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POLYMER SCIENCE SERIES B · 2022 ·Vol. 64 ·期 4 ·429-444 · IF 1.023

Synthesis and Characterization of Ethylene Glycol-Polydimethylsiloxane-Polybutyl Methacrylate Copolymer

Juan Chen,Zhang Xiaomei,Chen Yuying,Lin Xing,Jiang Yan,Zhang Hongwen,Liu Hongbo

Abstract — In this article, the octamethylcyclotetrasiloxane is introduced into ethylene glycol. The reaction is terminated using acrylic acid to obtain a linear polydimethylsiloxane intermediate comprising double bonds at the ends. The targeted copolymer is prepared by copolymerizing polydimethylsiloxane intermediate and butyl methacrylate. Additionally, blended-porous film is prepared by adding the copolymer to the cyclodextrin copolymer. The results reveal that the thermal stability of the copolymer increases with the increase of the polydimethylsiloxane content. The ethanol solution of the copolymer of a certain formulation has temperature sensitivity. The contact angle hysteresis of cyclodextrin copolymer is larger on the inclined surface at five degrees from the horizontal, but the blended-porous films all have low contact angle hysteresis, and the minimum contact angle hysteresis decreased to 2°. The main reason for the observed difference is that the presence of the copolymer makes the surface morphology of the film changed greatly. The blended-porous films have a waterproof and easy-to-slide surface.

研究领域: 材料科学 · 化学工程
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SYNTHETIC COMMUNICATIONS · 2017 · IF 1.134

Microwave-assisted NaHSO4-catalyzed synthesis of ricinoleic glycol ether esters

Haifei Zhang,Fengfan Zhu,Yuan Xu,Xiaoxiang Zhang,Xinbao Zhu

The synthesis of several ricinoleic acid glycol ether esters by high-pressure microwave radiation is described. Ricinoleic acid which is from castor oil reacted fastly with glycol ethers in the presence of NaHSO4 · H2O and dichloromethane (DCM) in special microwave reactor. The influences of reaction factors such as catalyst and solvent type, reaction temperature, and time were investigated and the optimal reaction conditions were obtained. The activity of catalyst had a higher performance up to the 10th cycle and the excellent values of turnover numbers and turnover frequency were obtained. Compared with the traditional esterification in reflux heating systems., the microwave-assisted process has many advantages such as shorter reaction time, less side effects, higher yield, which is a great potential for the development of green chemistry.

研究领域: 有机化学 · 绿色化学
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JOURNAL OF POLYMER SCIENCE · 2024 · IF 3.9

Photopolymerization of polyvinylethylene glycol oligomers by thiol-ene click reaction

Fan Yang,Minghang Wang,Yong Jian Zhang

Functional polyvinylethylene glycols (PVEGs) with pendent vinyl groups were synthesized by Pd/B synergistic catalysts and their structures were characterized by 1 H NMR and FT-IR. The photopolymerization of the obtained PVEGs with multifunctional thiols in the presence of a photoinitiator proceeded smoothly via thiol-ene photo-click reaction to give a series of crosslinked materials by the variation of the molecular weight of PVEGs and a ratio of thiols and enes. The curing behavior was studied by FT-IR and the properties of crosslinked materials were characterized by the test of gel content, swelling ratio, and water absorption. The dynamic mechanical analysis, mechanical properties, thermogravimetry, and surface properties of the crosslinked materials were investigated and the performance of coating for the crosslinked film materials was also characterized. The crosslinked film materials can be further functionalized by post-crosslinking modification through thiol-ene photo-click reaction. Graphical

CAS / MDL: 7473-98-5
研究领域: 材料科学 · 化学工程
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JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A · 2017 ·Vol. 105 ·期 9 ·2451-2460 · IF 3.076

Injectable dual redox responsive diselenide-containing poly(ethylene glycol) hydrogel

