Lecithin‐acrylamido‐2‐methylpropane sulfonate based crosslinked phospholipid nanoparticles as drug carrier

In this study, a novel paclitaxel (PTX) loaded and a crosslinked solid phospholipid nanoparticles (SLN‐PTX) with negative surface charge was prepared by UV polymerization for drug delivery. Capping of positive charge of zwitterionic lecithin with negative charge of sodium 2‐acrylamido‐2‐methyl‐1‐propanesulfonate (AMPS‐Na) through cation exchange interaction produced a lecithin‐AMPS (L‐AMPS) complex. The amphiphilic and negative charged lipid complex was emulsified in the presence of emulsifier, paclitaxel, initiator, and methacrylated poly ε‐caprolacton‐diol (PCL‐MAC) as a spacer. The colloidal system was subjected to UV‐irradiation to obtain crosslinked nanoparticles. Completion of the UV‐polymerization was monitored with differential scanning calorimetry (DSC), which indicated the disappearance of exothermic peaks of vinyl groups. The nanoparticle system, having an average size of 200 nm, exhibited high drug encapsulation (96%) with negatively charged surface (zeta potential had an average of ?70 mV). PTX release profiles of the crosslinked and uncrosslinked SLN‐PTXs were studied and their pharmacological properties were compared. The crosslinked nanoparticles exhibited more controlled release behavior with longer release time compared to the uncrosslinked ones. In vitro cytotoxicity test was conducted on MCF‐7 human breast adenocarcinoma cell line, which indicated that the crosslinked SLN‐PTXs have a potential therapeutic effect for breast cancer treatments. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133, 44105.     

Preparation of magnetite and silver poly(2‐acrylamido‐2‐methyl propane sulfonic acid‐co‐acrylamide) nanocomposites for adsorption and catalytic degradation of methylene blue water pollutant

The aim of the present work was to prepare microgel nanocomposites based on silver and magnetite to apply as adsorbents and heterogeneous catalysts for removal of methylene blue (MB) cationic dye from aqueous solution. For this, 2‐acrylamido‐2‐methylpropane sulfonic acid (AMPS) and acrylamide (AAm) monomers were used to prepare AMPS/AAm microgel based on the emulsion technique. Ag and Fe₃O₄ nanoparticles were embedded into the AMPS/AAm microgel using the in situ technique. Their particle sizes, surface charges, crystalline lattice structure, morphology, magnetic properties and thermal stability were investigated. The AMPS/AAm hydrogel nanocomposites were used as an adsorbent to remove MB dye. The AMPS/AAm microgel nanocomposites were tested as catalysts to reduce MB and degrade its chemical structure with heterogeneous Fenton oxidation using Ag and Fe₃O₄ nanocomposites, respectively. This study presents promising data as the prepared materials used as adsorbents and catalysts show competitive features compared with the data presented in the literature. © 2019 Society of Chemical Industry     

Antibacterial activity and cytotoxicity of hydrogel–nanosilver composites based on copolymers from 2‐acrylamido‐2‐methylpropanesulfonate sodium

In this research, we contributed to the search for potential hydrogel–silver dressings by generating hydrogel–silver nanoparticles (AgNPs) composites prepared by the dipping of the crosslinked hydrogel poly(N‐vinylpyrrolidone‐co‐2‐acrylamido‐2‐methylpropanesulfonate sodium) (1:1) and poly(acrylamide‐co‐2‐acrylamido‐2‐methylpropanesulfonate sodium) (1:1) into an aqueous suspension of citrate‐stabilized AgNPs. The composites obtained were evaluated by an antibacterial activity assay on Staphylococcus aureus and Escherichia coli and subjected to an in vitro cytotoxicity assay for human fibroblasts. The composite formed from the hydrogel poly(N‐vinylpyrrolidone‐co‐2‐acrylamido‐2‐methylpropanesulfonate sodium) with 3 mol % N,N‐methylene bisacrylamide showed the highest antibacterial activity and the least cytotoxicity among the composites tested; this makes it an excellent alternative as a potential dressing for the treatment of deep and exudative wounds. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131, 39644.     

