Degree Of Quaternization Research Articles

Synthesis of Quarternized Chitosans and Their Potential Applications in the Solubility Enhancement of Indomethacin by Solid Dispersion.

This study was designed to synthesize quarternized chitosans (Q-CS) and explore their potential application in aqueous solubility enhancement of indomethacin (IND), a BCS class-II drug.Three different Q-CS; N,N,N-trimethyl chitosan chloride (TMC), N-(4-N'-methylpyridinylmethyl) chitosan chloride (mPyCS), and N-(4-N',N',N'-trimethylaminobenzyl) chitosan chloride (TmBzCS) were synthesized and characterized through various spectroscopic analysis. Q-CS-based solid-dispersion (SD) composites of IND (Q-CS-IND) were prepared using the spray-drying methodand characterized through Fourier transform infrared (FTIR), scanning electron microscopy (SEM), differential-scanning calorimetry (DSC), and powder X-ray diffraction (P-XRD). The solubility and dissolution profiles of SD-composites of IND were evaluated and compared with physical mixtures (PM). The IND contents were quantified and validated in the composites using UV-Vis spectrophotometer.FTIR and NMR analysis showed the successful preparation of Q-CS. TMC was found with the highest yield (55.13%) and mPyCS with the highest degree of quaternization (DQ) (63.37%). FT-IR analysisof IND-Q-CS composites demonstrated chemical interaction between carbonyl moieties of IND with functional groups of Q-CS. DSC and PXRD analyses demonstrated the transformation of IND in SD compositesfrom crystalline to an amorphous form. All the IND-Q-CS composites were observed with a significant increase in the solubility and dissolution rate of the drug (1996.0µg/min) compared to PM (1306.8µg/min), which is higher than pure IND (791.6µg/min). The contents of IND in TMC, mPyCS, and TmBzCS composites were 97.69-99.92%, 97.66-100.25%, and 97.18-100.11% respectively.Overall, the findings encourage the applications of Q-CS derivatives for increasing IND water solubility and warrant further in vivo biological profiling of IND composites.

Sensing diversity in halogen-bonded multi-stimuli responsive materials: Light, pH, magnetism, and electron-rich species

The present study delves into the synthesis and characterization of multi-stimuli responsive polymers, demonstrating their sensitivity towards magnetic field, pH level, light irradiation, and electron-rich species through halogen bonding (XB). Detailed X-ray analyses of two azobenzene derivatives, each incorporating a tetrafluoroiodobenzene group, provided the compelling evidence of engagement of the building blocks in the formation of halogen bonds. Interestingly, the investigation of an ammonium analog, featuring a tetrahalogenoferrate(III) anion, not only showcased a magnetic response even upheld its ability to undergo isomerization under UV irradiation. These functional properties were subsequently harnessed in the form of multi-responsive compounds through the random quaternization of poly(2-(N,N-dimethylamino) ethyl methacrylate) (PDMAEMA), and by employing varying proportions of XB-donor dye (8, 11, 15, 21, and 43 %) followed by magnetic anion exchange. Leveraging the presence of free ternary amino groups and diazobenzene moieties, the resulting polymers demonstrated pronounced sensitivity towards a variation of pH and UV light stimuli, while a careful modulation of magnetic susceptibility was found to be directly proportional to the degree of quaternization. An NMR titration, conducted using a synthetic intermediate, revealed the formation of I⋯Cl‾ interactions in the solution state, thereby underscoring the materials' sensitivity to electron-rich species. Moreover, the electron microscopic analysis displayed an alteration in morphology upon the application of a magnetic field and UV irradiation. Thus, the presented strategic framework offers an avenue for the development of multi-stimuli responsive materials for remotely controlled smart devices to act in response to a diverse set of four stimuli, and heralding a significant advancement in the realm of responsive material design.