Chu Gong,Meng Shan,Bingqiang Li,Guolin Wu

An injectable dual redox responsive diselenide-containing poly(ethylene glycol) (PEG) hydrogel was successfully developed by combining the conceptions of injectable hydrogels and dual redox responsive diselenides. In the first step, four-armed PEG was modified with N -hydroxysuccinimide (NHS)-activated esters and thereafter, crosslinked by selenocystamine crosslinkers to form injectable hydrogels via the rapid reaction between NHS-activated esters and amino groups. The cross-sectional morphology, mechanical properties, and crosslinking modes of hydrogels were well characterized via scanning electron microscope (SEM), rheological measurements, and Fourier transform infrared spectra, respectively. In addition, the oxidation- and reduction-responsive degradation behaviors of hydrogels were observed and analyzed. The model drug, rhodamine B, was encapsulated in the hydrogel. The drug-loaded hydrogel exhibited a dual redox responsive release profile, which was consistent with the degradation experiments. The results of all experiments indicated that the formulated injectable dual redox responsive diselenide-containing PEG hydrogel can have potential applications in various biomedical fields such as drug delivery and stimuli-responsive drug release. © 2017 Wiley Periodicals, Inc. J Biomed Mater Res Part A: 105A: 2451–2460, 2017.

研究领域: 生物医学工程 · 药物递送 · 高分子科学 · 刺激响应材料 · 组织工程
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Science China-Chemistry · 2010 ·Vol. 53 ·期 11 ·2265-2271 · IF 0

Poly(ethylene glycol) conjugated nano-graphene oxide for photodynamic therapy

Dong HaiQing,Zhao ZhiLei,Wen HuiYun,Li YongYong yongyong_li@tongji.edu.cn,Guo FangFang,Shen AiJun,Pilger Frank,Lin Chao,Shi DongLu

A novel methoxy-poly(ethylene glycol) modified nano-graphene oxide (NGO-mPEG) was designed and synthesized as a photosensitizer (PS) carrier for photodynamic therapy of cancer. NGO with a size below 200 nm was prepared using a modified Hummers’ method. NGO was observed by AFM to exhibit a structure with single-layer graphene oxide sheets down to a few nanometers in height. Hydrophilic mPEG conjugation of NGO (NGO-mPEG) was found to enhance solubility in cell culture media. No apparent cytotoxicity of the NGO-mPEG was observed towards MCF-7 carcinoma cell line. Zinc phthalocyanine (ZnPc), a photosensitizer for photodynamic therapy, was loaded in the NGO-PEG through π-π stacking and hydrophobic interactions, with the drug loading efficiency up to 14 wt%. Hydrophobic ZnPc was internalized in MCF-7 cells, exhibiting a pronounced phototoxicity in the cells under Xe light irradiation. The results indicate a great potential of NGO-mPEG for photodynamic therapy of cancer.

研究领域: 生物医学工程 · 肿瘤学 · 材料科学
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Nanomaterials · 2018 ·Vol. 8 ·期 9 ·706 · IF 3.504

Gold Rod-Polyethylene Glycol-Carbon Dot Nanohybrids as Phototheranostic Probes

Yuefang Niu,Guo Ling,Li Wang,Shanyue Guan,Zheng Xie,Eran A. Barnoy,Shuyun Zhou,Dror Fixler

Emphasis using phototheranostics has been placed on the construction of multifunctional nanoplatforms for simultaneous tumor diagnosis and therapy. Herein, we put forth a novel nanosized luminescent material using the incorporation of red emissive carbon dots on gold nanorods through polyethylene glycol as a covalent linkage for dual-modal imaging and photothermal therapy. The novel nanohybrids, not only retain the optical properties of the gold nanorod and carbon dots, but also possess superior imaging performance in both confocal laser scanning microscopy and fluorescence lifetime imaging microscopy. The nanohybrids also exhibit excellent photothermal performance as phototheranostic nanohybrid probes for in vitro assays. This study promises a new multifunctional nanoplatform for cancer diagnostics and therapeutics.Keywords:gold nanorod;carbon dots;nanohybrids;bioimaging;photothermal therapy

CAS / MDL: 25952-53-8 6066-82-6
研究领域: 纳米技术 · 癌症研究 · 诊疗学 · 材料科学
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ACS Sustainable Chemistry & Engineering · 2014 · IF 0