Study of poly(acrylamide‐co‐2‐acrylamido‐2‐methylpropane sulfonic acid) hydrogels made using gamma radiation initiation

Poly(acrylamide‐co‐2‐acrylamido‐2‐methylpropane sulfonic acid) hydrogels were synthesized using gamma‐radiation‐initiated polymerization. The progress of copolymerization and crosslinking was observed by viscosity measurement on reaction mixtures subjected to varying radiation doses. The copolymer gels were characterized by differential scanning calorimetry, X‐ray diffraction, scanning electron microscopy, infrared spectroscopy, and elemental analysis. The swelling behavior and other properties of the gels were found to be very similar to those of poly(acrylamide‐co‐2‐acrylamido‐2‐methylpropane sulfonic acid) hydrogels synthesized using conventional free‐radical initiation in the presence of crosslinkers. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 89: 1322–1330, 2003     

Dispersion polymerization of acrylamide with 2‐acrylamido‐2‐methyl‐1‐propane sulfonate in aqueous solution

The copolymer of acrylamide (AM) and 2‐acrylamido‐2‐methyl‐1‐propane sulfonate (AMPS) was synthesized through the free radical dispersion polymerization in an aqueous solution of ammonium sulfate and in the presence of poly(2‐acrylamido‐2‐methyl‐1‐propane sulfonate) as stabilizer. The average particle size of the copolymer ranged from 1 to 4 μm, and the molecular weight was from 2.0 × 10⁶ to 7.0 × 10⁶ g mol^?1. By analyzing apparent viscosity and particle size, the swelling property of the dispersion copolymer was studied. When the dispersion was diluted with salt water in which the ammonium sulfate concentration kept equal with that of the original dispersion, particle size and particle size distribution of the diluted dispersion changed a little, compared with that of the original dispersion. While diluted with deionized water, particle size and particle size distribution could expand several times. The effects of varying concentrations of the stabilizer, the monomer, the salt and the initiator on particle size, and molecular weight of the copolymer were investigated, respectively. The reaction conditions for preparing stable dispersion were concentrations of 20–28% of the salt, 6–14% of monomers, and 1.8–2.7% of the stabilizer. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 102:2379–2385, 2006     

Electrical/pH responsive properties of poly(2‐acrylamido‐2‐methylpropane sulfonic acid)/hyaluronic acid hydrogels

Poly(2‐acrylamido‐2‐methylpropane sulfonic acid) (PAMPS)/hyaluronic acid (HA) interpenetrating polymer network (IPN) hydrogels have been prepared by using the sequential‐IPN method. The IPN hydrogels exhibited swelling behavior in solutions at various pHs, in NaCl solutions, and under electrical DC stimulation. The IPN hydrogels were highly swollen in water, but lost much of their water capacity when transferred to solutions having a high ionic strength. The IPN hydrogels showed a significant responsive deswelling in an applied electric field. This behavior indicates the potential application of IPN hydrogels as biomaterials. © 2004 Wiley Periodicals, Inc. J Appl Polym Sci 92: 1731–1736, 2004     

Synthesis and characterization of novel core‐shell magnetic nanogels based on 2‐acrylamido‐2‐methylpropane sulfonic acid in aqueous media