In situ customized apolipoprotein B48-enriched protein corona enhances oral gene delivery of chitosan-based nanoparticles

The formation of protein corona (PC) is important for promoting the in vivo delivery of nanoparticles (NPs). However, PC formed in the physiological environment of oral delivery is poorly understood. Here, we engineered seven types of trimethyl chitosan–cysteine (TC) NPs, with distinct molecular weights, quaternization degrees, and thiolation degrees, to deeply investigate the influence of various PC formed in the physiological environment of oral delivery on in vivo gene delivery of polymeric NPs, further constructing the relationship between the surface characteristics of NPs and the efficacy of oral gene delivery. Our findings reveal that TC7 NPs, with high molecular weight, moderate quaternization, and high sulfhydryl content, modulate PC formation in the gastrointestinal tract, thereby reducing particle size and promoting oral delivery of gene loaded TC7 NPs. Orally delivered TC7 NPs target macrophages by in situ adsorption of apolipoprotein (Apo) B48 in intestinal tissue, leading to the improved in vivo antihepatoma efficacy via the natural tumor homing ability of macrophages. Our results suggest that efficient oral delivery of genes can be achieved through an in situ customized ApoB48-enriched PC, offering a promising modality in treating macrophage-related diseases.

Quaternized chitosan/PVA/natural bioactive agent electrospun wound scaffolds: production, characterization, and investigation of release kinetics.

Quaternized chitosan (HTCC) was synthesized and characterized to increase chitosan solubility. Then HTCC was electrospun with poly (vinyl alcohol) (PVA) and prepared natural bioactive agent (Calendula officinalis) extract was loaded onto fibers for wound scaffold applications. Morphological, structural, and mechanical characterization of the produced wound scaffolds was performed and their in vitro bioactive component release behavior was investigated. As a result, it was observed that the degree of quaternization of chitosan was 0.89, and synthesized HTCC was soluble in acidic, basic, alkaline media and could be electrospun with PVA in the presence of a natural bioactive agent. The presence of HTCC increased Young's modulus and the tensile strength of the PVA scaffolds, while the presence of bioactive extract caused a decrease in Young's modulus and an increase in tensile strength. Calendula officinalis is released in a controlled and slow manner from the scaffolds within approximately 55 h. The release behavior was consistent with the Higuchi kinetic model. In this study, the effect of PVA cooperator on HTCC nanofiber production in the presence of a bioactive component was investigated for the first time. HTCC and Calendula officinalis extract were also used together for the first time in the composition of a fiber scaffold. The mechanical properties and release kinetics of these scaffolds were also investigated for the first time. According to the results, it is thought that the wound scaffolds produced have the potential to be used as a new treatment tool, especially for chronic wounds.

Facile synthesis of multi-stimuli responsive biocompatible trimethyl chitosan-based nanogel as potential nanocarrier for photothermal chemotherapy

Development of multi-stimuli responsive nanocarriers for cancer treatment with combined or synergistic functionalities is highly attractive and challenging for overcoming the limitations related to single-stimuli responsive ones. Herein, we report the synthesis of multi-stimuli responsive biocompatible nanogel comprising crosslinked poly(2-hydroxyethyl methacrylate) core and trimethyl chitosan (TMC) periphery by a facile visible light-initiated surfactant-free emulsion polymerization, and its use as multi-stimuli responsive nanocarrier. Some of polymerization parameters, such as TMC type and crosslinker concentration were optimized, which were found to strongly affect the nanogel's thermoresponsiveness. At the optimal condition, using TMC (45% degree of quaternization) and 5% MBA crosslinker, the synthesized nanogel exhibited a reversible upper critical solution temperature (UCST)-type volume phase transition above 30 °C in acidic aqueous environment (pH 4.5–5). Moreover, the incorporation of sodium copper chlorophyllin as a bio-based photosensitive agent and honokiol model drug to such nanogel not only introduced the hyperthermic effect under light irradiation, but also triggered the release of encapsulated honokiol. The co-loaded nanogel, possessing combined photothermal and chemotherapeutic effect, enhanced the antitumor efficacy against Calu-3 cells. These results showed that the nanogel with pH- and light-dependent UCST-type thermoresponsiveness can be synthesized through the facile method and is promising for being used as multifunctional nanocarrier in cancer therapy.

