Alkyl Glycosides Research Articles

Palladium‐Catalyzed Directing‐Group‐Mediated γ‐C(sp3)−H Glycosylation for Synthesis of C‐Alkyl Glycosides

AbstractC‐alkyl glycosides play a crucial role in various bioactive compounds. However, the synthesis of C‐alkyl glycosides poses significant challenges, particularly through C(sp3)−H glycosylation. Here, we report a set of reactions for constructing C‐alkyl glycosides through directing‐group‐mediated functionalization of unactivated γ‐C(sp3)−H bonds under mild conditions. These reactions not only achieve high regioselectivity and stereoselectivity in glycosylation, but also exhibit a wide substrate scope. They are compatible with both arene and alkane substrates, as well as natural and unnatural amino acid substrates. Mechanistic studies have shown that the directing‐group 8‐aminoquinoline (AQ) and picolinamide (PA) may affect the chirality of the β‐carbon of L‐valine through a sterically favorable trans‐palladacycle intermediate, resulting in (R) or (S) configuration of glycosylated amino acid, respectively. These reactions are promising to provide a convenient and powerful tool for constructing C‐alkyl glycosides and carbohydrate‐based drugs in the future.

Benzoylation of Tetrols: A Comparison of Regioselectivity Patterns for O- and S-Glycosides of d-Galactose.

Efficient protecting group strategies are important for glycan synthesis and represent a unique synthetic challenge in differentiating sugar ring hydroxyl groups. Direct methods to enable regioselective protecting group installation are thus desirable. Herein, we explore a one-step regioselective benzoylation to deliver 2,3,6-protected d-galactose building blocks from tetrols across a variety of α- and β-, O- and S-glycoside substrates. We focus on benzoyl chloride as the esterifying reagent and a reaction temperature of -40 °C to screen the regioselectivity outcome for twenty-two different glycosides, based on isolated yields. Using this methodology, we demonstrate the capability for α-linked aryl and alkyl glycosides (O- and S- d-galactosides, d-galactosamines, and l-fucose), delivering consistent isolated yields (>65%) for 2,3,6-benzoylated products. We extend to explore β-linked systems, where the observed regioselectivity is not paralleled. We posit that both steric and electronic factors from the anomeric substituent contribute to modulating the reactivity competition between 2-OH and 4-OH, enabling the formation of regioisomeric mixtures. However, a certain balance of these factors within the aglycon can deliver 2,3,6-regioselectivity, notably for β-O-Et and β-O-CH2CF3 glycosides. The methodology contributes toward understanding the peculiarities of regioselective carbohydrate-protecting group installation, exploring the importance of the anomeric substituent upon ring hydroxyl group reactivity.

Preparation and Rheological Properties of the PVA/CMC/Gel Composite for Mining.

A composite gel material with an interpenetrating network structure was formed using the chemical cross-linking method. The viscosity, yield stress, and thixotropy of a poly(vinyl alcohol)/carboxymethyl cellulose/gelatin (PVA/CMC/Gel) composite gel slurry with different ratios were tested using a viscometer, and the interaction between the surface of the gelling agent and the cross-linking agent was analyzed by calculating the frontline orbital energy of a single polymer material molecule. The seepage diffusion characteristics of the composite gel in a goaf were then studied through a numerical simulation. The results indicate that the PVA/CMC/Gel composite gel exhibits shear thinning behavior following the power law model and behaves as a pseudoplastic fluid. The optimal ratio for the composite gel at 30 °C is determined as follows: 30 wt % for the gelling agent (PVA/(Gel + CMC) = 20:10), 4 wt % for the cross-linking agent, 3.09 wt % for the carbide slag, 7.5 wt % for the alcohol amine solution, and 0.5% sodium dodecyl sulfonate + 0.1% alkyl glycoside for the foaming agent. Gel exhibits the lowest energy band gap (0.096 eV), indicating strong reaction activity and strong reaction with the cross-linking agent (sodium tetraborate). PVA has the largest energy band gap (0.238 eV), strong molecular stability, and weak reaction with the cross-linking agent (sodium tetraborate). When the dip angle of the goaf is 4° and the injection time is 40 min, the composite gel tends to diffuse more easily along the dip. The investigation into the rheological properties of the PVA/CMC/Gel composite gel holds significant importance in the design of coal mine pipeline transportation and understanding diffusion flow in goaf.

