Gemini Quaternary Ammonium Salts Research Articles

Real-time monitoring of bacterial inactivating process of tailored bactericidal and antifouling cotton fabric with preserving its physicochemical properties and biocompatibility

Microorganisms present on cotton fabric (CF) significantly affect its wearing comfort and pose potential threats to human health. This is mainly attributed to the porous and hygroscopic nature of CF, which easily adsorbs proteins, oily substances, and mineral salts, creating a favorable environment for microorganism proliferations. The bacteria firmly adhered to CF are difficult to remove by conventional washing, resulting in persistent stains. Furthermore, the mechanisms underlying bacterial interaction with fibers and bacterial inactivation remain to be fully understood. Herein, we synthetized reactive Gemini quaternary ammonium salt (CGQ) and sulfopropylbetaine (CGB) to covalently bind onto CF, thereby engineering a customized antimicrobial and antifouling CF while preserving its physicochemical properties. Real-time monitoring of the bacterial inactivation process was also performed. The antimicrobial efficacy of CF finished with CGQ and CGQ/CGB, employing only 5.0 mg/mL antimicrobial concentration, surpassed 95 % against Escherichia coli and 99 % against Staphylococcus aureus after 50 washes. The loosely adhered bacteria on CGQ/CGB-finished CF can be easily eliminated through conventional washing, resulting in an enduring antimicrobial and antifouling surface. Consequently, we have developed a straightforward strategy for the large-scale production of superior antimicrobial and antifouling CF, presenting a versatile solution with wide applications. Additionally, this method offers an efficient strategy for real-time monitoring of the microorganism inactivation process.

Newly synthesized surfactants as antimicrobial and anti-adhesion agents

Quaternary ammonium salts (QAS) are widely used in medicine, industry and agriculture as disinfectants, biocides, and fungicides. QAS have the ability to coat various surfaces, prevent adhesion of microorganisms to them and inhibit the formation of biofilm. A group of surfactants derived from benzoic acid with different chemical structures was tested: monomeric QAS with different alkyl chain lengths (C12, C14, C16), gemini QAS containing 12-carbon alkyl chains and linkers of various lengths (3,4,6 methylene groups), as well as multifunctional QAS. Among the tested surfactants, monomeric QAS showed the highest bactericidal and fungicidal activity. All three groups of tested compounds inhibited the filamentation of C. albicans. The best antimicrobial activity was demonstrated by the monomeric surfactant C12AA, while the multifunctional equivalent (2xC12AA) was characterized by good anti-adhesive activity. All tested compounds are non-mutagenic and cause low hemolysis of sheep erythrocytes. Multifunctional and gemini surfactants are also non-toxic.

Investigation on foam properties of Gemini quaternary ammonium salt containing hydroxyl hydrophilic headgroup

Four Gemini quaternary ammonium salts, tetramethylene-1,4- bis [N, N-bis(hydroxypropyl)-hexa/decyloxypropylammonium] bromide (GC6/10-P) and tetramethylene-1,4-bis [N, N-bis(hydroxyethyl)-hexa/decyloxypropylammonium] bromide (GC6/10-E) were synthesized by two-step reactions. This study analyzes the foam properties, including foamability, foam stability, and foam size distribution, of GC6/10-P and GC6/10-E using the Foamscan method. The influence of surfactant concentration and gas flow rate on the properties of Gemini quaternary ammonium salt foam was also studied. Additionally, the relationship between surfactant structure and foam morphology in aqueous solutions was discussed. The results show that all four types of Gemini quaternary ammonium salt surfactants are low-foaming surfactants. The foam capacity (FC) sequence is as follows: GC10-E > GC10-P > GC6-E > GC6-P. The foamability and foam stability are enhanced with increasing surfactant concentration, which increases the adsorbed quantity of surfactant molecules at the air-water interface. The foam produced by GC6-P/E systems is the most unstable; the foam behaviors show faster Ostwald ripening and drainage process in aqueous system. It seems that 150–200 mL/min is an ideal air intake speed. The presence of hydroxyl in the molecular structure enhances the formation of hydrogen bonding between surfactants and water molecules, leading to greater molecular compactness. The results indicate that the foaming behavior of hydroxyl Gemini quaternary ammonium salts can be correlated with concentration and alkyl chains. Foamscan are proposed to research the foaming and foam stability behavior and provide a useful guide for evaluating the foamability of cationic surfactants-based systems, especially in the development of environmentally friendly foam systems suitable for low-foaming products.

