Green surfactants produced from peptides and their derivatives have excellent surface chemistry and application properties. A mild, biocompatible, and rapidly biodegradable green surfactant, potassium N-lauroyl wheat peptide (PLW), was synthesized by an acylation method in the aqueous phase with lauryl chloride and wheat oligopeptide as starting materials. Furthermore, the isoelectric point, equilibrium surface tension, dynamic surface tension, micellar aggregation behavior, foaming, and irritating properties of PLW were studied. Wheat oligopeptides were discovered to have the greatest glutamic acid content, accounting for 30.92% of the overall amino acid composition. The findings revealed that the protonation and ionization behavior of PLW was pH dependent. At pH 8.5, water's surface tension was lowered to 32.1 mN/m−1. At high concentrations and pH, PLW formed large aggregates in solution, causing the adsorption behavior of PLW molecules to shift from diffusion-controlled adsorption to mixed kinetic adsorption, with PLW exhibiting great surface activity. Furthermore, PLW has good foaming properties and is non-irritating. As a result, PLW is predicted to become widely employed in the field of household chemicals.
{"title":"Wheat protein-derived surfactants: Synthesis and properties","authors":"Wanchun Li, Jie Shen, Hujun Xu","doi":"10.1002/jsde.12753","DOIUrl":"10.1002/jsde.12753","url":null,"abstract":"<p>Green surfactants produced from peptides and their derivatives have excellent surface chemistry and application properties. A mild, biocompatible, and rapidly biodegradable green surfactant, potassium N-lauroyl wheat peptide (PLW), was synthesized by an acylation method in the aqueous phase with lauryl chloride and wheat oligopeptide as starting materials. Furthermore, the isoelectric point, equilibrium surface tension, dynamic surface tension, micellar aggregation behavior, foaming, and irritating properties of PLW were studied. Wheat oligopeptides were discovered to have the greatest glutamic acid content, accounting for 30.92% of the overall amino acid composition. The findings revealed that the protonation and ionization behavior of PLW was pH dependent. At pH 8.5, water's surface tension was lowered to 32.1 mN/m<sup>−1</sup>. At high concentrations and pH, PLW formed large aggregates in solution, causing the adsorption behavior of PLW molecules to shift from diffusion-controlled adsorption to mixed kinetic adsorption, with PLW exhibiting great surface activity. Furthermore, PLW has good foaming properties and is non-irritating. As a result, PLW is predicted to become widely employed in the field of household chemicals.</p>","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140799626","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Enhanced oil recovery (EOR) by surfactant flooding has been attractive. Among the surfactants developed alcohol polyoxypropylene (PO)‐polyoxyethylene (EO) ether sulfates (APES), also named extended surfactants, have been proved efficient. However, the arrangement of the PO and EO chains as well as the hydrocarbon structure in the molecules may significantly affect their performances. In this paper three APES, C18−16PO25EO10SO4Na (I), C18−16(PO/EO)25+10SO4Na (II), and C16GA(PO/EO)25+10SO4Na (III) were prepared and investigated, in which APES (I) and APES (II) were designed to have same PO and EO numbers but block and randomly copolymerized respectively with linear C18−16 fatty alcohols as starting agent, whereas the APES (III) was derived from double chain C16 Guerbet alcohol (C16GA) with PO and EO randomly copolymerized. The results show that the block copolymerized APES (I) gives much better brine solubility and counterion tolerance than the randomly copolymerized APES (II) and (III). Although all APES synthesized are highly surface‐active and can reduce Daqing crude oil/simulated brine interfacial tension (IFT) to ultralow by mixing with more hydrophobic surfactants in presence or absence of alkali, the APES (III) gives the lowest IFT due to with double hydrocarbon chains. In addition, it is found that for APES (I) gelation occurs in neutralization process and the corresponding nonionic intermediate is highly viscous, whereas the randomly copolymerized two intermediates are liquid‐like with low viscosity, which may be feasible to apply SO3/air falling film sulfation. This study provided useful information for arrangement of embedded nonionic moiety and hydrocarbon structure in designing extended surfactants for EOR.
