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CHINESE JOURNAL OF CHEMISTRY · 2011 ·Vol. 29 ·期 9 ·1906-1910 · IF 0.773

A One-pot Green Synthesis of Alkylidenesuccinimides

Lin Yan,Wenguo Yang,Lixin Li,Yang Shen,Zhiyong Jiang

A mild and facile Wittig reaction between N -substituted maleimides and aldehydes has been developed. Various synthetically valuable alkylidenesuccinimides were obtained from this one-pot reaction in high yields (up to 99%). The product was obtained by simple filtration and no extra purification was necessary. Ethanol, an environment-benign solvent, was found to be a suitable reaction medium.

研究领域: 有机化学 · 药物化学 · 绿色化学 · 合成方法学 · medicinal chemistry
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POLYMER TESTING · 2022 · IF 4.931

Preparation and properties of a fast curing carboxymethyl chitosan hydrogel for skin care

Yang-he Mo,Hui Wang,Shao-hua Jin,Ke-lin Peng,Zi-ming Yang,Pu-wang Li,Yu Chen

Fast curing hydrogels are highly valuable in the skin care industry. Multi-arm polyethylene glycol (PEG) is a commonly used crosslinking agent for the preparation of fast curing hydrogels. However, the hydrogel preparation using multi-arm PEG crosslinking agents usually requires the end group modifications of reactants, which makes the preparation process complicated and produces hydrogels with low curing rates. In the present study, a fast in situ curing hydrogel, 4-arm-PEG-succinimidyl carbonate/carboxymethyl chitosan (PEG-SC/CMCS), was prepared using 4-arm-PEG-SC as the crosslinking agent and carboxymethyl chitosan (CMCS), a derivative of natural polysaccharide with excellent comprehensive properties, as the framework without any end groups modified. The structure and properties of the prepared hydrogel were characterized by FTIR, XRD, SEM, rheology and swelling kinetics. The effects of reaction conditions on the structure and properties of hydrogel were investigated. The PEG-SC/CMCS hydrogel exhibited pH-sensitive swelling behaviors. Its application potential in skin care products is demonstrated with its excellent sustained-release performance of Vitamin C, a model drug for skin treatment, and high adsorption capacity of heavy metal ions that are easily deposited on skin surface. Our work has provided a new strategy for building multifunctional gel materials for skin care and offered a PEG-SC/CMCS hydrogel with great application potentials.

研究领域: 生物材料 · 高分子化学 · 药剂学 · 皮肤科学 · 组织工程 · 药物递送系统 · 环境毒理学
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Journal of CO2 Utilization · 2022 · IF 8.321

Pyrrolidine-2,5-dione-derived ionic liquids promoted efficient transformation of flue gas CO2 into α-alkylidene cyclic carbonates at room temperature

Jiqing Dong,Ran Ping,Xun Dai,Dongchao Wang,Fusheng Liu,Shanshan Du,Mengshuai Liu

The combination of pyrrolidine-2,5-dione-derived ionic liquids with silver acetate (AgOAc) were developed as binary catalysts for conversion of simulated flue gas CO 2 and propargylic alcohols to α-alkylidene cyclic carbonates . By tuning different catalyst components, the [HTMG][Pyrro]/AgOAc system was confirmed to be the most efficient and exhibited an excellent synergistic action in facilitating the carboxylic cyclization under room temperature and solvent-free conditions. The influence of reaction parameters on carboxylic cyclization of CO 2 with 2-methylbut-3-yn-2-ol were optimized. Under the determined conditions, the [HTMG][Pyrro]/AgOAc system was stable enough to show durable high activity in eight recycles, and also versatile in carboxylic cyclization of flue gas CO 2 with other propargylic alcohols. Moreover, a thorough comparison of [HTMG][Pyrro]/AgOAc with the reported catalysts was provided and evaluated, the results suggested that the developed catalytic system has significant advantages in practical application. Finally, the mechanistic details for the conversion of CO 2 into α-alkylidene cyclic carbonates catalyzed by [HTMG][Pyrro]/AgOAc was also elucidated on the basis of reactants activation.

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CHEMOSPHERE · 2022 · IF 8.943

Demulsification of amphiphilic gemini ionic liquids and its demulsification mechanism

Fan Ye,Liwei Shen,Shi Liu,Huanyu Liu,Xinyuan Zhang,Zejun Zhang,Ying Yang,Xuening Feng,Yuqi Tang,Dong Xiang,Yuanzhu Mi,Xuemin Yan

This work aims to prepare two new amphiphilic and interfacial active gemini ionic liquids to treat crude oil and investigates its demulsification mechanism. Tetraethylene glycol was pretreated with thionyl chloride and used as a linker to connect succinimide or phthalimide , and then reacted with dodecyl benzene sulphonic acid to obtain the corresponding amphiphilic and interfacial active gemini ionic liquid STA or PTA, respectively. 1 H nuclear magnetic resonance spectroscopy ( 1 HNMR) and Fourier-transform infrared spectroscopy (FTIR) was used to determine the chemical structures. The demulsification tests showed the demulsification efficiency with 150 mg/L of STA or PTA at 60 °C for 30 min was 99.89% and 99.79%, respectively. Furthermore, the demulsification mechanism of STA and PTA were studied and the prominent demulsification ability of STA and PTA were attributed to the better interfacial activity and amphipathy which could destroy the asphaltenes interfacial film. These results showed that STA and PTA had excellent demulsification efficiency, which promised application in petroleum industry .