Quaternary ammonium salts for water treatment with balanced rate of sterilization and degradation

The growing number of infections caused by drug-resistant bacteria which arise from the overuse of antibiotics has severely affected the normal operation of human society. The high antibacterial activity of QAS makes it promising as an alternative to antibiotics, but it suffers from secondary pollution due to its non-degradation. Here we have synthesized a class of gemini quaternary ammonium salts (GQAS) with different carbon chain lengths containing ester groups by using facile methylation reaction. Quaternary ammonium groups contribute to insert negatively charged bacterial membranes, resulting in membrane damage and bacteria death. Compared with conventional single-chain QAS, except for the more efficient antibacterial efficiency attribute to the presence of the second carbon chain, GQAS with alterable antibacterial properties can minimize the possibility of bacterial resistance and reduce the accumulation of GQAS in the environment through the introduction of degradable ester groups. GQAS is completely superior to the commercial bactericide benzalkonium chloride (BAC) in both antibacterial activity and degrade performance, which can be used as a more environmentally friendly bactericide.

The influence of hydrogen bonding on the structure of organic-inorganic hybrid catalysts and its application in the solvent-free epoxidation of α-olefins.

In this study, two types of catalysts were prepared by the combination of gemini quaternary ammonium salt with two distinct species of phosphotungstic acid. Catalysts prepared by the Wells-Dawson type of phosphotungstic acid and Keggin-type phosphotungstic acid both exhibited dual-phase catalytic behavior, demonstrating both heterogeneous and homogeneous catalytic activities. In comparison to the catalyst prepared by the Keggin-type phosphotungstic acid, due to the higher size of Wells-Dawson type of phosphotungstic acid, hydrogen bonding could not effectively affect the catalyst prepared by H6P2W18O62. Subsequently, the influential factors on the catalytic reaction were investigated. Through the utilization of techniques such as XPS, FT-IR, Raman spectra and other characterization methods, two distinct structure and reaction mechanisms for these catalysts were elucidated under the influence of hydrogen bonding.

Separation of avibactam by gemini quaternary ammonium salt: Extraction, precipitation, and application in large-scale production

β-lactamase inhibitors have important clinical significance to restore the antibacterial effect of antibiotics. Non-β-lactam β-lactamase inhibitor represented by avibactam contained a sulfonic acid group, which posed a considerable challenge to separation and purification. To separate avibactam, eight gemini quaternary ammonium salts were developed for extraction, and the extraction conditions were investigated and optimized. Notably, some gemini quaternary ammonium salts can directly precipitate avibactam in aqueous solution with the excellent yield and purity. The probable mechanism of precipitation was studied by critical micelle concentration, transmission electron microscopy, and nuclear magnetic resonance assays. The precipitation process of gemini quaternary ammonium salt N,N,N,N′,N′,N′-hexabutylbutanediammonium dibromide was successfully applied in separation and purification of a 2 kg avibactam production, showing unique efficient and green advantages. Our research offered an effective and scale-up approach to separation and purification of β-lactamase inhibitor containing sulfonic acid group.

Self-Aggregation, Antimicrobial Activity and Cytotoxicity of Ester-Bonded Gemini Quaternary Ammonium Salts: The Role of the Spacer.

