Chloride Counterions Research Articles

Crystal structures of two unexpected products of vicinal diamines left to crystallize in acetone.

Herein we report the crystal structures of two benzodiazepines obtained by reacting N,N'-(4,5-diamino-1,2-phenylene)bis(4-methylbenzenesulfonamide) (1) or 4,5-(4-methylbenzenesulfonamido)benzene-1,2-diaminium dichloride (1·2HCl) with acetone, giving 2,2,4-trimethyl-8,9-bis(4-methylbenzenesulfonamido)-2,3-dihydro-5H-1,5-benzodiazepine, C26H30N4O4S2 (2), and 2,2,4-trimethyl-8,9-bis(4-methylbenzenesulfonamido)-2,3-dihydro-5H-1,5-benzodiazepin-1-ium chloride 0.3-hydrate, C26H31N4O4S2+·Cl-·0.3H2O (3). Compounds 2 and 3 were first obtained in attempts to recrystallize 1 and 1·2HCl using acetone as solvent. This solvent reacted with the vicinal diamines present in the molecular structures, forming a 5H-1,5-benzodiazepine ring. In the crystal structure of 2, the seven-membered ring of benzodiazepine adopts a boat-like conformation, while upon protonation, observed in the crystal structure of 3, it adopts an envelope-like conformation. In both crystalline compounds, the tosylamide N atoms are not in resonance with the arene ring, mainly due to hydrogen bonds and steric hindrance caused by the large vicinal groups in the aromatic ring. At a supramolecular level, the crystal structure is maintained by a combination of hydrogen bonds and hydrophobic interactions. In 2, amine-to-tosyl N-H...O and amide-to-imine N-H...N hydrogen bonds can be observed. In contrast, in 3, the chloride counter-ion and water molecule result in most of the hydrogen bonds being of the amide-to-chloride and ammonium-to-chloride N-H...Cl types, while the amine interacts with the tosyl group, as seen in 2. In conclusion, we report the synthesis of 1, 1·2HCl and 2, as well as their chemical characterization. For 2, two synthetic methods are described, i.e. solvent-mediated crystallization and synthesis via a more efficient and cleaner route as a polycrystalline material. Salt 3 was only obtained as presented, with only a few crystals being formed.

An Air and Moisture Stable Boat Shaped Hydroxo‐Bridged Ruthenium(II) Binuclear Complex for the Catalytic Hydrogenation of CO2

AbstractA new hydroxo‐bridged ruthenium (II) complex [{Ru(η6‐p‐cymene)(iPr2P−O)}2(μ‐OH)]Cl (2) has fortuitously been isolated from the reaction between the known ruthenium(II) complex [RuCl2(η6‐p‐cymene)(iPr2P‐OH)] (1) in either CDCl3 or CHCl3 solutions in the presence of excess DBU (1,8‐diazabicyclo(5.4.0)undec‐7‐ene) at room temperature. Complex 2 is only formed under specific conditions as an orange‐colored air and moisture stable binuclear complex. It is formed via the deprotonation of the P−OH unit in [RuCl2(η6‐p‐cymene)(iPr2P‐OH)]. Complex 2 has been fully characterized by spectroscopic and analytical methods. Its structure was determined by single crystal X‐ray diffraction which reveals a boat‐shaped motif containing a bridging hydroxide unit which undergoes hydrogen bonding with a chloride counterion. Complex 2 was utilized as a catalyst for the hydrogenation of CO2 to formic acid salt using molecular hydrogen. The catalytic reactions were performed at 100 °C in THF in the presence of DBU as a base to isolate [DBU+H][OC(O)H] salt as the final product. Using catalyst loadings down to 0.01 mol%, it was possible to hydrogenate gaseous CO2 with TONs up to 9900.

Crystal structure and analytical profile of 1,2-diphenyl-2-pyrrolidin-1-ylethanone hydrochloride or `α-D2PV': a synthetic cathinone seized by law enforcement, along with its diluent sugar, myo-inositol.

