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NEW JOURNAL OF CHEMISTRY · 2019 ·Vol. 44 ·期 1 ·194-199 · IF 3.069

Can the HRP–ACAC binary system initiate acrylamide polymerisation?

Wenda Wang,Xuerong Fan,Qiang Wang,Jin Xu,Lili Wang,Lipeng Liu,Xueming Bao

In this communication, acrylamide (AM) polymerisation to poly(acrylamide) was initiated by horseradish peroxidase (HRP) and acetylacetone (ACAC) without hydrogen peroxide (H2O2). Electron spin resonance (ESR) spectroscopy showed that free radicals of ACAC and AM were present in the reaction. Gel Permeation Chromatography (GPC), FT-IR, 1H-NMR and relative viscosity indicated that the product was PAM. Furthermore, the enzymatic cycling mechanism of the HRP–ACAC–H2O2 ternary system was also explained.

研究领域: 生物化学 · 高分子化学
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POLYMER BULLETIN · 2021 ·Vol. 79 ·期 3 ·1751-1765 · IF 2.87

Conventional and controlled radical polymerization redox-initiated by Cerium(IV) and Acrylamide as an intrinsically reducing inimer: a facile strategy to branched polyacrylamide

Sun Yiwen,Zhai Guangqun

Since cerium(IV) ammonium nitrate (CAN) could oxidize amidyl N–H moieties into nitrogen-centered radicals under proper conditions to initiate radical polymerization, CAN-acrylamide (AAm) redox-initiated radical homo/co-polymerization in a conventional or controlled manner was exploited with AAm as an intrinsically reducing inimer. CAN oxidized AAm to initiate conventional radical homopolymerization at 50–60 °C, and viscosity-average molecular weight (MW) of polyacrylamide (PAAm) steadily increased with conversion because of the oxidation of amidyl N–H moieties of in-chain -AAm- units, but MW was in a range from 10 4 to 10 5 . CAN-AAm redox-initiated radical co-polymerization of N,N -dimethylacrylamide (DMAAm) proceeded readily under optimized conditions and formed PAAm-co-PDMAAm with MW in a range from 10 5 to 10 6 , and increasing simultaneously with conversion. CAN-AAm redox-initiated controlled radical homopolymerization was performed with FeCl 3 complexes as the deactivator, and the polymerization proceeded in a mechanism of reverse atom transfer radical polymerization (ATRP) and MW of PAAm increased in proportion to conversion. The PAAm chains contained a C–Cl terminal, which was confirmed by block co-polymerization with DMAAm via standard ATRP with PAAm as the macro-initiator.

研究领域: 高分子化学 · 材料科学
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JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION · 2015 · IF 1.648

Thermo-responsive hydrogels with N-isopropylacrylamide/acrylamide interpenetrating networks for controlled drug release

Yu Jiang,Yanye Wu,Yinlei Huo

Series of thermo-sensitive hydrogels (PNAs) based on N-isopropylacrylamide/acrylamide interpenetrating polymer networks were synthesized via in situ free-radical polymerization. Poly (ethylene glycol diacrylate) and poly (ε-caprolactone diacrylate) were synthesized as macro-cross-linkers due to their excellent biocompatibilities. The macro-cross-linkers and hydrogels were characterized by 1H NMR and FT-IR, respectively. The interior morphology of the hydrogels was observed by scanning electron microscopy. The swelling ratios at different temperatures and the swelling/deswelling kinetics of the hydrogels were studied. Their volume phase transition temperatures were also measured by differential scanning calorimetry characterization. The results indicated that the PNA hydrogels had uniform macroporous structures, and they not only had considerable swelling ratios, but also exhibited rapid swelling/deswelling kinetics and response sensitivities. In addition, the weight ratio of AAm/NIPAAm also affected the swelling performance and phase transition temperature of hydrogels, and its value less than 5% was the optimal proportion to achieve excellent comprehensive properties. Levofloxacin lactate and Naproxen were selected as drugs and simulated in vitro condition release, and the drug release results showed that the PNA hydrogels behaved fast release performance.