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CRYSTAL GROWTH & DESIGN · 2022 · IF 4.01

Study of Cycloxaprid Co-crystals: Characterization, Theory Calculation, Solubility, and Stability

Mengnan Li,Jinling Wang,Xiaoyong Xu,Guobin Ren,Bin Zhu,Minghuang Hong,Zhong Li

Cycloxaprid (CYC) is a potentially commercially available pesticide with high activity, but its further development is limited due to the poor solubility and stability. In this paper, the co-crystallization strategy is applied to improve the physical and chemical properties of CYC for the first time. The cycloxaprid-succinimide (CYC–SM) co-crystal and the cycloxaprid-trifluoromethanesulfonamide (CYC–TS) co-crystal with a stoichiometric ratio of 1:1 between API and co-crystal former were successfully prepared through experimental screening and systemically characterized by powder X-ray diffraction, nuclear magnetic resonance, differential scanning calorimetry, thermogravimetry, Fourier transform infrared spectroscopy, and single-crystal X-ray diffraction techniques. The weak interaction of CYC–SM and CYC–TS co-crystals was quantified and analyzed by quantum chemistry calculations. Compared with CYC–TS, the molecular orbital and lattice energy calculation results of CYC–SM show lower chemical reactivity and better stability, which is consistent with the results of solid-state and solution stability tests. The partially weak interaction remained in the solution, and the weakly basic nature of SM and the relatively slow release of CYC from CYC–SM contributed to the promoted solution stability of CYC–SM. In addition, due to the introduction of SM molecules, the solubility of CYC–SM was significantly improved. The CYC–SM co-crystal could be a candidate solid-state form that provides an opportunity for the further development of CYC.

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Catalysis Science & Technology · 2021 ·Vol. 12 ·期 6 ·1756-1765 · IF 6.119

Acylamido-based anion-functionalized ionic liquids for efficient synthesis of poly(isosorbide carbonate)

Wenjuan Fang,Fei Xu,Yaqin Zhang,Heng Wang,Zhencai Zhang,Zifeng Yang,Weiwei Wang,Hongyan He,Yunjun Luo

Using biomass and renewable feedstocks to prepare high value-added products instead of conventional petrochemicals has received extensive attention recently. In this work, a facile and phosgene-free approach for synthesizing bio-based polycarbonate is developed via melt polycondensation of isosorbide (ISB) and dimethyl carbonate (DMC), which are both derived from renewable biomass resources and CO2. Several kinds of acylamido-based anion-functionalized ionic liquids (ILs) are prepared and used as catalysts to promote the reaction of ISB and DMC. Their catalytic performances in the transesterification stage and the polycondensation stage are evaluated. Results show that acylamido-based ILs with a low anion–cation interaction energy and a high natural population analysis atomic charges of the nitrogen atom exhibited good catalytic performance. Furthermore, by using tetrabutylphosphonium phthalimide as the catalyst, the selectivity of carboxymethylation of DMC and conversion of ISB significantly increased to 99.6% and 99.0%, respectively. Quantum chemical calculations reveal that the dramatic enhancement of endo-OH reactivity originated from the interactions between the acylamido and –OH groups. Based on the NMR data and DFT calculations, a plausible synergistic catalytic mechanism involving cation–anion is proposed. This work not only provides guidance for the design and synthesis of efficient IL catalysts, but also is applicable to exploring the industrial possibilities of developing value-added bioproducts from renewable feedstocks.

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CRYSTAL GROWTH & DESIGN · 2019 · IF 4.153

Thermodynamic and Crystallization of Lamotrigine Cocrystal

Wen jie Kuang,Shao chang Ji,Shen min Xu,Ping Lan,An ping Liao,Ju ying Zhou,Jin yan Zhang

Two novel lamotrigine cocrystals, namely, lamotrigine (LAM) phthalimide (PTL) cocrystal (1) and lamotrigine (LAM) succinimide (SUC) cocrystal monohydrate (1:1:1) (2), were successfully synthesized by liquid-assisted grinding and evaporative crystallization, and their structures were determined by XRD (power and single-crystal X-ray diffraction) and FT-IR. Ternary phase diagrams of LAM–PTL were constructed for the obtained cocrystal in isobutanol and ethyl propionate at two different temperatures, i.e., 298.15and 303.15 K. A narrow stability region was found for the pure LAM–PTL cocrystal in the phase diagram at both temperatures. The solubility of LAM–PTL was measured by suspending cocrystal in solutions of varying PTL concentrations in ethyl propionate and isobutanol. The mathematical model described by the solubility product of cocrystal components Ksp and by solution complexation constants K11 was used to fit the solubility of LAM–PTL cocrystal. It can be concluded that Ksp values increase as the cocrystal solubility increases, while K11 values decrease. Graphical representation of the cocrystal solubility dependence on ligand concentration will serve as a diagnostic tool for the stoichiometry of solution complexes. The results of the stability study demonstrated that 1 and 2 are stable under the conditions of both 85% and 98% RH at 25 °C.