Production of Ethylene Glycol and Its Monoether Derivative from Cellulose

Jinxu Xi,Daqian Ding,Yi Shao,Xiaohui Liu,Guanzhong Lu,Yanqin Wang

The efficient usage of lignocellulosic biomass is of great significance for large-scale low-cost biomass conversion to biofuels and other useful chemicals. Here, an interesting catalytic process was reported related to converting cellulose into ethylene glycol (EG) and ethylene glycol monoether (EGME) in methanol over a Ru/NbOPO4 catalyst, with the cleavage of a C–C bond by NbOPO4 and further hydrogenation by supported Ru particles. The influence of reaction temperature, hydrogen pressure, and reaction time was systematically investigated and showed that a 54.5% total yield of EG and EGME could be obtained at 220 °C in 3 M Pa H2, which was an exciting result. Meanwhile, the effect of solvent was also studied in detail. It was shown that methanol played an important role in the production of EG and EGME, especially in the cleavage of the C–C bond. Methanol could protect the C═O bond in glucose produced from cellulose through acetalization, thus prevent its hydrogenation, and led to the production of EG and EGME. Furthermore, the influence of dopants (W, Sn, Ni, Cu) was further investigated, and it was found that only the Ru–Ni/NbOPO4 catalyst was more effective through limiting the further hydrogenolysis of products (EG and EGME) to CO and alkanes, and as high as 64% total yield of EG+EGME was achieved. Moreover, the Ru–Ni/NbOPO4 catalyst showed good reusability, which can be reused at least four times with a little loss in EG and EGME yield.

研究领域: 化学工程 · 生物质能转化
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FLUID PHASE EQUILIBRIA · 2014 · IF 2.241

Solubility of daidzein in propylene glycol plus water cosolvent mixtures

Ai-Guo Zeng,Xin-Li Pang,Na Wu,Duan Wang,Guan-Jun Nan,Guang-De Yang,Xiao-Li Bian

The solubility of daidzein in propylene glycol   +   water cosolvent mixtures was determined by UV spectrophotometry, and predicted using the Jouyban–Acree model and the mathematical model based on the algebraic rule of mixing. The thermodynamic functions, such as Gibbs energy, enthalpy, and entropy of solution and of mixing and so on, were obtained from these solubility data by using the van’t Hoff and Gibbs equations. The results show that the daidzein solubility increases as propylene glycol proportion increases in the mixtures and the solution temperature increases. The Jouyban–Acree model can be used to predict the solubility of daidzein in propylene glycol   +   water cosolvent mixtures at different temperatures. The driving mechanism for daidzein solubility in water-rich mixtures is the entropy, probably due to water-structure loss around the drug non-polar moieties by effect of propylene glycol, whereas the driving mechanism is the enthalpy above 0.20 mass fraction of propylene glycol, probably due to daidzein solvation increase by the cosolvent molecules. Non linear enthalpy–entropy compensation with negative slope from water up to 0.20 mass fraction of propylene glycol and positive slope beyond this composition up to pure propylene glycol is found.

CAS / MDL: 1344-28-1
研究领域: 药学 · 物理化学
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Journal of Materials Chemistry A · 2016 ·Vol. 4 ·期 10 ·3886-3892 · IF 8.262

Highly stable poly(ethylene glycol)-grafted alkaline anion exchange membranes

Congrong Yang,Suli Wang,Wenjia Ma,Shixiong Zhao,Ziqi Xu,Gongquan Sun

A mechanically and chemically stable poly(ethylene glycol) (PEG)-grafted poly(styrene-ethylene-co-butylene-styrene) (SEBS)-based alkaline anion exchange membrane (AAEM) was designed, prepared and characterized. When subjected to tensile strain, the elongation at breaking of these SEBS-based AAEMs was up to 500%, a value 80 times greater than that of an AAEM using polystyrene as the main chain. Remarkably, the ion exchange capacity (IEC), conductivity, dimensions and mechanical properties of this AAEM could remain almost unchanged in 2.5 M KOH at 60 °C for about 3000 h, indicating the excellent alkaline stability of the PEG-grafted SEBS-based AAEMs. As confirmed by TEM, the grafting of PEG could enlarge the size of the ion-conducting channels, significantly enhancing the conductivity of these AAEMs (80 °C, from 29.2 mS cm−1 to 51.9 mS cm−1). Furthermore, the peak power density of an H2/O2 single fuel cell using this SEBS-based AAEM was up to 146 mW cm−2 at 50 °C. Based on these outstanding properties, this membrane has potential application not only for fuel cells, but also for other electrochemical energy conversion and storage devices, such as redox flow and alkaline ion batteries.