Ultrafine well‐dispersed Fe₃O₄ magnetic nanoparticles were directly prepared in aqueous solution using controlled coprecipitation method. The synthesis of Fe₃O₄/poly (2‐acrylamido‐2‐methylpropane sulfonic acid) (PAMPS), Fe₃O₄/poly (acrylamide‐co‐2‐acrylamido‐2‐methylpropane sulfonic acid) poly(AM‐co‐AMPS) and Fe₃O₄/poly (acrylic acid‐co‐2‐acrylamido‐2‐methylpropane sulfonic acid) poly(AA‐co‐AMPS) ‐core/shell nanogels are reported. The nanogels were prepared via crosslinking copolymerization of 2‐acrylamido‐2‐methylpropane sulfonic acid, acrylamide and acrylic acid monomers in the presence of Fe₃O₄ nanoparticles, N,N′‐methylenebisacrylamide (MBA) as a crosslinker, N,N,N′,N′‐tetramethylethylenediamine (TEMED) and potassium peroxydisulfate (KPS) as redox initiator system. The results of FTIR and ¹H‐NMR spectra indicated that the compositions of the prepared nanogels are consistent with the designed structure. X‐ray powder diffraction (XRD) and transmission electron microscope (TEM) measurements were used to determine the size of both magnetite and stabilized polymer coated magnetite nanoparticles. The data showed that the mean particle size of synthesized magnetite (Fe₃O₄) nanoparticles was about 10 nm. The diameter of the stabilized polymer coated Fe₃O₄ nanogels ranged from 50 to 250 nm based on polymer type. TEM micrographs proved that nanogels possess the spherical morphology before and after swelling. These nanogels exhibited pH‐induced phase transition due to protonation of AMPS copolymer chains. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012     

Characterization of stabilized porous magnetite core–shell nanogel composites based on crosslinked acrylamide/sodium acrylate copolymers

Stabilized and dispersed superparamagnetic porous nanogels based on sodium acrylate (AA‐Na) and acrylamide (AM) in a surfactant‐free aqueous system were synthesized via solution polymerization at room temperature. The formation of magnetite nanoparticles was confirmed and their properties characterized using Fourier transform infrared spectroscopy. Extensive characterization of the magnetic polymer particles using transmission electron microscopy (TEM), dynamic light scattering and zeta potential measurements revealed that Fe₃O₄ nanoparticles were incorporated into the shells of poly(AM/AA‐Na). The average particle size was 5–8 nm as determined from TEM. AM/AA‐Na nanoparticles with a diameter of about 11 nm were effectively assembled onto the negatively charged surface of the as‐synthesized Fe₃O₄ nanoparticles via electrostatic interaction. Crosslinked magnetite nanocomposites were prepared by in situ development of surface‐modified magnetite nanoparticles in an AM/AA‐Na hydrogel. Scanning electron microscopy was used to study the surface morphology of the prepared composites. The morphology, phase composition and crystallinity of the prepared nanocomposites were characterized. Atomic force microscopy and argon adsorption–desorption measurements of Fe₃O₄.AM/AA indicated that the architecture of the polymer network can be a hollow porous sphere or a solid phase, depending on the AA‐Na content. © 2013 Society of Chemical Industry     

Synthesis and application of sodium 2‐acrylamido‐2‐methylpropane sulphonate/N‐vinylcaprolactam/divinyl benzene as a high‐performance viscosifier in water‐based drilling fluid

Aiming at good thickening ability and temperature resistance in water‐based drilling fluid, a novel copolymer viscosifier (SDKP) of sodium 2‐acrylamido‐2‐methylpropane sulfonate (NaAMPS) with N‐vinylcaprolactam (NVCL) and cross‐linking divinylbenzene (DVB) was prepared by micellar radical polymerization. The composition and molecular structure of optimal SDKP under the optimum reaction conditions was characterized by FT‐IR, ¹H‐NMR, and elemental analysis, and the molecular weight was determined by GPC. Thermal gravimetric analysis showed that the SDKP was even stable when the temperature was not higher than 330 °C. The performance of SDKP as viscosifier for aqueous, brines, and saturated brine bentonite drilling fluid was evaluated before and after aging tests at 230 °C for 16 h. The evaluation results indicated that the SDKP had excellent thickening ability, thermal resistant, and salt tolerance. HTHP rheology test showed that the SDKP containing drilling fluids displayed a thermo‐thickening effect in temperature range of 150 to 180 °C, which was beneficial to increase the viscosity and strength of fluids at high temperatures. Shear test showed that the SDKP illustrated a similar shear thinning to xanthan gum. ESEM observations demonstrated that the continuous three‐dimensional network was formed in the SDKP aqueous and brines solution, which was probably the main reason for its excellent thickening properties. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133, 44140.     