通过表面活性剂浸泡来提高石油采收率(EOR)一直很有吸引力。在已开发的表面活性剂中,醇聚氧丙烯(PO)-聚氧乙烯(EO)醚硫酸盐(APES)(又称扩展表面活性剂)已被证明是高效的。然而,PO 和 EO 链的排列以及分子中的碳氢化合物结构可能会严重影响其性能。本文制备并研究了三种 APES:C18-16PO25EO10SO4Na(I)、C18-16(PO/EO)25+10SO4Na(II)和 C16GA(PO/EO)25+10SO4Na(III)、其中,APES(I)和 APES(II)以线性 C18-16 脂肪醇为起始剂,分别设计成具有相同 PO 和 EO 数但嵌段共聚和无规共聚;而 APES(III)以双链 C16 格尔伯特醇(C16GA)为起始剂,PO 和 EO 无规共聚。结果表明,嵌段共聚的 APES(I)比随机共聚的 APES(II)和(III)具有更好的盐水溶解性和耐反离子性。虽然合成的所有 APES 都具有很高的表面活性,在碱存在或不存在的情况下,通过与更疏水的表面活性剂混合,可将大庆原油/模拟盐水界面张力(IFT)降至超低,但 APES(III)由于具有双烃链,IFT 最低。此外,研究还发现,APES(I)在中和过程中会发生凝胶化,相应的非离子中间体粘度很高,而无规共聚的两种中间体则呈液态,粘度很低,这可能是应用 SO3/air 降膜硫化的可行方法。这项研究为设计用于 EOR 的扩展表面活性剂提供了嵌入式非离子分子和碳氢化合物结构排列方面的有用信息。
{"title":"Effects of block and random copolymerization on the properties of fatty alcohol polyoxypropylene‐polyoxyethylene ether sulfates for enhanced oil recovery","authors":"Zhao Chen, Xue Lin, Qi Chen, Binglei Song, Xiaomei Pei, Zhenggang Cui","doi":"10.1002/jsde.12759","DOIUrl":"https://doi.org/10.1002/jsde.12759","url":null,"abstract":"Enhanced oil recovery (EOR) by surfactant flooding has been attractive. Among the surfactants developed alcohol polyoxypropylene (PO)‐polyoxyethylene (EO) ether sulfates (APES), also named extended surfactants, have been proved efficient. However, the arrangement of the PO and EO chains as well as the hydrocarbon structure in the molecules may significantly affect their performances. In this paper three APES, C18−16PO25EO10SO4Na (I), C18−16(PO/EO)25+10SO4Na (II), and C16GA(PO/EO)25+10SO4Na (III) were prepared and investigated, in which APES (I) and APES (II) were designed to have same PO and EO numbers but block and randomly copolymerized respectively with linear C18−16 fatty alcohols as starting agent, whereas the APES (III) was derived from double chain C16 Guerbet alcohol (C16GA) with PO and EO randomly copolymerized. The results show that the block copolymerized APES (I) gives much better brine solubility and counterion tolerance than the randomly copolymerized APES (II) and (III). Although all APES synthesized are highly surface‐active and can reduce Daqing crude oil/simulated brine interfacial tension (IFT) to ultralow by mixing with more hydrophobic surfactants in presence or absence of alkali, the APES (III) gives the lowest IFT due to with double hydrocarbon chains. In addition, it is found that for APES (I) gelation occurs in neutralization process and the corresponding nonionic intermediate is highly viscous, whereas the randomly copolymerized two intermediates are liquid‐like with low viscosity, which may be feasible to apply SO3/air falling film sulfation. This study provided useful information for arrangement of embedded nonionic moiety and hydrocarbon structure in designing extended surfactants for EOR.","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140665243","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Scott C. Gillis, Gurmeet K. Lall, Han‐Jin Philip Lu, Yilin Qiu, Shawn D. Wettig
Surface pressure (π)–molecular area (A) isotherms were gathered to characterize the packing of binary mixed Langmuir monolayers of 1,2‐dioleoyl‐sn‐glycero‐3‐phosphoethanolamine (DOPE) and one of two Gemini surfactants (GS), N,N‐bis(dimethyloctadecyl)‐1,7‐nonanediammonium dibromide (18‐7‐18) or 1,9‐bis(octadecyl)‐1,1,9,9‐tetramethyl‐5‐amino‐1,9‐nonanediammonium dibromide (18‐7NH‐18) of varying molar fractions. Information about miscibility behavior was derived from the π–A curves by examining the excess free energy of mixing (ΔGexc) that was calculated through the surface area additivity rule. Surface compressibility modulus (Cs−1) was also used to characterize intermolecular interactions. Mutual interactions between GS and DOPE were analyzed in terms of excess Gibbs energy of mixing and the value of this parameter depended strongly on the composition of the mixed film. GS and DOPE are generally miscible as DOPE reduces intermolecular repulsion between highly charged GS molecules leading to the formation of more densely packed mixed monolayers. However, GS and DOPE are immiscible in equimolar mixtures due to tail group packing mismatch between saturated and unsaturated alkyl chains. The prevalence of attractive synergistic interactions in the monolayers studied differs from a previous finding of antagonistic mixing behavior in GS/DOPE micelles. These results contribute to the understanding of GS‐lipid interactions and packing that are critical to the in vitro and in vivo stability of liposomes composed of these molecules used for non‐viral gene therapy applications.