A confiscated package of street drugs was characterized by the usual mass spectral (MS) and FT-IR analyses. The confiscated powder material was highly crystalline and was found to consist of two very different species, accidentally of sizes convenient for X-ray diffraction. Thus, one each was selected and redundant complete sets of data were collected at 100 K using Cu Kα radiation. The selected crystals contained: (a) 1,2-diphenyl-2-(pyrrolidin-1-yl)ethanone hydrochloride hemihydrate or 1-(2-oxo-1,2-diphenylethyl)pyrrolidin-1-ium chloride hemihydrate, C18H20NO+·Cl-·0.5H2O, (I), a synthetic cathinone called `α-D2PV', and (b) the sugar myo-inositol, C6H12O6, (II), probably the only instance in which the drug and its diluent have been fully characterized from a single confiscated sample. Moreover, the structural details of both are rather attractive showing: (i) interesting hydrogen bonding observed in pairwise interactions by the drug molecules, mediated by the chloride counter-anions and the waters of crystallization, and (ii) π-π interactions in the case of the phenyl rings of the drug which are of two different types, namely, π-π stacking and edge-to-π. Finally, the inositol crystallizes with Z' = 2 and the resulting diastereoisomers were examined by overlay techniques.

Ionic Liquid-Based Polymer Matrices for Single and Dual Drug Delivery: Impact of Structural Topology on Characteristics and In Vitro Delivery Efficiency.

Previously reported amphiphilic linear and graft copolymers, derived from the ionic liquid [2-(methacryloyloxy)ethyl]trimethylammonium chloride (TMAMA_Cl‾), along with their conjugates obtained through modification either before or after polymerization with p-aminosalicylate anions (TMAMA_PAS‾), were employed as matrices in drug delivery systems (DDSs). Based on the counterion type in TMAMA units, they were categorized into single drug systems, manifesting as ionic polymers with chloride counterions and loaded isoniazid (ISO), and dual drug systems, featuring ISO loaded in self-assembled PAS conjugates. The amphiphilic nature of these copolymers was substantiated through the determination of the critical micelle concentration (CMC), revealing an increase in values post-ion exchange (from 0.011-0.063 mg/mL to 0.027-0.181 mg/mL). The self-assembling properties were favorable for ISO encapsulation, with drug loading content (DLC) ranging between 15 and 85% in both single and dual systems. In vitro studies indicated ISO release percentages between 16 and 61% and PAS release percentages between 20 and 98%. Basic cytotoxicity assessments using the 2,5-diphenyl-2H-tetrazolium bromide (MTT) test affirmed the non-toxicity of the studied systems toward human non-tumorigenic lung epithelial cell line (BEAS-2B) cell lines, particularly in the case of dual systems bearing both ISO and PAS simultaneously. These results confirmed the effectiveness of polymeric carriers in drug delivery, demonstrating their potential for co-delivery in combination therapy.

Magnesite formation from nesquehonite slurry at 90 °C using some soluble Mg salts: Eitelite as an atypical transient mineral phase

The production of engineered magnesite (MgCO3) under mild conditions remains an important fundamental challenge in order to store permanently the industrial captured CO2. Because, the magnesite is the more-known-stable carbonate at the Earth surface conditions and it is ready-to-use as profitable construction materials. In the present study, time-resolved Raman spectroscopy experiments have been conducted to characterize magnesite formation from nesquehonite slurry at 90 °C in an ionic carbonate alkaline medium (CO32–/HCO3– close to 1) using four different soluble Mg salts (acetate, sulphate, nitrate and chloride of magnesium). The investigated experimental conditions have revealed that only nesquehonite (MgCO3·3H2O) via un amorphous phase transformation is produced at room temperature. However, magnesite was systematically formed from nesquehonite slurry when temperature increase to 90 °C (heat-ageing step). Here, hydromagnesite (Mg5(CO3)4(OH)2·4H2O) and eitelite (Na2Mg(CO3)2) with long lifetimes were the main characterized transient phases prior to magnesite formation depending of the counterions. Moreover, eitelite rare mineral has not been reported as transient phase during magnesite formation. In summary, the imposed carbonate concentration, carbonate speciation, counterions, competitive divalent cations and pH have played a critical role on the magnesite formation at 90 °C. The discovered experimental mild conditions are promising; however, 2–3 days were required in single Mg system, except when dissolved calcium is added (Ca/Mg≈0.15) in the chloride counterion system; for such case only one hour is required to produce Ca-magnesite and protodolomite at 90 °C, i.e., the production of anhydrous Mg-Ca carbonates phases in very reduced time. In this latter case, the monohydrocalcite (CaCO3·H2O) and the nesquehonite precursors produced at room temperature were rapidly transformed via concurrent dissolution into Ca-magnesite (CaxMg1-xCO3) and protodolomite (Ca0.5Mg0.5CO3). In conclusion, these novel insights are relevant for fundamental (direct monitoring of multi-nucleation events in complex ionic and/or slurries systems) and applied (permanent storage of CO2) research on the formation of anhydrous Mg carbonates (e.g., magnesite and dolomite) debated in the last two centuries.