CAS / MDL: 123-56-8
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Biomedical Materials · 2019 ·Vol. 14 ·期 5 ·055009 · IF 3.44

Hydrophilic modification on polyvinyl alcohol membrane by hyaluronic acid

Yan Liu,Huiyuan Hu,Xinlin Yang,Jing Lv,Li Zhou,Zhongkuan Luo

PVA was dissolved in mixed solvent (DMSO and water) and followed by several freeze-thaw cycles in a mold to produce PVA membrane. Surface modification of PVA membranes by HA molecules was investigated to improve the hydrophilicity of the membrane surface thereby reducing adsorption of the proteins onto the membrane. The surface composition, water contact angle, optical and mechanical properties, surface morphology, cell compatibility and protein adhesion were systematically investigated. ATR-FTIR spectra, XPS, SEM and AFM indicated that PVA membranes were successfully modified by grafting of the HA. The modified membranes showed increased hydrophilicity and cytocompatibility, decreased surface roughness and mechanical properties, and suppressed cell and protein adhesion compared to the pristine membrane. In general, the achievement of the HA coating with anti-adhesive property can potentially be widely used on surface modification of artificial cornea and other biomedical implants.

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JOURNAL OF CHEMICAL THERMODYNAMICS · 2025 · IF 2.2

Thermodynamic analysis of nitric oxide absorption in deep eutectic solvents comprising 1,1,3,3-tetramethylguanidine

Wentao Zheng,Jialing Chen,Yujiao Jia,Nengqi Sun,Xiankun Wu

Four deep eutectic solvents (DESs) based on 1,1,3,3-tetramethylguanidine (TMG) and N-heterocycles (succinimide, 2-pyrrolidinone, 2-oxazolidone, N -methylurea) were prepared and assessed for NO capture. At 313.2 K and 1 bar, the viscosities of TMG/succinimide (TMG-Succ) and TMG/2-pyrrolidinone (TMG-Pyrr) were measured as 49.23 mPa·s and 2.85 mPa·s, respectively, while their corresponding nitric oxide (NO) uptake capacities reached 1.62 Mol·kg −1 and 1.10 Mol·kg −1 under identical conditions. Spectroscopic analysis confirmed chemisorption in TMG-Succ versus physical dissolution in TMG-Pyrr. Thermodynamic fits yielded the absorption enthalpy ΔH = −16.94 kJ·Mol −1 for TMG-Succ and − 70.1 kJ·Mol −1 for TMG-Pyrr DES. In addition, the absorption capacities of both DESs remained almost unchanged during the 10 cycles of absorption-desorption experiments, highlighting their low-viscosity, high-capacity, and energy-efficient reversible NO capture performance

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Journal of Environmental Chemical Engineering · 2025 · IF 7.2

Superbase-alcohol vitreous mixture solvents containing additives for efficient and reversible CO2 capture

Qi Tan,Zhiwei Liu,Yao Zhang,Yongle Xia,Xiaoyi Zhang,Bingliang Gao

Efficient recovery of CO 2 from industrial flue gas and its subsequent resource utilization have gained significant attention in recent years due to growing environmental and energy concerns. In this paper, a series of ternary vitreous mixture solvents (VMSs) composed of a superbase-alcohol system and functional additives, such as succinimide (Suc), n-hydroxysuccinimide (HOSu), and 2-imidazolidinone (IM), were synthesized for CO 2 capture. The effects of various additives on both the CO 2 capture capacity and the physicochemical properties of the system were systematically investigated. Among the systems tested, 1,5-diazabicyclo[4.3.0]non-5-ene (DBN)−Methanol (MeOH)−Suc (1:1:0.1) exhibited the highest absorption performance, achieving an absorption capacity of 0.274 g CO 2 /g VMS at 25℃ and 1 bar. Notably, the DBN−MeOH−Suc VMS maintained a CO 2 removal efficiency exceeding 90 % even under a low CO 2 partial pressure corresponding to a volume concentration of 1.7 %. Furthermore, nearly complete CO 2 desorption was achieved within 15 min at 60℃ under a nitrogen atmosphere. A CO 2 absorption mechanism was proposed based on NMR and FTIR spectroscopic investigations, as well as quantum chemical calculations. The results suggest that both deprotonated alcohols and additives synergistically participate in CO 2 capture. The VMSs developed in this work offer multiple advantages, including simple synthesis, high CO 2 absorption and desorption kinetics, low post-absorption viscosity, low desorption temperature, and excellent recyclability. These features collectively provide an innovative pathway for the advancement of next generation CO 2 absorbents.

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