Bovine serum albumin gel/polyelectrolyte complex of hyaluronic acid and chitosan based microcarriers for Sorafenib targeted delivery

The development of systems for targeted delivery of Sorafenib in unresectable hepatocellular carcinoma to reduce the systemic toxicity is a challenge. In our article, we successfully prepared core-shell microcapsules based on bovine serum albumin gel with polyelectrolyte complex multilayer shell of polysaccharides with opposite charges, hyaluronic acid, and chitosan, encapsulating Sorafenib, as targeting delivery system for improved hepatocellular carcinoma therapy. A bovine serum albumin gel core was formed by a method based on a sacrificial CaCO₃ template, followed by the multilayer shell build-up of Ca²⁺ cross-linked hyaluronic acid hydrogel, and subsequently alternating multilayers of the polyelectrolyte complex formed between hyaluronic acid and chitosan. The following techniques: Fourier-transform infrared and UV–Vis spectroscopy, X-ray diffraction, differential scanning calorimetry, confocal laser scanning microscopy, atomic force microscopy, and scanning electron microscopy were used for the physicochemical characterization. These tests revealed the spherical shape of core-shell type, the micro-size, as well as the composition of microcapsules after their synthesis and proved the successful encapsulation and release of the drug. The promising results regarding encapsulation efficiency, Sorafenib release profile and cytotoxicity on HepG2 and mesenchymal stem cells, recommend Sorafenib loaded microcapsules as suitable targeted drug carriers for further in vivo studies for hepatocellular carcinoma therapy.     

Structure and control release of chitosan/carboxymethyl cellulose microcapsules

Microcapsules of chitosan/sodium carboxymethyl cellulose (NaCMC) were successfully prepared using a novel method of emulation phase separation. Their structure and morphology were characterized by infrared spectroscopy (IR), scanning electron microscopy (SEM), and X-ray diffraction. Bovine serum albumin (BSA) was encapsulated in the microcapsules to test their release behavior. The swelling behavior, encapsulation efficiency, and release behavior of the microcapsules with different chitosan contents and pH conditions were investigated. The results indicated that the microcapsules have a high encapsulation efficiency (75%) and a suitable size (20–50 μm). The BSA in the microcapsules was speedily released at pH 7.2, namely, in intestinal fluid. The BSA release was reduced with increase of the chitosan content from 17 to 38% in the microcapsules. Acid-treated microcapsules have a compact structure, owing to a strong electrostatic interaction caused by —NH₂ groups of chitosan and —COOH groups of CMC, and the encapsulated BSA was hardly released at pH 1.0, namely, in gastric juice. © 2001 John Wiley & Sons, Inc. J Appl Polym Sci 82: 584–592, 2001     

Preparation and characterization of paraffin microcapsules for energy-saving applications

A series of microencapsulated phase-change materials (PCMs) with styrene–divinyl benzene shells composed of an n-octadecane (OD or C₁₈)–n-hexadecane (HD or C₁₆) mixture as the core were synthesized by an emulsion polymerization method. The effects of the core/shell ratio (C/S) and surfactant concentration (C_surf) on the thermal properties and encapsulation ratios of the PCMs were investigated. The chemical structures and morphological properties of the microcapsules were characterized by Fourier transform infrared (FTIR) spectroscopy and scanning electron microscopy analysis, respectively. The characteristic peaks of the paraffin mixtures and shell material located in the FTIR spectrum of the microencapsulated PCMs proved that the encapsulation of the PCM mixture was performed successfully. The thermal properties of the paraffin microcapsules were determined by differential scanning calorimetry (DSC) and thermogravimetric analysis. DSC analysis demonstrated that the microcapsules containing the maximum amount of paraffin mixture (C/S = 2:1) and the minimum C_surf (45 mmol/L) had the highest latent heat value of 88 kJ/kg and a latent heat of temperature of 21.06°C. Moreover, the maximum encapsulation ratio of the paraffin mixture was found to be 56.77%. With respect to the analysis results, the encapsulated binary mixture, which consisted of OD–HD with a poly(styrene-co-divinyl benzene) shell, is a promising material for thermal energy storage applications operating at low temperatures, such as in the thermal control of indoor temperatures and air-conditioning applications in buildings for desirable thermal comfort and energy conservation. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019 , 136, 47874.     