Regioselectivity of the Radical Cation Recombination in the Aniline Polymerization

The regioselectivity of the fast stages of the aniline polymerization mechanism is considered. Using the AM1 method, the approaching of the radical cation of an aniline trimer to the aniline radical cation with chloride counterions, as well as the radical cations of the monomer to each other is simulated. It is shown that on passing from the recombination of the aniline radical cations with each other to the recombination of the aniline radical cations with the radical cations of an aniline trimer, the main approaching direction changes from C/N to N/N, which is followed by the semidine rearrangement. The high para-selectivity of the aniline polymerization is explained and the ratio of the rate constants of various recombination routes of the radical cations is evaluated.

Impact of organic counterions on adsorption and aggregation of single-chained cobalt-based metallosurfactant: a comparison with the inorganic chloride counterion

Impact of organic counterions on adsorption and aggregation of single-chained cobalt-based metallosurfactant: a comparison with the inorganic chloride counterion

Pyridinium-functionalized Ionic Porous Organic Polymer for Rapid Scavenging of Oxoanions from Water.

Metal oxoanions adversely affect the food chain through bioaccumulation and biomagnification. Therefore, they are among the major freshwater contaminants that require immediate remediation. Although several adsorbents have been developed over the years for sequestering these micropollutants, the selective removal of oxoanions remains still a formidable challenge. Herein, pyridinium and triazine-based ionic porous organic polymer, iPOP-Cl, developed through a Brønsted acid-catalyzed aminal formation reaction, has been reported as a suitable anion exchange material for the selective removal of metal oxoanions from wastewater. The positively charged nitrogen centers, along with exchangeable chloride counter-ions in the porous polymer, allow facile oxoanion uptake. iPOP-Cl is found to be a selective scavenger of permanganate (MnO4 - ) and dichromate (Cr2 O7 2- ) from water in the presence of a high concentration of competing anions generally found in brackish water. The material exhibits fast sorption kinetics, a high uptake capacity (333mg g-1 for MnO4 - and 358mg g-1 for Cr2 O7 2- ), and excellent recyclability. This article is protected by copyright. All rights reserved.

Acidic Conditions Impact Hydrophobe Transfer across the Oil-Water Interface in Unusual Ways.

Molecular dynamics simulation and enhanced free energy sampling are used to study hydrophobic solute transfer across the water-oil interface with explicit consideration of the effect of different electrolytes: hydronium cation (hydrated excess proton) and sodium cation, both with chloride counterions (i.e., dissociated acid and salt, HCl and NaCl). With the Multistate Empirical Valence Bond (MS-EVB) methodology, we find that, surprisingly, hydronium can to a certain degree stabilize the hydrophobic solute, neopentane, in the aqueous phase and including at the oil-water interface. At the same time, the sodium cation tends to "salt out" the hydrophobic solute in the expected fashion. When it comes to the solvation structure of the hydrophobic solute in the acidic conditions, hydronium shows an affinity to the hydrophobic solute, as suggested by the radial distribution functions (RDFs). Upon consideration of this interfacial effect, we find that the solvation structure of the hydrophobic solute varies at different distances from the oil-liquid interface due to a competition between the bulk oil phase and the hydrophobic solute phase. Together with an observed orientational preference of the hydroniums and the lifetime of water molecules in the first solvation shell of neopentane, we conclude that hydronium stabilizes to a certain degree the dispersal of neopentane in the aqueous phase and eliminates any salting out effect in the acid solution; i.e., the hydronium acts like a surfactant. The present molecular dynamics study provides new insight into the hydrophobic solute transfer across the water-oil interface process, including for acid and salt solutions.

Pyridine-4-thiol as halogen-bond (HaB) acceptor: influence of the noncovalent interaction in its reactivity.