Thermoreversible hydrogels X: Synthesis and swelling behavior of the (N‐isopropylacrylamide‐co‐sodium 2‐acrylamido‐2‐methylpropyl sulfonate) copolymeric hydrogels

A series of thermosensitive hydrogels were prepared from various molar ratios of N‐isopropylacrylamide (NIPAAm) and sodium‐2‐acrylamido‐2‐methylpropyl sulfonate (NaAMPS). Factors such as temperature and initial total monomer concentration and different pH solutions were investigated. Results indicated that the more the NaAMPS content in hydrogel system, the higher the swelling ratio and the gel transition temperature; the higher the initial monomer concentration, the lower the swelling ratio. The result also indicated that the NIPAAm/NaAMPS copolymeric hydrogels had different swelling ratios in various pH environments. The present gels showed a pH‐reversible property between pH 3 and pH 10 and thermoreversibility. The swelling ratios of copolymeric gels were lower in a strong alkaline environment because the gels were screened by counterions. Finally, the drug release behavior of these gels was also investigated in this article. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 77: 1760–1768, 2000     

Removal of heavy metals from model wastewater by using carboxymehyl cellulose/2‐acrylamido‐2‐methyl propane sulfonic acid hydrogels

A series of functional copolymer hydrogels composed of carboxymethyl cellulose (CMC) and 2‐acrylamido‐2‐methyl propane sulfonic acid (AMPS) were synthesized using γ‐radiations‐induced copolymerization and crosslinking. Preparation conditions were optimized, and the swelling characteristics were investigated. The ability of the prepared hydrogels to recover some toxic metal ions from their aqueous solutions was studied. The prepared hydrogel showed a great capability to recover metal ions such as: Mn⁺², Co⁺², Cu⁺², and Fe⁺³ from their solutions. The data revealed that the chelating ability of the prepared hydrogels is mainly dependent on their internal composition, in addition to the physical properties of the metal ion solution such as pH and metal ion concentration. The data show that the chelating ability of the prepared hydrogels increases by increasing the AMPS content in the hydrogel as well as the increment in the pH of the solution and the metal ion concentration. The prepared CMC/AMPS copolymer hydrogels are chemically stable enough to be reused for at least five times with the same efficiency. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

Acrylonitrile/acrylamidoxime/2‐acrylamido‐2‐ methylpropane sulfonic acid‐based hydrogels: Synthesis,characterization and their application in the removal of heavy metals

Crosslinked acrylonitrile/acrylamidoxime/2‐acrylamido‐2‐methylpropane sulfonic acid (AN/AAx/AMPS)‐based hydrogels were prepared by free radical crosslinking solution polymerization technique. The chemical structures of the hydrogels were characterized by FT‐IR analysis. The morphology of the dry hydrogel sample was examined by scanning electron microscope (SEM). These hydrogels were used for the removal of Cd(II), Cu(II), and Fe(III) ions from their aqueous solutions. The influence of the uptake conditions such as pH, time and initial feed concentration on the metal ion binding capacity of hydrogel was also tested. The selectivity of the hydrogel towards the different metal ions tested was arranged in the order of Cd(II) > Fe(III) > Cu(II). It was observed that the specific interaction between metal ions and ionic comonomer in the hydrogel affected the metal binding capacity of the hydrogel. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

Thermoreversible hydrogels XI: Effect of salt on the swelling properties of the (n‐isopropylacrylamide‐co‐sodium 2‐acrylamido‐2‐methylpropyl sulfonate) copolymeric hydrogels

The swelling behavior for a series of NIPAAm/NaAMPS copolymeric hydrogels with polyelectrolytic and thermosensitive properties was investigated in various saline solutions. The swelling ratios for the present copolymeric hydrogels were affected by the saline solution, which is the result of the neutralization of the cations in the external solution with the negative charges on the polymeric side chains. The adsorption of aniline by the gels increased when the temperature was higher than the gel transition temperature, and this result showed that, when the gels were in hydrophobic state, the hydrophobic organic molecules were more easily adsorbed onto the gels. © 2000 John Wiley & Sons, Inc. J Appl Polym Sci 79: 1675–1684, 2001     