Ultrasonically activated persulfate process for the degradation of phenanthrene in soil-washing effluent: Experimental, DFT calculation and toxicity evaluation

Soil-washing (SW) has been widely used to treat PHE in soil, but this has led to the problem of large quantities of contaminated soil-washing effluent (SWE) that are difficult to treat effectively. The primary objective of this study was to investigate the degradation of phenanthrene (PHE) in SWE with Alkyl glycoside (APG) as a surfactant through the implementation of ultrasound (US)/persulfate (PS) oxidation technique. The findings of the study demonstrated the effectiveness of the US/PS system in facilitating the degradation of PHE, with the degradation process accurately described by a first-order kinetic model. With the reaction conditions optimized, an impressive degradation efficiency of 79.8% was achieved for PHE. Notably, the presence of common water components such as Cl-, HCO3-, H2PO4-, and HA had an impact on the degradation process. The degradation mechanism and degradation pathways of PHE were determined by free radical burst test, electron paramagnetic resonance (EPR), density functional theory (DFT) calculations gas chromatography/mass spectrometry (GC/MS) tests, and the eco-toxicological evaluation of PHE and its intermediates was carried out by using ECOSAR software. Most importantly, physicochemical properties were analysed, structural characterisation and DFT calculations were carried out for the high concentration of APG compounds in the solution environment throughout the degradation process. The result showed that as the reaction progressed, the degradation radicals only opened the APG structure and degraded the PHE encapsulated in it. However, the APG compound itself showed little change. These comprehensive investigations contribute novel insights into the green and efficient treatment of PHE-containing SWE.

Biomass to green surfactants: Microwave-assisted transglycosylation of wheat bran for alkyl glycosides production

Depolymerization of carbohydrate biomass using a long-chain alcohol (transglycosylation) to produce alkyl glycoside-based bio-surfactants has been gaining industrial interest. This study introduces microwave-assisted transglycosylation in transforming wheat bran, a substantial agricultural side stream, into these valuable compounds. Compared to traditional heating, microwave-assisted processing significantly enhances the product yield by 53 % while reducing the reaction time by 72 %, achieving a yield of 29 % within 5 h. This enhancement results from the microwave's capacity to activate intermolecular hydrogen and glycosidic bonds, thereby facilitating transglycosylation. Life-cycle assessment and techno-economic analysis demonstrate the benefits of microwave heating in reducing energy consumption by 42 %, CO2 emissions by 56 %, and equipment, operational and production costs by 44 %, 35 % and 30 %, respectively. The study suggests that microwave heating is a promising approach for efficiently producing bio-surfactants from agricultural wastes, with potential cost reductions and environmental benefits that could enhance industrial biomass conversion processes.

Constructing network structures to enhance stability and target deposition of selenium nanoparticles via amphiphilic sodium alginate and alkyl glycosides

Dietary selenium (Se) supplementation has recently received increasing attention; however, Selenium nanoparticles (SeNPs) exhibit poor stability and tend to aggregate in aqueous solution. Therefore, enhancing the stability of SeNPs and their effective delivery to plants remain challenging. In this study, sodium alginate (SA) and lysozyme (LZ) were reacted via the wet-heat Maillard reaction (MR) to obtain amphiphilic alginate-based polymers (SA-LZ). Alkyl glycosides (APG) were introduced into SA-LZ to enhance the deposition of SeNPs in leaves. Thus, a renewable and degradable polysaccharide-based material (SA-LZ/APG) loaded with Se formed an amphiphilic alginate-based-based shell with a Se core. Notably, the encapsulation of SeNPs into a polysaccharide base (SA-LZ/APG) increased the stabilization of SeNPs and resulted in orange–red, zero-valent, monoclinic and spherical SeNPs with a mean diameter of approximately 43.0 nm. In addition, SA-LZ/APG-SeNPs reduced the interfacial tension of plant leaves and increased the Se content of plants compared to the blank group. In vitro studies have reported that SA-LZ/APG-SeNPs and SA-LZ-SeNPs have significantly better clearance of DDPH and ABTS than that of APG-SeNPs. Thus, we believe that SA-LZ/APG is a promising smart delivery system that can synergistically enhance the stability of SeNPs in aqueous solutions and improve the bioavailability of Se nutrient solutions.

Self-assembly mechanism, physicochemical analyses and application performance investigations of branched alkyl glycosides with alcohol ether carboxylic acids of varied epoxide numbers.