The study of pyridine-4-thiol as a halogen-bond (HaB) acceptor has allowed the isolation of its cocrystal with the HaB donor IC6F4I, namely, 1,2,4,5-tetrafluoro-3,6-diiodobenzene bis(pyridin-1-ium-4-ylsulfanide), C6F4I2·2C5H5NS (1), where the S atom is the HaB acceptor, while the pyridine position is blocked by the proton. Furthermore, the S atom acts a dual acceptor and also establishes an interaction with the pyridinium proton from an adjacent molecule. The presence of these interactions in 1 contributes to the stabilization of the zwitterionic form. This pre-organization seems to have an influence on the reactivity of the compound since when left in dichloromethane solution, an unusual activation of the C-Cl bond is observed that leads to the formation of the bis[(pyridin-1-ium-4-yl)sulfanyl]methane dication, while the Cl atoms are still present as chloride counter-ions, i.e. 4,4'-[methanediyldi(sulfanediyl)]dipyridinium dichloride, C11H12N2S22+·2Cl- (2). In the crystal structure of 2 it is observed that the S atom is now acting as the donor part of a chalcogenide bond with the chloride anions.

Synthesis and Characterization of Linear Copolymers Based on Pharmaceutically Functionalized Monomeric Choline Ionic Liquid for Delivery of p-Aminosalicylate.

Bioactive linear poly(ionic liquid)s (PIL) were designed as carriers in drug delivery systems (DDS). Their synthesis was based on a monomeric ionic liquid (MIL) with a relevant pharmaceutical anion to create therapeutically functionalized monomers, which further can be used in the controlled atom transfer radical polymerization (ATRP). The presence of chloride counterions in the quaternary ammonium groups of choline MIL, e.g., [2-(methacryloyloxy)ethyl]trimethyl-ammonium chloride (ChMACl), was stimulated to undergo the anion exchange with p-aminosalicylate sodium salt (NaPAS) as the source of the pharmaceutical anion with antibacterial activity. The resultant [2-(methacryloyloxy)ethyl]trimethylammonium p-aminosalicylate (ChMAPAS) was copolymerized to attain the well-defined linear choline-based copolymers with various contents of PAS anions (24-42%), which were regulated by the initial ratio of ChMAPAS to MMA and conversion degree. The length of polymeric chains was evaluated by the total monomer conversion (31-66%) yielding degree of polymerization (DPn = 133-272). Depending on the polymer carrier composition, PAS anions were exchanged by 60-100% within 1 h, 80-100% within 4 h, and completely after 24 h by phosphate anions in PBS imitating a physiological fluid.

Protons at the Kv1.2 channel gate can close the gate.

Quantum calculations have shown that the voltage sensing domain (VSD) can produce protons when the membrane is polarized (Kariev and Green, JPCB (2019) 123,7984); more recently, two paths for the protons to reach the gate along the intracellular surface of the membrane have been calculated (idem, Membranes (2022) 12,718). We now present evidence that the protons at the gate can prevent potassium transmission, that is, they close the gate. Roughly 6 Å intracellular to the well-known PVPV ring, there is a triad of amino acids (using 3Lut (PDB) numbering: S411, N412, N414) that sits just beyond the end of the transmission paths, which end with H418 and E327; the calculations show how it is responsible for receiving the protons, in a somewhat surprising manner. We have calculated several cases, with one or two protons in each domain in different positions at this triad, and with chloride counterions. This comes close to the PVPV ring. With one proton per domain, with or without a Cl- included in the calculation, the potential is not sufficient to block an incoming K+ ion. With two H+ and one Cl- per domain, it appears that there is a substantial barrier to the entrance of a K+ ion; one H neutralizes E327, the other forms a hydronium—Cl- pair that interacts with K+, stopping it. The protons can therefore close the gate, without calling for any major conformational changes. Quantitative results for energy as a function of K+ ion position with the protons in place (closed) and not in place (open) will be presented. These calculations show how the arrangement of the water is critical as the protons reach their positions at the gate.

DOTAP: Structure, hydration, and the counterion effect

The cationic lipid 1,2-dioleoyl-3-trimethylammonium propane (DOTAP) is one of the original synthetic cationic lipids used for the liposomal transfection of oligonucleotides in gene therapy. The key structural element of DOTAP is its quaternary ammonium headgroup that is responsible for interactions with both nucleic acids and target cell membranes. Because these interactions are fundamental to the design of a major class of transfection lipids, it is important to understand the structure of DOTAP and how it interacts with halide counterions. Here, we use x-ray and neutron diffraction techniques to examine the structure of DOTAP and how chloride (Cl−) and iodide (I−) counterions alter the hydration properties of the DOTAP headgroup. A problem of particular interest is the poor solubility of DOTAP/I− in water solutions. Our results show that the poor solubility results from very tight binding of the I− counterion to the headgroup and the consequent expulsion of water. The structural principles we report here are important for assessing the suitability of DOTAP and its quaternary ammonium derivatives for transfection.

