao Ni,Xiaolin Luo,Hui-Chao Hu,Lihui Chen,Liulian Huang

An ammonia-assisted headspace gas chromatography (HS-GC) method was developed to determine the N-methyl morpholine (NMM) concentration in biomass fractionation processes. The use of ammonia gas increased the detection sensitivity of NMM, and minimized the interfering effect of other substances during the analysis. Results showed that, by adding 1.5 mL ammonium hydroxide (28–30%, w/w) and a 0.125 mmol of sodium hydroxide into a 4.0 g of sample solution containing 43.3% N-methylmorpholine N-oxide (NMMO), the gas-liquid equilibration of NMM was obtained within 30 min at 80 °C. The optimum sample size and the NMMO content in the sample solutions were 6.0 g and 43.3%, respectively. The present method was proved to be of high precision (RSD = 4.33%), sensitivity (LOQ = 71.9 mg/kg), and with recovery accuracy of 96.0–102%. The present method was rapid, accurate, which will be a powerful tool to optimize the reaction conditions in NMMO-based biomass pretreatment process for enhancing the cost effectivity.

研究领域: 分析化学 · 生物质能
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Journal of Environmental Chemical Engineering · 2025 · IF 7.2

Efficient extraction of Au(Ⅲ) used morpholine-based ionic liquids in acidic medium from wasted CPU leachate

Jun Li,Ronghao Liu,Xiaolu Yin,Yanzhao Yang

Two types of ionic liquids, Ethyl 2-(4-methylmorpholin-4-ium-4-yl)acetate bis(trifluoromethanesulfonyl)imide ([EMMi][NTf 2 ]) and Ethyl 6-(4-methylmorpholin-4-ium-4-yl)hexanoate bis(trifluoromethanesulfonyl)imide ([EHMMi][NTf 2 ]), which have exceptional extraction capabilities, were designed and synthesized. A solvent-free extraction system was established. By using only 16   mg of [EMMi][NTf 2 ], controlling the upper critical solution temperature (UCST) temperature to 333   K, and increasing the reaction time to 10   min, the Au(III) extraction efficiency can reach 98.6%. The theoretical calculations provided insight into the potential efficacy of utilizing ionic liquids for the extraction of Au(III), whereas the molecular dynamics simulations revealed the fundamental factors driving this extraction process, primarily attributed to the electrostatic interaction and van der Waals interaction interplay between the cations of the ionic liquid and Au(III). The anion exchange mechanism can be discerned from UV Vis and 13 C-NMR spectra. [EMMi][NTf 2 ] demonstrated an extraction efficiency of 97.31% and effectively extracted Au(III) from the CPU diluent solutions. [EMMi][NTf₂] exhibited remarkable stability (>89% efficiency after 5 cycles) and exceptional profitability (output–input ratio: 2006%), making it a sustainable and economically viable extractant.

CAS / MDL: 90076-65-6
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JOURNAL OF APPLIED POLYMER SCIENCE · 2022 ·Vol. 139 ·期 41 ·e52994 · IF 3.057

Synthesis of new copolyimides containing pyridine and morpholine groups for gas separation through molecular design and simulation

Jing Ni,Hongchao Niu,Shiqing Lai,Chanjuan Liu,Li Zhou,Lichun Wang,Xiaohua Huang

Through one-step copolymerization of 4-(4-[1-morpholinyl]phenyl)-2,6-bis(4-aminophenyl)pyridine (MPAP), 9,9-bis(4-aminophenyl)fluorene (BAFL), and (4,4′-hexafluoroisopropylidene)diphthalic anhydride (6FDA), a series of polyimides containing morpholine group, pyridine ring, fluorene “cardo” pendant and hexafluoroisopropyl group are obtained. The synthesized polyimides have good thermal stability, high transparency, outstanding hydrophobicity and excellent solubility in not only high-boiling solvents but also low boiling-point solvents. Furthermore, polyimide films have large molecular chain spacing, which is consistent with the free volume calculated by molecular simulation. Consequently, polyimide membranes display better gas permeability values of CO 2 (up to 24.47 Barrer) and He (up to 45.04 Barrer), and good ideal gas selectivity values of CO 2 /N 2 (up to 15.33 Barrer) and He/N 2 (up to 23.89 Barrer), which also shows potential application of polyimide matrix materials in gas separation.