{"title":"Surface miscibility of Gemini surfactants and DOPE in binary mixed monolayers","authors":"Scott C. Gillis, Gurmeet K. Lall, Han‐Jin Philip Lu, Yilin Qiu, Shawn D. Wettig","doi":"10.1002/jsde.12761","DOIUrl":"https://doi.org/10.1002/jsde.12761","url":null,"abstract":"Surface pressure (π)–molecular area (A) isotherms were gathered to characterize the packing of binary mixed Langmuir monolayers of 1,2‐dioleoyl‐sn‐glycero‐3‐phosphoethanolamine (DOPE) and one of two Gemini surfactants (GS), N,N‐bis(dimethyloctadecyl)‐1,7‐nonanediammonium dibromide (18‐7‐18) or 1,9‐bis(octadecyl)‐1,1,9,9‐tetramethyl‐5‐amino‐1,9‐nonanediammonium dibromide (18‐7NH‐18) of varying molar fractions. Information about miscibility behavior was derived from the π–A curves by examining the excess free energy of mixing (ΔGexc) that was calculated through the surface area additivity rule. Surface compressibility modulus (Cs−1) was also used to characterize intermolecular interactions. Mutual interactions between GS and DOPE were analyzed in terms of excess Gibbs energy of mixing and the value of this parameter depended strongly on the composition of the mixed film. GS and DOPE are generally miscible as DOPE reduces intermolecular repulsion between highly charged GS molecules leading to the formation of more densely packed mixed monolayers. However, GS and DOPE are immiscible in equimolar mixtures due to tail group packing mismatch between saturated and unsaturated alkyl chains. The prevalence of attractive synergistic interactions in the monolayers studied differs from a previous finding of antagonistic mixing behavior in GS/DOPE micelles. These results contribute to the understanding of GS‐lipid interactions and packing that are critical to the in vitro and in vivo stability of liposomes composed of these molecules used for non‐viral gene therapy applications.","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140662175","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yuling Wang, Jixiang Guo, Min Zan, Songtang Xu, Xueping Guo, Bo Du, Hujun Xu
The mixed system of sodium cocoyl glycinate and sodium hyaluronate (HA) with different mass concentrations and relative molecular weights was investigated by the surface tension method. All the curves of surface tension versus logarithm of concentration (γ-lgc curves) of sodium cocoyl glycinate-HA mixed system displayed the properties of double platform. The critical micelle concentration (cmc) of sodium cocoyl glycinate was 1.690 g/L at 25°C. The two inflection points of the γ-lgc curves corresponding to the cocoyl glycine-HA mixed system were cac (the critical aggregation concentration) and cmce (the extended cmc of sodium cocoyl glycinate), and cac < cmce < cmc. With the change of the mass concentration and relative molecular weight of HA, the cac values were almost constant. However, cmce increased with the increase of the mass concentration of HA at the same HA molecular weight. For the HA of molecular weight of 800 and 260000 Da, the mass concentration of HA increased from 0.05 to 0.4 g/L, and the cmce value increased from 1.199 to 1.390 g/L and 1.102 to 1.330 g/L, respectively. When the mass concentration of HA remained the same, the change in the relative molecular weight of HA had little effect on the cmce value. For the mixed system of sodium cocoyl glycine −0.1 g/L HA, when the concentration of NaCl was 2 g/L, the salt enhancement effect was dominant. When the concentration of NaCl was 4 to 8 g/L, the salt weakening effect was dominant. It is indicated that HA can improve the chemical properties of sodium cocoyl glycinate at a certain concentration, thus improving the cleaning, foaming, and foam stability of sodium cocoyl glycinate.