HILIC-UV determination of lysine and chloride counterions in active pharmaceutical ingredients

A rapid, robust, and routinely applicable HILIC based HPLC-UV assay was developed for the quantitative determination of the L-Lysine content of Atorvastatin lysine active substance. During the method validation it turned out that with UV detection at 200 nm, the method is also capable for the direct determination of chloride ions. To the best of our knowledge, the phenomenon of chloride determination by short wavelength UV detection had only been once highlighted earlier in the literature. A wide range of the potential applications are demonstrated as well as the validation of the method as a routinely usable assay for residual chloride determination is also given.

Prediction of equilibrium water uptake and ions diffusivities in ion-exchange membranes combining molecular dynamics and analytical models

In recent years, the field of process engineering has witnessed an exponential increase in the usage of ion-exchange membranes (IEM) in light of their pivotal function in green technologies such as electrodialysis (ED), reverse electrodialysis (RED) and fuel cells. One of the key parameters in IEMs performance is the equilibrium water uptake (wu) as this has been shown to have a prominent effect on some of their fundamental properties such as ionic diffusivities. In this work, we have elaborated a molecular dynamics (MD) protocol to reliably predict the water uptake of IEMs by considering a polysulfone (PSU) functionalized with tetramethylammonium (TMA) anion-exchange membrane (AEM) compensated with chloride anions as case study. The procedure led to good agreement with reported experimental data in a wide range of ion-exchange capacities (IEC) and improved the results with respect to the DFT-based approach developed in our previous work. The issue of considering too thin membrane models compared to the actual IEM was found to be relevant and was addressed by proposing an ad-hoc simulation setup; this allowed to reconcile results accuracy with reasonable computational costs. Finally, the computed wu were used to evaluate chloride counter-ion diffusivities within three different theoretical frameworks (the Mackie-Meares, Yasuda-Lamaze-Ikenberry and Manning-Meares models) and it was found that a satisfactory agreement with experiments can be achieved. This confirmed the potential of the current strategy to predict the wu and ion diffusivities in IEM without resorting to experimental data, thus paving the way towards a computationally driven design of new membranes.

Chloride Ion‐Containing Polymeric Ionic Liquids for Application as Electrolytes in Solid‐State Batteries

AbstractOrganic, solid‐state batteries require efficient solid electrolytes able to provide stable ion conduction. Here, solid electrolytes based on ionic liquid (IL) polymers with chloride counterions as electrolyte materials for batteries are presented. Acrylic monomers with imidazolium substituents with alkyl side groups that are linked by alkyl spacers to the acrylic group are employed. The IL monomers with chloride counterions are either converted by thermally initiated radical polymerization into linear homopolymers or incorporated into polymer networks by UV‐initiated copolymerization utilizing a bifunctional, non‐ionic cross‐linker. Both procedures successfully yielded the desired materials, which is confirmed by NMR spectroscopy (linear homopolymers) or Raman spectroscopy (IL networks). The ionic conductivities at room temperature are measured by Electrochemical Impedance Spectroscopy. The ionic conductivities of the linear homopolymers are in the range of 10−4 to 10−6 S cm−1, while those of the IL networks are about two orders of magnitude lower. They increase to 10−4 S cm−1 at 70 °C. The electrochemical stability is examined by Linear Sweep Voltammetry and is proven in the voltage range of −2 to +2 V. The results reveal that the materials represent promising electrolytes for potential solid‐state battery applications.

Investigating intermediates in the CCC–NHC pincer ligand metalation/transmetalation to Rh sequence, an improved stoichiometric synthesis of CCC–NHC pincer Rh complexes

The metalation/transmetalation strategy using [Zr(NMe2)4] as initial metalating reagent offers an efficient approach to the synthesis of CCC–NHC pincer complexes. Many CCC–NHC pincer complexes have been prepared via this methodology. As efficient as this methodology is, many questions remained as to the mechanism for the process, particularly the requirement of two equivalents of Rh per proligand for good yields. Previously, no intermediates have been reported to shed light on the mechanism. In the process of investigating an intermediate and the mechanism of the metalation/transmetalation methodology, a new mixed valent bimetallic CCC–NHC pincer Rh complex with two chloro ligands bridged between a [(CCC–NHC)Rh(III)] and a [Rh(I)(COD)] fragment was isolated and fully characterized. The investigation of the Rh(III)/Rh(I) bimetallic intermediate in the CCC–NHC pincer metalation/transmetalation methodology led to an improved stoichiometric synthesis of CCC–NHC pincer Rh complexes. It was found that switching the proligand from iodide to chloride counterion obviated the need for an extra equivalent of Rh. The iodide bridged Rh(III)/Rh(I) intermediate was much more stable and prevented further reaction in comparison to the chloride congener. When it was switched to only chloride present the reaction quickly gave efficient, complete transmetalation with only a 1:1 ratio of proligand:Rh.