Application of the biodegradable diblock copolymer poly(L‐lactide)‐block‐poly(L‐cysteine): Drug delivery and protein conjugation

A novel approach to self‐assembled and shell‐crosslinked (SCL) micelles from the diblock copolymer poly(L ‐lactide)‐block‐poly(L ‐cysteine) to be used as drug and protein delivery carriers is described. Rifampicin was used as a model drug. The drug‐loaded SCL micelles were obtained by self‐assembly of the copolymer in the presence of the drug in aqueous media. Their morphology and size were studied with dynamic light scattering and field emission scanning electron microscopy. The rifampicin loading capacity and encapsulation efficiency were studied with ultraviolet–visible spectrophotometry. The drug‐release rate in vitro depended on the oxidizing and reducing environment. Moreover, a straightforward approach to the conjugation of the copolymer with bovine serum albumin (BSA) was developed, and a gel electrophoresis test demonstrated that this conjugated BSA could be reversibly released from the copolymer substrate under reducing conditions. In conclusion, this L ‐cysteine copolymer can be used in drug delivery and in protein fixation and recovery. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010     

Encapsulation of potassium persulfate with ABS via coacervation for delaying the viscosity loss of fracturing fluid

Encapsulation of persulfates is an important and effective method for sustained release to delay the gel breaking of a fracturing fluid in a high-temperature reservoir. For a gel breaker with sustained release performance, the coacervation of Acrylonitrile-Butadiene-Styrene (ABS) induced by polydimethylsiloxane (PDMS) was conducted to encapsulate potassium persulfate (KPS). Moreover, the composition, KPS loading, morphology, structure, release property, and gel-breaking performance of the obtained microcapsules were investigated thoroughly. The results show that KPS was successfully encapsulated by the ABS, and the KPS/ABS microcapsules consisted of micron-sized particles with a porous surface, core/shell structure, and significant sustained release property that were affected by the core/shell mass ratio during the preparation. Moreover, the apparent viscosity of gel fracturing fluid at 70 °C obtained using the KPS/ABS microcapsules as the gel breaker could be maintained above 50 mPa·s for 100 min. Therefore, the encapsulation of KPS by the coacervation of ABS is a feasible method to achieve sustained release property, and it could effectively reduce the rate of viscosity loss of fracturing fluid at a high temperature. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019 , 136, 47734.     

Photopolymerized hydrogel composites from poly(ethylene glycol) and hydroxyapatite for controlled protein delivery in vitro

The incorporation of hard particles into soft hydrogels can improve the mechanical properties and provide necessary bioactivity to the hydrogels for desired biomedical applications. Hydrogel composites containing hydroxyapatite (HA) are promising materials for orthopedic applications. In this study, injectable poly(ethylene glycol) (PEG) hydrogel precursor solutions containing HA particles and model protein bovine serum albumin (BSA) were synthesized in situ by photopolymerization. In vitro BSA release properties from the hydrogel composites containing various amounts of HA were investigated and discussed. Fourier transform infrared spectroscopy and scanning electron microscopy were employed to investigate the interaction between HA and the hydrogel network and the morphology of the hydrogel composites. It is found that PEG hydrogel composites containing HA sustained the release of BSA for at least 5 days and the presence of HA slowed down BSA release. Photopolymerized hydrogel composites containing HA may find potential use as a drug delivery matrix for orthopedic tissue engineering. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013     