研究领域: 材料科学 · 药学
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SCIENCE & JUSTICE · 2013 · IF 1.151

Systematical method for polyacrylamide and residual acrylamide detection in cosmetic surgery products and example application

Yuanfeng Wang,Ran Du,Tianshui Yu

Introduction In this paper, the authors presented a case of acrylamide poisoning in a middle-aged woman who had underwent unsuccessful cosmetic surgery six years earlier. The victim was told that the product that had been injected into her face was Restylane®, which mainly contained sodium hyaluronate and was the first and only Food and Drug Administration (FDA)-approved dermal filler for lip enhancement in the USA for more than 20   years. Widespread facial infections occurred several years post-injection; finally, the victim had to undergo removal surgery. Acrylamide poisoning was strongly suspected based on the victim's clinical manifestation. The product that had been injected into the victim's face was probably polyacrylamide hydrogel-based product, which had been prohibited by the State Food and Drug Administration (SFDA) in China in 2006. To confirm this suspicion, a systematical method was established to differentiate varieties of cosmetic surgery products and identify residential acrylamide. Methods The removed objects, original products and a certified reference sample of Restylane® were collected for examination. A direct microscopic examination was applied as a rapid screening method. Fourier transform infrared (FTIR) microspectroscopy analysis was subsequently performed to distinguish the main components from each sample. Automated solid phase extraction , ultra high performance liquid chromatography (SPE UHPLC) analysis was ultimately utilised and optimised to detect the residual acrylamide. Chromatographic separation was achieved on an ACQUITY UHPLC HSS T3 column. The mobile phase consisted of 0.01% aqueous formic acid solution and acetonitrile . The tunable UV (TUV) detection wavelength was at 202   nm. Results The microscopic examination indicated that different samples had different morphological characteristics , depending on their main components. The FTIR spectrum showed that different polymers could be distinguished according to the C O stretching vibration (1655   cm −   1 ), N H bending vibration (1540   cm −   1 ) and C O stretching vibration (1078 and 1045   cm −   1 ). The UHPLC results demonstrated that the calibration curve was linear in the range of 0.5–20.0   μg/mL, with a correlation coefficient of 0.999. The average recoveries of the method were 99–107% with an RSD of 1.6–6.3%. The detection limit was 0.1   μg/mL (S/N   =   3). The analytical time was 6   min per sample. Acrylamide was detected in the allegedly Restylane® injection. Conclusions This systematical method provides a rapid, accurate and sensitive determination of polyacrylamide and residual acrylamide. The microscopic and FTIR spectroscopic examinations help to verify the existence of polyacrylamide quickly and easily. The optimised SPE UHPLC-TUV method offers a simpler and more sensitive approach to confirm the amount of acrylamide, comparing to the methods in the literature.

CAS / MDL: 79-39-0
研究领域: 医学毒理学 · 分析化学 · 整形外科
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MACROMOLECULAR CHEMISTRY AND PHYSICS · 2023 · IF 2.5

Preparation of Thermoresponsive Microgels from Acrylamide and Diacetone Acrylamide with Adjustable Responsive Temperature and Size via Precipitation Polymerization

Yuzhu Chen,Xingdi Li,Chao Zheng

Thermoresponsive microgels are a kind of soft and wet material exhibiting various potential applications such as smart windows. As a concept of proof, poly(N-isopropylacrylamide) based thermoresponsive microgel shows excellent promise in thermochoromic smart windows. While relatively expensive monomers lead to an unacceptable cost when they are used as building materials. In this work, efforts are made to exploration of an alternative for poly(N-isopropylacrylamide) reducing the cost of thermoresponsive microgels. For this purpose, industrial chemicals acrylamide (AM) and diacetone acrylamide (DAAM) are employed to synthesize microgels through free radical precipitation polymerization. Although both homopolymers of acrylamide and diacetone acrylamide are not thermoresponsive. Their copolymers exhibit typical lower solution temperature solution (LCST) behaviors, which confirm the feasibility of the envisaged. Further, the influence of synthetic conditions including monomer ratio, concentration of surfactant, and polymerization temperature, on the size and responsive temperature of microgels is investigated. Ultimately, cost-effective thermoresponsive microgels are prepared with adjustable diameters from 1.6 to 4.5 µm and responsive temperature from 19.3 to ≈70.0 °C.

研究领域: 材料科学 · 高分子化学
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INTERNATIONAL JOURNAL OF FOOD PROPERTIES · 2020 · IF 1.808

Preparation of bilayer shape memory intelligent hydrogel actuators and their structural characteristics

Shengzhu Zhou,Qiang Zhou,Meng Wang,Zhihui Zhang,Luquan Ren

The polyacrylamide (AAm)-chitosan (CS)-N,N′-methylene bisacrylamide (Bis) bilayer shape memory hydrogel actuators with high mechanical strength were successfully prepared via efficient in-situ free radical polymerization. The hydrogels exhibited high swelling and shape memory bending/unbending properties. Increasing Bis contents enhanced the crosslinking density and maintained the hydrophilic property of hydrogels, providing the microstructure and swelling anisotropy for construction of bilayer structure. Attributed to the enough polymerization on interface, bilayer hydrogels owned high bonding strength. With the increase of Bis content, the swelling bending degree of bilayer hydrogel actuators increased. Based on the mechanism of formation and disappearance of coordination of CS-metal ion, bilayer hydrogel actuators exhibited efficient shape memory property. The intelligent swelling and shape memory properties enriched the multiply deformation patterns of bilayer shape memory hydrogels, providing the potential applications in soft actuators, soft sensors and medical carriers.