Structurally Heterogeneous Amphiphilic Conetworks of Poly(vinyl imidazole) Derivatives with Potent Antimicrobial Properties and Cytocompatibility.

We report the construction of amphiphilic conetwork (APCN)-based surfaces with potent antimicrobial activity and biofilm inhibition ability. The construction strategy is based on the separation of lipophilic alkyl groups (>C6) from the cationic network to obtain good antibacterial properties. The reaction of partially alkylated poly(vinyl imidazole) with the activated halide compounds followed by coating a glass or poly(dimethylsiloxane) (PDMS) sheet leads to the formation of the APCN surface. The dangling alkyl chains, crosslinking junctions, and unreacted vinyl imidazole groups are heterogeneously distributed in the APCNs. The swelling, mechanical property, and phase morphology of the APCN films have been evaluated. Bacterial cell disrupting potency of the APCN coatings increases with increasing alkyl chain length from C6 to C18 with somewhat more of an effect on Escherichia coli as compared to Bacillus subtilis bacteria. The minimum inhibitory amount of the APCNs on glass and a hydrophobic PDMS surface is in the range of 0.02-0.04 mg/cm2 depending on the chain length of the alkyl and the degree of quaternization. The effect of the type of crosslinker for the construction of the conetwork on the antimicrobial property has been evaluated to elucidate the exclusive design of the APCNs. The APCN-based coatings provide potent biocidal activity without much negatively affecting the hemocompatibility and cytocompatibility. These APCNs provide a good model system for comparative evaluation of the biocidal property and structural effect on the biocidal activity.

Synthesis of bio‐based modified amphoteric acrylate epoxy emulsion surface sizing agent via RAFT polymerization

AbstractThe synthesis of bio‐based modified amphoteric epoxy modified acrylate sizing emulsion based on reversible addition fragmentation chain transfer (RAFT) polymerization and its application in paper sizing were studied. A macromolecular chain transfer agent for RAFT polymerization was synthesized by the esterification of epoxy resin E‐51 with RAFT agent to eliminate the active groups on RAFT agent. Amphoteric polymer emulsifiers with good emulsification and dispersion effects in acidic and alkaline media were successfully prepared by RAFT polymerization. After neutralization, other monomers were polymerized to access cationic sizing emulsion (acid neutralization) and anionic sizing emulsion (alkali neutralization). The effects of bio‐based monomer content, hydrophilic monomer dimethylaminoethyl methacrylate (DM) content and degree of quaternization on the properties of sizing emulsion and sizing paper were further explored. In addition to the particle size and polymer dispersion index (PDI) of latex particles in different experimental groups, the water resistance, folding resistance, bursting strength, tensile strength and surface roughness of sized paper were analyzed and evaluated. Based on these results, a better sizing emulsion formulation was established. It was confirmed that the addition of bio‐based monomers can improve the sizing performance of paper.

Quaternary Ammonium Palmitoyl Glycol Chitosan (GCPQ) Loaded with Platinum-Based Anticancer Agents-A Novel Polymer Formulation for Anticancer Therapy.