Green surfactants, specifically alkyl glycosides and fatty alcohol ether carboxylic acids, are known for their biocompatibility, multiresponsiveness, and versatile applications, garnering significant attention in the realms of green and colloid chemistry. This study systematically investigated the mechanism underlying micelle formation within aqueous solutions comprising alcohol ether carboxylic acids featuring diverse EO group chain quantities (AEC-nH, where n equals 5, 7, and 9) and branched alkyl glycosides (IG). The elucidation of these mechanisms sheds light on their prospective application properties. It was observed that the self-assembly of micelles in these hybrid systems is predominantly influenced by hydrogen bonding, electrostatic interactions, and hydrophobic forces. The spherical-rod morphology of the micelles responds to the varying numbers of EO group chains, with an increased number of EO leading to the formation of rod-like micelles, which exhibit relative instability, while a decreased number of EO results in the formation of spherical micelles with relative stability. Additionally, by means of kinetic analysis, it was determined that the micelle formation process of the three hybrid systems is driven by enthalpy, and a mixed diffusion-kinetics adsorption mechanism is involved in the adsorption process. These findings significantly impact their application properties. This report stands as the first exploration of the synergistic mechanisms and application performance of two types of green surfactants in aqueous solutions, considering the influence of different numbers of EO group chains. Not only does it provide fundamental insights into their properties, but it also offers novel perspectives on the applications of green surface activation.

Study on the properties of branched-chain alkyl glycoside nonionic surfactant and anionic surfactant in a mixed system

Abstract The surface activity, intermolecular interactions and thermodynamic parameters of a mixture of a nonionic surfactant (branched-chain alkyl glycoside (IG-10)) and an anionic surfactant (alcohol ether carboxylic acid (90H)) were investigated and the wetting, emulsifying and foaming properties of the mixed system were also evaluated. The results show that there is a mutual attraction at the mixed micelles and gas/liquid interfaces formed by the two surfactants. The thermodynamic parameters show that the formation of mixed micelles from two different surfactants is a non-ideal process. In terms of application performance, the wetting ability and foaming properties of the mixed system showed good synergistic effects, with the wetting time of the mixed system being shorter than that of the two single surfactant systems and the foam stability being weaker than that of the single system. The best emulsifying capacity was obtained when the mass fraction of 90H was 50 %.

Design of oleic acid/alkyl glycoside composite vesicles as cosmetics carrier: stability, skin permeability and antioxidant activity

Biocompatible fatty acids are natural biological materials which exhibit widespread biomedical applications. Nevertheless, their application in vesicle forms is hampered by strong pH sensitivity and poor stability to changes in ionic strength, temperature, and storage. In the investigation, the incorporation of alkyl glycoside (APG), a surfactant with non-ionic properties, into the oleic acid (OA) vesicles was undertaken as a means to address this issue. The newly formed OA/APG composite vesicles form in a pH range of between 5.4 and 7.4, which is close to the pH range of the physiological environment. The stability studies results showed that the OA/APG composite vesicles have excellent stability in terms of ionic strengths, temperature and storage. The formation of NAR-loaded OA/APG composite vesicles was demonstrated through FT-IR, DSC and XRD. In vitro topical delivery and skin retention studies confirmed that the composite vesicles improve skin permeation rate and have better skin permeation behavior. Antioxidant activity experiments confirmed that the antioxidant effect composite vesicles were significantly increased as compared to the naringenin (NAR). This finding has theoretical implications for the use of drug-loaded fatty acid vesicles in cosmetics industries and topical delivery systems.

Effect of alkyl glycoside surfactant on the explosion characteristics of bituminous coal: Experimental and theoretical discussion

To reduce the risk of secondary dust formation and explosions of coal dust captured by spray with surfactant in coal mine working faces, the influence of alkyl polyglucoside (APG) on the explosion characteristics of bituminous coal was studied. The thermokinetic behavior of the APG-coal compound system was analyzed, and the chemical structural evolutions that occurred in coal powder before and after APG treatment were determined. Finally, the mechanism of effect by which APG affects bituminous coal explosion was discussed. The results showed that the carbonyl structure content of samples increased after APG soaking treatment, and the oxidation process of coal powder changed. Coal dust soaked in APG solutions reached a maximum explosion pressure earlier than the raw coal, resulting in a decrease of the boundary concentration. The maximum explosion pressure slightly decreased and the explosion induction time was extended. Additionally, the thermal decomposition rate of the APG-coal mixture system decreased and the maximum heat flow increased. The mechanisms by which APG affects bituminous coal dust explosion were summarized to be a barrier effect and an equivalent combustion effect. The results of this research serve as a reference for coal dust explosions control and for the preparation of new coal dust suppressants were provided.