Microencapsulated ammonium polyphosphate with boron‐modified phenolic resin

Ammonium polyphosphate (APP) was encapsulated with boron‐modified phenolic resin (BPF) by in situ polymerization with the goal of improving its hydrophobicity, thermal stability, and compatibility in polymers. The chemical and physical features of APP microcapsules were characterized by Fourier transform infrared, X‐ray photoelectron spectroscopy, scanning electron microscopy, inductively coupled plasma, and laser particle sizing. The hydrophobicity was assessed by the water contact angle. The residues from thermogravimetric analyzer and muffle burner were investigated. The results showed that the APP microcapsules with BPF shell had been achieved successfully. The shell encapsulation rate mainly depended on the amount of crosslinking agent when the ratio of APP/BPF was constant. The mean particle size increased and the particle size distribution became more narrow. The hydrophobicity of APP was improved and the improvement degree mainly depended on the amount and adding rate of crosslinking agent and the conditions of heat curing. A good thermal stability and high residue char rate at high temperature were noticed for APP microcapsules. It suggests that these microcapsules might be used as an intrinsic flame retardant. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133, 43720.     

Synthesis and characterization of paraffin/TiO2‐P(MMA‐co‐BA) phase change material microcapsules for thermal energy storage

Microcapsules based on a phase changing paraffin core and modified titanium dioxide–poly(methyl methacrylate‐co‐butyl acrylate) [P(MMA‐co‐BA)] hybrid shell were prepared via a Pickering emulsion method in this study. The microcapsules exhibit an irregularly spherical morphology with the size range of 3–24 µm. The addition of BA can enhance the toughness of the brittle polymer poly(methyl methacrylate) and improve the thermal reliability of the phase change microcapsules. The ratio of BA/MMA is in the range of 0.09–0.14, and the ratio of the monomer/paraffin is varied from 0.45 to 0.60. These microcapsules exhibit a well‐defined morphology and good thermal stability. The actual core content of the microcapsules reaches 36.09%, with an encapsulation efficiency of 73.07%. Furthermore, the prepared microcapsules present the high thermal reliability for latent‐heat storage and release after 2000 thermal cycles. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135, 46447.     

Influence of Poly(L-lactic acid) Molecular Weight on the Encapsulation Efficiency of Urea in Microcapsule Using a Simple Solvent Evaporation Technique

Poly(L-lactic acid) microencapsulated urea was prepared in water-in-oil-in-water (W₁/O/W₂) system by the solvent evaporation technique. The influence of poly(L-lactic acid) molecular weight on the percent loading, encapsulation efficiency, and the microcapsule morphology was studied using poly(L-lactic acid) having different number average molecular weights (M_n). Using the higher M_n, the smoother shell with complete encapsulation microcapsules was formed. Moreover, the percent loading and encapsulation efficiency of urea also increased with the poly(L-lactic acid) molecular weight. At 80,000 g/mol of poly(L-lactic acid), the obtained microcapsule gave the highest both percent loading (32%) and encapsulation efficiency (56%). The urea control release study of the prepared microcapsules was implemented by in vitro testing. The encapsulated urea was gradually released from the microcapsules, approximately 53, 29, and 22% of poly(L-lactic acid) at 3,000, 30,000, and 80,000 g/mol, respectively, for a month. These results presented the possibility of the prepared poly(L-lactic acid) microcapsules-encapsulated urea for urea control release that could be utilized in agricultural applications.     

Preparation of polyacrylate/paraffin microcapsules and its application in prolonged release of fragrance