研究领域: 材料科学 · 化学工程
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Journal of Physical Chemistry C · 2011 · IF 4.524

Conformations of Morpholine in Liquid and Adsorbed on Gold Nanoparticles Explored by Raman Spectroscopy and Theoretical Calculations

Min Xie,Guichi Zhu,Yongjun Hu,Huaimin Gu

Morpholine is a typical six-membered saturated heterocycle with the molecular formula HN(CH2CH2)2O. In this work, the conformations of Morpholine in liquid and adsorbed on the surface of gold nanoparticles were studied by means of Raman spectroscopy and theoretical calculations. Ab initio calculations indicate that the energy of the chair conformers of Morpholine is ca. 7.5 kcal/mol lower than the skew-boat conformers, which implies that the chair conformers would be favorable in liquid Morpholine. Comparison of the observed Raman spectra of liquid Morpholine, its solution, and the predicted spectra of the chair conformers (equatorial and axial) revealed that both of the chair conformers coexist in its liquid, and the content of the equatorial-chair conformer may reduce in the solution. Considering the concentration-dependent Surface-Enhanced Raman Scattering (SERS) spectral profile, the surface selection rule, and the theoretical calculations, it has been inferred that at higher concentrations Morpholine is vertically chemisorbed on gold nanoparticles through the N atom of the ring, and the dominant conformation adsorbed is the axial-chair conformer. However, at the dilute concentrations, Morpholine is gradually flatly chemisorbed on the gold nanoparticles through the N atom, and the Morpholine may be deprotonated. Furthermore, the predicted spectra agree with the experimental ones very well, which confirms the results above.

CAS / MDL: 110-91-8
研究领域: 物理化学 · 材料科学 · 光谱学
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RESEARCH ON CHEMICAL INTERMEDIATES · 2013 ·Vol. 41 ·期 6 ·3349-3357 · IF 0.88

Synthesis and antibacterial activity of novel ethyl 2-alkoxyimino-2-benzimidazol-2-yl acetates bearing a morpholine group

Zhang Peizhi,Wan Fuxian,Li Ying,Li Chengkun,Jiang Lin

In the search for new benzimidazole derivatives with high antibacterial activity and for which bacterial resistance is low, novel ethyl 2-(alkoxyimino)-2-[1-(4-morpholinocarbonylmethyl)-1 H -benzimidazol-2-yl]acetates have been synthesized by multi-step reactions and characterized by 1 H NMR, IR, and ESI–MS analysis. The compounds were evaluated for in-vitro antibacterial activity against Escherichia coli and Staphylococcus aureus . The results revealed that four of the compounds had excellent bioactivity against S. aureus , with IC 50 values of 12.72–26.58 μg/mL, even better than that of the control agent (levofloxacin hydrochloride).

研究领域: 药物化学 · 微生物学
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Journal of Analytical Methods in Chemistry · 2018 · IF 1.262

Development of a Method for Rapid Determination of Morpholine in Juices and Drugs by Gas Chromatography-Mass Spectrometry

Mengsi Cao,Pingping Zhang,Yanru Feng,Huayin Zhang,Huaijiao Zhu,Kaoqi Lian,Weijun Kang

A reliable derivatization method has been developed to detect and quantify morpholine in apple juices and ibuprofen with gas chromatography-mass spectrometry. Morpholine can react with sodium nitrite under acidic condition to produce stable and volatile N-nitrosomorpholine derivative. In this experiment, various factors affecting the derivatization and extraction process were optimized, including volume and concentration of hydrochloric acid, quantity of sodium nitrite, derivatization temperature, derivatization time, extraction reagents, and extraction time. The derivative was extracted with dichloromethane and determined by gas chromatography-mass spectrometry. The linearity range of morpholine was 10–500 g·L−1 with good correlation, and limits of detection (LOD) and limits of quantification (LOQ) were 7.3 g·L−1 and 24.4 g·L−1, respectively. Low, medium, and high concentrations of morpholine were added in apple juices and ibuprofen samples to evaluate standard recovery rate and relative standard deviation. The spiked recovery rate ranged from 94.3% to 109.0%, and the intraday repeatability and interday reproducibility were 2.0%–4.4% and 3.3%–7.0%, respectively. The developed method has good accuracy and precision. This quantitative method for morpholine is simple, sensitive, rapid, and low cost and can successfully be applied to analyze the residual morpholine in apple juices and drug samples.