Quaternary ammonium palmitoyl glycol chitosan (GCPQ) has already shown beneficial drug delivery properties and has been studied as a carrier for anticancer agents. Consequently, we synthesised cytotoxic platinum(IV) conjugates of cisplatin, carboplatin and oxaliplatin by coupling via amide bonds to five GCPQ polymers differing in their degree of palmitoylation and quaternisation. The conjugates were characterised by 1H and 195Pt NMR spectroscopy as well as inductively coupled plasma mass spectrometry (ICP-MS), the latter to determine the amount of platinum(IV) units per GCPQ polymer. Cytotoxicity was evaluated by the MTT assay in three human cancer cell lines (A549, non-small-cell lung carcinoma; CH1/PA-1, ovarian teratocarcinoma; SW480, colon adenocarcinoma). All conjugates displayed a high increase in their cytotoxic activity by factors of up to 286 times compared to their corresponding platinum(IV) complexes and mostly outperformed the respective platinum(II) counterparts by factors of up to 20 times, also taking into account the respective loading of platinum(IV) units per GCPQ polymer. Finally, a biodistribution experiment was performed with an oxaliplatin-based GCPQ conjugate in non-tumour-bearing BALB/c mice revealing an increased accumulation in lung tissue. These findings open promising opportunities for further tumouricidal activity studies especially focusing on lung tissue.

Quaternization-Assisted Assembly of Polymer-Tethered Gold Nanoparticles into Superlattices with a Tunable Structure

Programmable organization of functional inorganic nanoparticles (NPs) into well-defined hierarchical superstructures has raised considerable concern due to the enhanced magnetic, electronic, and optical properties arising from the strong plasmonic coupling effect. However, the spontaneous self-assembly of inorganic NPs into uniform superlattices with the desired or tunable shape remains a formidable challenge. Herein, we report the quaternization-assisted hierarchical assembly of gold nanoparticles (AuNPs) tethered with polystyrene (PS) and quaternized poly(2-vinylpyridine) (P2VP) ligands into controllable superstructures in emulsion droplets. The quaternization interaction between bromoalkyl molecular additives (e.g., CnH2n+1Br) and P2VP ligands results in the increase of the hydrophilicity degree of quaternized P2VP ligands and triggers the interfacial instability of emulsion droplets, achieving the continuous transformation of generated superstructures from solid assemblies to hollow colloidosomes and then to the multilayer sheet-like superlattices. Furthermore, the degree of quaternization can be readily tuned by the added content of additives and the length of the alkyl chain, providing a unique and promising approach to prepare contrivable superstructures and functional materials.

Stimuli-Responsive Self-Assembly of Poly(2-(Dimethylamino)ethyl Methacrylate-co-(oligo ethylene glycol)methacrylate) Random Copolymers and Their Modified Derivatives.

In this work, the synthesis and the stimuli-responsive self-assembly behavior of novel double-hydrophilic poly(2-(dimethylamino)ethyl methacrylate-co-(oligo ethylene glycol)methacrylate) random copolymers and their chemically modified derivatives are presented. The synthesis of P(DMAEMA-co-OEGMA) copolymers of different DMAEMA mass compositions was successfully conducted through RAFT polymerization, further followed by the hydrophilic/hydrophobic quaternization with methyl iodide (CH3I), 1-iodohexane (C6H13I), and 1-iodododecane (C12H25I). The tertiary and quaternary amines are randomly arranged within the DMAEMA segment, responding thus to pH, temperature, and salt alterations in aqueous solutions. Light scattering techniques elucidated the intramolecular self-folding and intermolecular self-assembly of polymer chains of P(DMAEMA-co-OEGMA) copolymers upon exposure to different pHs and temperatures. Q(P(DMAEMA-co-OEGMA)) cationic polyelectrolytes demonstrated moderate response to pH, temperature, and ionic strength as a result of the permanent hydrophilic/hydrophobic profile, closely connected with the attached alkyl chains and the quaternization degree. Moreover, fluorescence spectroscopy measurements confirmed the internal micropolarity and the picture of the aggregate inner structure.