Experimental investigation on using CO2/H2O emulsion with high water cut in enhanced oil recovery

CO2 emulsions used for EOR have received a lot of interest because of its good performance on CO2 mobility reduction. However, most of them have been focusing on the high quality CO2 emulsion (high CO2 fraction), while CO2 emulsion with high water cut has been rarely researched. In this paper, we carried out a comprehensive experimental study of using high water cut CO2/H2O emulsion for enhancing oil recovery. Firstly, a nonionic surfactant, alkyl glycosides (APG), was selected to stabilize CO2/H2O emulsion, and the corresponding morphology and stability were evaluated with a transparent PVT cell. Subsequently, plugging capacity and apparent viscosity of CO2/H2O emulsion were measured systematically by a sand pack displacement apparatus connected with a 1.95-m long capillary tube. Furthermore, a high water cut (40 vol%) CO2/H2O emulsion was selected for flooding experiments in a long sand pack and a core sample, and the oil recovery, the rate of oil recovery, and the pressure gradients were analyzed. The results indicated that APG had a good performance on emulsifying and stabilizing CO2 emulsion. An inversion from H2O/CO2 emulsion to CO2/H2O emulsion with the increase in water cut was confirmed. CO2/H2O emulsions with lower water cuts presented higher apparent viscosity, while the optimal plugging capacity of CO2/H2O emulsion occurred at a certain water cut. Eventually, the displacement using CO2/H2O emulsion provided 18.98% and 13.36% additional oil recovery than that using pure CO2 in long sand pack and core tests, respectively. This work may provide guidelines for EOR using CO2 emulsions with high water cut.

Molecular Dynamics Simulation of the Effects of Complex Surfactants on Oil-Water Interaction and Aggregation Characteristics at the Interface.

In response to the problem of complex interaction between oil and water in the oil-water interface, especially heavy oil and water, this study investigated the effects of complex surfactants on the interaction of two phases and their aggregation characteristics by molecular dynamics simulation. The results showed that increasing the content of sodium lauryl polyether carboxylate (AEC-9Na) was beneficial to the coordination between it and alkyl glycoside (APG-10), improved the interfacial activity, and enhanced the interfacial stability of the composite system, and the best effect was achieved when AEC-9Na:APG-10 = 8:2. The thickness of the oil and water film on the oil-water interface was irregular. When the concentration of AEC-9Na was lower than that of APG-10, the total thickness of the interfacial film (ttotal) first increased. When the content of AEC-9Na is higher, a large number of sodium ions were adsorbed near the -COO- group of AEC-9Na, which will polarize out of the hydration layer structure and attract water molecules from the second hydration layer on the heavy oil surface to the first hydration layer through electrostatic interaction. Then, the thickness of the interface film was compressed, and the interface film was reduced. When the ratio increased to 10:0, the oil and water phase competed to adsorb surfactant molecules, and the headgroup tended to lay on the interface. Moreover, the hydrophilicity of the surfactant layer was weakened, and the thickness of the water film decreased. The distribution of surfactant was looser than 8:2, the light components of heavy oil molecules (saturated and aromatic hydrocarbons) entered the gap between surfactants in large quantities, and the hydrophobic tail chain tended to be laid on the oil-water interface. The oleophilicity of the surfactant layer increased, and the thickness of the oil film remarkably increased, so the total thickness of the interface film increased again.

Stereoselective protecting-group-free synthesis of alkyl glycosides using dibenzyloxy triazine type glycosyl donors

Chemical O-glycosylation is a key step for the synthesis of sugar-containing molecules such as glycolipids. However, traditional carbohydrate chemistry is characterized by extensive use of protective groups, resulting in laborious manipulations and poor atom economy. Here, we present a protecting-group-free glycosylation strategy employing dibenzyloxy-1,3,5-triazin-2-yl glycosides (DBT-glycosides) as glycosyl donors. The DBT-glycosyl donors could be prepared directly through an alkaline nucleophilic substitution from unprotected sugars in aqueous media. The O-glycosylation of alcohols by using DBT-glycosyl donors has been carried out under mild hydrogenolytic conditions, affording the corresponding alkyl glycosides stereo-selectively in good yields.