研究领域: 材料科学 · 智能材料 · 生物医学工程
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2018 · IF 2.829

Dispersion copolymerization of acrylamide and sodium 2-acrylamido-2-methylpropanesulfonate in aqueous salt solution stabilized with a macro-RAFT agent

Shaoling Bai,Yaqi Wang,Bin Liu,Yujie Zhu,Ruiwei Guo

Dispersion copolymerization of acrylamide (AM) and sodium 2-acrylamido-2-methylpropanesulfonate (AMPSNa) in aqueous ammonium sulfate (AS) solution was performed without mechanical stirring using a macro-RAFT agent sodium poly(2-acrylamido-2-methylpropanesulfonate) trithiocarbonate (PAMPSNa-TTC) as the stabilizer and 2,2′-azobis(2-methylpropionamide) dihydrochloride as the initiator. The effects of various polymerization parameters were systematically investigated regarding dispersion stability, particle size, molecular weight and apparent viscosity. A new mechanism for particle formation and the particle stability of aqueous dispersion polymerization was proposed.

CAS / MDL: 7440-38-2
研究领域: 高分子化学 · 材料科学
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2020 · IF 3.99

Critical phase separation concentration of acrylamide and 2-acrylamido-2-methylpropanesulfonate copolymers in ammonium sulfate aqueous solution and its influence factors

Yu Zhang,Xiaohua Li,Xinyu Ma,Shaoling Bai,Jianhua Zhang,Ruiwei Guo

Copolymers of acrylamide (AM) and sodium 2-acrylamido-2-methylpropanesulfonate (AMPSNa) with different compositions and molecular weights were prepared by aqueous RAFT polymerization using S , S '-bis(α,α'-dimethyl-α"-acetic acid) trithiocarbonate (BDMAT) as a RAFT agent. The critical phase separation concentrations (C p *) of these copolymers, termed P(AM-AMPSNa)s, in ammonium sulfate ((NH 4 ) 2 SO 4 ) solution were determined by a turbidimetric method. The effects of molecular weight and monomer composition of P(AM-AMPSNa)s, (NH 4 ) 2 SO 4 concentration, and temperature on C p * were studied in detail. Based on these phase separation characters of P(AM-AMPSNa)s, the mechanism of aqueous RAFT dispersion polymerization of AM/AMPSNa in (NH 4 ) 2 SO 4 aqueous solution was discussed.

CAS / MDL: 2997-92-4 7783-20-2
研究领域: 高分子化学 · 材料科学
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Journal of Materials Chemistry B · 2024 · IF 6.1

Enhancing Oncolytic Virus Efficiency with Methionine and N-(3-guanidinopropyl)methacrylamide Modified Acrylamide Cationic Block Polymer

Gong Chen,Yuan Yuan,Ying Li,Zushun Xu,Qianyuan He,Zizhen Qin,Han Hu,Congcong Gao,Qi Xu,Qinglei Gao,Fei Li

Oncolytic virus ablation of tumor cells has the advantages of high tumor selectivity, strong immunogenicity and low side effects. However, the recognition and clearance of oncolytic viruses by the immune system is the main reason that limits their anti-tumor efficiency. As a highly biosafe and highly modifiable oncolytic virus vector, acrylamide can improve the long-term circulation of oncolytic viruses, but it is limited in its uptake efficiency by tumor cells. Herein, we constructed a N- hydroxymethyl acrylamide -b-(N-3- aminopropyl methacrylamide) -b-DMC block copolymers (NMA-b-APMA-b-DMA, NAD) as an oncolytic virus carrier, which not only improves the long-term circulation of oncolytic viruses in the body but also has excellent loading oncolytic virus stability. The data shows that no obvious difference in the transfection effect of the NAD/Ad complex with or without neutralizing antibody in the medium, which meant that the cationic carrier mediated by NAD/Ad had good serum stability. Only 10 micrograms of NAD carrier are needed to load the oncolytic virus, which can increase the transfection efficiency by 50 times. Cell experiments and mouse animal experiments show that NAD vector can significantly enhance the anti-tumor effect of oncolytic viruses. We hope that this work will promote the application of acrylamide as an oncolytic virus vector and provide new ideas for modification methods of acrylamide for biomedical applications.