The purpose of the present work was to develop a fragrance encapsulation system using polyacrylate/paraffin microcapsules. The Polyacrylate/paraffin microcapsules were fabricated by the method of suspension polymerization in Pickering emulsion. Morphology, size distribution, and thermal resistance of polyacrylate/paraffin microcapsules were investigated by scanning electron microscopy, light scattering particle size analyzer, and thermogravimetric analyzer. Results indicated that the crosslinked PMMA/paraffin microcapsules and P(MMA‐co‐BMA)/paraffin microcapsules prepared under optimal conditions presented regular spherical shape and similar size distribution. The crosslinked P(MMA‐co‐BMA)/paraffin microcapsules exhibited better thermal stability, with a thermal resistance temperature up to 184 °C. Fragrance microcapsules were prepared by encapsulating fragrance into crosslinked P(MMA‐co‐BMA)/paraffin microcapsules. The prolonged release performance of fragrance microcapsules was measured by ultraviolet‐visible near‐infrared spectrophotometer. 63.9% fragrance was retained after exposing fragrance microcapsules in air for 3 months, and the fragrance continued to release over 96 h in surfactant solution (sodium lauryl sulfonate, 20 wt %). © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133, 44136.     

溶剂挥发法制备聚砜包覆桐油自修复微胶囊

以聚砜为壁材,桐油为芯材,采用溶剂挥发法制备了聚砜（PSF）包覆桐油自修复微胶囊。考查了不同种类的分散剂、搅拌速度、芯壁比（芯材与壁材的质量比）等工艺参数对微胶囊性能的影响,通过扫描电子显微镜、光学显微镜和热重分析仪等对微胶囊的表观形貌、粒径、壁厚、包覆率和热稳定性能等进行表征。采用所合成的微胶囊制备了环氧树脂基防腐蚀涂层,并对其防腐蚀性能进行了评价。结果表明,30 ℃时,以明胶/聚乙烯醇复配体系作为分散剂,芯材与壁材质量比为1.3:1,搅拌速度为700 r/min时制备出的微胶囊表面光滑致密,粒径在130 μm左右,热稳定温度为350 ℃;盐雾实验结果表明,所制备的微胶囊自修复涂层具有良好的防腐蚀性能。     

Encapsulation of ionic liquid BMIm[PF6] within polyurea microspheres

The encapsulation of 1-butyl-3-methylimidazolium hexafluorophosphate (BMIm[PF₆]) in polyurea microspheres is demonstrated. This method is based on the encapsulation of ionic liquid within a polyurea shell by emulsification and interfacial polymerization of amine and isocyanate monomers. Emulsification of BMIm[PF₆] was performed in water or oil, enabling formation of two different BMIm[PF₆] polyurea microcapsules with different chemical features. While the BMIm[PF₆]-in-water emulsion enables the formation of BMIm[PF₆] polyurea microcapsules with regular aliphatic diamines, the BMIm[PF₆]-in-oil emulsion requires the utilization of a specific diamine functionalized with ionic liquid groups. The microcapsules were characterized by scanning electron microscopy, thermal gravimetric analysis, infrared and solid NMR.     

Preparation of monosultap-polyurethane microcapsules in an inverse emulsion through interfacial polymerization

In this study, we prepared monosultap microcapsules in an inverse emulsion through interfacial polymerization for the first time. The microcapsules are spherical pellets with intact and smooth shell and have a narrow particle size distribution with an average size of about 2.35 μm. More importantly, our microcapsules have excellent thermal stability with a starting decomposition temperature of 233.1 °C, high encapsulation efficiency of 81.9% as well as long-term slow release of monosultap under different conditions. In addition, the shell of the microcapsules can degrade completely in the natural condition, avoiding the pollution to the environment. It can be believed that our microcapsules will show good service performance if employed in agricultural industry. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2020 , 137, 48594.     