研究领域: 材料科学 · 能源科学
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MINERALS ENGINEERING · 2023 · IF 4.8

Polyethylene glycol regulated carnallite decomposition-crystallization: Experimental and theoretical analysis

Xueshan Yu,Zhenhai Fu,Yanfang Ma,Chengbao Li,Shichun Zhang,Zhihong Zhang

Currently, the “crystallization-flotation” process is widely used for the industrial production of KCl. However, the significant aggregation of KCl and NaCl in the decomposition-crystallization stage of carnallite leads to inefficient separation of the two particles in the flotation stage, which restricts the production of high-grade KCl. In this study, environmentally friendly polyethylene glycol (PEG) was used to regulate the decomposition-crystallization of carnallite for the first time, and the high-grade KCl was successfully prepared by reducing the degree of crystal aggregation. The crystals were characterized by SEM-EDS, FT-IR, XRD and AFM, and it was found that PEG which average Mn 800 (PEG 800) could adsorb on the crystal surface and effectively disperse NaCl and KCl. It was also found that there are two mechanisms by which PEG 800 achieves dispersion. On the one hand, PEG 800 micelles contain polyoxyethylene chains with large steric repulsion, which can prevent the adhesion of particles. On the other hand, PEG 800 can weaken the electric potential on the surface of KCl and NaCl and reduce the electrostatic interaction force between the particles. Finally, the behavior of Na, K, and Cl before and after the addition was simulated by molecular dynamics, and molecular dynamics calculations showed that PEG 800 could weaken the effect of NaCl on KCl.

CAS / MDL: 124-30-1 25322-68-3
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RSC Advances · 2021 ·Vol. 11 ·期 46 ·28651-28658 · IF 3.361

Polyethylene glycol-derived polyelectrolyte–protein nanoclusters for protein drug delivery

Yuanxiang Yu,Yi Shao,Mingzhen Zhou,Wenjing Li

Polyelectrolyte–protein nanocomplexes prepared under mild and simple conditions which could have biological activity arising from protein have emerged as fascinating protein delivery systems. However, common polyelectrolytes have problems of biocompatibility and metabolism in vivo, which may limit their further applications. Herein, a novel polyethylene glycol polyelectrolyte was synthesized and used for carrying protein drugs. Different from previously reported polyelectrolyte–protein nanoclusters, the polyethylene glycol polyelectrolyte–protein nanoclusters avoid organic solvent and protein modification, and the structure and bioactivity of proteins are well preserved. Moreover, the polyethylene glycol polyelectrolyte–protein nanoclusters have good hemocompatibility and biocompatibility. These novel polyethylene glycol polyelectrolyte–protein nanoclusters would provide a potent tool for fabrication of versatile protein drug carriers.

CAS / MDL: 134-03-2
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JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A · 2019 ·Vol. 108 ·期 1 ·30-38 · IF 3.221

Injectable pegylated niclosamide (polyethylene glycol-modified niclosamide) for cancer therapy

Rui Ma,Zhen-Gang Ma,Jin-Lai Gao,Yu Tai,Lan-Jun Li,Hai-Bin Zhu,Li Li,De-Li Dong,Zhi-Jie Sun

Niclosamide is an antihelminthic drug. Recent studies show that niclosamide exerts antitumor activity through inhibiting multiple signals including Wnt/β-catenin, mTORC1, signal transducer and activator of transcription 3, NF-κB, notch signals; however, the insolubility and poor bioavailability limits its potential clinic use, the aim of the present work is to synthesize an injectable pegylated niclosamide (polyethylene glycol-modified niclosamide) and investigate its antitumor activity in vitro and in vivo. The pegylated niclosamide (mPEG5000-Nic) was synthesized and the chemical structure was identified by Fourier transform infrared spectra and 1 H nuclear magnetic resonance spectra. The antitumor activity was evaluated in CT26 and HCT116 colon cancer cells in vitro and nude mouse xenograft model of CT26 cells in vivo. The water solubility of niclosamide in mPEG5000-Nic was significantly increased. Niclosamide could be released from mPEG5000-Nic nanoparticles in PBS solution. mPEG5000-Nic inhibited the cell viability of CT26 and HCT116 cells in vitro. No animal death was observed in mice with intraperitoneal injection of mPEG5000-Nic (equivalent to 1000 mg/kg niclosamide) within 24 hr, indicating that mPEG5000-Nic was less toxic. In nude mouse, xenograft model of CT26 colon carcinoma, intraperitoneal injection of mPEG5000-Nic (equivalent to niclosamide 50 mg/kg) inhibited tumor growth but had no effect on animal body weight and heart, liver, kidney, and lung weight in vivo. Meanwhile, in the same model, intraperitoneal injection of the positive clinic drug 5-fluorouracil not only inhibited the tumor growth, but also reduced the animal body weight. Our study demonstrates that pegylated niclosamide is novel niclosamide delivery system with clinical perspective for cancer therapy.

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