CAS / MDL: 110-91-8
研究领域: 分析化学 · 食品科学 · 药物分析
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JOURNAL OF APPLIED POLYMER SCIENCE · 2022 ·Vol. 140 ·期 3 ·e53338 · IF 3.057

Preparation and evaluation of acryloyl morpholine modified emulsion fracturing fluid thickener with high temperature resistance and salt resistance

Shenglong Shi,Jinsheng Sun,Kaihe Lv,Qingzhi Wen,Yingrui Bai,Jintang Wang,Jiafeng Jin,Jingping Liu,Xianbin Huang,Jian Li

To prepare the thickener of fracturing fluid with temperature resistance, salt resistance and quick dissolution, an emulsion thickener (ASC) was synthesized by acrylamide, acrylic acid, 2-acrylamide-2-methylpropanesulfonic acid, and acryloyl morpholine. The dissolution, salt resistance and drag reduction of ASC, and the viscoelasticity, temperature resistance and shear resistance and gel breaking properties of fracturing fluid formed by ASC and zirconium crosslinker were investigated. The results showed that the sticky time of ASC was less than 60 s and the drag reduction rate was 72.5% in 100,000 mg/L brine, showing that ASC had thickening ability in high salinity brine and satisfied the requirements of continuous fluid preparation on the fracturing process. The viscosity of ASC fracturing fluid was 98 mPa s after shearing at 200°C and 170 s −1 for 150 min when the salinity was 100,000 mg/L. When the ammonium persulfate concentration was 400 mg/L, the viscosity of the broken fluid was 4.0 mPa s. The temperature resistance, salt resistance and shear resistance of ASC emulsion fracturing fluid could be significantly improved by the introduction of acryloyl morpholine, ASC fracturing fluid had the characteristics of high elasticity and low viscosity, which could meet the application requirements under ultra-high temperature reservoirs.

研究领域: 石油工程 · 高分子化学
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2021 · IF 8.128

High-efficiency planar heterojunction perovskite solar cell produced by using 4-morpholine ethane sulfonic acid sodium salt doped SnO2

Xiangxin Meng,Jianguo Deng,Qing Sun,Beibei Zong,Zizhao Zhang,Bo Shen,Bonan Kang,S. Ravi P. Silva,Lijun Wang

Perovskite solar cells (PSCs) have become a promising photovoltaic (PV) technology. Meanwhile, developing an electron transport layer (ETL) has been an effective way to promote the power conversion efficiency (PCE) of PSCs. Here, a 4-morpholine ethane sulfonic acid sodium salt (MES Na + ) doped SnO 2 ETL is utilized in planar heterojunction PSCs. The results show that the MES Na + doped ETL can improve the crystallinity , and absorbance of perovskite films, and passivate interface defects between the perovskite film and SnO 2 ETL. The doping effect accounts for the enhancement of conductivity and the decreasing work function of SnO 2 . When 10 mg mL −1 MES Na + was added to the SnO 2 precursor solution, the device showed the best performance Jsc, Voc, and FF of the PSCs values, which were 23.88 mA cm −2 , 1.12 V and 78.69%, respectively, and the PCE was increased from 17.43% to 21.05%. This doping ETL strategy provides an avenue for defect passivation to further increase the efficiency of perovskite solar cells.

研究领域: 材料科学 · 光伏技术 · 能源研究
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ARABIAN JOURNAL FOR SCIENCE AND ENGINEERING · 2026 · IF 3.1

Synthesis of Ferrocene-Based Morpholine Compounds and Their Catalytic Impact on Ammonium Perchlorate Decomposition for Advanced Composite Solid Propellant

Malik Muhammad Owais,Wang Li,Yu Haojie,Haroon Muhammad,Zhang Lei,Ahmad Dileep,Basit Abdul,Awan Khan Manqoosh,Raza Saqlain

Ferrocene-based compounds are widely used as burning rate catalysts (BRCs) in composite solid propellants (CSPs) due to their efficient performances in the thermal decomposition of ammonium perchlorate (AP). However, on prolong storage ferrocene-based BRCs favors migration in the propellant matrix. To address this issue, ferrocenyl (Fc) morpholine compounds (Fc-MORP-1, Fc-MORP-2 and Fc-MORP-3) were synthesized. The structure of Fc-MORPs was characterized by UV–Vis, FT-IR and 1 H-NMR spectroscopy, while the catalytic activities were examined through thermogravimetric (TG) and differential thermogravimetric (DTG) techniques. Results reveal that pure AP decomposed at 415.28 °C and after mixing with 1 wt.% of Fc-MORP-1, Fc-MORP-2 and Fc-MORP-3, the decomposition temperature of AP reduced to 382.50 °C, 380.42 °C and 396.62, respectively, showing that Fc-MORP-2 shows good catalytic performance. Anti-migration studies revealed that Fc-MORP-3 shows the best anti-migration performance in simulated CSP. In addition, the combustion performances were investigated by burning AP-hydroxyl-terminated polybutadiene (HTPB)-based simulated propellant. The results showed that Fc-MORP-2 had effectively reduced the burning time of the simulated AP-HTPB propellant from 24 s (sec) to 10 sec.