Five ester-bonded gemini quaternary ammonium surfactants C12-En-C12 (n = 2, 4, 6), with a flexible spacer group, and C12-Bm-C12 (m = 1, 2), with rigid benzene spacers, were synthesized via a two-step reaction and analyzed. Furthermore, the effects of the spacer structure, spacer length and polymerization degree on the self-aggregation, antimicrobial activity and cytotoxicity of C12-En-C12 and C12-Bm-C12 and their corresponding monomer N-dodecyl-N,N,N-trimethyl ammonium chloride DTAC were investigated. The results showed that C12-En-C12 and C12-Bm-C12 had markedly lower critical micellar concentration (CMC) values and lower surface tension than DTAC. Moreover, the CMC values of C12-En-C12 and C12-Bm-C12 decreased with increasing spacer length. In the case of equivalent chain length, the rigidity and steric hindrance of phenylene and 1,4-benzenediyl resulted in larger CMC values for C12-Bm-C12 than for C12-En-C12. The antibacterial ability of C12-En-C12 and C12-Bm-C12 was assessed using Escherichia coli (E. coli) and Staphylococcus albus (S. aureus) based on minimum inhibitory concentrations (MICs). Furthermore, C12-En-C12 and C12-Bm-C12 exhibited higher antimicrobial activity than DTAC and had stronger function toward S. aureus than E. coli. The antimicrobial activity was enhanced by increasing the spacer chain length and decreased with the increased rigidity of the spacers. The cytotoxic effects of C12-En-C12 and C12-Bm-C12 in cultured Hela cells were evaluated by the standard CCK8 method based on half-maximal inhibitory concentration (IC50). The cytotoxicity of C12-En-C12 and C12-Bm-C12 was significantly lower than alkanediyl-α,ω-bis(dimethyldodecylammonium) bromide surfactants and DTAC. The spacer structure and the spacer length could induce significant cytotoxic effects on Hela cells. These findings indicate that the five ester-bonded GQASs have stronger antibacterial activity and lower toxicity profile, and thus can be used in the pharmaceutical industry.

A new avibactam Gemini quaternary ammonium salt: synthesis, self-assembly, vibrational spectra, crystal structures and DFT calculations

Avibactam ([AV]), a non-β-lactam β-lactamase inhibitor, contains a sulfonic acid group, which making separation and purification extremely difficult. The ability of the gemini quaternary ammonium salt N,N,N,N’,N’,N’-hexabutylbutanediammonium dibromide [444][Br]2 to precipitate [AV] from aqueous solutions resulted in the successful synthesis of a new avibactam gemini quaternary ammonium salt [444][AV]2. To understand the self-assembly, the transmission electron microscope (TEM) and spectra of [444] cations and [AV] anions in aqueous solution were investigated. By using a slow evaporation technique, the [444][AV]2 complex single crystal was produced from a water solvent. The title crystal structure conformation was done by single crystal X-ray diffraction (SCXRD) technique, and its belongs to the P-1 space group with the triclinic system. The thermal stability of [444][AV]2 has been investigated by TG/DSC studies, and its experimental vibrational bands (FT-IR and Raman) have been studied and assigned. The stability test indicated that [444][AV]2 exhibits outstanding physical stability under long-term and accelerated conditions. According to DFT calculations, electrostatic potential and Mulliken charges showed that [444] cations were readily adsorbed on the negatively charged [AV] anions surface sites through electrostatic attraction, and the existence of inter-molecular interactions was assessed by Hirshfeld surface of [444][AV]2 single crystal.

Quaternary Ammonium Salts: Insights into Synthesis and New Directions in Antibacterial Applications.