Site-Selective Lewis Acid Mediated Transformation of Pseudo Glycals to 1-Deoxy-2-thioaryl/alkyl Glycosides

AbstractA site-selective Lewis acid mediated transformation of pseudoglycals with various thiols for the synthesis of C-2 thioaryl glycosides was developed. The substrate scope of the reaction was explored with various thiols having various functional groups on aromatic rings as well as with pseudoglycals obtained from different sugars. The compatibility and survival of various protecting groups on pseudoglycals and substituted thiols show tolerance under the reaction conditions. Finally, the potential synthetic utility of the synthesized compounds was demonstrated and also the late-stage modifications of various drugs and pharmaceuticals were also explored.

Effect of nanoparticles and silicone surfactants on the foam properties and wettability of dust removal foam

Foam has been widely used in coal mine dust control. However, its instability is still an issue in its application, and some surfactants components in foaming agents, such as fluorocarbons, are harmful to the environment. In this study, the environmentally friendly alkyl glycoside(APG0814) and cetyltrimethylammonium bromide (CTAB) were used as the foaming agents, and modified hydrophilic SiO2 nanoparticles were added to improve foam stability. Also, the surface tension, foam properties, contact angle and intermolecular interaction of APG0814/CTAB/SiO2 dispersion were studied. The experimental results showed that the appropriate concentration of CTAB combined with nanoparticles played a key role in stabilizing the foam. The surface tension of the foaming liquid increased with the increase in nanoparticles and CTAB, leading to the deterioration of foaming properties. The silicone surfactant GT-248 was added to the APG0814/CTAB/SiO2 dispersion to further improve the surface activity of the foaming agent, and the effects of the silicone surfactant on the surface tension, foam properties, and wettability were studied systematically. The experimental results showed that the surface tension of the foaming agent decreased, and the foaming and wettability increased with the increase in silicone surfactant concentration. By the synergistic action of nanoparticles and surfactants, long-lasting and stable foam, fast coal dust deposition rate and low contact angle can be obtained. Among them, 0.8 wt%GT-248 was added to achieve the best surface activity, foaming ability and wettability. These fundamental results might guide the application of silicone surfactants combined with nanoparticle-hydrocarbon surfactants in mine dust control.

Study on the synergistic effect of the binary compound system of cardanol sulfonate

Abstract In the present work, the anionic biomass surfactant cardanol sulfonate (CDS) was compounded in different molar fractions (α 1) with the commonly used amphoteric surfactant lauryl amidopropyl betaine (LAB) and the nonionic surfactant alkyl glycoside (APG), respectively. By measuring the surface tension of the binary compound system, the relationship between the surface chemical properties of the compound system and α 1 was investigated, and then the synergistic parameters and thermodynamic parameters of the compound system were calculated. The results showed that both CDS/LAB and CDS/APG systems exhibited non-ideal mixing behavior. The CDS/LAB compound system has the best synergistic effect when the two components were mixed in a 1:1 molar ratio, corresponding to a CMC of 3.06 × 10−4 mol L−1 and a γ CMC of 32.60 mN m−1. The formation of mixed micelles was a spontaneous exothermic process driven by enthalpy. The CDS/APG compound system at the molar ratio of n(APG): n(CDS) = 9:1 has a more significant synergistic effect, corresponding to a CMC of 1.13 × 10−4 mol L−1 and a γ CMC of 29.10 mN m−1. The application performance of the compound systems was the best at the optimal molar ratio, which confirms the existence of synergistic effect in the compound systems.