Electrochemical Conversion of CO2 to CO Utilizing Quaternized Polybenzimidazole Anion Exchange Membrane

CO is a significant product of electrochemical CO2 reduction (ECR) which can be mixed with H2 to synthesize numerous hydrocarbons. Membranes, as separators, can significantly influence the performance of ECR. Herein, a series of quaternized polybenzimidazole (QAPBI) anion exchange membranes with different quaternization degrees are prepared for application in ECR. Among all QAPBI membranes, the QAPBI-2 membrane exhibits optimized physico-chemical properties. In addition, the QAPBI-2 membrane shows higher a Faraday efficiency and CO partial current density compared with commercial Nafion 117 and FAA-3-PK-130 membranes, at -1.5 V (vs. RHE) in an H-type cell. Additionally, the QAPBI-2 membrane also has a higher Faraday efficiency and CO partial current density compared with Nafion 117 and FAA-3-PK-130 membranes, at -3.0 V in a membrane electrode assembly reactor. It is worth noting that the QAPBI-2 membrane also has excellent ECR stability, over 320 h in an H-type cell. This work illustrates a promising pathway to obtaining cost-effective membranes through a molecular structure regulation strategy for ECR application.

Synthesis, characterization and cell selectivity of poly(quaternary ammonium chlorides): Effect of degree of quaternization and copolymer composition

Antimicrobial resistance is a global problem due to widespread evolution of resistant pathogens in both health care and community. Polymeric quaternary ammonium and imidazolium chlorides are well known for their...

Determination of the degree of quaternization of N,N,N-trimethylchitosan by CP-MAS 13C NMR

Chitosan is used in several fields such as medicine, environment and advanced functional materials. The N-alkylation of chitosan into N,N,N-trimethylchitosan (TMC) allows to improve some properties. The current quantification methods of the degree of quaternization (DQ) like titration and 1H NMR spectroscopy require the solubilization of TMC. In this study, a solid-state 13C NMR quantification method was developed for insoluble TMCs. For this purpose, four TMC derivatives acting as reference were synthesized and their degrees of quaternization, N,N-dimethylation (DD) and acetylation (DA) were determined in solution by 1H NMR. CP-MAS 13C NMR spectra of those derivatives were deconvolved with Lorentz functions. Several ratios of the 13C NMR peak areas were correlated with the degrees of substitution obtained in 1H NMR. The best quantification method of DQ involved the correlation of the carbon signal of methyl groups. The method was also applied for the determination of the DD and DA of TMCs.

Development of Quaternized Chitosan Integrated with Nanofibrous Polyacrylonitrile Mat as an Anion-Exchange Membrane.

A two-phase anion-exchange membrane was prepared from quaternized chitosan (QCS) integrated with an electrospun polyacrylonitrile (PAN) scaffold by spin coating. To synthesize QCS, glycidyltrimethylammonium chloride in various amounts was introduced into the structure of CS. The characterization of the cast cross-linked QCS (CQCS) membranes by impedance spectroscopy revealed the ionic conductivity (IC) in the range of 2.8 × 10-4 to 8.2 × 10-4 S cm-1 and the degree of quaternization (DQ) of 26.4-51.0%, where the CQCS film with the DQ of 51.0% showed excellent performance. When CQCS was reinforced with a PAN fiber mat, the newly developed composite membrane demonstrated the highest IC of 34 × 10-4 S cm-1 at 80 °C, low swelling, and an almost eightfold increase in tensile strength at a fully hydrated state compared to pristine materials. Moreover, the CQCS/PAN membrane was chemically stable and revealed increasing hydroxide transport during 1 month immersion in alkaline media.

Steric Effects in the Deposition Mode and Drug-Delivering Efficiency of Nanocapsule-Based Multilayer Films.