{"title":"Study on the aggregation nature of sodium cocoyl glycinate and sodium hyaluronate mixture in aqueous and NaCl solutions","authors":"Yuling Wang, Jixiang Guo, Min Zan, Songtang Xu, Xueping Guo, Bo Du, Hujun Xu","doi":"10.1002/jsde.12760","DOIUrl":"10.1002/jsde.12760","url":null,"abstract":"<p>The mixed system of sodium cocoyl glycinate and sodium hyaluronate (HA) with different mass concentrations and relative molecular weights was investigated by the surface tension method. All the curves of surface tension versus logarithm of concentration (<i>γ</i>-lg<i>c</i> curves) of sodium cocoyl glycinate-HA mixed system displayed the properties of double platform. The critical micelle concentration (<i>cmc</i>) of sodium cocoyl glycinate was 1.690 g/L at 25°C. The two inflection points of the <i>γ</i>-lg<i>c</i> curves corresponding to the cocoyl glycine-HA mixed system were <i>cac</i> (the critical aggregation concentration) and <i>cmc</i><sub><i>e</i></sub> (the extended <i>cmc</i> of sodium cocoyl glycinate), and <i>cac</i> < <i>cmc</i><sub><i>e</i></sub> < <i>cmc</i>. With the change of the mass concentration and relative molecular weight of HA, the <i>cac</i> values were almost constant. However, <i>cmc</i><sub><i>e</i></sub> increased with the increase of the mass concentration of HA at the same HA molecular weight. For the HA of molecular weight of 800 and 260000 Da, the mass concentration of HA increased from 0.05 to 0.4 g/L, and the <i>cmc</i><sub><i>e</i></sub> value increased from 1.199 to 1.390 g/L and 1.102 to 1.330 g/L, respectively. When the mass concentration of HA remained the same, the change in the relative molecular weight of HA had little effect on the <i>cmc</i><sub><i>e</i></sub> value. For the mixed system of sodium cocoyl glycine −0.1 g/L HA, when the concentration of NaCl was 2 g/L, the salt enhancement effect was dominant. When the concentration of NaCl was 4 to 8 g/L, the salt weakening effect was dominant. It is indicated that HA can improve the chemical properties of sodium cocoyl glycinate at a certain concentration, thus improving the cleaning, foaming, and foam stability of sodium cocoyl glycinate.</p>","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140668542","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In this brief review, we have discussed various physical chemical principles that guide the functions of surfactants in solution. The surfactants have special functions at the air/liquid and air/solid interfaces forming Gibbs and Langmuir monomolecular films by way of spreading at the interfaces. Their self‐aggregation or micelle formation, a remarkable and useful phenomenon has been presented and elaborated. The application of fundamental physical chemistry principles for the understanding of the energetics of the micelle formation has been discussed. The involvement of surfactants in the formation of soft assembled (condensed) matters namely, vesicles, emulsions, foams, reverse micelles (or, microemulsions), gels, and so forth has been presented. The uniqueness of the “critical micelle concentration” (CMC), and its determination have been briefly presented. Applications of surfactants are numerous. We have briefly cited several applications namely, nano‐material synthesis, detergency, agrochemical formulations, drug delivery, retardation of water evaporation, and so forth. A short account of bio‐related surfactants namely, lung surfactants, bile salts, plant‐and microbe‐generated bio‐surfactants, and their utilities have been also presented.