Mechanical properties and drug release of microcapsules containing quaternized‐chitosan‐modified reduced graphene oxide in the capsular wall

Reduced graphene oxide (rGO) sheets were first modified with 2‐hydroxypropyltrimethyl ammonium chloride chitosan (HACC), and these modified rGO sheets (named HACC–rGO) were used as reinforcement materials and introduced to the walls of chitosan (CS) microcapsules. All of the monodisperse microcapsules were conveniently generated by a gas–liquid microfluidic technique. The results of scanning electron microscopy, X‐ray diffraction, and thermogravimetric analysis all demonstrate that the HACC–rGO sheets existed and were dispersed in the capsular shell. The HACC–rGO‐reinforced CS microcapsules showed better mechanical strength and better chemical stability with an α‐cyclodextrin solution than the CS microcapsules without HACC–rGO. Importantly, the HACC–rGO‐reinforced CS microcapsules exhibited a slower drug‐release behavior and provide a method for the control of the release rate of drug‐loaded microcapsules. In an in vitro cytotoxicity evaluation by a 3‐(4,5‐dimethyl‐2‐thiazolyl)‐2,5‐diphenyl‐2‐H‐tetrazolium bromide assay, the Schwann cells still showed good cell viability after they were treated by extracts of the CS/HACC–rGO microcapsules with concentrations ranging from 0.02 to 2000 μg/mL. Therefore, the HACC–rGO‐reinforced CS microcapsules are promising for applications in the fields of drug delivery and controlled release. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017 , 134, 44549.     

Design of intelligent chitosan/heparin hollow microcapsules for drug delivery

In this study, a novel strategy has been developed for the assembly of polyelectrolyte multilayer (PEM) on CaCO₃ templates in acidic pH solutions, where consecutive polyelectrolyte layers (heparin/poly(allylamine hydrochloride) or heparin/chitosan) were deposited on PEM hollow microcapsules established previously on CaCO₃ templates. The PEM build‐up, hollow capsule characterization and successful encapsulation of fluorescein 5(6)‐isothiocyanate (FITC)‐Dextran by coprecipitation with CaCO₃ are demonstrated. Improvement by the removal of CaCO₃ core was achieved while the depositions. In the course of the release profile, high retardation for encapsulated FITC‐Dextran was observed. The combined shell capsules system is a significant trait that has potential use in tailoring functional layer‐by‐layer capsules as intelligent drug delivery vehicles where the preliminary in vitro tests showed the responsiveness on the enzymes. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017 , 134, 44425.     

High performance biocompatible cellulose‐based microcapsules encapsulating gallic acid prepared by inverse microsuspension polymerization

In this study, the preparation of biocompatible cellulose‐based microcapsules encapsulating gallic acid (GA), an important antioxidant of Bambara groundnut extracts, by water‐in‐oil inverse microsuspension polymerization was studied. GA and carboxymethyl cellulose (CMC) were selected as core and shell materials, respectively. For high encapsulation efficiency, CMC was firstly modified (modified‐CMC (m‐CMC)) with 3‐(trimethoxysilyl)propyl methacrylate (MPS) as a silane coupling agent. It was subsequently polymerized with methacrylic acid (MAA) monomer through a radical route, forming a PMAA grafted m‐CMC (m‐CMC‐g‐PMAA) biocompatible polymer shell. Using CMC:MPS in a ratio of 75:25 (w/w %), highly water‐soluble m‐CMC containing a C=C bond for further radical polymerization was obtained. After inverse microsuspension polymerization at various ratios of m‐CMC:MAA, highly stable spherical m‐CMC‐g‐PMAA microcapsules encapsulating GA were formed in all ratios. It was observed that the encapsulation efficiency increased with increase in MAA content. m‐CMC:MAA in a ratio of 33:67 (w/w%) presented the highest encapsulation efficiency which may due to the increase of hydrophilicity of the aqueous phase. It also presented rapid release and non‐cytotoxic characteristics, suited for use in cosmetic products. © 2018 Society of Chemical Industry     

UV–Vis irradiation fatigue resistance improvement of azo photochromic compound using polyurethane‐chitosan double shell encapsulation