The overuse of antibiotics has led to the emergence of a large number of antibiotic-resistant genes in bacteria, and increasing evidence indicates that a fungicide with an antibacterial mechanism different from that of antibiotics is needed. Quaternary ammonium salts (QASs) are a biparental substance with good antibacterial properties that kills bacteria through simple electrostatic adsorption and insertion into cell membranes/altering of cell membrane permeability. Therefore, the probability of bacteria developing drug resistance is greatly reduced. In this review, we focus on the synthesis and application of single-chain QASs, double-chain QASs, heterocyclic QASs, and gemini QASs (GQASs). Some possible structure-function relationships of QASs are also summarized. As such, we hope this review will provide insight for researchers to explore more applications of QASs in the field of antimicrobials with the aim of developing systems for clinical applications.

Anti-Fouling and Anti-Biofilm Performance of Self-Polishing Waterborne Polyurethane with Gemini Quaternary Ammonium Salts.

Biofilms are known to be difficult to eradicate and control, complicating human infections and marine biofouling. In this study, self-polishing and anti-fouling waterborne polyurethane coatings synthesized from gemini quaternary ammonium salts (GQAS), polyethylene glycol (PEG), and polycaprolactone diol (PCL) demonstrate excellent antibiofilm efficacy. Their anti-fouling and anti-biofilm performance was confirmed by a culture-based method in broth media, with the biofilm formation factor against Gram-positive (S. aureus) and Gram-negative bacterial strains (E. coli) for 2 days. The results indicate that polyurethane coatings have excellent anti-biofilm activity when the content of GQAS reached 8.5 wt% against S. aureus, and 15.8 wt% against E. coli. The resulting waterborne polyurethane coatings demonstrate both hydrolytic and enzymatic degradation, and the surface erosion enzymatic degradation mechanism enables them with good self-polishing capability. The extracts cyto-toxicity of these polyurethane coatings and degradation liquids was also systematically studied; they could be degraded to non-toxic or low toxic compositions. This study shows the possibility to achieve potent self-polishing and anti-biofilm efficacy by integrating antibacterial GQAS, PEG, and PCL into waterborne polyurethane coatings.

Janus functional electrospun polyurethane fibrous membranes for periodontal tissue regeneration.

The guided tissue regeneration (GTR) technique with GTR membranes is an efficient method for repairing periodontal defects. Conventional periodontal membranes act as physical barriers that resist the growth of fibroblasts, epithelial cells, and connective tissue. However, they cannot facilitate the regeneration of periodontal tissue. To address this issue, the exploitation of novel GTR membranes with bioactive functions based on therapeutic requirements is critical. Herein, we exploited a biodegradable bilayer polyurethane fibrous membrane by uniaxial electrostatic spinning to construct two sides with Janus properties by integrating the bioactive molecule dopamine (DA) and antimicrobial Gemini quaternary ammonium salt (QAS). The DA-containing side, located inside the injury, can effectively promote cell adhesion and mesenchymal stem cell growth as well as support mineralization and antioxidant properties, which are beneficial for bone regeneration. The QAS-containing side, located on the outer surface of the injury, endows antibacterial properties and limits fibroblast adhesion and growth on its surface owing to its strong hydrophilicity. An in vivo study demonstrates that the Janus polyurethane fibrous membrane can significantly promote the regeneration of periodontal defects in rats. Owing to its superior mechanical properties and biocompatibility, this polyurethane fibrous membrane has potential applications in the field of periodontal regeneration.

Novel Ester-bonded Gemini Quaternary Ammonium Salt with Good Antimicrobial Activity and Anti-mold Performance for Wet Blue Leather

Herein, we have developed a kind of novel ester-bonded gemini quaternary ammonium salts microbicides named QAS(n+m) for leather application, in which n and m denotes the number of −CH2 between the ester groups on the spacer, and the length of alkyl chain connected to ester groups on the hydrophobic tail chain, respectively. Results indicate that the hydrophobic tail lengths and the spacer lengths in the QAS(n+m) structures affect their antimicrobial activities very differently. QAS(4+10) was used to investigate the antimicrobial mechanism, cytotoxicity, and antimold performance for wet blue leather as it exhibits the strongest antimicrobial effect. It shows QAS(4+10) is capable of inactivating microorganisms mainly by disrupting the integrity of their cell membranes. Compared to commercial leather microbicide product 2-thiocyanomethylthiobenzothiazole (TCMTB), QAS(4+10) exhibits comparable mold resistance and lower toxicity. The present work gives positive insight into the development of novel candidate microbicides for the preservation of wet blue leather.