{"title":"Physical chemical properties of surfactants in solution and their applications: A comprehensive account","authors":"Satya Priya Moulik, Animesh Kumar Rakshit, Bappaditya Naskar","doi":"10.1002/jsde.12757","DOIUrl":"https://doi.org/10.1002/jsde.12757","url":null,"abstract":"In this brief review, we have discussed various physical chemical principles that guide the functions of surfactants in solution. The surfactants have special functions at the air/liquid and air/solid interfaces forming Gibbs and Langmuir monomolecular films by way of spreading at the interfaces. Their self‐aggregation or micelle formation, a remarkable and useful phenomenon has been presented and elaborated. The application of fundamental physical chemistry principles for the understanding of the energetics of the micelle formation has been discussed. The involvement of surfactants in the formation of soft assembled (condensed) matters namely, vesicles, emulsions, foams, reverse micelles (or, microemulsions), gels, and so forth has been presented. The uniqueness of the “critical micelle concentration” (CMC), and its determination have been briefly presented. Applications of surfactants are numerous. We have briefly cited several applications namely, nano‐material synthesis, detergency, agrochemical formulations, drug delivery, retardation of water evaporation, and so forth. A short account of bio‐related surfactants namely, lung surfactants, bile salts, plant‐and microbe‐generated bio‐surfactants, and their utilities have been also presented.","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140626064","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Nathan V. de Castro, Guilherme A. Ferreira, Watson Loh
The use of softeners is essential for enhancing laundered fabrics and hair textures after washing. For these, products based on double‐tailed cationic surfactants are used to reduce friction and static electricity, resulting in softer and smoother fibers. These surfactants form lamellar phases in water, which can be turned into vesicles and other bilayer aggregates upon shearing, greatly impacting on the rheological properties of these formulations. This study aims at elucidating how some parameters of the formulation process impact bilayer structures formation and the product rheology, using di(hydrogenated tallow)dimethylammonium chloride (DHTDMAC) aqueous dispersions as model system. Small angle X‐ray scattering (SAXS) analyses revealed lamellar phases starting from 3% DHTDMAC, with a bilayer thickness of 1.90 ± 0.03 nm, indicating significant carbon chain interdigitation. At this concentration (3%), bilayers exhibited a repetition distance of 69 nm, unveiling a behavior close to the one predicted for infinite swelling, in which lamellar structures persisted even at high dilution. Temperature plays a significant role in the rheological behavior, with elevated temperatures favoring vesicle formation, resulting in reduced apparent viscosity due to lower resistance of vesicles to flow. Upon heating, differential scanning calorimetry (DSC) analyses revealed a transition from Lβ (gel) to Lα (fluid) structures between 28 and 41°C, which was further confirmed by X‐ray diffraction (XRD). Both structural and thermotropic features observed were discussed and compared to information reported for a high‐purity grade homologue of DHTDMAC, dioctadecyldimethylammonium chloride (DODAC) mixed with water. These findings deepen the understanding of fabric softener formulation and the impact of bilayer structures formation on their properties, and should be used to optimize new formulations, enhancing their overall performance and sensorial quality.
{"title":"Processing effects on bilayer structures formation and rheological behavior of softeners using cationic di(hydrogenated tallow)dimethylammonium chloride aqueous dispersions","authors":"Nathan V. de Castro, Guilherme A. Ferreira, Watson Loh","doi":"10.1002/jsde.12758","DOIUrl":"https://doi.org/10.1002/jsde.12758","url":null,"abstract":"The use of softeners is essential for enhancing laundered fabrics and hair textures after washing. For these, products based on double‐tailed cationic surfactants are used to reduce friction and static electricity, resulting in softer and smoother fibers. These surfactants form lamellar phases in water, which can be turned into vesicles and other bilayer aggregates upon shearing, greatly impacting on the rheological properties of these formulations. This study aims at elucidating how some parameters of the formulation process impact bilayer structures formation and the product rheology, using di(hydrogenated tallow)dimethylammonium chloride (DHTDMAC) aqueous dispersions as model system. Small angle X‐ray scattering (SAXS) analyses revealed lamellar phases starting from 3% DHTDMAC, with a bilayer thickness of 1.90 ± 0.03 nm, indicating significant carbon chain interdigitation. At this concentration (3%), bilayers exhibited a repetition distance of 69 nm, unveiling a behavior close to the one predicted for infinite swelling, in which lamellar structures persisted even at high dilution. Temperature plays a significant role in the rheological behavior, with elevated temperatures favoring vesicle formation, resulting in reduced apparent viscosity due to lower resistance of vesicles to flow. Upon heating, differential scanning calorimetry (DSC) analyses revealed a transition from <jats:italic>L</jats:italic><jats:sub><jats:italic>β</jats:italic></jats:sub> (gel) to <jats:italic>L</jats:italic><jats:sub><jats:italic>α</jats:italic></jats:sub> (fluid) structures between 28 and 41°C, which was further confirmed by X‐ray diffraction (XRD). Both structural and thermotropic features observed were discussed and compared to information reported for a high‐purity grade homologue of DHTDMAC, dioctadecyldimethylammonium chloride (DODAC) mixed with water. These findings deepen the understanding of fabric softener formulation and the impact of bilayer structures formation on their properties, and should be used to optimize new formulations, enhancing their overall performance and sensorial quality.","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140570521","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Valentyna M. Barvinchenko, Olga O. Kazakova, Natalia O. Lipkovska
The properties of natural polyphenol curcumin in water solutions of cationic Gemini surfactants decamethoxin and ethonium, which have similar positively charged nitrogen hydrophilic head groups but different spacer sizes and lengths of hydrophobic tails have been investigated in a wide range of concentrations by using UV–Vis spectroscopy and quantum-chemical calculations. It was found that curcumin dissolves in the organized micellar media of these surfactants in the enol tautomeric form and its solubility increases 400 times compared to water. The binding constants of curcumin with decamethoxin and ethonium were determined by the solubility method. Significant differences in the influence of premicellar concentrations of cationic Gemini surfactants on the solubility and tautomeric transformations of curcumin were revealed. In contrast to decamethoxin, ethonium at a concentration below the CMC promotes a significant increase in the solubility of curcumin and a shift in the tautomeric equilibrium towards the formation of its keto form.