Hydrosoluble copolymers of acrylamide‐(2‐acrylamido‐2‐methylpropanesulfonic acid). Synthesis and characterization by spectroscopy and viscometry

Hydrosoluble copolymers containing sulfonic acid groups incorporated into a macromolecule were synthesized. The group of polymers studied was obtained by free radical solution polymerization, using potassium persulfate as an initiator. The copolymerization of the monomers 2‐acrylamido‐2‐methylpropanesulfonic acid (AMPS) and acrylamide (AA) was carried out at different pH values of the reaction medium of the monomer mix. The copolymers were characterized by proton nuclear magnetic resonance spectroscopy (¹H NMR) and Fourier transform infrared spectroscopy (FTIR). The viscosity behavior of the copolymers in NaCl solution showed a dependency on the pH of the reaction medium, with higher pH leading to lower viscosities. The acidic conditions of this medium affect the initiator decomposition rate, which is a probable cause of the viscosity variation, and the extent of decomposition increases with increasing pH. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 87: 192–198, 2003     

Graft copolymerization of 2‐acrylamido‐2‐methyl‐1‐propanesulphonic acid onto carboxymethylcellulose (sodium salt) using bromate/thiourea redox pair

Unreported graft copolymer of 2‐acrylamido‐2‐methyl‐1‐propanesulphonic acid (AMPS) with sodium carboxymethylcellulose (Na‐CMC) was synthesized and reaction conditions were optimized using a bromate/thiourea redox pair under an inert atmosphere at 40°C. Grafting ratio, add on, and conversion increase as the concentration of thiourea and [H⁺] increases up to 3.6 × 10^?3 and 0.6 × 10^?2 mol dm^?3, respectively, while on increasing the concentration of bromate ion and Na‐CMC, grafting ratio, add on, and conversion decrease. The samples of Na‐CMC and grafted Na‐CMC with AMPS were subjected to thermogravimetric analysis, with the objective of studying the effect of grafting of AMPS on the thermal stability of graft copolymer. The graft copolymer was found to be more thermally stable than pure Na‐CMC. Comparing the IR spectra of pure with grafted Na‐CMC confirm the evidence of grafting. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 100: 26–34, 2006     

Effect of ionic salts on the processing of poly(2‐acrylamido‐2‐methyl‐1‐propane sulfonic acid) nanofibers

We studied the effect of nanofiber uniformity on electrospinning due to the charging of added ionic salts, as compared to the droplet current nonadded ionic salts and the charge‐to‐mass ratio of a highly conducting liquid. Various ionic salt concentrations were investigated. For an ionic salt concentration of 0.01 mol %, an applied electric field of 15 kV, and a spinning distance of 15 cm, the experimental results show that uniform nanofibers that did not contain any beads were synthesized with an optimal ionic salt concentration, when the convective current was two orders of magnitude higher than the nonadded ionic salt droplet current. The obtained fibers were uniform, with diameters of around 70 nm. We were able to produce these uniform nanofibers by controlling the balance between two opposing factors during electrospinning, by increasing the number of charge carriers and decreasing the viscosity of the solution. The effect of the ionic salts on the morphology of the electrospun nanofibers was investigated with field‐emission scanning electron microscopy. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 96: 1388–1393, 2005     

Hydrophobically modified poly(sodium 2‐acrylamido‐2‐methylpropanesulfonate): synthesis and viscosity of aqueous solution