Removal of feldspar from phosphate ore using Gemini quaternary ammonium salt as a novel collector

Feldspar is a typical sesquioxide which is associated with phosphate ore. It can greatly prevent the formation of calcium sulfate crystals during the wet process of phosphoric acid production, resulting in the loss of P2O5, and therefore lowering the phosphoric acid recovery. To achieve the selective separation of feldspar from phosphate ore, we first tried using a new Gemini quaternary ammonium salt as the collector in conjunction with a reverse flotation approach. The flotation tests of single minerals and artificially mixed minerals were employed to investigate the collecting ability and selectivity of the collector, the adsorption mechanism was also evaluated by means of zeta potential measurements and molecular dynamic calculations. The flotation results demonstrate that the collector showed a strong harvesting effect and selectivity on feldspar rather than fluorapatite. When the Gemini concentration was set at 7.5 × 10−6 mol/L, the P2O5 grade could reach 31.69% with a corresponding recovery of 77.57%, indicating that Gemini collector could suitably be used as a potential chemical to achieve the effective removal of feldspar from phosphate ore. The results obtained from zeta potential measurements and molecular dynamics simulations indicate that the adsorption of Gemini collector on feldspar was more pronounced compared to that on fluorapatite surface and the interaction between Gemini and both minerals was mainly ascribed to electrostatic interaction. This work aims to provide a reference for using Gemini as collector combined with reverse flotation approach to achieve the effective removal of sesquioxide from phosphate ore and further enhance the quality of phosphate fertilizers.

Study on the properties of sodium lauroyl lactate anionic surfactant and cationic surfactant in a mixed system

The surface properties and applications of mixtures of an anionic surfactant (sodium lauroyl lactate (SLL)) and cationic surfactant (gemini quaternary ammonium salt with a hydroxyl group (GC12)) were investigated. The results showed that SLL/GC12 surfactant mixtures have synergistic effects, yielding higher surface activity and greater application performance. When the mole fraction of SLL (αSLL) was 0.4, the surface tension reached its minimum value. Furthermore, based on the calculated interaction parameters, stronger attractive interactions between the mixed SLL/GC12 surfactant molecules could be obtained at air/solution interfaces or with mixed micelles. When the mass fraction of SLL was 50%, its wetting ability and emulsifying capacity were optimal. The foam stability exceeded 95% when the mass fractions of SLL (WSLL) were 20%, 40%, and 50%. In addition, when the mole fraction of SLL was approximately 0.5, vesicles formed easily at a total solution concentration of 3 mM.

Antimicrobial, Cytotoxic and Mutagenic Activity of Gemini QAS Derivatives of 1,4:3,6-Dianhydro-l-iditol.

A series of quaternary diammonium salts derivatives of 1,4:3,6-dianhydro-l-iditol were synthesized, using isommanide (1,4:3,6-dianhydro-d-mannitol) as a starting material. Both aromatic (pyridine, 4-(N,N-dimethylamino)pyridine (DMAP), (3-carboxamide)pyridine; N-methylimidazole) and aliphatic (trimethylamine, N,N-dimethylhexylamine, N,N-dimethyloctylamine, N,N-dimethyldecylamine) amines were used, giving eight gemini quaternary ammonium salts (QAS). All salts were tested for their antimicrobial activity against yeasts, Candida albicans and Candida glabrata, as well as bacterial Staphylococcus aureus and Escherichia coli reference strains. Moreover, antibacterial activity against 20 isolates of S. aureus collected from patients with skin and soft tissue infections (n = 8) and strains derived from subclinical bovine mastitis milk samples (n = 12) were evaluated. Two QAS with octyl and decyl residues exhibited antimicrobial activity, whereas those with two decyl residues proved to be the most active against the tested pathogens, with MIC of 16–32, 32, and 8 µg/mL for yeast, E. coli, and S. aureus reference and clinical strains, respectively. Only QAS with decyl residues proved to be cytotoxic in MTT assay against human keratinocytes (HaCaT), IC50 12.8 ± 1.2 μg/mL. Ames test was used to assess the mutagenic potential of QAS, and none of them showed mutagenic activity in the concentration range 4–2000 µg/plate.