Study on synthesis, properties, and aggregation behavior of sodium alkyl glycoside sulfate

In this work, sodium dodecyl and tetradecyl glycoside sulfate (APGS-Na) was synthesized by sulfating dodecyl and tetradecyl glycoside (APG1214) with chloro-sulfonic acid (CSA). The product was then characterized using FT-IR, 1H NMR, MS, and elemental analysis. Response surface methodology (RSM) was used to explore the sulfation modification conditions in order to achieve the maximum APG1214 conversion rate (84.79% with the molar ratio of CSA to APG1214: 2.17:1, reaction temperature: 16 °C, and reaction period: 2 h). Further studies were performed to establish the relationship between the pertinent structure and physicochemical characteristics, such as Krafft point, equilibrium surface tension, dynamic surface tension, aggregation behavior of micelles and lyotropic liquid crystals (LLCs), as well as application characteristics like foam property, emulsification, detergency, and irritability. The results demonstrated that the Krafft point of APGS-Na was below 0 °C, and the surface tension (γcmc ) was 39.4 mN·m−1 when the critical micellar concentration (CMC) was 2.40 g·L−1. At low concentration, the adsorption process was controlled by a diffusion step, different to a mixed kinetic-diffusion adsorption mechanism at high concentration, can form large size micelles and attractive LLCs in water. Moreover, the surfactant is nonirritant, with excellent foaming and decontamination capability. Accordingly, APGS-Na is expected to be widely used in diverse fields as a green anionic glycoside surfactant.

Preparation and performance of starch-based cross-linked network structured dust suppression foams for complex climatic conditions

In complex environmental applications such as rain erosion and high-low temperatures in open-pit coal mines, the curing layer after dust suppression foam treatment is relatively poorly tolerated, resulting in poor dust suppression. This study is aimed at a high-solidification strong weather-resistant cross-linked network structure. First, oxidized starch adhesive (OSTA) was prepared by the oxidative gelatinization method to reduce the effect of the high viscosity of starch on the foaming effect. Then, OSTA, polyvinyl alcohol (PVA) and glycerol (GLY), were copolymerized with the cross-linking agent sodium trimetaphosphate (STMP), and compounded with sodium aliphatic alcohol polyoxyethylene ether sulfate (AES) and alkyl glycosides (APG-0810), a new material for dust suppression in foam (OSPG/AA) was proposed and its wetting and bonding mechanism was revealed. The results show that OSPG/AA has a viscosity of 5.5 mPa·s, a 30-day degradation of 43.564 % and a film-forming hardness of 86HA; through simulated tests in open-pit coal mine environments, it was found that the water retention of OSPG/AA is 40.0 % higher than that of water, and the dust suppression rate of PM10 is 99.04 %. The cured layer can adapt to temperature changes from −18 °C to 60 °C and remains intact after rain erosion or 24 h immersion, exhibiting good weather resistance.

Cascading One-Pot Synthesis of Biodegradable Uronic Acid-Based Surfactants from Oligoalginates, Semi-Refined Alginates, and Crude Brown Seaweeds.

The present article describes a one-pot and cascade mode process using biocompatible/biodegradable reagents, for simply obtaining surfactant compositions comprising mixtures of d-mannuronic acid and l-guluronic acid directly from oligoalginates or semi-refined alginates (mixtures of alginate, cellulose, hemicellulose, laminaran, and fucan). Simple treatments of partial purification of the reaction crudes (elimination of the salts and/or the residual fatty alcohols) or isolation of the surfactant compositions result in sugar-based compounds having performance levels appropriate to applications in detergency. In addition, the challenging extension of this cascading one-pot synthesis technology to crude milled brown seaweeds was successfully carried out to provide promising surface-active compositions made up of alkyl uronate and alkyl glycoside monosaccharides.

Preparation of the Environmentally Friendly and High Stable Gel Foam Based on Biomass Xanthan Gum for Inhibiting Coal Spontaneous Combustion

ABSTRACT In order to improve the environmental friendliness of inhibiting coal spontaneous combustion, a new environmentally friendly biomass gel foam was successfully prepared by using xanthan gum (XG), aluminum citrate (Alcit), gluconate-δ-Lactone (GDL), alkyl glycoside (APG), and tea saponin (TS). When the concentrations of XG, Alcit, GDL and biomass composite foaming agent were 4, 4, 0.4, and 0.3 wt%, respectively, the gel foam had a half-life of up to 27 days. The gel foam water retention study showed that the water loss rate of its was 60% lower than that of water and 58.6% lower than that of foam after heating at 60°C for 10 h. The temperature-programmed experiment showed that the gel foam could delay the accelerated oxidation temperature of coal from 90°C to 140°C. The fire extinguishing experiment showed that the gel foam could extinguish coal fire quickly, the temperature of coal rapidly dropped from 960°C to 121°C within the first 20 min and the reburning of coal fire was not observed after the extinguishment. This study is useful for the development of environmentally friendly gel foams for inhibiting coal spontaneous combustion.