Interfacial Characterization of Ruthenium-Based Amphiphilic Photosensitizers.

Nonreactive surfactant molecules have long been used and characterized for a wide range of applications in industries, life science, and everyday life. Recently, new types of functional amphiphilic molecules have emerged that bear another function, for example, a light-absorbing action, or catalytic properties. However, the surfactant properties of these molecules remain to date essentially unknown. In this context, we investigated here the interfacial activity of photocatalytic surfactants based on a ruthenium(II) tris-bipyridine core, functionalized with two alkyl tails. We realized a systematic characterization of the surfactant properties of these molecules at a water–air interface and studied the effect of the alkyl chain length and of the counterions (hexafluorophosphate or chloride) on these properties. Our data demonstrate that ruthenium surfactants with chloride counteranions form a denser layer at the interface, but their surfactant properties can dramatically deteriorate when the chain length of the alkyl tail increases, leading to simple hydrophobic molecules with poor surfactant properties for the longest chains (C17). These findings pave the way for a better use and understanding of photocatalytic soft interfaces.

Engineering Antimicrobial Polymer Nanocomposites: In Situ Synthesis, Disruption of Polymicrobial Biofilms, and In Vivo Activity.

The increasing incidence of microbial infections and a limited arsenal of effective antibacterial and antifungal agents have entailed the need for new broad-spectrum therapeutics. Polymer-inorganic nanocomposites have emerged as an integral choice of antimicrobials but are limited by complicated synthesis, narrow-spectrum activity, and poor in vivo efficacy. Herein, chloride counterions of a nontoxic, moderately antibacterial polymer have been explored for in situ nanoprecipitation-based synthesis of water-soluble polymer-silver chloride nanocomposites. With the controlled release of silver ions, the nanocomposites were highly active against multidrug-resistant bacteria as well as fluconazole-resistant fungi. Alongside the elimination of metabolically inactive bacterial cells, the nanocomposites disrupted polymicrobial biofilms, unlike antibiotics and only silver-based ointments. This underlined the role of the engineered composite design, where the polymer interacted with the biofilm matrix, facilitating the penetration of nanoparticles to kill microbes. Further, the nanocomposite diminished Pseudomonas aeruginosa burden in mice skin infection (>99.9%) with no dermal toxicity proving its potential for clinical translation.

Dual-Drug Delivery via the Self-Assembled Conjugates of Choline-Functionalized Graft Copolymers.

Graft copolymers based on a choline ionic liquid (IL), [2-(methacryloyloxy)ethyl]-trimethylammonium chloride (TMAMA), were obtained by atom transfer radical polymerization. The presence of chloride counterions in the trimethylammonium groups promoted anion exchange to introduce fusidate anions (FUS, 32–55 mol.%) as the pharmaceutical anions. Both the choline-based IL copolymers and their ionic drug-carrier conjugates (FUS systems as the first type, 26–208 nm) formed micellar structures (CMC = 0.011–0.025 mg/mL). The amphiphilic systems were advantageous for the encapsulation of rifampicin (RIF, 40–67 mol.%), a well-known antibiotic, resulting in single-drug (RIF systems as the second type, 40–95 nm) and dual-drug systems (FUS/RIF as the third type, 31–65 nm). The obtained systems released significant amounts of drugs (FUS > RIF), which could be adjusted by the content of ionic units and the length of the copolymer side chains. The dual-drug systems released 31–55% FUS (4.3–5.6 μg/mL) and 19–31% RIF (3.3–4.0 μg/mL), and these results were slightly lower than those for the single-drug systems, reaching 45–81% for FUS (3.8–8.2 μg/mL) and 20–37% for RIF (3.4–4.0 μg/mL). The designed polymer systems show potential as co-delivery systems for combined therapy against drug-resistant strains using two drugs in one formula instead of the separate delivery of two drugs.