A bioinspired Janus polyurethane membrane for potential periodontal tissue regeneration.

Guided tissue regeneration (GTR) is the main therapeutic method for periodontal tissue regeneration. The key to the GTR strategy is the membrane which can assist the reconstruction of bone tissue in the periodontal defect and prevent the migration of epithelium and fibroblasts to the defect. However, the existing periodontal membrane cannot effectively promote periodontal tissue regeneration due to the limited bioactivity and physicochemical function. Here, we developed a bioinspired degradable polyurethane membrane with Janus surface morphology by integrating bioactive dopamine (DA) and an antibacterial Gemini quaternary ammonium salt (QAS). The Janus surface of the membrane is fabricated through spontaneous microphase separation, resulting from the different migration of functional segments between the air-contact upper surface with enriched antibacterial QAS and the substrate-contact bottom with enriched bioactive DA. The smooth surface of the upper membrane used to face the soft tissues can reduce cell adhesion to suppress the migration of fibroblasts, while the rough surface with a topological micro-pit structure of the bottom side facing the bone has excellent function of autonomic mineralization and cell adhesion to promote bone tissue reconstruction. In addition, the membrane containing the antibacterial QAS shows excellent antibacterial effect on common oral pathogens, such as S. aureus and S. mutans. Moreover, the specific dopamine group also endows the membrane with excellent antioxidant efficiency. In vivo research shows that this Janus polyurethane membrane can effectively promote periodontal tissue regeneration in a rat periodontal defect model. Combined with its excellent mechanical properties and biocompatibility, the polyurethane membrane is a promising material for potential periodontal tissue regeneration.

Comparative study on the use of three types of clay stabilizers in acidification

From the perspective of clay stability mechanism, inorganic salt clay stabilizers, surfactant clay stabilizers and polymer clay stabilizers were studied, aiming to optimize the clay stabilizer for acidizing. Firstly, PDMDAAC and CPAM were successfully prepared and characterized. Then, the performance of seven clay stabilizers, including NH4Cl, KCl, dodecyl trimethylammonium chloride (DTMA), cetyltrimethylammonium chloride (CTMA), amide Gemini quaternary ammonium salt (GSA), PDMDAAC and CPAM, were compared under different conditions. The results show that the 2% salt clay stabilizer can reach 90% of the anti-swelling rate. While 1% surfactant and polymer can reach 70% and 80% of the anti-swelling rate respectively. In addition, the salt clay stabilizer has great high-temperature resistance and the polymer clay stabilizer has good scour resistance. In contrast, the surfactant clay stabilizer has poor effect in acid environment owing to critical micelle concentration. The mechanism research shows that the electrostatic interaction of the cations ionized by inorganic salt and the negative ions in the clay stabilizes clay. Besides ionizing cations, surfactant clay stabilizer and polymer clay stabilizer prevent the external fluid from entering clay interlayer through the aggregation of hydrophobic groups and the formation of polymer film respectively.