Double shell photochromic microcapsules were prepared by in situ polymerization with polyurethane and chitosan as inner and outer shell respectively. FT‐IR indicated that chitosan‐glutaraldehyde copolymer formed by imine and combined with polyurethane photochromic nanocapsules. The polyurethane‐chitosan microcapsules exhibited a near‐spherical shape, and the average particle size of nanocapsules was around 1.2 μm. The half‐life of azo compound increased from 135 to 340 min after encapsulated in polyurethane‐chitosan microcapsules. The polyurethane‐chitosan shell delayed the coloration process for 14 s compared with azo compound in ethanol, however, the absorbance of azo compound increased by 17.15% in polyurethane‐chitosan microcapsules. It decreased from 0.3486 to 0.1738 in ethanol during 20 s, however, it decreased from 0.4084 to 0.2625 in polyurethane‐chitosan microcapsules in 55 s when it reached steady state during decoloration process. Polyurethane‐chitosan double shell encapsulation is an effective route for improving the fatigue resistance, increasing the absorbance of azo compound. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131, 40895.     

Fabrication and properties of core‐shell structure P(LLA‐CL) nanofibers by coaxial electrospinning

In this article, core‐shell structure nanofibers were fabricated by coaxial electrospinning with biodegradable copolymer Poly(L ‐Lactic‐ε‐Caprolactone) [P(LLA‐CL) 50 : 50] as shell and bovine serum albumin (BSA) as core. Morphology and microstructure of the nanofibers were characterized by scanning electron microscopy and transmission electron microscopy. The mechanical properties were investigated by stress‐strain tests. In vitro degradation rates of the nanofibrous membranes were determined by measuring their weight loss when immersed in phosphate‐buffered saline (pH 7.4) for a maximum of 14 days. Release behavior of BSA was measured by an ultraviolet‐visible spectroscopy, and the results demonstrated that BSA could release from P(LLA‐CL) nanofibers in a steady manner. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Preparation of carbon dioxide/propylene oxide/ε-caprolactone copolymers and their drug release behaviors

Summary Poly (propylene-ram-ε-caprolactone carbonate) (PPCL) and poly (propylene carbonate) (PPC) were synthesized by ring-opening copolymerization from carbon dioxide, propylene oxide (PO) and ε-caprolactone (CL) using a polymer-supported bimetallic complexes (PBM) as catalyst. PPC and PPCL microspheres containing a 5-alpha reductase inhibitor, finasteride were elaborated by a conventional oil-in-water (O/W) emulsion-solvent evaporation method. The effects of polymer used on microspheres morphology, size, drug loading, encapsulation efficiency and drug release behaviors were examined. In vitro drug release of these microcapsules was performed in a pH 7.4 phosphate-buffered solution. A prolonged in vitro drug release profile was observed. The release profiles of finasteride from PPC and PPCL microcapsules were found to occur with a burst release followed by a gradual release phase. Drug release rates were dependent upon the properties of the polymer in the microspheres, the higher hydrolytic activity of polymer provided faster release rate.     

Preparation of Cinnamon Oil‐Loaded Antibacterial Composite Microcapsules by In Situ Polymerization of Pickering Emulsion Templates

In this study, the cinnamon oil (CMO)‐loaded antibacterial composite microcapsules with silicon dioxide (SiO₂)/poly(melamine formaldehyde) (PMF) hybrid shells are effectively and facilely constructed by in situ polymerization of SiO₂ nanoparticle–stabilized Pickering emulsion templates. The morphological structure, composition, and thermal performance of the microcapsules are determined by scanning electronic microscopy, Fourier transform infrared spectroscopy, and thermal gravimetric analysis. In addition, in vitro CMO release and antimicrobial investigations of the microcapsules are also performed, respectively. The results demonstrate that the microcapsules own an approximately spherical shape with a core–shell structure. Moreover, the micro‐encapsulation of CMO clearly increases its thermal stability, and meanwhile results in obtaining microcapsules with the controlled CMO release and visibly long‐term antimicrobial effects. All the results show that in situ polymerization based on templating Pickering emulsions is an attractive method to construct antibacterial essential oil–loaded microcapsules, which can be served as promising antibacterial materials.