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SOLID STATE IONICS · 2013 · IF 2.046

Synthesis and characterization of novel cross-linked quaternized poly(vinyl alcohol) membranes based on morpholine for anion exchange membranes

Li Ye,Liangfang Zhai,Jianhua Fang,Jianhong Liu,Cuihua Li,Rong Guan

A series of novel cross-linked and quaternized poly(vinyl alcohol) (QPVA) anion exchange membranes were prepared for application in alkaline anion exchange membrane fuel cells. These membranes, with excellent electrical and thermal properties , were prepared via a relatively simple procedure, by using nontoxic and mild 4-methyl-4-glycidylmorpholin-4-ium chloride (MGMC), made in the laboratory, as a quaternization reagent to graft aliphatic morpholine ring units that acted as the fixed charged groups, followed by reacting the remaining unreacted hydroxyl groups with different amounts of bisphenol-A epoxy resin (DGEBA) and alkalization. The reaction products were characterized by nuclear magnetic resonance ( 1 HNMR), Fourier transform infrared (FTIR), elemental analysis , scanning electron microscopy (SEM), X-ray diffraction (XRD), thermogravimetric analysis (TGA) and electrochemical methods . The membranes exhibited good thermal stability below 210   °C. The ionic conductivity can be as high as 5.21   ×   10 −   2   S·cm −   1 at 60   °C in water.

CAS / MDL: 106-89-8 109-02-4
研究领域: 材料科学 · 化学工程
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FIBERS AND POLYMERS · 2023 ·Vol. 24 ·期 12 ·4155-4167 · IF 2.5

Synthesis and Characterization of Novel Homopolyimides Containing Pyridine and Morpholine Groups for Gas Separation by Molecular Design and Simulation

Ni Jing,Li Jinling,Wei Bowen,Shi Yufei,Liu Chanjuan,Zhou Li,Huang Xiaohua

A novel 4-(4-(1-morpholinyl)phenyl)-2,6-bis(4-aminophenyl)pyridine (MPAP) diamine monomer was designed and synthesized by introducing non-coplanar morpholine groups and pyridine heterocyclic structures. By one-step homopolymerization of MPAP and different dianhydrides, three new polyimides (PIs) were synthesized. The obtained PIs are easily soluble in common organic solvents, such as NMP, DMAc, and CHCl 3 . Simultaneously, PIs have high thermal performance ( T g  = 277–377 °C) and excellent thermal stability ( T d,5% and T d,10% are 460–487 °C and 525–545 °C). They also have good optical transparency ( λ cutoff  = 380–394 nm, λ 80%  = 469–482 nm) and hydrophobicity ( θ  = 87–92º). The free volume and gas adsorption are simulated by Materials Studio 2019 software, and the simulation results match the gas separation performance obtained from experimental test. They show good gas separation performance as well, especially PI-3 for the CO 2 /N 2 (up to 23.26), O 2 /N 2 (up to 5.02) and He/N 2 (up to 59.78) separations, which is close to the 1991 Robeson upper bound.

CAS / MDL: 108-39-4
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NATURAL PRODUCT RESEARCH · 2022 · IF 2.488

A novel antibacterial tyroscherin derivative with a natural unprecedented morpholine-2, 3-dione structural unit from the fungus Pseudallescheria boydii

Ruolan Chen,Ziyang Li,Chan Qin,Peijun Lu,Jiaru Lin,Wenxu Zheng,Yahong Xiong,Chunyuan Li

A novel tyroscherin derivative named pseudallecin A (1) with a natural unprecedented morpholine-2, 3-dione structural unit, and a new biogenic synthesis related organic acid named pseudallecin B (2) were purified from a symbiotic fungus Pseudallescheria boydii derived from Pomacea canaliculata. Their structures were elucidated via spectroscopic analyses and ECD calculation. Pseudallecin A exhibited strong inhibitory activities against both Gram-positive Escherichia coli and Gram-negative Staphylococcus aureus.

研究领域: 微生物学 · 有机化学 · 药理学
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