Using surface-initiated atom transfer radical polymerization (ATRP), block polymers with a series of quaternization degrees were coated on the surface of silica nanocapsules (SNCs) by the “grafting-from” technique. Molnupiravir, an antiviral medicine urgently approved for the treatment of SARS-CoV-2, was encapsulated in polymer-coated SNCs and further incorporated into well-defined films with polystyrene sulfonate (PSS) homopolymers by layer-by-layer (LBL) self-assembly via electrostatic interactions. We investigated the impact of the quaternization degree of the polymers and steric hindrance of functional groups on the growth mode, swelling/deswelling transition, and drug-delivering efficiency of the obtained LBL films. The SNCs were derived from coronas of parent block polymers of matched molecular weights—poly(N-isopropylacrylamide)-block-poly(N,N-dimethylaminoethyl methacrylate) (PNIPAM-b-PDMAEMA)—by quaternization with methyl sulfate. As revealed by the data results, SNCs with coronas with higher quaternization degrees resulted in a larger layering distance of the film structure because of weaker ionic pairing (due to the presence of a bulky methyl spacer) between SNCs and PSS. Interestingly, when comparing the drug release profile of the encapsulated drugs from SNC-based films, the release rate was slower in the case of capsule coronas with higher quaternization degrees because of the larger diffusion distance of the encapsulated drugs and stronger hydrophobic–hydrophobic interactions between SNCs and drug molecules.

Evaluation of quaternization effect on chitosan-HAP composite for bone tissue engineering application

This study attempts to improve the aqueous solubility of chitosan and utilizes it in the fabrication of composites with hydroxyapatite (HAP). The composites were evaluated as a curcumin delivery vehicle for bone regeneration. The chitosan was modified by quaternization, with a quaternization degree of 5 % for low quaternized chitosan (LQC) and 11 % for high quaternized chitosan (HQC). The modified chitosan, at alkaline pH 11, facilitated in situ HAP growth and formed LQC-HAP and HQC-HAP composites. The quaternization weakens intermolecular hydrogen bonds, facilitates interaction with the apatite precursor ions and promotes the growth of HAP. The modification significantly improved drug encapsulation (2.6 fold) but at the cost of a slight decrease in mechanical strength and increase in drug release. The in vitro studies with human osteoblast-like MG-63 cells established that the curcumin-loaded composites, LQC-HAP-C and HQC-HAP-C are biocompatible, encourage proliferation and promote a 2-fold increase in calcium mineralization over drug-free composites. The study exemplifies the reciprocity between quaternization degree and drug load/release properties and also illustrates that the magnitude of the latter reflects bioactivity. Thus, the quaternized chitosan-based HAP composite with tailorable bio-physicochemical properties becomes an interesting drug delivery system in bone regeneration.

The effect of molecular structure on the properties of cationic polyacrylate and its flocculation‐flotation performance of oilfield oily wastewater treatment

AbstractWith the increasing amount of oily wastewater produced in the offshore oilfield, more efficient air flotation agent is needed to be developed. Cationic polyacrylate with amphiphilic structure has been found to be a type of potential efficient air flotation agent. However, the effect of molecular structure on its properties and performance was lack of research. In this paper, copolymers with tertiary amine as side group were synthesized by copolymerization of ethyl acrylate (EA) and tertiary amine monomers, and then a series of cationic polyacrylates were prepared by quaternization of tertiary amine with quaternization reagent. The effects of tertiary amine monomer type (including dimethylaminopropyl methacrylamide (DPM) and dimethylaminoethyl methacrylate (DEM)), quaternization reagent type (including 3‐Chloro‐1,2‐Propanediol and 3‐chloro‐2‐hydroxytrimethylammonium chloride) and quaternization degree on the cationic polyacrylate properties and its flotation performance were investigated. The experimental results showed that the flotation performance increased with the increasing hydrophilicity and cation degree of the hydrophilic unit in the cationic polyacrylate. When the tertiary amine monomer was DPM, quaternization reagent was 3‐chloro‐2‐hydroxytrimethylammonium chloride, and theoretical quaternization degree was 100%, the oil removal of product PE‐M‐1.0 was the highest. When PE‐M‐1.0 dosage was 50 mg/L, gas flow was 1 L/min, flotation time was 10 min, its oil removal rate was higher than 95% in the range of 20‑60°C. The results of zeta potential measurement and microfluidic experiment showed that PE‐M‐1.0 can increase the size of oil droplets by destroying the electric double layer on the surface of oil droplets and maintain the stability of bubbles, which was helpful for the improve of gas bubble‐oil droplet collision probability and adhesion efficiency.