Giant persistent antimicrobial and biocompatible polyester fabrics for anti-mold food packaging

Polyethylene terephthalate (PET) fibers have been the most popular fabrics owing to their superior performances. However, PET fabrics generally wear uncomfortably because of their poor sweat absorbing ability, electrostatic charge accumulation, and unfavorable microorganisms. To endow PET fabrics with perdurable antimicrobial and antistatic properties by conventional methods is unachievable owing to the absence of reactive groups. Herein, we developed a one-step facile strategy for preparing antimicrobial PET fabrics via photochemical reaction using benzophenone terminated Gemini quaternary ammonium salt (GQAS) and Gemini betaine as the antimicrobial finishing reagents. The antimicrobial rate of GQAS finished PET fabrics and GQAS/Gemini betaine finished PET fabrics were greater than 91% against both the gram-negative Escherichia coli and the gram-positive Staphylococcus aureus after 50 laundering cycles, which were significantly better than usual antimicrobial fabrics. In addition, the antimicrobial PET fabrics showed prominently enhanced hydrophilic, antistatic and long-lasting antimicrobial properties, as well as negligible toxicity. Most importantly, this work proposes a universal and efficient strategy for the development of permanent antimicrobial and antistatic synthetic polymers without compromising their superiority those have great potential for industrial and healthcare applications, including but not limited to food packaging, clothes and medical appliances to prevent infectious diseases and mildew.

Distributions of counterions on adsorption and aggregation behavior of Gemini quaternary ammonium salt

The counterions had a particular influence on various physical and chemical properties, which were significantly present in Gemini quaternary ammonium salt. To investigate this contribution three Gemini quaternary ammonium salt with different counterions, GC-S, GC-N and GC-Cl, were synthesized from dodecyl tertiary amines, epichlorohydrin, and corresponding acids. The structures were characterized by FT-IR and 1H NMR. Critical parameters such as surface tension, minimum interfacial tension, CMC, and maximum adsorption capacity were measured subsequently. The role of counterions on the adsorption properties was discussed with the help of two classical adsorption models. Their aggregation behavior was observed by TEM. The results showed that counterions with larger ionic radii were adsorbed near the cationic head group more easily, which facilitates the arrangement of surface-active molecules by reduced the repulsive force between them on the adsorption layer. Moreover, the diversity of counterions allowed the surfactants to aggregate in solution to form micelles with different aggregation structures. Cationic surfactants with different counterions were studied as corrosion inhibitors, and found to exhibit temperature-dependent inhibition effects.

Adsorption and Corrosion Performance of New Cationic Gemini Surfactants Derivatives of Fatty Amido Ethyl Aminium Chloride with Ester Spacer for Mild Steel in Acidic Solutions.

Three new cationic gemini surfactants with ester spacer type 2-2′-(ethane-1,2-diyl bis(oxy)) bis(N-(2-alkanamidoethyl)-N,N-dimethyl-2-oxoethan-1-aminium)) dichloride) (CGSES12, CGSES14 and CGSES16), based on N,N-dimethyl fatty amido ethylamine, were produced. These gemini quaternary ammonium salts were synthesized using a three-step reaction method, starting from th/e condensation of the fatty acid chloride (RCOCl) of various hydrophobic chain lengths (R, C11H23, C13H27, C15H31) with N,N-dimethyl ethylene diamine, followed by the quaternization of the tertiary amino group formed with the spacer of the ester group formed in the second step. The chemical configuration of the surfactants was established by FT-IR, 1HNMR, 13CNMR and Mass spectroscopies. The inhibition performance of three surfactants was studied by weight loss and electrochemical measurements. The results show that CGSES12, CGSES14 and CGSES16 behave as effective inhibitors and surface agents. The maximum efficiency was higher than 94% at 2.5 mM, and the inhibition order was CGSES16 > CGSES14 > CGSES12. This was due to the increment in hydrophobicity of the gemini surfactants. Their adsorption on a mild steel surface followed the Langmuir isotherm. CGSES12, CGSES14 and CGSES16 can be considered mixed-type inhibitors. The presence of CGSES12, CGSES14 and CGSES16 increased charge transfer resistance and decreased the corrosion rate. The adsorption focused on heteroatoms and the surface properties of cationic gemini surfactants.