{"title":"Effect of cationic Gemini surfactants ethonium and decamethoxin on the spectral properties, solubility and tautomerism of the curcumin","authors":"Valentyna M. Barvinchenko, Olga O. Kazakova, Natalia O. Lipkovska","doi":"10.1002/jsde.12756","DOIUrl":"10.1002/jsde.12756","url":null,"abstract":"<p>The properties of natural polyphenol curcumin in water solutions of cationic Gemini surfactants decamethoxin and ethonium, which have similar positively charged nitrogen hydrophilic head groups but different spacer sizes and lengths of hydrophobic tails have been investigated in a wide range of concentrations by using UV–Vis spectroscopy and quantum-chemical calculations. It was found that curcumin dissolves in the organized micellar media of these surfactants in the enol tautomeric form and its solubility increases 400 times compared to water. The binding constants of curcumin with decamethoxin and ethonium were determined by the solubility method. Significant differences in the influence of premicellar concentrations of cationic Gemini surfactants on the solubility and tautomeric transformations of curcumin were revealed. In contrast to decamethoxin, ethonium at a concentration below the CMC promotes a significant increase in the solubility of curcumin and a shift in the tautomeric equilibrium towards the formation of its keto form.</p>","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140570522","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
The micellization properties of mixed aqueous solutions of a cationic gemini surfactant (CGS) and Triton X-100, a conventional non-ionic surfactant, with various mole fractions, were determined by measuring the surface tension at different temperatures. Various theoretical models were used to analyze the behavior of this mixed system. The interactions between CGS and Triton X-100 were determined to be non-ideal and synergistic. The calculated interaction parameters (βM) have negative values at all temperatures and for all mole fractions, showing attractive interactions. It was found that increasing the mole fraction of Triton X-100 significantly increased the synergistic effect (more negative values). Micellar aggregation number (Nagg) values of pure surfactants and their mixtures in different ratios were obtained with the steady-state fluorescence quenching method. Furthermore, the molar solubilization ratio of Sudan III organic dye in all surfactants aqueous systems was obtained using UV–Visible spectrophotometry. At concentrations above critical micelle concentration, the solubility of Sudan III in water was substantially increased linearly for all systems and it was observed that the enhancement was even more significant for mixed surfactant systems.