Preparation and application performance of graft-quaternization double modified chitosan electrospun antibacterial nanofibers

Inexpensive, biodegradable and antibacterial nanofibers were developed through graft-quaternization double modification of chitosan (CS) as a potential substitute for those from petroleum products. Chitin is available in large quantities at low price from fishery by-products, such as crab and prawn shells. However, native chitin and its derivative - CS have poor solubility in common spinning solvents, are difficult to be used as regenerated fibers, exhibit mediocre antibacterial property, and have limited medical application as functional fiber. In this research, CS-g-polydimethylaminoethyl methacrylate (PDMAEMA) and its quaternized product were prepared successively. Various nanofiber membranes were produced by electrospinning using the modified CS/PVA acetic acid blend spinning solutions. Effects of grafting ratio (GR) of DMAEMA and degree of quaternization (DQ) on major application performance of the blend nanofiber membranes, e.g. fiber fineness, tensile property, moisture-penetrability, and inhibition of E.coli and S.aureus, were evaluated systematically. When the GR and the DQ were 21.5% and 12.3% respectively, the quaternized CS-g-PDMAEMA/PVA blend nanofiber membrane possessed satisfied fiber fineness and smoothness, high tensile property and moisture-penetrability. In addition, the nanofiber thus produced had higher inhibition function to S.aureus than many commonly used antibacterial fibrous membranes.

Amphiphilic Chitosan Bearing Double Palmitoyl Chains and Quaternary Ammonium Moieties as a Nanocarrier for Plasmid DNA.

Amphiphilic chitosan, bPalm-CS-HTAP, having N-(2-((2,3-bis(palmitoyloxy)propyl)amino)-2-oxoethyl) (bPalm) groups as double hydrophobic tails and O-[(2-hydroxyl-3-trimethylammonium)] propyl (HTAP) groups as hydrophilic heads was synthesized and evaluated for its self-assembly properties and potential as a gene carrier. The degree of bis-palmitoyl group substitution (DSbPalm) and the degree of quaternization (DQ) were approximately 2 and 56%, respectively. bPalm-CS-HTAP was found to assemble into nanosized spherical particles with a hydrodynamic diameter (DH) of 265.5 ± 7.40 nm (PDI = 0.5) and a surface charge potential of 40.1 ± 0.04 mV. bPalm-CS-HTAP condensed the plasmid pVAX1.CoV2RBDme completely at a bPalm-CS-HTAP:pDNA ratio of 2:1. The self-assembled bPalm-CS-HTAP/pDNA complexes could enter HEK 293A and CHO cells and enabled gene expression at negligible cytotoxicity compared to commercial PEI (20 kDa). These results suggested that bPalm-CS-HTAP can be used as a promising nonviral gene carrier.

Alkali-free quaternized polybenzimidazole membranes with high phosphoric acid retention ability for high temperature proton exchange membrane fuel cells

Although phosphoric acid doped polybenzimidazole has been proposed as promising high-temperature proton exchange membrane, the poor absorption and immobilization ability of phosphoric acid in the membrane hinders its long-term stability. In this work, high-temperature proton exchange membranes with high phosphoric acid uptake and retention ability are fabricated thorough solvent casting of an alkali-free quaternized poly(4,4’-diphenylether-5,5’-bibenzimidazole) (OPBI), followed by doping of phosphoric acid. The optimized membrane with quaternization degree of 50% possesses a high acid-doping-level of 18.8 and an anhydrous conductivity of 85 mS cm−1 at 160 °C. Stability tests reveal that anhydrous proton conductivity remains unchanged during continuous 100 h treatment at 160 °C and it remains 91.7% of its initial value after 100 h treatment at 80 °C under 40% RH. The thus-assembled single cell exhibits the maximum power density values of 0.355, 0.495, and 0.584 Wcm−2 at 160 °C under back pressure of 0, 100, and 200 kPa using hydrogen as fuel and air as oxidant gas.