BACKGROUND: Hydrophobically modified polyelectrolytes are widely used polymers due to their good water solubility, stretched configuration in water and strong hydrophobic association. The study reported here aimed at researching the double action of hydrophobic association and electrostatic effect of novel hydrophobically modified polyelectrolytes in solution. RESULTS: A series of novel hydrophobically modified polyelectrolytes were synthesized by micellar copolymerization with various feed ratios of sodium 2‐acrylamido‐2‐methylpropanesulfonate, N‐n‐dodecylamine and sodium dodecylsulfonate. Their structure was characterized using Fourier transform infrared spectroscopy, nuclear magnetic resonance and gel permeation chromatography, and the viscosities of their aqueous and salt solutions were studied. CONCLUSION: The results show that the addition of the hydrophobic comonomer results in a decrease in molecular weight (M_w). The smaller the initial number of hydrophobes in one micelle, the higher is M_w of the resulting copolymer. The viscosity of PAD‐1.73 polyelectrolyte is less sensitive to salt than those of the others. According to the zero shear viscosity and corresponding concentration, the critical cluster‐forming concentration, critical overlap concentration and critical entanglement concentration of these polymer solutions were determined. Moreover, in the dilute regime the viscosity decreases with increasing salinity, while in the semi‐dilute regime the viscosity decreases first and then increases. It is suggested that in dilute and semi‐dilute regimes, hydrophobic intramolecular association and intermolecular association dominate, respectively. Copyright © 2009 Society of Chemical Industry     

Electrical actuation of ionic hydrogels based on polyvinyl alcohol grafted with poly(2‐acrylamido‐2‐methyl‐1‐propanesulfonic acid‐co‐acrylonitrile) chains

Novel electrically conducting composite materials consisting of poly(pyrrole) (PPy) nanoparticles dispersed in a poly(vinyl alcohol)‐g‐poly(2‐acrylamido‐2‐methyl‐1‐propanesulfonic acid‐co‐acrylonitrile) hydrogels were prepared within the polymer matrix by in situ polymerization of pyrrole. The conversion yield of pyrrole into PPy particles was determined gravimetrically while structural confirmation of the synthesized polymer was sought by Fourier Transform Infrared (FTIR) and UV‐visible spectroscopy. The morphology of PPy nanoparticles containing hydrogel matrix was investigated by Scanning Electron Microscopy (SEM) analysis. Electrical conductivity of nanocomposite hydrogels of different compositions was determined by LCR meter while electroactive behavior of nanocomposite hydrogels swollen in electrolyte solutions was investigated by effective bend angle measurements. POLYM. COMPOS., 2012. © 2011 Society of Plastics Engineers     

Synthesis and properties of the copolymer of acrylamide with 2‐acrylamido‐2‐methylpropanesulfonic acid

A cross‐linked copolymer of acrylamide (AM) with 2‐acrylamido‐2‐methylpropanesulfonic acid (AMPS) was prepared by solution polymerization. In this reaction, potassium persulfate (PPS) and N,N′‐methylenebisacrylamide (NMBA) were used as initiator and cross‐linker, respectively. This copolymer, poly(acrylamide‐co‐2‐acrylamido‐2‐methylpropanesulfonic acid) (PAMA), can absorb up to 1749 g/g of dry polymer in distilled water and 87 g/g of dry polymer in 0.9 wt % NaCl aqueous solution at room temperature. The PAMA also has excellent performance in absorbing pure alcohols. Its absorbencies in methanol and glycol are about 310 g/g and 660 g/g, respectively. The effects of various salt solutions on the swelling properties were studied systematically, and the relationship between the absorbency and the concentrations of the different salt solutions can be expressed as Q = kcⁿ. Experimental results indicate that the absorbencies were stable at different water temperatures. The swelling rates of the copolymer in distilled water and a water/ethanol mixture (V_water:V_alcohol = 1:1) were also investigated, and the results showed that PAMA could absorb 992 g of distilled water per gram of dry polymer and 739 g of water/ethanol mixture per gram of dry polymer in five minutes. The PAMA has such good water retention at higher temperatures that the swollen gel can retain 71.6 and 49.5% of the maximum absorbency after being heated for 9 hours at 60 and 80 °C, respectively. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 90: 3481–3487, 2003