{"title":"Micellization, aggregation, interaction, and solubilization behaviors of mixed solutions of cationic gemini and nonionic surfactants","authors":"İkbal Sarıkaya Yıldız, Selçuk Bilgen, Halide Akbaş","doi":"10.1002/jsde.12755","DOIUrl":"10.1002/jsde.12755","url":null,"abstract":"<p>The micellization properties of mixed aqueous solutions of a cationic gemini surfactant (CGS) and Triton X-100, a conventional non-ionic surfactant, with various mole fractions, were determined by measuring the surface tension at different temperatures. Various theoretical models were used to analyze the behavior of this mixed system. The interactions between CGS and Triton X-100 were determined to be non-ideal and synergistic. The calculated interaction parameters (<i>β</i><sup>M</sup>) have negative values at all temperatures and for all mole fractions, showing attractive interactions. It was found that increasing the mole fraction of Triton X-100 significantly increased the synergistic effect (more negative values). Micellar aggregation number (<i>N</i><sub>agg</sub>) values of pure surfactants and their mixtures in different ratios were obtained with the steady-state fluorescence quenching method. Furthermore, the molar solubilization ratio of Sudan III organic dye in all surfactants aqueous systems was obtained using UV–Visible spectrophotometry. At concentrations above critical micelle concentration, the solubility of Sudan III in water was substantially increased linearly for all systems and it was observed that the enhancement was even more significant for mixed surfactant systems.</p>","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140570447","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alkyl polyglycosides (APGs), based on renewable glucose and fatty alcohols, are recognized for their performance and biodegradability. Hydrotropic/solubilizing effect properties have already been identified on short-chain variants such as hexyl and ethylhexyl, but these ingredients were not fully bio-based. This study investigated the hydrotropic/solubilizing properties of eco-designed 100% bio-based heptyl glucoside, under various conditions, compared to industrial and personal care benchmarks and other short chain APGs. Foaming power was firstly evaluated at different temperatures with two static methods. Hydrotropic performance was assessed with a commonly used surfactant in the presence of high electrolyte, acid and alkali concentrations. Further trials were done using ethoxylated rapeseed oil as an oil lubricant model in electrolyte-charged aqueous solution. The solubilizing effect of hydrophobic additives such as fragrances, essential oils and vitamin E was quantified. Finally, effects on formulation preservation were screened with two natural personal care preservatives. Heptyl glucoside was found to be an effective and versatile hydrotrope for industrial applications, with additional intrinsic lubrication properties. It was also revealed as an efficient solubilizer for personal care products with the additional benefit of reducing the preservative dosage required in natural formulations. Its unusual non-foaming nature, while not disrupting the foaming capacity of surfactants, makes it suitable for all types of cleansers. The calculated carbon footprint has a low value, making heptyl glucoside a valuable ingredient combining both performance and low environmental impact.
以可再生葡萄糖和脂肪醇为基础的烷基多糖苷(APGs)因其性能和生物降解性而广受认可。短链变体(如己基和乙基己基)的亲水/增溶效果特性已经得到确认,但这些成分并非完全以生物为基础。本研究调查了生态设计的 100% 生物基庚基葡糖苷在各种条件下的亲水/增溶特性,并与工业和个人护理基准以及其他短链 APG 进行了比较。首先用两种静态方法评估了在不同温度下的发泡力。在电解质、酸和碱浓度较高的情况下,使用一种常用的表面活性剂对其亲水性能进行了评估。此外,还使用乙氧基化菜籽油作为电解质水溶液中的油润滑剂模型进行了进一步试验。对香料、精油和维生素 E 等疏水添加剂的增溶效果进行了量化。最后,筛选了两种天然个人护理防腐剂对配方防腐的影响。研究发现,庚基葡萄糖苷是一种可用于工业用途的有效、多用途的亲水物质,具有额外的内在润滑特性。此外,它还是个人护理产品的高效增溶剂,还能减少天然配方中所需的防腐剂用量。它非同寻常的不起泡特性不会破坏表面活性剂的起泡能力,因此适用于所有类型的清洁剂。计算得出的碳足迹值较低,因此庚基葡萄糖苷是一种兼具高性能和低环境影响的珍贵成分。
{"title":"A sustainable glycolipid hydrotrope-solubilizer for cleansers and detergents","authors":"Marie-Françoise Chirac, Sophie Cambos, Jérôme Guilbot, Corinne Nawrocki, Régis Marchand, Alicia Roso","doi":"10.1002/jsde.12752","DOIUrl":"10.1002/jsde.12752","url":null,"abstract":"<p>Alkyl polyglycosides (APGs), based on renewable glucose and fatty alcohols, are recognized for their performance and biodegradability. Hydrotropic/solubilizing effect properties have already been identified on short-chain variants such as hexyl and ethylhexyl, but these ingredients were not fully bio-based. This study investigated the hydrotropic/solubilizing properties of eco-designed 100% bio-based heptyl glucoside, under various conditions, compared to industrial and personal care benchmarks and other short chain APGs. Foaming power was firstly evaluated at different temperatures with two static methods. Hydrotropic performance was assessed with a commonly used surfactant in the presence of high electrolyte, acid and alkali