研究领域: 生物医学 · 肿瘤学 · 病毒学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2017 · IF 3.671

Polyacrylamide and poly(N,N-dimethylacrylamide) grafted cellulose nanocrystals as efficient flocculants for kaolin suspension

Ting Liu,Enyong Ding,Feng Xue

Natural polymer flocculants for wastewater treatment have received close attention in recent years. Here we used two flocculants, polyacrylamide and poly( N , N -dimethylacrylamide) grafted cellulose nanocrystals synthesized by a “macro-RAFT assisted” strategy, for the flocculation of kaolin suspension. The flocculation performance of these two flocculants, including flocculants dosage, settling time and floc size, was carefully studied and compared. Results suggested that poly( N , N -dimethylacrylamide) grafted cellulose nanocrstyals showed better flocculation performance than polyacrylamide grafted ones. Meanwhile, their flocculation behavior was also compared with other cellulose-based flocculants in literature and we suggested polymer modified cellulose nanocrstals as flocculants might have higher flocculation performance, but this needs further verification.

研究领域: 材料科学 · 环境科学
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RSC Advances · 2017 ·Vol. 7 ·期 15 ·9381-9392 · IF 3.108

Random copolymer gels of N-isopropylacrylamide and N-ethylacrylamide: effect of synthesis solvent compositions on their properties

Qiao Wang,Chandra Sekhar Biswas,Massimiliano Galluzzi,Yuhang Wu,Bing Du,Florian. J. Stadler

Random copolymer gels of N-isopropylacrylamide (NIPAM) and N-ethylacrylamide (NEAM) were synthesized using a 1 : 1 monomer molar ratio in different methanol–water (xm = 0, 0.06, 0.13, 0.21, 0.31 0.43, 0.57, 0.76, where xm = mole fraction of methanol) mixtures. The samples were characterized using different techniques like Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), swelling ratio measurements, deswelling kinetics study, atomic force microscopy (AFM), and rheology. We found that, with the variation of the solvent composition (methanol–water mixtures) the properties of the gels varied significantly. These results can be explained on the basis of the interactions of the two different kinds of monomers with different methanol–water mixtures, their different kinds of thermoresponsiveness and hydrophilicity, and their different cononsolvent properties toward methanol–water mixtures.

CAS / MDL: 110-18-9
研究领域: 材料科学 · 高分子化学
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ACS Sustainable Chemistry & Engineering · 2018 · IF 6.14

Microcrystalline Cellulose Surface-Modified with Acrylamide for Reinforcement of Hydrogels

Changzhuang Bai,Xuejiao Huang,Fei Xie,Xiaopeng Xiong

In this work, microcrystalline cellulose particles (MCC, 25 μm) were modified with acrylamide under microwave irradiation. The functional groups or polyacrylamide (PAM) chains modified on the surface of the particles facilitated their even dispersion in water. So, the acrylamide-modified MCC (AM-MCC) particles were then dispersed in aqueous solution of monomer of N,N-dimethylacrylamide (DMAA), which was later polymerized to prepare a poly(N,N-dimethylacrylamide) (PDMAA)-based composite hydrogel. The microstructure of the composite hydrogel was carefully studied with Fourier transform infrared spectroscopy and scanning electron microscopy. The mechanical properties of the composite hydrogel were investigated through compressive and tensile tests. Our results indicate great improvement in the mechanical properties upon addition of the AM-MCC particles for the composite hydrogel. The analyses suggest that the evenly distributed AM-MCC particles can act as a physical cross-linker to connect the neighboring polymer chains to strengthen the composite hydrogel, on the basis of their strong interactions, including hydrogen bonding and chain entanglements. However, over-loading (more than 5.6 wt%) of the AM-MCC would lead to aggregation of the AM-MCC particles to destroy the uniform microstructure of the composite hydrogel, resulting in a reduction of the reinforcement effect. The reinforcement effect of the AM-MCC has also been evidenced by PAM-based composite hydrogels, which were prepared in a similar way. Moreover, the recoverability, cyclic, and swelling behaviors have been measured to indicate potential applications of the composite hydrogels. Therefore, our work provides an inexpensive but active filler of AM-MCC, which can be well-dispersed in water media and is suitable to reinforce hydrogels.

研究领域: 材料科学 · 高分子化学 · 生物医学工程
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