concentrations. Further trials were done using ethoxylated rapeseed oil as an oil lubricant model in electrolyte-charged aqueous solution. The solubilizing effect of hydrophobic additives such as fragrances, essential oils and vitamin E was quantified. Finally, effects on formulation preservation were screened with two natural personal care preservatives. Heptyl glucoside was found to be an effective and versatile hydrotrope for industrial applications, with additional intrinsic lubrication properties. It was also revealed as an efficient solubilizer for personal care products with the additional benefit of reducing the preservative dosage required in natural formulations. Its unusual non-foaming nature, while not disrupting the foaming capacity of surfactants, makes it suitable for all types of cleansers. The calculated carbon footprint has a low value, making heptyl glucoside a valuable ingredient combining both performance and low environmental impact.</p>","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jsde.12752","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140570523","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Surface properties of three fluorocarbon surfactants with different carbon chain lengths were studied at low pressures of 94.6, 74.1 and 61.0 kPa, respectively. The results showed that the saturation adsorption capacity and the critical micelle concentration (CMC) decreased, while the average molecular area (AS) and the surface tension at CMC (γCMC) of fluorocarbon surfactants increased with decreasing pressure. The surface tension (γ) decreased with the decrease of pressure when the concentration of fluorocarbon surfactants was low. However, γ tended to be stable and increased with the drop of pressure when the concentration of surfactants was close or reach to CMC. In addition, the foaming and spreading performance of fluorocarbon surfactants decrease with the decrease of pressure, and the combination of fluorocarbon and hydrocarbon surfactants is beneficial to the improvement of performance (mixed systems: foam expansion E>6, 25% drainage time t25%>241 s, 1/2 defoaming time t1/2>851 s, spreading amount Vs>223 μL, spreading time ts<2 s). Further fire extinguishing experiment found that the influence of low pressure environment on fuel combustion characteristics is the key factor to determine fire extinguishing performance, while the influence of aqueous film-forming foam (AFFF) performance is small. And AFFF based on the environmental-friendly surfactant C4F9SO2NH(CH2)2N+(CH3)2CH2BrCH2OH (FC-4) is an effective fire extinguishing agent under low pressure.
{"title":"Effect of low pressure on the properties of short-chain fluorocarbon surfactants and their application in aqueous film-forming foam extinguishing agent","authors":"Xinhua Zhu, He Huang, Xuhong Jia, Yuqiang Zhang","doi":"10.1002/jsde.12754","DOIUrl":"10.1002/jsde.12754","url":null,"abstract":"<p>Surface properties of three fluorocarbon surfactants with different carbon chain lengths were studied at low pressures of 94.6, 74.1 and 61.0 kPa, respectively. The results showed that the saturation adsorption capacity and the critical micelle concentration (CMC) decreased, while the average molecular area (<i>A</i><sub>S</sub>) and the surface tension at CMC (<i>γ</i><sub>CMC</sub>) of fluorocarbon surfactants increased with decreasing pressure. The surface tension (<i>γ</i>) decreased with the decrease of pressure when the concentration of fluorocarbon surfactants was low. However, γ tended to be stable and increased with the drop of pressure when the concentration of surfactants was close or reach to CMC. In addition, the foaming and spreading performance of fluorocarbon surfactants decrease with the decrease of pressure, and the combination of fluorocarbon and hydrocarbon surfactants is beneficial to the improvement of performance (mixed systems: foam expansion <i>E</i>>6, 25% drainage time <i>t</i><sub>25%</sub>>241 s, 1/2 defoaming time <i>t</i><sub>1/2</sub>>851 s, spreading amount <i>V</i><sub>s</sub>>223 μL, spreading time <i>t</i><sub>s</sub><2 s). Further fire extinguishing experiment found that the influence of low pressure environment on fuel combustion characteristics is the key factor to determine fire extinguishing performance, while the influence of aqueous film-forming foam (AFFF) performance is small. And AFFF based on the environmental-friendly surfactant C<sub>4</sub>F<sub>9</sub>SO<sub>2</sub>NH(CH<sub>2</sub>)<sub>2</sub>N<sup>+</sup>(CH<sub>3</sub>)<sub>2</sub>CH<sub>2</sub>BrCH<sub>2</sub>OH (FC-4) is an effective fire extinguishing agent under low pressure.</p>","PeriodicalId":17083,"journal":{"name":"Journal of Surfactants and Detergents","volume":null,"pages":null},"PeriodicalIF":1.6,"publicationDate":"2024-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140570514","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}